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US4108784A
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Hydroxyalkyl hydroxy-aromatic condensation products as fuel and lubricant additives
Assignee: Lubrizol Corp
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Filing: 1976-04-19
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Granted: 1978-08-22
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Expires: 1996-04-19
Abstract
Abstract Condensation products made by reacting an alpha-hydroxyalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The total number of carbon atoms in the non-fused hydrocarbyl substituents is at least about seven while the alpha-hydroxyalkyl group contains from one to about 36 carbons and the olefinic acid or nitrile reactant usually contains two to about forty carbon atoms. Products made from hydroxymethyl alkyl-substituted phenols and α,β-olefinic acid derivatives such as maleic anhydride are particularly useful. Similarly useful post-treated products can be made from these condensation products by further reaction with alcohols, amines, metal salts or metals.
Inventors
- 👤 Charles Peterson Bryant
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 11:15
CPC Classifications
C; C10; C10M; C10M159/00; C10M159/12; C08; C08F; C08F8/00; C10G; C10G73/00; C10G73/38; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/18; C10L1/1817; C10L1/22; C10L1/221; C10M2203/00; C10M2203/02; C10M2203/022; C10M2203/024; C10M2203/04; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/024; C10M2205/026; C10M2207/00; C10M2207/10; C10M2207/12; C10M2207/121; C10M2207/123; C10M2207/124; C10M2207/129; C10M2207/22; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/288; C10M2207/289; C10M2207/30; C10M2207/34; C10M2207/40; C10M2207/402; C10M2207/404; C10M2209/00; C10M2209/02; C10M2209/10; C10M2209/101; C10M2209/102; C10M2209/103; C10M2209/104; C10M2209/105; C10M2209/106; C10M2209/108; C10M2209/109; C10M2209/11; C10M2209/111; C10M2209/12; C10M2211/00; C10M2211/04; C10M2211/044; C10M2211/06; C10M2213/00; C10M2213/02; C10M2213/04; C10M2213/06; C10M2213/062; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/06; C10M2215/062; C10M2215/064; C10M2215/08; C10M2215/082; C10M2215/086; C10M2215/10; C10M2215/102; C10M2215/12; C10M2215/14; C10M2215/16; C10M2215/18; C10M2215/20; C10M2215/202; C10M2215/22; C10M2215/221; C10M2215/223; C10M2215/224; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/26; C10M2215/28; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/04; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/06; C10M2219/062; C10M2219/064; C10M2219/08; C10M2219/082; C10M2219/085; C10M2219/087; C10M2219/088; C10M2219/089; C10M2219/09; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2221/00; C10M2221/04; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/06; C10M2223/061; C10M2223/065; C10M2227/00; C10M2227/02; C10M2227/06; C10M2227/061; C10M2227/063; C10M2229/00; C10M2229/02; C10N; C10N2010/00; C10N2010/02; C10N2010/04; C10N2010/06; C10N2010/08; C10N2010/10; C10N2010/12; C10N2010/14; C10N2010/16; C10N2020/00; C10N2020/01; C10N2040/00; C10N2040/04; C10N2040/042; C10N2040/044; C10N2040/046; C10N2040/06; C10N2040/20; C10N2040/25; C10N2040/251; C10N2040/252; C10N2040/253; C10N2040/255; C10N2040/26; C10N2040/28
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
199 words
A lubricant composition comprising a major amount of at least one lubricating oil and a minor, but engine sludge dispersing, amount of a product made by the process comprising reacting (A) at least one alpha hydroxyalkyl hydroxy aromatic compound of the general formula ##STR22## wherein Ar is a hydrocarbyl aromatic nucleus of 6 to about 30 carbon atoms, each R is a nonfused hydrocarbyl group of about 25 to about 700 carbon atoms, each R' is independently a hydrogen atom, an alkyl group of 1 to 36 carbon atoms, or a halogen-substituted alkyl group of 1 to about 36 carbon atoms, n is 1 to 3 and m is 1 to 5 with the provisos that (i) the total number of carbon atoms in the R' groups does not exceed 36 (ii) where m exceeds 1, one of the R groups can also be a ##STR23## group, with (B) at least one hydrocarbyl, alpha-beta olefinically unsaturated compound selected from the group consisting of C 2 - 40 carboxylic acids and anhydrides, esters, and amides thereof; the reaction of (A) with (B) resulting in the formation of carbon-to-carbon bond, said bond including the carbon of at least one ##STR24## group.
