- A rhodol-based fluorescent chemosensor for hydrazine and its application in live cell bioimaging
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A rhodol cinnamate fluorescent chemosensor (RC) has been developed for selective detection of hydrazine (N2H4). In aqueous medium, the rhodol-based probe exhibited high selectivity for hydrazine among other molecules. The addition of hydrazine triggered a fluorescence emission with 48-fold enhancement based on hydrazinolysis and a subsequent ring-opening process. The chemical probe also displayed a selective colorimetric response toward N2H4 from colorless solution to pink, readily observed by the naked eye. The detection limit of RC for hydrazine was calculated to be 300?nM (9.6?ppb). RC is membrane permeable and was successfully demonstrated to detect hydrazine in live HepG2 cells by confocal fluorescence microscopy.
- Tiensomjitr, Khomsan,Noorat, Rattha,Wechakorn, Kanokorn,Prabpai, Samran,Suksen, Kanoknetr,Kanjanasirirat, Phongthon,Pewkliang, Yongyut,Borwornpinyo, Suparerk,Kongsaeree, Palangpon
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- Rhodol-based fluorescent probes for the detection of fluoride ion and its application in water, tea and live animal imaging
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Herein, we presented two novel turn-on colorimetric and fluorescent probes based on a F? triggered Si[sbnd]O bond cleavage reaction, which displayed several desired properties for the quantitative detection for F?, such as high specificity, rapid response time (within 3 min) and naked-eye visualization. The fluorescence intensity at 574 nm (absorbance at 544 nm) of the solution was found to increase linearly with the concentration of F? (0.00–30.0 μM) with the detection limit was estimated to be 0.47 μM/0.48 μM. Based on these excellent optical properties, the probes were employed to monitor F? in real water samples and tea samples with satisfactory. Furthermore, it was successfully applied for fluorescent imaging of F? in living nude mice, suggesting that it could be used as a powerful tool to predict and explore the biological functions of F? in physiological and pathological processes.
- Jin, Xilang,Gao, Jingkai,Wang, Ting,Feng, Wan,Li, Rong,Xie, Pu,Si, Lele,Zhou, Hongwei,Zhang, Xianghan
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- A Molecular Chameleon with Fluorescein and Rhodamine Spectroscopic Behaviors
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A new class of fluorescein/rhodamine hybrids with two spirolactone rings was reported to exhibit dual-output fluorescent behaviors independently. Isolation and characterization for two diastereomers, trans-RhOH and cis-RhOH, have been made and their X-ray crystal structures determined. In a basic environment, the spirolactone ring on the hydroxyl side will be opened to give a fluorescein-like optical output with the lowest absorptions at 485 and 530 nm emission. On the other hand, a rhodamine-like optical output, i.e., 528 nm absorption and 575 nm emission, will be switched on by a H+ or a Hg2+ ion, attributed to the spirolactone ring opening on the amino side. In a methanol-buffer system with different pH values, the corresponding pKa values for the hydroxyl and amino groups were determined as 5.7 and 2.3, respectively. Selective Hg2+-sensing properties have also been discussed, and log Ks values of about 3.60 and 3.73 were determined. Confocal microscopic images of Caenorhabditis elegans incubated with RhOH were found to show enhanced fluorescent intensity with a Hg2+ ion, demonstrating the potential application of RhOH for in vivo biological imaging.
- Li, Ling,Wang, Chunyan,Wu, Jianjian,Tse, Yu Chung,Cai, Yue-Peng,Wong, Keith Man-Chung
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- Dual-site lysosome-targeted fluorescent probe for separate detection of endogenous biothiols and SO2 in living cells
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Biothiols and SO2 play crucial roles in many physiological and pathological processes. To unravel their complicated interrelationship and cellular cross-talk, it would be highly desirable to develop single-molecule fluorescent probes that can selectively detect biothiols and SO2via different emission channels. Here, a novel chromenylium derivative, BPO-Py-diNO2, based on the rational design of dual recognition sites for biothiols and SO2 selectively and sensitively responded to biothiols with near-infrared fluorescence, and to SO2 with green fluorescence. The emission shift for the two channels was 170 nm. BPO-Py-diNO2 was selectively enriched in lysosomes. It could also be used to evaluate dual-channel imaging of endogenous biothiols and SO2 in living HeLa cells, and it could be used for monitoring the mutual interconversion of biothiols and SO2.
- Wu, Ming-Yu,Wang, Yue,Liu, Yan-Hong,Yu, Xiao-Qi
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- Selective Hg2+ sensing behaviors of rhodamine derivatives with extended conjugation based on two successive ring-opening processes
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A novel class of rhodamine derivatives with two spirolactam moieties have been synthesized, and their two stereoisomers of cis- and trans-forms have been successfully separated and isolated, as well as structurally characterized by X-ray crystallography. Attributed to the successive ring-openings of two spirolactam moieties, different solution color, electronic absorption and emission responses were exhibited upon addition of various concentrations of mercury(II) ion. Arising from two successive ring-opening processes in the presence of various concentration of Hg(II) ion, two reporting states with different spectroscopic properties were suggested, that is, the first state showing pink color (absorption maximum at 496 nm) but no emission, while the second state giving purple color (absorption maximum at 593 nm) and red emission (emission maximum at 620 nm). The mechanism of such different spectroscopic responses was also proposed and has also been supported by computational studies. An extension of the present work to the study of the corresponding chemodosimeters from the compounds with two spirolactam groups has been made, in which a stoichiometric and irreversible Hg(II)-promoted reaction of thiosemicarbazides was utilized to form 1,3,4-oxadiazoles.
- Wang, Chunyan,Wong, Keith Man-Chung
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- A highly sensitive and rapidly responding fluorescent probe based on a rhodol fluorophore for imaging endogenous hypochlorite in living mice
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Hypochlorous (HOCl) acid is generated as a defense tool in the immune system and plays a vital role in killing a wide range of pathogens. There is therefore great interest in developing fluorescent probes that can endogenously respond to the change in concentration of HOCl in vivo. To address this challenge, we here present a rapidly responding fluorescent probe RO610 to image endogenous HOCl in living mice. The development of RO610 was based on a novel water-soluble and pH-independent fluorescent xanthene dye, 2′-formylrhodol ROA, which exhibits highly selective and sensitive responses to HOCl/ClO- over other reactive species. Moreover, adding a little more than 5 equiv. of ClO- to the solution of RO610 resulted in a clearly observable fluorescence enhancement (48-fold) within 30 s. Based on these properties, RO610 was used to detect ClO- in A549 cells without interference by other oxidants. It was applied for the imaging of endogenous HOCl in living nude mice with satisfactory results.
