US4741848A
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US
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Boron-containing compositions, and lubricants and fuels containing same
Assignee: Lubrizol Corp
•
Filing: 1986-03-13
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Granted: 1988-05-03
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Expires: 2006-03-13
Abstract
Abstract A method of preparing boron-containing compositions is described which comprises reacting at least one hydroxy-substituted ester, amide or imide with a boron compound. Such boron-containing compositions are useful in lubricating oils and provide the lubricating oils with anti-wear and/or friction-reducing properties. The boron-containing compositions also are useful in fuel compositions.
Inventors
- 👤 Frederick W. Koch
- 👤 Joseph W. Pialet
- 👤 Daniel E. Barrer
- 👤 Calvin W. Schroeck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:09
CPC Classifications
C; C10; C10L; C10L10/00; C10L10/08; C07; C07F; C07F5/00; C07F5/02; C07F5/022; C07F5/04; C10L1/00; C10L1/10; C10L1/14; C10L1/30; C10L1/301; C10L1/303; C10M; C10M139/00; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2040/00; C10N2040/02; C10N2040/04; C10N2040/042; C10N2040/044; C10N2040/046; C10N2040/06; C10N2040/08; C10N2040/20; C10N2040/25; C10N2040/251; C10N2040/252; C10N2040/253; C10N2040/255; C10N2040/26; C10N2040/28
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
147 words
A method of preparing a boron-containing composition which comprises reacting (A) a hydroxy-substituted amide of the formula ##STR8## wherein R is a divalent hydrocarbyl group, X is --NR'R", wherein R' is a hydrocarbyl group and R" is hydrogen or a hydrocarbyl group, Y is OH or X, m is 1 or 2, and n is an integer from 1 to 10 provided that only one free hydroxyl group is attached per carbon atom of the hydrocarbyl group R; with (B) a boron compound selected from the group consisting of boric acid, boron trioxide, boron halides, boron amides and boron esters and wherein (A) is reacted with (B) at an elevated temperature up to but not including the decomposition temperature of any reactants or the product of the reaction and wherein the ratio of the hydroxyl group to the boron compound is from about 0.5:1 to about 4:1.
Claim 2
Independent Claim
147 words
A method of preparing a boron-containing composition which comprises reacting (A) a hydroxy-substituted amide of the formula ##STR8## wherein R is a divalent hydrocarbyl group, X is --NR'R", wherein R' is a hydrocarbyl group and R" is hydrogen or a hydrocarbyl group, Y is OH or X, m is 1 or 2, and n is an integer from 1 to 10 provided that only one free hydroxyl group is attached per carbon atom of the hydrocarbyl group R; with (B) a boron compound selected from the group consisting of boric acid, boron trioxide, boron halides, boron amides and boron esters and wherein (A) is reacted with (B) at an elevated temperature up to but not including the decomposition temperature of any reactants or the product of the reaction and wherein the ratio of the hydroxyl group to the boron compound is from about 0.5:1 to about 4:1.
Claim 3
Dependent Claim
30 words
The method of claim 1 wherein (A) is a hydroxy-substituted amide having the structure (HO).sub.n --R--(C(O)NR'R").sub.m (II) wherein m, n, R, R' and R" are as defined in claim 1.
Claim 4
Dependent Claim
16 words
The method of claim 2 wherein (A) is represented by Formula II and R" is hydrogen.
Claim 5
Dependent Claim
22 words
The method of claim 1 wherein R' and R" are each independently hydrocarbyl groups containing from 4 to about 30 carbon atoms.
Claim 6
Dependent Claim
16 words
The method of claim 3 wherein R' contains from about 4 to about 30 carbon atoms.
Claim 7
Dependent Claim
15 words
The method of claim 2 wherein the hydrocarbyl group R' is an aliphatic hydrocarbyl group.
Claim 8
Dependent Claim
27 words
The method of claim 1 wherein the hydrocarbyl group R is an alkylene, alkenylene, alkynylene, arylene or alkarylene group containing from 1 to about 10 carbon atoms.
Claim 9
Dependent Claim
29 words
The method of claim 7 wherein the hydrocarbyl group R is an alkylene group containing from 1 to about 6 carbon atoms and n is from 1 to 6.
Claim 10
Dependent Claim
19 words
The method of claim 2 wherein R contains from 1 to 3 carbon atoms, n is 1 to 3.
Claim 11
Dependent Claim
10 words
The method of claim 1 wherein (B) is boric acid.
Claim 12
Dependent Claim
10 words
The method of claim 2 wherein (B) is boric acid.
Claim 13
Dependent Claim
24 words
The method of claim 1 wherein the reaction is conducted at a temperature within the range of from about 80° to about 200° C.
Claim 14
Dependent Claim
85 words
The method of claim 2 wherein the hydroxy-substituted amide (A) is prepared by the reaction of (A-1) a hydroxy-substituted carboxylic acid, ester or halide of the formulae ##STR9## or the anhydrides of said acids, wherein Y' is --OH, a halogen, or OR"' wherein R'" is a lower alkyl group, or a lactone of the formula ##STR10## with (A-2) at least one primary or secondary hydrocarbyl amine of the general formula R'R"NH (VIII) wherein m, n, R, R' and R" are as defined in claim 2.
