Biobased high barrier copolyesters derived from furandicarboxylic acid and citric acid

被引:1
作者
Zhang, Xiaoqin [1 ,4 ]
Yin, Manyuan [1 ,2 ]
Wang, Jinggang [1 ,4 ]
Pang, Chengcai [3 ]
Liu, Xiaoqing [1 ,4 ]
Zhu, Jin [1 ,4 ]
机构
[1] Chinese Acad Sci, Ningbo Inst Mat Technol & Engn, Ningbo 315201, Zhejiang, Peoples R China
[2] Ningbo Univ, Sch Mat Sci & Chem Engn, Ningbo 315211, Zhejiang, Peoples R China
[3] Tianjin Univ Technol, Sch Mat Sci & Engn, Tianjin 300384, Peoples R China
[4] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
关键词
Biobased; Polyester; Citric acid; 2,5-furandicarboxylic acid; Dimethyl octahydro-2,5-pentalenediol; PHYSICAL-PROPERTIES; SUCCINIC ACID; RIGID DIOL; POLYESTERS; 2,5-FURANDICARBOXYLATE); ISOSORBIDE; TRANSPORT; SORPTION;
D O I
10.1016/j.eurpolymj.2024.113075
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Biobased feedstocks developed from renewable resources play a crucial role in polymers. Dimethyl octahydro2,5-pentalenediol (MeOPD) with excellent thermal stability and rigidity is a biobased bicyclic diol derived from citric acid. In this work, MeOPD was first reacted with dimethyl carbonate (DMC) to form oligo (dimethyl octahydro-2,5-pentalenediol carbonate) (OMC). Subsequently, a series of poly(butylene-co-dimethyl octahydro2,5-pentalenediol furanoate-co-carbonate) (PBMFC) polyesters with MeOPD units ranging from 5 to 31 mol% were synthesized via melt polycondensation from OMC, dimethyl furan-2,5-dicarboxylate (DMFD) and 1,4-butanediol (BDO). Due to the low reactivity of MeOPD, its actual content in copolymer is much lower than that in the feed, and as the MeOPD content rises, the number-average molecular weight of PBMFCs drops from 25,200 g/ mol of PBMFC5 to 12,800 g/mol of PBMFC31. Despite the presence of MC units weakens thermal stability, PBMFCs still maintain good thermal stability, evidenced by Td,5% ranging from 294-325 degrees C in N2 and from 295339 degrees C in air. The mechanical properties are also satisfactory, exhibiting tensile modulus >= 500 MPa, tensile strength >= 23 MPa, and elongation at break >= 150 %. Compared to PET, PBMFCs demonstrate commendable gas barrier properties, with CO2 and O2 barrier capability being 4.7-11.0 times and 2.0-3.6 times that of PET, respectively. All results indicate that PBMFCs can serve as a renewable potential material for packaging application.
引用
收藏
页数:11
相关论文
共 56 条
[1]   Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels [J].
Bond, Jesse Q. ;
Alonso, David Martin ;
Wang, Dong ;
West, Ryan M. ;
Dumesic, James A. .
SCIENCE, 2010, 327 (5969) :1110-1114
[2]   Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited [J].
Bozell, Joseph J. ;
Petersen, Gene R. .
GREEN CHEMISTRY, 2010, 12 (04) :539-554
[3]   Catalyst Engineering Empowers the Creation of Biomass-Derived Polyesters and Polycarbonates [J].
Brandolese, Arianna ;
Kleij, Arjan W. .
ACCOUNTS OF CHEMICAL RESEARCH, 2022, 55 (12) :1634-1645
[4]   Carbon Dioxide Sorption and Transport in Amorphous Poly(ethylene furanoate) [J].
Burgess, Steven K. ;
Kriegel, Robert M. ;
Koros, William J. .
MACROMOLECULES, 2015, 48 (07) :2184-2193
[5]   Oxygen sorption and transport in amorphous poly(ethylene furanoate) [J].
Burgess, Steven K. ;
Karvan, Oguz ;
Johnson, J. R. ;
Kriegel, Robert M. ;
Koros, William J. .
POLYMER, 2014, 55 (18) :4748-4756
[6]   Chain Mobility, Thermal, and Mechanical Properties of Poly(ethylene furanoate) Compared to Poly(ethylene terephthalate) [J].
Burgess, Steven K. ;
Leisen, Johannes E. ;
Kraftschik, Brian E. ;
Mubarak, Christopher R. ;
Kriegel, Robert M. ;
Koros, William J. .
MACROMOLECULES, 2014, 47 (04) :1383-1391
[7]   Aliphatic-aromatic poly(carbonate-co-ester)s containing biobased furan monomer: Synthesis and thermo-mechanical properties [J].
Cai, Xiaodong ;
Yang, Xiangui ;
Zhang, Hua ;
Wang, Gongying .
POLYMER, 2018, 134 :63-70
[8]   MORPHOLOGY AND PHYSICAL-PROPERTIES OF POLY(BUTYLENE TEREPHTHALATE) [J].
CHANG, EP ;
SLAGOWSKI, EL .
JOURNAL OF APPLIED POLYMER SCIENCE, 1978, 22 (03) :769-779
[9]   Copolyesters of isosorbide, succinic acid, and isophthalic acid: Biodegradable, high Tg engineering plastics [J].
Chatti, Saber ;
Weidner, Steffen M. ;
Fildier, Aurelie ;
Kricheldorf, Hans R. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2013, 51 (11) :2464-2471
[10]   Biorefineries for the production of top building block chemicals and their derivatives [J].
Choi, Sol ;
Song, Chan Woo ;
Shin, Jae Ho ;
Lee, Sang Yup .
METABOLIC ENGINEERING, 2015, 28 :223-239