Systems and processes for thermolysis of polylactones to produce organic acids

Patent metadata

Field	Value
Publication number	US-10457624-B2
Application number	US-201715612884-A
Country	US
Kind code	B2
Filing date	Jun 2, 2017
Priority date	Apr 24, 2017
Publication date	Oct 29, 2019
Grant date	Oct 29, 2019

Abstract

Reactor systems and processes produce organic acids through thermolysis of polylactones. The reactor systems and processes introduce at least one epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet. The epoxide reagent and carbon monoxide reagent contact at least one carbonylation catalyst to produce at least one beta-lactone intermediate. The beta-lactone intermediate is polymerized with at least one initiator in the presence of a metal cation to produce at least one polylactone product. The polylactone product is heated under thermolysis conditions to produce at least one organic acid product. The processes control the presence of contaminates, impurities, catalytic materials, and/or reagents to provide for highly pure organic acid products.

First claim

What is claimed is:

1. A process for producing an organic acid product, wherein the process comprises:
a. introducing epoxide reagent and carbon monoxide reagent to a reaction vessel through a feed stream inlet, the reaction vessel comprising a separation chamber positioned above and in direct communication with a thermolysis chamber;
b. contacting the epoxide reagent and the carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate;
c. polymerizing the beta-lactone intermediate with a polymerization initiator in the presence of a metal cation to produce a polylactone product; and
d. heating the polylactone product under thermolysis conditions to produce the organic acid product.

2. The process of claim 1 , wherein the epoxide reagent comprises ethylene oxide, propylene oxide, 1,2-epoxyhexane, 1,2-epoxydodecane, 3,4-epoxy-1-butene, 1,2-epoxy-5-hexene, 1,2-epoxy-9-decene, isoprene monoxide, epichlorohydrin, 1,3-butadiene diepoxide, 1,2,7,8-diepoxyoctane, 1,2-epoxycyclopentane, or cyclooctene oxide.

3. The process of claim 1 , wherein the epoxide reagent and the carbon reagent enter the reaction vessel with mechanical assistance.

4. The process of claim 1 , wherein a mechanical pump assists in introducing the epoxide reagent and the carbon monoxide reagent to the reaction vessel.

5. The process of claim 1 , wherein the epoxide reagent and the carbon monoxide reagent are stored at a higher atmospheric pressure than the reaction vessel defining a carbonylation chamber.

6. The process of claim 1 , wherein the carbonylation catalyst comprises a metal carbonyl-Lewis acid catalyst.

7. The process of claim 1 , wherein the carbonylation catalyst is introduced to the reaction vessel before introducing the carbon monoxide reagent and the epoxide reagent.

8. The process of claim 1 , wherein the carbonylation catalyst comprises a neutral metal carbonyl compound.

9. The process of claim 1 , wherein the polymerization initiator has a general formula of M″X where M″ is cationic and X is anionic.

10. The process claim 1 , wherein the polymerization initiator comprises a carboxylate salt.

11. The process of claim 1 , wherein the polylactone product undergoes thermolysis continuously.

Assignees

• Novomer Inc

Inventors

• Sookraj Sadesh H
• Sherry Kyle Evan

Classifications

• C08G63/78

  Preparation processes · CPC title

• C07D305/12

  Beta-lactones · CPC title

• B01J19/0066

  Stirrers (mixing per se B01F) · CPC title

• B01J2219/00051

  Controlling the temperature · CPC title

• C07D407/12

  linked by a chain containing hetero atoms as chain links · CPC title