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Title: An Imide-Based Pentacyclic Building Block for n-Type Organic Semiconductors

Journal Article · · Chemistry - A European Journal
 [1];  [2]; ORCiD logo [1];  [1];  [1];  [3];  [3];  [4];  [2];  [1];  [2];  [1]
  1. Soochow Univ., Suzhou (China). Inst. of Functional Nano & Soft Materials (FUNSOM)
  2. Peking Univ., Beijing (China). Beijing National Lab. for Molecular Sciences, Key Lab. of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Key Lab. of Polymer Chemistry and Physics of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering
  3. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Science (CNMS)
  4. Argonne National Lab. (ANL), Lemont, IL (United States). Science Div.

A new electron-deficient unit with fused 5-heterocyclic ring was developed by replacing a cyclopenta-1,3-diene from electron-rich donor indacenodithiophene (IDT) with cyclohepta- 4,6-diene-1,3-diimde unit. The imide bridging endows BBI with fixed planar configuration and both low the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbit (LUMO) energy levels. Organic field-effect transistors (OFETs) based on BBI polymers exhibit electron mobility up to 0.34 cm2 V-1 s-1, which indicates that the BBI is a promising ntype semiconductor for optoelectronics.

Research Organization:
Argonne National Laboratory (ANL)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Materials Sciences & Engineering Division; National Natural Science Foundation of China (NNSFC)
Grant/Contract Number:
AC05-00OR22725; AC02-06CH11357
OSTI ID:
1411169
Alternate ID(s):
OSTI ID: 1427654; OSTI ID: 1398725
Journal Information:
Chemistry - A European Journal, Journal Name: Chemistry - A European Journal Journal Issue: 59 Vol. 23; ISSN 0947-6539
Publisher:
ChemPubSoc EuropeCopyright Statement
Country of Publication:
United States
Language:
English

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Cited By (4)

Synthesis and characterization of new N-{4,6-bis[2-(het)arylvinyl]pyrimidin-2-yl}-substituted polycyclic aromatic imides journal September 2019
Design strategies of n-type conjugated polymers for organic thin-film transistors journal January 2019
Rational design strategies for electron-deficient semiconducting polymers in ambipolar/n-channel organic transistors and all-polymer solar cells journal January 2018
Imide‐Functionalized Polymer Semiconductors journal December 2018