Systematic Study of Thermal and (Bio)Degradable Properties of Semiaromatic Copolyesters Based on Naturally Occurring Isosorbide

被引:45
作者
Chen, Jingying [1 ]
Wu, Jing [2 ]
Qi, Jiefei [1 ]
Wang, Huaping [1 ,2 ]
机构
[1] Donghua Univ, Coll Mat Sci & Engn, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 201620, Peoples R China
[2] Donghua Univ, Coinnovat Ctr Text Ind, Shanghai 201620, Peoples R China
基金
中国国家自然科学基金;
关键词
Semiaromatic polyesters; Biodegradable polymers; Carbohydrates; Isohexides; Enzymatic degradation; POLY(BUTYLENE TEREPHTHALATE) COPOLYESTERS; IN-SITU; POLYESTERS; DEGRADATION; BIODEGRADATION; HYDROLYSIS; BEHAVIOR;
D O I
10.1021/acssuschemeng.8b04717
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Here we present a series of copolyesters of poly(butylene terephthalate) (PBT) with the renewable building block isosorbide (1,4:3,6-dianhydro-D-glucitol, IS), designated PBIT. The aim of this work is to systematically elucidate how the inherent properties (reactivity, structural asymmetry, structural rigidity, and hydrophilicity) of IS would affect the synthesis and thermal/(bio)degradable performance of PBIT copolyesters. The target copolyesters containing 0-50 mol % IS units were successfully synthesized by melt polycondensation and were afforded in fully random micro sequential structures. Their number-average molecular weights and intrinsic viscosities are in the ranges of 22 400-31000 g/mol and 0.5-0.65 dL/g, respectively. The thermal properties determined by differential scanning calorimetric analysis firmly confirmed the remarkable T-g-enhancing effect of IS. Comprehensive degradation study further revealed that IS incorporation promotes remarkable hydrolytic degradation in a relatively harsh acidic environment at high temperature (80 degrees C), but maintains excellent stability in a neutral hydrolytic and enzymatic environment (with porcine pancreatic lipase) at low temperature (37 degrees C). The synergistic effects of IS incorporation on thermal properties and degradability are dependent on degrading conditions. The results shown in this work are expected to give some insights regarding property improvement of the existing semiaromatic polyesters via copolymerization, as well as consideration of suitable working conditions for these polymers.
引用
收藏
页码:1061 / +
页数:21
相关论文
共 47 条
[1]   Poly(butylene terephthalate) copolyesters derived frorn L-arabinitol and xylitol [J].
Alla, A ;
Hakkou, K ;
Zamora, F ;
de Ilarduya, AM ;
Galbis, JA ;
Muñoz-Guerra, S .
MACROMOLECULES, 2006, 39 (04) :1410-1416
[2]  
[Anonymous], 1966, CARBOHYD RES
[3]   ASPECTS OF STEREOCHEMISTRY .15. INFLUENCE OF INTRAMOLECULAR HYDROGEN BONDING ON RATES OF ESTERIFICATION OF SOME DERIVATIVES OF 5-HYDROXY-1,3-DIOXAN AND OR 1,4 - 8,6-DIANHYDRO-D-GLUCITOL [J].
BUCK, KW ;
WEBBER, JM ;
FOSTER, AB ;
PERRY, AR .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (AUG) :4171-&
[4]   Synthesis of isosorbide: an overview of challenging reactions [J].
Dussenne, C. ;
Delaunay, T. ;
Wiatz, V. ;
Wyart, H. ;
Suisse, I. ;
Sauthier, M. .
GREEN CHEMISTRY, 2017, 19 (22) :5332-5344
[5]   Polymers from renewable 1,4:3,6-dianhydrohexitols (isosorbide, isomannide and isoidide): A review [J].
Fenouillot, F. ;
Rousseau, A. ;
Colomines, G. ;
Saint-Loup, R. ;
Pascault, J. -P. .
PROGRESS IN POLYMER SCIENCE, 2010, 35 (05) :578-622
[6]   ISOSORBIDE - PREPARATION, PROPERTIES AND CHEMISTRY [J].
FLECHE, G ;
HUCHETTE, M .
STARCH-STARKE, 1986, 38 (01) :26-30
[7]   Synthetic Polymers from Sugar-Based Monomers [J].
Galbis, Juan A. ;
de Gracia Garcia-Martin, M. ;
Violante de Paz, M. ;
Galbis, Elsa .
CHEMICAL REVIEWS, 2016, 116 (03) :1600-1636
[8]   Biodegradability and biocompatibility of copoly(butylene sebacate-co-terephthalate)s [J].
Heidarzadeh, Nina ;
Rafizadeh, Mehdi ;
Taromi, Faramarz Afshar ;
del Valle, Luis J. ;
Franco, Lourdes ;
Puiggali, Jordi .
POLYMER DEGRADATION AND STABILITY, 2017, 135 :18-30
[9]   Characterization and degradation behavior of poly(butylene adipate-co-terephthalate)s [J].
Herrera, R ;
Franco, L ;
Rodríguez-Galán, A ;
Puiggalí, J .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2002, 40 (23) :4141-4157
[10]   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