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US4382869A
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Friction reducing and corrosion inhibiting lubricant additives and their compositions
Assignee: Mobil Oil AS
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Filing: 1981-06-18
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Granted: 1983-05-10
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Expires: 2001-06-18
Abstract
Abstract Dimercaptothiadiazole adducts of hydroxyl-containing unsaturated compounds and their borated analogues provide effective multifunctional friction reducing and corrosion inhibiting properties to various lubricating fluids when incorporated therein.
Inventors
- 👤 Andrew G. Horodysky
- 👤 Phillip S. Landis
- 👤 Robert M. Gemmill, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 06:47
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07F; C07F5/00; C07F5/02; C07F5/022; C07F5/04; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/30; C10L1/301; C10L1/303; C10L10/00; C10L10/04; C10L10/08; C10M; C10M135/00; C10M135/32; C10M135/36; C10M139/00; C10M139/06; C10M159/00; C10M159/12; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2219/108; C10M2227/00; C10M2227/06; C10M2227/061; C10M2227/08; C10M2227/081; C10M2227/082; C10M2227/083
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
140 words
A product of reaction obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR6## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is a hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
Claim 2
Dependent Claim
140 words
A product of reaction obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR6## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is a hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
Claim 3
Dependent Claim
45 words
The product of claim 1 wherein the boron compound used for boration has the formula (R.sup.2 O).sub.x B(OH).sub.y wherein R 2 is a C 1 -C 6 alkyl group, x is 1 to 3 and y is 0 to 2 and x+y must equal 3.
Claim 4
Dependent Claim
61 words
The product of claim 1 wherein the mercaptothiadiazole has the formula: ##STR7## wherein R 4 and R 5 are hydrogen or hydrocarbyl groups containing from 1 to about 30 carbon atoms, x is 0 to 3 and X is nitrogen or sulfur, and wherein either R 4 or R 5 must be hydrogen and at least one X must be sulfur.
Claim 5
Dependent Claim
17 words
The product of claim 3 wherein said hydrocarbyl groups are alkyl, aryl, cycloalkyl, alkaryl or aralkyl groups.
Claim 6
Dependent Claim
12 words
The product of claim 1 obtained by reacting oleyl alcohol with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 7
Dependent Claim
13 words
The product of claim 1 obtained by reacting borated oleyl alcohol with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 8
Dependent Claim
11 words
The product of claim 1 wherein boration is with boric acid.
Claim 9
Dependent Claim
166 words
A lubricant composition containing a major portion of a lubricating oil or a grease prepared therefrom and a minor friction reducing or corrosion inhibiting amount of a product of reaction obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR8## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is a hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
Claim 10
Dependent Claim
166 words
A lubricant composition containing a major portion of a lubricating oil or a grease prepared therefrom and a minor friction reducing or corrosion inhibiting amount of a product of reaction obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR8## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is a hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
Claim 11
Dependent Claim
46 words
The composition of claim 8 wherein in preparing said product the boron compound used for boration has the formula (R.sup.2 O).sub.x B(OH).sub.y wherein R 2 is a C 1 -C 6 alkyl group, x is 1 to 3 and y is 0 to 2 and x+y=3.
Claim 12
Dependent Claim
65 words
The composition of claim 8 wherein in preparing said product, the mercaptothiadiazole has the general formula ##STR9## wherein R 4 and R 5 are hydrogen or hydrocarbyl groups containing from 1 to 30 carbon atoms, x is 0 to 3 and X is nitrogen or sulfur, and wherein either R 4 or R 5 must be hydrogen and at least one X must be sulfur.
Claim 13
Dependent Claim
17 words
The composition of claim 10 wherein said hydrocarbyl groups are alkyl, cycloalkyl, aryl, alkaryl, or aralkyl groups.
Claim 14
Dependent Claim
16 words
The composition of claim 8 wherein said product is prepared by reacting oleyl alcohol with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 15
Dependent Claim
17 words
The composition of claim 8 wherein said product is prepared by reacting borated oleyl alcohol with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 16
Dependent Claim
11 words
The composition of claim 9 wherein boration is with boric acid.
Claim 17
Dependent Claim
12 words
The composition of claim 8 wherein said lubricant is a mineral oil.
Claim 18
Dependent Claim
12 words
The composition of claim 8 wherein said lubricant is a synthetic oil.
Claim 19
Dependent Claim
16 words
The composition of claim 8 wherein said lubricant is a mixture of mineral and synthetic oils.
Claim 20
Dependent Claim
23 words
The composition of claim 8 wherein said lubricant is a grease prepared from a mineral oil, a synthetic oil or a mixture thereof.
Claim 21
Independent Claim
175 words
A method of reducing friction in an internal combustion engine by treating the moving parts of said engine with a lubricating oil or a grease prepared therefrom containing a minor effective amount of a friction reducing or corrosion inhibiting product obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR10## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
Claim 22
Independent Claim
175 words
A method of reducing friction in an internal combustion engine by treating the moving parts of said engine with a lubricating oil or a grease prepared therefrom containing a minor effective amount of a friction reducing or corrosion inhibiting product obtained by reacting a hydroxyl-containing unsaturated compound or a borated derivative thereof, the borated derivative being prepared at a temperature of from about 75° C. to about 270° C. using up to stoichiometric amounts of unsaturated compound and boron compound with a mercaptothiadiazole, at a temperature of from about 140° C. to about 200° C. using a ratio of unsaturated compound or borated derivative to mercaptothiadiazole of less than 1:1 to more than 2:1, and wherein said unsaturated compound has the formula ##STR10## wherein R and R' are the same or different and are hydrogen, a straight chain alkyl, a branched chain alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkyryl, aryl or alkaryl and contain from 1 to 30 carbon atoms, R" is hydrocarbyl group containing from 1 to 15 carbon atoms and x is zero or 1.
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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) | 1986-05-09 | 1986-11-08 | 1987-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-09 | 1990-11-08 | 1991-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-09 | 1994-11-08 | 1995-05-10 | $7700.00 | Window Closed / Lapsed |