WO1991019831A1 - Compositions de nettoyage contenant des cycloparaffines et leur procede d'utilisation - Google Patents
Compositions de nettoyage contenant des cycloparaffines et leur procede d'utilisation Download PDFInfo
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- WO1991019831A1 WO1991019831A1 PCT/US1991/003992 US9103992W WO9119831A1 WO 1991019831 A1 WO1991019831 A1 WO 1991019831A1 US 9103992 W US9103992 W US 9103992W WO 9119831 A1 WO9119831 A1 WO 9119831A1
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- cycloparaffins
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Classifications
-
- 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
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
Definitions
- the present invention relates to compositions for general-purpose degreasing as well as precision cleaning.
- the compositions are water rinseable and possess favorable characteristics such as low toxicity, environmental acceptability, low odor, and extremely good cleaning ability.
- chlorofluorocarbons also known as CFC's or freons, such as CFC-113
- CFC-113 chlorofluorocarbons
- TCE trichloroethylene
- TCA 1,1,1 trichloroethane
- chlorocarbons and the chlorofluorocarbons are non-flammable, they possess very high vapor pressure and so typically 50% or more of the liquid is lost to the atmosphere during use.
- Other traditional organic cleaners such as aliphatic ketones (e.g. methyl ethyl ketone (MEK) and acetone) and methylene chloride are similarly falling into disfavor due to toxicity and low flash point.
- aqueous cleaners To address the health and environmental concerns, numerous aqueous cleaners have been developed and are commercially available, but none of these can rival the cleaning efficiency of the above referenced organics, particularly for the removal of heavy greases.
- examples of the aqueous cleaners include glycol ethers, silicates and phosphates.
- Another class of cleaning agent that is being used increasingly in the electronics industry is the terpene group, including such compounds as pinene, gamma terpinene, limonene, and dipentene. These compounds have the ability to dissolve or complex with rosin solder fluxes, oils, waxes, and greasy substances, and are characterized by relatively low toxicity and environmental biodegradability.
- the terpenes have v&ry strong citrus odor and low flash point, both of which contribute adversely to human working conditions and safety.
- two widely used commercial terpene formulations, Bioact DG-1 and Bioact DG-3 have a strong odor and a flash point around 115°F, whereas any material with a flash point lower than about 140°F is conventionally considered to be flammable.
- freons tested were used in the vapor phase, and were effective against all contaminants except cosmolene, carbowax and mill marks.
- the terpenes rapidly cleaned most contaminants except carbowax and mill marks.
- extended immersion times were required to remove cosmolene.
- TLV threshold level value
- Cycloparaffins have conventionally been used as carrier fluids for pesticides, bases for adhesives, and as diluents in chemical synthesis reactions. However, there is no suggestion of using cycloparaffins in combination with branched paraffins and surfactants as water rinseable degreasing liquids.
- Another object of the present invention is to provide a heavy duty degreasing composition which will not damage the original surface and will leave it in suitable condition for subsequent treatment and processing, e.g., application of adhesives or corrosion protective coatings.
- Another object of the present invention is to provide a cleaning composition that is effective against a broad spectrum of contaminants including grease, oils, fats, cosmolene, waxes, silicones, bitumen, tars and grime.
- a further object of the present invention is to provide a cleaning composition comprising a mixture of cyloparaffins, branched paraffins and surfactants for general cleaning and degreasing applications.
- the compositions are water rinseable and are characterized by favorable properties such as low toxicity, environmental acceptability, low odor, low flammability, high boiling point, high stability, and good cleaning efficacy for a broad range of contaminants.
- Another object of the present invention is to provide a method of cleaning a contaminated surface by contacting the surface with a cleaning composition comprising a mixture of cycloparaffins, branched paraffins and surfactants.
- Figure la is a Fourier Transform Infrared (FTIR) reflectance spectrum of an aluminum surface contaminated with DOW #704 silicon oil showing numerous contamination peaks.
- FTIR Fourier Transform Infrared
- Figure lb is an FTIR reflectance spectrum of the same aluminum surface as in Figure la after removal of the DOW #704 silicon oil using a cleaning composition of the present invention.
- Figure 2a is an FTIR reflectance spectrum of an initially clean conversion coated aluminum surface.
- Figure 2b is the FTIR reflectance spectrum of the same conversion coated aluminum surface as in Figure 2a after contaminating with DOW #704 silicon oil .
