US2117796A - Antiseptics - Google Patents

Description

Patented May 17, 1938 UNITED STATES PATET OFFlC Eastman Kodak Company, Rochester, N. Y., a corporation of New Jersey Serial No. 114,227

No Drawing. Application December 4, 1936,

K 10 Claims.

This invention refers to antiseptics, and more particularly to antiseptics which are readily miscible with water. Its object is to provide disper- 'sions of certain germicides, which dispersions can be readily mixed with water to provide antiseptic solutions of good wetting power.

It is known that certain phenolic compounds, namely ortho-phenyl phenol (HO.CeH4.CsH5) 2 :4 5-trichlorop'henol (CsH2C13.0H) monochloro ortho-phenyl phenol (HQ.ClCsHa.CsH5), 3-chloro-4-hydroxy diphenyl (HO.C1C6H-3.C6H5) and 3- bromol-hydroxy diphenyl (HO.BIC6H3".C6H5), and their sodium salts, have germicidal properties. It is also known to disperse certain germicidal substances, such as the cresols, in soap solutions. However, the phenolic compounds belonging to the group just enumerated cannot be dispersed directly in soap solutions.

I have discovered that the phenolic compounds belonging to the group above enumerated are miscible with caustic-soluble hardwood oils, and that solutions of these phenolic compoundsin hardwood oils can be readily incorporated in aqueous soap solutions to form dispersions which can be easily mixed with water to give antiseptic and fungicidal solutions of good wetting power, even for greasy surfaces.

The caustic-soluble hardwood oils which I employ are derived from heavy hardwood oils and tars having boiling ranges from 170 C. to 310 C.

, These heavy oils and tars settle out of the raw pyroligneous' acid which results from the destructive distillation of hardwood, and are known as settled tar. The caustic-soluble portion may be isolated as follows: A 5-15% solution of sodium hydroxide is added to the hardwood oil, with stirring, until the mixture becomes alkaline. The neutral oils separate out, and sodium salts of the acidic components of the wood oil are formed.

The'greater portion of the neutral oils is removed mechanically, and the remainder by steam dis-- tillation. These neutral oils are discarded. The

solution of sodium salts is then treated with car- Percent Percent 40% cocoanut oil soap emulsion 50 50 Ethyl alcohol 13 13 Caustic-soluble hardwood oil 32 Phenolic compound belonging to above-enumerated group 5 3 Essential oil a 2 2 All proportions are given by weight. The phenolic compound is first dissolved in the caustic-soluble hardwood oil, and this solution is then mixed with the other ingredients. Obviously, the proportions of the ingredients may be varied widely, and I am not to be limited by the above examples except as indicated in the appended claims.

As much as 15% or even more of the phenolic compound may be' used. The essential oil may be omitted if thereis no reason for improving the odor of the composition. A small amount of potassium iodide or potassium bromide, for example 0.25 gram per 100 cc. of composition, may be added to prevent discoloration of theantiseptic composition in the light and air, as is described, in connection with liquid, antiseptic. toilet-soap, in the copending application of Louis J. Figg, Jr. and Edward E. Shaulis, Serial No. 100,037, filed September 9, 1936.

Of all the phenolic compounds belonging to the group enumerated above, I prefer to use monochloro ortho-phenyl phenol, because I have found that it is the most soluble in caustic-soluble hardwood oil.

What I claim as my invention, and desire to be secured by Letters Patent of the United States is:

1. An aqueous soap dispersion comprising caustic-soluble hardwood oil and an antiseptic phenol compound selected from the group consisting of ortho-phenyl phenol, 2 :4 5-trichloro-phenol, monochloro ortho-phenyl phenol, 3-chloro-4-hydroxy diphenyl, 3-bromo-4-hydroxy diphenyl, and their sodium salts, the caustic-soluble hardwood oil acting as a dispersing agent for the antiseptic phenol compound.

2. An aqueous soap dispersion comprising caustic-soluble hardwood oil and monochloro orthophenyl phenol, the caustic-soluble hardwood oil acting as a dispersing agent for the'monochloroortho-phenyl phenol.

3. Process of preparing an aqueous soap dispersion of an antiseptic phenol compound selected from the group consisting of ortho-phenyl phenol, 2:4:5-trichlorophenol, monochloro orthophenyl phenol, 3-chloro-4-hydroxy diphenyl, 3- bromo-4-hydroxy diphenyl, and their sodium salts, which comprises dissolving the antiseptic phenol compound in caustic-soluble hardwood oil and dispersing the resulting solution in an aqueous soap emulsion.

4. Process of preparing an aqueous soap dispersion of monochloro ortho-phenyl phenol, which comprises dissolving the monochloro orthophenyl phenol in caustic-soluble hardwood oil and dispersing the resulting solution in an aqueous soap emulsion.

5. An aqueous soap dispersion comprising caustic-soluble hardwood oil, an antiseptic phenol compound selected from the group consisting of ortho-phenyl phenol, 2 4 :5-trichloro-pheno1, monochloro ortho-phenyl phenol, 3-chloro-4- hydroxy diphenyl, 3-bromo-4-hydroxy diphenyl, and their sodium salts. and a sufficient quantity of a potassium halide selected from the group consisting of potassium bromide and potassium iodide to keep the dispersion from darkening in the light and air. I

6. -An aqueous soap dispersion comprising caustic-soluble hardwood oil, monochloro ortho-phenyl phenol, and a sufilcient quantity of a potassium halide selected from the group consisting of potassium bromide and potassium iodide to keep the dispersion from darkening in the light and air.

7. An aqueous soap dispersion comprising caustic-soluble hardwood 011, an antiseptic phenol compound selected from the group consisting of ortho-phenyl phenol, 2:4:5 trichlorophenol,

20 monochloro ortho-phenyl phenol, 3-ch1oro-4-hydroxy diphenyl, 3-bromo-4-hydroxy diphenyl, and their sodium salts, and approximately 0.25 gram, per 100 cubic centimeters, of a potassium halide selected from the group consisting of potassium bromide and potassium iodide. j

8. An aqueous soap dispersion comprising caustic-soluble hardwood oil, monochloro ortho-phenyl phenol, and approximately 0.25 gram, per 100 cubic centimeters, of a potassium halide selected from the group consisting of potassium bromide and potassium iodide.

9. A solution, in caustic-soluble hardwood oil, of an antiseptic phenol compound selected from the group consisting of ortho-phenyl phenol, 2 4 fi-trichloro-phenol, monochloro ortho-phenyl phenol, 3-chloro-4-hydroxy diphenyl, 3-bromo-4- hydroxy diphenyl, and their sodium salts.

10. A vsolution of monochloro ortho-phenyl phenol in caustic-soluble hardwood oil.

LOUIS J. FIGG, JR'..