# US 5,705,724 A · Aromatics alkylation with cracked recycled plastics

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- Number: US 5,705,724 A
- Document ID: US5705724A
- Status: Granted
- Kind: A
- Application number: 08/548,850
- Filed: 1995-10-26
- Granted: 1998-01-06
- Earliest claimed: 1995-10-26
- Assignees: Mobil Oil Corporation
- Inventors: Nick A. Collins; Larry A. Green; Anagha A. Gupte; David O. Marler; William J. Tracy, III
- Web page: https://patentgrep.com/patent/US5705724A

## CPC

- C10G 29/205: {by reaction with hydrocarbons added to the hydrocarbon oil}
- C07C 2/66: Catalytic processes
- C07C 2/68: with halides
- C07C 2/70: with acids
- C10G 1/002: {in combination with oil conversion- or refining processes}
- C10G 1/10: from rubber or rubber waste
- C10G 50/00: Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C07C 2521/12: Silica and alumina
- C07C 2527/054: Sulfuric acid or other acids with the formula H2Sn03n+1
- C07C 2527/1206: Hydrogen fluoride
- C07C 2527/1213: Boron fluoride
- C07C 2527/126: Aluminium chloride
- C07C 2527/128: Compounds comprising a halogen and an iron group metal or a platinum group metal
- C07C 2527/135: Compounds comprising a halogen and titanum, zirconium, hafnium, germanium, tin or lead
- C07C 2527/138: Compounds comprising a halogen and an alkaline earth metal, magnesium, beryllium, zinc, cadmium or mercury
- C07C 2527/16: containing oxygen
- C07C 2529/08: of the faujasite type, e.g. type X or Y
- C07C 2529/18: of the mordenite type
- C07C 2529/40: of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
- C07C 2529/65: of the ferrierite type, e.g. types ZSM-21, ZSM-35 or ZSM-38
- C07C 2529/70: of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
- 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
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A process is disclosed for the production of alkylaromatic compounds employing olefinic liquid from thermally or catalytically cracked plastics as alkylating agent. The process comprises contacting a feedstream comprising alkylatable aromatics and the olefinic liquid with acidic alkylation catalyst under alkylation conditions in an alkylation zone; and recovering an effluent stream comprising alkylaromatic compounds. The alkylation can be performed with the product of plastics pyrolysis or with non-degraded plastic feedstock in-situ with thermal/catalytic degradation of the plastic.

## Claims

### Claim 1

A process for the production of alkylaromatic compounds employing olefins contained in an olefinic liquid comprising the total liquid product from thermally or catalytically cracked plastics as alkylating agent, said process comprising:
contacting a feedstream comprising alkylatable aromatics and said total liquid product with acidic alkylation catalyst under alkylation conditions in an alkylation zone; and
recovering an effluent stream comprising said alkylaromatic compounds.

### Claim 2 (depends on 1)

The process of claim 1 wherein said olefinic liquid comprises said cracked plastics having a boiling point of 500+.degree. F.

### Claim 3 (depends on 1)

The process of claim 1 wherein said olefinic liquid comprises said cracked plastics having a boiling point of 500-.degree. F.

### Claim 4 (depends on 1)

The process of claim 1 wherein said alkylatable aromatics comprise mononuclear or polynuclear aromatics.

### Claim 5 (depends on 4)

The process of claim 4 wherein said mononuclear or polynuclear aromatics contain one or more substituents selected from the group consisting of halide, alkyl, alkenyl, alkynyl, alkoxy, amino, carboxamido, hydroxy, alkyloxo, sulfoxy and mercapto.

### Claim 6 (depends on 1)

The process of claim 1 wherein said alkylation catalyst is selected from Lewis acids.

### Claim 7 (depends on 6)

The process of claim 6 wherein said Lewis acids are selected from the group consisting of HF, H.sub.2 SO.sub.4, AlCl.sub.3, BF.sub.3, FeCl.sub.3, TiCl.sub.4, ZnCl.sub.2 and P.sub.2 O.sub.5.

### Claim 8 (depends on 1)

The process of claim 1 wherein said catalyst is selected from acidic layered clays, acidic natural or synthetic zeolites and mixed metal oxide super acids.

### Claim 9 (depends on 8)

The process of claim 8 wherein said zeolites are selected from the group consisting of ZSM-5, ZSM-11, ZSM-12, ZSM-23, ZSM-35, and ZSM-48, ZSM-50, Zeolite Beta, MCM-56, MCM-22, MCM-36, MCM-49, MCM-56, ultrastable zeolite Y (USY), zeolite X, TMA Offretite, TEA Mordenite, Clinoptilolite, Mordenite, rare earth-exchanged zeolite Y (REY), Amorphous Silica-Alumina and Dealuminized Y.

### Claim 10 (depends on 1)

The process of claim 1 wherein said alkylatable aromatics comprise alkylatable aromatics in a petroleum refinery stream.

### Claim 11 (depends on 10)

The process of claim 10 wherein said petroleum refinery stream comprises lube oil raffinate or extract.

### Claim 12 (depends on 10)

The process of claim 10 wherein said petroleum refinery stream comprises catalytic or thermal crackate.

### Claim 13 (depends on 10)

The process of claim 10 wherein said petroleum refinery stream comprises light cycle oil.

### Claim 14 (depends on 1)

The process of claim 1 wherein said alkylation conditions comprise temperature between 50.degree. F. and 1,000.degree. F., pressure between atmospheric and 7,000 kPa.

### Claim 15 (depends on 1)

The process of claim 1 wherein the ratio of alkylatable aromatics to said olefins in the feedstream is between 0.1 to 1 and 20 to 1.

### Claim 16 (depends on 15)

The process of claim 15 wherein the ratio is about 3 to 1.

### Claim 17 (depends on 1)

The process of claim 1 wherein said zone is a fixed or fluidized catalyst bed reactor.

### Claim 18 (depends on 1)

The process of claim 1 wherein said cracked plastics are selected from the group consisting of high density polyethylene, polypropylene and polystyrene.