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US 2019/0296395 A1Published application
Cyclic dinitrile compounds as additives for electrolyte
AssigneeBASF SE
InventorsFrederick Francois CHESNEAU, Michael SCHMIDT, Boris GASPAR, Martin MERGER
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Abstract
The present invention relates to electrolyte compositions containing cyclic dinitrile compounds of formula (I) wherein X1, X2, R1, and R2 are defined as described below and to their use in electrochemical cells.
Claims15
1:
- An electrolyte composition comprising a compound of formula (I):
- wherein
- X1 and X2 are selected independently from each other from N and P;
- R1 and R2 are selected independently from each other from R4, OR4, SR4, S(O)R4, S(O)2R4, OS(O)2R4, S(O)2OR4, OSiR83, and NR5R6, and in case X1 and X2 are both CR3R1 and R2 may also be selected from F, CN, C(O)OR4, and OC(O)R4,
- or R1 and R2 are combined and form together with the C—C bond a 5- to 7-membered cycle, which may be substituted by one or more groups selected from F, CN, R4, OR4, SR4, S(O)R4, S(O)2R4, OS(O)2R4, S(O)2OR4, OSiR83, and NR5R6;
- R4 is selected from C1 to C12 alkyl, C3-C6 (hetero)cycloalkyl, C2 to C12 alkenyl, C2 to C12 alkynyl, C5 to C12 (hetero)aryl, and C6 to C24 (hetero)aralkyl, wherein alkyl, (hetero)cycloalkyl, alkenyl, alkynyl, (hetero)aryl, and (hetero)aralkyl may be substituted by one or more substituents selected from F, CN, C(O)OR7, OC(O)R7, OR7, and SR7;
- R5 and R6 are selected independently from each other from H, C1 to C12 alkyl, C3-C6 (hetero)cycloalkyl, C2 to C12 alkenyl, C2 to C12 alkynyl, C to C12 (hetero)aryl, and C6 to C24 (hetero)aralkyl, wherein alkyl, (hetero)cycloalkyl, alkenyl, alkynyl, (hetero)aryl, and (hetero)aralkyl may be substituted by one or more substituents selected from F and CN;
- or R5 and R6 may be combined to form together with the C- or N-atom a 5- to 7-membered heterocycle which may be substituted by one or more substituents selected from F, CN, C1 to C12 alkyl, C3-C6 (hetero)cycloalkyl, C2 to C12 alkenyl, C2 to C12 alkynyl, C5 to C12 (hetero)aryl, and C6 to C24 (hetero)aralkyl, wherein alkyl, (hetero)cycloalkyl, alkenyl, alkynyl, (hetero)aryl, and (hetero)aralkyl may be substituted by one or more substituents selected from F and CN;
- R7 is selected from C1 to C12 alkyl, C3-C6 (hetero)cycloalkyl, C2 to C12 alkenyl, C2 to C12 alkynyl, C5 to C12 (hetero)aryl, and C6 to C24 (hetero)aralkyl which may be substituted by one or more substituents selected from F and CN;
- and
- R8 is independently selected from R4 and OR4.
8 more elements
2:
- The electrolyte composition according to claim 1, wherein X1 and X2 are N.
3:
- The electrolyte composition according to claim 1, wherein X1 and X2 are P.
4:
- The electrolyte composition according to claim 1, wherein R1 and R2 are selected independently from each other from OR4, SR4, S(O)2R4, OS(O),R4, S(O)2OR4, OSiRs3, and NR5R6.
5:
- The electrolyte composition according to claim 1, wherein R1 and R2 are independently from each other selected from R4.
6:
- The electrolyte composition according to claim 1, wherein R1 and R2 are equal.
7:
- The electrolyte composition according to claim 1, wherein the compound of formula (I) is selected from the compounds of formula (I) wherein
- X1 and X2 are N,
- R1 and R2 are selected independently from each other from R4, OR4, and SR4, and
- R4 is selected from C1 to C12 alkyl, C5 to C12 (hetero)aryl, and C6 to C24 (hetero)aralkyl wherein alkyl, (hetero)aryl, and hetero(aralkyl) may be substituted by one or more substituents selected from F and CN.
1 more element
8:
- The electrolyte composition according to claim 1, wherein the compound of formula (I) is selected from the compounds of formula (I) wherein
- (I.1) X1 and X2 are N and R1 and R2 are O—CH2-phenyl or O—CH2—CF3,
- (I.2) X1 and X2 are N and R1 and R2 are S-phenyl or S—CH2-Phenyl,
- (I.3) X1 and X2 are N and R1 and R2 are phenyl or ethynyl, or
- (I.4) X1 and X2 are N and R1 and R2 are OCH3.
2 more elements
9:
- The electrolyte composition according to claim 1, wherein R1 and R2 are combined and form together with the C—C bond a 5- to 7-membered cycle, which may be substituted by one or more groups selected from F, CN, R4, OR4, SR4, S(O)R4, S(O)2R4, OS(O)2R4, S(O)2OR4, OSiR83, and NR5R6.
10:
- The electrolyte composition according to claim 1, wherein the electrolyte composition comprises in total 0.005 to 10 wt.-% of the compound of formula (I), based on the total weight of the electrolyte composition.
11:
- The electrolyte composition according to claim 1, wherein the electrolyte composition comprises an aprotic organic solvent, a conducting salt and optionally a further additive different from the compound of formula (I).
12:
- The electrolyte composition according to claim 1, wherein the electrolyte composition comprises a conducting salt selected from lithium salts.
(canceled)
14:
- An electrochemical cell comprising the electrolyte composition according to claim 1.
15:
- The electrochemical cell according to claim 14, wherein the electrochemical cell is a secondary lithium battery.
Dependencies are inferred from the claim text.