- Zhang, Yanhui,Ma, Lin,Tang, Chunchao,Pan, Shengnan,Shi, Donglei,Wang, Shaojing,Li, Minyong,Guo, Yuan
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- Novel Rhodafluors: Synthesis, Photophysical, pH and TD-DFT Studies
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An efficient protocol for the synthesis of new rhodol derivatives has been developed. The synthesis involves condensation of 2-hydroxy benzophenone derivatives with 1, 3-dihydroxy benzene derivatives in solvents such as ionic liquid (N-methyl-2-pyrrolidonium hydrogen sulfate) and methane sulphonic acid. Both ionic liquid and methane sulphonic acid were found to be promising self-catalyzed solvents to bring out the conversion to form desired rhodols in excellent yields. In N-methyl-2-pyrrolidonium hydrogen sulfate reaction proceeds faster compared to methane sulphonic acid. The new fluorophores are investigated for their photophysical properties in various microenvironments and systematically characterized by means of density functional theory and time dependent density functional theory. Photophysical properties of the new rhodafluors found sensitive towards change in the pH of media and thus can be used as efficient pH sensors.
- Patil, Supriya S.,Thorat, Kishor G.,Mallah, Ramnath,Sekar, Nagaiyan
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- A novel colorimetric fluorescent probe for SO2 and its application in living cells imaging
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A novel chromenylium-based fluorescent probe was exploited for sulphur dioxide (SO2) detecting. The probe displayed a remarkable fluorescence turn-on response towards SO2 based on the nucleophilic addition reaction to the carbon-carbon double bond with 105 nm Stock shift. The probe was successfully applied for the quantification of SO2.The linear detection range was from 0–160 μM with the detection limit as low as 99.27 nM. It also exhibited high selectivity for SO2 than other reactive species and amino acids. Furthermore, cell staining experiments indicated that the probe was cell membrane permeable and could be used for high-performance imaging of SO2 in living cells. The superior properties of the probe made it highly promising for use in chemical and biological applications.
- Wu, Ming-Yu,Wu, Jing,Wang, Yue,Liu, Yan-Hong,Yu, Xiao-Qi
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- A novel dual-mode turn-on optional chemodosimeter for the visualization of Pd0 with a low detection limit
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Rhodol is an ideal platform for fluorescent probes owing to its spirolactone framework and excellent photochemical properties. Herein, a novel rhodol-based colorimetric and fluorescent turn-on probe, DER-1, for the detection of Pd0, was rationally developed with an allyl carbamate group as the response unit. Base on the Pd0-triggered cleavage reaction and rhodol spiroring-opening mechanism, the proposed probe exhibited a high selectivity and sensitivity towards Pd0. Upon addition of Pd(PPh3)4, a significant fluorescence enhancement at 547?nm was observed with an obvious color change from colorless to pink, which can be easily identified by naked-eye. In addition, the fluorescence intensity at 547?nm was linearly proportional to the concentration of Pd0 in the range of 0–1.5?μM, and the detection limit was calculated to be 1.14?nM. That is, probe DER-1 can be quite a sensitive fluorescent turn-on probe for the quantitative detection of Pd0 in pretty low dose.
- Liu, Mengmeng,Leng, Taohua,Wang, Kai,Shen, Yongjia,Wang, Chengyun
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- Ring-restricted N-nitrosated rhodamine as a green-light triggered, orange-emission calibrated and fast-releasing nitric oxide donor
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Nitric oxide (NO) donors are versatile tools for nitric oxide biology. The biological response of NO is dependent on the transient concentration and the sustained duration. N-Nitrosated rhodamines are photo-triggered and photo-calibrated NO donors. We recently discovered that suppression of the dihedral angle between the N-nitroso fragment with the rhodamine scaffold facilitates NO release. Inspired by this discovery, we developed a fast-releasing NO donor (NOD575) suitable for biological applications, e.g., the pulmonary arterial smooth muscle cells (PASMCs).
- He, Haihong,He, Tingting,Zhang, Ziqian,Xu, Xiu,Yang, Huibin,Qian, Xuhong,Yang, Youjun
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- A near-infrared xanthene-based fluorescent probe for selective detection of hydrazine and its application in living cells
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Developing fluorescent probes for selective determination of the toxic and carcinogenic hydrazine are pretty significant. Herein, a rhodamine dye coupled to naphthalene was selected as a near-infrared fluorophore and acetyl group as a trigger unit for hydrazine sensing with a Stokes shifts of 62 nm. The probe showed about 77-fold NIR fluorescence enhancement in the presence of hydrazine. In addition, the detection limit was as low as 3.4 ppb, and the fluorescence intensity at 654 nm showed a satisfactory linearity with the concentration range of hydrazine from 0 to 120 μM. More importantly, the practical utility of probe has been successfully proved through the fluorescence bioimaging of hydrazine in living cells with low cytotoxicity and quantitative N2H4 detection in environmental water samples.
- Guo, Shao-Hua,Leng, Tao-Hua,Wang, Kai,Shen, Yong-Jia,Wang, Cheng-Yun
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- A simple yet effective fluorescent probe for detecting and imaging mercury ions in cells
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We have synthesized rhodol hydrazide (RDH) as a simple fluorescent probe for detecting Hg2+. The probe can be applied in nontoxic solvents (EtOH and H2O). The probe has high selectivity and sensitivity to Hg2+ at pH 6-8. In addition, the probe has a superior capacity to resist interference from other ions. Both fluorescence intensity and absorbance have a linear relationship with the concentration of Hg2+, which ensured the precise detection of Hg2+. Furthermore, we have studied the intracellular Hg2+ imaging behavior of the probe on mammalian cells, which indicated that the probe can be applied to monitor Hg2+ within biological samples, especially in mammalian cells.
