Patent US4511707A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4511707A Expired / Lapsed US ⏱️ 0.0 years remaining

Water-soluble precondensates useful for improving the fastness of dyes and optical brighteners on hydroxy group-containing substrates

Assignee: Sandoz AG
•
Filing: 1984-01-25
•
Granted: 1985-04-16
•
Expires: 2004-01-25
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The wet fastness properties of direct or reactive dyeings on cellulosic substrates are improved by aftertreatment with a precondensate of (A) the product of reacting a mono- or polyfunctional primary or secondary amine with cyanamide, dicyandiamide (DCDA), guanidine or biguanidine; or ammonia with cyanamide or DCDA; whereby up to 50 mole % of the cyanamide, DCDA, guanidine or biguanide may be replaced with a dicarboxylic acid or a mono- or di-ester thereof, said product (A) containing reactive hydrogen atoms bound to nitrogen, and either (B) an epihalohydrin or a precursor thereof, or (C) formaldehyde or a formaldehyde precursor, or (D) a dihydroxyalkyleneurea or a methyl ether thereof, followed by formaldehyde or a formaldehyde precursor optionally together with (E) an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide and, if (A) is used with (C) or (D), or if (E) is present, together with (F) a catalyst for the cross-linking of N-methylol compounds of the type (E) above, and subsequently carrying out a cross-linking step.

Inventors

  • 👤 James R. Runyon
  • 👤 Salvatore Valenti

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 14:18
CPC Classifications
D; D06; D06P; D06P5/00; D06P5/02; D06P5/04; D06P5/08; C; C08; C08G; C08G73/00; C08G73/02; C08G73/0206; C08G73/0213; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/39; D06M15/423; D06P1/00; D06P1/44; D06P1/52; D06P1/56

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 144 words
A water-soluble precondensate selected from the group consisting of I. a product produced by reacting (A) with (B) in aqueous solution at an initial pH of 6 to 9, II. a product produced by reacting (A) with (B) and (E), and III. a product produced by reacting (A) with (C) and (E), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with dyanamide, dicyandiamide, guanidine or biguanidine; with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanide 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 an epihalohydrin or a precursor thereof, (C) is formaldehyde or a formaldehyde precursor, and (E) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 2
Dependent Claim 144 words
A water-soluble precondensate selected from the group consisting of I. a product produced by reacting (A) with (B) in aqueous solution at an initial pH of 6 to 9, II. a product produced by reacting (A) with (B) and (E), and III. a product produced by reacting (A) with (C) and (E), wherein (A) is the product of reacting a mono- or polyfunctional primary or secondary amine with dyanamide, dicyandiamide, guanidine or biguanidine; with the proviso that up to 50 mole % of the cyanamide, dicyandiamide, guanidine or biguanide 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 an epihalohydrin or a precursor thereof, (C) is formaldehyde or a formaldehyde precursor, and (E) is an N-methylol derivative of a urea, melamine, guanamine, triazinone, urone, carbamate or acid amide.
Claim 3
Dependent Claim 107 words
A precondensate according to claim 1 wherein component (A) is the product of reacting cyanamide, dicyandiamide or guanidine with a polyamine 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 2-4 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.
Claim 4
Dependent Claim 51 words
A precondensate according to claim 2 wherein component (A) is the product of reacting dicyandiamide with a polyamine of formula I in which each R is hydrogen, n is 0 to 4, X is --NH-- or --NCH 3 -- and Z, or each Z independently when n>0, is C 2-4 alkylene.
Claim 5
Dependent Claim 24 words
A precondensate according to claim 1 formed by reacting components (A) and (B) in aqueous solution at an initial pH of 6 to 9.
Claim 6
Dependent Claim 107 words
A precondensate according to claim 4 wherein component (A) is the product of reacting cyanamide, dicyandiamide or guanidine with a polyamine 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 2-4 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.
Claim 7
Dependent Claim 13 words
A precondensate of components (A), (B) and (E), as defined in claim 1.
Claim 8
Dependent Claim 13 words
A precondensate of components (A), (C) and (E), defined as in claim 1.
Claim 9
Dependent Claim 107 words
A precondensate according to claim 6 wherein component (A) is the product of reacting cyanamide, dicyandiamide or guanidine with a polyamide 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 2-4 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.
Claim 10
Dependent Claim 107 words
A precondensate according to claim 7 wherein component (A) is the product of reacting cyanamide, dicyandiamide or guanidine with a polyamine 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 2-4 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.
Claim 11
Dependent Claim 13 words
A precondensate according to claim 5 wherein component (B) is epichlorohydrin or dichlorohydrin.
Claim 12
Dependent Claim 13 words
A precondensate according to claim 8 wherein component (B) is epichlorohydrin or dichlorohydrin.
Claim 13
Dependent Claim 14 words
A precondensate according to claim 10 wherein the mol ratio of (A):(B) is 1:0.3-2.
Claim 14
Dependent Claim 14 words
A precondensate according to claim 11 wherein the mol ratio of (A):(B) is 1:0.3-2.
Claim 15
Dependent Claim 28 words
A precondensate according to claim 8 wherein component (E) is selected from the group consisting of N,N'-dimethylol-4,5-dihydroxy-ethyleneurea, N,N'-dimethylol-4,5-dimethoxy-ethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethyl-propyleneurea, N,N'-dimethylol carbamates and the methyl and ethyl ethers thereof.
Claim 16
Dependent Claim 28 words
A precondensate according to claim 11 wherein component (E) is selected from the group consisting of N,N'-dimethylol-4,5-dihydroxy-ethyleneurea, N,N'-dimethylol-4,5-dimethoxy-ethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethyl-propyleneurea, N,N'-dimethylol carbamates and the methyl and ethyl ethers thereof.
Claim 17
Dependent Claim 28 words
A precondensate according to claim 13 wherein component (E) is selected from the group consisting of N,N'-dimethylol-4,5-dihydroxy-ethyleneurea, N,N'-dimethylol-4,5-dimethoxy-ethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethyl-propyleneurea, N,N'-dimethylol carbamates and the methyl and ethyl ethers thereof.
Claim 18
Dependent Claim 22 words
A precondensate according to claim 16 wherein component (E) is employed in an amount of 50 to 200% by weight of (A)+(B).
Claim 19
Dependent Claim 28 words
A precondensate according to claim 9 wherein component (E) is selected from the group consisting of N,N'-dimethylol-4,5-dihydroxy-ethyleneurea, N,N'-dimethylol-4,5-dimethoxy-ethyleneurea, N,N'-dimethylol-4-methoxy-5,5-dimethyl-propyleneurea, N,N'-dimethylol carbamates and the methyl and ethyl ethers thereof.
Claim 20
Dependent Claim 13 words
A precondensate according to claim 18 wherein component (C) is formaldehyde or paraformaldehyde.
Claim 21
Dependent Claim 44 words
A precondensate according to claim 18 wherein the mole ratio of (A):formaldehyde is in the range 1:2 to 1:6, based on the number of moles of amine originally present and (E) is employed in an amount of 50 to 200% by weight of (A)+(C).

References Cited (Backward Citations)

US2649354A Cited
US4410652A Cited
US4439203A Cited
US4439208A Cited
US4417898A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-04-15 1988-10-15 1989-04-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-04-15 1992-10-15 1993-04-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-04-15 1996-10-15 1997-04-16 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag