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  • Synthesis and MALDI-TOF MS Characterization of HighMolecular Weight Poly(1,2-dihydroxybenzene phthalates)Obtained by Uncatalyzed Bulk Polymerization ofO,O‘-Phthalid-3-ylidenecatechol or4-Methyl-O,O‘-phthalid-3-ylidenecatechol
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  • A new procedure to obtain high molecular weightpoly(1,2-dihydroxybenzene phthalates)by bulk polymerization of some spiro-compounds is described.O,O‘-Phthalid-3-ylidenecatechol(I) and4-methyl-O,O‘-phthalid-3-ylidenecatechol(II) spiro-compounds have been synthesized and usedasmonomers. Poly(1,2-dihydroxybenzene phthalate)(III) and poly(1,2-dihydroxy-4-methylbenzenephthalate) (IV) have been prepared by heating at 200 °C ofspiro-compounds I and II, respectively,withoutaddition of catalyst. The resulting polyesters III andIV have been characterized by GPC, TG, DSC,NMR, FAB-MS, and MALDI-TOF MS analyses. The GPC curves of theobtained materials showed thathigh molecular weight polyesters, containing only a very little amountof low molecular weight oligomers,have been formed. The structural characterization of thesepolyesters by FAB and MALDI-TOF massspectrometric analyses showed that they are constituted exclusively ofopen-chain macromolecules havingboth hydroxy end-groups. Data collected suggest that in the bulkpolymerization of spiro-compounds Iand II a possible chain growth mechanism of polymerizationis active, which is strongly inhibited by acidspecies.
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