US2449274A - Self-indicating quaternary ammonium bacteriocidal composition - Google Patents
Self-indicating quaternary ammonium bacteriocidal composition Download PDFInfo
- Publication number
- US2449274A US2449274A US672688A US67268846A US2449274A US 2449274 A US2449274 A US 2449274A US 672688 A US672688 A US 672688A US 67268846 A US67268846 A US 67268846A US 2449274 A US2449274 A US 2449274A
- Authority
- US
- United States
- Prior art keywords
- bacteriocidal
- composition
- quaternary ammonium
- indicating
- self
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
- G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
Definitions
- This invention relates htoiself -indicat1ngl .bacteriocidal agents and to methods of preparing suchragfents.
- compositions which in aqueous solutions-undergo a sharp and distinct change in; color and. fluorescence characteristics upon reductionalnvpotencyto certain predetermined values. p itions-by withdrawing asample; radding cer- *When these dyes: are .addedzto.thequaternary tainwdyes and reagentsandobservingthe (color ammonium-compo runder"60flsidfimtion, effects with respect to a standardwSuch p-roceesulting color and fiuorescence are tire y-"difduresrare exemplifieflqby the disclosures of U. s.
- Quaternaryammoniuma' compounds' have' now H 755 been; accepted '1 rathenfgenerally: 'bywarious --Fed- 1121 01 coefficient 28+ eral rand l'o'ca'l agenciestasinhibitors "of bacterial b; :Lauryl .pyridinium chloride 1 12% 1. gal. growth. and: transmissionyxaand it iswith respect 4 muorescein to the: use of such: quaternary ammonium icompH 7 55 pounds that the presentzsinventionvis-"primarily p m tflza+ c. Npyridinium chloride (10 -1 gal.
- Used drinking glasses were cleansed with warm water and washing compound, rinsed, in clear water, and then immersed in a bath containing one ounce of the following composition to four gallons of Water:
- the glasses were then placed in a rack to drain.
- quaternary ammonium compounds successfully employed to produce these desired results have included quaternary ammonium salts, wherein the ammonium nitrogen is incorporated in an aromatic ring or resonating system, which compounds can be characterized a cationic or invert soaps, detergents, wetting agents, disinfectants, germicides or bacteriocides.
- a bacteriocidal composition comprising a baoteriocidal quaternary ammonium compound and a fluorescent indicating agent quenched therein and responsive at a predetermined reduced bacteriocidal strength to change the visual aspect of the composition, said indicating agent being selected from the group consisting of fluorescein and uranine.
- a bacteriocidal composition comprising a bacteriocidal alkyl pyridinium halide and a fluorescent phthalein dye selected from the group consisting of fluorescein and uranine quenched therein.
- a bacteriocidal composition comprising a bacteriocidal alkyl pyridinium halide and a fluorescein indicator quenched therein.
- a bacteriocidal composition comprising laury1 pyridinium chloride and a fluorescein indicator quenched therein.
- a bacteriocidal composition comprising an aqueous vehicle, a quaternary ammonium bacteriocide and a fluorescent indicator selected from the group consisting of fluorescein and uranine quenched therein responsive at a predetermined bacterio-cidal strength to change the visual aspect of the-composition.
- a bacteriocldal composition comprising an aqueous vehicle, a quaternary ammonium bacterlocide having a relatively high initial phenol coefiicien-t and a fluorescent indicator selected from the group consisting of fluorescein and uranine quenched therein responsive at a predetermined reduced phenol coefli-cient to change the visual aspect of the composition.
- a method for rendering reduced potency of a quaternary ammonium bacteriocide composition self indicating comprising incorporating therein a fluorescence agent selected from the group con-' sisting of fluorescein and uranin which changes the visual aspect of the composition at apredetermined bacteriocidal strength.
- a method for rendering reduced strength of an alkyl pyridinium halide bacteriocidal composition self indicating comprising incorporating therein a fluorescein indicator which changes the visual aspect of the composition at a predeter mined bacteriocidal strength.
- a method for rendering reduced strength of an alkyl pyridinium halide bacteriocidal composition self indicating comprising incorporating therein a uranine indicator which changes'the visual aspect of the composition at a predetermined bacteriocidal strength.
- a bacteriocidal composition comprising a bacteriocidal alkyl pyridinium halide and a uranine indicator quenched therein.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Description
Patented Sept. 14, 1948 PATENT Nnllizrawing. 1-: Application May? 27 1946,
15""1'0 Claims. 3.1 1' 1 This invention :relates htoiself -indicat1ngl .bacteriocidal agents and to methods of preparing suchragfents.