- Zhang, Yan-Ru,Wang, Qing-Rong,Su, Peng,Zhao, Fei,Huang, Jun,Zhao, Bao-Xiang
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- Rhodol-based far-red fluorescent probe for the detection of cysteine and homocysteine over glutathione
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The simultaneous discrimination of cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) is of great importance due to their roles in biology and close link to many diseases, especially via the development of a far-red fluorescent probe that could be used for rapid, selective, and sensitive detection of all three. Herein, we report the characterization of a far-red fluorescent probe with turn-on fluorescence properties and visible color changes that could be used for the detection of cysteine and homocysteine over glutathione. In this study we found that the sensor could discriminate cysteine and homocysteine over glutathione within 20?min. Function of this probe was based on the conjugate addition–cyclization reaction and showed a low detection limit to cysteine and homocysteine. Upon the addition of cysteine and homocysteine, the absorption band at 592?nm rose gradually and fluorescence was detected at 645?nm. The color changed from colorless to blue and fluorescence changed from absent to strong red fluorescence, which could be differentiated by the naked eye. All these unique features make this probe particularly potentially favorable for use in cysteine/homocysteine sensing and bioimaging applications. Copyright
- Liu, Yunchang,Xiang, Kaiqiang,Tian, Baozhu,Zhang, Jinlong
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- A novel rhodol-based colorimetric and ratiometric fluorescent probe for selective detection of sulfite in living cells
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A new type of colorimetric and ratiometric fluorescent probe 1 for sulfite is developed based on a rhodol-benzothiazole platform. Ratiometric sensing of sulfite is achieved by utilizing the nucleophilic addition of sulfite to the vinyl bridge (?C=C?) to block the π-conjugated system of the probe, which results in significant blueshifts in the absorption and emission spectra of the sensing system (from 590 to 530?nm in the absorption spectra and from 650 to 555?nm in the emission spectra). This probe exhibits the desired selectivity for sulfite over other anions and biothiols. The fluorescence intensity ratio at 555?nm and 650?nm (I555/I650) increases linearly with the sulfite concentration in the range of 0.5?15?μM with a detection limit of 0.28?μM. A cytotoxicity assay indicates that probe 1 has low cytotoxicity and good cell membrane permeability and can be used for sulfite detection in practical samples and for ratiometric fluorescent imaging of sulfite in living HepG2 cells.
- Lv, Hongmin,Wang, Zhaoyu,Lv, Jing,Gao, Nan,Kong, Xiangfeng,Zhang, Yingying
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- A new chromenylium-cyanine chemosensor for switch-ON near-infrared copper (II) sensing
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A highly selective and sensitive near-IR chemosensor having a chromenylium-cyanine backbone for the detection of Cu2+ in aqueous samples has been designed and synthesized. The sensor has exhibited linear optical response to copper ions at the range of 0–4.9 × 10?6 M in the presence of other competing metal ions, such as Na+, K+, Mg2+, Ca2+, Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Zn2+, Al3+, Cd2+, Ag+, Sr2+, Pb2+, Hg2+ and Ba2+. The limit of detection (LOD) was calculated as 1.28 × 10?8 M which was lower than that of previously reported analogues. The sensor allows detection of the copper(II) ion through the spirocyclic ring-opening reaction by coordination of Cu2+.
- Karaoglu, Kaan
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- A novel NIR fluorescent probe for the double-site and ratiometric detection of SO2 derivatives and its applications
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A feasible double-site near-infrared (NIR) fluorescent probe Q5 based on xanthenes was developed. Probe Q5 showed clearly HSO3- induced changes in the fluorescence ratio of two well-separated NIR and VIS peaks, showing excellent selectivity compared with other analytes. And the detection limit of the probe for HSO3- was found to be 89 nM. Furthermore, fluorescence imaging experiments of HSO3- in CEM cells revealed that the probe has potential application value in biological systems.
- Zhu, Jianming,Qin, Fengyun,Zhang, Di,Tang, Jun,Liu, Wenya,Cao, Wenbo,Ye, Yong
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- New Chromenylium?cyanine based dual channel chemosensors for copper and hypochlorite sensing
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Based on a change in optical properties of chromenylium?cyanine Schiff base derivatives (5a-c), a series of colorimetric dual sensors have been for the first time designed, synthesized and characterized to monitor Cu2+ and OCl? ions at near-IR (NIR) region in aqueous samples. The colorimetric responses of the sensors toward Cu2+ and OCl? ions were evaluated for aqueous samples within a series of the competitive anions and cations at pH 7.2. The sensors detected Cu2+ selectively via Cu2+-promoted spirocyclic ring–opening reaction while photophysical change during OCl? recognition is due to the spirocyclic ring?opening reaction by coordination Cu2+ ion generated from reaction between Cu+ and hypochlorite ions in analysis media. Mass and IR data suggest a 1:1 complex formation between Cu2+ and the receptor via phenolic O atom, N atom from Schiff base and O atom from spirocycle form. The detection limits of the dual sensors (5a-c) were determined to be 3.3 × 10?8 M, 1.93 × 10?8 M and 2.36 × 10?8 for Cu2+ determination and 2.83 × 10?8 M, 2.10 × 10?8 M and 2.60 × 10?8 M for OCl? determination, indicating a high sensitivity of the sensors for Cu2+ and OCl? detection Additionally, we present the first single-crystal structure analysis of a chromenylium-cyanine Schiff base in this study.
- Karaoglu, Kaan,Kaya, Kerem,Yilmaz, Ismail
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- Long wavelength emission fluorescent probe for highly selective detection of cysteine in living cells
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We developed a fluorescent probe, named 2-(4-(acryloyloxy) phenyl)-4-(2-carboxyphenyl)-7-(diethylamino) chromenylium (PA-A), for detecting Cys using the –OH protection/deprotection strategy, which can react with Cys to form a red-emitting anthocyanidin derivative fluorophore. The probe has high selectivity to Cys over Hcy and GSH in phosphate buffer solution (PBS, 10 mM, pH = 7.4), high sensitivity, a low detection limit of 4.48 × 10?8 mol/L, and it can be recognized with the naked eye. Fluorescence imaging experiment of Cys with PA-A at the cellular successfully showed excellent tissue penetration.
- Cai, Jianhua,Hao, Junsheng,Li, Yaping,Lv, Xin,Qiao, Liuqi,Yang, Yongxing
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- A fluorescent probe capable of naked eye recognition for the selective detection of biothiols
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A novel fluorescent turn-on probe for rapid optical sensing of thiols was designed and synthesized. The probe exhibits a high fluorescence switching signal ratio and high selectivity to thiols with the naked eye and can identify biological thiols in cells. The biothiol cleaves the 2,4-dinitrobenzenesulfonyl group to release the fluorophore under PBS (10 mM, pH = 7.4) aqueous buffer solution. The probe is intrinsically nonfluorescent; however, after being reacted with thiols, it elicits a significant NIR fluorescent turn-on response. Probe displays 55-fold fluorescence intensity enhancement at 625 nm. More importantly, the probe features a good linearity range and the detection limits of the probe for Cys, Hcy and GSH were 1.47, 2.4 and 2.27 μmol·L?1, respectively. The probe showed excellent anti-interference ability and the imaging of thiols in living cells is demonstrated. All these good properties proved it to be a good sensor for the selective detection of thiols and a potential use in biological applications.