- Figure 2c is the FTIR reflectance spectrum of the same conversion coated aluminum surface as in Figure 2b after removal of the DOW #704 silicon oil using a cleaning composition of the present invention.
- a water rinseable cleaning composition which comprises a mixture of cycloparaffins, branched paraffins and surfactants.
- the cleaning composition may comprise from about 15 to about 90 weight percent cycloparaffin, from 0 to about 60 weight percent branched paraffin, and from about 0.1 to about 60 weight percent surfactant.
- the cleaning composition comprises from about 25 to about 85 weight percent cycloparaffin, from about 5 to about 50 weight percent branched paraffin, and from about 1 to about 50 weight percent surfactant.
- the cleaning composition comprises from about 30 to about 75 weight percent cycloparaffin, from about 8 to about 45 weight percent branched paraffin, and from about 10 to about 35 weight percent surfactant.
- the cleaning composition comprises from about 35 to about 70 weight percent cycloparaffin, from about 10 to about 40 weight percent branched paraffin and from about 15 to about 30 weight percent surfactant.
- Suitable cycloparaffins for the present invention include cycloalkanes of the one ring type, e.g., cycloheptanes and cyclooctanes (general formula C n H2 n ) or dicyclic (general formula C n H n _2) or tricyclic (general formula n H2 n _4) or may indeed contain larger multi-ring systems.
- Typical cycloparaffins may be branched, e.g., may contain methyl and/or ethyl branches attached to the cyclic ring(s).
- the cycloparaffins may contain from 6 to greater than 50 carbon atoms. Typically, the cycloparaffins contain from about 8 to about 30 carbon atoms.
- cycloparaffins When isolated from petroleum the cycloparaffins contain rings with five, six, or seven carbon atoms and alkyl derivatives of cyclopentane and cyclohexane are commonly found. It is generally preferred to employ cycloparaffins with relatively high average molecular weight that have less odor, lower flash point, and lower toxicity. However, for specific applications, it may be desirable to utilize more highly refined, or specific cycloalkanes such as cyclohexane or cyclopentane, for example.
- Branched paraffins are defined as paraffins which contain one or more segments of four carbons attached to each other nonlinearly as shown below:
- Suitable branched paraffins contain from 4 to greater than 50 carbon atoms. Typically, the branched paraffins contain from about 8 to about 30 carbon atoms.
- the cycloparaffin and branched paraffin constituents of the present invention may be provided in the form of blended mixtures. Blends containing both cycloparaffins and branched paraffins may be obtained as distillate fractions from crude oil refining and from catalytic reformer effluent or may be prepared by controlled hydrogenation of corresponding unsaturated hydrocarbons. Various blends comprising both cycloparaffins and branched paraffins are commercially available.
- Examples of some suitable commercially available blends include Conoco XP-10 (100 ⁇ F) having a density of 0.79, Conoco XP-13 (130 ⁇ F) having a density of 0.80, Conoco XP-14 (140 * F) having a density of 0.81, Conoco XP-15 (150 ⁇ F) having a density of 0.81, and Conoco XP-20 (200 ⁇ F) having a density of 0.82, where the temperature designations in parentheses are the flash points.
- the increasing flash point corresponds to increasing average molecular weight and is accompanied by an increase in boiling point and reduced odor.
- Conoco XP-10 is primarily made up of cycloparaffins and branched paraffins containing 9 to 11 carbon atoms
- Conoco XP-15 is primarily composed of cycloparaffins and branched paraffins containing from 11 to 13 carbon atoms
- Conoco XP-20 primarily comprises cycloparaffins and branched paraffins containing 14 to 28 carbon atoms. Although these blends are mainly cycloparaffinic, they contain significant quantities of branched paraffins.
- Conoco XP-10 is known to be approximately 85 weight percent naphthenic (i.e., cyclic saturated hydrocarbons)
- Conoco XP-20 is only about 50 weight percent naphthenic and the balance in both cases is largely branched paraffin. More specifically, Conoco XP-20 is known to comprise about 55 weight percent cycloparaffin (43 weight percent branched cycloparaffin and 12 weight percent bicycloparaffin) and about 37 weight percent branched paraffin, with the remainder largely comprising linear paraffin;
- cycloparaffin 43 weight percent branched cycloparaffin and 12 weight percent bicycloparaffin
- cycloparaffin/branched paraffin blends are very complex mixtures of hydrocarbons typically characterized by high average molecular weight, high boiling point and low percentages of normal paraffins and aromatics.
