The application of double click to synthesize a third-order nonlinear polymer containing donor–acceptor chromophores

Wang, Dong; Guo, Qingsen; Gao, Hong; Yang, Zhou; Xing, Yan; Cao, Hui; He, Wanli; Gu, Jianming; Hu, Huiying

doi:10.1039/c6py00106h

Cited by 28 publications

(12 citation statements)

References 40 publications

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“…[114] Ar egio-irregular polythiophene derivative with dialkylanilino-substituted alkyne side chains was synthesized by Suzuki polycondensation. [114] Ar egio-irregular polythiophene derivative with dialkylanilino-substituted alkyne side chains was synthesized by Suzuki polycondensation.…”

Section: Low-bandgap Semiconducting Polymers By Ca-re Click Postfuncmentioning

confidence: 99%

“…Thec lick postfunctionalization of polymer side chains could be applied to other conjugated polymers,s uch as polythiophene,p oly(p-phenyleneethynylene), and poly-(phenylacetylene) derivatives. [114] Ar egio-irregular polythiophene derivative with dialkylanilino-substituted alkyne side chains was synthesized by Suzuki polycondensation. The subsequent CA-RE reaction with TCNE yielded P17.…”

Section: Low-bandgap Semiconducting Polymers By Ca-re Click Postfuncmentioning

confidence: 99%

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The [2+2] Cycloaddition‐Retroelectrocyclization (CA‐RE) Click Reaction: Facile Access to Molecular and Polymeric Push‐Pull Chromophores

2018

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The [2+2] cycloaddition-retroelectrocyclization (CA-RE) reaction between electron-rich alkynes and electron-deficient alkenes is an efficient procedure to create nonplanar donor-acceptor (D-A) chromophores in both molecular and polymeric platforms. They feature attractive properties including intramolecular charge-transfer (ICT) bands, nonlinear optical properties, and redox activities for use in next-generation electronic and optoelectronic devices. This Review summarizes the development of the CA-RE reaction, starting from the initial reports with organometallic compounds to the extension to purely organic systems. The structural requirements for rapid, high-yielding transformations with true click chemistry character are illustrated by examples that include the broad alkyne and alkene substitution modes. The CA-RE click reaction has been successfully applied to polymer synthesis, with the resulting polymeric push-pull chromophores finding many interesting applications.

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Section: Low-bandgap Semiconducting Polymers By Ca-re Click Postfuncmentioning

confidence: 99%

Section: Low-bandgap Semiconducting Polymers By Ca-re Click Postfuncmentioning

confidence: 99%

The [2+2] Cycloaddition‐Retroelectrocyclization (CA‐RE) Click Reaction: Facile Access to Molecular and Polymeric Push‐Pull Chromophores

2018

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“…2,5-dibromoiodobenzene [41], N,N-dihexadecyl-4-iodoaniline [42], 4-ethynyl- [44], and 4-((2,5-diethynylphenyl)ethynyl)-N,N-dihexadecylaniline (3) [44] were synthesized according to the methods described in the literature.…”

Section: Methodsmentioning

confidence: 99%

Energy-level tuning of poly(p-phenylenebutadiynylene) derivatives by click chemistry-type postfunctionalization of side-chain alkynes

Wang

Gao

Wang

et al. 2016

Reactive and Functional Polymers

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“…Thereafter, by employing this Cu(PPh 3 ) 3 Br catalyst, various functions of topologic polytriazoles have been reported . Among them, the development of efficient solid‐state luminescent polymers is critically important for application in the areas of fluorescent chemosensors and organic light‐emitting diodes, etc .…”

Section: Metal‐catalyzed Click Polymerizationmentioning

confidence: 99%

Progress on Catalytic Systems Used in Click Polymerization

Huang

Qin

et al. 2018

Macromol. Rapid Commun.

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Click polymerization, a powerful synthetic technique to construct polymers with unique structures and advanced functions, is of crucial importance in the areas of polymer and material sciences. A variety of click polymerizations such as azide-alkyne, thiol-yne, amino-yne, and hydroxyl-yne reactions have been established, wherein the catalytic systems play an indispensable role in realizing these highly practical reactions based on triple-bond building blocks, as they directly influence the efficiencies of the click polymerizations and the performances of the resultant polymers. The vital employment of catalysts is reviewed and their developments from innovative discoveries to the eminent position are outlined. Moreover, the challenges and perspectives in this area are also briefly discussed.

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The application of double click to synthesize a third-order nonlinear polymer containing donor–acceptor chromophores

Abstract: A new linear polymer containing the dialkylaniline-substituted electron-rich alkynes in the side chains was designed and synthesized by copper-catalyzed azide–alkyne cycloaddition (CuAAC).

Cited by 28 publications

References 40 publications

The [2+2] Cycloaddition‐Retroelectrocyclization (CA‐RE) Click Reaction: Facile Access to Molecular and Polymeric Push‐Pull Chromophores

The [2+2] Cycloaddition‐Retroelectrocyclization (CA‐RE) Click Reaction: Facile Access to Molecular and Polymeric Push‐Pull Chromophores

Energy-level tuning of poly(p-phenylenebutadiynylene) derivatives by click chemistry-type postfunctionalization of side-chain alkynes

Progress on Catalytic Systems Used in Click Polymerization

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