Functionalized polyesters derived from glycerol: Selective polycondensation methods toward glycerol-based polyesters by different catalysts

被引:18
|
作者
Zeng, Fenfen [1 ]
Yang, Xin [1 ]
Li, Dexing [1 ]
Dai, Li [1 ]
Zhang, Xinyan [1 ]
Lv, Yin [1 ,2 ]
Wei, Zhong [1 ,2 ]
机构
[1] Shihezi Univ, Sch Chem & Chem Engn, Shihezi 832003, Peoples R China
[2] Shihezi Univ, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Peoples R China
基金
中国国家自然科学基金;
关键词
DICARBOXYLIC-ACIDS; POLYMERIZATION; ROUTE; DIOLS;
D O I
10.1002/app.48574
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Convergence of biodegradability and functionality is a major direction of new generation bio-based materials. Functionalized aliphatic polyesters based on glycerol are synthesized by solvent-free polycondensation directly. The aim is to prepare linear polyesters with pendant hydroxyl groups along the polymer backbone. The performance of the sustainable biocatalyst Novozyme-435 (an immobilized form of Candida antarctica lipase B) and the metal-based catalyst scandium trifluoromethanesulfonate (also known as scandium triflate) were compared with three organobase catalysts: 1,5,7-triazabicyclo[4,4,0]dec-5-ene, diphenyl hydrogen phosphate, and bis(1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfonyl)imide. For the five catalytic systems, the efficiency and selectivity for the incorporation of glycerol were studied, mainly using H-1 NMR spectroscopies, whereas side reactions, such as different macromolecular architecture of different glyceride groups in polymers, were evaluated using C-13 NMR. Especially, the biocatalyst Novozyme-435 succeeded in incorporating glycerol in a selective way with a low reaction temperature, leading to close-to-linear polyesters. By using a renewable hydroxyl-reactive based on polyesters derived from glycerol, it provides a theoretical reference for the synthesis of functional bio-based materials. (c) 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 48574.
引用
收藏
页数:7
相关论文
共 22 条
  • [1] Synthesis and Characterization of Hyperbranched Polyesters from Glycerol-Based AB2 Monomer
    Parzuchowski, Pawel G.
    Grabowska, Martyna
    Jaroch, Michal
    Kusznerczuk, Monika
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (15) : 3860 - 3868
  • [2] Enzymatic Synthesis of Hydroxy-Functionalized Glycerol-Based Polyesters: A Study of Functionalization, Regioselectivity Control, and Catalyst Reuse
    Fernandes, Clara Dourado
    Oechsler, Bruno Francisco
    Sayer, Claudia
    De Oliveira, Debora
    de Araujo, Pedro H. Hermes
    MACROMOLECULES, 2024, 57 (02) : 456 - 469
  • [3] Catalyst-controlled polycondensation of glycerol with diacyl chlorides: linear polyesters from a trifunctional monomer
    Slavko, Ekaterina
    Taylor, Mark S.
    CHEMICAL SCIENCE, 2017, 8 (10) : 7106 - 7111
  • [4] Glycerol-based enzymatically synthesized renewable polyesters: Control of molecular weight, degree of branching and functional endgroups
    Sonseca Olalla, Agueda
    Hevilla Talavera, Victor
    Lopez Garcia, Daniel
    Gimenez Torres, Enrique
    Fernandez Garcia, Marta
    EUROPEAN POLYMER JOURNAL, 2022, 170
  • [5] Synthesis of polyesters derived from glycerol and phthalic anhydride and its application for bitumen modification
    Joshi, Vedant
    Kumar, Kamal
    Krishna K, K. Nandu
    Senthilkumar, Thangaraj
    JOURNAL OF APPLIED POLYMER SCIENCE, 2024, 141 (36)
  • [6] Environmentally friendly adhesives derived from glycerol-based polymers
    Azeredo, Marina S.
    Nunes, Mario A. B. S.
    Figueiredo, Lucas R. F.
    Oliveira, Juliano E.
    Tonoli, Gustavo D.
    de Barros, Silvio
    Medeiros, Eliton S.
    JOURNAL OF ADHESION SCIENCE AND TECHNOLOGY, 2022, 36 (01) : 98 - 108
  • [7] Synthesis and Properties of Photocurable Polymers Derived from the Polyesters of Glycerol and Aliphatic Dicarboxylic Acids
    Hu, Rui
    Yao, Weipeng
    Fu, Yingjuan
    Lu, Fuyuan
    Chen, Xiaoqian
    POLYMERS, 2024, 16 (09)
  • [8] Green and selective polycondensation methods toward linear sorbitol-based polyesters: enzymatic versus organic and metal-based catalysis
    Gustini, Liliana
    Lavilla, Cristina
    Janssen, William W. T. J.
    Martinez de Ilarduya, Antxon
    Munoz-Guerra, Sebastian
    Koning, Cor E.
    CHEMSUSCHEM, 2016, 9 (16) : 2250 - 2260
  • [9] Red Blood Cell Viability at Different Temperatures Using Glycerol-Based Cryopreservation Methods
    Sen, N.
    Louzon, M. J.
    Johnson, J. Daniel
    TRANSFUSION, 2014, 54 : 71A - 71A
  • [10] One-Pot FDCA Diester Synthesis from Mucic Acid and Their Solvent-Free Regioselective Polytransesterification for Production of Glycerol-Based Furanic Polyesters
    Zhao, Deyang
    Delbecq, Frederic
    Len, Christophe
    MOLECULES, 2019, 24 (06)