Note: Descriptions are shown in the official language in which they were submitted.
1 1 u 14
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CONCENTRATED LIQUID FORMULATIONS COMPRISING A MICROBICIDALLY ACTIVE INGREDIENT
This is a divisional application of Canadian Application S/N 2,252,555, filed
on
May 22, 1997.
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 parent application describes concentrated liquid formulations (a)
comprising
(a,) 1 to 80% by weight of a microbicidally active ingredient,
(a2) 20 to 99% by weight of a mono- or dihydric alcohol or mixtures thereof,
In one aspect, the present divisional application provides a concentrated
liquid
formulations (b) comprising
(b1) 5.1 to 30% by weight of a microbicidally active ingredient,
(b2) 0 to 80% by weight of a sulfonate,
(b3) 1 to 60% by weight of a C1-C11monocarboxylic acid or of a C3 C12di- or
-polycarboxylic acid;
(b4) 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 (b2) or
(b4) to be
present.
The liquid formulation (a) preferably comprises
(a,) 20 to 70% by weight of a microbicidally active ingredient and
(a2) 30 to 80% by weight of a mono- or dihydric alcohol or mixtures thereof.
Formulation (b) preferably comprises
(b1) 10 to 30% by weight of a microbicidally active ingredient,
(b2) 0 to 80% by weight of a sulfonate,
(b3) 1 to 60% by weight of a C,-Ct1monocarboxylic acid or of a C3-C,2di- or
-polycarboxylic acid;
(b4) 0 to 90% by weight of a mono- or dihydric alcohol or mixtures thereof,
I 1 w 11=
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and
water to 100%.
Component (a,) or (b) is, in particular, 2-hydroxydiphenyl ether, of the
formula
Yo O Y
(1) l (OH)
Z OH
(OH)
M
in which
Y is chlorine or bromine,
Z is SOZH, NO2 or C,-C4alkyi,
r is0to3,
o is0to3,
p is0orl,
m is 0 or 1 and
n is0orl.
Especially interesting compounds of the formula (1) are those in which
Y is chlorine or bromine,
m is 0,
n is0orl,
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.
I. 1 x .M
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Very especially preferred is the compound of the formula
(2) CI -Q- O P CI
OH CI
Other suitable microbicidally active ingredients which correspond to component
(a1) or (b) are
- phenol derivatives,
- diphenyl compounds,
- benzyl alcohols,
- chlorhexidine,
- C12 C14alkylbetaines and Ce Ct8fatty acid amido alkylbetaines,
- amphoteric surfactants,
- trihalocarbanilides and
- quaternary ammonium salts.
The phenol derivatives are preferably compounds of the formula
OH
R5
(3)
R4 R2
R3
in which
R1 is hydrogen, hydroxyl, C1-C4alkyl, chlorine, nitro, phenyl or benzyl,
R2 is hydrogen, hydroxyl, C1-C6alkyl or halogen,
R3 is hydrogen, C1-C6alkyl, hydroxyl, chlorine, nitro or a sulfur in the form
of
its alkali metal salts or ammonium salts,
R4 is hydrogen or methyl and
R5 is hydrogen or nitro.
1 1.-M
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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 Biphenyl compounds are preferably compounds of the formula
R 'I R'2 Ri R2
(4) R13 X R3
R4 RS 5 R4
in which
X is sulfur or the methylene group,
R, and R', are hydroxyl and
R2, R'2, R3, R'3, R4, R'4, R5 and R'5, independently of one another, are
hydrogen or
halogen.
Examples of compounds of the formula (4) are hexachlorophene, tetrachloro-
phene, dichlorophene, 2,3-dihydroxy-5,5'-dichlorodiphenyi sulfide, 2,2'-
dihydroxy-
3,3',5,5'-tetrachlorodiphenyl sulfide, 2,2'-dihydroxy-3,3',5,5',6,6'-
hexachloro-
diphenyl sulfide and 3,3'-dibromo-5,5'-dichloro-2,2'-dihydroxydiphenylamine.
