# US 2016/0355451 A1 · Removal of aromatic impurities from an alkene stream using an acid catalyst, such as an acidic ionic liquid

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- Number: US 2016/0355451 A1
- Document ID: US20160355451A1
- Status: Published application
- Kind: A1
- Application number: 15/116,908
- Filed: 2015-02-05
- Published: 2016-12-08
- Earliest claimed: 2014-02-07
- Assignees: Saudi Basic Industries Corporation
- Applicants: Saudi Basic Industries Corporation
- Inventors: Roland Schmidt; Shahid Azam
- Web page: https://patentgrep.com/patent/US20160355451A1

## CPC

- C07C 7/14875: {with organic compounds (organo-metallic compounds C07C7/173)}
- C07C 2/68: with halides
- C10G 17/02: with acids or acid-containing liquids, e.g. acid sludge
- C10G 17/09: with acid salts
- C10G 29/205: {by reaction with hydrocarbons added to the hydrocarbon oil}
- C10G 50/00: Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C07C 2527/125: Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
- C10G 2300/1088: Olefins
- C10G 2300/201: Impurities
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES

## 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, includes: 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, 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.

## Claims

### Claim 1

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 selected from an acidic ionic liquid, a protic compound, an ammonium, an imidazolium, an anion selected from AlCl4−, AlBr4−, AlI4−, BF4−, PF6−, CF3SO3−, [(CF3SO2)2N]−, toslyate, 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 concentration B is less than the concentration A.

### Claim 2 (depends on 1)

The process according to claim 1, wherein the olefin b) is an α-olefin, comprising a C2-C20 olefin.

### Claim 3

(canceled)

### Claim 4 (depends on 1)

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.

### Claim 5 (depends on 1)

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

### Claim 6 (depends on 1)

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

### Claim 7 (depends on 1)

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).

### Claim 8 (depends on 7)

The process according to claim 7, wherein the further olefin is a C2-C20 olefin.

### Claim 9 (depends on 1)

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

### Claim 10

(canceled)

### Claim 11 (depends on 1)

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

### Claim 12 (depends on 11)

The process according to claim 11, wherein the ammonium has the general formula NR4, wherein R is hydrocarbon or hydrogen, and wherein each R can be the same as or different to the other R in the molecule.

### Claim 13

(canceled)

### Claim 14 (depends on 1)

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

### Claim 15 (depends on 14)

The process according to claim 14, wherein the imidazolium has the general formula
wherein R2 is alkyl;
wherein each of R1, R3, R4 is hydrocarbon or hydrogen; and
wherein R1, R2, R3, R4 within a molecule can be the same as or different to each other.

### Claim 16

(canceled)

### Claim 17 (depends on 15)

The process according to claim 15, wherein R2 is butyl and R1, R2 and R3 have one of the following configurations:
a. R1, R3 and R4 are hydrogen;
b. R1 and R3 are hydrogen and R4 is alkyl;
c. R1 and R4 are hydrogen and R3 is alkyl; and
d. R4 and R3 are hydrogen and R1 is alkyl.

### Claim 18 (depends on 1)

The process according to claim 1, wherein the acid comprises an anion selected from AlCl4−, AlBr4−, AlI4−, BF4−, PF6−, CF3SO3−, [(CF3SO2)2N]−, tosylate, or a combination comprising at least one of the foregoing.

### Claim 19 (depends on 1)

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.

### Claim 20

(canceled)

### Claim 21 (depends on 1)

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

### Claim 22 (depends on 1)

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

### Claim 23 (depends on 1)

A process for the preparation of a downstream product comprising:
i. preparation of an alkene by a process according to claim 1; and
ii. reaction of the alkene to form the downstream product.

### Claim 24 (depends on 23)

The process according to claim 23, wherein the downstream product is a polymer.

### Claim 25 (depends on 23)

The process according to claim 23, wherein the downstream product is a polythene or a polypropene.

### Claim 26

(canceled)
