EP0846158A1 - Cleaning composition containing an aliphatic hydrocarbon compound with at least two aromatic substituents - Google Patents
Cleaning composition containing an aliphatic hydrocarbon compound with at least two aromatic substituentsInfo
- Publication number
- EP0846158A1 EP0846158A1 EP96927094A EP96927094A EP0846158A1 EP 0846158 A1 EP0846158 A1 EP 0846158A1 EP 96927094 A EP96927094 A EP 96927094A EP 96927094 A EP96927094 A EP 96927094A EP 0846158 A1 EP0846158 A1 EP 0846158A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compound
- composition according
- composition
- ethoxylated
- carbon atoms
- 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.)
- Ceased
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
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5022—Organic solvents containing oxygen
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/024—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/032—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing oxygen-containing 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
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/24—Hydrocarbons
-
- 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
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/263—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
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/265—Carboxylic acids or salts thereof
-
- 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
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/266—Esters or carbonates
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/22—Secondary treatment of printed circuits
- H05K3/26—Cleaning or polishing of the conductive pattern
Definitions
- the present invention relates to a composition for cleaning objects soiled with oils or greases.
- the first degreasing compositions used were based on chlorinated solvents such as 1-trichloro, 1.1 ethane (T.1.1.1.), Or compounds of the chlorofluorocarbon (CFC) type.
- chlorinated solvents such as 1-trichloro, 1.1 ethane (T.1.1.1.), Or compounds of the chlorofluorocarbon (CFC) type.
- This type of solvent has various advantages, such as being efficient and inexpensive. In addition, these compounds are light, therefore easily removable from the support which has just been treated. Another advantage is linked to their non-flammable nature, thus enabling the support to be treated hot.
- the object of the present invention is to provide a composition which is effective for cleaning any type of support, which can be produced hot and cold. It therefore consists of a cleaning composition comprising by volume:
- At least one compound (a) comprising a hydrocarbon chain, linear or branched, saturated or having at least one unsaturation, and comprising at least two aryl and / or alkylaryl radicals, the aromatic nucleus of at least two aryl and / or alkylaryl radicals comprising 6 carbon atoms, - 99 to 1% of at least one polar aprotic compound (b) at least partially soluble in water and in compound (a).
- the composition according to the invention has many advantages. It is in particular non-flammable, which makes it possible to carry out treatments at relatively high temperatures without risk. Furthermore, it has a very important degreasing power and can be rinsed off easily, that is to say by a simple rinsing with water. This was not obvious since one of the compounds entering into the composition according to the invention is a heavy product, not soluble in water and therefore difficult to rinse.
- composition according to the invention has a high fat dissolving power, which makes it possible to clean many parts.
- composition according to the invention is stable over time.
- the composition according to the invention therefore contains at least one first compound, compound (a), having an aliphatic hydrocarbon chain substituted by at least two radicals of the aryl and / or alkylaryl types.
- the aliphatic chain of compound (a) comprises 3 to 12 carbon atoms.
- said chain has 4 to 10 carbon atoms. It should be noted that these values are given taking into account the longest hydrocarbon chain in the molecule, excluding substituents.
- the aliphatic hydrocarbon chain of compound (a) is substituted by at least two aryl and / or alkylaryl groups.
- the aromatic nucleus of at least two aryl and / or alkylaryl radicals contains 6 carbon atoms.
- the alkyl part (s) of the abovementioned alkylaryl radical (s) are preferably C1-C4.
- the bond between the alkylaryl substituent and the hydrocarbon chain of compound (a) can take place via one of the carbon atoms of the alkyl part substituting said aromatic ring, or even directly by l 'one of the carbon atoms of the aromatic nucleus.
- the bond is produced via one of the carbon atoms of the aromatic ring.
- a particular embodiment of the invention consists in using a compound (a) comprising at least two substituents of aryl type as defined above, that is to say of which at least two of the aromatic rings have 6 atoms of carbon.