The benzyl alcohols are preferably those of the formula
CH2-OH
R5 , RI
(5) \ 1
R4 R2
R3
in which
R1, R2, R3, R4 and R5, independently of one another, are hydrogen or chlorine.
I .I I.1.I/
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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$ C18fatty acid amidoalkylbetaine is
coconut fatty acid C8 C18amidopropylbetaine.
Examples of suitable amphoteric surfactants are C12alkylamino-,
C1-C3alkanecarboxylic acids, for example alkylaminoacetic acids or
alkylaminopropionic acids.
Trihalocarbanilides are, in particular, those of the formula
Hale
(6) NH-CO-NH
Halm
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
R
(7) Rio N R8
R7
in which
RV R8, and R. and R10, independently of one another, are C1-C18 alkyl,
C1-C1Balkoxy or phenyl-Cl-C5alkyl and
Hal is chlorine or bromine.
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Very especially preferred is the compound of the formula
CH3
(8) CH2 N (CH2)n-CH3 CI-
CH3
in which
n is a number from 7 to 17.
Monohydric alcohols corresponding to component (a2) or (b4) are linear or
branched
C2-C.,salcohols, for example ethanol, n-propanol, isopropanol, butanol, lauryl
alcohol, cetyl
alcohol, 2-ethylhexanol, 1,1,3,3-tetramethylbutanol, octan-2-ol, isononyl
alcohol,
trimethylhexanol, trimethylnonyl alcohol, decanol, C9 Cõoxo 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
(X) -~)
(9) n Y-CH2 OH
in which
X is a halogen atom
Y is a radical of the formula -O-(CH2)m- or -CH2- or a direct bond;
n is O to 5; and
m is 1 to 3.
Preferred compounds of the formula (9) are those in which
Y is -O-(CH2)m- and
n=0.
x ,
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If dihydric alcohols are employed as component (a2), 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 (b2)) 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 (b3) as saturated or unsaturated C3 C12di- 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), a-hydroxypropionic acid (lactic
acid), and
citric and aconitic acid
Examples of aliphatic saturated or unsaturated C1-C71monocarboxylic 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 campheric
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(R1R2R3) salts of hydrochloric acid, sulfuric acid,
phosphoric acid, C1-C10alkylphosphoric acid and boric acid, R1, R2 and R3
having
the abovementioned meanings; isethionic acid; tannic acid; and acid amides of
the formula
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R3
N
(10) /N-CO-R1
R2
in which
R1 is hydrogen or C1-C12alkyl and
R2 and R3 independently of one another are hydrogen, C1-C12alkyl, C2-
C72alkenyl,
C1-C12hydroxyalkenyl, C2-C 12hydroxyalkyl, or a polyglycol ether chain having
1 to
30 groups -CH 2 CH2 O- or -CHYI-CHY2 O-, where
Y1 or Y2 is one hydrogen radical, the other being methyl, for example N-methyl-
acetamide.
All carboxylic acids corresponding to component (b3) which are employed in
accordance with the invention can also preferably be employed in the form of
their water-soluble alkali metal salts or ammonium salts.
Preferred liquid formulations (a) according to the invention comprise
(a) 20 to 70, preferably 30 to 60, % by weight of a microbicidally active
ingredient of the formula (1) and
(a2) 30 to 80, preferably 40 to 70, % by weight of a mono- or dihydric alcohol
or
mixtures thereof.
Very especially preferred are formulations which comprise, as component (a2),
the compound of the formula (9) as monohydric alcohol, and/or a dihydric
alcohol
which has 2 to 6 carbon atoms in the alkyl moiety.
Formulations which are preferably employed from amongst the above are
formulations which comprise either a monohydric alcohol or a dihydric alcohol.
In
particular, a suitable monohydric alcohol is phenoxyethanol and a suitable
dihydric alcohol 1,2-propanediol.
