Wholly biomass derivable sustainable polymers by ring-opening metathesis polymerisation of monomers obtained from furfuryl alcohol and itaconic anhydride

被引:22
作者
Bai, Yinjuan [1 ,2 ]
Clark, James H. [1 ]
Farmer, Thomas J. [1 ]
Ingram, Ian D. V. [1 ]
North, Michael [1 ]
机构
[1] Univ York, Dept Chem, Green Chem Ctr Excellence, York YO10 5DD, N Yorkshire, England
[2] Northwest Univ, Dept Chem, Xian, Shaanxi, Peoples R China
基金
英国工程与自然科学研究理事会;
关键词
UNSATURATED POLYESTER RESINS; LIGNOCELLULOSIC BIOMASS; PLATFORM MOLECULES; MALEIC-ANHYDRIDE; ACID; CATALYSTS; HYDROGENATION; ITACONATE)S; CHEMICALS; ESTERS;
D O I
10.1039/c7py00486a
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Ring-opening metathesis polymerisation (ROMP) of oxanorbornene esters by Grubbs second generation catalyst is used to prepare a range of wholly biomass-derivable homo and copolymers. Eight ester monomers are prepared by esterification of the corresponding carboxylic acid which itself is formed by a 100% atom-economical tandem Diels-Alder-lactonisation reaction of itaconic anhydride and furfuryl alcohol. The well-controlled nature of the ROMP is confirmed by NMR spectroscopy studies and facilitated the preparation of homopolymers, random copolymers and block copolymers with good control over the polymer molecular weight and molecular weight distribution.
引用
收藏
页码:3074 / 3081
页数:8
相关论文
共 37 条
[31]   Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands [J].
Scholl, M ;
Ding, S ;
Lee, CW ;
Grubbs, RH .
ORGANIC LETTERS, 1999, 1 (06) :953-956
[32]   Recent advances in ring-opening metathesis polymerization, and application to synthesis of functional materials [J].
Sutthasupa, Sutthira ;
Shiotsuki, Masashi ;
Sanda, Fumio .
POLYMER JOURNAL, 2010, 42 (12) :905-915
[33]   Highly Efficient Tetradentate Ruthenium Catalyst for Ester Reduction: Especially for Hydrogenation of Fatty Acid Esters [J].
Tan, Xuefeng ;
Wang, Yan ;
Liu, Yuanhua ;
Wang, Fangyuan ;
Shi, Liyang ;
Lee, Ka-Ho ;
Lin, Zhenyang ;
Lv, Hui ;
Zhang, Xumu .
ORGANIC LETTERS, 2015, 17 (03) :454-457
[34]   Substituted Phthalic Anhydrides from Biobased Furanics: A New Approach to Renewable Aromatics [J].
Thiyagarajan, Shanmugam ;
Genuino, Homer C. ;
Sliwa, Michal ;
van der Waal, Jan C. ;
de Jong, Ed ;
van Haveren, Jacco ;
Weckhuysen, Bert M. ;
Bruijnincx, Pieter C. A. ;
van Es, Daan S. .
CHEMSUSCHEM, 2015, 8 (18) :3052-3056
[35]   Bulk chemicals from biomass [J].
van Haveren, Jacco ;
Scott, Elinor L. ;
Sanders, Johan .
BIOFUELS BIOPRODUCTS & BIOREFINING-BIOFPR, 2008, 2 (01) :41-57
[36]   Biotechnological production of itaconic acid [J].
Willke, T ;
Vorlop, KD .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2001, 56 (3-4) :289-295
[37]  
Zeitsch KJ, 2000, CHEM TECHNOLOGY FURF