Synthesis and thermal characteristics of poly(thioarylene)s by thermal polymerization

Tsuchida, Eishun; Yamamoto, Kimihisa; Miyatake, Kenji

doi:10.1016/1381-5148(96)00028-4

Cited by 3 publications

(2 citation statements)

References 10 publications

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“…Poly(1,4‐phenylene sulfide) (PPS) is a special kind of semicrystalline engineering thermoplastic which is well known for its heat resistance, high mechanical strength, excellent chemical resistance, good electronic properties, good radiation resistance and low toxicity . It is widely used in many areas, especially in electronics, mechanical engineering, chemicals, the petroleum industry and the food industry .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of novel poly(phenylene sulfide) containing a chromophore in the main chain

Hong

Zhang

et al. 2014

Polymer International

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of novel poly(phenylene sulfide) containing a chromophore in the main chain

Hong

Zhang

et al. 2014

Polymer International

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“…In electrophilic substitution polymerization, PPSE is prepared by several methods, such as iron‐catalyzed polymerization of bis(4‐chlorothiophenyl) ether with diphenyl ether,6 polymerization of 4‐phenoxybenzenesulfenyl chloride in the presence of SnCl 4 ,7 oxidative polymerization of diphenyl ether with S 2 Cl 2 ,8 thermal polymerization of bis[4‐(4‐bromo‐phenyloxy)phenyl] disulfides,9 ring‐opening polymerization of cyclic oligo‐(oxy‐1,4‐phenylenethio‐1,4‐phenylene),10 dealkylation of poly(methyl‐ p ‐phenoxy‐phenylsulfonium perchlorate),11 poly(methyl‐ p ‐phenoxyphenylsulfonium antimony hexachloride)12 and poly(octadecylsulfonio‐1,4‐phenyleneoxy‐1,4‐phenylene triflate) 13. PPSE is represented as a crystalline polymer with a glass transition temperature ( T g ) at 83–88°C and melting point ( T m ) at 140–240°C.…”

Section: Introductionmentioning

confidence: 99%

Influence of polymerization conditions on the viscosity and yield of poly(phenylene sulfide ether)

2008

J of Applied Polymer Sci

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High molecular weight poly(phenylene sulfide ether) (PPSE) was successfully synthesized by reaction of 4,4 0 -dihydroxy diphenyl sulfide with 4,4 0 -dichloro diphenyl sulfide in N-methyl-2-pyrrolidone (NMP). The influence of polymerization conditions on the intrinsic viscosity and yield of PPSE was investigated and the optimized reaction condition was concluded. Reactions at about 1808C for 6 h along with sodium benzoate as an additive and monomer concentration of 0.588 mol/L NMP were found to produce the highest intrinsic viscosity (0.55 dL/g). Longer reaction time and/or higher temperature reduced the intrinsic viscosity and yield of the resulting product, probably due to side reactions, such as reductive dehalogenation and chemical degradation. X-ray diffraction indicated that the polymer possessed of orthorhombic cell and had a high crystallinity of 65.8%. The high molecular weight PPSE is a crystalline polymer with T m of 2528C and T mc of 2248C. The polymer shows good chemical resistance, but is soluble in organic amide, halo-hydrocarbon and oxohydrocarbon solvent at a temperature over 1508C.

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Alkylsulfonioarylene and Thioarylene Polymers Derived from Sulfonium Electrophiles

Tsuchida¹,

Oyaizu²

2003

Bulletin of the Chemical Society of Japan

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Superacidification of sulfoxides and sulfinates effects the electrophilic substitution reaction of the resulting hydroxysulfonium ions onto aromatic rings with the elimination of H2O at room temperature. The present account emphasizes the utility of the reaction for use as an elementary step in organic synthesis. The product, the alkyldiarylsulfonium ion, often quantitatively obtained, allows the synthesis of alkylsulfonio-bridged (λ4-alkylsulfanyliumdiyl) aromatic polymers. High molecular-weight poly(alkylsulfonioarylene) salts with a wide range of structural dimensionalities from linear to network architectures have been made accessible by the regioselective condensation of aryl sulfoxides. The polymers possess interesting properties such as good solubility in polar organic solvents and sometimes even in H2O, susceptibility to nucleophiles to provide thioarylene derivatives, photo-degradability, and electric semiconductivity, according to the dimensionality of the molecule. The synthetic chemistry of the alkylsulfonioarylene polymers as well as their possible applications in high molecular-weight poly(thioarylene) synthesis, photochemical recycling processes of an engineering plastic poly(thio-1,4-phenylene), and photo-resist technologies, are reviewed.

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Synthesis and thermal characteristics of poly(thioarylene)s by thermal polymerization

Cited by 3 publications

References 10 publications

Synthesis and characterization of novel poly(phenylene sulfide) containing a chromophore in the main chain

Synthesis and characterization of novel poly(phenylene sulfide) containing a chromophore in the main chain

Influence of polymerization conditions on the viscosity and yield of poly(phenylene sulfide ether)

Alkylsulfonioarylene and Thioarylene Polymers Derived from Sulfonium Electrophiles

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