Synthesis and Properties of Peroxy Oligomers Obtained by Telomerization Effects of the Presence of Bases

Michael M. Bratychak1, Volodymyr B. Vostres2 and Marc J.M. Abadie3

1Department of Petroleum Chemistry and Technology Lvivska Politechnica National University, 12 Stepana Bandery Street, 79013, Lviv, Ukraine

2Department of Organic Chemistry Lvivska Politechnica National University, 12 Stepana Bandery Street, 79013, Lviv, Ukraine

3Laboratory of Polymer Science and Advance Organic Materials, LEMP/MAO, Université Montpellier 2, Sciences et Techniques du Languedoc, Place Eugčne Bataillon, 34095 Montpellier Cedex 05, France

Abstract

New bifunctional oligomers bearing peroxy groups have been synthesized by telomerization in one step reaction. For obtaining oligoperoxides (PO) by telomerization method, epoxide compounds will react with substances containing labile hydrogen atom. Using the principle of stochiometric imbalance between diepoxy compounds and substances with mobile hydrogen atoms and employing a functional peroxide as telogen, the synthesis of PO was studied. 2,2–Di[4–(2,3–epoxy–1-propoxy)phenyl]–propane (diglycidyl ether of diphenylol propane - DGEDPP), 1,2–Di (2,3–epoxy–1-propoxy) ethane (diglycidyl ether of ethylene glycol - DGEEG) and 1,2–Epoxy–3–tertbutylperoxypropane (EP) have been synthesized by methods reported in the literature. Chemical structures have been confirmed by NMR and FTIR, number-average molecular weights Mn of POs by cryoscopy, active oxygen content [O]act. for POs was determined by iodometry and epoxy number (e.n.) for POs was measured via direct titration of PO samples. A 50% solution of potassium or sodium isopropylates in 2-propanol is used to catalyze the telomerisation. Different parameters such as ratio of components, temperature, reaction time have been optimized in vu to get well defined peroxy oligomers.

The presence of peroxy groups in synthesized POs allows us to employ these compounds as curing agents for polymers containing unsaturated double bonds and may be used to improve performance of unsaturated polyester GFR systems.