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Title: Effects of Molecular Structure and Packing Order on the Stretchability of Semicrystalline Conjugated Poly(Tetrathienoacene-diketopyrrolopyrrole) Polymers

The design of polymer semiconductors possessing high charge transport performance, coupled with good ductility, remains a challenge. Understanding the distribution and behavior of both crystalline domains and amorphous regions in conjugated polymer films, upon an applied stress, shall provide general guiding principles to design stretchable organic semiconductors. Structure–property relationships (especially in both side chain and backbone engineering) are investigated for a series of poly(tetrathienoacene-diketopyrrolopyrrole) polymers. It is observed that the fused thiophene diketopyrrolopyrrole-based polymer, when incorporated with branched side chains and an additional thiophene spacer in the backbone, exhibits improved mechanical endurance and, in addition, does not show crack propagation until 40% strain. Furthermore, this polymer exhibits a hole mobility of 0.1 cm2 V -1 s -1 even at 100% strain or after recovered from strain, which reveals prominent continuity and viscoelasticity of the polymer thin film. In conclusion, it is also observed that the molecular packing orientations (either edge-on or face-on) significantly affect the mechanical compliance of the polymer films. The improved stretchability of the polymers is attributed to both the presence of soft amorphous regions and the intrinsic packing arrangement of its crystalline domains.
Authors:
 [1] ;  [2] ;  [3] ;  [4] ;  [4] ;  [5] ;  [4] ;  [6] ;  [6] ;  [6] ;  [4] ;  [5] ;  [7] ;  [4]
  1. Stanford Univ., CA (United States). Dept. of Chemical Engineering; National Taiwan Univ., Taipei (Taiwan). Dept. of Chemical Engineering
  2. National Taipei Univ. of Technology, Taipei (Taiwan). Dept. of Chemical Engineering and Biotechnology
  3. Stanford Univ., CA (United States). Dept. of Chemical Engineering; SLAC National Accelerator Lab., Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL); Univ. of Southern Mississippi, Hattiesburg (United States). School of Polymers and High Performance Materials
  4. Stanford Univ., CA (United States). Dept. of Chemical Engineering
  5. SLAC National Accelerator Lab., Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL)
  6. Corning Incorporated, Corning, NY (United States)
  7. National Taiwan Univ., Taipei (Taiwan). Dept. of Chemical Engineering
Publication Date:
Grant/Contract Number:
NSC 103-2917-I-002-165; FA9550-15-1-0106; AC02-76SF00515
Type:
Accepted Manuscript
Journal Name:
Advanced Electronic Materials
Additional Journal Information:
Journal Volume: 3; Journal Issue: 2; Journal ID: ISSN 2199-160X
Publisher:
Wiley
Research Org:
SLAC National Accelerator Lab., Menlo Park, CA (United States)
Sponsoring Org:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); US Air Force Office of Scientific Research (AFOSR); Ministry of Science and Technology,Taiwan
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; alkyl side chains; conjugated polymers; crystalline orientation; organic field-effect transitors; stretchable electronics
OSTI Identifier:
1353111
Alternate Identifier(s):
OSTI ID: 1401503

Lu, Chien, Lee, Wen-Ya, Gu, Xiaodan, Xu, Jie, Chou, Ho-Hsiu, Yan, Hongping, Chiu, Yu-Cheng, He, Mingqian, Matthews, James R., Niu, Weijun, Tok, Jeffery B. -H., Toney, Michael F., Chen, Wen-Chang, and Bao, Zhenan. Effects of Molecular Structure and Packing Order on the Stretchability of Semicrystalline Conjugated Poly(Tetrathienoacene-diketopyrrolopyrrole) Polymers. United States: N. p., Web. doi:10.1002/aelm.201600311.
Lu, Chien, Lee, Wen-Ya, Gu, Xiaodan, Xu, Jie, Chou, Ho-Hsiu, Yan, Hongping, Chiu, Yu-Cheng, He, Mingqian, Matthews, James R., Niu, Weijun, Tok, Jeffery B. -H., Toney, Michael F., Chen, Wen-Chang, & Bao, Zhenan. Effects of Molecular Structure and Packing Order on the Stretchability of Semicrystalline Conjugated Poly(Tetrathienoacene-diketopyrrolopyrrole) Polymers. United States. doi:10.1002/aelm.201600311.
Lu, Chien, Lee, Wen-Ya, Gu, Xiaodan, Xu, Jie, Chou, Ho-Hsiu, Yan, Hongping, Chiu, Yu-Cheng, He, Mingqian, Matthews, James R., Niu, Weijun, Tok, Jeffery B. -H., Toney, Michael F., Chen, Wen-Chang, and Bao, Zhenan. 2016. "Effects of Molecular Structure and Packing Order on the Stretchability of Semicrystalline Conjugated Poly(Tetrathienoacene-diketopyrrolopyrrole) Polymers". United States. doi:10.1002/aelm.201600311. https://www.osti.gov/servlets/purl/1353111.
@article{osti_1353111,
title = {Effects of Molecular Structure and Packing Order on the Stretchability of Semicrystalline Conjugated Poly(Tetrathienoacene-diketopyrrolopyrrole) Polymers},
author = {Lu, Chien and Lee, Wen-Ya and Gu, Xiaodan and Xu, Jie and Chou, Ho-Hsiu and Yan, Hongping and Chiu, Yu-Cheng and He, Mingqian and Matthews, James R. and Niu, Weijun and Tok, Jeffery B. -H. and Toney, Michael F. and Chen, Wen-Chang and Bao, Zhenan},
abstractNote = {The design of polymer semiconductors possessing high charge transport performance, coupled with good ductility, remains a challenge. Understanding the distribution and behavior of both crystalline domains and amorphous regions in conjugated polymer films, upon an applied stress, shall provide general guiding principles to design stretchable organic semiconductors. Structure–property relationships (especially in both side chain and backbone engineering) are investigated for a series of poly(tetrathienoacene-diketopyrrolopyrrole) polymers. It is observed that the fused thiophene diketopyrrolopyrrole-based polymer, when incorporated with branched side chains and an additional thiophene spacer in the backbone, exhibits improved mechanical endurance and, in addition, does not show crack propagation until 40% strain. Furthermore, this polymer exhibits a hole mobility of 0.1 cm2 V-1 s-1 even at 100% strain or after recovered from strain, which reveals prominent continuity and viscoelasticity of the polymer thin film. In conclusion, it is also observed that the molecular packing orientations (either edge-on or face-on) significantly affect the mechanical compliance of the polymer films. The improved stretchability of the polymers is attributed to both the presence of soft amorphous regions and the intrinsic packing arrangement of its crystalline domains.},
doi = {10.1002/aelm.201600311},
journal = {Advanced Electronic Materials},
number = 2,
volume = 3,
place = {United States},
year = {2016},
month = {12}
}

Works referenced in this record:

Thin Film Structure of Triisopropylsilylethynyl-Functionalized Pentacene and Tetraceno[2,3-b]thiophene from Grazing Incidence X-Ray Diffraction
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Materials and Mechanics for Stretchable Electronics
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