RU2014123024A - COMPOUND OF A SPATIALLY HARDENED PHENOL, ITS OBTAINING AND ITS APPLICATION AS AN ANTIOXIDANT - Google Patents
COMPOUND OF A SPATIALLY HARDENED PHENOL, ITS OBTAINING AND ITS APPLICATION AS AN ANTIOXIDANT Download PDFInfo
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- RU2014123024A RU2014123024A RU2014123024/04A RU2014123024A RU2014123024A RU 2014123024 A RU2014123024 A RU 2014123024A RU 2014123024/04 A RU2014123024/04 A RU 2014123024/04A RU 2014123024 A RU2014123024 A RU 2014123024A RU 2014123024 A RU2014123024 A RU 2014123024A
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- linear
- branched alkyl
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- hydrogen
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- 150000001875 compounds Chemical class 0.000 title claims abstract 20
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract 12
- 239000003963 antioxidant agent Substances 0.000 title claims 4
- 230000003078 antioxidant effect Effects 0.000 title claims 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract 109
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 67
- 239000001257 hydrogen Substances 0.000 claims abstract 65
- 125000004404 heteroalkyl group Chemical group 0.000 claims abstract 46
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 36
- 150000002431 hydrogen Chemical class 0.000 claims abstract 29
- 125000001424 substituent group Chemical group 0.000 claims abstract 24
- 229920000098 polyolefin Chemical group 0.000 claims abstract 10
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 25
- 125000003118 aryl group Chemical group 0.000 claims 18
- 229910052799 carbon Inorganic materials 0.000 claims 18
- -1 phenol compound Chemical class 0.000 claims 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- 239000010687 lubricating oil Substances 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 3
- 150000008064 anhydrides Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims 3
- HJCUTNIGJHJGCF-UHFFFAOYSA-N 9,10-dihydroacridine Chemical group C1=CC=C2CC3=CC=CC=C3NC2=C1 HJCUTNIGJHJGCF-UHFFFAOYSA-N 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims 1
- 238000012217 deletion Methods 0.000 claims 1
- 230000037430 deletion Effects 0.000 claims 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 0 *c1cc(*)cc(O)c1 Chemical compound *c1cc(*)cc(O)c1 0.000 description 1
- LVLYGKKDLALETG-UHFFFAOYSA-N CCC(C)[NH+]([O-])OC Chemical compound CCC(C)[NH+]([O-])OC LVLYGKKDLALETG-UHFFFAOYSA-N 0.000 description 1
- LZDLKPMQZSEESY-UHFFFAOYSA-N CCCC(C)O[NH+](C)[O-] Chemical compound CCCC(C)O[NH+](C)[O-] LZDLKPMQZSEESY-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/25—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/30—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/40—Y being a hydrogen or a carbon atom
- C07C323/41—Y being a hydrogen or an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
- C07C329/02—Monothiocarbonic acids; Derivatives thereof
- C07C329/04—Esters of monothiocarbonic acids
- C07C329/10—Esters of monothiocarbonic acids having sulfur atoms of thiocarbonic groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
- C07D219/08—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/20—[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
Landscapes
- Lubricants (AREA)
- Cosmetics (AREA)
Abstract
1. Соединение пространственно затрудненного фенола, представленное формулой (I),в формуле (I), множество R могут быть одинаковыми или отличаться друг от друга, при этом каждый из них независимо выбирают из группы, состоящей из водорода, Cлинейного или разветвленного алкила (предпочтительно, Cлинейного или разветвленного алкила или полиолефиновой группы, имеющей среднечисленную молекулярную массу (Mn) от 300 до 3000), группы, представленной формулой (II), и группы, представленной формулой (III), при условии, что, по меньшей мере, один R представляет собой группу, представленную формулой (II); множество R' могут быть одинаковыми или отличаться друг от друга, при этом каждый из них независимо выбирают из группы, состоящей из водорода и Cлинейного или разветвленного алкила (предпочтительно, каждый из них независимо выбирают из группы, состоящей из водорода и Cлинейного или разветвленного алкила),в каждой формуле, группу L выбирают из группы, состоящей из m+1 валентного Cлинейного или разветвленного алкила, необязательно замещенного одним или более заместителями, выбранными из