- The role of reducing agent in perylene tetracarboxylic acid coating on graphene sheets enhances Pd nanoparticles-electrocalytic ethanol oxidation
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New catalysts, consisting of perylene tetracarboxylic acid functionalized graphene sheets support-enhanced electrocatalytic Pd nanoparticles (Pd/PTCA-GS), were fabricated using different reducing agents, including H2, NaBH4 and ethylene glycol (EG). The graphene sheets (GS) were functionalized via π-π stacking and hydrophobic forces. The information of the morphologies, sizes, and dispersion of Pd nanoparticles (NPs) for the as-prepared catalysts was verified by transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HRTEM), Raman spectra and X-ray diffraction (XRD). As the ethanol electro-oxidation anode catalysts, the new catalysts exhibited better kinetics, higher electrocatalytic activity, better tolerance and better electrochemical stability than the Pd/GS and Pd/C, which illustrated that the new catalysts had potential applications in direct ethanol alkaline fuel cells (DEAFCs). Most attractively, the role of the chemical reduction methods (the NaBH4, EG and H2 as reducing agents) were studied systematically for the ethanol electro-oxidation anode catalysts in DEAFCs. As expected, the chemical reduction method remarkably affected the electrochemical behavior. Among all the Pd/PTCA-GS catalysts tested, Pd/PTCA-GS(NaBH4) exhibited the highest catalytic activity and stability, which may be due to the Pd NPs for Pd/PTCA-GS(NaBH4) having a narrow size distribution, uniform distribution and more perfect crystal structure than that of other as-prepared nanocomposites. These Pd/PTCA-GS are promising catalysts for developing a highly efficient direct ethanol alkaline fuel cells system for power applications. The Royal Society of Chemistry 2013.
- Li, Shuwen,Yang, Honglei,Dong, Zhengping,Guo, Shujing,Zhao, Jiahui,Gou, Galian,Ren, Ren,Huang, Jingwei,Jin, Jun,Ma, Jiantai
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- Tunable fluorescent pH sensor based on water-soluble perylene tetracarboxylic acid/Fe3+
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A novel fluorescent pH sensor with tunable response range was designed based on highly fluorescent 3,4:9,10-perylene tetracarboxylic ammonium, which could coordinate the paramagnetic Fe3+ ions to turn off its fluorescence and could also release Fe3+ to turn on the fluorescence again at higher pH. The fluorescent pH sensor was tunable in the presence of different ligands in aqueous solution. Copyright
- Xu, Ping,Pan, Cuicui,Zhao, Yingjie,Kong, Xiangxue,Sun, Juanjuan,Xu, Maoyou,Shi, Zhiqiang
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- Dual-responses for electrochemical and electrochemiluminescent detection based on a bifunctional probe
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A bifunctional probe (PTC-Tb) which acts as not only a well-defined and stable electrochemical redox molecule but also as a highly efficient co-reactant of an electrochemiluminescent oxygen-peroxydisulfate system was firstly synthesized and applied to the construction of dual-response aptasensors for thrombin detection. The Royal Society of Chemistry 2014.
- Han, Jing,Zhuo, Ying,Chai, Yaqin,Yuan, Ruo
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- Real-time fluorescence turn-on detection of alkaline phosphatase activity with a novel perylene probe
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A tetracationic perylene probe (probe 1) was designed and synthesized. Probe 1 was used for the real-time fluorescence turn-on assay of alkaline phosphatase (ALP) activity and inhibitor screening. Probe 1 monomer fluorescence could be very efficiently quenched by ATP through the formation of an ATP/probe 1 complex. ALP triggered the degradation of ATP, the breakdown of the ATP/probe 1 complex, and the recovery of the probe 1 monomer fluorescence. In the presence of an ALP inhibitor, a decrease in fluorescence recovery was observed. Copyright
- Chen, Jian,Jiao, Huping,Li, Wenying,Liao, Dongli,Zhou, Huipeng,Yu, Cong
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- Guidance from an in situ hot stage in TEM to synthesize magnetic metal nanoparticles from a MOF
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A series of in situ hot stage experiments using transmission electron microscopy (TEM) were studied to directly observe the transition of a Ni-MOF to Ni nanoparticles wrapped in carbon (Ni-NPC) over temperatures ranging from ambient temperature to 700 °C. Ni-NPC-600 displays high catalytic activity in 4-nitrophenol reduction and high conversion, even after 10 cycles.
