US3915877A - Antibacterial laundry oil and dust control composition - Google Patents
Antibacterial laundry oil and dust control composition Download PDFInfo
- Publication number
- US3915877A US3915877A US29205472A US3915877A US 3915877 A US3915877 A US 3915877A US 29205472 A US29205472 A US 29205472A US 3915877 A US3915877 A US 3915877A
- Authority
- US
- United States
- Prior art keywords
- oil
- laundry
- benzotriazole
- fabric
- dust control
- 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
- C11D17/049—Cleaning or scouring pads; Wipes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/044—Acids; Salts or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/062—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/30—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/46—Textile oils
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2525—Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]
Definitions
- the present invention relates to new laundry oil composition containing a bactericide which is suitable for 'use in a combination oiling-laundering process, the
- the fabrics which are conventionally impregnated with oil to aid in collecting dust include dust mops, dust cloths and walk-on rugs or mats. These fabrics are impregnated with oil so that when they are, passed over a surface they will pick up and retain the dust and dirt on that surface. While there is little possibility of redepositing the dirt from one surface onto another surface being cleaned, there is a chance that microorganisms might be transferred. To deter such a transfer a bactericide is incorporated into the oil composition. There is almost always some moisture adsorbed on the surface of the dirt particles and it is this aqueous medium which contains microorganisms.
- the present invention is not concerned about such passive destruction of bacteria but rather a composition which actively destroys bacteria in dirt or aqueous phases in contact with the oil.
- a disc of fabric impregnated with the oil composition of the present invention is placed on a nutrient medium having a bacteria culture growing thereon the bacteria are killed not only under the disc of fabric but also in a ring around the fabric disc which ring is several mm. wide. This is known as bacteriostatic activity.
- Many of the usual bactericides such as ortho-phenyl phenol have been found to be ineffective for the present purpose in the concentrations desired.
- the salts of these compounds such as sodium o-phenylphenate, would enhance bacteriostatic activity, but the metal salts are immiscible in hydrocarbon oils.
- the bactericide also must not give off noxious fumes because the operator removing the fabrics from the processing equipment will be exposed to such fumes. Thus formaldehyde, although it is quite active, is unsatisfactory.
- Other bactericides such as phenyl mercury oleate are unsatisfactory for the present purpose because they are too toxic to man.
- S-hydroxyquinolines overcome all of the above-stated problems and impart satisfactory bacterial properties to laundry oils.
- This compound is used in amounts of from 0.02 to 2.0 wt. as based on the total composition. While larger amounts can be used if desired they are unnecessary.
- the base oils of the present invention are mineral oils and can be either paraffinic or napthenic. Generally they have a viscosity of from 60 to 600 SUS at F.
- the laundry oils of the present invention contain a dispersant to assist in removing aqueous soil from the dirty articles being cleaned.
- the preferred dispersants are salts of alkyl sulfonates or salts of alkyl benzene sulfonates. In either case the molecular weight generally is from 300 to 600.
- the alkali metal salts are preferred. Generally from 0.5 to 3.0 wt. as based on the total composition of the dispersant is used.
- the laundry oil preferably contains an antioxidant in an amount of from 0.01 to 0.5 wt. as based on the total composition.
- Butylated hydroxy toluene is a preferred antioxidant.
- the laundry oil also preferably contains an odorant to impart a fresh clean smell thereto.
- Alpine 16951 a complex mixture of essential oils and aromatics supplied by Alpine Aromatics, Inc. of Metuchen, New J ersey is exemplary of preferred odorants. Generally from 0.02 to 0.2 wt. as based on the total composition is used.
- composition of the present invention is also useful as a conventional oil fabric impregnant.
- the 8-hydroxyquinoline has the further advantage in that it acts as an antioxidant and improves the air stability of the oil at elevated temperatures. This is an important advantage particularly in view of the fact that most bactericides have a deleterious efiect on the oxidative stability of the oil.'
- the 8-hydroxyquinoline tends to complex with the copper and form a precipitate.
- Such parts may be pipes, pump parts or various fittings and structural members.
