IP Library Granted Patent US 8,415,520
Granted Patent B2
US 8,415,520 · App. 13/375,091 · Granted Apr 9, 2013

Work-up of a 3-methyl-1-butene-containing mixture

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Quick Facts
Patent No.
US 8,415,520
App. No.
13/375,091
Granted
Apr 9, 2013
Kind
B2
Abstract

The invention is a method for processing a mixture containing water, 3-methyl-1-butane and at least one other methylbutene. The method comprises primary distillation of the mixture, giving a gaseous primary overhead product containing methylbutene and water and a water-free primary bottom product containing 3-methyl-1-butene; condensation of the gaseous primary overhead product so as to give a condensate comprising a liquid aqueous phase and a liquid organic phase; separation of the condensate into a liquid aqueous phase and a liquid organic phase; discharge of the liquid aqueous phase; recirculation of the organic phase to the primary distillation; and finally secondary distillation of the water-free primary bottom product from the primary distillation so as to give a secondary overhead product comprising 3-methyl-1-butene and a secondary bottom product. The secondary overhead product obtained has a purity which enables it to be used directly as monomer or comonomer for preparing polymers or copolymers.

Claims (40)

1. A method of processing a feed mixture comprising water, 3-methyl-1-butene and at least one methylbutene selected from the group consisting of 2-methylbut-1-ene and 2-methylbut-2-ene, said method comprising:

a first distilling, in a primary distillation column, of the feed mixture, to obtain a first overhead product and a first bottom product, said first overhead product comprising water and the at least one methylbutene selected from the group consisting of 2-methylbut-1-ene and 2-methylbut-2-ene, and said first bottom product comprising 3-methyl-1-butene;

b) condensing, in a condensation vessel, the first overhead product, to obtain a condensate comprising a liquid aqueous phase and a liquid organic phase;

c) separating the condensate into the liquid aqueous phase and the liquid organic phase;

d) discharging the liquid aqueous phase;

e) a first recirculating, of the liquid organic phase to the primary distillation column;

f) a second distilling, in a secondary distillation column, of the first bottom product, to obtain a second overhead product comprising 3-methyl-1-butene, and a second bottom product.

2. The method of claim 1 , wherein the first distilling (a) is an azeotropic distilling.

3. The method of claim 1 , wherein the second distilling (f) is a fractional distilling.

4. The method of claim 1 , wherein the feed mixture comprises a low boiler which enters the first overhead product, and

wherein said method comprises condensing said first overhead product to obtain

a condensate comprising a liquid aqueous phase and a liquid organic phase, and a gas comprising the low boiler.

5. The method of claim 1 , further comprising, before the discharging:

a third distilling, in a tertiary distillation column, of the liquid aqueous phase to obtain a third overhead product and a third bottom product, and

a second recirculating, of the third overhead product to the condensation vessel.

6. The method of claim 1 , further comprising, before the discharging:

a third distilling, in a tertiary distillation column, of the liquid aqueous phase to obtain a third overhead product and a third bottom product, and

a second recirculating, of the third overhead product to the primary distillation column.

7. The method of claim 1 , wherein the feed mixture comprises a high boiler which enters the first bottom product, and

wherein said method comprises a second distilling, in a secondary distillation column, of the first bottom product, to obtain

a second overhead product

a second bottom product comprising the high boiler, and

a side product comprising the at least one methylbutene selected from the group consisting of 2-methylbut-1-ene and 2-methylbut-2-ene.

8. The method of claim 1 , wherein:

the feed mixture comprises a high boiler which enters the second bottom product,

the second bottom product further comprises the at least one methylbutene selected from the group consisting of 2-methylbut-1-ene and 2-methylbut-2-ene, and wherein

said method comprises a fourth distilling, in a quaternary distillation column, of the second bottom product, to obtain

a fourth overhead product comprising the at least one methylbutene selected from the group consisting of 2-methylbut-1-ene and 2-methylbut-2-ene, and

a fourth bottom product comprising the high boiler.

9. The method of claim 1 , wherein the second overhead product has a purity of greater than 98.0% by mass of 3-methyl-1-butene.

10. The method of claim 1 , wherein the first bottom product comprises less than 50 ppm by mass of water.

11. The method of claim 1 , wherein the feed mixture is obtained by dehydrating 3-methyl-1-butanol.

12. The method of claim 1 , further comprising reacting said 3-methyl-1-butene with polypropylene or polyethylene.

13. The method of claim 1 , wherein the first distilling (a) is an azeotropic distilling and the second distilling (f) is a fractional distilling.

14. The method of claim 1 , wherein the first bottom product comprises less than 30 ppm by mass of water.

15. The method of claim 1 , wherein the first bottom product comprises less than 10 ppm by mass of water.

16. The method of claim 1 , wherein the feed mixture comprises 5 to 98% by mass of 3-methyl-1-butene.

17. The method of claim 1 , wherein the feed mixture comprises 80 to 95% by mass of 3-methyl-1-butene.

18. The method of claim 1 , wherein the first distilling (a) comprises a distillation column having 5 to 50 theoretical plates, and operating pressure of 0.1 to 2.0 MPa (absolute).

19. The method of claim 1 , wherein the second distilling (f) comprises a distillation column having 30 to 120 theoretical plates, and operating pressure of 0.1 to 2.0 MPa (absolute).

Assignments (2)
MERGER Recorded Feb 26, 2014
From: EVONIK OXENO GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2012
From: WINTERBERG, MARKUS; KAIZIK, ALFRED; RIX, ARMIN; GRASS, MICHAEL; BUESCHKEN, WILFRIED; BECKER, MARC
To: EVONIK OXENO GMBH
Reel/Frame 027599/0662 →