Solvent‐free polycondensation of 1,3‐bis(hydroxyphenylmethyl)benzene. II. The dramatic difference in the polymerization behavior between meso and racemic isomers

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公開日
2003-10-08
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/pola.10834
公開者
Wiley

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<jats:title>Abstract</jats:title><jats:p>The meso and racemic forms of 1,3‐bis(hydroxyphenylmethyl)benzene underwent solvent‐free polycondensation with the aid of an acid catalyst giving polyether. Very interestingly, the diastereoisomerism caused a considerable difference in the polymerization behavior. The meso isomer (mp = 96–98 °C) was polymerized even at 65 °C, whereas the racemic one (mp = 158–160 °C) required heating at 100 °C to undergo polymerization. However, the latter produced a much higher molecular weight than the former (30,000 vs 4000). The contamination of the meso isomer with the racemic one very sensitively reduced the polymerization temperature: the 98.5% meso monomer underwent polymerization at 50 °C. In contrast to solvent‐free polymerization, two diastereomeric monomers showed almost identical behavior in solution polymerization. © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 41: 3564–3571, 2003</jats:p>

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