Gel polymers containing ionic liquids

• US 7,626,748 B2
• Filed: 03/01/2006
• Issued: 12/01/2009
• Est. Priority Date: 03/01/2005
• Status: Expired due to Fees

• Current Assignee: Triton Systems, Inc.
• Original Assignee: Triton Systems, Inc.
• Inventors: Sotzing, Gregory A., Radmard, Bijan
• Primary Examiner(s): Sugarman; Scott J
• Assistant Examiner(s): PINKNEY, DAWAYNE
• Application Number:
  US11/365,125
• Publication Number:
  US 20060203322A1
• Time in Patent Office: 1,371 Days
• Field of Search: 359/247, 359252-254, 359265-275, 345/49, 345/105, 348/814
• US Class Current: 359/265
• CPC Class Codes: G02F 1/1525 characterised by a particular ion transporting layer, e.g. electrolyte

Abstract

An electrochromic cell of the present invention may include a first electrically conducting transparent electrode bonded to an electrochemically formed first electrochromic electrode on the surface of the electrode; a second electrically conducting transparent electrode bonded to an electrochemically formed second electrochromic electrode on the surface of the second electrode and a transparent gel polymer electrolyte formed from one or more macromonomers mixed with a plasticizer and an electrolyte salt, the gel polymer containing ionic liquids in contact with both the first and second electrochromic electrodes; the first and second electrochromic electrodes are separated from each other.

Claims

1. An electrochromic cell comprising:

a first transparent substrate comprising a first electrically conductive transparent electrode bonded to the first substrate and an electrochemically formed first electrochromic layer bonded to the surface of the electrode;

a second transparent substrate comprising a second electrically conductive transparent electrode bonded to the second substrate and an electrochemically formed second electrochromic layer bonded to the surface of the electrode; and

a transparent UV curable solid state cross linking gel polymer containing an ionic liquid comprising an organic salt with a melting point under about 100°

C. in contact with both the first and second electrochromic layer, wherein there is substantially no contact between the first and second electrochromic layers;

wherein the operating temperature of the electrochromic cell is from about −

30°

C. to about 95°

C.,

and wherein the electrochromic cell is substantially free of oxygen and moisture.

2. The electrochromic cell of claim 1, wherein UV curable solid state cross linking gel polymer comprises one or more, macromonomers a photoinitiator and an ionic liquid.

3. The electrochromic cell of claim 1, wherein the ionic liquid is selected from imidazolium, pyridinium, phosphonium and tetralkylammonium based compounds, 1-Ethyl-3-methylimidazolium tosylate, 1-Butyl-3-methylimidazolium octyl sulfate, 1-Butyl-3-methylimidazolium 2-(2-methoxyethoxy)ethylsulfate, 1-Ethyl-3-methylimidazolium bis(pentafluoroethylsulfonyl)imide, 1-Ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, 1-Ethyl-3-methylimidazolium bromide, 1-Ethyl-3-methylimidazolium hexafluorophosphate, 1-Butyl-3-methylimidazolium bromide, 1-Butyl-3-methylimidazolium trifluoromethane sulfonate, 1,2-Dimethyl-3-propylimidazolium tris(trifluoromethylsulfonyl)methide, 1,2-Dimethyl-3-propylimidazolium bis(trifluoromethylsulfonyl)imide, 3-Methyl-1-propylpyridinium bis(trifluormethylsulfonyl)imide, 1-Butyl-3-methylpyridinium bis(trifluormethylsulfonyl)imide, 1-Butyl-4-methylpyridinium chloride, 1-Butyl-4-methylpyridinium hexafluorophosphate, 1-Butyl-4-methylpyridinium tetrafluoroborate, n-BMIMPF₆, BMIMBF₄, phosphonium docecylbenzenesulfonate, phosphonium methanesulfonate, and combinations thereof.

4. The electrochromic cell of claim 1, wherein the macromonomer comprises a vinyl macromonomer with poly(ethyleneglycol) side chains.

5. The electrochromic cell of claim 4, wherein the macromonomers are selected from poly(ethyleneglycol)ethylether methacrylate (MA), poly(ethyleneglycol) diacrylate (DA), derivatives of MA and DA, and combinations thereof.

6. The electrochromic cell of claim 1, wherein the photoinitiator is selected from benzophenone, 2,2-dimethoxy-2-phenylacetophenone (DMPAP), dimethoxyacetophenone, xanthone, thioxanthone, and combinations thereof.

7. The electrochromic cell of claim 1, wherein polymerization of the gel polymer is initiated by UV light.

8. The electrochromic cell of claim 1, wherein the first transparent substrate and second transparent substrate are selected from glass, plastic, ceramic, vinyl, polycarbonate, polyphosphonate, polyethylene tetraphthalate (PET) or combinations thereof.

