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WO2013057037A1 - Composition de nettoyage de surface dure - Google Patents

Composition de nettoyage de surface dure Download PDF

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Publication number
WO2013057037A1
WO2013057037A1 PCT/EP2012/070170 EP2012070170W WO2013057037A1 WO 2013057037 A1 WO2013057037 A1 WO 2013057037A1 EP 2012070170 W EP2012070170 W EP 2012070170W WO 2013057037 A1 WO2013057037 A1 WO 2013057037A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
solution
solvent
cas
hard surface
Prior art date
Application number
PCT/EP2012/070170
Other languages
English (en)
Inventor
Somnath Das
Kingshuk Dutta
Amitava Pramanik
Original Assignee
Unilever N.V.
Unilever Plc
Hindustan Unilever Limited
Conopco, Inc., D/B/A Unilever
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Unilever N.V., Unilever Plc, Hindustan Unilever Limited, Conopco, Inc., D/B/A Unilever filed Critical Unilever N.V.
Publication of WO2013057037A1 publication Critical patent/WO2013057037A1/fr

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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents
    • 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
    • C11D3/162—Organic compounds containing Si
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • C11D3/201—Monohydric alcohols linear
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • C11D3/2017—Monohydric alcohols branched
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—Ethers
    • 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
    • C11D3/43—Solvents

