IP Library › Granted Patent US 10,808,096
Granted Patent B2
US 10,808,096 · App. 16/450,807 · Granted Oct 20, 2020

Terephthalic acid esters formation

Inventors: Adel Essaddam (Terrebonne, CA); Fares Essaddam (Terrebonne, CA)
Assignee: 9449710 CANADA INC.
C08J11/22C07C67/03C07C69/82C08J2367/02
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 10,808,096
App. No.
16/450,807
Granted
Oct 20, 2020
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 dimethyl terephthalate (DMT).

Claims (28)

1. A process for the depolymerization of polyethylene terephthalate (PET) to form a terephthalate; the process comprising:

(i) admixing the polyethylene terephthalate (PET) with a first solvent that is methanol to yield a first mixture;

(ii) adding a glycoxide to the first mixture;

(iii) adding a second solvent that is methanol; and

(iv) admixing;

thereby forming the terephthalate.

2. The process of claim 1 , wherein the terephthalate is dimethyl terephthalate (DMT).

3. The process of claim 1 , wherein step (i) is performed for about 15 mins to about 120 mins.

4. The process of claim 1 , wherein step (i) is performed at a temperature between about 50° C. to about 100° C.

5. The process of claim 1 , wherein a portion of the first solvent is removed prior to step (ii) to yield a second mixture.

6. The process of claim 5 , wherein the second mixture is heated at a temperature between about 70° C. to about 100° C.

7. The process of claim 1 , wherein the glycoxide is mono sodium glycoxide.

8. The process of claim 7 , wherein the mono sodium glycoxide is provided as a suspension in a suspending solvent.

9. The process of claim 8 , wherein the mono sodium glycoxide suspension is prepared by a process comprising:

a) heating mono ethylene glycol;

b) adding sodium hydroxide thereby forming mono sodium glycoxide;

c) drying the mono sodium glycoxide;

d) suspending the dried mono sodium glycoxide in a suspending solvent; and

e) aging the suspension.

10. The process of claim 9 , wherein step (a) is performed at a temperature between about 70° C. to about 100° C.

11. The process of claim 9 , wherein the ratio of mono sodium glycoxide to the suspending solvent is between about 0.05:1 to about 0.5:1 (mol/mol).

12. The process of claim 9 , wherein the suspending solvent is methanol.

13. The process of claim 9 , wherein the suspension is aged for about 1-14 days.

14. The process of claim 1 , wherein the ratio of glycoxide to polyethylene terephthalate (PET) is between about 1:2 and about 1:20 (mol/mol).

15. The process of claim 1 , wherein step (iv) is performed for about 60 mins to about 600 mins.

16. The process of claim 1 , wherein step (iv) is performed at a temperature between about 70° C. to about 100° C.

17. The process of claim 1 , wherein the terephthalate is obtained in at least about 90 mol % yield.

18. The process of claim 1 , wherein the process further yields mono ethylene glycol.

Assignments (2)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE'S NAME ADD PERIOD TO INC. AND CORRECT ASSIGNEE'S ADDRESS PREVIOUSLY RECORDED AT REEL: 050050 FRAME: 0431. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT . Recorded Sep 4, 2020
From: ESSADDAM, ADEL; ESSADDAM, FARES
To: 9449710 CANADA INC.
Reel/Frame 053705/0502 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2019
From: ESSADDAM, ADEL; ESSADDAM, FARES
To: 9449710 CANADA INC
Reel/Frame 050050/0431 →
Continuity (2)
Provisional Application 62689597 · Jun 25, 2018
Related Publication 20190390035A1 · Dec 26, 2019
Cited By (8)
US 12,415,901 US 12,595,351 US 12,617,919 US 12,617,921 US 12,617,923 US 12,617,924 US 12,624,186 US 12,679,950