The use of different diols in the synthesis of low-molecular-weight lactic-acid-based telechelic prepolymers

Kari Hiltunen, Jukka V. Seppälä*

*Corresponding author for this work

    Research output: Contribution to journalArticleScientificpeer-review

    16 Citations (Scopus)

    Abstract

    The synthesis of low-molecular-weight (M̄w (GPC) <72000 g mol) lactic-acid-based telechelic prepolymers by condensation polymerization of L-lactic acid was investigated. All polymerizations were carried out in the melt, using tin(II)octoate as catalyst, different diols, and different polymerization temperatures. The products were characterized by differential scanning calorimetry (DSC), gel permeation chromatography (GPC), titrimetric methods, and 13C nuclear magnetic resonance (NMR). According to NMR, the resulting polymers contained less than 1 mol % of lactic acid monomer and less than 8.5 mol % of lactide. The weight-average molecular weights of prepared prepolymers determined by GPC varied from 3800 to 72,000 g mol, depending on the diol and the polycondensation conditions. In DSC studies, the glass transition temperatures of the resulting polymers varied from 27 to 50°C, and the crystallinity from 0 to 51.8%. When aromatic diols were used in polymerizations, the location of hydroxyl groups had a strong effect on the properties of the final prepolymer. According to our results, the aromatic diols produced higher-molecular-weight prepolymers when the hydroxyl groups were located so that the polyester chains could grow in opposite directions. The introduction of a heteroatom raised the glass transition temperature of the prepolymer.

    Original languageEnglish
    Pages (from-to)1017-1023
    Number of pages7
    JournalJournal of Applied Polymer Science
    Volume67
    Issue number6
    DOIs
    Publication statusPublished - 7 Feb 1998
    MoE publication typeA1 Journal article-refereed

    Keywords

    • biodegradable polymers
    • diols
    • glass transition temperature
    • lactic acid
    • prepolymer

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