|Publication number||US3855140 A|
|Publication date||Dec 17, 1974|
|Filing date||May 15, 1972|
|Priority date||Jun 18, 1971|
|Also published as||CA969442A, CA969442A1, DE2229549A1, DE2229549B2, DE2229549C3, US3960745|
|Publication number||US 3855140 A, US 3855140A, US-A-3855140, US3855140 A, US3855140A|
|Inventors||M Billany, A Longworth, J Shatwell|
|Original Assignee||Ici Ltd|
|Export Citation||BiBTeX, EndNote, RefMan|
|Patent Citations (8), Non-Patent Citations (3), Referenced by (20), Classifications (18)|
|External Links: USPTO, USPTO Assignment, Espacenet|
United States Patent [191 Billany et al.
[ Dec.'17, 1974 I CLEANSING COMPOSITIONS  Inventors: Michael Royston Billany; Arthur 1 Raymond Longworth; John Shatwell, all of Macclesfield, England  Assignee: Imperial Chemical Industries Limited, London, England  Filed: May 15, 1972  Appl. No.: 253,102
 Foreign Application Priority Data June 18, 1971 Great Britain 28764/71  US. Cl 252/106, 252/547, 424/326  Int. Cl. .L. Clld 1/72, Cl 1d 3/48  Field of Search 252/106, 107, 547:
 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.
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|Citing Patent||Filing date||Publication date||Applicant||Title|
|US3960745 *||Oct 4, 1974||Jun 1, 1976||Imperial Chemical Industries Limited||Cleansing compositions|
|US3997458 *||Apr 12, 1974||Dec 14, 1976||Deknatel, Incorporated||Method of cleansing contaminated wounds and surgical scrub solutions for same|
|US4066566 *||Mar 31, 1976||Jan 3, 1978||Lafant Research Company||Denture cleaner|
|US4326977 *||Nov 10, 1980||Apr 27, 1982||Basf Wyandotte Corporation||Liquid antiseptic cleaners with improved foaming properties|
|US4390442 *||Apr 27, 1981||Jun 28, 1983||Plough, Inc.||Non-stinging eye make-up remover composition|
|US4420484 *||Nov 12, 1981||Dec 13, 1983||Sterling 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, 1982||Jun 26, 1984||The Buckeye Cellulose Corporation||Bisbiguanide based antibacterial cleansing products|
|US4478821 *||Jan 26, 1982||Oct 23, 1984||The Gillette Company||Inhibition of body odor|
|US4496322 *||May 11, 1983||Jan 29, 1985||University Of Toronto Innovations Foundation||Benzoin antimicrobial dental varnishes|
|US4642234 *||Sep 12, 1984||Feb 10, 1987||University Of Bath||Disinfection of contact lenses|
|US5000867 *||Mar 16, 1990||Mar 19, 1991||Lever Brothers Company||Disinfectant compositions|
|US5719113 *||Aug 28, 1996||Feb 17, 1998||Gojo Industries, Inc.||Antimicrobial cleansing composition containing chlorhexidine, an amphoteric surfactant, and an alkyl polyglucoside|
|US5763412 *||Apr 8, 1997||Jun 9, 1998||Becton Dickinson And Company||Film-forming composition containing chlorhexidine gluconate|
|US8173147||May 8, 2012||Xttrium Laboratories, Inc.||Gentle, non-irritating, non-alcoholic skin disinfectant|
|US20100040657 *||Feb 18, 2010||Kevin Scott Creevy||Gentle, non-irritating, non-alcoholic skin disinfectant|
|US20140378550 *||Jun 9, 2014||Dec 25, 2014||Coloplast A/S||Antimicrobial cleanser|
|USRE29909 *||Aug 4, 1977||Feb 13, 1979||Deknatel Inc.||Method of cleansing contaminated wounds|
|USRE32300 *||Jul 3, 1985||Dec 2, 1986||Sterling 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, 1980||Nov 6, 1980||Bristol Myers Co||Antibakterielle verbindungen, verfahren zu ihrer herstellung und daraus hergestellte mittel|
|WO1986002090A1 *||Sep 24, 1985||Apr 10, 1986||Gluck Bruno A||Antiseptic cleansing compositions|
|U.S. Classification||510/132, 510/506, 206/812, 510/386, 514/634, 510/488, 510/499, 510/131|
|International Classification||C11D1/722, C11D3/37, C11D3/48|
|Cooperative Classification||C11D1/722, C11D3/48, Y10S206/812, C11D3/3707|
|European Classification||C11D3/48, C11D1/722, C11D3/37B2|