US2904468A - Skin disinfectant containing polyoxyethylene alkyl phenol, calcium chelating agent and either an organic sulfate or sulfonate salt - Google Patents
Skin disinfectant containing polyoxyethylene alkyl phenol, calcium chelating agent and either an organic sulfate or sulfonate salt Download PDFInfo
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- US2904468A US2904468A US422970A US42297054A US2904468A US 2904468 A US2904468 A US 2904468A US 422970 A US422970 A US 422970A US 42297054 A US42297054 A US 42297054A US 2904468 A US2904468 A US 2904468A
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- United States
- Prior art keywords
- chelating agent
- alkyl phenol
- detergent
- polyoxyethylene alkyl
- calcium chelating
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- Expired - Lifetime
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- -1 polyoxyethylene Polymers 0.000 title claims description 31
- 239000003715 calcium chelating agent Substances 0.000 title claims description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 title claims description 5
- 150000004028 organic sulfates Chemical class 0.000 title claims description 5
- 239000000645 desinfectant Substances 0.000 title 1
- 150000008054 sulfonate salts Chemical class 0.000 title 1
- 239000000080 wetting agent Substances 0.000 claims description 16
- 239000003599 detergent Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 239000002738 chelating agent Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 230000000249 desinfective effect Effects 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 24
- 230000002070 germicidal effect Effects 0.000 description 13
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical class NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 239000000243 solution Substances 0.000 description 6
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 5
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical group [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 5
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 5
- 239000012895 dilution Substances 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 229960002449 glycine Drugs 0.000 description 4
- 125000006353 oxyethylene group Chemical group 0.000 description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 3
- 206010046914 Vaginal infection Diseases 0.000 description 3
- 201000008100 Vaginitis Diseases 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical group OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 241001502500 Trichomonadida Species 0.000 description 2
- 241000224527 Trichomonas vaginalis Species 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000000875 corresponding effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003352 sequestering agent Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical class CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- KHJWSKNOMFJTDN-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;sodium Chemical compound [Na].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KHJWSKNOMFJTDN-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 1
- BDDLHHRCDSJVKV-UHFFFAOYSA-N 7028-40-2 Chemical class CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O BDDLHHRCDSJVKV-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 235000014653 Carica parviflora Nutrition 0.000 description 1
- 241000243321 Cnidaria Species 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000002847 Surgical Wound Diseases 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 241001058196 Tritrichomonas foetus Species 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 230000002009 allergenic effect Effects 0.000 description 1
- 239000003716 antitrichomonal agent Substances 0.000 description 1
- LPTWEDZIPSKWDG-UHFFFAOYSA-N benzenesulfonic acid;dodecane Chemical compound OS(=O)(=O)C1=CC=CC=C1.CCCCCCCCCCCC LPTWEDZIPSKWDG-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 229940124561 microbicide Drugs 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/06—Chelate
Definitions
- a specific object is to provide an improved trichomonicide.
- Another object is to provide a concentrated composition that can be dispensed and subsequently diluted with water at the time of use.
- a further object is to provide a process for disinfecting surfaces.
- the general approach to the destruction of disease organisms is to seek a specific toxic agent which can be employed at an effective level without undesirable side effects.
- Most of the microbicides are highly toxic, irritating or allergenic to higher forms of life as well and are therefore limited as to usable concentrations and frequency of use.
- the germicidal composition of this invention has proven exceptionally effective in the treatment of trichomonad infections and is likewise useful against other microbic life. It has shown no evidence of undesirable side effects under conditions of use.
- the non-ionic detergent is a member of the class of polyoxyethylene alkyl phenols containing a lipophilic hydrocarbon group of at least 12 carbon atoms and at least 6 oxyethylene groups per lipophilic hydrocarbon radical, the lipophilic hydrocarbon and polyoxyethylene chain length being balanced to provide good detergency.
- Such compounds are well known in the detergent field.
