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Lipase‐Catalyzed Transformation of Poly(lactic acid) into Cyclic Oligomers
Author(s) -
Takahashi Yosuke,
Okajima Sachiko,
Toshima Kazunobu,
Matsumura Shuichi
Publication year - 2004
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.200300094
Subject(s) - oligomer , lipase , lactic acid , chemistry , polymer , polymer chemistry , catalysis , solvent , desorption , organic chemistry , enzyme , bacteria , biology , genetics , adsorption
Summary: Enzymatic transformations into cyclic oligomers were carried out with the objective of developing chemical recycling of poly(lactic acid)s, such as poly( D , L ‐lactic acid) (PDLLA), poly( D ‐lactic acid) (PDLA) and poly( L ‐lactic acid) (PLLA), which are typical biodegradable polymers. They were degraded by lipase in an organic solvent to produce the corresponding cyclic oligomer with a molecular weight of several hundreds. PDLLA (with a $\overline M _{\rm w}$ of 84 000) was quantitatively transformed into cyclic oligomers by lipase RM (Lipozyme RM IM) in chloroform/hexane at 60 °C. PLLA (with a $\overline M _{\rm w}$ of 120 000) was transformed into cyclic oligomer by lipase CA (Novozym 435) at a higher temperature of 100 °C in o ‐xylene. The oligomer structure was identified by 1 H and 13 C NMR spectroscopy and MALDI‐TOF (matrix assisted laser desorption/ionization‐time‐of‐flight) mass spectrometry.Enzymatic transformations into cyclic oligomers with the objective of developing chemical recycling of poly(lactic acid)s.