- Hao, Junsheng,Li, Yaping,Lv, Xin,Qiao, Liuqi,Yang, Yongxing
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- Methylquinolin-benzopyrylium derivative and preparation method and application thereof
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The invention provides a methylquinolin-benzopyranium derivative and a preparation method and application thereof. The preparation method of the methylquinolin-benzopyranium derivative is simple, rawmaterials are cheap and easy to obtain, the synthesis cost is low, the methylquinolin-benzopyranium derivative shows the advantages of high selectivity, low detection limit, large Stokes shift and ultra-sensitive responsiveness to SO2 detection, and CMQ has good water solubility and can realize efficient detection of SO2 in a water phase system. Meanwhile, the CMQ has good biocompatibility, has agood fluorescence development effect in living cells, and can be used for detecting SO2 in the cells. The methylquinolin-benzopyranium derivative can also realize quantitative detection of SO2 additives in foods, can also be prepared into an SO2 detection kit, is convenient for determination of the content of SO2 additives in various foods, and has a wide market application prospect.
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Paragraph 0028
(2021/02/24)
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- Ratiometric fluorescence imaging of Cu2+ based on spirolactamized benzothiazole-substituted N,N-diethylrhodol probe
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A novel ratiometric chemosensor BSRH based on spirolactamized benzothiazole-substituted N,N-diethylrhodol was developed for recognizing Cu2+. In sensing process of BSRH, The Cu2+ was detected by the inhibition of ESIPT and formation of the delocalized xanthene with high sensitivity and selectivity. The Cu2+-induced emission intensity/absorbance showed linearly proportional to the Cu2+concentration (0.0–10.0 μM) with the low detection limit of 0.11 μM / 0.18 μM. Moreover, the probe was further successfully applied to test Cu2+ in real water samples and living Hela imaging. This work provides a promising and useful tool to determine Cu2+ in biological and environmental samples.
- Jin, Dandan,Jin, Mengzhu,Wang, Huawei,Yin, Wenhao
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- An Integrated Photoelectrochemical Nanotool for Intracellular Drug Delivery and Evaluation of Treatment Effect
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With reduced background and high sensitivity, photoelectrochemistry (PEC) may be applied as an intracellular nanotool and open a new technological direction of single-cell study. Nevertheless, the present palette of single-cell tools lacks such a PEC-oriented solution. Here a dual-functional photocathodic single-cell nanotool capable of direct electroosmotic intracellular drug delivery and evaluation of oxidative stress is devised by engineering a target-specific organic molecule/NiO/Ni film at the tip of a nanopipette. Specifically, the organic molecule probe serves simultaneously as the biorecognition element and sensitizer to synergize with p-type NiO. Upon intracellular delivery at picoliter level, the oxidative stress effect will cause structural change of the organic probe, switching its optical absorption and altering the cathodic response. This work has revealed the potential of PEC single-cell nanotool and extended the boundary of current single-cell electroanalysis.
- Chen, Feng-Zao,Chen, Hong-Yuan,Jiang, Dechen,Ruan, Yi-Fan,Xu, Jing-Juan,Xu, Yi-Tong,Yu, Si-Yuan,Zhang, Tian-Yang,Zhao, Wei-Wei
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supporting information
p. 25762 - 25765
(2021/11/09)
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- A preparing method of diethylamino hydroxybenzoyl hexylbenzoate
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The present invention relates to a method for the preparation of diethylamino hydroxybenzoyl hexyl benzoate. Specifically, the present invention relates to a method for preparing diethylamino hydroxybenzoyl hexyl benzoate which is easy to manufacture and commercially available in mass production, and diethylamino hydroxybenzoyl hexyl benzoate crystalline particles prepared thereby. According to the present invention, diethylamino hydroxybenzoyl hexyl benzoate crystalline particles having excellent UV blocking effect can be obtained in a stable and high yield.COPYRIGHT KIPO 2020
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Paragraph 0065-0067
(2020/03/28)
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- Fluorescent probe for detecting methanol and application thereof
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The invention discloses a fluorescent probe for detecting methanol and application of the fluorescent probe. The structural general formula of the fluorescent probe is shown as (I). The fluorescent probe for detecting methanol can selectively identify methanol, and has the characteristics of strong interference resistance and high sensitivity. The probe has no obvious response to other alcohol compounds, and can be used for measuring methanol in liquor.
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Paragraph 0016
(2020/06/20)
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- A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation
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Triazolopyridines are an important kind of fused-ring compounds. A HOCl-promoted triazolopyridine formation strategy is reported here for the first time in which hypochlorous acid (HOCl) mildly and efficiently promotes the formation of 1,2,4-triazolo[4,3-a]pyridines NT1-NT6 from various 2-pyridylhydrazones N1-N6. N6, a rhodol-pyridylhydrazone hybrid, was developed into a fluorescent probe for the selective detection of HOCl, and successfully applied to probe endogenous HOCl in living cells and zebrafish in situ and in real time. The present intramolecular cyclization reaction is selective and atom-economical, thereby not only providing an important approach for the convenient synthesis of triazolopyridines, but also offering a general strategy for sensitive, selective and biocompatible detection of endogenous HOCl in complex biosystems.
- Zhang, Yanhui,Teng, Hao,Gao, Ying,Afzal, Muhammad Wasim,Tian, Jingye,Chen, Xi,Tang, Haoyang,James, Tony D.,Guo, Yuan
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supporting information
p. 2917 - 2920
(2020/03/13)
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- Rhodamine pH value fluorescent probe containing sulfamide structure and application thereof
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The invention discloses a rhodamine pH value fluorescent probe containing a sulfamido structure and an application thereof. The structural general formula of the fluorescent probe is shown in the specification. The rhodamine pH value fluorescent probe containing a sulfamide structure can selectively recognize hydrogen ions, is high in interference resistance, high in sensitivity and good in watersolubility, and can be used in an aqueous solution. Due to the special response principle, the probe has fluorescence enhancement response to the process in which the pH value is changed from small tolarge. Cell image experiments show that the probe can generate fluorescence response to the pH value of cells. Besides, the pKa value of the probe can be regulated and controlled in the range of 5.38-6.31 by changing the R1 group, and the regulation and control range of the corresponding pH value linear response interval is 4.60-7.20, so that the pH value detection of different biological cells can be completely met, and the probe is particularly expected to be applied to cancer diagnosis and related research.
