EP0342997B1 - Compositions de nettoyage à usage général - Google Patents

Compositions de nettoyage à usage général Download PDF

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Publication number
EP0342997B1
EP0342997B1 EP89305082A EP89305082A EP0342997B1 EP 0342997 B1 EP0342997 B1 EP 0342997B1 EP 89305082 A EP89305082 A EP 89305082A EP 89305082 A EP89305082 A EP 89305082A EP 0342997 B1 EP0342997 B1 EP 0342997B1
Authority
EP
European Patent Office
Prior art keywords
composition
weight
nonionic
cationic
surfactant
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
Application number
EP89305082A
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German (de)
English (en)
Other versions
EP0342997A2 (fr
EP0342997B2 (fr
EP0342997A3 (en
Inventor
George Kerr Rennie
Paolo Bernardi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
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
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Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP0342997A2 publication Critical patent/EP0342997A2/fr
Publication of EP0342997A3 publication Critical patent/EP0342997A3/en
Publication of EP0342997B1 publication Critical patent/EP0342997B1/fr
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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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3776—Heterocyclic compounds, e.g. lactam
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
    • 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid 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
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to general-purpose cleaning compositions with improved properties. More particularly, it relates to general-purpose cleaning compositions which have a sanitizing effect and a streak-free cleaning benefit.
  • General-purpose cleaning compositions are compositions which are intended for use in the cleaning of hard surfaces, such as tiles, walls, floors, kitchen furniture, glass, plastic/covered doors, etc. Such general-purpose cleaning compositions are well known in the art and have found substantial commercial use.
  • compositions are usually provided in the form of a particulate composition, from which the user prepares an aqueous solution, or in the form of a liquid composition which contains a suitable solvent, such as water, or a mixture of these.
  • a suitable solvent such as water, or a mixture of these.
  • a disadvantage of such detergent sanitizers based on a mixture of nonionic and cationic detergent surfactants is that they frequently give rise to streak formation on the surface when dry, which, as explained above, is unattractive to the consumer.
  • EP-A-197649 discloses aqueous liquid cleansing compositions containing 8% to 50% of a primary surfactant selected from anionic, cationic, zwitterionic and amphoteric surfactants, from 0.1% to 6% of a nonionic surfactant and from 0.1% to 2% of a water-soluble polymeric thickening agent.
  • a primary surfactant selected from anionic, cationic, zwitterionic and amphoteric surfactants, from 0.1% to 6% of a nonionic surfactant and from 0.1% to 2% of a water-soluble polymeric thickening agent.
  • the document is concerned primarily with cleansers for cleaning skin, although it states that it is not limited to that application.
  • the primary surfactant is anionic.
  • This invention accordingly provides a general purpose cleaning composition
  • a general purpose cleaning composition comprising:
  • nonionic detergent surfactant used in the present invention can be any suitable type of nonionic detergent known.
  • nonionic detergent surfactants consist of a hydrophobic moiety, such as a C a -C 20 fatty acid amide, and a hydrophilic moiety which consists of alkylene oxide units.
  • These nonionic detergent surfactants are, for instance, alkoxylation products of the above hydrophobic moieties containing from 2 to 30 moles of alkylene oxide.
  • alkylene oxides ethylene, propylene and butylene oxides and mixtures thereof are used.
  • nonionic detergents are C9-C11 primary, straight chain alcohols condensed with from 4-9 moles of ethylene oxide, C 12 -Cl5 primary straight chain alcohols condensed with 6-12 moles of ethylene oxide, or with 7-9 moles of a mixture of ethylene oxide and propylene oxide, C 11 -C 15 secondary alcohols condensed with from 3-15 moles of ethylene oxide, and C 10 -C 18 fatty acid diethanolamides.
  • Further examples of nonionic detergent surfactants may be found in M.Schick's textbook "Nonionic Surfactants", M.Dekker Inc., New York, 1967. Mixtures of various nonionic surfactants may also be used.
  • Tertiary amine oxides such as higher alkyl di(lower alkyl) amine oxides, e.g. lauryl dihydroxyethyl amine oxide, may also be used as a suitable nonionic surfactant.
