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US3954830A Expired / Lapsed US ⏱️ 0.0 years remaining

Yellow methine dyes for hydrophobic textile material

Assignee: American Aniline Products Inc
•
Filing: 1974-10-24
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Granted: 1976-05-04
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Expires: 1994-10-24
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Abstract

Abstract Water insoluble disperse dyes for aromatic polyester textile material are made by the reaction of an aldehyde intermediate derived from an α-(N-alkylanilino)m-toluenesulfonamide, typified by α-(N-ethylanilino)-m-toluenesulfonamide, with a nitrile containing an active methylene group, such as malononitrile. This class of dyes, when appropriately dispersed, produces bright greenish-yellow dyeings on aromatic polyester fabrics with excellent substantivity, outstanding sublimation fastness, and excellent fastness to light. The dyes are applied to polyesters, such as polyethylene terephthalate, by carrier dyeing, pressure dyeing and thermofixation methods.

Inventors

  • 👤 Edgar Earl Renfrew
  • 👤 Guido Ruggiero Lorenzo Genta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 04:01
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/43; C09; C09B; C09B23/00; C09B23/14; C09B23/143

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 131 words
A dye of the formula: ##SPC15## wherein Y is a member selected from the group consisting of cyano, benzyl, carbamoyl, N-lower alkyl carbamoyl, N,N-dilower alkyl carbamoyl, N-phenylcarbamoyl, N-loweralkoxy phenylcarbamoyl, N-loweralkyl phenyl carbamoyl, N-halophenyl carbamoyl, lower carbalkoxy, lower cyanocarbalkoxy, phenyl sulfonyl, halophenyl sulfonyl, and lower alkylphenylsulfonyl; R 1 is a member selected from the group consisting of lower alkyl, hydroxy lower alkyl and cyano lower alkyl; R 2 , R 3 and R 4 are members selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, chlorine and bromine, and R 5 and R 6 are members selected from the group consisting of hydrogen, lower alkyl, cyano lower alkyl and hydroxy lower alkyl and taken collectively form a 5 or 6-membered ring structure containing an additional nitrogen or oxygen hetero atom.
Claim 2
Dependent Claim 131 words
A dye of the formula: ##SPC15## wherein Y is a member selected from the group consisting of cyano, benzyl, carbamoyl, N-lower alkyl carbamoyl, N,N-dilower alkyl carbamoyl, N-phenylcarbamoyl, N-loweralkoxy phenylcarbamoyl, N-loweralkyl phenyl carbamoyl, N-halophenyl carbamoyl, lower carbalkoxy, lower cyanocarbalkoxy, phenyl sulfonyl, halophenyl sulfonyl, and lower alkylphenylsulfonyl; R 1 is a member selected from the group consisting of lower alkyl, hydroxy lower alkyl and cyano lower alkyl; R 2 , R 3 and R 4 are members selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, chlorine and bromine, and R 5 and R 6 are members selected from the group consisting of hydrogen, lower alkyl, cyano lower alkyl and hydroxy lower alkyl and taken collectively form a 5 or 6-membered ring structure containing an additional nitrogen or oxygen hetero atom.
Claim 3
Dependent Claim 30 words
The dye of claim 1 wherein Y is cyano, R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen; and R 1 is ethyl.
Claim 4
Dependent Claim 31 words
The dye of claim 1 wherein Y is cyano, R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are methyl; and R 1 is ethyl.
Claim 5
Dependent Claim 30 words
The dye of claim 1 wherein Y is N-tolylcarbamoyl; R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen; and R 1 is ethyl.
Claim 6
Dependent Claim 31 words
The dye of claim 1 wherein Y is carbethoxy; R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are methyl; and R 1 is ethyl.
Claim 7
Dependent Claim 31 words
The dye of claim 1 wherein Y is phenylsulfonyl, R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are methyl; and R 1 is ethyl.
Claim 8
Dependent Claim 39 words
A dye of the formula: ##SPC16##in which R 1 is methyl, ethyl or cyanoethyl; R 2 and R 3 are hydrogen or methyl: R 4 is hydrogen and R 5 and R 6 are hydrogen, methyl, ethyl or cyanoethyl.
Claim 9
Dependent Claim 39 words
A dye of the formula: ##SPC16##in which R 1 is methyl, ethyl or cyanoethyl; R 2 and R 3 are hydrogen or methyl: R 4 is hydrogen and R 5 and R 6 are hydrogen, methyl, ethyl or cyanoethyl.
Claim 10
Dependent Claim 30 words
The dye of claim 7 in which R 1 is ethyl, R 3 is methyl and R 2 , R 4 , R 5 , and R 6 are hydrogen.
Claim 11
Dependent Claim 29 words
The dye of claim 7 in which R 1 is cyanoethyl, R 3 is methyl and R 2 , R 4 , R 5 and R 6 are hydrogen.

References Cited (Backward Citations)

US3390168A Cited
US3756778A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-04 1979-11-03 1980-05-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-04 1983-11-03 1984-05-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-04 1987-11-03 1988-05-04 $7700.00 Window Closed / Lapsed

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