- the cycloparaffins and branched paraffins of the present invention may also include lesser amounts of other hydrocarbons including aliphatic, branched aliphatic, and aromatic compounds, and terpenes and terpene rings.
- the cycloparaffins and branched paraffins are used in such combinations so as to obtain a relatively high boiling point.
- mixtures of cycloparaffins and branched paraffins with a boiling point in the range of 300 ⁇ F - 600 ⁇ F are preferred and 350 ⁇ F - 550 * F are most preferred.
- the cleaning compositions of the present invention also contain a surfactant, such as a soap or a detergent.
- a surfactant such as a soap or a detergent.
- the surfactant can be nonionic, amphoteric, cationic, or anionic. Mixtures of surfactants can be employed if desired.
- nonionic surfactants examples include the alkylene oxide condensation products with higher aliphatic alcohols, alkyl phenols, carboxylic acids, amides, amines, and sulphonamides.
- a preferred nonionic surfactant is dinonylphenoxypoly (ethyleneoxy) ethanol which is commercially available from Rhone-Poulenc, Inc. as Igepal DM-530.
- ionic surfactants examples include higher (C3-CJ3) fatty acid sulfonic acid or salts thereof, such as the sodium, potassium, and ammonium salts thereof.
- One particular sulfonic acid is the sodium salt of oleic acid sulfonate.
- Another ionic surfactant has the formula RNHR'COOH wherein R is an aliphatic group having from 8 to 18 carbon atoms and R' is an alkyl group having from 1 to 8 carbon atoms, and salts thereof. R is preferably a higher fatty group and R' preferably has from 1 to 4 carbon atoms.
- Suitable salts include sodium, potassium, and ammonium salts.
- a particular surfactant of this type is the sodium salt of N-coco betaamine propionate.
- Other examples of ionic surfactants are the alkyl benzene sulfonic acids and alkali metal or ammonium salts thereof.
- a preferred alkyl benzene sulfonic acid is linear alkyl benzene sulfonic acid having from 8 to 18 carbon atoms in the alkyl group, such as dodecylbenzene sulfonic acid.
- Sodium lauryl sulfate, trimethyl hexadecyl ammonium chloride, and sodium dodecylbenzene sulfonate are also suitable surfactants.
- the surfactants is employed in amounts sufficient to achieve water rinseability, which amounts are usually at least about 0.1 weight percent of the composition and preferably at least about 1 weight percent. Amounts of surfactant of 60 weight percent or greater may be used. However, at such high levels cleaning times may increase considerably and elevated temperatures may be required to obtain satisfactory degreasing.
- the preferred range of surfactant is from about 1 to 50 weight percent, while the more preferred range is from about 10 to 35 weight percent of the composition. The most preferred surfactant range is from about 15 to 30 weight percent.
- the addition of surfactants in accordance with the present invention also serves to increase the flash point of the cleaning compositions over that of the cycloparaffins and branched paraffins alone.
- boiling point is not significantly affected by the addition of surfactants to the cycloparaffins and branched paraffins.
- the boiling point of the present cleaning compositions may range from about 300 to 600 * F, and more preferably may range from about 350 to 550 ⁇ F.
- the combination of cycloparaffins, branched paraffins and surfactants of the present invention provides for efficient removal of grease, grime, tars, oil and the like.
- the present cleaning compositions exhibit great affinity for greases and oils and are significantly more effective than traditionally employed cleaners.
- cleaning of a surface is defined in terms of the FTIR (Fourier Transform Infrared) reflectance spectrum of the surface.
- a surface is considered to have been cleaned when substantially all of the FTIR reflectance peaks corresponding to contaminates on the surface have been eliminated.
- Contact with the cleaning composition is preferably carried out with agitation. This can be accomplished either mechanically or ultrasonically or by spraying the composition onto the substrate.
- the substrate can be rinsed with solvents, such as water or low molecular weight alcohols such as isopropanol, compatible with the compositions and compatible with the substrate.
- solvents such as water or low molecular weight alcohols such as isopropanol
- the substrates can be dried, such as by blowing with hot or cold air.
- the cleaning compositions of the present invention are generally employed at ambient temperature, but the efficiency of grease removal may be enhanced by heating the mixture slightly while remaining well below the flash point. Thus, elevated cleaning temperatures such as 100 or 150 °F may be employed.
