研究利用巴比妥酸當親核劑與雙馬來醯亞 胺進行麥克加成聚合反應

Polymerization of bismaleimide by Michael addition using barbituric acid as nucleophile

徐嘉偉(Jia-Wei Shiu)

指導教授 ： 芮祥鵬

國立臺北科技大學/工程學院/有機高分子研究所/碩士(2009年)

摘要

本論文使用雙馬來醯亞胺與巴比妥酸為單體進行聚合反應，聚合出一種新的高分子材料，並利用核磁共振儀 (NMR) 來做一維1H、13C 及二維COSY、HSQC、HMBC 的實驗來解析我們的聚合產物結構。我們還利用凝膠滲透層析 (GPC) 來探討反應時間與分子量的變化，從GPC 得到的分子量在數萬左右，而且 polydispersity index (PDI) 在2 ~ 4 之間。而在基質輔助雷射脫附飛行時間質譜(MALDI-TOF MS) 我們看到聚合物的重複單位就是BMI 與BTA 鍵結的碎片486 m/z，從MALDI-TOF MS 與NMR 的結果來看，的確巴比妥酸為親核劑以Michael addition 的方式與雙馬來醯亞胺進行聚合反應。最後再加上氣逸分析質譜(EGA) 與熱重分析 (TGA) 的探討來完成整個論文的研究。

關鍵字

雙馬來醯亞胺 ； 巴比妥酸 ； 麥克加成反應 ； 核磁共振儀儀

並列摘要

In this study, bismaleimide (BMI) and barbituric acid (BTA) were used as monomer to synthesize a new type of polymeric material. Traditional 1H and 13C nuclear magnetic resonance and two dimensional techniques, and so COSY, HSQC, HMBC were employed to analyze the chemical structure of the thus-synthesized polymer products. Meanwhile, dependence of molecular weight on the reaction time was investigate via gel permeation chromatography (GPC). Basically, it increased
with reaction time linearly and the final product had a molecular weight around ten thousands with a polydispersity index (PDI) of 2 ~ 4. Additionally, the MALDI-TOF mass spectrum clearly indicated a molecular mass of 476 dalton for the repeat unit in the polymer, suggest both BMI and BTA were monomer and the polymerization were carried out by the Michael addition using BTA as nucleophile. Furthermore the data from evolved gas analysis (EGA) and thermalgravimetric analyzer (TGA) both BMI and BTA were the constitute of the final polymer.

並列關鍵字

bismaleimide ； barbituric acid ； Michael addition ； nuclear magnetic resonance

參考文獻

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microelectronic application, National Cheng Kung University, 2002

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Christian University, 2006

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