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Publication numberUS2108765 A
Publication typeGrant
Publication dateFeb 15, 1938
Filing dateApr 7, 1934
Publication numberUS 2108765 A, US 2108765A, US-A-2108765, US2108765 A, US2108765A
InventorsGerhard Domagk
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Preserving and disinfecting media
US 2108765 A
Abstract  available in
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Claims  available in
Description  (OCR text may contain errors)

Patented Feb. 15, 1938 PRESERVING AND DISINFEOTING MEDIA Gerhard Domagk, Wuppertal-Elberfeld, Germany, assignor, by mesne assignments, to Alba Pharmaceutical Company, Inc., New York, N. Y., a corporation of New York No Drawing. Application April I, 1934, Serial 14 Claims.

This invention relates to preserving and disinfecting media.

I have found that quaternary ammonium compounds display considerable bactericidal and fungicidal properties if they contain at least one higher molecular aliphatically bound hydrocarbon radical as substituent of the nitrogen atom. Such quaternary ammonium compounds, therefore, may be used as disinfecting and preserving agents as such or in admixture with each other or with other active or inert ingredients.

The higher molecular aliphatically bound hydrocarbon radical referred to above contains eight or more carbon atoms and may contain further substituents, such as halogen atoms, hydroxyl, alkoxy and amino group, and it may be interrupted by other atoms, for instance, by ether-like bound oxygenor sulfur atoms or by amino groups.

The following quaternary ammonium compounds may be mentioned by wayof example as being suitable as preserving and disinfecting! media:

Dimethyl-decyl-benzyl-ammoniumchloride, diethyl dodecyl benzyl ammoniumbromide, trimethyldodecyl-ammoniumbromide, allyl-dibutyldodecylammoniumbromide, methyl diallyl-dodecylammoniumiodide, diethyl-acetonyl-dodecylammoniumchloride, triethyl-dodecyloxymethylammoniumchloride, 'dibenzyl-hydroxyethyl-dodecyloxymethyl-ammoniumchloride, diethyl-(phydroxy-vbutyloxypropyl) dodecyloxymethylammoniumchloride, diethyl-benzylthioethyl-glycidoammoniumchloride, diethyl-dodecyl-geranylthioethyl-ammoniumbromide, diethyl-benzy'l-dodecylthioethyl-ammoniumchloride, diethyl-benzyl-geranylammoniumchloride, dibutyl-allyl-dodecyloxymethyl ammoniumchloride, dimethylgeranyl-dodecyl-ammoniumchloride, dimethyl-pnitrobenzyl-dodecylammoniumchloride, diethylcyclohexyl-dodecy1oxymethyl-ammoniumchloride, -trihydroxyethyl dodecylammoniumbromide, diethyl benzyl -dodecyloxy-fi-hydroxypropyl) ammoniumchloride, trimethyldodecylammoniumrhodanide, dimethyl-benzyl-dodecyl-ammoniumcyanide, dimethyl tridecyl benzylammoniumchloride, diethYl-pentadecyl benzyl-ammoniumbromide, dipropyl-phenylethyl-dodecylammoniumbromide.

Instead of the salts mentioned above other salts, for instance, the nitrates, sulfates, alkyi sulfates, phosphates, or the salts with organic acids, for instance, the formiates, acetates, lactates, tartrates, citrates, benzene or toluene sulfonates, benzoates, salicylates, etc. may be em- In Switzerland April 13, 1933 ployed. Preferably those quaternary ammonium compounds in which the higher molecular aliphatic hydrocarbon radical contains from 8 to 18 carbon atoms are used for preserving and disinfecting purposes. Advantageously they contain as a further substituent an aliphatically bound phenyl group.

The preserving and disinfecting activity of the quaternary ammonium compounds specified may be demonstrated as follows:-

The a dodecyloxy 3 hydroxypropyl diethylbenzyl-ammoniumchloride in the concentration 1:50000 kills colibacteria within 10 minutes, staphyloccoci within 15 minutes, dodecyl-diethylbenzyl-ammoniumchloride kills in the same concentration colibacteria after 10 minutes, staphyloccoci after 2 minutes.

The other quaternary ammonium compounds defined above display a similar batericidal and fungicidal action as the compounds mentioned before.

