Novel poly(ester amide)s from glycine and L-lactic acid by an easy and cost-effective synthesis

被引:17
作者
Fonseca, Ana C. [1 ]
Serra, Armenio C. [2 ]
Coelho, Jorge F. J. [1 ]
Gil, Maria H. [1 ]
Simoes, Pedro N. [1 ]
机构
[1] Univ Coimbra, Dept Chem Engn, P-3030290 Coimbra, Portugal
[2] Univ Coimbra, Dept Chem, P-3004535 Coimbra, Portugal
关键词
biomaterials; glycine; l-lactic acid; polycondensation; poly(ester amide)s; ALPHA-AMINO-ACIDS; BIODEGRADABLE POLYMERS; DIOLS; POLYESTERAMIDES; DEGRADATION;
D O I
10.1002/pi.4356
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 low molecular weight poly(ester amide)s based on glycine and l-lactic acid with interest for the biomedical field were successfully prepared by interfacial polymerization, which is an easy and fast polymerization method. Preparation of the -amino acid based diamine, the l-lactic acid based diacyl chlorides and the poly(ester amide)s was carried out in the absence of catalysts. The structure of the different poly(ester amide)s was confirmed by 1H NMR and Fourier transform infrared spectroscopies. The thermal behaviour of the synthesized poly(ester amide)s was evaluated by simultaneous thermal analysis, differential scanning calorimetry and dynamic mechanical thermal analysis. It was found that both the incorporation of an l-lactic acid oligomeric segment and the change in its central unit have an important influence on the thermal characteristics of the poly(ester amide)s. These novel poly(ester amide)s can be used as building blocks for the preparation of more complex structures. (c) 2013 Society of Chemical Industry
引用
收藏
页码:736 / 743
页数:8
相关论文
共 31 条
[1]   Study on the degradability of poly(ester amide)s derived from the α-amino acids glycine, and L-alanine containing a variable amide/ester ratio [J].
Armelin, E ;
Paracuellos, N ;
Rodríguez-Galán, A ;
Puiggalí, J .
POLYMER, 2001, 42 (19) :7923-7932
[2]   Sequential poly(ester amide)s based on glycine, diols, and dicarboxylic acids:: Thermal polyesterification versus interfacial polyamidation.: Characterization of polymers containing stiff units [J].
Asín, L ;
Armelin, E ;
Montané, J ;
Rodríguez-Galán, A ;
Puiggalí, J .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2001, 39 (24) :4283-4293
[3]   Segmented poly(ether-ester-amide)s based on poly(L,L-lactide) macromers [J].
D'Angelo, S ;
Galletti, P ;
Maglio, G ;
Malinconico, M ;
Morelli, P ;
Palumbo, R ;
Vignola, MC .
POLYMER, 2001, 42 (08) :3383-3392
[4]   SYNTHESIS, CHARACTERIZATION, AND DEGRADATION OF BLOCK POLYESTERAMIDES CONTAINING POLY(L-LACTIDE) SEGMENTS [J].
DESIMONE, V ;
MAGLIO, G ;
PALUMBO, R ;
SCARDI, V .
JOURNAL OF APPLIED POLYMER SCIENCE, 1992, 46 (10) :1813-1820
[5]  
Dijkstra PJ, 2000, MACROMOL SYMP, V153, P67, DOI 10.1002/1521-3900(200003)153:1<67::AID-MASY67>3.0.CO
[6]  
2-F
[7]   Progress in Depsipeptide-Based Biomaterials [J].
Feng, Yakai ;
Lu, Jian ;
Behl, Marc ;
Lendlein, Andreas .
MACROMOLECULAR BIOSCIENCE, 2010, 10 (09) :1008-1021
[8]   Biodegradable Polydepsipeptides [J].
Feng, Yakai ;
Guo, Jintang .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2009, 10 (02) :589-615
[9]  
Fonseca AC, MACROMOLECULAR UNPUB
[10]   Thermal Properties of Poly(ester amide)s with Isolated, Two Adjacent and Three Adjacent Amide Groups within a Polyester Chain [J].
Garg, Priya ;
Keul, Helmut ;
Klee, Doris ;
Moeller, Martin .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (20) :1754-1765