GB688703A - Improvements in and relating to the stabilisation of organic compounds - Google Patents
Improvements in and relating to the stabilisation of organic compoundsInfo
- Publication number
- GB688703A GB688703A GB1315850A GB1315850A GB688703A GB 688703 A GB688703 A GB 688703A GB 1315850 A GB1315850 A GB 1315850A GB 1315850 A GB1315850 A GB 1315850A GB 688703 A GB688703 A GB 688703A
- Authority
- GB
- United Kingdom
- Prior art keywords
- durene
- diamino
- diaminodurene
- stabilized
- tetramethyl
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/86—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/16—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Organic compounds liable to deterioration by peroxide formation are stabilized with small amounts of diaminodurene, or an alkylated or acylated diaminodurene. Compounds mentioned are liquid aldehydes, ethers, and esters of unsaturated carboxylic acids. Preferably 0.001 to 1 per cent of additive is present. Diamino durene is preferred. Other durenes mentioned and the preparation of which is detailed are N,N1-tetramethyl-, N,N1-diisopropyl- and N-ethyl-N1-acetyl-diamino durene, the last two compounds being new. Diamino durene is made by nitrating durene and reducing the product and the N,N1-tetramethyl- and -diisopropyl-derivatives respectively by treating diamino-durene with methyl iodide under alkaline conditions and by reacting dinitro or diamino durene with acetone in the presence of hydrogen preferably at elevated temperature, e.g. 50-100 DEG C., and pressure, e.g. 20-50 atmos., and with a hydrogenation catalyst, e.g. platinum-on-charcoal. N-Ethyl-N1-acetyl diamino durene is made by acetylating durene and partially reducing the diacetyl compound thus formed with, e.g. lithium aluminium hydride, preferably in a solvent, e.g. tetrahydrofuran, at elevated temperature. In examples: (1) nonaldehyde, (2) tetrahydrofurfuryl alcohol, and (4) methyl esters of linseed oil are stabilized with diamino durene, other stabilizers are N,N1-tetramethyl-and N-ethyl-N1-acetyl-diamono-durene in (1) and N,N1-di-isopropyl-diamino-durene in (2). According to the Provisional Specification fatty, vegetable and lubricating oils may also be stabilized.ALSO:Petrol is stabilized by the addition of a small amount of diaminodurene or an alkylated or acylated derivative thereof. Preferably 0.001 to 1 per cent of additive is used. Diaminodurene is preferred, other durenes specified being N, N1-tetramethyl-, N, N1-diisopropyl- and N-ethyl-N1-acetyldiamino durene. In Example 3 thermally cracked petrol is stabilized with 0.04 per cent of diaminodurene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1315850A GB688703A (en) | 1950-05-25 | 1950-05-25 | Improvements in and relating to the stabilisation of organic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1315850A GB688703A (en) | 1950-05-25 | 1950-05-25 | Improvements in and relating to the stabilisation of organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB688703A true GB688703A (en) | 1953-03-11 |
Family
ID=10017929
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1315850A Expired GB688703A (en) | 1950-05-25 | 1950-05-25 | Improvements in and relating to the stabilisation of organic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB688703A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2837536A (en) * | 1955-05-23 | 1958-06-03 | Phillips Petroleum Co | Stabilization of heterocyclic oxygencontaining compounds |
| GB2277929A (en) * | 1993-05-13 | 1994-11-16 | Exxon Chemical Patents Inc | Process for inhibiting oxidation and polymerization of furan compounds |
-
1950
- 1950-05-25 GB GB1315850A patent/GB688703A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2837536A (en) * | 1955-05-23 | 1958-06-03 | Phillips Petroleum Co | Stabilization of heterocyclic oxygencontaining compounds |
| GB2277929A (en) * | 1993-05-13 | 1994-11-16 | Exxon Chemical Patents Inc | Process for inhibiting oxidation and polymerization of furan compounds |
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