- NEW EDOT CONTAINING POLYMERS: EFFECT of RING SIZE on the BENZIMIDAZOLE ACCEPTOR
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In this study, three different benzimidazole (BIm) based acceptor groups bearing cyclohexane, cycloheptane and cyclooctane rings at 2-C position of benzimidazole were synthesized and coupled with ethylenedioxythiophene (EDOT) donor units via Stille cross-
- Cansu-Ergun,?nal,Cihaner
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- Decoration of conjugated polyquinoxaline dots on mesoporous TiO2 nanofibers for visible-light-driven photocatalysis
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The photocatalysis of a heterostructured composite material composed of conjugated polymer dots (CPdots) on the surface of TiO2 nanofibers was investigated in terms of organic dye degradation, photooxidative coupling, and reduction under visibl
- Jo, Seonyoung,Kim, Hyunchul,Lee, Taek Seung
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- Multichromic benzimidazole-containing polymers: Comparison of donor and acceptor unit effects
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This study reports a comparative study on electrochromic properties of two donor-acceptor-donor (DAD)-type polymers namely poly(2-heptyl-4,7-di(thiophen-2- yl)-1H-benzo [d]imidazole) (BImTh) and poly(4,7-bis(2,3-dihydrothieno[3,4-b] [1,4]dioxin-5-yl)-2-he
- Nurioglu, Ayda Goycek,Akpinar, Hava,Sendur, Merve,Toppare, Levent
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- Donor-acceptor polymer electrochromes with tunable colors and performance
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To demonstrate the effect of donor (D) and acceptor (A) units on the structure-property relationships of electrochromic polymers, design, synthesis, characterization and polymerization of a series of D-A type systems, 1-5, based on thiophene, 3,4-ethylene
- Merve Icli,Pamuk, Melek,Algi, Fatih,Oenal, Ahmet M.,Cihaner, Atilla
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- Benzotriazole-based donor-acceptor type low band gap polymers with a siloxane-terminated side-chain for electrochromic applications
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A series of donor–acceptor (D-A) type polymers (P1-P4) bearing a benzotriazole group with a siloxane terminated side-chain and a long alkyl chain were synthesized via Stille coupling, and the electrochromic (EC) properties were characterized by various analytical techniques. The incorporation of hybrid siloxane-solubilizing groups in P1 and P2 influenced the intermolecular interactions among the adjacent polymer chains and increased the solubility of the resulting polymers in common organic solvents. The EC behavior of the polymers revealed a color transition from red to blue upon oxidation and reduction. In particular, P1, containing a short siloxane-terminated side-chain, showed superior optical performances, with transmittance change of 42.7%, the change in optical density of 0.767, and coloration efficiency of up to 327?cm2/C, and exhibited superior operational stability, with little transmittance changes after 100 potential steps. Overall, these properties highlight the potential applications of current polymers in displays and smart windows.
- Suganya, Sivalingam,Kim, Namhyeon,Jeong, Jae Yun,Park, Jong S.
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- Donor-acceptor type polymers containing the 2,3-bis(2-pyridyl)-5,8-dibromoquinoxaline acceptor and different thiophene donors: Electrochemical, spectroelectrochemistry and electrochromic properties
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Three donor-acceptor type π-conjugated polymers, poly[2,3-di(2-pyridyl)-5,8-bis(2-thienyl)quinoxaline] (PPTQ), poly[2,3-di(2-pyridyl)-5,8-bis(2-(3-butylthiophen))quinoxaline] (PPBTQ) and poly[2,3-di(2-pyridyl)-5,8-bis(2-(3,4-ethylenedioxythiophene))quinox
- Chen, Shuang,Zhang, Di,Wang, Min,Kong, Lingqian,Zhao, Jinsheng
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- Strongly luminescent and liquid-crystalline π-conjugated 2-methyl[1,2,3]benzotriazoles with a linear donor-acceptor-donor structure
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Symmetrical 2-methyl[1,2,3]benzotriazole (BZT) derivatives with elongated peripheral units connected via acetylenic triple bonds present calamitic thermotropic mesomorphism with nematic and smectic phases. They show intense photoluminescence with near-unity quantum yields in solution. The peripheral groups significantly influence the excited-state lifetime. Fluorescence quenching is observed in the presence of C60, testifying of charge transfer to the fullerene acceptor. The varying sterical demand of the different substituents considerably influences the efficiency of the charge transfer induced fluorescence quenching. HOMO, LUMO and band gap energies ranged from ?5.15 to ?5.97 eV (ionization potential), ?2.47 to ?2.96 eV (electron affinity) and 2.68 to 3.08 eV (optical band gap).
