Title

由Diphenyl 4,4'-Methylene Diphenylcarbamate (DP-MDC) 作為前驅物應用於非光氣法製備聚尿素高分子之研究

Translated Titles

A Non-phosgene Route to Polyurea Using Diphenyl 4,4'-Methylene Diphenylcarbamate (DP-MDC) as The Key Precursor

Authors

黃春櫻

Key Words

非光氣法 ; 雙苯胺基甲酸苯酯 ; 聚胺化 ; 聚尿素高分子 ; Non-phosgene ; Diphenylcarbamates ; Polyamination ; Polyurea

PublicationName

中興大學化學工程學系所學位論文

Volume or Term/Year and Month of Publication

2010年

Academic Degree Category

碩士

Advisor

戴憲弘

Content Language

繁體中文

Chinese Abstract

此研究為改善本實驗室先前所發展以非光氣法合成聚尿素高分子之綠色製程。在新的製程中,以溶劑Tetramethylene sulfone (TMS ; bp 285℃)取代先前使用的溶劑dimethyl solfoxide (DMSO),將Diphenyl 4,4’-methylene diphenylcarbamate (DP-MDC)與長鏈聚醚二元胺(如Jeffamine)及數種不同二元胺(Diamines)直接進行聚合反應。本研究目前最合適的聚合條件為,一開始在溫度90℃下先反應1小時,此時amino group會和phenylcarbamate group進行胺化反應(Amination),之後接續使用減壓蒸餾(約7×10-3mmHg)在140℃下1-2小時移除置換出之酚以驅使反應平衡朝向胺取代進行而生成聚尿素高分子。反應結束後,將此溶液直接倒入水中即可沉澱出聚尿素高分子,溶劑TMS經蒸餾回收後,其總回收率可達90%以上。透過此製程之改進,不僅可直接製備高產率及高分子量的聚尿素高分子,並且副產物酚與溶劑TMS亦可簡便地分離與回收。

English Abstract

In this research, an improved non-phosgene process of making polyurea has been developed based on a method found previously in our laboratory. In the new process, diphenyl 4,4'-methylene diphenylcarbamate (DP-MDC), long-chained polyether diamines (eg., Jeffamines) and several different diamine extenders were carried out in the tetramethylene sulfone (TMS; bp 285 ℃) in replacing dimethyl solfoxide (DMSO) as the solvent in the polymerization. In our most desirable polymerization condition, the initial mixing temperature of 90 ℃ for 1 hours was initiated to start out the amination reaction, and that was followed by a subsequent step of vacuum distillation at about 140 ℃(under about 7×10-3mm of pressure) to drive off Phenol from the reaction mixture, in shifting the reaction equilibrium toward polyurea formation that lasted for 1-2 hours. After the distillation, the resulting polyurea was isolated by precipitation in water. TMS being a high boiling solvent could be separated from Phenol and water to recover > 90% after each runs. Through this rapid and efficient process, high yields and high molecular weights of polyurea were prepared with the recovery of the by-product and the solvent.

Topic Category 工學院 > 化學工程學系所
工程學 > 化學工業
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Times Cited
  1. 潘玟蓁(2012)。以二苯基二異氰酸酯及二元胺製備聚尿素高分子及聚尿素高分子彈性體。中興大學化學工程學系所學位論文。2012。1-110。 
  2. 陳建文(2010)。巨環形碳二亞胺/醯基尿素之合成及其單組份水性聚胺酯之應用。中興大學化學工程學系所學位論文。2010。1-133。