IP Library › Granted Patent US 12,071,519
Granted Patent B2
US 12,071,519 · App. 18/228,531 · Granted Aug 27, 2024

Terephthalic acid esters formation

Inventors: Adel Essaddam (Terrebonne, CA); Fares Essaddam (Terrebonne, CA)
Assignee: 9449710 CANADA INC.
C08J11/16C07C31/30C07C67/03C07C69/82C08J11/22C08J11/24C08J11/26C07C29/132C08J2367/02
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,071,519
App. No.
18/228,531
Granted
Aug 27, 2024
Kind
B2
Abstract

The present disclosure relates to the formation of dimethyl terephthalate (DMT). The present invention also relates to the depolymerization of polyethylene terephthalate (PET) and the recovery of terephthalic acid and ethylene glycol.

Claims (21)

1. A process for the depolymerization of a polyester to form a terephthalate, the process comprising:

(a) admixing the polyester with a first portion of an alcohol to yield a first mixture, wherein the admixing is performed at a temperature from about 50° C. to about 100° C.;

(b) adding a sub-stoichiometric amount of a metal methoxide and a second portion of the alcohol to the first mixture to yield a second mixture, wherein the sub-stoichiometric amount of the metal methoxide is from about 30:1 to about 100:1 (w/w) of the polyester to the metal methoxide; and

(c) admixing the second mixture, wherein the admixing is performed at a temperature from about 70° C. to about 100° C., thereby forming the terephthalate with at least 70% yield within about 2 hours.

2. The process of claim 1 , wherein the metal methoxide comprises an alkali metal methoxide.

3. The process of claim 2 , wherein the alkali metal methoxide comprises sodium methoxide.

4. The process of claim 1 , wherein the metal methoxide comprises an alkaline-earth metal methoxide.

5. The process of claim 4 , wherein the alkaline-earth metal methoxide comprises calcium methoxide.

6. The process of claim 1 , further comprising, prior to (a), generating the metal alkoxide in-situ by addition of a metal of the metal alkoxide to the first portion of the alcohol.

7. The process of claim 1 , wherein the admixing the polyester with the first portion of the alcohol is performed at a temperature from about 70° C. to about 100° C.

8. The process of claim 1 , wherein the admixing the second mixture is performed at a pressure from about atmospheric pressure to about 220 psi.

9. The process of claim 8 , wherein the admixing the second mixture is performed at a pressure from about atmospheric pressure to about 150 psi.

10. The process of claim 1 , wherein the alcohol comprises methanol.

11. The process of claim 1 , wherein the alcohol comprises ethanol.

12. The process of claim 1 , wherein the terephthalate comprises dimethyl terephthalate.

13. The process of claim 1 , wherein the polyester comprises polyethylene terephthalate.

14. The process of claim 1 , wherein the polyester comprises polybutylene terephthalate.

15. The process of claim 1 , wherein the admixing the second mixture is performed at a temperature from about 70° C. to about 90° C.

16. The process of claim 1 , wherein the admixing the second mixture is performed at a temperature from about 80° C. to about 100° C.

17. The process of claim 16 , wherein the admixing the second mixture is performed at a temperature of about 85° C.

18. The process of claim 16 , wherein the admixing the second mixture is performed at a temperature of about 90° C.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2023
From: ESSADDAM, ADEL; ESSADDAM, FARES
To: 9449710 CANADA INC.
Reel/Frame 064758/0979 →
Continuity (9)
Continuation 17837801 · Jun 10, 2022
Continuation 17024159 · Sep 17, 2020
Continuation 16450807 · Jun 24, 2019
Continuation In Part 17350979 · Jun 17, 2021
Continuation 17004764 · Aug 27, 2020
Continuation 16259980 · Jan 28, 2019
Continuation 15706484 · Sep 15, 2017
Provisional Application 62689597 · Jun 25, 2018
Related Publication 20230374249A1 · Nov 23, 2023