Open Access Open Access  Restricted Access Subscription Access

Synthesis of bio-polyols by epoxide ring opening reaction with H2O as a reagent

Nguyen Thi Thuy, Vu Minh Duc, Nguyen Thanh Liem

Abstract


The different nucleophilic reagents have been using in epoxide ring opening reactions among which water is the most preferable. At first, the epoxide group must be protonated by water in the presence of H2SO4 as catalyst. The successful epoxide ring opening reaction of epoxidized soybean oil (ESO) by water in the H2SO4 environment was verified by FTIR and H-NMR spectroscopy. The effect of reaction parameters like the amount of reagents, catalyst, temperature and time of a polyol synthesis were studied through the hydroxyl and oxirane oxygen content of product. Moreover, the impact of the parameters on the correlation P/E was determined by comparing a hydroxyl group formation to an epoxide group consumption. When the hydroxylation reaction was carried out with ESO:H2O mole ratio of 1:15; in 8 wt.% H2SO4; at temperature of 70 oC and in 5 hours, the hydroxyl content of 358.51 mgKOH/g of the obtained product was achieved.

Keywords. Epoxidized vegetable oil, biopolyol, epoxide ring-opening, epoxidized soybean oil.


Keywords


Epoxidized vegetable oil, biopolyol, epoxide ring-opening, epoxidized soybean oil

References


Myriam Desroches, Maxime Escouvois, Remi Auvergne, Sylvain Caillol, Bernard Boutevin. From Vegetable Oils to Polyurethanes: Synthetic Routes to Polyols and Main Industrial Products, Polymer reviews, 52, 38-79 (2012).

Sylcain Caillol, Myriam Desroches, Gilles Boutevin, Cédric Loubat, Rémi Auvergne and Bernard Boutevin. Synthesis of new polyester polyol from epoxidized vegetable oils and biobased acids, Eur. J. Lipid Sci. Technology, 114, 1447-1459 (2012).

Zlatanic, A., C. Lava, W. Chang and Z.S. Petrovic. Effect of structure on properties of polyols and polyurethanes based on different vegetable oils, Journal of Polymer Science B: Physics, 42, 809-819 (2004).

A. A. Beltrán and L. A. Boyacá. Preparation of Oleochemical Polyols Derived from Soybean Oil, Latin American Applied Research, 41(1), 69-74 (2011).

Nguyen Thi Thuy, Vu Minh Duc, Nguyen Thanh Liem. Thermodynamics study of epoxidation of soy bean oil using tungstate-based catalyst, Journal of Science - Viet Nam National University, Hanoi: Natural Sciences and Technology, 32(1), 86-93 (2016).


Full Text: PDF

Refbacks

  • There are currently no refbacks.