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 journalArticle

50 Citations (Scopus)

Abstract

[4-[(3,5-Di-tert-butyl-4-hydroxyphenyl) (3,5-di-tert-butyl -4-oxocyclohexa-2,5-dien-1-ylidene) -methyl]pheny l ]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 languageEnglish
Pages (from-to)3838-3842
Number of pages5
JournalMacromolecules
Volume25
Issue number15
Publication statusPublished - 1992 Jan 1

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Acetylene
Paramagnetic resonance
Polyacetylenes
Derivatives
Polymers
Monomers
Oxidation
Electrons
3,5-di-tert-butyl-4-hydroxyphenyl
galvinoxyl
phenylacetylene

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Yoshioka, N., Nishide, H., Kaneko, T., Yoshiki, H., & Tsuchida, E. (1992). Poly[(p-ethynylphenyl)hydrogalvinoxyl] and its polyradical derivative with high spin concentration. Macromolecules, 25(15), 3838-3842.

Poly[(p-ethynylphenyl)hydrogalvinoxyl] and its polyradical derivative with high spin concentration. / Yoshioka, Naoki; Nishide, Hiroyuki; Kaneko, Takashi; Yoshiki, Hajime; Tsuchida, Eishun.

In: Macromolecules, Vol. 25, No. 15, 01.01.1992, p. 3838-3842.

Research output: Contribution to journalArticle

Yoshioka, N, Nishide, H, Kaneko, T, Yoshiki, H & Tsuchida, E 1992, 'Poly[(p-ethynylphenyl)hydrogalvinoxyl] and its polyradical derivative with high spin concentration', Macromolecules, vol. 25, no. 15, pp. 3838-3842.
Yoshioka, Naoki ; Nishide, Hiroyuki ; Kaneko, Takashi ; Yoshiki, Hajime ; Tsuchida, Eishun. / Poly[(p-ethynylphenyl)hydrogalvinoxyl] and its polyradical derivative with high spin concentration. In: Macromolecules. 1992 ; Vol. 25, No. 15. pp. 3838-3842.
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N2 - [4-[(3,5-Di-tert-butyl-4-hydroxyphenyl) (3,5-di-tert-butyl -4-oxocyclohexa-2,5-dien-1-ylidene) -methyl]pheny l ]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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