- the preferred member of this class for, the purpose of this invention is a commercial polyoxyethylene nonyl phenol containing about 10 oxyethylene groups per mol.
- Other detergents that can be used are other polyoxyethylene alkyl phenols such as those derived from octyl, decyl or dodecyl phenol. V
- the Wetting agent component used in the germicide is one of the salts of an organic sulfate or sulfonate that have strong Wetting properties.
- the members of this class are of several chemical types well recognized in the surface active agent art.
- the preferred wetting agent is sodium dioctyl sulfosuccinate.
- Others that can be used are the ammonium, alkali metal, lower alkylamine and alkylolamine salts of alkyl aryl sulfonic acids, for example, the isopropanolamine salt of dodecyl benzene sul fonic acid or the triethanolamine salt of alkyl aryl sulfonate sold by Atlantic Refining Company under the trade mark Ultra Wet 60L.
- wetting agents are the corresponding salts of fatty alcohol sulfuric acid esters, for example, sodium lauryl sulfate or triethanolamine lauryl sulfate.
- Other wetting agents of the type of salts of dialkyl sulfosuccinic acid may also be used in place of the preferred sodium dioctyl sulfosuccinate.
- the calcium chelating or sequestering agent comprising the third essential component of the germicide is one of the substituted amino acetic acids of commerce which are available as chelating agents in the form of their alkali metal salts.
- the preferred chelating agent is ethylene diamine tetra-acetic acid, particularly the tetra sodium salt of commerce.
- the preferred composition at the present time has the following composition.
- composition is compounded by first preparing a 12% aqueous solution of the ethylene diamine tetraacetate. This solution is added to the polyoxyethylene nonyl phenol, which is liquid, after which the sodium dioctyl sulfosuccinate solution is added. Finally the water is added to make up the indicated volume. DIStlII-r ed water is employed throughout. After thorough mixing the product is a clear solution with a slight straw color.
- wetting agent in the compositions of the examples there can be used sodium lauryl sulfate or amine salts of alkyl aryl sulfonic acids in amounts correspond ing to the sodium dioctyl sulfosuccinate. Mixtures of these wetting agents can be employed if desired.
- the advantage of the three component composition is illustrated by the following comparison.
- the tests were 48 hour culture with two drops of testsolution and checking under phase contrast microscope.
- Test B all flagellates became spherical under 3 minutes.
- Test C 'some.flagellates alive after 15 minutes with very little evidence of change of form.
- 'I est D most flagellates appeared dead within one minute but some alive to 80 seconds.
- Test E Those that died became round first. After death they appeared as granular Test E, all flagellates became round within 3 minutes. Those that died were swollen but did not disintegrate. A few were alive at end of 15 minutes Test F most flagellated dead in 10 minutes but some alive after 15 minutes.
- the relative proportions of the detergent, wetting and chelating agents can be varied within considerable limits.
- the detergent. should be the major component; On a solids basis it is preferably 70 to 90% of the composition.
- the chelating agent is preferably 5 to 15% of the composition.
- the wetting agent is needed only in small amount'and larger quantities appear to have no advantage.
- the wetting agent should preferably constitute from 0.5 to 5% of the solids of the composition]. It will be understood that for diiferent uses and different methods of dispensing and application variations in these proportions may be advisable.
- compositions of the invention are particularly useful as human trichomonicides. They are, however, useful also against other organisms that infect the human body. They may also be useful in veterinary medicine against trichomonads, such as T. foetus, and other organisms encountered in animals.
- compositions may be extended by employing them in conjunction with, for example, fungicides like thymol, and germicidal agents like acrifiavine. 'In conventional manner, the products can be colored and/ or perfumed if desired.
- the invention also contemplates the process of disinfecting s urfaces by contacting them with aqueous solutions of the above described compositions.
- This process is employed, for example, in the treatment of vaginitis by douching with a dilution of one part of the above presently preferred composition in 250 parts of Water.
- the process is also employed in preparing a skin area priortofmaking a surgical incision in which case the arcais scrubbedwith a higher concentration of the composition.