- da Silva, Elias Regis,Hinojosa, Abad Roger Castillo,Eccher, Juliana,Tonet, Michele Duarte,Brondani, Daniela,Zapp, Eduardo,Curcio, Sergio Fernando,Postacchini, Bruna Bueno,Cazati, Thiago,Vieira, AndréAlexandre
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- Benzimidazole-Branched Isomeric Dyes: Effect of Molecular Constitution on Photophysical, Electrochemical, and Photovoltaic Properties
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Three benzimidazole-based isomeric organic dyes possessing two triphenylamine donors and a cyanoacrylic acid acceptor are prepared by stoichiometrically controlled Stille or Suzuki-Miyaura coupling reaction which predominantly occurs on the N-butyl side of benzimidazole due to electronic preferences. Combined with the steric effect of the N-butyl substituent, placement of the acceptor segment at various nuclear positions of benzimidazole such as C2, C4, and C7 led to remarkable variations in intramolecular charge transfer absorption, electron injection efficiency, and charge recombination kinetics. The substitution of acceptor on the C4 led to red-shifted absorption, while that on C7 retarded the charge transfer due to twisting in the structure caused by the butyl group. Because of the cross-conjugation nature and poor electronic interaction between the donor and acceptor, the dye containing triphenylamine units on C4 and C7 and the acceptor unit on C2 showed the low oxidation potential. Thus, this dye possesses favorable HOMO and LUMO energy levels to render efficient sensitizing action in solar cells. Consequently, it results in high power conversion efficiency (5.01%) in the series with high photocurrent density and open circuit voltage. The high photocurrent generation by this dye is reasoned to it exceptional charge collection efficiency as determined from the electron impedance spectroscopy.
- Bodedla, Govardhana Babu,Justin Thomas,Fan, Miao-Syuan,Ho, Kuo-Chuan
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- Efficient blue-to-transmissive electrochromic transitions of alkylated quinoxaline-thiophene based donor-acceptor type conjugated polymers
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Two electrochromic copolymers, P1 and P2, were synthesized from Stille coupling reactions of dibrominated phenazine having branched and linear alkyl side-chains, respectively, with distannyl thiophene. The prepared donor–acceptor type electrochromic polym
- Atar, Amol Balu,Jeong, Jae Yun,Han, Seong Hun,Park, Jong S.
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- Thiophene-Fused 1,10-Phenanthroline and Its Conjugated Polymers
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A novel type of π-extended 1,10-phenanthroline, specifically with fused thiophene groups at the less exploited 3-, 4-, 7-, and 8-positions of the phenanthroline ring, and its conjugated polymers were designed and synthesized. The current developed route i
- Wang, Tingting,Wang, Hongyan,Li, Guangwu,Li, Mengwei,Bo, Zhishan,Chen, Yulan
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- Selective detection of sulfide in human lung cancer cells with a blue-fluorescent “ON-OFF-ON” benzimidazole-based chemosensor ensemble
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A completely water-soluble, high quantum yield blue-fluorescent benzimidazole derivative (AQ), containing a rigid benzimidazole-thiophene structure, was synthesized. Among 21 metal ions, the fluorescence ofAQwas selectively turned off by Cu2+to
- Cai, Zongwei,Chan, Sing-Ming,Kwan, Chak-Shing,Leung, Ken Cham-Fai,Wang, Tao
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- Synthesis and characterization of poly(2-alkylbenzimidazole-alt-9,9- dihexylfluorene)s: A dually dopable polymer system
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We present the synthesis and characterization of poly(2-alkyl- benzimidazole-alt-9,9-dihexylfluorene). An improved microwave-assisted synthesis of the monomers 4,7-dibromo-2-heptyl-1H-benzo[d]imidazole and 4,7-dibromo-2-(heptan-3-yl)-1H-benzo[d]imidazole
- Harris, Jared D.,Mallet, Charlotte,Mueller, Cathrin,Fischer, Carmen,Carter, Kenneth R.
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- Design and synthesis of polymers for chiral photonics
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Chiral photonics deals with enantioselective polarization control of linear and nonlinear optical functions and holds a great promise for a wide range of applications including optical signal processing, biosensing, and chiral bioimaging. Development of c
- Nowacki, Bruno,Oh, Heongsub,Zanlorenzi, Cristiano,Jee, Hongsub,Baev, Alexander,Prasad, Paras N.,Akcelrud, Leni
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- Donor-acceptor type neutral green polymers containing 2,3-di(5-methylfuran- 2-yl) quinoxaline acceptor and different thiophene donors
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A series of donor-acceptor type π-conjugated monomers containing quinoxaline moiety in the backbone as the acceptor unit and thiophene derivatives as the donor unit have been synthesized by Stille coupling. The effects of different donor substituents on t
- Xu, Zhen,Wang, Min,Zhao, Jinsheng,Cui, Chuansheng,Fan, Weiyu,Liu, Jifeng
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- Poly(2,3-dihexylthieno[3,4- b ]pyrazine- alt -2,3-dihexylquinoxaline): Processible, Low-Bandgap, Ambipolar-Acceptor Frameworks via Direct Arylation Polymerization
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The synthesis of a new dialkyl-functionalized quinoxaline acceptor, 5,8-dibromo-2,3-dihexylquinoxaline, is reported, along with its cross-coupling with 2,3-dihexylthieno[3,4- b ]pyrazine via direct arylation polymerization. The resulting ambipolar-accepto
- Anderson, Trent E.,Culver, Evan W.,Almyahi, Furqan,Dastoor, Paul C.,Rasmussen, Seth C.
