Thermal Polymerization of Diaryl Disulfides To Yield Poly(arylene sulfide)s

Eishun Tsuchida; Kimihisa Yamamoto; Mitsutoshi Jikei; Kenji Miyatake

doi:10.1021/ma00068a007

Thermal Polymerization of Diaryl Disulfides To Yield Poly(arylene sulfide)s

Eishun Tsuchida^*, Kimihisa Yamamoto, Mitsutoshi Jikei, Kenji Miyatake

^*Corresponding author for this work

Graduate School of Advanced Science and Engineering

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

13 Citations (Scopus)

Abstract

The reaction of aromatic compounds and sulfur monochloride is investigated as a convenient route to prepare disulfides. Bis [4-[(4-bromophenyl)oxy] phenyl] disulfide (I), bis[4-[(4-bromophenyl)thio]-phenyl] disulfide (II), and bis[4-[[[(4-bromophenyl)sulfonyl]phenyl]oxy]phenyl] disulfide (III) were prepared through the electrophilic reaction of sulfur monochloride with aromatic compounds catalyzed by SiO₂. The thermal polymerization of the disulfide I results in the formation of high molecular weight poly (thio-1,4-phenyleneoxy-1,4-phenylene) (PPOS; M_w = 141 000) which is a high crystalline polymer with high stability after melting. The crystallographic data reveal that the resulting PPOS and poly(phenylene sulfide) both possess an orthorhombic unit cell.

Original language	English
Pages (from-to)	4113-4117
Number of pages	5
Journal	Macromolecules
Volume	26
Issue number	16
DOIs	https://doi.org/10.1021/ma00068a007
Publication status	Published - 1993

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Thermal Polymerization of Diaryl Disulfides To Yield Poly(arylene sulfide)s",

abstract = "The reaction of aromatic compounds and sulfur monochloride is investigated as a convenient route to prepare disulfides. Bis [4-[(4-bromophenyl)oxy] phenyl] disulfide (I), bis[4-[(4-bromophenyl)thio]-phenyl] disulfide (II), and bis[4-[[[(4-bromophenyl)sulfonyl]phenyl]oxy]phenyl] disulfide (III) were prepared through the electrophilic reaction of sulfur monochloride with aromatic compounds catalyzed by SiO2. The thermal polymerization of the disulfide I results in the formation of high molecular weight poly (thio-1,4-phenyleneoxy-1,4-phenylene) (PPOS; Mw = 141 000) which is a high crystalline polymer with high stability after melting. The crystallographic data reveal that the resulting PPOS and poly(phenylene sulfide) both possess an orthorhombic unit cell.",

author = "Eishun Tsuchida and Kimihisa Yamamoto and Mitsutoshi Jikei and Kenji Miyatake",

year = "1993",

doi = "10.1021/ma00068a007",

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volume = "26",

pages = "4113--4117",

journal = "Macromolecules",

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publisher = "American Chemical Society",

number = "16",

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TY - JOUR

T1 - Thermal Polymerization of Diaryl Disulfides To Yield Poly(arylene sulfide)s

AU - Tsuchida, Eishun

AU - Yamamoto, Kimihisa

AU - Jikei, Mitsutoshi

AU - Miyatake, Kenji

PY - 1993

Y1 - 1993

N2 - The reaction of aromatic compounds and sulfur monochloride is investigated as a convenient route to prepare disulfides. Bis [4-[(4-bromophenyl)oxy] phenyl] disulfide (I), bis[4-[(4-bromophenyl)thio]-phenyl] disulfide (II), and bis[4-[[[(4-bromophenyl)sulfonyl]phenyl]oxy]phenyl] disulfide (III) were prepared through the electrophilic reaction of sulfur monochloride with aromatic compounds catalyzed by SiO2. The thermal polymerization of the disulfide I results in the formation of high molecular weight poly (thio-1,4-phenyleneoxy-1,4-phenylene) (PPOS; Mw = 141 000) which is a high crystalline polymer with high stability after melting. The crystallographic data reveal that the resulting PPOS and poly(phenylene sulfide) both possess an orthorhombic unit cell.

AB - The reaction of aromatic compounds and sulfur monochloride is investigated as a convenient route to prepare disulfides. Bis [4-[(4-bromophenyl)oxy] phenyl] disulfide (I), bis[4-[(4-bromophenyl)thio]-phenyl] disulfide (II), and bis[4-[[[(4-bromophenyl)sulfonyl]phenyl]oxy]phenyl] disulfide (III) were prepared through the electrophilic reaction of sulfur monochloride with aromatic compounds catalyzed by SiO2. The thermal polymerization of the disulfide I results in the formation of high molecular weight poly (thio-1,4-phenyleneoxy-1,4-phenylene) (PPOS; Mw = 141 000) which is a high crystalline polymer with high stability after melting. The crystallographic data reveal that the resulting PPOS and poly(phenylene sulfide) both possess an orthorhombic unit cell.

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U2 - 10.1021/ma00068a007

DO - 10.1021/ma00068a007

M3 - Article

AN - SCOPUS:0027906149

SN - 0024-9297

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SP - 4113

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JO - Macromolecules

JF - Macromolecules

IS - 16

ER -

Thermal Polymerization of Diaryl Disulfides To Yield Poly(arylene sulfide)s

Abstract

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