A Study on the Preparation of new Functionalized Aminosilanes as a Promising Coupling Agent(I)

결합제로서 가능성 있는 새로운 작용기를 갖는 Aminosilane 제조에 관한 연구(I)

Using Michael Reaction, commercially available 3-aminopropyltrimethoxysilane and N-[3-(trimethoxysilyl)propuyl]ethylenediamine were reacted with various Michael acceptors, ethyl acrylate, acrylonitrile, acrylamide, 2-cyanoethyl acrylate, 2-hydroxyethyl acrylate and 3-(trimethoxysilyl)propylmethacrylate, to the new aminosilanes. All compounds which are [3-(N-2-carboethoxyethyl)aminopropyl]triethoxysilane, [3-(N-2-cyanoethyl)aminopropyl]triethoxysilane, [3-(N-di-2-car-boethoxyethyl)aminopropyl]triethoxysilane, [3-N-di-cyanoethyl) aminopropyl]triethoxysilane, [3-(N-2-cyanoethoxypropionyl)aminopropyl]triethoxysilane, [3-(N-di-2-cyanoethoxypropionyl)aminopropyl]triethoxysilane, [3-(N-di-2-hydroxyethoxy propionyl)aminopropyl]triethoxysilane, [3-(N-2-amidoethyl)aminopropyl]triethoxysil-ane,｛3-[N-(N-di-2-cyanoethyl)ethyl]aminopropyl｝triethoxysilane and ｛3-[N-(3-trimethoxysilylpropyl)-2-methylpropionyl]aminopropyl｝triethoxysilane were succes-sfully prepared in 35-70% yields and which were identified with $^1{H}$-NMR and FT-IR spectroscopy.

Michael Reaction을 이용하여 상업적으로 이용 가능한 APS(3-aminopropyltrime thoxysilane)과 AEAPS(N-[3-(trimethoxysilyl)propyl]ethylenediamine)을 다수의 Michael acceptor(ethyl acrylate, acrylonitrile, acrylamide, 2-cyanoethyl acrylate, 2-hydroxyethyl acrylate 그리고 3-(trimethoxysilyl) propylmethacrylate)와 반응시켜 10 종류의 aminosilane[3-(N-2-carboethoxyethyl)aminopropyl]triethoxysilane, [3-(N-2-cyanoethyl)aminopropyl]triethoxysilane, [3-(N-di-2-carboethoxyethyl)aminop-ropyl]triethoxysilane, [3-(N-2-cyanoethyl)aminopropyl]triethoxysilane, [3-(N-2-cyanoethoxypropionyl)aminopropyl]triethoxysilane, [3-(N-di-2-cyanoethoxypropi-onyl) aminopropyl] triethoxysilane, [3-(N-di-2-hydroxyethoxypropionyl)aminoprop-yl]-triethoxysilane, [3-(N-2-amidoethyl)aminopropyl]triethoxysilane, ｛3-[N-(N-di-2-cyanoethyl)ethyl] aminopropyl｝triethoxysilane, ｛3-[N-(3-trimethoxy-silylpropyl)-2-methylpropionyl]aminopropyl｝triethoxysilane 등을 35-70% 수율로 제조하였으며, 이들의 구조는 $^1{H}$-NMR과 FT-IR spectroscopy를 이용하여 확인하였다.