- the presently disclosed cleaning compositions are substantially non-toxic and environmentally acceptable.
- these terms indicate that the materials used in the present cleaners are generally considered to be safe when measured against official U.S. Government criteria for hazardous materials. Typical measurements include animal ingestion tests for lethal dose 50 value and for carcinogenicity, flash point and CFC content.
- Examples 1-6 illustrate the usefulness of cleaning compositions prepared according to the present invention for cleaning a variety of contaminants.
- Example 1 A cleaning composition was prepared containing 80 volume percent (76.2 weight percent) Conoco XP-? and
- FTIR Fourier Transform Infrared
- Example 2 A 1.5" x 5.0" piece of 2014 aluminum was contaminated by manually smearing the surface with 0.15g of drop hammer grease (heavy lubricant). The metal was then dipped in a cleaning composition as described in Example 1 at 40°C (104°F) for 5 minutes and agitated mildly. The piece was removed, tap water rinsed, rinsed in deionized water and then allowed to air dry for 1/2 hour. By comparing the FTIR reflectance spectra of the contaminated surface with the cleaned surface, it could be seen that there was essentially no contamination remaining on the surface.
- Example 3 A 1.5" x 5.0" piece of 2014 aluminum was contaminated by manually smearing the surface with O.l ⁇ g of cosmolene (a heavy grease that is commonly used for corrosion protection). The cosmolene was allowed to dry overnight. The metal was then dipped in a cleaning composition comprising a mixture of 80 volume percent (76.2 weight percent) Conoco XP-15 and 20 volume percent (23.8 weight percent) Igepal DM-530 at 40°C (104'F) for 5 minutes and mildly agitated. The piece was then tap water rinsed, rinsed in deionized water and allowed to air dry for 1/2 hour. Surface cleanliness was demonstrated by comparing the FTIR reflectance spectra of the contaminated surface and the cleaned surface, showing that there were essentially no peaks remaining corresponding to cosmolene on the surface.
- cosmolene a heavy grease that is commonly used for corrosion protection
- Example 4 A 1.5" x 5" piece of .2014 aluminum was contaminated by manually smearing the surface with O.lOg of CRC 2.26 (a lubricant/protector manufactured by CRC Company) and heated to 50 * C for 1/2 hour to remove residual solvent
- CRC 2.26 contains a certain amount of 1,1,1 trichloroethane.
- the piece was then dipped in a cleaning composition comprising a mixture of 80 volume percent (76.2 weight percent) Conoco XP-15 and 20 volume percent (23.8 weight percent) Igepal DM-530, at ambient temperature, agitated for 1 minute and removed.
- the piece was then rinsed in tap water, deionized water, and allowed to air dry for 1/2 hour. Surface cleanliness was measured by comparing FTIR reflectance spectra of the contaminated surface and cleaned surface, demonstrating that virtually no contamination peaks remained in the spectrum after treatment.
- Example 5 A 1.5" x 5.0" piece of 2014 aluminum was contaminated by manually smearing the surface with O.lOg of Dow Corning #704 silicon oil. The piece was dipped in a cleaning composition comprising a mixture of 80 volume percent (76.2 weight percent) Conoco XP-15 and 20 volume percent (23.8 weight percent) Igepal DM-530, mildly agitated for 1 minute and removed. The piece was then tap water rinsed, rinsed in deionized water and then allowed to air dry for 1/2 hour. Excellent surface cleanliness can be seen after treatment by comparing the FTIR spectra of the contaminated surface, and the cleaned surface which had none of the contamination peaks seen before treatment.
- Example 6 Aluminum which had previously been coated with Iridite (an aluminum "conversion" coating) was examined in the as-received state by FTIR reflectance spectroscopy (Fig. 2a). The metal was then manually smeared with 0.10 g of Dow Corning #704 silicon oil, and again analyzed by FTIR reflectance spectroscopy (Fig. 2b). The metal was then dipped in a mixture of 80 volume percent (76.2 weight percent) Conoco XP-15 and 20 volume percent (23.8 weight percent) Igepal DM-530 at room temperature, mildly agitated for 1 minute and removed. The piece was tap water rinsed, rinsed in deionized water and then allowed to air dry for 1/2 hour. The extent to which surface cleanliness was restored after treatment is shown by comparing spectra of the as-received surface (Fig. 2a) and contaminated surface (Fig. 2b) with the cleaned surface (Fig. 2c).
