US3069358A - Germicidal detergent composition - Google Patents

Germicidal detergent composition Download PDF

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Publication number
US3069358A
US3069358A US723942A US72394258A US3069358A US 3069358 A US3069358 A US 3069358A US 723942 A US723942 A US 723942A US 72394258 A US72394258 A US 72394258A US 3069358 A US3069358 A US 3069358A
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detergent composition
hexachlorophene
germicidal
parts
germicidal detergent
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US723942A
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Blodinger Jack
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Wyeth Holdings LLC
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American Cyanamid Co
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Detergent Compositions (AREA)

Description

United States Patent G 3,069,358 GERMICIDAL DETERGENT COMPOSITION Jack Blodinger, Monsey, N.Y., assignor to American Cyanamid Company, New York, N.Y., a corporation of Maine No Drawing. Filed Mar. 26, 1958, Ser. No. 723,942 1 Claim. (Cl. 252107) This invention relates to a germicidal detergent composition containing hexachlorophene.
Hexachlorophene [2,2' methylenebis( 3,4,6 trichlorophenol)] is a well-known germicidal agent and has been used in soaps and various soap preparations. It is known that hexachlorophene is practically insoluble in water. It can be dissolved by the use of strong alkali resulting in solutions having a pH well above pH 9. Hexachlorophene can also be dissolved by the addition to soaps which have a pH above about 9. A solution of such high alkalinity, however, has a deleterious effect on the skin and frequent washings with such germicidal soaps or solutions can cause severe irritation of the skin.
It would be highly desirable to be able to prepare a germicidal detergent composition containing hexachlorophene in solution which would have a pH near that of the body, that is a pH of about S-7, but heretofore this has not been possible because hexachlorophene is not soluble at such relatively low hydrogen ion concentrations.
I have now discovered a Way of preparing germicidal detergent compositions containing hexachlorophene in solution at a desirably low pH of about -7 and in which the hexachlorophene is rendered soluble by the addition thereto of a certain specific class of nonionic surface active agents.
In carrying out the present invention, hexachlorophene is first dissolved in a nonionic surface active agent of the type described more particularly hereinafter. Preferably the hexachlorophene is dissolved in the nonionic detergent by heating at a temperature of from about 50 to 70 C. The resulting clear solution is then diluted with water to the desired concentration. A stable, germicidal solution is obtained which is stable even after adjusting the pH to between about 5'-7 if necessary. The hexachlorophene is usually present to the extent of between about /2 and 5% by weight.
It is also within the scope of the present invention to incorporate a small amount of the antibiotic known as neomycin (cf. United States patent to Waksman No. 2,799,620) into the detergent composition. The nonionic surface active agent apparently renders the neomycin compatible with such solutions and prevents precipitation of the neomycin which normally occurs in such compositions when the pH is around neutrality. Usually a small amount, from about 0.1 to about 3%, of neomycin sufiices for purposes of obtaining the additional bacteriostatic effect.
Among the suitable anionic detergents are the watersoluble higher fatty acid soaps (e.g. sodium lauryl sulfate, sodium salts of higher fatty acids derived from coconut 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 (e.g. sodium dodecylbenzenesulfonate, sodium laurylbenzenesulfonate), higher alkyl sulfate detergent (e.g. sodium lauryl sulfate, potassium cetyl sulfate, triethanolamine lauryl sulfate, diethanolamine lauryl sulfate and ammonium lauryl sulfate), sulfuric acid esters of polyhydric alcohols incompletely esterified with higher fatty acids (e.g. sodium coconut monoglyceride monosulfate), sulfated higher fatty acid amides (e.g. sodium lauric monoethanolamide sulfate), etc. The anionic detergent is added for the purpose of increasing the detergency of the ICC formula:
CaHry-(O 011,011,) .on
and wherein n is from 6-30, and the nonylphenoxypolyoxyethylene compounds sold under the trademark Igepal and corresponding to the formula:
ogmwgwomonnnon wherein n is from 6-30. The nonionic surface active agent is usually employed in an amount ranging from about 1 to 40% by weight.
The invention will be described in greater detail in conjunction with the following specific examples in which the parts are by Weight unless otherwise specified.
Example 1 A germicidal detergent composition is prepared'by dissolving five parts of hexachlorophene in 10 parts by volume of Triton X-l00 (reaction product of 9-10 moles of ethylene oxide with octylphenol) with heating at 60 to C. The resulting clear solution is added to parts by volume of water with stirring. A clear solution results and shows no change on standing for long periods of time at 5 C.
Example 2 A germicidal detergent composition is prepared by dissolving 0.15 part of neomycin sulfate in 40 parts by volume of water. 5 parts of hexachlorophene are dissolved in 10 parts by volume of Triton X400. The hexachlorophene solution is added to the neomycin solution and 10 parts by volume of Triton X-l14 (reaction product of 7-8 moles of ethylene oxide with octylphenol) are added along with 2.5 parts of Lanogel 41 (a watersoluble derivative of lanolin) and 20 parts by volume of triethanolamine lauryl sulfate. Distilled water is added to bring the volume up to 100 parts. A clear sparkling yellow solution with a pH of 5.5 is obtained. The resulting solution is stable as to the neomycin and hexachlorophene for a period of at least one year at a temperature of 25 C. and for two months at 42 C. or for one week at 56 C.
Example 3 A germicidal detergent composition is prepared as in Example 2 except that Triton X-114 is omitted. A storage stable composition is obtained.
Example 4 A germicidal detergent composition is prepared as in Example 2 except that Triton X-100 is omitted. A storage stable detergent composition is obtained.
Example 5 A germicidal detergent composition is prepared as in Example 2 except that 8 parts of Igepal CO-710 (nonylphenoxypolyoxyethylene) is used in place of the Triton X-100 used in Example 2. A storage stable composition is obtained.
I claim:
A germicidal detergent composition consisting essentially of from about 1 to about 40% of a nonionic surface from about 0.1 to about 3% of a therapeutically effective,
form of neornycin, and suflicient Water to total 100%, the resulting composition having a pH of between about 5 and about 7, and being storage stable for at least about a year at 25 C.
References Cited in the file of this patent UNITED STATES PATENTS 2,303,932 Guild Dec. 1, 1942 2,484,784 Craige et a1 Oct. 11, 1949 2,865,859 Lubowe Dec. 23, 1958 2,880,130 Johnson Mar. 31, 1959 2,880,138 Johnson Mar. 31, 1959 2,942,008 Lubowe June 21, 1960 2,961,375 Shaw Nov. 22, 1960 2,968,628 Reed Ian. 17, 1961 2,975,099 Goyan et al Mar. 14, 1961 2,979,410 Parlour Apr. 11, 1961 3,029,188 Cyr et al. Apr. 10, 1962 FOREIGN PATENTS 761,269 Great Britain Nov. 14, 1956 OTHER REFERENCES NNR, New and Nonofiicial Remedies, 1955, Lippincott Co., Philadelphia, Pa., p. 71.
American Drug Index, Lippincott Co., Philadelphia, Pa. (1956), p. 380.
Antarox A200, Antara Products, General Aniline and Film Corp. New York (1950), 6 p. brochure, p. 6 relied upon.
Gregg et al.: J.A.P.A., Sci. Ed., vol. 40, Solubility and Bacterial Studies of Hexachlorophene, August 1951, pp. 390 et seq.
Traub: Arch. Dermatol. and SyphiloL, vol. 52, 1945, p. 385.
Dale: J.A.P.A., Prac. Pharm. Ed., July 1957, Compatibility of Neomycin Sulfate, pp. 421-425.
Protosil: J.A.P.A. Prac. Pharm. Ed., August 1956, p. 547.
US723942A 1958-03-26 1958-03-26 Germicidal detergent composition Expired - Lifetime US3069358A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3174905A (en) * 1962-03-12 1965-03-23 American Cyanamid Co Methods and compositions for rendering textile materials soft, germ resistant and antistatic
US3951841A (en) * 1972-06-08 1976-04-20 Discwasher Inc. Phonograph record cleaning composition
US4547307A (en) * 1981-09-17 1985-10-15 Udo Hoppe Cake of soap with deodorizing action
WO2005044965A1 (en) * 2003-11-10 2005-05-19 Schwarzwälder Marketing Gmbh & Co. Use of a solution comprising at least one nonionic surfactant