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- Benzodithiophene and benzotriazole bearing conjugated polymers for electrochromic and organic solar cell applications
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Herein, alternating donor-acceptor type benzodithiophene and benzotriazole bearing copolymers were synthesized and thieno[3,2-b]thiophene and furan units were incorporated as π-bridges. The application of these polymers for electrochromic and photovoltaic
- Unlu, Naime Akbasoglu,Hacioglu, Serife O.,Hizalan, Gonul,Yildiz, Dilber Esra,Toppare, Levent,Cirpan, Ali
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- Electropolymerization of D-A type EDOT-based monomers consisting of camphor substituted quinoxaline unit for electrochromism with enhanced performance
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In this study, three novel donor-acceptor type monomers based on EDOT (3,4-ethoxylene dioxy thiophene) and quinoxaline derivates were designed and synthesized through Stille coupling reaction, and further polymerized by electrochemical polymerization for electrochromic application. Specially, a quinoxaline-based acceptor with bulky and rigid camphor group was introduced into the polyEDOT backbone, which was demonstrated to be effective for the improvement of electrochromic performance. The corresponding redox active polymers PCQ-EDOT and PCQ-DEDOT performed transparent oxidation states and robust switching stability. Polymer PCQ-EDOT showed superior electrochromic performances with high optical contrast (over 50%) at 647 nm, short switching time (around 0.5 s) and high coloration efficiency (427 cm2 C?1) under a low applied potential of 0.7 V.
- Chen, Hongjin,Han, Yiying,Liu, Jian,Wang, Wenyuan,Zhu, Jianjun
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- The improvement of photovoltaic performance of quinoline-based dye-sensitized solar cells by modification of the auxiliary acceptors
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Three new dyes containing diphenylamine as electron donor, benzene (BIM1), benzothiadiazole (BTD) (BIM2) and N-ethylhexylbenzotriazole (BTZ) (BIM3) as auxiliary electron acceptors, quinoline as π-bridge and cyanoacrylic acid as anchoring group were synthesized in D-A-π-A structure for use in dye-sensitized solar cells (DSSCs). The optical, electrochemical, theoretical and photovoltaic methods were performed to understand the auxiliary acceptor influence on the performance of these dyes. Compared to the other dyes, the DSSC with dye BIM3 slightly increases the open circuit voltage (Voc) owing to the retardation of charge recombination by BTZ. However, replacement of benzene or BTZ by BTD unit causes a large red shift of the absorption spectra, leading BIM2 cell to produce the highest short circuit current density (Jsc). Thus, among the three D-A-π-A dyes, BIM2 is determined to be the most efficient dye, which reached a Voc of 0.627 V and Jsc of 11.53 mA cm–2, corresponding to an overall power conversion efficiency of 5.21 % in the presence of chenodeoxycholic acid (CDCA) as the coadsorbent. These results suggest that the insertion of benzothiadiazole as auxiliary acceptor into quinoline-based D-A-π-A dyes can effectively improve photovoltaic performance of DSSCs.
- ?i?man, ?lkay,Arkan, Burcu,Arslan, Bar?? Se?kin,Avc?, Davut,Derin, Yavuz,Gezgin, Merve,Nebio?lu, Mehmet,Tutar, Ahmet
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- NON-FULLERENE ACCEPTOR COMPOUND CONTAINING BENZOSELENADIAZOLE AND ORGANIC OPTOELECTRONIC ELEMENT COMPRISING THE SAME
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The present invention relates to a non-fullerene acceptor compound containing benzoselenadiazole and an organic photoelectric element comprising the same. The non-fullerene acceptor compound containing benzoselenadiazole has a structure as shown in the fo
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Paragraph 0029-0030
(2021/07/21)
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- NON-FULLERENE ACCEPTOR COMPOUND CONTAINING BENZOSELENADIAZOLE AND ORGANIC OPTOELECTRONIC DEVICE INCLUDING THE SAME
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The present invention relates to a non-fullerene acceptor compound containing benzoselenadiazole, and organic optoelectronic devices comprising the same.
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Paragraph 0046-0048
(2021/07/30)
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- Luminescent solar concentrators with outstanding optical properties by employment of D-A-D quinoxaline fluorophores
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Luminescent solar concentrators (LSCs) are devices designed to efficiently collect both direct and diffuse solar radiation and concentrate it on photovoltaic cells to foster their use in building-integrated photovoltaics (BIPV). The optimization of LSC performances involves the adjustment of both the fluorophore and the guest polymer matrix. On this account, we investigated a series of high quantum yield, donor-acceptor-donor (D-A-D) photostable fluorophores (DQ1-5), presenting a central quinoxalinic acceptor core, not previously employed in LSCs, and triarylamines or phenothiazine as donor groups. The molecules were also decorated with alkyl chains on the central core and/or the donor groups, to explore their compatibility with the poly(methyl methacrylate) (PMMA) and poly(cyclohexyl methacrylate) (PCMA) matrices utilized in this study. The PMMA and PCMA films (25 μm thick), containing 0.2-2.2 wt% of DQ1-5, absorbed in the 370-550 nm range and presented emission maxima at 550-600 nm, with fluorescence quantum yields higher than 40% even at the highest doping contents. Notably, the DQ1/PMMA thin-films showed enhanced phase compatibility and excellent quantum yields, i.e., >95%. Accordingly, they were designed to obtain 25 cm2 area LSCs with remarkable internal (ηint) and external (ηext) photon efficiencies of 42.9% and 6.2%, respectively, higher than those observed from state-of-the-art devices based on the Lumogen Red 305 (LR305) as the reference fluorophore. Overall, these were the best results ever achieved in our laboratory for thin-film LSCs built with organic fluorescent emitters.
