US3919187A
Expired / Lapsed
US
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Sulfur-containing compositions of unsaturated esters, their use as additives for lubricants and the lubricating compositions containing them
Assignee: IFP Energies nouvelles
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Filing: 1973-10-29
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Granted: 1975-11-11
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Expires: 1993-10-29
Abstract
Abstract Sulfurized compositions are obtained by sulfurizing an unsaturated ester obtained by esterifying at least one aliphatic mono- or di-carboxylic acid with at least one aliphatic ethylenically unsaturated mono-hydric alcohol. They are used as additives for mineral or synthetic oils.
Inventors
- 👤 Bernard Bourdoncle
- 👤 Bernard Sillion
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:09
CPC Classifications
C; C10; C10M; C10M135/00; C10M135/02; C10M135/06; C07; C07C; C07C29/00; C07C29/132; C07C29/136; C07C29/14; C07C29/141; C07C29/36; C07C29/38; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/72; C07C45/74; C07G; C07G99/00; C07G99/002; C10M2203/00; C10M2203/10; C10M2207/00; C10M2207/28; C10M2207/282; C10M2207/34; C10M2219/00; C10M2219/02; C10M2219/024; C10M2223/00; C10M2223/12; C10N; C10N2040/00; C10N2040/04; C10N2040/042; C10N2040/044; C10N2040/046; C10N2040/20; C10N2040/22
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
90 words
A SULFUR-CONTAINING COMPOSITION OBTAINED BY SULURIZING AN ESTER COMPOSITION HAVING A DEREE OF UNSATURATION OF 0.02-0.55 DOUBLE BONDS PER 100 GRAMS, SAID ESTER BEING FORMED BY TOTAL ESTERIFICATION OF: A. AT LEAST ONE ALIPHATIC HYDROCARBYL MONO-OR DI-CARBOXYLIC ACID MEANS WITH B. AT LEAST ONE ALIPHATIC HYDROCARBYL MONOHYDRIC ALCOHOL MEANS CONSISTING ESSENTIALLY OF 70-100% BY WEIGHT OF AT LEAST ONE BRANCHED ALIPHATIC HYDROCARBYL UNSATURATED MONOHYDRIC ALCOHOL HAVING ABOUT 1 ETHYLENIC UNSATURATION AND CONTAINING AT LEAST 8 CARBON ATOMS AND 0-30% BY WEIGHT OF AT LEAST ONE SATURATED ALIPHATIC HYDROCARBYL MONOHYDRIC ALCOHOL.
Claim 2
Dependent Claim
90 words
A SULFUR-CONTAINING COMPOSITION OBTAINED BY SULURIZING AN ESTER COMPOSITION HAVING A DEREE OF UNSATURATION OF 0.02-0.55 DOUBLE BONDS PER 100 GRAMS, SAID ESTER BEING FORMED BY TOTAL ESTERIFICATION OF: A. AT LEAST ONE ALIPHATIC HYDROCARBYL MONO-OR DI-CARBOXYLIC ACID MEANS WITH B. AT LEAST ONE ALIPHATIC HYDROCARBYL MONOHYDRIC ALCOHOL MEANS CONSISTING ESSENTIALLY OF 70-100% BY WEIGHT OF AT LEAST ONE BRANCHED ALIPHATIC HYDROCARBYL UNSATURATED MONOHYDRIC ALCOHOL HAVING ABOUT 1 ETHYLENIC UNSATURATION AND CONTAINING AT LEAST 8 CARBON ATOMS AND 0-30% BY WEIGHT OF AT LEAST ONE SATURATED ALIPHATIC HYDROCARBYL MONOHYDRIC ALCOHOL.
Claim 3
Dependent Claim
17 words
A composition according to claim 1, wherein the mono- or di-carboxylic acid means contains 4-22 carbon atoms.
Claim 4
Dependent Claim
21 words
A composition according to claim 1, wherein said monohydric alcohol means consists essentially of about 100% of the branched unsaturated alcohol.
Claim 5
Dependent Claim
55 words
A composition according to claim 1, wherein the ester composition results from totally esterifying: a. at least one aliphatic hydrocarbyl mono- or dicarboxylic acid means with b. 70-90% by weight of the at least one branched aliphatic hydrocarbyl unsaturated monohydric alcohol and 10-30% by weight of the at least one saturated aliphatic hydrocarbyl monohydric alcohol.
Claim 6
Dependent Claim
19 words
A composition according to claim 1, wherein the saturated aliphatic monohydric alcohol contains from 6 to 20 carbon atoms.
Claim 7
Dependent Claim
24 words
A composition according to claim 1, wherein the aliphatic mono- or di-carboxylic acid means comprises a halide, an anhydride or a lower alkyl ester.
