Process for the production of an alkylated aromatic product

Patent metadata

Field	Value
Publication number	US-10654764-B2
Application number	US-201716331265-A
Country	US
Kind code	B2
Filing date	Sep 12, 2017
Priority date	Sep 14, 2016
Publication date	May 19, 2020
Grant date	May 19, 2020

Abstract

Alkylated aromatic products are produced in a process comprising the steps of pyrolysing a pyrolysable raw material in a pyrolysis process to obtain a pyrolysis product stream containing a phenolic product and aromatics products; separating the pyrolysis product stream into a first product stream containing phenolic products and a second product stream containing aromatics products; subjecting the first product stream to a hydrogenation reaction to hydrogenate the phenolic product to obtain an aliphatic alcohol; then reacting the aliphatic alcohol with the aromatics products in the presence of a transalkylation catalyst comprising a solid acid catalyst to form an alkylated aromatic product. The alkylated aromatic product may be subjected to further treatment such as hydroprocessing. The alkylated aromatics product may be used in the production of fuels from biomass.

First claim

The invention claimed is:

1. A process for the production of an alkylated aromatic product comprising the steps of:
a. pyrolysing a pyrolysable raw material comprising lignocellulosic biomass in a pyrolysis process to obtain a pyrolysis product stream containing a phenolic product comprising phenol or a substituted phenol and aromatics products;
b. separating from said pyrolysis product stream a first product stream containing said phenolic product and a second product stream containing said aromatics products;
c. subjecting said first product stream to a hydrogenation reaction to hydrogenate said phenolic product to obtain an aliphatic alcohol;
d. reacting said aliphatic alcohol with said second product stream in the presence of a alkylation catalyst comprising a solid acid catalyst to form an alkylated aromatic product.

2. The process of claim 1 , wherein the pyrolysis process is a catalytic pyrolysis process.

3. The process of claim 2 , wherein said catalytic pyrolysis process is carried out in the presence of a catalyst comprising ZSM-5 or ZSM-11.

4. The process of claim 1 , wherein the separation of the pyrolysis product stream comprises a distillation step.

5. The process of claim 1 , wherein the phenolic product is hydrogenated with hydrogen in the presence of a catalyst comprising a transition metal.

6. The process of claim 1 , wherein the aliphatic alcohol comprises a mixture of alcohol compounds.

7. The process of claim 1 , wherein additional alcohols are added to the alkylation reaction of step (d).

8. The process of claim 1 , wherein the solid acid catalyst is selected from the group consisting of zeolites, sulphated zirconia and supported heteropolyacids.

9. The process of claim 4 , wherein the solid acid catalyst comprises a zeolite.

10. The process of claim 9 , wherein the solid acid catalyst comprises a zeolite having at least 1-dimensional pores, channels or windows comprising 10-membered rings or larger.

11. The process of claim 10 , wherein the zeolite has at least 2-dimensional pores in which the pores, channels or windows are equal to or greater than 10-membered rings.

12. The process of claim 11 , wherein the zeolite has 3-dimensional pores in which the pores, channels or windows are equal to or greater than 10-membered rings.

13. The process of claim 12 , wherein the zeolite has 3-dimensional pores in which the pores, channels or windows are equal to or larger than 12-membered rings.

14. The process of claim 9 , wherein the zeolite comprises zeolite Y or BEA.

15. The process of claim 1 , wherein the alkylation catalyst does not comprise a metal that is catalytically active for hydrogenation of aromatic rings.

16. The process of claim 1 , wherein said alkylated aromatic product comprises an alkylbenzene.

17. The process of claim 1 , wherein the alkylated aromatic product is mono-, di- or tri-alkylated.

Assignees

• Johnson Matthey Plc

Inventors

• Ten Dam Jeroen
• Horsburgh Lockhart Edward
• Watson Michael John

Classifications

• C07C29/20 Primary

  in a non-condensed rings substituted with hydroxy groups · CPC title

• C10G1/00 Primary

  Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal (mechanical winning of oil from oil-shales, oil-sand, or the like B03B) · CPC title

• C10G1/006

  Combinations of processes provided in groups C10G1/02 - C10G1/08 · CPC title

• C07C2529/08

  of the faujasite type, e.g. type X or Y · CPC title

• C07C2/86

  by condensation between a hydrocarbon and a non-hydrocarbon · CPC title