Process for treating textile materials

Details Process for treating textile materials Process for treating textile materials

2001-09-04

2002-05-14

Delcotto, Gregory (Department: 1751)

Cleaning compositions for solid surfaces, auxiliary compositions

Cleaning compositions or processes of preparing

For cleaning a specific substrate or removing a specific...

C510S303000, C510S372000, C510S376000, C252S186290, C252S186330

Reexamination Certificate

active

06387863

ABSTRACT:

The present invention relates to mixtures of manganese complexes and organic ligands which significantly improve the bleaching effect of hydrogen peroxide in washing liquors and which prevent the reabsorption of migrating dyes in peroxide-containing washing liquors, to washing and cleaning agent formulations containing said mixtures, and to methods using such washing and cleaning agent formulations for cleaning and/or bleaching substrates and for preventing the reabsorption of migrating dyes in washing liquors.
Peroxide-containing bleaches have been used in washing and cleaning processes for some time. At a liquor temperature of 90° C. or more they are highly effective. As the temperature drops, however, their performance decreases markedly. It is known that diverse transition metal ions, added in the form of suitable salts or co-ordination compounds containing such cations, catalyse the degradation of H
2
O
2
. In this way it is possible to increase the bleaching effect of H
2
O
2
, or of precursors releasing H
2
O
2
and also of other peroxide compounds, which effect is insufficient at lower temperatures. Important in practice are in this case only those combinations of transition metal ions and ligands, the peroxide activation of which is also expressed in an enhanced readiness to oxidise with regard to the substrate and not only in a catalase-like disproportionation, for the latter activation, which is unwanted in the present case, can further diminish the bleaching effects of H
2
O
2
and its derivatives which are insufficient at low temperatures.
As regards bleaching-effective H
2
O
2
activation, mono- and polynuclear variants of manganese complexes with diverse ligands, in particular with 1,4,7-trimethyl-1,4,7-triazazyclononane and, optionally, oxygen-containing bridging ligands, are held at present to be particularly effective. Such catalysts are sufficiently stable under practice conditions and contain the ecologically safe metal cation Mn
(n+)
. However, their use entails substantial damage to dyes and fibres.
Surprisingly, it has now been found that in the case of certain manganese complexes the specific effect (i.e. the effect per mol of manganese complex) as catalysts for bleaching substrates and for preventing the reabsorption of migrating dyes in peroxide-containing washing liquors can be markedly enhanced if the manganese complex is mixed with a 0.2 to 50-fold molar amount of one or more than one organic ligand having a low molecular weight and if this mixture is used as catalyst in the washing process. This results in a synergistic effect between certain manganese complexes and certain organic ligands, not just in a simple addition of the individual effects: There are ligands which do not have any catalytic effect themselves but which can markedly enhance the specific catalytic effect of certain manganese complexes in a mixture. The catalytic effect per gramme of catalyst is then higher for the mixtures than for the pure manganese complexes and the risk of potential damage to dyes and fibres is reduced. In addition, the amounts of manganese required are smaller. Furthermore, mixtures of a manganese complex and the chemically corresponding ligand can be easily prepared by adding less than the equivalent amount of a manganese salt to a solution of the ligand in the complexing step.
Accordingly, this invention relates to a process for washing and cleaning and also for preventing the reabsorption of migrating dyes in a washing liquor, which process comprises adding to the washing liquor comprising a peroxide-containing washing agent 0.5 to 150 mg, preferably 1.5 to 75 mg, more preferably 1.5 to 30 mg, per liter of washing liquor of a mixture consisting of 2 to 85% by weight of a manganese complex and of 98 to 15% by weight of an organic ligand which can form a complex with manganese, the percentages being based on the entire weight of the mixture.
