US3848004A - Stabilized 1,1,1-trichloroethane composition - Google Patents

Stabilized 1,1,1-trichloroethane composition Download PDF

Info

Publication number
US3848004A
US3848004A US00210542A US21054271A US3848004A US 3848004 A US3848004 A US 3848004A US 00210542 A US00210542 A US 00210542A US 21054271 A US21054271 A US 21054271A US 3848004 A US3848004 A US 3848004A
Authority
US
United States
Prior art keywords
trichloroethane
weight percent
test
water
stabilized
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
US00210542A
Other languages
English (en)
Inventor
S Katsuragawa
T Fujinaga
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.)
Central Glass Co Ltd
Original Assignee
Central Glass Co Ltd
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 Central Glass Co Ltd filed Critical Central Glass Co Ltd
Application granted granted Critical
Publication of US3848004A publication Critical patent/US3848004A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C23G5/02883Nitrogen-containing compounds
    • C23G5/02887Nitro-compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • C07C17/42Use of additives, e.g. for stabilisation
    • 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
    • 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
    • C11D7/26Organic compounds containing oxygen
    • C11D7/266Esters or carbonates
    • 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
    • C11D7/26Organic compounds containing oxygen
    • C11D7/267Heterocyclic compounds
    • 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
    • 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
    • C11D7/32Organic compounds containing nitrogen

Definitions

  • This invention relates to a 1,1,1-trichloroethane composition which has been stabilized against metals.
  • 1,1,1-trichloroethane is widely used commercially as a degreasing solvent for cleaning metal products.
  • 1,1,1 trichloroethane comes into contact with metals, and especially aluminum, it reacts therewith very fast and is decomposed to form hydrochloric acid and a brown tany matter.
  • 1,1,1-trichloroethane Various organic compounds are being added either singly or in combination to 1,1,1-trichloroethane as the stabilizer.
  • this stabilizer-containing 1,1,1- trichloroethane is used under harsh conditions, such as in steam cleaning and ultrasonic cleaning in contact with such metals as aluminum, iron, zinc and brass, it is difficult for it to provide results which are satisfactory.
  • the differences in the cleaning conditions at the different workships have an effect on the stability of 1,1,1-trichloroethane.
  • the stability of 1,1,1-trichloroethane containing the same stabilizer will be influenced by such various conditions as the type and size of the cleaning machine, the method of heating, the class and size of the metals to be cleaned, the extent of the accumulation of the metallic scraps, the class of the cutting oil, the method of distillation and recovery, the number of cleansing times and the amount of admixed water.
  • 1,1,1-trichloroethane as a metal detergent, the admixture of water therein is not desirable, since this results in the hydrolysis of 1,1,1-trichloroethane. Especially, in a system in which aluminum and water are copresent the decomposition of 1,1,1-trichloroethane is accelerated. Therefore, the admixture of water in 1,1,1-trichloroethane is usually held to be most undesirable. However, as a.
  • An object of the present invention is to provide a 1,1,1- trichloroethane composition which is stabilized to not only aluminum but also such other metals as iron, zinc and brass.
  • Another object of the invention is to provide a stabilized 1,1,1-trichloroethane composition which demonstrates an improved stability when used in a water-containing system.
  • the present invention provides a stabilized 1,1,1-trichloroethane composition containing 1,4-dioxane, acrylonitrile, an alkyl acetate and a nitroalkane.
  • the stabilized 1,1,1-trichloroethane of the invention contains, based on the 1,1,1-chloroethane, 0.1-5.0 weight percent, and preferably 1-4 weight percent, of 1,4-dioxane, 0.01-1.0 weight percent, and preferably 0.1-0.5 weight percent of acrylonitrile, 0.05-30 weight percent, and preferably 0.1-1.0 weight percent, of an alkylacetate and 0.1-3.0 weight percent, and preferably 0.1-1.0 weight percent of a nitroalkane.
  • the alkyl acetates whose alkyl group contains 1-5 carbon atoms e.g., methyl acetate, ethyl acetate and propyl are useable acetate, particularly preferred being ethyl acetate.
  • nitroalkane a nitroalkane having an alkyl group of 1-3 carbon atoms, e.g., nitrornethane and nitroethane is suitable.
  • a small amount of a phenolic antioxidant may also be added to prevent the oxidative decomposition of the stabilizer.
  • test method 1 is a heating-under-reflux corrosion test in which the conditions employed are similar to those in an actual cleansing machine.
  • test method 2 is a test for determining the corrosion that results from the hydrolysis of the 1,1,1-trichloroethane.
  • the test is carried out with a volume ratio of the 1,1,1-trichloroethane test liquid to Water of 1:1 and in a state in which a water layer is present above the 1,1,1- trichloroethane layer, i.e., in the state of a presence of a great excess of water (in actual practice the presence of Water in such a great amount cannot happen).
  • This test is to determine the stability of the 1,1,1-trichloroethane composition of the present invention under such conditions.
  • Test method 1.-Heating-under-reflux corrosion test Three hundred-milliliter flasks each equipped with a reflux condenser are each charged with ml. of 1,1,1- trichloroethane test liquids containing the stabilizers indicated in Table 1 in the amounts indicated, following which 0.1 ml. of Water is added. Two aluminum test pieces (40 x 20 X 5 mm. in dimensions) Whose surface has been thoroughly polished are then placed inside each flask. One piece is placed in the test liquid and another similar test piece is suspended in the vapor phase. This flask is then dipped in an oil bath heated at C.
  • test liquid Fifty milliliter of the test liquid and 50 milliliters of pure water (pH 6.0) are placed in a separating funnel Test method 2.--'Ilest of corrosion by means of hydrolysis of 1, 1, 1 -trichloroethane
  • the 1,1,1-trichloroethane test liquid and water are mixed in a volume ratio of 1:1, after which 150 ml. of the mixture are placed in a 200-ml. flask and, after thorough stirring for about one minute, is rested. Separation into a top and a bottom layer takes place.
  • a stabilized composition consisting essentially of 1,1,1-trichloroethane and, as a stabilizer therefore, 0.1- 5.0 weight percent of 1,4-dioxane, 0.01-1.0 weight percent of acrylonitrile, -0.05-3.0 weight percent of ethyl acetate and 0.1-3.0 weight percent of nitromethane.
  • a stabilized composition consisting essentially of 1,1,1-trichloroethane and, as a stabilizer therefor, 1-4 weight percent of 1,4-dioxane, 0.1-0.5 Weight percent of acrylonitrile, 0.1-1.0 weight percent of ethyl acetate and 0.1-1.0 weight percent of nitromethane.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
  • Detergent Compositions (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
US00210542A 1970-12-26 1971-12-21 Stabilized 1,1,1-trichloroethane composition Expired - Lifetime US3848004A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP45118604A JPS5035045B1 (sv) 1970-12-26 1970-12-26

