IP Library Granted Patent US 9,181,143
Granted Patent B2
US 9,181,143 · App. 14/241,323 · Granted Nov 10, 2015

Process for the production of olefins and use thereof

Inventors: Roberto Werneck do Carmo (Rio de Janeiro, BR); Paulo Luiz de Andrade Coutinho (Rio de Janeiro, BR); Luis Fernando Dagnone Cassinelli (Sao Paulo, BR); Roberto Fernando de Souza (Porto Alegre, BR); Marcelo Mignoni (Erechim, BR); Luiza Roza (Porto Alegre, BR); Edson Comin (Porto Alegre, BR); Andrieli Dias Martins (Porto Alegre, BR)
Assignees: Braskem S.A.; Universidade Federal do Rio Grande
C07C1/24C07C6/04C07C29/04C07C2531/02C07C2531/14
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Quick Facts
Patent No.
US 9,181,143
App. No.
14/241,323
Granted
Nov 10, 2015
Kind
B2
Abstract

The present invention relates to the process of production of olefins by means of the dehydration of light alcohols using ionic liquids as an acidic medium. Furthermore, the present invention relates to the use of such olefins, for example, for the production of polymers and ethylene glycol.

Claims (16)

1. A process for the production of olefins, which comprises contacting a stream containing at least 50% by weight of one or more light alcohols with at least one ionic liquid in a reactor;

wherein the reaction of the stream containing light alcohols with the at least one ionic liquid occurs at a temperature within the range of 30 to 180° C. and at a pressure of from 1 MPa to 20 MPa;

wherein the light alcohols comprise from 2 to 8 carbon atoms; and

wherein the at least one ionic liquid is an organic compound of formula R 1 ImR 2 X, wherein R 1 is an alkyl group comprising from 1 to 20 carbon atoms, R 2 is an alkyl group comprising from 1 to 10 carbon atoms, Im is the imidazole ring (C 3 N 2 H 3 ) and X is an anion selected from the group consisting of [HSO 4 ] − , [SO 4 ] −2 , [NO 3 ], [BF 4 ] − , [(Rf)BF 3 ] − , [(Rf) 2 BF 2 ] − , [(Rf) 3 BF] − , [(Rf) 4 B] − , [B(CN) 4 ] − , [PO 4 ] −3 , [HPO 4 ] −2 , [H 2 PO 4 ] − , [alkyl-OPO 3 ] −2 , [(alkyl-O) 2 PO 2 ] − , [alkyl-PO 3 ] − , [RfPO 3 ] − , [(alkyl) 2 PO 2 ] − , [(Rf) 2 PO 2 ] − , [RfSO 3 ] − , [alkyl-SO 3 ] − , [aryl-SO 3 ] − , [alkyl-OSO 3 ] − , [RfC(O)O] − , [(RfSO 2 ) 2 N] − , {[(Rf) 2 P(O)] 2 N} − , Cl − and/or Br − .

2. The process as recited in claim 1 , further comprising a step of conveying the olefin stream having been obtained to a purification step.

3. The process as recited in claim 1 , further comprising a step of removing water from a reaction medium.

4. The process as recited in claim 1 , further comprising a step of preheating of the stream containing light alcohols up to or higher than the reaction temperature.

5. The process as recited in claim 1 , further comprising a step of preheating of an ionic liquid stream up to or higher than the reaction temperature.

6. The process as recited in claim 1 , further comprising a step of recycling a stream containing residual alcohol and ether to the reactor.

7. The process as recited in claim 1 , wherein the reaction of the stream containing light alcohols with the at least one ionic liquid occurs at a temperature within the range of 30 to 150° C.

8. The process as recited in claim 7 , wherein the reaction of the stream containing light alcohols with the at least one ionic liquid occurs at a temperature within the range of 60 to 100° C.

9. The process as recited in claim 1 , wherein the anion X of the ionic liquid is devoid of sulfur atoms.

10. The process as recited in claim 1 , wherein the light alcohols comprise from 2 to 4 carbon atoms.

11. The process as recited in claim 10 , wherein the light alcohols comprise from 2 to 3 carbon atoms.

12. The process as recited in claim 1 , wherein the light alcohols originate from sugarcane, corn, beetroot or biomass.

13. The process as recited in claim 1 , wherein greater than 12% of the light alcohols are converted to olefins.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2014
From: DO CARMO, ROBERTO WERNECK; DE ANDRADE COUTINHO, PAULO LUIZ; DAGNONE CASSINELLI, LUIS FERNANDO; DE SOUZA, ROBERTO FERNANDO; COMIN, EDSON; MIGNONI, MARCELO; ROZA, LUIZA; MARTINS, ANDRIELI DIAS
To: IDEOM TECNOLOGIA LTDA.; UNIVERSIDADE FEDERAL DO RIO GRANDE DO SUL
Reel/Frame 032828/0850 →
MERGER Recorded May 6, 2014
From: IDEOM TECNOLOGIA LTDA.
To: BRASKEM S.A.
Reel/Frame 032829/0868 →
Continuity (2)
Provisional Application 61529028 · Aug 30, 2011
Related Publication 20150087866A1 · Mar 26, 2015