Xu Jin, Chen Anqi, Burkett Brendan, Ng Qi Hua, Chan Kok Ping
Organic Chemistry, Institute of Chemical and Engineering Sciences (ICES), ASTAR 8 Biomedical Grove, Neuros #07-01, 138665 Singapore
Polymer Engineering & Characterisation, Institute of Chemical and Engineering Sciences (ICES), ASTAR 1 Pesek Road Jurong Island 627833 Singapore.
RSC Adv. 2018 Jun 5;8(36):20406-20410. doi: 10.1039/c8ra03324b. eCollection 2018 May 30.
A novel ring-opening Wittig olefination approach was developed for the synthesis of amphiphilic phosphine oxides (PO) as non-ionic surfactants. The approach concurrently introduces the crucial functional groups (lipophilic chain and phosphine oxide moiety) present in the known PO surfactants and additional hydrophilic group (, ethylene glycol units) in one step Wittig olefination of a macrocyclic phosphoranylidene. A series of novel PO compounds were obtained from a variety of aldehydes and selected compounds were examined for their physiochemical properties (surface tension, critical micelle concentration and interfacial tension) and also for their abilities to form emulsions as non-ionic surfactants.
开发了一种新颖的开环维蒂希烯烃化方法,用于合成作为非离子表面活性剂的两亲性氧化膦(PO)。该方法在一步大环亚磷叶立德的维蒂希烯烃化反应中,同时引入了已知PO表面活性剂中存在的关键官能团(亲脂性链和氧化膦部分)以及额外的亲水基团(乙二醇单元)。从多种醛类中获得了一系列新型PO化合物,并对所选化合物的物理化学性质(表面张力、临界胶束浓度和界面张力)以及它们作为非离子表面活性剂形成乳液的能力进行了研究。