- compound (a) comprises two aryl radicals, each of which contains 6 carbon atoms.
- the alkyl radicals contain 1 to 4 carbon atoms, the methyl group being preferred.
- the compound (a) forming part of the cleaning composition of the invention also has a saturated hydrocarbon chain or comprising at least one unsaturation.
- said chain of compound (a) has at least one unsaturation.
- a particularly advantageous compound for the implementation of this variant consists of 2,4-diphenyl, 2-methyl pentene 3.
- the compound (a) has a saturated hydrocarbon aliphatic chain.
- the compound of this type use is preferably made of 2,4-diphenyl, 2-methyl pentane.
- the second constituent of the composition according to the invention consists of a polar aprotic compound (b) at least partially soluble in water and in the compound (a).
- a first category of compound (b) mention may be made of C1-C4 dialkyl esters of at least one C4-C6 aliphatic diacid.
- the mixture of diacid esters are esters derived essentially from glutaric and succinic adipic acids, the alkyl groups of the ester part being especially chosen from methyl and ethyl groups, but which can also be propyl, isopropyl, butyl, n-butyl and isobutyl.
- the C4 to Ce diacids above are in fact the by-products of the preparation of adipic acid which is one of the main monomers of polyamides, and the dialkyl esters are obtained by esterification of this by-product which generally contains by weight from 15 to 30% of succinic acid, from 50 to 75% of glutaric acid and from 5 to 25% of adipic acid.
- Diacid esters are commercially available products.
- Rhodiasolv RPDE® marketed by the company Rhône-Poulenc
- Du Pont Dibasic Esters® marketed by the Company Du Pont de Nemours.
- the ether part has a carbon number between 1 and 6 and can be of the aromatic or preferably aliphatic type.
- methyl ether of ethylene glycol the ethyl ether of diethylene glycol, the methyl ether of propylene glycol, the methyl ether of dipropylene glycol, the methyl ether.
- diethylene glycol methyl ether of tripropylene glycol.
- the composition according to the invention comprises, as compound (b), at least one product of the first category mentioned.
- the amount of compound (a), expressed in volume varies between 1 and 99%, the complement to 100% being compound (b).
- the amount of compound (a) is between 5 and 70%, the complement to 100% being compound (b).
- a preferred embodiment of the invention consists in using a mixture of 10 to 50% of compound (a). Even more preferably, the composition according to the invention comprises 10 to 40% in compound (a), the complement to 100% being provided by compound (b).
- the content of compound (a) is less than 50%, the complement being provided by compound (b).
- the cleaning composition according to the present invention may further comprise various additives.
- anionic or nonionic surfactants there may be mentioned anionic or nonionic surfactants.
- anionic surfactants mention may be made of the water-soluble salts of alkylsulphates, of alkylethersulphates, the alkylisethionates and the alkyltaurates or their salts, the alkylcarboxylates, the alkylsulphosuccinates or the alkylsuccinamates, the alkylsarcosinates, the alkyl derivatives d protein hydrolysates, acylaspartates, phosphates, alkyl esters and / or alkyl ether and / or alkylaryl ether; the cation being an alkali or alkaline earth metal (sodium, potassium, lithium, magnesium), a substituted or unsubstituted ammonium residue (methyl-, dimethyl-, trimethyl-, tetramethylammonium, dimethylpiperidinium ...) or derived from an alkanolamine
- nonionic surfactants By way of example of nonionic surfactants, mention may be made of polyoxyalkylene derivatives of aliphatic or arylaliphatic alcohols, fatty acids, triglycerides, sorbitan esters, fatty amines, alkylpolysaccharides having a hydrophobic group. in C6-C30, preferably in CI Q-CI S and a polysaccharide group, for example polyglycoside, as hydrophilic group as well as from 1 to 3 sugar units, the alkyl derivatives of amino sugars, such as the alkylglucamides produced by the reaction of amidation of a fatty acid on N-methylglucamine. These surfactants can be used alone or as a mixture. According to a particular embodiment, surfactants of the nonionic type are used. Preferably, oxyalkylene surfactants are used, that is to say comprising oxyethylenated and / or oxypropylenated units.