- Battisti, Antonella,Calamante, Massimo,Charaf, Rima,Coppola, Carmen,De Jong, Bastiaan,Di Donato, Mariangela,Foggi, Paolo,Mordini, Alessandro,Papucci, Costanza,Pucci, Andrea,Reginato, Gianna,Sinicropi, Adalgisa,Taddei, Maria,Zani, Lorenzo
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supporting information
p. 15608 - 15621
(2021/11/30)
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- Fluorescent dye
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To provide a fluorescent dye having higher fluorescence intensity.SOLUTION: A fluorescent dye comprises a triazole condensed ring compound represented by general formula (I). In the general formula (I), R1, R2 independently represent a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group; A1 is at least one functional group selected from the group consisting of -(CH=CRa)n- (n is an integer of 1-6), -(CH2)n- (n is an integer of 1-6), -(AO)n- (AO is a C2-6 alkylene oxide, n is an integer of 1-10), -NHCOO-, -CONH-, -CONH(Rb)-, -COO-, -SO2 NH-, -HN-C(=NH)-NH-, -O-, -S-, -NRb-, -Ar- (Ar is an aryl group or a heteroaryl group), -CO-Ar-NRb-; Ra is a hydrogen atom or a C1-4 alkyl group; Rb is a C1-4 alkyl group; B1 is an alkyl ester group, an alkyl ether group, an alkyl amide group, or a (C2-6) alkylene oxide adduct thereof, or a reactive group with a biomolecule optionally having a linking group to A1.SELECTED DRAWING: None
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Paragraph 0131-0132; 0134
(2021/03/13)
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- High-rigidity quinoxaline dye-sensitizer and preparation method and application thereof
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The invention discloses a dye-sensitizer with quinoxaline being an auxiliary receptor, a preparation method of the dye-sensitizer through a three-component one-pot method and application of the dye-sensitizer to a dye-sensitized solar cell. The structure
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Paragraph 0028; 0035; 0036
(2020/02/17)
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- 2,3-di(2-furyl) quinoxaline bearing 3 -ethyl rhodanine and 1,3 indandione based heteroaromatic conjugated T-shaped push -pull chromophores: Design, synthesis, photophysical and non-linear optical investigations
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The design, synthesis, computational, spectroscopic, and, the second and third order non-linear optical studies of a two new π-deficient cross-conjugated T-shaped push-pull molecules (QFR and QFI) consisting of 3-ethyl rhodanine and 1,3 indandione substit
- Gopi, Vidya,Subbiahraj, Saravanan,Chemmanghattu, Karthika,Ramamurthy, Praveen C.
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- Synthesis, Properties, and Reactivity of Bis-BN Phenanthrenes: Stepwise Bromination of the Main Scaffold
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Two bis-BN phenanthrenes have been synthesized. Their photophysical properties are different from those of the reported mono-BN phenanthrenes. Moreover, the stepwise bromination of bis-BN phenanthrene 8 gave a series of brominated bis-BN phenanthrenes, wi
- Li, Chenglong,Liu, Xuguang,Qu, Yi,Zhang, Jinyun,Zhang, Lei,Zhen, Bin,Zi, Lingjian
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- Photocontrolled Synthesis of n-Type Conjugated Polymers
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Current approaches to synthesize π-conjugated polymers (CPs) are dominated by thermally driven, transition-metal-mediated reactions. Herein we show that electron-deficient Grignard monomers readily polymerize under visible-light irradiation at room temperature in the absence of a catalyst. The product distribution can be tuned by the wavelength of irradiation based on the absorption of the polymer. Conversion studies are consistent with an uncontrolled chain-growth process; correspondingly, chain extension produces all-conjugated n-type block copolymers. Preliminary results demonstrate that the polymerization can be expanded to donor–acceptor alternating copolymers. We anticipate that this method can serve as a platform to access new architectures of n-type CPs without the need for transition-metal catalysis.
- Berl, Alexandra J.,Kalow, Julia A.,Woods, Eliot F.
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p. 6062 - 6067
(2020/02/27)
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- Narrow band gap benzodithiophene and quinoxaline bearing conjugated polymers for organic photovoltaic applications
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The reasonable selection and optimization of donor-acceptor units allow the band gap tuning as well as the light absorption ability and the energy levels of the photoactive layer of Bulk Heterojunction (BHJ) solar cells. In this work, a series of new quin
- Aslan, Sultan Taskaya,Caliskan, Meric,Cirpan, Ali,Erer, Mert Can,Toppare, Levent,Udum, Yasemin Arslan
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- Screening metal-free photocatalysts from isomorphic covalent organic frameworks for the C-3 functionalization of indoles
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The visible-light-driven organic transformation using two-dimensional covalent organic frameworks (2D-COFs) as metal-free heterogeneous photocatalysts is a green and sustainable approach, and it has gained a surge of interest by virtue of the photosensitizer's high crystallinity, abundant porosity, outstanding stability, excellent light-harvesting ability and tunable structure. However, the guiding principle for designing, constructing and selecting COF-based photocatalysts has not been put forward so far. Herein, we contribute a fascinating strategy to guide the acquisition of excellent framework photocatalysts, which is to screen them from a series of isomorphic COFs. As a proof of concept, three new isomorphic pyrene-based 2D-COFs (COF-JLU23, COF-JLU24 and COF-JLU25) with variable linkers were successfully synthesized. In addition to having similar crystallinity and porosity with the same pore size and shape, their absorption, emission, bandgap, energy level, transient photocurrent response and photocatalytic activity could be easily adjustedviaconfiguring different linkers in frameworks. Indeed, COF-JLU24 with electron donor-acceptor characteristics exhibited the best photocatalytic activity among the three isomorphic COFs for C-3 functionalization reactions of indoles, even better than that of the metal-free photocatalyst g-C3N4. More importantly, the screened COF-JLU24 as a metal-free photocatalyst still displayed extensive substrate adaptability and excellent recyclability. We anticipate that this strategy will become a robust rule of thumb for fast access to COF-based photocatalysts. In addition, we still highlight that the present study broadens the applied frontier of COF-based photocatalysts.
