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US4265629A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the production of resist effects on polyester/cellulose mixed fiber textiles

Assignee: Sanofi Aventis Deutschland GmbH
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Filing: 1979-12-19
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Granted: 1981-05-05
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Expires: 1999-12-19
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Abstract

Abstract In the process for production of resist effects on textile materials of mixed fibers of polyester and cellulose comprising impregnating the materials with a dye liquor containing disperse dyestuffs and reactive dyestuffs which react with the resisting agents, drying or partially drying the padded materials and subsequently printing a resist paste on the material, and heat-treating the materials the improvement comprises the dischargeable disperse dyestuffs being of a class of dyestuffs of which an exemplary species is ##STR1## one of the tautomeric forms of a class of dyestuffs of which an exemplary species is ##STR2## or disperse dyestuffs which are free from groups conferring solubility in water and which contain at least two carboxylic acid ester moieties.

Inventors

  • 👤 Joachim Ribka
  • 👤 Horst Tappe
  • 👤 Kurt Roth
  • 👤 Hans-Jurgen Weyer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 03:41
CPC Classifications
D; D06; D06P; D06P5/00; D06P5/15; D06P5/12

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 643 words
In the process for production of resist effects on textile materials of mixed fibers of polyester and cellulose comprising impregnating the materials with a dye liquor containing disperse dyestuffs and reactive dyestuffs which react with the resisting agents, drying or partially drying the padded materials and subsequently printing a resist paste on the material, and heat-treating the materials the improvement comprises the dischargeable disperse dyestuffs being of the formula ##STR31## one of the tautomeric forms of the formula, ##STR32## or disperse dyestuffs which are free from groups conferring solubility in water and which contain at least two carboxylic acid ester moieties wherein R 1 is hydrogen, alkyl with 1-6 carbon atoms, cyano, trifluoromethyl or unsubstituted or substituted phenyl, the substituent being selected from the group consisting of chlorine, bromine, nitro and alkyl with 1-4 carbon atoms; X 1 is hydrogen, chlorine, bromine, alkoxy with 1-4 carbon atoms, hydroxyalkoxy with 2-4 carbon atoms, alkoxyalkoxy with a total of 3-6 carbon atoms, unsubstituted or substituted alkyl with 1-4 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano and hydroxyl; Y 1 is hydrogen, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 2-4 carbon atoms, alkoxyalkoxy with a total of 3-6 carbon atoms, --NH--CO--Y 2 , --NH--SO 2 --Y 2 or unsubstituted or substituted alkyl with 1 to 4 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano and hydroxyl; Y 2 is phenyl, amino, N-alkylamino with 1 to 4 carbon atoms, or alkyl with 1-4 carbon atoms unsubstituted or substituted by a substituent selected from the group consisting of phenyl, chlorine, bromine, cyano, hydroxyl, alkoxy with 1 to 2 carbon atoms and phenoxy; R 2 is hydrogen, hydroxyalkyl with 2-4 carbon atoms, alkenyl with 3-6 carbon atoms or alkyl with 1-6 carbon atoms unsubstituted or substituted by chlorine, bromine, cyano, hydroxyl, alkoxy with 1-4 carbon atoms, hydroxyalkoxy with 1 to 4 carbon atoms, phenyl, alkanoyloxy with 2-4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2-4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2-4 carbon atoms, alkylaminocarbonyloxy with 2-4 carbon atoms