- the foregoing are all examples of topical application of the compositions of the invention.
- I 1. An aqueous germicidal composition containing as ess'entialingredients a non-ionic detergent of the class of alkali metal salt of an amino acetic acid, said detergent, Wetting agent and chelating agent being present respectively in thIe following proportions by weight on a dry basis: 7090%;' 0.55% and 5 -15%.
- a non-ionic detergent of the class of alkali metal salt of an amino acetic acid
- a wetting agent selectedfro'mlthe group consisting of salts of organic sulfates and organic sulfonates and a calcium chelating agentvvhich' is an alkali metal salt of an amino acetic acid, said detergent, wetting agent and chelating agent being present respec tively in the following proportions by weight on. basis: 70-90%; 0:55%; and 5l5%.
- a germicidal concentrate consisting essentially of a compatible solution in water of polyoxyethylenefnonyl phenol containing an average of 10 oxyethylen'e groups per mol, ethylene diamine-tetra-aceti'c acid sodiurni salt, and sodium dioctyl sulfosuccinatc, in the proportions on a dry basis of from 70 to of said polyoxyethylene nonyl phenol, from 5 to 15 of said ethylene diamine tetra-acetic acid sodium'salt, and from 0.5 to 5% of said sulfosuccinate.
- a germicidal concentrate consisting of an aqueous solution of polyoxyethylenenonyl phenol containing an average of 10 oxyethylene groups per mol, sodiumdioctyl sulfosuccinate, and ethylene diamine tetra-acetic acidv tetra-spdipm salt, in substantially the proportions (dry basis) 84.4% polyoxyethylene nonyl phenol, 1.2% sulfosuccinate, 14.4% tetra-acetic acid salt.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
United States Patent Carl Henry Davis, Coral Gables, and Constantine G. Grand, Miami, Fla., assignors to Carlen Corporation, Miami, Fla., a corporation of Delaware No Drawing. Application April 13, 1954 Serial No. 422,970
6 Claims. (Cl. 16758) The present invention relates to germicides.
It is an object of the invention to provide a composition that exhibits high germicidal activity.
A specific object is to provide an improved trichomonicide.
Another object is to provide a concentrated composition that can be dispensed and subsequently diluted with water at the time of use.
A further object is to provide a process for disinfecting surfaces.
The above and other objects will become apparent in the course of the following description.
The general approach to the destruction of disease organisms is to seek a specific toxic agent which can be employed at an effective level without undesirable side effects. Most of the microbicides are highly toxic, irritating or allergenic to higher forms of life as well and are therefore limited as to usable concentrations and frequency of use.
There are also many cases in which pathogenic microbes are difficult to kill in their host because of the existence of natural conditions protective to the pathogenie organism at the, site of infection. An outstanding example of this is found in the vaginitis caused by Trichomonas vaginalis Donn. The irregular surface of the vaginal and cervical mucosa and the secretions normally present protect the organisms from attack by conventional germicides to such an extent that the infections stubbornly resist control. The usual treatment of this vaginitis is particularly diflicult since it requires frequent and prolonged disinfection by skilled professional personnel.
The germicidal composition of this invention has proven exceptionally effective in the treatment of trichomonad infections and is likewise useful against other microbic life. It has shown no evidence of undesirable side effects under conditions of use.
It has been discovered, in accordance with the invention, that the combination of a polyoxyethylene alkyl phenol non-ionic detergent, an active wetting agent, and a substituted amino acetic acid, chelating or sequestering agent for calcium produces a germicide. that exhibits exceptional utility in achieving the above named objects. The three components are readily soluble or dispersible in water and are compatible through wide ranges of proportions and at various dilutions.