- Chen, Xiong,Feng, Xiao,Han, Songjie,Li, Chunzhi,Li, He,Li, Ziping,Liu, Xiaoming,Shao, Pengpeng,Xia, Hong
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supporting information
p. 8706 - 8715
(2020/05/16)
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- The Suzuki–Miyaura Cross-Coupling as the Key Step in the Synthesis of 2-Aminobiphenyls and 2,2'-Diaminobiphenyls: Application in the Synthesis of Schiff Base Complexes of Zn
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2-Nitrophenylboronic acids serve as interesting starting materials for the construction of biphenyl- and terphenyl-based amines if subjected to the Suzuki–Miyaura reaction. Unfortunately, these boronic acids suffer from low reactivity in Suzuki reactions, alongside their low stability in the presence of Pd. Herein, a general method for the construction of 2-nitro-substituted bi- and terphenyls is presented, with special emphasis on the synthesis of 2-amino-2'-nitrobi- and terphenyls. Comparisons are made with other boronic acids that have some of the aforementioned issues. Finally, the application of the obtained 2-amino-2'-nitrobi- and terphenyls as starting materials for the synthesis of bi- and terphenyl based di- and triamines is encountered for, with emphasis on the use of these amines as precursors for Schiff base ligands. In addition, the synthesis of some Zn complexes of these ligands is presented.
- Hylland, Knut Tormodss?nn,?ien-?degaard, Sigurd,Tilset, Mats
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supporting information
p. 4208 - 4226
(2020/07/06)
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- Side chain engineering of quinoxaline-based small molecular nonfullerene acceptors for high-performance poly(3-hexylthiophene)-based organic solar cells
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Poly(3-hexylthiophene) (P3HT) is one of the most used semiconducting polymers for organic photovoltaics because it has potential for commercialization due to its easy synthesis and stability. Although the rapid development of the small molecular non-fulle
- Xiao, Bo,Zhang, Qianqian,Li, Gongqiang,Du, Mengzhen,Geng, Yanfang,Sun, Xiangnan,Tang, Ailing,Liu, Yingliang,Guo, Qiang,Zhou, Erjun
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p. 254 - 264
(2019/12/24)
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- High-Performance Organic Dyes with Electron-Deficient Quinoxalinoid Heterocycles for Dye-Sensitized Solar Cells under One Sun and Indoor Light
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A series of Y-shaped sensitizers incorporating quinoxaline or quinoxalinoid moieties were prepared and applied in dye-sensitized solar cells (DSSCs). By the introduction of quinoxalinoid functionalities, the absorption extinction coefficients could be enh
- Jiang, Man Ling,Wen, Jun-Jie,Chen, Zi-Ming,Tsai, Wen-Hsuan,Lin, Tzu-Chau,Chow, Tahsin J.,Chang, Yuan Jay
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p. 3654 - 3665
(2019/07/12)
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- Organic solar cell donor material containing benzoselenadiazole and diindolocarbazole, and application thereof
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The invention provides an organic solar cell donor material containing benzoselenadiazole and diindolocarbazole, and an application thereof. The organic solar cell donor material TAT-Th-BSe has a D-pi-A-pi-D structure formed by connecting 2,1,3-benzoselad
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- Divergent Synthesis of Chiral Covalent Organic Frameworks
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Featuring the simultaneous generation of a library of compounds from a certain intermediate, divergent synthesis has found increasing applications in the construction of natural products and potential medicines. Inspired by this approach, presented herein is a general strategy to introduce functionality, in a divergent manner, into covalent organic frameworks (COFs). This modular protocol includes two stages of covalent assembly, through which functional COFs can be constructed by a three-step transformation of a key platform molecule, such as 4,7-dibromo-2-chloro-1H-benzo[d]imidazole (DBCBI). Constructed herein are four types of chiral COFs (CCOFs) from DBCBI by nucleophilic substitution, Suzuki coupling, and imine formation. The unique array of eight isoframework CCOFs allowed investigation of their catalytic performance and structure–activity relationship in an asymmetric amination reaction.
- Wang, Li-Ke,Zhou, Jing-Jing,Lan, Yu-Bao,Ding, San-Yuan,Yu, Wei,Wang, Wei
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supporting information
p. 9443 - 9447
(2019/06/21)
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- EDOT-quinoxaline-EDOT derivative and preparation method and application thereof
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The invention relates to an EDOT-quinoxaline-EDOT derivative, a preparation method of the EDOT-quinoxaline-EDOT derivative and application of an electrochemical polymerized film of the EDOT-quinoxaline-EDOT derivative as a novel photoelectric functional m
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Paragraph 0041-0042
(2019/08/26)
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- Dithienosilole–phenylquinoxaline-based copolymers with A-D-A-D and A-D structures for polymer solar cells
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Two copolymers having D-A-D-A (P1) and D-A (P2) structures with quinoxaline acceptor unit and dithienosilole donor unit were synthesized and their optical and electrochemical (both experimental and theoretical) properties were investigated. The optical pr
- Keshtov, Mukhamed L.,Khokhlov, Alexei R.,Kuklin, Sergei A.,Nikolaev, Alexander Yu,Koukaras, Emmanuel N.,Sharma, Ganesh D.
