Textile detergent formulation on the basis of quaternized...

Details Textile detergent formulation on the basis of quaternized... Textile detergent formulation on the basis of quaternized...

1999-05-28

2001-01-16

Hardee, John (Department: 1751)

Cleaning compositions for solid surfaces, auxiliary compositions

Cleaning compositions or processes of preparing

Specific organic component

C510S504000

Reexamination Certificate

active

06174853

ABSTRACT:

The present invention relates to a novel textile detergent formulation based on quaternized glycine nitriles acting as bleach activators, bleaches, non-ionic and/or anionic surfactants and compounds capable of sequestering calcium and/or magnesium ions. Furthermore the invention relates to the use of this textile detergent formulation for washing textiles in household and trade using very specific dosages and liquor ratios.
Textile detergent formulations usually contain a bleaching system which mostly consists of active oxygen-donating peroxo compounds, peracids or mixtures thereof and bleach activators. The bleach activator most frequently used is in this case tetraacetylethylene-diamine (“TAED”). However the prior art bleaching systems do not yet show optimum cleaning and soil removing action in commonly used textile detergent formulations, and the values measured for the bleaching action are still unsatisfactory.
The quaternized glycine nitrites involved in the present invention have not yet been described in the published prior art for use as a textile detergent ingredient. WOA 96/07650 describes a process for the preparation of such quaternized glycine nitriles, but said reference makes no mention of possible uses of these compounds.
It as an object of the present invention to provide a textile detergent formulation which attains an optimal washing, cleaning, and bleaching action by the precise tuning of the specific bleaching system used to the remaining components of the formulation.
Accordingly, we have found a textile detergent formulation which contains
(A) from 0.1 to 10 wt % of at least one quaternized glycine nitrile of the general formula 1
a
or 1
b
in which
A represents a saturated four-membered to nine-membered ring containing at least one carbon atom and at least one other hetero atom selected from the group comprising oxygen, sulfur and nitrogen,
R
1
denotes a C
1
-C
24
alkyl group, which can be interrupted by non-adjacent oxygen atoms or can additionally carry hydroxyl groups, a C
4
-C
24
cycloalkyl group, a C
7
-C
24
alkaryl group or a grouping of the formula CR
2
R
3
CN,
R
2
and R
3
independently denote hydrogen, C
1
-C
24
alkyl groups, which can be interrupted by non-adjacent oxygen atoms or can additionally carry hydroxyl groups, or denote C
4
-C
24
cycloalkyl groups or C
7
-C
24
alkaryl groups,
R
4
denotes a C
1
-C
75
alkylene group, which can be interrupted by non-adjacent oxygen and/or sulfur atoms, and
Y
⊖
stands for a counterion,
(B) from 0.5 to 40 wt % of bleach in the form of peroxo compounds and/or peracids,
(C) from 0.5 to 50 wt % of non-ionic and/or anionic surfactants in the form of peroxo compounds and/or peracids,
(D) from 5 to 85 wt % of at least one compound capable of sequestering calcium and/or magnesium ions.
The preferred amounts for the four named components are:
(A) from 0.5 to 7 wt %, particularly from 1 to 6 wt %
(B) from 5 to 30 wt %, particularly from 10 to 25 wt %
(C) from 5 to 30 wt %, particularly from 10 to 25 wt %
(D) from 10 to 70 wt %, particularly from 15 to 60 wt %, and primarily from 25 to 50 wt %.
Particularly suitable saturated heterocyclic ring structures formed in the compounds 1
a
or 1
b
by A together with the N atom of the glycine framework are those which contain not only the N atom coming from the glycine moiety but also one or two further hetero atoms selected from the group comprising oxygen and nitrogen. Preferred ring sizes are five-, six-, and seven-membered rings. Examples of suitable heterocyclic systems are imidazolodine, 1,2,3-triazolidine and piperazine.
Quaternized glycine nitriles 1
a
or 1
b
, in which A and the N atom of the glycine moiety together form a saturated six-membered ring containing 4 carbon atoms and one oxygen atom, are particularly preferred. This particularly involves morpholine systems.