Preferred liquid formulations (b) comprise
(b1) 10 to 30, preferably 15 to 25, % by weight of a microbicidally active
ingredient of the formula (1),
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(b2) 0 to 80, preferably 10 to 70, % by weight of a
sulfonate,
(b3) 1 to 60, preferably 10 to 50, % by weight of a
C1-C11monocarboxylic acid or of a C3-C12di- or -polycarboxylic
acid; and
(b4) 0 to 90, preferably 5 to 75, % by weight of a mono- or
dihydric alcohol, and
water to 100%,
it always being necessary for one of components (b2) or (b4)
to be present.
Very especially preferred liquid formulations (b)
are those which comprise cumenesulfonate as component (b2), a
hydroxyacid as component (b3) and a dihydric alcohol having
2 to 6 carbon atoms in the alkyl moiety as component (b4)-
Mainly of interest are liquid formulations (b)
which comprise
(b1) 10 to 25% by weight of a microbicidally active
ingredient of the formula (1),
(b2) 10 to 70% by weight of cumenesulfonate,
(b3) 10 to 50% by weight of lactic acid,
(b4) 5 to 75% by weight of 1,2-propanediol and
water to 100%.
According to a further aspect of the present
invention claimed in the parent application, there is
provided a concentrated liquid formulation (a) comprising
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(a1) 20 to 70% by weight of a microbicidally active
ingredient selected from a 2-hydroxydiphenyl ether of the
formula
YO / Yr
0
(1) z \O (OH)n
H
(OH)m
in which
Y is chlorine or bromine,
Z is S02H, N02 or C1-C4alkyl,
r is 1 or 2,
o is 1 or 2,
p is 0,
m is 0 and
n is 0 or 1, and
(a2) 30 to 70% by weight of
(i) an alcohol of the general formula
(fin
(9) \ Y-CH2-OH
in which
X is a halogen atom,
Y is a radical of the formula -0-CH2- or -CH2- or a direct
bond; and
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n is 0 or an integer from 1 to 5, or
(ii) a dihydric alcohol having an alkyl moiety
comprising 2 to 6 carbon atoms.
The liquid formulations according to the invention
are used as active ingredient in cosmetic products, for
example deodorants, cleansers, lotions/creams, in household
articles, for example as an additive in washing-up liquids,
liquid household detergents; as an additive in dental care
products, for example in mouthwashes or toothpastes, or as
an antimicrobially active ingredient for hard and soft
surfaces, for example polymers, paper, textiles and, in
particular, the human skin.
The liquid formulations according to the invention
are furthermore also suitable as preservatives for cosmetic
products and household articles.
They are also used as disinfectants for textile
fibre materials.
Liquid formulations according to the invention are
prepared by dissolving component (a,) or (bl) in component
(a2) or (b4), adding the components (b2) and (b3) to the
resulting solution, with stirring, making up the resulting
solution with deionized water to 90 to 95% of the final
volume, if appropriate adjusting the pH with a cosmetically
acceptable base, for example
1 I 11
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mono- or diethanolamine, and making up the mixture with deionized water to an
end volume
of 100%.
The dissolved microbicidally active ingredient can be incorporated into
cosmetic products
and household articles in a trouble free manner. The active ingredient, which
is pulverulent
per se, is offered to the user in dissolved form. Time-consuming predissolving
in suitable
solvents while supplying heat is no longer required.
Moreover, the liquid formulations according to the invention are distinguished
by a
synergistic antimicrobial action (see Example 15) and good storage stability.
The examples which follow illustrate the preparation of the liquid
formulations according to
the invention. Parts are parts by weight.
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Preparation examples for concentrated liquid formulations
Example 1
60 Parts
of the compound of the formula (101) CI -Q- O -p- CI
OH CI
are introduced into a vessel.
40 Parts of 1,2-propanediol
are added and the mixture is stirred at 50 to 60 C at medium setting until the
compound of the formula (101) is dissolved completely
Example 2:
30 Parts
of the compound of the formula (101) Cl -Q- O Cl
--Q- OH CI
are introduced into a vessel.
