US3642645A - Metal degreasing agents - Google Patents

Metal degreasing agents Download PDF

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Publication number
US3642645A
US3642645A US8402A US3642645DA US3642645A US 3642645 A US3642645 A US 3642645A US 8402 A US8402 A US 8402A US 3642645D A US3642645D A US 3642645DA US 3642645 A US3642645 A US 3642645A
Authority
US
United States
Prior art keywords
cycloheptatriene
trichlorethylene
degreasing
aluminum
perchlorethylene
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.)
Expired - Lifetime
Application number
US8402A
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English (en)
Inventor
Ludwig Schmidhammer
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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
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Application granted granted Critical
Publication of US3642645A publication Critical patent/US3642645A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5004Organic solvents
    • C11D7/5018Halogenated solvents
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning 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
    • C23G5/02854Cleaning 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
    • C23G5/02858Hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/24Hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/28Organic compounds containing halogen

Definitions

  • Trichlorethylene and perchlorethylene are used in many technical process, primarily as solvents for fats and other organic substances, e.g. for extracting oils and fats, for dry cleaning and particularly for degreasing metals.
  • chlorinated hydrocarbons have a tendency to decompose under the influence of heat, oxygen, light and water, forming acid products like hydrochloric acid or tarry substances. This causes considerable difficulties in the storage, shipment, use and reclamation of these solvents.
  • Pat. No. 2,371,644 refers to alcohols
  • Pat. No. 2,371,645 mentions ether
  • Pat. No. 2,371,646 mentions oximes
  • British Pat. No. 884,823 mentions ketones.
  • none of these substances shows real effectiveness.
  • mixtures with a synergistic effect like alcohols with epoxides (Pat. No. 3,188,355) or low-molecular esters with epoxides (DAS No. 1,096,711).
  • concentrations of additives of up to 1 weight percent are necessary.
  • the epoxides have a toxic effect.
  • degreasing agents for metals consisting of trichlorethylene or perchlorethylene, which decreasing agents contain 1,3,5-cycloheptatriene.
  • my degreasing agents are stable against oxidative and light-induced decompositions as well as against metal and metal salt catalyzed decompo- 3,642,645 Patented Feb. 15, 1972 sitions. It is surprising that 1,3,5-cycloheptatriene, which contains three unsaturated double bonds, has the stabilizing effect mentioned, because so far only oxygen-containing compounds have been used as metal deactivators, and the unsaturated hydrocarbons were acknowledged to have only the effect of light and oxidation stabilizers.
  • 1,3,5-cycloheptatriene together with trichlorethylene and perchlorethylene goes over into the vapor phase.
  • the degreasing agents are stable even in a gaseous state.
  • 1,3,5-cycloheptatriene shows good effectiveness in quantities of 0.01 to 0.5 weight percent, referred to trichlorethylene or perchlorethylene. Preferred are quantities between 0.0 5 and 0.2 weight percent.
  • the stabilizing effect of 1,3,5-cycloheptatriene can be enhanced by the addition of tertiary amines in which at least one of the three aliphatic residues is unsaturated.
  • Preferred here is l-dimethylaminopropine-Z, particularly in quantities of 0.025 to 0.1 weight percent, referred to trichlorethylene or perchlorethylene.
  • allyl diisopropylamine, triallyl-amine and propargyl diisopropylamine also show a good effect with 1,3,5-cycloheptatriene.
  • Such mixtures generally contain about twice the weight amount of 1,3,5-cycloheptatriene in respect to tertiary amine.
  • Particularly suitable was found to be a degreasing agent which contains 0.1 weight percent 1,3,5-cycloheptatriene and 0.5 weight percent 1-dimethylaminopropine-2.
  • the degreasing agents of the invention are of special significance for the degreasing of iron and aluminum, because even when subjected to long periods of the corrosive influence of iron chloride or aluminum chloride no decomposition is noticeable.
  • EXAMPLE 1 In a series of tests, samples of trichlorethylene or perchlorethylene are boiled under reflux in the presence of 0.3- g. water-free aluminum chloride and 1.0 aluminum shavings. Due to the presence of aluminum and aluminum chloride, the conditions correspond to the technical degreasing of aluminum. The decomposition speed of trichlorethylene or perchlorethylene serves as the measure of the stabilizing effect of the additives. Consequently the period until the occurrence of tar-like products is measured. In the following tests 1 to 5 the stabilizing effect on trichlorethylene was tested, and in test 6 that on perchlorethylene.
  • a second method for testing the stability of trichloroethylene toward aluminum consists of determining the weight loss of aluminum strips which were exposed to trichloroethylene under the influence of light and heat, and the acid content during the reflux treatment. Accordingly, one aluminum platelet of known weight is hung in the flask, one in the cooler and one in the extractor of a Franz Soxhlet apparatus, and ml. trichloroethylene which was mixed with 0.2 ml. water, are exposed for 3 days to the light of a dull-surface IOU-watt incandescent bulb which shines from a distance of 3 cm. on the side arm of the Soxhlet extractor.
  • the acid content is determined by titration of an aqueous extract together with the exhaust gas rinse Water with 0.01 N soda lye against phenolphthalein as the indicator. In case of an effective stabilization no acid titer should appear after the test period.
  • the weight losses of the aluminum platelets are determined by differential weighing.
  • ylene a content of 0.025 to 0.1 weight percent of 1- dimethylaminopropine-2, referred to the trichlorethylene or perchlorethylene.

Landscapes

  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
US8402A 1969-02-11 1970-02-03 Metal degreasing agents Expired - Lifetime US3642645A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1906758A DE1906758C3 (de) 1969-02-11 1969-02-11 Aus Trichlor- oder Perchloräthylen bestehendes, stabilisiertes Entfettungsmittel für Metalle.-

Publications (1)

Publication Number Publication Date
US3642645A true US3642645A (en) 1972-02-15

Family

ID=5724903

Family Applications (1)

Application Number Title Priority Date Filing Date
US8402A Expired - Lifetime US3642645A (en) 1969-02-11 1970-02-03 Metal degreasing agents

Country Status (5)

Country Link
US (1) US3642645A (de)
BE (1) BE745702A (de)
DE (1) DE1906758C3 (de)
FR (1) FR2037365A5 (de)
GB (1) GB1301012A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4942267A (en) * 1986-12-22 1990-07-17 Occidential Chemical Corporation Perchloroethylene stabilization

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4942267A (en) * 1986-12-22 1990-07-17 Occidential Chemical Corporation Perchloroethylene stabilization

Also Published As

Publication number Publication date
FR2037365A5 (de) 1970-12-31
GB1301012A (en) 1972-12-29
DE1906758C3 (de) 1974-04-25
BE745702A (fr) 1970-08-10
DE1906758B2 (de) 1973-09-06
DE1906758A1 (de) 1970-08-27

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