Removal of aromatic impurities from an alkene stream using an acid catalyst, such as an acidic ionic liquid

Patent metadata

Field	Value
Publication number	US-10519080-B2
Application number	US-201515116908-A
Country	US
Kind code	B2
Filing date	Feb 5, 2015
Priority date	Feb 7, 2014
Publication date	Dec 31, 2019
Grant date	Dec 31, 2019

Abstract

A process for the preparation of a chemical composition comprising an aromatic compound α in a concentration B by weight, based on the total weight of the chemical composition, comprising: a. providing the following reaction components: i. a chemical composition comprising the following: a) The aromatic compound α in a concentration A by weight based on the total weight of the chemical composition, and b) An olefin in an amount in an amount of about 50 to about 99.99 wt. %, based on the total weight of the chemical composition, and ii. An acid; and b. reacting the components to obtain the chemical composition comprising the aromatic compound α in a concentration B by weight based on the total weight of the chemical composition; wherein the concentration B is less than the concentration A.

First claim

The invention claimed is:

1. A process for the preparation of a downstream product comprising:
i. preparation of a chemical composition comprising an aromatic compound α in a concentration B by weight, based on the total weight of the chemical composition, comprising:
a. providing the following reaction components:
i. a chemical composition comprising the following:
a) the aromatic compound α in a concentration A by weight based on the total weight of the chemical composition, and
b) an olefin in an amount of about 50 to about 99.99 wt. %, based on the total weight of the chemical composition, wherein the olefin is a C 4 to C 10 olefin, and

ii. an acid selected from an acidic ionic liquid, a protic compound, an ammonium, an imidazolium, an anion selected from AlCl 4 − , AlBr 4 − , AlI 4 − , BF 4 − , PF 6 − , CF 3 SO 3 − , [(CF 3 SO 2 ) 2 N] − , tosylate, or a combination comprising at least one of the foregoing, or a combination comprising at least one of the foregoing; and

b. reacting the components to obtain the chemical composition comprising the aromatic compound α in a concentration B by weight based on the total weight of the chemical composition, wherein the chemical composition comprises an alkene;
wherein the concentration B is less than the concentration A, and
wherein the concentration B is 0.1 to 0.4 ppm; and
ii. reaction of the alkene to form the downstream product;
wherein the downstream product has a reduced benzene content of greater than 90%.

2. The process according to claim 1 , wherein the concentration A is about 2 ppm to about 10 wt. % based on the total weight of the chemical composition i.

3. The process according to claim 1 , wherein the ratio of concentration A: concentration B is about 1:0 to about 1:0.1.

4. The process according to claim 1 , wherein the aromatic compound α is benzene.

5. The process according to claim 1 , wherein a further olefin is present as a component of a), wherein the further olefin is different to the olefin b), and wherein the further olefin is a C 2 -C 20 olefin.

6. The process according to claim 1 , wherein the acid comprises an acidic ionic liquid or wherein the acid comprises a protic compound.

7. The process according to claim 1 , wherein the acid comprises an ammonium, and wherein the ammonium has the general formula NR 4 , wherein R is hydrocarbon or hydrogen, and wherein each R can be the same as or different to the other R in the molecule.

8. The process according to claim 1 , wherein the acid comprises an imidazolium.

9. The process according to claim 8 , wherein the imidazolium has the general formula

wherein R 2 is alkyl;
wherein each of R 1 , R 3 , R 4 is hydrocarbon or hydrogen;
wherein R 1 , R 2 , R 3 , R 4 within a molecule can be the same as or different to each other; and
wherein R 2 is butyl and R 1 , R 3 and R 4 have one of the following configurations:
a. R 1 , R 3 and R 4 are hydrogen;
b. R 1 and R 3 are hydrogen and R 4 is alkyl;
c. R 1 and R 4 are hydrogen and R 3 is alkyl; and
d. R 4 and R 3 are hydrogen and R 1 is alkyl.

10. The process according to claim 1 , wherein the acid comprises an anion selected from AlCl 4 − , AlBr 4 − , AlI 4 − , BF 4 − , PF 6 − , CF 3 SO 3 − , [(CF 3 SO 2 ) 2 N] − , tosylate, or a combination comprising at least one of the foregoing.

11. The process according to claim 1 , wherein the acid is present in step b. in a concentration of about 0.1 to about 50 wt. %, based on the total weight of the reaction components.

12. The process according to claim 1 , wherein the chemical composition i. is a homogeneous liquid.

13. The process according to claim 1 , wherein the reaction b. is carried out at a temperature of about 0 to about 250° C.

14. The process according to claim 1 , wherein the downstream product is a polymer.

15. The process according to claim 1 , wherein the downstream product is a polythene or a polypropene.

16. The process according to claim 1 , wherein the olefin b) is present in an amount of about 80 to about 99.99 wt. %, based on the total weight of the chemical composition.

17. A process for the preparation of a downstream product comprising:
a. reacting the following reaction components to obtain an alkene comprising an aromatic compound α in a concentration B by weight based on the total weight of the alkene:
i. a chemical composition comprising the following:
a) the aromatic compound α in a concentration A by weight based on the total weight of the chemical composition, and
b) an olefin in an amount of about 50 to about 99.99 wt. %, based on the total weight of the chemical composition, wherein the olefin is a C 2 to C 8 olefin, and

ii. an acid selected from an acidic ionic liquid, a protic compound, an ammonium, an imidazolium, an anion selected from AlCl 4 − , AlBr 4 − , AlI 4 − , BF 4 − , PF 6 − , CF 3 SO 3 − , [(CF 3 SO 2 ) 2 N] − , tosylate, or a combination comprising at least one of the foregoing, or a combination comprising at least one of the foregoing, wherein the concentration B is less than the concentration A; and

b. reacting of the alkene to form the downstream product;
wherein the downstream product has a reduced benzene content of greater than 90%.

18. The process according to claim 17 , wherein the concentration B is 0.1 to 0.4 ppm.

19. The process according to claim 18 , wherein the aromatic compound α is benzene.

20. The process according to claim 17 , wherein the olefin b) is present in an amount of about 80 to about 99.99 wt. %, based on the total weight of the chemical composition.

Assignees

• Saudi Basic Ind Corp

Inventors

• Schmidt Roland
• Azam Shahid

Classifications

• C10G2300/1088

  Olefins · CPC title

• C10G17/09

  with acid salts · CPC title

• C10G17/02

  with acids or acid-containing liquids, e.g. acid sludge · CPC title

• C07C2527/125

  Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium · CPC title

• C07C2/68

  with halides · CPC title