US4661273A
Expired / Lapsed
US
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Mercapto-thiadiazole reaction products as multifunctional lubricant additives and compositions thereof
Assignee: ExxonMobil Oil Corp
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Filing: 1985-12-30
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Granted: 1987-04-28
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Expires: 2005-12-30
Abstract
Abstract Zinc/phosphorus-free antiwear agents and antioxidants are provided by reaction products of 2,5-dimercapto-1,3,4-thiadiazole with mercaptans and thionyl chloride.
Inventors
- 👤 Gerassimo Frangatos
- 👤 Robert H. Davis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:50
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; C10M2215/00; C10M2215/086; C10M2215/24; C10M2215/28
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
78 words
A product of reaction having multifunctional antiwear/EP and antioxidation characteristics prepared by reacting a mercapto or dimercapto thiadiazole with a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 2
Dependent Claim
78 words
A product of reaction having multifunctional antiwear/EP and antioxidation characteristics prepared by reacting a mercapto or dimercapto thiadiazole with a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 3
Dependent Claim
19 words
The product of claim 1 wherein the mercaptan is a C 1 to about a C 22 alkyl mercaptan.
Claim 4
Dependent Claim
13 words
The product of claim 2 wherein the mercaptan is a tertiary alkyl mercaptan.
Claim 5
Dependent Claim
11 words
The product of claim 3 wherein the mercaptan is t-nonyl mercaptan.
Claim 6
Dependent Claim
20 words
The product of claim 1 wherein the reaction is carried out in the presence of a stabilizing or dispersing agent.
Claim 7
Dependent Claim
21 words
The product of claim 1 wherein the stabilizing agent is added to the reaction medium after the reaction is substantially completed.
Claim 8
Dependent Claim
15 words
The product of claim 5 wherein said agent is an alkylthio-thiadiazole or a bis alkylthio-thiadiazole.
Claim 9
Dependent Claim
10 words
The product of claim 7 wherein said agent is 2,5-bis(t-nonylthio)-1,3,4-thiadiazole.
Claim 10
Dependent Claim
12 words
The product of claim 6 wherein said agent is Primene 81R amine.
Claim 11
Dependent Claim
18 words
The product of claim 5 wherein from about 5 to about 60 wt.% of said agent is used.
Claim 12
Dependent Claim
94 words
A lubricant composition comprising a major amount of an oil of lubricating viscosity or grease prepared therefrom and a minor amount of a product of reaction prepared by reacting a mercapto or dimercapto thiadiazole with a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 13
Dependent Claim
94 words
A lubricant composition comprising a major amount of an oil of lubricating viscosity or grease prepared therefrom and a minor amount of a product of reaction prepared by reacting a mercapto or dimercapto thiadiazole with a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 14
Dependent Claim
20 words
The lubricant composition of claim 11 wherein the mercaptan is a C 1 to about a C 22 alkyl mercaptan.
Claim 15
Dependent Claim
14 words
The lubricant composition of claim 1 wherein the mercaptan is a tertiary alkyl mercaptan.
Claim 16
Dependent Claim
12 words
The lubricant composition of claim 13 wherein the mercaptan is t-nonyl mercaptan.
Claim 17
Dependent Claim
32 words
The lubricant composition of claim 11 wherein the reaction is carried out in the presence of a stabilizing or dispersing agent or such agent is added after the reaction is substantially completed.
Claim 18
Dependent Claim
16 words
The lubricant composition of claim 15 wherein said agent is an alkylthio-thiadiazole and a bis alkylthio-thiadiazole.
Claim 19
Dependent Claim
11 words
The lubricant composition of claim 15 wherein said agent is 2,5-bis(t-nonylthio)-1,3,4-thiadiazole.
Claim 20
Dependent Claim
13 words
The lubricant composition of claim 15 wherein said agent is Primene 81R amine.
Claim 21
Dependent Claim
19 words
The lubricant composition of claim 15 wherein from about 5 to about 60 wt.% of said agent is used.
Claim 22
Dependent Claim
23 words
The composition of claim 15 wherein the product of reaction is prepared from 2,5-dimercapto-thiadiazole, thionyl chloride and t-nonylmercaptan in the presence of 2,5-bis(t-nonylthio)-1,3,4-thiadiazole.
Claim 23
Dependent Claim
24 words
The composition of claim 15 wherein the product of reaction is prepared from 2,5-dimercapto-thiadiazole, thionyl chloride, t-nonylmercaptan and thereafter treated with Primene 81R amine.
Claim 24
Dependent Claim
23 words
The composition of claim 11 wherein said oil of lubricating viscosity is selected from mineral, synthetic and mixtures of mineral and synthetic oils.
Claim 25
Dependent Claim
15 words
The composition of claim 11 wherein said oil of lubricating viscosity is a mineral oil.
Claim 26
Dependent Claim
15 words
The composition of claim 11 wherein said oil of lubricating viscosity is a synthetic oil.
Claim 27
Dependent Claim
27 words
A zinc/phosphorus-free circulating oil or grease thereof comprising a major amount of said circulating oil and a minor amount of a product as described in claim 1.
Claim 28
Dependent Claim
73 words
A process for preparing a product of reaction comprising reacting a mercapto or dimercapto-thiadiazole, a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 29
Dependent Claim
73 words
A process for preparing a product of reaction comprising reacting a mercapto or dimercapto-thiadiazole, a mercaptan and thionyl chloride wherein the amount of mercapto or dimercapto-thiadiazole to thionyl chloride to mercaptan varies in a molar ratio of from 1:2:1.5 to about 1:12:8 and wherein the temperature varies from 50° to about 120° C., the pressure from ambient to about 150 psi and the time from about 1 to about 8 hours or more.
Claim 30
Dependent Claim
12 words
The process of claim 26 wherein the thiadiazole is selected from 2,5-dimercapto-1,3,4-thiadiazole.
Claim 31
Dependent Claim
10 words
The process of claim 27 wherein the thiadiazole is 2,5-dimercapto-thiadiazole.
Claim 32
Dependent Claim
16 words
The process of claim 26 wherein the mercaptan is a C 1 -C 22 alkyl mercaptan.
Claim 33
Dependent Claim
10 words
The process of claim 27 wherein the mercaptan is t-nonylmercaptan.
Claim 34
Dependent Claim
17 words
The process of claim 26 wherein a stabilizing or dispersing agent is present in the reaction medium.
Claim 35
Dependent Claim
25 words
The process of claim 31 wherein said agent is present in an amount of from about 0.01 to about 50 wt.% of the finished blend.
Claim 36
Dependent Claim
19 words
The process of claim 26 wherein a stabilizing or dispersing agent is added after the reaction is substantially complete.
Claim 37
Dependent Claim
30 words
The process of claim 33 wherein said agent is added in an amount of from about 0.005 to about 50 wt.% based on the total weight of the finished blend.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-04-27 | 1990-10-27 | 1991-04-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-04-27 | 1994-10-27 | 1995-04-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-04-27 | 1998-10-27 | 1999-04-28 | $7700.00 | Window Closed / Lapsed |