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Publication numberUS3855140 A
Publication typeGrant
Publication dateDec 17, 1974
Filing dateMay 15, 1972
Priority dateJun 18, 1971
Also published asCA969442A1, DE2229549A1, DE2229549B2, DE2229549C3, US3960745
Publication numberUS 3855140 A, US 3855140A, US-A-3855140, US3855140 A, US3855140A
InventorsM Billany, A Longworth, J Shatwell
Original AssigneeIci Ltd
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Cleansing compositions
US 3855140 A
Abstract
The disclosure relates to cleansing compositions containing a soluble salt of chlorhexidine, a polyoxyethylenepolyoxypropylene block co-polymer and an inert diluent or carrier.
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Description  (OCR text may contain errors)

United States Patent [191 Billany et al.

[ Dec.'17, 1974 I CLEANSING COMPOSITIONS [75] Inventors: Michael Royston Billany; Arthur 1 Raymond Longworth; John Shatwell, all of Macclesfield, England [73] Assignee: Imperial Chemical Industries Limited, London, England [22] Filed: May 15, 1972 [21] Appl. No.: 253,102

[30] Foreign Application Priority Data June 18, 1971 Great Britain 28764/71 [52] US. Cl 252/106, 252/547, 424/326 [51] Int. Cl. .L. Clld 1/72, Cl 1d 3/48 [58] Field of Search 252/106, 107, 547:

[56] 1 References Cited UNITED STATES PATENTS 6,145 1/1967 Findland et a1. 252/106 4.183 6/1967 Priestley 260/584 FOREIGN PATENTS OR APPLICATIONS 815,925 7/1959 Great Britain 1,202,496 8/1970 Great Britain 993,044 5/1965 Great Britain 745,064 2/1956 Great Britain 159,111 9/1954 Australia 815,800 7/1959 Great Britain OTHER PUBLICATIONS Aromox AmineoxidesNew Products,-Applications,.

Opportunities, Armour & C0,, February 1964, pp. 1, 2, 4, 5, 6, 7.

Primary Examiner-Mayer Weinblatt Assistant Examiner-P. E. Willis Attorney, Agent, or Firm-Cushman, Darby & Cushman 57 ABSTRACT The disclosure relates to cleansing compositions con-- taining a soluble salt of chlorhexidine, a polyoxyethylenepolyoxypropylene block co-polymer and .an inert diluent or carrier.

6 Claims, N0 Drawings be used routinely by hospital ward staff.

The essential constituents of such a composition are a suitable salt of chlorhexidine and a surfactant. Very many common surfactants are, however, incompatible with chlorhexidine. Thus, anionic surfactants are known to destroy the antibacterial activity of chlorhexidine solutions by complexing with the cationic chlorhexidine, and cationic surfactants are not preferred be-' cause of their irritancy, and because in combination with a soluble chlorhexidine salt double decomposition can occur, with the formation of insoluble chlorhexidine salts and consequent loss of antibacterial activity. Amphoteric surfactants, with contain either anionic or cationic centres depending upon pH, suffer from the above described disadvantages of anionic and cationic surfactants, and are therefore equally unsuitable for the present purpose. Thus, for example, of 13 amphoteric surfactants examined as aqueous solutions containing 20 percent w/v of surfactant and 2 percent v/v of chlorhexidine gluconate (provided as a 20 percent w/v solution in water) the best combination possessed only 14 percent of the antibacterial activity of a 2 percent solution of chlorhexidine gluconate alone.

Non-ionic surfactants were therefore examined in combination with chlorhexidine gluconate (20 percent w/v of surfactant and 2 percent v/v of chlorhexidine gluconate provided as a 20 percent w/v solution) in water. Of 17 tion-ionic surfactants of various types which were investigated, only four possessed 70 percent or more of the antibacterial activity of a 2 percent solu-- wherein a, b and c are integers, having molecular weights between 1,000 and 16,000, and in which the terminal polyoxyethylene chains represent 10-80 percent of the molecule, which copolymers are available commercially under the trade name Pluronic. However, from the results of comparative tests, we have found that not all Pluronics are equally suitable for the present purpose.

Thus, according to the invention there is provided a composition comprising from 0.5 to 10.0 percent w/v of a salt of chlorhexidine which is soluble to the extent of at least 0.5 percent w/v in water at ambient temperature, and a polyoxyethylene-polyoxypropylene block copolymer consisting of 20-80 percent of polyoxyethylene, and wherein the polyoxypropylene part of. the polymer molecule has a molecular weight of between 1,000 and 2,750, together with an inert diluent or carner.

Suitable salts of chlorhexidine which are soluble in water at ambient temperature to the extent of at least 0.5 percent w/v are, for example, the gluconate, isethionate (2-hydroxyethanesulphonate), formate, acetate,

glutamate, succinamate, monodiglycollate, dimethanesulphonate, lactate, di-isobutyrate and glucoheptonate, and of these, the gluconate is particularly preferred.

