A new procedure to obtain high molecular weight poly(1,2-dihydroxybenzene phthalates) by bulk polymerization of some spiro-compounds is described. O,O′-Phthalid-3-ylidenecatechol (I) and 4-methyl-O,O′-phthalid-3-ylidenecatechol (II) spiro-compounds have been synthesized and used as monomers. Poly(1,2-dihydroxybenzene phthalate) (III) and poly(1,2-dihydroxy-4-methylbenzene phtha-late) (IV) have been prepared by heating at 200 °C of spiro-compounds IandII, respectively, without addition of catalyst. The resulting polyestersIIIandIVhave been characterized by GPC, TG, DSC, NMR, FAB-MS, and MALDI-TOF MS analyses. The GPC curves of the obtained materials showed that high molecular weight polyesters, containing only a very little amount of low molecular weight oligomers, have been formed. The structural characterization of these polyesters by FAB and MALDI-TOF mass spectrometric analyses showed that they are constituted exclusively of open-chain macromolecules having both hydroxy end-groups. Data collected suggest that in the bulk polymerization of spiro-compoundsI andIIa possible chain growth mechanism of polymerization is active, which is strongly inhibited by acid species.
Synthesis and MALDI-TOF MS Characterization of High Molecular Weight Poly(1,2-dihydroxybenzenephthalates) Obtained by Uncatalyzed Bulk Polymerization of O,O’-phthalyd-3-ylidene catechol or 4-Methyl-O,O'-phthalyd-3-ylidenecatechol
MINEO, PLACIDO
1996-01-01
Abstract
A new procedure to obtain high molecular weight poly(1,2-dihydroxybenzene phthalates) by bulk polymerization of some spiro-compounds is described. O,O′-Phthalid-3-ylidenecatechol (I) and 4-methyl-O,O′-phthalid-3-ylidenecatechol (II) spiro-compounds have been synthesized and used as monomers. Poly(1,2-dihydroxybenzene phthalate) (III) and poly(1,2-dihydroxy-4-methylbenzene phtha-late) (IV) have been prepared by heating at 200 °C of spiro-compounds IandII, respectively, without addition of catalyst. The resulting polyestersIIIandIVhave been characterized by GPC, TG, DSC, NMR, FAB-MS, and MALDI-TOF MS analyses. The GPC curves of the obtained materials showed that high molecular weight polyesters, containing only a very little amount of low molecular weight oligomers, have been formed. The structural characterization of these polyesters by FAB and MALDI-TOF mass spectrometric analyses showed that they are constituted exclusively of open-chain macromolecules having both hydroxy end-groups. Data collected suggest that in the bulk polymerization of spiro-compoundsI andIIa possible chain growth mechanism of polymerization is active, which is strongly inhibited by acid species.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
