GB1263910A - Improvements in the reduction of oxidative degradation in organic materials - Google Patents
Improvements in the reduction of oxidative degradation in organic materialsInfo
- Publication number
- GB1263910A GB1263910A GB2947769A GB2947769A GB1263910A GB 1263910 A GB1263910 A GB 1263910A GB 2947769 A GB2947769 A GB 2947769A GB 2947769 A GB2947769 A GB 2947769A GB 1263910 A GB1263910 A GB 1263910A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polypropylene
- oxidative degradation
- stilbenedithiolate
- ethylene
- polyethylene
- 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
- 238000010525 oxidative degradation reaction Methods 0.000 title abstract 2
- 239000011368 organic material Substances 0.000 title 1
- -1 polyethylene Polymers 0.000 abstract 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 239000004698 Polyethylene Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 abstract 2
- 229910052763 palladium Inorganic materials 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000004417 polycarbonate Substances 0.000 abstract 2
- 229920000515 polycarbonate Polymers 0.000 abstract 2
- 229920000573 polyethylene Polymers 0.000 abstract 2
- 229910052723 transition metal Inorganic materials 0.000 abstract 2
- 150000003624 transition metals Chemical class 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- FUSRPUUSAXOXGU-UHFFFAOYSA-J C1(=C(C(=CC=C1)[S-])[S-])C=CC1=CC=CC=C1.C1(=C(C(=CC=C1)[S-])[S-])C=CC1=CC=CC=C1.[Ni+4] Chemical compound C1(=C(C(=CC=C1)[S-])[S-])C=CC1=CC=CC=C1.C1(=C(C(=CC=C1)[S-])[S-])C=CC1=CC=CC=C1.[Ni+4] FUSRPUUSAXOXGU-UHFFFAOYSA-J 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000004743 Polypropylene Substances 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 239000004926 polymethyl methacrylate Substances 0.000 abstract 1
- 229920001155 polypropylene Polymers 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 abstract 1
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 1
- 230000000087 stabilizing effect Effects 0.000 abstract 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc 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
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6578—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and sulfur atoms with or without oxygen atoms, as ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1,263,910. Stabilizing polymers. DEFENCE, SECRETARY OF STATE FOR. 13 Nov., 1969 [13 Aug., 1968; 10 June, 1969], Nos. 38692/68 and 29477/69. Headings C3P and C3R. [Also in Divisions C2 and C4-C5] Oxidative degradation of polymers is reduced by incorporating therein an α-dithiodicarbonyl complex of formula wherein R 1 and R 2 are hydrogen, aliphatic, alicyclic or aromatic groups, n is 2 or 3 and M is a transition metal; an adduct of such a complex; or a thiophosphoric ester of formula wherein A, B, C and D are oxygen or sulphur. The polymer may be polyethylene, polypropylene, ethylene/propylene copolymer, polymethyl methacrylate, polyvinyl chloride, polycarbonate or polyamide. The transition metal may be iron, nickel, palladium, platinum, cobalt or zinc. Adducts may be formed with tributyl phosphine or triphenyl phosphine. Many examples are given in which polyethylene, polypropylene, ethylene/propylene copolymers and polycarbonates are stabilized with nickel bis-(stilbenedithiolate), and polypropylene with palladium bis-(stilbenedithiolate); and the results compared with conventional antioxidants.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691941253 DE1941253A1 (en) | 1968-08-13 | 1969-08-13 | Process for reducing oxidative damage and for catalyzing decomposition and peroxides and products of the process |
| JP6410869A JPS512501B1 (en) | 1968-08-13 | 1969-08-13 | |
| FR6927934A FR2017965A1 (en) | 1968-08-13 | 1969-08-13 | Antioxidants and stabilised compositions containing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3869268 | 1968-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1263910A true GB1263910A (en) | 1972-02-16 |
Family
ID=10405099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2947769A Expired GB1263910A (en) | 1968-08-13 | 1968-08-13 | Improvements in the reduction of oxidative degradation in organic materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1263910A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0192215A1 (en) * | 1985-02-20 | 1986-08-27 | BASF Aktiengesellschaft | Tetraphenyl-di-thiolene complexes, asymmetrical substituted benzoines and optical recording mediums containing the complexes |
| EP0193774A1 (en) * | 1985-02-20 | 1986-09-10 | BASF Aktiengesellschaft | Camphor-di-thiolene-complexes and their use |
| US4783393A (en) * | 1986-10-27 | 1988-11-08 | Eastman Kodak Company | Dye mixtures and optical recording elements containing same |
-
1968
- 1968-08-13 GB GB2947769A patent/GB1263910A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0192215A1 (en) * | 1985-02-20 | 1986-08-27 | BASF Aktiengesellschaft | Tetraphenyl-di-thiolene complexes, asymmetrical substituted benzoines and optical recording mediums containing the complexes |
| EP0193774A1 (en) * | 1985-02-20 | 1986-09-10 | BASF Aktiengesellschaft | Camphor-di-thiolene-complexes and their use |
| US4783393A (en) * | 1986-10-27 | 1988-11-08 | Eastman Kodak Company | Dye mixtures and optical recording elements containing same |
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