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US4111703A Expired / Lapsed US ⏱️ 0.0 years remaining

Heat-sensitive coating composition with 4-aromatic and hydroxy substituted piperidine derivative and cyclic polyketo compound

Assignee: Graphic Controls Corp
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Filing: 1977-03-03
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Granted: 1978-09-05
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Expires: 1997-03-03
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Abstract

Abstract A heat-sensitive coating adapted to acquire a stable color contrasting with the background color in selected regions that are heated to an elevated temperature. The coating comprises (1) a piperidine derivative substituted in the 4 position with an aromatic group and a hydroxyl group or a hydrogen atom, (2) a cyclic polyketo compound reactive with the piperidine derivative to form a dye, and (3) a polymeric binder for binding the reactants to a substrate.

Inventors

  • 👤 William R. Lawton

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 13:46
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/323; C; C09; C09D; C09D11/00; C09D11/50; Y; Y10; Y10S; Y10S428/00; Y10S428/913

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 103 words
A heat-sensitive coating composition adapted to acquire in a region thereof a stable color constrasting visibly with a background color of said coating composition upon heating said region to an elevated temperature, containing polymeric binder means for binding said coating composition to a substrate, a 4-hydroxy substituted piperidine derivative selected from the group consisting of 4-benzyl-4-hydroxypiperidine, 4-hydroxy-4-phenylpiperidine and 4-(p-chlorophenyl)-4-hydroxypiperidine, and a cyclic polyketo compound reactive with said piperidine derivative at an elevated temperature to form a color contrasting visibly with a background color of said coating composition, said cyclic polyketo compound being selected from the group consisting of minhydrin, hydrindantin, isatin and alloxan.
Claim 2
Dependent Claim 103 words
A heat-sensitive coating composition adapted to acquire in a region thereof a stable color constrasting visibly with a background color of said coating composition upon heating said region to an elevated temperature, containing polymeric binder means for binding said coating composition to a substrate, a 4-hydroxy substituted piperidine derivative selected from the group consisting of 4-benzyl-4-hydroxypiperidine, 4-hydroxy-4-phenylpiperidine and 4-(p-chlorophenyl)-4-hydroxypiperidine, and a cyclic polyketo compound reactive with said piperidine derivative at an elevated temperature to form a color contrasting visibly with a background color of said coating composition, said cyclic polyketo compound being selected from the group consisting of minhydrin, hydrindantin, isatin and alloxan.
Claim 3
Dependent Claim 46 words
The coating composition of claim 1, containing a stabilizer adapted to enhance permanency of color formed in said preselected region after heating, said stabilizer being selected from the group consisting of substituted ureas and thioureas, gallic acid, o-toluic acid, m-toluic acid, p-toluic acid, 2-mercaptobenzothiazole, and 2,2'-dithiobis(benzothiazole).
Claim 4
Dependent Claim 34 words
The coating composition of claim 1, wherein said 4-hydroxy substituted piperidine derivative is 4-hydroxy-4-phenylpiperidine and said coating composition further contains a compound selected from the group consisting of acetoacet-o-toluidide, ethyl urea, and gallic acid.
Claim 5
Dependent Claim 34 words
The coating composition of claim 1, wherein said polymeric binder means is selected from the group consisting of acrylic polymers and copolymers, methacrylic polymers and copolymers, vinyl ester polymers and copolymers, and polyvinyl butyral.
Claim 6
Dependent Claim 57 words
The coating composition of claim 1, containing an activator adapted to enhance thermal sensitivity of said coating composition, said activator being selected from the group consisting of: 2-mercaptobenzothiazole 2-mercaptobenzoxazole 2,2'-dithiobis (benzothiazole) 2-benzoxazolethiol 2-benzothiazolol 2-morpholinothiobenzothiazole 2,4-dichloro-1-naphthol 2-chloroacetamide o-toluic acid m-toluic acid p-toluic acid thioacetanilide thiobenzanilide phenoxazine phenyl-3-thiocarbazide N-cyclohexyl-2-benzothiazolesulfenamide (Santocure powder) 2-(2,6-dimethyl-4-morpholinothio benzothiazole) (Santocure 26) N-tert-butyl-2-benzothiazolesulfenamide (Santocure NS) sulfanilamide
Claim 7
Dependent Claim 18 words
4-dithiodimorpholine (Sulfasan R) 1,1,3,3-tetramethyl-2-thiourea 2,4-thiazolidenedione thiazolidenethione N-methylbenzothiazole-2-thiourea p-hydroxy-acetophenone 1,3-indanedione butylziram 2,2-dithiobis (benzothiazole) chloroacetophenone 3,5-dibromosalicylaldehyde 3,4-dihydroxybenzoic acid biphenyl acetoneoxime.
Claim 8
Dependent Claim 18 words
4-dithiodimorpholine (Sulfasan R) 1,1,3,3-tetramethyl-2-thiourea 2,4-thiazolidenedione thiazolidenethione N-methylbenzothiazole-2-thiourea p-hydroxy-acetophenone 1,3-indanedione butylziram 2,2-dithiobis (benzothiazole) chloroacetophenone 3,5-dibromosalicylaldehyde 3,4-dihydroxybenzoic acid biphenyl acetoneoxime.

References Cited (Backward Citations)

US3024362A Cited
US2967785A Cited
US3149991A Cited
US3664858A Cited
US3736166A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-04 1982-03-06 1982-09-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-04 1986-03-06 1986-09-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-04 1990-03-06 1990-09-05 $7700.00 Window Closed / Lapsed

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