- Examples 7 and 8 demonstrate the effectiveness of cationic and anionic surfactants when formulated in accordance with the present invention.
- Example 7 A cleaning composition was prepared with 80 volume percent (76 weight percent) Conoco XP-15 and 20 percent by volume (24 weight percent) of a cationic surfactant (trimethyl hexadecyl ammonium chloride) which mixes at all ratios to a slightly yellow, clear, homogeneous solution. This solution was compared side-by-side with a cleaning composition comprising 80 volume percent Conoco XP-15 and 20 volume percent Igepal DM-530 (non-ionic surfactant formulation). Two pieces of 6061 aluminum were each contaminated by smearing with 0.15g of drop hammer grease and placed in the respective cleaning compositions. Each composition was mildly agitated for 5 minutes and the metal removed.
- a cationic surfactant trimethyl hexadecyl ammonium chloride
- Example 8 A cleaning composition was prepared by mixing 1 volume percent (1.2 weight percent) sodium dodecylbenzene sulfonate (an anionic surfactant sold as Conoco C-550) with 99 volume percent (98.8 weight percent) Conoco XP-15 and heated to 40 ⁇ C (104 ⁇ F).
- a 1.5" x 5.0" piece of 6061 aluminum was contaminated with 0.15g of drop hammer grease on one side. The aluminum was then dipped for 5 minutes with mild agitation and removed from the cleaning composition. The aluminum was then thoroughly tap water rinsed, deionized water rinsed and allowed to air dry. Visual inspection showed that all grease had been removed from the aluminum surface by the composition.
- Examples 9-12 compare the effectiveness of cleaners prepared in accordance with the present invention and the 1,1,1 trichloroethane (TCA) and a widely used water-based cleaner (Daraclean 282).
- Example 9 Three pieces of 2014 aluminum were each contaminated with 0.15g cosmolene and let stand overnight. One piece was dipped in each of the following solutions: (1) a mixture of 80 volume percent (76.5 weight percent) Conoco XP-20 and 20 volume percent (23.5 weight percent) Igepal DM-530 having a tag closed cup flash point of about 215 * F, (2) 1,1,1 trichloroethane (TCA), and (3) Daraclean 282 (a water based alkaline cleaner sold by W.R. Grace Co.), all at 40 ⁇ C. After 5 minutes of mild agitation, the pieces were removed, thoroughly rinsed in tap water, deionized water and allowed to air dry.
- TCA 1,1,1 trichloroethane
- Example 10 Three pieces of 2014 aluminum were each contaminated with O.lOg CRC 2.26 corrosion inhibitor and allowed to stand at room temperature overnight. One piece was dipped in each of the following solutions: (1) a mixture of 80 volume percent (76.5 weight percent)
- Example 11 Three pieces of 2014 aluminum were each contaminated with O.lOg of Dow Corning #704 silicon oil. One piece each was dipped in the following solutions: (1) 80 volume percent (76.5 weight percent) Conoco XP-20 and 20 volume percent (23.5 weight percent) Igepal DM-530, (2) 1,1,1 trichloroethane (TCA), and (3) Daraclean 282 (W.R. Grace Co.), all at ambient temperature (23 ⁇ C, 73 ⁇ F). After 3 minutes of mild agitation, the pieces were removed, thoroughly rinsed in tap water, deionized water and allowed to air dry. Surface cleanliness of the pieces cleaned in liquids (1) and (2) was seen by comparing the FTIR reflectance spectra before and after cleaning.
- Example 12 Three pieces of 2014 aluminum were each contaminated by manually smearing with 0.15g of drop hammer grease. One piece each was dipped in the following solutions: (1) a mixture of 80 volume percent (76.5 weight percent) Conoco XP-20 and 20 volume percent (23.5 weight percent) Igepal DM-530, (2) 1,1,1 trichloroethane (TCA), and (3) Daraclean 282 (W.R. Grace Co.), all at 40'C (104 * F). After 5 minutes of mild agitation, the pieces were removed, thoroughly rinsed in tap water, deionized water and then allowed to air dry.
- TCA 1,1,1 trichloroethane
- Examples 13-15 show the use of varying amounts of surfactant in the cleaning formulations of the present invention.
