Patent US4784780A successfully refreshed from Google Patents.
US4784780A
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Lubricant additive comprising mixed hydroxyester or diol/phosphorodithioate-derived borates
Assignee: Mobil Oil AS
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Filing: 1988-05-03
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Granted: 1988-11-15
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Expires: 2008-05-03
Abstract
Abstract Disclosed herein are the reaction products of dialkyl or diaryl phosphorodithioate acids and hydrocarbyl diols, hydroxyester or related polydiols and borating agent. These reaction products are useful as additives for lubricating compositions.
Inventors
- 👤 Liehpao O. Farng
- 👤 Andrew G. Horodysky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 12:56
CPC Classifications
C; C10; C10M; C10M139/00; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/16; C07F9/165; C07F9/1651; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2030/00; C10N2030/12
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
78 words
The reaction product produced by: (a) reacting a phosphorodithioic acid and an epoxide, hydroxyester, or diol resulting in an intermediate product; and (b) reacting the intermediate product with a borating compound and a hydroxy-bearing compound to produce the desired reaction product, each reaction being conducted at a temperature between about 10° C. and about 150° C. for a period of between about 1 and about 48 hours in a proportion of reactants of about 1 mole of each.
Claim 2
Dependent Claim
78 words
The reaction product produced by: (a) reacting a phosphorodithioic acid and an epoxide, hydroxyester, or diol resulting in an intermediate product; and (b) reacting the intermediate product with a borating compound and a hydroxy-bearing compound to produce the desired reaction product, each reaction being conducted at a temperature between about 10° C. and about 150° C. for a period of between about 1 and about 48 hours in a proportion of reactants of about 1 mole of each.
Claim 3
Dependent Claim
31 words
The reaction product of claim 1 wherein the phosphorodithioic acid has the formula: (RO).sub.2 PSSH where R is a C 3 to C 30 hydrocarbyl or oxyhydrocarbylene group, or mixtures thereof.
Claim 4
Dependent Claim
45 words
The reaction product of claim 1 wherein the epoxide has the structural formula: ##STR3## where R 1 , R 2 , R 3 , and R 4 are hydrogen or a C 1 to C 30 hydrocarbyl group optionally containing sulfur, nitrogen, or oxygen atoms.
Claim 5
Dependent Claim
45 words
The reaction product of claim 1 wherein the hydroxy-bearing compound has the structural formula: (HO).sub.x R.sup.5 where R 5 is hydrogen or C 1 to C 30 hydrocarbyl group and optionally contains ester, amide, oxygen, nitrogen and/or sulfur groups, and x is 1 to 10.
Claim 6
Dependent Claim
22 words
The reaction product of claim 1 wherein the borating agent is selected from the group consisting of boric acid, methaborates and trialkylborates.
Claim 7
Dependent Claim
188 words
The product produced by reacting: (a) a phosphorodithioic acid of the formula: (RO).sub.2 PSSH where R is a C 3 to C 30 hydrocarbyl or oxyhydrocarbylene group, or mixtures thereof with an epoxide of the formula: ##STR4## where R 1 , R 2 , R 3 , and R 4 are hydrogen or a C 1 to C 30 hydrocarbyl group optionally containing sulfur, nitrogen, or oxygen atoms, to obtain the intermediate product or mixture: ##STR5## where a is an integer from 1 to 10, (b) reacting the intermediate product from (a) with a borating compound and a hydroxy bearing compound of the formula: (HO).sub.x R.sup.5 to produce the compound of the structural formula: ##STR6## where R 5 is hydrogen or a C 1 to C 30 hydrocarbyl group and optionally contains ester, amide or oxygen, nitrogen and/or sulfur groups, x is 0 to 10, y and z are integers and y+z=3, each reaction being conducted at a temperature between about -10° C. and about 250° C. for a period of between about 1 and about 48 hours in a proportion of reactants of about 1 mole each.
