Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts

Bong Rae Cho; Tae Hoon Kim; Kyung Hwa Son; Yong Kwan Kim; Yun Kyong Lee; Seung Joon Jeon

doi:10.1021/ma0005116

Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts

Bong Rae Cho, Tae Hoon Kim, Kyung Hwa Son, Yong Kwan Kim, Yun Kyong Lee, Seung Joon Jeon

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

10 Citations (Scopus)

Abstract

The mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride was studied kinetically. The reaction proceeds by the (Elcb)jn- mechanism to afford a 2, 5dihydrofuran intermediate M, which undergoes a free radical polymerization reaction. Comparison of the kinetic results reveals that the rate of elimination reaction increases, whereas that for the subsequent polymerization reaction decreases as the aromatic moiety of the bis(sulfonium) salts is changed from phenyl to thiophene to furan. The results have been attributed to the decreased resonance energy of the aromatic rings.

Original language	English
Pages (from-to)	8167-8172
Number of pages	6
Journal	Macromolecules
Volume	33
Issue number	22
DOIs	https://doi.org/10.1021/ma0005116
Publication status	Published - 2000

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts",

abstract = "The mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride was studied kinetically. The reaction proceeds by the (Elcb)jn- mechanism to afford a 2, 5dihydrofuran intermediate M, which undergoes a free radical polymerization reaction. Comparison of the kinetic results reveals that the rate of elimination reaction increases, whereas that for the subsequent polymerization reaction decreases as the aromatic moiety of the bis(sulfonium) salts is changed from phenyl to thiophene to furan. The results have been attributed to the decreased resonance energy of the aromatic rings.",

author = "Cho, {Bong Rae} and Kim, {Tae Hoon} and Son, {Kyung Hwa} and Kim, {Yong Kwan} and Lee, {Yun Kyong} and Jeon, {Seung Joon}",

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T1 - Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts

AU - Cho, Bong Rae

AU - Kim, Tae Hoon

AU - Son, Kyung Hwa

AU - Kim, Yong Kwan

AU - Lee, Yun Kyong

AU - Jeon, Seung Joon

PY - 2000

Y1 - 2000

N2 - The mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride was studied kinetically. The reaction proceeds by the (Elcb)jn- mechanism to afford a 2, 5dihydrofuran intermediate M, which undergoes a free radical polymerization reaction. Comparison of the kinetic results reveals that the rate of elimination reaction increases, whereas that for the subsequent polymerization reaction decreases as the aromatic moiety of the bis(sulfonium) salts is changed from phenyl to thiophene to furan. The results have been attributed to the decreased resonance energy of the aromatic rings.

AB - The mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride was studied kinetically. The reaction proceeds by the (Elcb)jn- mechanism to afford a 2, 5dihydrofuran intermediate M, which undergoes a free radical polymerization reaction. Comparison of the kinetic results reveals that the rate of elimination reaction increases, whereas that for the subsequent polymerization reaction decreases as the aromatic moiety of the bis(sulfonium) salts is changed from phenyl to thiophene to furan. The results have been attributed to the decreased resonance energy of the aromatic rings.

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Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts

Abstract

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