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US4301019A
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Mercaptothiadiazole adducts of unsaturated esters and lubricants containing same
Assignee: Mobil Oil AS
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Filing: 1980-10-29
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Granted: 1981-11-17
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Expires: 2000-10-29
Abstract
Abstract Mercaptothiadiazole is reacted with hydroxyl-containing unsaturated esters, or their borated derivatives, to yield a product that is useful as a friction reducing additive in lubricants.
Inventors
- 👤 Andrew G. Horodysky
- 👤 Phillip S. Landis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 07:59
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C10; C10M; C10M135/00; C10M135/32; C10M135/36; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2050/00; C10N2050/10
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
31 words
A product of reaction obtained by reacting at a temperature of from about 140° C. to about 200° C. a hydroxyl-containing unsaturated ester or a borated derivative thereof with a mercaptothiadiazole.
Claim 2
Dependent Claim
31 words
A product of reaction obtained by reacting at a temperature of from about 140° C. to about 200° C. a hydroxyl-containing unsaturated ester or a borated derivative thereof with a mercaptothiadiazole.
Claim 3
Dependent Claim
73 words
The product of claim 1 wherein the hydroxyl-containing ester is obtained by reacting an unsaturated monocarboxylic acid of the formula R--COOH or (HO).sub.x R.sup.1 --COOH wherein R is an alkenyl group containing 2 to 30 carbon atoms, R 1 is an alkenylene group containing 2 to 20 carbon atoms and x is 1 to 3, with a polyhydric alcohol containing from 2 to 30 carbon atoms and from 2 to 6 hydroxyl groups.
Claim 4
Dependent Claim
44 words
The product of claim 2 wherein the boron compound used for boration is boric acid or has the formula (R.sup.2 O).sub.a B(OH).sub.b wherein R 2 is a C 1 -C 6 alkyl group, a is 1 to 3 and b is 0 to 2.
Claim 5
Dependent Claim
60 words
The product of claim 2 wherein the mercaptothiadiazole has the formula: ##STR5## wherein R 4 and R 5 are hydrogen or hydrocarbyl groups containing from 1 to 30 carbon atoms, r is 0 to 3 and z is nitrogen or sulfur, and wherein either R 4 or R 5 must be hydrogen and at least one Z must be sulfur.
Claim 6
Dependent Claim
17 words
The product of claim 4 wherein said hydrocarbyl groups are alkyl, aryl, alkenyl, alkaryl or aralkyl groups.
Claim 7
Dependent Claim
12 words
The product of claim 1 obtained by reacting glycerol monooleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 8
Dependent Claim
13 words
The product of claim 1 obtained by reacting borated glycerol monooleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 9
Dependent Claim
11 words
The product of claim 3 wherein boration is with boric acid.
Claim 10
Dependent Claim
12 words
The product of claim 1 obtained by reacting pentaerythritol trioleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 11
Dependent Claim
13 words
The product of claim 1 obtained by reacting borated pentaerythritol trioleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 12
Dependent Claim
11 words
The product of claim 10 wherein boration is with boric acid.
Claim 13
Dependent Claim
63 words
A lubricant composition containing a major amount of a lubricant selected from the group consisting of oils of lubricating viscosity and greases thereof and a friction reducing amount of a product of reaction obtained by reacting a hydroxyl-containing unsaturated ester or a borated derivation thereof with a mercaptothiadiazole said reaction obtained at a temperature of from about 140° C. to about 200° C.
Claim 14
Dependent Claim
63 words
A lubricant composition containing a major amount of a lubricant selected from the group consisting of oils of lubricating viscosity and greases thereof and a friction reducing amount of a product of reaction obtained by reacting a hydroxyl-containing unsaturated ester or a borated derivation thereof with a mercaptothiadiazole said reaction obtained at a temperature of from about 140° C. to about 200° C.
Claim 15
Dependent Claim
75 words
The composition of claim 12 wherein in preparing said product the hydroxyl-containing ester is obtained by reacting an unsaturated monocarboxylic acid of the formula R--COOH or (HO).sub.x --R.sup.1 --COOH wherein R is an alkenyl group containing 2 to 30 carbon atoms, R 1 is an alkenylene group containing 2 to 20 carbon atoms and x is 1 to 3, with a polyhydric alcohol containing 2 to 30 carbon atoms and 2 to 6 hydroxyl groups.
Claim 16
Dependent Claim
48 words
The composition of claim 13 wherein in preparing said product the boron compound used for boration is boric acid or has the formula (R.sup.2 O).sub.a B(OH).sub.b wherein R 2 is a C 1 -C 6 alkyl group, a is 1 to 3 and b is 0 to 2.
Claim 17
Dependent Claim
64 words
The composition of claim 13 wherein in preparing said product, the mercaptothiadiazole has the formula ##STR6## wherein R 4 and R 5 are hydrogen or hydrocarbyl groups containing from 1 to 30 carbon atoms, r is 0 to 3 and Z is nitrogen or sulfur, and wherein either R 4 or R 5 must be hydrogen and at least one Z must be sulfur.
Claim 18
Dependent Claim
17 words
The composition of claim 15 wherein said hydrocarbyl groups are alkyl, aryl, alkenyl alkaryl or aralkyl groups.
Claim 19
Dependent Claim
16 words
The composition of claim 12 wherein said product is prepared by reacting glycerol monooleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 20
Dependent Claim
17 words
The composition of claim 12 wherein said product is prepared by reacting borated glycerol monooleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 21
Dependent Claim
11 words
The composition of claim 14 wherein boration is with boric acid.
Claim 22
Dependent Claim
16 words
The composition of claim 12 wherein said product is prepared by reacting pentaerythritol trioleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 23
Dependent Claim
17 words
The composition of claim 12 wherein said product is prepared by reacting borated pentaerythritol trioleate with 2,5-dimercapto-1,3,4-thiadiazole.
Claim 24
Dependent Claim
11 words
The composition of claim 21 wherein boration is with boric acid.
Claim 25
Dependent Claim
12 words
The composition of claim 12 wherein said lubricant is a mineral oil.
Claim 26
Dependent Claim
12 words
The composition of claim 12 wherein said lubricant is a synthetic oil.
Claim 27
Dependent Claim
16 words
The composition of claim 12 wherein said lubricant is a mixture of mineral and synthetic oils.
Claim 28
Dependent Claim
23 words
The composition of claim 12 wherein said lubricant is a grease prepared from a mineral oil, a synthetic oil or a mixture thereof.
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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) | 1984-11-16 | 1985-05-18 | 1985-11-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-16 | 1989-05-18 | 1989-11-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-16 | 1993-05-18 | 1993-11-17 | $7700.00 | Window Closed / Lapsed |