Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (<italic style="font-style: italic">E</italic>)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers

Kai Guo; Yu Jiang; Ying Sui; Yun-Feng Deng; Yan-Hou Geng

doi:10.1007/s10118-019-2277-1

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Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers

ARTICLE | Updated：2021-02-18

- Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers
- Chinese Journal of Polymer Science Vol. 37, Issue 11, Pages: 1099-1104(2019)
- Affiliations：
  
  a.School of Materials Science and Engineering, Tianjin University, Tianjin 300072, China
  b.State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  c.Tianjin Key Laboratory of Molecular Optoelectronic Science, Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China
- Author bio：
  
  yunfeng.deng@tju.edu.cn (Y.F.D.)
  yanhou.geng@tju.edu.cn (Y.H.G.)
- Funds：
- DOI：10.1007/s10118-019-2277-1
  CLC：
- Received：11 March 2019，
  
  Revised：2019-4-15，
  
  Accepted：18 April 2019，
  
  Online First：17 June 2019，
  
  Published：2019-11
- Accepted：
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Guo, K.; Jiang, Y.; Sui, Y.; Deng, Y. F.; Geng, Y. H. Dimethylacetamide-promoted direct arylation polycondensation of 6,6′-dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward high molecular weight n-type conjugated polymers. Chinese J. Polym. Sci. 2019, 37, 1099–1104.

Kai Guo, Yu Jiang, Ying Sui, et al. Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers[J]. Chinese Journal of Polymer Science, 2019, 37(11): 1099-1104. DOI: 10.1007/s10118-019-2277-1.
Guo, K.; Jiang, Y.; Sui, Y.; Deng, Y. F.; Geng, Y. H. Dimethylacetamide-promoted direct arylation polycondensation of 6,6′-dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward high molecular weight n-type conjugated polymers. Chinese J. Polym. Sci. 2019, 37, 1099–1104. DOI： 10.1007/s10118-019-2277-1.

Kai Guo, Yu Jiang, Ying Sui, et al. Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers[J]. Chinese Journal of Polymer Science, 2019, 37(11): 1099-1104. DOI: 10.1007/s10118-019-2277-1. DOI：

摘要

Abstract

A highly efficient and eco-friendly protocol for the synthesis of an alternating copolymer poly(7

7′-diazaisoindigo-

alt

)-1

2-bis(3

4-difluorothien-2-yl)ethene) (PAIID-4FTVT)

via

direct arylation polycondensation (DArP) is presented. Through detailed study

we found that the inhibitory effect of 7

7′-diazaisoindigo on DArP stemmed from the coordination of N atom with catalyst can be overcome by using dimethylacetamide (DMAc) as the co-solvent. Thus

PAIID-4FTVT with number-average molecular weight (

)

100 kDa was synthesized

via

DArP by optimizing the content of DMAc. Matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy revealed that PAIID-4FTVT was defect-free. Top gate and bottom contact (TG/BC) organic thin-film transistors (OTFTs) were fabricated to characterize the semiconducting properties of the polymers. PAIID-4FTVT displayed unipolar n-type characteristics with the electron mobility (

) strongly dependent on

. The highest

up to 0.25 cm

·V

–1

·s

–1

was achieved with the high molecular weight sample.

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⁰

Dimethylacetamide-promoted Direct Arylation Polycondensation of 6,6′-Dibromo-7,7′-diazaisoindigo and (E)-1,2-bis(3,4-difluorothien-2-yl)ethene toward High Molecular Weight n-Type Conjugated Polymers

DOI：10.1007/s10118-019-2277-1

摘要

Abstract

关键词

Keywords

references