Single step lactide production process with hydrolysis of oligomers and catalyst by recovered water

Patent metadata

Field	Value
Publication number	US-10562877-B2
Application number	US-201716309963-A
Country	US
Kind code	B2
Filing date	Jun 20, 2017
Priority date	Jun 20, 2016
Publication date	Feb 18, 2020
Grant date	Feb 18, 2020

Abstract

The present invention relates to a process for synthesizing lactide comprising the steps of:
providing one or more components to at least one reactor, the one or more components comprising lactic acid; converting at least part of the lactic acid into lactide and water and into lactic acid oligomers; recovering at least part of the lactide; recovering at least part of the water and at least part of the lactic acid oligomers; adding a feed, optionally comprising lactic acid oligomers, and optionally comprising water, to the recovered water and the recovered lactic acid oligomers, and mixing the feed with the recovered water and the recovered lactic acid oligomers to form a mixture; converting at least part of the lactic acid oligomers in the mixture into lactic acid and into lactic acid dimer; and removing at least part of the water from the mixture;

whereby at least part of the remainder of the mixture is provided as one of the one or more components that are provided to the at least one reactor; and, wherein the step of converting at least part of the lactic acid into lactide and water is performed in one step.

First claim

The invention claimed is:

1. A process for synthesizing lactide, comprising the steps of:
providing one or more components to at least one reactor, the one or more components comprising lactic acid, water and at least one solvent;
adding thermal energy to at least one solvent prior to adding the at least one solvent to the at least one reactor, wherein the at least one solvent has a temperature of at least 140° C. and

wherein the at least one solvent is provided in the at least one reactor independently from the lactic acid and water by a separate entry into the at least one reactor,
converting at least part of the lactic acid into lactide and water and into lactic acid oligomers;
recovering at least part of the lactide;
recovering at least part of the water and at least part of the lactic acid oligomers;
adding a feed, optionally comprising lactic acid oligomers, and optionally comprising water, to the recovered water and the recovered lactic acid oligomers, and mixing the feed with the recovered water and the recovered lactic acid oligomers to form a mixture;
converting at least part of the lactic acid oligomers in the mixture into lactic acid and into lactic acid dimer; and
removing at least part of the water from the mixture;

whereby at least part of the remainder of the mixture is provided as one of the one or more components that are provided to the at least one reactor; and, wherein the step of converting at least part of the lactic acid into lactide and water is performed in one step.

2. The process according to claim 1 , wherein the process is an industrial process for synthesizing lactide.

3. The process according to claim 1 , wherein the one or more components provided to the at least one reactor comprises at least 1% by weight of lactic acid and at most 95% by weight of lactic acid, with % by weight based on the total weight of the one or more components.

4. The process according to claim 1 , wherein the step of converting at least part of the lactic acid oligomers in the mixture into lactic acid and into lactic acid dimer is performed through hydrolysis by the recovered water and/or through hydrolysis by water present in the feed.

5. The process according to claim 1 , wherein the one or more components comprise at least one catalyst system, and wherein the process comprises the steps of:
providing at least one catalyst system to the at least one reactor;
recovering at least part of the at least one catalyst system; and
regenerating at least part of the recovered catalyst system.

6. The process according to claim 5 , wherein the step of regenerating at least part of the recovered catalyst system is performed through hydrolysis by the recovered water and/or through hydrolysis by water present in the feed.

7. The process according to claim 5 , wherein the at least one catalyst system is regenerated in-line with the at least one reactor.

8. The process according to claim 5 , wherein the at least one catalyst system comprises an acidic zeolite.

9. The process according to claim 1 , wherein the step of removing at least part of the water from the mixture is performed with a membrane.

10. The process according to claim 1 , wherein the feed comprises lactic acid oligomers.

11. The process according to claim 1 , wherein the feed comprises at least 1% by weight lactic acid oligomers and at most 20% by weight lactic acid oligomers with % by weight compared to the total weight of lactic acid, lactic acid dimer, and lactic acid oligomers combined.

12. The process according to claim 1 , wherein the step of converting at least part of the lactic acid oligomers in the mixture into lactic acid and into lactic acid dimer, and optionally the step of regenerating at least part of the recovered catalyst system, is performed in one or more recycling pipes.

13. The process according to claim 1 , comprising the steps of:
recovering at least part of the thermal energy; and
adding the recovered thermal energy to at least one of the one or more components.

14. The process according to claim 1 , comprising the steps of:
recovering at least part of the water;

wherein the step of recovering at least part of the water comprises a decantation step, with the proviso that the step of recovering at least part of the water does not comprise an azeotropic distillation step.

Assignees

• Total Res & Technology Feluy

Inventors

• Yazdanpanah Mahdi
• Chaouki Jamal
• Van Wouwe Pieter
• Sels Bert

Classifications

• C07D319/12 Primary

  not condensed with other rings · CPC title

• B01J2219/00031

  Semi-batch or fed-batch processes · CPC title

• B01J2219/0004

  Processes in series · CPC title

• B01J19/1862

  placed in series · CPC title