US4303535A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hydrocarbyl carbamidopropanamide, its method of preparation and lubricating oil composition containing same
Assignee: Afton Chemical Additives Corp
•
Filing: 1980-05-12
•
Granted: 1981-12-01
•
Expires: 2000-05-12
Abstract
Abstract A hydrocarbyl-substituted carbamidopropanamide represented by the formula: ##STR1## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000 and R' is hydrogen, a hydrocarbyl radical having from 1 to 20 carbon atoms or an R"(X-R'") y -- radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an --NH-- radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3, a method for preparing said hydro-carbyl-substituted carbamidopropanamide, and a lubricating oil containing same is provided.
Inventors
- 👤 Kechia J. Chou
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 18:49
CPC Classifications
C; C10; C10M; C10M133/00; C10M133/02; C10M133/16; C10M133/18; C10M133/20; C07; C07C; C07C275/00; C07C275/28; C07C275/42; C10M133/52; C10M133/56; C10M2215/00; C10M2215/10; C10M2215/102; C10N; C10N2070/00; C10N2070/02
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
88 words
A hydrocarbyl-substituted carbamidopropanamide represented by the formula: ##STR6## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, R' is hydrogen, a hydrocarbyl radical having from 1 to 20 carbon atoms or an R"--(X--R'") y -- radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is a divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3.
Claim 2
Dependent Claim
88 words
A hydrocarbyl-substituted carbamidopropanamide represented by the formula: ##STR6## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, R' is hydrogen, a hydrocarbyl radical having from 1 to 20 carbon atoms or an R"--(X--R'") y -- radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is a divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3.
Claim 3
Dependent Claim
20 words
A hydrocarbyl-substituted carbamidopropanamide according to claim 1 in which R has an average molecular ranging from about 800 to 1400.
Claim 4
Dependent Claim
30 words
A hydrocarbyl-substituted carbamidopropanamide according to claim 1 in which R' is hydrogen in one occurrence and a hydrocarbyl radical having from 1 to 12 carbon atoms in the second occurrence.
Claim 5
Dependent Claim
51 words
A hydrocarbyl-substituted carbamidopropanamide represented by the formula: ##STR7## in which R is a polyalkenyl radical having an average molecular weight ranging from about 150 to 2000 and R' is hydrogen in one occurrence and an aryl or an alkaryl radical having from 6 to 10 carbon atoms in the second occurrence.
Claim 6
Dependent Claim
51 words
A hydrocarbyl-substituted carbamidopropanamide represented by the formula: ##STR7## in which R is a polyalkenyl radical having an average molecular weight ranging from about 150 to 2000 and R' is hydrogen in one occurrence and an aryl or an alkaryl radical having from 6 to 10 carbon atoms in the second occurrence.
Claim 7
Dependent Claim
25 words
A hydrocarbyl-substituted carbamidopropanamide according to claim 4 in which R is a polyalkenyl radical having an average molecular weight ranging from about 800 to 1400.
Claim 8
Dependent Claim
14 words
A hydrocarbyl-substituted carbamidopropanamide according to claim 4 in which R is a polyisobutenyl radical.
Claim 9
Dependent Claim
15 words
A hydrocarbyl-substituted carbamidopropanamide according to claim 4 in which R is an ethylene-propylene copolymer radical.
Claim 10
Dependent Claim
6 words
The compound N-phenyl-beta-polyisobutenyl (1290 MW)-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 11
Dependent Claim
6 words
The compound N-phenyl-beta-polyisobutenyl (1290 MW)-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 12
Dependent Claim
6 words
The compound N-decyloxypropylaminopropyl-beta-polyisobutenyl (1290 MW)-beta-(N,N'-decyloxypropylaminopropyl) carbamidopropanamide.
Claim 13
Dependent Claim
6 words
The compound N-decyloxypropylaminopropyl-beta-polyisobutenyl (1290 MW)-beta-(N,N'-decyloxypropylaminopropyl) carbamidopropanamide.