9. The electrochromic cell of claim 1, wherein said first electrically conducting transparent electrode and second electrically conducting transparent electrode are selected from at least one metal oxide, doped metal oxide, ITO, FTO, SnO₂, ZnO, AZO, In₂O₃, and combinations thereof.

10. The electrochromic cell of claim 1, wherein at least one of the first electrically conductive transparent electrode and the second electrically conductive transparent electrode further comprises at least one conducting polymers.

11. The electrochromic cell of claim 10, wherein the conducting polymer is PEDOT/PSS.

12. The electrochromic cell of claim 1, wherein the first electrochromic layer and second electrochromic layer are deposited on the substrate by methods selected from electrochemical deposition, spin coating, electrospinning, layer by layer self assembly, chemical casting composition, dip coating or ink jet printing.

13. The electrochromic cell of claim 1, wherein the first electrochromic layer comprises a cathodic electrochromic conducting polymer.

14. The electrochromic cell of claim 13, wherein the cathodic electrochromic conducting polymer comprises a compound selected from PEDOT, PProDOT, PEDOP, PProDOP, PTT, PAEM-EDOT and combinations thereof.

15. The electrochromic cell of claim 1, wherein the second electrochromic layer comprises an anodic electrochromic conducting polymer.

16. The electrochromic cell of claim 15, wherein the anodic electrochromic conducting layer comprises poly (BEDOT-NMC_Z).

17. The electrochromic cell of claim 1, wherein at least one of the first electrochromic layer and second electrochromic layer further comprises at least one compound selected from transition metal oxides, transition metal complexes, conducting polymers, viologens, polyaniline, polythiophene, WO₃, Prussian blue, and combinations thereof.

18. The electrochromic cell of claim 1, wherein at least one of the first electrochromic layer and second electrochromic layer is formed on an electrode with a current density of about greater than 1 in C/cm².

19. The electrochromic cell of claim 1, having a contrast that is about greater than 30%.

20. The electrochromic cell of claim 1, having a switching speed of about 0.1 to 40 seconds.

21. The electrochromic cell of claim 1, having a switching speed of about less than 75 seconds at a temperature of about less than −

30°

C.

22. The electrochromic cell of claim 1, having an operating voltage range of about −

10v to about 10v.

23. The electrochromic cell of claim 1, having an operating voltage range of about −

1v to about 1.4v.

24. The electrochromic cell of claim 1, having a transmittance of from about 0.1 to about 80% in visible light.

25. The gel polymer of claim 1, having a Tg that is at least about less than −

50°

C.

26. The electrochromic cell of claim 1, wherein the electrochromic cell is used in an optical and electro-optical device and optical attenuation devices selected from architectural, vehicle and aircraft windows, visors and goggles.

28. The method of claim 26, wherein the first electrochromic electrode is bonded to a first transparent electrically conducting electrode and the second electrochromic layer is bonded to a second transparent electrically conducting electrode.

27. A method for making an electrochromic device comprising:

photopolymerizing a gel polymer comprising at least one macromonomer, an ionic liquid, and a photoinitiator between a first electrochromic layer disposed on a first substrate and a second electrochromic layer disposed on a second substrate; and

sealing the layers between the first substrate and the second substrate, wherein the electrochromic device is substantially free of oxygen and moisture.

29. The method of claim 27, wherein the first electrochromic layer bonded to a first transparent electrically conducting transparent electrode is bonded to a first transparent substrate;

and the second electrochromic layer bonded to a second transparent electrically conducting transparent electrode is bonded to a second transparent substrate.

31. The method of claim 29, wherein the first and second substrates are selected from glass, ceramic, plastic and combinations thereof.

32. The method of claim 27, the gel polymer further comprising a plasticizer wherein the plasticizer is from about 1% to about 70% by weight of the macromonomer.

33. The method of claim 31, further comprising the step of inserting in the gel polymer an inert spacer comprising beads selected from glass, vinyl, plastic, ceramic beads and combinations thereof.

30. A method for making an electrochromic device comprising:

coating a first substrate with a first electrically conductive transparent electrode;

coating a second substrate with a second electrically conductive transparent electrode;

coating the first coated substrate with a first electrochromic layer;

coating the second coated substrate with a second electrochromic layer wherein the first electrochromic layer and the second electrochromic layer are different;

covering the first coated substrate with the first electrochromic layer with a transparent, UV curable solid state cross linking gel polymer mixture comprising one or more macromonomers, a photoinitiator and an ionic liquid;

contacting the first coated substrate with the first electrochromic layer with the second coated substrate with the second electrochromic layer wherein the second electrochromic layer is in contact with the gel polymer and the first electrochromic layer is in contact with the gel polymer, and wherein there is substantially no contact between the first and second electrochromic layer; and

sealing the layers between the first and second substrates wherein the device is substantially free of oxygen and moisture and substantially air and water tight.