Alkylation of refinery pentenes with isobutane

Patent metadata

Field	Value
Publication number	US-10059639-B2
Application number	US-201615255271-A
Country	US
Kind code	B2
Filing date	Sep 2, 2016
Priority date	Sep 2, 2016
Publication date	Aug 28, 2018
Grant date	Aug 28, 2018

Abstract

A process, comprising: providing an olefin feed comprising pentenes, butenes, and isopentane; and alkylating the olefin feed with isobutane using an acidic ionic liquid catalyst; wherein less than 5 mol % of C5 olefins in the olefin feed are converted to isopentane, and the alkylate gasoline has defined final boiling points and high RONs. A process comprising: alkylating an olefin feed comprising pentenes and isopentane, with isobutane using an acidic ionic liquid catalyst; wherein less than 5 mol % of C5 olefins in the olefin feed are converted to isopentane; and wherein an n-pentane product yield is low. An alkylate gasoline, comprising less than 0.1 wt % olefins and aromatics, less than 1.8 wt % C12+hydrocarbons, and greater than 60 wt % combined C8 and C9 hydrocarbons, wherein the trimethylpentane in the C8 hydrocarbons and the trimethylhexane in the C9 hydrocarbons are defined.

First claim

It is claimed:

1. A process to make an alkylate gasoline, comprising:
a) providing an alkylation feed, comprising at least 8 wt % total pentenes, from greater than 2 wt % to 10 wt % 1-pentene, a butene, and from 25 wt % to less than 60 wt % isopentane; wherein an amount of the total pentenes in the alkylation feed is from 35 to 99 mol % of a total olefin content in the alkylation feed;
b) providing an isoparaffin feed comprising isobutene; and
c) alkylating the alkylation feed with the isoparaffin feed using an acidic ionic liquid alkylation catalyst under alkylation conditions to make the alkylate gasoline;
wherein less than 5 mol % of the total pentenes in the alkylation feed are converted to isopentane; wherein an amount of the isopentane in the alkylate gasoline is less than the wt % of the isopentane in the alkylation feed; and wherein the alkylate gasoline has a final boiling point from 370° F. (187.8° C.) to 400° F. (204.4° C.) and a RON of 85 or greater.

2. An alkylation process comprising:
a) providing an alkylation feed, comprising at least 8 wt % total pentenes, from greater than 2 wt % to 10 wt % 1-pentene, and from 25 wt % to less than 60 wt % isopentane; wherein an amount of the total pentenes in the alkylation feed is from 35 to 99 mol % of a total olefin content in the alkylation feed;
b) providing an isoparaffin feed comprising isobutene; and
c) alkylating the alkylation feed with the isoparaffin feed using an acidic ionic liquid alkylation catalyst under alkylation conditions to make an alkylate gasoline;
wherein less than 5 mol % of the total pentenes in the alkylation feed are converted to isopentane; wherein an amount of the isopentane in the alkylate gasoline is less than the wt % of the isopentane in the alkylation feed; wherein the alkylate gasoline has a final boiling point from 370° F. (187.8° C.) to 400° F. (204.4° C.) and a RON of 85 or greater; and
wherein an n-pentane product yield relative to the total olefin content in the alkylation feed is from zero to less than 0.2 mol/mol.

3. The process of claim 1 or claim 2 , wherein the amount of the total pentenes in the alkylation feed is from 35 to 85 mol % of the total olefin content in the alkylation feed.

4. The process of claim 1 or claim 2 , wherein the acidic ionic liquid alkylation catalyst conducts simultaneous conversion of both the isobutene in the isoparaffin feed and the isopentane in the alkylation feed to the alkylate gasoline during the alkylating.

5. The process of claim 1 or claim 2 , additionally comprising:
Isolating a stream comprising C 5 olefins from a FCC unit to provide the alkylation feed and wherein the alkylating converts the stream comprising C 5 olefins to the alkylate gasoline without increasing a throughput of the FCC unit.

6. The process of claim 1 or claim 2 , wherein:
the alkylation feed comprises from 20 wt % to 40 wt % total pentenes and from greater than 25 wt % to 55 wt % isopentane;
the alkylating converts both the isopentane and the pentenes in the alkylation feed to the alkylate gasoline.

7. The process of claim 1 or claim 2 , wherein the alkylating converts 100 wt % of the olefins in the alkylation feed.

8. The process of claim 1 or claim 2 , wherein the alkylate gasoline comprises C 8 hydrocarbons and wherein an amount of a trimethylpentane in the C 8 hydrocarbons is from 70 wt % to 95 wt %.

9. The process of claim 1 or claim 2 , wherein the alkylate gasoline comprises C 9 hydrocarbons and wherein an amount of a trimethylhexane in the C 9 hydrocarbons is from 85 wt % to 95 wt %.

10. The process of claim 1 or claim 2 , wherein the alkylate gasoline comprises a C 5+ alkylate fraction having a RVP from 2.3 to 6.0 psi.

11. The process of claim 1 or claim 2 , wherein the RON is from 90.0 to 94.5.

12. The process of claim 1 or claim 2 , wherein a level of the pentenes in the alkylation feed is increased and does not increase a formation of a conjunct polymer in the acidic ionic liquid alkylation catalyst during the alkylating.

13. The process of claim 1 , wherein an n-pentane product yield relative to the total olefin content in the alkylation feed is from zero to less than 0.2 mol/mol.

14. The process of claim 1 or claim 2 , additionally comprising selectively hydrogenating a refinery stream comprising olefins to make the alkylation feed, and wherein the alkylation feed comprises from zero to 0.5 wt % dienes.

15. The process of claim 1 or claim 2 , additionally comprising selectively hydrogenating the alkylation feed prior to the alkylating.

16. The process of claim 1 , wherein the alkylation feed comprises from 20 wt % to 40 wt % total pentenes.

17. The process of claim 1 , wherein the alkylation conditions include an alkylation temperature of 20° C. to 100° C.

18. The process of claim 1 , wherein the alkylation feed further comprises dienes.

19. The process of claim 1 or claim 2 , wherein the amount of the total pentenes in the alkylation feed is from 35 to 75 mol % of the total olefin content in the alkylation feed.

Assignees

• Chevron Usa Inc

Inventors

• Timken Hye-Kyung Cho
• Chang Bong-Kyu
• Hommeltoft Sven Ivar

Classifications

• C10G17/02 Primary

  with acids or acid-containing liquids, e.g. acid sludge · CPC title

• C10G29/205 Primary

  by reaction with hydrocarbons added to the hydrocarbon oil · CPC title

• C10G2300/1088

  Olefins · CPC title

• B01J2231/32

  Addition reactions to C=C or C-C triple bonds · CPC title

• C10L2270/023

  for gasoline engines · CPC title