Bleaching and dyeing; fluid treatment and chemical modification – Bleaching – Chemical
Reexamination Certificate
1998-04-10
2001-05-08
Gupta, Yogendra (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Bleaching
Chemical
C510S311000, C510S312000, C510S313000, C510S314000, C510S376000
Reexamination Certificate
active
06228127
ABSTRACT:
The present invention relates to bleaching or washing compositions comprising a peroxygen compound and, as bleach activator, a cobalt compound.
Bleaching or washing compositions which contain a peroxide bleaching agent are well-known. In such compositions, the bleaching agent functions to remove such common domestic stains as tea, coffee, fruit starch and wine stains from e.g. clothing or dishes by washing the soiled clothing or dishes in the presence of the bleaching agent at the boil. If the washing temperature is reduced to below 60° C., however, the efficacy of the the bleaching agent is correspondingly reduced.
It is also well-known that certain heavy metals, or complexes thereof, function to catalyze the decomposition of hydrogen peroxide, or of compounds which are capable of liberating hydrogen peroxide, in order to render the peroxide compound effective at temperatures below 60° C.
For example, in U.S. Pat. No. 5,114,511, there is described the activation of a peroxy compound by a complex formed from a transition metal (Mn, Co, Fe or Cu) and a non-(macro)cyclic ligand, preferably 2,2-bispyridylamine or 2,2-bispyridylmethane.
Moreover, in EP-B 408 131, a bleaching composition is disclosed comprising a peroxy compound and, as catalyst for the bleaching action of the said peroxy compound, a cobalt complex of a ligand derived from a specified o-hydroxy-benzaldehyde, e.g. 5-methyl isophthalaldehyde, and a specified alkylenediamine, e.g.1,3-diaminopropane.
It has now been found that certain other cobalt compounds are also excellent bleach catalysts for peroxy compounds and, surprisingly, relative to known bleach catalysts, provide enhanced bleach effects.
Accordingly, the present invention provides a bleaching or washing composition comprising
a) a peroxy compound; and
b) 0.0005 to 0.5, preferably 0.005 to 0.05%, by weight of cobalt, of a cobalt compound having one of the formulae:
in which R, is hydrogen, alkyl, cycloalkyl or aryl; R
2
is hydrogen, alkyl, alkoxy, halogen, cyano, NH(alkyl), N(alkyl)
2
, N
⊕
(alkyl)
3
, SO
3
M, COOM or hydroxy; R
3
is hydrogen or alkyl; Y is a direct bond, alkylene, cyclohexylene, o-, m- or p-phenylene, C(C═O)—(C═O) or Y is a residue having one of the formulae:
X is alkyl, —CH
2
COOC
1
-C
4
alkyl, aryl, —NH—phenyl, hydroxy, amino or —NH—C(═O)—NH
2
; M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; and q is 0,1, 2 or 3, provided that when, in the compounds of formula (1), Y is alkylene, then q is 1, 2 or 3 and R
2
is preferably SO
3
M.
When one or more of R
1
, R
2
, R
3
and X, or a component of R
1, R
2
and X are alkyl, preferred alkyl groups are C
1
-C
12
, especially C
1
-C
4
alkyl groups. The alkyl groups may be unbranched or branched.
Alkoxy groups R
2
are preferably C
1
-C
8
-, especially C
1
-C
4
-alkoxy groups. The alkoxy groups may be unbranched or branched.
Halogen atoms R
2
are preferably bromo or, especially, chloro atoms.
N(optionally substituted alkyl)
2
groups R
2
are preferably N(optionally substituted C
1
-C
4
alkyl)
2
groups, especially N(methyl)
2
or N(ethyl)
2
.
N
⊕
(optionally substituted alkyl)
3
groups R
2
are preferably N
⊕
(optionally substituted C
1
-C
4
alkyl)
3,
especially N
⊕
(methyl)
3
or N
⊕
(ethyl)
3
.
When R
1
is cycloalkyl, it is preferably cyclopentyl or cyclohexyl.
When R
1
is aryl, it is preferably a phenyl or naphthyl group. Any aryl group R
1
or X, or any aryl group which is a component of a group Y may be substituted e.g. by C
1
-C
4
alkyl, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec.-butyl or tert.-butyl, by C
1
-C
4
-alkoxy such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec.-butoxy or tert.-butoxy, by halogen such as fluorine, chlorine or bromine, by C
2
-C
5
-alkanoyl, by benzoyl, by C
2
-C
5
-alkanoylamino, such as acetylamino, propionylamino or butyrylamino, by nitro, SO
3
M, CO
2
M, in which M has its previous significance, or by di-C
1
-C
4
alkyl amino.
