Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – With halogen – nitrogen – oxygen – or phosphorus containing...
Reexamination Certificate
1998-12-02
2002-03-19
Hess, Bruce H. (Department: 1774)
Cleaning compositions for solid surfaces, auxiliary compositions
Cleaning compositions or processes of preparing
With halogen, nitrogen, oxygen, or phosphorus containing...
C510S130000, C510S131000, C510S383000, C510S488000, C510S491000, C510S498000, C510S505000
Reexamination Certificate
active
06358906
ABSTRACT:
The present invention relates to liquid formulations comprising microbicidally active ingredients and to the use of these formulations as microbicidally active ingredient in cosmetic products, household articles or hand disinfectants and to the use as preservatives in household articles and cosmetic products.
The present invention relates to concentrated liquid formulations (a) comprising
(a
1
) 1 to 80% by weight of a microbicidally active ingredient,
(a
2
) 20 to 99% by weight of a mono- or dihydric alcohol or mixtures thereof, and
concentrated liquid formulations (b) comprising
(b
1
) 5.1 to 30% by weight of a microbicidally active ingredient,
(b
2
) 0 to 80% by weight of a sulfonate,
(b
3
) 1 to 60% by weight of a C
1
-C
11
monocarboxylic acid or of a C
3
-C
12
di- or -polycarboxylic acid;
(b
4
) 0 to 90% by weight of a mono- or dihydric alcohol or mixtures thereof, and
water to 100%, it always being necessary for one of the components (b
2
) or (b
4
) to be present.
The liquid formulation (a) preferably comprises
(a
1
) 20 to 70% by weight of a microbicidally active ingredient and
(a
2
) 30 to 80% by weight of a mono- or dihydric alcohol or mixtures thereof.
Formulation (b) prefer ably comprises
(b
1
) 10 to 30% by weight of a microbicidally active ingredient,
(b
2
) 0 to 80% by weight of a sulfonate,
(b
3
) 1 to 60% by weight of a C
1
-C
11
monocarboxylic acid or of a C
3
-C
12
di- or -polycarboxylic acid;
(b
4
) 0 to 90% by weight of a mono- or dihydric alcohol or mixtures thereof, and
water to 100%.
Component (a
1
) or (b
1
) is, in particular, 2-hydroxydiphenyl ether, of the formula
in which
Y is chlorine or bromine,
Z is SO
2
H, NO
2
or C
1
-C
4
alkyl,
r is 0 to 3,
o is 0 to 3,
p is 0 or 1,
m is 0 or 1 and
n is 0 or 1.
Especially interesting compounds of the formula (1) are those in which
Y is chlorine or bromine,
m is 0,
n is 0 or 1,
o is 1 or 2,
r is 1 or 2 and
p is 0.
Very especially interesting compounds of the formula (1) are those in which
Y is chlorine,
m is 0,
n is 0,
o is 1,
r is 2 and
p is 0.
Very especially preferred is the compound of the formula
Other suitable microbicidally active ingredients which correspond to component (a
1
) or (b
1
) are
phenol derivatives,
diphenyl compounds,
benzyl alcohols,
chlorhexidine,
C
12
-C
14
alkylbetaines and C
8
-C
18
fatty acid amido alkylbetaines,
amphoteric surfactants,
trihalocarbanilides and
quaternary ammonium salts.
The phenol derivatives are preferably compounds of the formula
in which
R
1
is hydrogen, hydroxyl, C
1
-C
4
alkyl, chlorine, nitro, phenyl or benzyl,
R
2
is hydrogen, hydroxyl, C
1
-C
6
alkyl or halogen,
R
3
is hydrogen, C
1
-C
6
alkyl, hydroxyl, chlorine, nitro or a sulfur in the form of its alkali metal salts or ammonium salts,
R
4
is hydrogen or methyl and
R
5
is hydrogen or nitro.
Halogen is bromine or, preferably, chlorine.
Examples of such compounds are chlorophenols (o-, m-, p-), 2,4-dichlorophenol, p-nitrophenol, picric acid, xylenol, p-chloro-m-xylenol, cresols (o-, m-, p-), p-chloro-m-cresol, pyrocatechol, resorcinol, 4-n-hexylresorcinol, pyrogallol, phloroglucin, carvacrol, thymol, p-chlorothymol, o-phenylphenol, o-benzylphenol, p-chloro-o-benzylphenol and 4-phenolsulfonic acid.
The diphenyl compounds are preferably compounds of the formula
in which
X is sulfur or the methylene group,
R
1
and R′
1
are hydroxyl and
R
2
, R′
2
, R
3
, R′
3
, R
4
, R′
4
, R
5
and R′
5
independently of one another, are hydrogen or halogen.
Examples of compounds of the formula (4) are hexachlorophene, tetrachlorophene, dichlorophene, 2,3-dihydroxy-5,5′-dichlorodiphenyl sulfide, 2,2′-dihydroxy-3,3′,5,5′-tetrachlorodiphenyl sulfide, 2,2′-dihydroxy-3,3′,5,5′,6,6′-hexachlorodiphenyl sulfide and 3,3′-dibromo-5,5′-dichloro-2,2′-dihydroxydiphenylamine.
