Ethylbenzene Production with Ethylene from Oxidative Coupling of Methane

Patent metadata

Field	Value
Publication number	US-2017190638-A1
Application number	US-201615363268-A
Country	US
Kind code	A1
Filing date	Nov 29, 2016
Priority date	Jan 4, 2016
Publication date	Jul 6, 2017
Grant date	—

Abstract

A method for producing ethylbenzene (EB) comprising introducing to an oxidative coupling of methane (OCM) reactor an OCM reactant mixture comprising CH 4 and O 2 ; allowing the OCM reactant mixture to react via OCM reaction to form an OCM product mixture comprising C 2 H 4 , C 2 H 6 , water, CO, CO 2 and unreacted methane; separating the water and optionally CO and/or CO 2 from the OCM product mixture to yield an EB reactant mixture comprising C 2 H 4 , C 2 H 6 , unreacted methane, and optionally CO and/or CO 2 ; (d) introducing benzene and an EB reactant mixture to an EB reactor; allowing benzene to react in a liquid phase with the ethylene of the EB reactant mixture to form EB; recovering from the EB reactor an EB product mixture comprising EB and unreacted benzene, and an unreacted alkanes mixture comprising C 2 H 6 and unreacted methane, and optionally CO and/or CO 2 ; and optionally recycling the unreacted alkanes mixture to the OCM reactor.

First claim

What is claimed is:

1 . A method for producing ethylbenzene (EB) comprising:
(a) introducing a first oxidative coupling of methane (OCM) reactant mixture to a first OCM reactor, wherein the first OCM reactant mixture comprises methane (CH4) and oxygen (O2); (b) allowing at least a portion of the first OCM reactant mixture to react via an OCM reaction to form a first OCM product mixture, wherein the first OCM product mixture comprises ethylene (C2H4), ethane (C2H6), water, carbon monoxide (CO), carbon dioxide (CO2) and unreacted methane; (c) separating components of the first OCM product mixture, wherein separating components comprises removing at least a portion of the water and optionally at least a portion of the CO and/or CO2 from the first OCM product mixture to yield a first EB reactant mixture, and wherein the first EB reactant mixture comprises C2H4, C2H6, unreacted methane, and optionally CO and/or CO2; (d) introducing benzene and at least a portion of the first EB reactant mixture to a first EB reactor; (e) allowing a portion of the benzene to react with at least a portion of the ethylene of the first EB reactant mixture to form EB; (f) recovering a first EB product mixture and a first unreacted alkanes mixture from the first EB reactor, wherein the first EB product mixture comprises EB and unreacted benzene, and wherein the first unreacted alkanes mixture comprises C2H6 and unreacted methane, and optionally CO and/or CO2; (g) introducing O2 and at least a portion of the first unreacted alkanes mixture to a second OCM reactor; (h) allowing at least a portion of the O2 and at least a portion of the first unreacted alkanes mixture to react via an OCM reaction to form a second OCM product mixture, wherein the second OCM product mixture comprises C2H4, C2H6, water, CO, CO2 and unreacted methane, and wherein an amount of unreacted methane in the second OCM product mixture is less than an amount of unreacted methane in the first OCM product mixture; (i) separating components of the second OCM product mixture, wherein separating components comprises removing at least a portion of the water and optionally at least a portion of the CO and/or CO2 from the second OCM product mixture to yield a second EB reactant mixture, wherein the second EB reactant mixture comprises C2H4, C2H6, unreacted methane, and optionally CO and/or CO2, and wherein an amount of unreacted methane in the second EB reactant mixture is less than an amount of unreacted methane in the first EB reactant mixture; (j) introducing at least a portion of the first EB product mixture and at least a portion of the second EB reactant mixture to a second EB reactor; (k) allowing a portion of the benzene of the first EB product mixture to react with at least a portion of the ethylene of the second EB reactant mixture to form EB; (l) recovering a second EB product mixture and a second unreacted alkanes mixture from the second EB reactor, wherein the second EB product mixture comprises EB and unreacted benzene, wherein an amount of unreacted benzene in the second EB product mixture is less than an amount of unreacted benzene in the first EB product mixture, wherein the second unreacted alkanes mixture comprises C2H6 and unreacted methane, and optionally CO and/or CO2, and wherein an amount of unreacted methane in the second unreacted alkanes mixture is less than an amount of unreacted methane in the first unreacted alkanes mixture; and (m) optionally recycling at least a portion of the second unreacted alkanes to the first OCM reactor and/or the second OCM reactor.

