Washing and cleaning process

Details Washing and cleaning process Washing and cleaning process

2001-09-04

2002-06-04

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, C510S313000, C510S314000, C510S351000, C510S356000, C510S357000, C510S372000, C510S376000, C510S499000, C008S111000, C008S137000

Reexamination Certificate

active

06399558

ABSTRACT:

The present invention relates to novel catalysts which significantly improve the bleaching effect of hydrogen peroxide in the treatment of textile material without causing any substantial damage to fibre and dyeings, and to washing and cleaning agent formulations comprising these catalysts as well as to a method for cleaning and/or bleaching substrates which uses such washing and cleaning agent formulations.
Peroxide-containing bleaches have been used for some time in washing and cleaning processes. 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 to be particularly effective at present. 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. The catalysts of this invention, however, are capable of significantly increasing the bleaching effect of H
2
O
2
without causing any substantial damage to the washing goods.
Accordingly, this invention relates to a washing and cleaning process, which comprises adding to the liquor comprising a peroxide-containing washing and cleaning agent 1-500 &mgr;mol per litre of liquor of a compound of formula
wherein
n is 0, 1, 2 or 3,
m is 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 meaning given 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 given 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 given above, or by —N⊕R
4
R
5
R
6
, wherein R
4
, R
5
and R
6
have the meanings given above.
It is preferred to add 5 to 350 &mgr;mol, preferably 10 to 250 &mgr;mol, per litre of washing liquor, of a compound of formula (1) or (2) to the washing and cleaning liquor.
If, in the compounds of formula (1), R and/or R
1
is —N⊕R
4
R
5
R
6
, or R
2
and/or R
3
are —N⊕R
4
R
5
R
6
-substituted aryl, 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
group are halides, such as chloride, bromide and iodide, perchlorate, sulfate, nitrate, hydroxide, BF
4
−
, PF
6
−
, carboxy-late, acetate, tosylate or triflat. Bromide, chloride and iodide 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 compounds of formula (1), where 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 that 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
is nitro or COOR
5
. In that case, the R or R
1
groups are preferably in 3,5-position.
If R or R
1
is di(C
1
-C
12
alkyl)amino, then the alkyl group may be straight-chain or branched. The alkyl group preferably contains 1 to 8, more preferably 1 to 3, carbon atoms.
R and R
1
are preferably hydrogen, OR
4
, COOR
4
, N(R
4
)
2
or N⊕(R
4
)
3
, wherein in N(R
4
)
2
or N⊕(R
4
)
3
the R
4
groups may be different and are hydrogen or C
1
-C
4
alkyl, preferably methyl, ethyl or isopropyl.
R
2
and R
3
are preferably hydrogen, methyl, ethyl or unsubstituted phenyl.
In particularly preferred compounds of formula (2) R
8
is hydrogen.
Aryl is typically naphthyl or, preferably, phenyl.
Particularly interesting compounds for use in the novel process are those of formulae
The compounds of formula (1) and (2) are known or can be prepared in a manner known per se. General methods of preparation are described, inter alia, in U.S. Pat. No. 5,281,578 and by Bernardo et al. in Inorg. Chem. 35 (1996) 387.
The compounds of formula (1) or (2) can be used singly or in admixture with two or more compounds of formula (1) or (2).
It is also possible to use the compounds of formula (1) or (2) together with transition metal salts or complexes, for example with compounds or salts of manganese, iron, cobalt or copper. Suitable are, for example, the salene complexes which are disclosed in the European patent applications No. 98810870.0 and 98810289.3.
This invention also relates to a washing and cleaning agent, which comprises
I) 5-90%, preferably 5-70%, A) of an anionic surfactant and/or B) of a nonionic surfactant,
II) 5-70%, preferably 5-50%, more preferably 5-40%, C) of a builder substance,
III) 0.1-30%, preferably 1-12%, D) of a peroxide, and
IV) a compound of formula (1) or (2) in an amount which in the washing or cleaning process results in a 1-500 &mgr;molar, preferably 5-350 &mgr;molar, more preferably 10-250 &mgr;molar, solut

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