Claim 14
Dependent Claim
4 words
The compound beta-phenyl-beta-tetrapropenyl-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 15
Dependent Claim
4 words
The compound beta-phenyl-beta-tetrapropenyl-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 16
Independent Claim
159 words
A method for preparing a hyrocarbyl-substituted carbamidopropanamide which comprises reacting an N-hydroxy hydrocarbyl-substituted succinimide represented by the formula: ##STR8## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, with p-toluene-sulfonyl chloride in the presence of an acid acceptor to produce an intermediate addition reaction product, and reacting said intermediate reaction product with a primary or a secondary amine employing from 2 to 4 moles of said amine per mole of said intermediate reaction product, said amine being represented by the formula: R'R'NH in which R' is hydrogen, a hydrocarbyl radical having from about 1 to 20 carbon atoms or an R"(X--R'") y radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3 to produce said hydrocarbyl-substituted carbamidopropanamide.
Claim 17
Independent Claim
159 words
A method for preparing a hyrocarbyl-substituted carbamidopropanamide which comprises reacting an N-hydroxy hydrocarbyl-substituted succinimide represented by the formula: ##STR8## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, with p-toluene-sulfonyl chloride in the presence of an acid acceptor to produce an intermediate addition reaction product, and reacting said intermediate reaction product with a primary or a secondary amine employing from 2 to 4 moles of said amine per mole of said intermediate reaction product, said amine being represented by the formula: R'R'NH in which R' is hydrogen, a hydrocarbyl radical having from about 1 to 20 carbon atoms or an R"(X--R'") y radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3 to produce said hydrocarbyl-substituted carbamidopropanamide.
Claim 18
Dependent Claim
13 words
A method according to claim 11 in which R is a polyisobutenyl radical.
Claim 19
Dependent Claim
114 words
A lubricating oil composition comprising a major proportion of a base oil of lubricating viscosity and from 0.1 to about 5 percent by weight of a hydrocarbyl-substituted carbamidopropanamide compound represented by the formula: ##STR9## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, R' is hydrogen, a hydrocarbyl radical having from 1 to 20 carbon atoms or an R"--(X--R'") y -- radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is a divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3.
Claim 20
Dependent Claim
114 words
A lubricating oil composition comprising a major proportion of a base oil of lubricating viscosity and from 0.1 to about 5 percent by weight of a hydrocarbyl-substituted carbamidopropanamide compound represented by the formula: ##STR9## in which R is a hydrocarbyl radical having an average molecular weight ranging from about 150 to 2000, R' is hydrogen, a hydrocarbyl radical having from 1 to 20 carbon atoms or an R"--(X--R'") y -- radical in which R" is an alkyl radical having from 1 to 12 carbon atoms, X is oxygen or an NH radical, R'" is a divalent hydrocarbyl radical having from 1 to 3 carbon atoms and y is an integer from 1 to 3.
Claim 21
Dependent Claim
15 words
A lubricating oil composition according to claim 13 in which R is a polyalkenyl radical.
Claim 22
Dependent Claim
18 words
A lubricating oil composition according to claim 13 in which said base oil is a mineral lubricating oil.
Claim 23
Dependent Claim
16 words
A lubricating oil composition according to claim 13 in which said compound is N-phenyl-beta-polyisobutenyl-(1290 MW)-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 24
Dependent Claim
16 words
A lubricating oil composition according to claim 13 in which said compound is N-decyloxypropylamino-beta-polyisobutenyl-(1290 MW)-beta-(N,N'-decyloxypropylaminopropyl) carbamidopropanamide.
Claim 25
Dependent Claim
15 words
A lubricating oil composition according to claim 13 in which said compound is N-phenyl-beta-tetrapropenyl-beta-(N,N'-phenyl) carbamidopropanamide.
Claim 26
Dependent Claim
20 words
A lubricating oil composition according to claim 13 containing from about 0.1 to 5 weight percent of said hydrocarbyl-substituted carbamidopropanamide.
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) | 1984-11-30 | 1985-06-01 | 1985-12-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-30 | 1989-06-01 | 1989-12-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-30 | 1993-06-01 | 1993-12-01 | $7700.00 | Window Closed / Lapsed |