WO1996026257A1 - Cleaning composition comprising saturated dialkyl cationic surfactants - Google Patents
Cleaning composition comprising saturated dialkyl cationic surfactants Download PDFInfo
- Publication number
- WO1996026257A1 WO1996026257A1 PCT/EP1996/000542 EP9600542W WO9626257A1 WO 1996026257 A1 WO1996026257 A1 WO 1996026257A1 EP 9600542 W EP9600542 W EP 9600542W WO 9626257 A1 WO9626257 A1 WO 9626257A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- surfactant
- composition according
- alkyl
- oor
- compositions
- Prior art date
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
- 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
- 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
-
- 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 a cleaning composition for hard surfaces, wherein said composition comprises both a fully saturated dialkyl cationic surfactant and a nonionic surfactan .
- GB 1528592 (1978) discloses alkaline, floor cleaning compositions which comprise an organic, polycarboxylic acid co-polymer having a molecular weight in the range 100,000- 2,500,000 which is soluble in aqueous solutions having a pH of 8.5 or above. These polymers are readily available in commercial quantities.
- GB 1534722 (1978) discloses granular hard surface cleaning compositions which comprise surfactant and, as "a soil removal improvement mixture", a polyvinyl alcohol or pyrrolidone and a biopolysaccharide. These polymers have molecular weights ranging from around 5000 to around 360,000 and are available in industrially useful quantities. The compositions form alkaline solutions.
- EP 0467472 A2 discloses that soil release promoting polymers such as, but not limited to, the cationic poly- [beta (methyl diethyl-ammonium) ethyl-methacrylate] are also effective in combination with anionic and cationic surfactant.
- 'said adsorbed polymer forms a residual anti-soiling hydrophillic layer of said soil release promoting polymer on said surface, whereby removal of soils subsequently deposited thereupon requires less work than in the absence of said residual layer' .
- the molecular weight range of the polymers falls into the range 4,000-100,000 although the use of polymers having a molecular weight above 50,000 is discouraged for solubility reasons.
- EP 0379256 discloses similar compositions to the above-mentioned document, having up to 2%wt of an optional quaternised, anti-static, polymer of molecular weight in the range of 2,000 - 500,000, and being characterised by an acidic pH of 2-4 and a 2-4%wt of a nonionic surfactant system. Specific examples relate to compositions having a pH of 2.5 and comprising 2.2%wt of a mixed nonionic system and 0.07% of the specified cationic polymer. The modified polymer is again said to function as a soil release agent.
- WO 91/09930 discloses the use 'ETHOQUAT' (TM) on aluminium e.g. metal surfaces such as those found on vehicles.
- the present invention provides an aqueous, hard-surface cleaning composition
- a surfactant mixture comprising:
- a cationic surfactant which is a substantially ethyleneically saturated dialkyl quaternary ammonium compound.
- the cationic surfactant is of the general formula:
- the cationic surfactant comprises a cation of the formula given above wherein R 4 and R 5 are independently
- R x and R 2 are independently selected from hydrogen, C1-C4 alkyl, C1-C4 hydroxy alkyl and alkylene glycol residues or polymers thereof, n is 8-26 and m is 1-4 and X is an monovalent anion equivalent.
- R 1 is methyl
- R 2 is - (CH 2 CH 2 0) X H, or methyl.
- R : and R 2 are independently selected from hydrogen, C1-C4 alkyl, C1-C4 hydroxy alkyl and alkylene glycol residues or polymers thereof, n is 8-26 and m is 1-4 and X is an monovalent anion equivalent.
- R 1 is methyl
- R 2 is - (CH 2 CH 2 0) ⁇ H (where x is on average 1-2), or methyl
- m is 2.
- Further fully saturated dialkyl quaternary ammonium compounds include
- R. and R 2 are independently selected from hydrogen, C1-C4 alkyl, C1-C4 hydroxy alkyl and alkylene glycol residues or polymers thereof, n is 8-26 and X is an monovalent anion equivalent.
- R* ⁇ is methyl
- R 2 is -(CH 2 CH 2 0) x H (where x is 1-2) , or methyl.
- n is selected such that the longer alkyl chains have a chain length distribution similar to that of tallow.
- the pH of the compositions according to the present invention is acidic, alkaline or neutral.