70 Parts of 2-phenoxyethanol
are added and the mixture is stirred at 50 to 60 C at medium setting until the
compound of the formula (101) is dissolved completely.
Example 3:
6 Parts of the compound of the formula (101) and
20 Parts of 1,2-propanediol
are weighed into a vessel and stirred at 50 - 60 C at medium setting until a
clear solution forms. Then,
30 Parts of citric acid,
35 Parts of sodium xylenesulfonate and
4 Parts of deionized water are added in the above sequence and stirring is
continued until all constituents are dissolved. The pH of the mixture is
brought to 3 to 4 by adding ethanolamine and the mixture is made up to 100
parts with deionized water.
1 l VN ~N
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Example 4:
15 Parts of the compound of the formula (101) and
Parts of ethanol
are weighed into a vessel and stirred at room temperature until a clear
solution forms. Then,
35 Parts of undecylenoic acid
Parts of sodium xylenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 3 to 4 by
adding ethanolamine and the mixture is made up to 100 parts with deionized
water.
Example 5:
10 Parts of the compound of the formula (101) and
5 Parts of 1,2-propanediol
are weighed into a vessel and stirred at room temperature.
Parts of tartaric acid are added. The pH is then brought to 3 to 4 by adding
ethanolamine.
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The mixture is made up to 100 parts with
deionized water.
Example 6:
10 Parts of the compound of the formula (101) and
5 Parts of 1,2-propanediol
are weighed into a vessel and stirred at room temperature.
Parts of lactic acid
are added. The pH is then brought to 3 to 4 by adding ethanolamine.
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
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are added in the above sequence and stirring is continued until all
constituents are dissolved. The mixture is made up to 100 parts with
deionized water.
Example 7:
Parts of the compound of the formula (101) and
10 Parts of 1,3-butanediol
are weighed into a vessel and stirred at room temperature until a clear
solution forms. Then,
30 Parts of tartaric acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 3 to 4 by
adding ethanolamine. The mixture is made up to 100 parts with deionized
water.
Examples 8 to 13: Other liquid formulations with alternative microbicidally
active ingredients
Example 8
10 Parts of benzyl alcohol and
5 Parts of propylene glycol are weighed into a vessel and stirred at room
temperature. Then,
40 Parts of lactic acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water are added in the above sequence and stirring is
continued until all constituents are dissolved. The pH of the mixture is
brought to 5.5 by adding monoethanolamine, and the mixture is made up to
100 parts with deionized water.
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Example 9
Parts of 2,4-dichlorobenzyl alcohol and
5 Parts of propylene glycol
are weighed into a vessel and stirred at room temperature until a clear
solution forms. Then,
40 Parts of lactic acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 5.5 by adding
monoethanolamine, and the mixture is made up to 100 parts with deionized
water.
Example 10:
10 Parts of p-chloro-m-xylenol,
5 Parts of propylene glycol and
30 Parts of sodium cumenesulfonate are weighed into a vessel and stirred at
room
temperature until a clear solution forms. Then,
40 Parts of lactic acid and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 5.5 by adding
ethanolamine, and the mixture is made up to 100 parts with deionized water.
Example 11:
10 Parts of o-phenylphenol and
5 Parts of propylene glycol
are weighed into a vessel and stirred at 50-60 C at medium setting until a
clear solution forms. Then,
40 Parts of lactic acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water are added in the above sequence and stirring is
1. 1..M.
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continued until all constituents are dissolved. The pH of the mixture is
brought to 5.5 by adding monoethanolamine, and the mixture is made up to
100 parts with deionized water.
Example 12:
Parts of p-chloro-m-cresol and
5 Parts of propylene glycol
are weighed into a vessel and stirred at 50-60 C at medium setting until a
clear solution forms. Then,
40 Parts of lactic acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 5.5 by
adding ethanolamine, and the mixture is made .up to 100 parts with
deionized water.