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Paragraph 0021
(2020/07/06)
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- Fluorescent probe for quickly detecting cysteine and synthetic method and application thereof
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The invention discloses a fluorescent probe for quickly detecting cysteine and a synthetic method and application thereof. The structural formula of the fluorescent probe is as shown in the specification. The fluorescent probe captures copper ions in a Schiff base complex by cysteine, and a Schiff base structure is prone to hydrolysis reaction so as to cause changes in chemical structure and spectral properties, so that high-selectivity quantitative detection of cysteine can be realized. The a-Cu(II) complex formed by complexation of the fluorescent probe with Cu can exclude the interference of other thiols such as homocysteine and glutathione to specifically detect cysteine, has very high selectively to cysteine and has strong interference resistance. Furthermore, the a-Cu(II) complexof the probe also has good biocompatibility, still has the potential of detecting Cys in living cells, and can realize quick and high-selectivity detection of cysteine in organisms. The synthetic method of the fluorescent probe is simple and easy to operate and implement.
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Paragraph 0048-0051; 0056; 0060-0063; 0068-0071
(2019/02/04)
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- A novel morpholine-based rhodamine fluorescent chemosensor for the rapid detection of Hg2+ ions
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A novel rhodamine-based receptor bearing a morpholine (RDM) was developed as a fluorescent chemosensor with high selectivity toward Hg2+. After the addition of Hg2+ to RDM, the color of the solution changed from colorless to pink, and the new absorption band appears at 580 nm. The fluorescent of RDM appears to orange color in the presence of Hg2+. Upon the addition of Hg2+, ring-opening of the corresponding spirolactam gives rise to fluorescence, and a 1:1 metal-ligand complex formed.
- Park, Hwalkee,Naveen, Mergu,An, Kyoung-Lyong,Jun, Kun,Son, Young-A.
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p. 6893 - 6898
(2019/07/10)
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- A benzothiazole-rhodol based luminophor: ESIPT-induced AIE and an application for detecting Fe2+ ion
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Herein, we designed and synthesized a luminophor, Rh-F, which is an intergrant of rhodol and 2-hydroxy benzothiazole by introducing a benzothiazole unit onto the ortho-position of the phenolic hydroxy of rhodol. Rh-F exhibited excellent fluorescence properties such as a large Stokes shift (>180 nm) and the synergistic effect of aggregation-induced emission (AIE) and an excited state intramolecular proton transfer (ESIPT) feature. The AIE/ESIPT mechanism was thoroughly explored using X-ray single-crystal structures and photophysical determinations. Furthermore, Rh-F showed a sensitive fluorescence response to Fe2+ with low detection limits of 115.2 nM and high selectivity. Studies of its sensing mechanism indicated that the Fe2+-induced blue-green fluorescence-quenched at 525 nm originates from an irreversible Fe2+ chelate with the oxygen atom of the hydroxyl group and the N atom of the benzothiazole moiety. This blocked the ESIPT process of Rh-F which resulted in the quenching of the fluorescence sensor for Rh-F.
- Guan, Jianping,Tu, Qin,Chen, Long,Yuan, Mao-Sen,Wang, Jinyi
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supporting information
(2019/06/03)
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- Fluorescent probe for detecting biological mercaptan in water-soluble environment and preparation method and application thereof
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The invention belongs to the technical field of organic small molecule fluorescent probes, and provides a fluorescent probe for detecting biological mercaptan in a water-soluble environment and a preparation method and application thereof. The molecular formula of the fluorescent probe is C32H26N3O10S, the name of the probe compound is 4-(2-carboxyphenyl)-7-(diethylamino)-2-(4-(((2,4-dinitrophenyl) sulfonyl) oxy) phenyl) benzopyran, which is abbreviated as PA-SN, and the structural formula is shown in the specification. The preparation method of the fluorescent probe is simple. The probe has large fluorescence enhancement multiple and obvious color change, and can recognize the biological mercaptan with high selectivity in a water system, an organic solvent system and organisms. The fluorescence of the probe is weak and almost colorless in the organic system. After the probe is reacted with the biological mercaptan, the fluorescence of a solution increases significantly, and the color changes to purple obviously. The detection of the biological mercaptan is highly selective, sensitive and obvious.
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Paragraph 0017
(2019/10/01)
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- Long wavelength emitting fluorescence probe for specifically detecting cysteine in living cells and preparation method and application thereof
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The invention belongs to the technical field of fluorescence probes, and provides a long wavelength emitting fluorescence probe for specifically detecting cysteine in living cells and a preparation method and an application thereof. The molecular formula of the fluorescence probe is C29H26NO5+, and the name of the probe compound is 2-(4-(acryloyloxy)phenyl)-4-(2-carboxyphenyl)-7-(diethylamino)benzopyran, abbreviated as PA-A. A fluorescent probe for specifically recognizing cysteine, is constructed with anthocyanin derivatives as fluorophore and acrylate as recognition unit. Michael addition-pyrolysis reaction of cysteine and probe is used for detecting with high selectivity. The invention belongs to the technical field of organic small molecule fluorescent probes, the probe has obvious color change and good water solubility, and can efficiently identify cysteine in water solubility environment, organic environment and cell environment. The method of the invention has the advantages ofsimple operation, high sensitivity, good selectivity and stable properties, and can be stored and used for a long time.
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Paragraph 0021
(2019/12/25)
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- ESIPT-rhodol derivatives with enhanced Stokes shift: Synthesis, photophysical properties, viscosity sensitivity and DFT studies
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Three rhodol derivatives, namely spirolactamized phenanthrene-imidazole, diphenyl-imidazole and benzothiazole substituted N, N-diethylamine rhodols were designed, synthesized and characterized. Their photophysical properties were studied in spirocyclic and open form from non-polar to polar solvents. The spirocyclic form exhibited larger Stokes shifts (50–260 nm) due to presence of ESIPT process whereas, open form showed small Stokes shift (10–40 nm) due to the lack of protons. Positive solvatochromism was observed for both the spirocyclic and open forms which is well supported by the linear (Lippert-Mataga and Mac-Rae) and multi-linear (Kamlet-Taft and Catalan parameters) analysis. Solvent polarizability (dSP) is the major factor responsible for red shift in absorption/emission and larger Stokes shift for spirocyclic form. Polarity graphs and charge transfer descriptors are in good relation with Generalized Mulliken-Hush (GMH) parameters. From the solvatochromic data we observed that open forms show good TICT characteristics as compared to their respective spirocyclic forms. Open form is highly sensitive to viscosity as compared to spirocyclic form in a mixture of polar-protic solvents (EtOH:PEG 400). The experimental results are well correlated theoretically using Density Functional Theory (DFT) computations.
- Kothavale, Shantatram,Sekar, Nagaiyan,Yadav, Sagar B.
