Improved Mobility–Stretchability Properties of Diketopyrrolopyrrole‐Based Conjugated Polymers with Diastereomeric Conjugation Break Spacers

Author:

Chen Pin‐Hong1,Shimizu Hiroya2,Matsuda Megumi2,Higashihara Tomoya2ORCID,Lin Yan‐Cheng13

Affiliation:

1. Department of Chemical Engineering National Cheng Kung University Tainan City 70101 Taiwan

2. Department of Organic Materials Science Graduate School of Organic Materials Science Yamagata University 4‐3‐16 Jonan Yonezawa Yamagata 992–8510 Japan

3. Advanced Research Center for Green Materials Science and Technology National Taiwan University Taipei 10617 Taiwan

Abstract

AbstractStretchable conjugated polymers with conjugation break spacers (CBSs) synthesized via random terpolymerization have gained considerable attention because of their efficacy in modulating mobility and stretchability. This study incorporates a series of dianhydrohexitol diastereomers of isosorbide (ISB) and isomannide (IMN) units into the diketopyrrolopyrrole‐based backbone as CBSs. It is found that the distorted CBS (IMN) improves the mobility–stretchability properties of the polymer with a highly coplanar backbone, whereas the extended CBS (ISB) enhances those of the polymer with a noncoplanar backbone. Additionally, the different configurations of ISB and IMN sufficiently affect the solid‐state packing, aggregation capabilities, crystallographic parameters, and mobility–stretchability properties of the polymer. The IMN‐based polymers exhibit the highest mobility of 1.69 cm2 V−1 s−1 and crystallinity retentions of (85.7, 78.6)% under 20% and 60% strains, outperforming their ISB‐based or unmodified counterparts. The improvement is correlated with a robust aggregation capability. Furthermore, the CBS content affects aggregation behavior, notably affecting mobility. This result indicates that incorporating CBSs into the polymer can enhance backbone flexibility via movement and rotation of the CBS without affecting the crystalline regions.

Funder

Ministry of Scientific and Technological Development, Higher Education and Information Society

National Science and Technology Council

Japan Society for the Promotion of Science

Publisher

Wiley

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