Example 13:
10 Parts of benzalkonium chloride and
5 Parts of propylene glycol
are weighed into a vessel and stirred at room temperature until a clear
solution forms. Then,
40 Parts of lactic acid,
30 Parts of sodium cumenesulfonate and
10 Parts of deionized water
are added in the above sequence and stirring is continued until all
constituents are dissolved. The pH of the mixture is brought to 5.5 by adding
monoethanolamine, and the mixture is made up to 100 parts with deionized
water.
Example 14: Detection of the microbicidal activity in the suspension test
Test Staphylococcus aureus ATCC 9144
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microorgan- Enterococcus faecium ATCC 10541
isms Escherichia coli ATCC 10536
Pseudomonas aeruginosa CIP A-22
Candida albicans ATCC 10231
Nutrient Casein soy flour peptone broth for growing the inoculum
media: Casein soy flour peptone agar with 3% polyoxyethylene(20)sorbitanmono-
oleate; 0.3% lecithin; 0.1% L-histidine
Dilution Trypticase soy flour peptone broth with 10%
polyoxyethylene(20)sorbitan-
medium: monooleate, 3% lecithin; 0.1% L-histidine and 0.5% sodium thiosulfate.
a. Use of the formulation of Example 6 as disinfectant
These tests show that the liquid formulations according to the invention have
a very potent
microbicidal activity, even at low concentrations. These properties are
important for
disinfectants in general, but in particular for the disinfection of textiles.
Procedure:
0.1 ml of the formulation of Example 6 is diluted with 8.9 ml of water and the
dilution is
subsequently treated with 1 ml of a 1:10 dilution of a culture of the test
bacteria which is
incubated for 16 to 24 hours at 37 C (= 1% of the formulation of Example 6).
The concentration of the test organisms in the batch is 108 microorganisms/ml.
The batch is mixed thoroughly and subsequently incubated for 5 minutes at room
temperature with gentle stirring.
After 5 minutes, 1 ml of the batch is removed and the live bacterial count is
determined. To
this end, dilutions are performed in dilution medium, and 0.1 ml each of these
dilutions are
plated onto agar media.
The live bacterial count is determined after the plates have been incubated
for 24 to 48
hours at 37 C by counting the colonies taking into consideration the dilution
factor.
The test results are shown in Table 1.
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Table 1
Batch Reduction in bacterial count after 5 minutes (log)
S. aureus ATCC Ent. faecium E. coli ATCC P. aeruginosa
9144 ATCC 10541 10536 CIP A-22
Water 0 0 0 0
1% Formulation 6 >10 > 10, > 10 > 105
The tested formulation of Example 6 shows a reduction of all test
microorganisms by at
least 5 powers of ten after as little as 5 minutes in the suspension test.
b. Liquid soap with a concentrated formulation comprising 2,4,4'-trichloro-2'-
hydroxydiphenyl ether
The tests of Examples 14b. and 14c. show that soap formulations to which the
liquid
formulations according to the invention are added have a powerful microbicidal
activity,
which is required for use as a disinfectant or decontaminant for hands, but
also for the
microbicidal treatment of surfaces (surface disinfectants, antimicrobial
dishwashing
products, household detergents and the like).
Test formulation:
4% of sodium lauryl sulfate
10% of formulation of Example 6
to 100% water
The pH is brought to 5.5 using ethanolamine.
Procedure:
9 ml of the formulation are mixed with 1 ml of a 1:10 dilution of a bacterial
suspension which
has been incubated at 37 C for 16 to 24 hours, and the mixture is subsequently
incubated
at room temperature with stirring.
After an incubation time of 30 seconds, 1 ml of the test batch is removed,
diluted in dilution
medium, and 0.1 ml each of the dilutions are plated onto agar media.
After the plates have been incubated for 24 to 48 hours at 37 C, the live
microbial count is
determined by counting the colonies taking into consideration the dilution
factor.
''1 11,1111-1
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The test results are shown in Table 2.
