Block Copolymers Containing (R)-3-Hydroxybutyrate and Isosorbide Succinate or (S)-Lactic Acid Mers

被引:7
作者
Casarano, Romeu [1 ]
Petri, Denise F. S. [1 ]
Jaffe, Michael [2 ]
Catalani, Luiz H. [1 ]
机构
[1] Univ Sao Paulo, Inst Chem, BR-05513970 Sao Paulo, Brazil
[2] New Jersey Inst Technol, Med Device Concept Lab, Newark, NJ 07102 USA
基金
巴西圣保罗研究基金会;
关键词
Isosorbide; PLLA; PHB; TIME-OF-FLIGHT; STRUCTURAL-CHARACTERIZATION; ENZYMATIC DEGRADATION; POLYESTERS; POLYMERIZATION; MISCIBILITY; LACTIDE; BLENDS;
D O I
10.1007/s10924-009-0157-4
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
A new aliphatic block copolyester was synthesized in bulk from transesterification techniques between poly((R)-3-hydroxybutyrate) (PHB) and poly(isosorbide succinate) (PIS). Additionally, other two block copolyesters were synthesized in bulk either from transesterification reactions involving PHB and poly(l-lactide) (PLLA) or from ring-opening copolymerization of l-lactide and hydroxyl-terminated PHB, as result of a previous transesterification reactions with isosorbide. Two-component blends of PHB and PIS or PLLA were also prepared as comparative systems. SEC, MALDI-TOF mass spectrometry (MALDI-TOFMS), H-1 and C-13 NMR spectroscopy, WAXD, solubility tests, and TG thermal analysis were used for characterization. The block copolymer structures of the products were evidenced by MALDI-TOFMS, C-13 NMR, and WAXD data. The block copolymers and the corresponding binary blends presented different solubility properties, as revealed by solubility tests. Although the incorporation of PIS sequences into PHB main backbone did not enhance the thermal stability of the product, it reduced its crystallinity, which could be advantageous for faster biodegradation rate. These products, composed of PHB and PIS or PLLA sequences, are an interesting alternative in biomedical applications.
引用
收藏
页码:33 / 44
页数:12
相关论文
共 36 条
[1]   Physical properties and enzymatic degradability of copolymers of (R)-3-hydroxybutyric acid and (S,S)-lactide [J].
Abe, H ;
Doi, Y ;
Hori, Y ;
Hagiwara, T .
POLYMER, 1998, 39 (01) :59-67
[2]   Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry with size-exclusion chromatographic fractionation for structural characterization of synthetic aliphatic copolyesters [J].
Adamus, G ;
Rizzarelli, P ;
Montaudo, MS ;
Kowalczuk, M ;
Montaudo, G .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2006, 20 (05) :804-814
[3]  
ALBERTSSON AC, 1992, COMPREHENSIVE POLY S, P285
[4]   Characterization of poly[(R)-3-hydroxybutyrate-co-ε-caprolactone] copolymers by matrix-assisted laser desorption/ionization time-of-flight and electrospray ionization mass spectrometry [J].
Alicata, R ;
Barbuzzi, T ;
Gluffrida, M ;
Ballistreri, A .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2006, 20 (04) :568-576
[5]  
BLOSS FD, 1994, CRYSTALLOGRAPHY CRYS, P467
[6]   MISCIBILITY, CRYSTALLIZATION AND MELTING OF POLY(3-HYDROXYBUTYRATE)/POLY(L-LACTIDE) BLENDS [J].
BLUMM, E ;
OWEN, AJ .
POLYMER, 1995, 36 (21) :4077-4081
[7]  
BOVEY FA, 1985, ENCY POLYM SCI ENG, V10, P254
[8]  
CAMPBELL D., 2000, POLYM CHARACTERIZATI, V2, P108
[9]   Synthesis and Structural Characterization of Block and Random Low Molecular Weight Copolymers Composed of L-lactic Acid and Isosorbide Succinate Moieties [J].
Casarano, Romeu ;
Petri, Denise F. S. ;
Jaffe, Michael ;
Catalani, Luiz H. .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (08) :1414-1424
[10]   Synthesis of new diesters of 1,4:3,6-dianhydro-D-glucitol by esterification with fatty acid chlorides [J].
Cecutti, C ;
Mouloungui, Z ;
Gaset, A .
BIORESOURCE TECHNOLOGY, 1998, 66 (01) :63-67