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Rapid Commun."],"published-print":{"date-parts":[[2023,12]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    3,4\u2010Difluorothiophene\u2010substituted aryls, i.e., 1,4\u2010bis(3,4\u2010difluorothiophen\u20102\u2010yl)\u2010benzene (Ph\u20102FTh), 1,4\u2010bis(3,4\u2010difluorothiophen\u20102\u2010yl)\u20102,5\u2010difluorobenzene (2FPh\u20102FTh), and 4,7\u2010bis(3,4\u2010difluorothiophen\u20102\u2010yl)\u20102,1,3\u2010benzothiadiazole (BTz\u20102FTh), are synthesized as C\u2500H monomers for the synthesis of conjugated polymers (CPs) via direct arylation polycondensation (DArP) with diketopyrrolopyrrole (DPP) and isoindigo (IID) derivatives as C\u2500Br monomers. The Gibbs free energies of activation for direct arylation (\u0394\n                    <jats:italic>G<\/jats:italic>\n                    <jats:sub>298\u00a0K<\/jats:sub>\n                    , kcal mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ) for \u03b1\u2500C\u2500H bonds of thiophene moieties as calculated by density functional theory (DFT) are 14.3, 16.5, and 16.4\u00a0kcal mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    for Ph\u20102FTh, 2FPh\u20102FTh and BTz\u20102FTh, respectively, meaning that inserting an electron\u2010deficient unit in 3,3\u2032,4,4\u2032\u2010tetrafluoro\u20102,2\u2032\u2010bithiophene (4FBT, \u0394\n                    <jats:italic>G<\/jats:italic>\n                    <jats:sub>298K<\/jats:sub>\n                    : 14.6\u00a0kcal mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ) may cause a reactivity decrease of the C\u2500H monomers. Photophysical and semiconducting properties of the resulting six CPs (i.e., DPP\u2010Ph, DPP\u20102FPh, DPP\u2010BTz, 2FIID\u2010Ph, 2FIID\u20102FPh, and 2FIID\u2010BTz) are characterized in detail. DPP\u2010based CPs show ambipolar transport properties while IID\u2010based ones exhibited\n                    <jats:italic>n<\/jats:italic>\n                    \u2010type behavior owing to the deeper frontier molecular orbital energy levels of IID\u2010based CPs. With source\/drain electrodes modified with polyethylenimine ethoxylated,\n                    <jats:italic>n<\/jats:italic>\n                    \u2010channel organic thin\u2010film transistors with maximum electron mobility of 0.40, 0.54, 0.29, 0.05, 0.16, and 0.01 cm\n                    <jats:sup>2<\/jats:sup>\n                    V\n                    <jats:sup>\u22121<\/jats:sup>\n                    s\n                    <jats:sup>\u22121<\/jats:sup>\n                    for DPP\u2010Ph, DPP\u20102FPh, DPP\u2010BTz, 2FIID\u2010Ph, 2FIID\u20102FPh, and 2FIID\u2010BTz, respectively, are fabricated. DPP\u20102FPh exhibits the best device performance due to the good film morphology and the highest intermolecular packing order.\n                  <\/jats:p>","DOI":"10.1002\/marc.202300393","type":"journal-article","created":{"date-parts":[[2023,8,28]],"date-time":"2023-08-28T19:13:30Z","timestamp":1693250010000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Conjugated Polymers from Direct Arylation Polycondensation of 3,4\u2010Difluorothiophene\u2010Substituted Aryls: Synthesis and Properties"],"prefix":"10.1002","volume":"44","author":[{"given":"Ying","family":"Sui","sequence":"first","affiliation":[{"name":"School of Materials Science and Engineering Tianjin Chengjian University  Tianjin 300384 P. R. China"},{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xuwen","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chenhui","family":"Xu","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yibo","family":"Shi","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yunfeng","family":"Deng","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yang","family":"Han","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4997-3925","authenticated-orcid":false,"given":"Yanhou","family":"Geng","sequence":"additional","affiliation":[{"name":"School of Materials Science and Engineering and Tianjin Key Laboratory of Molecular Optoelectronic Science Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin University  Tianjin 300072 P. R. 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