  • Nonionic detergent surfactants known in the art as “topped” or “peaked” nonionic detergent surfactants are also useful in the present invention.
  • Topped nonionic detergent surfactants can be made by subjecting the usual nonionic detergent surfactant to a steam distillation treatment, by which the free and low alkoxylated alcohol can be removed, and peaked nonionic detergent surfactants can be made by carrying out the alkoxylation with special catalysts, which results in products with a much sharper peak in the alkoxylate distribution.
  • Topped nonionic detergent surfactants are e.g. described in US Patent Specification 3 682 849.
  • Topped or peaked nonionic detergent surfactants suitable for the present invention contain an average number of alkylene oxide units of between 3 and 15, preferably between 4 and 12, per molecule of the hydrophobic moiety, i.e. a C 6 -C 18 primary or secondary, straight or branched chain alcohol, and preferably contain less than 2% by weight of non-alkoxylated alcohol, and less than 4% by weight of mono-alkoxylated alcohol.
  • nonionic detergent surfactants with these specifications and prepared from C 11 -C 15 linear primary alcohols condensed with 7-11 moles of ethylene oxide, C 9 -C 11 oxo-alcohols condensed with 5 moles of ethylene oxide, and C 6 -C 10 o linear primary alcohols condensed with 4-5 moles of ethylene oxide.
  • the shorter alkyl chain length nonionic surfactants are preferred, particularly when the degree of alkoxylation is relatively low.
  • the alkoxylated C 9 -C 11 alcohols are preferred to the correspondingly alkoxylated C, 2-C, 5 alcohols, and the C 9 -C 11 alcohols condensed with 5 moles of ethylene oxide are preferred to the same alcohols but condensed with 8 moles of ethylene oxide.
  • the HLB-value of the nonionic surfactant or mixture of nonionic surfactants should lie between 10 and 15.
  • Nonionic surfactants with an HLB-value of below 11 are generally not soluble in water to any appreciable extent without another active detergent present, but it is possible to dissolve higher levels of such low HLB-nonionic surfactants in mixtures of water and an organic solvent.
  • the nonionic surfactant should preferably provide a cloud point of the aqueous solution of the final composition above the temperature of normal use of the diluted solution.
  • nonionic surfactants From 0.1 to 30% by weight with respect to the final composition of one or more nonionic surfactants will be present in the final composition. Usually, it has been found that at least 1% should be present to obtain an improved cleaning effect as well as reduced streaking. Preferably therefore, the amount of nonionic detergent surfactant will range from 1% to 30%, and especially preferably from 1% to 10% by weight of the final composition.
  • the cationic detergent surfactant to be used in the present invention can be any cationic detergent surfactant with a sanitizing action well known in the art.
  • cationic detergent surfactants are the quaternary ammonium compounds, such as the mono- long chain alkyl tri- short chain alkyl quaternary ammonium salts; mono-long chain alkyl imidazolinium compounds; substituted long chain alkyl polyamine salts; alkyl pyridinium salts and so on. Further suitable examples can be found in Schwartz, Perry and Berch, Vol.lI (1958), "Surface-active Agents and Detergents" under the heading "Cationic Surface Active Agents".
  • Suitable cationic detergent surfactants are the long chain (C 8 and higher) alkyldimethylbenzylammonium chlorides (e.g. the commercial product Dodigen ex American Hoechst Corp.), the alkyl (C 12 and higher) trimethylammonium chloride, tetradecyl pyridinium chloride, alkyl (C12-C, 6 ) trimethylammonium bromide, di-isobutyl-phenoxy- ethoxyethyl dimethylbenzylammonium chloride. Quaternary phosphonium and sulphonium compounds can also be used. These examples are, however, not limiting the scope of the invention; other detergent surfactants with a sanitizing action can be suitably used.
  • the amount of cationic detergent surfactant used in the present invention ranges from 0.005 to 50%, usually from 0.1 to 15%, and preferably from 0.25 to 5% by weight.
  • the non-anionic polymer to be used in the present invention should have an adsorptive affinity to the hard surface and should be hydrophilic. Preferably, it should bear a positive charge on its molecular structure (either as such or under the conditions of use), and consequently cationic polymers are clearly preferred to nonionic polymers.
  • Suitable cationic polymers for use in the present invention are those which adsorb on to the hard surface at least as quickly as, and preferably, more quickly than, the cationic detergent surfactant.
