Synthesis and Photopolymerization of Monomer Obtained from Plant Oils

Abstract

This research contains the modification of epoxidized soybean oil as a first step and consecutive the crosslinking of the product. Photopolymerization was chosen to be the best alternative method for polymerization. The obtained monomer, referred as epoxy resin, was utilized to form a material that can be used as coating. Epoxidized soybean oil was reacted with allyl alcohol and the reaction was followed by FT-IR and iodine number values. The product was characterized NMR techniques, GPC and oxirane oxygen value. About 50 % of yield was obtained. In the second part, allyl alcohol modified soybean oil was polymerized with a tetra thiol monomer under ultraviolet light. Different photo initiator levels and their effects were investigated over the crosslinked product. The ratio of epoxy group to thiol (-SH) functional group was selected to be 1:1. The properties of the material obtained was characterized by chemical, mechanical and thermal methods.

Keywords

• photopolymer
• Thiol-en
• Epoxidized soybean Oil

Bitkisel Yağlardan Polimerize Olabilen Monomerin Sentezi ve Fotopolimerleşmesi

Abstract

Bu çalışmada ilk olarak epoksitlenmiş soya yağı, çift bağ içeren bir alkol ile modifiye edilmiştir. Çıkan ürün daha sonra çapraz bağlı hale getirilmiştir. Çapraz bağlı malzeme elde edebilmek için uygun polimerizasyon yöntemlerinden fotopolimerizasyon şeçilmiştir. Sentezlenen monomer, epoksi reçine olarak anılmıştır. Reçine kürleşme reaksiyonları ile kaplama ya da film olarak kullanılabilecek malzeme elde edilmiştir. İlk basamakta epoksitlenmiş soya yağında bulunan epoksi halkasının açılması sağlanmıştır ve alil alkol açılan zincire bağlanmıştır. Bu ara ürün doymamış karbon-karbon çift bağı ve hidroksil grubu gibi fonksiyonel gruplar içermektedir. Epoksi halka açılma reaksiyonu FT-IR analizi ve iyot sayısı tayini ile takip edilmiştir. Alillenmiş epoksitlenmiş soya yağı GPC, 1H-NMR, 13C-NMR ve epoksi oksijen tayini ile karakterize edilmiştir. Reaksiyonda yaklaşık %50 verime ulaşılmıştır. Alil alkol üzerinde bulunan doymamış karbon-karbon çifte bağlarının reaktif olması nedeniyle, fotopolimerizasyon reaksiyonu için uygundur. İkinci basamakta alilenmiş epoksitlenmiş yağı ile 4 fonksiyonel tiyol grubu içeren tetratiyol ve uygun fotobaşlatıcı karışımları hazırlanmıştır. Doymamış karbon-karbon çift bağlarının fonksiyonel –SH gruplarına mol cinsinden oranı 1:1 olarak alınarak fotobaşlatıcı oranı değiştirilerek örnekler hazırlanmıştır. Poli-en ve politiyol karışımlarının fotopolimerizasyonu ile hazırlanan malzeme örneklerinin kimyasal, mekanik ve termal özellikleri karşılaştırılmıştır.

Keywords

• fotopolimer
• tiyol-en
• epokside soya yağı

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