- OE and / or oxypropylene (OP) units of these nonionic surfactants usually varies from 2 to 100 depending on the HLB (hydrophilic / lipophilic balance) desired.
- HLB hydrophilic / lipophilic balance
- the number of OE and / or OP units is between 2 and 50.
- the ethoxylated or ethoxy-propoxylated fatty alcohols generally have from 6 to 22 carbon atoms, the OE and OP units being excluded from these numbers, and are preferably ethoxylated.
- the ethoxylated or ethoxy-propoxylated triglycerides can be triglycerides of plant or animal origin. Thus suitable for the invention lard, tallow, peanut oil, butter oil, cottonseed oil, linseed oil, olive oil, palm, grapeseed oil, fish oil, soybean oil, castor oil, rapeseed oil, coconut oil, coconut oil. Preferably these products are ethoxylated.
- ethoxylated triglyceride is intended in the present invention, both the products obtained by ethoxylation of a triglyceride with ethylene oxide as those obtained by trans-esterification of a triglyceride with a polyethylene glycol.
- the ethoxylated or ethoxy-propoxylated fatty acids are esters of fatty acids (such as for example oleic acid, stearic aid) and are preferably ethoxylated.
- the ethoxylated or ethoxy-propoxylated sorbitan esters are cyclized sorbitol esters of fatty acids from C 10 to C 2 o such as lauric acid, stearic acid or oleic acid, and are preferably ethoxylated.
- ethoxylated fatty acid includes both the products obtained by ethoxylation of a fatty acid with ethylene oxide and those obtained by esterification of a fatty acid with a polyethylene glycol.
- Ethoxylated or ethoxy-proproxylated fatty amines generally have from 10 to 22 carbon atoms, the OE and OP units being excluded from these numbers, and are preferably ethoxylated.
- the ethoxylated or ethoxy-propoxylated alkylphenols generally have 1 or 2 alkyl groups, linear or branched, having 4 to 12 carbon atoms, in particular octyl, nonyl or dodecyl.
- nonionic surfactants from the group of ethoxy or ethoxy-propoxylated alkylphenols include in particular di (1-phenyl ethoxhenol ethoxylated with 5 EO units, di (1-phenyl ethyDphenol ethoxylated with 10 EO units, tri (1-phenyl ethyphenol ethoxylated with 16 EO units, tri (1-phenyl ethyDphenol ethoxylated with 20 EO units, tri (1-phenyl ethyDphenol ethoxylated with 25 EO units, tri (phenyl-1 ethyDphenol ethoxylated with 40 EO units, tri (phenyl-1 ethy-ethoxy-propoxylated with 25 EO
- the content of additive of the surfactant type is between 0.1 and 10% by volume relative to the total volume of the composition. Preferably, this content is between 0.5 and 5% by volume with respect to the same reference.
- the composition according to the invention can also comprise a thickening additive.
- a thickening additive Conventional thickening agents can be used such as, for example, cellulose derivatives (ethylcellulose, hydroxypropylcellulose), xanthan, guar, locust bean gums, alginates, polyacrylates, starches, modified starches and modified clays.
- the content of thickening additive generally varies between 0.5 and 10% by volume relative to the total volume of the composition.
- the amount of thickening additive is between 1 and 3%.
- composition according to the invention can also comprise abrasive particles. It is possible in particular to use particles based on aluminum oxide, on silica, on silicon carbide, on tungsten carbide or on silicon carbonitride, or a mixture thereof.
- the quantity of abrasive particles varies over a wide range and will be determined by a person skilled in the art according to the nature of the support to be treated.
- compositions according to the invention therefore allow the cleaning of all types of oils, greases and lubricants, of vegetable, mineral or animal origin.
- the media to be cleaned can be very varied in nature.