- This complexing results in a lessening of the bactericidal effectiveness of the 8-hydroxyquinoline.
- metal deactivators such as butyl zimate and zinc dithiophosphate
- 1,2,3-benzotriazole eliminates the problem without any adverse effect on the bactericidal activity of the 8-hydroxyquinoline.
- 0.0001 to 0.5 wt. based on the total oil composition of the 1,2,3-benzotriazole is used.
- EXAMPLE I Fifty dirty mops are charged to a conventional laundry wheel having a 150 lb. capacity which is connected by piping to an oil reservoir, an oil filter and a heat exchanger. Clean warm oil (165F.) is continuously circulated from the reservoir into the laundry wheel containing the dirty mops and then through the filter back to the reservoir at a rate of 10 gal/min. while the laundry wheel is operated. The oil level is half way up in the laundry wheel.
- the laundry oil contains 97.7 wt. of a non-staining napthenic mineral oil having a viscosity of 104 SUS at 100F. and 38 SUS at 210F., 2.0 wt.
- SUNAD E-0712 a commercial sodium sulfonate dispersant having a molecular weight of 440-470, 0.1 wt. butylated hydroxy toluene (antioxidant), 0.1 wt. of Alpine 16951 odorant, and 0.1 wt. of 8- hydroxyquinoline (antibacterial agent).
- antioxidant 0.1 wt. butylated hydroxy toluene
- 0.1 wt. of Alpine 16951 odorant 0.1 wt. of 8- hydroxyquinoline (antibacterial agent).
- EXAMPLE II A sample of 97.8 wt. oil of Example 1, 2.0 wt. sodium alkyl aryl sulfonates, 0.03 wt. Alpine 16951 odorant and 0.1 wt. butylated hydroxy toluene is prepared and various antibacterial agents are added at the 0.1 wt. percent level, and the samples tested for bacteriostatic activity on both E. coli (gram and S. aureus (gram in accordance with AATCC90-1965, which is an agar plate test developed by the American Association of Textile Chemists and Colorants.
- the S-hydroxyquinoline of the present invention is the only bacterial agent of those listed below having significant antibacterial activity on both organisms.
- EXAMPLE III A sample of laundry oil containing 97.7 wt. of the oil of Example I, 2.0 wt. sodium alkyl aryl sulfonates, 0.3 wt. Alpine 16951 odorant and 0.1 wt. butylated hydroxy toluene is prepared. To this sample is added the amounts of 1,2,3-benzotriazole indicated below. The samples are then tested as in Example 11. When so tested at the 0.1 wt. and 0.001 wt. level in the oil without the S-hydroxyquinoline, the l,2,3- benzotriazole did not exhibit any bactericidal activity. The aging done in the runs reported in the Table was done with the oil in a closed 4 oz. bottle in an oven. The copper used was a coil containing 36 inches of No. 18 copper wire.
- benzotriazole 2 0.001 wt. benzotriazole 16.5 15.5 3 Aged 4 weeks at 180F. 15.5 16.5
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Cleaning Implements For Floors, Carpets, Furniture, Walls, And The Like (AREA)
Abstract
A laundry oil containing 0.02 to 2.0 weight percent 8hydroxyquinoline as an antibacterial agent and the process of laundering mops and other fabrics used to wipe dust with such oil. In a preferred aspect of the invention the mops, etc. are laundered directly with the oil. When copper is present in the laundering apparatus the laundry oil preferably contains 0.0001 to 0.5 weight percent benzotriazole.
