IP Library › Granted Patent US 12,540,207
Granted Patent B2
US 12,540,207 · App. 17/251,033 · Granted Feb 3, 2026

Glycidyl-containing polymers, polymer compositions comprising them and their use in electrochemical cells

Inventors: Jean-Christophe Daigle (St-Bruno-de-Montarville, CA); Yuichiro Asakawa (Tokyo, JP); Karim Zaghib (Longueuil, CA)
Assignees: HYDRO-QUÉBEC; MURATA MANUFACTURING CO., LTD.
C08F212/20C08F4/08C08F220/325H01M50/121H01M50/124H01M2004/027H01M2004/028H01M4/50H01M4/58H01M4/623H01M4/625H01M50/103
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Quick Facts
Patent No.
US 12,540,207
App. No.
17/251,033
Granted
Feb 3, 2026
Kind
B2
Abstract

Glycidyl-containing polymers and polymer compositions comprising them are described, as well as their use in electrode materials and/or as coatings for battery components. Also described are electrode materials, electrodes, electrochemical cells and batteries comprising the polymers and their uses.

Claims (21)

1 . An electrochemical cell comprising an internal component coated with a polymer composition containing a solvent, a catalyst for a carbon dioxide cycloaddition reaction, and a polymer of Formula I:

wherein:

R 1 and R 2 are each independently H or CH 3 ;

R 3 is selected from H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted CO 2 alkyl; and

n and m are integers, wherein n>0 and m is ≥0.

2 . The electrochemical cell of claim 1 , wherein R 3 :

(i) is a substituted aryl; or

(ii) is selected from H or a substituted or unsubstituted alkyl; or

(iii) is a substituted or unsubstituted CO 2 alkyl.

3 . The electrochemical cell of claim 1 , wherein the solvent is a solid solvent.

4 . The electrochemical cell of claim 1 , wherein the catalyst for the carbon dioxide cycloaddition reaction is an inorganic catalyst or an organic catalyst.

5 . The electrochemical cell of claim 1 , wherein the electrochemical cell component is an electrochemical cell shell and the polymer composition forms a coating on an internal surface of the electrochemical cell shell.

6 . A method for trapping CO 2 generated in an electrochemical cell as defined in claim 1 , the method comprising contacting said CO 2 with the polymer of Formula I.

7 . The method of claim 6 , further comprising the step of applying the polymer composition on a surface of an electrochemical cell component of the electrochemical cell.

8 . The method of claim 7 , wherein the electrochemical cell component is selected from a current collector, a thin film inert insertion, and an internal surface of an electrochemical cell shell.

9 . The electrochemical cell of claim 1 , wherein the polymer composition forms a coating on an internal surface of the electrochemical cell component.

10 . The electrochemical cell of claim 1 , wherein the electrochemical cell component is a current collector, a thin film inert insertion, or an internal surface of an electrochemical cell shell.

11 . A battery comprising an electrochemical cell as defined in claim 1 .

12 . The electrochemical cell of claim 4 , wherein the inorganic catalyst is lithium bromide.

13 . The electrochemical cell of claim 4 , wherein the organic catalyst is selected from the group consisting of quaternary ammonium salts, phosphonium salts, imidazolium salts, and any other known organic base catalysts for CO 2 cycloaddition.

