Integrated alkylation process to make blended alkylate gasoline

• US 8,987,159 B2
• Filed: 02/28/2014
• Issued: 03/24/2015
• Est. Priority Date: 07/31/2012
• Status: Active Grant

• Current Assignee: Chevron USA Incorporated (Chevron Corp.)
• Original Assignee: Chevron USA Incorporated (Chevron Corp.)
• Inventors: Timken, Hye Kyung Cho, Dalvand, Izadyar, Cyr, Douglas Robert, Cheng, Michael Tung-hai, Luo, Huping, Winter, Shawn Shlomo, Driver, Michael Sean, Mohr, Donald Henry
• Primary Examiner(s): MCCAIG, BRIAN A
• Application Number:
  US14/193,810
• Publication Number:
  US 20140179977A1
• Time in Patent Office: 389 Days
• US Class Current: 502/22
• CPC Class Codes: B01J 31/0277 comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
• CPC Class Codes: B01J 38/10 using elemental hydrogen
• CPC Class Codes: C10G 2300/301 Boiling range
• CPC Class Codes: C10G 2300/305 Octane number, e.g. motor octane number [MON], research octane number [RON]
• CPC Class Codes: C10G 2400/02 Gasoline
• CPC Class Codes: C10G 29/205 by reaction with hydrocarbons added to the hydrocarbon oil
• CPC Class Codes: C10G 45/00 Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
• CPC Class Codes: C10G 67/04 including solvent extraction as the refining step in the absence of hydrogen
• CPC Class Codes: C10G 69/14 plural parallel stages only
• CPC Class Codes: C10L 1/06 for spark ignition
• CPC Class Codes: C10L 1/1691 petroleum waxes, mineral waxes; paraffines; alkylation products; Friedel-Crafts condensation products; petroleum resins; modified waxes (oxidised)
• CPC Class Codes: G01N 33/225 Gaseous fuels, e.g. natural gas

Abstract

We provide an extracted conjunct polymer naphtha (45), comprising a hydrogenated conjunct polymer naphtha, from a used ionic liquid catalyst, having a final boiling point less than 246° C. (475° F.), a Bromine Number of 5 or less, and at least 30 wt % naphthenes. We also provide a blended alkylate gasoline (97) comprising the extracted conjunct polymer naphtha (45), and integrated alkylation processes to make the extracted conjunct polymer naphtha (45) and the blended alkylate gasoline (97). We also provide a method to analyze alkylate products, by determining an amount of methylcyclohexane in the alkylate products (80).

Claims

1. An integrated alkylation process, comprising:

a. regenerating a used ionic liquid catalyst comprising a conjunct polymer in a hydrogenation reactor (100) to make a regenerated catalyst effluent (10);

b. mixing the regenerated catalyst effluent (10) or a separated liquid from the regenerated catalyst effluent (10) with an effluent from an alkylation reactor (40) to make a mixture; and

c. separating out an ionic liquid catalyst stream (60) from the mixture made in step b) to produce a blended alkylate gasoline (97) comprising greater than 50 wppm methylcyclohexane.

2. The integrated alkylation process of claim 1, wherein conditions in the hydrogenation reactor (100) are selected to produce a hydrogenated conjunct polymer naphtha having a property selected from a group consisting of a final boiling point less than 246°

C. (475°

F.), a Bromine Number of 5 or less, at least 30 wt % naphthenes, at least 3 wt % methylcyclohexane, and combinations thereof.

3. The integrated alkylation process of claim 1, wherein conditions in the hydrogenation reactor (100) are selected to produce a hydrogenated conjunct polymer naphtha having a final boiling point less than 246°

C. (475°

F.), a Bromine Number of 5 or less, and at least 30 wt % naphthenes.

4. The integrated alkylation process of claim 1, wherein the regenerated catalyst effluent (10) or the separated liquid from the regenerated catalyst effluent (10) comprises a hydrogenated conjunct polymer naphtha.

5. The integrated alkylation process of claim 4, wherein the hydrogenated conjunct polymer naphtha has a final boiling point less than 246°

C.

6. The integrated alkylation process of claim 4, wherein the hydrogenated conjunct polymer naphtha has a Bromine Number of 5 or less.

7. The integrated alkylation process of claim 4, wherein the hydrogenated conjunct polymer naphtha has at least 30 wt % naphthenes.

8. The integrated alkylation process of claim 4, wherein the hydrogenated conjunct polymer naphtha has a final boiling point less than 246°

C., a Bromine Number of 5 or less, and at least 30 wt % naphthenes.

9. The integrated alkylation process of claim 4, wherein the hydrogenated conjunct polymer naphtha has at least 3 wt % methylcyclohexane.

10. The integrated alkylation process of claim 1, wherein the blended alkylate gasoline (97) comprises up to 500 wppm methylcyclohexane.

11. The integrated alkylation process of claim 1, wherein the used ionic liquid catalyst has the formula Q+A−

, wherein Q+ is an ammonium, a phosphonium, a boronium, an iodonium, or a sulfonium cation and A−

is a negatively charged ion.