IP Library › Granted Patent US 12,344,880
Granted Patent B2
US 12,344,880 · App. 17/770,333 · Granted Jul 1, 2025

Mechanoenzymatic degradation of polymers

Inventors: Karine Auclair (Laval, CA); Tomislav Friščić (Verdun, CA); Sandra Kaabel (Montréal, CA); James Patrick Therien (Montreal, CA)
Assignee: THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY
C12P7/40C08J11/105C12N9/18C12Y301/01074C08J2367/02C08J2367/04
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Quick Facts
Patent No.
US 12,344,880
App. No.
17/770,333
Granted
Jul 1, 2025
Kind
B2
Abstract

A method of depolymerizing a polymer by combining together the polymer with an enzyme (a hydrolytic enzyme capable of catalyzing cleavage of said (CO)—O bond of an ester or carbonate linkage of the polymer) and an aqueous liquid to provide a reaction mixture. The polymer comprises a (CO)—O bond of an ester or carbonate linkage. The reaction mixture defines a ratio eta (η) of liquid volume, in μL, to total solids, in mg, that is less than 2 μL/mg. Then, allowing an enzyme-catalyzed reaction of the enzyme with the polymer to take place thereby forming a reaction product.

Claims (24)

1. A method of depolymerizing a polymer, said method comprising:

A) combining together the polymer with an enzyme and an aqueous liquid to provide a reaction mixture;

wherein said polymer comprises a (CO)—O bond of an ester or carbonate linkage; wherein said reaction mixture is defining a ratio eta (η) of liquid volume, in μL, to total solids, in mg, that is less than 2 μL/mg;

said enzyme is a hydrolytic enzyme capable of catalyzing cleavage of said (CO)—O bond of an ester or carbonate linkage of said polymer; and

B) allowing an enzyme-catalyzed reaction of said enzyme with said polymer to take place thereby forming a reaction product.

2. The method according to claim 1 , wherein said polymer is in a form of powder, granule, film, cut or textile.

3. The method according to claim 1 , wherein the polymer comprises at least a polyester, and/or a polycarbonate segment or chain.

4. The method according to claim 1 , wherein the polymer is a polycarbonate.

5. The method according to claim 1 , wherein the polymer is selected from the group consisting of polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polytrimethylene terephthalate (PTT), polyethylene naphthalate (PEN), and any combination thereof.

6. The method according to claim 1 , wherein the polymer is selected from the group consisting of polylactic acid or polylactide (PLA), polyglycolide (PGA), polycaprolactone (PCL), polyhydroxyalkanoate (PHA), polyhydroxybutyrate (PHB), polyethylene adipate (PEA), polybutylene succinate (PBS), and any combination thereof.

7. The method according to claim 1 , wherein the polymer comprises polyethylene terephthalate (PET).

8. The method according to claim 1 , wherein the enzyme is a cutinase, esterase, lipase, PET hydrolase, PETase or any combination thereof.

9. The method according to claim 1 , wherein the step of combining to provide a reaction mixture comprises at least one of milling, extruding, resonance acoustic mixing, vortexing, grinding, or other methods of mixing solids, of said polymer with said enzyme and said aqueous liquid, either intermittently, or continuously.

10. The method according to claim 1 , wherein the step of allowing the enzyme-catalyzed reaction to take place is as aging at a temperature of between 20° C. to 70° C.

11. The method according to claim 10 , wherein said aging is for a duration of from 12 hours, and up to 30 days.

12. The method according to claim 1 , wherein the method comprises conducting at least one cycle of said steps of combining to provide a reaction mixture and the step of allowing the enzyme-catalyzed reaction to take place.

13. The method according to claim 1 , further comprising milling said polymer before said step of combining together the polymer with said enzyme and said aqueous liquid.

14. The method according to claim 1 , wherein said reaction product comprises at least a corresponding building block of said polymer.

15. The method according to claim 1 , wherein when said polymer comprises polyethylene terephthalate (PET), said monomer unit in the form of acid and/or ester comprises terephthalic acid (TPA).