- the composition according to the invention makes it possible to treat metals and their alloys such as steel, stainless steel, aluminum, copper, iron, but also plastics and mineral glasses.
- the present invention is in fact suitable for cleaning printed circuits, without the risk of destroying said support.
- the cleaning process using the composition according to the invention consists in bringing the support to be cleaned into contact with said composition. This contacting is carried out according to conventional methods, such as spraying or immersion with or without agitation.
- the cleaning operation can be carried out either hot or cold.
- temperatures of the order of 5 to 80 ° C. or even above are suitable for this operation.
- the composition of the invention has a very significant advantage due to its non-flammable nature. Thus, it is possible to work at relatively high temperatures without risk.
- the contact time of the support and of the composition varies within wide limits and depends on the nature of the grease to be removed. However, as an indication, the contact time is between a few seconds to 60 minutes.
- composition of the present invention allows total degreasing of the support.
- composition according to the invention and more particularly of the composition comprising up to 40% by volume of compound (a), resides in the solubility of the latter with respect to the fats to be eliminated.
- the hot solubility of the oils in this composition is much greater than the cold solubility.
- This example illustrates the degreasing at room temperature of a CTotal 200 Neutral® paraffinic oil) with a composition comprising 2,4-diphenyl, 2-methyl-pentane.
- the degreasing composition is as follows (% by volume): 50% of 2,4-diphenyl, 2-methyl-pentane, 50% of RPDE 2% of nonylphenol 10 OE (relative to the total volume of compounds (a) and (b )).
- the present composition makes it possible to dissolve up to 50% by weight of Total 200 Neutral® paraffinic oil.
- the substrate used is a steel plate (Q-panel type R) previously cleaned. To be greased, the plate is immersed for two minutes in the oil, then stored for 6 hours.
- the greased plate is then immersed in the cleaning composition, cited above, for 15 seconds, at room temperature. This is the time required to completely remove the paraffinic oil from the plate.
- the solvent film is then removed by rinsing under a stream of running water for 20 seconds on each side (flow rate: 2 l / min, temperature 17 ° C).
- the cleanliness of the plate is evaluated by means of the water film test (Water Break test, ASTM F22-65.1992).
- the assigned score is 4 (on a scale from 0 to 4), which means that there is no residual trace of organic compound (composition and oil).
- composition according to the invention has, on the one hand, a very high capacity for dissolving oils, that it has very good degreasing power and that the solvent film can be removed quickly and efficiently.
- This example illustrates the hot degreasing of a plate comprising paraffinic oil (Total 200 Neutral®) with a composition comprising 2,4-diphenyl, 2-methyl-pentane.
- the degreasing composition is as follows (% by volume): 30% of 2,4-diphenyl, 2-methyl-pentane, 70% of RPDE 2% of nonylphenol 10 OE (relative to the total volume of compounds (a) and (b )).
- Example 1 The procedure described in Example 1 is reproduced, except that the immersion takes place at 60 ° C.
- the immersion time required to obtain complete degreasing of the plate is 15 seconds.
- the composition makes it possible to dissolve at this temperature up to 50% by weight at 60 ° C and 5% by weight of oil at room temperature. This low cold solubility makes it possible to facilitate the operations of recycling the composition, after phase separation.
