Methods and systems for purifying 1,3-butadiene from a C4 hydrocarbon stream

Patent metadata

Field	Value
Publication number	US-11230516-B2
Application number	US-201916375208-A
Country	US
Kind code	B2
Filing date	Apr 4, 2019
Priority date	Nov 11, 2015
Publication date	Jan 25, 2022
Grant date	Jan 25, 2022

Abstract

The presently disclosed subject matter relates to methods and systems for purifying 1,3-butadiene from a C 4 hydrocarbon stream. An example method includes introducing a C 4 hydrocarbon stream including 1,3-butadiene and acetylenes to an organic azide in the presence of a catalyst to generate a first stream including triazole, separating triazole from the first stream to produce a second stream including 1,3-butadiene, and distilling 1,3-butadiene from the second stream to produce a purified 1,3-butadiene product stream.

First claim

The invention claimed is:

1. A system for purifying 1,3-butadiene from a C 4 hydrocarbon stream including 1,3-butadiene and one or more acetylenes, comprising:
an azide-alkyne cycloaddition reactor suitable for an azide-alkyne cycloaddition reaction configured to receive said C 4 hydrocarbon stream and an organic azide to generate a first stream comprising 1,3-butadiene and a triazole;
a first distillation unit coupled to the azide-alkyne cycloaddition reactor configured to separate the triazole from the first stream to produce a second stream comprising 1,3-butadiene; and
a catalyst suitable for azide-alkyne cycloaddition in said azide-alkyne cycloaddition reactor; wherein the catalyst comprises a member selected from the group consisting of Cu, Au, Ag, Hg, Cd, Zr, Ru, Fe, Co, Ni, Rh, Ti and W.

2. The system of claim 1 , wherein the catalyst comprises Cu.

3. The system of claim 1 , wherein the catalyst comprises Au.

4. The system of claim 1 , wherein the wherein the catalyst comprises Ag.

5. The system of claim 1 , wherein the catalyst comprises Hg.

6. The system of claim 1 , wherein the catalyst comprises Cd.

7. The system of claim 1 , wherein the catalyst comprises Zr.

8. The system of claim 1 , wherein the catalyst comprises Ru.

9. The system of claim 1 , wherein the catalyst comprises Fe.

10. The system of claim 1 , wherein the catalyst comprises Co.

11. The system of claim 1 , wherein the catalyst comprises Ni.

12. The system of claim 1 , wherein the catalyst comprises Rh.

13. The system of claim 1 , wherein the wherein the catalyst comprises W.

14. The system of claim 1 , wherein the catalyst comprises Cu and Ni.

Assignees

• Sabic Global Technologies Bv

Inventors

• Wadhwa Kuldeep
• Matarredona Antonio
• Ignat Radu
• Mamilla Sekhar
• Roosen Christoph
• Londono Alex

Classifications

• C07C7/14875 Primary

  with organic compounds (organo-metallic compounds C07C7/173) · CPC title

• C07C7/05

  with the aid of auxiliary compounds · CPC title

• C07C11/167

  1, 3-Butadiene · CPC title