The benzyl alcohols are preferably those of the formula
in which
R
1
, R
2
, R
3
, R
4
and R
5
, independently of one another, are hydrogen or chlorine.
Examples of compounds of the formula (5) are benzyl alcohol, 2,4-, 3,5- or 2,6-dichlorobenzyl alcohol and trichlorobenzyl alcohol.
Chlorhexidine can be employed as such or in the form of its salt with organic and inorganic acids.
An example which may be mentioned of C
8
-C
18
fatty acid amidoalkylbetaine is coconut fatty add C
8
-C
18
amidopropylbetaine.
Examples of suitable amphoteric surfactants are C
12
alkylamino-, C
1
-C
3
alkanecarboxylic acids, for example alkylaminoacetic acids or alkylaminopropionic acids.
Trihalocarbanilides are, in particular, those of the formula
in which
Hal is chlorine or bromine,
n and m are 1 or 2 and
n+m are 3.
The quaternary ammonium salts are, in particular, those of the formula
in which
R
7
, R
8
, and R
9
and R
10
, independently of one another, are C
1
-C
18
alkyl,
C
1
-C
18
alkoxy or phenyl-C
1
-C
5
alkyl and
Hal is chlorine or bromine.
Very especially preferred is the compound of the formula
in which
n is a number from 7 to 17.
Monohydic alcohols corresponding to component (a
2
) or (b
4
) are linear or branched C
2
-C
18
alcohols, for example ethanol, n-propanol, isopropanol, butanol, lauryl alcohol, caryl alcohol, 2-ethylhexanol, 1,1,3,3-tetramethylbutanol, octan-2-ol, isononyl alcohol, trimethylhexanol, trimethylnonyl alcohol, decanol, C
9
-C
11
oxo alcohol, tridecyl alcohol, isotridecyl alcohol or linear primary alcohols (®Alfol types) having 8 to 18 carbon atoms. Some representatives of these Alfol types are ®Alfol (8-10), ®Alfol (9-11), ®Alfol (10-14), ®Alfol (12-13) or ®Alfol (16-18).
Other substances which are preferably employed in the liquid formulations according to the invention are monohydric alcohols of the general formula
in which
X is a halogen atom
Y is a radical of the formula —O—(CH
2
)
m
— or —CH
2
— or a direct bond;
n is 0 to 5; and
m is 1 to 3.
Preferred compounds of the formula (9) are those in which
Y is —O—(CH
2
)
m
— and
n=0.
If dihydric alcohols are employed as component (a
2
), these have, in particular, 2 to 6 carbon atoms in the alkyl moiety, for example ethylene glycol, 1,2- or 1,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1,5-pentanediol and 1,6-hexanediol. 1,2-Propanediol (propylene glycol) is preferred.
Suitable sulfonates (component (b
2
)) are, in particular, their salts of terpenoids, or mono- or binuclear aromatic compounds, for example sulfonates of camphor, toluene, xylene, cumene or naphthol.
Suitable examples of component (b
3
) as saturated or unsaturated C
3
-C
12
di- or polycarboxylic acids are malonic, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid, undecane- and dodecanedicarboxylic acid, fumaric acid, maleic acid, tartaric acid and maleic acid, hydroxyacetic acid (glycolic acid), á-hydroxypropionic acid (lactic acid), and citric and aconitic acid.
Examples of aliphatic saturated or unsaturated C
1
-C
11
monocarboxylic acids are acetic acid, propionic acid, caproic acid, capric acid and undecylenoic acid.
Other suitable substances are aminocarboxylic acids, such as ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetetraacetic acid and nitrilotriacetic acid; cycloaliphatic carboxylic acids, such as camphoric acid; aromatic carboxylic acids, such as benzoic acid, phenylacetic acid, phenoxyacetic acid and zimanic acid, 2-, 3- and 4-hydroxybenzoic acid, anilic acid, and o-, m- and p-chlorophenylacetic acid and o-, m- and p-chlorophenoxyacetic acid; alkali metal salts and amine salts of inorganic acids, such as the sodium salts, potassium salts and amine(R
1
R
2
R
3
) salts of hydrochloric acid, sulfuric acid, phosphoric acid, C
1
-C
10
alkylphosphoric acid and boric acid, R
1
, R
2
and R
3
having the abovementioned meanings; isethionic acid; tannic acid; and acid amides of the formula
in which
R
1
is hydrogen or C
1
-C
12
alkyl and
R
2
and R
3
independently of one another are hydrogen, C
1
-C
12
alkyl, C
2
-C
12
alkenyl,
C
1
-C
12
hydroxyalkenyl, C
2
-C
12
hydroxyalkyl; or a polyglycol ether chain having 1 to 30 groups —CH
2
—CH
2
—O— or —
Ochs Dietmar
Schnyder Marcel
Ciba Specialty Chemicals Corporation
Garrett Dawn
Hess Bruce H.
Mansfield Kevin T.
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