Synthesis of phosphine oxide based amphiphilic molecules via ring-opening Wittig olefination of a macrocyclic phosphoranylidene and their property study as non-ionic surfactants.

Autor: Xu J; Organic Chemistry, Institute of Chemical and Engineering Sciences (ICES), ASTAR 8 Biomedical Grove, Neuros #07-01, 138665 Singapore xu_jin@ices.a-star.edu.sg chankp75@hotmail.com., Chen A; Organic Chemistry, Institute of Chemical and Engineering Sciences (ICES), ASTAR 8 Biomedical Grove, Neuros #07-01, 138665 Singapore xu_jin@ices.a-star.edu.sg chankp75@hotmail.com., Burkett B; Organic Chemistry, Institute of Chemical and Engineering Sciences (ICES), ASTAR 8 Biomedical Grove, Neuros #07-01, 138665 Singapore xu_jin@ices.a-star.edu.sg chankp75@hotmail.com., Ng QH; Polymer Engineering & Characterisation, Institute of Chemical and Engineering Sciences (ICES), ASTAR 1 Pesek Road Jurong Island 627833 Singapore., Chan KP; Organic Chemistry, Institute of Chemical and Engineering Sciences (ICES), ASTAR 8 Biomedical Grove, Neuros #07-01, 138665 Singapore xu_jin@ices.a-star.edu.sg chankp75@hotmail.com.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2018 Jun 05; Vol. 8 (36), pp. 20406-20410. Date of Electronic Publication: 2018 Jun 05 (Print Publication: 2018).
DOI: 10.1039/c8ra03324b
Abstrakt: 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 ( i.e. , ethylene glycol units) in one step via 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.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE