Influence of Branched Alkyl Ester-Labeled Side Chains on Specific Chain Arrangement and Charge-Transport Properties of Diketopyrrolopyrrole-Based Conjugated Polymers

Hyung Jong Kim, Mingyuan Pei, Joong Se Ko, Min Hee Ma, Gi Eun Park, Jimin Baek, Hoichang Yang, Min Ju Cho, Dong Hoon Choi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A series of diketopyrrolopyrrole (DPP)-based copolymers, with DPP and bithiophene (BT) as the electron-acceptor and donor backbone units, respectively, are synthesized with branched alkyl side chains that are either directly coupled to the N-positions of DPP or separated by an alkyl ester group. The ester moieties in the side chains induce specific cohesive molecular interactions between these side chains, as compared to the alkyl-only side chains with weak van der Waals interactions. Structure analysis of the DPPBT-based copolymers demonstrated that the introduction of a proper alkyl ester spacer to the branched alkyl chains can shorten the π-π stacking distance between the DPPBT backbones down to 3.61 Å and promote the development of two-dimensionally extended domains. DPPBT-based copolymers, including different branched alkyl ester-labeled side chains, are spun-cast on polymer-treated SiO2 dielectrics from dilute chloroform solutions for organic thin-film transistors. A DPPBT-based copolymer with properly engineered side chains (i.e., 2-decyltetradecyl ester-labeled side chains) shows the highest hole mobility of 2.30 cm2 V-1 s-1 and an on/off current ratio of above 106.

Original languageEnglish
Pages (from-to)40681-40691
Number of pages11
JournalACS Applied Materials and Interfaces
Volume10
Issue number47
DOIs
Publication statusPublished - 2018 Nov 28

Fingerprint

Conjugated polymers
Transport properties
Charge transfer
Esters
Copolymers
Hole mobility
Molecular interactions
Thin film transistors
Chloroform
Chlorine compounds
Polymers
Electrons

Keywords

  • alkyl ester
  • cohesive side chain interaction
  • conjugated polymer
  • diketopyrrolopyrrole
  • organic thin-film transistor
  • side chain engineering

ASJC Scopus subject areas

  • Materials Science(all)

Cite this

Influence of Branched Alkyl Ester-Labeled Side Chains on Specific Chain Arrangement and Charge-Transport Properties of Diketopyrrolopyrrole-Based Conjugated Polymers. / Kim, Hyung Jong; Pei, Mingyuan; Ko, Joong Se; Ma, Min Hee; Park, Gi Eun; Baek, Jimin; Yang, Hoichang; Cho, Min Ju; Choi, Dong Hoon.

In: ACS Applied Materials and Interfaces, Vol. 10, No. 47, 28.11.2018, p. 40681-40691.

Research output: Contribution to journalArticle

Kim, Hyung Jong ; Pei, Mingyuan ; Ko, Joong Se ; Ma, Min Hee ; Park, Gi Eun ; Baek, Jimin ; Yang, Hoichang ; Cho, Min Ju ; Choi, Dong Hoon. / Influence of Branched Alkyl Ester-Labeled Side Chains on Specific Chain Arrangement and Charge-Transport Properties of Diketopyrrolopyrrole-Based Conjugated Polymers. In: ACS Applied Materials and Interfaces. 2018 ; Vol. 10, No. 47. pp. 40681-40691.
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abstract = "A series of diketopyrrolopyrrole (DPP)-based copolymers, with DPP and bithiophene (BT) as the electron-acceptor and donor backbone units, respectively, are synthesized with branched alkyl side chains that are either directly coupled to the N-positions of DPP or separated by an alkyl ester group. The ester moieties in the side chains induce specific cohesive molecular interactions between these side chains, as compared to the alkyl-only side chains with weak van der Waals interactions. Structure analysis of the DPPBT-based copolymers demonstrated that the introduction of a proper alkyl ester spacer to the branched alkyl chains can shorten the π-π stacking distance between the DPPBT backbones down to 3.61 {\AA} and promote the development of two-dimensionally extended domains. DPPBT-based copolymers, including different branched alkyl ester-labeled side chains, are spun-cast on polymer-treated SiO2 dielectrics from dilute chloroform solutions for organic thin-film transistors. A DPPBT-based copolymer with properly engineered side chains (i.e., 2-decyltetradecyl ester-labeled side chains) shows the highest hole mobility of 2.30 cm2 V-1 s-1 and an on/off current ratio of above 106.",
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