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p. 376 - 386
(2017/11/23)
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- Benzoselenadiazole-based donor-acceptor small molecule: Synthesis, aggregation-induced emission and electroluminescence
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Several tetraphenylethene and triphenylamine decorated donor-acceptor (D-A) benzoselenadiazole derivatives with aggregation-induced emission (AIE) features were synthesized and characterized. The photophysical, thermal, electrochemical and electroluminesc
- Liang, Aihui,Wang, Han,Chen, Yi,Zheng, Xiaoyan,Cao, Tian,Yang, Xiulan,Cai, Ping,Wang, Zhiping,Zhang, Xiaowen,Huang, Fei
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p. 399 - 406
(2017/10/31)
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- Pyrazine-incorporating panchromatic sensitizers for dye sensitized solar cells under one sun and dim light
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New D-A′-π-A type (D = electron donor, A′ = auxiliary acceptor, π = π-conjugated bridge, and A = electron acceptor/anchor) sensitizers with two bis(alkoxy)phenyl substituents incorporating thieno[3,4-b]pyrazines (TP) or a benzo[3,4-b]pyrazine (BP) entity
- Desta, Mulu Berhe,Vinh, Nguyn S?n,Pavan Kumar, CH.,Chaurasia, Sumit,Wu, Wei-Ti,Lin, Jiann T.,Wei, Tzu-Chien,Wei-Guang Diau, Eric
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p. 13778 - 13789
(2018/08/03)
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- Electron donor-free photoredox catalysis: Via an electron transfer cascade by cooperative organic photocatalysts
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Electron-donating sacrificial reagents are highly important for certain photo-redox reactions. However, the use of excessive amounts of sacrificial reagents, mostly amines, often leads to undesired side products and is especially troublesome for product purification. Herein, we take the light-induced electron transfer cascade process of natural photosystems as a role model and assemble organic photocatalysts into cooperative photocatalyst couples. The cooperative photocatalyst couples could undergo intermolecular electron transfer to facilitate the charge separation process and overcome the need for an extra electron donor. Time-resolved photoluminescence spectroscopy was conducted to precisely characterize the photo-excited dynamics within the cooperative photocatalyst couples. As a model photoredox reaction, the carbon-carbon formation reaction between heteroarenes and malonates, which usually requires electron-donating sacrificial reagents such as amines, was conducted to demonstrate the feasibility of the cooperative photocatalyst couples under visible light irradiation. A significant reaction conversion improvement from trace conversion for a single photocatalyst system to over 90% by cooperative photocatalyst couples was achieved.
- Wang, Lei,R?rich, Irina,Ramanan, Charusheela,Blom, Paul W. M.,Huang, Wei,Li, Run,Zhang, Kai A. I.
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p. 3539 - 3547
(2018/07/29)
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- Triphenylamine hole transport material containing quinoxaline units, and preparation method and application of triphenylamine hole transport material
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The invention belongs to the field of energy materials, and particularly relates to a preparation method and application of a triphenylamine hole transport material containing quinoxaline units. The triphenylamine hole transport material has a structure represented by a formula (I), wherein, R1 is an aromatic ring group or an aromatic heterocycle group, R2 is a hydrogen or halogen atom, and R3 ishydrogen or C1-C6 alkoxy group.
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Paragraph 0029-0032
(2018/07/30)
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- Method for synthesizing 5-(8-bromine-2,3-diphenyl quinoxaline-5-yl) thiophene-2-formaldehyde
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The invention belongs to the technical field of organic electrofluorescent materials, and discloses a method for synthesizing 5-(8-bromine-2,3-diphenyl quinoxaline-5-yl) thiophene-2-formaldehyde. The method comprises the following steps: reacting 1,2-diaminobenzene sequentially with SOC12, bromine and the like to obtain intermediate 1; reacting 2-thiophenecarboxaldehyde sequentially with ethylene glycol, n-butyllithium and the like to obtain intermediate 2; and reacting the two intermediates with formic acid through a SUZUKI reaction product to obtain a target product having a molecular formula of C25H15BrN2OS. The synthesized product is orange solid powder, does not have mechanical impurity, and can be easily dissolved in THF and methylbenzene; and the synthesizing method is simple, and is easy for industrial production. A photovoltaic material prepared based on quinoxaline has the characteristic of relatively low HOMO energy level, is beneficial to improving the chemical stability of a finally prepared OLED material, and has a potential application value in the aspect of preparing photoelectrofluorescent devices or photoelectrofluorescent displays.
