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Color reversing compositions

Assignee: Graphic Controls Corp
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Filing: 1977-05-11
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Granted: 1986-01-28
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Expires: 1997-05-11
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Abstract

Abstract Heat-sensitive compositions which rapidly develop color upon heating and rapidly discharge their color upon cooling, comprising an intimate mixture of a 3,3-bis (p-aminophenyl) phthalide and an organic acid. The color-producing and color-discharging cycle may be reproduced many times without noticeable change in response. The novel compositions of the invention are useful as temperature indicators, thermal display media, safety papers and validation devices.

Inventors

  • 👤 William R. Lawton

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 13:31
CPC Classifications
G; G01; G01N; G01N31/00; G01N31/22; G01N31/229; Y; Y10; Y10S; Y10S428/00; Y10S428/913

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 27 words
A heat-sensitive color-reversing composition comprising (a) a 3,3-bis(p-aminophenyl)phthalide selected from the group consisting of 3,3-bis(p-aminophenyl)phthalide, 3,3-bis(p-dimethylaminophenyl)-5-dimethylamino phthalide, 3,3-bis(p-dimethylaminophenyl)-5-amino phthalide, 3,3-bis(p-dimethylaminophenyl)-6-dimethylamino phthalide, 3,3-bis(p-dimethylaminophenyl)phthalide, 3,3-bis(p-diethylaminophenyl)phthalide, 3,3-bis(p-di-n-propylaminophenyl)phthalide, 3,3-bis(4-dimethylamino-3-methylphenyl)phthalide, 3,3-bis(p-dimethylaminophenyl)-4,5,6,7-tetrachloro phthalide,
Claim 2
Dependent Claim 27 words
A heat-sensitive color-reversing composition comprising (a) a 3,3-bis(p-aminophenyl)phthalide selected from the group consisting of 3,3-bis(p-aminophenyl)phthalide, 3,3-bis(p-dimethylaminophenyl)-5-dimethylamino phthalide, 3,3-bis(p-dimethylaminophenyl)-5-amino phthalide, 3,3-bis(p-dimethylaminophenyl)-6-dimethylamino phthalide, 3,3-bis(p-dimethylaminophenyl)phthalide, 3,3-bis(p-diethylaminophenyl)phthalide, 3,3-bis(p-di-n-propylaminophenyl)phthalide, 3,3-bis(4-dimethylamino-3-methylphenyl)phthalide, 3,3-bis(p-dimethylaminophenyl)-4,5,6,7-tetrachloro phthalide,
Claim 3
Dependent Claim 79 words
3-bis(p-diethylaminophenyl)-6-diethylamino phthalide, 3,3-bis(p-ethylaminophenyl)phthalide, 3,3-bis(p-methylaminophenyl)phthalide, 3,3-bis(p-benzylaminophenyl)phthalide, and 3,3-bis(p-chloromethylaminophenyl)phthalide; (b) an organic acid selected from the group consisting of thiosalicylic acid, 3-nitrosalicylic acid, 5-nitrosalicylic acid, 5-bromosalicylic acid, 3,5-dichlorosalicylic acid, 2,3-dihydroxybenzoic acid, 3,5-dibromosalicylic acid, 5-methylsalicylic acid, 5-methoxysalicylic acid, benzilic acid, 2,6-dihydroxybenzoic acid, 2-hydroxy-5-methoxybenzoic acid, 5-chlorosalicylic acid, 3,5-dinitrosalicylic acid, 1-hydroxy-2-naphthoic acid, diglycolic acid, and dithiodiglycolic acid; said color-reversing composition being characterized in that it develops a color contrasting visibly with its original color upon heating, and returns to its original color upon cooling.
Claim 4
Dependent Claim 79 words
3-bis(p-diethylaminophenyl)-6-diethylamino phthalide, 3,3-bis(p-ethylaminophenyl)phthalide, 3,3-bis(p-methylaminophenyl)phthalide, 3,3-bis(p-benzylaminophenyl)phthalide, and 3,3-bis(p-chloromethylaminophenyl)phthalide; (b) an organic acid selected from the group consisting of thiosalicylic acid, 3-nitrosalicylic acid, 5-nitrosalicylic acid, 5-bromosalicylic acid, 3,5-dichlorosalicylic acid, 2,3-dihydroxybenzoic acid, 3,5-dibromosalicylic acid, 5-methylsalicylic acid, 5-methoxysalicylic acid, benzilic acid, 2,6-dihydroxybenzoic acid, 2-hydroxy-5-methoxybenzoic acid, 5-chlorosalicylic acid, 3,5-dinitrosalicylic acid, 1-hydroxy-2-naphthoic acid, diglycolic acid, and dithiodiglycolic acid; said color-reversing composition being characterized in that it develops a color contrasting visibly with its original color upon heating, and returns to its original color upon cooling.
Claim 5
Dependent Claim 11 words
The heat-sensitive composition of claim 1, wherein said 3,3-bis(p-aminophenyl)phthalide is 3,3-bis(p-aminophenyl)phthalide.
Claim 6
Dependent Claim 13 words
The heat-sensitive composition of claim 1, wherein said organic acid is 5-bromosalicylic acid.
Claim 7
Dependent Claim 14 words
The heat-sensitive composition of claim 1 dispersed as a pigment in a binder solution.
Claim 8
Dependent Claim 13 words
A substrate coated with a single layer of the composition of claim 4.
Claim 9
Dependent Claim 21 words
The heat-sensitive composition of claim 1, and further comprising an activator reducing the temperature at which color is formed upon heating.
Claim 10
Dependent Claim 12 words
The composition of claim 6, wherein said activator comprises an aromatic sulfonamide.
Claim 11
Dependent Claim 20 words
The composition of claim 7, wherein said activator is selected from the group consisting of benzene sulfonamide and p-toluene sulfonamide.

References Cited (Backward Citations)

US3389007A Cited
US3445261A Cited
US3674535A Cited
US3751286A Cited
US3895173A Cited
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US4138357A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-01-27 1989-07-29 1990-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-01-27 1993-07-29 1994-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-01-27 1997-07-29 1998-01-28 $7700.00 Window Closed / Lapsed

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