IP Library › Granted Patent US 11,949,068
Granted Patent B2
US 11,949,068 · App. 17/375,167 · Granted Apr 2, 2024

Polymer electrolyte and method of preparing same

Inventors: Ho Taek Lee (Seoul, KR); Yong Min Kim (Seoul, KR); Hong Chul Moon (Seoul, KR)
Assignees: Hyundai Motor Company; Kia Corporation; University of Seoul Industry
H01M10/0565C08F2/14C08F20/34H01M10/0525H01M2300/0082H01M2300/0085
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 11,949,068
App. No.
17/375,167
Granted
Apr 2, 2024
Kind
B2
Abstract

A polymer electrolyte includes a polymer matrix including a polymer having a repeating unit represented by the formula and an ionic liquid. R 1 to R 3 are each one of a substituted or unsubstituted C 1 -C 12 alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or combinations thereof. Each R 4 is one of hydrogen, a halogen group, a nitrile group, a nitro group, an amine group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted C 5 -C 14 heteroaryl group, or combinations thereof. Substituents of R 1 to R 4 are each one of a halogen group, a cyano group, a nitro group, a C 1 -C 8 alkyl group, or combinations thereof, x is an integer of 1 to 8, and n is an integer of 60 to 3200.

Claims (57)

1. A polymer electrolyte comprising:

a polymer matrix comprising a polymer having a repeating unit represented by the formula

and

an ionic liquid;

wherein R 1 to R 3 are each independently selected from the group consisting of a substituted or unsubstituted C 1 -C 12 alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and combinations thereof;

wherein each R 4 is independently selected from the group consisting of hydrogen, a halogen group, a nitrile group, a nitro group, an amine group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted C 5 -C 14 heteroaryl group, and combinations thereof;

wherein substituents of R 1 to R 4 are each independently selected from the group consisting of a halogen group, a cyano group, a nitro group, a C 1 -C 8 alkyl group, and combinations thereof;

wherein x is an integer of 1 to 8;

wherein n is an integer of 60 to 3200; and

wherein the polymer electrolyte comprises:

15 to 30 wt % of the polymer matrix, and

70 to 85 wt % of the ionic liquid.

2. The polymer electrolyte of claim 1 , wherein a polydispersity index (PDI) of the polymer matrix is 2.00 to 3.00.

3. The polymer electrolyte of claim 1 , wherein the ionic liquid comprises an ionic liquid selected from the group consisting of N-methyl-N-butyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide ([P 14 ][TFSI]), 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([EMI][TFSI]), 1-ethyl-3-methylimidazolium hexafluorophosphate ([EMI][PF6]), 1-ethyl-3-methylimidazolium tetrafluoroborate ([EMI][BF4]), 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMI][TFSI]), 1-butyl-3-methylimidazolium hexafluorophosphate ([BMI][PF6]), 1-butyl-3-methylimidazolium tetrafluoroborate ([BMI][BF4]), and combinations thereof.

4. The polymer electrolyte of claim 1 , wherein the polymer electrolyte has an ionic conductivity of 0.50 to 2.60 mS/cm.

5. The polymer electrolyte of claim 1 , further comprising a metal salt.

6. The polymer electrolyte of claim 5 , wherein an amount of the metal salt is 1.5 to 40.0 wt % based on a total of 100 wt % of the polymer electrolyte.

7. The polymer electrolyte of claim 5 , wherein a metal of the metal salt comprises a metal selected from the group consisting of lithium (Li), sodium (Na), potassium (K), calcium (Ca), magnesium (Mg), and combinations thereof.

8. The polymer electrolyte of claim 5 , wherein an ionic conductivity of the polymer electrolyte with the metal salt is 0.20 to 1.80 mS/cm.

9. A polymer electrolyte comprising:

A method of preparing a polymer electrolyte, the method comprising:

preparing a polymer matrix comprising a polymer having a repeating unit represented by the formula

and

mixing an ionic liquid with the polymer matrix;

wherein R 1 to R 3 are each independently selected from the group consisting of a substituted or unsubstituted C 1 -C 12 alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and combinations thereof;

wherein each R 4 is independently selected from the group consisting of hydrogen, a halogen group, a nitrile group, a nitro group, an amine group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted C 5 -C 14 heteroaryl group, and combinations thereof;

wherein substituents of R 1 to R 4 are each independently selected from the group consisting of a halogen group, a cyano group, a nitro group, a C 1 -C 8 alkyl group, and combinations thereof;

wherein x is an integer of 1 to 8;

wherein n is an integer of 60 to 3200;

wherein the polymer electrolyte comprises:

15 to 30 wt % of the polymer matrix, and

70 to 85 wt % of the ionic liquid.

