Polyurethane Thermosets Using Lipidic Poly(α‐Hydroxyketone)

Benoit Briou (1) , Nam Duc Vu (2) , Sylvain Caillol (1) , Jean‐jacques Robin (1) , Nicolas Duguet (2) , Marc Lemaire (2) , Pascal Etienne (3) , Laurent Bonnet (3) , Vincent Lapinte (1)

1 ICGM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier
2 CASYEN - Catalyse Synthèse et Environnement
3 L2C - Laboratoire Charles Coulomb

Lipidic polyols based on α‐hydroxyketone reactive groups were investigated for polyurethane thermosets. The reactivity of this peculiar secondary alcohol group in triacylglycerol structure was compared, without use of catalyst, to that of poly(1,2‐diol) triacylglycerol and castor oil to demonstrate the influence of ketone in the α position of the alcohol group in the presence of HDI for the urethanization rate. The kinetic effect of the ketone group was also studied on various lipidic architectures: mono(α‐hydroxyketone) ester, di(α‐hydroxyketone) diester and tri(α‐hydroxyketone) triacylglycerol. The presence of hydrogen bonds in the network coming from urethane, residual alcohol, and ketone in hard segments of PU was discussed and correlated with the thermal stability and the soft mechanical properties of the resulting polyurethane thermosets.

Keywords: polyurethane; alpha-hydroxyketone; Vegetable oils

Domains: Polymers

Benoit Briou, Nam Duc Vu, Sylvain Caillol, Jean‐jacques Robin, Nicolas Duguet, et al.. Polyurethane Thermosets Using Lipidic Poly(α‐Hydroxyketone). Journal of the American Oil Chemists' Society, 2020, 97 (1), pp.81-91. ⟨10.1002/aocs.12289⟩. ⟨hal-02428699⟩