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Synthesis of Polyacrylate‐Based Polyurethane by Organocatalyzed Group Transfer Polymerization and Polyaddition
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2020-08-25 , DOI: 10.1002/macp.202000217
Yujian Liu 1 , Qun Jia 1 , Yuansheng Ding 1 , Yougen Chen 1
Affiliation  

The current work describes the synthesis of novel polyacrylate‐based polyurethanes through the polyaddition of hexamethylene diisocyanate (HDI) with α,ω‐hydroxyl end‐functionalized polyacrylates (HO‐PA‐OHs), including α,ω‐hydroxyl end‐functionalized poly(n‐butyl acrylate) (HO‐PnBA‐OH), poly(n‐octyl acrylate) (HO‐PnOA‐OH), and poly(n‐lauryl acrylate) (HO‐PnLA‐OH), respectively. HO‐PA‐OHs are prepared by the N‐(trimethylsilyl)bis(trifluoromethanesulfonyl)imide (Me3SiNTf2)‐catalyzed group transfer polymerizations (GTPs) of n‐butyl acrylate (nBA), n‐octyl acrylate (nOA), and n‐lauryl acrylate (nLA) in toluene at room temperature using the functional 1‐(2‐triisopropylsiloxyethoxy)‐1‐triisopropylsiloxy‐2‐methyl‐1‐propene as an initiator and the low ceiling temperature acrylate, 2‐(triisopropylsiloxy)ethyl α‐phenylacrylate, as a terminator, followed by the desilylation of the resulting α,ω‐triisopropylsiloxy end‐functionalized polyacrylates (iPr3SiO‐PA‐OSiiPr3s) using tetra‐n‐butylammonium fluoride (TBAF). The polyaddition reactions between HO‐PA‐OHs and HDI are carried out in toluene using 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) as the catalyst to afford the target polyacrylate‐based polyurethanes. The polymer structures are characterized by 1H NMR spectroscopy and FT‐IR measurements. The thermal properties of the resulting polyacrylate‐based polyurethanes are investigated by differential scanning calorimeter.

中文翻译:

有机催化基团转移聚合和加聚反应合成聚丙烯酸酯基聚氨酯

当前的工作描述了通过将六亚甲基二异氰酸酯(HDI)与α,ω-羟基端基官能化的丙烯酸酯(HO-PA-OHs)包括α,ω-羟基端基官能化的聚(丙烯酸丁酯(HO-P n BA-OH),聚丙烯酸丁酯(HO-P n OA-OH)和聚丙烯酸月桂酯(HO-P n LA-OH),分别。HO-PA-OHS由制备N- (三甲基硅烷基)双(三氟甲烷磺酰)亚胺(ME 3相应sintf号2的) -催化基团转移聚合(绿茶多酚)ñ丙烯酸正丁酯(Ñ BA),Ñ辛基丙烯酸酯(Ñ OA),和Ñ -lauryl丙烯酸酯(Ñ LA)使用功能1-(2- triisopropylsiloxyethoxy)在室温下甲苯-1- triisopropylsiloxy -2-甲基以1-丙烯为引发剂和低极限温度的丙烯酸酯,2-(三异丙基甲硅烷氧基)乙基α-苯基丙烯酸酯为终止剂,然后将所得的α,ω-三异丙基甲硅烷氧基末端官能化聚丙烯酸酯脱甲硅基化(i Pr 3 SiO-PA ‐OSi i Pr 3 s)使用tetra‐ n‐丁基氟化铵(TBAF)。HO-PA-OH与HDI之间的加聚反应是在甲苯中进行的,使用1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU)作为催化剂,得到目标聚丙烯酸酯基聚氨酯。聚合物结构通过1 H NMR光谱和FT-IR测量表征。通过差示扫描量热仪研究了所得聚丙烯酸酯基聚氨酯的热性能。
更新日期:2020-09-22
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