Description
United States Patent Ware Oct. 28, 1975 ANTIBACTERIAL LAUNDRY OIL AND [56] References Cited DUST CONTROL COMPOSITION UNITED STATES PATENTS [75] Inventor: Richard E. Ware, Trainer, Pa. 2,372,588 3/1945 Larsen et a]. 424/258 X V 2,770,626 11/1956 Nicholson et a]... 424/258 X [73] Asslgnee f Pennsylvama, 2,876,141 3/1959 Matthews 117/1395 F phlladelphla 3,085,984 4/1963 Degener 424/258 p 3,379,565 4/1968 Witcher, J! l17/l39.5 F
[ PP 292,054 Primary Examiner-Mayer Weinblatt [44] Published under the Trial Voluntary Protest Attorney Agent or Flrm George church;
Program on January 28, 1975 as document no. Edward Hess; Anthony Potts B 292,054. ABSTRACT 57 Related U.S. Application Data 1 Continuaiomin a" of S I No 174 236 A 3 A laundry 011 contammg 0.02 to 2.0 weight percent 197] abandons: e 8-hydroxyquin0line as an antibacterial agent and the process of laundering mops and other fabrics used to wipe dust with such oil. In a preferred aspect of the [52] US CL $2 32 H2 invention the mops, etc. are laundered directly with [51] Int Cl 2 ch91 3/22 the oil. When copper is present in the laundering ap- [58] Fieid 8/137 142, paratus the laundry oil preferably contains 0.0001 to 0.5 weight percent benzotriazole.
4 Claims, N0 Drawings This application is a continuation-in-part of United States application Ser. No. 174,236, entitled Antibacterial Laundry Oil and Dust Control Compositionfiled Aug. 23, l97l by Richard E. Ware, now abandoned.
BACKGROUND or THE INVENTION The present invention relates to new laundry oil composition containing a bactericide which is suitable for 'use in a combination oiling-laundering process, the
process of laundering fabrics with this new laundry oil composition and the fabrics impregnated with the new laundry oil composition.
In the past oiled fabrics such as mops, dust cloths, walk-on mats, etc., have found widespread use due to their improved effectiveness in removing dust as compared with similar fabrics which have not been oiled. General practice has been to launder the soiled fabric using conventional water and a detergent or soap laundering followed by re-oiling of the fabric. More recently a process of laundering the soiled fabrics by immersing them in a clean warm (150l80F.) laundry oil which is circulated past the fabrics to remove the soil has been developed. The soil particles are then removed from the laundry oil by filtration. The process offers numerous advantages such as reduced wear on the fabrics during laundering and in reduced pollution since there is no detergent and oil removed during laundering to be disposed of. However, the bactericides previously used in the fabric impregnating oils have proven to be unsatisfactory for use in the new laundering oil impregnating process.
DESCRIPTION OF THE INVENTION The fabrics which are conventionally impregnated with oil to aid in collecting dust include dust mops, dust cloths and walk-on rugs or mats. These fabrics are impregnated with oil so that when they are, passed over a surface they will pick up and retain the dust and dirt on that surface. While there is little possibility of redepositing the dirt from one surface onto another surface being cleaned, there is a chance that microorganisms might be transferred. To deter such a transfer a bactericide is incorporated into the oil composition. There is almost always some moisture adsorbed on the surface of the dirt particles and it is this aqueous medium which contains microorganisms. Therefore, it is important that there be a migration from the oil impregnant in a dust control fabric to this aqueous phase in order to kill bacteria. Thus the laundry oil must contain within itself a miscible component which also can effectively migrate to the hydrous dirt particles. Water solubility and hydrocarbon miscibility are generally incompatible properties except through the use of coupling agents and in fact the imparting of antibacterial activity to an oil for this type of application has generally been regarded as not feasible.
It should be pointed out that oil alone reduces growth of most bacteria because it isolates them from their nutrient sources in the aqueous phase and also extracts vital components from their structures. However, the present invention is not concerned about such passive destruction of bacteria but rather a composition which actively destroys bacteria in dirt or aqueous phases in contact with the oil. Thus when a disc of fabric impregnated with the oil composition of the present invention is placed on a nutrient medium having a bacteria culture growing thereon the bacteria are killed not only under the disc of fabric but also in a ring around the fabric disc which ring is several mm. wide. This is known as bacteriostatic activity. Many of the usual bactericides such as ortho-phenyl phenol have been found to be ineffective for the present purpose in the concentrations desired. The salts of these compounds, such as sodium o-phenylphenate, would enhance bacteriostatic activity, but the metal salts are immiscible in hydrocarbon oils. The bactericide also must not give off noxious fumes because the operator removing the fabrics from the processing equipment will be exposed to such fumes. Thus formaldehyde, although it is quite active, is unsatisfactory. Other bactericides such as phenyl mercury oleate are unsatisfactory for the present purpose because they are too toxic to man.
