US3932288A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Aminosulfonic acid-heterocyclo propane-amine reaction products and fuels and lubricants containing same
Assignee: Lubrizol Corp
•
Filing: 1974-07-29
•
Granted: 1976-01-13
•
Expires: 1994-07-29
Abstract
Abstract Compositions made by reacting (A) an acylated amino hydrocarbyl sulfonic acid having an acyl portion containing a substantially saturated hydrocarbyl substituent of at least about 12 carbon atoms and bonded to the amino hydrocarbyl sulfonic acid through an acyl, acylimidoyl or acyloxy linkage, (B) a heterocyclic reagent such as an epoxide, episulfide or aziridine and (C) an amino compound having about 1 to about 400 carbon atoms or an organo-sulfide having 2 to about 50 carbon atoms are useful in fuels and lubricants as dispersants, antistatic agents and corrosion inhibitors.
Inventors
- 👤 Donald Irvin Hoke
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:06
CPC Classifications
C; C10; C10M; C10M135/00; C10M135/08; C08; C08F; C08F8/00; C08F8/30; C08F8/32; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/24; C10L1/2493; C10M2203/00; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/024; C10M2205/026; C10M2207/00; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/34; C10M2207/40; C10M2207/402; C10M2207/404; C10M2209/00; C10M2209/02; C10M2209/10; C10M2209/103; C10M2209/104; C10M2209/105; C10M2209/108; C10M2209/109; C10M2209/11; C10M2209/111; C10M2217/00; C10M2217/02; C10M2217/028; C10M2217/04; C10M2217/06; C10M2221/00; C10M2221/04; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/06; C10M2223/065; C10M2227/00; C10M2227/02; C10M2229/00; C10M2229/02; C10M2229/04; C10M2229/041; C10M2229/042; C10M2229/05; C10N; C10N2020/00; C10N2020/01; C10N2030/00; C10N2030/08; C10N2040/00; C10N2040/02; C10N2040/08; C10N2040/12; C10N2040/13; C10N2040/25; C10N2040/252; C10N2040/253; C10N2040/255; C10N2040/26; C10N2050/00; C10N2050/10
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
342 words
A lubricant composition comprising a major amount of lubricant and a minor but sludge dispersing and/or corrosion inhibitive amount of an additive composition made by reacting (A) at least one acylated amino hydrocarbyl sulfonic acid or Group I or II metal salt, or ammonium salt of C 1-8 amine salt thereof, of at least (i) one amino hydrocarbyl sulfonic acid of the formula ##EQU14## wherein R is a hydrocarbyl group of one to about thirty carbon atoms having a valency of x + y, each R' is independently a hydrogen atom or a monovalent hydrocarbyl group of one to about 18 carbon atoms, with the proviso that at least one R' is a hydrogen atom, x and y are each independently 1 or 2 and x + y is no more than 3, said acylated amino hydrocarbyl sulfonic acid having a (ii) carboxylic acid radical containing a substantially saturated hydrocarbyl substituent of at least about 12 carbon atoms and attached directly to an amino group of the amino hydrocarbyl sulfonic acid (i) through an acyl, acylimidoyl or acyloxy linkage; (B) at least one heterocyclic reagent selected from the group consisting of epoxides, episulfides and aziridines of the formula ##EQU15## wherein Z is an oxygen or sulfur atom or an --NR'-- group, R' being as defined in (A) and each R" independently being a hydrogen atom, hydrocarbyl group containing 1 to about 18 carbon atoms or halo-substituted hydrocarbyl group of one to about 18 carbon atoms or mixtures of two or more of these; and (C) at least one (i) amino compound having one to about 400 carbon atoms or (ii) organo sulfide of the general formula R 4 SR 5 wherein each of R 4 and R 5 is independently a hydrocarbyl group of one to about 50 carbon atoms or a hydroxyl-substituted hydrocarbyl group of 2 to about 50 carbon atoms and containing 1-6 hydroxyl groups with the proviso that R 4 and R 5 can be taken together with S to form a ring of 5 to 6 annular members.
