IP Library › Granted Patent US 11,312,669
Granted Patent B2
US 11,312,669 · App. 17/284,684 · Granted Apr 26, 2022

Oligomerization of olefins

Inventors: Shiwen Li (Etterbeek, BE); Alan A. Galuska (Ellijay, GA); Jennifer A. Carvajal Diaz (Spring, TX); Mika L. Shiramizu (Houston, TX); Wenyih F. Lai (Bridgewater, NJ); Lara A. Truter (Eindhoven, NL)
Assignee: ExxonMobil Chemical Patents Inc.
C07C2/12B01J29/7046B01J29/7096B01J2229/36C07C2529/70
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Quick Facts
Patent No.
US 11,312,669
App. No.
17/284,684
Granted
Apr 26, 2022
Kind
B2
Abstract

A process for olefin oligomerization can include: contacting a feedstock comprising at least one C 3 to C 20 olefin/paraffin under oligomerization conditions in the presence of a Si/Al ZSM-23 catalyst having no amine treatment and a Si/Al 2 molar ratio of 20 to 60 and/or a Si/Al/Ti ZSM-23 catalyst having no amine treatment, a Si/Al 2 molar ratio of 20 to 60, and a Ti/Al molar ratio of 0.1 to 3; and recovering an oligomeric product comprising dimers having a branching index of less than 2.1, trimers having a branching index of less than 2.1, and tetramers having a branching index of less than 2.1.

Claims (27)

1. A process for olefin oligomerization, the process comprising:

contacting a feedstock comprising at least one C 3 to C 20 olefin/paraffin under oligomerization conditions in the presence of a Si/Al ZSM-23 catalyst having no amine treatment and a Si/Al 2 molar ratio of 20 to 60 and/or a Si/Al/Ti ZSM-23 catalyst having no amine treatment, a Si/Al 2 molar ratio of 20 to 60, and a Ti/Al molar ratio of 0.1 to 3; and

recovering an oligomeric product comprising dimers having a branching index of less than 2.1, trimers having a branching index of less than 2.1, and tetramers having a branching index of less than 2.1.

2. The process of claim 1 , wherein the at least one C 3 to C 20 olefin/paraffin comprises at least one C 3 to C 5 olefin/paraffin at a concentration of at least 40 wt % of the at least one C 3 to C 20 olefin/paraffin.

3. The process of claim 1 , wherein the oligomeric product comprises dimers at 25 wt % to 75 wt %, trimers at 25 wt % to 50 wt %, and tetramers at 0 wt % to 25 wt %.

4. The process of claim 1 , wherein the oligomeric product comprises dimers at 35 wt % to 75 wt %, trimers at 25 wt % to 45 wt %, and tetramers at 5 wt % to 15 wt %.

5. The process of claim 1 , wherein the oligomeric product comprises dimers at 50 wt % to 75 wt %, trimers at 25 wt % to 35 wt %, and tetramers at 0 wt % to 10 wt %.

6. The process of claim 1 , wherein the at least one C 3 to C 20 olefin/paraffin comprises C 3 olefins/paraffins at a concentration of at least 40 wt % of the at least one C 3 to C 20 olefin/paraffin.

7. The process of claim 6 , wherein the oligomeric product comprises 25 wt % to 75 wt % C 6 oligomer, 25 wt % to 50 wt % C 9 oligomer, and 0 wt % to 25 wt % C 12 oligomer.

8. The process of claim 1 , wherein the at least one C 3 to C 20 olefin/paraffin comprises C 4 olefins/paraffins at a concentration of at least 40 wt % of the at least one C 3 to C 20 olefin/paraffin.

9. The process of claim 8 , wherein the oligomeric product comprises 25 wt % to 75 wt % C 8 oligomer, 25 wt % to 50 wt % C 12 oligomer, and 0 wt % to 25 wt % C 16 oligomer.

10. The process of claim 1 , wherein the at least one C 3 to C 20 olefin/paraffin comprises C 5 olefins/paraffins at a concentration of at least 40 wt % of the at least one C 3 to C 20 olefin/paraffin.

11. The process of claim 10 , wherein the oligomeric product comprises 25 wt % to 75 wt % C 10 oligomer, 25 wt % to 50 wt % C 15 oligomer, and 0 wt % to 25 wt % C 10 oligomer.

12. The process of claim 1 , wherein the oligomeric product comprises 0 wt % to 1 wt % of pentamers and higher oligomers.

13. The process of claim 1 , wherein the process further comprises treating the Si/Al ZSM-23 catalyst and/or the Si/Al/Ti ZSM-23 catalyst before contacting with the feedstock, wherein the treatment is selected from the group consisting of steaming, acid washing, depositing coke, and any combination thereof.

14. The process of claim 1 , wherein the Si/Al ZSM-23 catalyst and/or the Si/Al/Ti ZSM-23 catalyst is an extrudate comprising a binder at 1 wt % to 90 wt % and the catalyst at 10 wt % to 99 wt %.

15. The process of claim 1 , wherein the oligomerization conditions are a temperature of 170° C. to 270° C. and a weight hourly space velocity of 5 hr −1 to 30 hr −1 .

16. The process of claim 1 , wherein the oligomerization conditions are a temperature of 170° C. to 190° C. and a weight hourly space velocity of 5 hr −1 to 10 hr −1 .

17. The process of claim 1 , wherein the oligomerization conditions are a temperature of 190° C. to 210° C. and a weight hourly space velocity of 10 hr −1 to 15 hr −1 .

18. The process of claim 1 , wherein the oligomerization conditions are a temperature of 210° C. to 270° C. and a weight hourly space velocity of 15 hr −1 to 30 hr −1 .

19. The process of claim 1 , wherein the branching index is 1.0 to 1.5.

20. The process of claim 1 further comprising:

converting the oligomer product to aldehydes and/or alcohols.

21. The process of claim 1 further comprising:

converting the oligomer product to alcohols;

converting the oligomer product and alcohols to surfactants; and

converting the alcohols to surfactants.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2021
From: LI, SHIWEN; GALUSKA, ALAN A.; CARVAJAL DIAZ, JENNIFER A.; SHIRAMIZU, MIKA L.; LAI, WENYIH F.; TRUTER, LARA A.
To: EXXONMOBIL CHEMICAL PATENTS INC.
Reel/Frame 055895/0612 →
Priority Claims (1)
EP 18205825 · Nov 13, 2018 · regional
Continuity (2)
Provisional Application 62746803 · Oct 17, 2018
Related Publication 20210355047A1 · Nov 18, 2021