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Title: Naphthodipyrrolidone (NDP) based conjugated polymers with high electron mobility and ambipolar transport properties

Two novel donor–acceptor π-conjugated polymers based on naphthodipyrrolidone (NDP) were synthesized and characterized. The polymers possess low band gaps and suitable molecular orbital levels as ambipolar semiconductors. The thin film organic field effect transistor of NDP polymers exhibited ambipolar transport properties with a high electron mobility up to 0.67 cm 2 V –1 s –1. The grazing-incidence wide-angle X-ray scattering (GIWAXS) studies demonstrated that the polymer molecules pack into a long-range-ordered lamellar structure with isotropically oriented crystalline domains. Thermal annealing promoted edge-on lamellar stacking as evidenced by the increased diffraction intensity along the out-of-plane direction. In conclusion, the polymer with NDP and bithiophene units achieved the best edge-on lamellar stacking after thermal annealing, which yielded the best electron transport performance in this work.
Authors:
 [1] ;  [2] ;  [1] ;  [1] ;  [1] ;  [2] ; ORCiD logo [2] ; ORCiD logo [3] ;  [4] ; ORCiD logo [1]
  1. The Univ. of Akron, Akron, OH (United States)
  2. Argonne National Lab. (ANL), Argonne, IL (United States)
  3. Qingdao Univ. of Science and Technology, Qingdao (China)
  4. National Chiao Tung Univ., Hsinchu (Taiwan)
Publication Date:
Grant/Contract Number:
AC02-06CH11357
Type:
Accepted Manuscript
Journal Name:
Polymer Chemistry
Additional Journal Information:
Journal Volume: 8; Journal Issue: 21; Journal ID: ISSN 1759-9954
Publisher:
Royal Society of Chemistry
Research Org:
Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org:
National Science Foundation (NSF), Directorate for Mathematical and Physical Sciences Division of Materials Research (MPS-DMR); USDOE Office of Science (SC), Small Business Innovation Research (SBIR) and Small Business Technology Transfer (STTR)
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
OSTI Identifier:
1389642

Zhang, Haichang, Zhang, Shuo, Mao, Yifan, Liu, Kewei, Chen, Yu -Ming, Jiang, Zhang, Strzalka, Joseph, Yang, Wenjun, Wang, Chien -Lung, and Zhu, Yu. Naphthodipyrrolidone (NDP) based conjugated polymers with high electron mobility and ambipolar transport properties. United States: N. p., Web. doi:10.1039/c7py00616k.
Zhang, Haichang, Zhang, Shuo, Mao, Yifan, Liu, Kewei, Chen, Yu -Ming, Jiang, Zhang, Strzalka, Joseph, Yang, Wenjun, Wang, Chien -Lung, & Zhu, Yu. Naphthodipyrrolidone (NDP) based conjugated polymers with high electron mobility and ambipolar transport properties. United States. doi:10.1039/c7py00616k.
Zhang, Haichang, Zhang, Shuo, Mao, Yifan, Liu, Kewei, Chen, Yu -Ming, Jiang, Zhang, Strzalka, Joseph, Yang, Wenjun, Wang, Chien -Lung, and Zhu, Yu. 2017. "Naphthodipyrrolidone (NDP) based conjugated polymers with high electron mobility and ambipolar transport properties". United States. doi:10.1039/c7py00616k. https://www.osti.gov/servlets/purl/1389642.
@article{osti_1389642,
title = {Naphthodipyrrolidone (NDP) based conjugated polymers with high electron mobility and ambipolar transport properties},
author = {Zhang, Haichang and Zhang, Shuo and Mao, Yifan and Liu, Kewei and Chen, Yu -Ming and Jiang, Zhang and Strzalka, Joseph and Yang, Wenjun and Wang, Chien -Lung and Zhu, Yu},
abstractNote = {Two novel donor–acceptor π-conjugated polymers based on naphthodipyrrolidone (NDP) were synthesized and characterized. The polymers possess low band gaps and suitable molecular orbital levels as ambipolar semiconductors. The thin film organic field effect transistor of NDP polymers exhibited ambipolar transport properties with a high electron mobility up to 0.67 cm2 V–1 s–1. The grazing-incidence wide-angle X-ray scattering (GIWAXS) studies demonstrated that the polymer molecules pack into a long-range-ordered lamellar structure with isotropically oriented crystalline domains. Thermal annealing promoted edge-on lamellar stacking as evidenced by the increased diffraction intensity along the out-of-plane direction. In conclusion, the polymer with NDP and bithiophene units achieved the best edge-on lamellar stacking after thermal annealing, which yielded the best electron transport performance in this work.},
doi = {10.1039/c7py00616k},
journal = {Polymer Chemistry},
number = 21,
volume = 8,
place = {United States},
year = {2017},
month = {5}
}

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Naphthalenedicarboximide- vs Perylenedicarboximide-Based Copolymers. Synthesis and Semiconducting Properties in Bottom-Gate N-Channel Organic Transistors
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