US1904450A - Stabilization of halogenated hydrocarbons - Google Patents

Stabilization of halogenated hydrocarbons Download PDF

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Publication number
US1904450A
US1904450A US519894A US51989431A US1904450A US 1904450 A US1904450 A US 1904450A US 519894 A US519894 A US 519894A US 51989431 A US51989431 A US 51989431A US 1904450 A US1904450 A US 1904450A
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US
United States
Prior art keywords
amylene
stabilization
composition
chlorinated
matter
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
US519894A
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English (en)
Inventor
Harris Charles Roberts
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.)
Roessler and Hasslacher Chemical Co
Original Assignee
Roessler and Hasslacher Chemical 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 Roessler and Hasslacher Chemical Co filed Critical Roessler and Hasslacher Chemical Co
Priority to US519894A priority Critical patent/US1904450A/en
Priority to US519896A priority patent/US2008680A/en
Priority to FR732569D priority patent/FR732569A/fr
Priority to BE386905D priority patent/BE386905A/xx
Priority to DER84258D priority patent/DE562820C/de
Priority to DER84259D priority patent/DE573105C/de
Priority to GB6435/32A priority patent/GB397915A/en
Application granted granted Critical
Publication of US1904450A publication Critical patent/US1904450A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • C07C17/42—Use of additives, e.g. for stabilisation

Definitions

  • This invention relates to the stabilization of chlorinated hydrocarbons.
  • Com ounds of this class for example, trichloret ylene, tetrachlorethane or methylene 5 chloride, tend to undergo decomposition during storage with the formation of substances of acid character. This decomposition makes the product objectionable for such purposes as extraction'and produces an acidity that corrodes storage tanks. While this type of decomposition is more or less general in all chlorinated hydrocarbons, it has been found that materials added to 16 and as such may be very satisfactory for the stabilization of one or more compounds but are not necessarily satisfactory for all others.
  • Hydrocarbons for instance gasoline
  • stabilizers for trichlorethylene Hydrocarbons, for instance gasoline, have been proposed as stabilizers for trichlorethylene. These are objectionable when the solvent is used in certain processes because a comparatively large amount of gasoline is 4 required to stabilize and the hydrocarbon heavy ends may be deposited in and contaminate the product.
  • the object of this invention is to provide an efiective stabilizer for chlorinated hydrotb carbons which need be applied only in small Application filed march 8,
  • chlorinated hydrocarbon decomposition with the resultant development of acidity, may be prevented by the addition of amylene in appropriate amounts.
  • My process of stabilization consists in mixing a small amount, for instance, 0.0001- 01%, of the stabilizer with the chlorinated hydrocarbon.
  • a preferred method of mixing consists in transferring the required amount of a strong stock solution of amylene, made up by weight to known concentration in the chlorinated hydrocarbon to be stabilized, into a known volume of that chlorinated hydrocarbon.
  • composition of matter comprising a an chlorinated hydrocarbon and stabilizing amounts of amylene.
  • composition of matter comprising a chlorinated hydrocarbon of the group comprising methylene chloride, trichlorethylene,
  • composition of matter comprising a chlorinated hydrocarbon and from about M 0.0001% to about 1% by weight of amylene.
  • composition of matter comprising methylene chloride and stabilizing amounts ot' amylene.
  • composition of matter comprising methylene chloride and from about 0.0001% to about 1% by weight of amylene.
  • composition of matter comprising trichlorethylene and stabilizing amounts of am lene. 5w A. composition of matter comprising trichlorethylene and from about 0.000196 to about 1% by weight of amylene.
  • composition of matter comprising tetrachlorethane and stabilizing amounts of w amylene.
  • composition of matter comprising tetrachlorethane and from about 0.0001% to about 1% by weight of amylene.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
US519894A 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons Expired - Lifetime US1904450A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
US519894A US1904450A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons
US519896A US2008680A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons
FR732569D FR732569A (fr) 1931-03-03 1932-03-02 Procédé de stabilisation des hydrocarbures chlorés
BE386905D BE386905A (en(2012)) 1931-03-03 1932-03-03
DER84258D DE562820C (de) 1931-03-03 1932-03-03 Verfahren zum Stabilisieren von niedrigmolekularen chlorierten Kohlenwasserstoffen
DER84259D DE573105C (de) 1931-03-03 1932-03-03 Verfahren zum Stabilisieren von niedrigmolekularen chlorierten Kohlenwasserstoffen
GB6435/32A GB397915A (en) 1931-03-03 1932-03-03 Improvements in or relating to the stabilisation of chlorinated hydrocarbons

