Sulfide bond formation for the synthesis of poly(thioarylene) through oxidation of sulfur chloride with aromatics

Kimihisa Yamamoto, Mitsutoshi Jikei, Kenji Miyatake, Junya Katoh, Hiroyuki Nishide, Eishun Tsuchida

Research output: Contribution to journalArticle

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Abstract

A new homogeneous series of hydrocarbon polymers having phenoxy and thiophenoxy units in the main chain were prepared by oxidative polymerization of α,ω-diphenoxyalkanes (m = 2-8, 10) with S2Cl2. Polymers with weight-average molecular weights in the range of 4800-33 500 have been obtained in high yields (>94%). The effect of the chain length of the methylene units on the thermal properties of the polymers is discussed. Increasing the length of the methylene units results in a decrease in the glass transition temperature (Tg) of the polymers. An alternating odd-even effect in melting temperatures (Tm) and molecular weights is observed. The resulting polymers having even numbers of methylene units possess a higher melting temperature and lower molecular weight than those of the odd numbered ones. Polymerization of S2Cl2 with other aromatic compounds, such as p-xylene, durene, and diphenyl ether, is also demonstrated to yield the corresponding poly(thioarylene)s. The polymerization proceeds via a cationic mechanism through the oxidation of the disulfide bond.

Original languageEnglish
Pages (from-to)4312-4317
Number of pages6
JournalMacromolecules
Volume27
Issue number15
Publication statusPublished - 1994 Jan 1

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Sulfides
Polymers
Sulfur
Oxidation
Molecular weight
Polymerization
Melting point
Aromatic compounds
Xylene
Hydrocarbons
Chain length
Disulfides
Ethers
Thermodynamic properties
sulfur monochloride

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Yamamoto, K., Jikei, M., Miyatake, K., Katoh, J., Nishide, H., & Tsuchida, E. (1994). Sulfide bond formation for the synthesis of poly(thioarylene) through oxidation of sulfur chloride with aromatics. Macromolecules, 27(15), 4312-4317.

Sulfide bond formation for the synthesis of poly(thioarylene) through oxidation of sulfur chloride with aromatics. / Yamamoto, Kimihisa; Jikei, Mitsutoshi; Miyatake, Kenji; Katoh, Junya; Nishide, Hiroyuki; Tsuchida, Eishun.

In: Macromolecules, Vol. 27, No. 15, 01.01.1994, p. 4312-4317.

Research output: Contribution to journalArticle

Yamamoto, K, Jikei, M, Miyatake, K, Katoh, J, Nishide, H & Tsuchida, E 1994, 'Sulfide bond formation for the synthesis of poly(thioarylene) through oxidation of sulfur chloride with aromatics', Macromolecules, vol. 27, no. 15, pp. 4312-4317.
Yamamoto, Kimihisa ; Jikei, Mitsutoshi ; Miyatake, Kenji ; Katoh, Junya ; Nishide, Hiroyuki ; Tsuchida, Eishun. / Sulfide bond formation for the synthesis of poly(thioarylene) through oxidation of sulfur chloride with aromatics. In: Macromolecules. 1994 ; Vol. 27, No. 15. pp. 4312-4317.
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