GB1057233A - Improved polyester additives for hydrocarbon oil compositions - Google Patents
Improved polyester additives for hydrocarbon oil compositionsInfo
- Publication number
- GB1057233A GB1057233A GB14110/64A GB1411064A GB1057233A GB 1057233 A GB1057233 A GB 1057233A GB 14110/64 A GB14110/64 A GB 14110/64A GB 1411064 A GB1411064 A GB 1411064A GB 1057233 A GB1057233 A GB 1057233A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyester
- glycol
- acid
- blocked
- ooc
- 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
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
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- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/146—Macromolecular compounds according to different macromolecular groups, mixtures thereof
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- 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
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
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- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
- C10L1/1983—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyesters
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- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
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- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
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- C10L1/2381—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds polyamides; polyamide-esters; polyurethane, polyureas
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/028—Overbased salts thereof
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
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- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
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- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
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- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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- Chemical & Material Sciences (AREA)
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- Combustion & Propulsion (AREA)
- Polyesters Or Polycarbonates (AREA)
- Lubricants (AREA)
Abstract
An antiwear additive for fuel and lubricant oil is a blocked polyester of the formula (B)HO-[X-OOC-Y-COO]nXOOC-YCO.R1 wherein n is an integer, suitably 1-25, R1 is the residue of a C1-6 aliphatic alcohol or of a primary or secondary amine, Y is the residue of dioleic acid, and X is the residue of a diol of formula <FORM:1057233/C4-C5/1> The polyester may be added to e.g. gasoline, kerosine, and gas oils, and lubricating oils, e.g. marine cylinder oils and automotive lubricating oils, especially in conjunction with "overbased" additives, e.g. alkali and alkaline earth metal salts of sulphonic, naphthenic, salicylic acids or of phenols. In the examples a polyester from dioleic acid and ethylene glycol, blocked with methanol is added to a marine cylinder oil containing an overbased calcium sulphonate; wet and dry kerosine; naphthas; and an oil comprising a paraffin base oil, a V.I. improver (a copolymer of vinyl acetate, N-vinyl pyrrolidone and fumarate esters), and detergents (sulphurized barium phenate, calcium sulphonate and polyisobutylene succinic acid amic adduct).ALSO:A polyester is prepared by esterifying oleic acid dimer with an equimolecular amount of a glycol HO-CHR-(-CHR-)-mCHR-OH, where each R is H or a C1- 20 alkyl group and m is 0 or 1, until between 1 and 2 mols of water have been evolved per mol of acid or glycol, and condensing the product polyester with a C1- 6 aliphatic alcohol or a primary or secondary amine, to give a final product HO-[-X-OOC-Y-COO-]-n X-OOC-Y-CO-R1, where X, Y and R1 are, respectively, the residues of the glycol, the acid, and the alcohol or amine, and n is an integer. In the example the glycol used is ethylene glycol, and the polyester is blocked with methanol.ALSO:A polyester is prepared by esterifying oleic acid dimer with an equimolecular amount of a glycol <FORM:1057233/C3/1> wherein R is H or a C1- 20 alkyl group and m is 0 or 1, until between 1 and 2 mols. of water per mol. of acid or glycol is produced, and condensing the product polyester with a C1- 6 aliphatic alcohol or a primary or secondary amine to give a polyester HO-[-X-OOC-Y-COO-]-nXOOC-Y-COR1 where X, Y, and R are the residues respectively of the glycol, the acid, and the alcohol or amine, and n is an integer. In the example the glycol is ethylene glycol, and the polyester is blocked with methanol. The blocked polyester may be added to hydrocarbon oils as an antiwear agent.
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB14110/64A GB1057233A (en) | 1964-04-06 | 1964-04-06 | Improved polyester additives for hydrocarbon oil compositions |
DE19651570503 DE1570503A1 (en) | 1964-04-06 | 1965-04-02 | Process for the preparation of polyesters of the dimer of linoleic acid |
SE04374/65A SE333362B (en) | 1964-04-06 | 1965-04-05 | |
FR11963A FR1429103A (en) | 1964-04-06 | 1965-04-05 | Advanced additives for oil compositions derived from hydrocarbons |
CH471465A CH463118A (en) | 1964-04-06 | 1965-04-05 | Process for the production of polyesters and their use |
DK174165AA DK119886B (en) | 1964-04-06 | 1965-04-06 | Oil-soluble additive for use in hydrocarbon lubricating and fuel oils. |
BE680840A BE680840A (en) | 1964-04-06 | 1966-05-11 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB14110/64A GB1057233A (en) | 1964-04-06 | 1964-04-06 | Improved polyester additives for hydrocarbon oil compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1057233A true GB1057233A (en) | 1967-02-01 |
Family
ID=10035170
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB14110/64A Expired GB1057233A (en) | 1964-04-06 | 1964-04-06 | Improved polyester additives for hydrocarbon oil compositions |
Country Status (5)
Country | Link |
---|---|
CH (1) | CH463118A (en) |
DE (1) | DE1570503A1 (en) |
DK (1) | DK119886B (en) |
GB (1) | GB1057233A (en) |
SE (1) | SE333362B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0194718A2 (en) * | 1985-03-15 | 1986-09-17 | Shell Internationale Researchmaatschappij B.V. | Lubricating-oil compositions |
-
1964
- 1964-04-06 GB GB14110/64A patent/GB1057233A/en not_active Expired
-
1965
- 1965-04-02 DE DE19651570503 patent/DE1570503A1/en active Pending
- 1965-04-05 SE SE04374/65A patent/SE333362B/xx unknown
- 1965-04-05 CH CH471465A patent/CH463118A/en unknown
- 1965-04-06 DK DK174165AA patent/DK119886B/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0194718A2 (en) * | 1985-03-15 | 1986-09-17 | Shell Internationale Researchmaatschappij B.V. | Lubricating-oil compositions |
EP0194718A3 (en) * | 1985-03-15 | 1987-05-13 | Shell Internationale Research Maatschappij B.V. | Lubricating-oil compositions |
US4715973A (en) * | 1985-03-15 | 1987-12-29 | Shell Oil Company | Lubricating oil compositions |
Also Published As
Publication number | Publication date |
---|---|
SE333362B (en) | 1971-03-15 |
DE1570503A1 (en) | 1970-02-05 |
DK119886B (en) | 1971-03-08 |
CH463118A (en) | 1968-09-30 |
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