Claim 2
Dependent Claim
342 words
A lubricant composition comprising a major amount of lubricant and a minor but sludge dispersing and/or corrosion inhibitive amount of an additive composition made by reacting (A) at least one acylated amino hydrocarbyl sulfonic acid or Group I or II metal salt, or ammonium salt of C 1-8 amine salt thereof, of at least (i) one amino hydrocarbyl sulfonic acid of the formula ##EQU14## wherein R is a hydrocarbyl group of one to about thirty carbon atoms having a valency of x + y, each R' is independently a hydrogen atom or a monovalent hydrocarbyl group of one to about 18 carbon atoms, with the proviso that at least one R' is a hydrogen atom, x and y are each independently 1 or 2 and x + y is no more than 3, said acylated amino hydrocarbyl sulfonic acid having a (ii) carboxylic acid radical containing a substantially saturated hydrocarbyl substituent of at least about 12 carbon atoms and attached directly to an amino group of the amino hydrocarbyl sulfonic acid (i) through an acyl, acylimidoyl or acyloxy linkage; (B) at least one heterocyclic reagent selected from the group consisting of epoxides, episulfides and aziridines of the formula ##EQU15## wherein Z is an oxygen or sulfur atom or an --NR'-- group, R' being as defined in (A) and each R" independently being a hydrogen atom, hydrocarbyl group containing 1 to about 18 carbon atoms or halo-substituted hydrocarbyl group of one to about 18 carbon atoms or mixtures of two or more of these; and (C) at least one (i) amino compound having one to about 400 carbon atoms or (ii) organo sulfide of the general formula R 4 SR 5 wherein each of R 4 and R 5 is independently a hydrocarbyl group of one to about 50 carbon atoms or a hydroxyl-substituted hydrocarbyl group of 2 to about 50 carbon atoms and containing 1-6 hydroxyl groups with the proviso that R 4 and R 5 can be taken together with S to form a ring of 5 to 6 annular members.
Claim 3
Dependent Claim
49 words
A composition as claimed in claim 1 wherein the R group of (A)(i) is an aromatic or aliphatic hydrocarbyl group of about 2 to about 18 carbon atoms and x and y are each 1 and (A)(ii) contains a hydrocarbyl substituent of about 30 to about 300 carbon atoms.
Claim 4
Dependent Claim
27 words
A composition as claimed in claim 2 wherein (C) is a high molecular weight mono- or polyamino compound having between about 30 and about 300 carbon atoms.
Claim 5
Dependent Claim
69 words
A composition as claimed in claim 2 wherein (C) is an organo-sulfide of the formula R 4 SR 5 and the additive composition is made by reacting (A) with (B) or (C) in a first step to form an intermediate product and then reacting that intermediate product in a second step with a second reactant which is the other of (B) or (C) not used in the first step.
Claim 6
Dependent Claim
348 words
A fuel composition comprising a major amount of a normally liquid fuel and a minor, but sufficient to impart carburetor detergent and/or anti-static properties, amount of an additive composition made by reacting (A) at least one acylated amino hydrocarbyl sulfonic acid or Group I or II metal salt, or ammonium salt of C 1-8 amine salt thereof, of at least (i) one amino hydrocarbyl sulfonic acid of the formula ##EQU16## wherein R is a hydrocarbyl group of one to about thirty carbon atoms having a valency of x + y, each R' is independently a hydrogen atom or a monovalent hydrocarbyl group of one to about 18 carbon atoms, with the proviso that at least one R' is a hydrogen atom, x and y are each independently 1 or 2 and x + y is no more than 3, said acylated amino hydrocarbyl sulfonic acid having a (ii) carboxylic acid radical containing a substantially saturated hydrocarbyl substituent of at least about 12 carbon atoms and attached directly to an amino group of the amino hydrocarbyl sulfonic acid (i) through an acyl, acylimidoyl or acyloxy linkage; (B) at least one heterocyclic reagent selected from the group consisting of epoxides, episulfides and aziridines of the formula ##EQU17## wherein Z is an oxygen or sulfur atom or an --NR'-- group, R' being as defined in (A) and each R" independently being a hydrogen atom, hydrocarbyl group containing 1 to about 18 carbon atoms or halo-substituted hydrocarbyl group of one to about 18 carbon atoms or mixtures of two or more of these; and (C) at least one (i) amino compound having one to about 400 carbon atoms or (ii) organo sulfide of the general formula R 4 SR 5 wherein each of R 4 and R 5 is independently a hydrocarbyl group of one to about 50 carbon atoms or a hydroxyl-substituted hydrocarbyl group of 2 to about 50 carbon atoms and containing 1-6 hydroxyl groups with the proviso that R 4 and R 5 can be taken together with S to form a ring of 5 to 6 annular members.
