IP Library Granted Patent US 11,078,431
Granted Patent B2
US 11,078,431 · App. 16/715,555 · Granted Aug 3, 2021

Modified ultra-stable Y (USY) zeolite catalyst for deolefinization of hydrocarbon streams

Inventors: Omer Refa Koseoglu (Dhahran, SA); Robert Peter Hodgkins (Dhahran, SA); Mitsunori Watabe (Kawasaki, JP); Tomoyasu Kagawa (Kawasaki, JP); Koji Uchida (Kawasaki, JP)
Assignees: Saudi Arabian Oil Company; JGC CATALYSTS AND CHEMICALS LTD.; JAPAN COOPERATION CENTER, PETROLEUM
C10G35/065B01J29/088C10G35/24B01J2229/183C10G2300/1096C10G2300/4006C10G2300/4012C10G2300/4018C10G2400/30
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Quick Facts
Patent No.
US 11,078,431
App. No.
16/715,555
Granted
Aug 3, 2021
Kind
B2
Abstract

The present disclosure relates to a process for the deolefinization of hydrocarbon streams through an aromatic alkylation reaction by olefins, using a catalyst containing a framework-substituted zirconium and/or titanium and/or hafnium-modified ultra-stable Y (USY) type zeolite.

Claims (28)

1. A process for deolefinization of a hydrocarbon feed containing aromatic compounds and olefins, the process comprising the step of contacting the hydrocarbon feed with a catalyst containing a framework-substituted ultra-stable Y (USY)-type zeolite in which a portion of aluminum atoms constituting a zeolite framework thereof is substituted with zirconium atoms and/or titanium and/or hafnium atoms, wherein the olefins alkylate the aromatic compounds in the hydrocarbon feed, thereby producing a deolefinated hydrocarbon product.

2. The process according to claim 1 , wherein the framework-substituted USY-type zeolite in the catalyst comprises zirconium atoms and titanium atoms.

3. The process according to claim 1 , wherein the framework-substituted USY-type zeolite in the catalyst comprises from about 0.1 to about 5% by mass zirconium and/or titanium and/or hafnium atoms, each calculated as the oxide basis.

4. The process according to claim 1 , wherein the framework-substituted USY-type zeolite in the catalyst further includes a support comprising inorganic oxides selected from the group consisting of alumina, silica-alumina and combinations thereof.

5. The process according to claim 1 , wherein the hydrocarbon feed comprises an aromatic rich hydrocarbon oil having a boiling point range of about 15° C. to about 500° C.

6. The process according to claim 1 , wherein the contacting is operated at reaction temperature range of about 50° C. to about 250° C., a pressure of about 1 to about 30 bars and a liquid hourly space velocity (LHSV) of about 0.5 to about 50 h −1 .

7. The process according to claim 1 , wherein the deolefinated product contains less than about 500 ppm sulfur.

8. The process according to claim 1 , wherein the deolefinated hydrocarbon product containing less than about 100 ppm nitrogen.

9. The process according to claim 1 , wherein the hydrocarbon feed contains greater than about 1 wt % olefins.

10. The process according to claim 1 , wherein the deolefinated hydrocarbon product contains less than about 10 wt % olefins.

11. The process according to claim 1 , wherein the hydrocarbon feed is deolefinated at least about 95 wt %.

12. The process according to claim 1 , wherein the deolefinated hydrocarbon product has bromine index less than about 60,000.

13. The process according to claim 1 , wherein the aromatic compounds in the hydrocarbon feed contains benzene and alkylated benzenes.

14. The process according to claim 13 , wherein the aromatic compounds in the hydrocarbon feed comprise C6 to C10 aromatic compounds.

15. The process according to claim 1 , wherein the deolefinated hydrocarbon product comprises less olefin hydrocarbons and more alkylated aromatic compounds as compared with the hydrocarbon feed.

16. The process according to claim 1 , wherein the hydrocarbon feed is fluid catalytic cracking (FCC) naphtha, coking naphtha or other naphtha coming from the cracking units in which no hydrogen is used.

17. The process according to claim 1 , wherein the catalyst further includes an active metal selected from the group consisting of IUPAC Group 7 to 11 metal of the Periodic Table.

18. The process according to claim 1 , wherein the deolefinated product contains less than about 10 ppm sulfur.

19. The process according to claim 1 , wherein the deolefinated product contains less than about 0.5 ppm sulfur.

20. The process according to claim 1 , wherein the deolefinated hydrocarbon product containing less than about 10 ppm nitrogen.

21. The process according to claim 1 , wherein the deolefinated hydrocarbon product containing less than about 0.5 ppm nitrogen.

22. The process according to claim 1 , wherein the deolefinated hydrocarbon product contains less than about 1 wt % olefins.

23. The process according to claim 1 , wherein the deolefinated hydrocarbon product contains less than about 0.5 wt % olefins.

24. The process according to claim 1 , wherein the hydrocarbon feed is deolefinated at least about 99 wt %.

25. The process according to claim 1 , wherein the hydrocarbon feed is deolefinated at least about 99.99 wt %.

26. The process according to claim 1 , wherein the deolefinated hydrocarbon product has bromine index less than about 10,000.

27. The process according to claim 1 , wherein the deolefinated hydrocarbon product has bromine index less than about 1,000.

28. A process for alkylating aromatic compounds in a hydrocarbon feed containing aromatic compounds and olefins, the process comprising the step of contacting the hydrocarbon feed with a catalyst containing framework-substituted ultra-stable Y (USY)-type zeolite in which a portion of aluminum atoms constituting a zeolite framework thereof is substituted with zirconium atoms and/or titanium and/or hafnium atoms, wherein the olefins alkylate the aromatic compounds in the hydrocarbon feed, thereby producing alkylated aromatic compounds.

Assignments (4)
CHANGE OF NAME Recorded Aug 16, 2023
From: JAPAN COOPERATION CENTER, PETROLEUM
To: JAPAN COOPERATION CENTER FOR PETROLEUM AND SUSTAINABLE ENERGY
Reel/Frame 064609/0230 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2020
From: JGC CATALYSTS AND CHEMICALS LTD.
To: JGC CATALYSTS AND CHEMICALS LTD.; JAPAN COOPERATION CENTER, PETROLEUM
Reel/Frame 054433/0038 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2020
From: KOSEOGLU, OMER REFA; HODGKINS, ROBERT PETER
To: SAUDI ARABIAN OIL COMPANY
Reel/Frame 053697/0828 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2020
From: WATABE, MITSUNORI; KAGAWA, TOMOYASU; UCHIDA, KOJI
To: JGC CATALYSTS AND CHEMICALS LTD.
Reel/Frame 053697/0992 →
Continuity (1)
Related Publication 20210179949A1 · Jun 17, 2021