  • Typical examples of such cationic polymers are Busan 77 (ex Buckman) which is a poly[oxyethylene (dimethyliminio) ethylene (dimethyliminio) ethylene dichloride] with a polymerization degree of about 20, Busan 79 (ex Buckman) which is a poly [hydroxy-ethylene (dimethyliminio) ethylene (dimethyliminio) methylene dichloride], Busan 1055 (ex Buckman) which is a poly[2-hydroxyethylenedimethyliminio-2-hydroxypropylenedimethyliminio methylene) dichloride and structurally related cationic polymers such as 4/polyethylene glycol lonene bromides where the molecular weights of the PEG portion are 6000 and 1500 respectively, Zetag 57 and Zetag 87 which are high molecular weight cationic acylamides ex Allied Colloids, Merquat 100 which is a polydimethyldiallylammonium chloride ex Merck, Mirapol A15 which is
  • Particularly preferred cationic polymers for use in the present invention are Busan 77 (ex Buckman) Merquat 100 (ex Merck) and Mirapol A15 (ex Miranol).
  • nonionic polymers examples include Jaguar HP 8 and HP60 (ex Meyhall), which are nonionic substituted hydroxypropyl guar gums, and polyvinylpyrrolidones and poly(2-vinylpyridines) which are especially suitable for very low pH compositions.
  • the cationic polymers are clearly preferred to the nonionic polymers.
  • contact angle measurements may provide a guide as to the suitability of non-anionic polymers for use in the composition.
  • low contact angles are an indication of suitability.
  • the contact angle is measured as the receding angle of a drop of water (approximately 0.4cm 3 forced to spread by tilting movements on a horizontal black ceramic tile which has been previously treated with a formulation comprising 1.5% C 8 -C 18 alkyldimethylbenzylammonium chloride, 1.2% C11 alkyl polyoxyethylene (3EO), 0.6% C a -C n linear alcohol condensed with 5 moles of ethylene oxide and 0.8% by weight of the non-anionic polymer, and then allowed to dry.
  • the non-anionic polymers have contact angles of less than 15 and more preferably less than 100.
  • contact angles can only be used as a guide.
  • Some polymers moreover are not soluble at the levels of the above test and yet still give a streak free benefit.
  • a more reliable guide to suitable non-anionic polymers is provided by an adsorption test which, by way of surface tension measurements, determines the adsorptive affinity of the non-anionic polymer compared to that of a typical cationic surfactant when the components are in competition for an "ideal" surface such as colloidal silica.
  • the adsorption test comprises the following steps:
  • the quantity of silica added is chosen so that the non-anionic polymer and the surfactant must compete for adsorption sites. It has been found that the preferred cationic polymers according to the invention cause a less than 15 dyne change in surface tension when tested according to the adsorption test defined above, particularly preferred cationic polymers cause a less than 10 dyne change in surface tension according to the adsorption test.
  • the amount of non-anionic polymer in the compositions of the invention may range from 0.003 to 20%, usually from 0.01 to 15%, and preferably from 0.1 to 5% by weight.
  • particularly preferred formulations of the invention have ratios of cationic surfactant: non-anionic polymer within the range 150:1 to 0.3:1 and most preferably 15:1 to 1:2.
  • compositions may furthermore contain optional ingredients, such as preservatives, bactericides, bleaching agents, enzymes, thickening agents, colouring agents, perfumes, alkaline materials, sequestering agents, solvents and the like.
  • optional ingredients such as preservatives, bactericides, bleaching agents, enzymes, thickening agents, colouring agents, perfumes, alkaline materials, sequestering agents, solvents and the like.
  • They may also contain particulate abrasive, such as particulate calcite, to form an abrasive cleaning composition.
  • They may be made in any physical form, such as powders, blocks, aqueous and non-aqueous liquids etc. Preferably, they are in liquid form, the balance of the formulation being an aqueous or non-aqueous medium. They may be applied as such, i.e. neat, or they may be made up into a solution before use to a concentration of generally 0.1 to 10%.
  • streak-free benefit is independent of the pH of the composition.
  • An exception is a polymer such as poly(2-vinylpyridine) in which case a composition of very low pH is necessary for optimum streak-free results to be obtained.
  • the invention will further be illustrated by way of Example.
  • the following formulation is a liquid abrasive cleaning composition with an improved streak-free benefit.
  • the adsorptive affinity of a range of non-anionic polymers was determined by the following adsorption test.
  • the adsorption test comprises the following steps:
  • the non-anionic polymer from (ii) above was then incorporated in the following composition.