Definitions

  • the present invention is in the field of hard surface cleaning compositions. It particularly relates to a method and composition for cleaning of a surface and imparting repellence of soils.
  • Hard surfaces are generally cleaned using liquid compositions which comprise one or more surfactants.
  • the cleaning compositions may be applied in diluted or undiluted form, in a spray, or rubbed using a cloth and any other convenient way.
  • the cleaning composition may be rinsed from the surface after the cleaning.
  • US-A1 -20040248759 discloses a surface treatment composition comprising a mixture of hydroxyether and polyalkoxysilane.
  • the treatment can discourage water spotting and soil accumulation, and can make the surface easier to clean and maintain.
  • the specification does not solve the problem of oily soils.
  • WO-A1 -2001081515 discloses an agent for cleaning hard surfaces, containing conventional ingredients and additionally condensation products of one or more hydrolyzable compounds.
  • the formulation has a substantially increased waterproofing effect and cleaning efficiency of oil and fat-containing stains or marks.
  • the composition does not help in oil repellence.
  • the object of the present invention is to provide a stable surface cleaning composition which can make the surface hydrophobic and oleophobic as well as provide superior cleaning.
  • composition comprising fluoro silane with a solvent and a polyvalent metal salt was found to render both hydrophobicity and oleophobicity making the surface less susceptible to soiling, by both aqueous and oily stains and also provides better cleaning.
  • the present invention provides a hard surface cleaning composition
  • a hard surface cleaning composition comprising 0.1 -2.5% of a polyvalent metal salt; 0.25-5% of a fluoro silane; 0.25-2.5% of a cationic surfactant;3.5-8.5% of a lower alcohol solvent; and 0. 5-6% of a co-solvent; and wherein the composition has a pH of between 3 and 7 and, wherein the
  • the invention provides a process for preparation of a hard surface cleaning composition, comprising the steps of preparing a solution A by mixing a lower alcohol solvent, a co-solvent and a fluoro silane; preparing a solution B by mixing a polyvalent metal salt, the cationic surfactant and water; and adjusting the pH of the solution to between 3 and 7; and adding Solution A to solution B under constant stirring.
  • the invention still further provides a process for treating a surface, comprising the steps in sequence of applying the composition according to the invention to a hard surface, optionally wiping or rinsing the same and leaving the surface to dry.
  • next time cleaning benefit is meant, easier stain and/or soil removal after soiling and/or staining of a surface that has previously been treated with a composition This is also referred to in the art as secondary cleaning benefit.
  • the application of such a composition is sometimes referred to as the application of a sacrificial layer to surface or substrate.
  • a hard surface cleaning composition has been described herein which comprises of a polyvalent metal salt, a fluoro silane, a cationic surfactant, a lower alcohol solvent and a co-solvent.
  • the pH of the composition is between 3 and 7. The best results are obtained between pH 4 and 6.
  • the hard surface may be any household or industrial hard surface, but household surfaces are specifically considered. Typical hard surfaces includes glass, tiles and other ceramic materials, metal surfaces, polished stones and polished concrete; more preferably includes stone or concrete kitchen tops, glass window and cooker tops, and tiles.
  • the composition according to the invention comprises 0.1 -2.5% of a polyvalent metal salt.
  • the metal salts provide ionic strength to the medium that helps in deposition of the actives on the surface, and in that sense polyvalent metals are more preferred over monovalent metal salts.
  • Polyvalent metals are also more hydrolysable than monovalent metal salts and so tend to help deposition of the actives further through weak agglomeration and flocculation of actives on the surface.
  • the polyvalent metal salts are preferably selected from metal salts including zinc, copper, aluminium, iron, or titanium, more preferably is chosen from zinc, copper or aluminium. Chromium is not preferred for household use as it is toxic. Alkaline earth metals also are not preferred in the composition because they are much less acidic and so less hydrolysable than the corresponding transition metal bivalent salts like those of zinc and copper, or trivalent metal salts like those of aluminium. The best results were obtained with polyvalent metal salts having a monovalent anion.
  • composition is preferably substantially free of alkaline earth metals, wherein by substantially free is meant less than 0.1 % of the compostion, more preferably less than 0.05%, still more preferably less than 0.01 %, or even less than 0.001 % by weight of the composition of alkaline earth metals.
  • composition is preferably substantially free of Chromium, wherein by substantially free is meant less than 0.1 % of the compostion, more preferably less than 0.05%, still more preferably less than 0.01 %, or even less than 0.001 % by weight of the composition of chromium.
  • the polyvalent metal ion salt is present in the composition in a concentration between 0.1 % to 2.5% by weight, preferably more than 0.2%, more preferably more than 0.5%, but preferably not more than 2%, more preferably not more than 1 %, by weight of the composition.
  • the anionic counter ion is may be any anion, providing a solubilising salt.
  • Monovalent anions are found to perform slightly better than polyvalent anions. Monovalent anions are therefore preferred.
  • a flurosilane reduces the surface energy of the substrate by adsorption or deposition when applied through the formulation. This in turn results in hydrophobic and oleophobic behaviour to substrates.
  • heptadecafluoro-1 ,1 ,2,2-tetrahydrodecyl trimethoxysilane CAS: 83048-65-1
  • trimethoxysilane (CAS: 85857-16-5); heptadecafluoro-1 ,1 ,2,2-tetrahydrodecyl triethoxysilane (CAS: 101947-16-4 ); tridecafluoro-1 ,1 ,2,2-tetrahydrooctyl) triethoxysilane (CAS: 51851 -37-7); bis (tridecafluoro-1 ,1 ,2,2-tetrahydrooctyl) tetramethyldisiloxane (CAS: 71363-70-7); or bis ((tridecafluoro-1 ,1 ,2,2-tetrahydrooctyl) dimethylsiloxy) methylsilane (CAS: 521069-00-1 ).
  • the composition according to the invention comprises 0.25 - 5% by weight of a fluoro silane, preferably more than 0.5%, but for formulation stability, cost and environmental reasons preferably not more than 5%, by weight of
  • Cationic surfactants are known for cleaning benefits when applied in the formulation. Without wishing to be bound by a theory, it is thought that the cationic surfactant in the present invention forms a complex with the metal salt. The complex is thought to deposit onto the surface, possibly bound to it, and thereby provides stain repellence. The cationic surfactant is preferred over anionic or non ionic surfactants due to its positive charge, which is essential for stain repellence of the substrate.
  • the cationic surfactant according to the invention is a quaternary ammonium salt surfactant, characterised in that the ammonium salt has the general formula:
  • R1 R2R3R4N+ X- wherein R1 to R4 are alkyl or aryl groups, and X " is an inorganic anion.
  • At least one, but typically not more than two, of the alkyl or aryl groups R1 - R4 is an alkyl group having a C12-C18 alkyl chain length, or an aryl group, while the remaining alkyl groups are C1 -C3 alkyl.
  • R1 is preferably a C14-C16 straight chain alkyl group, while R2-R4 are preferably methyl groups.
  • the most preferred quaternary ammonium cationic surfactant is benzalkonium chloride (alkyldimethylbenzylammonium chloride).
  • the cationic surfactant is present in the composition in a concentration of between 0.25% and 2.5% by weight, preferably more than 0.5%, but preferably not more than 2% by weight of the composition.
  • Lower alcohol solvent preferably benzalkonium chloride (alkyldimethylbenzylammonium chloride).
  • composition according to the invention comprises a lower alcohol solvent.
  • the lower alcohol is found to provide improved cleaning of fatty soils/stains.
  • Good stain dissolution is found at concentrations above 3.5%, preferably the composition comprises at least 4%, or even at least 5% by weight.
  • compositions therefore comprise not more than 8.5% by weight of the lower alcohol, preferably not more than 8% by weight.
