Synthesis and characterization of novel copoly(ester-urethane) containing blocks of poly-[(R)-3-hydroxyoctanoate] and poly-[(R)-3-hydroxybutyrate]

被引:41
|
作者
Andrade, AP
Neuenschwander, P
Hany, R
Egli, T
Witholt, B
Li, Z [1 ]
机构
[1] Swiss Fed Inst Technol, Inst Biotechnol, CH-8093 Zurich, Switzerland
[2] Swiss Fed Inst Technol, Inst Polymers, CH-8092 Zurich, Switzerland
[3] EMPA, Swiss Fed Labs Mat Testing & Res, CH-8600 Dubendorf, Switzerland
[4] EAWAG, Swiss Fed Inst Environm Sci & Technol, CH-8600 Dubendorf, Switzerland
关键词
D O I
10.1021/ma012223v
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel poly(ester-urethane) block copolymer has been synthesized by use of telechelic hydroxylated poly-1(R)-3-hydroxyoctanoate] (PHO-diol) with number-average molecular weight (M-n) of 2400 as the amorphous soft segment, telechelic hydroxylated poly- [(R)-3-hydroxybutyratel (PHB-diol) with Mn of 2600 as the crystalline hard segment, and L-lysine methyl ester diisocyanate (LDI) as the junction unit. Reaction of the PHO-diol, PHB-diol, and LDI at a ratio of 1:1:2 in the presence of dibuthyltin dilaurate as catalyst afforded the block copolymer in 70% yield with a molecular weight (M.) of 33 500 (GPC) and a M-n of 10 600 (VPO). The chemical structure of the new polymer was confirmed by H-1 NMR, C-13 NMR, and IR spectra. On average, 2 PHO-diol, 2 PHB-diol, and 5 LDI were incorporated in each molecule of the block-copoly(ester-urethane). The thermoplastic proper-ties were very good with a melting temperature (T.) of 146 degreesC and the glass transition temperature (T,) of -6 degreesC (DSC). The mechanical properties, obtained from the stress/strain test, are comparable with other biocopolyester and blockcopoly(ester -urethane).
引用
收藏
页码:4946 / 4950
页数:5
相关论文
共 50 条
  • [1] Synthesis and characterization of novel thermoplastic polyester containing blocks of poly[(R)-3-hydroxyoctanoate] and poly [(R)-3-hydroxybutyrate]
    Andrade, AP
    Witholt, B
    Chang, DL
    Li, Z
    MACROMOLECULES, 2003, 36 (26) : 9830 - 9835
  • [2] Characterization, biodegradability and blood compatibility of poly[(R)-3-hydroxybutyrate] based poly(ester-urethane)s
    Liu, Qiaoyan
    Cheng, Shaoting
    Li, Zibiao
    Xu, Kaitian
    Chen, Guo-Qiang
    JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 2009, 90A (04) : 1162 - 1176
  • [3] Preparation of alkyl (R)-(-)-3-hydroxybutyrate by acidic alcoholysis of poly-(R)-(-)-3-hydroxybutyrate
    Lee, Y
    Park, SH
    Lim, IT
    Han, KB
    Lee, SY
    ENZYME AND MICROBIAL TECHNOLOGY, 2000, 27 (1-2) : 33 - 36
  • [4] Novel Poly(3-hydroxyoctanoate)/Poly(3-hydroxybutyrate) blends for medical applications
    Basnett, P.
    Ching, K. Y.
    Stolz, M.
    Knowles, J. C.
    Boccaccini, A. R.
    Smith, C.
    Locke, I. C.
    Keshavarz, T.
    Roy, I.
    REACTIVE & FUNCTIONAL POLYMERS, 2013, 73 (10): : 1340 - 1348
  • [5] Novel biodegradable copolyesters containing blocks of poly(3-hydroxyoctanoate) and poly (ε-caprolactone):: Synthesis and characterization
    Timbart, L
    Renard, E
    Langlois, V
    Guerin, P
    MACROMOLECULAR BIOSCIENCE, 2004, 4 (11) : 1014 - 1020
  • [6] Photo- and bio-degradation of poly(ester-urethane)s films based on poly[(R)-3-Hydroxybutyrate] and poly(ε-Caprolactone) blocks
    Gamal R. Saad
    Tamer M. Khalil
    Magdy W. Sabaa
    Journal of Polymer Research, 2010, 17 : 33 - 42
  • [7] Photo- and bio-degradation of poly(ester-urethane)s films based on poly[(R)-3-Hydroxybutyrate] and poly(ε-Caprolactone) blocks
    Saad, Gamal R.
    Khalil, Tamer M.
    Sabaa, Magdy W.
    JOURNAL OF POLYMER RESEARCH, 2010, 17 (01) : 33 - 42
  • [8] Regulation of poly-(R)-3-hydroxybutyrate biosynthesis in Escherichia coli
    Theodorou, MC
    Panagiotidis, CA
    Pantazaki, AA
    Kyriakidis, DA
    FEBS JOURNAL, 2005, 272 : 204 - 204
  • [9] Poly(3-hydroxybutyrate) and poly(3-hydroxyoctanoate) blends: Morphology and mechanical behavior
    Dufresne, A
    Vincendon, M
    MACROMOLECULES, 2000, 33 (08) : 2998 - 3008
  • [10] Synthesis of Poly-(R)-3 Hydroxyoctanoate (PHO) and Its Graphene Nanocomposites
    Abdala, Ahmed
    Barrett, John
    Srienc, Friedrich
    GREEN POLYMER CHEMISTRY: BIOCATALYSIS AND MATERIALS II, 2013, 1144 : 199 - 209