IP Library Granted Patent US 11,584,706
Granted Patent B2
US 11,584,706 · App. 17/337,688 · Granted Feb 21, 2023

Production and separation of 3-hydroxypropionic acid

Inventors: Jeung Yeop Shim (Suwanee, GA); Ki Soo Park (Yongin, KR); Ashok Somasundar (Suwon, KR); Sung Hoon Park (Ulsan, KR)
Assignee: Noroo IC Co., Ltd.
C07C51/48B01D11/04C07C51/377C07C59/01B01D5/0027B01D17/0214C07C57/04
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Quick Facts
Patent No.
US 11,584,706
App. No.
17/337,688
Granted
Feb 21, 2023
Kind
B2
Abstract

The disclosure provides methods and apparatus for producing 3-hydroxypropionic acid or a salt thereof, for removing 3-hydroxypropionic acid from aqueous solution (e.g., aqueous broth), and for using it to make various chemicals.

Claims (25)

1. A method, comprising:

reacting 3-hydroxypropionic acid (3-HP) to form acrylic acid at a pressure of less than one atmosphere to provide acrylic acid,

wherein the 3-HP is neat or the 3-HP is in an organic solvent.

2. The method of claim 1 , wherein the pressure is less than 100 mbar.

3. The method of claim 1 , wherein the pressure is in a range of 70 to 100 mbar.

4. The method of claim 1 , wherein reacting 3-HP to form acrylic acid is performed in a reaction mixture, and the reaction mixture comprises a zeolite.

5. The method of claim 4 , wherein the zeolite comprises a 4 A molecular sieve.

6. The method of claim 4 , wherein an amount of the zeolite is from 1 wt. % to 5 wt. % based on an amount of the reaction mixture.

7. The method of claim 4 , wherein an amount of the zeolite is from 2 wt. % to 4 wt. % based on an amount of the reaction mixture.

8. The method of claim 1 , wherein reacting 3-HP comprises heating 3-HP to a temperature of from 80° C. to 180° C.

9. The method of claim 1 , wherein reacting 3-HP to form acrylic acid is performed in a reaction mixture, and the reaction mixture comprises an acid.

10. The method of claim 9 , wherein the acid comprises at least one acid selected from the group consisting of oxalic acid and polyphosphoric acid.

11. A method, comprising:

reacting 3-hydroxypropionic acid (3-HP) to form acrylic acid in a reaction mixture; and

removing gaseous acrylic acid from the reaction mixture,

wherein the 3-HP is neat or the 3-HP is in an organic solvent.

12. The method of claim 11 , further comprising contacting the reaction mixture with a zeolite.

13. The method of claim 12 , wherein the zeolite comprises a 4 A molecular sieve.

14. The method of claim 12 , wherein an amount of zeolite is from 1 wt. % to 5 wt. % based on an amount of the reaction mixture.

15. The method of claim 12 , wherein an amount of zeolite is from 2 wt. % to 4 wt. % based on an amount of the reaction mixture.

16. The method of claim 11 , wherein 3-HP is reacted to form acrylic acid at a pressure of less than one atmosphere.

17. The method of claim 11 , wherein 3-HP is reacted to form acrylic acid at a pressure of less than 100 mbar.

18. The method of claim 11 , wherein 3-HP is reacted to form acrylic acid at a pressure of in a range of 70 to 100 mbar.

19. The method of claim 11 , wherein reacting 3-HP comprises heating 3-HP to a temperature of from 80° C. to 180° C.

20. The method of claim 11 , wherein the reaction mixture comprises at least one acid selected from the group consisting of oxalic acid and polyphosphoric acid.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2021
From: SHIM, JEUNG YEOP; PARK, KI SOO
To: NOROO HOLDINGS CO., LTD.
Reel/Frame 056500/0757 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2021
From: SHIM, JEUNG YEOP; PARK, KI SOO; SOMASUNDAR, ASHOK; PARK, SUNG HOON
To: NOROO HOLDINGS CO., LTD.
Reel/Frame 056500/0932 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2021
From: NOROO HOLDINGS CO., LTD.
To: NOROO IC CO. LTD.
Reel/Frame 056501/0100 →
CHANGE OF NAME Recorded Jun 10, 2021
From: NOROO IC CO. LTD.
To: NOROO IC CO., LTD.
Reel/Frame 056540/0710 →
Continuity (4)
Continuation 16758815
Provisional Application 62594318 · Dec 4, 2017
Provisional Application 62577361 · Oct 26, 2017
Related Publication 20210292267A1 · Sep 23, 2021
Cited By (1)
US 12,486,212