Particular polyoxyethylene-polyoxypropylene block copolymers which are useful in the compositions of the invention are those known as Pluronics, and having the following designations, (wherein the figures in parentheses following the designation indicate the typical molecular weight of the polyoxypropylene part of the molecule, and the precentage of polyoxyethylene in the molecule, respectively):-

L44 (12,00 40), L62 (1750, 20), 1200, 63 (1750, 30), L64 (1750, 40),. P65 (1750, 50), F68 (1750, P75 (2050,50), F77 (2050, 70), P84 (2250, 40), P85 (2250, 50) and F87 (2250, 70).

Preferred Pluronics are those comprising 40 to 70 percent of polyoxyethylene, and wherein the typical molecular weight of polyoxypropylene is between about 2,000 and about'2,500. Particularly preferred ,Pluronics are those with a polyoxypropylene typical molecular weight of about 2,250, and containing 40 to 70 percent of polyoxyethylene, that is Pluronic"s P84, P85 and F87, which possess the optimum combination of foaming ability, mild detergency, viscosity, water solubility and non-irritancy. The surfactant of choice is Pluronic F87.

Preferred compositions contain from 10 to 30 per cent of Pluronic F87, ideally about 25 percent, and from 0.5 to 5.0 percent of chlorhexidine gluconate.

For user acceptability, the compositions should preferably possess ,moderate foaming properties, and to achieve this it is necessary to include'a foaming agent. Most foaming agents deactivate chlorhexidine to a large extent, but with amine oxide foaming agents the deactivation is kept to a minimum. Nevertheless, some deactivation is unavoidable, so it is preferable to use a surfactant having maximum foaming properties, so that the quantity of deactivating foaming agent is kept to a minimum. Pluronics P84, P85 and F87 have the greatest foaming ability and with these, the addition of 3.75 percent of an amine oxide foaming agent gives a composition having acceptable foaming properties, but

with other Pluronics it is necessary, in order to obtain a sufficiently foaming composition, to increase the quantity of foaming agent incorporated, and to increase also the quantity of chlorhexidine in order to overcome the deactivating effect of the additional foaming agent.

Suitable amine oxide foaming agents are, for example, cetyldimethylamine oxide, lauryldimethylamine oxide, cetylmethylmyristylamine, oxide and dimethylmyristylarnine oxide, and of these, cetyldimethylamine oxide is preferred as being the most stable and the least deactivating as a constituent of the composition of this invention.

An especially preferred group of compositions of the inventioncomprises those compositions containing 0.5 to 5.0 percent of chlorhexidine gluconate, about 25 percent of a copolymer as described above containing 40 to 70 percent of poloxyethylene, and witha polyoxypropylene typical molecular weight of about 2,250, and about 3.75 percent of an amine oxide foaming an inert diluent or carrier.

The compositions may also optionally contain perfumes, colouring agents and preservatives, forexample isopropyl alcohol, ethyl alcohol, methyl phydroxybenzoate or propyl p-hydroxybenzoate. It is also advantageous to adjust the pH of the composition to between and 7, preferably to about 5.5, to minimise the precipitation of insoluble chlorhexidine salts on storage. A suitable agent for adjusting the pH of the compositions is, for example, gluconolactone, or the acid from which the anion of the chlorhexidine salt in use is derived.

The invention is illustrated but not limited by the following Examples in which the parts are by weight:

EXAMPLE 1 EXAMPLE 2 The process described in Example 1 is repeated, using 0.05 percent w/v of Edicol Supra Ponceau 4R8 in place of Edicol Supra Carmoisine W.S., and adjusting the water content in proportion.

What we claim is:

l. A skin-cleansing composition which consists essentially of from 0.5 to 10.0 percent w/v of a salt of chlorhexidine which is soluble to the extent of at least 0.5 percent w/v in water at ambient temperature, se-

lected from the group consisting of the gluconate, isethionate, fonnat'e, acetate, glutamate, succinamate, mono-diglycollate, di-methanesulphonate, lactate, di-' isobutyrate and glucoheptonate salt, a polyoxyethylene-polyoxypropylene block copolymer of the formula HO-(CHz'CH2-0).;(CH-CH O) (CH -CHrOhH Hz b wherein a, b and c are integers, such that said copolymer consists of 70 percent of polyoxyethylene and wherein the molecular weight of the polyoxypropylene content is about 2250, and water.