- Typical compositions according to the present invention have a pH of less than 7.5 where ester groups are used. Where ester groups are absent as linkages in the cationic surfactant the pH can be higher than 7.5.
- a preferred cationic surfactant is:
- R 4 and R 5 are independently C 12 -C 20 and the composition is essentially free of anionic surfactant. Materials falling within this general class are available from Hoechst . Most preferably, R 4 and R 5 are fatty acid residues having a chain length distribution corresponding to that of tallow.
- Another preferred cationic is:
- the ethoxylation number x is close to 1.7, i.e. 1.5-2.0.
- the cationic surfactants present in the compositions of the present invention modify the surface energy of surfaces to which the composition is applied so as to raise the contact angle of soil subsequently deposited on the modified surface.
- Preferred cationics have a marked effect on the contact angle of test liquids which are applied to surfaces which have been treated with said cationics.
- the contact angle of a 10 microlitre dodecane droplet is less than 10 degrees.
- the contact angle of the dodecane droplet is increased to typically above 20 degrees.
- the present invention also extends to a method for cleaning a hard surface with a net negative charge which comprises the step of treating said surface with a composition as described herein.
- compositions of the present invention comprise a nonionic surfactan .
- nonionic surfactant is believed to contribute significantly to the cleaning effectiveness of the compositions of the invention.
- Suitable nonionic detergent active compounds can be broadly described as compounds produced by the condensation of alkylene oxide groups, which are hydrophillic in nature, with an organic hydrophobic compound which may be aliphatic or alkyl aromatic in nature.
- the length of the hydrophillic or polyoxyalkylene radical which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophillic and hydrophobic elements.
- Particular examples include the condensation product of aliphatic alcohols having from 6 to 22 carbon atoms in either straight or branched chain configuration with ethylene oxide, such as a coconut oil ethylene oxide condensate having from 2 to 15 moles of ethylene oxide per mole of coconut alcohol; condensates of alkylphenols whose alkyl group contains from 6 to 12 carbon atoms with 5 to 25 moles of ethylene oxide per mole of alkylphenol; condensates of the reaction product of ethylenediamine and propylene oxide with ethylene oxide, the condensates containing from 40 to 80% of polyoxyethylene radicals by weight and having a molecular weight of from 5,000 to 11,000; tertiary amine oxides of structure R 3 N0, where one group R is an alkyl group of 8 to 18 carbon atoms and the others are each methyl, ethyl or hydroxy-ethyl groups, for instance dimethyldodecyla ine oxide; tertiary phosphine oxides
- nonionic surfactants are the ethoxylated alcohols having 6-14 carbons and 2-9 moles of ethoxylation.
- Suitable materials include IMBENTIN 91/35 OFA (TM) , a C 10 nonionic having on average five moles of ethoxylation.
- nonionic surfactants are known to the skilled worker, as set forth in M.J.Schick 'Nonionic Surfactants', Marcel Dekker (1967) and subsequent editions of the same work.
- the amount of nonionic detergent active to be employed in the composition of the invention will generally be from 1 to 30%wt, preferably from 2 to 20%wt, and most preferably from 5 to 10%wt.
- the ratio of nonionic surfactant to anionic and cationic surfactant is such that > 75% of the total surfactant present in the composition is nonionic.
- compositions of the present invention only comprise low levels of anionic detergent actives or that these actives are absent in so far as is practical. It is believed that the presence of anionic detergents will cause the formation of a complex between the cationic and anionic detergents which will reduce the effectiveness of the compositions.
- compositions according to the present invention will generally be 1 to 30%.
- Hydrophobic oils are optional components of compositions according to the present invention. Suitable oils include oils which rapidly dissolve triglyceride. When oils are present preferred oils include limonene, para-cymene, di- butyl ether and butyl butyrate.
- composition according to the invention can contain other ingredients which aid in their cleaning performance.
- the composition can contain detergent builders.
- Suitable builders include materials such as carbonates and bicarbonates, nitrilotriacetates, polycarboxylates, citrates, dicarboxylic acids, water- soluble phosphates especially polyphosphates, mixtures of ortho- and pyrophosphate, zeolites and mixtures thereof.
- Such builders can additionally function as abrasives if present in an amount in excess of their solubility in water: although it is preferable that the compositions of the present invention are essentially free of abrasive particles.
