Use of thianthrene-containing polymers as a charge store

Patent metadata

Field	Value
Publication number	US-2019229335-A1
Application number	US-201716306614-A
Country	US
Kind code	A1
Filing date	Aug 4, 2017
Priority date	Aug 5, 2016
Publication date	Jul 25, 2019
Grant date	—

Abstract

The present invention relates to the use of a thianthrene-containing polymer as redox-active electrode material, for example as an electrode slurry, for electrical charge storage means, especially secondary batteries, It additionally also relates to the electrode material comprising the polymer, and to an electrode and an electrical charge storage means comprising the polymer,

First claim

1 : A redox-active electrode material for electrical charge storage, comprising:
a polymer P which comprises n mutually joined repeat units of the chemical structure (I)

wherein n is an integer≥4,
wherein m is an integer≥0,
wherein the repeat units of the chemical structure (I) within the polymer P are the same or at least partly different from one another,
wherein the repeat units of the chemical structure (I) within the polymer P are joined to one another in such a way that the bond identified by “*” in a particular repeat unit is joined to the bond identified by “**” in [[the]] an adjacent repeat unit, wherein R A , R B , R C , R D , R E , R F , R G , R H , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 radicals are each independently selected from the group consisting of hydrogen, —NO 2 , —CN, halogen, —COOR 8 , —C(═O)NHR 9 , —NR 10 R 11 , —OR 12 , —SR 13 , —OP(═O)(O − (M z+ ) 1/z ) 2 , —OP(═O)(OR 14 )O − (M z+ ) 1/z , —OP(═O)(OR 15 )(OR 16 ), —S(O) 2 O − (M z+ ) 1/z , —S(O) 2 OR 17 , substituted or unsubstituted (hetero)aromatic radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ether, thioether, amino ether, carbonyl, carboxylic ester, sulphonic ester, and phosphoric ester is optionally present within the substituted or unsubstituted aliphatic radical,
wherein R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 are each independently selected from the group consisting of hydrogen, substituted or unsubstituted (hetero)aromatic radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ethe thioether, amino ether, carbonyl, carboxylic ester, sulphonic ester, and phosphoric ester is optionally present within the substituted or unsubstituted aliphatic radical,
wherein M z+ is selected from the group consisting of metallic cation, and organic cation,
wherein z indicates the number of positive charges of M z+ ,
wherein at least two radicals in ortho positions to one another among the R 1 , R 2 , R 3 radicals andlor at least two radicals in ortho positions to one another among the R 4 , R 5 , R 6 , R 7 radicals may each also be bridged by at least one substituted or unsubstituted (hetero)aromatic ring or by a substituted or unsubstituted aliphatic ring,
wherein at least one group selected from the group consisting of disulphide, ether, thioether, amino ether, carbonyl, carboxylic ester, sulphonic ester, and phosphoric ester is optionally present within the substituted or unsubstituted aliphatic ring,
wherein X is selected from the group consisting of &-(X 1 )p1-[C═Y 1 ]q1-(X 2 )-p2-B-(X 3 )p3-[C═Y 2 ]q2-(X 4 )p4-&&, &-(X 5 )p5-(C═Y 3 )q3-(X 6 )p6-&&, and direct bond,
wherein,
p1, q1, p2 are each 0 or 1, with the proviso that it is not simultaneously true that p1=p2=1 and q1=0,
p3, q2, p4 are each 0 or 1, with the proviso that it is not simultaneously true that p3=p4=1 and q2=0,
p5, q3, p6 are each 0 or 1, with the proviso that it is not simultaneously true that p5=p6=1 and q3=0, and that, when p5 =1 and q3=0, p6=0, and that it is not true that p5=q3=p6=0,
Y 1 , Y 2 , Y 3 are each independently selected from O, and S,
X 1 , X 2 , X 3 , X 4 , X 5 , X 6 are each independently selected from —O—, —S—, —NH—, and —Nalkyl-,
B is a divalent substituted or unsubstituted (hetero)arornatic radical or a divalent substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ether, thioether, amino ether, carbonyl, carboxylic ester, sulphonic ester, and phosphoric ester is optionally present within the substituted or unsubstituted aliphatic radical,
“&” denotes the bond to the carbon atom joined to R A , and
“&&” denotes the bond to the thianthrene ring.

2 : The redox-active electrode material for electrical charge storage according to claim 1 ,
wherein the R A , R B , R C , R D , R E , R F , R G , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 radicals are each independently selected from the group consisting of hydrogen, —CN, -halogen, —COOR 8 , —C(═O)NHR 9 , —NR 10 R 11 , —OR 12 , —SR 13 , —OP(═O)(O − (M z+ ) 1/z ) 2 , OP(═O)(OR 14 )O − (M z+ ) 1/z , —OP(═O)(OR 15 )(OR 16 ), —S(O) 2 O − (M z+ ) 1/z , —S(O) 2 OR 17 , substituted or unsubstituted (hetero)arotnatic radical, and substituted or unsubstituted aliphatic radical, at least one group selected from the group consisting of disulphide, ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic radical, wherein R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 are each independently selected from hydrogen, substituted or unsubstituted (hetero)aromatic radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from disulphide, ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic radical, wherein NV is selected from the group consisting of alkali metal cation, alkaline earth metal cation, transition metal cation, tetraalkylammoni Urrl cation, imidazolium cation, monoallimidazolium cation, and dialkylimidazolium cation, wherein at least two radicals in ortho positions to one another among the R 1 , R 2 , R 3 radicals and/or at least two radicals in ortho positions to one another among the R 4 , R 5 , R 6 , R 7 radicals may each also be bridged by at least one substituted or unsubstituted (hetero)aromatic ring or by a substituted or unsubstituted aliphatic ring, wherein at least one group selected from the group consisting of disulphide, ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic ring, and wherein B is a divalent substituted or unsubstituted (hetero)aromatic radical or a divalent substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic radical.

3 : The redox-active electrode material for electrical charge storage according to claim 2 ,
wherein the R A , R B , R C , R D , R E , R F , R G radicals are each independently selected from the group consisting of hydrogen, —CN, -halogen, —COOR 8 , —C(═O)NHR 9 , —NR 10 R 11 , —OR 12 , —SR 13 , substituted or unsubstituted phenyl radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic radical, wherein the R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 radicals are each independently selected from the group consisting of hydrogen, —CN, -halogen, —COOR 8 , —OR 22 , —SR 23 , —OP(═O)(O − (M z+ ) 1/z ) 2 , —OP(═O)(OR 24 )O − (M z+ ) 1/z , —OP(═O)(OR 25 )(OR 26 ), —S(O) 2 O − (M z+ ) 1/z , —S(O) 2 OR 27 , substituted or unsubstituted (hetero)aromatic radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ether, thioether, and sulphonic ester is optionally present within the substituted or unsubstituted aliphatic radical, wherein R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 are each independently selected from hydrogen, substituted or unsubstituted (hetero)aromatic radical, and substituted or unsubstituted aliphatic radical, wherein at least one group selected from the group consisting of disulphide, ether, thioether, and sulphonic ester is optionally prese

Assignees

• Evonik Degussa Gmbh

Inventors

• Wild Andreas
• Schubert Ulrich
• Häupler Bernhard

Classifications

• H01M4/604

  containing aliphatic main chain polymers · CPC title

• H01M4/137

  Electrodes based on electro-active polymers · CPC title

• C09D125/18

  Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen · CPC title

• C08F212/30

  Sulfur · CPC title

• H01M4/623

  fluorinated polymers · CPC title