or phenylaminocarbonyloxy; R 3 is hydroxyalkyl with 2 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, phenyl or unsubstituted or substituted alkyl with 1 to 6 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano, hydroxyl, alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 1-4 carbon atoms, phenyl, alkanoyloxy with 2 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2 to 4 carbon atoms; and, if R 2 is hydrogen, R 3 may also be --C(CH 3 ) 2 --COOR 4 , methoxy-, ethoxy- or propoxy-alkyl with a total of 4 to 8 carbon atoms; wherein R 4 is alkyl with 4 to 8 carbon atoms; D is phenyl unsubstituted or substituted by at least one substituent selected from the group consisting of chlorine, bromine, nitro, cyano, trifluoromethyl, thiocyano, lower alkyl, lower alkoxy, lower alkylcarbonyl, lower alkylsulphonyl, lower alkylcarbonylamino, carbamoyl, N-lower alkyl carbamoyl, N,N-di-lower alkyl carbamoyl, sulphamoyl, N-lower alkyl sulphamoyl, N,N-di-lower alkyl sulphamoyl, sulphamato, N-lower alkyl sulphamato, N,N-di-lower alkyl sulphamato, lower alkoxycarbonyl, lower alkoxy-lower alkoxycarbonyl, lower alkoxy-lower alkoxy-lower alkoxycarbonyl, hydroxy-lower alkoxy-lower alkoxycarbonyl and lower alkoxycarbonyl-lower alkyl; X 2 is hydrogen, lower alkyl, carbamoyl, cyano, chlorine, bromine, nitroso, nitro, lower alkylcarbonyl, sulphamoyl, lower alkylsulphonyl, lower alkylcarbonylamino or lower alkoxycarbonyl; and Z is hydrogen or lower alkyl; the dischargeable reactive dyestuffs being those containing reactive moieties of the formula --SO.sub.2 --CH.sub.2 --CH.sub.2 --hal --SO.sub.2 --CH.sub.2 --CH.sub.2 --O--SO.sub.3 M --NH--SO.sub.2 --CH.sub.2 --CH.sub.2 --O--SO.sub.3 M --SO.sub.2 --CH═CH.sub.2 wherein M is hydrogen or a metal cation and hal is halogen, and the resist paste contains an alkali metal sulphite or an alkali metal bisulphite in combination with an alkali metal carbonate or alkali metal bicarbonate.
Claim 2
Dependent Claim 643 words
In the process for production of resist effects on textile materials of mixed fibers of polyester and cellulose comprising impregnating the materials with a dye liquor containing disperse dyestuffs and reactive dyestuffs which react with the resisting agents, drying or partially drying the padded materials and subsequently printing a resist paste on the material, and heat-treating the materials the improvement comprises the dischargeable disperse dyestuffs being of the formula ##STR31## one of the tautomeric forms of the formula, ##STR32## or disperse dyestuffs which are free from groups conferring solubility in water and which contain at least two carboxylic acid ester moieties wherein R 1 is hydrogen, alkyl with 1-6 carbon atoms, cyano, trifluoromethyl or unsubstituted or substituted phenyl, the substituent being selected from the group consisting of chlorine, bromine, nitro and alkyl with 1-4 carbon atoms; X 1 is hydrogen, chlorine, bromine, alkoxy with 1-4 carbon atoms, hydroxyalkoxy with 2-4 carbon atoms, alkoxyalkoxy with a total of 3-6 carbon atoms, unsubstituted or substituted alkyl with 1-4 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano and hydroxyl; Y 1 is hydrogen, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 2-4 carbon atoms, alkoxyalkoxy with a total of 3-6 carbon atoms, --NH--CO--Y 2 , --NH--SO 2 --Y 2 or unsubstituted or substituted alkyl with 1 to 4 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano and hydroxyl; Y 2 is phenyl, amino, N-alkylamino with 1 to 4 carbon atoms, or alkyl with 1-4 carbon atoms unsubstituted or substituted by a substituent selected from the group consisting of phenyl, chlorine, bromine, cyano, hydroxyl, alkoxy with 1 to 2 carbon atoms and phenoxy; R 2 is hydrogen, hydroxyalkyl with 2-4 