GB797138A - Rubber antioxidants - Google Patents
Rubber antioxidantsInfo
- Publication number
- GB797138A GB797138A GB2088655A GB2088655A GB797138A GB 797138 A GB797138 A GB 797138A GB 2088655 A GB2088655 A GB 2088655A GB 2088655 A GB2088655 A GB 2088655A GB 797138 A GB797138 A GB 797138A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- tetrahydroquinoline
- dialkyl
- hydrogenating
- aliphatic ketone
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3437—Six-membered rings condensed with carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A 2:4 - dialkyl - 2 - methyl - 1:2:3:4 - tetrahydroquinoline may be prepared by hydrogenating a 2:4-dialkyl-2-methyl-1:2-dihydroquinoline obtained by condensing aniline with an aliphatic ketone, e.g. acetone or methyl ethyl ketone providing on subsequent hydrogenation 2:2:4 - trimethyl - 1:2:3:4 - tetrahydroquinoline and 2:4 - diethyl - 2 - methyl - 1:2:3:4 - tetrahydroquinoline, respectively. A 2:4 - dialkyl - 2 - methyl - 1:2:3:4 - tetrahydroquinoline substituted in the aryl nucleus by one or more hydrocarbon radical or radicals may be prepared by condensing aniline having the desired substituent or substituents, e.g. o- or p-toluidine, with an aliphatic ketone and hydrogenating the condensate.ALSO:A synthetic rubber such as a polymer of 1,3-butadiene or a copolymer thereof with styrene, acrylonitrile, isobutylene, or methyl methacrylate, contains a 2 : 4-dialkyl-2-methyl-1 : 2 : 3 : 4-tetrahydroquinoline as antioxidant. The latter may be prepared by condensing aniline with an aliphatic ketone, preferably containing an alkyl group of 1 to 4 carbon atoms, e.g. acetone or methyl ethyl ketone providing on subsequent hydrogenation 2 : 2 : 4 - trimethyl - 1 : 2 : 3 : 4 - tetrahydroquinoline and 2 : 4-dimethyl-1 : 2 : 3 : 4-tetrahydroquinoline, respectively. The 2 : 4-dialkyl - 2 - methyl - 1 : 2 : 3 : 4 - tetrahydroquinoline may contain at least one hydrocarbon substituent in the acryl nucleus, such a compound being obtainable by condensing aniline having the desired substituent or substituents, e.g. o- or p-toluidine, with an aliphatic ketone and hydrogenating the condensate.ALSO:Natural or synthetic rubber contains a 2 : 4 dialkyl-2-methyl-1 : 2 : 3 : 4 tetrahydroquinoline as antioxidant. The 2 : 4 dialkyl - 2 - methyl 1 : 2 : 3 : 4 tetrahydroquinolines may be obtained by hydrogenating 2 : 4 dialkyl-2-methyl-1 : 2 dihydroquinolines prepared by condensing aniline with an aliphatic ketone preferably containing an alkyl group of 1 to 4 carbon atoms, e.g., acetone, or methyl ethyl ketone providing on subsequent hydrogenation 2 : 2 : 4 trimethyl-1 : 2 : 3 : 4 tetrahydroquinoline and 2 : 4 diethyl-2-methyl-1 : 2 : 3 : 4 tetrahydroquinoline respectively. The 2 : 4-dialkyl-2-methyl-1 : 2 : 3 : 4-tetrahydroquinoline may contain at least one hydrocarbon substituent in the aryl nucleus, such a compound being obtainable by condensing aniline having the desired substituent or substituents, e.g., o or p toluidine, with an aliphatic ketone and hydrogenating the condensate.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2088655A GB797138A (en) | 1955-07-19 | 1955-07-19 | Rubber antioxidants |
| FR1154986D FR1154986A (en) | 1955-07-19 | 1956-07-18 | Antioxidants for rubber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2088655A GB797138A (en) | 1955-07-19 | 1955-07-19 | Rubber antioxidants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB797138A true GB797138A (en) | 1958-06-25 |
Family
ID=10153432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2088655A Expired GB797138A (en) | 1955-07-19 | 1955-07-19 | Rubber antioxidants |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1154986A (en) |
| GB (1) | GB797138A (en) |
-
1955
- 1955-07-19 GB GB2088655A patent/GB797138A/en not_active Expired
-
1956
- 1956-07-18 FR FR1154986D patent/FR1154986A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1154986A (en) | 1958-04-18 |
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