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EP-4740250-A1 - COMPOSITION FOR BATTERY ELECTRODE

EP4740250A1EP 4740250 A1EP4740250 A1EP 4740250A1EP-4740250-A1

Abstract

A composition comprising a) a polymer having i) a polyamine core comprising a plurality of amine groups and comprising the structure of formula (I) wherein R 1 is H or part of the polyamine core, R 2 is H or an organic group, R 3 is H or an organic group, with the proviso that at least one of R 2 and R 3 is H, ii) a plurality of polyester segments linked to the polyamine core via ionic bonds, and b) an electrically conductive carbon-based material wherein the weight ratio of polymer a) to electrically conductive carbon-based material b) in the composition is in the range of 70: 100 to 3: 100.

Inventors

  • VON HAGEN, Robin
  • TAKAI, MEGUMU
  • WEISS, SEBASTIAN
  • SAMOL, David
  • YANG, XIN
  • SUGIOKA, Yu

Assignees

  • BYK-Chemie GmbH

Dates

Publication Date
20260513
Application Date
20230703

Claims (18)

  1. A composition comprising a) a polymer having i) a polyamine core comprising a plurality of amine groups and comprising the structure of formula (I) wherein R 1 is H or part of the polyamine core, R 2 is H or an organic group, R 3 is H or an organic group, with the proviso that at least one of R 2 and R 3 is H, ii) a plurality of polyester segments linked to the polyamine core via ionic bonds, and b) an electrically conductive carbon-based material wherein the weight ratio of polymer a) to electrically conductive carbon-based material b) in the composition of the invention is in the range of 70: 100 to 3: 100.
  2. The composition according to claim 1, wherein the polyamine core is a polyethyleneimine.
  3. The composition according to claim 1 or 2, wherein the polyamine core has a weight average molecular weight in the range of 300 to 25000 g/mol.
  4. The composition according to any one of the preceding claims, wherein R 2 and R 3 are independently selected from hydrocarbyl groups, organic groups comprising an ether group, and organic groups comprising an ester group.
  5. The composition according to any one of the preceding claims, wherein the polymer further comprises polyester segments linked to the polyamine core via an amide group.
  6. The composition according to claim 5, wherein 10 to 40 %of the polyester segments are linked to the polyamine core via amide groups, and wherein 90 to 60 %of the polyester segments are linked to the polyamine core via ionic bonds.
  7. The composition according to any one of the preceding claims, wherein the polyester segments comprise repeating units of the formula – [-O- (CH 2 ) n -C (=O) ] -, wherein n is an integer in the range of 3 to 6.
  8. The composition according to any one of the preceding claims, wherein the carbon-based material comprises at least one of carbon black, carbon nano tubes, graphite, carbon fibers, graphene, and fullerenes.
  9. The composition according to any one of the preceding claims, wherein the weight ratio of polymer a) to electrically conductive carbon-based material b) in the composition of the invention is in the range of 50: 100 to 5: 100.
  10. The composition according to any one of the preceding claims, wherein the composition further comprises a cathode active material for a rechargeable battery.
  11. The composition according to claim 10, wherein the cathode active material comprises at least one of Lithium Nickel-Cobalt-Aluminum Oxide and Lithium Nickel-Manganese-Cobalt oxide.
  12. The composition according to any one of the preceding claims, wherein the composition further comprises at least one organic solvent in an amount of 10 to 90 %by weight, calculated on the total weight of the composition.
  13. The composition according to any one of the preceding claims, wherein the composition further comprises a polymeric binder which is different from the polymer comprised in the composition according to any one of the preceding claims 1 to 12.
  14. Use of the composition according to any one of the preceding claims for preparing an electrode for a rechargeable battery.
  15. A process of preparing a rechargeable electrical battery electrode, wherein the composition according to any one of the preceding claims 1 to 13 is used to prepare the battery electrode.
  16. An electrical battery electrode, comprising the composition according to any one of the preceding claims 1 to 13.
  17. A rechargeable electrical battery, comprising the electrode according to claim 16.
  18. Use of a polymer having i) a polyamine core comprising a plurality of amine groups and comprising the structure of formula (I) wherein R 1 is H or part of the polyamine core, R 2 is H or an organic group, R 3 is H or an organic group, with the proviso that at least one of R 2 and R 3 is H, ii) a plurality of polyester segments linked to the polyamine core via ionic bonds, for the preparation of a composition for preparing an electrode for a rechargeable battery.

