GB765522A - Improvements in or relating to the stabilization of chlorohydrocarbons - Google Patents

Improvements in or relating to the stabilization of chlorohydrocarbons

Info

Publication number
GB765522A
GB765522A GB3578/55A GB357855A GB765522A GB 765522 A GB765522 A GB 765522A GB 3578/55 A GB3578/55 A GB 3578/55A GB 357855 A GB357855 A GB 357855A GB 765522 A GB765522 A GB 765522A
Authority
GB
United Kingdom
Prior art keywords
stabilizer
methyl
isoeugenol
per cent
weight
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
Application number
GB3578/55A
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.)
Diamond Shamrock Corp
Original Assignee
Diamond Alkali Co
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 Diamond Alkali Co filed Critical Diamond Alkali Co
Publication of GB765522A publication Critical patent/GB765522A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises stabilizing a chlorohydrocarbon solvent containing up to four carbon atoms in the molecule, with a compound of the general formula <FORM:0765522/IV(b)/1> where R is a hydrocarbon radical and R1 is an unsaturated hydrocarbon radical. R may be an alkyl, alkylene, alkaryl, aralkyl or cycloalkyl radical, such as methyl, ethyl, propyl or butyl, and R1 may be an ethylene, propylene, butylene, butadiene, pentene, or decene chain. A specific example of the stabilizer is isoeugenol, i.e. 4-hydroxy-3-methoxy-1-propenylbenzene. Tetrachloroethylene and trichloroethylene are stabilized with 0.001 to 0.1 per cent by weight of the stabilizer. A second stabilizer may also be added in an amount of 0.1 to 1.0 per cent by weight. The second stabilizer preferably is an acetylenic carbinol such as methyl pentynol. In examples other secondary stabilizers used with isoeugenol are 1-nitropropane, methyl butynol and dimethyl hexynol. A list of other secondary stabilizers is given. Before adding the stabilizers tetrachloroethylene may be mixed with an organic base, such as aniline, and fractionally distilled, and may also be washed with an aqueous solution of an inorganic base, such as sodium hydroxide, dried, and distilled.ALSO:A composition comprises a chlorohydrocarbon solvent containing up to four carbon atoms in the molecule and a lightstabilizing amount of a compound of formula <FORM:0765522/III/1> where R is a hydrocarbon radical and R1 is an unsaturated hydrocarbon radical. R may be alkyl, alkylene, alkaryl, aralkyl or cycloalkyl radical, such as methyl, ethyl, propyl or butyl, and R1 may be an ethylene, propylene, butylene, butadiene, pentene or decene chain. A specific compound is isoeugenol i.e. 4-hydroxy-3-methoxy-1-propenyl-benzene. Tetrachlorethylene and trichlorethylene are stabilized with 0.001 to 0.1 per cent by weight of the stabilizer. The composition may include a second stabilizer in an amount of 0.1 to 1.0 per cent by weight. The second stabilizer preferably is an acetylenic carbinol such as methyl pentynol. In examples other secondary stabilizers used with isoeugenol are 1-nitropropane, methyl butynol and dimethyl hexynol. A list of other secondary stabilizers is given. Before adding the stabilizers tetrachloroethylene may be mixed with an organic base, such as aniline, and fractionally distilled, and may also be washed with an aqueous solution of an inorganic base, such as sodium hydroxide, dried, and distilled.
GB3578/55A 1954-02-16 1955-02-07 Improvements in or relating to the stabilization of chlorohydrocarbons Expired GB765522A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US765522XA 1954-02-16 1954-02-16

Publications (1)

Publication Number Publication Date
GB765522A true GB765522A (en) 1957-01-09

Family

ID=22132745

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3578/55A Expired GB765522A (en) 1954-02-16 1955-02-07 Improvements in or relating to the stabilization of chlorohydrocarbons

Country Status (1)

