IP Library Granted Patent US 8,558,036
Granted Patent B2
US 8,558,036 · App. 12/946,014 · Granted Oct 15, 2013

Dual phase catalysts system for mixed olefin hydrations

Inventor: Wei Xu (Dhahran, SA)
Assignee: Saudi Arabian Oil Company
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Quick Facts
Patent No.
US 8,558,036
App. No.
12/946,014
Granted
Oct 15, 2013
Kind
B2
Abstract

Processes for producing mixed alcohols from mixed olefins and the catalyst systems for making such alcohols are provided. Additionally, processes for producing fuel compositions having mixed alcohols prepared from mixed olefins are also provided as embodiments of the present invention. The catalyst systems include a dual phase catalyst system that includes a water soluble acid catalyst and a solid acid catalyst.

Claims (57)

1. A process for producing mixed alcohols from mixed olefins using a butene hydration system, the process comprising the steps of:

introducing a mixed olefin stream comprising mixed olefins into the butene hydration system;

contacting the-mixed olefin stream with a dual phase catalyst system within a reactor to convert the mixed olefins into mixed alcohols; and

producing a mixed alcohol stream comprising the mixed alcohols from the butene hydration system;

where the dual phase catalyst system comprises a water soluble acid catalyst and a solid acid catalyst,

where the water soluble acid catalyst is soluble in water and the solid acid catalyst is insoluble in water,

where the butene hydration system includes the reactor that is operable to contain the dual phase catalyst system,

where the dual phase catalyst system is capable of hydrating the mixed olefin stream without requiring separation of the mixed olefins prior to contacting the mixed olefin stream with the dual phase catalyst system,

where the mixed olefins comprise at least two types of butenes,

where the mixed alcohols comprise at least two types of butanols, and

where the conversion rate of converting introduced mixed olefins into mixed alcohols in the reactor is at a rate greater than about 10% and the ratio of 2-butanol to t-butanol in the mixed alcohols is greater than about 2.0.

2. The process of claim 1 where the mixed olefin stream is a discharge stream from a FCC unit, a thermal cracking unit, a raffinates stream from an MTBE process, a raffinates stream from a TBA process, a liquefied petroleum gas (LPG) stream, or combinations thereof.

3. The process of claim 1 where the reactor is a multi-staged reactor.

4. The process of claim 1 , wherein the water soluble acid comprises an organic acid, an inorganic acid, or combinations thereof.

5. The process of claim 4 , wherein the organic acid is acetal acid, tosylate acid, perflurated acetic acid, lactic acid, citric acid, oxalic acid, benzoic acid, or combinations thereof.

6. The process of claim 4 , wherein the inorganic acid is HCl, H 3 PO 4 , H 2 SO 4 , hydrofluric acid, heteropoly acids, or combinations thereof.

7. The process of claim 1 , wherein the solid acid catalyst is an ionic exchange resin, a zeolite, a supported acid, or combinations thereof.

8. The process of claim 1 where the mixed olefins of the mixed olefin stream are selected from the group consisting of propylene, n-butylene, 2-butene, isobutylene, pentenes, hexenes, olefins having more than 6 carbons, and combinations thereof, the mixed olefins selected comprising at least two butenes.

9. The process of claim 1 where the mixed alcohols of the mixed alcohol stream comprises 2-butanol and t-butanol.

10. A neat fuel composition comprising the mixed alcohols produced by the process of claim 1 , where the neat fuel composition has an octane rating suitable for use in a combustion or compression engines.

11. A fuel composition comprising a fuel component and the mixed alcohols produced by the process of claim 1 .

12. The fuel composition of claim 11 where the fuel component is gasoline, diesel, jet fuel, aviation gasoline, heating oil, bunker oil, or a combination thereof.

13. A process for producing a fuel composition from mixed olefins using a butene hydration system, the process comprising the steps of:

introducing a mixed olefin stream comprising the mixed olefins into the butene hydration system;

contacting the mixed olefin stream with a dual phase catalyst system within a reactor to convert the mixed olefins into mixed alcohols;

producing a mixed alcohol stream comprising the mixed alcohols from the butene hydration system; and

combining the mixed alcohol stream with a fuel component to produce the fuel composition;

where the dual phase catalyst system comprises a water soluble acid catalyst and a solid acid catalyst,

where the water soluble acid catalyst is soluble in water and the solid acid catalyst is insoluble in water,

where the butene hydration system includes the reactor that is operable to contain the dual phase catalyst system,

where the mixed olefins comprise at least two types of butenes,

where the mixed alcohols comprise at least two types of butanols,

where the conversion rate of converting introduced mixed olefins into mixed alcohols in the reactor is at a rate greater than about 10% and the ratio of 2-butanol to t-butanol in the mixed alcohols is greater than about 2.0, and

where the fuel component is gasoline, diesel, jet fuel, aviation gasoline, heating oil, bunker oil, or a combinations thereof.

14. The process of claim 13 where the mixed olefin stream is a discharge stream from a FCC unit, a thermal cracking unit, a raffinates stream from an MTBE process, a raffinates stream from a TBA process, a liquefied petroleum gas (LPG) stream, or combinations thereof.

15. The process of claim 13 where the reactor is a multi-staged reactor.

16. The process of claim 13 , wherein the water soluble acid comprises an organic acid, an inorganic acid, or combinations thereof.

17. The process of claim 16 , wherein the organic acid is acetal acid, tosylate acid, perflurated acetic acid, lactic acid, citric acid, oxalic acid, benzoic acid, or combinations thereof.

18. The process of claim 16 , wherein the inorganic acid is HCl, H 3 PO 4 , H 2 SO 4 , hydrofluric acid, heteropoly acids, or combinations thereof.

19. The process of claim 13 , wherein the solid acid catalyst is an ionic exchange resin, a zeolite, a supported acid, or combinations thereof.

20. The process of claim 13 where the mixed olefins of the mixed olefin stream are selected from the group consisting of propylene, n-butylene, 2-butene, isobutylene, pentenes, hexenes, olefins having more than 6 carbons, and combinations thereof, the mixed olefins selected comprising at least two butenes.

21. The process of claim 13 where the mixed alcohols of the mixed alcohol stream comprises 2-butanol and t-butanol.

22. The process of claim 1 where the reactor is maintained at an internal temperature of about 150° C. during the contacting of the mixed olefin stream with the dual phase catalyst system.

23. The process of claim 1 further comprising the steps of:

introducing the water soluble acid catalyst into the butene hydration system;

introducing the solid acid catalyst into the butene hydration system; and

contacting the water soluble acid catalyst with the solid acid catalyst such that the dual phase catalyst system forms.

24. The process of claim 23 where the water soluble acid catalyst and the solid acid catalyst are separately introduced into the reactor such that the dual phase catalyst system forms in the reactor.

25. The process of claim 23 where the solid acid catalyst is fixed in the reactor and the dual phase catalyst system forms in the reactor upon introduction of the water soluble acid catalyst into the reactor.

26. The process of claim 23 where the introduction of the solid acid catalyst causes the solid acid catalyst to contact the mixed olefins of the mixed olefin stream before the solid acid catalyst forms the dual phase catalyst system.

27. The process of claim 23 where the introduction of the water soluble acid catalyst causes the water soluble acid catalyst to contact the mixed olefins of the mixed olefin stream before the water soluble acid catalyst forms the dual phase catalyst system.

28. The process of claim 8 where the mixed olefins consist essentially of propylene and butenes.

29. The process of claim 8 where the mixed olefins consist essentially of butenes.

30. The process of claim 8 where the mixed olefins consist essentially of 2-butene and isobutylene.

31. The process of claim 1 where the reactor is maintained during the contacting of the mixed olefin stream with the dual phase catalyst system such that the yield of 2-butanol in the mixed alcohols is maximized.

32. The process of claim 1 where the reactor is maintained during the contacting of the mixed olefin stream with the dual phase catalyst system such that the yield of t-butanol in the mixed alcohols is maximized.

33. The process of claim 1 where the mixed olefins consist essentially of 2-butene and isobutylene and where the mixed alcohols consist essentially of 2-butanol and t-butanol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2010
From: XU, WEI
To: SAUDI ARABIAN OIL COMPANY
Reel/Frame 025360/0380 →
Continuity (1)
Related Publication 20120117862A1 · May 17, 2012