. iHeretoforeitfhas been-proposedto test the bacteriocidal strengthof varioussolutions :and .com-.
aqueous e'solutions.
unsafe value.
more rapidly than othersconcerned.
tion.
results in conjunction with quaternary ammonium c'ompcunds as selfeindicatingihacteriooldal'.
compositions which in aqueous solutions-undergo a sharp and distinct change in; color and. fluorescence characteristics upon reductionalnvpotencyto certain predetermined values. p itions-by withdrawing asample; radding cer- *When these dyes: are .addedzto.thequaternary tainwdyes and reagentsandobservingthe (color ammonium-compo runder"60flsidfimtion, effects with respect to a standardwSuch p-roceesulting color and fiuorescence are tire y-"difduresrare exemplifieflqby the disclosures of U. s. ferent'from theseich aracteristics:of ithe dye itself, patentstor-Lehmkuhl;;1;986;403, ,dated, January but when the bacteriocidal potency 'offth'e c'om- 1; 11935;: "an'dvScharer. 2,385,471, dated. September P s t eC ed t'fl fi i p 25 .19%; aItwhas also-.been prgpgsed mu s value belowwhich it is.'undesirablectoirely 'upon patent tmE mnd; 1534 02 21,. d t d. May .11; .192 it, "the rather sudden changeliin 500101. and .fiuot add. fluorescent dyes" of t mm t p rescence will directly-indicate the :-:existence of ein type to inorganic cleaningtcompositionswto such condition. This sudden changeiislinrsharp progressivelynindicate: their; relative strengths in tto I gradual -.changes of... thevtypes vknown in the prior. vart for .use in such. colorometric jazlngthezxwashing'andsrinsing of tableware;;es e comparisons as pI-I determinations. By virtuepf cia'llyuin public.placesmsuchoas.c-restaurantssand the present invention, a mere .glance at. the .bath Soda, fountaing stgt dgFf deral.,requirem ents will suffice to indicate whether or not it is satishavewbeen.promulgatedin an=efifortto-limit bacfi l further teriafl'counts: of.thetfarticles;zprocessedmo such Laboratory and operatingtestvsihavebeen 6011- low values as to preventtransmission:,ofdisease. ducted withvarious dyesiandquatemary"ammo" Even. though. thelpmprietorsiof .suchpublic places nium compounds-and with-various contaminants. mayr be coopera tjve in their -lefiorts. to onform and thus "far the tests have verified the results with--suchregulations, :theyv-have never heretoherein proposed- 7 fore' been-providedwith af-simpleumeansfor de- Among the materialsiwithwhich highly Satis" termining whenltheebacteriocidal poteneyof their factory results have been obtained; in that the rinseisolutionswhasrbecomeaspentiorJreducedto an fluorescence of thedye is quenched The iageand frequency ofsr en e dition tothe'bacteriocide, and-restored when a ingrr'the solutions i'cann'ot berrelied upon- .to assure predetermined degree contamination the :requirednbacterlocidal-ristrengtirxof -such=com- Produced) aqueous m tagethel with DOSilZlDIlSWSilTCBZ BIBQSEd time-iandwextentof-use c0101" changes aspreviouslw'referred amine are 11015117116, solericriteriair 'somercontaminants rrefollowing: duceifthe effectivenessr'of..these solutions much aflLauryl, py-pidjnium 1 1 1g%1 .1 gaL Uranine /y gm. Quaternaryammoniuma' compounds':have' now H 755 been; accepted '1 rathenfgenerally: 'bywarious --Fed- 1121 01 coefficient 28+ eral rand l'o'ca'l agenciestasinhibitors "of bacterial b; :Lauryl .pyridinium chloride 1 12% 1. gal. growth. and: transmissionyxaand it iswith respect 4 muorescein to the: use of such: quaternary ammonium icompH 7 55 pounds that the presentzsinventionvis-"primarily p m tflza+ c. Npyridinium chloride (10 -1 gal. It: has been' foundrinsaccordancez withrthi'swin- Uranine gm. Vention, that when' variousdyes of characteristic i pH 4.91 color and fluorescence are admixed with certain dw N-pyridi-nium'chloride..(.10%.)n W. 1 gal. types of quaternary ammonium -compounds pos- L---- /z.gmsessing particularphenol coefficients, the charac- WPH teristics of color andfiuorescienceare sharply d de .(.1 modified. Then when the phenol coefficient of Fluorescem the compositionjhas becomie reduced 't'o a predetermined value by contamination, a marked and ggg g imum'hmnude' ratherabrupt change in olor and fluorescence 78 occurs,thus providing a userjor inspector with W anuninistakable visual indication/of that,"condi- 1 i jkjjjllijgfi' H d-.78 Fluorescent dyes of the phthalein classthave 21 mm. dim y m 42 1.;ga,1 now been found to produce highly satisfactory -..Uranine mm..-" a
i. Cetyl pyridinium chloride (c /2%)"; lgal. Fluorescein 1A.; gm. pH 6.00
The pH values of these aqueous baths are noted as being variously in the acid and alkaline ranges, a condition which would thus far appear to be not of a critical nature. Certain of these compositions have been subjected to the effects of various atmospheric temperatures, natural light, ultra violet light and reducing agents without adversely affecting their performance for the purposes intended.
