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Title: | New synthetic routes to poly(isothianaphthene) .2. Mechanistic aspects of the reactions of phthalic anhydride and phthalide with phosphorus pentasulfide | Authors: | Van Asselt, R. VANDERZANDE, Dirk GELAN, Jan Froehling, P.E. Aagaard, O. |
Issue Date: | 1996 | Publisher: | JOHN WILEY & SONS INC | Source: | JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 34(8). p. 1553-1560 | Abstract: | The results of some mechanistic studies on the formation of poly(isothianaphthene) from phthalic anhydride and phthalide by reaction with phosphorus pentasulfide (P4S10) are described. Based on the observed intermediates during the polymerization and their reactivity, it is proposed that both reactions occur by a sequence of substitution (thionation), isomerization, and polymerization reactions. P4S10 is the most efficient reagent for the conversion of phthalic anhydride and phthalide, and Lawesson's Reagent (a commonly used thionating reagent) gives less satisfactory results. It is suggested that P4S10 assists the rate-determining step. Oxygen-containing monomers do not polymerize in the absence of a thionating reagent under the conditions for the synthesis of PITN, thereby keeping the incorporation of oxygen into the polymeric backbone to a minimum. (C) 1996 John Wiley & Sons, Inc. | Notes: | UNIV LIMBURG,DIV CHEM,MAT RES INST,B-3590 DIEPENBEEK,BELGIUM. DSM RES BV,6160 MD GELEEN,NETHERLANDS. | Keywords: | conducting polymers; poly(isothianaphthene); mechanism of formation; phthalic anhydride; phthalide; phosphorus pentasulfide | Document URI: | http://hdl.handle.net/1942/3499 | DOI: | 10.1002/(SICI)1099-0518(199606)34:8<1553::AID-POLA19>3.0.CO;2-7 | ISI #: | A1996UK94800023 | Type: | Journal Contribution |
Appears in Collections: | Research publications |
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