Publications (1)

Publication Number Publication Date
US3848004A true US3848004A (en) 1974-11-12

Family

ID=14740666

Family Applications (1)

Application Number Title Priority Date Filing Date
US00210542A Expired - Lifetime US3848004A (en) 1970-12-26 1971-12-21 Stabilized 1,1,1-trichloroethane composition

Country Status (5)

Country Link
US (1) US3848004A (sv)
JP (1) JPS5035045B1 (sv)
DE (1) DE2164259C3 (sv)
FR (1) FR2119749A5 (sv)
GB (1) GB1328000A (sv)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4396436A (en) * 1981-07-20 1983-08-02 Aluminum Company Of America Method and flushing for removing hydraulic fluid from hydraulic systems
US4861926A (en) * 1981-04-13 1989-08-29 Solvay & Cie (Societe Anonyme) Stabilized 1,1,1-trichloroethane compositions
US4992604A (en) * 1989-07-24 1991-02-12 Ppg Industries, Inc. Stabilized 1,1,1-trichloroethane compositions
US5824631A (en) * 1994-06-03 1998-10-20 Wagenknecht; John H. Compositions for dissolution of soft metals

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2547296B1 (fr) * 1983-06-09 1986-06-13 Solvay Compositions stabilisees de 1,1,1-trichloroethane

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3060125A (en) * 1958-11-28 1962-10-23 Ethyl Corp Stable solvent composition
BE638905A (sv) * 1962-10-18

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4861926A (en) * 1981-04-13 1989-08-29 Solvay & Cie (Societe Anonyme) Stabilized 1,1,1-trichloroethane compositions
US4396436A (en) * 1981-07-20 1983-08-02 Aluminum Company Of America Method and flushing for removing hydraulic fluid from hydraulic systems
US4992604A (en) * 1989-07-24 1991-02-12 Ppg Industries, Inc. Stabilized 1,1,1-trichloroethane compositions
US5824631A (en) * 1994-06-03 1998-10-20 Wagenknecht; John H. Compositions for dissolution of soft metals

Also Published As

Publication number Publication date
JPS5035045B1 (sv) 1975-11-13
DE2164259B2 (sv) 1974-07-25
DE2164259C3 (de) 1975-03-20
DE2164259A1 (de) 1972-07-06
GB1328000A (en) 1973-08-22
FR2119749A5 (sv) 1972-08-04

Similar Documents

Publication Publication Date Title
US2838458A (en) Inhibited methyl chloroform
US3573213A (en) Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane and nitromethane
US3079345A (en) Propargyl compounds as corrosion inhibitors
US3848004A (en) Stabilized 1,1,1-trichloroethane composition
US2913408A (en) Corrosion inhibitors for ferrous metals in aqueous solutions of non-oxidizing acids
US2811252A (en) Methyl chloroform inhibited with dioxane
US3043888A (en) Stabilization
US3049496A (en) Propargyl compounds as corrosion inhibitors
US2993863A (en) Halogenated propargyl alcohols as corrosion inhibitors
US2891909A (en) Method of inhibiting corrosion of metals
US3629128A (en) Stabilization of chlorinated hydrocarbons
US2924571A (en) Method of inhibiting corrosion of metals
US3536766A (en) Stabilized methyl chloroform composition
US2499283A (en) Inhibited hydrochloric acid
US3220890A (en) Process and composition for phosphatizing metals
US3030311A (en) Mineral acid inhibitors
US3676507A (en) Stabilized trichloroethylene
GB1582803A (en) Stabilization of 1,1,1-trichloroethane
US2841625A (en) Stabilization of chlorinated hydrocarbons with 2, 5-dimethyl-1, 5-hexadiene-3-yne andsynergistic mixtures containing same
JPS595563B2 (ja) 1,1,1−トリクロルエタンの安定化
US3120567A (en) Stabilization of perchloroethylene with a mixture of an epoxide and an alkoxynitrile
JPS6225130B2 (sv)
US2517895A (en) Stabilized chlorohydrocarbon cleaning composition
JP2000026897A (ja) 安定化された1―ブロモプロパン組成物
US3257326A (en) Stabilized chlorohydrocarbon solvent composition