10. The method of claim 9 , wherein a polydispersity index (PDI) of the polymer matrix is 2.00 to 3.00.

11. The method of claim 9 , wherein the ionic liquid comprises an ionic liquid selected from the group consisting of N-methyl-N-butyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide ([P 14 ][TFSI]), 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([EMI][TFSI]), 1-ethyl-3-methylimidazolium hexafluorophosphate ([EMI][PF6]), 1-ethyl-3-methylimidazolium tetrafluoroborate ([EMI][BF4]), 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMI][TFSI]), 1-butyl-3-methylimidazolium hexafluorophosphate ([BMI][PF6]), 1-butyl-3-methylimidazolium tetrafluoroborate ([BMI][BF4]), and combinations thereof.

12. The method of claim 9 , wherein the polymer electrolyte has an ionic conductivity of 0.50 to 2.60 mS/cm.

13. The method of claim 9 , further comprising mixing a metal salt.

14. The method of claim 13 , wherein an amount of the metal salt is 1.5 to 40.0 wt % based on a total of 100 wt % of the polymer electrolyte.

15. The method of claim 13 , wherein a metal of the metal salt comprises a metal selected from the group consisting of lithium (Li), sodium (Na), potassium (K), calcium (Ca), magnesium (Mg), and combinations thereof.

16. The method of claim 13 , wherein an ionic conductivity of the polymer electrolyte with the metal salt is 0.20 to 1.80 mS/cm.

17. The method of claim 9 , wherein preparing the polymer matrix is performed in one pot.

18. A battery comprising:

an anode;

a cathode; and

polymer electrolyte comprising:

an ionic liquid, and

a polymer matrix comprising a polymer having a repeating unit represented by the formula

and

wherein R 1 to R 3 are each independently selected from the group consisting of a substituted or unsubstituted C 1 -C 12 alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and combinations thereof,

wherein each R 4 is independently selected from the group consisting of hydrogen, a halogen group, a nitrile group, a nitro group, an amine group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted C 5 -C 14 heteroaryl group, and combinations thereof,

wherein substituents of R 1 to R 4 are each independently selected from the group consisting of a halogen group, a cyano group, a nitro group, a C 1 -C 8 alkyl group, and combinations thereof,

wherein x is an integer of 1 to 8,

wherein n is an integer of 60 to 3200,

wherein the polymer electrolyte comprises:

15 to 30 wt % of the polymer matrix, and

70 to 85 wt % of the ionic liquid.

19. The battery of claim 18 , wherein a polydispersity index (PDI) of the polymer matrix is 2.00 to 3.00.

20. The battery of claim 18 , wherein the ionic liquid comprises an ionic liquid selected from the group consisting of N-methyl-N-butyl-pyrrolidinium bis(trifluoromethylsulfonyl)imide ([P 14 ][TFSI]), 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([EMI][TFSI]), 1-ethyl-3-methylimidazolium hexafluorophosphate ([EMI][PF 6 ]), 1-ethyl-3-methylimidazolium tetrafluoroborate ([EMI][BF4]), 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMI][TFSI]), 1-butyl-3-methylimidazolium hexafluorophosphate ([BMI][PF6]), 1-butyl-3-methylimidazolium tetrafluoroborate ([BMI][BF4]), and combinations thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2021
From: LEE, HO TAEK; KIM, YONG MIN; MOON, HONG CHUL
To: HYUNDAI MOTOR COMPANY; KIA CORPORATION; UNIVERSITY OF SEOUL INDUSTRY COOPERATION FOUNDATION
Reel/Frame 056849/0381 →
Priority Claims (1)
KR 10-2020-0153297 · Nov 17, 2020 · national
Continuity (1)
Related Publication 20220158234A1 · May 19, 2022