Olefin oligomerizations using chemically-treated solid oxides

Patent metadata

Field	Value
Publication number	US-9890093-B2
Application number	US-201514977728-A
Country	US
Kind code	B2
Filing date	Dec 22, 2015
Priority date	Dec 22, 2015
Publication date	Feb 13, 2018
Grant date	Feb 13, 2018

Abstract

Oligomerization processes include the steps of introducing a monomer containing a C 3 to C 30 olefin and a chemically-treated solid oxide into a reaction zone, and oligomerizing the monomer to form an oligomer product in the reaction zone. Fluorided silica-coated alumina and fluorided-chlorided silica-coated alumina are illustrative chemically-treated solid oxides that can be used in the oligomerization processes.

First claim

We claim:

1. A process comprising:
(i) introducing a monomer comprising a C 3 to C 30 olefin and a catalyst consisting of a chemically-treated solid oxide into a reaction zone, the chemically-treated solid oxide comprising a silica-coated alumina treated with an electron-withdrawing anion; and
(ii) oligomerizing the monomer to form an oligomer product in the reaction zone;
wherein the oligomer product comprises at least 30 wt % dimers.

2. The process of claim 1 , wherein the chemically-treated solid oxide comprises fluorided silica-coated alumina.

3. The process of claim 2 , wherein a conversion of the monomer to the oligomer product is greater than that of a comparable process using sulfated alumina, under the same oligomerization conditions.

4. The process of claim 1 , wherein the chemically-treated solid oxide comprises fluorided-chlorided silica-coated alumina.

5. The process of claim 4 , wherein a conversion of the monomer to the oligomer product is greater than that of a comparable process using sulfated alumina, under the same oligomerization conditions.

6. The process of claim 1 , wherein:
the silica-coated alumina comprises from 20 to 45 wt % silica, based on the weight of the silica-coated alumina; and
the electron-withdrawing anion comprises sulfate, fluoride, chloride, or any combination thereof.

7. The process of claim 1 , wherein the monomer comprises at least 75 wt % C 3 to C 18 alpha olefins.

8. The process of claim 1 , wherein the monomer comprises propylene, 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, or any combination thereof.

9. The process of claim 1 , wherein the monomer comprises propylene, and wherein the oligomer product comprises at least 40 wt % trimers and/or a weight ratio of trimers to tetramers in the oligomer product is greater than 1:1.

10. The process of claim 1 , wherein the monomer comprises 1-butene, 1-pentene, 1-hexene, or any combination thereof and wherein the oligomer product comprises at least 40 wt % trimers and/or a weight ratio of trimers to dimers in the oligomer product is greater than 1:1.

11. The process of claim 1 , wherein the monomer comprises 1-octene, 1-decene, 1-dodecene, or any combination thereof, and wherein a weight ratio of dimers to trimers in the oligomer product is greater than 1:1.

12. A process comprising:
(i) introducing a monomer comprising a C 3 to C 8 olefin and a catalyst consisting of a chemically-treated solid oxide into a reaction zone, the chemically-treated solid oxide comprising a silica-coated alumina treated with an electron-withdrawing anion; and
(ii) oligomerizing the monomer to form an oligomer product in the reaction zone;
wherein the oligomer product comprises at least 30 wt % trimers.

13. The process of claim 12 , wherein the electron-withdrawing anion comprises sulfate, fluoride, chloride, or any combination thereof.

14. The process of claim 12 , wherein the monomer comprises propylene, and wherein a weight ratio of trimers to tetramers in the oligomer product is in a range from 1.05:1 to 1.6:1.

15. The process of claim 14 , wherein:
the oligomer product comprises from 35 to 60 wt % trimers; and
the chemically-treated solid oxide comprises fluorided silica-coated alumina and/or fluorided-chlorided silica-coated alumina.

16. The process of claim 12 , wherein the monomer comprises 1-hexene, and wherein a weight ratio of trimers to dimers in the oligomer product is in a range from 1.02:1 to 2:1.

17. The process of claim 16 , wherein:
the oligomer product comprises from 35 to 65 wt % trimers; and
the chemically-treated solid oxide comprises fluorided silica-coated alumina and/or fluorided-chlorided silica-coated alumina.

Assignees

• Chevron Phillips Chemical Co Lp

Inventors

• Yang Qing
• Kilgore Uriah J
• Mcdaniel Max P
• Small Brooke L
• Hope Kenneth D
• Baralt Eduardo J

Classifications

• C07C2527/12

  Fluorides · CPC title

• C07C2527/10

  Chlorides · CPC title

• C07C2521/04

  Alumina · CPC title

• C07C9/15

  Straight-chain hydrocarbons · CPC title

• C07C2527/06

  Halogens; Compounds thereof · CPC title