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WO1998016617A1 - Compositions de bromopentane non toxiques pour l'environnement, destinees a nettoyer des materiaux metalliques, electriques et plastiques - Google Patents

Compositions de bromopentane non toxiques pour l'environnement, destinees a nettoyer des materiaux metalliques, electriques et plastiques Download PDF

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Publication number
WO1998016617A1
WO1998016617A1 PCT/US1997/019136 US9719136W WO9816617A1 WO 1998016617 A1 WO1998016617 A1 WO 1998016617A1 US 9719136 W US9719136 W US 9719136W WO 9816617 A1 WO9816617 A1 WO 9816617A1
Authority
WO
WIPO (PCT)
Prior art keywords
approximately
butyl alcohol
composition
butylene oxide
nitromethane
Prior art date
Application number
PCT/US1997/019136
Other languages
English (en)
Inventor
Richard G. Henry
Original Assignee
Advanced Chemical Design, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Advanced Chemical Design, Inc. filed Critical Advanced Chemical Design, Inc.
Priority to AU49151/97A priority Critical patent/AU4915197A/en
Publication of WO1998016617A1 publication Critical patent/WO1998016617A1/fr

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
    • C11D7/5018—Halogenated solvents
    • 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
    • C11D7/261—Alcohols; Phenols
    • 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
    • C11D7/267—Heterocyclic 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
    • C11D7/28—Organic compounds containing halogen
    • 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
    • C11D7/32—Organic compounds containing nitrogen

