Preparation Of Cardanol-based UV-cured Resins Via Living Radical Polymerization

Cardanol is the main component of cashew nut shell liquid, is the by-product in cashew nut processing. It is of great value in development and application with advantages of rich-source and low cost. Cardanol is a natural phenol derivative having a 15-membered hydrocarbon chain with 0-3 carbon-carbon double bond(s). So it not only have the property of phenolic compounds, but also have the property of unsaturated aliphatic hydrocarbon. Cardanol’s special structure determines the universality of its application.In order to further deepen the research and application of cardanol, we used cardanol as the basic material and synthesised various kinds of functional small molecule compounds. Then we used the living free radical polymerization and UV-curing technology to verify their special function. Finaly we prepared two kinds of cardanol-based UV-cured resins.In addition, with the deepening of the research, we prepared a new kind of photosensitive self-healing polymeric material. The main content of this thesis include:1. In the present work, we have designed a cardanol-based trithiocarbonate RAFT chain transfer agent and a new cardanol-based anionic surfactant in a very simple way. And their structure information were characterized by NMR (’H,13C). By using our RAFT agent and the surfactant, RAFT emulsion polymerization of methyl methacrylate (MMA) was realized. The resulting cardanol-terminated poly(methyl methacrylate) (PMMA) can further undergo crosslinking reaction under UV-curing conditions to afford the UV-cured resin.2. A benzophenone-containing SET-LRP initiator based on renewable and sufficient cardanol was synthesized by selective etherification reaction. Then, methyl methacrylate (MMA) as a monomer was polymerized under SET-LRP conditions by using the newly prepared initiator to prepare cardanol-end poly(methyl methacrylate) (PMMA). And studies the kinetic of the polymerization; In order to increase the effect of the UV curing, we combined the characteristics of cardanol and cophotoinitiator, designed and synthesized a kind of cardanol based on cophotoinitiator, and its structure was characterized by 1H NMR. Furthermore, when the cardanol-end PMMA together with a tertiary amine-containing cardanol derivative was irradiated under UV light, the corresponding UV-cured resin was obtained.3. Firstly we used the 4-methyl benzophenone as raw material, designed and synthesized a kind of symmetric photo-active trithiocarbonate. It can act not only as a functional reversible addition-fragmentation chain transfer (RAFT) agent, but also as a photoinitiator. Secondly, linear poly(MMA-co-HEA) was prepared by using this benzophenone-containing trithiocarbonate as the RAFT chain transfer agent and using methyl methacrylate and hydroxy ethyl acrylate as monomers. Thirdly, the linear poly(MMA-co-HEA) was crosslinked under UV irradiation, which showed self-healing property presumably due to reversibly reshuffling of the trithiocarbonate groups.