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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)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Claims (11)

1. Une composition de nettoyage à usage général contenant :
(a) 0,1 à 30 % en masse d'un agent tensioactif non ionique;
(b) 0,005 à 5 % en masse d'un agent tensioactif détergent cationique présentant un pouvoir d'assainissement;
(c) 0,003 à 20 % en masse d'un polymère non anionique présentant une affinité adsorbante avec les surfaces dures.
2. Une composition selon la Revendication 1, dans laquelle le polymère non anionique (c) est un polymère cationique.
3. Une composition selon la Revendication 1 ou la Revendication 2, dans laquelle l'agent tensioactif non ionique est un agent tensioactif non ionique primaire.
4. Une composition selon l'une quelconque des Revendications précédentes, dans laquelle la composition contient 1 à 10 % en masse de (a).
5. Une composition selon l'une quelconque des Revendications précédentes, dans laquelle la composition contient 0,1 à 5 % en masse de (b).
6. Une composition selon l'une quelconque des Revendications précédentes, dans laquelle la composition contient 0,01 à 15 % en masse de (c).
7. Une composition selon la Revendication 2, dans laquelle le polymère cationique (c) présente une modification de tension de surface inférieure à 15 dynes lorsqu'elle est mesurée selon un test d'adsorption tel que défini ci-avant.
8. Une composition selon la Revendication 7, dans laquelle le polymère cationique (c) présente une modification de tension de surface inférieure à 8 dynes lorsqu'elle est mesurée selon le test d'adsorption.
9. Une composition selon l'une quelconque des Revendications précédentes, dans laquelle l'angle de contact d'une goutte d'eau sur une surface traitée au préalable avec la formulation de l'Exemple 2 contenant 0,8 % en masse de (c) est inférieur à 100.
10. Une composition de nettoyage à usage général contenant;
(a) 1 à 10 % en masse d'un agent tensioactif non ionique;
(b) 0,25 à 5 % en masse d'un agent tensioactif détergent cationique présentant un pouvoir d'assainissement;
(c) 0,1 à 5 % en masse d'un polymère non anionique présentant une affinité adsorbante avec les surfaces dures.
11. Une composition selon l'une quelconque des Revendications précédentes, dans laquelle l'agent tensioactif détergent cationique ne contient pas plus d'un groupe alkyle contenant 8 atomes de carbone, ou plus.
EP89305082A 1988-05-20 1989-05-19 Compositions de nettoyage à usage général Expired - Lifetime EP0342997B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8811953 1988-05-20
GB888811953A GB8811953D0 (en) 1988-05-20 1988-05-20 General-purpose cleaning compositions

Publications (4)

Publication Number Publication Date
EP0342997A2 EP0342997A2 (fr) 1989-11-23
EP0342997A3 EP0342997A3 (en) 1990-05-02
EP0342997B1 true EP0342997B1 (fr) 1994-08-10
EP0342997B2 EP0342997B2 (fr) 1997-10-01

Family

ID=10637220

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89305082A Expired - Lifetime EP0342997B2 (fr) 1988-05-20 1989-05-19 Compositions de nettoyage à usage général

Country Status (10)

Country Link
EP (1) EP0342997B2 (fr)
JP (1) JP2857168B2 (fr)
KR (1) KR960000201B1 (fr)
AU (1) AU619545B2 (fr)
BR (1) BR8902331A (fr)
DE (1) DE68917371T2 (fr)
ES (1) ES2058522T5 (fr)
GB (1) GB8811953D0 (fr)
TR (1) TR25242A (fr)
ZA (1) ZA893779B (fr)