Definitions

  • This invention relates to the art of cleaning compositions and more particularly to cleaning compositions using 1-bromopentane .
  • This invention is particularly applicable to removing hydrocarbon soluble contaminants such as oil, grease and rosin from articles using conventional cleaning techniques and will be described with particular reference thereto. However, it will be appreciated that the invention may be advantageously employed with other cleaning solvents and techniques, and in other applications such as a solvent in adhesives and the like.
  • non-flammable solvents or cleaning compositions are widely used in cold cleaning applications such as immersion cleaning, ultrasonic cleaning, wipe cleaning, and aerosol cleaning.
  • Cold cleaning using nonflammable solvents involves exposing contaminated metallic articles to a solvent which dissolves and removes the contaminants .
  • a solvent is dispensed from an aerosol container which has within it a propellant which forces the solvent out through a nozzle.
  • This pressurized solvent is very effective in breaking up and then dissolving a grease or dried rosin flux and thereby cleaning the article.
  • Each solvent has an associated Kauri butanol which is a measure of its solvency power.
  • the Kauri butanol value is high enough to completely dissolve the unwanted oil, grease or hydrocarbon-soluble contaminant.
  • the Kauri butanol value may not be too high so as to attack plastic components, electronic components or various construction materials of the contaminated articles, such as found in printed circuit boards.
  • Non-flammable solvent materials employed in the past include CFC-113, 1,1,1 trichloroethane and various hydrochlorofluorocarbons such HCFC-141B.
  • ozone depleting chemicals are now listed by the Environmental Protection Agency as ozone depleting chemicals and have been or are being phased out of production. They all have ozone depleting potentials of 0.1 or greater which makes them dangerous to the earth's ozone layer and subject to regulation.
  • Brominated hydrocarbons are also effective cleaning compositions. However, they readily decompose on use and release bromine into the air. Further, most brominated hydrocarbons are too aggressive for many plastics, elastomers and the like.
  • a primary object of the present invention is to provide effective cleaning compositions which are suitable for removing hydrocarbon-soluble contaminants from electronic, plastic and metallic materials.
  • Another object of the present invention is to provide solvent compositions which are non-flammable and non-ozone depleting.
  • Another object of the present invention is to provide environmentally-safe "drop in” substitutes for wipe, aerosol, ultrasonic and immersion cleaning apparatuses and techniques which currently employ environmentally unsafe, overly strong or unstable solvents such as 1,1,1 Trichloroethane and CFC or HCFC.
  • the present invention contemplates a new and improved composition and method which overcomes all of the above referenced problems and others while economically and effectively cleaning contaminated articles.
  • a cleaning composition having an ozone depletion factor of less than 0.1 and Kauri butanol value at or between about 40 and 80.
  • the cleaning composition comprises about 80-96.8%, by volume, 1-bromopentane .
  • the cleaning composition comprises about 3.2- 20.0%, by volume, of a stabilizer.
  • the amount of the stabilizer is effective to inhibit the release of bromine from the 1-bromopentane into the atmosphere.
  • the stabilizer comprises at least one of the following groups : (1) nitroalkane;
  • the composition comprises, by volume of the composition: approximately 0.1-5% nitromethane; approximately 0.1-5% 1,2 -butylene oxide; and, approximately 3-10% 1 , 3 -dioxolane or 1,4-dioxane.
  • the composition comprises, by volume of the composition, approximately 1-3% of one of tert-butyl alcohol and sec-butyl alcohol.
  • the composition comprises, by volume of the composition, approximately 0.1-0.5% butylene oxide, approximately 0.1-1.0% butyl alcohol, and approximately 0.01%-0.5% dimethoxymethane.
  • a method of cleaning hydrocarbon-soluble contaminants from an article comprises applying to the article a cleaning composition having an ozone depletion factor of less than 0.1 and Kauri butanol value at or between about 40 and 80.
  • the cleaning composition comprises about 80-96.8%, by volume, 1-bromopentane and about 3.2-20.0%, by volume, of a stabilizer.
  • the amount of the stabilizer is effective to inhibit the release of bromine from the 1-bromopentane into the atmosphere.
  • the stabilizer comprises at least one of the following groups: (1) nitroalkane;
  • the step of applying comprises immersing the article in a liquid state of the cleaning composition.
  • the method of cleaning comprises, after the step of immersing, transmitting ultrasound into the liquid state of the cleaning composition.
  • the method comprises, after the step of immersing, agitating one of the article and the liquid state of the cleaning composition.
  • the step of applying includes spraying the cleaning composition onto the articles.
  • a principal advantage of the invention is it provides effective cleaning compositions for removing hydrocarbon soluble contaminants from metal and electronic articles .
  • Another advantage of the invention is that it has a low ozone depletion potential.
  • compositions are non-flammable at room temperature and/or are self- extinguishing at operating temperatures.
  • Another advantage of the invention is that it prevents decomposition and concurrent release of bromine into the air.
  • Yet another advantage of the invention is that it may be used in place of solvents such as CFC-113 and HCFC-141b in current cleaning apparatuses and techniques without any changes to the apparatuses .
  • a modern cleaning solvent should have certain characteristics for proper cleaning of metal, plastic, elastomers, circuit boards, and the like.
  • the solvent should: 1) be properly stabilized if it should come into contact with metals; 2) be nonflammable at least at room temperature; 3) have an ozone depletion potential of less than 0.1; 4) have a high solvency with Kauri-Butanol value above 40 for effective cleaning but below 80 to safely clean plastics, elastomers, etc.; 5) have an evaporation rate of at least 3 and on evaporation leave no residue.