- the builder will form from 0.1 to 25% by weight of the composition.
- Metal ion sequestrants such as ethylenediaminetetraacetates, amino-polyphosphonates
- a further optional ingredient for compositions according to the invention is a suds regulating material, which can be employed in those compositions according to the invention which have a tendency to produce excessive suds in use.
- suds regulating materials are organic solvents, hydrophobic silica and silicone oils or hydrocarbons.
- Solvents are optional components of compositions according to the present invention. Where solvents are present, preferred solvents are of the form R ⁇ O- (EO) m - (PO) n -R 2 , wherein R x and R 2 are independently C2-6 alkyl or H, but not both hydrogen, m and n are independently 0-5.
- the solvent is selected from the group comprising di-ethylene glycol mono n-butyl ether, mono- ethylene glycol mono n-butyl ether, propylene glycol n- butyl ether, isopropanol, ethanol, butanol and mixtures thereof.
- Alternative solvents include the pyrrolid(in) ones, for example N-methyl pyrrolidinone.
- compositions according to the invention can also contain, in addition to the ingredients already mentioned, various other optional ingredients such as pH regulants, colourants, optical brighteners, soil suspending agents, detersive enzymes, compatible bleaching agents, gel-control agents, freeze-thaw stabilisers, bactericides, preservatives, detergent hydrotropes, perfumes and opacifiers.
- various other optional ingredients such as pH regulants, colourants, optical brighteners, soil suspending agents, detersive enzymes, compatible bleaching agents, gel-control agents, freeze-thaw stabilisers, bactericides, preservatives, detergent hydrotropes, perfumes and opacifiers.
- the composition comprises 1-10% of an alkanolamine, with levels of 2-6%wt being particularly preferred.
- alkanolamines include: 2- amino-2-methyl-l-propanol, mono-ethanolamine and di- ethanolamine.
- Suitable polymers include polyvinyl pyrrolidone, available in the marketplace as Polymer PVP K-90. Suitable levels of PVP polymer range upwards from 50ppm. Levels of 300-2000ppm are particularly preferred.
- compositions of the present invention can be alkaline, acidic or neutral, it is preferred for kitchen soils that the compositions are generally alkaline, having a preferred pH >6.
- compositions have a pH of >10 and comprise, in admixture with water, :
- nonionic surfactant preferably, C9-C12 E05-8 nonionic surfactant
- solvent preferably, diethylene glycol mono-n- butyl ether
- buffer/alkali preferably, an alkali metal carbonate
- a cationic surfactant comprises a cation of the general formula:
- R. and R 2 are independently selected from hydrogen, C1-C4 alkyl, C1-C4 hydroxy alkyl and alkylene glycol residues or polymers thereof, n is 8-26 and m is 1-4 and X is an monovalent anion equivalent, said composition being packaged in a container adapted to produce a spray of 0.1- 1.5ml of product per spraying operation, said spray having an average drop size in the range 30-300 microns.
- Aqueous compositions comprising nonionic surfactant, and a relatively low level of cationic surfactant were prepared as in Tables 1 and 2 below: using the following materials (all compositions are given in terms of wt% unless otherwise stated) :
- NONI IMBENTIN 91/35 OFA (TM)
- CTAB Cetyl trimethyl ammonium bromide
- HEQ [ (CH 3 ) 3 N-CH.COOR 4 -CH2.COOR*-,] * Cl ⁇
- OOR 4 and OOR 5 are fatty acid residues having a fatty acid chain length corresponding to tallow (manufactured by Hoechst ) .
- ACCO ACCOSOFT 440/75 ex. Stepan.
- compositions were prepared at room temperature by mixing except where HEQ and ACCO were used, these latter material being dissolved in three parts propylene glycol at 70 celcius and added to water, also at 70 celcius, while stirring.
- CTAB a typical mono-alkyl cationic surfactant was selected as a control as it has a significantly lower effect on the contact angle of a dodecane droplet placed on a glass (microscope) slide which has been treated with a 1% solution of the dialkyl cationic in a 5% aqueous solution of NONI .
- the surface energy gamma./mN.m "1 of the CTAB treated glass (microscope slide) surface is believed to be of the order of 25 mN.m "1 (as measured by the method of Grifalco, Good, Fowkes and Young (see Physical chemistry of Surfaces, A. A. Adamson, Wiley, New York [1990] ) ) , whereas the surface energy of surfaces treated with similar solutions of the cationics used in the compositions of the present invention was less than 25 mN.m "1 .
