Preparation of poly(p‐phenoxyphenyl sulfide) by iron‐catalyzed polymerization with a sulfenyl chloride

Fujisawa, Tamotsu; Kakutani, Masami

doi:10.1002/pol.1970.110080708

Cited by 9 publications

(1 citation statement)

References 4 publications

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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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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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Poly(phenylensulfidphenylenamin) (PPSA) – die „Verbindung”︁ von Polyphenylensulfid mit Polyanilin

et al. 1996

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4-tolylsulfanyl)diphenylamin 8 uber-SOC. 1987, 109, 2426; b) T. Kato, J. M. J. Frechet. ibid. 1989, I f f , 8533; C) T.prCft (Schema 1). Das erforderliche Methy~to~y~su~foxid 4 wird Kaneuchi, Chem. Muter. 1993, 5 , 1094. durch Ce'"-O~idation[~~ von 4-Methylthioanisol in hoher Reinheit und in Ausbeuten von 70-80 % hergestellt (Schema 2). Die siureinduzierte Kondensation von 4 mit Diphenylamin fuhrt quantitativ zu dem Sulfoniumsalz 7, das durch Kochen in Pyri-[lo] R. Hentschke, fl. L. Schurmann, J. P. Rdbe, J. Chrm. phYs.

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Poly(phenylenesulfidephenylenamine) (PPSA)—the “Compound” of Polyphenylenesulfide with Polyaniline

Wang¹,

Soczka‐Guth²,

Havinga³

et al. 1996

Angew. Chem. Int. Ed. Engl.

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COMMUNICATIONSwere investigated in situ at the solid-liquid interface using a scanning tunneling microscope (STM) constructed in our institute 1151. The tunneling tips were electrochemically etched (21.i KOH + 61.i NaCN) from a0.25 mm Pt/Ir (80:20) wire. After the investigation of the pure CJsA solution. a drop of pure Py or DMPy was added. After a few minutes. images of the stoichiometric compound could be recorded. Unless mentioned otherwise, the STM images were obtained in constant height mode under ambient conditions (scan rate: 0.3 Hz per image, positive tip bias.U , = 0.1 to 1 0 V. I , = 0.5 to 1 nA). They were recorded on videotape in real time and digitized later. Data are reported as recorded without digital image processing. Single crystals suitable for X-ray crystal structure analyses [5,6] were grown by slow evaporation of T H F solutions CrystaI structure analyses were performed on an Enraf-Nonius CAD4 diffractometer. by using graphite-monochromated Cu,, radiation (i=1.5405 A). The structures were solved by direct methods (SIR 88, Molen) and refined b! full-matrix least squares analyses with anisotropic temperature factors for C. N. iind 0. The H atoms were refined in the riding mode with fixed isotropic temperature factors.

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Preparation of poly(p‐phenoxyphenyl sulfide) by iron‐catalyzed polymerization with a sulfenyl chloride

Cited by 9 publications

References 4 publications

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

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

Poly(phenylensulfidphenylenamin) (PPSA) – die „Verbindung”︁ von Polyphenylensulfid mit Polyanilin

Poly(phenylenesulfidephenylenamine) (PPSA)—the “Compound” of Polyphenylenesulfide with Polyaniline

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