Claim 8
Dependent Claim
188 words
The product produced by reacting: (a) a phosphorodithioic acid of the formula: (RO).sub.2 PSSH where R is a C 3 to C 30 hydrocarbyl or oxyhydrocarbylene group, or mixtures thereof with an epoxide of the formula: ##STR4## where R 1 , R 2 , R 3 , and R 4 are hydrogen or a C 1 to C 30 hydrocarbyl group optionally containing sulfur, nitrogen, or oxygen atoms, to obtain the intermediate product or mixture: ##STR5## where a is an integer from 1 to 10, (b) reacting the intermediate product from (a) with a borating compound and a hydroxy bearing compound of the formula: (HO).sub.x R.sup.5 to produce the compound of the structural formula: ##STR6## where R 5 is hydrogen or a C 1 to C 30 hydrocarbyl group and optionally contains ester, amide or oxygen, nitrogen and/or sulfur groups, x is 0 to 10, y and z are integers and y+z=3, each reaction being conducted at a temperature between about -10° C. and about 250° C. for a period of between about 1 and about 48 hours in a proportion of reactants of about 1 mole each.
Claim 9
Dependent Claim
44 words
The reaction product of claim 5 where the reaction in (a) is carried out at a temperature between about -10° C. and about 60° C. and the reaction of (b) is carried out at a temperature of about 50° C. and about 250° C.
Claim 10
Dependent Claim
18 words
The reaction product of claim 5 wherein the borating compound is boric acid (H 3 BO 3 ).
Claim 11
Dependent Claim
20 words
The reaction product of claim 5 wherein the borating compound is selected from the group consisting of metaborates and trialkylborates.
Claim 12
Dependent Claim
35 words
The reaction product of claim 5 wherein R 1 , R 2 , R 3 , and R 4 are selected from the group consisting of hydrogen and C 1 to C 30 hydrocarbyl groups.
Claim 13
Dependent Claim
23 words
The reaction product of claim 5 wherein R 5 is selected from the group consisting of C 1 to C 30 hydrocarbyl groups.
Claim 14
Dependent Claim
19 words
The reaction product of claim 5 wherein the phosphorodithioic acid is made by reacting di-2-ethhylhexylphosphorodithioic acid and propylene oxide.
Claim 15
Dependent Claim
12 words
The reaction product of claim 5 wherein the epoxide is propylene oxide.
Claim 16
Dependent Claim
15 words
The reaction product of claim 5 wherein the hydroxy-bearing compound of (b) is glycerol monooleate.
Claim 17
Dependent Claim
22 words
The reaction product of claim 5 wherein the intermediate product of (a) is the reaction product of di-2-ethylhexylphosphorodithioic acid and propylene oxide.
Claim 18
Dependent Claim
31 words
The reaction product of claim 5 wherein the intermediate product of (a) is the reaction product of di-2-ethylhexyl-phosphorodithioic acid, and propylene oxide and the hydroxy-bearing compound of (b) is glycerol monooleate.
Claim 19
Dependent Claim
21 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of claim 1.
Claim 20
Dependent Claim
21 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of claim 2.
Claim 21
Dependent Claim
21 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of claim 3.
Claim 22
Dependent Claim
21 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of claim 4.
Claim 23
Dependent Claim
19 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% of the composition of claim 5.
Claim 24
Dependent Claim
21 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of claim 6.
Claim 25
Dependent Claim
20 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% weight of the composition of claim 7.
Claim 26
Dependent Claim
20 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% weight of the composition of claim 10.
Claim 27
Dependent Claim
33 words
A lubricant composition comprising as lubricant selected from the group consisting of mineral oil, synthetic oils, and greases, and between about 0.001% and about 10% by weight of the composition of claim 5.
Claim 28
Dependent Claim
25 words
A lubricant composition comprising a major proportion of a lubricant and between about 0.001% and about 1% by weight of the composition of claim 5.
Claim 29
Dependent Claim
21 words
The reaction product of claim 5 wherein the mole ratio of borating agent to the other reactants is greater than 1.
Claim 30
Dependent Claim
44 words
The lubricant composition of claim 22 where the reaction in (a) is carried out at a temperature between about -10° C. and about 60° C. and the reaction of (b) is carried out at a temperature of about 50° C. and about 250° C.
Claim 31
Dependent Claim
18 words
The lubricant composition of claim 22 wherein the borating compound is boric acid (H 3 BO 3 ).
Claim 32
Dependent Claim
20 words
The lubricant composition of claim 22 wherein the borating compound is selected from the group consisting of metaborates and trialkylborates.