Claim 8
Dependent Claim
17 words
A composition according to claim 1, wherein the sulfurization degree is 6-15 % by weight of sulfur.
Claim 9
Dependent Claim
41 words
A composition according to claim 7, wherein the sulfurization is carried out by heating the ester composition in the presence of a convenient amount of elemental sulfur, so as to obtain the desired sulfurization degree and the obtained product is filtered.
Claim 10
Dependent Claim
27 words
A composition according to claim 1, wherein the sulfurization is carried out on the ester composition previously diluted in a diluent comprising isodecyl adipate or 2-ethylhexyl maleate.
Claim 11
Dependent Claim
19 words
A composition according to claim 9, wherein the diluent amounts to 10-40 % by weight of the ester composition.
Claim 12
Dependent Claim
32 words
A composition according to claim 1, wherein the ethylenically, unsaturated aliphatic monohydric alcohol results from condensing formaldehyde with a branched monoolefin of 8-20 carbon atoms, said alcohol itself containing 9-21 carbon atoms.
Claim 13
Dependent Claim
23 words
A composition acCording to claim 11, wherein the branched aliphatic monoolefin is isobutene dimer, propylene trimer, propylene tetramer, isobutene trimer or isobutene tetramer.
Claim 14
Dependent Claim
52 words
A composition according to claim 1, wherein the aliphatic hydrocarbyl ethylenically unsaturated monohydric alcohol contains 8-24 carbon atoms and results from selectively reducing a branched Alpha , Beta -unsaturated aliphatic aldehyde, itself resulting from the aldolization-crotonization of at least one saturated aliphatic aldehyde of 4-12 carbon atoms and of the general formula:
Claim 15
Dependent Claim
24 words
A composition according to claim 13, wherein X is a hydrogen atom or a methyl radical in the formula of the saturated aliphatic aldehyde.
Claim 16
Dependent Claim
23 words
A composition according to claim 7, wherein the monohydric alcohol means consists essentially of about 100% of the at least one unsaturated alcohol.
Claim 17
Dependent Claim
57 words
A composition according to claim 7, wherein the ester composition results from the complete esterification of: a. At least one aliphatic hydrocarbyl mono- or dicarboxylic acid means with b. 70-90% by weight of the at least one aliphatic hydrocarbyl ethylenically unsaturated monohydric alcohol and 10-30% by weight of the at least one saturated aliphatic hydrocarbyl monohydric alcohol.
Claim 18
Dependent Claim
19 words
A composition according to claim 16, wherein the saturated aliphatic monohydric alcohol contains from 6 to 20 carbon atoms.
Claim 19
Dependent Claim
24 words
A composition according to claim 17, wherein the aliphatic mono- or di-carboxylic acid means comprises a halide, an anhydride or a lower alkyl ester.
Claim 20
Dependent Claim
16 words
A composition according to claim 3, wherein the sulfurization degree is 6-15% by weight of sulfur.
Claim 21
Dependent Claim
41 words
A composition according to claim 19, wherein the sulfurization is carried out by heating the ester composition in the presence of a convenient amount of elemental sulfur, so as to obtain the desired sulfurization degree and the obtained product is filtered.
Claim 22
Dependent Claim
27 words
A composition according to claim 20, wherein the sulfurization is carried out on the ester composition previously diluted in a diluent comprising isodecyl adipate or 2-ethylhexyl maleate.
Claim 23
Dependent Claim
33 words
A composition according to claim 7, wherein the ethylenically unsaturated aliphatic monohydric alcohol results from condensing formaldehyde with a branched aliphatic mono-olefin of 8-20 carbon atoms, said alcohol itself containing 9-21 carbon atoms.
Claim 24
Dependent Claim
23 words
A composition according to claim 22, wherein the branched aliphatic monoolefin is isobutene dimer, propylene trimer, propylene tetramer, isobutene trimer or isobutene tetramer.
Claim 25
Dependent Claim
52 words
A composition according to claim 20, wherein the aliphatic hydrocarbyl ethylenically unsaturated monohydric alcohol contains 4-8 carbon atoms and results from selectively reducing a branched Alpha , Beta -unsaturated aliphatic aldehyde, itself resulting from the aldolization-crotonization of at least one saturated aliphatic aldehyde of 4-12 carbon atoms and of the general formula:
Claim 26
Dependent Claim
24 words
A composition according to claim 24, wherein X is a hydrogen atom or a methyl radical in the formula of the saturated aliphatic aldehyde.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-11-10 | 1979-05-12 | 1979-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-10 | 1983-05-12 | 1983-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-10 | 1987-05-12 | 1987-11-11 | $7700.00 | Window Closed / Lapsed |