2. The composition of claim 1 which contains be tween 10 and 30 percent of copolymer.

3. The composition of claim 1 which contains from 0.5 to 5.0 percent of chlorhexidine gluconate.

4. The composition of claim 1 which additionally contains an amine oxide foaming agent selected from the group consisting of cetyldimethylamine oxide, lauryldimethylamine oxide, cetylmethylmyristylamine oxide and dimethylmyristylamine oxide.

5. A composition according to claim 1 wherein gluconolactone is included to provide a pH between 5 and 7.

6. The composition of claim 1 which consists essentially of from 0.5 to 5.0 percent of chlorhexidine gluconate, 25 percent of the copolymer containing 70 percent of polyoxyethylene and with a polyoxypropylene molecular weight of about 2250, and about 3.75 percent of an amine oxide foaming agent selected from the group consisting of cetyldimethylamine oxide, lauryldimethylamine oxide, cetylmethylmyristylamine oxde and dimethylmyristylamine oxide, together with said water.

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US3296145 *Oct 21, 1965Jan 3, 1967Millmaster Onyx CorpQuaternary ammonium-tertiary amine oxide compositions
US3324183 *Feb 24, 1966Jun 6, 1967 Terg-o-tometee test results
AU159111A * Title not available
GB745064A * Title not available
GB815800A * Title not available
GB815925A * Title not available
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Non-Patent Citations
Reference
1 *Aromox Amineoxides New Products, Applications, Opportunities, Armour & Co., February 1964, pp. 1, 2, 4, 5, 6, 7.
2 *Pluronic Polyols in Cosmetics, Wyandotte Chem. Corp., 1968 (Lib. of Congress Catalog Card No. 68 54191) pp. 1 17.
3 *Pluronics, Wyandotte Chem. Corp., September 1954, pp. 2 4, 8 and 9.
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US3960745 *Oct 4, 1974Jun 1, 1976Imperial Chemical Industries LimitedChlorhexidine salt, polyoxyethylene-polyoxypropylene block copolymer
US3997458 *Apr 12, 1974Dec 14, 1976Deknatel, IncorporatedMethod of cleansing contaminated wounds and surgical scrub solutions for same
US4066566 *Mar 31, 1976Jan 3, 1978Lafant Research CompanyCleaning
US4326977 *Nov 10, 1980Apr 27, 1982Basf Wyandotte CorporationLiquid antiseptic cleaners with improved foaming properties
US4390442 *Apr 27, 1981Jun 28, 1983Plough, Inc.Non-stinging eye make-up remover composition
US4420484 *Nov 12, 1981Dec 13, 1983Sterling Drug Inc.Basic amino or ammonium antimicrobial agent-polyethylene glycol ester surfactant-betaine and/or amine oxide surfactant compositions and method of use therof
US4456543 *Jun 17, 1982Jun 26, 1984The Buckeye Cellulose CorporationNonionic surfactant
US4478821 *Jan 26, 1982Oct 23, 1984The Gillette CompanyWith polyhexamethylene biguanide hydrochloride
US4496322 *May 11, 1983Jan 29, 1985University Of Toronto Innovations FoundationBenzoin antimicrobial dental varnishes
US4642234 *Sep 12, 1984Feb 10, 1987University Of BathDisinfection of contact lenses
US5000867 *Mar 16, 1990Mar 19, 1991Lever Brothers CompanyDisinfectant compositions
US5719113 *Aug 28, 1996Feb 17, 1998Gojo Industries, Inc.Antimicrobial cleansing composition containing chlorhexidine, an amphoteric surfactant, and an alkyl polyglucoside
US5763412 *Apr 8, 1997Jun 9, 1998Becton Dickinson And CompanySurgical site preparation composition
US8173147Aug 15, 2008May 8, 2012Xttrium Laboratories, Inc.Gentle, non-irritating, non-alcoholic skin disinfectant
USRE29909 *Aug 4, 1977Feb 13, 1979Deknatel Inc.Ethylene oxide-propylene oxide block polymer nonionic surfactant, does not impair wound healing
USRE32300 *Jul 3, 1985Dec 2, 1986Sterling Drug Inc.Basic amino or ammonium antimicrobial agent-polyethylene glycol ester surfactant-betaine and/or amine oxide surfactant compositions and method of use thereof
DE3016110A1 *Apr 25, 1980Nov 6, 1980Bristol Myers CoAntibakterielle verbindungen, verfahren zu ihrer herstellung und daraus hergestellte mittel
WO1986002090A1 *Sep 24, 1985Apr 10, 1986Gluck Bruno AAntiseptic cleansing compositions
Classifications
U.S. Classification510/132, 510/506, 206/812, 510/386, 514/634, 510/488, 510/499, 510/131
International ClassificationC11D1/722, C11D3/37, C11D3/48
Cooperative ClassificationC11D1/722, C11D3/48, Y10S206/812, C11D3/3707
European ClassificationC11D3/48, C11D1/722, C11D3/37B2