π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties

Takakazu Yamamoto; Motoaki Usui; Haruki Ootsuka; Takayuki Iijima; Hiroki Fukumoto; Yoshimasa Sakai; Shinji Aramaki; Hiroshi M. Yamamoto; Takehiko Yagi; Hiroyuki Tajima; Taku Okada; Takashi Fukuda; Akira Emoto; Hirobumi Ushijima; Miki Hasegawa; Hideki Ohtsu

doi:10.1002/macp.201000246

π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties

Takakazu Yamamoto^*, Motoaki Usui, Haruki Ootsuka, Takayuki Iijima, Hiroki Fukumoto, Yoshimasa Sakai, Shinji Aramaki, Hiroshi M. Yamamoto, Takehiko Yagi, Hiroyuki Tajima, Taku Okada, Takashi Fukuda, Akira Emoto, Hirobumi Ushijima, Miki Hasegawa, Hideki Ohtsu

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

A series of π-conjugated alternating copolymers consisting of Th-ITN-Th and p-C₆H₂(OR)₂ units were synthesized. XRD indicated that the copolymers assume an interdigitation packing mode, and UV-Vis spectra revealed a strong tendency for self-assembly. Upon molecular assembly of the copolymer, the UV-Vis absorption shifted by about 100nm to a longer wavelength from that of the single molecule. The copolymers underwent electrochemical oxidation (or p-doping) and reduction (or n-doping) at 0.2 and -2.0V versus Ag⁺/Ag, respectively. A p-doped copolymer film showed an electrical conductivity of 182 S ·cm^-1, and the temperature dependence of electrical conductivity was measured. The copolymer showed piezochromism and served as a p-channel material for a field-effect transistor.

Original language	English
Pages (from-to)	2138-2147
Number of pages	10
Journal	Macromolecular Chemistry and Physics
Volume	211
Issue number	19
DOIs	https://doi.org/10.1002/macp.201000246
State	Published - 2010/10/01

Keywords

Conducting polymers
Conjugated polymers
Isothianaphthene
Polyaromatics
Self-assembly

ASJC Scopus subject areas

Condensed Matter Physics
Physical and Theoretical Chemistry
Polymers and Plastics
Organic Chemistry
Materials Chemistry

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10.1002/macp.201000246

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Yamamoto, T., Usui, M., Ootsuka, H., Iijima, T., Fukumoto, H., Sakai, Y., Aramaki, S., Yamamoto, H. M., Yagi, T., Tajima, H., Okada, T., Fukuda, T., Emoto, A., Ushijima, H., Hasegawa, M., & Ohtsu, H. (2010). π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties. Macromolecular Chemistry and Physics, 211(19), 2138-2147. https://doi.org/10.1002/macp.201000246

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title = "π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties",

abstract = "A series of π-conjugated alternating copolymers consisting of Th-ITN-Th and p-C6H2(OR)2 units were synthesized. XRD indicated that the copolymers assume an interdigitation packing mode, and UV-Vis spectra revealed a strong tendency for self-assembly. Upon molecular assembly of the copolymer, the UV-Vis absorption shifted by about 100nm to a longer wavelength from that of the single molecule. The copolymers underwent electrochemical oxidation (or p-doping) and reduction (or n-doping) at 0.2 and -2.0V versus Ag+/Ag, respectively. A p-doped copolymer film showed an electrical conductivity of 182 S ·cm-1, and the temperature dependence of electrical conductivity was measured. The copolymer showed piezochromism and served as a p-channel material for a field-effect transistor.",

keywords = "Conducting polymers, Conjugated polymers, Isothianaphthene, Polyaromatics, Self-assembly",

author = "Takakazu Yamamoto and Motoaki Usui and Haruki Ootsuka and Takayuki Iijima and Hiroki Fukumoto and Yoshimasa Sakai and Shinji Aramaki and Yamamoto, {Hiroshi M.} and Takehiko Yagi and Hiroyuki Tajima and Taku Okada and Takashi Fukuda and Akira Emoto and Hirobumi Ushijima and Miki Hasegawa and Hideki Ohtsu",

