含有芴與呋喃官能基之聚氧代氮代苯并環己烷之單體與高分子之合成與性質研究

Synthesis and properties of benzoxazine containing fluorene and furan groups and their corresponding polymers

張哲淵(Che-Yuan Chang)

指導教授 ： 劉英麟

中原大學/工學院/化學工程研究所/碩士(2011年)

https://doi.org/10.6840/cycu201100511

摘要

本研究以具有呋喃官能基之一級胺類(furfurylamine)、甲醛與4,4’-(9-fluorenylidene)diphenol(FDP)為反應物，合成出一新穎之氧代氮代苯并環己烷(benzoxazine)單體9,9-Bis(3- furfuryl-3,4-dihydro-2H-1,3 benzoxazinyl)fluorine(FDP-FBz)，經由傅立葉轉換紅外線光譜儀(FT-IR)、氫譜核磁共振儀(1H-NMR)，元素分析(EA)確認單體之化學結構，證明成功合成高純度FDP-FBz。
　　本研究第一部分以FDP-FBz與1,1’-(Methylenedi-4,1-phenylene) bismaleimide(DDM-BMI)為單體，利用迪爾斯-阿爾德反應(Diels-Alder reaction)製備出主鏈含有氧代氮代苯并環己烷的線性高分子PFBz。經由熱開環聚合後，poly(PFBz)具有360℃之玻璃轉移溫度、優異的熱穩定性。
　　本研究第二部分以bis(3- furfuryl-3,4-dihydro-2H-1,3-benzoxazinyl) isopropane(BPA-FBz)與Trimaleimidophenyl phosphine oxide(TMPPO)和FDP-FBz與TMPPO為單體，利用迪爾斯-阿爾德反應(Diels-Alder reaction)製備出兩種高分歧化高分子TMI-BFBz與TMI-FFBz。經由熱開環聚合後，poly(TMI-BFBz)與poly(TMI-FFBz)分別具有350℃與330℃之玻璃轉移溫度、優異的熱穩定性。

關鍵字

聚氧代氮代苯并環己烷

並列摘要

In this study,a novel benzoxazine monomer FDP-FBz was synthesized using furfurylamine, formaldehyde and 4,4’-(9-Fluorenylidene) diphenol(FDP) as reactants. The chemical structure of 9,9-Bis(3- furfuryl-3,4-dihydro-2H-1,3- benzoxazinyl)fluorine (FDP-FBz) was characterized with FT-IR, 1H-NMR amd elemental analysis, proving that we synthesized high-purity FDP-FBz monomer successfully.
　　First part, PFBz possessing benzoxazine group in the mainchain was prepared through the Diels-Alder reaction using FDP-FBz and 1,1’-(Methylenedi-4,1-phenylene) bismaleimide (DDM-BMI) as monomers. After thermal ring opening polymerziation, poly(PFBz) showed a high Tg at 360℃, and good thermal stability.
　　Second part, two kind of hyperbranched polymers, TMI-BFBz and TMI-FFBz were prepared from bis(3- furfuryl-3,4-dihydro-2H-1,3-benzoxazinyl) isopropane(BPA-FBz) and Trimaleimidophenyl phosphine oxide(TMPPO), FDP-FBz and TMPPO as monomer, respectively. After thermal ring opening polymerziation, poly(TMI-BFBz)and poly(TMI-FFBz) showed high Tgs at 350℃ and 330 ℃, respectively, and good thermal stability.

並列關鍵字

benzoxazine

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