191867-85-3Relevant articles and documents
Strategies and investigations on bridging squaraine dye units
Kuster, Simon,Geiger, Thomas
, p. 657 - 670,14 (2012)
Synthetic strategies and basic molecular principles were investigated in order to achieve chromophores absorbing light in the far red or even near infrared region. Therefore, a comprehensive series of new squaraine dyes were synthesized and characterized. Beside monomeric unsymmetrical and symmetrical squaraine dyes, also squaraine dye dimers and oligomers bridged with phenylene, fluorene, iso-octyloxy phenylene and tetrafluoro phenylene moieties or directly coupled via condensation reaction were obtained. The influence of the various molecular dye structures to their absorption properties was studied with UV-vis measurements supported by theoretical investigations applying Kiprianov's theory of coupled dyes. With regard to Meyer's theory of the limiting values, the effective number of repeating units for dye series for the highest possible absorption maximum was determined. Observed trends and limiting values for electrochemical potentials and electrical band gaps of the dyes are in agreement with the UV-vis investigations. Finally, calculated molecular structures and frontier orbitals of dimers verify the results of the optophysical and electrochemical studies.
Donor–acceptor photovoltaic polymers based on 1,4-dithienyl-2,5-dialkoxybenzene with intramolecular noncovalent interactions
Chen, Xue-Qiang,Yao, Xiang,Bai, Tianwen,Ling, Jun,Xiao, Wen-Jing,Wang, Jiandong,Wu, Si-Cheng,Liu, Li-Na,Xie, Guanghui,Li, Jingjing,Lu, Zhengquan,Visoly-Fisher, Iris,Katz, Eugene A.,Li, Wei-Shi
, p. 689 - 698 (2018)
Donor–acceptor (D–A) conjugated polymers bearing non-covalent configurationally locked backbones have a high potential to be good photovoltaic materials. Since 1,4-dithienyl-2,5-dialkoxybenzene (TBT) is a typical moiety possessing intramolecular S…O interactions and thus a restricted planar configuration, it was used in this work as an electron-donating unit to combine with the following electron-accepting units: 3-fluorothieno[3,4-b]thiophene (TFT), thieno-[3,4-c]pyrrole-4,6-dione (TPD), and diketopyrrolopyrrole (DPP) for the construction of such D–A conjugated polymers. Therefore, the so-designed three polymers, PTBTTFT, PTBTTPD, and PTBTDPP, were synthesized and investigated on their basic optoelectronic properties in detail. Moreover, using [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as acceptor material, polymer solar cells (PSCs) were fabricated for studying photovoltaic performances of these polymers. It was found that the optimized PTBTTPD cell gave the best performance with a power conversion efficiency (PCE) of 4.49%, while that of PTBTTFT displayed the poorest one (PCE = 1.96%). The good photovoltaic behaviors of PTBTTPD come from its lowest-lying energy level of the highest occupied molecular orbital (HOMO) among the three polymers, and good hole mobility and favorable morphology for its PC71BM-blended film. Although PTBTDPP displayed the widest absorption spectrum, the largest hole mobility, and regular chain packing structure when blended with PC71BM, its unmatched HOMO energy level and disfavored blend film morphology finally limited its solar cell performance to a moderate level (PCE: 3.91%).
A hybridized local and charge transfer excited state for solution-processed non-doped green electroluminescence based on oligo(: p -phenyleneethynylene)
Alimli, Dilek,Alkan, Fahri,Altas, Ahu Galen,Can, Ayse,Dabak, Salih,Gürek, Ay?e Gül,Kacar, Rifat,Mutlugun, Evren,Ozdemir, Resul,Tekin, Emine,Usta, Hakan,Yazici, Ahmet Faruk
, p. 8047 - 8060 (2020)
We herein report a new highly efficient green emissive hot-exciton molecule, 1,4-bis((4′-diphenylamino-3-cyano-[1,1′-biphenyl]-4-yl)ethynyl)-2,5-bis(2-ethylhexyloxy)benzene (2EHO-TPA-CNPE) that consists of an extended D′-π′-A-π-D-π-A-π′-D′ molecular π-sys
A new rod-shaped BODIPY-acetylene molecule for solution-processed semiconducting microribbons in n-channel organic field-effect transistors
Ozdemir, Mehmet,Choi, Donghee,Zorlu, Yunus,Cosut, Bunyemin,Kim, Hyungsug,Kim, Choongik,Usta, Hakan
, p. 6232 - 6240 (2017)
BODIPY-based π-conjugated small molecules have been extensively studied in various fields of sensing and biochemical labelling; however, their use in organic optoelectronic applications is very limited. A new solution-processable acceptor-donor-acceptor (
High-fluorescence quantum efficiency material based on terphenyl derivatives and preparation method thereof
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Paragraph 0022-0031, (2020/06/30)
The invention discloses a high-fluorescence quantum efficiency material based on terphenyl derivatives and a preparation method thereof, the material is a structural system containing terphenyl, the left and right ends of the material are terminated by cyano groups, and the upper and lower ends of the material are terminated by alkoxy end groups. According to the preparation method, a cyanophenylunit is connected with dialkoxy substituted bromobenzene for the first time, so that the problem that an undoped organic semiconductor small molecular material cannot have high fluorescence quantum efficiency at the same time in a solid state and a solution state is solved. The high-fluorescence quantum efficiency material based on the terphenyl derivative has fluorescence quantum efficiency of about 90% in a solid state and fluorescence quantum efficiency of about 100% in a solution state. The potential application value is realized in the aspects of biological probes, sensors, electroluminescent devices and the like.
