Charge-transport polymer and organic electronic element
One embodiment relates to a charge transport polymer containing a molecular chain and terminal groups bonded to the molecular chain, wherein the terminal groups include a terminal group P containing a polymerizable functional group and a terminal group EW containing an aromatic hydrocarbon group substituted with an electron-withdrawing substituent, the terminal group P includes a terminal group represented by formula (P1) shown below, and among the carbon atoms contained in the ring of the aromatic hydrocarbon group, if the carbon atom that is bonded to the molecular chain is numbered 1, and numbers are assigned in order to the adjoining carbon atoms, then the electron-withdrawing substituent is bonded to a carbon atom numbered 1+2n (wherein n is an integer of 1 or greater).
1. A charge transport polymer comprising a molecular chain and terminal groups bonded to the molecular chain, wherein
the charge transport polymer is a branched polymer and has a structure branched in three or more directions,
the terminal groups comprise a terminal group P containing a polymerizable functional group and a terminal group EW containing an aromatic hydrocarbon group substituted with an electron-withdrawing substituent,
among carbon atoms contained in a ring of the aromatic hydrocarbon group, when a carbon atom that is bonded to the molecular chain is numbered 1, and numbers are assigned in order to adjoining carbon atoms, then the electron-withdrawing substituent is bonded to a carbon atom numbered 1+2n (wherein n is an integer of 1 or greater),
the terminal group P comprises at least a terminal group represented by formula (P2) shown below,
wherein in formula (P2), Ar represents unsubstituted benzene ring, X represents a divalent group represented by any one of formulas (X1) to (X10) shown below, Y represents an alkylene group of 1 to 10 carbon atoms, PG represents a substituted or unsubstituted polymerizable functional group, the polymerizable functional group contains at least one selected from the group consisting of a group having a carbon-carbon double bond and a cyclic ether group, a represents 1, each b and c independently represents 0 or 1, d represents 1 or 2,
wherein in formulas (X1) to (X10), each R independently represents a hydrogen atom, a linear, cyclic or branched alkyl group of 1 to 22 carbon atoms, or an aryl group or heteroaryl group of 2 to 30 carbon atoms,
provided formula (P2) does not include a partial structure represented by —Ar—CH 2 —O—
the terminal group EW comprises at least one selected from the group consisting of a group represented by formula (EW1), a group represented by formula (EW3), a group represented by formula (EW4), and a group represented by formula (EW5) shown below,
wherein in formulas (EW1) and (EW3) to (EW5), each EWG independently represents an electron-withdrawing substituent.
2. The charge transport polymer according to claim 1 , comprising from 3 to 60 mol % of structural units containing the terminal groups, based on all structural units of the charge transport polymer.
3. The charge transport polymer according to claim 1 , wherein the electron-withdrawing substituent contains at least one type of group selected from the group consisting of halogen groups, halogen-substituted alkyl groups, a nitro group, a cyano group, a sulfonate group and a sulfoxide group.
4. The charge transport polymer according to claim 1 , comprising from 15 to 95 mol % of the terminal group EW, based on all of the terminal groups.
5. The charge transport polymer according to claim 1 , comprising at least one type of structure selected from the group consisting of substituted or unsubstituted aromatic amine structures, substituted or unsubstituted carbazole structures, substituted or unsubstituted thiophene structures, substituted or unsubstituted bithiophene structures, substituted or unsubstituted benzene structures and substituted or unsubstituted fluorene structures.
6. A charge transport material comprising the charge transport polymer according to claim 1 .
7. An ink composition comprising the charge transport polymer according to claim 1 .
8. An organic layer formed using the charge transport polymer according to claim 1 .
9. An organic electronic element having the organic layer according to claim 8 .
10. An organic electroluminescent element having the organic layer according to claim 8 .
11. A display element comprising the organic electroluminescent element according to any claim 10 .
12. An illumination device comprising the organic electroluminescent element according to claim 10 .
13. A display device comprising the illumination device according to claim 12 , and a liquid crystal element as a display unit.
14. An ink composition comprising the charge transport material according to claim 6 , and a solvent.
15. An organic layer formed using the charge transport material according to claim 6 .
16. An organic layer formed using the ink composition according to claim 7 .
17. The charge transport polymer according to claim 1 , wherein the charge transport polymer has a structure branched in three directions.
18. The charge transport polymer according to claim 1 , wherein the charge transport polymer has a structure branched in more than three directions.
19. The charge transport polymer according to claim 1 , wherein the polymerizable functional group contains a group having a carbon-carbon double bond.
20. The charge transport polymer according to claim 1 , wherein the polymerizable functional group contains a cyclic ether group.