Manganese complexes suitable for the process of this invention are in particular compounds of formula
wherein
A is a anion;
n is 0, 1, 2 or 3,
m is 0, 1, 2 or 3,
R
4
is hydrogen or linear or branched C
1
-C
4
alkyl,
R
8
is hydrogen or linear or branched C
1
-C
4
alkyl,
Y is a linear or branched alkylene radical of formula —[C(R
4
)
2
]
r
—, wherein r is an integer from 1 to 8 and the R
4
groups have each independently of one another the meanings cited above;
—CX═CX—, wherein X is cyano, linear or branched C
1
-C
8
alkyl or di(linear or branched C
1
-C
8
alkyl)amino,
—(CH
2
)
q
—NR
4
—(CH
2
)
q
—, wherein R
4
has the meaning cited above, and q is 1, 2, 3 or 4; or a 1,2-cyclohexylene radical of formula:
 or a 1,2-aryl radical of formula
wherein
R
9
is hydrogen, SO
3
H, CH
2
OH or CH
2
NH
2
,
R and R
1
are each independently of the other cyano, halogen, OR
4
or COOR
4
, wherein R
4
has the meaning cited above, nitro, linear or branched C
1
-C
8
alkyl, linear or branched partially fluorinated or perfluorinated C
1
-C
8
alkyl, NR
5
R
6
, wherein R
5
and R
6
are identical or different and are each hydrogen or linear or branched C
1
-C
12
alkyl, or linear or branched C
1
-C
8
alkyl-R
7
, wherein R
7
is NH
2
, OR
4
, COOR
4
or NR
5
R
6
, which have the meanings cited above, or —CH
2
—N⊕R
4
R
6
R
7
, or -N⊕R
4
R
5
R
6
, wherein R
4
, R
5
and R
6
have the meanings cited above, R
2
and R
3
are each independently of the other hydrogen, linear or branched C
1
-C
4
alkyl or unsubstituted aryl, or aryl which is substituted by cyano, halogen, OR
4
or COOR
4
, wherein R
4
is hydrogen or linear or branched C
1
-C
4
alkyl, by nitro, linear or branched C
1
-C
8
alkyl, NHR
5
or NR
5
R
6
, wherein R
5
and R
6
are identical or different and are each hydrogen or linear or branched C
1
-C
12
alkyl, or by linear or branched C
1
-C
8
alkyl-R
7
, wherein R
7
is NH
2
, OR
4
, COOR
4
or NR
5
R
6
, which have the meanings cited above, or by —N⊕R
4
R
5
R
6
, wherein R
4
, R
5
and R
6
have the meanings cited above.
If, in the compounds of formula (1), R and/or R
1
are defined as —N⊕R
4
R
5
R
6
or —CH
2
—N⊕R
4
R
6
R
7
or R
2
and/or R
3
are defined as aryl which is substituted by —N⊕R
4
R
5
R
6
or —CH
2
—N⊕R
4
R
6
R
7
, wherein R
4
, R
5
and R
6
have the meanings cited above, then suitable anions for balancing the positive charge at the —N⊕R
4
R
5
R
6
or —CH
2
—N⊕R
4
R
6
R
7
group are halides, such as chloride, perchlorate, sulfate, nitrate, hydroxide, BF
4
−
, PF
6
−
, carboxylate, acetate, tosylate or triflat. Bromide and chloride are preferred.
In those compounds of formula (1) wherein n is 2 or 3, the R groups may have the same or different meanings. The same applies to the compounds of formula (1), wherein m is 2 or 3, with respect to the R
1
groups.
Y defined as a 1,2-cyclohexylene radical may be in any of its stereoisomeric cis/trans forms.
Y is preferably a radical of formula —(CH
2
)
r
—, wherein r is an integer from 1 to 8, or of formula —C(R
4
)
2
—(CH
2
)
p
—C(R
4
)
2
—, wherein p is a number from 0 to 6, preferably from 0 to 3, and the R
4
groups are each independently of one another hydrogen or C
1
-C
4
alkyl, preferably hydrogen or methyl, or a 1,2-cyclohexylene radical or a 1,2-phenylene radical of formula:
Halogen is preferably chloro, bromo or fluoro. Chloro is particularly preferred.
If n or m is 1, the R and R
1
groups are preferably in 4-position of the respective benzene ring unless R or R
1
is nitro or COOR
4
. In this case the R or R
1
group is preferably in 5-position. If R or R
1
is N⊕R
4
R
5
R
6
, the R or R
1
group is preferably in 4- or 5-position.
If n or m is 2, the two R or R
1
groups are preferably in 4,6-position of the respective benzene ring unless R or R
1
are nitro or COOR
5
. In this case the two R or R
1
groups are preferably in 3,5-position.
If R or R
1
are di(C
1
-C
12
alkyl)amino, the alkyl group may be straight-chain or branched. This group preferably contains 1 to 8 carbon atoms, more preferably 1 to 3 carbon atoms.
R and R
1
are preferably hydrogen, chloro, OR
4
,

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