CYANO-DERIVATIZED OLIGONOPHENYLACETYLENE-BASED FLUORESCENT SMALL MOLECULES SUITABLE FOR USE IN ORGANIC LIGHT-EMITTING DIODE APPLICATIONS AND THEIR USE IN ORGANIC LIGHT-EMITTING DIODE APPLICATIONS
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Page/Page column 3; 7; 8, (2019/12/28)
The present invention relates to the synthesis of oligonophenylacetylene-based fluorescent π-conjugated small molecules, which are derivatized with group or groups of cyano (-CN) and have the ability to emit light with very sharp emission peaks at differe
Based on nitrogen heterocyclic group of neutral cathode buffer layer polymer material and its preparation method, application
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, (2017/09/26)
The invention discloses a neutral cathode buffer layer molecular type material based on N-heterocycle groups. An aromatic ring containing alkyl chains is used as the core of the neutral cathode buffer layer molecular type material, and the N-heterocycle g
Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
John, Suru Vivian,Cimrová, Věra,Ulbricht, Christoph,Pokorná, Veronika,Ru?i?ka, Ale?,Giguère, Jean-Benoit,Lafleur-Lambert, Antoine,Morin, Jean-Fran?ois,Iwuoha, Emmanuel,Egbe, Daniel Ayuk Mbi
, p. 8357 - 8371 (2017/11/21)
Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copolymers (P1-P5) based on poly[(arylene ethynylene)-alt-(arylene vinylene)]s backbone (-Ph-C=C-Anth-C=C-Ph-CH - CH-Ph-CH - CH-)n. During the synthesis of P1-P5, different alkyloxy side chains were incorporated in order to tune the properties of the polymers. Of the copolymer series only P1 (containing anthanthrone and branched 2-ethylhexyloxy side chains on phenylenes), P2 and P3 (for which the anthanthrones containing carbonyl groups were converted to anthanthrene containing alkyloxy substituents) were soluble. The photophysical, electrochemical, electroluminescent and photovoltaic properties of P1-P3 are reported, compared and discussed with respect to the effects of side chains.
Non-fullerene polymer solar cells with: V OC > 1 v based on fluorinated quinoxaline unit conjugated polymers
He, Baitian,Yin, Qingwu,Yang, Xiye,Liu, Liqian,Jiang, Xiao-Fang,Zhang, Jie,Huang, Fei,Cao, Yong
supporting information, p. 8774 - 8781 (2017/09/12)
To achieve efficient non-fullerene polymer solar cells (NF-PSCs), it is important to design and synthesize donor materials. To investigate the substituent effects of electron-withdrawing fluorine atoms and different alkyl chains (-C8C12 or -C10C14) on the thiophene π bridge, four novel conjugated polymers composed of dicyanodistyrylbenzene (DCB)-based and quinoxaline-based units were synthesized and applied in NF-PSC photovoltaic devices. It was found that the different alkyl side groups had a minimal influence on the molecular energy level but a moderate effect on the absorption coefficient, whereas the highest occupied molecular orbital (HOMO) of the resulting copolymers could be effectively lowered by introducing highly electronegative fluorine atoms into the quinoxaline moiety. As a result, the NF-PSCs based on the fluorinated quinoxaline-based copolymer exhibited high open-circuit voltages (VOC) of up to 1.043 V, which is the highest value to date for devices based on quinoxaline moiety copolymers. Moreover, fluorination also improved the copolymer carrier mobility and absorption coefficient, leading to enhanced JSC and FF, thus giving rise to higher overall efficiencies. NF-PSCs based on PDCB-DFQ812:ITIC exhibited the best performance, with a power conversion efficiency (PCE) of 8.37%. Our comparative research indicates that fluorinated quinoxaline-based conjugated polymers are promising donor materials for NF-PSCs.
Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: A highly sensitive and selective fluorescence chemosensor for Ag+
Cao, Shoupeng,Pei, Zhichao,Xu, Yongqian,Zhang, Ruina,Pei, Yuxin
, p. 45888 - 45896 (2015/06/08)
Fluorescent conjugated polytriazoles (FCP 1-4) containing both 2,5-diphenyl-1,3,5-oxadiazole (OXD) and 1,2,3-triazole moieties in the main chain were synthesized from aromatic diazide (1) and dialkynes (2-5) via click polymerization, respectively. In the polymers, OXDs (fluorophores) and triazole rings (generated via CuAAC acting as metal ion ligands) comprise a fluorescent system. The polytriazoles displayed relatively strong emission with quantum yields in the range of 0.20-0.28 at room temperature in DMF. The study on their ion-responsive properties showed that, although all four FCPs have good selectivity for Ag+, the integration of alkoxy side groups (methoxy for FCP 2, hexyloxy for FCP 3 and 2-ethylhexyloxy for FCP 4) to the main chains of the polytriazoles decreased their sensitivity for Ag+via alteration of the polymer aggregation status and electron density of the main chains. Thus FCP 1 is highly sensitive for Ag+, where its Ksv is as high as 1.44 × 105 M-1 and its lowest detection limit is in the ppb range (4.22 × 10-7 M). This study provides an efficient click approach to the synthesis of a novel fluorescence sensor for Ag+ detection, which could expand the application of click polymerization in designing fluorescence sensors based on the triazole unit. This journal is
