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Method for improving the fastness of dyeings with basic dyes on cellulosic substrates

Assignee: FIRST NATIONAL STATE BANK NEWARK NEW JERSEY
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Filing: 1982-06-22
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Granted: 1984-03-27
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Expires: 2002-06-22
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Abstract

Abstract The fastness properties of basic dyeings on cellulosic substrates are improved by treating the substrate with a fixing agent comprising a precondensate or mixture of (A) the reaction product of an amine with cyanamide, dicyandiamide, guanidine or biguanidine, or, (B) a quaternary polyalkylene polyamine with (C) formaldehyde and/or, (D) an N-methylol compound optionally together with (E) a catalyst, e.g. MgCl 2 . The fixing agents are normally applied as an aftertreatment, with a subsequent heat-curing step.

Inventors

  • 👤 Helmut Moser
  • 👤 Tibor Robinson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:53
CPC Classifications
D; D06; D06P; D06P5/00; D06P5/02; D06P5/04; D06P5/08; C; C08; C08G; C08G12/00; C08G12/02; C08G12/46; D06P1/00; D06P1/44; D06P1/52; D06P1/56; Y; Y10; Y10S; Y10S8/00; Y10S8/916; Y10S8/918

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 251 words
A method for improving the fastness of a dyeing or printing made with a basic dyestuff on a cellulosic fibrous substrate which comprises applying to the substrate, either in admixture with or subsequently to the basic dyestuff, a fixing agent comprising: I. a water-soluble precondensate of (A) with (C), II. a mixture of (A) and (C), III. a water-soluble precondensate of (A) with (D), IV. a mixture of (A) and (D), V. a water-soluble precondensate of (A) with (C) and (D), VI. a mixture of (A), (C) and (D), VII. a water-soluble precondensate of (B) with (C), VIII. a mixture of (B) and (C), IX. a water-soluble precondensate of (B) with (D), X. a mixture of (B) and (D), XI. a water-soluble precondensate of (B) with (C) and (D) or, XII. a mixture of (B), (C) and (D), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide, guanidine or biguanidine, with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanidine may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, (B) is a quaternary polyalkylene polyamine having recurring units of the formula II' ##STR5## where R 1 is C 1-4 alkyl m' is 20-30 and, A.sup.⊖ is an anion. (C) is formaldehyde or a formaldehyde precursor and, (D) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 2
Independent Claim 251 words
A method for improving the fastness of a dyeing or printing made with a basic dyestuff on a cellulosic fibrous substrate which comprises applying to the substrate, either in admixture with or subsequently to the basic dyestuff, a fixing agent comprising: I. a water-soluble precondensate of (A) with (C), II. a mixture of (A) and (C), III. a water-soluble precondensate of (A) with (D), IV. a mixture of (A) and (D), V. a water-soluble precondensate of (A) with (C) and (D), VI. a mixture of (A), (C) and (D), VII. a water-soluble precondensate of (B) with (C), VIII. a mixture of (B) and (C), IX. a water-soluble precondensate of (B) with (D), X. a mixture of (B) and (D), XI. a water-soluble precondensate of (B) with (C) and (D) or, XII. a mixture of (B), (C) and (D), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide, guanidine or biguanidine, with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanidine may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, (B) is a quaternary polyalkylene polyamine having recurring units of the formula II' ##STR5## where R 1 is C 1-4 alkyl m' is 20-30 and, A.sup.⊖ is an anion. (C) is formaldehyde or a formaldehyde precursor and, (D) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 3
Dependent Claim 22 words
A method according to claim 1 in which the substrate is treated with the fixing agent subsequently to applying the basic dye.
Claim 4
Dependent Claim 21 words
A method according to claim 1 in which the fixing agent comprises I, II, III, IV, V, VI, VII or X.
Claim 5
Dependent Claim 14 words
A method according to claim 9 in which the fixing agent contains catalyst (E).
Claim 6
Dependent Claim 110 words
A method according to claim 1 in which component (A) is the reaction product of a polyfunctional amine of formula I RRN--Z--X).sub.n Z--NRR I in which each R independently is hydrogen or a C 1-10 alkyl group unsubstituted or monosubstituted with hydroxy, C 1-4 alkoxy or cyano, n is a number from 0 to 100 Z, or each Z independently when n>0, and C 1-4 alkylene or hydroxyalkylene and, X, or each X independently when n>1, is --O--, --S-- or --NR-- where R is as defined above, provided that the amine of formula I contains at least one reactive --NH-- or --NH 2 group, with cyanamide, DCDA, guanidine or biguanidine.
Claim 7
Dependent Claim 25 words
A method according to claim 1 in which component (D) is selected from N,N'-dimethylol-4,5-dihydroxy- or 4,5-dimethoxyethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethylpropyleneurea, N,N'-dimethylol carbamates and their methyl and ethyl ethers.
Claim 8
Dependent Claim 13 words
A method according to claim 10 in which catalyst (E) is magnesium chloride.
Claim 9
Dependent Claim 64 words
A method according to claim 1 in which the basic dyestuff has a molecular weight (in cationic or protonated form without metal ions) of from 400 to 1200 and gives a degree of exhaustion on mercerised cotton in a 1/1 standard depth dyeing from an electrolyte-free dyebath at a goods to liquor ratio of 1:20, after 90 minutes at the boil, of from 50-100%.
Claim 10
Dependent Claim 34 words
A method according to claim 1 which further comprises applying to the substrate, either separately from or in admixture with the fixing agent, a catalyst (E) for cross-linking of N-methylol compounds of type (D).
Claim 11
Dependent Claim 28 words
A method according to claim 9 wherein catalyst (E) is selected from the group consisting of the nitrates, sulphates, chlorides and dihydrogen orthophosphates of aluminum, magnesium and zinc.
Claim 12
Dependent Claim 24 words
A method according to claim 9 which comprises the further step of heat-curing the substrate subsequent to applying the fixing agent and the catalyst.
Claim 13
Dependent Claim 24 words
A method according to claim 10 which comprises the further step of heat-curing the substrate subsequent to applying the fixing agent and the catalyst.
Claim 14
Dependent Claim 109 words
A method according to claim 11 wherein component (A) is the reaction product of a polyfunctional amine of formula I RRN--Z--X).sub.n Z--NRR I in which each R independently is hydrogen or a C 1-10 alkyl group unsubstituted or monosubstituted with hydroxy, C 1-4 alkoxy or cyano, n is a number from 0 to 100 Z, or each Z independently when n>0, is C 1-4 alkylene or hydroxyalkylene and X, or each X independently when n>1, is --O--, --S-- or --NR-- where R is as defined above, provided that the amine of formula I contains at least one reactive --NH-- or --NH 2 group, with cyanamide, DCDA, guanidine or biguanidine.
Claim 15
Dependent Claim 25 words
A method according to claim 4 wherein the fixing agent is I, III, V or IX and XI are prepared in the presence of (E).
Claim 16
Dependent Claim 59 words
A method according to claim 13 wherein, in the compound of formula I, R is hydrogen or C 1-4 alkyl or hydroxyalkyl n is 0 to 30 Z is 1,2-ethylene, 1,3-propylene or 1,3-(2-hydroxypropylene) and X is --NR--, and catalyst (E) is selected from the group consisting of the nitrates, sulphates, chlorides and dihydrogen orthophosphates of aluminum, magnesium and zinc.
Claim 17
Dependent Claim 21 words
A method according to claim 15 wherein component (A) is a reaction product of diethylene triamine or triethylene tetramine with dicyandiamide.
Claim 18
Dependent Claim 139 words
A method according to claim 12 wherein component (A) is the reaction product of a polyfunctional amine of formula I RRN--Z--X).sub.n Z--NRR I in which each R independently is hydrogen or a C 1-10 alkyl group unsubstituted or monosubstituted with hydroxy, C 1-4 alkoxy or cyano, n is a number from 0 to 100 Z, or each Z independently when n>0, is C 1-4 alkylene or hydroxyalkylene and, X, or each X independently when n>1, is --O--, --S-- or --NR-- where R is as defined above, provided that the amine of formula I contains at least one reactive --NH-- or --NH 2 group, with cyanamide, DCDA, guanidine or biguanidine and component (D) is a member of the group consisting of N,N'-dimethylolurea, N,N'-dimethylolurea dimethyl ether, N,N'-tetramethylolacetylenediurea, N,N'-dimethylolpropyleneurea, 4,5-dihydroxy-N,N'-dimethylolethyleneurea, 4,5-dihydroxy-N,N'-dimethylolethyleneurea dimethyl ether, N,N'-dimethylol-5-hydroxypropyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethylpropyleneurea, N,N'-dimethylolethyleneurea, methoxymethylmelamine, dimethylolalkandioldiurethanes, N,N'-dimethylol-5-alkylhexahydro-1,3,5-triazin-2-ones, N,N'-dimethylolurone and dimethylolcarbamates.
