Triazine derivative dye transfer inhibitors, washing products containing the same and uses therefor

• US 8,263,541 B2
• Filed: 08/05/2006
• Issued: 09/11/2012
• Est. Priority Date: 08/19/2005
• Status: Expired due to Fees

• Current Assignee: Henkel AG & Co KGaA
• Original Assignee: Henkel AG & Co KGaA
• Inventors: Penninger, Josef, Gluesen, Birgit
• Primary Examiner(s): Wu, David W
• Assistant Examiner(s): NGUYEN, THUY-AI N
• Application Number:
  US12/064,107
• Publication Number:
  US 20080234167A1
• Time in Patent Office: 2,229 Days
• Field of Search: 510/300, 510/276, 510/287, 510/308, 510/475, 510/517, 510/528
• US Class Current: 510/276
• CPC Class Codes: C11D 3/0021 Dye-stain or dye-transfer inhibiting compositions
• CPC Class Codes: C11D 3/349 additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea

Abstract

Washing products which comprise a dye transfer inhibitor selected from the group consisting of triazine derivatives of the general formulae I, II, III and combinations thereof:
T(NH—Ar(SO₃Na)_a)_bHal_c  (I)
X(NH-T(NH—Ar(SO₃Na)_a)_eHal_f)₂  (II)
X(NH-T(NH—Ar(SO₃Na)_d—NH-T(NH—Ar(SO₃Na)_a)Hal)Hal)₂  (III)
wherein T represents a 1,3,5-triazinyl residue; each Ar independently represents a naphthalene or benzene moiety; X represents a divalent hydrocarbyl moiety selected from the group consisting of linear or branched C_1-20 hydrocarbon groups which may optionally include one or more —N(H)— carbon chain interruptions, stilbene groups and biphenyl groups which may optionally be mono- or poly-SO₃Na-substituted; each Hal independently represents a halogen selected from the group consisting of chlorine, bromine, and iodine; each of a and d independently represents 1, 2 or 3; b and c each represent 1 or 2 such that b+c=3; e represents 1 or 2 and f represents 0 or 1 such that e+f=2; and wherein the triazinyl residue substituents are located at the 2, 4 and 6 positions of the 1,3,5-triazinyl residue.

Claims

1. A washing product comprising a surfactant and a dye transfer inhibitor selected from the group consisting of triazine derivatives of the general formulae I, III and combinations of formula I, II or III thereof:

T(NH—

Ar(SO₃Na)_a)_bHal_c 

 

(I)

X(NH-T(NH—

Ar(SO₃Na)_a)_eHal_f)₂ 

 

(II)

X(NH-T(NH—

Ar(SO₃Na)_d—

NH-T(NH—

Ar(SO₃Na)_a)Hal)Hal)₂ 

 

(III)

wherein the product comprises at least one triazine derivative of the general formula III, wherein T represents a 1,3,5-triazinyl residue;

each Ar independently represents a naphthalene or benzene moiety;

X represents a divalent hydrocarbyl moiety selected from the group consisting of linear or branched C1-20 hydrocarbon groups which may optionally include one or more —

N(H)—

carbon chain interruptions, stilbene groups and biphenyl groups which may optionally be mono- or poly-SO₃Na-substituted;

each Hal independently represents a halogen selected from the group consisting of chlorine, bromine, and iodine;

each of a and d independently represents 1, 2 or 3;

b and c each represent 1 or 2 such that b+c=3;

e represents 1 or 2 and f represents 0 or 1 such that e+f=2; and

wherein the triazinyl residue substituents are located at the 2, 4 and 6 positions of the 1,3,5-triazinyl residue.

2. The washing product according to claim 1, wherein X represents a linear or branched C_2-12 hydrocarbon group.

3. The washing product according to claim 1, wherein the dye transfer inhibitor comprises a triazine derivative of the general formula I prepared by a process comprising reacting a 2,4,6-trihalo-1,3,5-triazine with 1 or 2 equivalents of at least one aminoaryl compound selected from the group consisting of 2-aminobenzenesulfonic acid, 3-aminobenzenesulfonic acid, 4-amino-benzene-sulfonic acid, 2-amino-1,3-benzenedisulfonic acid, 4-amino-1,3-benzenedisulfonic acid, 2-amino-1,3,5-benzenetrisulfonic acid, 2-amino-1-naphthalenesulfonic acid, 2-amino-1,5-naphthalenedisulfonic acid, 7-amino-1,6-naphthalenedisulfonic acid, 7-amino-1,3,6-naphthalene-trisulfonic acid, and mixtures thereof, wherein the sulfonic acid groups are present in salt form.

4. The washing product according to claim 1, wherein the dye transfer inhibitor comprises a triazine derivative of the general formula II prepared by a process comprising reacting 2 equivalents of a triazine derivative of the general formula I with 1 equivalent of an amino compound selected from the group consisting of C_1-20 diaminoalkanes, diaminostilbenes, diaminobiphenyls, and mixtures thereof.

5. The washing product according to claim 4, wherein the amino compound comprises an α

,ω

- diamino-alkane.

6. The washing product according to claim 4, wherein the amino compound comprises a diaminoalkane selected from the group consisting of oligo- and poly-ethyleneimines of the general formula NH_2—

CH₂CH_2—

(NH—

CH₂CH_2—

)_nNH₂ wherein n represent s a number of 1 to 9.

7. The washing product according to claim 4, wherein the amino compound comprises a diaminoalkane selected from the group consisting of oligo- and poly-ethyleneimines of the general formula NH_2—

CH₂CH_2—

(NH—

CH₂CH_2—

)_nNH₂ wherein n represents a number of 2 to 5.

8. The washing product according to claim 4, wherein the amino compound comprises a sulfonic acid salt substituted diaminostilbene, a sulfonic acid salt substituted diaminobiphenyl, or mixtures thereof.

9. The washing product according to claim 1, wherein the dye transfer inhibitor comprises a triazine derivative of the general formula III prepared by a process comprising reacting an amino compound selected from the group consisting of diaminostilbenes, diaminobiphenyls, and mixtures thereof with 2 equivalents of a 2,4,6-trihalo-1,3,5-triazine to form an intermediate, reacting the intermediate with a diaminoaryl compound to form a second intermediate, reacting the second intermediate with 2 equivalents of a second 2,4,6-trihalo-1,3,5-triazine to form a third intermediate, and reacting the third intermediate with 2 equivalents of an aminoaryl compound.

10. The washing product according to claim 1, wherein the dye transfer inhibitor is present in an amount of 0.1 to 2 wt. %.

11. The washing product according to claim 3, wherein the dye transfer inhibitor is present in an amount of 0.1 to 2 wt. %.

12. The washing product according to claim 4, wherein the dye transfer inhibitor is present in an amount of 0.1 to 2 wt. %.

13. The washing product according to claim 6, wherein the dye transfer inhibitor is present in an amount of 0.1 to 2 wt. %.

14. The washing product according to claim 9, wherein the dye transfer inhibitor is present in an amount of 0.1 to 2 wt. %.

15. The washing product according to claim 1, wherein the dye transfer inhibitor is present in an amount of 0.2 to 1 wt. %.

16. The washing product according to claim 1, further comprising one or more polymers selected from the group consisting of vinylpyrrolidones, vinylimidazoles, vinylpyridine N-oxides, and copolymers thereof.

17. The washing product according to claim 1, wherein b=2 and c=1.