Improved synthesis with high yield and increased molecular weight of poly(alpha,beta-malic acid) by direct polycondensation

Biomacromolecules. 2004 Jan-Feb;5(1):169-74. doi: 10.1021/bm0342990.

Abstract

The development of synthetic biodegradable polymers, such as poly(alpha-hydroxy acid), is particularly important for constructing medical devices, including scaffolds and sutures, and has attracted growing interest in the biomedical field. Here, we report a novel approach to preparing high molecular weight poly(malic acid) (HMW--PMA) as a biodegradable and bioabsorbable water-soluble polymer. We investigated in detail the reaction conditions for the simple direct polycondensation of l-malic acid, including the reaction times, temperatures, and catalysts. The molecular weight of synthesized alpha,beta-PMA is dependent on both the reaction temperature and time. The optimum reaction condition to obtain alpha,beta-PMA by direct polycondensation using tin(II) chloride as a catalyst was thus determined to be 110 degrees C for 45 h with a molecular weight of 5300. The method for alpha,beta-PMA synthesis established here will facilitate production of alpha,beta-PMA of various molecular weights, which may have a potential utility as biomaterials.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Malates / chemical synthesis*
  • Malates / chemistry
  • Molecular Structure
  • Molecular Weight
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Temperature
  • Time Factors

Substances

  • Malates
  • Polymers
  • poly(malic acid)