The Critical Role of Electron-Donating Thiophene Groups on the Mechanical and Thermal Properties of Donor–Acceptor Semiconducting Polymers

Zhang, Song; Ocheje, Michael U.; Huang, Lifeng; Galuska, Luke; Cao, Zhiqiang; Luo, Shaochuan; Cheng, Yu‐Hsuan; Ehlenberg, Dakota; Goodman, Renée B.; Zhou, Dongshan; Liu, Yi; Chiu, Yu‐Cheng; Azoulay, Jason D.; Rondeau‐Gagné, Simon; Gu, Xiaodan

doi:10.1002/aelm.201800899

The Critical Role of Electron-Donating Thiophene Groups on the Mechanical and Thermal Properties of Donor–Acceptor Semiconducting Polymers

Journal Article · Wed Mar 13 00:00:00 EDT 2019 · Advanced Electronic Materials

DOI:https://doi.org/10.1002/aelm.201800899· OSTI ID:1599395

Zhang, Song ^[1]; Ocheje, Michael U. ^[2]; Huang, Lifeng ^[3]; Galuska, Luke ^[3]; Cao, Zhiqiang ^[3]; Luo, Shaochuan ^[4]; Cheng, Yu‐Hsuan ^[5]; Ehlenberg, Dakota ^[3]; Goodman, Renée B. ^[2]; Zhou, Dongshan ^[4]; Liu, Yi ^[6]; Chiu, Yu‐Cheng ^[5]; Azoulay, Jason D. ^[3]; Rondeau‐Gagné, Simon ^[2]; ^[3]

School of Polymer Science and EngineeringCenter for Optoelectronic Materials and DevicesThe University of Southern Mississippi Hattiesburg MS 39406 USA; The University of Southern Mississippi
Department of Chemistry and BiochemistryUniversity of Windsor Ontario N9B3P4 Canada
School of Polymer Science and EngineeringCenter for Optoelectronic Materials and DevicesThe University of Southern Mississippi Hattiesburg MS 39406 USA
Department of Polymer Science and EngineeringSchool of Chemistry and Chemical EngineeringState Key Laboratory of Coordination ChemistryNanjing University Nanjing 210093 China
Department of Chemical EngineeringNational Taiwan University of Science and Technology Taipei 106 Taiwan
The Molecular FoundryLawrence Berkeley National Laboratory Berkeley CA 94720 USA

Organic semiconducting donor–acceptor polymers are promising candidates for stretchable electronics owing to their mechanical compliance. However, the effect of the electron-donating thiophene group on the thermomechanical properties of conjugated polymers has not been carefully studied. Here, thin-film mechanical properties are investigated for diketopyrrolopyrrole (DPP)-based conjugated polymers with varying numbers of isolated thiophene moieties and sizes of fused thiophene rings in the polymer backbone. Interestingly, it is found that these thiophene units act as an antiplasticizer, where more isolated thiophene rings or bigger fused rings result in an increased glass transition temperature (T_g) of the polymer backbone, and consequently elastic modulus of the respective DPP polymers. Detailed morphological studies suggests that all samples show similar semicrystalline morphology. This antiplasticization effect also exists in para-azaquinodimethane-based conjugated polymers, indicating that this can be a general trend for various conjugated polymer systems. Using the knowledge gained above, a new DPP-based polymer with increased alkyl side chain density through attaching alky chains to the thiophene unit is engineered. The new DPP polymer demonstrates a record low T_g, and 50% lower elastic modulus than a reference polymer without side-chain decorated on the thiophene unit. Finally, this work provides a general design rule for making low-T_g conjugated polymers for stretchable electronics.

View Accepted Manuscript (DOE)

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); Univ. of Southern Mississippi, Hattiesburg, MI (United States); Univ. of Southern Mississippi, Hattiesburg, MS (United States); University of Southern Mississippi, Hattiesburg, MS (United States)

Sponsoring Organization:: Natural Sciences and Engineering Research Council of Canada (NSERC); USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division

Grant/Contract Number:: AC02-05CH11231; AC02-76SF00515; SC0019361

OSTI ID:: 1599395

Alternate ID(s):: OSTI ID: 1774743
OSTI ID: 1599798
OSTI ID: 1499211
OSTI ID: 1985339

Journal Information:: Advanced Electronic Materials, Journal Name: Advanced Electronic Materials Journal Issue: 5 Vol. 5; ISSN 2199-160X

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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conjugated polymers
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The Critical Role of Electron-Donating Thiophene Groups on the Mechanical and Thermal Properties of Donor–Acceptor Semiconducting Polymers

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