The non-ionic detergent is a member of the class of polyoxyethylene alkyl phenols containing a lipophilic hydrocarbon group of at least 12 carbon atoms and at least 6 oxyethylene groups per lipophilic hydrocarbon radical, the lipophilic hydrocarbon and polyoxyethylene chain length being balanced to provide good detergency. Such compounds are well known in the detergent field. The preferred member of this class for, the purpose of this invention is a commercial polyoxyethylene nonyl phenol containing about 10 oxyethylene groups per mol. Other detergents that can be used are other polyoxyethylene alkyl phenols such as those derived from octyl, decyl or dodecyl phenol. V
The Wetting agent component used in the germicide is one of the salts of an organic sulfate or sulfonate that have strong Wetting properties. The members of this class are of several chemical types well recognized in the surface active agent art. The preferred wetting agent is sodium dioctyl sulfosuccinate. Others that can be used are the ammonium, alkali metal, lower alkylamine and alkylolamine salts of alkyl aryl sulfonic acids, for example, the isopropanolamine salt of dodecyl benzene sul fonic acid or the triethanolamine salt of alkyl aryl sulfonate sold by Atlantic Refining Company under the trade mark Ultra Wet 60L. Further suitable wetting agents are the corresponding salts of fatty alcohol sulfuric acid esters, for example, sodium lauryl sulfate or triethanolamine lauryl sulfate. Other wetting agents of the type of salts of dialkyl sulfosuccinic acid may also be used in place of the preferred sodium dioctyl sulfosuccinate.
The calcium chelating or sequestering agent comprising the third essential component of the germicide is one of the substituted amino acetic acids of commerce which are available as chelating agents in the form of their alkali metal salts. The preferred chelating agent is ethylene diamine tetra-acetic acid, particularly the tetra sodium salt of commerce.
The preferred composition at the present time has the following composition.
The composition is compounded by first preparing a 12% aqueous solution of the ethylene diamine tetraacetate. This solution is added to the polyoxyethylene nonyl phenol, which is liquid, after which the sodium dioctyl sulfosuccinate solution is added. Finally the water is added to make up the indicated volume. DIStlII-r ed water is employed throughout. After thorough mixing the product is a clear solution with a slight straw color.
This composition at a dilution in tap water of one part in 250, in vitro kills T. vaginalis under 30 seconds.
As the wetting agent in the compositions of the examples there can be used sodium lauryl sulfate or amine salts of alkyl aryl sulfonic acids in amounts correspond ing to the sodium dioctyl sulfosuccinate. Mixtures of these wetting agents can be employed if desired.
The advantage of the three component composition is illustrated by the following comparison. The tests were 48 hour culture with two drops of testsolution and checking under phase contrast microscope. The 'under alkyl phenol hydrocarbon radical wherein the alkyl group contains from 6 to 12 carbon atoms, said detergent containing at least 6 oxyethylene groups per lipophilic alkyl phenol hydrocarbon radical, the lipophilic hydrocarbon and polyoxyethylene chain length being balanced to provide good detergency, a wetting agent selected from the group consisting of salts of organic sulfates and organic sulfonates and a calcium chelating agent which is an Composition Tested v H Test Test No. I I Dilution Kill time sodium dioctyl sulfosucethylene diamine tetraacepolyoxyethylene nonyl 1 cinate, 25% aq'. solution tate Na, 12% aqosolution phenol I A Zparts/IOO parts water 0. 1/270 over 11:5 min- 11 es. R n 50 parts/100 parts water 1/270 Do. (7 n l/270 Do. 1),. 0- I 50 parts/100 parts water '80 seconds; 15.; 2 parts/100 parts water do 0 over minutes. F. n n I parts/100 parts water 1/270 Do. G "do 50 parts/100 parts water do 1/270 under 30 seconds.
NOTES Test A, at 3 minutes organisms swollen but none dead. No further change at end of 6 minutes. Some still alive at end of 15 minutes.
Test B, all flagellates became spherical under 3 minutes.
Test C,'some.flagellates alive after 15 minutes with very little evidence of change of form. 'I est D, most flagellates appeared dead within one minute but some alive to 80 seconds.
spheres.
