Synthesis of Fluorene-based Benzoxazine and Phosphinated Multifunctional Epoxy Curing Agents

• Main Authors: Yu-Wei Tian, 田諭瑋
• Other Authors: Ching-Hsuan Lin
• Format: Others
• Language: zh-TW
• Published: 2011
• Online Access: http://ndltd.ncl.edu.tw/handle/yn58d4

碩士 === 國立中興大學 === 化學工程學系所 === 99 === Part I： We successfully synthesized fluorene-containing benzoxazine compound (2) by a facile, widely useful three-step method. Compound (2)’ was synthesized by a co-solvent method. Their chemical structures were confirmed by FT-IR and 1NMR analysis. In the PL analysis, the compound (2) exhibits a blue emission at about 395nm as well as emission band between 350nm〜450nm. The curing behaviors of the precursor were monitored by differential scanning calorimetor(DSC) and its crosslink polymer has a high refractive index. The compound (2) served as curing agents for diglycidyl ether of bisphenol A (DGEBA) and cresol novolac epoxy (CNE). As the result, P-2/CNE dispalys higher Tg than P-2/DGEBA. All series have a 5% weight loss over than 400℃,and the char yield at 800 oC in nitrogen range from 31% to 53% respectively. Therefore, fluorene-incorporation is an effective approach to endow many attractive properties to polymers in one attempt. Part II： It has been reported that the secondary carbocation then arranges into a more stable tertiary carbocation. A nucleophilic addition occurs at the tertiary carbocation easily. Based on our knowledge in conjugate addition, we used very cheap industrial material. According to the fragmentation chemistry of bisphenol A and our knowledge in conjugate addition chemistry of DOPO. We reacted to the bisphenol A and DOPO in the catalysis p-toluenesulfonic acid, and the compound (1) was successfully prepared. Based on the successful reaction, we prepared the phosphinated curing agents via a one-pot reaction of Bisphenol-A novolac and DOPO in the catalysis p-toluenesulfonic acid. In order to enhance the molecular weight and Tg, we used the mild conditions. The resulting epoxy thermosets show the excellent flame retardancy.