After diluting these compositions to the minimum strengths at which their use conforms with F. D. A. standards (F. D. A. Circular 198), they were contaminated with. a 35% soap solution (which if added in sufficient quantity would inactivate them as bacteriocides) and at the first indication of the restored fluorescence and color, they were found to retain a substantial proportion of their original bacteriocidal activity, thus providing a definite safety factor.
An example of a practical application of invention is as follows:
Used drinking glasses were cleansed with warm water and washing compound, rinsed, in clear water, and then immersed in a bath containing one ounce of the following composition to four gallons of Water:
12% lauryl pyridinium chloride having a phenol coefiicient of 28+ (F. D. A. Circular 198) 88% water gm. fluorescein per gal.
The glasses were then placed in a rack to drain.
So long as the aqueous composition retained its original light straw color it was found to possess satisfactory baoteriocidal properties. This color, accompanied by no apparent fluorescence under any conditions observed, remained substantially unchanged throughout many washing and rinsing operations. Then, suddenly, when the contamination reached a critical predetermined point, the bath'assumed a definite green color accompanied by a marked fluorescence. A determination of the phenol coefficient at this point showed that the value had dropped to a point substantially below its original strength, and at which renewal would be desired, yet it retained definite bacteriocidal activity sufiicient .to constitute a safety factor.
The quaternary ammonium compounds successfully employed to produce these desired results have included quaternary ammonium salts, wherein the ammonium nitrogen is incorporated in an aromatic ring or resonating system, which compounds can be characterized a cationic or invert soaps, detergents, wetting agents, disinfectants, germicides or bacteriocides.
The effect of the apparent loss or reduction of fluorescence of the dyes upon admixture with the quaternary ammonium compounds may be referred to as quenching. Whether or not fluorescence could be detected under special lighting or photographi-cally is of no practical importance where the impression upon the human eye is involved, and for the effects here under consideration, the expression "apparent fluorescence may be employed to advantage.
Many and valuable applications of this invention will suggest themselves to those skilled in the art, among which are uses in swimming pools, foot baths, dish washing, and various other places where contamination should be readily detectable.
the
The examples outlined herein will adequately serve to illustrate the invention without restricting it beyond the scope of the appended claims.
-I claim:
1. A bacteriocidal composition comprising a baoteriocidal quaternary ammonium compound and a fluorescent indicating agent quenched therein and responsive at a predetermined reduced bacteriocidal strength to change the visual aspect of the composition, said indicating agent being selected from the group consisting of fluorescein and uranine.
2. A bacteriocidal composition comprising a bacteriocidal alkyl pyridinium halide and a fluorescent phthalein dye selected from the group consisting of fluorescein and uranine quenched therein.
3. A bacteriocidal composition comprising a bacteriocidal alkyl pyridinium halide and a fluorescein indicator quenched therein.
4. A bacteriocidal composition comprising laury1 pyridinium chloride and a fluorescein indicator quenched therein.
5. A bacteriocidal composition comprising an aqueous vehicle, a quaternary ammonium bacteriocide and a fluorescent indicator selected from the group consisting of fluorescein and uranine quenched therein responsive at a predetermined bacterio-cidal strength to change the visual aspect of the-composition.
6. A bacteriocldal composition comprising an aqueous vehicle, a quaternary ammonium bacterlocide having a relatively high initial phenol coefiicien-t and a fluorescent indicator selected from the group consisting of fluorescein and uranine quenched therein responsive at a predetermined reduced phenol coefli-cient to change the visual aspect of the composition.
