IP Library Granted Patent US 10,377,690
Granted Patent B1
US 10,377,690 · App. 16/109,115 · Granted Aug 13, 2019

Method for catalytic production of refined enal products from an aldehyde feed stream using a single enclosed unit

Inventors: Scott Allen Owens (Kingsport, TN); Robert Lin (Kingsport, TN); Jody Lee Rodgers (Gilmer, TX)
Assignee: Eastman Chemical Company
C07C45/74B01D3/143C07C47/20C07B2200/09
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Quick Facts
Patent No.
US 10,377,690
App. No.
16/109,115
Granted
Aug 13, 2019
Kind
B1
Abstract

Disclosed is a method for forming enals from corresponding alehydes in a single enclosed unit such as a divided wall reaction distillation unit. The method of the present invention includes (a) feeding an aldehyde feed stream comprising at least one aldehyde reactant into a reaction zone contained within said single enclosed unit; (b) reacting said at least one aldehyde reactant in said reaction zone in the presence of a catalyst to form an enal-containing reaction zone effluent comprising an enal; (c) purifying said enal-containing reaction zone effluent in a first separation zone within said single enclosed unit to form an enal-rich product mixture and a residual unreacted aldehyde mixture; and (d) collecting from said single enclosed unit at least a portion of said enal-rich product mixture. The method of the present invention results in high enal yields at a markedly reduced capital cost and energy consumption as compared to prior art processes.

Claims (23)

1. A method for producing an enal-rich product mixture from an aldehyde feed stream in a single enclosed unit, said method comprising

(a) feeding an aldehyde feed stream comprising at least one aldehyde reactant into a reaction zone contained within said single enclosed unit;

(b) reacting said at least one aldehyde reactant in said reaction zone in the presence of a catalyst to form a light reaction zone effluent comprising an enal and unreacted aldehyde reactant;

(c) purifying said light reaction zone effluent in a first separation zone within said single enclosed unit to form an enal-rich product mixture and a residual unreacted aldehyde mixture; and

(d) collecting from said single enclosed unit at least a portion of said enal-rich product mixture; wherein said collected portion includes at least 60% by weight enal based on the total weight of the organic fraction of said enal-rich product mixture.

2. The method of claim 1 further comprising the step of feeding a catalyst feed stream comprising a homogeneous catalyst into said reaction zone and forming a heavy reaction zone effluent comprising enal and said homogeneous catalyst.

3. The method of claim 1 wherein said reaction zone comprises a heterogeneous catalyst.

4. The method of claim 1 wherein said aldehyde feed stream comprises includes two or more aldehydes.

5. The method of claim 1 wherein said aldehyde feed stream further comprises at least one alcohol.

6. The method of claim 1 wherein said aldehyde is selected from the group consisting of acetaldehyde, propionaldehyde, butyraldehyde, valeraldehyde, capronaldehyde and mixtures thereof.

7. The method of claim 6 wherein said aldehyde is propionaldehyde or butyraldehyde.

8. The method of 7 wherein said aldehyde is propionaldehyde and said enal is C6 enal.

9. The method of claim 7 wherein said aldehyde is butyraldehyde and said enal is C8 enal.

10. The method of claim 2 further comprising purifying said heavy reaction zone effluent in a second separation zone contained within said single enclosed unit to form a catalyst byproduct mixture and an enal-containing mixture.

11. The method of claim 1 further comprising feeding said residual unreacted aldehyde mixture to said reaction zone.

12. The method of claim 1 further comprising combining said residual unreacted aldehyde mixture with said aldehyde feed stream.

13. The method of claim 1 wherein said reaction zone is distinct from said first separation zone.

14. The method of claim 10 wherein said reaction zone is distinct from said first separation zone and said second separation zone.

15. The method of claim 1 wherein said purifying step (c) comprises subjecting said light reaction zone effluent to staged separation using at least one theoretical stage.

16. The method of claim 15 wherein said purifying step (c) comprises subjecting said light reaction zone effluent to staged separation using a plurality of theoretical stages.

17. The method of claim 1 wherein said reaction zone is at least partially defined longitudinally by a dividing wall that extends longitudinally within said enclosed unit.

18. The method of claim 2 wherein said homogeneous catalyst is an aqueous base.

19. The method of claim 18 wherein said aqueous base is aqueous sodium hydroxide.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2018
From: OWENS, SCOTT ALLEN; LIN, ROBERT; RODGERS, JODY LEE
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 046911/0512 →
Cited By (1)
US 12,296,288