- Example 14 A cleaning composition comprising a mixture of 1 volume percent (1.2 weight percent) Igepal DM-530 with 99 volume percent (98.8 weight percent) Conoco XP-15 at 40'C (104'F) was used to clean 0.15g of drop hammer grease from 2014 aluminum in 5 minutes with mild agitation. The piece was rinsed thoroughly in tap water, deionized water and allowed to air dry. No residue was present after drying.
- Example 15 A cleaning composition comprising a mixture of 50 volume percent (55.5 weight percent) Igepal DM-530 with 50 volume percent (44.5 weight percent) Conoco XP-15 at 40°C (104°F) was used to clean 0.15g of drop hammer grease from a piece of 2014 aluminum in 20 minutes with mild agitation. The piece was rinsed thoroughly in tap water, deionized water and allowed to air dry. No residue was present after drying.
- Example 16 A cleaning composition was prepared by mixing 80 volume percent (75.8 weight percent) Conoco XP-10 with 20 volume percent (24.2 weight percent) Igepal DM-530 to form a homogeneous solution having a tag closed cup flash point of 115°F.
- a 1.5" X 5.0" piece of 6061 aluminum was contaminated with 0.15g of drop hammer grease on one side.
- the cleaning composition was heated to 40°C (104T) and the aluminum piece was dipped for 5 minutes with mild agitation. The aluminum was removed from the composition, thoroughly rinsed with tap water, deionized water and allowed to air dry. Visual inspection showed that no grease was left on the surface.
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- Organic Chemistry (AREA)
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- Life Sciences & Earth Sciences (AREA)
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Abstract
Compositions et procédés d'élimination de graisses et d'autres contaminants de surfaces consistant à employer des compositions de nettoyage contenant des cycloparaffines, des paraffines ramifiées ainsi que des tensio-actifs. On peut utiliser des mélanges contenant des cycloparaffines ainsi que des paraffines ramifiées, telles que Conoco XP-15 et Conoco XP-20, avec des tensio-actifs tels que dinonylphénoxypoly (éthylèneoxy) éthanol, sodium lauryl sulfate, chlorure d'ammonium d'hexadécyle triméthylique, et sodium dodécylbenzène sulfonate.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US53582090A | 1990-06-11 | 1990-06-11 | |
US535,820 | 1990-06-11 |
Publications (1)
Publication Number | Publication Date |
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WO1991019831A1 true WO1991019831A1 (fr) | 1991-12-26 |
Family
ID=24135905
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1991/003992 WO1991019831A1 (fr) | 1990-06-11 | 1991-06-06 | Compositions de nettoyage contenant des cycloparaffines et leur procede d'utilisation |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU8103091A (fr) |
CA (1) | CA2082071A1 (fr) |
WO (1) | WO1991019831A1 (fr) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993013246A1 (fr) * | 1992-01-03 | 1993-07-08 | Exxon Chemical Patents Inc. | Procede et composition utilises pour le nettoyage d'objets |
EP0557912A1 (fr) * | 1992-02-27 | 1993-09-01 | KM Europa Metal Aktiengesellschaft | Procédé de dégraissage d'objets métalliques |
EP0717789A1 (fr) * | 1994-07-07 | 1996-06-26 | Safety-Kleen Corp. | Compositions et procedes de traitement d'un solvant de nettoyage |
EP0726938A1 (fr) * | 1994-07-07 | 1996-08-21 | Safety-Kleen Corp. | Composition a base de solvants amelioree |
WO1996033260A1 (fr) * | 1995-04-20 | 1996-10-24 | Elf Atochem S.A. | Agent de nettoyage a base de cycloalcanes |
US5811383A (en) * | 1993-04-02 | 1998-09-22 | The Dow Chemical Company | High water content, low viscosity, oil continuous microemulsions and emulsions, and their use in cleaning applications |
US20170051161A1 (en) * | 2013-03-15 | 2017-02-23 | Packaging Service Co., Inc. | Low voc coating reducers |
CN112981383A (zh) * | 2021-02-10 | 2021-06-18 | 重庆大学 | 一种表面处理液及铜散热片的表面处理方法 |
