Study on Direct Arylation of Bithiophene with Dibromoxanthene: Detection of Polymer, Oligomeric and Cyclic Byproducts and Easy Separation of the Polymer

We studied the facile synthesis of ortho‐phenylene‐based conjugated polymers through transformation of cross‐conjugated polymers having [2]dendralene moiety, poly(2,3‐diaryl[2]dendralene)s (P1s), and demonstrated the sequential synthesis of (Z)‐alkene‐ and ortho‐arylene‐containing conjugated polymers from P1s. P1s were transformed into cyclohexa‐1,4‐diene‐containing conjugated polymers (P2s) through a Diels–Alder reaction. Aromatization of the cyclohexa‐1,4‐diene skeleton was achieved by using 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone to give the ortho‐phenylene‐containing conjugated polymers (P3s). The ultraviolet–visible and fluorescence spectra of the cross‐conjugated polymers P1s, and the conjugated polymers P2s and P3s indicated that the π–π interactions between the arylene moieties in P2s were stronger than those in P1s and P3s. The synthetic method for P2s and P3s offers an effective synthesis of various types of (Z)‐alkene‐ and ortho‐arylene‐containing conjugated polymers. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 827–832

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Facile synthesis of ortho‐Phenylene‐based conjugated polymers through transformation of cross‐conjugated poly(2,3‐diaryl[2]dendralene)s and their optical properties

Koizumi

Kameda

Saito

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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Theoretical design, synthesis, characterization and solvatochromic studies and non-linear optical properties of poly[( 2,3,5,6- tetrafluorophenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine)] copolymer

Baby

Anugop²,

Kailasnath³

et al. 2022

J Polym Res

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Theoretical design, synthesis and third-order non-linear optical properties of thiophene and tetrafluorobenzene based low band gap conducting polymers

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Theresa

Sreekumar

2022

Journal of Molecular Structure

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Study on Direct Arylation of Bithiophene with Dibromoxanthene: Detection of Polymer, Oligomeric and Cyclic Byproducts and Easy Separation of the Polymer

Cited by 5 publications

References 35 publications

Facile synthesis of ortho‐Phenylene‐based conjugated polymers through transformation of cross‐conjugated poly(2,3‐diaryl[2]dendralene)s and their optical properties

Facile synthesis of ortho‐Phenylene‐based conjugated polymers through transformation of cross‐conjugated poly(2,3‐diaryl[2]dendralene)s and their optical properties

Theoretical design, synthesis, characterization and solvatochromic studies and non-linear optical properties of poly[( 2,3,5,6- tetrafluorophenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine)] copolymer

Theoretical design, synthesis and third-order non-linear optical properties of thiophene and tetrafluorobenzene based low band gap conducting polymers

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