Synthesis and characterization of a π-conjugated hybrid of oligothiophene and porphyrin

Kenichi Oyaizu; Manabu Hoshino; Masuhide Ishikawa; Takuya Imai; Makoto Yuasa

doi:10.1002/pola.21596

Synthesis and characterization of a π-conjugated hybrid of oligothiophene and porphyrin

Kenichi Oyaizu, Manabu Hoshino, Masuhide Ishikawa, Takuya Imai, Makoto Yuasa^*

^*この研究の対応する著者

研究成果: Article › 査読

7 被引用数 (Scopus)

抄録

5-(3-Thienyl)-10,15,20-triethyl-21H,23H-porphine (H₂(ttep)) was synthesized and characterized. Oxidative polymerization of H₂(ttep) gave a novel oligomeric porphyrin linked at the 2,5-positions of the thienyl group. Electric conductivity of 4 × 10^-1 S/cm after I ₂ doping indicated that the oligomer had a π-conjugated structure with a delocalization of π electrons over the thienylene backbone. PM3 calculations revealed a low HOCO-LUCO gap, which was consistent with the relatively high electric conductivity. Regioregular (head-to-tail) structure was inferred from spectroscopic and calculational results. The pendant porphyrin groups formed a regular J-type array along the thienylene backbone, which was indicated by a significant red shift of the Soret band maximum.

本文言語	English
ページ（範囲）	5403-5412
ページ数	10
ジャーナル	Journal of Polymer Science, Part A: Polymer Chemistry
巻	44
号	18
DOI	https://doi.org/10.1002/pola.21596
出版ステータス	Published - 2006 9月 15
外部発表	はい

ASJC Scopus subject areas

ポリマーおよびプラスチック
有機化学
材料化学

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10.1002/pola.21596

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title = "Synthesis and characterization of a π-conjugated hybrid of oligothiophene and porphyrin",

abstract = "5-(3-Thienyl)-10,15,20-triethyl-21H,23H-porphine (H2(ttep)) was synthesized and characterized. Oxidative polymerization of H2(ttep) gave a novel oligomeric porphyrin linked at the 2,5-positions of the thienyl group. Electric conductivity of 4 × 10-1 S/cm after I 2 doping indicated that the oligomer had a π-conjugated structure with a delocalization of π electrons over the thienylene backbone. PM3 calculations revealed a low HOCO-LUCO gap, which was consistent with the relatively high electric conductivity. Regioregular (head-to-tail) structure was inferred from spectroscopic and calculational results. The pendant porphyrin groups formed a regular J-type array along the thienylene backbone, which was indicated by a significant red shift of the Soret band maximum.",

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author = "Kenichi Oyaizu and Manabu Hoshino and Masuhide Ishikawa and Takuya Imai and Makoto Yuasa",

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T1 - Synthesis and characterization of a π-conjugated hybrid of oligothiophene and porphyrin

AU - Oyaizu, Kenichi

AU - Hoshino, Manabu

AU - Ishikawa, Masuhide

AU - Imai, Takuya

AU - Yuasa, Makoto

PY - 2006/9/15

Y1 - 2006/9/15

N2 - 5-(3-Thienyl)-10,15,20-triethyl-21H,23H-porphine (H2(ttep)) was synthesized and characterized. Oxidative polymerization of H2(ttep) gave a novel oligomeric porphyrin linked at the 2,5-positions of the thienyl group. Electric conductivity of 4 × 10-1 S/cm after I 2 doping indicated that the oligomer had a π-conjugated structure with a delocalization of π electrons over the thienylene backbone. PM3 calculations revealed a low HOCO-LUCO gap, which was consistent with the relatively high electric conductivity. Regioregular (head-to-tail) structure was inferred from spectroscopic and calculational results. The pendant porphyrin groups formed a regular J-type array along the thienylene backbone, which was indicated by a significant red shift of the Soret band maximum.

AB - 5-(3-Thienyl)-10,15,20-triethyl-21H,23H-porphine (H2(ttep)) was synthesized and characterized. Oxidative polymerization of H2(ttep) gave a novel oligomeric porphyrin linked at the 2,5-positions of the thienyl group. Electric conductivity of 4 × 10-1 S/cm after I 2 doping indicated that the oligomer had a π-conjugated structure with a delocalization of π electrons over the thienylene backbone. PM3 calculations revealed a low HOCO-LUCO gap, which was consistent with the relatively high electric conductivity. Regioregular (head-to-tail) structure was inferred from spectroscopic and calculational results. The pendant porphyrin groups formed a regular J-type array along the thienylene backbone, which was indicated by a significant red shift of the Soret band maximum.

KW - Conducting polymers

KW - Conjugated polymers

KW - Macrocycles

KW - Orientation

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Synthesis and characterization of a π-conjugated hybrid of oligothiophene and porphyrin

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