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US3634265A (en) * | 1968-11-27 | 1972-01-11 | Us Army | Skin cleaner requiring no addition of water for cleaning therewith |
FR2484444A1 (fr) * | 1980-05-14 | 1981-12-18 | Rizzo Jacques | Melange d'hydrocarbures, composition de nettoyage autolubrifiante comprenant ledit melange et son application, notamment dans le nettoyage des vis de presses |
JPS57101676A (en) * | 1980-12-17 | 1982-06-24 | Kazumasa Uryu | Defatting and washing treatment |
EP0412475A2 (fr) * | 1989-08-07 | 1991-02-13 | E.I. Du Pont De Nemours And Company | Composition de nettoyage à base d'un ester dibasique et un solvant hydrocarboné et procédé de nettoyage |
-
1991
- 1991-06-06 WO PCT/US1991/003992 patent/WO1991019831A1/fr active Application Filing
- 1991-06-06 CA CA 2082071 patent/CA2082071A1/fr not_active Abandoned
- 1991-06-06 AU AU81030/91A patent/AU8103091A/en not_active Abandoned
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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US3634265A (en) * | 1968-11-27 | 1972-01-11 | Us Army | Skin cleaner requiring no addition of water for cleaning therewith |
FR2484444A1 (fr) * | 1980-05-14 | 1981-12-18 | Rizzo Jacques | Melange d'hydrocarbures, composition de nettoyage autolubrifiante comprenant ledit melange et son application, notamment dans le nettoyage des vis de presses |
JPS57101676A (en) * | 1980-12-17 | 1982-06-24 | Kazumasa Uryu | Defatting and washing treatment |
EP0412475A2 (fr) * | 1989-08-07 | 1991-02-13 | E.I. Du Pont De Nemours And Company | Composition de nettoyage à base d'un ester dibasique et un solvant hydrocarboné et procédé de nettoyage |
Non-Patent Citations (1)
Title |
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CHEMICAL ABSTRACTS, vol. 97, no. 22, February 1982, Columbus, Ohio, US; abstract no. 186502W, MURAKAMI KAGAKU 'REMOVAL OF OIL AND GREASE FROM STEEL ' page 267 ; see abstract & JP,A,57 101 676 (TOKIWA KAGOKU CO) June 24, 1982 * |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993013246A1 (fr) * | 1992-01-03 | 1993-07-08 | Exxon Chemical Patents Inc. | Procede et composition utilises pour le nettoyage d'objets |
EP0557912A1 (fr) * | 1992-02-27 | 1993-09-01 | KM Europa Metal Aktiengesellschaft | Procédé de dégraissage d'objets métalliques |
EP0692021B1 (fr) * | 1993-04-02 | 2002-05-15 | The Dow Chemical Company | Compositions de microemulsion et d'emulsion nettoyantes |
US5811383A (en) * | 1993-04-02 | 1998-09-22 | The Dow Chemical Company | High water content, low viscosity, oil continuous microemulsions and emulsions, and their use in cleaning applications |
EP0717789A4 (fr) * | 1994-07-07 | 1997-01-08 | Safety Kleen Corp | Compositions et procedes de traitement d'un solvant de nettoyage |
EP0726938A4 (fr) * | 1994-07-07 | 1997-12-03 | Safety Kleen Corp | Composition a base de solvants amelioree |
EP0726938A1 (fr) * | 1994-07-07 | 1996-08-21 | Safety-Kleen Corp. | Composition a base de solvants amelioree |
EP0717789A1 (fr) * | 1994-07-07 | 1996-06-26 | Safety-Kleen Corp. | Compositions et procedes de traitement d'un solvant de nettoyage |
FR2733247A1 (fr) * | 1995-04-20 | 1996-10-25 | Atochem Elf Sa | Agent de nettoyage a base de cycloalcanes |
WO1996033260A1 (fr) * | 1995-04-20 | 1996-10-24 | Elf Atochem S.A. | Agent de nettoyage a base de cycloalcanes |
US5954886A (en) * | 1995-04-20 | 1999-09-21 | Elf Atochem S.A. | Cleaning agent based on cycloalkanes |
US20170051161A1 (en) * | 2013-03-15 | 2017-02-23 | Packaging Service Co., Inc. | Low voc coating reducers |
US10538678B2 (en) * | 2013-03-15 | 2020-01-21 | Packaging Service Co., Inc. | Low VOC coating reducers |
CN112981383A (zh) * | 2021-02-10 | 2021-06-18 | 重庆大学 | 一种表面处理液及铜散热片的表面处理方法 |
Also Published As
Publication number | Publication date |
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CA2082071A1 (fr) | 1991-12-12 |
AU8103091A (en) | 1992-01-07 |
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