'7. A method for rendering reduced potency of a quaternary ammonium bacteriocide composition self indicating comprising incorporating therein a fluorescence agent selected from the group con-' sisting of fluorescein and uranin which changes the visual aspect of the composition at apredetermined bacteriocidal strength.
8. A method for rendering reduced strength of an alkyl pyridinium halide bacteriocidal composition self indicating comprising incorporating therein a fluorescein indicator which changes the visual aspect of the composition at a predeter mined bacteriocidal strength.
9. A method for rendering reduced strength of an alkyl pyridinium halide bacteriocidal composition self indicating comprising incorporating therein a uranine indicator which changes'the visual aspect of the composition at a predetermined bacteriocidal strength.
10. A bacteriocidal composition comprisinga bacteriocidal alkyl pyridinium halide and a uranine indicator quenched therein.
HARRY R. BR-OLL.
REFERENCES CITED Thefollowing references are of record in the file of this patent:
UNITED STATES PATENTS 7 Date Scharer "A"; Sept. 25, 19%5
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US672688A US2449274A (en) | 1946-05-27 | 1946-05-27 | Self-indicating quaternary ammonium bacteriocidal composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US672688A US2449274A (en) | 1946-05-27 | 1946-05-27 | Self-indicating quaternary ammonium bacteriocidal composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2449274A true US2449274A (en) | 1948-09-14 |
Family
ID=24699597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US672688A Expired - Lifetime US2449274A (en) | 1946-05-27 | 1946-05-27 | Self-indicating quaternary ammonium bacteriocidal composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2449274A (en) |
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2502643A (en) * | 1947-09-30 | 1950-04-04 | Du Pont | Neutralization of alkyl pyridinium chlorides |
| US2600221A (en) * | 1950-03-28 | 1952-06-10 | Domingo Emil | Cleansing method |
| US2633446A (en) * | 1950-06-10 | 1953-03-31 | Fairforest Company | Method of treating textile articles |
| US2635329A (en) * | 1950-05-16 | 1953-04-21 | Magnaflux Corp | Method of detecting cracks in porous surfaces |
| US3208936A (en) * | 1960-08-22 | 1965-09-28 | Lockheed Aircraft Corp | Antiseptic re-circulating toilet sump compositions |
| US3284293A (en) * | 1963-04-02 | 1966-11-08 | Merck Ag E | Novel fungicides |
| US3355392A (en) * | 1963-10-18 | 1967-11-28 | West Laboratories Inc | Alkaline germicidal cleaner with color indicator |
| US4311479A (en) * | 1977-09-27 | 1982-01-19 | Exterma-Germ Products Ltd. | Method of indicating the presence of an impregnant in a substrate |
| US4678658A (en) * | 1985-05-24 | 1987-07-07 | Larry Casey | Aerosol germicide and dye |
| US4793988A (en) * | 1985-05-24 | 1988-12-27 | Irene Casey | Germicide and dye composition |
| US4800066A (en) * | 1986-07-21 | 1989-01-24 | The Drackett Company | End of life indicator for automatic toilet cleaning devices |
| US4824827A (en) * | 1987-09-23 | 1989-04-25 | S. C. Johnson & Son, Inc. | Time-color indicators |
| US4965063A (en) * | 1985-05-24 | 1990-10-23 | Irene Casey | Cleaner and disinfectant with dye |
| US5154917A (en) * | 1990-09-11 | 1992-10-13 | Beecham Inc. | Color change mouthrinse |
| US5223245A (en) * | 1990-09-11 | 1993-06-29 | Beecham Inc. | Color change mouthrinse |
| WO2001087132A1 (en) * | 2000-05-12 | 2001-11-22 | Novapharm Research (Australia) Pty Limited | Biocidal cloth |
| US20030078242A1 (en) * | 2001-01-12 | 2003-04-24 | Board Of Regents, The University Of Texas System | Novel antiseptic derivatives with broad spectrum antimicrobial activity for the impregnation of surfaces |
| US20030165403A1 (en) * | 2003-03-12 | 2003-09-04 | Marsden James L. | Decontamination of surface exposed to biological warfare agents |
| US6734157B2 (en) | 1999-12-28 | 2004-05-11 | Kimberly-Clark Worldwide, Inc. | Controlled release anti-microbial hard surface wiper |