Table .2:
Test microorganism Reduction of test microorganisms after 30
seconds (Log)
S. aureus ATCC 9144 > 5
E. faecium ATCC 10541 > 5
E. coli ATCC 10536 > 5
P. aeruginosa CIP A-22 > 5
S. marcescens ATCC 13880 2.2
C. albicans ATCC 10231 2.4
The liquid soap shows a very powerful microbicidal activity against the
microorganisms
tested.
c. Liquid soaps with concentrated formulations:
Test formulations:
Soaps of the following compositions are tested:
4% of sodium lauryl sulfate,
10% of concentrated formulation of Examples 9 to 14,
to 100% water
The pH is brought to 5.5 using monoethanolamine.
Procedure:
9 ml of the formulation are mixed with 1 ml of a 1:10 dilution of a bacterial
suspension which
has been incubated at 37 C for 16 to 24 hours, and the mixture is subsequently
incubated
at room temperature with stirring.
After an incubation time of 1 minute, 1 ml of the test batch is removed,
diluted in dilution
medium, and 0.1 ml each of the dilutions are plated onto agar media.
After the plates have been incubated for 24 to 48 hours at 37 C, the live
microbial count is
determined by counting the colonies taking into consideration the dilution
factor.
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The test results are shown in Table 3:
Table 3
Test soap with concentrated Reduction of test microorganisms after 1
formulation of Example minute (log)
P. aeruginosa CIP A-22
9 >5
>5
11 >5
12 >5
13 >5
14 >5
Placebo 0.9
All formulations tested show a potent bactericidal activity.
Example 15: Preservative stress tests with liquid soaps
Repetitive preservative stress tests (triple stress) demonstrate that the
concentrates are
highly suitable for the preservation of cosmetics and household articles.
Soap formulation:
6% of sodium laureth-2 sulfate,
to 10O% water
The pH is brought to 5.5 with monoethanolamine.
The soap formulation is preserved with the following concentrated
formulations:
A: 3% of the formulation of Example 7
B: 10% of the formulation of Example 2
Test micro- Staphylococcus aureus ATCC 9144
organisms Escherichia coli ATCC 10536
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Enterobacter gergoviae ATCC 33028
Klebsiella oxytoca DSM 30106
Pseudomonas aeruginosa CIP A-22
Pseudomonas fluorescens ATCC 17397
Candida albicans ATCC 10231
Aspergillus niger ATCC 6275
Nutrient Casein soy flour peptone agar with 3% polyoxyethylene(20)sorbitanmono-
media oleate; 0.3% lecithin; 0.1 % L-histidin for bacteria and yeasts
Dilution Trypticase soy flour peptone broth with 10% polyoxyethylene(20)-
medium: sorbitanmonooleate; 3% lecithin; 0.1% L-histidine and 0.5% sodium
thiosulfate.
Procedure:
20 g of the soap formulation in question are inoculated with 0.2 ml of a
microorganism
suspension in such a way that the resulting microbial stress of the product is
105 to 106
microorganisms/g of product.
In order to determine the total microbial count at a particular point in time,
1 g of material is
removed, and a dilution series is established in dilution medium. The total
microbial count is
determined by plating 0.1 ml of the dilutions onto agar media after incubation
at 37 C for 24
hours (bacteria and yeasts) or incubation at 28 C for 5 days (Aspergillus).
The total bacterial count in the product is determined after inoculation and
also after 1 and 2
weeks. After 2 and 4 weeks, the product is again inoculated in the same manner
with test
microorganisms, and the total microbial counts are determined after a further
1 and 2 weeks
in each case.
