Copolymer, electroluminescence device material including copolymer, and electroluminescence device

1. A copolymer comprising a structural unit represented by Chemical Formula 1:

wherein, in Chemical Formula 1,

X is a single bond, -L 1a -, or -L 1b -L 1c -, wherein L 1a , L 1b , and L 1c are each independently a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 25 carbon atoms,

L 2 and Ar 1 are independently substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, or a substituted or unsubstituted aromatic heterocyclic group having 3 to 25 ring-member atoms,

is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms, or a substituted or unsubstituted aromatic heterocyclic group having 3 to 25 ring-member atoms, and

Y is a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 60 carbon atoms, or a substituted or unsubstituted divalent aromatic heterocyclic group having 3 to 60 ring-member atoms,

wherein,

L 2 and Ar 1 join to form a ring.

2. The copolymer of claim 1 , wherein in Chemical Formula 1, Ar 2 is a group represented by Chemical Formula 2A, Chemical Formula 2B, Chemical Formula 2C, or Chemical Formula 2D:

wherein, in Chemical Formula 2A and Chemical Formula 2B

R 1 and R 2 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4, and

a link without * indicates a bond to the nitrogen of the arylamine side chain of Chemical Formula 1

wherein, in Chemical Formula 2C and Chemical Formula 2D,

Z 1 is CR a R b , NR c , O, S, Se, or Te, wherein R a , R b , and R c are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms, or R a and R b are joined to provide a spiro structure,

R 1 , R 2 , and R 3 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4, and

a link without * indicates a bond to the nitrogen of the arylamine side chain of Chemical Formula 1.

3. The copolymer of claim 1 , wherein in Chemical Formula 1, Ar 2 is group represented by Group 2:

wherein, in Group 2,

R is each independently a hydrogen atom or a linear or branched hydrocarbon group having 1 to 14 carbon atoms,

a link without * is a bond to the nitrogen of the arylamine side chain of Chemical Formula 1, and

a hydrogen atom of an aromatic ring of a Group 2 structure is optionally substituted by a linear or branched hydrocarbon group having 1 to 14 carbon atoms.

4. The copolymer of claim 1 , wherein in Chemical Formula 1, L 2 is a group represented by Chemical Formula 3A or Chemical Formula 3B:

wherein, in Chemical Formula 3A and Chemical Formula 3B,

R 1 and R 2 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4, and

* indicates a linking portion with the bridge nitrogen of the main chain carbazole ring of Chemical Formula 1, and a link without * indicates a bond to the nitrogen of the arylamine side chain of Chemical Formula 1.

5. The copolymer of claim 1 , wherein in Chemical Formula 1, L 2 is represented by Chemical Formula 3A-1 or Chemical Formula 3B-1:

wherein, in Chemical Formula 3A-1 and Chemical Formula 3B-1,

R 1 and R 2 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4,

* indicates a linking portion with the bridge nitrogen of the mainchain carbazole ring of Chemical Formula 1, and

a link without * indicates a bond to the nitrogen of the arylamine side chain of Chemical Formula 1.

6. The copolymer of claim 1 , wherein in Chemical Formula 1, L 2 is a group represented by Group 3:

wherein, in Group 3,

* indicates a linking portion with the bridge nitrogen of the main chain carbazole ring of Chemical Formula 1, and

a link without * indicates a bond to the nitrogen of the arylamine side chain of Chemical Formula 1.

7. The copolymer of claim 1 , wherein

-L 2 -N(Ar 1 )(Ar 2 ) is a group represented by Chemical Formula 4A or Chemical Formula 4B:

wherein, in Chemical Formula 4A and Chemical Formula 4B,

R 1 and R 2 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4,

* indicates a linking portion with the bridge nitrogen of the main chain carbazole ring of Chemical Formula 1,

Cy is a substituted or unsubstituted N-containing heterocyclic ring group having 5 to 25 ring-member atoms, and

Ar 2 is defined as in Chemical Formula 1.