| US6794318B2 (en) | 1999-12-28 | 2004-09-21 | Kimberly-Clark Worldwide, Inc. | Use-dependent indicator system for absorbent articles |
| US6916480B2 (en) | 1999-12-28 | 2005-07-12 | Kimberly-Clark Worldwide, Inc. | Wiper containing a controlled-release anti-microbial agent |
| US20050197634A1 (en) * | 2004-01-20 | 2005-09-08 | Board Of Regents, The University Of Texas System | Methods for coating and impregnating medical devices with antiseptic compositions |
| US20090028751A1 (en) * | 2007-07-23 | 2009-01-29 | Glenn Robbins | Anti-microbial time card |
| US8124169B2 (en) | 2005-12-14 | 2012-02-28 | 3M Innovative Properties Company | Antimicrobial coating system |
| US9247736B2 (en) | 2005-12-14 | 2016-02-02 | 3M Innovative Properties Company | Antimicrobial adhesive films |
| US20160278905A1 (en) * | 2013-10-15 | 2016-09-29 | Imv Technologies | Straw for the preservation of a predetermined dose of liquid-based substance, in particular pure or diluted animal semen; and set comprising it |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE17383E (en) * | 1924-09-22 | 1929-07-30 | Leonard h | |
| US1986403A (en) * | 1932-01-25 | 1935-01-01 | Henry W Lehmkuhl | Method for testing chlorine solutions |
| US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
| US2380877A (en) * | 1945-07-31 | xcoox | ||
| US2385471A (en) * | 1941-07-17 | 1945-09-25 | Scharer Harry | Colorimetric method for testing for available chlorine |
-
1946
- 1946-05-27 US US672688A patent/US2449274A/en not_active Expired - Lifetime
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2380877A (en) * | 1945-07-31 | xcoox | ||
| USRE17383E (en) * | 1924-09-22 | 1929-07-30 | Leonard h | |
| US1986403A (en) * | 1932-01-25 | 1935-01-01 | Henry W Lehmkuhl | Method for testing chlorine solutions |
| US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
| US2385471A (en) * | 1941-07-17 | 1945-09-25 | Scharer Harry | Colorimetric method for testing for available chlorine |
Cited By (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2502643A (en) * | 1947-09-30 | 1950-04-04 | Du Pont | Neutralization of alkyl pyridinium chlorides |
| US2600221A (en) * | 1950-03-28 | 1952-06-10 | Domingo Emil | Cleansing method |
| US2635329A (en) * | 1950-05-16 | 1953-04-21 | Magnaflux Corp | Method of detecting cracks in porous surfaces |
| US2633446A (en) * | 1950-06-10 | 1953-03-31 | Fairforest Company | Method of treating textile articles |
| US3208936A (en) * | 1960-08-22 | 1965-09-28 | Lockheed Aircraft Corp | Antiseptic re-circulating toilet sump compositions |
| US3284293A (en) * | 1963-04-02 | 1966-11-08 | Merck Ag E | Novel fungicides |
| US3355392A (en) * | 1963-10-18 | 1967-11-28 | West Laboratories Inc | Alkaline germicidal cleaner with color indicator |
| US4311479A (en) * | 1977-09-27 | 1982-01-19 | Exterma-Germ Products Ltd. | Method of indicating the presence of an impregnant in a substrate |
| US4678658A (en) * | 1985-05-24 | 1987-07-07 | Larry Casey | Aerosol germicide and dye |
| US4793988A (en) * | 1985-05-24 | 1988-12-27 | Irene Casey | Germicide and dye composition |
| US4965063A (en) * | 1985-05-24 | 1990-10-23 | Irene Casey | Cleaner and disinfectant with dye |
| US4800066A (en) * | 1986-07-21 | 1989-01-24 | The Drackett Company | End of life indicator for automatic toilet cleaning devices |
| US4824827A (en) * | 1987-09-23 | 1989-04-25 | S. C. Johnson & Son, Inc. | Time-color indicators |
| US5154917A (en) * | 1990-09-11 | 1992-10-13 | Beecham Inc. | Color change mouthrinse |
| US5223245A (en) * | 1990-09-11 | 1993-06-29 | Beecham Inc. | Color change mouthrinse |
| US6734157B2 (en) | 1999-12-28 | 2004-05-11 | Kimberly-Clark Worldwide, Inc. | Controlled release anti-microbial hard surface wiper |
| US6916480B2 (en) | 1999-12-28 | 2005-07-12 | Kimberly-Clark Worldwide, Inc. | Wiper containing a controlled-release anti-microbial agent |
| US6794318B2 (en) | 1999-12-28 | 2004-09-21 | Kimberly-Clark Worldwide, Inc. | Use-dependent indicator system for absorbent articles |
| CN100376195C (en) * | 2000-05-12 | 2008-03-26 | 诺瓦制药研究(澳大利亚)股份有限公司 | Biocidal cloth |