Occasional organism alive after 15 minutes.
Those that died became round first. After death they appeared as granular Test E, all flagellates became round within 3 minutes. Those that died were swollen but did not disintegrate. A few were alive at end of 15 minutes Test F most flagellated dead in 10 minutes but some alive after 15 minutes.
The relative proportions of the detergent, wetting and chelating agents can be varied within considerable limits. The detergent. should be the major component; On a solids basis it is preferably 70 to 90% of the composition. The chelating agent is preferably 5 to 15% of the composition. The wetting agent is needed only in small amount'and larger quantities appear to have no advantage. The wetting agent should preferably constitute from 0.5 to 5% of the solids of the composition]. It will be understood that for diiferent uses and different methods of dispensing and application variations in these proportions may be advisable.
The compositions of the invention are particularly useful as human trichomonicides. They are, however, useful also against other organisms that infect the human body. They may also be useful in veterinary medicine against trichomonads, such as T. foetus, and other organisms encountered in animals.
The usefulness of the compositions may be extended by employing them in conjunction with, for example, fungicides like thymol, and germicidal agents like acrifiavine. 'In conventional manner, the products can be colored and/ or perfumed if desired. I
u The invention also contemplates the process of disinfecting s urfaces by contacting them with aqueous solutions of the above described compositions. This process isemployed, for example, in the treatment of vaginitis by douching with a dilution of one part of the above presently preferred composition in 250 parts of Water. The process is also employed in preparing a skin area priortofmaking a surgical incision in which case the arcais scrubbedwith a higher concentration of the composition. The foregoing are all examples of topical application of the compositions of the invention.
Many variations of the compositions and processes described will be apparent to those skilled in this art.
What is claimed is: I
I 1.. An aqueous germicidal composition containing as ess'entialingredients a non-ionic detergent of the class of alkali metal salt of an amino acetic acid, said detergent, Wetting agent and chelating agent being present respectively in thIe following proportions by weight on a dry basis: 7090%;' 0.55% and 5 -15%. ff
2. The germicidal composition recited in claim 1 where;- in. said calcium chelating agent is a sodium salt' of' an amino acetic acid. I i 3. The germicidal composition recited in claim'l wherein said calcium chelating agent is ethylene' diam'ine tetraacetic acid sodium salt. Y I *5 I '4.".The processflof'dis infecting a skin surface which comprises contacting the surface with a dilute solution in 'water of an non-ionic detergent of the class of poly oxyeth'ylene alkyl phenols containing alipophilic "alkyl phenol hydrocarbon radical wherein the alkyl group con tains from 6 to 12 carbon atoms, said detergent'contain ing' at least 6' oxyethyl'ene groups per lipophilicfalkyl phenol hydrocarbon radical, the lipophilic hydrocarbon and polyoxyethylene chain length being balancedto pro? vide" good' detergency, a wetting agent selectedfro'mlthe group consisting of salts of organic sulfates and organic sulfonates and a calcium chelating agentvvhich' is an alkali metal salt of an amino acetic acid, said detergent, wetting agent and chelating agent being present respec tively in the following proportions by weight on. basis: 70-90%; 0:55%; and 5l5%.
5. A germicidal concentrate consisting essentially of a compatible solution in water of polyoxyethylenefnonyl phenol containing an average of 10 oxyethylen'e groups per mol, ethylene diamine-tetra-aceti'c acid sodiurni salt, and sodium dioctyl sulfosuccinatc, in the proportions on a dry basis of from 70 to of said polyoxyethylene nonyl phenol, from 5 to 15 of said ethylene diamine tetra-acetic acid sodium'salt, and from 0.5 to 5% of said sulfosuccinate. 3 H I I 6. A germicidal concentrate consisting of an aqueous solution of polyoxyethylenenonyl phenol containing an average of 10 oxyethylene groups per mol, sodiumdioctyl sulfosuccinate, and ethylene diamine tetra-acetic acidv tetra-spdipm salt, in substantially the proportions (dry basis) 84.4% polyoxyethylene nonyl phenol, 1.2% sulfosuccinate, 14.4% tetra-acetic acid salt.
