A fully bio-based polyimine vitrimer derived from fructose

被引:235
作者
Dhers, Sebastien [1 ]
Vantomme, Ghislaine [2 ,3 ]
Averous, Luc [1 ]
机构
[1] Univ Strasbourg, CNRS, UMR 7515, BioTeam,ICPEES,ECPM, 25 Rue Becquerel, F-67087 Strasbourg 2, France
[2] Eindhoven Univ Technol, ICMS, Eindhoven, Netherlands
[3] Eindhoven Univ Technol, Lab Macromol & Organ Chem, Eindhoven, Netherlands
关键词
ONE-STEP APPROACH; ONE-POT SYNTHESIS; AEROBIC OXIDATION; DYNAMIC POLYMERS; SHAPE-MEMORY; 2,5-DIFORMYLFURAN; EXCHANGE; THERMOSETS; BOND;
D O I
10.1039/c9gc00540d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A bio-based polyimine vitrimer containing 100% renewable carbon content has been synthesised and characterised. This vitrimer material was prepared by combining a bio-based furan dialdehyde obtained from fructose with a bio-based diamine and triamine prepared from fatty acids. Due to the dynamic nature of the imine reversible bonds, the vitrimer properties can be clearly demonstrated. The obtained films exhibit fast stress relaxation around room temperature. To the best of our knowledge, this is the first report of a fully bio-based polyimine vitrimer.
引用
收藏
页码:1596 / 1601
页数:6
相关论文
共 50 条
[1]   Self-healable polymer networks based on the cross-linking of epoxidised soybean oil by an aqueous citric acid solution [J].
Altuna, Facundo I. ;
Pettarin, Valeria ;
Williams, Roberto J. J. .
GREEN CHEMISTRY, 2013, 15 (12) :3360-3366
[2]   Dynamic imine chemistry [J].
Belowich, Matthew E. ;
Stoddart, J. Fraser .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (06) :2003-2024
[3]  
Bomgardner M. M., 2018, Chemical & Engineering News, V96
[4]   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
[5]   Supramolecular polymers [J].
Brunsveld, L ;
Folmer, BJB ;
Meijer, EW ;
Sijbesma, RP .
CHEMICAL REVIEWS, 2001, 101 (12) :4071-4097
[6]   Solvent- and catalyst-free synthesis of fully biobased nonisocyanate polyurethanes with different macromolecular architectures [J].
Carre, C. ;
Bonnet, L. ;
Averous, L. .
RSC ADVANCES, 2015, 5 (121) :100390-100400
[7]   Dynamic Covalent Polymer Networks Based on Degenerative Imine Bond Exchange: Tuning the Malleability and Self-Healing Properties by Solvent [J].
Chao, Albert ;
Negulescu, Joan ;
Zhang, Donghui .
MACROMOLECULES, 2016, 49 (17) :6277-6284
[8]   Dehydrogenation of 5-hydroxymethylfurfural to diformylfuran in compressed carbon dioxide: an oxidant free approach [J].
Chatterjee, Maya ;
Ishizaka, Takayuki ;
Chatterjee, Abhijit ;
Kawanami, Hajime .
GREEN CHEMISTRY, 2017, 19 (05) :1315-1326
[9]   A thermally re-mendable cross-linked polymeric material [J].
Chen, XX ;
Dam, MA ;
Ono, K ;
Mal, A ;
Shen, HB ;
Nutt, SR ;
Sheran, K ;
Wudl, F .
SCIENCE, 2002, 295 (5560) :1698-1702
[10]   Crystallization-driven constitutional changes of dynamic polymers in response to neat/solution conditions [J].
Chow, Cheuk-Fai ;
Fujii, Shunsuke ;
Lehn, Jean-Marie .
CHEMICAL COMMUNICATIONS, 2007, (42) :4363-4365