Non-isocyanate polyurethanes: synthesis, properties, and applications

被引:313
作者
Rokicki, Gabriel [1 ]
Parzuchowski, Pawel G. [1 ]
Mazurek, Magdalena [1 ]
机构
[1] Warsaw Univ Technol, Fac Chem, PL-00664 Warsaw, Poland
关键词
non-isocyanate polyurethanes; poly(hydroxy-urethane)s; cyclic carbonates; carbamates; RING-OPENING POLYMERIZATION; 5-MEMBERED CYCLIC CARBONATE; N-PHENYL CARBAMATE; CROSS-LINKING REACTION; NON-PHOSGENE ROUTE; DIMETHYL CARBONATE; ETHYLENE CARBONATE; CATALYTIC SYNTHESIS; GLYCEROL CARBONATE; PROPYLENE CARBONATE;
D O I
10.1002/pat.3522
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Conventional polyurethanes are typically obtained from polyisocyanates, polyols, and chain extenders. The main starting materialsisocyanates used in this processraise severe health hazard concerns. Therefore, there is a growing demand for environment-friendly processes and products. This review article summarizes progress that has been made in recent years in the development of alternative methods of polyurethane synthesis. In most of them, carbon dioxide is applied as a sustainable feedstock for polyurethane production directly or indirectly. The resulting non-isocyanate polyurethanes are characterized by a solvent-free synthesis, resistance to chemical degradation, 20% more wear resistance than conventional polyurethane, and can be applied on wet substrates and cured under cold conditions. Three general polymer synthetic methods, step-growth polyaddition, polycondensation, and ring-opening polymerization, are presented in the review. Much attention is given to the most popular and having potential industrial importance method of obtaining non-isocyanate polyurethanes, poly(hydroxy-urethane)s, based upon multicyclic carbonates and aliphatic amines. It is evident from the present review that considerable effort has been made during the last years to develop environmentally friendly methods of obtaining polyurethanes, especially those with the use of carbon dioxide or simple esters of carbonic acid. Copyright (c) 2015 John Wiley & Sons, Ltd.
引用
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页码:707 / 761
页数:55
相关论文
共 429 条
[1]   Halogen-free process for the conversion of carbon dioxide to urethanes by homogeneous catalysis [J].
Abla, M ;
Choi, JC ;
Sakakura, T .
CHEMICAL COMMUNICATIONS, 2001, (21) :2238-2239
[2]   The cleavage of meso-epoxides with homochiral thiols:: synthesis of (+)- and (-)-trans-1-mercaptocyclohexan-2-ol [J].
Adams, H ;
Bell, R ;
Cheung, YY ;
Jones, DN ;
Tomkinson, NCO .
TETRAHEDRON-ASYMMETRY, 1999, 10 (21) :4129-4142
[3]   AMINIMIDES .10. SYNTHESIS OF 4H-1,3-BENZOXAZIN-2(1H)ONE BY THERMOLYSIS OF TRIMETHYLAMMONIUM, BETA-(2-HYDROXYMETHYLBENZOYL)IMINE [J].
AELONY, D ;
MCKILLIP, WJ .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1972, 9 (04) :923-&
[4]  
Aharoni SM, 1997, N NYLONS THEIR SYNTH
[5]   Synthesis of novel bis- and tris-(cyclic carbonate)s and their use in preparation of polymer networks [J].
Al-Azemi, TF ;
Bisht, KS .
POLYMER, 2002, 43 (08) :2161-2167
[6]   Novel functional polycarbonate by lipase-catalyzed ring-opening polymerization of 5-methyl-5-benzyloxycarbonyl-1,3-dioxan-2-one [J].
Al-Azemi, TF ;
Bisht, KS .
MACROMOLECULES, 1999, 32 (20) :6536-6540
[7]   HOMOPOLYMERIZATION OF 1,3-DIOXAN-2-ONE TO HIGH-MOLECULAR-WEIGHT POLY(TRIMETHYLENE CARBONATE) [J].
ALBERTSSON, AC ;
SJOLING, M .
JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY, 1992, 29 (01) :43-54
[8]  
Allport D., 2003, MDI TDI SAFETY HLTH
[9]   AN EXCEPTIONALLY MILD, CATALYTIC HOMOGENEOUS METHOD FOR THE CONVERSION OF AMINES INTO CARBAMATE ESTERS [J].
ALPER, H ;
HARTSTOCK, FW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (16) :1141-1142
[10]  
ANNESINI MC, 1983, CHIM IND-MILAN, V65, P149