EP4455191A2 - Zusammensetzung zur verwendung bei der reinigung von metallkomponenten - Google Patents

Zusammensetzung zur verwendung bei der reinigung von metallkomponenten Download PDF

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Publication number
EP4455191A2
EP4455191A2 EP24199985.3A EP24199985A EP4455191A2 EP 4455191 A2 EP4455191 A2 EP 4455191A2 EP 24199985 A EP24199985 A EP 24199985A EP 4455191 A2 EP4455191 A2 EP 4455191A2
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EP
European Patent Office
Prior art keywords
composition
solvent
good
carbon atoms
functional groups
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.)
Pending
Application number
EP24199985.3A
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English (en)
French (fr)
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EP4455191A3 (de
Inventor
Jacob BONTA
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.)
Valvoline Licensing and Intellectual Property LLC
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Valvoline Licensing and Intellectual Property LLC
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Publication date
Application filed by Valvoline Licensing and Intellectual Property LLC filed Critical Valvoline Licensing and Intellectual Property LLC
Priority to EP24199985.3A priority Critical patent/EP4455191A3/de
Publication of EP4455191A2 publication Critical patent/EP4455191A2/de
Publication of EP4455191A3 publication Critical patent/EP4455191A3/de
Pending legal-status Critical Current

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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
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5036—Azeotropic mixtures containing halogenated solvents
    • C11D7/5068—Mixtures of halogenated and non-halogenated solvents
    • C11D7/5077—Mixtures of only oxygen-containing 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
    • C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
    • C23G5/02854—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons characterised by the stabilising or corrosion inhibiting additives
    • C23G5/02861—Oxygen-containing compounds
    • C23G5/02874—Aldehydes or ketones
    • 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
    • C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
    • C23G5/02854—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons characterised by the stabilising or corrosion inhibiting additives
    • C23G5/02861—Oxygen-containing compounds
    • C23G5/02877—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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces
    • C11D2111/16—Metals

