Substituted metallocenes and electrochromic media and devices comprising the same
First Claim
1. An electrochromic device, comprising:
- (a) at least one substantially transparent substrate having an electrically conductive material associated therewith; and
(b) an electrochromic medium which comprises;
(1) a solvent;
(2) a cathodic material; and
(3) an anodic electrochromic material represented by the formula;
wherein R1-R10 are the same or different and at least three of R1-R10 are the same or different and comprise a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), and/or a silyl or siloxyl group containing approximately 1 to approximately 40 silicon atom(s), wherein the carbon or silicon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitrites;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein any remainder of R1-R10 comprise H; and
wherein M comprises a transition metal.
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Abstract
An electrochromic device comprising at least one substantially transparent substrate having an electrically conductive material associated therewith, and an electrochromic medium which comprises a solvent, a cathodic material, and an anodic electrochromic material represented by the formula:
wherein R1-R10 are the same or different and at least three of R1-R10 are the same or different and comprise a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), and/or a silyl or siloxyl group containing approximately 1 to approximately 40 silicon atom(s), wherein the carbon or silicon atom(s) may be a linking group to, or part of one or more functional groups comprising nitrites; nitro constituents; sulfoxides; sulfonates; phosphonium constituents; phosphonates; phosphonites; ammonium constituents; viologens, including bipyridinyl constituents; carbonyls, including carbonates, carbamates; ketones; esters; and amides; ethers, including polyethers; amines, including tertiary amines; alkenes; alkynes; and mixtures thereof; wherein any remainder of R1-R10 comprise H; and wherein M comprises a transition metal.
7 Citations
49 Claims
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1. An electrochromic device, comprising:
-
(a) at least one substantially transparent substrate having an electrically conductive material associated therewith; and
(b) an electrochromic medium which comprises;
(1) a solvent;
(2) a cathodic material; and
(3) an anodic electrochromic material represented by the formula;
wherein R1-R10 are the same or different and at least three of R1-R10 are the same or different and comprise a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), and/or a silyl or siloxyl group containing approximately 1 to approximately 40 silicon atom(s), wherein the carbon or silicon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitrites;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein any remainder of R1-R10 comprise H; and
wherein M comprises a transition metal. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18)
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19. An electrochromic device, comprising:
-
(a) at least one substantially transparent substrate having an electrically conductive material associated therewith; and
(b) an electrochromic medium which comprises;
(1) a solvent;
(2) a cathodic material; and
(3) an anodic electrochromic material which comprises a metallocene, wherein the metallocene comprises at least three substituents which serve to increase stability of the metallocene relative to the stability of the metallocene without the at least three substituents. - View Dependent Claims (20, 21)
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22. An electrochromic medium for use in an electrochromic device, comprising
(a) a solvent; -
(b) a cathodic material; and
(c) an anodic electrochromic material represented by the formula;
wherein R1-R10 are the same or different and at least three of R1-R10 are the same or different and comprise a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), and/or a silyl or siloxyl group containing approximately 1 to approximately 40 silicon atom(s), wherein the carbon or silicon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitriles;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein any remainder of R1-R10 comprise H; and
wherein M comprises a transition metal. - View Dependent Claims (23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33)
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34. An electrochromic medium for use in an electrochromic device, comprising:
-
(a) a solvent;
(b) a cathodic material; and
(c) an anodic electrochromic material which comprises a metallocene, wherein the metallocene comprises at least three substituents which serve to increase stability of the metallocene relative to the stability of the metallocene without the at least three substituents. - View Dependent Claims (35, 36)
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- 37. An anodic electrochromic material for use in an electrochromic device represented by the formula:
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44. An electrochromic device, comprising:
-
(a) at least one substantially transparent substrate having an electrically conductive material associated therewith; and
(b) an electrochromic medium which comprises;
(1) a solvent;
(2) a cathodic material; and
(3) an anodic electrochromic material represented by the formula;
wherein M comprises a transition metal;
wherein X1-X10 are the same or different and comprise C, Si, or H;
wherein Rn1-Rn10 are the same or different and comprise O, C, or a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitrites;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein n1-n10are the same or different and comprise 0, 1, 2, or 3, and are the number of bonds between a given X and associated constituent(s) other than hydrogen;
wherein Z1-Z10are the same or different and comprise 0 or 1; and
wherein
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45. An electrochromic medium for use in an electrochromic device, comprising:
-
(a) a solvent;
(b) a cathodic material; and
(c) an anodic electrochromic material represented by the formula;
wherein M comprises a transition metal;
wherein X1-X10 are the same or different and comprise C, Si, or H;
wherein Rn1,-Rn10 are the same or different and comprise O, C, or a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitrites;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein n1-n10are the same or different and comprise 0, 1, 2, or 3, and are the number of bonds between a given X and associated constituent(s) other than hydrogen;
wherein Z1-Z10are the same or different and comprise 0 or 1; and
wherein
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46. An anodic electrochromic material for use in an electrochromic device represented by the formula:
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47. An electrochromic device, comprising:
-
(a) at least one substantially transparent substrate having an electrically conductive material associated therewith; and
(b) an electrochromic medium which comprises;
(1) a solvent;
(2) a cathodic material; and
(3) an anodic electrochromic material represented by the formula;
Mc-(ERnH3-n)zy wherein Mc is a metallocene;
wherein E is either C or Si;
wherein E is bound to a carbon atom contained within a cyclopentadienyl ring of the metallocene;
wherein y designates 1 through 10 carbon atom positions of the cyclopentadienyl rings of the metallocene;
wherein R is the same or different and comprises O, C, or a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitriles;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein n is the same or different and comprises 0, 1, 2, or 3, and are the number of bonds E to R, other than hydrogen, for each cyclopentadienyl position y;
wherein z is 0 or 1, and if z is 0, then (ERnH3-n) is defined as hydrogen; and
wherein
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48. An electrochromic medium for use in an electrochromic device, comprising:
-
(a) a solvent;
(b) a cathodic material; and
(c) an anodic electrochromic material represented by the formula;
Mc-(ERnH3-n)zy wherein Mc is a metallocene;
wherein E is either C or Si;
wherein E is bound to a carbon atom contained within a cyclopentadienyl ring of the metallocene;
wherein y designates 1 through 10 carbon atom positions of the cyclopentadienyl rings of the metallocene;
wherein R is the same or different and comprises O, C, or a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitrites;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof, wherein n is the same or different and comprises 0, 1, 2, or 3, and are the number of bonds E to R, other than hydrogen, for each cyclopentadienyl position y;
wherein z is 0 or 1, and if z is 0, then (ERnH3-n) is defined as hydrogen; and
wherein
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49. An anodic electrochromic material for use in an electrochromic device represented by the formula:
-
Mc-(ERnH3-n)zy wherein Mc is a metallocene;
wherein E is either C or Si;
wherein E is bound to a carbon atom contained within a cyclopentadienyl ring of the metallocene;
wherein y designates 1 through 10 carbon atom positions of the cyclopentadienyl rings of the metallocene;
wherein R is the same or different and comprises O, C, or a straight or branched alkyl, aryl, alkaryl, or aralkyl group containing approximately 1 to approximately 40 carbon atom(s), wherein the carbon atom(s) may be a linking group to, or part of, one or more functional groups comprising nitriles;
nitro constituents;
sulfoxides;
sulfonates;
phosphonium constituents;
phosphonates;
phosphonites;
ammonium constituents;
viologens, including bipyridinyl constituents;
carbonyls, including carbonates, carbamates;
ketones;
esters; and
amides;
ethers, including polyethers;
amines, including tertiary amines;
alkenes;
alkynes; and
mixtures thereof;
wherein n is the same or different and comprises 0, 1, 2, or 3, and are the number of bonds E to R, other than hydrogen, for each cyclopentadienyl) position y;
wherein z is 0 or 1, z is 0, then (ERnH3-n) is defined as hydrogen; and
wherein
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Specification