US4071459A
Expired / Lapsed
US
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Alkyl-guanidino-heterocyclic compounds, their manufacture and use as additives for fuels and lubricants
Assignee: IFP Energies nouvelles
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Filing: 1975-08-29
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Granted: 1978-01-31
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Expires: 1995-08-29
Abstract
Abstract Alkyl-guanidino heterocyclic compound produced by alkylation with a halogenated hydrocarbon of the general formula RXn, of a guanidino-heterocyclic compound (A) of general formula: <IMAGE> in which R is substantially a hydrocarbon radical containing about 10 to 200 carbon atoms, X is a halogen atom and n is 1 or 2; Y is an oxygen atom, -O-, a sulfur atom -S-, a -NH- group, or a -COHN- group in which the carbon atom is directly bound to the benzene ring, R' and R'' are each a hydrogen atom, an alkyl radical having from 1 to 10 carbon atoms, or a -Z-Ar group in which Z is a divalent atom or group and Ar is a substituted or unsubstituted aromatic radical, R' and R'' being capable of forming together, when they are in ortho position, an aliphatic or aromatic cycle fused to the benzene ring.
Inventors
- 👤 Choua Cohen
- 👤 Bernard Sillion
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 23:32
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/52; C07D263/54; C07D263/58; C07D277/00; C07D277/60; C07D277/62; C07D277/68; C07D277/82; C08; C08F; C08F8/00; C08F8/30; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/232; C10L1/233; C10L1/24; C10L1/2443; C10L1/2456; C10M; C10M133/00; C10M133/02; C10M133/38; C10M133/40; C10M133/44; C10M133/48; C10M135/00; C10M135/32; C10M135/34; C10M2215/00; C10M2215/22; C10M2215/221; C10M2215/223; C10M2215/224; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/30; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10N; C10N2040/00; C10N2040/08
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
133 words
An alkyl-guanidino heterocyclic compound produced by alkylation at 100°-250° C. with a halogenated hydrocarbon of the general formula RX n , of a guanidino-heterocyclic compound (A) of the formula: ##STR6## in which R is a hydrocarbon radical containing about 10 to 200 carbon atoms, X is a halogen atom and n is 1 or 2; Y is --NH--, R' and R" are each a hydrogen atom, or an alkyl radical having from 1 to 10 carbon atoms, or a --Z--Ar group in which Z is --O--, --S--, or alkylene and Ar is aromatic hydrocarbyl or R' and R" together, when they are in ortho position, represent a carbocyclic ring fused to the benzene ring, the proportion of the reactants being 0.7-2.5 moles of (A) per gm. atom of halogen in RX n .
Claim 2
Dependent Claim
133 words
An alkyl-guanidino heterocyclic compound produced by alkylation at 100°-250° C. with a halogenated hydrocarbon of the general formula RX n , of a guanidino-heterocyclic compound (A) of the formula: ##STR6## in which R is a hydrocarbon radical containing about 10 to 200 carbon atoms, X is a halogen atom and n is 1 or 2; Y is --NH--, R' and R" are each a hydrogen atom, or an alkyl radical having from 1 to 10 carbon atoms, or a --Z--Ar group in which Z is --O--, --S--, or alkylene and Ar is aromatic hydrocarbyl or R' and R" together, when they are in ortho position, represent a carbocyclic ring fused to the benzene ring, the proportion of the reactants being 0.7-2.5 moles of (A) per gm. atom of halogen in RX n .
Claim 3
Dependent Claim
22 words
A compound according to claim 1, in which the radical R of the halogenated hydrocarbon RX n is substantially aliphatic and saturated.
Claim 4
Dependent Claim
26 words
A compound according to claim 2 in which the halogenated hydrocarbon RX n is derived from a substantially saturated petroleum cut or from an olefin polymer.
Claim 5
Dependent Claim
17 words
A compound according to claim 2, in which the halogenated hydrocarbon RX n is a chlorinated hydrocarbon.
Claim 6
Dependent Claim
17 words
A compound according to claim 4, in which the halogenated hydrocarbon RX n is a chlorinated polyisobutene.
Claim 7
Dependent Claim
13 words
A compound according to claim 1 in which compound (A) is 2guanidino benzimidazole.
Claim 8
Dependent Claim
26 words
A compound according to claim 6, wherein said halogenated hydrocarbon is a chlorinated polyisobutene having a molecular weight of 1280 and 2.7 weight percent of Cl.
Claim 9
Dependent Claim
26 words
A compound according to claim 6, wherein said halogenated hydrocarbon is a chlorinated polyisobutene having a molecular weight of 960 and 4 weight percent of Cl
Claim 10
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 1.
Claim 11
Dependent Claim
18 words
A lubricating composition according to claim 9, in which said proportion is from 1 to 10% by weight.
Claim 12
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 6.
Claim 13
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 2.
Claim 14
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 3.
Claim 15
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 4.
Claim 16
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 5.
Claim 17
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 7.
Claim 18
Dependent Claim
28 words
A lubricating composition comprising a major amount of a mineral oil, and in a sufficient proportion to obtain dispersing properties at least one compound according to claim 8.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-30 | 1981-08-01 | 1982-01-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-30 | 1985-08-01 | 1986-01-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-30 | 1989-08-01 | 1990-01-31 | $7700.00 | Window Closed / Lapsed |