IP Library Patent Application 14206462
Patent Application
App. No. 14/206,462

PURIFICATION OF 3-HYDROXYPROPIONIC ACID FROM CRUDE CELL BROTH AND PRODUCTION OF ACRYLAMIDE

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Quick Facts
Patent No.
US None
App. No.
14/206,462
Abstract

A process for producing high purity 3-hydroxypropionic acid from a fermentation cell broth is described. The 3-hydroxypropionic acid can be converted to a variety of products, such as acrylamide, 3-hydroxypropionic esters, acrylic esters, and 3-HP amide. This process features a high degree of product flexibility, limited or no solvent recycle, discrete waste streams, an efficient water removal process, and efficient recovery of products and solvents with proven and scalable equipment.

Claims (36)

1 . A process for producing high purity 3-hydroxypropionic acid (3-HP), comprising: (a) providing a fermentation broth comprising 3-HP, or salt thereof; (b) removing a substantial amount of water from said fermentation broth to give a concentrated fermentation broth; (c) extracting said 3-HP from said concentrated fermentation broth with an organic solvent; and (d) distilling the extract from step (c) to give said high purity 3-HP and/or its ester.

2 . The process of claim 1 , wherein said high purity 3-HP has purity higher than 90%.

3 . The process of claim 1 , wherein said high purity 3-HP has purity higher than 95%.

4 . The process of claim 1 , wherein a substantial amount of whole cells are removed from said fermentation broth either prior to or after step (a).

5 . (canceled)

6 . The process of claim 4 , wherein said substantial amount of whole cells are removed with a centrifuge.

7 . The process of claim 1 , wherein said removing a substantial amount of water is performed by evaporation or with mechanical recompression methods or with a thin film evaporator.

8 . The process of claim 7 , wherein said evaporation is carried out at a temperature range from 50-150° C.

9 . The process of claim 7 , wherein said evaporation is carried out at a reduced pressure from 20-1,000 mbar.

10 . (canceled)

11 . (canceled)

12 . The process of claim 1 , wherein at least 80% of water in said fermentation broth is removed.

13 . The process of claim 1 , wherein at least 90% of water in said fermentation broth is removed.

14 . The process of claim 1 , wherein at least 95% of water in said fermentation broth is removed.

15 . (canceled)

16 . (canceled)

17 . The process of claim 1 , further comprising adjusting pH of said concentrated fermentation broth with an acid after step (b).

18 . The process of claim 17 , wherein said acid is sulfuric acid or phosphoric acid.

19 . (canceled)

20 . The process of claim 17 , further comprising separating any resulting solids during or after the addition of said acid.

21 . The process of claim 1 , wherein said organic solvent is selected from the group consisting of: an alcohol, aldehyde, ketone, and ether.

22 . The process of claim 1 , wherein said organic solvent comprises an alcohol solvent selected from the group consisting of C 1 -C 12 aliphatic alcohols.

23 . The process of claim 1 , wherein said organic solvent comprises an alcohol solvent selected from the group consisting of methanol, ethanol, propanol, butanol, and hexanol.

24 . (canceled)

25 . (canceled)

26 . (canceled)

27 . (canceled)

28 . The process of claim 1 , wherein about 90% of 3-HP is recovered from said concentrated fermentation broth after step (b).

29 . The process of claim 1 , further comprising refluxing and/or distilling the 3-HP containing extract to generate a 3-HP ester.

30 . The process of claim 29 , wherein said refluxing comprises adding a catalytic amount of acid.

31 . The process of claim 30 , wherein said acid is sulfuric acid.

32 . The process of claim 29 , further comprising carrying out an amidation reaction to generate a 3-HP amide.

33 . The process of claim 32 , further comprising a dehydration reaction to generate acrylamide.

34 . The process of claim 29 , wherein less than two equivalents of an alcohol solvent based on the amount of 3-HP is used to produce said 3-HP ester.

35 . The process of claim 34 , wherein about one equivalent of said alcohol solvent based on the amount of 3-HP is used to produce said 3-HP ester.

36 .- 47 . (canceled)

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Oct 12, 2016
From: SILICON VALLEY BANK
To: OPX BIOTECHNOLOGIES, INC.
Reel/Frame 040746/0051 →
SECURITY INTEREST Recorded Apr 7, 2015
From: OPX BIOTECHNOLOGIES, INC.
To: SILICON VALLEY BANK
Reel/Frame 035350/0608 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2014
From: TENGLER, ROBERT; DECOSTER, DAVID
To: OPX BIOTECHNOLOGIES, INC.
Reel/Frame 034566/0845 →