Thermosetting Polymers from Lignin Model Compounds and Depolymerized Lignins

被引:60
作者
Feghali, Elias [1 ]
Torr, Kirk M. [2 ]
van de Pas, Daniel J. [2 ]
Ortiz, Pablo [3 ]
Vanbroekhoven, Karolien [3 ]
Eevers, Walter [3 ,4 ]
Vendamme, Richard [3 ]
机构
[1] Notre Dame Univ Louaize, Chem Engn Program, POB 72, Zouk Mikael, Zouk Mosbeh, Lebanon
[2] Scion, Private Bag 3020, Rotorua 3046, New Zealand
[3] Flemish Inst Technol Res VITO, Boeretang 200, B-2400 Mol, Belgium
[4] Univ Antwerp, Dept Chem, Groenenborgerlaan 171, B-2020 Antwerp, Belgium
关键词
Lignin; Depolymerization; Lignin model compounds; Polymers; Thermosets; RIGID POLYURETHANE FOAM; EPOXY-RESINS; KRAFT-LIGNIN; HYDROLYSIS LIGNIN; COMPOSITE APPLICATIONS; BIOBASED POLYMERS; CURING KINETICS; WOOD LIGNIN; VANILLIN; MONOMERS;
D O I
10.1007/s41061-018-0211-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lignin is the most abundant source of renewable ready-made aromatic chemicals for making sustainable polymers. However, the structural heterogeneity, high polydispersity, limited chemical functionality and solubility of most technical lignins makes them challenging to use in developing new bio-based polymers. Recently, greater focus has been given to developing polymers from low molecular weight lignin-based building blocks such as lignin monomers or lignin-derived bio-oils that can be obtained by chemical depolymerization of lignins. Lignin monomers or bio-oils have additional hydroxyl functionality, are more homogeneous and can lead to higher levels of lignin substitution for non-renewables in polymer formulations. These potential polymer feed stocks, however, present their own challenges in terms of production (i.e., yields and separation), pre-polymerization reactions and processability. This review provides an overview of recent developments on polymeric materials produced from lignin-based model compounds and depolymerized lignin bio-oils with a focus on thermosetting materials. Particular emphasis is given to epoxy resins, polyurethanes and phenol-formaldehyde resins as this is where the research shows the greatest overlap between the model compounds and bio-oils. The common goal of the research is the development of new economically viable strategies for using lignin as a replacement for petroleum-derived chemicals in aromatic-based polymers.
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页数:25
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共 79 条
[1]   Biobased Thermosetting Epoxy: Present and Future [J].
Auvergne, Remi ;
Caillol, Sylvain ;
David, Ghislain ;
Boutevin, Bernard ;
Pascault, Jean-Pierre .
CHEMICAL REVIEWS, 2014, 114 (02) :1082-1115
[2]   Optimizing the lignin based synthesis of flexible polyurethane foams employing reactive liquefying agents [J].
Bernardini, Jacopo ;
Anguillesi, Irene ;
Coltelli, Maria-Beatrice ;
Cinelli, Patrizia ;
Lazzeri, Andrea .
POLYMER INTERNATIONAL, 2015, 64 (09) :1235-1244
[3]   Preparation of lignin/glycerol-based bis(cyclic carbonate) for the synthesis of polyurethanes [J].
Chen, Qin ;
Gao, Keke ;
Peng, Chang ;
Xie, Haibo ;
Zhao, Zongbao Kent ;
Bao, Ming .
GREEN CHEMISTRY, 2015, 17 (09) :4546-4551
[4]   Highly efficient de-polymerization of organosolv lignin using a catalytic hydrothermal process and production of phenolic resins/adhesives with the depolymerized lignin as a substitute for phenol at a high substitution ratio [J].
Cheng, Shuna ;
Yuan, Zhongshun ;
Leitch, Mathew ;
Anderson, Mark ;
Xu, Chunbao .
INDUSTRIAL CROPS AND PRODUCTS, 2013, 44 :315-322
[5]   Use of Biocrude Derived from Woody Biomass to Substitute Phenol at a High-Substitution Level for the Production of Biobased Phenolic Resol Resins [J].
Cheng, Shuna ;
D'Cruz, Ian ;
Yuan, Zhongshun ;
Wang, Mingcun ;
Anderson, Mark ;
Leitch, Mathew ;
Xu, Chunbao .
JOURNAL OF APPLIED POLYMER SCIENCE, 2011, 121 (05) :2743-2751
[6]   Green synthesis of flexible polyurethane foams from liquefied lignin [J].
Cinelli, Patrizia ;
Anguillesi, Irene ;
Lazzeri, Andrea .
EUROPEAN POLYMER JOURNAL, 2013, 49 (06) :1174-1184
[7]   Renewable Benzoxazine Monomers from "Lignin-like" Naturally Occurring Phenolic Derivatives [J].
Comi, Marc ;
Lligadas, Gerard ;
Ronda, Juan C. ;
Galia, Marina ;
Cadiz, Virginia .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2013, 51 (22) :4894-4903
[8]   Alternative Monomers Based on Lignocellulose and Their Use for Polymer Production [J].
Delidovich, Irina ;
Hausoul, Peter J. C. ;
Deng, Li ;
Pfuetzenreuter, Rebecca ;
Rose, Marcus ;
Palkovits, Regina .
CHEMICAL REVIEWS, 2016, 116 (03) :1540-1599
[9]   Value-adding to cellulosic ethanol: Lignin polymers [J].
Doherty, William O. S. ;
Mousavioun, Payam ;
Fellows, Christopher M. .
INDUSTRIAL CROPS AND PRODUCTS, 2011, 33 (02) :259-276
[10]   A review on lignin-based polymeric, micro- and nano-structured materials [J].
Duval, Antoine ;
Lawoko, Martin .
REACTIVE & FUNCTIONAL POLYMERS, 2014, 85 :78-96