Description

Composition for battery electrode The invention relates to a composition comprising a polymer and an electrically conductive carbon-based material, to the use of the composition for preparing an electrode for a rechargeable battery, to a process of preparing a rechargeable electrical battery electrode, to an electrical battery electrode, and to a rechargeable electrical battery. WO 2021/028519 A describes a dispersant comprising a polyester derived from a polylactone and an amine, having an acid value of less than 15 mg KOH/g. This document also describes the use of the dispersant in compositions for rechargeable lithium ion battery electrodes. It has been found that the dispersants described in this document do not always provide satisfactory results for dispersing electrically conductive carbon-based materials. US 9574121 B2 relates to a process for preparing an amine adduct, in which a polyamine component, a polyester component and an epoxide-functional component are reacted. The amine adduct is suitable as a wetting agent and dispersant, especially for coatings and plastics applications. There is an ongoing need for improved compositions for preparing electrodes for rechargeable batteries, in particular for compositions comprising electrically conductive carbon-based materials having a low viscosity. The invention provides a composition comprising a) a polymer having i) a polyamine core comprising a plurality of amine groups and comprising the structure of formula (I) wherein R1 is H or part of the polyamine core, R2 is H or an organic group, R3 is H or an organic group, with the proviso that at least one of R2 and R3 is H, ii) a plurality of polyester segments linked to the polyamine core via ionic bonds, and b) an electrically conductive carbon-based material, wherein the weight ratio of polymer a) to electrically conductive carbon-based material b) in the composition of the invention is in the range of 70: 100 to 3: 100. As mentioned above, the polymer of the composition of the invention comprises a polyamine core. Examples of suitable polyamine cores are aliphatic linear polyamines, such as diethylenetriamine (DETA) , triethylenetetramine (TETA) , tetraethylenepentamine (TEPA) , pentaethylenehexamine, hexaethyleneheptamine and higher homologs, higher linear condensates with the general formula of NH2- (C2H4NH) n-C2H4-NH2 with n>5, dipropylene-triamine, (3- (2-aminoethyl) aminopropylamine, N, N-bis (3-aminopropyl) methylamine, tetramethyliminobispropylamine, N, N-dimethyldipropylenetriamine, bis- (3-dimethylamino-propyl) amine and N, N′-bis (3-aminopropyl) -ethylenediamine. Suitably, the polyamine core is an organic polyamine compound, which contains on average at least 2, preferably 6 to 600, tertiary amino groups. Tertiary amino groups typically cause good adsorption on surfaces of solids and have only a low tendency to cause undesirable reaction. In addition, the tertiary amino groups enable high-molecular-weight structures, whereas the viscosity remains relatively low. Typically, branched aliphatic polyamines, especially poly (C2-C4) -alkyleneamines, with primary, secondary and tertiary amino groups are used. Particularly preferred polyamine cores are polyethyleneimines. Polyethyleneimines are commercially available, for example under the trade designation from BASF or from Nippon Shokubai. These are produced by known methods, e.g., by the polymerization of ethyleneimine. Usually, in the polyamine core the molar ratio of primary to secondary amino groups is in the range of 1: 1 to 1: 5. Generally, the molar ratio of primary to tertiary amino groups is in the range of 3: 1 to 1: 3. In typical embodiments, the polyamine core has a weight average molecular weight in the range 200 to 200000, preferably 250 to 40000, and particularly preferably 300 to 25000 g/mol. A too low molecular weight may cause weak adsorption on the surfaces of solids, while a too high molecular weight can be problematic in terms of manageability and solubility. The weight average molecular weight of the polyamine core may suitably be determined using light scattering. The polyamine core comprises the structure according to formula (I) . Polyamine cores having the structure according to formula (I) are suitably prepared by reaction of a polyamine with a compound having at least one epoxide group. Preferably, the compound having at least one epoxide group has 3 to 25 carbon atoms. More preferably, the compound has 4 to 20 carbon atoms. It is particularly preferred to use epoxide compounds having one epoxide group per molecule. Suitable compounds having at least one epoxide group are glycidylethers, glycidylesters, epoxidized olefins, suitably epoxidized alpha-olefins. Preferred glycidylethers are glycidylethers having a C2 to C30 hydrocarbyl group attached to the ether atom. The hydrocarbyl group can be aliphatic (including cycloaliphatic) , aromatic, araliphatic and it can be linear or branched, saturated or unsaturated. Prefer