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Synthesis of isosorbide based polyurethanes: An isocyanate free method
被引:153
作者:
Besse, Vincent
[1
]
Auvergne, Remi
[1
]
Carlotti, Stephane
[3
]
Boutevin, Gilles
[2
]
Otazaghine, Belkacem
[4
]
Caillol, Sylvain
[1
]
Pascault, Jean-Pierre
[5
]
Boutevin, Bernard
[1
]
机构:
[1] Ecole Super Chim Montpellier, Inst Charles Gerhardt Montpellier, Equipe Ingn & Architectures Macromol, UMR 5253, F-34296 Montpellier 5, France
[2] Specif Polymers, F-34830 Clapiers, France
[3] Univ Bordeaux 1, Ecole Natl Super Chim Biol & Phys, CNRS, Lab Chim Polymeres Organ,UMR 5629, F-33607 Pessac, France
[4] Ctr Mat Grande Diffus, Ecole Mines Ales, F-30319 Ales, France
[5] Univ Lyon, INSA Lyon, IMP, UMR5223, F-69621 Villeurbanne, France
关键词:
Polyhydroxyurethane;
Isosorbide;
Renewable resources;
Thermal stability;
Carbonate;
CYCLIC CARBONATES;
POLYADDITION;
TRANSESTERIFICATION;
DIISOCYANATE;
REACTIVITY;
EFFICIENT;
NETWORKS;
DIAMINES;
AMINES;
DIOLS;
D O I:
10.1016/j.reactfunctpolym.2013.01.002
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
The synthesis of isocyanate free polyurethanes is a major concern. This paper first reports the synthesis of new biobased isosorbide dicyclocarbonates from isosorbide. Then polyhydroxyurethanes (PHUs) were synthesized by a cyclocarbonate-amine step growth polyaddition with four commercial diamines (e.g. jeffamine D-400, 1,10 diaminodecane, diethylenetriamine and isophoronediamine). These unprecedented products, obtained with high yield, were characterized by H-1 NMR, FTIR, DSC, SEC and TGA analyses. PHUs exhibited glass transition temperatures from -8 degrees C to 59 degrees C, and degradation temperatures (Td 5%) between 234 degrees C and 255 degrees C. Last but not least, the compounds produced during the degradation of these PHUs were analyzed by ATG-IR technique and showed that carbon dioxide and secondary amines are released. (C) 2013 Elsevier Ltd. All rights reserved.
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页码:588 / 594
页数:7
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