Phenylene sulfide polymers

The Eastman Chemical Company has pubHshed extensively in the patent Hterature (65—74) and the scientific Hterature (75—77) on processes for making poly(phenylene sulfide)- (9-(phenylene disulfide), and related copolymers. The Eastman process involves the reaction of elemental sulfur with Ndiiodobenzene to yield a phenylene sulfide polymer that also contains phenylene disulfide repeating units in the polymer. The fraction of repeating groups containing... 

H. A. Smith and C. E. Handlovits, Report on Conference on High Temperature Polymer and Fluid Research, Partll, Phenylene Sulfide Polymers, ASD-TDR-62-322, Dayton, Ohio, 1962, pp. 18,19. 

In early work on organosulfur compounds, Duess (I) and Hil-ditch (2) reported the preparation of various aromatic disulfides by condensation reactions of thiophenol on treatment with aluminum chloride and sulfuric acid, respectively. Macallum (3) was the first to report the preparation of a phenylene sulfide polymer. His procedure involved the reaction of sulfur, sodium carbonate, and dichlorobenzene in a sealed vessel. Polymers made by this scheme generally have more than one sulfur atom between benzene rings, as indicated by the structure —( C6H4S )w-. 

The infrared spectra of phenylene sulfide polymers are chosen in Fig. 2. 

Fig. 2 Iniiaied spectra of phenylene sulfide polymers (A) linear polymer, (B) Macallum homopolymer, (C Macallum copolymer (Nujol mulls). [Reprinted from R. W. Lenz and Handlovits, J. Polymer Sci. 43, 167 (1960). Copyright 1960 by the Journal of Polymer Science. Reprinted by...

E. Handlovits, Phenylene Sulfide Polymers, Tech. Doc. Rep. ASD-TRD-62-322, p. 8. Gov. Printing Office, 1962 High Temperature Polymer Fluid Research, Rq>. ASD-TDR-62-372, p. 123. Gov. Printing Office, 1962. 

Phenylene Sulfide Polymers (Experimental Resin QN-4375-1), Tech. Data Sheet Dow... 

Table 5.5 Examples for Commercially Available Poly(phenylene sulfide) Polymers...

M. Wejchan-Judek and B. Perkowska. Curing of poly(p-phenylene sulfide). Polym. Degrad. StabiL, 38(3) 261-264, 1992. 

Das PK, DesLauriers PJ, Fahey DR, Wood FK, Cornforth FJ. Photostabilization of poly (p-phenylene sulfide). Polym Degrad Stabil 1995 48(1) 1-10. 

Park M, Lee KH, Choe CR, Jo WH, Effect of sizing materials of carbon fiber on solid-state cure of poly(p-phenylene sulfide), Polym Adv Technol, 9(2), 134—137, 1998. 

Lenz RW, Smith HA, Handlovits CE. Phenylene sulfide polymers, 3. Synthesis of linear polyphenylene sulfide. J Polym Sci 1962 58 351-357. 

Figure 5.9 FAB mass spectra of the mixtures of cyclic sulfides extracted from the crude polymers (a) poly(w-phenylene sulfide) (polymer I) (b) poly(hexamethylene sulfide) (polymer II) (c) poly(trimethylene sulfide) (polymer III) (d) poly(m-phenylene hexamethylene sulfide) (polymer IV). Reprinted with permission from G. Montaudo, E, Scamporrino, C. Puglisi and D, Vitalini, Macromolecules, 1988,...

In the mass spectrum of the poly(m-phenylene sulfide) (polymer I, Figure 5.9a), the peaks at m z 324 + nl08 correspond to molecnlar ions (M ) of cyclic oligomers M3+-M13+. FAB mass spectra of polymers II-IV in Figure 5.9 (parts b-d, respectively), show peaks due to protonated molecular ions (MH ) of the oligomers present in mixtnres. 

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