US1984646A

US1984646A - Germicidal preparation

Info

Publication number: US1984646A
Application number: US646963A
Authority: US
Inventors: Klarmann Emil
Original assignee: Lehn & Fink Inc
Current assignee: Lehn & Fink Inc
Priority date: 1932-12-13
Filing date: 1932-12-13
Publication date: 1934-12-18
Anticipated expiration: 1951-12-18

Description

Patented 1')... 18, 1934 UNITED STATES GERMICIDAL PREPARATION Emil Klarmann, Jersey City, N. J., assignor to Lehn & Fink, Inc., Bloomfield, N. J., a corporation of Delaware No Drawing. Application December 13, 1932, Serial No. 646,963

1'! Claims.

The present invention relates toimprovements in germicidal preparations and more particularly to such preparations containing cyclohexyl phenols. In accordance with the present invention the cyclohexyl phenols are available for use in an effective form as germicides, as constituents of mixed germicidal preparations, in which they are found to be capable of decidedly enhancing the germicidal efficiency thereof.

In preparing germicidal materials in. accordance with the present invention, the cyclohexyl phenol is suitably incorporated in dispersed form in an aqueous vehicle, employing as the dispersing agent a soap, such as, the soluble alkali metal soaps of fatty acids of corn oil, linseed oil, olive oil, or other vegetable or animal fatty oils, or mixtures of such soaps. The resulting dispersion is incorporated as a constituent with other germicidal agents in a composite preparation. In such composite preparations, the cyclohexyl phe-'- nols, when present in dispersed form as hereinbefore set forth, definitely enhance the bactericidal effectiveness of the mixture and of the other constituents thereof.

In preparing dispersions of the cyclohexyl phenols in accordance with the present invention, the proportion of soap may vary widely, ranging from 1 to 3 or evento 5 times t proportion of the cyclohexyl phenols. While otassium soaps are preferred, the sodium, ammonium or other soluble soaps may likewise be employed. Slightdifferences in bactericidal effectiveness may be found with different soaps and in general it is preferred to employ soaps of vegetable fatty acids, such as those of corn oil, castor oil or the like.

The concentration of the cyclohexyl phenol in conjunction with the other bactericidal or germicidal. agents in the preparation may be varied within wide limits. For general use, a concentration of about 5% of the total of the germicidal agents has been found to be satisfactory, althofi gh'more or less concentrated dispersions may: of course, be prepared, say from 1 to 10%. For application, the products may be diluted to any desired concentration, say to 5% or even to as low as 0.5%. In preparing a product containing additional effective agents, a fairly concentrated dispersion of the cyclohexyl phenol may be prepared and added to a solution or similar dispersion of the other agents.

Ortho-cyclohexyl phenol, in an aqueous dispersion with castor oil soap amounting to 2.5

sion of'this character for commercial purposes is one containing 5% of ortho-cyclohexyl phenol and 12.5% of castor oil soap.

The ortho-cyclohexyl phenol has the power of materially enhancing the efiectiveness of mixtures thereof with other germicides. Ordinarily, the bactericidal effectiveness of a mixture of germicides is approximately the mean of the effectiveness of the germicidal constituents. With ortho-cyclohexyl phenol; in germicidal preparations of the character above described, the effectiveness of the mixture is substantially higher than the mean of the constituents.

For example, in a dispersion ith 2.5 times the quantity of castor oil soap, para-chlorophenol 1 has a phenol coefficient with respect to B. typhosus of about 13.3 and para-chloro-meta-cresol of about 33.3.

If a mixture of para-chlorophenol and orthocyclohexyl phenol is employed in equal amounts and dispersed in water with castor oil soap, the proportion of the castor oil soap being 2.5 times that of the combined germicides, the phenol coeificient with respect to B. typhosus is found to be about 43.8, although the calculated effectiveness is about 20.5, the actual bactericidal eifectiveness of the mixture being thus more than twice that theoretically expected Similarly with para-chloro-meta-cresol and ortho-cyclohexyl phenol, under the same conditions, the phenol coeflicient of the mixture with respect to B. typhosus is found to be 55.6, although the theoretical phenol coefllcient would be about 30.5. Here again, the bactericidal effectiveness of the mixture is markedly higher than would be expected. 35

On the other hand; a mixture of equal parts of para-chloro-meta-cresol and para-chlorophenol, under the same conditions, has a phenol coefiicient with respect to B; typhosus of about 22.2, closely approximating the calculated mean, which I! is 23.5. V

As a further example, in a dispersion with corn oil soap in which the proportion of the soap istwice that'of the ortho-cyclohexyl phenol (the base dispersion containing 2% of the phenol and 4% of sodium corn oil soap), ortho-cyclohexyl phenol is found to have a phenol coeflicient of about 18.8 with respect to B. typhosus. In similar dispersions, para-cresol has a bactericidal effectiveness of 2.5; meta-xylenol of 5.6, and cres ol (U. S. P.) of about 2.8.

