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Патент USA US3069369

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3,009,359
Patented Dec. 18, 1962
.2
3,069,359
Jack Biodinger, Monsey, N.Y., assiguor to American (Zy
GERll/HCHDAL DETERGENT {IUWQSHEQN
anainid Company, New York, N311, a corporation of
Maine
No Drawing. Filed Mar. 26, 1953, Ser. No. ‘723,943
3 ‘Claims. (61. 252-107)
This invention relates to a germicidal detergent com
position containing neomycin.
Neomycin is a well-known antibiotic produced by
propagation of microorganisms of the species Strepto
osuh-Qto crnonnnon
and wherein n is from 6-30, and the nonylphenoxypoly
oxyethylene compounds sold under the trademark Igepal
corresponding to the formula:
OQHH-Q-(O cutout) non
10 wherein n is from 6-30.
The invention will be described in greater detail in
rnycin for topical application by incorporating the neo
conjunction with the following speci?c examples in which
the parts are by weight unless otherwise speci?ed.
Example 1
A germicidal detergent composition is prepared by dis
mycin, usually as the sulfate, in various aqueous prepara
tions such as soaps and the like. However, this proposal
has met with difficulty because neomycin has a known
stability range of from about pH 2 to about pH 9 and
ordinary soap solutions have a hydrogen ion concentra
solving 1.5 parts of neomycin sulfate in 40 parts by volume
of water. 10 parts by volume of Triton X-l00 (reac
tion product of 9-10 moles of ethylene oxide with octyl
phenol) are added and the mixture stirred until clear.
10 parts by volume of Triton X-l l4 (reaction product of
tion well above pH 9. Consequently, the antibacterial
properties of neomycin are destroyed in such solutions.
7-8 moles of ethylene oxide with octylphenol), 20 parts
by volume of triethanolamine lauryl sulfate and 2 parts
of Lanogel 41 (a water-soluble derivative of lanolin)
myces fradiae as described in United States patent to
‘Waksman No. 2,799,620. Attempts have been made to
take advantage of the bacteriostatic properties of neo
If the pH of the soap solution is lowered to any extent
or if the neomycin is incorporated in conventional
anionic detergents, it is founc. that the neomycin is in
compatible with such detergents and a heavy precipitate
occurs rendering the resultant composition useless as a
germicidal cleaning composition.
The present invention is predicated upon the discovery
that if a small amount of a nonionic surface active agent
is incorporated into the anionic detergent along with the
neomycin, the neomycin is rendered stable and does not
precipitate out on standing, The present invention pref
erably embodies a germicidal detergent composition com
prising from about 5 to about 40% of a water-soluble
organic anionic detergent, a small but effective amount
are added with stirring until the solution is clear. Suf
?cient water is added to make up 100 parts by volume.
A clear, sparkling yellow solution is obtained. The pH
is adjusted to pH 6.0 with citric acid. The neomycin is
compatible in this anionic detergent and nonionic deter
gent solutions and remains stable for severeal months at
room temperature, and for two months at 42° C. or for
one Week at 56° C.
Example 2
A germicidal detergent composition is prepared follow
ing the procedure of Example 1 except that 8 parts of
lngepal 00-710 (nonylphenoxypolyoxyethylene) is
of neomycin usually from about 0.1 to about 3% (as
"seal in place or" the Triton X-l00 used in Example 1.
the base), and from about 0.1 to about 2.0% of a nonionic
The resulting germicidal detergent composition has sub
surface active agent, the resulting composition having a
pH of from about 5-7 so that the composition is virtually
free of irritating effects on the skin.
Among the suitable anionic detergents are the water
stantially the same properties as the composition of Ex
ample 1 and is stable for relatively the same period.
soluble higher fatty acid soaps (cg. sodium lauryl sulfate,
Example 3
A germicidal detergent composition is prepared fol
sodium salts of higher fatty acids derived from coconut 45 lowing [the procedure of Example 1 except vthat 10 parts of
Tergitol~Nonionic XD (alkyl aryl polyethylene glycol
oil, palm oil and tallow), and the sulfated and sulfonated
organic detergents.