Claim 15
Dependent Claim
12 words
The method of claim 13 wherein (A-1) is a hydroxy-substituted carboxylic acid.
Claim 16
Dependent Claim
35 words
The method of claim 13 wherein (A-1) is represented by Formula V, and R contains from 1 to about 6 carbon atoms, n is an integer from 1 to about 5, and R" is hydrogen.
Claim 17
Dependent Claim
21 words
The method of claim 13 wherein (A-1) is represented by Formula VI and R contains from 1 to 3 carbon atoms.
Claim 18
Dependent Claim
11 words
The method of claim 13 wherein n is 1 or 2.
Claim 19
Dependent Claim
28 words
The method of claim 13 wherein (A-1) and (A-2) are heated at an elevated temperature up to about the decomposition point of the reactants or the product mixture.
Claim 20
Dependent Claim
15 words
The method of claim 13 wherein about equivalent amounts of (A-1) and (A-2) are reacted.
Claim 21
Independent Claim
133 words
A method of preparing boron-containing compositions which comprises reacting (A) an amide of a hydroxy-substituted carboxylic having the formula (HO.sub.n --R--(C(O)NR'R".sub.m (II) wherein R is a divalent aliphatic group containing from one to 6 carbon atoms, R' is an aliphatic group containing from about six to about 30 carbon atoms, R" is hydrogen or an R' group, m is 1 or 2, n is an integer from 1 to about 5; with (B) a boron compound selected from the group consisting of boric acid, boron oxide, boron halides, boron amides and boron esters in a ratio of hydroxyl group to born of from about 0.5:1 to about 3:1 and wherein (A) is reacted with (B) at an elevated temperature up to but not including the decomposition temperature of any reactants or products thereof.
Claim 22
Independent Claim
133 words
A method of preparing boron-containing compositions which comprises reacting (A) an amide of a hydroxy-substituted carboxylic having the formula (HO.sub.n --R--(C(O)NR'R".sub.m (II) wherein R is a divalent aliphatic group containing from one to 6 carbon atoms, R' is an aliphatic group containing from about six to about 30 carbon atoms, R" is hydrogen or an R' group, m is 1 or 2, n is an integer from 1 to about 5; with (B) a boron compound selected from the group consisting of boric acid, boron oxide, boron halides, boron amides and boron esters in a ratio of hydroxyl group to born of from about 0.5:1 to about 3:1 and wherein (A) is reacted with (B) at an elevated temperature up to but not including the decomposition temperature of any reactants or products thereof.
Claim 23
Dependent Claim
22 words
The process of claim 20 wherein the reaction is conducted at a temperature of from about 80° C. to about 200° C.
Claim 24
Dependent Claim
19 words
The process of claim 20 wherein the ratio of hydroxyl groups to boron is about 1:1 to about 3:1.
Claim 25
Dependent Claim
10 words
The process of claim 20 wherein (B) is boric acid.
Claim 26
Dependent Claim
80 words
The process of claim 20 wherein (A) is derived from the reaction of (A-1) a hydroxy-substituted carboxylic acid, ester or acid halide ##STR11## or the anhydride of said acids wherein Y' is --OH, a halogen, or OR"' wherein R"' is a lower alkyl group, or a lactone of the formula ##STR12## with (A-2) at least one primary or secondary hydrocarbyl amine of the general formula R'R"NH (VIII) wherein m, n, R, R' and R" are as defined in claim 20.
Claim 27
Dependent Claim
12 words
The process of claim 24 wherein (A-1) is a hydroxy-substituted carboxylic acid.
Claim 28
Dependent Claim
9 words
The process of claim 24 wherein R" is hydrogen.
Claim 29
Dependent Claim
20 words
The process of claim 20 wherein (A) is an amide of hydroxyacetic acid or lactic acid (B) is boric acid.
Claim 30
Dependent Claim
10 words
A boron-containing composition prepared by the process of claim 1.
Claim 31
Dependent Claim
12 words
A boron-containing composition prepared in accordance with the process of claim 20.
Claim 32
Dependent Claim
12 words
A boron-containing composition prepared in accordance with the process of claim 27.
Claim 33
Dependent Claim
23 words
An additive concentrate comprising a substantially inert, normally liquid organic solvent/diluent and about 10-90% by weight of a composition accoding to claim 28.
Claim 34
Dependent Claim
23 words
An additive concentrate comprising a substantially inert, normally liquid organic solvent/diluent and about 10-90% by weight of a composition according to claim 29.
Claim 35
Dependent Claim
23 words
A lubricating composition comprising a major amount of a lubricating oil and a minor amount of at least one composition of claim 28.
Claim 36
Dependent Claim
23 words
A lubricating composition comprising a major amount of a lubricating oil and a minor amount of at least one composition of claim 29.
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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) | 1991-05-03 | 1991-11-02 | 1992-05-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-03 | 1995-11-02 | 1996-05-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-03 | 1999-11-02 | 2000-05-03 | $7700.00 | Window Closed / Lapsed |