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- NEW THERMOCHROMIC MATERIALS, MICROENCAPSULATED-THERMOCHROMIC MATERIALS, METHOD FOR PREPARING THE SAME, AND ARTICLE
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The present invention relates to a thermochromic coloring material not using an acid initiator, a microcapsule, a production method thereof, and a product and, more specifically, to a thermochromic coloring material including a thermochromic compound and represented by chemical formula 1, a microcapsule, a production method thereof, and a product. (Wherein R and R1 to R8 are the same as defined in claim 1.)COPYRIGHT KIPO 2019
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Paragraph 0122-0125; 0126-0127
(2019/06/08)
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- A Water-Soluble, Green-Light Triggered, and Photo-Calibrated Nitric Oxide Donor for Biological Applications
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Nitric oxide (NO) is a versatile endogenous molecule, involved in various physiological processes and implicated in the progression of many pathological conditions. Therefore, NO donors are valuable tools in NO related basic and applied applications. The traditional spontaneous NO donors are limited in scenarios where flux, localization, and dose of NO could be monitored. This has promoted the development of novel NO donors, whose NO release is not only under control, but also self-calibrated. Herein, we reported a phototriggered and photocalibrated NO donor (NOD565) with an N-nitroso group on a rhodamine dye. NOD565 is nonfluorescent and could release NO efficiently upon irradiation by green light. A bright rhodamine dye is generated as a side-product and its fluorescence can be used to monitor the NO release. The potentials of NOD565 in practical applications are showcased in in vitro studies, e.g., platelet aggregation inhibition and fungi growth suppression.
- He, Haihong,Xia, Yang,Qi, Yingxue,Wang, Hong-Yin,Wang, Zhuang,Bao, Jianming,Zhang, Ziqian,Wu, Fu-Gen,Wang, Haolu,Chen, Daijie,Yang, Dahai,Liang, Xiaowen,Chen, Jinquan,Zhou, Shengmin,Liang, Xin,Qian, Xuhong,Yang, Youjun
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p. 1194 - 1198
(2018/04/23)
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- Thermally reversible fluorans: Synthesis, thermochromic properties and real time application
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In the present study, two fluoran molecules (TH1 and TH2) have been synthesized, and their reversible thermochromic properties have been investigated. This work demonstrates the thermochromic reversibility of the fluoran. Furthermore, the three-component mixtures that comprising fluorans (TH1/TH2), bisphenol-A (color developer), and methyl stearate a low melting solvent were used to examine the thermochromic behavior with sturdy heating and cooling rates and the thermochromic properties of the fluorans were detailed using UV-Vis, reflectance and FT-IR spectroscopic techniques. Finally, test strip similar to pH paper and acrylic fiber a versatile material used as thermal indicators also been successfully made from these two fluoran derivatives.
- Kim, Ick Jin,Manivannan, Ramalingam,Son, Young-A
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p. 3299 - 3305
(2018/01/11)
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- A multi-signal mitochondria-targeted fluorescent probe for real-time visualization of cysteine metabolism in living cells and animals
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In this study, we developed a multi-signal mitochondria-targeted fluorescent probe (NIR-Cys) for simultaneous detection of Cys and its metabolite, SO2. In the design of the probe, the acrylate group and the CC of the coumarin ring were used as the recognizing moiety for Cys and SO2, respectively. The probe exhibited high sensitivity, excellent specificity, and fast response. NIR-Cys was found to precisely target and visualize Cys metabolism in mitochondria of living cells with a multi-fluorescence signal. This probe is expected to be a useful tool for understanding Cys metabolism.
- Yang, Xiaopeng,Liu, Wenya,Tang, Jun,Li, Ping,Weng, Haibo,Ye, Yong,Xian, Ming,Tang, Bo,Zhao, Yufen
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supporting information
p. 11387 - 11390
(2018/10/20)
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- Construction of a novel near-infrared fluorescent probe with multiple fluorescence emission and its application for SO2 derivative detection in cells and living zebrafish
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Sulfur dioxide (SO2) in biological systems is an important gaseous signal molecule and plays important roles in physiological activities. It can be endogenously produced by enzymes in mitochondria during oxidation of sulphur-containing molecules. Thus, the development of probes for sulfur dioxide detection in biological environment is necessary. Here, a new near-infrared fluorescent probe (Rh-TPA) with multiple fluorescence emission was constructed and applied for SO2 derivative detection. Rh-TPA was constructed via conjugation of a rhodamine analogue with a triphenylamine group. Rh-TPA exhibited a major emission peak at 740 nm and a shoulder peak at 810 nm. After interacting with SO2 derivatives, the conjugated system dissociated into two smaller chromophores with two emission peaks (520 nm and 570 nm) in the visible region. The probe showed negligible cytotoxicity, as demonstrated by the MTT results. Biological imaging application experiments indicated that the probe can be used to image SO2 derivatives in HeLa cells and living zebrafish.
- Liu, Keyin,Chen, Yunling,Sun, Hui,Wang, Shoujuan,Kong, Fangong
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p. 7060 - 7065
(2018/11/23)
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- A near-infrared mercury ion fluorescent probe preparation and application of
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The invention discloses a near-infrared mercury ion fluorescence probe. The near-infrared mercury ion fluorescence probe based on a switch ring is used for detecting mercury ions and detects and recognizes the mercury ions in a high-sensitivity and high-selectivity manner. After response of the probe and the mercury ions, absorption and emission wavelengths are all in a near infrared region, background fluorescence of biological samples is prevented from being interfered, the color changes remarkably before response and after response, and the probe can be used for visual detection of the mercury ions. The prepared fluorescence probe has spectral characteristics of classic rhodamine, can detect mercury ions in chemical samples, biological samples or medical samples on the basis of fluorescence enhancement or chromaticity enhancement and is suitable for fluorescence imaging.
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Paragraph 0023; 0028; 0029
(2018/09/02)
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- Synthesis methods of 2-(4-Diethylamino-2-hydroxybenzoyl)benzoic Acid in the melt state
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A process for the synthesis of 2- (4-diethylamino-2-hydroxybenzoyl) benzoic acid in a molten state, which relates to a process for the synthesis of a chemical raw material which is added 3-N,N- DiethylaMinophenol and phthalic anhydride in the reactor with a stirred, constant pressure dropping funnel and a refueling device, and heated to make the solid reactant be in molten state and kept the temperature unchanged, and after the molten material has been reacted and generated a large number of solid 2 (4-diethylamino-2-hydroxybenzoyl) benzoic acid, a small amount of toluene is added dropwise. And a small amount of toluene is removed by partitioning. In the condition of the quick stir, the separated aqueous layer is added with dilute hydrochloric acid to ensure pH = 3 - 6 to precipitate out as solids. After the filtration, recrystallization and drying, it's obtained. The invention has the advantages of simple operation, short reaction time, simple post-treatment and high product purity, and particularly greatly reduces the consumption of solvent toluene in the reaction process, reduce the pollution of the environment and the health injure of the experimental staff. The reaction process green and environmental.