The radical R
1
, which is formally and usually in actual fact formed by the alkylation of the N atom, denotes for example
a straight-chain or branched-chain longer or, in particular, shorter alkyl radical containing from 1 to 24 carbon atoms, unsaturated radicals, particularly unsaturated fatty acid radicals, also being suitable, eg, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, 2-ethyihexyl, nonyl, isononyl, decyl, undecyl, dodecyl, tridecyl, isotridecyl, myristyl, cetyl, stearyl, or oleyl;
alkoxyalkyl radicals, eg, methoxymethyl, 2-methoxyethyl, 3-methoxypropyl, 4-methoxybutyl, 2-ethoxyethyl, or 3-ethoxypropyl;
hydroxyalkyl radicals, eg, hydroxymethyl, 2-hydroxyethyl, 2-hydroxypropyl, 3-hydroxy2butyl, or 4-hydroxybutyl;
radicals composed of recurring C
2
-C
4
alkylene oxide units such as ethylene oxide, propylene oxide, or butylene oxide, which can be terminated by a hydroxyl group or an alkoxy group, eg, —(C
2
H
4
O)
n
—H or —(C
2
H
4
O)
n
—R
5
, —(C
3
H
6
O)
m
—H, —(C
3
H
6
O)
m
—R
5
, —(C
4
H
8
O)
k
—H, or —(C
4
H
8
O)
k
—R
5
(n is 2 to 11, m is 2 to 7, k is 2 to 5, R
5
is methyl or ethyl);
cycloalkyl groups such as cyclopentyl, cyclohexyl, or cycloheptyl;
alkaryl groups such as benzyl, 2-phenylethyl, 3-phenylpropyl, or 4-phenylbutyl;
groupings of the formula —CH
2
—CN, —CH(CH
3
)—CN, or —C(CH
3
)
2
—CN.
R
1
preferably has the following values: C
1
-C
4
alkyl and benzyl.
The values of R
2
and R
3
are basically the same as those given for R
1
(with the exception of CR
2
R
3
CN); R
2
and/or R
3
can also denote hydrogen; R
2
and R
3
preferably stand for hydrogen, methyl, and ethyl and in particular, R
2
and R
3
are both hydrogen.
The bridging member R
4
in the dimeric compounds 1
b
denotes for example a straight-chain or branched-chain alkylene group containing from 1 to 24 carbon atoms and in particular from 2 to 12 carbon atoms, whilst C
2
-C
12
polymethylene groupings such as —CH
2
CH
2
—, —(CH
2
)
4
—, —(CH
2
)
6
—, or —(CH
2
)
8
— are preferred. Other examples of R
4
are groupings terminated by alkylene end groups and composed of recurring C
2
-C
4
alkylene oxide units such as ethylene oxide, propylene oxide, or butylene oxide such as —(C
2
H
4
O)
p
—C
2
H
4
— or —(C
3
H
6
O)
q
—C
3
H
6
— (p is 1 to 36, q is 1 to 24).
A particularly suitable alkylating agent, which is usually responsible for the introduction of the group R
1
in the preparation of the compounds 1
a
, is dimethyl sulfate, diethyl sulfate, a methyl or ethyl halide, dimethyl carbonate, diethyl carbonate, methyl tosylate, ethyl tosylate, methyl mesylate, ethyl mesylate, or a benzyl halide. By “halides” we mean chloride, bromide, or iodide. Accordingly preferred values of the counterion Y
⊖
are also CH
3
OSO
3
⊖
, C
2
H
5
OSO
3
⊖
, Cl
⊖
, Br
⊖
, 1
⊖
, CH
3
OCO
2
⊖
, C
2
H
5
OCO
2
⊖
, p-tolylSO
3
⊖
, and CH
3
SO
3
⊖
. Particular values of R
1
are accordingly methyl, ethyl, and benzyl. Dimethyl sulfate is particularly preferred for use as alkylating agent.
Hydrogen sulfate (bisulfate) HSO
4
⊖
and/or sulfate SO
4
2
⊖
(in half of the stoichiometric amount) can also occur as counterion Y
⊖
, which are partially or completely formed for example in the desired hydrolysis of the compounds 1
a
or 1
b
having alkyl sulfate counterions.
Analogous bifunctional alkylating agents can be used in the preparation of the dimeric compounds 1
b.
Quaternized glycine nitrites 1
a
that are preferably used as component (A) are those in which R
1
denotes a C
1
-C
4
alkyl group or a benzyl radical and R
2
and R
3
denote hydrogen. The sulfate, methyl sulfate, and/or hydrogen sulfate of N-methylmorpholinium acetonitrile are particularly preferred for use as component (A).
The described quaternized glycine nitrites 1
a
or 1
b
of the component (A) are preferably used as a (granulated) blend with suitable inert porous support materials in the usual ratios. These mixtures or granulated materials may also be shaped. Particularly suitable support materials are those having a large internal surface area (approximately from 10 to 500 m
2
/g, particularly from 250 to

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