The quaternary ammonium compounds specified are in part crystalline, in part liquid substances. The salts of the quaternary ammoni- -um bases may be dissolved in water to stable solutions. Since the said quaternary ammonium compounds are practically odorless and relatively non-toxic for man they have proved suitable for the most various preserving and disinfecting purposes. For instance, they may be employed for the disinfection of all kinds of table utensils, storage utensils. They are further advantageously used for disinfecting purposes in the medical practice, for instance, for disinfecting medical instruments, all articles used in dressing wounds, for disinfecting laundry, furthermore, for cosmetics, for instance, face powder, or media for hyperidrosis. disinfected by means of the said quaternary ammonium compounds. Also foodstuffs, such as fruits, vegetables, meat, etc. may be preserved or disinfected by the quaternary ammonium compounds specified. They are further suitable for the preservation, that is exclusion of bacterial and autolytic decomposition processes of animal material, such as skins, blood, glands and other organs, etc.

My new disinfecting media may also be used in dilution with hard water without diminution of their activity. In the concentration necessary for disinfection they do not injure the skin and therefore may also be used for the disinfection of the skin, particularly the hands.

The quaternary ammonium compounds specified may be used in substance as well as in so- Floors and walls may likewise be lution or emulsion or in admixture with each other and/or with other activev or inert substances, such as powders, ointment bases, creams, etc. Advantageously such mixture of quaternary ammonium compounds may be used which contains at the nitrogen atom the higher molecular aliphatic hydrocarbon radicals derived from the components of the fatty acid mixtures as obtained from their natural initial material, such .asfats or resins, for instance, palm oil, coconut oil, colophony, and the like.

I claim:

1. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a non-acylated quaternary ammonium compound at least once substituted by a higher molecular aliphatic radical selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

2. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a non-acylated quaternary ammonium compound at least once substituted by a higher molecular aliphatic radical selected from the group consisting of higher alkyl, hydroxyalkyl, haiogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals and further substituted by an aliphatically bound phenyl radical.

3. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a non-acylated quaternary ammonium compound at least once substituted by a higher molecular aliphatic radical containing 8 to 18 carbon atoms, which radical is selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

4. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a non-acylated quaternary ammonium compound at least once substituted by a higher molecular aliphatic radical containing 8 to 18 carbon atoms, which radical is selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals and further substituted by an aliphatically bound phenyl radical.

5. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium compound substituted by two lower alkyl groups, an aliphatically bound phenyl group and a higher molecular aliphatic radical selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

6. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternaryammonium compound substituted by two lower alkyl groups, an allphatically bound phenyl group and a higher molecular aliphatic radical containing 8 to 18 car-- bon atoms, which radical is selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl', alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

7. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium compound substituted by two lower alkyl groups, an aliphatically bound phenyl group and a higher molecular aliphatic radical selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals, which compound is in the form of a mineral acid salt.

8. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium halide substituted by two lower alkyl groups, one benzyl group and a higher molecular aliphatic radical selected from the group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyl, alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

9. A preserving and disinfecting medium com prising as an activepreserving and disinfecting ingredient a quaternary ammonium halide substituted by two lower alkyl groups, one benzyl group and a. higher'molecular aliphatic radical containing 8 to 18 carbon atoms, which radical is selected from the. group consisting of higher alkyl, hydroxyalkyl, halogenalkyl, alkoxyalkyL.

alkylmercaptoalkyl, aminoalkyl and alkylaminoalkyl radicals.

10. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium halide substituted by two lower alkyl groups, one benzyl group and the dodecyl radical.

11. A preserving and disinfecting medium comprising as an active preserving and disinfect ing ingredient a quaternary ammonium halide substituted by two alkyl groups of at most 2 carbon atoms, the benzyl and the dodecyl group.

12. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium halide substituted by two alkyl groups of at most two carbon atoms, a benzyl group and a higher molecular aliphatic hydrocarbon radical derived from the components of the fatty acid mixtures.

as obtained from their natural initial material.

13. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium halide substituted by two lower alkyl groups, one benzyl group, and a higher molecular alkyl radical.

14. A preserving and disinfecting medium comprising as an active preserving and disinfecting ingredient a quaternary ammonium halide substituted by two lower alkyl groups, one benzyl group, and a higher molecular alkyl radical of 8 to 18 carbon atoms.

GERHARD DOMAGK.

Referenced by
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Classifications
U.S. Classification564/282, 564/292, 564/285, 564/289, 564/291
Cooperative ClassificationC07C45/69