When Y is unsubstituted alkylene, it is preferably a C
2
-C
4
-alkylene residue, especially a —CH
2
—CH
2
— bridge. Y may also be a C
2
-C
8
-alkylene residue which is interrupted by oxygen or, especially, by nitrogen, preferably —(CH
2
)
m
—NH—(CH
2
)
m
— in which m is 2, 3, 4 or 5, in particular the —(CH
2
)
3
—NH—(CH
2
)
3
—, —(CH
2
)
2
—NH—(CH
2
)
2
or —(CH
2
)
2
—N(CH
3
)—(CH
2
)
2
— bridge. Y may also be a C
2
-C
8
-alkylene residue which is substituted or interrupted by one or more aryl or arylene groups, especially phenyl or phenylene groups. Examples of preferred groups Y of this type include groups having the formula:
—CH
2
-(o-, m- or p-)phenylene-CH
2
—.
With respect to the compounds of formula (1), preferably each R
1
is hydrogen, R
2
is hydrogen, OH or SO
3
M in which M has its previous significance and is preferably Na, q is 1 and Y is unsubstituted C
2
-C
4
-alkylene, C
2
-C
8
-alkylene interrupted by NH, C
2
-C
8
-alkylene interrupted or substituted by optionally substituted o-, m- or p-phenylene, or Y is optionally substituted o-, m- or p-phenylene.
In relation to the compounds of formula (2) or (4), preferably each R
1
is hydrogen, R
2
is hydrogen, OH or SO
3
M in which M has its previous significance and is preferably Na, R
3
is hydrogen, q is 0 or 1 and Y is C
2
-C
8
-alkylene interrupted by NH.
With regard to the compounds of formula (3), preferably each R
1
is hydrogen, R
2
is hydrogen, OH or SO
3
M in which M has its previous significance and is preferably Na, q is 0 or 1 and Y is C
2
-C
8
-alkylene interrupted by NH.
In relation to the compounds of formula (5), preferably each R
2
is hydrogen, OH or SO
3
M in which M has its previous significance and is preferably Na, q is 0 or 1 and Y is a direct bond.
With respect to the compounds of formula (6), preferred compounds are those in which each R
1
is hydrogen, R
2
is hydrogen, OH or SO
3
M in which M has its previous significance and is preferably Na, q is 1 and X is OH.
In each of the compounds of formula (1) to (6), it is preferred that they are used in neutral form, i.e. that M, when present, is other than hydrogen, preferably a cation formed from an alkali metal, in particular sodium, or from an amine.
The cobalt compounds of formulae (1) to (6) are believed to be new compounds and, as such, form a further aspect of the present invention. The compounds of formula (1) to (6) may be produced by known methods, e.g. by the methods analogous to those disclosed in U.S. Pat. No. 4,655,785 relating to similar copper compounds.
The peroxy component a) of the fabric bleaching compositions of the present invention may be hydrogen peroxide, a compound which liberates hydrogen peroxide, a peroxyacid, a peroxyacid bleach precursor or a mixture thereof.
Compounds which liberate hydrogen peroxide are well known and include, e.g., inorganic compounds such as alkali metal peroxides, -perborates, -percarbonates, -perphosphates and -persulfates and organic compounds such as peroxylauric acid, peroxybenzoic acid, 1,12-diperoxydodecanoic acid, diperoxyisophthalic acid and urea peroxide, as well as mixtures thereof. Sodium percarbonate and sodium perborate, in particular sodium perborate monohydrate, are preferred.
Peroxyacid compounds and peroxyacid bleach precursors are also well known and a summary of references describing them is provided in the above-mentioned U.S. Pat. No. 5,114,606.
Examples of peroxyacid bleach precursors include
benz(4H)-1,3-oxazin-4-one derivatives, especially substituted 2-phenyl-benz(4H)-1,3-oxazin-4-one
2-(N,N,N-trimethyl ammonium)ethyl sodium-4-sulfophenyl carbonate chloride (SPCC)
N-octyl,N,N-dimethyl-N10-carbophenoxy decyl ammonium chloride (ODC)
3-(N,N,N-trimethyl ammonium)propyl sodium 4-sulfophenyl carboxylate
N,N,N-trimethyl ammonium toluyloxy benzene sulfonate
sodium-4-benzoyloxy benzene sulfonate (SBOBS)
N,N,N′,N′-tetraacetyl ethylene diamine (TAED)
sodium-1-methyl-2-benzoyloxy benzene-4-sulfonate
sodium-4-methyl-3-benzoyloxy benzoate and
sodium nonanoyloxybenzene sulfonate (NOBS).
The substituted 2-p
Metzger Georges
Reinehr Dieter
Ciba Specialty Chemicals Corporation
Gupta Yogendra
Mansfield Kevin T.
Mruk Brian P.
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