Polymerizable gemini dicarboxlate surfactants and lyotropic liquid crystals and membranes made therefrom

Patent metadata

Field	Value
Publication number	US-9440905-B2
Application number	US-201313747865-A
Country	US
Kind code	B2
Filing date	Jan 23, 2013
Priority date	Jan 23, 2012
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

The disclosure provides anionic Gemini surfactants comprising at least two carbonyl moieties and at least two aliphatic moieties. In some aspects, at least two of the aliphatic moieties comprise at least seven carbon atoms and at least one pair of conjugated carbon-to-carbon double bonds. The anionic Gemini surfactants are polymerizable and may be used to prepare triply periodic multiply continuous lyotropic phase and polymers thereof that substantially retain triply periodic multiply continuous lyotropic phase structure.

First claim

What is claimed is:

1. A polymerizable Gemini surfactant having the following structure:

wherein X 1 and X 2 are each independently an optionally substituted aliphatic group having from four to 30 carbon atoms;
Z 1 and Z 2 are integers, each independently having a value of one, two, or three;
Y is a covalently bound divalent linker, and is a C 3 -C 20 substituted or unsubstituted, aliphatic or heteroaliphatic linker;
M 1 and M 2 are the same and are each independently selected from hydroxyl, —OR 11 , and —O − (M + ) where M + is a counterion, wherein R 11 is C 1 -C 4 alkyl; and
R 1 through R 10 are each independently chosen from hydrogen, fluoride, chloride, bromide, C 1 -C 8 alkyl, C 2 -C 8 alkenyl, tri(C 1 -C 4 alkyl)silyl, and substituted or unsubstituted phenyl, wherein R 1 and R 6 are the same, R 2 and R 7 are the same, R 3 and R 8 are the same, R 4 and R 9 are the same and R 5 and R 10 are the same.

2. The surfactant of claim 1 , wherein Z 1 and Z 2 each have a value of one.

3. The surfactant of claim 1 , having the structure:

wherein X 3 and X 4 are integers, each independently having a value of four to twenty.

4. The surfactant of claim 3 , wherein X 3 and X 4 each independently have a value of four to 12.

Assignees

• Wisconsin Alumni Res Found

Inventors

• Mahanthappa Mahesh Kalyana
• Sorenson Gregory Paul

Classifications

• C07C57/13 Primary

  Dicarboxylic acids · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title

• C09K2019/528

  Surfactants · CPC title

• C07C309/15

  the nitrogen atom of at least one of the amino groups being part of any of the groups [IMAGE cpc-sch-C07C-0975.gif], X being a hetero atom, Y being any atom · CPC title

• C09K19/0283 Primary

  Cubic phase · CPC title