Research On Anthraquinone Compounds Mediated Controlled Radical Polymerization

Controlled/living radical polymerization (LRP) is a potential technique for synthesis of structurally well-defined polymers with controlled molceular weight and PDI under mild conditions. Nowadays it has become an important and significant research on polymer chemistry. However, the disadantages of the LRP systems, such as the color of the agents, high cost, critical conditions, hindered its development.In this thesis, two kinds of thio-compound are synthetized, which is designed for the control of polymerization under mild conditions based on TKMP mechanism. As it doesn’t need any transition metal, it’s very suitable for industrial production.In the polymerization research, we firstly designed and synthetized 9,10-bis((1-phenylethyl)thio)-9,10-dihydroanthracene (BPTA) by the reaction in sequence with LR reagent and anthraquinone, then reduction with sodium borohydride, and alkylation with 1-phenethyl bromide. Through the NMR and UV-Vis spectrum, we observed the hydrocarbon absorption peak of each position in accordance with BPTA structure.Adding BPTA into polymerization systems of MMA and St monomer. With the variation of temperatures, monomer concentrations, solents etc., we attempt to mediate the process of the polymerization. By the reaction of BPTA, it is confirmed that BPTA could intiate the thermal polymerization of MMA and St, but not that efficient in photo polymerization. Judging from the choice of solvent, THF and DMF can get higher conversion rate. On the research of mediating effect, BPTA doesn’t show ideal effect in polymerization of MMA or St monomer.On the attempt of synthetizing monothioanthraquinone (MTAQ), we finally achieved by the route of reaction with dithiobisphthalimide and anthranone.Add MTAQ into polymerization systems of MMA and St monomer. With the variation of temperatures, monomer concentrations, solents etc., we attempt to mediate the process of the polymerization. And it is confirmed that MTAQ hardly shows inhibition in the reaction. On the research of mediating effect analyzing by GPC, most PDIs are below 1.5, however it is not obvious to observe the rising trend. MTAQ doesn’t show ideal effect in polymerization of MMA or St monomer.