GB1296592A - - Google Patents
Info
- Publication number
- GB1296592A GB1296592A GB1296592DA GB1296592A GB 1296592 A GB1296592 A GB 1296592A GB 1296592D A GB1296592D A GB 1296592DA GB 1296592 A GB1296592 A GB 1296592A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethyl
- phenyl
- diphenyl
- polyethylene
- butyl
- 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
- -1 Polyethylene Polymers 0.000 abstract 5
- 239000004698 Polyethylene Substances 0.000 abstract 4
- 229920000573 polyethylene Polymers 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 abstract 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 239000006229 carbon black Substances 0.000 abstract 2
- ODBCKCWTWALFKM-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhex-3-yne Chemical compound CC(C)(C)OOC(C)(C)C#CC(C)(C)OOC(C)(C)C ODBCKCWTWALFKM-UHFFFAOYSA-N 0.000 abstract 1
- CBMMQIGWIBMFAM-UHFFFAOYSA-N 2-[10-(2-phenylpropan-2-ylperoxy)decylperoxy]propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOCCCCCCCCCCOOC(C)(C)C1=CC=CC=C1 CBMMQIGWIBMFAM-UHFFFAOYSA-N 0.000 abstract 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000000378 calcium silicate Substances 0.000 abstract 1
- 229910052918 calcium silicate Inorganic materials 0.000 abstract 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
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
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/18—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
1296592 Polyethylene compositions UNIROYAL Inc 2 June 1970 [26 June 1969 22 July 1969] 26443/70 Heading C3P [Also in Division C2] Compositions comprise polyethylene and an antioxidant of formula where Aryl is phenyl or alkylphenyl, Alkyl has 1 to 4 carbon atoms, and R is C 1-8 alkyl or C 5-9 cycloalkyl; or a N,N<SP>1</SP>-dialkyl-N,N<SP>1</SP>-diaryl-1,4- arylene diamine; or a N,N<SP>1</SP>-di-(#-hydroxyalkyl) - N,N<SP>1</SP> - diaryl - 1,4 - arylene diamine. The polyethylene may be peroxide cured, e.g. with dicumyl peroxide, 2,5-dimethyl-2,5-di-(tbutylperoxy) hexane, 1,10 - di - (cumylperoxy) decane or 2,5-di-(t-butylperoxy)-2,5-dimethylhexyne, and may contain fillers, e.g. carbon black, silica, alumina or calcium silicate. Many suitable amines are listed and examples describe vulcanized compositions prepared from polyethylene, carbon black, dicumyl peroxide and N,N,N<SP>1</SP> - trimethyl - N<SP>1</SP> - phenyl, N,N<SP>1</SP> - dimethyl - N - isopropyl - N<SP>1</SP> - phenyl-, N,N<SP>1</SP>- dimethyl - N - cyclohexyl - N<SP>1</SP> - phenyl-, N,N<SP>1</SP>- dimethyl - N - sec. - butyl - N<SP>1</SP> - phenyl-, N,N<SP>1</SP>- dimethyl - N - (1,3 - dimethylbutyl) - N<SP>1</SP>-phenyl-, N,N<SP>1</SP> - dimethyl - N - propyl - N<SP>1</SP> - phenyl-, N,N<SP>1</SP> - dimethyl - N - butyl - N<SP>1</SP> - phenyl-, N,N<SP>1</SP>- dimethyl - N,N<SP>1</SP> - diphenyl-, N,N<SP>1</SP> - diethyl- N,N<SP>1</SP> - diphenyl-, N,N<SP>1</SP> - dimethyl - N - phenyl - N<SP>1</SP> - # - naphthyl-, N,N<SP>1</SP> - di - (# - hydroxyethyl) - N,N<SP>1</SP> - diphenyl-, N,N<SP>1</SP> - di - (# - hydroxypropyl)- N,N<SP>1</SP> - diphenyl- and N,N<SP>1</SP> - di - butyl - N,N<SP>1</SP> - diphenyl-p-phenylene diamines; and for comparison polymerized 2,2,4-trimethyl-1,2-dihydroquinoline and N,N<SP>1</SP> - dimethyl - N,N<SP>1</SP> - bis-(1,4-dimethylpentyl)-p-phenylene di amine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83698369A | 1969-06-26 | 1969-06-26 | |