  • the composition preferably comprises 4 - 8% by weight of a C1 -C4 mono or dihydric aliphatic alcohol, preferably, methanol, ethanol, 1 -propanol, 2-propanol.
  • a C1 -C4 mono or dihydric aliphatic alcohol preferably, methanol, ethanol, 1 -propanol, 2-propanol.
  • methanol may not be preferred in consumer products.
  • the co-solvent provides improved stability to the composition.
  • Stability has two aspects. One aspect is physical stability of the composition, i.e., whether the composition separates into layers either immediately after it has been formed or after a period of standing. The other aspect is chemical stability, i.e., whether the composition retains activity, e. g., the ability to modify surface properties after being allowed to stand for a prolonged period of time. The use of the co-solvent is found to improve both aspects of stability.
  • Co-solvents are generally alcohol ethers chosen from the group consisting of glycol ethers, phenoxy alkanols and arylalkoxy alkanols.
  • Examples of preferred co-solvents are 2-phenoxy ethanol, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, and dipropylene glycol n-propyl ether.
  • the most preferred co-solvent according to invention is 2-phenoxy ethanol.
  • the co-solvent is used in an effective amount. There is a minimum level required to obtain an observable effect. However, beyond a maximum level, the advantages obtained using the co-solvent decreases with increasing amounts of co-solvent.
  • the co-solvent is present in the composition in a concentration of between 0. 5 and 6% by weight, preferably more than 0.75%, more preferably more than 1 %, but preferably not more than 5%, more preferably not more than 4%, or even not more than 3% by weight of the composition.
  • adjunct ingredients like perfume, dye, fluorescers, bleach, anti microbial agent, anti static agent etc are optionally included.
  • the composition further comprises a quaternary silicone oil.
  • the preferred quaternary silicon oils are poly siloxanes.
  • Polydimethylsiloxane (PDMS) and polymethyl hydrosiloxane (PMHS) are preferred ingredients.
  • the quaternary silicone oil may be present in the compositions in a concentration of less than 1 % by weight.
  • the composition preferably comprises less than 0.5% by weight, but preferably more than 0.1 % by weight.
  • Solution A is prepared by taking a lower alcohol solvent in a container and
  • Solution B is prepared by mixing polyvalent metal salt and a cationic surfactant followed by addition of distilled water to it and adjusting the pH of between 3 and 7, preferably between 4 and 6.
  • Solution A is then added to solution B under constant stirring.
  • the mixture constitutes the treatment solution according to the invention.
  • the addition is done slowly, on small aliquots of the added solution to the other solution, under constant stirring.
  • the addition is done over a period of less than 30 minutes, typically less than 20 minutes, but typically more than 1 minute, or even more than 5 minutes.
  • the procedure of treatment according to the invention comprises of application of the treatment solution either in dilute or concentrated form contained in Bottles, trigger spray dispensers, wipes, by spreading uniformly over the surface.
  • the solution is left on the surface for some time and then rinsed or wiped with a tissue paper/cloth till completely dry.
  • the dried treated surface is observed to demonstrate water repellence and oil repellence.
  • composition may be applied neat from the bottle or through a trigger spray dispenser, or in diluted form either by dilution in water, or by application with a wet cloth.
  • CPC Cetylpyridinium chloride
  • SDS Sodium dodecylsulfate
  • the contact angle for water was measured by using a Kruss goniometer. 10 micro litre water droplets were placed on the treated glass slide and the contact angle was measured by sessile drop method.
  • the sessile drop method is an optical contact angle technique used to estimate wetting properties of a localized region on a solid surface.
  • the contact angle was analysed using Image J software using the drop snake plug-in. 80° and above is preferred range in this experiment, above 90° is more preferred.
  • Bertolli olive oil was added as drops, using a dropper, on top of a treated glass microscopic slide. The slide was then held vertically and the amount of oil left after 1 min. was measured by weighing. A residue of less than 10 mg in this test is considered acceptable, but below 6 mg is preferred oil residue subsequent to application of the composition.
  • Example 1 different compositions
  • Experiment Nos. 1 - 30 are comparative examples where one or more of the key components are missing.
  • Experiment No. 31 is an example according to the invention. The results for the same are represented in the following table (All ingredients were taken in wt %): Table 1 :
  • the most preferred composition in the above sets comprises of Zinc Nitrate, BAC, 2- Phenoxy ethanol, Iso-propanol and fluoro silane.
  • the best mode experimental set (Experiment No. 31 ), giving an ideal Water Contact angle of 99 degrees and oil residue of 3.5 mg, comprises of 0.5% of a metal salt, 1 % of a cationic surfactant (BAC), 2% of a co-solvent (2-phenoxy ethanol), 5% of isopropanol and 0.5% of a fluoro silane.
  • Cationic e.g., Benzalkonium chloride 50% solution A.R (BAC); Cetylpyridinium chloride (CPC)
  • anionic e.g., Sodium
  • Cationic surfactants in the above examples were seen to perform better than anionic and non-ionic surfactants.
  • the anion (counter ion) is varied in the example below.
  • Monovalent metal salts do not give desired results. Monovalent anions were seen to give better results.
  • Copper nitrate is shown to perform equally well inside the claimed range. At the lower limit of the claimed range, both the water contact angle and the oil residue, are just acceptable, while above the claimed range the invention does not work.
  • Zinc nitrate is shown to perform equally well inside the claimed range. At the lower limit of the claimed range, both the water contact angle and the oil residue, are just acceptable, while above the claimed range the invention does not work.
  • the invention provides suitable water and oil repellency when the concentration of lower alcohol solvent in the composition is within the claimed range.
  • the co-solvent concentration is the preferred composition is within the limits of the invention.
  • Solution A 0.5 mL Isopropanol was taken in a 25 mL beaker. 0.2 mL each of 2- phenoxyethanol and 0.05 mL fluoro silane was subsequently added to it and mixed well in a vortex mixer. This solution was named as solution A.
  • Solution B 5 mL 1 % Zinc nitrate hexahydrate solution was mixed with 0.1 mL
  • solution B Benzalkonium Chloride. 4.15 mL distilled water was added to it and the pH of the solution was adjusted between 4 and 6 with dilute HCI. This solution was named as solution B. Two sets of solutions (A) and (B) were prepared separately. Solution A was added drop wise to solution B under constant stirring. The mixture was stirred for another 15 minutes to get the treatment solution.
  • a model soil composed of 10% Kaolin, 10% Bertolli olive oil and 80% Ethanol was prepared. 0.1 mL of the prepared soil was spread on a 2.5 cm X 12 cm clean glass microscopic slide and kept fori h to dry. Then 0.25 mL of prepared formulation was poured on the slide and spread well. It was then wiped 3 times with a tissue paper. Finally, the gloss of the slide was measured with a Gloss-meter.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente invention concerne le domaine des compositions de nettoyage de surface dure. Elle porte en particulier sur un procédé et une composition pour nettoyer une surface et conférer de la résistance aux salissures. La présente invention a pour objet une composition de nettoyage de surface stable qui peut rendre la surface hydrophobe et oléophobe ainsi qu'assurer un nettoyage supérieur. Il a été observé qu'une composition comprenant un fluorosilane comportant un solvant et un sel de métal multivalent amène à la fois un caractère hydrophobe et un caractère oléophobe, ce qui rend les surfaces moins sensibles à la salissure, par des taches aussi bien aqueuses qu'huileuses, et assure également un meilleur nettoyage.
PCT/EP2012/070170 2011-10-21 2012-10-11 Composition de nettoyage de surface dure WO2013057037A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2963MU2011 2011-10-21
IN2963/MUM/2011 2011-10-21

Publications (1)

Publication Number Publication Date
WO2013057037A1 true WO2013057037A1 (fr) 2013-04-25

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Application Number Title Priority Date Filing Date
PCT/EP2012/070170 WO2013057037A1 (fr) 2011-10-21 2012-10-11 Composition de nettoyage de surface dure

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022168072A1 (fr) 2021-02-04 2022-08-11 ADVANCED INTEGRATED TECHNOLOGIES SpA Produit polyvalent à action antimicrobienne prolongée et son procédé de production

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997036980A1 (fr) * 1996-04-02 1997-10-09 S.C. Johnson & Son, Inc. Preparation nettoyante acide contenant un agent modificateur de surface et procede d'utilisation de cette preparation
WO2000056850A1 (fr) * 1999-03-22 2000-09-28 S. C. Johnson & Son, Inc. Compositions aqueuses stables contenant un compose de silicium
WO2001081515A1 (fr) 2000-04-26 2001-11-01 Henkel Kommanditgesellschaft Auf Aktien Detergent ou nettoyant
US20040248759A1 (en) 2002-05-22 2004-12-09 Smith Kim R. Composition and method for modifying the soil release properties of a surface
US20100167978A1 (en) * 2008-12-29 2010-07-01 3M Innovative Properties Company All surface cleaner protector

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997036980A1 (fr) * 1996-04-02 1997-10-09 S.C. Johnson & Son, Inc. Preparation nettoyante acide contenant un agent modificateur de surface et procede d'utilisation de cette preparation
WO2000056850A1 (fr) * 1999-03-22 2000-09-28 S. C. Johnson & Son, Inc. Compositions aqueuses stables contenant un compose de silicium
US20010002042A1 (en) 1999-03-22 2001-05-31 Richard W. Avery Production of stable hydrolyzable organosilane solutions
WO2001081515A1 (fr) 2000-04-26 2001-11-01 Henkel Kommanditgesellschaft Auf Aktien Detergent ou nettoyant
US20040248759A1 (en) 2002-05-22 2004-12-09 Smith Kim R. Composition and method for modifying the soil release properties of a surface
US20100167978A1 (en) * 2008-12-29 2010-07-01 3M Innovative Properties Company All surface cleaner protector

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022168072A1 (fr) 2021-02-04 2022-08-11 ADVANCED INTEGRATED TECHNOLOGIES SpA Produit polyvalent à action antimicrobienne prolongée et son procédé de production

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