US5151224A
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US
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Tetrasulfonated metal phthalocyanine doped electrically conducting electrochromic poly(dithiophene) polymers
Assignee: Osaka Gas Co Ltd
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Filing: 1988-05-05
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Granted: 1992-09-29
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Expires: 2008-05-05
Abstract
Abstract The present invention relates to a process of manufacture of an essentially smooth texture-free conductive polymer comprising poly(dithiophene) which is subsequently doped with a dopant comprising an organometallic compound, preferably an optionally substituted metal phthalocyanine. Specifically, the process relates to a process to produce a smooth, texture-free conductive polymer comprising poly(dithiophene) and an organometallic compound which process comprises: A. contacting a solution itself comprising: (a) dithiophene is present in between about 0.01 and 0.001 M concentration; (b) a water-soluble salt of an optionally substituted organometallic wherein the metal is selected from iron, copper, cobalt or nickel, at a concentration of between about 0.01 and 10 mM; (c) in a solution of acetonitrile/water in a ratio of between about 30:70 and 10:90 percent by volume with a cycling potential of between about 0.1 volts and 10 volts at between about 0° and 95° C. for between about (0.1 and 60 minutes) with an electrode selected from one of a second metal, wherein the second metal is selected from platinum, palladium, indium, gold or mixtures thereof or from an indium-tin oxide covered glass; and B. recovering the electrically conductive polymer. The materials are useful in the manufacture of electrochromic displays.
Inventors
- 👤 Marc J. Madou
- 👤 Subhash C. Narang
- 👤 Takaaki Otagawa
- 👤 Sharon Wing
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 10:03
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G61/123; C08G61/126; C09; C09K; C09K9/00; C09K9/02; H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/127
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
213 words
A smooth electrically conductive electrochromic polymer consisting essentially of poly(dithiophene), which polymer is doped with an electrically conductive electrochromic tetrasulfonated metal phthalocyanine, wherein the polymer-dopant combination is produced by a process which comprises: A. contacting a solution, itself comprising: (a) dithiophene monomer present in between about 0.1 and 0.001M concentration; (b) a water-soluble salt of a tetrasulfonated metal phthalocyanine wherein the metal is selected from the group consisting of iron, copper, cobalt and nickel, and the tetrasulfonated metal phthalocyanine is present at a concentration of between about 0.01 and 10 mM; and (c) an electrolyte solution of acetonitrile and water in a ratio of between about 30:70 to 10:90 percent of acetonitrile to water by volume, with a cycling electrical potential of between about 0.01 volts and 10 volts and a variable current of between about 0.1 and 2 amperes, at a temperature of between about 0° and 95° C. for between about 0.01 and 60 minutes, with a metal electrode wherein the metal electrode is selected from the group consisting of platinum, palladium, indium, gold, mixtures of these metals and indium-tin oxide (ITO) covered glass; and B. recovering the smooth electrically conductive electrochromic polymer formed thereby, wherein the electrically conductive dopant is present in between about 0.01 and 5 percent by weight.
Claim 2
Dependent Claim
213 words
A smooth electrically conductive electrochromic polymer consisting essentially of poly(dithiophene), which polymer is doped with an electrically conductive electrochromic tetrasulfonated metal phthalocyanine, wherein the polymer-dopant combination is produced by a process which comprises: A. contacting a solution, itself comprising: (a) dithiophene monomer present in between about 0.1 and 0.001M concentration; (b) a water-soluble salt of a tetrasulfonated metal phthalocyanine wherein the metal is selected from the group consisting of iron, copper, cobalt and nickel, and the tetrasulfonated metal phthalocyanine is present at a concentration of between about 0.01 and 10 mM; and (c) an electrolyte solution of acetonitrile and water in a ratio of between about 30:70 to 10:90 percent of acetonitrile to water by volume, with a cycling electrical potential of between about 0.01 volts and 10 volts and a variable current of between about 0.1 and 2 amperes, at a temperature of between about 0° and 95° C. for between about 0.01 and 60 minutes, with a metal electrode wherein the metal electrode is selected from the group consisting of platinum, palladium, indium, gold, mixtures of these metals and indium-tin oxide (ITO) covered glass; and B. recovering the smooth electrically conductive electrochromic polymer formed thereby, wherein the electrically conductive dopant is present in between about 0.01 and 5 percent by weight.
