Granted Patent B2

US 12,331,157 · App. 17/946,760 · Granted Jun 17, 2025

Inventors: Julie Ann-Crowe Willoughby (Danville, VA); Hsun-Cheng Su (Chapel Hill, NC); Gheorghe Florin Barla (Beavercreek, OH); Timothy Ethan Atwood (Martinsville, VA); Allan Stuart Myerson (Cambridge, MA)

Assignee: Circ, LLC

C08G63/183

Abstract

Claims (28)

1. A method of forming a polyester from a regenerated composition comprising a regenerated diacid and a catalyst obtained from depolymerization of a polyester containing the catalyst in a waste material wherein the catalyst was utilized to form the polyester and wherein the catalyst is present in the regenerated composition in an amount greater than 10 ppm, the method comprising:

reacting a diol and the regenerated diacid in the regenerated composition to form one or more compounds including an ester bond;

optionally providing additional catalyst; and

polymerizing the one or more compounds including an ester bond to form a polyester.

2. The method of claim 1 , wherein the catalyst in the regenerated composition comprises germanium, titanium, cobalt, molybdenum, or a mixture thereof.

3. The method of claim 1 , wherein the catalyst in the regenerated composition comprises antimony.

4. The method of claim 1 , wherein the catalyst in the regenerated composition comprises an antimony acetate, an antimony trioxide, antimony glycolate, an antimony/metal composite, or a mixture thereof.

5. The method of claim 1 , wherein additional catalyst is provided.

6. The method of claim 5 , wherein the additional catalyst comprises antimony.

7. The method of claim 1 , wherein the catalyst is present in the regenerated composition in an amount of from greater than 10 ppm to 300 ppm.

8. The method of claim 1 , wherein the catalyst is present in the regenerated composition in an amount of from greater than 0 wt. % to 0.05 wt. % or less based on the weight of the regenerated diacid.

9. The method of claim 1 , wherein additional catalyst is not provided for the polymerization.

10. The method of claim 1 , wherein the regenerated diacid comprises an aromatic diacid.

11. The method of claim 10 , wherein the aromatic diacid comprises a terephthalic acid.

12. The method of claim 1 , wherein the diol comprises an aliphatic diol.

13. The method of claim 12 , wherein the diol comprises ethylene glycol.

14. The method of claim 1 , wherein the molar ratio of the diol to the regenerated diacid is from 1 or more to 5 or less.

15. The method of claim 1 , wherein the waste material is a waste textile.

16. The method of claim 1 , wherein the depolymerization of the polyester in the waste material comprises:

supplying the waste material comprising the polyester to a depolymerization vessel;

depolymerizing the polyester to form a depolymerized mixture comprising a regenerated diol, the regenerated diacid, and the catalyst;

isolating the regenerated diacid and the catalyst from the regenerated diol to form the regenerated composition including the regenerated acid and the catalyst; and

separating the regenerated composition from the regenerated diol.

17. The method of claim 16 , wherein the isolating step comprises precipitating the regenerated diacid and the catalyst.

18. The method of claim 17 , wherein the precipitating step comprises adding a strong acid to the depolymerized mixture.

19. The method of claim 17 , wherein the precipitating step is conducted at two intervals, each at a different pH.

20. The method of claim 1 , wherein the waste material comprises a polyester and at least one other polymer.

21. The method of claim 20 , wherein the at least one other polymer comprises cellulose or a polyamide.

Assignments (2)

Continuity (2)

References Cited (131)