Modification of properties of poly(butylene succinate) by copolymerization with tartaric acid-based monomers

被引:35
作者
Zakharova, Elena [1 ]
Lavilla, Cristina [1 ]
Alla, Abdelilah [1 ]
Martinez de Ilarduya, Antxon [1 ]
Munoz-Guerra, Sebastian [1 ]
机构
[1] Univ Politecn Cataluna, ETSEIB, Dept Engn Quim, E-08028 Barcelona, Spain
关键词
PBS; Poly(butylene succinate); Copolyesters; Bio-based polyesters; Tartaric acid; POLY(ETHYLENE-TEREPHTHALATE) COPOLYESTERS; AROMATIC COPOLYESTERS; LINEAR POLYURETHANES; PBT COPOLYESTERS; AMINO-ALCOHOLS; POLYESTERS; POLYMERS;
D O I
10.1016/j.eurpolymj.2014.09.024
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The two cyclic acetals, 2,3-di-O-methylene-L-threitol and dimethyl 2,3-di-O-methylene-L-threarate, were used for the synthesis of two series of PBS copolyesters differing in which unit, butylene or succinate, was replaced, in addition of the corresponding parent homopolyesters. Polycondensation reactions were carried out in the melt affording polymers with satisfactory molecular weights. Copolyesters were prepared with contents in tartaric acid-based units over the whole range of compositions and they all had a random chemical microstructure. The physical properties of the novel copolyesters varied widely depending not only on their composition but also on the type of unit that was replaced. They showed higher glass transition (T-g), lower melting temperatures (T-m), and lower crystallinity compared to the parent PBS homopolyester. Regarding mechanical properties, the presence of the stiff cyclic acetal units in the PBS chain caused an increase in the elongation at break and also a reduction in both elastic modulus and tensile strength of the polyester. Upon copolymerization the PBS notably increased its hydrolytic degradability and more slightly its susceptibility to be degraded by lipases. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:263 / 273
页数:11
相关论文
共 33 条
[11]   Bio-based poly(ethylene terephthalate) copolyesters made from cyclic monomers derived from tartaric acid [J].
Japu, Cristina ;
Martinez de Ilarduya, Antxon ;
Alla, Abdelilah ;
Munoz-Guerra, Sebastian .
POLYMER, 2014, 55 (10) :2294-2304
[12]   Bio-based PBT copolyesters derived from D-glucose: influence of composition on properties [J].
Japu, Cristina ;
Martinez de Ilarduya, Antxon ;
Alla, Abdelilah ;
Gracia Garcia-Martin, Ma ;
Galbis, Juan A. ;
Munoz-Guerra, Sebastian .
POLYMER CHEMISTRY, 2014, 5 (09) :3190-3202
[13]   Bio-based poly(hexamethylene terephthalate) copolyesters containing cyclic acetalized tartrate units [J].
Japu, Cristina ;
Martinez de Ilarduya, Antxon ;
Alla, Abdelilah ;
Munoz-Guerra, Sebastian .
POLYMER, 2013, 54 (06) :1573-1582
[14]   Bio-based aromatic copolyesters made from 1,6-hexanediol and bicyclic diacetalized D-glucitol [J].
Japu, Cristina ;
Alla, Abdelilah ;
Martinez de Ilarduya, Antxon ;
Gracia Garcia-Martin, Ma ;
Benito, Elena ;
Galbis, Juan A. ;
Munoz-Guerra, Sebastian .
POLYMER CHEMISTRY, 2012, 3 (08) :2092-2101
[15]   Poly(ethylene terephthalate) copolyesters derived from (2S,3S)-2,3-dimethoxy-1,4-butanediol [J].
Kint, DPR ;
Wigström, E ;
De Ilarduya, AM ;
Alla, A ;
Muñoz-Guerra, S .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2001, 39 (19) :3250-3262
[16]   PET copolyesters made from a D-mannitol-derived bicyclic diol [J].
Lavilla, C. ;
Martinez de Ilarduya, A. ;
Alla, A. ;
Munoz-Guerra, S. .
POLYMER CHEMISTRY, 2013, 4 (02) :282-289
[17]   Biodegradable aromatic copolyesters made from bicyclic acetalized galactaric acid [J].
Lavilla, C. ;
Alla, A. ;
Martinez de Ilarduya, A. ;
Benito, E. ;
Garcia-Martin, M. G. ;
Galbis, J. A. ;
Munoz-Guerra, S. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (16) :3393-3406
[18]   Carbohydrate-Based Polyesters Made from Bicyclic Acetalized Galactaric Acid [J].
Lavilla, C. ;
Alla, A. ;
Martinez de Ilarduya, A. ;
Benito, E. ;
Garcia-Martin, M. G. ;
Galbis, J. A. ;
Munoz-Guerra, S. .
BIOMACROMOLECULES, 2011, 12 (07) :2642-2652
[19]   Carbohydrate-based PBT copolyesters from a cyclic diol derived from naturally occurring tartaric acid: a comparative study regarding melt polycondensation and solid-state modification [J].
Lavilla, Cristina ;
Gubbels, Erik ;
Alla, Abdelilah ;
Martinez de Ilarduya, Antxon ;
Noordover, Bart A. J. ;
Koning, Cor E. ;
Munoz-Guerra, Sebastian .
GREEN CHEMISTRY, 2014, 16 (04) :1789-1798
[20]   High Tg Bio-Based Aliphatic Polyesters from Bicyclic D-Mannitol [J].
Lavilla, Cristina ;
Alla, Abdelilah ;
Martinez de Ilarduya, Antxon ;
Munoz-Guerra, Sebastian .
BIOMACROMOLECULES, 2013, 14 (03) :781-793