The test results are shown in Table 4:
Table 4:
Test microorganisms Preservation
A B Unpreserved
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S. aureus ATCC 9144 +/+/+ +/+/+ -/-/-
E. coli ATCC 10536 +/+/+ +1+/+ -/-/-
Ent. gergoviae ATCC 33028 +/+/+ +/+/+ -/-/-
Ps. aeruginosa CIP A-22 +/+/+ +/+/+ -1-1-
Ps. fluorescens ATCC 17397 +/+/+ +/+/+ -/-/-
C. albicans ATCC 10231 +/+/+ +/+/+ -/-/-
Aspergillus niger ATCC 6275 +/+/+ +/+/+ -/-/-
+ = Reduction of total bacterial count of at least 99% in the course of 2
weeks after an
inoculation.
- = Reduction of total microbial count of less 99% in the course of 2 weeks
after an
inoculation.
Example 16: Preparation of a syndet (detergent formulation):
15.7% of alkylarylsulfonate
3.7% of fatty alcohol sulfonate
2.7% of fatty acid monoethanolamide
39% of tripolyphosphate
4% of sodium silicate
2% of magnesium silicate
1% of carboxymethylcellulose
0.5% of EDTA
2% of the formulation of Example 2
4.7% of water
Preparation:
The ingredients are stirred with equivalent amounts of water to a slurry. The
resultant paste
is dried at 50 C and finally pressed through a sieve with a mesh diameter of
0.8 mm.
Particles <0.3 mm are discarded.
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Example 17: Preparation of a dishwashing product
7% of sodium lauryl sulfate
7% of sodium myreth sulfate
4% of lauryl glucoside
1% of cocamidopropylbetaine
1% of the formulation of Example 6
1% of sodium chloride
0.02% of dibromodicyanobutane
0.08% of phenoxyethanol
78.9% of water
Preparation:
Sodium lauryl sulfate are mixed with sodium myreth sulfate and lauryl
glucoside and solved
in 30 parts of water. The formulation of Example 6 is added and homogenized.
Cocamido-
propylbetaine, sodium chloride, dibromodicyanobutane and phenoxyethanol are
added.
The pH is adjusted to 6.0 with citric acid. Water is added to give 100 parts.
Example 18: Preparation of a disinfectant for textiles:
50% of the formulation of Example 6
10% of lauryl alcohol polyglycol ether
to 100% of water
The pH is brought to 5 with monoethanolamine
Example 19: Preparation of a hand disinfectant
4% of sodium lauryl sulfate
0.5% of hydroxyethylcellulose
3% of the formulation of Example 2
to 100% of water
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Preparation:
Sodium lauryl sulfate are dissolved in 20 parts of water, the formulation of
Example 2 is
added. Hydroxyethylcellulose is dissolved in 60 parts of water at 60 C, cooled
down and
added to the surfactant mixture. The pH is adjusted to 5.5 with
monoethanolamine. Water is
added to give 100 parts.
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Example 20: Preparation of a hand disinfectant
4% of sodium lauryl sulfate
0.5% of hydroxyethylcellulose
10% of the formulation of Example 7
to 100% of water
The pH is brought to 5.5 with monoethanolamine
Preparation:
Sodium lauryl sulfate are dissolved in 20 parts of water, the formulation of
Example 2 is
added. Hydroxyethylcellulose is dissolved in 60 parts of water at 60 C, cooled
down and
added to the surfactant mixture. The pH is adjusted to 5.5 with
monoethanolamine. Water is
added to give 100 parts.
Example 21: Preparation of a shower gel
6% of sodium laureth-2 sulfate
3% of cocamidopropylbetaine
1.5% of hydrolysed protein
1.5% of laureth-9
0.3% of polyquaternium-7
1% of the liquid formulation of Example 2
1.0% of glycol distearate
0.2% of sodium chloride
to 100% of water
Preparation:
Glycol distearate is dissolved in sodium laureth-2 sulfate at 50 C. The
remaining ingredients
and 30 parts of water are added in succession and homogenized.
The pH is adjusted to 5.5 with monoethanolamine and water is added to give 100
parts.
Instead of 1 % of the formulation of Example 2, it is also possible to employ
0.5-1.5% of the
formulation of Example 1 or 1-10% of the formulation of Examples 3 to 12.