| WO2001087132A1 (en) * | 2000-05-12 | 2001-11-22 | Novapharm Research (Australia) Pty Limited | Biocidal cloth |
| US20040038848A1 (en) * | 2000-05-12 | 2004-02-26 | Steven Kritzler | Biocidal cloth |
| AU2001255992B2 (en) * | 2000-05-12 | 2005-04-28 | Novapharm Research (Australia) Pty Limited | Biocidal cloth |
| US20080183152A1 (en) * | 2001-01-12 | 2008-07-31 | Issam Raad | Medical devices with broad spectrum antimicrobial activity |
| US20030078242A1 (en) * | 2001-01-12 | 2003-04-24 | Board Of Regents, The University Of Texas System | Novel antiseptic derivatives with broad spectrum antimicrobial activity for the impregnation of surfaces |
| US7651661B2 (en) | 2001-01-12 | 2010-01-26 | Board Of Regents, The University Of Texas System | Medical devices with broad spectrum antimicrobial activity |
| US7713472B2 (en) * | 2001-01-12 | 2010-05-11 | Board Of Regents, The University Of Texas System | Antiseptic derivatives with broad spectrum antimicrobial activity for the impregnation of surfaces |
| US20030165403A1 (en) * | 2003-03-12 | 2003-09-04 | Marsden James L. | Decontamination of surface exposed to biological warfare agents |
| US20050197634A1 (en) * | 2004-01-20 | 2005-09-08 | Board Of Regents, The University Of Texas System | Methods for coating and impregnating medical devices with antiseptic compositions |
| US8124169B2 (en) | 2005-12-14 | 2012-02-28 | 3M Innovative Properties Company | Antimicrobial coating system |
| US9247736B2 (en) | 2005-12-14 | 2016-02-02 | 3M Innovative Properties Company | Antimicrobial adhesive films |
| US20090028751A1 (en) * | 2007-07-23 | 2009-01-29 | Glenn Robbins | Anti-microbial time card |
| US20160278905A1 (en) * | 2013-10-15 | 2016-09-29 | Imv Technologies | Straw for the preservation of a predetermined dose of liquid-based substance, in particular pure or diluted animal semen; and set comprising it |
| US11666428B2 (en) | 2013-10-15 | 2023-06-06 | Imv Technologies | Straw for the preservation of a predetermined dose of liquid-based substance, in particular pure or diluted animal semen; and set comprising it |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2449274A (en) | Self-indicating quaternary ammonium bacteriocidal composition | |
| US2577773A (en) | Ternary detergent compositions | |
| US3150096A (en) | Cleansing and sanitizing compositions for food handling equipment | |
| US5424000A (en) | Acid cleanings and staining compositions | |
| US20090253606A1 (en) | Detergent Composition Comprising Non-Ionic Detersive Surfactant and Reactive Dye | |
| US20090253607A1 (en) | Detergent Composition Comprising Reactive Dye | |
| Anthony et al. | Effect of temperature on the interactions between neutral polymers and a cationic and a nonionic surfactant in aqueous solutions | |
| US4263179A (en) | Heavy-duty liquid detergent compositions containing alkoxylated alkylene diamines | |
| CN101490233B (en) | Low foaming cleaner | |
| JP2595226B2 (en) | Method for reducing yellowing of polyamide fibers | |
| EP3043832B1 (en) | Aqueous formulation for the cleaning of hard surfaces | |
| US2502881A (en) | Household cleaning composition | |
| CA1201639A (en) | Liquid detergent composition | |
| US4115281A (en) | Compositions for souring and softening laundered textile materials, method of preparing the same, and stock solutions prepared therefrom | |
| Chapman et al. | Crystal violet agar as a differential medium for staphylococci | |
| US6339056B1 (en) | Ammonia based cleaning and disinfecting composition | |
| US4214998A (en) | Quaternary ammonium compounds useful as fabric softening agents | |
| US6300379B2 (en) | Production of stable hydrolyzable organosilane solutions | |
| CA2521760C (en) | Biocidic detergent | |
| JPS61164158A (en) | Composition for inspection of protein | |
| US4066390A (en) | Stable hydrosulfite compositions | |
| JP2006271282A (en) | Solid culture medium and culturing method for detecting shigella | |
| US2353724A (en) | Germicidal soap | |
| CA2132811A1 (en) | Antimicrobial dish washing liquid | |
| JPH03207796A (en) | Liquid cleanser composition for garment |