US3250681A - Ethylidene diacetate as bacteriostat in cosmetic and other compositions - Google Patents

Description

ETHYLIDENE DIA'CETATE AS BACTERIOSTAT IN COSMETIC AND OTHER COMPOSITIONS Howard G. Zbornik, Caldwell, and Joseph J. Cahill, Jr.,

Colonia, N.J., assignors to Celanese Corporation of America, New York, N.Y., a corporation of Delaware No Drawing. Filed Dec. 4, 1961, Scr. No. 156,992 21 Claims. (Cl. 167-85) This invention relates to bacteriostat compositions. It more particularly relates to the use of ethylidene diacetate as a bacteriostat in certain applications.

These novel bacteriostat uses of ethylidene diacetate include cosmetics, toilet articles, household products, paints, coatings, paper products, foods, agricultural products, metal working fluids, plastics fibers and fabrics, and the like.

Ethylidene diacetate is an effective bacteriostat when employed from about 0.01% to by weight of the product in the above noted uses. In cosmetics, food, toilet articles, household products, fabrics and the like, it is desirable to maintain the proportion of ethylidene diacetate toward the lower end of this range with about 0.01 to 0.03 weight percent being preferred. In various industrial uses, such as'for example metal working fluids, agricultural products, some paper products, some paints, plastics and coatings, it is desirable to maintain the proportion of ethylidene diacetate at about 0.5 to 2 weight percent. Still other industrial applications of ethylidene diacetate as a bacteriostat permit the use of this material in proportions up to about 5 weight percent of the product. Of particular importance in this connection is the use of ethylidene diacetate to prevent slime formation in the paperindu's'try 'arfd in the treatment of soil to control pests, bacteria and fungus growth.

Other specific bacteriocidal uses of ethylidene diacetate include shampoos, lotions, hair spray, deodorants, soaps,

6 detergents, shaving creams, insecticides, insect repellants,

\ a t er base aints facial and toilet tissue, sanitary napkins, cotTdn swabs, leather articles, cheese, cheese wrappings, garment bag coatings, metal cutting or grinding fluids, fiber sizing, particularly starch sizings, mouth wash, fabric conditions, algaecide and others.

Soaps which are rendered bacteriostatic by the practice of this invention are generally characteriied as being salts of fatty acids, particularly sodium potassium or ammonium salts, which have been compounded with other constituents, such as perfumes for example, to produce a marketable product. By detergents is meant anionic, cationic and nonionic detergents the formulations of which may in some instances includeinorgaic phospha-tes. Anionic detergents are exemplified by the commercial heavy duty household products such as that sold under the trademark Tide and are generally mixtures of alkyl aryl sulfonates and higher alcohol sulfates (e.g. C-12 alcohols). Cationic detergents generally find use in industrial cleaning particularly in the textile industry and are generally quaternary ammonium salts such as cetyl pyridinium chloride. Nonionic detergents are ex emplified by ethylene oxide adducts of fatty alcohols or long chain aliphatic phenols (e.g. octadecyl phenol).

The following specificformulations serve to illustrate this invention but are in no way limiting thereon. All proportions are weight percent unless otherwise specified.

Cleansing cream Percent Beeswax 9 Parafiin l 0 Mineral oil 30 Cetyl alcohol 1 Deltyl extra 10 3,250,681 Patented May 10, 1966 Percent Ethylidene diacetate 0.5 Borax 1 Water 38 Perfume 0.5

Suntan lotion Glyceryl p-aminobenzoate 3 Propylene glycol ricinoleate l0 Glycerol 10 Alcohol 65 Water l0 Ethylidene diacetate 2 Shampoo Coconut oil .14 Olive oil 3 Castor oil 3 Potassium hydroxide 4.7 Glycerol 2 Ethanol -4 Sodium hexametaphosphate 1 Perfume 0.3 Ethylidene diacetate 0.2 Water 67.8

Oil base paint Titanium dioxide 26 Zinc oxide 2.75 Varnish 53.26 Liquid drier 2.49 Mineral spirits 13 Ethylidene diacetate 2.0

Water base paint Propylene glycol 5.12 Potassium tripolyphosphate 0.17 25% Tamol 731 0.67 Potassium carbonate 0.34 Ethylidene diacetate 2.20 Methyl cellulose (2% aqueous solution) 17.10 Titanium dioxide 38.50 ASP-400 8.55 Duramite 8.55 Celite 281 4.28 Nopco NDW 0.67 Water 13.85

Mouth wash Glycerol 20 Ascorbic acid 0.10 Ethylidene diacetate 0.10 Clove oil .02 Methyl salicylate .02 Ethanol 18 Water 61.76

Metal cutting fluid 18 parts by weight polyoxyethylene adduct of castor oil having a specific gravity of 0.98 to 0.985, a viscosity of 30S cs., an hydroxyl value of to and 18 percent combined ethylene oxide;

18 parts by weight polyoxyethylene adduct of castor oil having 40% combined ethylene oxide, a viscosity of 230 cs., a specific gravity at 25 C. of 1.015 to 1.017

and an hydroxyl value of 108 to 115;

5 parts by weight tertiary nonyl polysulfide;

5 parts by weight petroleum sulphonate;

54 parts by weight dipropylene glycol;

0.02 part by weight of dye;

5 parts by weight ethylidene diacetate;

0.15 part by weight masking agent; and

40 parts by Weight water.

