Polymer for use as protective layers and other components in electrochemical cells

Patent metadata

Field	Value
Publication number	US-9735411-B2
Application number	US-201514723132-A
Country	US
Kind code	B2
Filing date	May 27, 2015
Priority date	May 30, 2014
Publication date	Aug 15, 2017
Grant date	Aug 15, 2017

Abstract

Polymers for use as protective layers and other components in electrochemical cells are provided. In some embodiments, the electrochemical cell is a lithium-based electrochemical cell.

First claim

The invention claimed is:

1. An electrochemical cell comprising:
a cathode;
an electroactive layer, wherein the electroactive layer comprises an anode active material; and
a polymer layer comprising a polymer comprising polymerized units of a first type of monomer comprising at least two thiol groups, a second type of monomer comprising at least one vinyl group or at least one alkynyl group, and an optional third type of monomer, wherein the polymer layer is arranged between the cathode and the electroactive layer comprising the anode active material.

2. The electrochemical cell of claim 1 , wherein:
(a) the first type of monomer comprises two thiol groups or three thiol groups; and
(b) the second type of monomer comprises 1-3 vinyl groups or 1-3 alkynyl groups.

3. The electrochemical cell of claim 1 , wherein the first type of monomer is a compound of Formula (A) or Formula (B),
HS-L 1 -SH  (A)

R a C(L 2 SH) 3   (B)

wherein:
L 1 or L 2 is optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene, optionally substituted arylene, or optionally substituted heteroarylene; and
R a is H, alkyl, or -L 2 SH.

4. The electrochemical cell of claim 3 , wherein the first type of monomer is a compound of Formula (A), wherein L 1 is —(C 2 -C 3 -alkylene oxide) n -(C 2 -C 3 -alkylene)- or —(C 2 -C 3 -alkylene oxide) n -C(O)—(C 2 -C 3 -alkylene)-, wherein the C 2 -C 3 -alkylene oxide is independently ethylene oxide or 1,2-propylene oxide, wherein n is an integer from 1 to 100.

5. The electrochemical cell of claim 3 , wherein the first type of monomer is a compound of Formula (B), wherein L 2 is —(C 1 -C 3 -alkylene)-(C 2 -C 3 -alkylene oxide) n -(C 1 -C 3 -alkylene)- or —(C 1 -C 3 -alkylene)-(C 2 -C 3 -alkylene oxide) n -OC(O)—(C 1 -C 3 -alkylene) wherein the C 2 -C 3 -alkylene oxide is independently ethylene oxide or 1,2-propylene oxide, —R a is H or alkyl, and n is an integer from 1 to 10.

6. The electrochemical cell of claim 1 , wherein the second type of monomer is a compound of Formula (C),
X 1 -L 3 -R b   (C)

wherein:
X 1 is —CR c ═CH 2 or —C≡CH;
L 3 is optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene, optionally substituted arylene, optionally substituted heteroarylene, —(CO)—, —(CO)O—, —(CO)NH—, —C═NH—,

—NH—, —C(OH)—, —O—, or —S—;
R b is optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted aryl, or optionally substituted heteroaryl; and
R c is H or alkyl,

or
wherein the second type of monomer is a compound of Formula (D),
X 2 -L 4 -X 3   (D)

wherein:
X 2 and X 3 are —CR d ═CH 2 or —C≡CH;
L 4 is optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene, optionally substituted arylene, optionally substituted heteroarylene, —(CO)—, —(CO)O—, —(CO)NH—, —C═NH—, —NH—, —C(OH)—, —O—, or —S—; and
R d is H or alkyl.

7. The electrochemical cell of claim 6 , wherein L 3 or L 4 comprises an alkylene oxide chain.

8. The electrochemical cell of claim 6 , wherein L 4 has the structure,

wherein each n is independently 0-10 and R 6 is optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene, optionally substituted arylene, or optionally substituted heteroarylene,
or, wherein L 4 is —(O)—(C 2 -C 3 -alkylene oxide) n -, wherein the C 2 -C 3 -alkylene oxide is independently ethylene oxide or 1,2-propylene oxide, and n is an integer from 1 to 10,

or,
wherein L 4 has the structure,

wherein:
R 7 is optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene, optionally substituted arylene, or optionally substituted heteroarylene.

9. The electrochemical cell of claim 1 , wherein the second type of monomer is one of the following compounds,

wherein n is an integer from 1-100.

10. The electrochemical cell of claim 1 , wherein the polymer of the polymer layer comprises the third type of monomer, and wherein the third type of monomer comprises at least one functional group(s) reactive with a thiol group.

11. The electrochemical cell of claim 10 , wherein the third type of monomer is a compound of Formula (E),
R e -L 5 -R f   (E)

wherein L 5 is alkylene, arylene, arylene-alkylene-arylene, or alkylene-arylene-alkylene, any of which is optionally substituted, and R e and R f are isocyanate groups, cyanate ester groups, thiocyanate groups, isothiocyanate groups, or epoxy groups.

12. The electrochemical cell of claim 1 , wherein the polymer layer is arranged as a protective layer, as an electrolyte, or as a separator.

13. The electrochemical cell according to claim 1 , wherein the electroactive layer comprises lithium.

14. The electrochemical cell according to claim 13 , wherein the cathode comprises elemental sulfur.

15. The electrochemical cell of claim 4 , wherein the first type of monomer is the compound

16. The electrochemical cell of claim 5 , wherein the first type of monomer is the compound

wherein n is an integer from 1 to 10.

17. The electrochemical cell of claim 7 , wherein L 3 or L 4 comprises an alkylene oxide chain comprising a copolymer of ethylene oxide and 1,2-propylene oxide.

18. The electrochemical cell of claim 10 , wherein the at least one functional group(s) reactive with a thiol group is an isocyanate group, a cyanate ester group, a thiocyanate group, a isothiocyanate group, or an epoxy group.

19. The electrochemical cell of claim 10 , wherein the third type of monomer is one of the following compounds

Assignees

• Sion Power Corp
• Basf Se

Inventors

• Viner Veronika G
• Fleischmann Sven

Classifications

• H01M4/38

  of elements or alloys · CPC title

• H01M2300/0085

  Immobilising or gelification of electrolyte · CPC title

• H01M4/382

  Lithium (H01M4/405 takes precedence) · CPC title

• H01M10/0565

  Polymeric materials, e.g. gel-type or solid-type · CPC title

• H01M4/13 Primary

  Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof · CPC title