Definitions

  • composition for use in cleaning metal components. More specifically, the composition includes a blend of organic solvents that, while being exempted from, or not classified as, a volatile organic compound, a hazardous air pollutant, or a potential carcinogen.
  • Metal parts cleaners generally fall in to one of two categories: chlorinated solvents and hydrocarbon solvents. Although chlorinated solvents are non-flammable and are not classified as a volatile organic compound (VOC), they are generally considered to be a potential carcinogen and pose an less than acceptable health risk to users. Hydrocarbon solvents, on the other hand, possess favorable cleaning action and fast evaporation without residue, however, they have varying serious health risks, including potential carcinogenic effects. These solvents, such as toluene, benzene, xylene, and hexane, are classified as a VOC or a hazardous air pollutant (HAP), which limits their use in commercial settings. It would be beneficial to create a metal parts cleaner that has the solubility and cleaning action properties of these traditional solvents, but without the associated health risks to the user.
  • VOC volatile organic compound
  • HAP hazardous air pollutant
  • the Hansen Solubility Parameters for the composition are ⁇ D ⁇ 15, ⁇ P ⁇ 6, and ⁇ H from about 5.5 to about 6.9.
  • the composition includes a blend of organic solvents.
  • none of the organic solvents are classified as a volatile organic compound, a hazardous air pollutant, or a potential carcinogen, or wherein the solvent exhibits a vapor pressure of less than 0.1 mmHg at 20°C.
  • the blend of organic solvents may include a halogenated aromatic solvent having one or more halide groups and from 6 to 8 carbon atoms, wherein the Hansen Solubility Parameters for the halogenated aromatic solvent are in the range of about ⁇ D : 17 - 19, ⁇ P: 5-7, and ⁇ H: 3-5; an organic solvent having one or more ester functional group and from 3 to 9 carbon atoms, wherein the Hansen Solubility Parameters for the organic solvent are in the range of about ⁇ D : 14 - 16, ⁇ P: 3.5-7.5, and ⁇ H: 5-10; and one or more of the following: a linear or branched hydrocarbon solvent with 6-12 carbon atoms with a single polar moiety head group, wherein the Hansen Solubility Parameters for the hydrocarbon solvent are in the range of about ⁇ D : 6-9, ⁇ P: 1-3, and ⁇ H: 5-7; and a solvent containing one or more ketone functional groups and from 2 to 5 carbon
  • the halogenated aromatic solvent is parachlorobenzotriflouride which is present in an amount from about 0.25% to about 20% of the composition.
  • the organic solvent with one or more ester functional groups is selected from the group consisting of tert-butyl acetate, methyl acetate, dimethyl carbonate, diethylene glycol monoethyl acetate, and diethylene glycol monobutyl ether acetate.
  • the organic solvent with one or more ester functional groups is tert-butyl acetate which is present in an amount from about 25% to about 65% of the composition.
  • the hydrocarbon solvent having a single polar moiety head group is 1-butoxyhexanol or 2-ethyl-hexanol which is present in an amount from about 0.1% to about 1% of the composition.
  • the solvent containing one or more ketone functional groups is acetone which is present in an amount from about 5% to about 50% of the composition.
  • Figure 1 is the graphical representation of evaporation curves for various example formulations.
  • a composition for use in cleaning metal parts includes a blend of organic solvents.
  • the blend includes one or more organic solvent, each of which are either 1) not classified as, or are exempt from being classified as, a VOC, a HAP, or a potential carcinogen or 2) have a vapor pressure of less than 0.1 mmHg at 20°C.
  • this blend of organic solvents exhibits a cleaning action, solubility parameters, and evaporation rates (leading to decreased residue on the component) that are comparable to solvents considered to pose potential health risks.
  • the resulting composition exhibits Hansen Solubility Parameters that are similar to those substances. Specifically, the Hansen Solubility Parameters for the blended composition have been found to be ⁇ D ⁇ 14-16, ⁇ P ⁇ 3.5 - 7, and ⁇ H from about 5.5 to about 6.9.
  • the composition is created by combining a halogenated aromatic solvent having one or more halide groups and from 6 to 8 carbon atoms, an organic solvent having one or more ester functional groups and from 3 to 9 carbon atoms, and one or more of a linear or branched hydrocarbon solvent with 6-12 carbon atoms with a single polar moiety head group and a solvent containing one or more ketone functional groups and from 2 to 5 carbon atoms.
  • the halogenated aromatic solvent having one or more halide groups and from 6 to 8 carbon atoms has Hansen Solubility Parameters that are in the range of about ⁇ D : 17 - 19, ⁇ P: 5-7, and ⁇ H: 3-5 and is present in the composition in an amount of from 0.25% to 20%, and preferably from about 1% to about 9%, of the total composition.
  • these halogenated aromatic solvents are not considered a HAP or potential carcinogen and are exempted from VOC, or they exhibit a vapor pressure of less than about 0.1 mmHg at 20°C.
  • the halogenated aromatic solvent is parachlorobenzotriflouride (PCBTF).
  • the organic solvent having one or more ester functional group and from 3 to 9 carbon atoms has Hansen Solubility Parameters that are in the range of about ⁇ D : 14 - 16, ⁇ P: 3.5-7.5, and ⁇ H: 5-10 and is present in the composition in an amount from about 25% to about 65% of the total composition.
  • these ester-containing organic solvents are not considered a HAP or potential carcinogen and are exempted from VOC, or they exhibit a vapor pressure of less than about 0.1 mmHg at 20°C.
  • ester-containing organic solvent may be methyl acetate, dimethyl carbonate, diethylene glycol monoethyl ether/diethylene glycol monobutyl ether acetate (commercially available from Eastman Chemical Company), t-butyl acetate.
  • the solvent is t-butyl acetate.
  • the linear or branched hydrocarbon solvent with 6-12 carbon atoms and a single polar moiety head group has Hansen Solubility Parameters that are in the range of about ⁇ D : 6-9, ⁇ P: 1-3, and ⁇ H: 5-7 and when present in the composition, is present in the amount of about 0.1 to about 1.2%, and in another embodiment from about 0.1 to about 1.0%.
  • these linear or branched hydrocarbon solvents are not considered a HAP or potential carcinogen and are exempted from VOC, or they exhibit a vapor pressure of less than about 0.1 mmHg at 20°C.
  • the hydrocarbon solvent is 2-butoxyhexanol or 2-ethylhexanol. In another embodiment, the hydrocarbon solvent is 2-ethylhexanol.
  • medium chain length organic solvents may function as a surfactant, lowering the surface tension between the product and the soiled surfaces. Moreover, the organic solvents have been found to enhance the composition's wetting action, and thus, its cleaning ability without leaving a residue or adversely affecting the drying rate.
  • the solvent containing one or more ketone functional groups and from 2 to 5 carbon atoms has Hansen Solubility Parameters that are in the range of about ⁇ D : 14-16, ⁇ P: 8.5 - 11, and ⁇ H: 5-8 and when present in the composition, is present in an amount of about 5% to about 50%. Further, it should be understood that these solvents are not considered a HAP or potential carcinogen and are exempted from VOC, or they exhibit a vapor pressure of less than about 0.1 mmHg at 20°C.