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Paragraph 0015; 0017; 0018
(2017/10/31)
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- Absorption, fluorescence, and acid-base equilibria of rhodamines in micellar media of sodium dodecyl sulfate
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Rhodamine dyes are widely used as molecular probes in different fields of science. The aim of this paper was to ascertain to what extent the structural peculiarities of the compounds influence their absorption, emission, and acid-base properties under unified conditions. The acid-base dissociation (HR+???R?+?H+) of a series of rhodamine dyes was studied in sodium n-dodecylsulfate micellar solutions. In this media, the form R exists as a zwitterion R±. The indices of apparent ionization constants of fifteen rhodamine cations HR+ with different substituents in the xanthene moiety vary within the range of pKaapp?=?5.04 to 5.53. The distinct dependence of emission of rhodamines bound to micelles on pH of bulk water opens the possibility of using them as fluorescent interfacial acid–base indicators.
- Obukhova, Elena N.,Mchedlov-Petrossyan, Nikolay O.,Vodolazkaya, Natalya A.,Patsenker, Leonid D.,Doroshenko, Andrey O.,Marynin, Andriy I.,Krasovitskii, Boris M.
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supporting information
p. 138 - 144
(2016/07/21)
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- Thermochromic Dyes and Reversible Thermochromic Microcapsule Pigments Containing the Same
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The present invention relates to thermochromic dyes which are represented by chemical formula 1 and characterized by having high dispersibility and excellent dyeing properties. In the chemical formula 1: R_1 to R_4 each respectively represent H, -NO_2, -OH, NHCOR_7, -N=N-R_8; R_7 represents an alkyl group having 1 to 6 carbon atoms; R_8 is at least one selected from among an alkyl group or aryl group having 6-20 carbon atoms; and R_5 and R_6 each represent an alkyl group having 1-6 carbon atoms. Additionally, at least one of R_1 to R_4 excludes a hydrogen atom, and at least one of R_1 to R_4 includes -N=N-R_8.(AA) R_1-R_6 are C_1-C_3 alkyl groups, phenyl groups, etc.COPYRIGHT KIPO 2017
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Paragraph 0035; 0036; 0037
(2017/04/22)
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- Deep red emitting triphenylamine based coumarin-rhodamine hybrids with large Stokes shift and viscosity sensing: Synthesis, photophysical properties and DFT studies of their spirocyclic and open forms
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We designed and synthesized triphenylamine based and coumarin fused rhodamine hybrid dyes and characterized using 1H, 13C NMR and HR-LCMS analysis. Both the newly synthesized hybrid dyes were found to show red shifted absorption as well as emissions and large Stokes shift (40–68 nm) as compared to the small Stokes shift (25–30 nm) of reported dyes Rhodamine B and 101. Photophysical properties of these dyes were studied in different solvents and according to the solvents acidity or basicity they preferred to remain in their spirocyclic or open form in different ratio. We studied the spirocyclic as well as open form derivatives of these dyes for their viscosity sensitivity in three different mixture of solvents i.e. polar-protic [EtOH-PEG 400], polar-aprotic [toluene-PEG 400] and non-polar-aprotic [toluene-paraffin]. They are found to show very high viscosity sensitivity in polar-protic mixture of solvents [EtOH-PEG 400] and hence concluded that both polarity as well as viscosity factor worked together for the higher emission enhancement rather than only viscosity factor. As these dyes showed very high viscosity sensitivity in their spirocyclic as well as open form, they can be utilized as viscosity sensors in visible as well as deep red region. We also correlated our experimental finding theoretically by using Density Functional theory computations.
- Kothavale, Shantaram,Jadhav, Amol G.,Sekar, Nagaiyan
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p. 329 - 341
(2016/11/23)
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- Red emitting triphenylamine based rhodamine analogous with enhanced Stokes shift and viscosity sensitive emission
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Four novel structural hybrid analogues of Rhodamine B and Rhodamine 101 are synthesized by condensing N-substituted amino phenols with keto-acids of N-substituted phenols in presence of trifluoroacetic acid and are characterized by spectroscopic methods. Triphenylamine based derivatives show large Stokes shift (47 nm–69 nm) and red shifted emission (close to Near Infrared region) as compared to parent Rhodamine B and Rhodamine 101. These N-phenyl substituted dyes exhibited negative solvatochromism and pronounced viscosity sensitivity (14–24 folds increase in emission intensity) as compared to parent rhodamines. Polarity graphs and mathematically calculated charge transfer descriptors are in good correlations with observed trends. Computed values obtained by Density Functional Theory are in good agreement with the experimental results.
- Jadhav, Amol G.,Kothavale, Shantaram,Sekar, Nagaiyan
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- A water-soluble in the environment for detecting biological thiol fluorescent probe and its preparation method and application (by machine translation)
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The invention discloses a water-soluble in the environment for detecting biological thiol fluorescent probe and its preparation method and application, which belongs to the field of organic small molecule fluorescent probe. The probe structural formula as follows: the invention biological thiol fluorescent probe preparation method is simple. The probe in order to fluorescent intensity, the color of the obvious change of the mode detection of biological thiol, in the water system, the organic solvent system or in the organism can be highly selective recognition biological thiols, the probe itself fluorescent relatively weak, added to the water or organic solvent solution obtained is purple, when the function of the biological mercaptan, solution of fluorescence is notably enhanced, biological thiol detection of high selectivity, high detection sensitivity, but also the phenomenon is obviously, easy to discern. (by machine translation)
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Paragraph 0035-0039
(2017/06/02)
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- A [...] near-infrared ratio fluorescence probe and its application (by machine translation)
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The invention discloses a near infrared [...] fluorescent probe, the probe is containing double-coumarin of 4 - (2 '- a carboxyl phenyl) - 2 - (7' - diethyl amino coumarin) - 7 - diethylamine benzene benzopyran perchlorates, its chemical structural formula such as formula (I) is shown. The probe of this invention can be selectively with the N2 H4 Role, a green yellow, can be naked eye, fluorescence changes from red to blue and green, has very good fluorescence ratio response effect, can also be realized by ultraviolet absorption and fluorescence spectrophotometric analysis. Not only can ratio detection N2 H4 , In the ratio of the cell imaging, and made of silica gel plate can be rapidly open hole detection gaseous N2 H4 Of the content. In industrial production and is expected to play a role in biological science, it has broad application prospects. (by machine translation)
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Paragraph 0035
(2017/06/28)
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- A method for detecting hydrogen peroxide in the alkaline environment of the fluorescent probe and its preparation method and biological applications
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The invention discloses a novel fluorescence probe for detecting hydrogen peroxide in an alkaline environment and a preparation method thereof, and belongs to the technical field of molecular probes. The structural formula of the probe is as follow (please see the formula in the specification), and the preparation method of the hydrogen peroxide fluorescence probe is simple. The probe detects the hydrogen peroxide in the mode of fluorescence enhancement and obvious color change and can recognize the hydrogen peroxide high selectively in a water system or an organic solvent system or an organism; the fluorescence of the probe itself is weaker, an obtained solution is purple after the probe is added in water or organic solvent, and the fluorescence of the solution is obviously enhanced and the color of the solution is changed into green after the probe acts with the hydrogen peroxide. The selectivity to hydrogen peroxide detection is high, the detection sensitivity is high, and a phenomenon is obvious and convenient to recognize.