  • the brominated hydrocarbon 1-bromopentane is a desirable cleaning solvent. As such, it is a very appropriate material for use in aerosol cans, and for wipe, immersion, or ultrasonic cleaning of metals, plastics, and electronic materials.
  • 1-bromopentane has no flash point at room temperature, although its flash point is 88 degrees Fahrenheit. In testing its flammability at or above its flash point, it was discovered that 1- bromopentane was able to self-extinguish due to the presence of bromine at the molecular level. In contrast, 2 -bromopentane and 3 -bromopentane were flammable at room temperature and thus unacceptable for cleaning applications. This self-extinguishing nature or "non- flammability" of 1-bromopentane makes it acceptable for many conventional cleaning apparatuses and techniques. It is noted, however, that 1-bromopentane solvent compositions should not be used in vapor phase cleaning where the solvent is boiled and the vapors are used to clean an article.
  • 1-bromopentane is stabilized, with 3.2-20% by total volume of any of the following groups of low boiling solvents:
  • the appropriate ratio of the components, by volume of the entire cleaning composition is 80-96.8%, by volume, 1 -bromopentane and about 3.2-20.0% of a mixture of the following stabilizers: nitroalkane, such as nitromethane or nitroethane; 1,2 butylene oxide; and, 1,3 dioxolane or 1,4 dioxane .
  • the stabilizers are of the amounts: approximately 0.1-5% nitromethane; approximately 0.1-5% 1,2 -butylene oxide; and approximately 3-10% 1 , 3 -dioxolane or 1,4 -dioxane.
  • the amounts of the stabilizers are: approximately 0.5% nitromethane; approximately 0.5% 1,2 -butylene oxide; and approximately 3-4% 1, 3 -dioxolane or 1,4 -dioxane.
  • 1,3 dioxolane and/or nitroalkane such as nitromethane or nitroethane, can be used to increase stability in contact with the metal of aerosol cans.
  • a preferable stabilized composition contains 3% 1,3 dioxolane and 0.25-0.50% nitromethane.
  • Another preferable stabilized composition comprises 0.1-3% dioxolane or 0.1- 0.5% nitroalkane, such as nitromethane or nitroethane.
  • Another preferred embodiment comprises a mixture of 1-bromopentane, approximately 0.1-0.5% butylene oxide, approximately 0.1-1.0% butyl alcohol, and approximately 0.01%-0.5% dimethoxymethane.
  • the stability of the compositions was verified by adding the above-mentioned compositions to an aerosol can and heating the can to 100 degrees F. for 2 weeks. Below is a table listing the cleaning compositions and the results of such stability testing:
  • 1-bromopentane When used by itself or more preferably with stabilizing agents, 1-bromopentane may be utilized as a cleaning solvent in a variety of methods such as aerosol, wipe, immersion, and ultrasonic cleaning.
  • ultrasonic cleaning stabilized and unstabilized 1-bromopentane compositions are used to clean metallic, plastic and electrical materials.
  • a bath of one of the stabilized bromopentane compositions is prepared.
  • a contaminated article such as a printed circuit board, is immersed in the bath. Ultrasound is transmitted into the bath which causes cavitation in the composition at the surface of the article thereby dissolving and dislodging the contaminants. The article is then removed from the bath and dried.
  • Another preferred method of cleaning contaminated articles includes submerging the articles in an immersion tank containing one of the above-described cleaning compositions. The articles are left in the bath until the contaminants have dissolved. Agitation of the bath or of the articles hastens the cleaning process. The article is then removed from the bath and dried.
  • an aerosol can is charged with approximately 200 grams of 1-bromopentane and pressurized with carbon dioxide or HFC type propellant.
  • the propellant effectively discharges the 1 -bromopentane from the can.
  • a circuit board having approximately 1 gram of rosin flux is then sprayed with this mixture.
  • the rosin flux is then seen to dissolve and is easily wiped off with a clean cloth. If the cleaning composition should remain in contact with the aerosol can for a long time, it is preferable to use only stabilized mixtures of 1 -bromopentane .
  • an aerosol can is charged with 200 grams of a mixture of 99.5%, by volume, 1-bromopentane and 0.5% nitromethane.
  • the can is pressurized with carbon dioxide or HFC type propellant.
  • a piece of steel is coated with mineral oil and then sprayed with this mixture. The mineral oil is then seen to dissolve and is easily wiped off with a cloth.
  • a mixture of 95% 1 -bromopentane, 0.5% 1,2 butylene oxide, 0.5% nitromethane and 4% 1,3 dioxolane is added to a Crest ultrasonic cleaning tank.
  • An aluminum panel is coated with molybdenum grease and immersed into the cleaning chamber with agitation. The aluminum panel is cleaned of the grease and leaves no signs of corrosion. Substituting 1,4 dioxane for 1,3 dioxolane produces the same results.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Solvant n'appauvrissant pas la couche d'ozone, non toxique pour l'environnement et ne contenant pas de stabilisants, destiné au nettoyage de surfaces métalliques et non métalliques. Le 1-bromopentane est utilisé comme composant principal à la place de substances appauvrissant nettement la couche d'ozone, comme le Fréon et le 1,1,1-trichloro-éthane. Le 1-bromopentane est utilisé soit seul, soit mélangé à au moins un des groupes de stabilisants suivants, qui empêchent le mélange de s'acidifier ou de libérer du brome dans l'atmosphère: (1) nitrométhane, (2) oxyde de 1,2-butylène; (3) 1,3-dioxolane; (4) 1,4-dioxane; (5) alcool butylique; (6) alcool butylique tertiaire; (7) alcool butylique secondaire; (8) diméthoxy-méthane; (9) 1,3-dioxolane et nitrométhane; (10) nitrométhane, oxyde de 1,2-butylène et 1,3-dioxolane; (11) nitrométhane, oxyde de 1,2-butylène et 1,4-dioxane; (12) oxyde de 1,2-butylène, alcool butylique et diméthoxy-méthane.
PCT/US1997/019136 1996-10-17 1997-10-17 Compositions de bromopentane non toxiques pour l'environnement, destinees a nettoyer des materiaux metalliques, electriques et plastiques WO1998016617A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU49151/97A AU4915197A (en) 1996-10-17 1997-10-17 Environmentally safe bromopentane composition for cleaning metallic, electrical and plastic materials

