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Title: Enhancing charge mobilities in organic semiconductors by selective fluorination: a design approach based on a quantum mechanical perspective

Journal Article · · Chemical Science
DOI: https://doi.org/10.1039/c7sc02491f · OSTI ID:1505531
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [3]; ORCiD logo [1]; ORCiD logo [1]
  1. Kent State Univ., Kent, OH (United States). Dept. of Chemistry and Biochemistry
  2. Kent State Univ., Kent, OH (United States). Dept. of Chemistry and Biochemistry; Univ. of Michigan, Ann Arbor, MI (United States). Dept. of Chemistry
  3. Univ. of Michigan, Ann Arbor, MI (United States). Dept. of Chemistry

Selective fluorination of organic semiconducting molecules is proposed as a means to achieving enhanced hole mobility. Naphthalene is examined here as a root molecular system with fluorination performed at various sites. Our quantum chemical calculations show that selective fluorination can enhance attractive intermolecular interactions while reducing charge trapping. Those observations suggest a design principle whereby fluorination is utilized for achieving high charge mobilities in the crystalline form. The utility of this design principle is demonstrated through an application to perylene, which is an important building block of organic semiconducting materials. We also show that a quantum mechanical perspective of nuclear degrees of freedom is crucial for a reliable description of charge transport.

Research Organization:
Kent State Univ., Kent, OH (United States); Univ. of Michigan, Ann Arbor, MI (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF)
Grant/Contract Number:
SC0016501; CHE-1362504; CHE-1464477
OSTI ID:
1505531
Journal Information:
Chemical Science, Vol. 8, Issue 10; ISSN 2041-6520
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 20 works
Citation information provided by
Web of Science

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Cited By (3)

PAH/PAH(CF 3 ) n Donor/Acceptor Charge‐Transfer Complexes in Solution and in Solid‐State Co‐Crystals journal August 2019
Discovery and characterization of an acridine radical photoreductant journal April 2020
Enhancing charge mobilities in selectively fluorinated oligophenyl organic semiconductors: a design approach based on experimental and computational perspectives journal January 2019

Figures / Tables (7)