US3546304A - Process for stabilizing against decomposition halogenated hydrocarbons,and in particular chlorinated aliphatic hydrocarbons - Google Patents

Process for stabilizing against decomposition halogenated hydrocarbons,and in particular chlorinated aliphatic hydrocarbons Download PDF

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Publication number
US3546304A
US3546304A US722808A US3546304DA US3546304A US 3546304 A US3546304 A US 3546304A US 722808 A US722808 A US 722808A US 3546304D A US3546304D A US 3546304DA US 3546304 A US3546304 A US 3546304A
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US
United States
Prior art keywords
hydrocarbons
trichloroethylene
perchloroethylene
weight
decomposition
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Expired - Lifetime
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US722808A
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English (en)
Inventor
Germano Patron
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Montedison SpA
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Montedison SpA
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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
    • 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

Definitions

  • the present invention relates to the stabilization of halogenated hydrocarbons against decomposition. More particularly it relates to the stabilization against decomposition of chlorinated hydrocarbons, and especially chlorinated aliphatic hydrocarbons such as trichloroethylene and perchloroethylene, useful as solvents in various industrial processes.
  • chlorinated hydrocarbons and more particularly trichloroethylene and perchloroethylene, are widely used in various technical processes. These are especially useful as solvents for fats and other organic substances, for instance in degreasing processes for metals, in processes for the extraction of oils and fats, in the drycleaning of fabrics, etc.
  • this decomposition is accelerated through the presence of metals or metal salts as Well as by the direct or indirect products of the decomposition itself, the decomposition thereby proceeding autocatalytically.
  • the stabilizing system must furthermore be such as to ensure the neutrality of the solvent even under the most severe conditions (alkalinity of the solvent when imparted by stabilizers having a strong basic character is just as harmful as acidity, because such alkalinity makes the solvent quite unsuited for the degreasing of amphoteric metals such as aluminum and zinc) and furthermore the stabilizing system must exert a lasting stabilizing action both in the liquid phase as well as in the vapor phase customarily encountered during degreasing processes.
  • the object of this invention is that of providing a new and efficient stabilizing agent for halogenated hydrocarbons, particularly suited for chlorinated solvents to be used in the degreasing of metals, which, besides exerting a sure and lasting anti-oxidizing action, that is, such as to ensure the inhibition of the formation of phosgene and hydrochloric acid, will also guarantee the neutrality of the solvent even under the most severe operational conditions.
  • a stabilizing action of a sure and lasting effectiveness against the decomposition of halogenated hydrocarbons, and in particular of chlorinated hydrocarbons used as solvents in the degreasing of metals is achieved by adding to the halogenated hydrocarbon solvent a stabilizing composition based on the combination of butylene oxide, di-isobutylene, thymol and dimethylbenzalhydrazone.
  • the above-mentioned composition may be used alone or in admixture with other stabilizers of previously known yp
  • the quantity of stabilizing composition to be added to the halogenated hydrocarbon solvent depends on the type of solvent to be stabilized, on the expected use of the solvent, on the degree of stabilization desired, and on the possible presence of other additives.
  • concentrations are preferably used varying from 0.1 to 0.4% by Weight of butylene oxide, from 0.01 to 0.1% by weight of di-isobutylene, from 0.001 to 0.02% by weight of thymol, and from 0.001 to 0.02% by weight of dimethylbenzalhydrazone. Although larger quantities of the several components may be used, they are not necessary.
  • Trichloroethylene and perchloroethylene stabilized according to the present invention do not show any tendency to decompose either during storage or during use under the most severe processing conditions such as in the degreasing of metals. Even after long heat-treatments trichloroethylene and perchloroethylene thus stabilized remain limpid and clear.
  • the stabilizing composition of this invention in combination with small quantities (for instance, 0.00050.002% by weight) of an alkyl-hydrazine, such as methyland ethyl-monoand symmetrical and/or asymmetrical di-hydrazines.
  • an alkyl-hydrazine such as methyland ethyl-monoand symmetrical and/or asymmetrical di-hydrazines.
  • halogenated hydrocarbons may be protected against decomposition by the stabilizing composition according to the present invention, such as chloroform, methylchloroform, methylene chloride, carbon tetrachloride, dichloroethylene, trichloroethane, vinylidene chloride, vinyl chloride, etc.
  • a small steel plate of x 2 x A inch is suspended in the vapor phase while in the liquid phase a small steel plate of 4 x x inch is introduced.
  • a sanded 150 watt lamp is placed under the flask.
  • a liquid chlorinated hydrocarbon stabilized against decomposition comprising trichloroethylene or perchloroethylene in admixture with a stabilizing composition consisting essentially of butylene oxide, di-isobutylene, thymol and dimethylbenzalhydrazone in quantities varying, respectively, from about 0.1 to 0.4% by Weight, from about 0.01 to 0.1% by weight, from about 0.001 to 0.02% by weight, and from about 0.001 to 0.02% by weight.
  • Trichloroethylene stabilized against decomposition comprising trichloroethylene in admixture with a stabilizing composition consisting essentially of butylene oxide, di-isobutylene, thymol and dimethylbenzalhydrazone in quantities varying, respectively, from about 0.1 to 0.4% by weight, from about 0.01 to 0.1% by weight, from about 0.001 to 0.02% by weight, and from about 0.001 to 0.02% by weight.
  • a stabilizing composition consisting essentially of butylene oxide, di-isobutylene, thymol and dimethylbenzalhydrazone in quantities varying, respectively, from about 0.1 to 0.4% by weight, from about 0.01 to 0.1% by weight, from about 0.001 to 0.02% by weight, and from about 0.001 to 0.02% by weight.
  • Perchloroethylene stabilized against decomposition comprising perchloroethylene in admixture with a stabilizing composition consisting essentially of from about 0.1 to 0.4% by weight of butylene oxide, of from about 0.01 to 0.1% by weight of di-isobutylene, of from about 0.001 to 0.02% by weight of thyme], and of from about 0.001 to 0.02% by weight of dimethylbenzalhydrazone.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US722808A 1967-04-20 1968-04-19 Process for stabilizing against decomposition halogenated hydrocarbons,and in particular chlorinated aliphatic hydrocarbons Expired - Lifetime US3546304A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT1516867 1967-04-20