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- Ionic Covalent Organic Frameworks: Design of a Charged Interface Aligned on 1D Channel Walls and Its Unusual Electrostatic Functions
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Covalent organic frameworks (COFs) have emerged as a tailor-made platform for designing layered two-dimensional polymers. However, most of them are obtained as neutral porous materials. Here, we report the construction of ionic crystalline porous COFs wit
- Huang, Ning,Wang, Ping,Addicoat, Matthew A.,Heine, Thomas,Jiang, Donglin
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p. 4982 - 4986
(2017/04/24)
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- Synthesis of bistriphenylamine- and benzodithiophene-based random conjugated polymers for organic photovoltaic applications
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In this study, donor–acceptor random polymers containing benzotriazole acceptor and bistriphenylamine and benzodithiophene donors, P1 and P2, were successfully synthesized by Stille coupling polymerization. The effect of bistriphenylamine moiety and thiophene π-conjugated linker on electrochemical, spectroelectrochemical, and optical behaviors of the polymers were investigated. Optoelectronic properties and photovoltaic performance of the polymers were examined under the illumination of AM 1.5G, 100 mW?cm?2. The polymers were characterized by cyclic voltammetry, UV-Vis-NIR absorption spectroscopy, gel permeation chromatography. HOMO/LUMO energy levels of P1 and P2 were calculated as ?5.47 eV/–3.41 eV and ?5.43 eV/–3.27 eV, respectively. Bulk heterojunction type solar cells were constructed using blends of the polymers (donor) and [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) (acceptor). Photovoltaic studies showed that the highest power conversion efficiency of these photovoltaic devices were recorded as 3.50% with open circuit voltage; 0.79 V, short circuit current; 9.45 mA?cm?2, fill factor; 0.53 for P1:PC71BM (1:2, w/w) in 3% o-dichlorobenzene (o-DCB) solution and 3.15% with open circuit voltage; 0.75 V, short circuit current; 8.59 mA?cm?2, fill factor; 0.49 for P2:PC71BM (1:2, w/w) in 2% chlorobenzene (CB) solution.
- Cetin, Asli,Istanbulluoglu, Cagla,Hacioglu, Serife Ozdemir,Cevher, Sevki Can,Toppare, Levent,Cirpan, Ali
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p. 3705 - 3715
(2017/09/06)
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- Enhancing the power conversion efficiency of polymer solar cells: Via selection of quinoxaline substituents
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In this study, three random copolymers including quinoxaline derivatives with different substituent groups, 2,6-bis(trimethylstannyl)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]dithiophene and 4,7-dibromo-2-(2-octyldodecyl)-2H-benzo[d][1,2,3]triazole, wer
- Karaga?ti, ?zge,Cevher, Sevki Can,Hizalan, Gonul,Hacioglu, Serife O.,Toppare, Levent,Cirpan, Ali
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p. 14635 - 14645
(2017/11/28)
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- Difuran [3,2-c: 2 ', 3'-i] [1,10] phenanthroline compound and preparation method thereof
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The invention discloses a difuran [3,2-c: 2 ', 3'-i] [1,10] phenanthroline compound and a preparation method thereof. The preparation method comprises the following steps: taking 4,7-dibromo-2,1,3-benzothiadiazole as a raw material, sequentially conductin
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Paragraph 0035; 0036; 0040
(2017/09/01)
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- Discrimination of Saccharides by a Simple Array
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We report the development of a two-component probe system as fluorescence turn-on assay of simple saccharides. The quenching of an anionic conjugated water-soluble polymer by a cationic quencher has been reported previously. Three different boronic acid f
- Bojanowski, N. Maximilian,Bender, Markus,Seehafer, Kai,Bunz, Uwe H. F.
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supporting information
p. 12253 - 12258
(2017/09/14)
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- Benzodipyrrole-based Donor–Acceptor-type Boron Complexes as Tunable Near-infrared-Absorbing Materials
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Benzodipyrrole-based donor–acceptor boron complexes were designed and synthesized as near-infrared-absorbing materials. The electron-rich organic framework combined with the Lewis acidic boron co-ordination enabled us to tune the LUMO energy level and the HOMO–LUMO gap (i.e.,the absorption wavelength) by changing the organic acceptor units, the number of boron atoms, and the substituents on the boron atoms.
- Nakamura, Tomoya,Furukawa, Shunsuke,Nakamura, Eiichi
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p. 2016 - 2020
(2016/07/28)
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- Effect of substituent groups on quinoxaline-based random copolymers on the optoelectronic and photovoltaic properties
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In this study, three low band gap donor-acceptor (D-A) type quinoxaline-based random copolymers were synthesized. The effect of varying substituent groups on quinoxaline groups on optoelectronic properties and the performance of bulk-heterojunction polyme
- Cevher, Sevki Can,Hizalan, Gonul,Temiz, Cansel,Udum, Yasemin Arslan,Toppare, Levent,Cirpan, Ali
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p. 208 - 216
(2016/09/07)
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- Synthesis and photophysical properties of semiconductor molecules D1-A-D2-A-D1-type structure based on derivatives of quinoxaline and dithienosilole for organics solar cells
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A novel small molecule with D1-A-D2-A-D1 structure denoted as DTS(QxHT2)2 based on quinoxaline acceptor and dithienosilone donor units was synthesized and its optical and electrochemical properties were investigated. The thin film of DTS(QxHT2)2 showed a broad absorption profile covering the solar spectrum from 350?nm to 780?nm with an optical bandgap of 1.63?eV. The energy levels estimated from the cyclic voltammetry indicate that this small molecule is suitable as donor along with PC71BM as acceptor for the fabrication solution processed bulk heterojunction solar cells for efficient exciton dissociation and high open circuit voltage. The organic solar cells based on optimized DTS(QxHT2)2:PC71BM active layers processed with chloroform and DIO/CF showed overall power conversion efficiency of 3.16% and 6.30%, respectively. The higher power conversion efficiency of the solar cell based on the DIO/CF processed active layer is attributed to enhanced short circuit photocurrent and fill factor may be related to better phase separation between donor and acceptor in the active layer and more balanced charge transport, induced by the solvent additive. The power conversion efficiency of the organic solar cell was further improved up to 7.81% based on active layer processed with solvent additive, using CuSCN as hole transport layer instead of PEDOT:PSS and mainly attributed to increased fill factor and open circuit voltage due the formation of better Ohmic contact between the active layer and the CuSCN layer.