| US84383769A | 1969-07-22 | 1969-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1296592A true GB1296592A (en) | 1972-11-15 |
Family
ID=27125903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1296592D Expired GB1296592A (en) | 1969-06-26 | 1970-06-02 |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE751989A (en) |
| DE (1) | DE2030972A1 (en) |
| FR (1) | FR2047950B1 (en) |
| GB (1) | GB1296592A (en) |
| LU (1) | LU61188A1 (en) |
| NL (1) | NL7008375A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011059583A1 (en) | 2009-10-29 | 2011-05-19 | Chemtura Corporation | Lubrication and lubricating oil compositions |
| WO2013090051A1 (en) | 2011-12-13 | 2013-06-20 | Chemtura Corporation | Cross products and co-oligomers of phenylenediamines and aromatic amines as antioxidants for lubricants |
| US8563489B2 (en) | 2007-12-12 | 2013-10-22 | Chemtura Corporation | Alkylated 1,3-benzenediamine compounds and methods for producing same |
| US8987515B2 (en) | 2011-12-13 | 2015-03-24 | Chemtura Corporation | Cross products and co-oligomers of phenylenediamines and aromatic amines as antioxidants for lubricants |
| WO2018013181A1 (en) | 2016-07-13 | 2018-01-18 | Chevron Oronite Company Llc | Synergistic lubricating oil composition containing mixture of antioxidants |
-
1970
- 1970-06-02 GB GB1296592D patent/GB1296592A/en not_active Expired
- 1970-06-09 NL NL7008375A patent/NL7008375A/xx unknown
- 1970-06-12 FR FR7021681A patent/FR2047950B1/fr not_active Expired
- 1970-06-15 BE BE751989D patent/BE751989A/en unknown
- 1970-06-23 DE DE19702030972 patent/DE2030972A1/en active Pending
- 1970-06-24 LU LU61188D patent/LU61188A1/xx unknown
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8563489B2 (en) | 2007-12-12 | 2013-10-22 | Chemtura Corporation | Alkylated 1,3-benzenediamine compounds and methods for producing same |
| WO2011059583A1 (en) | 2009-10-29 | 2011-05-19 | Chemtura Corporation | Lubrication and lubricating oil compositions |
| JP2013508529A (en) * | 2009-10-29 | 2013-03-07 | ケムチュア コーポレイション | Lubricating and lubricating oil compositions |
| WO2013090051A1 (en) | 2011-12-13 | 2013-06-20 | Chemtura Corporation | Cross products and co-oligomers of phenylenediamines and aromatic amines as antioxidants for lubricants |
| US8987515B2 (en) | 2011-12-13 | 2015-03-24 | Chemtura Corporation | Cross products and co-oligomers of phenylenediamines and aromatic amines as antioxidants for lubricants |
| WO2018013181A1 (en) | 2016-07-13 | 2018-01-18 | Chevron Oronite Company Llc | Synergistic lubricating oil composition containing mixture of antioxidants |
| US10077410B2 (en) | 2016-07-13 | 2018-09-18 | Chevron Oronite Company Llc | Synergistic lubricating oil composition containing mixture of antioxidants |
Also Published As
| Publication number | Publication date |
|---|---|
| BE751989A (en) | 1970-12-15 |
| FR2047950A1 (en) | 1971-03-19 |
| NL7008375A (en) | 1970-12-29 |
| DE2030972A1 (en) | 1971-01-07 |
| LU61188A1 (en) | 1970-08-26 |
| FR2047950B1 (en) | 1973-01-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |