US4434308A
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Manufacture of synthetic lubricant additives from internal olefins using boron trifluoride catalysis
Assignee: Huntsman Corp
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Filing: 1982-04-28
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Granted: 1984-02-28
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Expires: 2002-04-28
Abstract
Abstract An improved process for the manufacture of synthetic lubricant additives from internal olefins is described. The process utilizes boron trifluoride catalysis with a promoter to produce oligomer mixtures that have surprisingly low viscosities at low temperatures and surprisingly high viscosity indexes as compared with the oligomers found in other methods. It is important that internal olefins be used almost exclusively in the method of this invention.
Inventors
- 👤 John M. Larkin
- 👤 Lewis W. Watts, Jr.
- 👤 Edward T. Marquis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 21:31
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/02; C07C2/04; C07C2/06; C07C2/08; C07C2/14; C07C2/20; C10; C10G; C10G50/00; C10G50/02; C07C2527/00; C07C2527/06; C07C2527/08; C07C2527/12; C07C2527/1213; C07C2531/00; C07C2531/02
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
67 words
A process for oligomerizing mono olefins comprising contacting a mixture of olefins having between 9 and 24 carbon atoms, inclusive, and having 99 weight percent or more of internal olefins, where the double bond of the olefin is randomly distributed throughout the carbon chain with a catalyst comprising boron trifluoride at a temperature between about 25° and about 150° C. sufficient to effect oligomerization of said olefins.
Claim 2
Dependent Claim
67 words
A process for oligomerizing mono olefins comprising contacting a mixture of olefins having between 9 and 24 carbon atoms, inclusive, and having 99 weight percent or more of internal olefins, where the double bond of the olefin is randomly distributed throughout the carbon chain with a catalyst comprising boron trifluoride at a temperature between about 25° and about 150° C. sufficient to effect oligomerization of said olefins.
Claim 3
Dependent Claim
30 words
The process of claim 1 in which a promoter is employed in connection with the catalyst, the promotoer being selected from the group consisting of alcohols, carboxylic acids and water.
Claim 4
Dependent Claim
11 words
The process of claim 2 in which the promoter is 1-butanol.
Claim 5
Dependent Claim
12 words
The process of claim 1 in which the oligomerized olefins are hydrogenated.
Claim 6
Dependent Claim
14 words
A synthetic lubricant component prepared according to the process of claim 1 or 4.
Claim 7
Dependent Claim
121 words
A synthetic lubricant component having a viscosity at 210° F. of between 3.5 and 5.0 centistokes, a viscosity at 25° C. of between 25 and 40 centistokes, a viscosity index of greater than 100 and a thermogravimetric analysis value of greater than 80 weight per cent, being produced by oligomerizing a mixture of internal olefins having between 9 and 24 carbon atoms inclusive, where the double bond of the internal olefin is randomly distributed throughout the carbon chain, by means of reacting the mixture of olefins in the presence of a boron trifluoride catalyst under at a temperature between 25° and 150° C. and subsequently conducting a mild stripping step to remove any unreacted olefin monomer as the only separation step.
Claim 8
Dependent Claim
121 words
A synthetic lubricant component having a viscosity at 210° F. of between 3.5 and 5.0 centistokes, a viscosity at 25° C. of between 25 and 40 centistokes, a viscosity index of greater than 100 and a thermogravimetric analysis value of greater than 80 weight per cent, being produced by oligomerizing a mixture of internal olefins having between 9 and 24 carbon atoms inclusive, where the double bond of the internal olefin is randomly distributed throughout the carbon chain, by means of reacting the mixture of olefins in the presence of a boron trifluoride catalyst under at a temperature between 25° and 150° C. and subsequently conducting a mild stripping step to remove any unreacted olefin monomer as the only separation step.
Claim 9
Dependent Claim
27 words
The synthetic lubricant component of claim 6 in which the number of carbon atoms in the internal olefins of the mixture is between 11 and 14, inclusive.
Claim 10
Dependent Claim
25 words
The synthetic lubricant component of claim 7 in which the number of carbon atoms in the internal olefins of the mixture is 13 or 14.
Claim 11
Dependent Claim
31 words
The synthetic lubricant component of claim 6 in which the oligomerization is conducted in the presence of a protonic promoter selected from the group consisting of alcohols, carboxylic acids and water.
Claim 12
Dependent Claim
17 words
The synthetic lubricant component of claim 9 in which the protonic promoter in the oligomerization is 1-butanol.
Claim 13
Dependent Claim
22 words
The synthetic lubricant component of claim 6 in which any mild stripping is conducted at a temperature between 150° and 180° C.
Claim 14
Dependent Claim
14 words
The synthetic lubricant component of claim 6 in which the oligomerized olefins are hydrogenated.