14 . The battery of claim 11 , wherein said battery is selected from a lithium battery, a lithium-air battery, a lithium-sulfur battery, a lithium-ion battery, a sodium battery, and a magnesium battery.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2026
From: MURATA MANUFACTURING CO., LTD.
To: HYDRO-QUEBEC
Reel/Frame 075652/0759 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2020
From: DAIGLE, JEAN-CHRISTOPHE; ASAKAWA, YUICHIRO; ZAGHIB, KARIM
To: HYDRO-QUÉBEC; MURATA MANUFACTURING CO., LTD.
Reel/Frame 054607/0882 →
Continuity (2)
Provisional Application 62694675 · Jul 6, 2018
Related Publication 20210189036A1 · Jun 24, 2021
References Cited (42)
US 10700345B2 · Oshawa et al. · 2020 [cited by applicant]
US 20080008955A1 · Brodsky · 2008 [cited by examiner]
US 20100036060A1 · Nakamura · 2010 [cited by examiner]
US 20120187548A1 · Kugler · 2012 [cited by applicant]
US 20130237660A1 · Iwasaki et al. · 2013 [cited by applicant]
US 20130330591A1 · Saito et al. · 2013 [cited by applicant]
US 20140217389A1 · Kugler et al. · 2014 [cited by applicant]
US 20150037535A1 · Akimoto et al. · 2015 [cited by applicant]
US 20160329567A1 · Lee et al. · 2016 [cited by applicant]
US 20170088535A1 · Hou · 2017 [cited by examiner]
US 20180248191A1 · Liu et al. · 2018 [cited by applicant]
CN 01348611A · 2009 [cited by applicant]
CN 102482440A · 2012 [cited by applicant]
CN 103168057A · 2013 [cited by applicant]
CN 103282387A · 2013 [cited by applicant]
CN 103454859A · 2013 [cited by applicant]
CN 103620815A · 2014 [cited by applicant]
CN 105131875A · 2015 [cited by applicant]
JP 2004162019A · 2004 [cited by applicant]
JP 2009277413A · 2009 [cited by applicant]
KR 20150015321 · 2015 [cited by applicant]
KR 20150015394 · 2015 [cited by applicant]
KR 101752098B1 · 2017 [cited by applicant]
WO 2011015808A1 · 2011 [cited by applicant]
WO 2017145874A1 · 2017 [cited by applicant]
Yamamoto (S.I. Yamamoto et al, Effective fixation of carbon dioxide into poly(glycidyl methacrylate) in the presence of pyrrolidone polymers, Journal of Polymer Science: Part A: Polymer Chemistry, vol. 43, 4578-4585 (20… [cited by examiner]
Extended European Search Report dated Mar. 9, 2022, issued by the European Patent Office in corresponding European Application No. 19 831 393.4-1107, (12 pages). [cited by applicant]
Zhang Ying-Ying, et al, “Synthesis of an Amphiphilic Brush Copolymer by a Highly Efficient “Grafting onto” Approach via CO2 Chemistry”, Macromolecular Rapid Communications, vol. 36, No. 9, Mar. 30, 2015, pp. 852-857. [cited by applicant]
Michalak, B. et al., “Gas Evolution in LiNi0.5Mn1.5O4/Graphite Cells Studied in Operando by a Combination of Differential Electrochemical Mass Spectrometry, Neutron Imaging, and Pressure Measurements” Analytical Chemist… [cited by applicant]
Mao, Z. et al.,“Calendar Aging and Gas Generation in Commercial Graphite/NMC-LMO Lithium-Ion Pouch Cell” Journal of the Electrochemical Society 2017, vol. 164, No. 14, pp. A3469-A3483. [cited by applicant]
North, M. et al.,“Mechanism of Cyclic Carbonate Synthesis from Epoxides and CO2” Angewandte Chemie International Edition 2009, vol. 48, No. 16, pp. 2946-2948. [cited by applicant]
Yamamoto, S. I. et al.,“Effective Fixation of Carbon Dioxide into Poly(glycidyl methacrylate) in the Presence of Pyrrolidone Polymers” Journal of Polymer Science Part A: Polymer Chemistry 2005, vol. 43, No. 19, pp. 4578… [cited by applicant]
International Search Report (PCT/ISA/210) with translation and Written Opinion (PCT/ISA/237) mailed on Sep. 12, 2019, by the Canadian Patent Office as the International Searching Authority for International Application … [cited by applicant]
Ganewatta, N., et al., “Monolithic capillary columns consisting of poly(glycidyl methacrylate-co-ethylene glycol dimethacrylate) and their diol derivatives with incorporated hydroxyl functionalized multiwalled carbon na… [cited by applicant]
Gudipati, C. S., et al., “Synthesis of Poly(glycidyl methacrylate)-block-Poly(pentagluorostyrene) by RAFT: Precursor to Novel Amphiphilic Poly(glycidyl methacrylate)-block-Poly(pentafluorostyrene)”, Macromolecular Rapid… [cited by applicant]
Shim, J., et al., “Carboxylation of Styrene Oxide Catalyzed by Quaternary Onium Salts under Solvent-free Conditions”, Bull. Korean Chem. Soc. 2006, vol. 27, No. 5, pp. 744-746. [cited by applicant]
Kim, J. W., et al., “Efficient Ring Opening Reaction of Epoxides with Oxygen Nucleophiles Catalysed by Quaternary Onium Salt”, Bull. Korean Chem. Soc. 2013, vol. 34, No. 8, pp. 2286-2290. [cited by applicant]
Ko, J. M., et al., “Thin-film type Li-ion battery, using a polyethylene separator grafted with glycidyl methacrylate”, Electrochimica Acta, 2004, vol. 50, pp. 367-370. [cited by applicant]
Pitois, C., et al., “Low-Loss Optical Waveguides Based on Photosensitive Poly(pentafluorostyrene-co-glycidyl methacrylate)”, Macromolecules, 1999, vol. 32, pp. 2903-2909. [cited by applicant]
Office Action (Text of the First Office Action) issued on Apr. 19, 2022, by the China National Intellectual Property Administration in corresponding Chinese Patent Application No. 201980045250.8, and an English Translat… [cited by applicant]
Office Action for corresponding Korean Application No. 10-2021-7002971 mailed Aug. 1, 2024. [cited by applicant]
Examination Report for European application No. 19831393.4, dated Mar. 20, 2025. [cited by applicant]