Claim 19
Dependent Claim 30 words
A method according to claim 9 wherein the fixing agent comprises II, IV, IX or X and the weight ratio of (A) or (B):(D):(E) is in the range of 1:0.625-22:0.025-6.
Claim 20
Dependent Claim 17 words
A method according to claim 3 in which the fixing agent comprises I, III, V or IX.
Claim 21
Dependent Claim 13 words
A method according to claim 19 in which the fixing agent comprises III.
Claim 22
Dependent Claim 26 words
A method according to claim 15 wherein component D is selected from N,N'-dimethylol-4,5-dihydroxy-ethyleneurea, N,N'-dimethylol-4,5-dimethoxy-ethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethylpropyleneurea, N,N'-dimethylol carbamates and the methyl and ethyl ethers of said compounds.
Claim 23
Dependent Claim 224 words
A dyebath or printing paste containing a basic dyestuff and a fixing agent comprising I. a water-soluble precondensate of (A) with (C), II. a mixture of (A) and (C), III. a water-soluble precondensate of (A) with (D), IV. a mixture of (A) and (D), V. a water-soluble precondensate of (A) with (C) and (D), VI. a mixture of (A), (C) and (D), VII. a water-soluble precondensate of (B) with (C), VIII. a mixture of (B) and (C), IX. a water-soluble precondensate of (B) with (D), X. a mixture of (B) and (D), XI. a water-soluble precondensate of (B) with (C) and (D) or, XII. a mixture of (B), (C) and (D), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide, guanidine or biguanidine, with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanidine may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, (B) is a quaternary polyalkylene polyamine having recurring units of the formula II' ##STR6## where R 1 is C 1-4 alkyl m' is 20-30 and, A.sup.θ is an anion, (C) is formaldehyde or a formaldehyde precursor and, (D) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 24
Dependent Claim 224 words
A dyebath or printing paste containing a basic dyestuff and a fixing agent comprising I. a water-soluble precondensate of (A) with (C), II. a mixture of (A) and (C), III. a water-soluble precondensate of (A) with (D), IV. a mixture of (A) and (D), V. a water-soluble precondensate of (A) with (C) and (D), VI. a mixture of (A), (C) and (D), VII. a water-soluble precondensate of (B) with (C), VIII. a mixture of (B) and (C), IX. a water-soluble precondensate of (B) with (D), X. a mixture of (B) and (D), XI. a water-soluble precondensate of (B) with (C) and (D) or, XII. a mixture of (B), (C) and (D), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide, guanidine or biguanidine, with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanidine may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, (B) is a quaternary polyalkylene polyamine having recurring units of the formula II' ##STR6## where R 1 is C 1-4 alkyl m' is 20-30 and, A.sup.θ is an anion, (C) is formaldehyde or a formaldehyde precursor and, (D) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 25
Dependent Claim 23 words
A dyebath or printing paste according to claim 22 wherein the fixing agent comprises I, II, III, IV, V, VI, IX or X.
Claim 26
Dependent Claim 19 words
A dyebath or printing paste according to claim 23 wherein the fixing agent comprises I, III, V or IX.
Claim 27
Dependent Claim 15 words
A dyebath or printing paste according to claim 24 wherein the fixing agent comprises III.
Claim 28
Dependent Claim 28 words
A method according to claim 21 wherein component (A) is the reaction product of diethylene triamine with dicyandiamide, component (D) is N,N'-dimethylol-4,5-dihydroxyethyleneurea and component (E) is magnesium chloride.
Claim 29
Dependent Claim 28 words
A dyebath or printing paste according to claim 25 wherein the fixing agent comprises a water-soluble precondensate of the reaction product of diethylene triamine with dicyandiamide and N,N'-dimethylol-4,5-dihydroxyethyleneurea.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-03-27 1987-09-26 1988-03-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-03-27 1991-09-26 1992-03-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-03-27 1995-09-26 1996-03-27 $7700.00 Window Closed / Lapsed

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