It has now been found that S-hydroxyquinolines overcome all of the above-stated problems and impart satisfactory bacterial properties to laundry oils. This compound is used in amounts of from 0.02 to 2.0 wt. as based on the total composition. While larger amounts can be used if desired they are unnecessary. This material surprisingly is quite effective against microorganisms although it has a very low toxicity to mammals. Taken orally in guinea pigs the LD20= 1.5 gms/Kgm. In the amounts used herein 8-hydroxyquinoline is relatively non-toxic.
The base oils of the present invention are mineral oils and can be either paraffinic or napthenic. Generally they have a viscosity of from 60 to 600 SUS at F.
Preferably the laundry oils of the present invention contain a dispersant to assist in removing aqueous soil from the dirty articles being cleaned. Generally the preferred dispersants are salts of alkyl sulfonates or salts of alkyl benzene sulfonates. In either case the molecular weight generally is from 300 to 600. The alkali metal salts are preferred. Generally from 0.5 to 3.0 wt. as based on the total composition of the dispersant is used.
The laundry oil preferably contains an antioxidant in an amount of from 0.01 to 0.5 wt. as based on the total composition. Butylated hydroxy toluene is a preferred antioxidant.
The laundry oil also preferably contains an odorant to impart a fresh clean smell thereto. Alpine 16951, a complex mixture of essential oils and aromatics supplied by Alpine Aromatics, Inc. of Metuchen, New J ersey is exemplary of preferred odorants. Generally from 0.02 to 0.2 wt. as based on the total composition is used.
The composition of the present invention is also useful as a conventional oil fabric impregnant.
The 8-hydroxyquinoline has the further advantage in that it acts as an antioxidant and improves the air stability of the oil at elevated temperatures. This is an important advantage particularly in view of the fact that most bactericides have a deleterious efiect on the oxidative stability of the oil.'
When the laundry oil composition of the present invention is used in an apparatus containing parts made of copper or copper alloys such as brass or bronze, the 8-hydroxyquinoline tends to complex with the copper and form a precipitate. Such parts may be pipes, pump parts or various fittings and structural members. This complexing results in a lessening of the bactericidal effectiveness of the 8-hydroxyquinoline. it has been found that while many metal deactivators such as butyl zimate and zinc dithiophosphate are ineffective, a small amount of 1,2,3-benzotriazole eliminates the problem without any adverse effect on the bactericidal activity of the 8-hydroxyquinoline. Generally from 0.0001 to 0.5 wt. based on the total oil composition of the 1,2,3-benzotriazole is used.
EXAMPLE I Fifty dirty mops are charged to a conventional laundry wheel having a 150 lb. capacity which is connected by piping to an oil reservoir, an oil filter and a heat exchanger. Clean warm oil (165F.) is continuously circulated from the reservoir into the laundry wheel containing the dirty mops and then through the filter back to the reservoir at a rate of 10 gal/min. while the laundry wheel is operated. The oil level is half way up in the laundry wheel. The laundry oil contains 97.7 wt. of a non-staining napthenic mineral oil having a viscosity of 104 SUS at 100F. and 38 SUS at 210F., 2.0 wt. of SUNAD E-0712 a commercial sodium sulfonate dispersant having a molecular weight of 440-470, 0.1 wt. butylated hydroxy toluene (antioxidant), 0.1 wt. of Alpine 16951 odorant, and 0.1 wt. of 8- hydroxyquinoline (antibacterial agent). After 30 minutes the oil is pumped out of the laundry wheel without recirculating it. The mops are then spun dry for 12 minutes and then are manually unloaded from the apparatus. The cleaned mops contain 35 to 40 weight percent oil but are dry to the touch and appear in excellent condition.