8. The copolymer of claim 1 , wherein

-L 2 -N(Ar 1 )(Ar 2 ) is a group represented by Group 4:

wherein, in Group 4,

Ar 2 is as defined as in Chemical Formula 1,

* indicates a linking portion with the bridge nitrogen of the main chain carbazole ring of Chemical Formula 1, and

a hydrogen atom of an aromatic ring of a Group 4 structure is optionally substituted by a linear or branched hydrocarbon group having 1 to 14 carbon atoms.

9. The copolymer of claim 7 , wherein in Chemical Formula 1, Ar 2 is represented by one of Chemical Formula 2A, Chemical Formula 2B, Chemical Formula 2C, or Chemical Formula 2D:

wherein, in Chemical Formula 2A and Chemical Formula 2B

R 1 and R 2 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4, and

a link without * is a bond to the nitrogen of the arylamine side chain of Chemical Formula 1,

wherein, in Chemical Formula 2C and Chemical Formula 2D,

Z 1 is CR a R b , NR c , O, S, Se, or Te, wherein R a , R b , and R c are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms, or R a and R b are joined to provide a spiro structure,

R 1 , R 2 , and R 3 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 4, and

a link without * indicates a bond to the nitrogen of an arylamine side chain of Chemical Formula 1.

10. The copolymer of claim 7 , wherein in Chemical Formula 1, Ar 2 is a group represented by Group 2:

wherein, in Group 2,

R is each independently a hydrogen atom or a linear or branched hydrocarbon group having 1 to 14 carbon atoms,

a link without * is a bond to the nitrogen of an arylamine side chain of Chemical Formula 1, and

a hydrogen atom of the aromatic ring of a Group 2 structure is optionally substituted by a linear or branched hydrocarbon group having 1 to 14 carbon atoms.

11. The copolymer of claim 1 , wherein in Chemical Formula 1, Y is represented by one of Chemical Formula 5A, Chemical Formula 5B, Chemical Formula 5C, Chemical Formula 5D, or Chemical Formula 5E:

wherein, in Chemical Formula 5A,

R 1 is each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a is an integer of 1 to 4, and

Chemical Formula 5B

wherein, in Chemical Formula 5B and Chemical Formula 5C,

Z 1 is CR a R b , NR c , O, S, Se, or Te, wherein R a , R b , and R c are each independently hydrogen, linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms, or R a and R b are linked to each other to provide a spiro structure,

R 1 , R 2 , R 3 , and R 4 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms,

a and b are each independently an integer of 1 to 3, and

c and d are each independently an integer of 1 to 3,

wherein, in Chemical Formula 5D and Chemical Formula 5E,

R 1 , R 2 , R 3 , R 4 , and R 5 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or an aromatic heterocyclic group having 3 to 25 ring-member atoms, and

a, b, c, d, and e are each independently an integer of 1 to 4.

12. The copolymer of claim 1 , wherein in Chemical Formula 1, Y is a group represented by Group 5:

wherein, in Group 5,

R 1 , R 2 , and R 4 are each independently hydrogen, a linear or branched hydrocarbon group having 1 to 14 carbon atoms, or a C6 to C25 aromatic hydrocarbon group, and

R 3 is each independently a linear or branched hydrocarbon group having 1 to 14 carbon atoms.

13. The copolymer of claim 12 , wherein in Chemical Formula 1, Y includes a group represented by at least one of the Groups (5-1) to (5-7).

14. A liquid composition, comprising

the copolymer of claim 1 and

a solvent or a dispersive medium.

15. A thin film comprising the copolymer of claim 1 .

16. An electroluminescence device material comprising the copolymer of claim 1 .

17. An electroluminescence device, comprising

a first electrode and a second electrode, and

at least one organic layer between the first electrode and the second electrode,

wherein at least one layer of the organic layer comprises the copolymer of claim 1 .

18. The electroluminescence device of claim 17 , wherein the organic layer comprising the copolymer is a hole transport layer or a hole injection layer.

19. The electroluminescence device of claim 17 , wherein the organic layer comprises a light emitting layer comprising semiconductor nanoparticles or an organometallic complex.

20. The electroluminescence device of claim 17 , wherein at least one layer of the organic layer is formed by a coating method.