- the composition according to the present invention has very good degreasing power and that the solvent film can be removed quickly and efficiently. Furthermore, it has a variable oil solubilization capacity depending on temperatures, allowing both to solubilize large quantities when hot and to be easily recyclable by separation of the cold phases.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9509279 | 1995-07-31 | ||
FR9509279A FR2737499B1 (en) | 1995-07-31 | 1995-07-31 | CLEANING COMPOSITION BASED ON AN ALIPHATIC HYDROCARBON COMPOUND COMPRISING AT LEAST ONE AROMATIC SUBSTITUENT |
PCT/FR1996/001187 WO1997005231A1 (en) | 1995-07-31 | 1996-07-26 | Cleaning composition containing an aliphatic hydrocarbon compound with at least two aromatic substituents |
US08/681,748 US5773398A (en) | 1995-07-31 | 1996-07-29 | Cleaning composition based on an aliphatic hydrocarbon compound comprising at least two aromatic substituents |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0846158A1 true EP0846158A1 (en) | 1998-06-10 |
Family
ID=26232133
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP96927094A Ceased EP0846158A1 (en) | 1995-07-31 | 1996-07-26 | Cleaning composition containing an aliphatic hydrocarbon compound with at least two aromatic substituents |
Country Status (6)
Country | Link |
---|---|
US (1) | US5773398A (en) |
EP (1) | EP0846158A1 (en) |
AU (1) | AU6703896A (en) |
FR (1) | FR2737499B1 (en) |
NO (1) | NO980376L (en) |
WO (1) | WO1997005231A1 (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2751899B1 (en) * | 1996-08-01 | 1998-10-23 | Rhone Poulenc Chimie | DEGREASING PROCESS WITH SURFACTANT FREE COMPOSITION |
GB9901702D0 (en) * | 1999-01-27 | 1999-03-17 | Reckitt & Colman Inc | Improvements in or relating to organic compositions |
GB9901876D0 (en) | 1999-01-29 | 1999-03-17 | Reckitt & Colman Inc | Improvements in or relating to organic compositions |
FR2800746B1 (en) * | 1999-11-10 | 2002-01-04 | Atofina | CLEANING COMPOSITION |
US7211551B2 (en) * | 2002-10-21 | 2007-05-01 | Mcdonald Mary E | Universal cleaner that cleans tough oil, grease and rubber grime and that is compatible with many surfaces including plastics |
US7604702B2 (en) * | 2004-10-29 | 2009-10-20 | Crest Ultrasonics Corp. | Method, apparatus, and system for bi-solvent based cleaning of precision components |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU60170A1 (en) * | 1970-01-09 | 1971-11-18 | ||
US4120810A (en) * | 1974-10-07 | 1978-10-17 | Palmer David A | Paint remover with improved safety characteristics |
US4560723A (en) * | 1983-11-14 | 1985-12-24 | Minnesota Mining And Manufacturing Company | Cyanoacrylate adhesive composition having sustained toughness |
US5006279A (en) * | 1988-08-24 | 1991-04-09 | Grobbel William J | Water-based coating removers |
DE4405196A1 (en) * | 1993-09-30 | 1995-04-06 | Basf Lacke & Farben | Cleaning solution and method for cleaning painting tools and using the cleaning solution to remove any dried paint residue |
-
1995
- 1995-07-31 FR FR9509279A patent/FR2737499B1/en not_active Expired - Fee Related
-
1996
- 1996-07-26 EP EP96927094A patent/EP0846158A1/en not_active Ceased
- 1996-07-26 AU AU67038/96A patent/AU6703896A/en not_active Abandoned
- 1996-07-26 WO PCT/FR1996/001187 patent/WO1997005231A1/en not_active Application Discontinuation
- 1996-07-29 US US08/681,748 patent/US5773398A/en not_active Expired - Fee Related
-
1998
- 1998-01-28 NO NO980376A patent/NO980376L/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
See references of WO9705231A1 * |
Also Published As
Publication number | Publication date |
---|---|
US5773398A (en) | 1998-06-30 |
FR2737499A1 (en) | 1997-02-07 |
FR2737499B1 (en) | 1997-09-19 |
NO980376D0 (en) | 1998-01-28 |
AU6703896A (en) | 1997-02-26 |
WO1997005231A1 (en) | 1997-02-13 |
NO980376L (en) | 1998-03-30 |
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Legal Events
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Free format text: CLEANING COMPOSITION CONTAINING AN ALIPHATIC HYDROCARBON COMPOUND WITH AT LEAST TWO AROMATIC SUBSTITUENTS |
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Effective date: 19990702 |
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Effective date: 19991219 |