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US4234481A Expired / Lapsed US ⏱️ 0.0 years remaining

Yellow pyrazolone ester dyes for heat transfer printing

Assignee: Crompton and Knowles Corp
•
Filing: 1977-11-30
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Granted: 1980-11-18
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Expires: 1997-11-30
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Abstract

Abstract The application is concerned with new pyrazolone compounds having the structure: ##STR1## wherein R is hydrogen or halogen (especially fluorine, bromine and chlorine) and R 1 and R 2 independently of one another are hydrogen or halogen (especially bromine and chlorine) and R 3 is lower alkyl (especially methyl, ethyl, propyl and butyl). The compounds are useful in heat transfer printing of polyester fabrics and impart yellow shades thereto. The application discloses a method of making the new compounds and discusses the utilization of the compounds in the heat transfer printing of polyester fabrics, in the preparation of ink formulations, and in making transfer sheets for heat transfer printing.

Inventors

  • 👤 Russell I. Steiner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 10:49
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/34; C09B29/36; C09B29/3604; C09B29/3647; C09B29/3652; C09B29/366

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 32 words
A compound of the formula ##STR9## where R is hydrogen or halogen, and R 1 and R 2 independently of one another are hydrogen, or halogen, and R 3 is lower alkyl.
Claim 2
Dependent Claim 32 words
A compound of the formula ##STR9## where R is hydrogen or halogen, and R 1 and R 2 independently of one another are hydrogen, or halogen, and R 3 is lower alkyl.
Claim 3
Dependent Claim 21 words
A compound according to claim 1 wherein R, R 1 , and R 2 are hydrogen, and R 3 is ethyl.
Claim 4
Dependent Claim 22 words
A compound according to claim 1 wherein R is chlorine, R 1 and R 2 are hydrogen, and R 3 is ethyl.
Claim 5
Dependent Claim 28 words
A compound according to claim 1 where R is chlorine, R 1 is hydrogen, R 2 is chlorine positioned ortho to the nitrogen and R 3 is ethyl.
Claim 6
Dependent Claim 28 words
A compound according to claim 1 wherein R, is chlorine, R 1 is hydrogen, R 2 is chlorine positioned para to the nitrogen and R 3 is ethyl.
Claim 7
Dependent Claim 20 words
A compound according to claim 1 wherein R, R 1 and R 2 are chlorine and R 3 is ethyl.
Claim 8
Dependent Claim 44 words
The method of making a compound according to claim 1 comprising diazotizing 2-amino-5-halobenzotrifluoride, coupling the diazonium salt to a pyrazolone of the formula: ##STR10## wherein R 1 and R 2 independently of one another are hydrogen or halogen, and R 3 is lower alkyl.
Claim 9
Dependent Claim 23 words
A compound according to any of claims 1, 2 or 3 wherein the dye is ground to particle size less than 3 micron.
Claim 10
Dependent Claim 23 words
A compound according to any of claims 4, 5 or 6 wherein the dye is ground to particle size less than 3 micron.

References Cited (Backward Citations)

US1809030A Cited
US2439798A Cited
CH305009A Cited
GB763555A Cited
US3019217A Cited
CH386590A Cited
DE2347124A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-11-18 1984-05-19 1984-11-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-11-18 1988-05-19 1988-11-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-11-18 1992-05-19 1992-11-18 $7700.00 Window Closed / Lapsed

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