A mixture of equal parts of para-cresol and ortho-cyclohexyl phenol, in a similardis ersion, has a phenol coeflicient to B. t us 20, the calculated phenol coefilcient for th mixture being 10.6. A similar dispersion of equal parts of meta-xylenol and ortho-cyclohexyl phenol showed a phenol coeificient of about 22.2 for the mixed germicides, the calculated phenol coefficient being 12.2. In a mixture of cresol (U. S. P.) and ortho-cyclohexyl phenol of similar character, the mixed germicides had a phenol coeffipreparation, particularly with phenolic germicides, it enhances the activity of the germicide present or has an equivalent action. Thus, in a dispersion containing a mixture of para-chlorometa-cresol and para-cyclohexyl phenol in the proportions of 4 to 1, with 2.5 times as much castor oil soap as of the mixed germicides, the latter had a phenol coeflicient with respect to B. typhosus of about 33.3. This is the equivalent to the phenol coefficient of para-chloro-meta-cresol alone; and sinceonly 80% of the total germicides present is para-chloro-meta-cresol, 'it is apparent that the bactericidal effectiveness of the mixture has been enhanced since the expected bactericidal eifectiveness'would be in the order of With a similar dispersion in which the mixed germicides are para-chlorophenol and paracyclohexyl phenol in the proportions of 4 to 1, the phenol coefficient of the mixed germicides was found to be 22.2. Since the phenol coeflicient of para-chlorophenol alone in a similar dispersion is only 13.3, and only 80% of the mixed germicides is para-chlorophenol, it is apparent that the addition of the para-chlorohexyl phenol in dispersed form has resulted in a material enhancement of the germicidal efliciency of the mixture. The enhancing effect of the cyclohexyl phenols is found in mixtures with other germicidal preparations and particularly with phenolic germicides, phenol itself and others.

scribed in connection with details of specific examples embodying the same, it is not intended that it shall be regarded as limited thereto, except in so far as included in the accompanying claims.

I claim:

LA germicidal preparation comprising a cyclohexyl phenol, a substituted phenolic body of the class consisting of alkylated and halogenated phenols and having germicidal proper-.

ties, an aqueous vehicle and a dispersing agent.

2. A germicidal preparation comprising. a cyclohexyl phenol, a halogenated phenol, and a soluble soap in an aqueous vehicle.

3. A germicidal preparation comprising ortho cyclohexyl phenol, a substituted phenolic body of the class consisting of alkylated and halogenated phenols and having germicidal properties, an aqueous vehicle and a dispersing agent. 4. A germicidal preparation comprising orthocyclohexyl phenol, a halogenated phenol, and a soluble soap in an aqueous vehicle.

5. A germicidal preparation comprising paracyclohexyl phenol, a substituted phenolic body of the class consisting of alkylated and halogenated phenols and having germicidal properties, an aqueous vehicle and a dispersingagent.

6. A germicidal preparation comprising paracyclohexyl phenol, a halogenated phenol, and a soluble soap in an aqueous vehicle.

7. A germicidal preparation comprising orthocyclohexyl phenol, para-chlorop'henol, a soluble soap and an aqueous vehicle.

8. A germicidal preparation comprising orthocyclohexyl phenol, para-chloro-meta-cresol, a soluble soap and an aqueous vehicle.

9. A germicidal preparation comprising orthocyclohexyl phenol, para-cresol, a soluble soap and .an aqueous vehicle.

10. A germicidal preparation comprising paracyclohexyl phenol, para-chloro-meta-cresol, a soluble soap and an aqueous vehicle.

' 11. A germicidal preparation comprising paracyclohexyl phenol, para-chloro-phenol, a soluble soap and an aqueous vehicle.

12. A germicidal preparation comprising ortho-cyclohexyl-phenol, an alkyl-substituted phenol, a soluble soap and an aqueous vehicle.

13. A germicidal preparation comprising a cyclohexyl phenol and a substituted phenolic body of the class consisting of alkylated and halogenated phenols and having germicidal properties in aqueous dispersion.

14. A germicidal preparation comprising ortho-cyclohexyl phenol and a substituted phenolic.

body of the class consisting of alkylated and halogenated phenols and having germicidal prop erties in-aqueous dispersion.

15. A germicidal preparation comprising paracyclohexylphenol and a a substituted phenolic body of the class consisting of alkylated and halogenated phenols and having germicidal properties in aqueous-dispersion.

16. A germicidal preparation comprising a cyclohexyl phenol and a halogenated phenol in aqueous dispersion.

17. A germicidal preparation comprising a cyclohexyl phenol and an alkyl-substituted phenol in aqueous dispersion.

EMIL KLARMANN'.