  • the solvent containing one or more ketone functional group is acetone. It has been found that the addition of a solvent, such as acetone, enhances the evaporation rate of the blended composition.
  • solvents were evaluated by visual inspection of solvation action when applied to various soils encountered in automotive cleaning procedures.
  • the soils used for testing included 10W-30 motor oil, DOT 3 brake fluid, #2 Lithium Grease, and Power Steering Fluid. Solvation was evaluated on a relative scale: Poor, Fair, Good and Excellent. The rating is based on the solvent's ability to blend with the soil of interest, the rate of the blending, the amount of solvent required to remove the soil from the substrate and the amount of residue left behind by the solvent.
  • the individual solvents were evaluated.
  • Aluminum test dishes were prepared by applying approximately 5 drops of each soil to the dishes. Neat solvent was added dropwise beside each soil so that the edges of the two materials came in contact with one another. The solvation action of the solvent was observed. The extent to which the soil and the solvent mixed and the rate of mixing was observed. Additional solvent was then applied to each section and the dish was lifted to observe the removal of the soil. Another addition of solvent was applied by pipette (approx. 1-2 mL) to observe the spray-off characteristics of each soil/solvent combination.
  • Solvation in this context can be readily characterized by example.
  • No solvation can be described by two materials that will not blend in any proportions, i.e. oil and water. For example, if a drop of oil and a drop of water are placed beside each other with edges touching, they will not blend and thus have no solvation.
  • excellent solvation would be two materials that are miscible and will blend in any proportion.
  • One example would be water and ethanol. If a drop of each were placed beside one another, with edges touching, the two would rapidly blend together and form a homogenous phase. Most materials have some degree of solubility with each other.
  • the relative scale used above describes this, but also includes an observation of the rate at which it occurs. Excellent is near instantaneous. Good occurs over 1-3 seconds. Fair is over 5-20 seconds and poor requires significant time to solvate 30 seconds to several minutes. Similar quantification methods were used for the solvent blend tests, described below.
  • the solvent blends were evaluated by visual inspection of their solvation action when applied to various soils encountered in automotive cleaning procedures.
  • the soils used for testing were 10W-30 motor oil, DOT 3 brake fluid, #2 Lithium Grease, and Power Steering Fluid.
  • Solvation was evaluated on a relative scale: Poor, Fair, Good and Excellent. The rating is based on the solvent blends ability to remove various soils from test panels. The effect is bracketed by the performance of the 10% VOC Parts cleaner on the low end and by the 45% VOC Parts Cleaner on the upper end and characterizes the solvent blend's ability to blend with the soil of interest, the rate of the blending, the amount of solvent blend required to remove the soil from the substrate, and the amount of residue left behind by the solvent.
  • Steel test panels were prepared by the following method. A thin film of NLGI #2 lithium complex grease, polyurea grease, and calcium sulfonate grease were applied to the steel test panels in sections with a rag. Approximately 3-5 mL of 10w-30 conventional motor oil, DOT 3 brake fluid, and power steering fluid were then applied in small puddles and smeared with a rag or paper towel. The panels were then baked at 60 °C for approximately 16 hours to simulate service conditions.
  • the individual solvent blends were prepared by mixing together the individual components in a glass beaker and then stirring the blends for 1-2 minutes. About 200 g of the blends were then charged into standard 12 oz aerosol cans. The cans were then pressurized to approximately 100 PSI with CO 2 , shaken well, and allowed to sit at least two hours to ensure CO 2 dissolution.
  • the individual solvent blends were then tested by the following method. Performance of test blends were compared to the Valvoline Professional Series (VPS) 10% VOC Parts Cleaner (commercially available from Valvoline LLC), for a low performance mark, and the VPS 45% VOC Parts Cleaner (commercially available from Valvoline LLC), for a high-performance mark. In a well-ventilated area or fume hood, the prepared panels were positioned above a catch pan. The test blends were then sprayed onto the soils in 2-3 second bursts, targeting each soil type individually. Each test blend was allowed to penetrate the soils for approximately 5-10 seconds. The test blends were then sprayed onto the soils again, targeting each soil type individually for an additional 2-3 second burst.
  • VPS Valvoline Professional Series
  • VPS VOC Parts Cleaner
  • the cleaning performance was inspected visually between the first and second burst and after the panel was allowed to dry. They were evaluated by the same relative rating standards as above.
  • compositions of the sample solvent blends are set forth in Table 4 below: Table 4 Sample # Acetone t-butyl acetate PCBTF 2-ethylhexanol Eastman EEH 1 50 25 25 0 0 2 75 12.5 12.5 0 0 3 90 5 5 0 0 4 50 50 0 0 0 5 75 25 0 0 0 6 90 10 0 0 0 7 50 0 50 0 0 8 75 0 25 0 0 9 90 0 10 0 0 10 80 10 10 0 0 11 80 15 5 0 0 12 80 5 15 0 0 13 75 15 10 0 0 14 75 20 5 0 0 15 75 10 15 0 0 16 65 35 0 0 0 17 65 25 10 0 0 18 65 30 5 0 0 19 50 40 10 0 0 20 50 45 5 0 0 21 25 65 10 0 0 22 0 85 15 0 0 23 65 32.5 2.5 0 0 24 50 0 0 50 0 25
  • blended compositions that include about 25 to 30% acetone, about 97 to 65% t-butyl acetate, about 2.5 to about 5% PCBTF, and about 1% 2-ethylhexanol produce high quality cleaning composition, without the expected health risks generally associated with known metal parts cleaners.
  • the blended composition will preferably include about 29% acetone, about 67.5% t-butyl acetate, about 2.5% PCBTF, and about 1% 2-ethylhexanol, as in Sample #48..
  • the data shows that the ability to control the evaporation rate has a large impact on the blended composition's overall performance.
  • a "stepwise" evaporation curve with components in increasingly small amounts, with increasingly slower evaporation rates allows for soil penetration, but prevents a significant amount of residual cleaner from remaining on the soiled component part. This will ultimately improve the performance of the blended composition and reduce the amount needed.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Metallurgy (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
EP24199985.3A 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten Pending EP4455191A3 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP24199985.3A EP4455191A3 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/US2019/048255 WO2021040695A1 (en) 2019-08-27 2019-08-27 Composition for use in cleaning metal components
EP19943565.2A EP4022022B1 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten
EP24199985.3A EP4455191A3 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten

