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

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  • Song Zhang
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Michael U. Ocheje
    Department of Chemistry and Biochemistry University of Windsor Ontario N9B3P4 Canada
  • Lifeng Huang
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Luke Galuska
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Zhiqiang Cao
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Shaochuan Luo
    Department of Polymer Science and Engineering School of Chemistry and Chemical Engineering State Key Laboratory of Coordination Chemistry Nanjing University Nanjing 210093 China
  • Yu‐Hsuan Cheng
    Department of Chemical Engineering National Taiwan University of Science and Technology Taipei 106 Taiwan
  • Dakota Ehlenberg
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Renée B. Goodman
    Department of Chemistry and Biochemistry University of Windsor Ontario N9B3P4 Canada
  • Dongshan Zhou
    Department of Polymer Science and Engineering School of Chemistry and Chemical Engineering State Key Laboratory of Coordination Chemistry Nanjing University Nanjing 210093 China
  • Yi Liu
    The Molecular Foundry Lawrence Berkeley National Laboratory Berkeley CA 94720 USA
  • Yu‐Cheng Chiu
    Department of Chemical Engineering National Taiwan University of Science and Technology Taipei 106 Taiwan
  • Jason D. Azoulay
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA
  • Simon Rondeau‐Gagné
    Department of Chemistry and Biochemistry University of Windsor Ontario N9B3P4 Canada
  • Xiaodan Gu
    School of Polymer Science and Engineering Center for Optoelectronic Materials and Devices The University of Southern Mississippi Hattiesburg MS 39406 USA

書誌事項

公開日
2019-03-13
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#am
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/aelm.201800899
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>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 (<jats:italic>T</jats:italic><jats:sub>g</jats:sub>) 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 <jats:italic>para</jats:italic>‐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 <jats:italic>T</jats:italic><jats:sub>g</jats:sub>, and 50% lower elastic modulus than a reference polymer without side‐chain decorated on the thiophene unit. This work provides a general design rule for making low‐<jats:italic>T</jats:italic><jats:sub>g</jats:sub> conjugated polymers for stretchable electronics.</jats:p>

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