Soft and Stretchable Thienopyrroledione–Based Polymers via Direct Arylation

Lin, Angela; Guio, Lorenzo; LeCroy, Garrett; Lo, Stanley; Sharif, Adnan; Wang, Yunfei; Salleo, Alberto; Gu, Xiaodan; Luscombe, Christine K.; Tran, Helen

doi:10.1002/aelm.202400756

Soft and Stretchable Thienopyrroledione–Based Polymers via Direct Arylation

Journal Article · Mon Feb 03 23:00:00 EST 2025 · Advanced Electronic Materials

DOI:https://doi.org/10.1002/aelm.202400756· OSTI ID:2566741

^[1]; Guio, Lorenzo ^[2]; ^[3]; ^[4]; Sharif, Adnan ^[5]; ^[6]; Salleo, Alberto ^[3]; ^[6]; ^[7]; ^[5]

University of Toronto, ON (Canada); University of Washington
University of Washington, Seattle, WA (United States)
Stanford University, CA (United States)
University of Toronto, ON (Canada); Vector Institute for Artificial Intelligence, Toronto, ON (Canada)
University of Toronto, ON (Canada)
University of Southern Mississippi, Hattiesburg, MS (United States)
University of Washington, Seattle, WA (United States); Okinawa Institute of Science and Technology Graduate University (Japan)

π-conjugated polymers (CPs) that are concurrently soft and stretchable are needed for deformable electronics. Molecular-level modification of indacenodithiophene (IDT) copolymers, a class of CPs that exhibit high hole mobilities (μ_hole), is an approach that can help realize intrinsically soft and stretchable CPs. Numerous examples of design strategies to adjust the stretchability of CPs exist, but imparting softness is comparatively less studied. In this study, a systematic molecular weight (MW) series is constructed on a promising candidate for soft CPs, poly(indacenodithiophene-co-thienopyrroledione) (p(IDT_C16-TPD_C8)), by optimizing direct arylation polymerization conditions in hopes of improving stretchability and μhole without significantly impacting softness. We found p(IDT_C16-TPD_C8) at a degree of polymerization of 32 shows high stretchability (crack onset strain, CoS > 100%) without significantly impacting softness (elastic modulus, E = 32 MPa), which to the best of our knowledge outperforms previously reported stretchable and soft CPs. To further study how molecular-level modifications impact polymer properties, a MW series of a new extended donor unit polymer, poly(indacenodithienothiophene-co-thienopyrroledione) (p(IDTT_C16-TPD_C8)), was synthesized. The IDTT_C16 copolymers did not result in a greater average μ_hole when comparing between p(IDTT_C16-TPD_C8) and p(IDT_C16-TPD_C8) despite their higher crystallinity observed by GIWAXS. While these findings warrant further investigation, this study points toward unique charge transport properties of IDT-based polymers.

View Accepted Manuscript (DOE)

Research Organization:: University of Washington, Seattle, WA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division (MSE); JSPS KAKENHI; National Science Foundation (NSF)

Grant/Contract Number:: SC0020046; AC02-76SF00515

OSTI ID:: 2566741

Journal Information:: Advanced Electronic Materials, Journal Name: Advanced Electronic Materials; ISSN 2199-160X

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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