Claim 7
Dependent Claim
348 words
A fuel composition comprising a major amount of a normally liquid fuel and a minor, but sufficient to impart carburetor detergent and/or anti-static properties, amount of an additive composition made by reacting (A) at least one acylated amino hydrocarbyl sulfonic acid or Group I or II metal salt, or ammonium salt of C 1-8 amine salt thereof, of at least (i) one amino hydrocarbyl sulfonic acid of the formula ##EQU16## wherein R is a hydrocarbyl group of one to about thirty carbon atoms having a valency of x + y, each R' is independently a hydrogen atom or a monovalent hydrocarbyl group of one to about 18 carbon atoms, with the proviso that at least one R' is a hydrogen atom, x and y are each independently 1 or 2 and x + y is no more than 3, said acylated amino hydrocarbyl sulfonic acid having a (ii) carboxylic acid radical containing a substantially saturated hydrocarbyl substituent of at least about 12 carbon atoms and attached directly to an amino group of the amino hydrocarbyl sulfonic acid (i) through an acyl, acylimidoyl or acyloxy linkage; (B) at least one heterocyclic reagent selected from the group consisting of epoxides, episulfides and aziridines of the formula ##EQU17## wherein Z is an oxygen or sulfur atom or an --NR'-- group, R' being as defined in (A) and each R" independently being a hydrogen atom, hydrocarbyl group containing 1 to about 18 carbon atoms or halo-substituted hydrocarbyl group of one to about 18 carbon atoms or mixtures of two or more of these; and (C) at least one (i) amino compound having one to about 400 carbon atoms or (ii) organo sulfide of the general formula R 4 SR 5 wherein each of R 4 and R 5 is independently a hydrocarbyl group of one to about 50 carbon atoms or a hydroxyl-substituted hydrocarbyl group of 2 to about 50 carbon atoms and containing 1-6 hydroxyl groups with the proviso that R 4 and R 5 can be taken together with S to form a ring of 5 to 6 annular members.
Claim 8
Dependent Claim
50 words
A fuel composition as claimed in claim 5 wherein the R group of (A)(i) is an aromatic or aliphatic hydrocarbyl group of about 2 to about 18 carbon atoms and x and y are each 1 and (A)(ii) contains a hydrocarbyl substituent of about 30 to about 300 carbon atoms.
Claim 9
Dependent Claim
27 words
A fuel composition as claimed in claim 6 wherein (C) is a high molecular weight mono- or polyamino compound having between about 30 and 300 carbon atoms.
Claim 10
Dependent Claim
70 words
A fuel composition as claimed in claim 6 wherein (C) is an organo-sulfide of the formula R 4 SR 5 and the additive composition is made by reacting (A) with (B) or (C) in a first step to form an intermediate product and then reacting that intermediate product in a second step with a second reactant which is the other of (B) or (C) not used in the first step.
Claim 11
Dependent Claim
22 words
An additive concentrate comprising about 20 to about 90 percent of the additive composition of claim 1 and an inert solvent diluent.
Claim 12
Dependent Claim
22 words
An additive concentrate comprising about 20 to about 90 percent of the additive composition of claim 2 and an inert solvent diluent.
Claim 13
Dependent Claim
22 words
An additive concentrate comprising about 20 to about 90 percent of the additive composition of claim 3 and an inert solvent diluent.
Claim 14
Dependent Claim
22 words
An additive concentrate comprising about 20 to about 90 percent of the additive composition of claim 4 and an inert solvent diluent.
References Cited (Backward Citations)
US3725434A
Cited
US3846316A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-12 | 1979-07-14 | 1980-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-12 | 1983-07-14 | 1984-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-12 | 1987-07-14 | 1988-01-13 | $7700.00 | Window Closed / Lapsed |