US4017406A
Expired / Lapsed
US
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Carboxylate half esters of 1-aza-3,7-dioxabicyclo[3.3.0] oct-5-yl methyl alcohols, their preparation and use as additives for oleaginous compositions
Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1975-05-01
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Granted: 1977-04-12
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Expires: 1995-05-01
Abstract
Abstract Ester derivatives of 1-aza-3,7-dioxabicyclo [3.3.0] oct-5-yl methyl alcohols which are the reaction products of organic acid materials, preferably long chain dicarboxylic anhydrides such as octadecenyl and polyisobutenylsuccinic anhydrides and aldehyde/tris [hydroxy-methyl] aminomethane (THAM) adducts or mixtures are oleaginous compositions which feature activity in gasoline as rust inhibitors and carburetor detergents; in automatic transmission fluids as friction modifiers and rust inhibitors; and, in automotive, industrial and lubricating oils as sludge dispersants, rust-inhibitors, friction modifiers and copper alloy corrosion inhibitors, the particular use depending on the molecular weight of the ester.
Inventors
- 👤 Stanley J. Brois
- 👤 Jack Ryer
- 👤 Esther Winans
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 02:46
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/22; C07D498/00; C07D498/02; C07D498/04; C08; C08F; C08F8/00; C08F8/30; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/221; C10L10/00; C10L10/04; C10L10/08; C10M; C10M2205/00; C10M2205/02; C10M2205/022; C10M2205/026; C10M2205/14; C10M2207/00; C10M2207/02; C10M2207/023; C10M2207/024; C10M2207/28; C10M2207/282; C10M2207/32; C10M2207/34; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2209/086; C10M2209/10; C10M2209/103; C10M2209/11; C10M2209/112; C10M2211/00; C10M2211/02; C10M2215/00; C10M2215/02; C10M2215/06; C10M2215/064; C10M2215/065; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/30; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/087; C10M2219/088; C10M2219/089; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/042; C10M2223/045; C10M2223/12; C10M2225/00; C10M2225/04; C10M2229/00; C10M2229/02; C10M2229/04; C10M2229/05; C10N; C10N2010/00; C10N2010/04; C10N2040/00; C10N2040/08; C10N2070/00; C10N2070/02
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
113 words
A lubricating oil composition comprising a major amount of lubricating oil and in the range of about 0.01 to 20 wt. % of an oil soluble ester which is the half ester reaction product of: (a) about 1 molar proportion of a hydrocarbyl substituted C 4 to C 10 dicarboxylic acid or anhydride having about 6 to about 300 carbon atoms per hydrocarbyl group partly esterified with the reaction product of (b) either about 1 or 2 molar proportions of an aldehyde, or one molar proportion of ketone and one molar proportion of aldehyde, reacted with about 1 molar proportion of tris-(hydroxymethyl) aminomethane; said half ester reaction product having a 1-aza-3,7-dioxabicyclo[3,3,0] octyl ring.
Claim 2
Dependent Claim
113 words
A lubricating oil composition comprising a major amount of lubricating oil and in the range of about 0.01 to 20 wt. % of an oil soluble ester which is the half ester reaction product of: (a) about 1 molar proportion of a hydrocarbyl substituted C 4 to C 10 dicarboxylic acid or anhydride having about 6 to about 300 carbon atoms per hydrocarbyl group partly esterified with the reaction product of (b) either about 1 or 2 molar proportions of an aldehyde, or one molar proportion of ketone and one molar proportion of aldehyde, reacted with about 1 molar proportion of tris-(hydroxymethyl) aminomethane; said half ester reaction product having a 1-aza-3,7-dioxabicyclo[3,3,0] octyl ring.
Claim 3
Dependent Claim
17 words
A composition according to claim 1, wherein said hydrocarbyl substituted acid or anhydride is alkenyl succinic anhydride.
Claim 4
Dependent Claim
21 words
A composition according to claim 2, wherein said alkenyl group is a polymer of a C 2 to C 5 monoolefin.
Claim 5
Dependent Claim
28 words
A composition according to claim 1, wherein said hydrocarbyl substituted acid or anhydride is polyisobutenyl succinic anhydride with about 40 to 300 carbon atoms in said polyisobutenyl group.
Claim 6
Dependent Claim
17 words
A composition according to claim 1, wherein said hydrocarbyl group contains about 12 to 24 carbon atoms.
Claim 7
Dependent Claim
17 words
A composition according to claim 5, wherein said hydrocarbyl substituted acid or anhydride is octadecenyl succinic anhydride.
Claim 8
Dependent Claim
17 words
A composition according to claim 5, wherein said hydrocarbyl substituted acid or anhydride is tetrapropenyl succinic anhydride.
Claim 9
Dependent Claim
33 words
A composition according to claim 1, wherein said aldehyde is selected from the group consisting of formaldehyde, glyoxal, acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, 2-ethylhexanol, dodecyl aldehyde, benzaldehyde, tolualdehyde, anisaldehyde, piperonal, naphthaldehyde, phenylacetaldehyde and furfural.
Claim 10
Dependent Claim
11 words
A composition according to claim 8, wherein said aldehyde is formaldehyde.
Claim 11
Dependent Claim
11 words
A composition according to claim 8, wherein said aldehyde is glyoxal.
Claim 12
Dependent Claim
53 words
A composition according to claim 8, wherein said tris-(hydroxymethyl) aminomethane is reacted with one molar proportion of said ketone and then with one molar proportion of said aldehyde, and wherein said ketone is selected from the group consisting at acetone, butanone, pentanone, methyl isobutyl ketone, pinacolone, amyl methyl ketone, cyclopentanone, cyclohexanone and acetophenone.
Claim 13
Dependent Claim
53 words
A composition according to claim 1, wherein the amount of said half ester reaction product is about 0.01 to 5 wt. %, and said half ester is the half ester reaction product of octadecenyl succinic anhydride and the reaction product of two molar proportions of formaldehyde with one molar proportion of tris-(hydroxymethyl) aminomethane.
References Cited (Backward Citations)
US3455832A
Cited
US3455831A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1980-04-11 | 1980-10-11 | 1981-04-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-11 | 1984-10-11 | 1985-04-12 | $3760.00 | Window Closed / Lapsed |
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