16. The method according to claim 1 , further comprises after step B), a step of recovering said product.

17. The method according to claim 1 , wherein after step B), the method further comprises recovering the enzyme.

18. The method according to claim 7 , wherein the PET has a crystallinity of at least 5%, at least 20%, or at least 30%.

19. The method according to claim 11 , wherein said aging is for a duration of from 24 hours, and up to 30 days.

20. The method according to claim 12 , wherein at least one of said steps of combining to provide a reaction mixture is by milling and the step of allowing the enzyme-catalyzed reaction to take place is by aging.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2022
From: AUCLAIR, KARINE; FRISCIC, TOMISLAV; KAABEL, SANDRA; THERIEN, JAMES PATRICK
To: THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/ MCGILL UNIVERSITY
Reel/Frame 061059/0061 →
Continuity (2)
Provisional Application 62926738 · Oct 28, 2019
Related Publication 20220403422A1 · Dec 22, 2022
References Cited (22)
US 9476073B2 · Carbios · 2016 [cited by applicant]
US 10124512B2 · Carbios · 2018 [cited by applicant]
US 10287561B2 · Carbios et al. · 2019 [cited by applicant]
US 20190233803A1 · Topham · 2019 [cited by examiner]
WO 2009005390 · 2009 [cited by applicant]
WO 2014079844A1 · 2014 [cited by applicant]
WO 2017198786 · 2017 [cited by applicant]
WO 2018157248A1 · 2018 [cited by applicant]
Brackmann, Rodrigo, et al. “Enzymatic Post-Consumer Poly(Ethylene Terephthalate) (PET) Depolymerization Using Commercial Enzymes.” 3 Biotech, vol. 13, No. 5, 2023, pp. 135-135, https://doi.org/10.1007/s13205-023-03555-6… [cited by examiner]
Kawai, Fusako, et al. “Current knowledge on enzymatic PET degradation and its possible application to waste stream management and other fields.” Applied Microbiology and Biotechnology, vol. 103, No. 11, 2019, pp. 4253-4… [cited by examiner]
Maurya, Ankita, et al. “Enzymatic Remediation of Polyethylene Terephthalate (PET)-Based Polymers for Effective Management of Plastic Wastes: An Overview.” Frontiers in Bioengineering and Biotechnology, vol. 8, 2020, pp.… [cited by examiner]
F. Hammerer, L. Loots, J.-L. Do, J. P. D. Therien, C. W. Nickels, T. Friščić, K. Auclair, Angew. Chem. Int. Ed. 2018, 57, 2621 https://doi.org/10.1002/anie.201711643 (Year: 2018). [cited by examiner]
Jbilou et al., A green method for polybutylene succinate recycling: Depolymerization catalyzed by lipase B from Candida antarctica during reactive extrusion, European Polymer Journal, Pergamon Press Ltd Oxford, GB, vol.… [cited by applicant]
Hammerer, F. et al.: “Solvent-Free Enzyme Activity: Quick, High-Yielding Mechanoenzymatic Hydrolysis of Cellulose into Glucose”. Angew. Chem. Int. Ed. 2018, 57, pp. 2621-2624. [cited by applicant]
Hammerer, F. et al.: “Rapid mechanoenzymatic saccharification of lignocellulosic biomass without bulk water or chemical pre-treatment”. The Royal Society of Chemistry: Green Chem. 2020, 22, pp. 3877-3884. [cited by applicant]
Kaabel, S. et al.: “Clean Enzymatic depolymerisation of highly crystalline polyethylene terephthalate in mois-solid reaction mixtures”. bioRxiv. Jul. 2020. [cited by applicant]
Kaabel, S. et al.: “Mechanoenzymatic Transformations in the Absence of Bulk Water: A More Natural Way of Using Enzymes”. ChemBioChem 2020, 21, pp. 742-758. [cited by applicant]
Kawai, F. et al.: “Current knowledge on enzymatic PET degradation and its possible application to waste stream management and other fields”. Applied Microbiology and Biotechnology (2019) 103: pp. 4253-4268. [cited by applicant]
Navratilova, J. et al.: “Photodegradation of α-Nucleated Polypropylene” ANTEC 2009. pp. 624-643. [cited by applicant]
Ostadjoo, S. et al.: “Efficient Enzymatic Hydrolysis of Biomass Hemicellulose in the Absence of Bulk Water”. Molecules 2019, 24, 4206. [cited by applicant]
Ronkvist, A.M. et al.: “Cutinase-Catalyzed Hydrolysis of Poly(ethylene terephthalate)”. Macromolecules 2009, 42, pp. 5128-5138. [cited by applicant]
Therien, J.P.D., et al.: “Mechanoenzymatic Breakdown of Chitinous Material to N-Acetylglucosamine: The Benefits of a Solventless Environment”. ChemSusChem 2019, 12, pp. 3481-3490. [cited by applicant]