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US519894A US1904450A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons
US519896A US2008680A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons

Publications (1)

Publication Number Publication Date
US1904450A true US1904450A (en) 1933-04-18

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US519894A Expired - Lifetime US1904450A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons
US519896A Expired - Lifetime US2008680A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons

Family Applications After (1)

Application Number Title Priority Date Filing Date
US519896A Expired - Lifetime US2008680A (en) 1931-03-03 1931-03-03 Stabilization of halogenated hydrocarbons

Country Status (5)

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US (2) US1904450A (en(2012))
BE (1) BE386905A (en(2012))
DE (2) DE573105C (en(2012))
FR (1) FR732569A (en(2012))
GB (1) GB397915A (en(2012))

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3029297A (en) * 1960-04-07 1962-04-10 Frontier Chemical Company Stabilization of chlorinated hydrocarbons
US3099694A (en) * 1960-05-27 1963-07-30 Ethyl Corp Stable methylchloroform compositions
US3113154A (en) * 1960-05-27 1963-12-03 Ethyl Corp Stable methylchloroform compositions
FR2219248A1 (en) * 1973-02-23 1974-09-20 Diamond Shamrock Corp Stabilising dichloromethane degreasing compsns. - against reaction with aliphatic cpds. in presence of metals
FR2219247A1 (en) * 1973-02-23 1974-09-20 Diamond Shamrock Corp Stabilising dichloromethane compsn. - using eg diisopropylamine, N-methylpyrrole, butylene oxide etc.
US3898195A (en) * 1973-02-23 1975-08-05 Diamond Shamrock Corp Stabilized methylene chloride composition
US4032584A (en) * 1976-05-03 1977-06-28 Stauffer Chemical Company Stabilized methylene chloride
US4263464A (en) * 1977-10-24 1981-04-21 Solvay & Cie. Stabilized compositions containing methylene chloride
EP3404089A4 (en) * 2016-01-15 2019-09-04 Agc Inc. SOLVENT COMPOSITION, CLEANING METHOD, METHOD OF FORMING A COATING FILM, HEAT TRANSFER MEDIUM AND HEAT CYCLE SYSTEM

