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基于氧化膦的两亲分子的合成、大环磷叶立德的开环维蒂希烯烃化反应及其作为非离子表面活性剂的性能研究。

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

作者信息

Xu Jin, Chen Anqi, Burkett Brendan, Ng Qi Hua, Chan Kok Ping

机构信息

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.

出版信息

RSC Adv. 2018 Jun 5;8(36):20406-20410. doi: 10.1039/c8ra03324b. eCollection 2018 May 30.

DOI:10.1039/c8ra03324b
PMID:35541675
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9080798/
Abstract

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.

摘要

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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/8df93a914e3d/c8ra03324b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/729db5c62358/c8ra03324b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/2aacac490974/c8ra03324b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/b07f738d6ee2/c8ra03324b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/8d5c7fb86d0c/c8ra03324b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/8df93a914e3d/c8ra03324b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/729db5c62358/c8ra03324b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/2aacac490974/c8ra03324b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/b07f738d6ee2/c8ra03324b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/8d5c7fb86d0c/c8ra03324b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/95e4/9080798/8df93a914e3d/c8ra03324b-f3.jpg

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本文引用的文献

1
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Chemistry. 2016 Jun 27;22(27):9140-54. doi: 10.1002/chem.201600530. Epub 2016 Jun 6.
2
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Adv Colloid Interface Sci. 2016 Apr;230:2-12. doi: 10.1016/j.cis.2016.01.002. Epub 2016 Jan 12.
3
Activation of Chiral (Salen)AlCl Complex by Phosphorane for Highly Enantioselective Cyanosilylation of Ketones and Enones.
手性 (Salen)AlCl 配合物被膦烷活化用于酮和烯酮的高对映选择性氰硅烷化反应。
J Am Chem Soc. 2016 Jan 13;138(1):416-25. doi: 10.1021/jacs.5b11476. Epub 2015 Dec 24.
4
Successively recycle waste as catalyst: a one-pot Wittig/1,4-reduction/Paal-Knorr sequence for modular synthesis of substituted furans.连续循环利用废弃物作为催化剂：用于模块化合成取代呋喃的一锅法维蒂希反应/1,4-还原反应/帕尔-克诺尔反应序列
Org Lett. 2015 Mar 20;17(6):1557-60. doi: 10.1021/acs.orglett.5b00442. Epub 2015 Mar 2.
5
First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane.首次观察到鏻盐和叶立德水解中间体：对羟基四有机磷烷。
Chem Commun (Camb). 2015 Jan 21;51(6):1147-50. doi: 10.1039/c4cc08644a.
6
Stabilized Wittig olefination for bioconjugation.稳定的 Wittig 烯烃加成法用于生物缀合。
Chem Commun (Camb). 2013 Dec 11;49(95):11188-90. doi: 10.1039/c3cc45961f. Epub 2013 Oct 23.
7
Enabling Wittig reaction on site-specific protein modification.在蛋白质的定点修饰上实现魏悌希反应。
Chem Commun (Camb). 2012 Nov 21;48(90):11079-81. doi: 10.1039/c2cc35738k. Epub 2012 Oct 5.
8
Improving the atom efficiency of the Wittig reaction by a "waste as catalyst/co-catalyst" strategy.通过“以废弃物为催化剂/助催化剂”策略提高维蒂希反应的原子效率
Angew Chem Int Ed Engl. 2010 Jul 5;49(29):4976-80. doi: 10.1002/anie.201000896.
9
Foaming properties of mixtures of a non-ionic (C12DMPO) and an ionic surfactant (C12TAB).非离子（C12DMPO）和离子表面活性剂（C12TAB）混合物的发泡性能。
J Colloid Interface Sci. 2010 Jun 15;346(2):414-23. doi: 10.1016/j.jcis.2010.03.013. Epub 2010 Mar 15.
10
Recycling the waste: the development of a catalytic wittig reaction.废物回收利用：催化维蒂希反应的发展
Angew Chem Int Ed Engl. 2009;48(37):6836-9. doi: 10.1002/anie.200902525.