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2303932A (en) * 1940-03-02 1942-12-01 Bruno T Guild Personal cleaning composition
US2484784A (en) * 1945-07-17 1949-10-11 Allied Lab Inc Bactericidal compositions
GB761269A (en) * 1953-04-24 1956-11-14 American Cyanamid Co Improvements in or relating to antiseptic detergent compositions and process of making the same
US2865859A (en) * 1956-11-09 1958-12-23 Irwin I Lubowe Solubilizing of mineral, vegetable, animal oils for cosmetic, pharmaceutical and industrial purposes
US2880138A (en) * 1956-12-24 1959-03-31 Upjohn Co Anti-inflammatory steroid solutions
US2880130A (en) * 1956-12-24 1959-03-31 Upjohn Co Anti-inflammatory steroid solutions
US2942008A (en) * 1956-12-10 1960-06-21 Irwin I Lubowe Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes
US2961375A (en) * 1957-08-27 1960-11-22 Charles G Shaw Nontoxic fungicidal preparations
US2968628A (en) * 1958-10-17 1961-01-17 Shulton Inc Propellant composition
US2975099A (en) * 1958-06-25 1961-03-14 Upjohn Co Polyethylene glycol suppository bases
US2979410A (en) * 1957-05-13 1961-04-11 Tee Pak Inc Food package and packaging film therefor
US3029188A (en) * 1958-02-20 1962-04-10 Olin Mathieson Gelatin adhesive pharmaceutical preparations

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2303932A (en) * 1940-03-02 1942-12-01 Bruno T Guild Personal cleaning composition
US2484784A (en) * 1945-07-17 1949-10-11 Allied Lab Inc Bactericidal compositions
GB761269A (en) * 1953-04-24 1956-11-14 American Cyanamid Co Improvements in or relating to antiseptic detergent compositions and process of making the same
US2865859A (en) * 1956-11-09 1958-12-23 Irwin I Lubowe Solubilizing of mineral, vegetable, animal oils for cosmetic, pharmaceutical and industrial purposes
US2942008A (en) * 1956-12-10 1960-06-21 Irwin I Lubowe Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes
US2880138A (en) * 1956-12-24 1959-03-31 Upjohn Co Anti-inflammatory steroid solutions
US2880130A (en) * 1956-12-24 1959-03-31 Upjohn Co Anti-inflammatory steroid solutions
US2979410A (en) * 1957-05-13 1961-04-11 Tee Pak Inc Food package and packaging film therefor
US2961375A (en) * 1957-08-27 1960-11-22 Charles G Shaw Nontoxic fungicidal preparations
US3029188A (en) * 1958-02-20 1962-04-10 Olin Mathieson Gelatin adhesive pharmaceutical preparations
US2975099A (en) * 1958-06-25 1961-03-14 Upjohn Co Polyethylene glycol suppository bases
US2968628A (en) * 1958-10-17 1961-01-17 Shulton Inc Propellant composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3174905A (en) * 1962-03-12 1965-03-23 American Cyanamid Co Methods and compositions for rendering textile materials soft, germ resistant and antistatic
US3951841A (en) * 1972-06-08 1976-04-20 Discwasher Inc. Phonograph record cleaning composition
US4547307A (en) * 1981-09-17 1985-10-15 Udo Hoppe Cake of soap with deodorizing action
WO2005044965A1 (en) * 2003-11-10 2005-05-19 Schwarzwälder Marketing Gmbh & Co. Use of a solution comprising at least one nonionic surfactant
US20070093405A1 (en) * 2003-11-10 2007-04-26 Ursula Maier Use of a solution comprising at least one nonionic surfactant

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