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3000977A (en) * 1961-09-19 Method of stabilizing trichloroethyl-
US2421035A (en) * 1942-06-10 1947-05-27 Bell Telephone Labor Inc Composition for and method of extinguishing fires
US2426549A (en) * 1943-09-10 1947-08-26 Sun Oil Co Lubricant composition
US2525473A (en) * 1945-06-16 1950-10-10 Westinghouse Electric Corp Dielectric
US2432806A (en) * 1945-11-26 1947-12-16 Gulf Research Development Co Petroleum oil compositions
US2432807A (en) * 1945-11-26 1947-12-16 Gulf Research Development Co Petroleum oil compositions
US2548636A (en) * 1946-05-29 1951-04-10 Hawley Products Co Stabilized cuprammonium hydroxide solution and method of preparing the same
DE1038035B (de) * 1953-09-25 1958-09-04 Diamond Alkali Co Stabilisierung von technischem Tetrachloraethylen
US2947792A (en) * 1954-02-16 1960-08-02 Diamond Alkali Co Stabilization of tetrachloroethylene with a mixture of a hydroxy alkyne and isoeugenol
US2751421A (en) * 1954-02-18 1956-06-19 Du Pont Stabilization of trichloroethylene
US3031412A (en) * 1954-07-23 1962-04-24 Detrex Chem Ind Composition and method of inhibiting corrosion of ferrous metals by aminestabilized chlorinated hydrocarbons
NL96889C (en(2012)) * 1954-07-26
US2958711A (en) * 1954-07-26 1960-11-01 Diamond Alkali Co Stabilization of chlorinated hydrocarbons with carboxylic acid esters of acetylenic alcohols
GB787726A (en) * 1955-06-16 1957-12-11 Columbia Southern Chem Corp A method in or relating to stabilization of halogenated hydrocarbons
US2911449A (en) * 1956-02-08 1959-11-03 Air Reduction Stabilization of chlorinated hydrocarbons with a synergistic combination of a tertiary acetylenic monohydric alcohol and certain phenolic compounds
US2945895A (en) * 1956-02-08 1960-07-19 Air Reduction Stabilization of chlorinated hydrocarbons with a synergistic combination of a tertiary acetylenic monohydric alcohol and 2, 6-di-tert-butyl-paracresol
US2906782A (en) * 1956-12-21 1959-09-29 Sicedison Spa Stabilization of the trichloroethylene and stabilizing product therefor
US2959556A (en) * 1957-12-05 1960-11-08 Dow Chemical Co Halogenated hydrocarbons inhibited with organic peroxides
US3002029A (en) * 1959-03-26 1961-09-26 Phillips Petroleum Co Stabilizer for bromo-substituted acetylenic compounds
US3092981A (en) * 1960-07-15 1963-06-11 Gen Motors Corp Refrigeration apparatus
US3228806A (en) * 1961-08-04 1966-01-11 Du Pont Stabilization of chlorohydrocarbons in phosphoric acid coating baths
DE1215136B (de) * 1961-10-12 1966-04-28 Vulcan Materials Co Stabilisierung von Di-, Tri- und Tetrachlor-aethylen sowie anderen niederen aliphatischen Chlorkohlenwasserstoffen und deren Gemischen
US3297495A (en) * 1962-11-29 1967-01-10 Hooker Chemical Corp Process and composition for phosphatizing metals
NL287499A (en(2012)) * 1962-01-10
NL300188A (en(2012)) * 1962-11-13
US3230175A (en) * 1963-04-01 1966-01-18 Du Pont Stabilized trichloroethylene and a process for treating metals therewith
US3314884A (en) * 1964-01-02 1967-04-18 Mobil Oil Corp Fuels and lubricants containing inclusion compounds
JPS4816486B1 (en(2012)) * 1967-08-16 1973-05-22
GB1288565A (en(2012)) * 1969-03-24 1972-09-13
US3657120A (en) * 1970-03-23 1972-04-18 Feuerloschgeratewerk Neuruppin Method of stabilizing bromine-containing fire extinguishing halogenated hydrocarbon composition
BE1005713A3 (fr) * 1992-03-02 1993-12-28 Solvay Procede de stabilisation d'un hydrofluoroalcane et compositions comprenant au moins un hydrofluoroalcane.
US6534688B2 (en) * 2001-06-11 2003-03-18 Vulcan Chemicals Dehydrochlorination stabilization of polychlorinated alkanes
JP2014221727A (ja) * 2013-05-13 2014-11-27 昭和電工株式会社 ジクロロメタンの精製方法およびそれを用いるジフルオロメタンの製造方法

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3029297A (en) * 1960-04-07 1962-04-10 Frontier Chemical Company Stabilization of chlorinated hydrocarbons
US3099694A (en) * 1960-05-27 1963-07-30 Ethyl Corp Stable methylchloroform compositions
US3113154A (en) * 1960-05-27 1963-12-03 Ethyl Corp Stable methylchloroform compositions
FR2219248A1 (en) * 1973-02-23 1974-09-20 Diamond Shamrock Corp Stabilising dichloromethane degreasing compsns. - against reaction with aliphatic cpds. in presence of metals
FR2219247A1 (en) * 1973-02-23 1974-09-20 Diamond Shamrock Corp Stabilising dichloromethane compsn. - using eg diisopropylamine, N-methylpyrrole, butylene oxide etc.
US3898195A (en) * 1973-02-23 1975-08-05 Diamond Shamrock Corp Stabilized methylene chloride composition
US4032584A (en) * 1976-05-03 1977-06-28 Stauffer Chemical Company Stabilized methylene chloride
US4263464A (en) * 1977-10-24 1981-04-21 Solvay & Cie. Stabilized compositions containing methylene chloride
EP3404089A4 (en) * 2016-01-15 2019-09-04 Agc Inc. SOLVENT COMPOSITION, CLEANING METHOD, METHOD OF FORMING A COATING FILM, HEAT TRANSFER MEDIUM AND HEAT CYCLE SYSTEM
US11034637B2 (en) 2016-01-15 2021-06-15 AGC Inc. Solvent composition, cleaning method, method of forming a coating film, heat transfer fluid, and heat cycle system
US11718574B2 (en) 2016-01-15 2023-08-08 AGC Inc. Solvent composition, cleaning method, method of forming a coating film, heat transfer fluid, and heat cycle system

Also Published As

Publication number Publication date
US2008680A (en) 1935-07-23
FR732569A (fr) 1932-09-22
DE573105C (de) 1933-03-29
BE386905A (en(2012)) 1932-04-30
GB397915A (en) 1933-09-04
DE562820C (de) 1932-10-29

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