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Paragraph 0039; 0040
(2017/08/25)
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- Rhodamine fluorescence dye and preparation method thereof
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The invention discloses a rhodamine fluorescence dye and a preparation method thereof. A classic rhodamine synthesis method is used as a basis, chemical groups having different functions are introduced to a rhodamine parent through reasonable structural modification, a conjugative effect is added, and hyperchromic groups, such as hydroxy, diethylin and azabicyalo, are changed. The prepared novel rhodamine fluorescence dye has a larger emission wavelength and higher light quantum yield and also has more reaction loci, so that follow-up reaction is more convenient. In addition, the rhodamine fluorescence dye has appropriate Stokes shift, and wavelength interference excitation can be avoided in follow-up fluorescence detection, so that analysis results are more accurate.
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Paragraph 0061; 0062; 0063; 0064
(2017/10/06)
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- A novel ratio-type sulfite fluorescent probe and its preparation method and biological applications (by machine translation)
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The invention discloses a novel ratio-type sulfite fluorescent probe and its preparation method and biological applications. The probe shown in the following formula: the probe itself fluorescent very strong, added to the water or organic solvent the resulting solution is blue, when the function of the sulfite, the color of the solution gradually abates, and exhibit green fluorescence. The probe is of the synthetic method is simple, preparation of high product yield. Can be applied to the water system, the organic solvent system or biological system, two band fluorescence enhancement, weakened, the color of the obviously change the mode detection of sulfite, high selectivity, high sensitivity. (by machine translation)
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Paragraph 0035; 0036; 0037; 0038; 0039
(2017/08/29)
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- Rhodol derivative, preparation method and application thereof
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The invention discloses a Rhodol derivative (I) for cell fluorescent imaging and a Rhodol derivative (II) for detecting hypochlorite ions. According to the invention, novel Rhodol dye (I) is synthesized by condensation reaction between 2-(4-diethylamino)-2-hydroxyl benzoylbenzoic acid and 2, 4-dihydroxy benzaldehyde, and is applied into in biological imaging; and furthermore, the compound (I) is adopted as a fluorophore to construct a hypochlorite fluorescent probe (II), and two real-time response type hypochlorite fluorescent probes RO610 and RO585 with high sensitivity and high selectivity are screened out.
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Paragraph 0015
(2017/10/31)
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- Preparation method of benzophenone acid derivate and used production device
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The invention discloses a preparation method of a benzophenone acid derivative and a used production device. The preparation method comprises the following steps: uniformly mixing N,N-dialkyl m-aminophenol, phthalic anhydride and a reaction solvent in a raw material mixing tank, thereby obtaining an original material; heating after fully filling a tubular reactor with the reaction solvent; injecting the original material into the tubular reactor for reaction, and enabling the volume of the original material entering the tubular reactor to be equal to the volume of the reaction material spilling out of the tubular reactor, thereby realizing continuity of a reaction; flushing the tubular reactor by utilizing the reaction solvent, thereby enabling the reaction material reserved in the tubular reactor to be wholly spilled into a reaction solution storage tank; pulping and filtering after cooling the reaction material to room temperature, and drying after washing a filter cake by using a washing solvent, thereby obtaining the benzophenone derivative.
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Paragraph 0049; 0050; 0051; 0052; 0053; 0054; 0055-0087
(2017/07/19)
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- Yellow Thermochromic Dyes, Inks Composition And Level Indicators
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A new leuco dye produces a yellow color while demonstrating also exceptional light and thermal stability under light.
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Paragraph 0055; 0057
(2016/12/12)
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- Synthesis of novel tert-butyl substituted fluorans and an investigation of their thermochromic behavior
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In the present study, six tert-butyl substituted fluorans have been synthesized, and their reversible thermochromic properties have been investigated. This work is the first direct demonstration of the role of the substituent on the lactone concerning the thermochromic reversibility of the fluoran. The electron donating substituents induced greater chromic effects than the electron withdrawing substituents. Furthermore, the three-component mixtures that contained fluorans, bisphenol-A, and methyl stearate or 1-dodecanol were used to examine the thermochromic behavior of the fluorans as bulk samples with steady heating and cooling process. The thermochromic properties of the fluorans were evaluated using solid-state UV-Vis, reflectance and FT-IR spectroscopic techniques. DFT calculations were conducted to rationalize the optical behavior of the fluoran in spirolactam form and cationic form. Finally, one of the synthesized fluoran has been successfully converted into the form of a test paper similar to pH paper and acrylic fiber tape for use as thermal indicators.
- Oh, Wooram,Angupillai, Satheshkumar,Muthukumar, Palanisamy,So, Hee-Soo,Son, Younga
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p. 235 - 245
(2016/03/08)
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- Novel triphenylamine based rhodamine derivatives: Synthesis, characterization, photophysical properties and viscosity sensitivity
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Five novel triphenylamine based deep red to NIR emitting rhodamine derivatives were synthesized and characterized by 1H and 13C NMR spectroscopy and elemental analysis. The photophysical properties of all these derivatives were studied in their spirocyclic as well as open form. Hydroxyl substituted derivatives were found to show red shifted emissions as compared to the plain rhodamine derivatives, while triphenylamine substituted derivatives showed larger Stokes shift and emission in the NIR region. All these newly synthesized rhodamine derivatives show comparatively larger Stokes shift (44-135 nm) than the commercially available Rhodamine B and Rhodamine 101. In their open form they are found to exhibit different emission color from pink (619 nm) to dark blue (719 nm) in day as well as UV-light. We also studied the interconversion of dye RH-2 from its spirocyclic to open form with the addition of acid (TFA in toluene). They are studied for their viscosity sensitivity and found to show very high fluorescence enhancement in polar viscous media such as ethanol-glycerol in their open form.
- Kothavale, Shantaram,Sekar, Nagaiyan
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p. 100271 - 100280
(2016/11/09)
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