4.4 Article

Synthesis and Characterization of Conjugated Polymers Based on Thieno[3,4-b]Thiophene Quinoidal Unit

Journal

MACROMOLECULAR CHEMISTRY AND PHYSICS
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.202300220

Keywords

1,3-indandione; thieno[3,4-b]thiophene; n-type transport; organic thin-film transistors; quinoidal compounds

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Driven by the success of quinoidal units for high-performance polymer semiconductors, a new quinoidal building block terminated by indandione is reported. Two CPs, P2TbTI-DPP and P2TbTI-TIID, are synthesized through Stille polycondensation by introducing Br atoms into the terminal benzene rings of indandione. The strong electron-withdrawing ability of indandione-terminated quinoidal unit results in low-lying LUMO energy levels of approximately -3.90 eV for P2TbTI-DPP and P2TbTI-TIID. Organic thin-film transistors based on these polymers exhibit n-type transport behavior, with weak dependence on annealing temperature due to the near-amorphous nature of the polymer thin-films.
Driven by the success of quinoidal units for enabling high-performance polymer semiconductors, herein a new quinoidal building block that terminated by indandione is reported. By introducing Br atoms into the terminal benzene rings of indandione, two CPs, P2TbTI-DPP and P2TbTI-TIID, are synthesized through Stille polycondensation. The strong electron-withdrawing ability of indandione-terminated quinoidal unit enables P2TbTI-DPP and P2TbTI-TIID with low-lying LUMO energy levels of approximate to-3.90 eV. Organic thin-film transistors based on P2TbTI-DPP and P2TbTI-TIID exhibit n-type transport behavior. Besides, it is found that the electron mobility of these two polymers is weakly dependent on the annealing temperature due to the near-amorphous of polymer thin-film.

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