References Cited in the file of this patent UNITED STATES PATENTS Crossley Feb. 28, 1939 Steindorfl et a1 Sept. 3, 1940 Bersworth Dec. 24, 1946 Lambert Dec. 11, 1951 Jenkens Apr. 17, 1956 10 6 OTHER REFERENCES
Claims (1)
- 4. THE PROCESS OF DISINFECTING A SKIN SURFACE WHICH COMPRISES CONTACTING THE SURFACE WITH A DILUTE SOLUTION IN WATER OF AN NON-IONIC DETERGENT OF THE CALSS OF POLYOXYETHYLENE ALKYL PHENOLS CONTAINING A LIPOPHILIC ALKYL PHENOL HYDROCARBON RADICAL WHEREIN THE ALKYL GROUP CONTAINS FROM 6 TO 12 CARBON ATOMS, SAID DETERGENT CONTAINING AT LEAST 6 OXYETHYLENE GROUPS PER LIPOPHILIC ALKYL PHENOL HYDROCARBON RADICAL, AND LIPOPHILIC HYDROCARBON AND POLYOXYETHYLENE CHAIN LENGTH BEING BALANCED TO PROVIDE GOOD DETERGENCY, A WETTING AGENT SELECTED FROM THE GROUP CONSISTING OF SALTS OF ORGANIC SULFATES AND ORGANIC SULFONATES AND A CALCIUM CHELATING AGENT WHICH IS AN ALKALI METAL SALT OF AN AMINO ECETIC ACID, SAID DETERGENT, WETTING AGENT AND CHELATING AGENT BEING PRESENT RESPECRIVELY IN THE FOLLOWING PROPORTIONS BY WEIGHT ON A DRY BASIS: 70-90%;0:5-5%; AND 5-15%.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US422970A US2904468A (en) | 1954-04-13 | 1954-04-13 | Skin disinfectant containing polyoxyethylene alkyl phenol, calcium chelating agent and either an organic sulfate or sulfonate salt |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US422970A US2904468A (en) | 1954-04-13 | 1954-04-13 | Skin disinfectant containing polyoxyethylene alkyl phenol, calcium chelating agent and either an organic sulfate or sulfonate salt |
Publications (1)
Publication Number | Publication Date |
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US2904468A true US2904468A (en) | 1959-09-15 |
Family
ID=23677153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US422970A Expired - Lifetime US2904468A (en) | 1954-04-13 | 1954-04-13 | Skin disinfectant containing polyoxyethylene alkyl phenol, calcium chelating agent and either an organic sulfate or sulfonate salt |
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US (1) | US2904468A (en) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3079213A (en) * | 1958-06-02 | 1963-02-26 | Yardney International Corp | Antimicrobial treatment of organic materials and composition therefor |
US3091569A (en) * | 1960-08-26 | 1963-05-28 | Mead Johnson & Co | Mucolytic-nu-acylated sulfhydryl compositions and process for treating animal mucus |
US3262884A (en) * | 1963-01-16 | 1966-07-26 | Chemical Supplies Inc | Skin cleaning composition |
US3312623A (en) * | 1963-12-23 | 1967-04-04 | Monsanto Co | Antiseptic detergent compositions |
US3346451A (en) * | 1965-01-27 | 1967-10-10 | S E Massengill Company | Concentrated liquid lactic acid douche preparation containing aromatics |
US3346450A (en) * | 1965-01-27 | 1967-10-10 | S E Massengill Company | Concentrated liquid acetic acid douche preparation containing aromatics |
US3431207A (en) * | 1965-06-28 | 1969-03-04 | Malmstrom Chem Corp | Water-insoluble bacteriostats in soap and detergent solutions |
US4142985A (en) * | 1978-01-23 | 1979-03-06 | Louderback Allan Lee | Method of formulating a germicidal soap |
US4199602A (en) * | 1978-02-23 | 1980-04-22 | Economics Laboratory, Inc. | Control of mastitis and compositions therefor |