Publications (1)

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US3546304A true US3546304A (en) 1970-12-08

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US722808A Expired - Lifetime US3546304A (en) 1967-04-20 1968-04-19 Process for stabilizing against decomposition halogenated hydrocarbons,and in particular chlorinated aliphatic hydrocarbons

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US (1) US3546304A (ko)
BE (1) BE713963A (ko)
DE (1) DE1768227A1 (ko)
FR (1) FR1580912A (ko)
NL (1) NL6805316A (ko)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USB334985I5 (ko) * 1973-02-23 1975-01-28
US4062901A (en) * 1972-04-07 1977-12-13 Solvay & Cie. Process for the stabilization of methylene chloride
US4322309A (en) * 1979-04-27 1982-03-30 A. B. Chance Company Composition capable of removing hydrophilic and hydrophobic contaminants from surfaces
US6429176B1 (en) 1996-05-10 2002-08-06 Emerald Agrochemicals Company Avv Rapidly evaporating cleaning compositions

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE684156A (ko) * 1965-07-14 1966-12-16
US3417152A (en) * 1960-03-11 1968-12-17 Montedison Spa Method of stabilizing trichloroethylene

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3417152A (en) * 1960-03-11 1968-12-17 Montedison Spa Method of stabilizing trichloroethylene
BE684156A (ko) * 1965-07-14 1966-12-16
US3423476A (en) * 1965-07-14 1969-01-21 Montedison Spa Stabilized halocarbon compositions

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4062901A (en) * 1972-04-07 1977-12-13 Solvay & Cie. Process for the stabilization of methylene chloride
USB334985I5 (ko) * 1973-02-23 1975-01-28
US3923912A (en) * 1973-02-23 1975-12-02 Diamond Shamrock Corp Methylene chloride stabilized with ketones
US4322309A (en) * 1979-04-27 1982-03-30 A. B. Chance Company Composition capable of removing hydrophilic and hydrophobic contaminants from surfaces
US6429176B1 (en) 1996-05-10 2002-08-06 Emerald Agrochemicals Company Avv Rapidly evaporating cleaning compositions
US6855211B2 (en) 1996-05-10 2005-02-15 Emerald Agrochemicals Company Avv Rapidly evaporating cleaning compositions

Also Published As

Publication number Publication date
NL6805316A (ko) 1968-10-21
DE1768227A1 (de) 1971-10-28
BE713963A (ko) 1968-10-21
FR1580912A (ko) 1969-09-12

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