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2866796P 1996-10-17 1996-10-17
US60/028,667 1996-10-17

Publications (1)

Publication Number Publication Date
WO1998016617A1 true WO1998016617A1 (fr) 1998-04-23

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1997/019136 WO1998016617A1 (fr) 1996-10-17 1997-10-17 Compositions de bromopentane non toxiques pour l'environnement, destinees a nettoyer des materiaux metalliques, electriques et plastiques

Country Status (2)

Country Link
AU (1) AU4915197A (fr)
WO (1) WO1998016617A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2779734A1 (fr) * 1998-06-10 1999-12-17 Arnco Corp Solution de nettoyage et procede de preparation d'un cable a haute tension pour une epissure
WO2000015751A1 (fr) * 1998-09-11 2000-03-23 Albemarle Corporation Compositions d'aerosolisation pour nettoyer des surfaces
IT201900024901A1 (it) 2019-12-19 2021-06-19 Clean Consult Int S P A Composizione pulente di dimetossimetano e diossolano

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4056403A (en) * 1976-05-27 1977-11-01 Olin Corporation Solvent composition used to clean polyurethane foam generating equipment
US5102510A (en) * 1990-08-23 1992-04-07 Ensr Corporation Process for electrochemical dehalogenation of organic contaminants
JPH07150196A (ja) * 1993-11-26 1995-06-13 Deitsupusoole Kk 洗浄用溶剤組成物
US5476974A (en) * 1994-05-20 1995-12-19 Minnesota Mining And Manufacturing Company Omega-hydrofluoroalkyl ethers, precursor carboxylic acids and derivatives thereof, and their preparation and application
US5492645A (en) * 1993-01-25 1996-02-20 Dipsol Chemicals Co., Ltd. Deterging solvent composition with n-or iso-propyl bromide, a nitroalkane, and an ethylene glycol monoalkyl ether
US5502094A (en) * 1994-05-20 1996-03-26 Minnesota Mining And Manufacturing Company Physiologically acceptable emulsions containing perfluorocarbon ether hydrides and methods for use

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4056403A (en) * 1976-05-27 1977-11-01 Olin Corporation Solvent composition used to clean polyurethane foam generating equipment
US5102510A (en) * 1990-08-23 1992-04-07 Ensr Corporation Process for electrochemical dehalogenation of organic contaminants
US5492645A (en) * 1993-01-25 1996-02-20 Dipsol Chemicals Co., Ltd. Deterging solvent composition with n-or iso-propyl bromide, a nitroalkane, and an ethylene glycol monoalkyl ether
JPH07150196A (ja) * 1993-11-26 1995-06-13 Deitsupusoole Kk 洗浄用溶剤組成物
US5476974A (en) * 1994-05-20 1995-12-19 Minnesota Mining And Manufacturing Company Omega-hydrofluoroalkyl ethers, precursor carboxylic acids and derivatives thereof, and their preparation and application
US5502094A (en) * 1994-05-20 1996-03-26 Minnesota Mining And Manufacturing Company Physiologically acceptable emulsions containing perfluorocarbon ether hydrides and methods for use

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2779734A1 (fr) * 1998-06-10 1999-12-17 Arnco Corp Solution de nettoyage et procede de preparation d'un cable a haute tension pour une epissure
GB2343458A (en) * 1998-06-10 2000-05-10 Arnco Corp Cable cleaning solution
GB2343458B (en) * 1998-06-10 2002-04-03 Arnco Corp Cable cleaning solution
WO2000015751A1 (fr) * 1998-09-11 2000-03-23 Albemarle Corporation Compositions d'aerosolisation pour nettoyer des surfaces
US6369017B1 (en) 1998-09-11 2002-04-09 Albemarle Corporation Compositions for surface cleaning in aerosol applications
IT201900024901A1 (it) 2019-12-19 2021-06-19 Clean Consult Int S P A Composizione pulente di dimetossimetano e diossolano

Also Published As

Publication number Publication date
AU4915197A (en) 1998-05-11

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