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Soy‐based polyurethanes by nonisocyanate route
Author(s) -
Javni Ivan,
Hong Doo Pyo,
Petrović Zoran S.
Publication year - 2008
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.27995
Subject(s) - polyurethane , materials science , polymer chemistry , amine gas treating , shore durometer , swelling , ethylenediamine , ultimate tensile strength , hexamethylenediamine , carbonate , diamine , chemistry , organic chemistry , composite material , polyamide , metallurgy
Abstract Polyurethanes by a nonisocyanate route were prepared by reacting carbonated soybean oil with different diamines. The effect of amine structure and carbonate to amine ratio on polyurethane structure and mechanical, physical, and swelling properties was studied. The reactants 1,2‐ethylenediamine, 1,4‐butylenediamine, and 1,6‐hexamethylenediamine were used with the carbonate to amine ratio of 1 : 0.5, 1 : 1, and 1 : 2. It was found that along with urethane formation, the amine group reacted with ester groups to form amides. All amines produced elastomeric polyurethanes with glass transitions between 0 and 40°C and hardness between 40 and 90 Shore A. The reaction of epoxidized soybean oil with carbon dioxide was optimized resulting in complete conversion of epoxy to cyclic carbonate groups ending in polyurethanes with higher crosslinking density and much higher tensile strength than previously reported for similar polyurethanes. Swelling in toluene and water depended on crosslinking density and the polarity of polyurethane networks controlled by the cyclic carbonate‐to‐amine‐ratio. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008