year = "2010",

month = oct,

day = "1",

doi = "10.1002/macp.201000246",

language = "英語",

volume = "211",

pages = "2138--2147",

journal = "Macromolecular Chemistry and Physics",

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number = "19",

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Yamamoto, T, Usui, M, Ootsuka, H, Iijima, T, Fukumoto, H, Sakai, Y, Aramaki, S, Yamamoto, HM, Yagi, T, Tajima, H, Okada, T, Fukuda, T, Emoto, A, Ushijima, H, Hasegawa, M & Ohtsu, H 2010, 'π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties', Macromolecular Chemistry and Physics, vol. 211, no. 19, pp. 2138-2147. https://doi.org/10.1002/macp.201000246

TY - JOUR

T1 - π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units

T2 - Synthesis, self-assembly, and chemical and physical properties

AU - Yamamoto, Takakazu

AU - Usui, Motoaki

AU - Ootsuka, Haruki

AU - Iijima, Takayuki

AU - Fukumoto, Hiroki

AU - Sakai, Yoshimasa

AU - Aramaki, Shinji

AU - Yamamoto, Hiroshi M.

AU - Yagi, Takehiko

AU - Tajima, Hiroyuki

AU - Okada, Taku

AU - Fukuda, Takashi

AU - Emoto, Akira

AU - Ushijima, Hirobumi

AU - Hasegawa, Miki

AU - Ohtsu, Hideki

PY - 2010/10/1

Y1 - 2010/10/1

N2 - A series of π-conjugated alternating copolymers consisting of Th-ITN-Th and p-C6H2(OR)2 units were synthesized. XRD indicated that the copolymers assume an interdigitation packing mode, and UV-Vis spectra revealed a strong tendency for self-assembly. Upon molecular assembly of the copolymer, the UV-Vis absorption shifted by about 100nm to a longer wavelength from that of the single molecule. The copolymers underwent electrochemical oxidation (or p-doping) and reduction (or n-doping) at 0.2 and -2.0V versus Ag+/Ag, respectively. A p-doped copolymer film showed an electrical conductivity of 182 S ·cm-1, and the temperature dependence of electrical conductivity was measured. The copolymer showed piezochromism and served as a p-channel material for a field-effect transistor.

AB - A series of π-conjugated alternating copolymers consisting of Th-ITN-Th and p-C6H2(OR)2 units were synthesized. XRD indicated that the copolymers assume an interdigitation packing mode, and UV-Vis spectra revealed a strong tendency for self-assembly. Upon molecular assembly of the copolymer, the UV-Vis absorption shifted by about 100nm to a longer wavelength from that of the single molecule. The copolymers underwent electrochemical oxidation (or p-doping) and reduction (or n-doping) at 0.2 and -2.0V versus Ag+/Ag, respectively. A p-doped copolymer film showed an electrical conductivity of 182 S ·cm-1, and the temperature dependence of electrical conductivity was measured. The copolymer showed piezochromism and served as a p-channel material for a field-effect transistor.

KW - Conducting polymers

KW - Conjugated polymers

KW - Isothianaphthene

KW - Polyaromatics

KW - Self-assembly

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U2 - 10.1002/macp.201000246

DO - 10.1002/macp.201000246

M3 - 学術論文

AN - SCOPUS:77957604097

SN - 1022-1352

VL - 211

SP - 2138

EP - 2147

JO - Macromolecular Chemistry and Physics

JF - Macromolecular Chemistry and Physics

IS - 19

ER -

π-Conjugated polymers consisting of isothianaphthene and dialkoxy-p-phenylene units: Synthesis, self-assembly, and chemical and physical properties

Abstract

Keywords

ASJC Scopus subject areas

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