Country Link
GB (1) GB765522A (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3015677A (en) * 1959-01-31 1962-01-02 Knapsack Ag Process for the stabilization of chloroprene
US3051595A (en) * 1961-01-12 1962-08-28 Du Pont Non-aqueous phosphatizing solution
US3060125A (en) * 1958-11-28 1962-10-23 Ethyl Corp Stable solvent composition
US3074890A (en) * 1958-10-27 1963-01-22 Ethyl Corp Stable solvent composition
US3114779A (en) * 1961-01-26 1963-12-17 Du Pont Stabilizer for chlorohydrocarbons
US3128315A (en) * 1961-03-13 1964-04-07 Pittsburgh Plate Glass Co Methylchloroform stabilized with dialkylethers of alkylene glycols
US3189552A (en) * 1963-02-05 1965-06-15 Ethyl Corp Stable solvent composition
US3230175A (en) * 1963-04-01 1966-01-18 Du Pont Stabilized trichloroethylene and a process for treating metals therewith
US3269953A (en) * 1963-05-06 1966-08-30 Ici Ltd Stabilized solvent
US3329619A (en) * 1965-08-02 1967-07-04 United States Steel Corp Pickling ferrous metal
US3475503A (en) * 1967-12-01 1969-10-28 Dow Chemical Co Stabilization of 1,1,1-trichloroethane
EP0001670A1 (en) * 1977-10-24 1979-05-02 SOLVAY & Cie (Société Anonyme) Stabilized compositions containing methylene chloride
US4293433A (en) 1980-06-02 1981-10-06 Diamond Shamrock Corporation Perchloroethylene dielectric fluid containing pyrrole and phenol
FR2480021A1 (en) * 1980-04-02 1981-10-09 Westinghouse Electric Corp DIELECTRIC FLUID FOR ELECTRIC APPLIANCES SUCH AS TRANSFORMERS AND ELECTRIC APPARATUS CONTAINING THESE FLUIDS

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3074890A (en) * 1958-10-27 1963-01-22 Ethyl Corp Stable solvent composition
US3060125A (en) * 1958-11-28 1962-10-23 Ethyl Corp Stable solvent composition
US3015677A (en) * 1959-01-31 1962-01-02 Knapsack Ag Process for the stabilization of chloroprene
US3051595A (en) * 1961-01-12 1962-08-28 Du Pont Non-aqueous phosphatizing solution
US3114779A (en) * 1961-01-26 1963-12-17 Du Pont Stabilizer for chlorohydrocarbons
US3128315A (en) * 1961-03-13 1964-04-07 Pittsburgh Plate Glass Co Methylchloroform stabilized with dialkylethers of alkylene glycols
US3189552A (en) * 1963-02-05 1965-06-15 Ethyl Corp Stable solvent composition
US3230175A (en) * 1963-04-01 1966-01-18 Du Pont Stabilized trichloroethylene and a process for treating metals therewith
US3269953A (en) * 1963-05-06 1966-08-30 Ici Ltd Stabilized solvent
US3329619A (en) * 1965-08-02 1967-07-04 United States Steel Corp Pickling ferrous metal
US3475503A (en) * 1967-12-01 1969-10-28 Dow Chemical Co Stabilization of 1,1,1-trichloroethane
EP0001670A1 (en) * 1977-10-24 1979-05-02 SOLVAY & Cie (Société Anonyme) Stabilized compositions containing methylene chloride
FR2480021A1 (en) * 1980-04-02 1981-10-09 Westinghouse Electric Corp DIELECTRIC FLUID FOR ELECTRIC APPLIANCES SUCH AS TRANSFORMERS AND ELECTRIC APPARATUS CONTAINING THESE FLUIDS
US4312794A (en) * 1980-04-02 1982-01-26 Electric Power Research Institute, Inc. Ultra pure tetrachloroethylene dielectric fluid
US4293433A (en) 1980-06-02 1981-10-06 Diamond Shamrock Corporation Perchloroethylene dielectric fluid containing pyrrole and phenol

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