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Lipase-catalyzed copolymerization of omega-pentadecalactone with p-dioxanone and characterization of copolymer thermal and crystalline properties.
Biomacromolecules. 2007 Jul; 8(7):2262-9.B

Abstract

Candida antarctica Lipase B (CALB), a metal-free enzyme, was successfully employed as catalyst for ring-opening copolymerization of omega-pentadecalactone (PDL) with p-dioxanone (DO) under mild reaction conditions (<80 degrees C, atmospheric pressure). Poly(PDL-co-DO) with high molecular weight (Mw > 30 000) and a wide range of comonomer contents was synthesized using various PDL/DO feed ratios. During the copolymerization reaction, large ring PDL was found to be more reactive than its smaller counterpart DO, resulting in higher PDL/DO unit ratios in polymer chains than the corresponding PDL/DO monomer ratios in the feed. The copolymers were typically isolated in 50-90 wt % yields as the monomer conversion was limited by the equilibrium between monomers and copolymer. 1H and 13C NMR analysis on poly(PDL-co-DO) formed by CALB showed that the copolymers contain nearly random sequences of PDL and DO units with a slight tendency toward alternating arrangements. Copolymerization with PDL was found to remarkably enhance PDO thermal stability. Differential scanning calorimetry (DSC) and wide-angle X-ray scattering (WAXS) results demonstrate high crystallinity in all copolymers over the whole range of compositions. Depending on copolymer composition, the crystal lattice of either PDO or PPDL hosts units of the other comonomer, a behavior typical of an isodimorphic system. In poly(PDL-co-DO), both melting temperature and melting enthalpy display a minimum at 70 mol % DO, that is, at the pseudoeutectic composition. WAXS diffractograms show one crystal phase (that of either PPDL or PDO) on either side of the pseudoeutectic and coexistence of PPDL and PDO crystals at the pseudoeutectic.

Authors+Show Affiliations

NSF I/UCRC for Biocatalysis and Bioprocessing of Macromolecules, Department of Chemical and Biological Sciences, Polytechnic University, Six Metrotech Center, Brooklyn, NY 11201, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

17550288

Citation

Jiang, Zhaozhong, et al. "Lipase-catalyzed Copolymerization of Omega-pentadecalactone With P-dioxanone and Characterization of Copolymer Thermal and Crystalline Properties." Biomacromolecules, vol. 8, no. 7, 2007, pp. 2262-9.
Jiang Z, Azim H, Gross RA, et al. Lipase-catalyzed copolymerization of omega-pentadecalactone with p-dioxanone and characterization of copolymer thermal and crystalline properties. Biomacromolecules. 2007;8(7):2262-9.
Jiang, Z., Azim, H., Gross, R. A., Focarete, M. L., & Scandola, M. (2007). Lipase-catalyzed copolymerization of omega-pentadecalactone with p-dioxanone and characterization of copolymer thermal and crystalline properties. Biomacromolecules, 8(7), 2262-9.
Jiang Z, et al. Lipase-catalyzed Copolymerization of Omega-pentadecalactone With P-dioxanone and Characterization of Copolymer Thermal and Crystalline Properties. Biomacromolecules. 2007;8(7):2262-9. PubMed PMID: 17550288.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Lipase-catalyzed copolymerization of omega-pentadecalactone with p-dioxanone and characterization of copolymer thermal and crystalline properties. AU - Jiang,Zhaozhong, AU - Azim,Himanshu, AU - Gross,Richard A, AU - Focarete,Maria Letizia, AU - Scandola,Mariastella, Y1 - 2007/06/06/ PY - 2007/6/7/pubmed PY - 2007/10/27/medline PY - 2007/6/7/entrez SP - 2262 EP - 9 JF - Biomacromolecules JO - Biomacromolecules VL - 8 IS - 7 N2 - Candida antarctica Lipase B (CALB), a metal-free enzyme, was successfully employed as catalyst for ring-opening copolymerization of omega-pentadecalactone (PDL) with p-dioxanone (DO) under mild reaction conditions (<80 degrees C, atmospheric pressure). Poly(PDL-co-DO) with high molecular weight (Mw > 30 000) and a wide range of comonomer contents was synthesized using various PDL/DO feed ratios. During the copolymerization reaction, large ring PDL was found to be more reactive than its smaller counterpart DO, resulting in higher PDL/DO unit ratios in polymer chains than the corresponding PDL/DO monomer ratios in the feed. The copolymers were typically isolated in 50-90 wt % yields as the monomer conversion was limited by the equilibrium between monomers and copolymer. 1H and 13C NMR analysis on poly(PDL-co-DO) formed by CALB showed that the copolymers contain nearly random sequences of PDL and DO units with a slight tendency toward alternating arrangements. Copolymerization with PDL was found to remarkably enhance PDO thermal stability. Differential scanning calorimetry (DSC) and wide-angle X-ray scattering (WAXS) results demonstrate high crystallinity in all copolymers over the whole range of compositions. Depending on copolymer composition, the crystal lattice of either PDO or PPDL hosts units of the other comonomer, a behavior typical of an isodimorphic system. In poly(PDL-co-DO), both melting temperature and melting enthalpy display a minimum at 70 mol % DO, that is, at the pseudoeutectic composition. WAXS diffractograms show one crystal phase (that of either PPDL or PDO) on either side of the pseudoeutectic and coexistence of PPDL and PDO crystals at the pseudoeutectic. SN - 1525-7797 UR - https://www.unboundmedicine.com/medline/citation/17550288/Lipase_catalyzed_copolymerization_of_omega_pentadecalactone_with_p_dioxanone_and_characterization_of_copolymer_thermal_and_crystalline_properties_ L2 - https://dx.doi.org/10.1021/bm070138a DB - PRIME DP - Unbound Medicine ER -