Abstract

Terpene epoxides are considered as potential primary intermediates in the synthesis of numerous green polymers including epoxy resins, polycarbonates, nonisocyanate polyurethanes and even some polyamides. In this chapter we describe recent efforts from our group to develop catalytic and noncatalytic processes for terpene epoxidation using a variety of oxidizing agents and process intensification methods. Most experimental tests deal with limonene epoxidation with applicability to some other terpenes also demonstrated.

Highlights

  • In a more recent contribution, we studied coordination unsaturated titanium catalysts supported on SBA-16 mesoporous silica using anhydrous TBHP as the oxidizing agent for the epoxidation of limonene

  • A radical mechanism as exhibited in Scheme 3 was proposed for aerobic epoxidation of limonene in the presence of an aldehyde catalyzed by SBA-16 supported Co2+

  • ACsthe with various morphologies and different higher conversion catalyst prepared by the sol immobilipreparation methods for the aerobic epoxidation of limonene under solvent-free conditions zation (SI) method (40.4%), the one prepared by cation exchange Ru/G60(CE) showed the and without any radical initiator is presented in products

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Summary

Introduction

Monoterpenes are naturally occurring olefinic hydrocarbons comprising ten carbon atoms Their chemical properties are similar to those of significant petroleum derived monomers systematically used today in the production of high tonnage polymers [4]. Oxygen is by far the most desirable oxidant; it has the highest active oxygen content, the obviously lowest cost, and produces essentially no waste product It is directly employed in ethylene epoxidation, the largest epoxidation process (26 Mt global production in 2018) which uses Ag catalysts. The search for metal catalysts effective in activating molecular oxygen is a current goal of industrial research In this text we intend to review the work performed in our laboratory over the last five years, exploring the use of various oxidants in terpenes epoxidation.

Hydroperoxides
Epoxidation
Epoxidation under Ultrasound
Heterogeneous Polydioxiranes
In Microemulsions
Aerobic
Aerobic Epoxidation
Limonene conversion
Solvent-Free and Initiator-Free
40.4 The catalyst
Enantioselective
Findings
Conclusions
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