Polymer compound and light emitting device using the same

1. A polymer compound comprising a constitutional unit having a residue of a compound represented by the formula (1) and a constitutional unit having no residue of a compound represented by the formula (1)

wherein,

Ring A, Ring B and Ring C each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings optionally have a substituent,

X represents a boron atom, a phosphorus atom, P═O, P═S, an aluminum atom, a gallium atom, an arsenic atom, Si-Rx or Ge-Rx, Rx represents an aryl group or an alkyl group, and the foregoing groups optionally have a substituent,

Y 1 represents N-Ry, a sulfur atom or a selenium atom, Y 2 and Y 3 each independently represent an oxygen atom, N-Ry, a sulfur atom or a selenium atom, Ry represents a hydrogen atom, an aryl group, a monovalent heterocyclic group or an alkyl group, and the foregoing groups optionally have a substituent, when a plurality of Ry are present, they may be the same or different, Ry may be bonded to said Ring A, said Ring B or said Ring C directly or via a connecting group,

n3 is 0 or 1, and when n3 is 0, —Y 3 — is absent.

2. The polymer compound according to claim 1 , wherein

said constitutional unit having a residue of a compound represented by the formula (1) is a constitutional unit represented by the formula (2) or the formula (2′):

wherein,

nA is an integer of 0 to 5,

n is 1 or 2,

Ar 3 represents an aromatic hydrocarbon group or a heterocyclic group, and the foregoing groups optionally have a substituent,

L A represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —NR′—, an oxygen atom or a sulfur atom, and the foregoing groups optionally have a substituent, R′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of L A are present, they may be the same or different,

Q represents said residue of a compound represented by the formula (1),

wherein,

m is an integer of 1 to 4,

mA is an integer of 0 to 5, when a plurality of mA are present, they may be the same or different,

c is 0 or 1,

Ar 4 and Ar 6 each independently represent an arylene group or a divalent heterocyclic group, and the foregoing groups optionally have a substituent,

Ar 5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocyclic ring are bonded, and the foregoing groups optionally have a substituent,

Ar 4 , Ar 5 and Ar 6 may be bonded directly or via an oxygen atom or a sulfur atom to a group other than these groups bonded to a nitrogen atom to which these groups are bonded, to form a ring,

K A represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —NR′—, an oxygen atom or a sulfur atom, and the foregoing groups optionally have a substituent, R′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of K A are present, they may be the same or different,

Q′ represents said residue of a compound represented by the formula (1), a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of Q′ are present, they may be the same or different, and at least one Q′ is said residue of a compound represented by the formula (1).

3. The polymer compound according to claim 1 , wherein

said constitutional unit having a residue of a compound represented by the formula (1) is a constitutional unit represented by the formula (3):

wherein,

d, e, f and g each independently represent an integer of 0 to 2,

pA is an integer of 0 to 5, when a plurality of pA are present, they may be the same or different,

J A represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —NR′—, an oxygen atom or a sulfur atom, and the foregoing groups optionally have a substituent, R′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of J A are present, they may be the same or different,

Ar 7 , Ar 8 and Ar 9 each independently represent an arylene group or a divalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of Ar 7 , Ar 8 and Ar 9 are present, they may be the same or different at each occurrence,

R X4 represents a hydrogen atom, an alkylgroup, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of R X4 are present, they may be the same or different, and

Q″ represents said residue of a compound represented by the formula (1).

4. The polymer compound according to claim 1 , wherein said X is a boron atom.

5. The polymer compound according to claim 1 , wherein said Y 1 , Y 2 and Y 3 are each N-Ry.

6. The polymer compound according to claim 1 , wherein said n3 is 0.

7. The polymer compound according to claim 2 , wherein said constitutional unit represented by the formula (2) is a constitutional unit represented by the formula (31):

wherein,

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 each independently represent a connecting bond, a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group or a substituted amino group, and the foregoing groups optionally have a substituent, one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is a connecting bond, and

Ry, Ar 3 , L A and nA represent the same meaning as described above.

8. The polymer compound according to claim 2 , wherein said constitutional unit represented by the formula (2′) is a constitutional unit represented by the formula (41):

wherein,

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 each independently represent a connecting bond, a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group or a substituted amino group, and the foregoing groups optionally have a substituent, one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is a connecting bond, and

Ry, Ar 4 , Ar 6 , K A and mA represent the same meaning as described above.

9. The polymer compound according to claim 3 , wherein said constitutional unit represented by the formula (3) is a constitutional unit represented by the formula (51):

wherein,

R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 and R 31 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group or a substituted amino group, and the foregoing groups optionally have a substituent,

Ry′ represents a direct bond, an arylene group, a divalent heterocyclic group or an alkylene group, and the foregoing groups optionally have a substituent, a plurality of Ry′ may be the same or different, and

Ar 7 , Ar 8 , Ar 9 , R X4 , J A pA, d, e, f and g represent the same meaning as described above.

10. The polymer compound according to claim 1 , wherein said constitutional unit having no residue of a compound represented by the formula (1) is at least one constitutional unit selected from the group consisting of a constitutional unit represented by the formula (X) and a constitutional unit represented by the formula (Y):

wherein,

a 1 and a 2 each independently represent an integer of 0 to 2,

Ar X1 and Ar X3 each independently represent an arylene group or a divalent heterocyclic group, and the foregoing groups optionally have a substituent,

Ar X2 and Ar X4 each independently represent an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are bonded, and the foregoing groups optionally have a substituent, when a plurality of Ar X2 and A X4 are present, they may be the same or different at each occurrence,

R X1 , R X2 and R X3 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, when a plurality of R X2 and R X3 are present, they may be the same or different at each occurrence,

wherein, A Y1 represents an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are bonded, and the foregoing groups optionally have a substituent.

11. The polymer compound according to claim 10 , wherein said the constitutional unit represented by the formula (Y) is a constitutional unit represented by the formula (Y-1) or a constitutional unit represented by the formula (Y-2):

wherein, R Y1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, a plurality of R Y1 may be the same or different, and adjacent R Y1 may be bonded together to form a ring together with carbon atoms to which they are attached,

wherein,

R Y1 represent the same meaning as described above,

X Y1 represents a group represented by —C(R Y2 ) 2 —, —C(R Y2 )═C(R Y2 )— or C(R Y2 ) 2 —C(R Y2 ) 2 R Y2 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group or a monovalent heterocyclic group, and the foregoing groups optionally have a substituent, a plurality of R Y2 may be the same or different, and the plurality of R Y2 may be bonded together to form a ring together with carbon atoms to which they are attached.

12. The polymer compound according to claim 2 , wherein the total amount of said constitutional unit represented by the formula (2) and the constitutional unit represented by the formula (2′) is 0.1 to 50% by mole with respect to the total amount of all constitutional units contained in the polymer compound.

13. The polymer compound according to claim 3 , wherein the total amount of said constitutional unit represented by formula (3) is 0.1 to 50% by mole with respect to the total amount of all constitutional units contained in the polymer compound.

14. A composition comprising at least one material selected from the group consisting of a hole transporting material, a hole injection material, an electron transporting material, an electron injection material, a light emitting material, an antioxidant and a solvent, and the polymer compound according to claim 1 .

15. A light emitting device having an organic layer containing the polymer compound according to claim 1 .