EXAMPLE II A sample of 97.8 wt. oil of Example 1, 2.0 wt. sodium alkyl aryl sulfonates, 0.03 wt. Alpine 16951 odorant and 0.1 wt. butylated hydroxy toluene is prepared and various antibacterial agents are added at the 0.1 wt. percent level, and the samples tested for bacteriostatic activity on both E. coli (gram and S. aureus (gram in accordance with AATCC90-1965, which is an agar plate test developed by the American Association of Textile Chemists and Colorants. The S-hydroxyquinoline of the present invention is the only bacterial agent of those listed below having significant antibacterial activity on both organisms. The others are: o-phenylphenol; hexahydro- 1,3,5triethyl-S-triazine; monoethyl ether of ethylene glycol; B-bromo-B-nitrostyrene; hexahydro-l,3,5- tris(2-hydroxyethyl-S-triazine); benzoic acid; 2,3,4,6-
tetrachlorophenol; butyl carbitol; ethylene glycol; tetrahydroacenaphthene; hexachlorophene; glutaraldehyde; propyl para-hydroxy benzoic acid; tributyl trioxide; 2,4-pentanedione; p-nitrophenol; disodium ethylene bis-dithiocarbamate; bis(2-hydroxy-5- ch1orophenyl)-sulfide; 4-bromoacetoxymethylene-mdioxolane; hexetidine; myristyl dimethylbenzyl ammonium chloride; p-tertiary amyl phenol. The 8- hydroxyquinoline exhibits a clear zone of 18.5 mm. on E. coli and 15.5 mm. on S. aureus when subjected to the above test whereas there is no clear zone when the above-mentioned materials are tested.
EXAMPLE III A sample of laundry oil containing 97.7 wt. of the oil of Example I, 2.0 wt. sodium alkyl aryl sulfonates, 0.3 wt. Alpine 16951 odorant and 0.1 wt. butylated hydroxy toluene is prepared. To this sample is added the amounts of 1,2,3-benzotriazole indicated below. The samples are then tested as in Example 11. When so tested at the 0.1 wt. and 0.001 wt. level in the oil without the S-hydroxyquinoline, the l,2,3- benzotriazole did not exhibit any bactericidal activity. The aging done in the runs reported in the Table was done with the oil in a closed 4 oz. bottle in an oven. The copper used was a coil containing 36 inches of No. 18 copper wire.
TABLE E. coli S. aureus Diameter of inhibitors RUN zone in mm.
1 Control 0 wt. 15.5 15.5
benzotriazole 2 0.001 wt. benzotriazole 16.5 15.5 3 Aged 4 weeks at 180F. 15.5 16.5
control 4 Aged 4 weeks at 180F.
control in presence of 7.5 12.5 copper coil 5 Aged 4 weeks at 180F.,
0.001 wt. benzotriazole 16.5 15.5 Aged 4 weeks at 180F.,
0.001 wt. benzotriazole in presence 12.5 15.5 of copper coil 7 Aged 4 weeks at 180F. in
presence of 0.1 wt. benzotriazole 1 3.5 15 .5 8 Aged 4 weeks at 180F. in
presence of 0.1 wt. benzotriazole in presence of copper coil 10.5 14.5
The invention claimed is:
l. A dust control fabric impregnated with a mineral oil containing from about 0.02 to about 2.0 percent by weight of 8-hydroxyquinoline.
2. The fabric of claim 1, wherein the oil composition contains from 0.0001 to 0.5 percent by weight of 1,2,3- benzotriazole.
3. The fabric of claim 1 wherein the fabric is in the form of a mop.
4. The mop of claim 3 wherein the oil composition contains from 0.0001 to 0.5 percent by weight of 1,2,3-
benzotriazole.
Claims (4)
1. A DUST CONTROL FABRIC IMPREGNATED WITH A MINERAL OIL CONTAINING FROM ABOUT 0.02 ATOM ABOUT 2.0 PERCENT OIL 8-HYDROXYQUINOLINE.
2. The fabric of claim 1, wherein the oil composition contains from 0.0001 to 0.5 percent by weight of 1,2,3-benzotriazole.