Examples of the latter are water—
soluble salts of higher alkyl aryl sulfonate (eg. sodium
dodecyibenzenesulfonate, sodium laurylbenzenesulfo
ether) is used in place of the Triton X-100 used in Ex
ample l. The resulting germicidal detergent composition
has substantially the same properties as the composition
nate), higher alkyl sulfate detergent (e.g. sodium lauryl 50 of Example 1 and is stable for relatively the same period.
1 claim:
sulfate, potassium cetyl sulfate, triethanolamine lauryl
1. A clear sparkling germicidal detergent solution
sulfate, diethanolamine lauryl sulfate and ammonium
lauryl sulfate), sulfuric acid esters of polyhydric alcohols
comprising from about 5 to about 40% of a water~solu
incompletely esteri?ed with higher fatty acids (eg. so
ble organic anionic detergent, a small but effective amount
of a therapeutically effective form of neomycin equivalent
dium coconut monogylceride monosulfate), sulfated
hinher fatty acid amides (e.g. sodium lauric monoethanol
to from about 0.1 to 3% neomycin calculated as the free
base, and from about 0.1 to about 20% of a nonionic
amide sulfate), etc.
Among the suitable nonionic detergents are the poly
surface active agent selected from the group consisting
alkylene oxide condensates with hydrophobic organic
compounds, usually of an aliphatic or an aromatic struc
ture. Suitable examples thereof are the higher alkyl aryl
polyglycol ethers (cg. octylphenol or nonylphenol con
densed with 6 to 30 moles ethylene oxide), organic acid
esters with ethylene oxide (eg. tall oil esters with 6 to
30 moles of ethylene oxide), and alkyl aryl polyethylene
glycol ethers of polypropylene glycol having a molecular
weight of about 2,000 to 10,000, etc. Particularly pre
of the reaction product of octylphenol with from 6 to‘30
60 moles of ethylene oxide and the reaction product of
nonylphenoi with from about 6 to 30 moles of ethylene
oxide, the resulting clear sparkling solution having added
sufficient non-toxic organic acid and water to have a pH
of between about 5 and about 7 and total 100%.
2. The composition of claim 1 in which the anionic
detergent is triethanolamine lauryl sulfate.
3. A clear sparkling germicidal detergent solution con
sisting essentially of from about 5 to about 40% of tri
ferred surface active agents for use in the present inven
tion are the nonionic octylphenoxyethanol series of com—
ethanolamine lauryl sulfate, a small but effective amount
pounds sold under the trademark Triton, such as Triton 70 of a therapeutically effective form of neomycin equivalent
X-100, Triton X-114 etc. and corresponding to the
to from about 0.1 to 3% neomycin calculated as the free
formula:
base, from about 0.1 to about 20% of a nonionic surface
3,069,359
3
_
active agent selected from the ‘group consisting of the
reaction product of octylphenol With from 6 to 30 moles
of ethylene oxide and the reaction product of nonylphenol
with from about 6 to 30 moles of ethylene oxide, about
2% of a water-soluble derivative of lanolin, su?icient
citric acid to adjust the pH to between about 5 and about
7, and Water to a total of 100%, said solution being stable
_____________ __ Dec. 23,
______________ __ Mar. 31,
____________ __ Mar. 31,
______________ __ June 21,
.
'
761,269
Great Britain _______ __ Nov. 14, 1956
931,270
France ______________ __ Feb. 18, 1948
Cyr et a1 ______________ __ Apr. 10, 1962
FOREIGN PATENTS
OTHER REFERENCES
References Cited in the ?le of this patent
UNlTED STAT ES PATENTS
Lubowe
Johnson
Johnson
Lubowe
4
Reed ________________ __ Jan, 17, 1961
Goyan et al. , _________ __ Mar. 14, 1961
Parlour _____________ __ Apr. 11, 1961
‘for at least two months at 42° C.
2,865,859
2,880,130
2,880,138
2,942,008
'
2,968,628
2,975,099
2,979,410
3,029,188
10
Heatley et al.: J. Gen. Microbiology, vol. 6, 1952, p.
3O
1958
1959
1959
1960
J. Pharmacy, July 1952, p. 6243.
Dale: J.A.P.A., Prac. Pharrn. Ed, July 1957, pp. 421
425.
Livingood et al.: JAMA, 148:5, Feb. 2, 1952, pp.
334-9.
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