EP0085949A2 - Trichloroéthène stabilisé et additif pour stabiliser le trichloréthène - Google Patents

Trichloroéthène stabilisé et additif pour stabiliser le trichloréthène Download PDF

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Publication number
EP0085949A2
EP0085949A2 EP83101002A EP83101002A EP0085949A2 EP 0085949 A2 EP0085949 A2 EP 0085949A2 EP 83101002 A EP83101002 A EP 83101002A EP 83101002 A EP83101002 A EP 83101002A EP 0085949 A2 EP0085949 A2 EP 0085949A2
Authority
EP
European Patent Office
Prior art keywords
ppm
tert
weight
epoxybutane
hydroxyanisole
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.)
Granted
Application number
EP83101002A
Other languages
German (de)
English (en)
Other versions
EP0085949A3 (en
EP0085949B1 (fr
Inventor
Klaus Dr. Dipl.-Chem. Blum
Rudolf Dr. Dipl.-Chem. Strasser
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
Application filed by Wacker Chemie AG filed Critical Wacker Chemie AG
Priority to AT83101002T priority Critical patent/ATE53565T1/de
Publication of EP0085949A2 publication Critical patent/EP0085949A2/fr
Publication of EP0085949A3 publication Critical patent/EP0085949A3/de
Application granted granted Critical
Publication of EP0085949B1 publication Critical patent/EP0085949B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/261—Alcohols; Phenols
    • C11D7/262—Alcohols; Phenols fatty or with at least 8 carbon atoms in the alkyl or alkenyl chain
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
    • 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
    • C11D7/24—Hydrocarbons
    • 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
    • C11D7/266—Esters or carbonates
    • 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
    • C11D7/3281—Heterocyclic compounds

Definitions

  • trichlorethylene must be stabilized against the decomposing influences of heat, light, air, moisture and metals.
  • a commonly used, well stabilizing additive for trichlorethylene is butylene oxide.
  • Stabilizing mixtures containing nitriles, such as propionitrile, acrylonitrile and the like, have also proven useful for trichlorethylene, which is used as an auxiliary for paints.
  • the object of the invention was to provide means for stabilizing trichlorethylene and thus stabilized trichlorethylene which does not contain the stabilizing additives mentioned above. Furthermore, it was an object of the invention to find agents for stabilizing trichlorethylene which can make appropriately formulated trichlorethylene suitable both as an auxiliary for paints and as a degreasing agent.
  • the invention furthermore relates to stabilized trichlorethylene which contains the stabilizer mixture according to the invention.
  • the amount of stabilizer is generally between 3,200 and 25,000 ppm by weight, preferably 5,000 to 10,000 ppm by weight, in each case based on the total amount of stabilized trichloroethene.
  • Amines boiling between 1 and 110 ° C at 1 bar are equivalent to diisopropylamine in the context of the invention. Examples of these are triethylamine and dimethylisobutylamine.
  • the proportion of epoxides is preferably 4,000 to 6,000 ppm by weight.
  • the stability criterion used was the time that the stabilized trichlorethylene had to be exposed to the above test conditions until an HCl content of 0.02% by weight was reached.
  • the HCl content was determined by regular sampling and subsequent titration with 0.1 nNaOH against phenolphthalein.
  • DKH test The test arrangement described above was used, with the modification that steel strips were used instead of the aluminum strips.
  • the BAM test was unresponsive.
  • the accelerated oxidation text according to MIL-T-81533 A resulted in a service life of 1920 hours.
  • the pH was 9.5 after 48 hours.
  • the test liquid was colorless.
  • the service life until the acidity limit of 0.02% by weight of HC1 was reached was 240 hours.
  • the results are summarized in the following table.
  • the results according to Examples 1 to 11 and the comparative examples show the excellent stability of the trichlorethylene according to the invention against light metals, such as aluminum, which is reflected in the extremely long service life.
  • the DKH tests further prove that the trichloroethene stabilized according to the invention is not only suitable as a degreasing agent, but also meets the requirements which are to be placed on trichloroethene as an auxiliary for paints.
  • the comparative experiments illustrate that when the phenolic components to be used according to the invention are replaced by structurally similar phenolic compounds, the task according to the invention is not achieved.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP83101002A 1982-02-05 1983-02-03 Trichloroéthène stabilisé et additif pour stabiliser le trichloréthène Expired - Lifetime EP0085949B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT83101002T ATE53565T1 (de) 1982-02-05 1983-02-03 Stabilisiertes trichlorethen und mittel zur stabilisierung von trichlorethen.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19823203907 DE3203907A1 (de) 1982-02-05 1982-02-05 Stabilisiertes trichlorethen und mittel zur stabilisierung von trichlorethen
DE3203907 1982-02-05

