Electrochromic compounds with improved color stability in their radical states
US-10040763-B2 · Aug 7, 2018 · US
US10866479B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10866479-B2 |
| Application number | US-201816192735-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 15, 2018 |
| Priority date | Aug 5, 2016 |
| Publication date | Dec 15, 2020 |
| Grant date | Dec 15, 2020 |
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An electrochromic device includes an electrochromic medium including a cathodic component, an anodic component, a hydroquinone, and a solvent.
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What is claimed is: 1. An electrochromic device comprising: a chamber defined by a substantially transparent first substrate, a second substrate, and a sealing member; and an electrochromic medium disposed within the chamber, the medium comprising a cathodic compound, an anodic compound, a hydroquinone, and a solvent; wherein: the cathodic compound is represented by Formula (I): R 1 and R 2 are individually unsubstituted alkyl, substituted or unsubstituted siloxyalkyl, substituted or unsubstituted hydroxyalkyl, substituted or unsubstituted alkenyl, or substituted or unsubstituted aralkyl; R 4 , R 6 , R 8 , and R 10 are individually H, OR 20 , F, Cl, Br, I, CN, NO 2 , alkyl, or aryl; R 3 and R 5 are individually secondary alkyl, tertiary alkyl, or a group of Formula (II): R 11 , R 12 , R 13 , and R 14 are individually H, OR 20 , F, Cl, Br, I, CN, NO 2 , or alkyl; R 15 is OH, F, Cl, Br, I, CN, NO 2 , —OC(O)NR 16 R 17 , ethyl, n-propyl, iso-propyl, butyl, sec-butyl, tert-butyl, alkoxy, or OC(O)NH(CH 2 ) n COOH; R 16 is H or alkyl; and R 17 is H, methyl, ethyl, n-propyl, iso-propyl, butyl, sec-butyl, tert-butyl, or —(CH 2 ) n Si(OR 18 ) 3 ; R 18 is H or alkyl; and n is 1 to 10; R 7 and R 9 are H; R 20 is H or alkyl; and X is an anion. 2. The electrochromic device of claim 1 , wherein the hydroquinone is tetramethylhydroquinone. 3. The electrochromic device of claim 1 , wherein: the first substrate comprises a first surface, and a second surface comprising a first substantially transparent, electrically conductive coating and disposed opposite to the first surface; the second substrate comprising a first surface comprising an electrically conductive coating, and a second surface disposed opposite to the first surface; the second surface of the first substrate and the first surface of the second substrate being located proximally to each other and having a substantially uniform spacing of distance, d, between them. 4. The electrochromic device of claim 3 , wherein 0 μm<d≤65 μm. 5. The electrochromic device of claim 3 , wherein 5 μm<d≤40 μm. 6. The electrochromic device of claim 3 , wherein 10 μm<d≤35 μm. 7. The electrochromic device of claim 3 , wherein 30 μm<d≤40 μm. 8. The electrochromic device of claim 3 further comprising insoluble spacing objects within the chamber, the insoluble spacing objects having a largest dimension that is greater than 0 μm, but less than or equal to d. 9. The electrochromic device of claim 8 , wherein the insoluble spacing objects comprise a colorless material, a transparent material, or a colorless and transparent material. 10. The electrochromic device of claim 8 , wherein the insoluble spacing objects comprise a ceramic or a polymer. 11. The electrochromic device of claim 8 , wherein the insoluble spacing objects comprise glass or a metal oxide. 12. The electrochromic device of claim 8 , wherein a refractive index of the spacing objects and a refractive index of the electrochromic medium differ by no more than 20%. 13. The electrochromic device of claim 12 , wherein a refractive index of the spacing objects and a refractive index of the electrochromic medium differ by less than 5%. 14. The electrochromic device of claim 1 , wherein the cathodic compound, the anodic compound, or both the cathodic and the anodic compound exhibit a low diffusion coefficient. 15. The electrochromic device of claim 14 , wherein low diffusion coefficient is from about 1×10 −6 to about 4×10 −6 cm 2 /second. 16. The electrochromic device of claim 15 , wherein low diffusion coefficient is from about 1×10 −6 to about 2×10 −6 cm 2 /second. 17. The electrochromic device of claim 1 , wherein the anodic compound comprises a metallocene, a 5,10-dihydrophenazine, a phenothiazine, a phenoxazine, a carbazole, a triphenodithiazine, or a triphendioxazine. 18. The electrochromic device of claim 1 , wherein R 3 and R 5 are each a group of Formula (II) and R 15 is —OC(O)NR 16 R 17 . 19. The electrochromic device of claim 1 , wherein R 3 and R 5 are individually a group of Formula (II), and R 15 is OC(O)NH(CH 2 ) n Si(OEt) 3 . 20. The electrochromic device of claim 1 , wherein R 3 and R 5 are each a group of Formula (II) and R 15 is OC(O)NH(CH 2 ) n Si(OEt) 3 .
Gaskets; Spacers; Sealing of cells; Filling or closing of cells · CPC title
the electrochromic layer comprises a mixture of anodic and cathodic compounds · CPC title
comprising organic material · CPC title
Organic tenebrescent materials · CPC title
structural features not otherwise provided for · CPC title
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