Related Parent Applications (2)

Application Number Title Priority Date Filing Date
EP19943565.2A Division EP4022022B1 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten
EP19943565.2A Division-Into EP4022022B1 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten

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EP4455191A2 true EP4455191A2 (de) 2024-10-30
EP4455191A3 EP4455191A3 (de) 2025-03-19

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EP19943565.2A Active EP4022022B1 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten
EP24199985.3A Pending EP4455191A3 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten

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EP19943565.2A Active EP4022022B1 (de) 2019-08-27 2019-08-27 Zusammensetzung zur verwendung bei der reinigung von metallkomponenten

Country Status (6)

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EP (2) EP4022022B1 (de)
CN (3) CN114341329A (de)
AU (3) AU2019462996C1 (de)
CA (1) CA3144853A1 (de)
MX (1) MX2022002455A (de)
WO (1) WO2021040695A1 (de)

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5207838A (en) * 1991-08-29 1993-05-04 Martin Marietta Energy Systems, Inc. Nonhazardous solvent composition and method for cleaning metal surfaces
US5612303B1 (en) 1993-06-15 2000-07-18 Nitto Chemical Industry Co Ltd Solvent composition
US6048471A (en) * 1997-07-18 2000-04-11 Richard G. Henry Zero volatile organic compound compositions based upon organic solvents which are negligibly reactive with hydroxyl radical and do not contribute appreciably to the formation of ground based ozone
WO1998050517A1 (en) * 1997-05-02 1998-11-12 Advanced Chemical Design Environmentally-safe solvent compositions utilizing 1-bromopropane that are stabilized, non-flammable, and have desired solvency characteristics
US6541435B2 (en) * 2000-12-07 2003-04-01 3M Innovative Properties Company Engine cleaner composition
US20080287331A1 (en) * 2007-05-18 2008-11-20 Hai-Hui Lin Low voc cleaning composition for cleaning printing blankets and ink rollers
WO2012006404A2 (en) * 2010-07-07 2012-01-12 Greensolve, Llc Solvent systems and methods of producing high flash point solvent systems including terpenes
US9422434B2 (en) * 2013-03-15 2016-08-23 Packaging Service Co, Inc. Low VOC coating reducers
US10934506B2 (en) * 2016-06-07 2021-03-02 3M Innovative Properties Company Siloxane/hydrocarbon compositions and cleaning method using the same
US20180155557A1 (en) * 2016-11-26 2018-06-07 Packaging Service Co., Inc. Abrasive paint remover compositions and methods for making and using same

Also Published As

Publication number Publication date
AU2019462996B2 (en) 2022-07-21
EP4455191A3 (de) 2025-03-19
AU2022209330B2 (en) 2023-08-17
CN118563333A (zh) 2024-08-30
AU2023266272A1 (en) 2023-12-07
WO2021040695A1 (en) 2021-03-04
EP4022022B1 (de) 2025-06-25
CA3144853A1 (en) 2021-03-04
CN118563334A (zh) 2024-08-30
EP4022022A1 (de) 2022-07-06
AU2019462996A1 (en) 2022-02-17
AU2019462996C1 (en) 2022-11-17
CN114341329A (zh) 2022-04-12
EP4022022A4 (de) 2023-05-03
MX2022002455A (es) 2022-05-18
AU2022209330A1 (en) 2022-08-25

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