- Xu, Dan,Zhang, Daliang,Zou, Houbing,Zhu, Liangkui,Xue, Ming,Fang, Qianrong,Qiu, Shilun
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- Room-Temperature Columnar Nematic and Soft Crystalline Columnar Assemblies of a New Series of Perylene-Centred Disc Tetramers
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Three new oligomeric perylene (PE) tetraester derivatives, consisting of a PE-based core with four pentaalkynylbenzene units attached through flexible alkyl spacers, are reported. These derivatives were investigated for their mesomorphic properties and thermal, photophysical, and electrochemical behaviour. Small- (SAXS) and wide-angle X-ray scattering (WAXS) studies were performed to deduce the exact nature of the phases. To resolve overlapping reflections and facilitate their indexing, grazing-incidence SAXS/WAXS experiments were carried out on oriented thin films on indium tin oxide (ITO)-coated glass substrate. The corresponding electron density maps were derived from the intensities observed in the diffraction pattern. Whereas compounds with shorter alkyl spacers (n=6 and 8) were found to self-organise into soft crystalline columnar assemblies, those with longer spacers (n=10) exhibited a liquid-crystalline columnar nematic mesophase. This is in contrast to previous reports that describe highly symmetric 2D hexagonal and rectangular columnar structures of PE-based mesogens. The morphology of self-assembly was found to transform from soft crystal columnar to nematic columnar phase through simple variation in the number of alkyl spacers. All compounds exhibited excellent fluorescence emission properties with a very good quantum yield and large band gap. Apart from high solubility and good quantum yield, these compounds can serve as standards to measure quantum yields of unknown samples. These compounds also display green luminescence and may find applications for various optoelectronic devices.
- Bala, Indu,Gupta, Santosh Prasad,De, Joydip,Pal, Santanu Kumar
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- New perylene-based non-conventional discotic liquid crystals
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The synthesis, optical properties and thermal behaviour of three novel non-conventional 3,4,9,10-tetrasubstituted perylene-based discotic oligomers are reported for the first time consisting of a perylene core attached to which are four 4-cyanobiphenyl, triphenylene and cholesteryl units via flexible alkyl spacers. All the oligomers self-assemble into a mesophase and exhibit excellent fluorescence emission properties making them suitable for various opto-electronic applications. The Royal Society of Chemistry 2013.
- Gupta, Satyam Kumar,Setia, Shilpa,Sidiq, Sumyra,Gupta, Monika,Kumar, Sandeep,Pal, Santanu Kumar
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- An amphiphilic perylene imido diester for selective cellular imaging
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A new amphiphilic membrane marker based on a water-soluble dendritic polyglycerol perylene imido dialkylester has been designed, synthesized, and its optical properties characterized. In water it forms fluorescently quenched micellar self-aggregates, but when incorporated into a lipophilic environment, it monomerizes, and the highly fluorescent properties of the perylene core are recovered. These properties make it an ideal candidate for the imaging of artificial and cellular membranes as demonstrated by biophysical studies.
- Heek, Timm,Nikolaus, J?rg,Schwarzer, Roland,Fasting, Carlo,Welker, Pia,Licha, Kai,Herrmann, Andreas,Haag, Rainer
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- A long-range emissive mega-Stokes inorganic-organic hybrid material with peripheral carboxyl functionality for As(v) recognition and its application in bioimaging
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We demonstrate a strategy for the recognition of As5+ in aqueous solution using a red-emissive probe based on a perylene-Cu2+ ensemble decorated with peripheral free carboxyl functionality. Single crystal analysis helped us to understand the chemical structure of the probe. To the best of our knowledge, this is the first probe for arsenic detection which emits in the red region (λem = 600 nm). The perylene-Cu2+ ensemble exhibited a mega-Stokes shift (>100 nm) with a high degree of selectivity upon interaction with As5+, which indicated that the present probe has the potential to be used as a turn-on optical sensor for selective detection of As5+ with fewer experimental limitations. The detection limit was found to be 26 nM. Inspired by its good emissive properties, the ensemble was further explored for imaging As5+ in live cells. Because of its long-range emissive nature, no autofluorescence from the cellular species was observed during the imaging process. The probe was evaluated to be non-toxic and successfully permeated the cell membrane without the help of any permeabilizing agent to image As5+.
- Venkateswarulu,Gambhir, Diksha,Kaur, Harpreet,Daniel, P. Vineeth,Mondal, Prosenjit,Koner, Rik Rani
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- Electrochemiluminescence sensor for dopamine with a dual molecular recognition strategy based on graphite-like carbon nitride nanosheets/3,4,9,10-perylenetetracarboxylic acid hybrids
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Graphite-like carbon nitride nanosheets/3,4,9,10-perylenetetracarboxylic acid hybrids (g-C3N4 NSs-PTCA) were synthesized via π-π conjugate action. Based on novel dual molecular specific recognition of oxyethyl groups to diol and carboxyl to amine groups, a signal-on electrochemiluminescence (ECL) sensor for dopamine (DA) was constructed utilizing g-C3N4 NSs-PTCA as asignal probe and K2S2O8 as a coreactant. Under the optimal conditions, the prepared ECL sensor presented a response to DA with a linear range from 6.0 pM to 30.0 nM. The detection limit (LOD) and limit of quantification (LOQ) of the sensor were 2.4 pM and 7.9 pM, respectively. The g-C3N4 NSs-PTCA signal probe coupling with a novel dual molecular recognition strategy would provide a promising ECL sensing platform for detecting DA sensitively and selectively.
- Fu, Xiaomin,Feng, Jiahui,Tan, Xingrong,Lu, Qiyi,Yuan, Ruo,Chen, Shihong
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- Columnar Self-Assembly of Electron-Deficient Dendronized Bay-Annulated Perylene Bisimides
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Three new heteroatom bay-annulated perylene bisimides (PBIs) have been synthesized by microwave-assisted synthesis in excellent yield. N-annulated and S-annulated perylene bisimides exhibited columnar hexagonal phase, whereas Se-annulated perylene bisimide exhibited low temperature columnar oblique phase in addition to the high temperature columnar hexagonal phase. The cup shaped bay-annulated PBIs pack into columns with enhanced intermolecular interactions. In comparison to PBI, these molecules exhibited lower melting and clearing temperature, with good solubility. A small red shift in the absorption was seen in the case of N-annulated PBI, whereas S- and Se-annulated PBIs exhibited blue-shifted absorption spectra. Bay-annulation increased the HOMO and LUMO levels of the N-annulated perylene bisimide, whereas a slight increase in the LUMO level and a decrease in the HOMO levels were observed in the case of S- and Se-annulated perylene bisimides, in comparison to the simple perylene bisimide. The band gaps of PBI and PBI-N were almost same, whereas an increase in the band gaps were observed in the case of S- and Se-annulated PBIs. The tendency to freeze in the ordered glassy columnar phase for PBI-N and PBI-S will help to overcome the charge traps due to crystallization, which are detrimental to one-dimensional charge carrier mobility. These solution processable electron deficient columnar semiconductors possessing good thermal stability may form an easily accessible promising class of n-type materials.
- Gupta, Ravindra Kumar,Shankar Rao, Doddamane S.,Prasad, S. Krishna,Achalkumar, Ammathnadu S.
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p. 3566 - 3575
(2018/03/21)
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- Label-free electrochemical impedance sensing of DNA hybridization based on functionalized graphene sheets
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Negative-charge change and conformation transition upon DNA immobilization and hybridization on functionalized graphene sheets were monitored by the EIS technique and adopted as the signal for label-free electrochemical DNA hybridization detection.
- Hu, Yuwei,Li, Fenghua,Bai, Xiaoxue,Li, Dan,Hua, Shucheng,Wang, Kaikai,Niu, Li
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supporting information; experimental part
p. 1743 - 1745
(2011/04/15)
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- High dispersion of platinum-ruthenium nanoparticles on the 3,4,9,10-perylene tetracarboxylic acid-functionalized carbon nanotubes for methanol electro-oxidation
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Due to lots of carboxyl groups introduced uniformly on the carbon nanotube (CNT) surface, platinum-ruthenium nanoparticles were highly dispersed on the 3,4,9,10-perylene tetracarboxylic acid-functionalized CNT surface and showed improved electrochemical properties for methanol electrooxidation.
- Wu, Bohua,Hu, Dan,Kuang, Yinjie,Yu, Yaming,Zhang, Xiaohua,Chen, Jinhua
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supporting information; experimental part
p. 5253 - 5255
(2011/06/16)
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- Synthesis of lipophilic bisanthracene fluorophores: Versatile building blocks toward the synthesis of new light-harvesting dendrimers
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Lipophilic bisanthracene-based fluorophore and its derivatives were synthesized by the Suzuki-Miyaura cross-coupling reaction of 9-anthrylboronic acid with a substituted dibromobenzene. In addition to desirable fluorescent properties, these molecular systems were demonstrated to serve as versatile building blocks toward the synthesis of two types of new light-harvesting dendrimers due to their chemical stability.
- Takahashi, Masaki,Yamamoto, Ayato,Inuzuka, Toshiyasu,Sengoku, Tetsuya,Yoda, Hidemi
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experimental part
p. 9484 - 9490
(2011/12/15)
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- 1,3,8,10-Tetrahydro-2,9-diazadibenzo[cd,lm]perylenes: synthesis of reduced perylene bisimide analogues
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A unique family of 1,3,8,10-tetrahydro-2,9-diazadibenzo[cd,lm]perylenes (THDAP) was prepared through a new synthetic strategy. Completion of the synthesis was achieved in several steps from commercially available perylene-3,4,9,10-tetracarboxylic dianhydride via reactions between 3,4,9,10-tetra(chloromethyl)perylene and primary amines. The successful use of a variety of primary amines in the reactions indicated that the synthetic approach provides a rich opportunity to produce new functionalized perylene derivatives.
- Takahashi, Masaki,Suzuki, Yousuke,Ichihashi, Yasunori,Yamashita, Mitsuji,Kawai, Hideki
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p. 357 - 359
(2008/02/04)
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- CHEMISTRY OF PERYLENE. HALOGEN DERIVATIVES OF PERYLENE-3,4,9,10-TETRACARBOXYLIC ACID
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During the chlorination of perylene-3,4,9,10-tetracarboxylic acid the first four chlorine atoms are directed at the bay positions of the perylene ring (positions 1,6,7,12), and only the first two bromine atoms are directed at these positions in the case of bromination.Substitution of the nitro groups by chlorine in 1,7-dinitroperylene-3,4,9,10-tetracarboxylic acid takes place unusually readily.Methods were found for the dehalogenation of the halogen derivatives of perylene-3,4,9,10-tetracarboxylic acid.
- Rogovik, V. I.,Gutnik, L. F.
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p. 569 - 573
(2007/10/02)
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