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US9273220B2 (en) 2010-03-29 2016-03-01 The Clorox Company Polyelectrolyte complexes
US9809790B2 (en) 2010-03-29 2017-11-07 The Clorox Company Self-limiting treatment compositions containing water-soluble polyelectrolyte complex

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EP1927651B1 (fr) * 2006-11-14 2015-07-08 The Procter and Gamble Company Compositions nettoyantes pour les surface dures
KR100827591B1 (ko) * 2006-11-27 2008-05-07 제일모직주식회사 화학적 기계적 연마용 슬러리 조성물 및 그 전구체 조성물
KR100791348B1 (ko) 2006-12-15 2008-01-03 삼성전자주식회사 반도체 메모리 장치 및 그 병렬 비트 테스트 방법
US7741265B2 (en) 2007-08-14 2010-06-22 S.C. Johnson & Son, Inc. Hard surface cleaner with extended residual cleaning benefit
US20110126858A1 (en) * 2009-11-30 2011-06-02 Xinbei Song Method for rinsing cleaned dishware
KR101907704B1 (ko) * 2010-10-01 2018-10-12 로디아 오퍼레이션스 얼룩방지 및/또는 필름화방지 효과를 가진 세제 조성물
WO2012042000A1 (fr) * 2010-10-01 2012-04-05 Rhodia Operations Composition de nettoyage pour surface dure
JP2012149267A (ja) * 2012-03-23 2012-08-09 Spartan Chemical Co Inc 硬質表面洗浄用殺菌性水系組成物および使用方法
US10119105B2 (en) 2015-10-02 2018-11-06 The Procter & Gamble Company Hard surface cleaning composition and method of improving drying time using the same
CN108138086A (zh) * 2015-10-02 2018-06-08 宝洁公司 包含乙氧基化烷氧基化非离子表面活性剂或共聚物的硬质表面清洁组合物以及使用这种清洁组合物的清洁垫和方法
JP6585145B2 (ja) * 2016-12-13 2019-10-02 アース製薬株式会社 水洗トイレ用洗浄組成物
KR102421467B1 (ko) * 2019-03-25 2022-07-14 삼성에스디아이 주식회사 텅스텐 패턴 웨이퍼 연마용 ｃｍｐ 슬러리 조성물 및 이를 이용한 텅스텐 패턴 웨이퍼 연마 방법

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US9309435B2 (en) 2010-03-29 2016-04-12 The Clorox Company Precursor polyelectrolyte complexes compositions comprising oxidants
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US9796872B2 (en) 2010-03-29 2017-10-24 The Clorox Company Polyelectrolyte complexes
US9809790B2 (en) 2010-03-29 2017-11-07 The Clorox Company Self-limiting treatment compositions containing water-soluble polyelectrolyte complex
US10208275B2 (en) 2010-03-29 2019-02-19 The Clorox Company Polyelectrolyte complexes
US8975220B1 (en) 2014-08-11 2015-03-10 The Clorox Company Hypohalite compositions comprising a cationic polymer
US9045719B1 (en) 2014-08-11 2015-06-02 The Clorox Company Hypohalite compositions comprising a diallyl dimethyl ammonium chloride polymer

Also Published As

Publication number Publication date
ES2058522T3 (es) 1994-11-01
EP0342997A2 (fr) 1989-11-23
TR25242A (tr) 1992-12-01
ES2058522T5 (es) 1997-12-16
EP0342997B2 (fr) 1997-10-01
JP2857168B2 (ja) 1999-02-10
KR960000201B1 (ko) 1996-01-03
JPH0218499A (ja) 1990-01-22
AU619545B2 (en) 1992-01-30
ZA893779B (en) 1991-01-30
BR8902331A (pt) 1990-01-09
GB8811953D0 (en) 1988-06-22
KR890017350A (ko) 1989-12-15
EP0342997A3 (en) 1990-05-02
AU3480789A (en) 1989-11-23
DE68917371T2 (de) 1994-12-01
DE68917371D1 (de) 1994-09-15

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