- Keshtov,Godovsky, D. Yu,Kuklin,Nicolaev,Lee,Lim,Lee,Koukaras,Sharma, Ganesh D.
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p. 361 - 370
(2016/11/09)
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- Rotationally Active Ligands: Dialing-Up the Co-conformations of a [2]Rotaxane for Metal Ion Binding
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A novel [2]rotaxane was constructed that has a bidentate N,N′-chelate as part of a rigid, H-shaped axle and a 24-membered crown ether macrocycle containing six ether O-atoms and an olefinic group as the wheel. This unique topology produces a ligand with t
- Baggi, Giorgio,Loeb, Stephen J.
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p. 12533 - 12537
(2016/10/13)
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- Compound containing quinoxaline and pyridine groups and organic electroluminescent device thereof
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The invention provides an organic electroluminescent compound containing quinoxaline and pyridine groups. The compound has better heat stability, high luminous efficiency and high luminous purity, can be used for manufacturing an organic electroluminescent device, and is applied to the field of organic solar cells, organic thin film transistors or organic photoreceptors. The invention also provides the organic electroluminescent device, which comprises an anode, a cathode and an organic layer, wherein the organic layer includes more than one layer in a luminous layer, a hole injection layer, a hole transporting layer, a hole blocking layer, and electron injection layer and an electron transporting layer; at least one layer in the organic layer contains a compound as shown by a structural formula I which is as shown in the description.
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Paragraph 0049; 0050; 0051
(2016/10/08)
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- An organic electrochromic stealth material and its application
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The invention discloses an organic electrochromic material and an application thereof. The organic electrochromic material provided by the invention is shown in a formula I in the specification, wherein in the formula I, Ar1 and Ar2 independently represen
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Paragraph 0044-0045
(2016/10/09)
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- Robust Metal-Organic Framework Containing Benzoselenadiazole for Highly Efficient Aerobic Cross-dehydrogenative Coupling Reactions under Visible Light
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A zirconium(IV)-based UiO-topological metal-organic framework (UiO-68Se) containing benzoselenadiazole was synthesized by an approach of the mixed dicarboxylate struts, which show highly efficient and recycalable photocatalytic activity for aerobic cross-dehydrogenative coupling reactions between tertiary amines and various carbon nucleophiles under visible-light irradiation.
- Zhang, Wen-Qiang,Li, Qiu-Yan,Zhang, Quan,Lu, Yingqiao,Lu, Han,Wang, Wenguang,Zhao, Xinsheng,Wang, Xiao-Jun
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supporting information
p. 1005 - 1007
(2016/02/09)
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- Diversely Substituted Quinolines via Rhodium-Catalyzed Alkyne Hydroacylation
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The Rh-catalyzed hydroacylative union of aldehydes and o-alkynyl anilines leads to 2-aminophenyl enones, and onward to substituted quinolines. The mild reaction conditions employed in this chemistry result in a process that displays broad functional group
- Neuhaus, James D.,Morrow, Sarah M.,Brunavs, Michael,Willis, Michael C.
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supporting information
p. 1562 - 1565
(2016/05/02)
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- Comprehensive study of pyrido[3,4-b]pyrazine-based D-π-a copolymer for efficient polymer solar cells
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Two D-π-A copolymers, based on the benzo[1,2-b:4,5-b′]-dithiophene (BDT) as a donor unit and benzo-quinoxaline (BQ) or pyrido-quinoxaline (PQ) analog as an acceptor (PBDT-TBQ and PBDT-TPQ), were designed and synthesized as a p-type material for bulk heterojunction (BHJ) photovoltaic cells. When compared with the PBDT-TBQ polymer, PBDT-TPQ exhibits stronger intramolecular charge transfer, showing a broad absorption coverage at the red region and narrower optical bandgap of 1.69 eV with a relatively low-lying HOMO energy level at -5.24 eV. The experimental data show that the exciton dissociation efficiency of PBDT-TPQ:PC71BM blend is better than that in the PBDT-TBQ:PC71BM blend, which can explain that the IPCE spectra of the PBDT-TPQ-based solar cell were higher than that of the PBDT-TBQ-based solar cell. The maximum efficiency of PBDT-TPQ-based device reaches 4.40% which is much higher than 2.45% of PBDT-TBQ, indicating that PQ unit is a promising electron-acceptor moiety for BHJ solar cells.
- Wu, Yu-Qi,Chen, Hsieh-Chih,Yang, Yun-Siou,Chang, Sheng Hsiung,Wu, Pin-Jiun,Chu, Yen-Yi,Wu, Chun-Guey
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p. 1822 - 1833
(2016/05/19)
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- PHENAZINE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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The present invention refers to including and compound phenacy relates to organic light emitting device. (by machine translation)
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Paragraph 0092-0094
(2016/10/08)
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- CYANATED NAPHTHALENEBENZIMIDAZOLE COMPOUNDS
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The present invention relates to cyanated naphthalenebenzimidazole compounds of the formula (I) and mixtures thereof, in which R1, R 2, R 3, R 4, R5, R6, R7, R8, R9 and R10 are each independently hydrogen, cyano or aryl which is unsubstituted or has one o
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Paragraph 0818; 0819
(2016/10/09)
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