Lipase-catalyzed synthesis of poly(1,4-butanediol succinate) in organic solvent

Yu-Yen Linko, Zhuolin Wang, Jukka Seppälä

    Research output: Contribution to journalArticleScientificpeer-review

    24 Citations (Scopus)

    Abstract

    During the last decade, lipase has gained interest as a biocatalyst for synthesis in organic solvent systems. The paper describes the lipase catalyzed oligocondensation of bis(2-chloroethyl) succinate and 1,4-butanediol to obtain poly (1,4-butanediol succinate). The reaction was carried out at 37°C in organic solvents without any addition of water. Various lipases and solvents were screened to obtain a maximum degree of polymerization. Based on gel permeation chromatography, the highest average molecular weight of the oligomer obtained was 1570 g/mol with a polydispersity of 1.2 when a mixture of 70% diisopropyl ether and 30% chloroform was used as a solvent. The degree of polymerization was 8 in this case. According to thin-layer chromatography, a trimer (HO(CH2)4OCO(CH2)2COO(CH2)4OH) was formed at an early stage, with a subsequent condensation with bis(2-chloroethyl) succinate to give higher oligomers. The structure of the oligomers was confirmed by 13C NMR and IR spectra.

    Original languageEnglish
    Pages (from-to)269-282
    Number of pages14
    JournalBiocatalysis and Biotransformation
    Volume8
    Issue number4
    DOIs
    Publication statusPublished - 1994
    MoE publication typeA1 Journal article-refereed

    Keywords

    • 1,4-butanediol
    • Bis(2-chloroethyl) succinate
    • Lipase
    • Oligocondensation
    • Organic solvent
    • Poly(1,4-butanediol succinate)
    • Succinic acid
    • Transesterification

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