GB663557A - Lubricating oil composition - Google Patents
Lubricating oil compositionInfo
- Publication number
- GB663557A GB663557A GB2891448A GB2891448A GB663557A GB 663557 A GB663557 A GB 663557A GB 2891448 A GB2891448 A GB 2891448A GB 2891448 A GB2891448 A GB 2891448A GB 663557 A GB663557 A GB 663557A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mono
- butyl
- ethers
- carbon atoms
- glycol monomethyl
- 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
- 239000000203 mixture Substances 0.000 title abstract 4
- 239000010687 lubricating oil Substances 0.000 title abstract 3
- -1 ether alcohols Chemical class 0.000 abstract 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical class CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 abstract 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 3
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 abstract 2
- YHCCCMIWRBJYHG-UHFFFAOYSA-N 3-(2-ethylhexoxymethyl)heptane Chemical class CCCCC(CC)COCC(CC)CCCC YHCCCMIWRBJYHG-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 235000021317 phosphate Nutrition 0.000 abstract 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003245 coal Substances 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 125000000962 organic group Chemical group 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
Abstract
Fully esterified organic phosphates are prepared by reacting phosphorus oxychloride or phosphorus pentoxide with one or more ether alcohols having from 3 to 21 carbon atoms and having an ethylene or propylene group connecting the hydroxyl group to the nearest ether oxygen atom. The ether alcohols may be prepared by reacting alcohols with alkylene oxides. Ether alcohols specified are the carbitols, especially those of formula RO.CH2.CH2.OCH2CH2OH where R is an alkyl group of 4-12 carbon atoms; ethylene glycol monomethyl, mono-n-butyl, mono-2-ethylbutyl, mono-2-ethylhexyl and mono-tert.-octyl ethers, diethylene glycol mono-n-butyl, mono-2-ethylbutyl and mono-2-ethylhexyl ethers, propylene glycol mono-n-butyl and monoisopropyl ethers, dipropylene glycol monomethyl, monoethyl, mono-n-butyl and monoisopropyl ethers and tripropylene glycol monomethyl, monoethyl, mono-n-butyl and monoisopropyl ethers. In an example, 1 mol. of an ether alcohol (butyl carbitol, 2-ethylhexylcellosolve or a mixture of 2/3 mol. of butyl carbitol and 1/3 mol. methyl cellosolve) is mixed with pyridine and benzene, cooled to -5 DEG C., and 1/3 mol. phosphorus oxychloride added. The mixture is refluxed for 2 hours and then water is added and the benzene layer separated, washed, dried and the solvent distilled off. Specification 478,338, [Group III], is referred to.ALSO:A lubricating composition comprises a lubricating oil and an organic phosphate of formula OP (OROR1) (OROR2) (OROR3), in which R is a saturated aliphatic hydrocarbon group of 2-3 carbon atoms and R1, R2 and R3 are organic groups which may be (1) alkyl groups containing 1-18 carbon atoms, or (2) a series of saturated aliphatic hydrocarbon groups interlinked by oxygen atoms, the total number of carbon and oxygen atoms being from 4-18. The maximum number of oxygen atoms in R1, R2 or R3 is not greater than 5 and there is a chain of at least 2 carbon atoms between any two ether oxygen atoms. Ether alcohols which may be used in forming the esters, e.g. by reaction with phosphorus oxychloride, are the carbitols, especially those of formula R.0CH2.CH2.0CH2.CH2.OH, where R is an alkyl group of 4-12 carbon atoms; ethylene glycol monomethyl, mono-n-butyl, mono-2-ethyl-butyl, mono-2-ethylhexyl and mono tert.-octyl ethers, diethylene glycol mono-n-butyl, mono-2-ethylbutyl, and mono-2-ethylhexyl ethers, propylene glycol mono-n-butyl and monoisopropyl ethers, dipropylene glycol monomethyl, monoethyl, mono-n-butyl and monoisopropyl ethers and tripropylene glycol monomethyl, monoethyl, mono-n-butyl and monoisopropyl ethers. From 1 to 10 per cent of the phosphoric esters may be blended with the lubricating oil, which may be either a mineral oil or a synthetic oil such as that obtained by the polymerisation of olefines or by the hydrogenation of coal. Specification 478,338 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2891448A GB663557A (en) | 1948-11-08 | 1948-11-08 | Lubricating oil composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2891448A GB663557A (en) | 1948-11-08 | 1948-11-08 | Lubricating oil composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB663557A true GB663557A (en) | 1951-12-27 |
Family
ID=10283224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2891448A Expired GB663557A (en) | 1948-11-08 | 1948-11-08 | Lubricating oil composition |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB663557A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3091589A (en) * | 1961-03-15 | 1963-05-28 | Texaco Inc | Drilling fluid |
| US3340191A (en) * | 1962-12-18 | 1967-09-05 | Rohm & Haas | Fuel and lubricant compositions |
| CN115605563A (en) * | 2020-04-16 | 2023-01-13 | 道达尔能量联动技术公司（Fr） | Guanidinium-based ionic liquids and their use as lubricant additives |
-
1948
- 1948-11-08 GB GB2891448A patent/GB663557A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3091589A (en) * | 1961-03-15 | 1963-05-28 | Texaco Inc | Drilling fluid |
| US3340191A (en) * | 1962-12-18 | 1967-09-05 | Rohm & Haas | Fuel and lubricant compositions |
| CN115605563A (en) * | 2020-04-16 | 2023-01-13 | 道达尔能量联动技术公司（Fr） | Guanidinium-based ionic liquids and their use as lubricant additives |
| CN115605563B (en) * | 2020-04-16 | 2023-05-02 | 道达尔能量联动技术公司 | Guanidinium-based ionic liquids and their use as lubricant additives |
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