Claim 3
Dependent Claim
213 words
A smooth electrically conductive electrochromic polymer consisting essentially of poly(dithiophene), which polymer is doped with an electrically conductive electrochromic tetra-sulfonated metal phthalocyanine, wherein the polymer-dopant combination is produced by a process which comprises: A. contacting a solution, itself comprising: (a) dithiophene monomer present in between about 0.1 and 0.001M concentration; (b) a water-soluble salt of a tetra sulfonated metal phthalocyanine wherein the metal is selected from the group consisting of iron, copper, cobalt and nickel, and the tetrasulfonated metal phthalocyanine is present at a concentration of between about 0.01 and 10 mM; and (c) an electropolymerization solution of acetonitrile and water in a ratio of between about 30:70 to 10:90 percent of acetonitrile to water by volume, with a cycling electrical potential of between about 0.01 volts and 10 volts and a variable current of between about 0.1 and 2 amperes, at a temperature of between about 0° and 95° C. for between about 0.01 and 60 minutes, with a metal electrode wherein the metal electrode is selected from the group consisting of platinum, palladium, indium, gold, mixtures of these metals and indium-tin oxide (ITO) covered glass; and B. recovering the smooth electrically conductive electrochromic polymer formed thereby, wherein the electrically conductive dopant is present in between about 0.01 and 1.0 atom percent.
Claim 4
Dependent Claim
213 words
A smooth electrically conductive electrochromic polymer consisting essentially of poly(dithiophene), which polymer is doped with an electrically conductive electrochromic tetra-sulfonated metal phthalocyanine, wherein the polymer-dopant combination is produced by a process which comprises: A. contacting a solution, itself comprising: (a) dithiophene monomer present in between about 0.1 and 0.001M concentration; (b) a water-soluble salt of a tetra sulfonated metal phthalocyanine wherein the metal is selected from the group consisting of iron, copper, cobalt and nickel, and the tetrasulfonated metal phthalocyanine is present at a concentration of between about 0.01 and 10 mM; and (c) an electropolymerization solution of acetonitrile and water in a ratio of between about 30:70 to 10:90 percent of acetonitrile to water by volume, with a cycling electrical potential of between about 0.01 volts and 10 volts and a variable current of between about 0.1 and 2 amperes, at a temperature of between about 0° and 95° C. for between about 0.01 and 60 minutes, with a metal electrode wherein the metal electrode is selected from the group consisting of platinum, palladium, indium, gold, mixtures of these metals and indium-tin oxide (ITO) covered glass; and B. recovering the smooth electrically conductive electrochromic polymer formed thereby, wherein the electrically conductive dopant is present in between about 0.01 and 1.0 atom percent.
Claim 5
Dependent Claim
16 words
The electrically conductive electrochromic polymer of claim 2 wherein the metal in the phthalocyanine is nickel.
Claim 6
Dependent Claim
16 words
The electrically conductive electrochromic polymer of claim 2 wherein the metal in the phthalocyanine is copper.
Claim 7
Dependent Claim
16 words
The electrically conductive electrochromic polymer of claim 2 wherein the metal in the phthalocyanine is cobalt.
Claim 8
Dependent Claim
16 words
The electrically conductive electrochromic polymer of claim 2 wherein the metal in the phthalocyanine is iron.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-09-29 | 1996-03-30 | 1996-09-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-09-29 | 2000-03-30 | 2000-09-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-09-29 | 2004-03-30 | 2004-09-29 | $7700.00 | Window Closed / Lapsed |