US 1953413 A
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Patented Apr. 3, 1934 GERMICIDAL PREPARATION Emil Klarmann, Jersey City, N. J., assignor to Lehn & Fink, Ina, Bloomfield, N. J., a corporation of Delaware No Drawing. Application August 10, 1932, Serial No. 628,220
The present invention relates to improvements in germicidal or bactericidal preparations, and more particularly to such preparations containing para-tertiary amyl phenol.
Para-tertiary amyl phenol has hitherto been recognized as having some .bactericidal effectiveness, but has not been found satisfactory for use as a bactericide when employed directly, and the preparations made therefrom'have not been regular or constant in their bactericidal activity, as expressed, for example, by phenol coefficients.
By operating in accordance with the present invention, I am able to secure a product of en hanced and uniform bactericidal activity, readily and uniformly soluble or dispersible in aqueous media in all proportions. Furthermore, I have found that, by combining, in products in accordance with the present invention, tertiary amyl phenol with other bactericides, particularly phenols and alkylated halogenated phenolic compounds, their combined efifectiveness is greatly increased beyond that to'be expected or normally found in mixtures of bactericidal compounds.
In accordance with they present invention I may form a bactericidal preparation containing para-tertiaryv amyl phenol and having uniform bactericidal effectiveness by incorporating the same in dispersed form in an aqueous vehicle, employing as a dispersing agent a soap, such as the soluble alkali metal soaps of fatty acids of corn oil, linseed oil, olive oil, castor oil, or other vegetable or animal fatty oils, or mixtures of such soaps.
The proportion of soap may vary widely, ranging from 1 to 3 or even to 5 times the proportion of the amyl phenol. Sodium, potassium, ammonium or other soluble soaps may be employed, preferably the former. With different soaps, slight differences in bactericidal effectiveness are found to occur and I prefer to employ soaps of vegetable fatty acids, such as those of castor oil. The concentration of the amyl phenol in the preparation may be varied Within wide limits. I
, have found a concentration of 5% to be satisof corn oil soap, the phenol coefficient with respect to B. typhosus is 6.3.
I have also found that in such preparations, para-tertiary amyl phenol in combination with other bactericidal agents of similar character and particularly phenols and alkyl and halogenated phenols, has the peculiar property of enhancing the bactericidal effect of the mixtures.
general, the bactericidal effectiveness of mixtures is found to closely approximate the arithmetical mean of the effectiveness 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 made with a'suitable vegetable oil soap, such as castor oil soap, in a proportion amounting to 2 /2 times the proportion of the germicide or antiseptic (the base preparation conveniently containing about 5% of the antiseptic) the following phenol cop-tcr'tiary amyl phenol Mixtures of equal parts of these bactericides (not including p-tertiary amyl phenol) are found to have an effectiveness as hereinafter stated.
A mixture'of equal parts of p-chlorophenol and p-chloro-m-cresol,
in aqueous emulsion prepared in the same manner, is found to have a phenol coefficient of 22.3 to B. typhosus and 22.5 to-B. coli, based on the total weight of germicides present, the calculated means of the phenol coefficients ofthe two constituents being respectively 23.3 and 21.8. A mixture of p-chlorophenol and p-chlorosym.-m-xyle nol in equal parts, under the same conditions, has a phenol coefficient of 4.1.7 to B. typhosus and 43.8 to B. coli, the calculated means being respectively 45.6 and 42.8. A mixture of p-chlorom-cresol and p-chloro-sym.-m-xylenol in equal proportions, under the same conditions, has phenol coefficients of 55.5 to B. typhosus and 50.0 to B. 0012', the calculated means of the phenol coefiicients'of the two constituents being respectively 55.5 and 53.2. It is thus apparent that in such germicidal substances, the effectiveness of the mixture is in general the arithmetical mean of the effectiveness what lower.
of its constituents or some- Phenol co- Phenol coeificient (B. efilcient (B.
typhnsue) coli) Germicides in mixture '0 we '5 0 'U 3 E E 3 a B E; :1 3 2 g 2 D 03 d o 0 O o Chlorophenoland p-tert.-emyl phenol 25.0 8.9 25 6.7 Chloro-m-cresoland p-tert.-amylphenol.. 33.3 18.9 40.6 16.1 Chloro-sym.-m-xylenol and p-tert.-amyl phenol 61.1 40.6 68.6 38 Chloro-cresol, chloro-xylcnol and p-tert.-
amyl phenol 55.5 38.5
As a further example, with the various bactericidal agents present in aqueous dispersion, the base preparation containing 2% of the effective agent and an equal amount of corn oil soap, the following phenol coefiicients were found with respect to B. typhosus:
Compound Phenol coefificient o-cresoi m-cresoL. p-cresol Cresol (U. S. P.
Sym.-m-xylenol. p-tertiary-amyl phenol- Mixtures of these agents, including p-tertiaryr amyl phenol were also found to have much higher bactericidal effectiveness than the expected mean of their respective phenol coefficients.
In these mixed preparations the respective active constituents where present in equal parts, the base preparation containing 2% of mixed germicides and 2% of corn oil soap. The following results were found:
Phenol coeflicient Germicides in mixture Observed Calculated o-cresol and p-tert. amyl phenol 10. 6 5.1 m-cresol and p-tert. amyl phenol 10.0 5. 1 p-cresol and p-tert. amyl phenol 13.8 5. 1 Cresol (U. S. P.) and p-tert. amyl phenoL. 9.4 5. 2 Sym.-m-xylenol and p-tert. amyl phenol... 20.0 6. 9
' A similar increased effectiveness is found in mixtures of phenol (carbolic acid) and p-tertiary-amyl phenol.
It is thus apparent that para-tertiary amyl phenol has a marked effect in augmenting the germicidal effectiveness of other germicidal compounds in admixture therewith. A similar action may be found in its admixture with other halogenated phenols such as the corresponding bromo compounds, dichloro compounds and halogenated phenol derivatives.
It is readily apparent that various fl'avoring or perfuming constituents, soluble substances ca-' pable 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.
Althoughthe 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 acccompanying claims.
I claim: 1
1. A germicidal preparation comprising paratertiary amyl phenol, a V phenolic body having germicidal properties, an aqueous vehicle and a dispersing agent.
2. A germicidal preparation comprising paratertiary amyl phenol, a halogenated phenol, and a soluble soap in an aqueous vehicle.
3. A germicidal preparation comprising paratertiary amyl phenol, chloro-phenol, and a soluble soap in an aqueous vehicle.
4. A germicidal preparation comprising paratertiary amyl phenol, chloro-cresol, and a soluble soap in an aqueous vehicle.
5. A germicidal preparation comprising paratertiary amyl phenol, chloro-xylenol, and a soluble soap in an aqueous vehicle.
6. A germicidal preparation comprising para tertiary amyl phenol, an akyl phenol and a soluble soap in an aqueous vehicle.
'7. A germicidal preparation comprising paratertiary amyl phenol, a cresol and a soluble soap in an aqueous vehicle.
8. A germicidal preparation comprising paratertiary amyl phenol, a xylenol and a soluble soap in an aqueous vehicle.
9. A germicidal preparation comprising paratertiary amyl phenol, a phenol and a soluble soap in an aqueous vehicle.
10. A germicidal preparation comprising paratertiary amyl phenol and a phenolic body having germicidal properties in dispersion in an aqueous vehicle.
11. A germicidal preparation comprising paratertiary amyl phenol and a halogenated phenol in dispersion in an aqueous vehicle.
12. A germicidal preparation comprising paratertiary amyl phenol and a chloro-phenol in dispersion in an aqueous vehicle.