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Urethane‐forming reaction kinetics and catalysis of model palm olein polyols: Quantified impact of primary and secondary hydroxyls
Authors:Tuan Noor Maznee Tuan Ismail  Kosheela Devi Poo Palam  Zailan Bin Abu Bakar  Hoong Seng Soi  Yeong Shoot Kian  Hazimah Abu Hassan  Christi Schiffman  Aisa Sendijarevic  Vahid Sendijarevic  Ibrahim Sendijarevic
Affiliation:1. Synthesis and Product Development Unit, Advanced Oleochemical Technology Division, Malaysian Palm Oil Board Kajang, Selangor, Malaysia;2. Troy Polymers, Inc., Troy, Michigan
Abstract:Model palm olein natural oil polyols (NOPs) with varying ratios of primary to secondary hydroxyls were synthesized, characterized, and evaluated in reaction kinetics study with isocyanate in formation of polyurethanes. Reaction rate constants and activation energies associated with primary and secondary hydroxyls of NOPs were quantified. The kinetic study in toluene shows that the NOP containing primary hydroxyls have three times higher reaction rate constants in noncatalyzed reaction with 4,4′‐diphenylmethane diisocyanate (4,4′‐MDI) compared to the model NOP containing only secondary hydroxyls, which is associated with higher activation energy of secondary hydroxyls. However, the difference in reaction rate constants of primary and secondary hydroxyls in NOPs diminished in the reactions catalyzed with dibutyltin dilaurate. Bulk polymerization reaction confirms the kinetics results in toluene, showing that the model NOP containing primary hydroxyls reached gel time at a faster rate. Evaluation of elastomers from bulk polymerization shows low degree of phase separation of hard and soft segments for elastomers based on the model NOPs. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 42955.
Keywords:elastomers  biomaterials  biopolymers and renewable polymers  polyurethanes  structure–  property relations
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