New renewably-sourced polyesters from limonene-derived monomers

被引：51
|
作者：
Thomsett, Megan R. [1 ]
Moore, Jonathan C. [1 ]
Buchard, Antoine [2 ]
Stockman, Robert A. [1 ]
Howdle, Steven M. [1 ]
机构：
[1] Univ Nottingham, Sch Chem, Univ Pk, Nottingham NG7 2RD, England
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
来源：
GREEN CHEMISTRY | 2019年 / 21卷 / 01期
基金：
英国工程与自然科学研究理事会;
关键词：
CATIONIC ISOMERIZATION POLYMERIZATION; RING-OPENING POLYMERIZATION; HIGH-MOLECULAR-WEIGHT; BETA-PINENE; ANIONIC-POLYMERIZATION; RADICAL POLYMERIZATION; POLYMERS; BLOCK; POLYAMIDES; RESOURCES;
D O I：
10.1039/c8gc02957a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The functionalisation of limonene has enabled the synthesis of two renewably-sourced monomers for the formation of terpene-derived polyesters. Three methods for the synthesis of the novel hydroxy-acid 6 are reported and their green-credentials scrutinised through comparison of their sustainability-metrics. Step-growth homo-polymerisation of 6 is demonstrated to yield a low molecular weight (2.6 kDa) novel polyester with 100% of its carbon content originating from the terpene starting material. The corresponding diol 2 is shown to act as a co-monomer with a renewable diacid. The resultant polyesters display impressive M(n)s of up to 30 kDa with T(g)s between -6 and 24 degrees C. These materials have been shown to depolymerise under basic conditions for reclamation of the diol monomer 2.
引用
收藏
页码：149 / 156
页数：8
相关论文
共 50 条
  • [1] Polymersation of limonene and α-pinene derived monomers for the syntheiss of novel renewable polyesters
    Thomsett, Megan
    Howdle, Steven
    Stockman, Robert
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [2] Development of sustainable alternatives for the next generation of chemicals and materials: Continued progress in development of renewably-sourced materials from DuPont
    Bryndza, Henry
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [3] Three new limonene-derived bis-monoterpenoids from the aerial parts of Illigera cordata
    Zhou, Min
    Dong, Miao
    Zeng, Xiao-Li
    Huang, Xiang-Zhong
    PHYTOCHEMISTRY LETTERS, 2019, 30 : 38 - 42
  • [4] Synthesis of chiral fused pyrimidines from (+)-3-carene- and limonene-derived isomeric β-enaminones
    Popov, SA
    Tkachev, AV
    MENDELEEV COMMUNICATIONS, 2000, (03) : 112 - 114A
  • [5] Crosslinkable polyesters based on monomers derived from renewable lignin
    Zhang, Jie
    Pang, Chengcai
    Wu, Guolin
    RSC ADVANCES, 2016, 6 (14): : 11848 - 11854
  • [6] BIOT 24-Production of 1,3-propanediol, a renewably sourced glycol derived from corn sugar
    Miller, Edward
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [7] Regarding a new alcohol derived from limonene
    Genvresse, P
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES, 1901, 132 : 414 - 416
  • [8] SYNTHESIS AND MESOGENIC PROPERTIES OF 4 SERIES OF POLYESTERS DERIVED FROM DICARBOXYLIC AND DIHYDROXYLIC AROMATIC MONOMERS
    BARBERA, J
    NAVARRO, F
    ORIOL, L
    PINOL, M
    SERRANO, JL
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1990, 28 (04) : 703 - 715
  • [9] Synthesis and Characterization of High-Molecular Weight Aliphatic Polyesters from Monomers Derived from Renewable Resources
    Kong, Xiaohua
    Qi, Hong
    Curtis, Jonathan M.
    JOURNAL OF APPLIED POLYMER SCIENCE, 2014, 131 (15)
  • [10] Eco-friendly Development of New Biodegradable and Renewable Polymers Based on Di(meth)Acrylated and Acrylamidated Monomers Derived from Limonene Dioxide
    Araruna, Thaina
    Sousa, Jessica F.
    Kruger, Ricardo H.
    Machado, Angelo H. L.
    Machado, Fabricio
    JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2024, 32 (12) : 6576 - 6602
12345