Publications (3)

Publication Number Publication Date
EP0085949A2 true EP0085949A2 (fr) 1983-08-17
EP0085949A3 EP0085949A3 (en) 1984-07-18
EP0085949B1 EP0085949B1 (fr) 1990-06-13

Family

ID=6154849

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83101002A Expired - Lifetime EP0085949B1 (fr) 1982-02-05 1983-02-03 Trichloroéthène stabilisé et additif pour stabiliser le trichloréthène

Country Status (5)

Country Link
EP (1) EP0085949B1 (fr)
JP (1) JPS58135827A (fr)
AT (1) ATE53565T1 (fr)
CA (1) CA1175220A (fr)
DE (2) DE3203907A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002036531A2 (fr) * 2000-11-03 2002-05-10 Dow Global Technologies Inc. Composition a effet stabilisant et composition a effet solvant
KR100754721B1 (ko) * 2002-04-26 2007-09-03 삼성전자주식회사 직교주파수분할다중화 통신시스템에서 다중화 데이터 송수신 장치 및 방법

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2861390B1 (fr) * 2003-10-24 2006-01-21 Arkema Stabilisation du trans-1,2-dichlorethylene

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2797250A (en) * 1954-05-13 1957-06-25 Du Pont Stabilization of chlorinated hydrocarbons
FR1205056A (fr) * 1957-11-09 1960-01-29 Solvay Procédé pour la stabilisation d'hydrocarbures chlorés
FR1233249A (fr) * 1958-08-15 1960-10-12 Canadian Ind Stabilisation des halohydrocarbures, en particulier pour empêcher la décomposition du trichloroéthylène
DE1136695B (de) * 1957-11-15 1962-09-20 Sicedison Spa Stabilisieren von Trichloraethylen gegen Zersetzung
GB932138A (en) * 1960-10-27 1963-07-24 Canadian Ind Stabilization of halogenated hydrocarbons used as metal degreasing solvents
FR2119014A1 (fr) * 1970-12-23 1972-08-04 Central Glass Co Ltd

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2797250A (en) * 1954-05-13 1957-06-25 Du Pont Stabilization of chlorinated hydrocarbons
FR1205056A (fr) * 1957-11-09 1960-01-29 Solvay Procédé pour la stabilisation d'hydrocarbures chlorés
DE1136695B (de) * 1957-11-15 1962-09-20 Sicedison Spa Stabilisieren von Trichloraethylen gegen Zersetzung
FR1233249A (fr) * 1958-08-15 1960-10-12 Canadian Ind Stabilisation des halohydrocarbures, en particulier pour empêcher la décomposition du trichloroéthylène
GB932138A (en) * 1960-10-27 1963-07-24 Canadian Ind Stabilization of halogenated hydrocarbons used as metal degreasing solvents
FR2119014A1 (fr) * 1970-12-23 1972-08-04 Central Glass Co Ltd

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002036531A2 (fr) * 2000-11-03 2002-05-10 Dow Global Technologies Inc. Composition a effet stabilisant et composition a effet solvant
WO2002036531A3 (fr) * 2000-11-03 2002-07-25 Dow Global Technologies Inc Composition a effet stabilisant et composition a effet solvant
KR100754721B1 (ko) * 2002-04-26 2007-09-03 삼성전자주식회사 직교주파수분할다중화 통신시스템에서 다중화 데이터 송수신 장치 및 방법

Also Published As

Publication number Publication date
CA1175220A (fr) 1984-10-02
ATE53565T1 (de) 1990-06-15
EP0085949A3 (en) 1984-07-18
JPS58135827A (ja) 1983-08-12
JPS6121604B2 (fr) 1986-05-28
EP0085949B1 (fr) 1990-06-13
DE3203907A1 (de) 1983-08-11
DE3381638D1 (de) 1990-07-19

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