GB788794A - New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methane - Google Patents
New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methaneInfo
- Publication number
- GB788794A GB788794A GB35026/54A GB3502654A GB788794A GB 788794 A GB788794 A GB 788794A GB 35026/54 A GB35026/54 A GB 35026/54A GB 3502654 A GB3502654 A GB 3502654A GB 788794 A GB788794 A GB 788794A
- Authority
- GB
- United Kingdom
- Prior art keywords
- antioxidants
- molecular proportions
- treating
- mixture
- antioxidant
- 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
- 239000003963 antioxidant agent Substances 0.000 title abstract 14
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title abstract 4
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 title abstract 3
- 239000002131 composite material Substances 0.000 title abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 9
- 239000000203 mixture Substances 0.000 abstract 9
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 6
- 230000003078 antioxidant effect Effects 0.000 abstract 5
- 238000010438 heat treatment Methods 0.000 abstract 5
- 239000000047 product Substances 0.000 abstract 4
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 238000009835 boiling Methods 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 238000004821 distillation Methods 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 229920003052 natural elastomer Polymers 0.000 abstract 3
- 229920001194 natural rubber Polymers 0.000 abstract 3
- 229920003051 synthetic elastomer Polymers 0.000 abstract 3
- 239000005061 synthetic rubber Substances 0.000 abstract 3
- 239000011787 zinc oxide Substances 0.000 abstract 3
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 abstract 2
- 244000043261 Hevea brasiliensis Species 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- 235000021355 Stearic acid Nutrition 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000001273 butane Substances 0.000 abstract 2
- 239000011280 coal tar Substances 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 abstract 2
- 239000004615 ingredient Substances 0.000 abstract 2
- 229920000126 latex Polymers 0.000 abstract 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 2
- 239000005060 rubber Substances 0.000 abstract 2
- 239000008117 stearic acid Substances 0.000 abstract 2
- XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical compound ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 abstract 2
- LJTHRTUULDZCLK-UHFFFAOYSA-N (2,2,3-trimethyl-4-phenylpentan-3-yl)benzene Chemical compound CC(C(C)(C)C)(C(C)C1=CC=CC=C1)C1=CC=CC=C1 LJTHRTUULDZCLK-UHFFFAOYSA-N 0.000 abstract 1
- UWDMKTDPDJCJOP-UHFFFAOYSA-N 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-carboxylate Chemical compound CC1(C)CC(O)(C(O)=O)CC(C)(C)N1 UWDMKTDPDJCJOP-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 241000276489 Merlangius merlangus Species 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229920006173 natural rubber latex Polymers 0.000 abstract 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 235000019271 petrolatum Nutrition 0.000 abstract 1
- 229920001084 poly(chloroprene) Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000011269 tar Substances 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 abstract 1
- SVAISWVPYVSCJE-UHFFFAOYSA-L zinc;n,n-diethylcarbamate Chemical compound [Zn+2].CCN(CC)C([O-])=O.CCN(CC)C([O-])=O SVAISWVPYVSCJE-UHFFFAOYSA-L 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
-
- 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
- C08K5/13—Phenols; Phenolates
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/925—Natural rubber compositions having nonreactive materials, i.e. NRM, other than: carbon, silicon dioxide, glass titanium dioxide, water, hydrocarbon or halohydrocarbon
- Y10S524/926—Natural rubber compositions having nonreactive materials, i.e. NRM, other than: carbon, silicon dioxide, glass titanium dioxide, water, hydrocarbon or halohydrocarbon with water as NRM, exemplified
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL93166D NL93166C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1954-12-03 | ||
| US2899394D US2899394A (en) | 1954-12-03 | Composite antioxidants and process of | |
| GB35026/54A GB788794A (en) | 1954-12-03 | 1954-12-03 | New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB35026/54A GB788794A (en) | 1954-12-03 | 1954-12-03 | New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB788794A true GB788794A (en) | 1958-01-08 |
Family
ID=10372917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35026/54A Expired GB788794A (en) | 1954-12-03 | 1954-12-03 | New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methane |
Country Status (3)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3761525A (en) * | 1967-01-16 | 1973-09-25 | Monsanto Co | Non-discoloring antidegradants |
| US3505287A (en) * | 1967-01-16 | 1970-04-07 | Monsanto Co | Asymmetrical phenolic nondiscoloring antidegradants for polymers |
| US3620980A (en) * | 1969-08-01 | 1971-11-16 | Monsanto Co | Asymmetrical phenolic nondiscoloring antidegradants for polymers |
| US4222884A (en) * | 1978-12-04 | 1980-09-16 | Ethyl Corporation | Antioxidant |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2559932A (en) * | 1947-02-10 | 1951-07-10 | Ici Ltd | Rubber antioxidants |
| US2692835A (en) * | 1950-06-07 | 1954-10-26 | Gulf Research Development Co | Paraffin wax compositions |
-
0
- US US2899394D patent/US2899394A/en not_active Expired - Lifetime
- NL NL93166D patent/NL93166C/xx active
-
1954
- 1954-12-03 GB GB35026/54A patent/GB788794A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL93166C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| US2899394A (en) | 1959-08-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB342314A (en) | Process for the manufacture of rubber-like masses and articles therefrom | |
| GB788794A (en) | New composite antioxidants comprising bis-(hydroxy-dimethylphenyl) derivatives of butane and methane | |
| GB514912A (en) | Improvements in or relating to the manufacture and application of synthetic rubber-like materials | |
| US3781250A (en) | Process for the vulcanization of homo-or copolymers of conjugated dienes | |
| US2488975A (en) | Antimonyl derivatives of polyhydric phenols as antioxidants | |
| GB492998A (en) | Improvements in the manufacture and production of vulcanisable mixtures of organic film-forming substances | |
| US3157609A (en) | Treatment of synthetic rubber | |
| US2560028A (en) | Nondiscoloring antioxidants for natural rubber and synthetic rubbers | |
| GB788168A (en) | New diarylmethane derivatives, their manufacture and application | |
| US2690435A (en) | Protection of rubber by stannous complex | |
| US3300541A (en) | Vulcanisable mixtures and products obtainable therefrom | |
| US2560044A (en) | Halo-alkylphenol stabilizers for synthetic rubber | |
| GB663445A (en) | Improvements in and relating to reaction products of polydienes and sulphur dioxide | |
| US2880256A (en) | 2-allyl, 4-alkoxy phenol natural rubber stabilizers | |
| US2626932A (en) | Reclaiming rubbers | |
| US2605252A (en) | Stabilization of rubber materials with cresylic acid derivatives | |
| US2690436A (en) | Rubber stabilized by a stannous complex of a phenolic compound | |
| US2514209A (en) | Vulcanized rubber resistant to flex cracking and method of producing same | |
| US2686163A (en) | Reclaiming rubbers | |
| US2960539A (en) | Preparation of antiozonants from wood tar distillate | |
| GB563992A (en) | Production of moulded articles from iso-olefine diolefine copolymers | |
| GB727953A (en) | Improvements in vulcanizing butyl rubber and curing bags made therefrom | |
| GB792535A (en) | Improvements in rubber compositions | |
| GB946056A (en) | Improvements relating to tyres | |
| SU1062221A1 (ru) | Композици на основе карбоцепного каучука |