Extracted conjunct polymer naphtha

• US 8,704,018 B2
• Filed: 07/31/2012
• Issued: 04/22/2014
• 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): WEISS, PAMELA HL
• Application Number:
  US13/563,415
• Publication Number:
  US 20140039230A1
• Time in Patent Office: 630 Days
• Field of Search: 585/1, 585/14, 208 15- 17
• US Class Current: 585/14
• 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 extracted conjunct polymer naphtha (45), comprising a hydrogenated conjunct polymer, 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.

2. The extracted conjunct polymer naphtha (45) of claim 1, additionally having at least 60 wt % carbon numbers in a range of C5 through C10.

3. The extracted conjunct polymer naphtha (45) of claim 1, having at least 40 wt % naphthenes.

4. The extracted conjunct polymer naphtha (45) of claim 1, having at least 40 wt % naphthenes and isoparaffins.

5. The extracted conjunct polymer naphtha (45) of claim 4, having at least 10 wt % isoparaffins.

6. The extracted conjunct polymer naphtha (45) of claim 1, wherein the Bromine Number is 3 or less.

7. The extracted conjunct polymer naphtha (45) of claim 1, having a RON of 60 or greater.

8. The extracted conjunct polymer naphtha (45) of claim 7, wherein the RON is 70 or greater.

9. The extracted conjunct polymer naphtha (45) of claim 1, having a boiling point range distribution from 90°

F. to 474°

F. (32°

C. to 245°

C.).

10. The extracted conjunct polymer naphtha (45) of claim 1, additionally comprising at least 3 wt % methylcyclohexane.

11. A blended alkylate gasoline (97), comprising an extracted conjunct polymer naphtha (45) and alkylate products (80), wherein the extracted conjunct polymer naphtha (45) has a final boiling point less than 246°

C. (475°

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

12. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) comprises greater than 40 wt % C7 and C8 hydrocarbons.

13. The blended alkylate gasoline (97) of claim 11, wherein the extracted conjunct polymer naphtha (45) is from a used ionic liquid catalyst.

14. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) comprises greater than 50 wt % trimethyl isomers in C8 hydrocarbons.

15. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) comprises at least 0.01 wt % to 20.00 wt % of the extracted conjunct polymer naphtha (45).

16. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) comprises greater than 50 wppm methylcyclohexane.

17. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) has a solvent washed gum less than 5.0 mg/100 mL.

18. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) has either a slight tarnish or no tarnish in a silver strip test and a rating of 1a or 1b in a copper strip test.

19. The blended alkylate gasoline (97) of claim 11, wherein the blended alkylate gasoline (97) has an AKI from 85 to 100.

20. An extracted conjunct polymer naphtha (45), made by a 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 a conjunct polymer extraction solvent (55); and

c. separating out the conjunct polymer extraction solvent (55) to produce the extracted conjunct polymer naphtha (45);

wherein the extracted conjunct polymer naphtha (45) has a final boiling point less than 246°

C. (475°

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

21. The extracted conjunct polymer naphtha (45), made by the process of claim 20, wherein at least a portion of the conjunct polymer extraction solvent (55) comes from an effluent from an alkylation reactor (40).

22. A blended alkylate gasoline (97), made by a 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 the blended alkylate gasoline (97) comprising greater than 50 wppm methylcyclohexane;

d. wherein the blended alkylate gasoline (97) comprises the extracted conjunct polymer which is a hydrogenated conjunct polymer (45) having a final boiling point less than 246°

C. (475°

F.), a Bromine Number of 5 or less, and at least 20 wt % naphthenes.