US2085318A

US2085318A - Germicidal preparation

Info

Publication number: US2085318A
Application number: US58141A
Authority: US
Inventors: Klarmann Emil
Original assignee: Lehn and Fink Products Corp
Current assignee: Lehn and Fink Products Corp
Priority date: 1936-01-08
Filing date: 1936-01-08
Publication date: 1937-06-29
Anticipated expiration: 1954-06-29

Description

Patented June 29, 1937 UNITED STATES PATENT OFFICE GERMICIDAL PREPARATION Emil Klarmann, Bloomfield, N. 5., assignor to Lehn & Fink Products Corporation, Bloomfield, N. J., a corporation of Delaware No Drawing. Application January 8, 1936, Serial No. 58,141

11 Claims.

employed as constituents of mixed germicidal preparations, in which they are found to be capable of decidedly enhancing the germicidal efficiency thereof.

By operating in accordance with the present invention, I am able to secure a product of enhanced and uniform bactericidal or germicidal activity, readily and uniformly soluble and dispersible in aqueous media in all proportions. Furthermore, I have found that, by combining, in products in accordance with the present invention, tertiary butyl phenol or the alkyl substituted derivatives thereof, particularly phenols and halogenated or alkylated halogenated phenolic compounds, their combined effectiveness is greatly increased beyond that to be expected or normally found in mixtures of bactericidal compounds.

In accordance with the present invention I may form a bactericidal preparation containing para-tertiary butyl phenol and/or the alkyl substituted derivatives and having uniform bactericidal effectiveness by incorporating the same in dispersed form in an aqueous vehicle. These compounds may be dispersed by diluting their alcoholic solutions with water and as these compounds show a germicidal effect at very low concentrations, the amount of alcohol used may be regarded as negligible for all intensive purposes. The dispersion of the germicidal agents may also be affected by other means, for example, by small proportions of castor oil soap, corn oil soap or the like.

The concentration of the butyl-phenol or its alkyl substituted derivatives such as the butyl cresol in the preparation may be varied within wide limits. I have found a concentration of to be satisfactory for general use, although more or less concentrated products may, of course, be prepared. The product may be diluted to any desired concentration, for use say to 5% or more and even to as low as about 0.017%. In such preparations, containing negligible quantities of alcohol, the para-tertiary-butyl-phenol is found to have a phenol coefficient of 33.3 with respect to B. typhosus (20 C.), using the F. D. A. technique; and the para-tertiary-butyl-meta-cresol is found to have a phenol coefficient of 38.9 with respect to B. typhosus under the same conditions. 5 I have also found that in such preparations, para-tertiary butyl phenol or its alkyl-substituted derivatives, in combination with other bactericidal agents of similar character and particularly phenols and alkyl and halogenated phenols. 7

have the peculiar property of enhancing the bactericidal effect of the mixtures. In general and in contradistinction to my discovery, the bactericidal efiectiveness of mixtures of bactericides is found to closely approximate the arithmetical means of the substances contained in the mixture, when figured on the basis of the total amount of bactericidal agents present.

For example, in aqueous dispersions of the germicide made as above described, and in concentrations as indicated below, the following phenol coefficients with respect to B. typhosus are found:

Mixtures of equal parts of bactericides (not including p. tertiary butylphenol or p. tertiary butyl-m-cresol) are in general found to have an effectiveness which closely approaches the calculated arithmetical means of the phenol 00- efficients of these compounds, as disclosed in my prior Patents No. 1,953,413, dated April 3, 1934; and No. 1,984,646, dated December 18, 1934.

However, when these substances are combined in a germicidal preparation with para-tertiary butyl phenol and/or alkyl-substituted para-tertiary butyl phenols, their combined effectiveness is much higher than the arithmetical means of the constituents. Thus, in a series of preparations containing para-tertiary butyl phenol or para-tertiary butyl-meta-cresol and another germicidal compound in an aqueous emulsion as hereinbefore described; that is with equal proportions of the germicides included in the mixture, the following results were secured (with respect to B. typhosus) 2 Phenol coelficieut M111. germ. cone. in percent Gerrnicides in mixture Cab 5 10 15min. Found cu- Inc.

leted p-tert. butyl phenol and p-chloro-m-cresol 122250 1:2500 122750 27.8 21.4 30 p-tert. butyl phenol and p-chlorophenol. 122250 122500 122500 27.8 18.8 48 p-tert. butyl phenol and p-chloro-mxylenol 123500 124000 124000 44.4 33.3 33 p-tert. butyl phenol and m-xylenol 122000 122250 122250 25.0 1.9.2 30 p-tert. butyl-m-cresol and p-chloro-mcresol 1:4500 125000 125000 55.5 24.2 129 p tert. butyl-m-cre- 501 and p-chlorophenol 123500 1:4000 124000 44.4 21.6 106 p-tert. butyl-m-cresol and p-chloro-mxylenol 1:5000 1:6000 126000 66.7 3 6.1 84 p-tert. butyl-m-cresol and m-xylenol 123000 123250 123250 36.1 22.0 63 p-tert. butylm-cresol and p-cresol 122500 122500 122500 27.8 20.7 34 p-tert. butyl-m-cresol andU.S.P.cresol .1:2500 122500 1:2500 27.8 20.8 34

A similar increased effectiveness is found in mixtures of phenol (carbolic acid) and para-tertiary butyl phenol or para-tertiary butyl-m-cresol or other alkyl substituted derivatives of the tertiary butyl phenol.

It is thus apparent that para-tertiary butyl phenol and the alkyl substituted derivatives: thereof have a marked effect in augmenting the germicidal effectiveness of other germicidal compounds in admixture therewith.

A similar enhancement of eiiectiveness is found with other bacteria, such as B. 0012. Mixtures of para-tertiary-butyl-xylenol, para-tertiary butyl ethyl phenol and other alkyl-substituted para-tertiary butyl phenols with other germicides similarly show an enhanced germicidal effectivness. .A similar action may be found in this admixture with otherhalogenated phenols than thosehereinbefore referred to, such as the corresponding bromo and iodo compounds and other halogenated phenol derivatives.

It is readily apparent that various flavoring or perfuming constituents, soluble substances capable of modifying surface tension, bland oils or the like may be introduced into the aqueous vehicle of the germicidal preparation made in accordance with the present invention, in producing commercial products.

Although the present invention has been described 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:

1. A germicidal preparation comprising a tertiary butyl phenol and a phenolic body having germicidal properties.

2. A germicidal preparation comprising a bactericide of the class consisting of para-tertiary butyl phenol and its alkyl substituted derivatives, and a phenolic body having germicidal properties.

3. A germicidal preparation comprising a bactericide of the class consisting of para-tertiary butyl phenol and its alkyl substituted derivatives, and a phenolic body having germicidal properties in an aqueous vehicle.

4. A germicidal preparation comprising paraterti'ary butyl phenol and a halogenated phenol.

5. A germicidal preparation comprising para- 1 tertiary butyl phenol and a chloro-phenol.

6. A germicidal preparation comprising paratertiary butyl phenol and chloro-cres ol. v 1

7. A germicidal preparation comprising paratertiary butyl phenol and chloro-xylenol.

8. A germicidal preparation comprising para-