IP Library Granted Patent US 10,457,624
Granted Patent B2
US 10,457,624 · App. 15/612,884 · Granted Oct 29, 2019

Systems and processes for thermolysis of polylactones to produce organic acids

Inventors: Sadesh H. Sookraj (Cambridge, MA); Kyle Evan Sherry (Rochester, NY)
Assignee: Novomer, Inc.
C07C51/377B01J19/0066B01J19/18B01J19/2405C07C57/04C07D305/12C07D305/14C07D407/12C08G63/78B01J2219/00051B01J2219/24
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Quick Facts
Patent No.
US 10,457,624
App. No.
15/612,884
Granted
Oct 29, 2019
Kind
B2
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.

Claims (15)

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.

Assignments (4)
CHANGE OF NAME Recorded Mar 24, 2026
From: NMER WINDDOWN, INC.
To: NOVOMER LLC
Reel/Frame 075187/0876 →
RELEASE OF SECURITY INTEREST Recorded Aug 5, 2022
From: TRUIST BANK
To: NOVOMER, INC.
Reel/Frame 061088/0116 →
SECURITY INTEREST Recorded Feb 1, 2022
From: NOVOMER, INC.
To: TRUIST BANK
Reel/Frame 058922/0803 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2017
From: SOOKRAJ, SADESH H.; SHERRY, KYLE EVAN
To: NOVOMER, INC.
Reel/Frame 042988/0946 →
Continuity (2)
Continuation In Part 15494805 · Apr 24, 2017
Related Publication 20180305289A1 · Oct 25, 2018