IP Library Patent Application 19108478
Patent Application
App. No. 19/108,478

METHOD FOR PRODUCING BIOBASED ALPHA-BETA-UNSATURATED CARBOXYLIC ACIDS FROM POLY(3-HYDROXYALKANOATE) CONTAINED IN BIOMASS

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Quick Facts
Patent No.
US None
App. No.
19/108,478
Abstract

The present invention relates to a method for producing biobased α-β-unsaturated carboxylic acids from poly(3-hydroxyalkanoate) (P3HA) contained in biomass by extraction of the P3HA using a solvent, followed by separation of insoluble organic waste and then thermolysis of the P3HA-solvent mixture in the presence of the solvent. The solvent is selected such that it provides good dissolution of the P3HA and does not boil under the thermolysis conditions.

Claims (24)

1 . A process for producing α,β-unsaturated carboxylic acids from biomass containing poly(3-hydroxyalkanoate) (P3HA), said process comprising the steps of:

extracting P3HA from the biomass with a solvent capable of solubilizing P3HA to form a P3HA-solvent mixture,

separating organic waste insoluble in said solvent from the P3HA-solvent mixture,

thermolyzing said P3HA-solvent mixture to obtain said α,β-unsaturated carboxylic acid and recover said solvent.

2 . The process as claimed in claim 1 , wherein the biomass is pretreated by means of washing, drying or milling operations until the biomass contains at least 30% by weight of P3HA.

3 . The process as claimed in claim 1 , wherein the extracting is carried out at a temperature of between 20° C. and 130° C.

4 . The process as claimed in claim 1 , wherein the thermolyzing is carried out at a temperature of between 130° C. and 300° C., and at a pressure of between 1 kPa and 101 kPa (atmospheric pressure).

5 . The process as claimed in claim 1 , wherein the solvent has a boiling temperature at atmospheric pressure of greater than 230° C.

6 . The process as claimed in claim 1 , wherein solubility of the P3HA in the solvent in the extracting step is greater than 5% by weight.

7 . The process as claimed in claim 1 , wherein said extracting, separating and thermolyzing are each performed batchwise or continuously.

8 . The process as claimed in claim 1 , wherein said thermolyzing takes place in the presence of one or more polymerization inhibitors.

9 . The process as claimed in claim 8 , wherein an amount of the one or more polymerization inhibitors ranges from 0.005% to 5% by weight relative to a weight of the poly(3-hydroxyalkanoate).

10 . The process as claimed in claim 8 , wherein the one or more polymerization inhibitors are selected from phenol derivatives, phenothiazine derivatives, nitroxide derivatives or para-phenylenediamine derivatives.

11 . The process as claimed in claim 8 , wherein said one or more polymerization inhibitors is hydroquinone methyl ether (HQME).

12 . The process as claimed in claim 1 , wherein the solvent is selected from glycol diethers (glymes), sulfur-containing organic solvents, or organic carbonates.

13 . The process as claimed in claim 8 , wherein the solvent is itself a polymerization inhibitor.

14 . The process as claimed in claim 1 , further comprising recycling the solvent recovered from the thermolyzing step to the extracting step.

15 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) contains a 3-hydroxypropionate unit and at least one of the α,β-unsaturated carboxylic acids produced is acrylic acid.

16 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) is poly(3-hydroxypropionate) and the α,β-unsaturated carboxylic acid produced is acrylic acid.

17 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) contains a 3-hydroxybutyrate unit and at least one of the α,β-unsaturated carboxylic acids produced is crotonic acid.

18 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) is poly(3-hydroxybutyrate) and the α,β-unsaturated carboxylic acid produced is crotonic acid.

19 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) contains a 3-hydroxyisobutyrate unit and at least one of the α,β-unsaturated carboxylic acids produced is methacrylic acid.

20 . The process as claimed in claim 1 , wherein the poly(3-hydroxyalkanoate) is poly(3-hydroxyisobutyrate) and the α,β-unsaturated carboxylic acid produced is methacrylic acid.

21 . A process for producing α,β-unsaturated carboxylic acids according to claim 1 , further comprising a step of condensing the produced α,β-unsaturated carboxylic acids, followed by one or more purification steps selected from distillation, liquid/liquid extraction, separation using a film evaporator, or crystallization, or a combination of these techniques.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2025
From: CABON, YVES; ARAYICI, AKAN; GESLOT, JEAN-JACQUES
To: ARKEMA FRANCE
Reel/Frame 071224/0666 →