carbon atoms, alkenyl with 3-6 carbon atoms or alkyl with 1-6 carbon atoms unsubstituted or substituted by chlorine, bromine, cyano, hydroxyl, alkoxy with 1-4 carbon atoms, hydroxyalkoxy with 1 to 4 carbon atoms, phenyl, alkanoyloxy with 2-4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2-4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2-4 carbon atoms, alkylaminocarbonyloxy with 2-4 carbon atoms or phenylaminocarbonyloxy; R 3 is hydroxyalkyl with 2 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, phenyl or unsubstituted or substituted alkyl with 1 to 6 carbon atoms, the substituent being selected from the group consisting of chlorine, bromine, cyano, hydroxyl, alkoxy with 1 to 4 carbon atoms, hydroxyalkoxy with 1-4 carbon atoms, phenyl, alkanoyloxy with 2 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, hydroxycarbonyl with 2 to 4 carbon atoms; and, if R 2 is hydrogen, R 3 may also be --C(CH 3 ) 2 --COOR 4 , methoxy-, ethoxy- or propoxy-alkyl with a total of 4 to 8 carbon atoms; wherein R 4 is alkyl with 4 to 8 carbon atoms; D is phenyl unsubstituted or substituted by at least one substituent selected from the group consisting of chlorine, bromine, nitro, cyano, trifluoromethyl, thiocyano, lower alkyl, lower alkoxy, lower alkylcarbonyl, lower alkylsulphonyl, lower alkylcarbonylamino, carbamoyl, N-lower alkyl carbamoyl, N,N-di-lower alkyl carbamoyl, sulphamoyl, N-lower alkyl sulphamoyl, N,N-di-lower alkyl sulphamoyl, sulphamato, N-lower alkyl sulphamato, N,N-di-lower alkyl sulphamato, lower alkoxycarbonyl, lower alkoxy-lower alkoxycarbonyl, lower alkoxy-lower alkoxy-lower alkoxycarbonyl, hydroxy-lower alkoxy-lower alkoxycarbonyl and lower alkoxycarbonyl-lower alkyl; X 2 is hydrogen, lower alkyl, carbamoyl, cyano, chlorine, bromine, nitroso, nitro, lower alkylcarbonyl, sulphamoyl, lower alkylsulphonyl, lower alkylcarbonylamino or lower alkoxycarbonyl; and Z is hydrogen or lower alkyl; the dischargeable reactive dyestuffs being those containing reactive moieties of the formula --SO.sub.2 --CH.sub.2 --CH.sub.2 --hal --SO.sub.2 --CH.sub.2 --CH.sub.2 --O--SO.sub.3 M --NH--SO.sub.2 --CH.sub.2 --CH.sub.2 --O--SO.sub.3 M --SO.sub.2 --CH═CH.sub.2 wherein M is hydrogen or a metal cation and hal is halogen, and the resist paste contains an alkali metal sulphite or an alkali metal bisulphite in combination with an alkali metal carbonate or alkali metal bicarbonate.
Claim 3
Dependent Claim 17 words
The process according to claim 1 wherein the dischargeable disperse dyestuffs are those of the formula ##STR33##
Claim 4
Dependent Claim 35 words
The process according to claim 1 wherein the dischargeable reactive dyestuffs are those which contain reactive moieties--SO 2 CH 2 CH 2 OSO 3 M or --NHSO 2 CH 2 CH 2 OSO 3 M.
Claim 5
Dependent Claim 22 words
The process according to claim 1 wherein the resist paste contains, as the resisting agent, a previously prepared aldehyde-alkali metal bisulphite adduct.
Claim 6
Dependent Claim 21 words
The process according to claim 1 wherein the resist paste additionally contains, as a non-ionic detergent, a polyglycol carboxylic acid ester.
Claim 7
Dependent Claim 12 words
Textile materials having resist effects produced by the process of claim 1.

References Cited (Backward Citations)

US2659719A Cited
GB1281080A Cited
US3972677A Cited
DE2326522C3 Cited
US4023925A Cited
US4134723A Cited
GB1543724A Cited
GB1512321A Cited
DE2846247C3 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-05-04 1984-11-03 1985-05-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-05-04 1988-11-03 1989-05-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-05-04 1992-11-03 1993-05-05 $7700.00 Window Closed / Lapsed

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