PROCESS FOR THE PRODUCTION OF AN ALKYLATED AROMATIC PRODUCT
20190218157 ยท 2019-07-18
Inventors
- Jeroen Ten Dam (Voorburg, NL)
- Lockhart Edward Horsburgh (Billingham, GB)
- Michael John Watson (Billingham, GB)
Cpc classification
C10G3/49
CHEMISTRY; METALLURGY
C10G1/00
CHEMISTRY; METALLURGY
C07C13/28
CHEMISTRY; METALLURGY
Y02P30/20
GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
C10G2/00
CHEMISTRY; METALLURGY
C07C2529/40
CHEMISTRY; METALLURGY
C07C29/20
CHEMISTRY; METALLURGY
Y02E50/30
GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
C07C13/28
CHEMISTRY; METALLURGY
B01J29/40
PERFORMING OPERATIONS; TRANSPORTING
International classification
B01J29/40
PERFORMING OPERATIONS; TRANSPORTING
B01J29/70
PERFORMING OPERATIONS; TRANSPORTING
C07C29/20
CHEMISTRY; METALLURGY
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.
Claims
1. A process for the production of an alkylated aromatic product comprising the steps of: a. pyrolysing a pyrolysable raw material in a pyrolysis process to obtain a pyrolysis product stream containing a phenolic product 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 aromatics products in the presence of a transalkylation 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 transalkylation 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 transalkylation catalyst is essentially free of a hydrogenation catalyst.
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.
18. The process of claim 1, wherein the pyrolysable raw material comprises biomass.
Description
[0024] An example of a simplified schematic process flowsheet is shown in