Binder compound, conductive binder, and secondary battery containing same
A binder compound, a conductive binder, and a secondary battery containing the same are provided. In some embodiments, the binder compound of the present disclosure has a structure of formula (I), where R 1 and R 2 each independently represent a straight or branched C 1-12 alkyl; R 3 represents a halogen or cyano group; R 4 represents a hydroxymethyl or amino; Z represents a straight or branched C 1-12 alkylene; and m represents an integer selected from 7600-47000. The binder compound and the conductive binder of the present disclosure can improve the storage and cycle performances of the secondary battery.
1. A binder compound, which has a structure of formula (I):
wherein R 1 and R 2 each independently represent a straight or branched C 1-12 alkyl; R 3 represents a halogen or cyano group; R 4 represents a hydroxymethyl or amino; Z represents a straight or branched C 1-12 alkylene; and m represents an integer selected from 7600-47000.
2. The binder compound according to claim 1 , wherein R 1 and R 2 each independently represents a straight or branched C 2-8 alkyl; R 3 represents a cyano group; and Z represents a straight or branched C 2-8 alkylene.
3. The binder compound according to claim 1 , which has a following structure:
wherein m represents an integer selected from 7600-47000.
4. A preparation method of a binder compound, the method comprising:
(i) making, in presence of an initiator, a chain transfer agent of formula (II) to undergo a polymerization reaction with a vinylidene fluoride monomer in a solvent:
wherein R 1 and R 2 each independently represents a straight or branched C 1-12 alkyl, R 3 represents a halogen or cyano group, and Z represents a straight or branched C 1-12 alkylene;
(ii) making a reaction product obtained in step (i) to react with a reducing agent in a solvent to obtain a compound of a following formula (I); or
(iii) making the reaction product obtained in step (i) react with an amination agent in a solvent; and
(iv) making a reaction product obtained in step (iii) to react with an oxidant under an alkaline condition, to obtain a binder compound of the following formula (I),
wherein R 4 represents a hydroxymethyl or amino; and m represents an integer selected from 7600-47000.
5. The method according to claim 4 , wherein the step (i) is carried out at 60-80° C.
6. The method according to claim 4 , wherein a mass ratio of the chain transfer agent to the vinylidene fluoride monomer in the step (i) is 1:1783 to 1:11029.
7. The method according to claim 4 , wherein the chain transfer agent in the step (i) is 4-cyano-4-(((propylthio)carbonothioyl)thio)pentanoic acid of formula (II-1):
8. The method according to claim 4 , wherein the step (ii) is carried out at −10-10° C.
9. The method according to claim 4 , wherein the step (iii) is carried out at 35-60° C.
10. The method according to claim 4 , wherein the step (iv) is carried out at 15-50° C.
11. A conductive binder, which contains a carbon-based conductive agent moiety and a binder moiety covalently linked to the carbon-based conductive agent moiety, wherein the binder moiety has a structure of formula (III):
wherein R 1 and R 2 each independently represents a straight or branched C 1-12 alkyl, R 3 represents a halogen or cyano group, R 4 represents a hydroxymethyl or amino; Z represents a straight or branched C 1-12 alkylene; and m represents an integer selected from 7600-47000; R 5 represents #-CH 2 OC(O)-* or #-NHC(O)-*, and # represents a position linked to Z, and * indicates a position covalently linked to the carbon-based conductive agent moiety.
12. The conductive binder according to claim 11 , wherein the binder moiety has a following structure:
where * indicates a position covalently linked to the carbon-based conductive agent moiety, and m represents an integer selected from 7600-47000.
13. The conductive binder according to claim 11 , wherein a mass ratio of the binder moiety to the carbon-based conductive agent moiety is 0.1-5:1.
14. The conductive binder according to claim 11 , wherein a specific surface area of the carbon-based conductive agent moiety is 1-3000 m 2 /g.
15. The conductive binder according to claim 11 , wherein the carbon-based conductive agent moiety is one or more selected from the group consisting of superconducting carbon, carbon black SP, acetylene black, ketjen black, carbon dots, carbon nanotube, graphene, carbon nanofiber.
16. A preparation method of a conductive binder, the method comprising:
making a binder compound of formula (I), a carbon-based conductive agent, and a catalyst to react in a solvent to obtain a conductive binder:
where R 1 and R 2 each independently represents a straight or branched C 1-12 alkyl, R 3 represents a halogen or cyano group, R 4 represents a hydroxymethyl or amino; Z represents a straight or branched C 1-12 alkylene; and m represents an integer selected from 7600-47000.
17. The method according to claim 16 , wherein R 1 and R 2 each independently represents a straight or branched C 2-8 alkyl; R 3 represents a cyano group; and Z represents a straight or branched C 2-8 alkylene.
18. The method according to claim 16 , wherein the binder compound of the formula (I) has a following structure:
wherein m represents an integer selected from 7600-47000.
19. The method according to claim 16 , wherein the reaction is carried out at −5-5° C.
20. The method according to claim 16 , wherein a mass ratio of the binder compound to the carbon-based conductive agent is 0.1-5:1.