GB1113056A - Process for the preservation of polyolefines and polyamides - Google Patents
Process for the preservation of polyolefines and polyamidesInfo
- Publication number
- GB1113056A GB1113056A GB3996364A GB3996364A GB1113056A GB 1113056 A GB1113056 A GB 1113056A GB 3996364 A GB3996364 A GB 3996364A GB 3996364 A GB3996364 A GB 3996364A GB 1113056 A GB1113056 A GB 1113056A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenylenediamine
- alkyl
- stearoyl
- acyl
- substituted
- 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
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
-
- 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
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
-
- 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
- C09K15/18—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen containing an amine or imine moiety
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Luminescent Compositions (AREA)
- Polyamides (AREA)
Abstract
Polyolefins and polyamides are preserved, particularly against oxidative degradation, by incorporating therein an acyl-p-phenylenediamine of formula <FORM:1113056/C3/1> where R1 and R3 are hydrogen or alkyl, R2 is alkyl, substituted alkyl or cycloalkyl or together with another R2 represents an alkylene group joining two acyl-p-phenylenediamino groups, and R4 is an acyl group derived from an aliphatic or cycloaliphatic carboxylic acid, and in which the benzene ring may optionally be substituted by one or more alkyl groups. Specified polymers are polypropylene, polyhexamethylene adipamide, poly-(o -aminocaproic acid) and poly-(cis-aminoundecanoic acid). Other conventional ingredients, e.g. waxes, fillers and pigments, carbon black, zinc oxide, stearic acid, and other stabilizers such as dilauryl thiodipropionate, organic phosphites, thiophosphites, phosphates and thiophosphates, dialkyl dithiocarbamates and 2-hydroxy-4-octyloxy benzophenone, may also be incorporated. Many suitble substituents for the p-phenylenediamines are listed and in Examples (4) polypropylene is stabilized with N,N-diethyl-N1-stearoyl p-phenylenediamine with and without dilauryl thiodipropionate, and N,N-dimethyl-N1-stearoyl p-phenylenediamine, and (5) a formic acid solution of polyhexamethylene adipamide is stabilized with N-ethyl-N hydroxyethyl - N1 - stearoyl - p - phenylene diamine.ALSO:Acyl derivatives of substituted p-phenylene-diamines of formula <FORM:1113056/C2/1> where R1 and R3 are hydrogen or alkyl, R2 is alkyl, substituted alkyl or cycloalkyl or together with another R2 forms an alkylene group joining two p-phenylenediamino groups, and R4 is an acyl group derived from an aliphatic or cycloaliphatic carboxylic acid are prepared by reacting acyl chlorides with substituted p-phenylenediamines in chloroform in the presence of pyridine. In examples, N1-stearoyl derivatives are prepared by reacting stearoyl chloride with (1) N,N-diethyl-p-phenylenediamine, (2) N,N-dimethyl-p-phenylenediamine, (3) N,N-di-sec.-butyl-p-phenylenediamine, and (5) N-ethyl-N-hydroxyethyl-p-phenylenediamine.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3996364A GB1113056A (en) | 1964-10-01 | 1964-10-01 | Process for the preservation of polyolefines and polyamides |
| NL6512672A NL6512672A (en) | 1964-10-01 | 1965-09-30 | |
| BE670424A BE670424A (en) | 1964-10-01 | 1965-10-01 | |
| FR33516A FR1449193A (en) | 1964-10-01 | 1965-10-01 | Preservation process for oils and polymers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3996364A GB1113056A (en) | 1964-10-01 | 1964-10-01 | Process for the preservation of polyolefines and polyamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1113056A true GB1113056A (en) | 1968-05-08 |
Family
ID=10412448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3996364A Expired GB1113056A (en) | 1964-10-01 | 1964-10-01 | Process for the preservation of polyolefines and polyamides |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE670424A (en) |
| GB (1) | GB1113056A (en) |
| NL (1) | NL6512672A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004096951A1 (en) * | 2003-04-24 | 2004-11-11 | General Electric Company | Water-soluble phenylenediamine compositions and methods for stabilizing ethylenically unsaturated compounds and monomers |
-
1964
- 1964-10-01 GB GB3996364A patent/GB1113056A/en not_active Expired
-
1965
- 1965-09-30 NL NL6512672A patent/NL6512672A/xx unknown
- 1965-10-01 BE BE670424A patent/BE670424A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004096951A1 (en) * | 2003-04-24 | 2004-11-11 | General Electric Company | Water-soluble phenylenediamine compositions and methods for stabilizing ethylenically unsaturated compounds and monomers |
| US7414162B2 (en) | 2003-04-24 | 2008-08-19 | General Electric Company | Water-soluble phenylenediamine compositions and methods for stabilizing ethylenically unsaturated compounds and monomers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6512672A (en) | 1966-04-04 |
| BE670424A (en) | 1966-04-01 |
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