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Use of Side‐Chain Incompatibility for Tailoring Long‐Range p/n Heterojunctions: Photoconductive Nanofibers Formed by Self‐Assembly of an Amphiphilic Donor–Acceptor Dyad Consisting of Oligothiophene and Perylenediimide
Author(s) -
Li WeiShi,
Saeki Akinori,
Yamamoto Yohei,
Fukushima Takanori,
Seki Shu,
Ishii Noriyuki,
Kato Kenichi,
Takata Masaki,
Aida Takuzo
Publication year - 2010
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201000111
Subject(s) - side chain , materials science , nanofiber , microfiber , acceptor , amphiphile , triethylene glycol , absorption (acoustics) , chemical engineering , polymer chemistry , nanotechnology , polymer , copolymer , physics , condensed matter physics , composite material , engineering
To tailor organic p/n heterojunctions with molecular‐level precision, a rational design strategy using side‐chain incompatibility of a covalently connected donor–acceptor (D–A) dyad has been successfully carried out. An oligothiophene–perylenediimide dyad, when modified with triethylene glycol side chains at one terminus and dodecyl side chains at the other ( 2 Amphi ), self‐assembles into nanofibers with a long‐range D/A heterojunction. In contrast, when the dyad is modified with dodecyl side chains at both termini ( 2 Lipo ), ill‐defined microfibers result. In steady‐state measurements using microgap electrodes, a cast film of the nanofiber of 2 Amphi displays far better photoconducting properties than that of the microfiber of 2 Lipo . Flash‐photolysis time‐resolved microwave conductivity measurements, in conjunction with transient absorption spectroscopy, clearly indicate that the nanofiber of 2 Amphi intrinsically allows for better carrier generation and transport properties than the microfibrous assembly of 2 Lipo .