Claim 2
Dependent Claim
199 words
A lubricant composition comprising a major amount of at least one lubricating oil and a minor, but engine sludge dispersing, amount of a product made by the process comprising reacting (A) at least one alpha hydroxyalkyl hydroxy aromatic compound of the general formula ##STR22## wherein Ar is a hydrocarbyl aromatic nucleus of 6 to about 30 carbon atoms, each R is a nonfused hydrocarbyl group of about 25 to about 700 carbon atoms, each R' is independently a hydrogen atom, an alkyl group of 1 to 36 carbon atoms, or a halogen-substituted alkyl group of 1 to about 36 carbon atoms, n is 1 to 3 and m is 1 to 5 with the provisos that (i) the total number of carbon atoms in the R' groups does not exceed 36 (ii) where m exceeds 1, one of the R groups can also be a ##STR23## group, with (B) at least one hydrocarbyl, alpha-beta olefinically unsaturated compound selected from the group consisting of C 2 - 40 carboxylic acids and anhydrides, esters, and amides thereof; the reaction of (A) with (B) resulting in the formation of carbon-to-carbon bond, said bond including the carbon of at least one ##STR24## group.
Claim 3
Dependent Claim
13 words
A composition as claimed in claim 1 wherein Ar is a benzene nucleus.
Claim 4
Dependent Claim
21 words
A composition as claimed in claim 1 wherein each R is a homo- or interpolymer of ethylene, propylene, butylene or isobutylene.
Claim 5
Dependent Claim
21 words
A composition as claimed in claim 2 wherein each R is a homo- or interpolymer of ethylene, propylene, butylene or isobutylene.
Claim 6
Dependent Claim
14 words
A composition as claimed in claim 1 wherein both R' groups are hydrogen atoms.
Claim 7
Dependent Claim
15 words
A composition as claimed in claim 2 wherein each R' group is a hydrogen atom.
Claim 8
Dependent Claim
14 words
A composition as claimed in claim 3 wherein both R' groups are hydrogen atoms.
Claim 9
Dependent Claim
14 words
A composition as claimed in claim 1 wherein (B) is an acid or anhydride.
Claim 10
Dependent Claim
14 words
A composition as claimed in claim 2 wherein (B) is an acid or anhydride.
Claim 11
Dependent Claim
14 words
A composition as claimed in claim 4 wherein (B) is an acid or anhydride.
Claim 12
Dependent Claim
14 words
A composition as claimed in claim 5 wherein (B) is an acid or anhydride.
Claim 13
Dependent Claim
14 words
A composition as claimed in claim 7 wherein (B) is an acid or anhydride.
Claim 14
Dependent Claim
12 words
A composition as claimed in claim 8 wherein (B) is maleic anhydride.
Claim 15
Dependent Claim
12 words
A composition as claimed in claim 2 wherein (B) is maleic anhydride.
Claim 16
Dependent Claim
12 words
A composition as claimed in claim 10 wherein (B) is maleic anhydride.
Claim 17
Dependent Claim
12 words
A composition as claimed in claim 12 wherein (B) is maleic anhydride.
Claim 18
Dependent Claim
12 words
A composition as claimed in claim 11 wherein (B) is maleic anhydride.
Claim 19
Dependent Claim
17 words
An additive concentrate comprising about 20-90 percent of the product of claim 1 and an inert solvent/diluent.
Claim 20
Dependent Claim
17 words
An additive concentrate comprising about 20-90 percent of the product of claim 4 and an inert solvent/diluent.
Claim 21
Dependent Claim
17 words
An additive concentrate comprising about 20-90 percent of the product of claim 6 and an inert solvent/diluent.
Claim 22
Dependent Claim
17 words
An additive concentrate comprising about 20-90 percent of the product of claim 12 and an inert solvent/diluent.
Claim 23
Dependent Claim
17 words
An additive concentrate comprising about 20-90 percent of the product of claim 17 and an inert solvent/diluent.
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) | 1981-08-21 | 1982-02-20 | 1982-08-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-21 | 1986-02-20 | 1986-08-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-21 | 1990-02-20 | 1990-08-22 | $7700.00 | Window Closed / Lapsed |