- lOOg dehydrated castor oil (ex. UNICHEMA) was weighed into a glass jar. To this was added 0.2g Fat Red (TM) dye (ex. SIMGA) and the mixture was stirred vigorously (2000 RPM) for 6 hours using a Heidolph stirrer. The stirred mixture was refrigerated when not in use.
- TM Fat Red
- SIMGA Fat Red
- Vitreous enamel times (380x300mm) were cleaned using a fresh damp J-CLOTH (TM) using, in sequence, JIF LAC (TM) , a commercially available brand of hand dishwashing liquid and calcite powder. After drying residual calcite was removed by buffing with a paper towel.
- TM fresh damp J-CLOTH
- TM JIF LAC
- the effort required to clean the tiles was determined as 'ETh' in table 1 for thermally aged tiles and 'EPh' for photochemically aged tiles.
- compositions according to the present invention show a marked reduction in the cleaning effort required as compared with comparable compositions which either contain no cationic surfactant or contain a cationic surfactant which is not a saturated dialkyl cationic.
Landscapes
- 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)
- Detergent Compositions (AREA)
- Cleaning Implements For Floors, Carpets, Furniture, Walls, And The Like (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9801722A HU226238B1 (en) | 1995-02-23 | 1996-02-07 | Cleaning composition comprising saturated dialkyl cationic surfactant and process for its use |
EP96904036A EP0811049B1 (en) | 1995-02-23 | 1996-02-07 | Cleaning composition comprising saturated dialkyl cationic surfactants |
DE69612549T DE69612549T2 (en) | 1995-02-23 | 1996-02-07 | SATURATED DIALKYL CATION SIDE CONTAINING DETERGENT COMPOSITION |
JP52534496A JP3207432B2 (en) | 1995-02-23 | 1996-02-07 | CLEANING COMPOSITION COMPRISING A Saturated Dialkylcationic Surfactant |
CA002211346A CA2211346C (en) | 1995-02-23 | 1996-02-07 | Cleaning composition comprising saturated dialkyl cationic surfaces |
AU47893/96A AU719466B2 (en) | 1995-02-23 | 1996-02-07 | Cleaning composition comprising saturated dialkyl cationic surfactants |
BR9607341A BR9607341A (en) | 1995-02-23 | 1996-02-07 | Aqueous cleaning composition for hard surfaces and process for cleaning a hard surface with a total negative net charge |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9503594.5 | 1995-02-23 | ||
GBGB9503594.5A GB9503594D0 (en) | 1995-02-23 | 1995-02-23 | Cleaning composition comprising dialkyl cationic surfactants |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996026257A1 true WO1996026257A1 (en) | 1996-08-29 |
Family
ID=10770102
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1996/000542 WO1996026257A1 (en) | 1995-02-23 | 1996-02-07 | Cleaning composition comprising saturated dialkyl cationic surfactants |
Country Status (16)
Country | Link |
---|---|
EP (1) | EP0811049B1 (en) |
JP (1) | JP3207432B2 (en) |
KR (1) | KR19980702441A (en) |
CN (1) | CN1175974A (en) |
AR (1) | AR001004A1 (en) |
AU (1) | AU719466B2 (en) |
BR (1) | BR9607341A (en) |
CA (1) | CA2211346C (en) |
DE (1) | DE69612549T2 (en) |
ES (1) | ES2158286T3 (en) |
GB (1) | GB9503594D0 (en) |
HU (1) | HU226238B1 (en) |
IN (2) | IN187431B (en) |
TR (1) | TR199700840T1 (en) |
WO (1) | WO1996026257A1 (en) |
ZA (1) | ZA961118B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016508287A (en) * | 2012-12-14 | 2016-03-17 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Use of a composition comprising a surfactant and a hydrophobic agent to avoid anti-pattern collapse when processing a patterned material having an interline dimension of 50 nm or less |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2520045T3 (en) * | 2007-04-26 | 2014-11-11 | Shiseido Company, Ltd. | Composition of oil-water emulsion and procedure to produce it |
CN103510100B (en) * | 2013-09-26 | 2018-12-28 | 大连三星五洲化工有限公司 | Metal cleaner |
