Heat integration in a process for the preparation of ethylene carbonate and ethylene glycol

Patent metadata

Field	Value
Publication number	US-10815176-B2
Application number	US-201816613646-A
Country	US
Kind code	B2
Filing date	May 17, 2018
Priority date	May 19, 2017
Publication date	Oct 27, 2020
Grant date	Oct 27, 2020

Abstract

Processes and associated reaction systems for the preparation of ethylene carbonate and ethylene glycol from ethylene oxide are provided, particularly processes and associated reaction systems directed to heat integration in the treatment of recycle gas streams.

First claim

That which is claimed is:

1. A process comprising
supplying an ethylene oxide absorber overhead stream ( 14 ) to a condenser ( 15 ) to produce a cooled recycle gas stream ( 20 ) and one or more aqueous streams,
heating at least a portion of said cooled recycle gas stream ( 20 ) to provide a heated recycle gas stream ( 30 ),
contacting said heated recycle gas stream ( 30 ) with one or more guard bed materials in one or more guard bed systems ( 31 ) positioned upstream of an ethylene oxide reactor ( 2 ) to provide a treated recycle gas stream ( 36 ),
contacting an epoxidation feed gas ( 1 ) comprising ethylene, oxygen and at least a portion of said treated recycle gas stream ( 36 ) with an epoxidation catalyst in ethylene oxide reactor ( 2 ) to yield an epoxidation reaction product stream ( 4 ),
contacting the epoxidation reaction product stream ( 4 ) in an ethylene oxide absorber ( 9 ) with a lean absorbent stream ( 10 ) in the presence of a carboxylation and hydrolysis catalyst to yield a fat absorbent stream ( 13 ) comprising ethylene carbonate and/or ethylene glycol and an ethylene oxide absorber overhead stream ( 14 ),
wherein cooled recycle gas stream ( 20 ) is heated by heat exchange with a hot process stream selected from
(i) the ethylene oxide absorber overhead stream ( 14 ), in a condenser ( 15 );
(ii) steam ( 24 ) produced in an ethylene glycol purification column overhead condenser, in a first heat exchanger located downstream of condenser ( 15 );
(iii) steam ( 25 ) produced by flashing one or more condensate streams collected in the process, in a second heat exchanger located downstream of condenser ( 15 ), or a combination thereof.

2. The process according to claim 1 , wherein ethylene oxide absorber overhead stream ( 14 ) is provided to a first condenser ( 15 ) to produce a dewatered recycle gas stream ( 16 ) and an aqueous stream,
wherein dewatered recycle gas stream ( 16 ) is supplied to a second condenser ( 17 ) to produce a further dewatered and cooled recycle gas stream ( 18 ), and
wherein recycle gas stream ( 18 ) is supplied to a vapor-liquid separator ( 19 ) to produce cooled and dehydrated recycle gas stream ( 20 ).

3. The process according to claim 2 further comprising
supplying at least a portion of fat absorbent stream ( 13 ) comprising ethylene carbonate and/or ethylene glycol to one or more finishing reactors ( 44 ) and/or one or more dehydrators ( 46 ) to provide a concentrated ethylene glycol stream ( 47 ),
supplying at least a portion of the concentrated ethylene glycol stream ( 47 ) to an ethylene glycol purification column ( 49 ) to produce a purified ethylene glycol stream ( 50 ) and a vaporous overhead stream ( 52 ), and
supplying said vaporous overhead stream ( 52 ) to an ethylene glycol purification column overhead condenser ( 53 ) to produce a condensate stream ( 54 ) and a steam stream ( 55 ).

4. The process according to claim 1 , wherein the cooled recycle gas stream ( 20 ) is heated by subsequent heat exchange with the ethylene oxide absorber overhead stream ( 14 ) in condenser ( 15 ); steam ( 24 ) produced in an ethylene glycol purification column overhead condenser; and steam ( 25 ) obtained by flashing one or more condensate streams collected in the process.

5. The process according to claim 1 ,
wherein the treated recycle gas stream ( 36 ) is supplied to a heat exchanger ( 37 ) to produce a cooled treated recycle gas stream ( 38 ),
wherein said cooled treated recycle gas stream ( 38 ) is supplied to a carbon dioxide removal section ( 39 ) to produce a carbon dioxide depleted recycle gas stream ( 42 ).

6. The process according to claim 5 , wherein the carbon dioxide depleted recycle gas stream ( 42 ) is provided to a condenser to provide a cooled carbon dioxide depleted recycle gas stream ( 56 ),
wherein stream ( 56 ) is heated by heat exchange with the treated recycle stream ( 36 ) in heat exchanger ( 37 ) to provide a heated carbon dioxide-depleted recycle gas stream ( 57 ).

7. The process according to claim 6 , wherein the carbon dioxide removal section ( 39 ) comprises a carbon dioxide absorber ( 40 ) and a carbon dioxide stripper equipped with a carbon dioxide stripper reboiler ( 41 ),
wherein heat is supplied to the carbon dioxide stripper reboiler by using at least a portion of the steam stream ( 55 ) obtained from the ethylene glycol purification column overhead condenser ( 53 ) or steam produced by flashing one or more condensate streams collected in the process.

8. The process according to claim 1 , wherein the one or more guard bed systems comprise a guard bed material capable of removing one or more alkyl iodide impurities from the recycle gas stream and/or a guard bed material capable of removing a vinyl iodide impurity from the recycle gas stream.

9. The process according to claim 8 , comprising
contacting at least a portion of a recycle gas stream comprising an alkyl iodide impurity and a vinyl iodide impurity with a first guard bed material in first guard bed system to yield a partially treated recycle gas stream, wherein the first guard bed material comprises a first support material, and deposited on the first support material, silver in an amount of from 2% to 10% by weight; and
contacting at least a portion of the partially treated recycle gas stream with a second guard bed material in a second guard bed system to yield a treated recycle gas stream, wherein the second guard bed material comprises a second support material, palladium and gold.

10. A reaction system for the production of ethylene carbonate and/or ethylene glycol comprising
(i) a recycle gas loop fluidly connected to a source ( 1 ) of ethylene and oxygen;
(ii) an ethylene oxide reactor ( 2 ) comprising an epoxidation catalyst, an inlet, and an outlet, wherein the inlet of the ethylene oxide reactor is fluidly connected to the recycle gas loop;
(iii) an ethylene oxide absorber ( 9 ) configured to produce an ethylene oxide absorber overhead stream and a fat absorbent stream comprising ethylene carbonate and/or ethylene glycol, said ethylene oxide absorber ( 9 ) comprising a carboxylation and hydrolysis catalyst, an inlet fluidly connected to the outlet of the ethylene oxide reactor, an inlet ( 10 ) for lean absorbent, an outlet for discharging a recycle gas stream ( 14 ) and an outlet for discharging a fat absorbent stream ( 13 );
(iv) an ethylene oxide absorber overhead condenser ( 15 ) configured to produce a recycle gas stream and a condensate stream, said ethylene oxide absorber overhead condenser comprising an inlet fluidly connected to the outlet of the ethylene oxide absorber ( 9 ) for discharging a recycle gas stream, an inlet for receiving a cooled recycle gas stream, an outlet fluidly connected to the recycle gas loop, and an outlet for discharging a cooled recycle gas stream ( 22 );
(v) a finishing reactor ( 44 ) configured to produce an ethylene glycol stream, comprising an inlet fluidly connected to the outlet of the ethylene oxide absorber for discharging a fat absorbent stream ( 13 ), and an outlet for discharging an ethylene glycol stream ( 45 );
(vi) a dehydrator ( 46 ) configured to produce a concentrated ethylene glycol stream comprising an inlet and an outlet, comprising an inlet fluidly connected to the outlet for discharging an ethylene glycol stream ( 45 ) from the finishing reactor ( 44 ), and an outlet for discharging a concentrated ethylene glycol stream ( 47 );
(vii) an ethylene glycol purification column ( 49 ) equipped with an ethylene glycol purification column overhead condenser ( 53 ), an inlet fluidly connected to outlet of the dehydrator for discharging a concentrated ethylene glycol stream ( 47 ), an outlet for discharging a condens

Assignees

• Shell Oil Co

Inventors

• Bastings Roel Guillaume Hubertus Leonardus
• Bojovic Vesna
• Molina Alexandre

Classifications

• C07D317/38 Primary

  Ethylene carbonate · CPC title

• C07C29/106 Primary

  of oxiranes · CPC title

• B01J19/00

  Chemical, physical or physico-chemical processes in general; Their relevant apparatus · CPC title

• B01D53/70

  Organic halogen compounds · CPC title

• B01J2208/0053

  Controlling multiple zones along the direction of flow, e.g. pre-heating and after-cooling · CPC title