2 . The method of claim 1 , wherein separating components of the first OCM product mixture and/or the second OCM product mixture excludes cryogenic distillation.

3 . The method of claim 1 excluding cooling the first EB reactant mixture and/or the second EB reactant mixture.

4 . The method of claim 1 , wherein the first EB reactant mixture and/or the second EB reactant mixture are characterized by an EB reactant mixture temperature of from about 100° C. to about 270° C. and wherein the first EB reactor and/or the second EB reactor are characterized by an EB reactor temperature of from about 100° C. to about 270° C.

5 . The method of claim 1 , wherein the first OCM reactor and/or the second OCM reactor comprise an OCM catalyst selected from the group consisting of basic oxides; mixtures of basic oxides; redox elements; redox elements with basic properties; mixtures of redox elements with basic properties; mixtures of redox elements with basic properties promoted with alkali and/or alkaline earth metals; rare earth metal oxides; mixtures of rare earth metal oxides; mixtures of rare earth metal oxides promoted by alkali and/or alkaline earth metals; manganese; manganese compounds; lanthanum; lanthanum compounds; sodium; sodium compounds; cesium; cesium compounds; calcium; calcium compounds; and combinations thereof.

6 . The method of claim 1 , wherein the first OCM reactor and/or the second OCM reactor comprise an OCM catalyst selected from the group consisting of CaO, MgO, BaO, CaO—MgO, CaO—BaO, Li/MgO, MnO 2 , W 2 O 3 , SnO 2 , MnO 2 —W 2 O 3 , MnO 2 —W 2 O 3 —Na 2 O, MnO 2 —W 2 O 3 —Li 2 O, La 2 O 3 , SrO/La 2 O 3 , CeO 2 , Ce 2 O 3 , La/MgO, La 2 O 3 —CeO 2 , La 2 O 3 —CeO 2 —Na 2 O, La 2 O 3 —CeO 2 —CaO, Na—Mn—La 2 O 3 /Al 2 O 3 , Na—Mn—O/SiO 2 , Na 2 WO 4 —Mn/SiO 2 , Na 2 WO 4 —Mn—O/SiO 2 , and combinations thereof.

7 . The method of claim 1 , wherein the first OCM reactor and/or the second OCM reactor exclude an OCM catalyst.

8 . The method of claim 7 , wherein the first OCM reactor and/or the second OCM reactor are characterized by an OCM reactor temperature of from about 700° C. to about 1,100° C.

9 . The method of claim 1 , wherein the benzene reacts in a liquid phase with at least a portion of the ethylene of the first EB reactant mixture and/or at least a portion of the ethylene of the second EB reactant mixture to form EB.

10 . The method of claim 9 , wherein the first EB reactant mixture and/or the second EB reactant mixture are pressurized prior to introducing to the first EB reactor and/or the second EB reactor.

11 . The method of claim 9 , wherein the first EB reactor and/or the second EB reactor are characterized by an EB reactor pressure of from about 150 psig to about 750 psig.

12 . The method of claim 9 , wherein the first EB reactor and/or the second EB reactor comprise an acidic zeolite catalyst.

13 . The method of claim 1 , wherein the benzene reacts in a gas phase with at least a portion of the ethylene of the first EB reactant mixture and/or at least a portion of the ethylene of the second EB reactant mixture to form EB.

14 . The method of claim 1 , wherein an yield to EB is from about 90% to about 100%, wherein a methane conversion is from about 5% to about 100%, and wherein equal to or greater than about 5 mol % of methane in the first OCM reactant mixture is converted overall to EB.

15 . The method of claim 1 , wherein at least a portion of the second unreacted alkanes mixture is used as a source of fuel for generating energy.

16 . The method of claim 1 further comprising introducing additional CH 4 to the second OCM reactor.

17 . The method of claim 1 , wherein the first unreacted alkanes mixture and the second unreacted alkanes mixture each comprise less than about 0.05% ethylene.

18 . The method of claim 1 , wherein producing EB is a multi-stage process, wherein a first stage comprises steps (a) through (f), and wherein a second stage comprises steps (g) through (m), and where

Assignees

• Sabic Global Technologies Bv

Inventors

• Liang Wugeng
• SARSANI Vidya Sagar Reddy
• West David
• Mamedov Aghaddin
• Lowrey James

Classifications

• C07C2529/06

  Crystalline aluminosilicate zeolites; Isomorphous compounds thereof · CPC title

• C07C2/84 Primary

  catalytic · CPC title

• C07C2/70

  with acids · CPC title

• C07C2/82

  oxidative coupling · CPC title

• C07C2/66

  Catalytic processes · CPC title