3. The fabric of claim 1 wherein the fabric is in the form of a mop.
4. The mop of claim 3 wherein the oil composition contains from 0.0001 to 0.5 percent by weight of 1,2,3-benzotriazole.
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE292054D BE292054A (en) | 1971-08-23 | ||
US3740190D US3740190A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
US3740191D US3740191A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
CA141,A CA963804A (en) | 1971-08-23 | 1972-05-12 | Antibacterial laundry oil and dust control composition |
GB748174A GB1402084A (en) | 1971-08-23 | 1972-07-21 | Antibacterial laundry oil and dustr control composition |
GB748074A GB1399494A (en) | 1971-08-23 | 1972-07-21 | Antibacterial laundry oil and dust control composition |
GB3414272A GB1399493A (en) | 1971-08-23 | 1972-07-21 | Antibacterial laundry oil and dust control composition |
DE2241354A DE2241354A1 (en) | 1971-08-23 | 1972-08-23 | OIL MIX |
CA152,225A CA969444A (en) | 1971-08-23 | 1972-09-21 | Antibacterial laundry oil and dust control oil composition |
CA152,224A CA969443A (en) | 1971-08-23 | 1972-09-21 | Antibacterial laundry oil and dust control oil composition |
US05292054 US3915877A (en) | 1971-08-23 | 1972-09-25 | Antibacterial laundry oil and dust control composition |
US05/461,070 US3963419A (en) | 1971-08-23 | 1974-04-15 | Antibacterial laundry oil and dust control composition |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US17423671A | 1971-08-23 | 1971-08-23 | |
US18585071A | 1971-10-01 | 1971-10-01 | |
US18585171A | 1971-10-01 | 1971-10-01 | |
US05292054 US3915877A (en) | 1971-08-23 | 1972-09-25 | Antibacterial laundry oil and dust control composition |
US05/461,070 US3963419A (en) | 1971-08-23 | 1974-04-15 | Antibacterial laundry oil and dust control composition |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US17423671A Continuation-In-Part | 1971-08-23 | 1971-08-23 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US05/461,070 Division US3963419A (en) | 1971-08-23 | 1974-04-15 | Antibacterial laundry oil and dust control composition |
Publications (2)
Publication Number | Publication Date |
---|---|
USB292054I5 USB292054I5 (en) | 1975-01-28 |
US3915877A true US3915877A (en) | 1975-10-28 |
Family
ID=27538904
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US3740190D Expired - Lifetime US3740190A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
US3740191D Expired - Lifetime US3740191A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
US05292054 Expired - Lifetime US3915877A (en) | 1971-08-23 | 1972-09-25 | Antibacterial laundry oil and dust control composition |
US05/461,070 Expired - Lifetime US3963419A (en) | 1971-08-23 | 1974-04-15 | Antibacterial laundry oil and dust control composition |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US3740190D Expired - Lifetime US3740190A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
US3740191D Expired - Lifetime US3740191A (en) | 1971-08-23 | 1971-10-01 | Antibacterial laundry oil and dust control oil composition |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US05/461,070 Expired - Lifetime US3963419A (en) | 1971-08-23 | 1974-04-15 | Antibacterial laundry oil and dust control composition |
Country Status (5)
Country | Link |
---|---|
US (4) | US3740190A (en) |
BE (1) | BE292054A (en) |
CA (3) | CA963804A (en) |
DE (1) | DE2241354A1 (en) |
GB (3) | GB1399493A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3963419A (en) * | 1971-08-23 | 1976-06-15 | Sun Oil Company Of Pennsylvania | Antibacterial laundry oil and dust control composition |
US4654374A (en) * | 1985-03-08 | 1987-03-31 | Howard Martin | Chemical disinfectant and sterilant |
