Poly[(p-ethynylphenyl)hydrogalvinoxyl] and Its Polyradical Derivative with High Spin Concentration

Naoki Yoshioka; Hiroyuki Nishide; Takashi Kaneko; Hajime Yoshiki; Eishun Tsuchida

doi:10.1021/ma00041a003

Poly[(p-ethynylphenyl)hydrogalvinoxyl] and Its Polyradical Derivative with High Spin Concentration

Naoki Yoshioka, Hiroyuki Nishide, Takashi Kaneko, Hajime Yoshiki, Eishun Tsuchida

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

52 Citations (Scopus)

Abstract

[4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-methyl]phenyl]acetylene (6), was synthesized and polymerized to yield a solvent-soluble polyacetylene poly-[[4-[(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phenyl] acetylene] (5a). The polymer gave its polyradical derivative 5b through the chemical oxidation with active PbO₂. 5b was stable, whose spin concentration could be increased up to 4.8 × 10²³ spins per molar monomer unit. ESR analysis indicated localization of unpaired electrons in the galvinoxyl residue. ESR analysis also suggested an exchange-narrowing and interpolymer dipole-dipole interaction.

Original language	English
Pages (from-to)	3838-3842
Number of pages	5
Journal	Macromolecules
Volume	25
Issue number	15
DOIs	https://doi.org/10.1021/ma00041a003
Publication status	Published - 1992 Jul 1
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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@article{8b8743803894467c87c31421cbd31df7,

title = "Poly[(p-ethynylphenyl)hydrogalvinoxyl] and Its Polyradical Derivative with High Spin Concentration",

abstract = "[4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-methyl]phenyl]acetylene (6), was synthesized and polymerized to yield a solvent-soluble polyacetylene poly-[[4-[(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phenyl] acetylene] (5a). The polymer gave its polyradical derivative 5b through the chemical oxidation with active PbO2. 5b was stable, whose spin concentration could be increased up to 4.8 × 1023 spins per molar monomer unit. ESR analysis indicated localization of unpaired electrons in the galvinoxyl residue. ESR analysis also suggested an exchange-narrowing and interpolymer dipole-dipole interaction.",

author = "Naoki Yoshioka and Hiroyuki Nishide and Takashi Kaneko and Hajime Yoshiki and Eishun Tsuchida",

year = "1992",

month = jul,

day = "1",

doi = "10.1021/ma00041a003",

language = "English",

volume = "25",

pages = "3838--3842",

journal = "Macromolecules",

issn = "0024-9297",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - Poly[(p-ethynylphenyl)hydrogalvinoxyl] and Its Polyradical Derivative with High Spin Concentration

AU - Yoshioka, Naoki

AU - Nishide, Hiroyuki

AU - Kaneko, Takashi

AU - Yoshiki, Hajime

AU - Tsuchida, Eishun

PY - 1992/7/1

Y1 - 1992/7/1

N2 - [4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-methyl]phenyl]acetylene (6), was synthesized and polymerized to yield a solvent-soluble polyacetylene poly-[[4-[(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phenyl] acetylene] (5a). The polymer gave its polyradical derivative 5b through the chemical oxidation with active PbO2. 5b was stable, whose spin concentration could be increased up to 4.8 × 1023 spins per molar monomer unit. ESR analysis indicated localization of unpaired electrons in the galvinoxyl residue. ESR analysis also suggested an exchange-narrowing and interpolymer dipole-dipole interaction.

AB - [4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-methyl]phenyl]acetylene (6), was synthesized and polymerized to yield a solvent-soluble polyacetylene poly-[[4-[(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]phenyl] acetylene] (5a). The polymer gave its polyradical derivative 5b through the chemical oxidation with active PbO2. 5b was stable, whose spin concentration could be increased up to 4.8 × 1023 spins per molar monomer unit. ESR analysis indicated localization of unpaired electrons in the galvinoxyl residue. ESR analysis also suggested an exchange-narrowing and interpolymer dipole-dipole interaction.

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DO - 10.1021/ma00041a003

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VL - 25

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JO - Macromolecules

JF - Macromolecules

IS - 15

ER -

Poly[(p-ethynylphenyl)hydrogalvinoxyl] and Its Polyradical Derivative with High Spin Concentration

Abstract

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