CN105671581A (en) * | 2016-02-24 | 2016-06-15 | 苏州龙腾万里化工科技有限公司 | High-efficiency emulsion degreasant |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4065409A (en) * | 1975-08-01 | 1977-12-27 | Corporate Brands, Inc. | Hard surface detergent composition |
EP0021491A1 (en) * | 1979-06-18 | 1981-01-07 | THE PROCTER & GAMBLE COMPANY | Detergent containing nonionic/cationic surfactant and builder mixture |
US4540505A (en) * | 1981-05-22 | 1985-09-10 | American Cyanamid Company | Disinfectant spray cleanser containing glycol ethers |
WO1986005199A1 (en) * | 1985-02-28 | 1986-09-12 | A. E. Staley Manufacturing Company | Hard surface cleaning composition and cleaning method using same |
WO1991009930A1 (en) * | 1990-01-04 | 1991-07-11 | Ques Industries, Incorporated | Hard surface cleaning composition |
WO1991017233A1 (en) * | 1990-05-09 | 1991-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Use of a combination of ionic and non-ionic tensides |
WO1992008823A1 (en) * | 1990-11-12 | 1992-05-29 | Tord Georg Eriksson | Process for cleaning and degreasing, premix for use at the process and cleaning composition |
WO1994006899A1 (en) * | 1992-09-11 | 1994-03-31 | Henkel Kommanditgesellschaft Auf Aktien | Detergent mixtures |
-
1995
- 1995-02-23 GB GBGB9503594.5A patent/GB9503594D0/en active Pending
-
1996
- 1996-02-07 JP JP52534496A patent/JP3207432B2/en not_active Expired - Lifetime
- 1996-02-07 AU AU47893/96A patent/AU719466B2/en not_active Ceased
- 1996-02-07 EP EP96904036A patent/EP0811049B1/en not_active Expired - Lifetime
- 1996-02-07 CA CA002211346A patent/CA2211346C/en not_active Expired - Fee Related
- 1996-02-07 WO PCT/EP1996/000542 patent/WO1996026257A1/en not_active Application Discontinuation
- 1996-02-07 KR KR1019970705840A patent/KR19980702441A/en not_active Application Discontinuation
- 1996-02-07 BR BR9607341A patent/BR9607341A/en not_active IP Right Cessation
- 1996-02-07 ES ES96904036T patent/ES2158286T3/en not_active Expired - Lifetime
- 1996-02-07 HU HU9801722A patent/HU226238B1/en not_active IP Right Cessation
- 1996-02-07 DE DE69612549T patent/DE69612549T2/en not_active Expired - Lifetime
- 1996-02-07 CN CN96192075A patent/CN1175974A/en active Pending
- 1996-02-07 TR TR97/00840T patent/TR199700840T1/en unknown
- 1996-02-12 ZA ZA9601118A patent/ZA961118B/en unknown
- 1996-02-13 IN IN90BO1996 patent/IN187431B/en unknown
- 1996-02-22 AR ARP960101471A patent/AR001004A1/en unknown
- 1996-11-20 IN IN557BO1996 patent/IN187275B/en unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4065409A (en) * | 1975-08-01 | 1977-12-27 | Corporate Brands, Inc. | Hard surface detergent composition |
EP0021491A1 (en) * | 1979-06-18 | 1981-01-07 | THE PROCTER & GAMBLE COMPANY | Detergent containing nonionic/cationic surfactant and builder mixture |
US4540505A (en) * | 1981-05-22 | 1985-09-10 | American Cyanamid Company | Disinfectant spray cleanser containing glycol ethers |
WO1986005199A1 (en) * | 1985-02-28 | 1986-09-12 | A. E. Staley Manufacturing Company | Hard surface cleaning composition and cleaning method using same |
WO1991009930A1 (en) * | 1990-01-04 | 1991-07-11 | Ques Industries, Incorporated | Hard surface cleaning composition |
WO1991017233A1 (en) * | 1990-05-09 | 1991-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Use of a combination of ionic and non-ionic tensides |
WO1992008823A1 (en) * | 1990-11-12 | 1992-05-29 | Tord Georg Eriksson | Process for cleaning and degreasing, premix for use at the process and cleaning composition |
WO1994006899A1 (en) * | 1992-09-11 | 1994-03-31 | Henkel Kommanditgesellschaft Auf Aktien | Detergent mixtures |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016508287A (en) * | 2012-12-14 | 2016-03-17 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Use of a composition comprising a surfactant and a hydrophobic agent to avoid anti-pattern collapse when processing a patterned material having an interline dimension of 50 nm or less |