US5113643A (en) * | 1990-09-12 | 1992-05-19 | Krp Enterprises, Inc. | Dust suppression system |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4075375A (en) * | 1976-01-30 | 1978-02-21 | Duskin Franchise Co. Ltd. | Cleaning material and process for preparation thereof |
IT1106962B (en) * | 1977-01-17 | 1985-11-18 | Sumitomo Chemical Co | BENZOXIA DERIVATIVES COMPOSIT THIAZOLONE USABLE PARTICULARLY AS FUNGICIDES |
US4165318A (en) * | 1977-09-06 | 1979-08-21 | Rohm And Haas Company | Formaldehyde stabilized coating compositions |
GB2061991B (en) * | 1979-10-26 | 1983-06-22 | Ciba Geigy Ag | Colour former composition |
US5185355A (en) * | 1990-12-10 | 1993-02-09 | Rohm And Haas Company | Biocidal combinations containing 4,5-dichloro-2-cyclohexyl-3-isothiazolone and certain commercial biocides |
US5273987A (en) * | 1990-12-10 | 1993-12-28 | Rohm And Haas Company | Biocidal combinations containing 4,5-dichloro-2-cyclohexyl-3-isothiazolone and certain commercial biocides |
KR100269830B1 (en) * | 1996-04-18 | 2000-10-16 | 포만 제프리 엘 | Organic-metallic composite coating for copper surface protection |
US20060005463A1 (en) * | 2004-07-08 | 2006-01-12 | Gernon Michael D | Alkyl ethanolamine and biocide combination for hydrocarbon based fuels |
CN112813681A (en) * | 2021-02-20 | 2021-05-18 | 康文广 | Antibacterial and mildewproof garment fabric and preparation method thereof |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2372588A (en) * | 1940-06-19 | 1945-03-27 | Shell Dev | Compounded mineral oil |
US2770626A (en) * | 1952-08-25 | 1956-11-13 | Ferro Corp | Solubilized 8-hydroxyquinoline and method of producing same |
US2876141A (en) * | 1956-11-05 | 1959-03-03 | Atlantic Ind Inc | Anti-soiling treatment of carpet and rug backing yarns and fibers |
US3085984A (en) * | 1959-04-06 | 1963-04-16 | Bayer Ag | Polyurethane plastic containing an 8-hydroxy quinoline and process for preparing same |
US3379565A (en) * | 1962-12-26 | 1968-04-23 | Monsanto Co | Process for applying anti-static finish to a textile material |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3125487A (en) * | 1964-03-17 | Bacteriostatic compositions and meth- | ||
US2709665A (en) * | 1953-01-29 | 1955-05-31 | Joseph L Campbell | Germicidal composition and method of treating fabrics therewith |
US2842441A (en) * | 1955-07-25 | 1958-07-08 | Kuen Franz Meinrad | Antimicrobial preservative |
BE607703A (en) * | 1959-06-24 | |||
US3200036A (en) * | 1962-08-17 | 1965-08-10 | Talb Ind Inc | Oiled dust cloth composition |
US3391079A (en) * | 1964-06-10 | 1968-07-02 | Greenblatt Joseph | Treatment of cellulosic fabrics |
GB1081282A (en) * | 1964-08-14 | 1967-08-31 | Geigy Uk Ltd | Bis-benzotriazoles and compositions containing same |
DE1215304C2 (en) * | 1964-11-10 | 1966-11-24 | Bayer Ag | Antimicrobial agents |
US3577215A (en) * | 1969-02-03 | 1971-05-04 | Means & Co F W | Dry cleaning process |
JPS4830039B1 (en) * | 1969-06-30 | 1973-09-17 | ||
US3658700A (en) * | 1970-09-25 | 1972-04-25 | Muck & Co Inc | Method for controlling and inhibiting the formation and growth of slime in industrial water systems |
BE292054A (en) * | 1971-08-23 | 1900-01-01 |
-
0
- BE BE292054D patent/BE292054A/xx unknown
-
1971
- 1971-10-01 US US3740190D patent/US3740190A/en not_active Expired - Lifetime
- 1971-10-01 US US3740191D patent/US3740191A/en not_active Expired - Lifetime
-
1972
- 1972-05-12 CA CA141,A patent/CA963804A/en not_active Expired
- 1972-07-21 GB GB3414272A patent/GB1399493A/en not_active Expired
- 1972-07-21 GB GB748074A patent/GB1399494A/en not_active Expired
- 1972-07-21 GB GB748174A patent/GB1402084A/en not_active Expired