Claim 33
Dependent Claim
35 words
The lubricant composition of claim 22 wherein R 1 , R 2 , R 3 , and R 4 are selected from the group consisting of hydrogen, and C 1 to C 20 hydrocarbyl groups.
Claim 34
Dependent Claim
23 words
The lubricant composition of claim 22 wherein R 5 is selected from the group consisting of C 1 to C 30 hydrocarbyl groups.
Claim 35
Dependent Claim
19 words
The lubricant composition of claim 22 wherein the phosphorodithioic acid is made by reacting di-2-ethylhexylphosphorodithioic acid and propylene oxide.
Claim 36
Dependent Claim
12 words
The lubricant composition of claim 22 wherein the epoxide is propylene oxide.
Claim 37
Dependent Claim
15 words
The lubricant composition of claim 22 wherein the hydroxy-bearing compound of (b) is glycerol monooleate.
Claim 38
Dependent Claim
22 words
The lubricant composition of claim 22 wherein the intermediate product of (a) is the reaction product of di-2-ethylhexylphosphorodithioic acid, and propylene oxide.
Claim 39
Dependent Claim
31 words
The lubricant composition of claim 22 wherein the intermediate product of (a) is the reaction product of di-2-ethylhexylphosphorodithioic acid and propylene oxide and the hydroxy-bearing compound of (b) is glycerol monooleate.
Claim 40
Dependent Claim
12 words
The lubricant composition of claim 22 wherein the lubricant is a grease.
Claim 41
Dependent Claim
12 words
The lubricant composition of claim 22 containing additional phosphorus and sulfur moities.
Claim 42
Dependent Claim
215 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of an additive for increasing the resistance to oxidation of the lubricant and increasing its wear reducing characteristics said additive comprising the product produced by reacting: (a) a phosphorodithioic acid of the formula: (RO).sub.2 PSSH where R is a C 3 to C 30 hydrocarbyl or oxyhydrocarbylene, or mixtures thereof with an epoxide of the formula: ##STR7## where R 1 , R 2 , R 3 , and R 4 are hydrogen or C 1 to C 30 hydrocarbyl groups, to obtain the intermediate product: ##STR8## where a is an integer from 1 to 10, (b) reacting the intermediate product from (a) with a borating compound and a hydroxy-bearing compound of the formula: (HO).sub.x R.sup.5 where R 5 is hydrogen or C 1 to C 30 hydrocarbyl groupand optionally contains ester, amide, oxygen, nitrogen and/or sulfur groups, and x is 0 to 10 to produce the compound of the structural formula: ##STR9## where y and z are integers and z+z=3 each reaction being conducted at a temperature between about -10° C. and about 250° C. for a period of between about 1 and about 48 hours in a ratio of reactants of about 1 mole of each.
Claim 43
Dependent Claim
215 words
A lubricant composition comprising a lubricant and between about 0.001% and about 10% by weight of the composition of an additive for increasing the resistance to oxidation of the lubricant and increasing its wear reducing characteristics said additive comprising the product produced by reacting: (a) a phosphorodithioic acid of the formula: (RO).sub.2 PSSH where R is a C 3 to C 30 hydrocarbyl or oxyhydrocarbylene, or mixtures thereof with an epoxide of the formula: ##STR7## where R 1 , R 2 , R 3 , and R 4 are hydrogen or C 1 to C 30 hydrocarbyl groups, to obtain the intermediate product: ##STR8## where a is an integer from 1 to 10, (b) reacting the intermediate product from (a) with a borating compound and a hydroxy-bearing compound of the formula: (HO).sub.x R.sup.5 where R 5 is hydrogen or C 1 to C 30 hydrocarbyl groupand optionally contains ester, amide, oxygen, nitrogen and/or sulfur groups, and x is 0 to 10 to produce the compound of the structural formula: ##STR9## where y and z are integers and z+z=3 each reaction being conducted at a temperature between about -10° C. and about 250° C. for a period of between about 1 and about 48 hours in a ratio of reactants of about 1 mole of each.
References Cited (Backward Citations)
US3192162A
Cited
US4584115A
Cited
US4450096A
Cited
US4555353A
Cited
US4600520A
Cited
US4600517A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-11-15 | 1992-05-16 | 1992-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-15 | 1996-05-16 | 1996-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-15 | 2000-05-16 | 2000-11-15 | $7700.00 | Window Closed / Lapsed |