IP Library Granted Patent US 8,435,333
Granted Patent B2
US 8,435,333 · App. 13/195,508 · Granted May 7, 2013

Photo-switchable membrane and method

Inventors: Kenneth L. Marshall (Rochester, NY); Eric Glowacki (Marlboro, NJ)
Assignee: University of Rochester
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Quick Facts
Patent No.
US 8,435,333
App. No.
13/195,508
Granted
May 7, 2013
Kind
B2
Abstract

Switchable gas permeation membranes in which a photo-switchable low-molecular-weight liquid crystalline (LC) material acts as the active element, and a method of making such membranes. Different LC eutectic mixtures were doped with mesogenic azo dyes and infused into track-etched porous membranes with regular cylindrical pores. Photo-induced isothermal phase changes in the imbibed mesogenic material afforded large, reversible changes in the permeability of the photo-switchable membrane to nitrogen. For example, membranes imbibed with a photo-switchable cyanobiphenyl LC material demonstrated low permeability in the nematic state, while the photo-generated isotropic state demonstrated a 16×-greater sorption coefficient. Both states obey a high linear sorption behavior in accordance with Henry's Law. In contrast, membranes imbibed with a photo-switchable phenyl benzoate LC material showed the opposite permeability behavior to the biphenyl-imbibed membrane, along with nonlinear sorption behavior.

Claims (24)

1. A photo-switchable gas permeation membrane, said membrane comprising:

a eutectic liquid crystalline mixture, said mixture comprising:

a liquid crystal compound; and

a mesogenic azobenzene dye;

wherein the permeability of said membrane to gas is photo-switchable between a first state and a second state.

2. The photo-switchable gas permeation membrane of claim 1 , wherein said membrane is more permeable to gas in said second state than in said first state.

3. The photo-switchable gas permeation membrane of claim 1 , wherein said liquid crystal compound is selected from the group consisting of cyanobiphenyls, cyanobiphenyl acrylates, cyanobiphenyl polyacrylates, phenyl benzoates, phenylcyclohexanes, cyclocycohexanes, pyrimidines, and combinations thereof.

4. The photo-switchable gas permeation membrane of claim 3 , wherein said liquid crystal compound is a cyanobiphenyl selected from the group consisting of 4-cyano-4′-n-pentylbiphenyl, 4-cyano-4′-n-heptyl biphenyl, 4-cyano-4′-n-oxyoctylbiphenyl, 4-cyano-4′-n-pentyl-p-terphenyl, and combinations thereof.

5. The photo-switchable gas permeation membrane of claim 3 , wherein said liquid crystal compound is a phenyl benzoate selected from the group consisting of 4-n-pentylphenyl-4′-methoxybenzoate, 4-n-pentylphenyl-4′-n-pentyloxybenzoate, and combinations thereof.

6. The photo-switchable gas permeation membrane of claim 1 , wherein said mesogenic azobenzene dye comprises 4-butyl-4′-methoxyazobenzene.

7. The photo-switchable gas permeation membrane of claim 1 , wherein said mesogenic azobenzene dye comprises approximately 15% weight/weight (“w/w”) of said eutectic liquid crystalline mixture.

8. The photo-switchable gas permeation membrane of claim 1 , wherein said membrane comprises a material selected from the group consisting of polycarbonate, polyester, polyimide, and combinations thereof.

9. The photo-switchable gas permeation membrane of claim 1 , wherein said eutectic liquid crystalline mixture is imbibed in said membrane.

10. The photo-switchable gas permeation membrane of claim 1 , wherein said liquid crystalline mixture is dispersed into a host polymer solution and cast as a polymer-dispersed liquid crystal membrane.

11. The photo-switchable gas permeation membrane of claim 10 , wherein said liquid crystalline mixture and said host polymer solution are mixed at a ratio of approximately 60:40 weight/weight (“w/w”).

12. The photo-switchable gas permeation membrane of claim 1 , wherein said membrane is treated with n-octyltriethoxylsilane.

13. A method of making a photo-switchable gas permeation membrane, said method comprising the step of adding a mixture of a liquid crystalline compound and a mesogenic azobenzene dye to a gas permeable membrane, wherein after adding said mixture to said membrane, the permeability of said membrane to gas is photo-switchable between a first state and a second state.

14. The method of claim 13 , wherein said mixture is added by dispersing said mixture into a host polymer solution and casting the solution as a polymer-dispersed liquid crystal membrane.

15. The method of claim 13 , wherein said membrane is more permeable to gas in said second state than in said first state.

16. The method of claim 13 , wherein said liquid crystal compound is selected from the group consisting of cyanobiphenyls, phenyl benzoates, phenylcyclohexanes, cyclocycohexanes, pyrimidines, and combinations thereof.

17. The method of claim 13 , wherein said mesogenic azobenzene dye comprises 4-butyl-4′-methoxyazobenzene.

18. The method of claim 13 , wherein said membrane comprises a material selected from the group consisting of polycarbonate, polyester, polyimide, and combinations thereof.

19. The method of claim 13 , further comprising the step of:

treating said membrane with n-octyltriethoxylsilane.

Assignments (2)
CONFIRMATORY LICENSE Recorded May 4, 2016
From: UNIVERSITY OF ROCHESTER
To: NATIONAL INSTITUTES OF HEALTH - DIRECTOR DEITR
Reel/Frame 038606/0798 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2011
From: MARSHALL, KENNETH L.; GLOWACKI, ERIC
To: UNIVERSITY OF ROCHESTER
Reel/Frame 027018/0160 →
Continuity (2)
Provisional Application 61400623 · Jul 30, 2010
Related Publication 20120025136A1 · Feb 2, 2012