US4258056A (en) * | 1978-12-18 | 1981-03-24 | Economics Laboratory, Inc. | Control of mastitis and compositions therefor |
US4376787A (en) * | 1979-12-03 | 1983-03-15 | Economics Laboratory, Inc. | Control of mastitis |
US5165918A (en) * | 1988-06-28 | 1992-11-24 | Ciba-Geigy Corporation | Antimicrobial ophthalmic solutions containing dodecyl-dimethyl-(2 phenoxyethyl)-ammonium bromide and methods of using the same |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2149240A (en) * | 1938-05-19 | 1939-02-28 | Calco Chemical Co Inc | Vaginal preparation |
US2213477A (en) * | 1935-12-12 | 1940-09-03 | Gen Aniline & Film Corp | Glycol and polyglycol ethers of isocyclic hydroxyl compounds |
US2412945A (en) * | 1945-07-27 | 1946-12-24 | Frederick C Bersworth | Detergent composition and method of preparing same |
US2577773A (en) * | 1947-03-26 | 1951-12-11 | Gen Aniline & Film Corp | Ternary detergent compositions |
US2742436A (en) * | 1956-04-17 | Preparation of non-dusting organic |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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US2742436A (en) * | 1956-04-17 | Preparation of non-dusting organic | ||
US2213477A (en) * | 1935-12-12 | 1940-09-03 | Gen Aniline & Film Corp | Glycol and polyglycol ethers of isocyclic hydroxyl compounds |
US2149240A (en) * | 1938-05-19 | 1939-02-28 | Calco Chemical Co Inc | Vaginal preparation |
US2412945A (en) * | 1945-07-27 | 1946-12-24 | Frederick C Bersworth | Detergent composition and method of preparing same |
US2577773A (en) * | 1947-03-26 | 1951-12-11 | Gen Aniline & Film Corp | Ternary detergent compositions |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3079213A (en) * | 1958-06-02 | 1963-02-26 | Yardney International Corp | Antimicrobial treatment of organic materials and composition therefor |
US3091569A (en) * | 1960-08-26 | 1963-05-28 | Mead Johnson & Co | Mucolytic-nu-acylated sulfhydryl compositions and process for treating animal mucus |
US3262884A (en) * | 1963-01-16 | 1966-07-26 | Chemical Supplies Inc | Skin cleaning composition |
US3312623A (en) * | 1963-12-23 | 1967-04-04 | Monsanto Co | Antiseptic detergent compositions |
US3346451A (en) * | 1965-01-27 | 1967-10-10 | S E Massengill Company | Concentrated liquid lactic acid douche preparation containing aromatics |
US3346450A (en) * | 1965-01-27 | 1967-10-10 | S E Massengill Company | Concentrated liquid acetic acid douche preparation containing aromatics |
US3431207A (en) * | 1965-06-28 | 1969-03-04 | Malmstrom Chem Corp | Water-insoluble bacteriostats in soap and detergent solutions |
US4142985A (en) * | 1978-01-23 | 1979-03-06 | Louderback Allan Lee | Method of formulating a germicidal soap |
US4199602A (en) * | 1978-02-23 | 1980-04-22 | Economics Laboratory, Inc. | Control of mastitis and compositions therefor |
US4258056A (en) * | 1978-12-18 | 1981-03-24 | Economics Laboratory, Inc. | Control of mastitis and compositions therefor |
US4376787A (en) * | 1979-12-03 | 1983-03-15 | Economics Laboratory, Inc. | Control of mastitis |
US5165918A (en) * | 1988-06-28 | 1992-11-24 | Ciba-Geigy Corporation | Antimicrobial ophthalmic solutions containing dodecyl-dimethyl-(2 phenoxyethyl)-ammonium bromide and methods of using the same |
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