- 1972-08-23 DE DE2241354A patent/DE2241354A1/en active Pending
- 1972-09-21 CA CA152,225A patent/CA969444A/en not_active Expired
- 1972-09-21 CA CA152,224A patent/CA969443A/en not_active Expired
- 1972-09-25 US US05292054 patent/US3915877A/en not_active Expired - Lifetime
-
1974
- 1974-04-15 US US05/461,070 patent/US3963419A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2372588A (en) * | 1940-06-19 | 1945-03-27 | Shell Dev | Compounded mineral oil |
US2770626A (en) * | 1952-08-25 | 1956-11-13 | Ferro Corp | Solubilized 8-hydroxyquinoline and method of producing same |
US2876141A (en) * | 1956-11-05 | 1959-03-03 | Atlantic Ind Inc | Anti-soiling treatment of carpet and rug backing yarns and fibers |
US3085984A (en) * | 1959-04-06 | 1963-04-16 | Bayer Ag | Polyurethane plastic containing an 8-hydroxy quinoline and process for preparing same |
US3379565A (en) * | 1962-12-26 | 1968-04-23 | Monsanto Co | Process for applying anti-static finish to a textile material |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3963419A (en) * | 1971-08-23 | 1976-06-15 | Sun Oil Company Of Pennsylvania | Antibacterial laundry oil and dust control composition |
US4654374A (en) * | 1985-03-08 | 1987-03-31 | Howard Martin | Chemical disinfectant and sterilant |
US5113643A (en) * | 1990-09-12 | 1992-05-19 | Krp Enterprises, Inc. | Dust suppression system |
Also Published As
Publication number | Publication date |
---|---|
US3740190A (en) | 1973-06-19 |
BE292054A (en) | 1900-01-01 |
GB1402084A (en) | 1975-08-06 |
US3963419A (en) | 1976-06-15 |
CA963804A (en) | 1975-03-04 |
CA969444A (en) | 1975-06-17 |
DE2241354A1 (en) | 1973-03-01 |
US3740191A (en) | 1973-06-19 |
GB1399493A (en) | 1975-07-02 |
GB1399494A (en) | 1975-07-02 |
CA969443A (en) | 1975-06-17 |
USB292054I5 (en) | 1975-01-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3915877A (en) | Antibacterial laundry oil and dust control composition | |
US3770373A (en) | Drycleaning deodorizing and disinfecting compositions and processes | |
JP2003523278A (en) | Method for removing microbial biofilms from surfaces | |
US4075375A (en) | Cleaning material and process for preparation thereof | |
US3200036A (en) | Oiled dust cloth composition | |
US3780392A (en) | Micro-organism control composition and dust cloth therewith | |
JP2001200469A (en) | Antimicrobial composition for fiber | |
US3961891A (en) | Antibacterial laundry oil and dust control oil composition | |
US2700654A (en) | Cleaning solution and method | |
JP3883763B2 (en) | Deodorant treatment for textile products | |
US3840661A (en) | Iodine and bromine adducts of 1,3,5-tri(beta-hydroxy)ethylhexahydro-s-triazine and the use thereof as a bactericide or fungicide | |
JP2002370911A (en) | Antimicrobially finishing agent and antimicrobially finishing method for textile product | |
US3671441A (en) | Dry cleaning detergent | |
US3391079A (en) | Treatment of cellulosic fabrics | |
JPH11279589A (en) | Antibacterial detergent for housing | |
US3124536A (en) | Composition for cleaning synthetic fur | |
US3182082A (en) | Salicylaldehyde-semicarbazones | |
DE2359822A1 (en) | Wash oils contg. 8-hydroxyquinoline as bactericide - with addn. of 1,2,3-benzotriazole as copper deactivator | |
US2475418A (en) | Dry cleaning | |
WO2000029527A2 (en) | Environmentally safe detergent composition and method of use | |
US3708527A (en) | Quaternary ammonium aryl carboxylic acid salts | |
US3274115A (en) | Germicidal compositions | |
US3254029A (en) | Drycleaning detergent composition | |
JPS62276079A (en) | Production of oil-containing fiber for cleaning | |
US2620281A (en) | Laundry starch composition |