Claim 15
Dependent Claim
129 words
A process for the production of a synthetic lubricant component comprising a. oligomerizing a mixture of olefins having between 9 and 24 carbon atoms inclusive, the mixture being comprised of 99 weight percent or more internal olefins in which the double bond is randomly distributed throughout the carbon chain, comprising reacting the mixture of oleins in the presence of a boron trifluoride catalyst and a protonic promoter at a temperature between 25° and 150° C. sufficient to produce a crude oligomer product, b. neutralizing the crude oligomer product, c. removing the organic layer from the neutralized crude product, d. mildly stripping the unreacted olefin monomer from the organic layer of the crude oligomer product as the only separation step, and e. hydrogenating the stripped oligomer product without further separation.
Claim 16
Dependent Claim
129 words
A process for the production of a synthetic lubricant component comprising a. oligomerizing a mixture of olefins having between 9 and 24 carbon atoms inclusive, the mixture being comprised of 99 weight percent or more internal olefins in which the double bond is randomly distributed throughout the carbon chain, comprising reacting the mixture of oleins in the presence of a boron trifluoride catalyst and a protonic promoter at a temperature between 25° and 150° C. sufficient to produce a crude oligomer product, b. neutralizing the crude oligomer product, c. removing the organic layer from the neutralized crude product, d. mildly stripping the unreacted olefin monomer from the organic layer of the crude oligomer product as the only separation step, and e. hydrogenating the stripped oligomer product without further separation.
Claim 17
Dependent Claim
27 words
The process of claim 13 in which the protonic promoter of the oligomerization step a. is selected from the group consisting of alcohols, carboxylic acids and water.
Claim 18
Dependent Claim
17 words
The process of claim 14 in which the protonic promoter of the oligomerization step a. is 1-butanol.
Claim 19
Dependent Claim
22 words
The process of claim 13 in which the mild stripping step d. is conducted at a temperature between 160° and 180° C.
Claim 20
Dependent Claim
29 words
The process of claim 13 or 16 in which hydrogenation step e. is followed by a second mild stripping step to remove monomer missed in the first stripping step.
Claim 21
Dependent Claim
146 words
A process for the production of a synthetic lubricant component having a viscosity between 3.5 and 5.0 centistokes at 210° F., comprising a. oligomerizing a mixture of olefins comprising 97 weight percent or more of olefins having 13 or 14 carbon atoms and 99 weight percent or more internal olefins in which the double bond is randomly distributed throughout the carbon chain, comprising reacting the mixture of olefins in the presence of a boron trifluoride catalyst and a protonic promoter at a temperature between 25° and 150° C. sufficient to produce a crude oligomer product, b. neutralizing the crude oligomer product, c. removing the organic layer from the neutralized crude oligomer product, d. mildly stripping the unreacted olefin monomer from the organic layer of the crude oligomer product, at a temperature between 160° and 180° C., and e. hydrogenating the stripped oligomer product without further separation.
Claim 22
Dependent Claim
146 words
A process for the production of a synthetic lubricant component having a viscosity between 3.5 and 5.0 centistokes at 210° F., comprising a. oligomerizing a mixture of olefins comprising 97 weight percent or more of olefins having 13 or 14 carbon atoms and 99 weight percent or more internal olefins in which the double bond is randomly distributed throughout the carbon chain, comprising reacting the mixture of olefins in the presence of a boron trifluoride catalyst and a protonic promoter at a temperature between 25° and 150° C. sufficient to produce a crude oligomer product, b. neutralizing the crude oligomer product, c. removing the organic layer from the neutralized crude oligomer product, d. mildly stripping the unreacted olefin monomer from the organic layer of the crude oligomer product, at a temperature between 160° and 180° C., and e. hydrogenating the stripped oligomer product without further separation.
Claim 23
Dependent Claim
21 words
The process of claim 18 in which the viscosity of the synthetic lubricant component is about 4 centistokes at 210° F.
Claim 24
Dependent Claim
27 words
The process of claim 18 in which the protonic promoter of the oligomerization step a. is selected from the groups consisting of alcohols, carboxylic acids and water.
Claim 25
Dependent Claim
17 words
The process of claim 20 in which the protonic promoter of the oligomerization step a. is 1-butanol.
Claim 26
Dependent Claim
27 words
The process of claim 18 in which hydrogenation step e. is followed by a second mild stripping step to remove monomer missed in the first stripping step.
Claim 27
Dependent Claim
14 words
A synthetic lubricant base oil component prepared according to the process of claim 18.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-02-27 | 1987-08-29 | 1988-02-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-02-27 | 1991-08-29 | 1992-02-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-02-27 | 1995-08-29 | 1996-02-28 | $7700.00 | Window Closed / Lapsed |