IP Library › Granted Patent US 11,261,141
Granted Patent B2
US 11,261,141 · App. 16/767,894 · Granted Mar 1, 2022

Processes for isomerizing alpha olefins

Inventors: Anatoly I Kramer (Baytown, TX); Renyuan Yu (Humble, TX); Brett Thomas Loveless (Houston, TX); Wenyih F. Lai (Bridgewater, NJ); Mechilium J. G. Janssen (Kessel-Lo Leuven, BE)
Assignee: ExxonMobil Chemical Patents Inc.
C07C5/2518B01J29/06C07C2529/40C07C2529/65
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Quick Facts
Patent No.
US 11,261,141
App. No.
16/767,894
Granted
Mar 1, 2022
Kind
B2
Abstract

Processes are described for isomerizing one or more C 4 -C 24 alpha olefins to produce an isomerization mixture comprising one or more C 4 -C 24 internal olefins comprising contacting an olefinic feed comprising the one or more C 4 -C 24 alpha olefins with a catalyst under isomerization conditions, wherein the catalyst comprises a microporous crystalline aluminosilicate selected from the group consisting of ZSM-5, ZSM-23, ZSM-35, ZSM-11, ZSM-12, ZSM-48, ZSM-57, and mixtures or combinations thereof, and wherein the microporous crystalline aluminosilicate has a SiO 2 /Al 2 O 3 molar ratio of less than or equal to about 100. The resulting isomerization mixture typically exhibits a lower pour point and maintained biodegradability properties as compared to the olefinic feed, and is particularly useful in drilling fluid and paper sizing compositions.

Claims (25)

1. A process for isomerizing one or more C 4 -C 24 alpha olefins to produce an isomerization mixture comprising one or more C 4 -C 24 internal olefins, the process comprising contacting an olefinic feed comprising the one or more C 4 -C 24 alpha olefins with a catalyst under isomerization conditions, wherein the catalyst comprises a microporous crystalline aluminosilicate selected from the group consisting of ZSM-5, ZSM-23, ZSM-35, ZSM-11, ZSM-12, ZSM-48, ZSM-57, and mixtures or combinations thereof, and wherein microporous crystalline aluminosilicate has a SiO 2 /Al 2 O 3 molar ratio of less than or equal to about 100 and greater than or equal to 40, and wherein the olefinic feed is supplied at a weight hourly space velocity (WHSV) from 2 h −1 to 50 h −1 .

2. The process of claim 1 , wherein the microporous crystalline aluminosilicate has a SiO 2 /Al 2 O 3 molar ratio within the range from about 20 to about 90.

3. The process of claim 1 , wherein the microporous crystalline aluminosilicate is selected from the group consisting of ZSM-11, ZSM-12, ZSM-48, ZSM-57, and mixtures or combinations thereof.

4. The process of claim 3 , wherein the microporous crystalline aluminosilicate is selected from the group consisting of ZSM-48, ZSM-57, and mixtures or combinations thereof.

5. The process of claim 1 , wherein the catalyst further comprises a binder selected from the group consisting of clay, inorganic oxides, and mixtures or combinations thereof.

6. The process of claim 5 , wherein the catalyst is free or substantially free of noble metals and/or transition metals.

7. The process of claim 1 , wherein the olefinic feed has an average carbon number of greater than or equal to 14.

8. The process of claim 1 , further comprising passing the olefinic feed through a guard bed prior to contacting with the catalyst.

9. The process of claim 1 , wherein the olefinic feed comprises C 16 alpha olefins at a concentration of at least 40 wt % based on the total weight of the olefinic feed.

10. The process of claim 9 , wherein the olefinic feed comprises C 16 alpha olefins at a concentration of at least 65 wt % based on the total weight of the olefinic feed, and wherein the olefinic feed comprises C 18 alpha olefins at a concentration of at most 35 wt % based on the total weight of the olefinic feed.

11. The process of claim 1 , wherein the isomerization conditions comprise a temperature from 50° C. to 200° C.

12. The process of claim 11 , wherein the temperature ranges from 100° C. to 180° C.

13. The process of claim 1 , wherein the WHSV of the olefinic feed ranges from 2 h −1 to 20 h −1 .

14. The process of claim 1 , wherein the rate of conversion of the C 4 -C 24 alpha olefins to the C 4 -C 24 internal olefins is at least 40%.

15. The process of claim 14 , wherein the rate of conversion of the C 4 -C 24 alpha olefins to the C 4 -C 24 internal olefins is at least about 75%.

16. The process of claim 1 , wherein the isomerization mixture comprises linear internal olefins at a concentration of 40 wt % or more based on the total weight of the isomerization mixture.

17. The process of claim 16 , wherein the isomerization mixture comprises linear internal olefins at a concentration of 60 wt % or more based on the total weight of the isomerization mixture.

18. The process of claim 1 , wherein the isomerization mixture comprises branched olefins at a concentration of 35 wt % or less based on the total weight of the isomerization mixture.

19. The process of claim 18 , wherein the isomerization mixture comprises branched olefins at a concentration ranging from 5 wt % to 35 wt % based on the total weight of the isomerization mixture.

20. The process of claim 1 , wherein the isomerization mixture comprises linear alpha olefins at a concentration of less than 35 wt % based on the total weight of the isomerization mixture.

21. The process of claim 20 , wherein the isomerization mixture comprises linear alpha olefins at a concentration of less than 10 wt % based on the total weight of the isomerization mixture.

22. The process of claim 1 , wherein the isomerization mixture has a pour point of −6° C. or less.

23. A drilling fluid comprising the isomerization mixture produced by claim 1 .

24. A paper sizing composition comprising the isomerization mixture produced by claim 1 .

25. The process of claim 1 , wherein the microporous crystalline aluminosilicate has a SiO 2 /Al 2 O 3 molar ratio within the range of 45 to 90.

Continuity (2)
Provisional Application 62598656 · Dec 14, 2017
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