US3564061A - Stabilization of halogenated solvents - Google Patents
Stabilization of halogenated solvents Download PDFInfo
- Publication number
- US3564061A US3564061A US572187A US3564061DA US3564061A US 3564061 A US3564061 A US 3564061A US 572187 A US572187 A US 572187A US 3564061D A US3564061D A US 3564061DA US 3564061 A US3564061 A US 3564061A
- Authority
- US
- United States
- Prior art keywords
- stabilization
- weight
- halogenated
- aliphatic
- stabilizing
- 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
Links
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 halogenated saturated aliphatic hydrocarbons.
- the desired stabilization of the halogenated aliphatic hydrocarbons is achieved by the combination with the halogenated hydrocarbon to include one or more ortho-esters having the formula in which R is a group selected from the group consisting of hydrogen or an alkyl group containing 1 to 3 carbon atoms and R R and R are groups selected from the group consisting of an alkyl group containing 1 to 3 carbon atoms such as methyl, ethyl and propyl groups with or without substituent groups thereon.
- R, R R and R groups may be the same or they may differ one from another in the compound.
- ortho-ester compounds are suitable for the stabilization of halogenated aliphatic hydrocarbons in accordance with the practice of this invention, namely: triethylorthoformate, trimethylorthoacetate, ethyldimethylorthoacetate and preferably trimethylorthoformate.
- the orthoester is incorporated in the halogenated hydrocarbon in an amount within the range of 0.001 to 15% by weight and preferably 1 to 5% by weight based upon the halogenated hydrocarbon.
- the described synergistic combination is achieved by the combination of the ortho-ester with 0.001 to 3% by weight and preferably 0.1 to 1% by weight of one or more of the compounds containing at least one of the following functions, groups or radicals, namely: aliphatic C -C alcohols, aliphatic C -C thiols, aliphatic C -C esters, aliphatic C -C nitriles such as C -C alkyl cyanides, aliphatic or cyclic ether-oxides such as C C epoxides, aliphatic C -C ketones, C C aliphatic or cyclic acetals, C -C aliphatic organic acid, aliphatic C C iminoether and ketimines, C -C nitroalkyls, oxygenated heterocycles such as pyrane, nitrogenous heterocycles such as pyrrolic, pyrrolinic; aliphatic C -C isocyan
- halogen derivatives of saturated aliphatic hydrocarbons which are stabilized by the process of this invention are the following, which are given by way of illustration, but not by way of limitation, namely: dichloroethanes, trichloroethanes, 1,2-dichloropropane, 1,2 and 2,3-dichlorobutanes, tribromoethanes and 1,2- dibromopropane.
- the plate is partially immersed in the solvent.
- the refluxing was continued until the evolution of acid vapors and/or the development of a discoloration in the solvent and the time for the occurrence of one or the other of such events was recorded as representative of the stabilization ability of the stabilizing agent or stabilizing combination.
- TMOF Trimethylorthoforg ⁇ EF mate
- composition formulated of 0.001 to 15% by Weight of trimethylorthoformate as claimed in claim 1 and 0.001 to 3% by weight of an alkanol having from 1-4 carbon atoms.
- composition formulated of 0.001 to 15% by weight of trimethylorthoformate as claimed in claim 1 and 0.001 to 3% by weight of a compound selected from the group consisting of 1,4-dioxane and trioxane.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR28550A FR1454002A (fr) | 1965-08-17 | 1965-08-17 | Stabilisation des solvants halogénés |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3564061A true US3564061A (en) | 1971-02-16 |
Family
ID=8586766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US572187A Expired - Lifetime US3564061A (en) | 1965-08-17 | 1966-08-15 | Stabilization of halogenated solvents |
Country Status (7)
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3723331A (en) * | 1967-11-17 | 1973-03-27 | Pechiney Saint Gobain | Stabilization of saturated halogenated aliphatic hydrocarbons |
| US3864413A (en) * | 1970-01-22 | 1975-02-04 | Norman L Beckers | Stabilized metal chloroform |
| US3876712A (en) * | 1972-08-10 | 1975-04-08 | Ethyl Corp | Stabilized halogenated hydrocarbons |
| US3935287A (en) * | 1972-04-11 | 1976-01-27 | Diamond Shamrock Corporation | Stabilized methyl chloroform |
| US4324757A (en) * | 1979-07-02 | 1982-04-13 | The Dow Chemical Company | Halogenated hydrocarbons inhibited against denickelification with lower alkylcyanide compounds |
| US4992604A (en) * | 1989-07-24 | 1991-02-12 | Ppg Industries, Inc. | Stabilized 1,1,1-trichloroethane compositions |
| US6010997A (en) * | 1998-06-25 | 2000-01-04 | Alliedsignal Inc. | Compositions of 1-bromopropane, nitromethane or acetonitrile and an alcohol |
| US6660701B1 (en) | 2000-10-23 | 2003-12-09 | Polysystems Usa, Inc. | Stabilized solvent system for cleaning and drying |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5319161B2 (US08092553-20120110-C00004.png) * | 1971-12-29 | 1978-06-19 |
-
1965
- 1965-08-17 FR FR28550A patent/FR1454002A/fr not_active Expired
-
1966
- 1966-08-15 CH CH1173366A patent/CH458311A/fr unknown
- 1966-08-15 US US572187A patent/US3564061A/en not_active Expired - Lifetime
- 1966-08-16 GB GB36637/66A patent/GB1120139A/en not_active Expired
- 1966-08-17 DE DE1966P0040195 patent/DE1593254B2/de active Granted
- 1966-08-17 NL NL666611552A patent/NL152533B/xx unknown
- 1966-08-17 BE BE685616D patent/BE685616A/xx unknown
-
1976
- 1976-11-04 NL NL7612228A patent/NL7612228A/xx not_active Application Discontinuation
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3723331A (en) * | 1967-11-17 | 1973-03-27 | Pechiney Saint Gobain | Stabilization of saturated halogenated aliphatic hydrocarbons |
| US3864413A (en) * | 1970-01-22 | 1975-02-04 | Norman L Beckers | Stabilized metal chloroform |
| US3935287A (en) * | 1972-04-11 | 1976-01-27 | Diamond Shamrock Corporation | Stabilized methyl chloroform |
| US3876712A (en) * | 1972-08-10 | 1975-04-08 | Ethyl Corp | Stabilized halogenated hydrocarbons |
| US4324757A (en) * | 1979-07-02 | 1982-04-13 | The Dow Chemical Company | Halogenated hydrocarbons inhibited against denickelification with lower alkylcyanide compounds |
| US4992604A (en) * | 1989-07-24 | 1991-02-12 | Ppg Industries, Inc. | Stabilized 1,1,1-trichloroethane compositions |
| US6010997A (en) * | 1998-06-25 | 2000-01-04 | Alliedsignal Inc. | Compositions of 1-bromopropane, nitromethane or acetonitrile and an alcohol |
| US6660701B1 (en) | 2000-10-23 | 2003-12-09 | Polysystems Usa, Inc. | Stabilized solvent system for cleaning and drying |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1593254A1 (de) | 1971-01-21 |
| BE685616A (US08092553-20120110-C00004.png) | 1967-02-17 |
| DE1593254B2 (de) | 1976-12-23 |
| NL6611552A (US08092553-20120110-C00004.png) | 1967-02-20 |
| NL152533B (nl) | 1977-03-15 |
| NL7612228A (nl) | 1977-02-28 |
| CH458311A (fr) | 1968-06-30 |
| FR1454002A (fr) | 1966-07-22 |
| GB1120139A (en) | 1968-07-17 |
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