Wulvll navy-m Two hundred milliliters of the emulsion as described above was mixed with one level teaspoon of degerminated corn meal and the mixture allowed to stand in a dark cabinet at ambient temperatures for 30 days during which time no rancidity was observed. In contrast to this an identical metal cutting fluid, without ethylidene diacetate, when admixed with cornmeal as described above, showed rancidity in 12 to 24 hours.

It is to be understood that the foregoing detailed description is given merely by way of illustration and that many variations may be made therein without departing from the spirit of our invention.

Having described our invention what we desire to secure by Letters Patent is:

1. A water base metal working fluid containing ethylidene diacetate as a bacteriostat.

2. A fluid as claimed in claim 1 wherein said ethylidene diacetate constitutes about 0.01 to about weight percent thereof.

3. A fluid as claimed in claim 1 wherein said ethylidene diacetate constitutes about 0.5 to about 2 weight percent thereof.

4. In the process of working metals using' a water based functional fluid as the metal working fluid; the improvement which comprises the incorporation of ethylidene diacetate as a bacteriostatin said metal working fluid.

5. A polyoxyethylene adduct of castor oil-dipropylene glycol metal cutting fluid containing ethylidene diacetate as a bacteriostat.

6. A cosmetic containing as a bacteriostat therein ethylidene diacetate.

7. Paint containing as a bacteriostat therein ethylidene diacetate.

8. Soap containing as a bacteriostat therein ethylidene diacetate.

9. Paper containing as a bacteriostat therein ethylidene diacetate.

10. The process of preventing slime formation in papermanufacturing equipment containing paper-making stock, which process comprises incorporating ethylidene diacetate into said stock as a bacteriostat.

11. The process of controlling earth bacteria and fungus which comprises treating said earth bacteria and fungus with ethylidene diacetate.

12. A fiber protected against mildew by impregnation with ethylidene diacetate.

13. A plastic having ethylidene diacetate applied thereto as a bacteriostat.

14. A cleansing cream having ethylidene diacetate therein.

15. A suntan lotion having ethylidene diacetate therein.

16. A shampoo having ethylidene diacetate therein.

17. A mouth wash having ethylidene diacetate therein.

18. A water base paint having up to about 5% ethylidene diacetate therein.

19. The process of controlling algae in running water which comprises adding ethylidene diacetate to said water.

20. The process claimed in claim 19 wherein said water is in a swimming pool.

21. A detergent having ethylidene diacetate admixed therewith.

References Cited by the Examiner UNITED STATES PATENTS 1,873,365 8/1932 Fargher et al 106-15 2,390,408 12/1945 Young 106-15 2,390,887 12/1945 Kling 106-15 2,474,412 6/1949 Berswo'rth 252-106 2,519,747 8/1950 Du Bois 252-106 2,578,210 12/1951 Silva 167-85 2,617,769 11/1952 Nichols et al. 252-395 2,628,197 2/ 1953 Killingsworth 252-495 2,692,231 10/1954 Stayner et a1. 210-64 2,711,397 6/1955 Owen et al. 167-87 XR 2,749,276 6/ 1956 Novak et al. 167-85 2,756,647 7/1956 Thompson Q. 162-161 2,767,088 10/1956 Crandall 162-161 2,840,503 6/1958 Whetstone et al. 167-22 XR 2,919,200 12/1959 Dubin et al. 106-15 2,921,882 1/1960 Leeds et al. 167-87 XR 2,921,885 1/1960 Bouchal 167-93 3,085,043 4/1963 Beaver et al. 167-22 3,085,928 4/1963 Hausweiler 167-22 OTHER REFERENCES Noller: Chemistry of Organic Compounds, W. B. Saunders Co., Philadelphia, Pa. (1957), p. 164.

JULIAN S. LEVITT, Primary Examiner. FRANK CACCIAPAGLIA, JR., Examiner. VERA C. CLARKE, Assistant Examiner.

Claims (1)

15. A SUNTAN LOTION HAVING ETHYLIDENE DIACETATE THEREIN.