Michael Addition Reaction을 이용한 신규 Ester Quaternary Ammonium Salt 양이온 계면활성제의 합성

Synthesis of Novel Ester Quaternary Ammonium Cationic Surfactants via Michael Addition Reaction

양이온 계면활성제는 살균력을 가지고 있으며 이를 개발하기 위한 연구는 다양한 산업분야에서 계속 진행되고 있다. 단순히 우수한 성능을 가질 뿐만 아니라 생분해성이 우수한 계면활성제를 개발하기 위한 연구는 증가되고 있다. 본 연구에서는 Michael addition 반응을 통하여 ester-type의 양이온 계면활성제를 합성하였다. 실온에서 촉매없이 alkyl acrylate와 1차 아민을 가지는 화합물을 합성한 뒤 dimethyl sulfate 로 4차화시킨다. 2개의 소수기와 한 개의 친수기를 갖는 HQ21과 2개의 소수기와 2개의 친수기를 갖는 HQ22를 합성하였다. 이들 합성화합물은 1H-NMR, HR-MS 와 FT-IR로 구조를 확인하였으며 생분해성을 측정하였다.

Cationic surfactants have a bactericidal effect and the study for effective development of them became important parts in the industry. There have been increasing researches that focus on the development of products having not only outstanding features but also safety and biodegradability. In this work, novel ester-type cationic surfactants were obtained via Michael addition reaction. Intermediates were quantitatively prepared by the Michael addition reaction between alkyl acrylate and amine compounds under mild conditions without solvent and catalyst. The intermediates were quaternized with dimethyl sulfate. HQ21 with two hydrophobic groups and a hydrophilic group and HQ22 with two hydrophobic groups and two hydrophilic groups were obtained. The structures of the products were characterized by 1H-NMR, HR-MS and FT-IR and biodegradability of the products were tested.