Also Published As
Publication number | Publication date |
---|---|
TR199700840T1 (en) | 1998-02-21 |
HUP9801722A3 (en) | 1999-03-01 |
KR19980702441A (en) | 1998-07-15 |
CA2211346C (en) | 2002-10-08 |
IN187275B (en) | 2002-03-16 |
HU226238B1 (en) | 2008-07-28 |
DE69612549T2 (en) | 2001-08-23 |
ES2158286T3 (en) | 2001-09-01 |
EP0811049A1 (en) | 1997-12-10 |
JPH11500478A (en) | 1999-01-12 |
IN187431B (en) | 2002-04-27 |
AU719466B2 (en) | 2000-05-11 |
CN1175974A (en) | 1998-03-11 |
AR001004A1 (en) | 1997-08-27 |
EP0811049B1 (en) | 2001-04-18 |
BR9607341A (en) | 1997-11-25 |
JP3207432B2 (en) | 2001-09-10 |
AU4789396A (en) | 1996-09-11 |
DE69612549D1 (en) | 2001-05-23 |
ZA961118B (en) | 1997-08-12 |
CA2211346A1 (en) | 1996-08-29 |
HUP9801722A2 (en) | 1999-01-28 |
GB9503594D0 (en) | 1995-04-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5741765A (en) | Cleaning composition comprising quaternised poly-dimethylsiloxane and nonionic surfactant | |
CA1319874C (en) | Heavy duty hard surface liquid detergent | |
JPH10503797A (en) | Glass cleaner composition | |
JPS63146998A (en) | Builder containing detergent composition containing polyalkylene glycol iminodiacetate | |
WO1997009407A1 (en) | Fully diluted hard surface cleaners containing small amounts of certain acids | |
EP0699226B1 (en) | Hard surface cleaning compositions comprising polymers | |
JP2019529632A (en) | Hard surface cleaner | |
EP0163352B1 (en) | Detergent with suds control | |
AU625056B2 (en) | Safe acidic hard surface cleaner | |
EP0502030B1 (en) | Cleaning composition | |
AU719466B2 (en) | Cleaning composition comprising saturated dialkyl cationic surfactants | |
EP0334566A2 (en) | Liquid detergent composition | |
EP0946695B1 (en) | Cleaning composition comprising monoalkyl cationic surfactants | |
EP0866115A2 (en) | Cleaning composition comprising fluoro-surfactants | |
JPS60108499A (en) | Abrasive-containing liquid detergent composition | |
SK179099A3 (en) | Abrasive cleaning composition | |
JPS5943516B2 (en) | glass cleaner | |
CN1241204A (en) | Cleaning composition comprising monoalkyl cationic surfactant | |
CZ9902226A3 (en) | Cleansing agent | |
JPS63500104A (en) | low temperature laundry detergent |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 96192075.0 Country of ref document: CN |
|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AL AM AT AU AZ BB BG BR BY CA CH CN CZ DE DK EE ES FI GB GE HU IS JP KE KG KP KR KZ LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TR TT UA UG UZ VN AZ BY KG KZ RU TJ TM |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): KE LS MW SD SZ UG AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN |
|
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWE | Wipo information: entry into national phase |
Ref document number: 1996904036 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: 2211346 Country of ref document: CA Ref document number: 2211346 Country of ref document: CA Kind code of ref document: A |
|
ENP | Entry into the national phase |
Ref document number: 1996 525344 Country of ref document: JP Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 97/00840 Country of ref document: TR Ref document number: 1019970705840 Country of ref document: KR |
|
WWP | Wipo information: published in national office |
Ref document number: 1996904036 Country of ref document: EP |
|
REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
WWP | Wipo information: published in national office |
Ref document number: 1019970705840 Country of ref document: KR |
|
WWG | Wipo information: grant in national office |
Ref document number: 1996904036 Country of ref document: EP |
|
WWR | Wipo information: refused in national office |
Ref document number: 1019970705840 Country of ref document: KR |