группы, состоящей из оксо, Cгидрокарбила (предпочтительно, Cлинейного или разветвленного алкила, Cарила или его комбинированной группы) и Cлинейного или разветвленного гетероалкила и m+1 валентного Cлинейного или разветвленного гетероалкила, необязательно замещенного одним или более заместителями, выбранными из группы, состоящей из оксо, Cгидрокарбила (предпочтительно, Cлинейного или разветвленного алкила, Cарила или его комбинированной группы) и Cлинейного или разветвленного гетероалкила; группа L' представляет собой группу, представленнуюгде группу R" выбираю�1. The compound of the hindered phenol represented by the formula (I) in the formula (I), the plurality of R may be the same or different from each other, each of them independently selected from the group consisting of hydrogen, linear or branched alkyl (preferably , A linear or branched alkyl or polyolefin group having a number average molecular weight (Mn) of from 300 to 3000), a group represented by formula (II), and a group represented by formula (III), provided that at least one R represents a group represented by formula (II); the plurality of R ′ may be the same or different from each other, each of which is independently selected from the group consisting of hydrogen and linear or branched alkyl (preferably, each of them is independently selected from the group consisting of hydrogen and linear or branched alkyl) , in each formula, the group L is selected from the group consisting of m + 1 valency linear or branched alkyl optionally substituted with one or more substituents selected from the group consisting of oxo, hydroxycarbyl (preferably A linear or branched alkyl, Caryl or a combined group thereof) and a linear or branched heteroalkyl and m + 1 valence linear or branched heteroalkyl optionally substituted with one or more substituents selected from the group consisting of oxo, hydroxycarbyl (preferably a linear or branched alkyl Caryl or a combination thereof) and a linear or branched heteroalkyl; the group L 'represents the group represented where the group R "choose
Claims (10)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2014123024A RU2641904C2 (en) | 2014-06-05 | 2014-06-05 | Connection of spatially hindered phenol, its obtaining and its application as antioxidant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2014123024A RU2641904C2 (en) | 2014-06-05 | 2014-06-05 | Connection of spatially hindered phenol, its obtaining and its application as antioxidant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2014123024A true RU2014123024A (en) | 2015-12-10 |
| RU2641904C2 RU2641904C2 (en) | 2018-01-23 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2014123024A RU2641904C2 (en) | 2014-06-05 | 2014-06-05 | Connection of spatially hindered phenol, its obtaining and its application as antioxidant |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2641904C2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114478200A (en) * | 2020-10-28 | 2022-05-13 | 中国石油化工股份有限公司 | Phenol derivative and preparation method and application thereof |
| CN115975706A (en) * | 2021-10-15 | 2023-04-18 | 中国石油化工股份有限公司 | A kind of industrial lubricating oil composition and preparation method thereof |
| CN115975694A (en) * | 2021-10-15 | 2023-04-18 | 中国石油化工股份有限公司 | A kind of hydraulic oil composition and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3461184D1 (en) * | 1983-02-10 | 1986-12-11 | Ciba Geigy Ag | N-substituted 4-hydroxyphenylthiomethyl amines or urides |
| US4772405A (en) * | 1985-08-26 | 1988-09-20 | Ciba-Geigy Corporation | Lubricant compositions which contain sulfur-containing phenol derivatives, and novel sulfur-containing phenol derivatives |
| US7928045B2 (en) * | 2006-02-28 | 2011-04-19 | Chemtura Corporation | Stabilizing compositions for lubricants |
-
2014
- 2014-06-05 RU RU2014123024A patent/RU2641904C2/en active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114478200A (en) * | 2020-10-28 | 2022-05-13 | 中国石油化工股份有限公司 | Phenol derivative and preparation method and application thereof |
| CN115975706A (en) * | 2021-10-15 | 2023-04-18 | 中国石油化工股份有限公司 | A kind of industrial lubricating oil composition and preparation method thereof |
| CN115975694A (en) * | 2021-10-15 | 2023-04-18 | 中国石油化工股份有限公司 | A kind of hydraulic oil composition and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2641904C2 (en) | 2018-01-23 |
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