Charge transport material, composition including the charge transport material, and organic light-emitting device including the composition

1. A charge transport material represented by Formula 1:

Formula 1

wherein, in Formulae 1, 2-1 to 2-6, and 3-1 to 3-3,

Ar 1 is a substituted or unsubstituted C 5 -C 60 carbocyclic group,

b1 is an integer from 0 to 2,

L 1 to L 3 are each independently groups represented by Formulae 2-1 to 2-6,

a2 is an integer from 3 to 10, wherein, when L 2 (s) in the number of a2 are each groups represented by Formulae 2-1 to 2-3, then a2 is 4 to 10,

a1 and a3 are each independently an integer from 0 to 10,

wherein, when b1 is 0, a1 is 0, then G 1 and G 2 are each independently trivalent nitrogen, tetravalent silicon, a substituted or unsubstituted C 5 -C 60 carbocyclic group, or a substituted or unsubstituted C 1 -C 60 heterocyclic group,

c1 is an integer from 1 to 10,

c2 is 0 or 1, wherein, when c2 is 0, then G 2 is a single bond,

A is a group represented by Formulae 3-1 to 3-3,

X 11 to X 18 are each independently C(R 11 ) or N,

Y 11 is O, S, Se, C(═O), C(R 11 )(R 12 ), or N(R 11 ),

L 21 to L 24 are each independently a group represented by Formulae 2-1 to 2-6,

a21 to a23 are each independently an integer from 0 to 5,

a24 is an integer from 1 to 5,

Ar 21 to Ar 23 are each independently a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,

R 11 to R 12 and R 21 to R 23 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 7 -C 60 alkyl aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), or —N(Q 1 )(Q 2 ),

d21 is an integer from 0 to 4,

d22 is an integer from 0 to 3,

any two adjacent groups among R 11 , R 12 , R 21 (s) in the number of d21, R 22 (s) in the number of d22, and R 23 are optionally linked to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group,

n1 is an integer from 2 to 8,

n2 is 1 or 2,

wherein at least one of A(s) in the number of n1×n2 comprises one or more C 1 -C 60 alkyl groups, and a total number of carbon atoms of the one or more C 1 -C 60 alkyl groups is 6 or more,

at least one substituent of the substituted C 5 -C 60 carbocyclic group, the substituted C 1 -C 60 heterocyclic group, the substituted C 5 -C 30 carbocyclic group, the substituted C 1 -C 30 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 7 -C 60 alkyl aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted C 2 -C 60 alkyl heteroaryl group, the substituted C 1 -C 60 heteroaryloxy group, the substituted C 1 -C 60 heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:

deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , —NCS, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , —NCS, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, Si(Q 1 )(Q 2 )(Q 13 ), —N(Q 11 )(Q 2 ), —C(═O)(Q 11 ), or any combination thereof;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, or a C 1 -C 10 heterocycloalkenyl group;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, or a C 1 -C 10 heterocycloalkenyl group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —C(═O)(Q 21 ), or any combination thereof; or

—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), or —C(═O)(Q 31 ),

Q 1 to Q 3 , Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently hydrogen, deuterium, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, or a biphenyl group, and

* and *′ each indicate a binding site to a neighboring atom.

2. The charge transport material of claim 1 , wherein

Ar 1 is: a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an anthracenyl group, an azulenyl group, a heptalenyl group, an acenaphthyl group, a phenalenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a biphenyl group, a terphenyl group, a fluoranthenyl group, a pyrenyl group, a chrysenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a pentacenyl group, a tetraphenyl group, a hexaphenyl group, a hexacenyl group, a rubicenyl group, a trinaphthyl group, a heptaphenyl group, or a pyranthrenyl group; or

a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an anthracenyl group, an azulenyl group, a heptalenyl group, an acenaphthyl group, a phenalenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a biphenyl group, a terphenyl group, a fluoranthenyl group, a pyrenyl group, a chrysenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a pentacenyl group, a tetraphenyl group, a hexaphenyl group, a hexacenyl group, a rubicenyl group, a trinaphthyl group, a heptaphenyl group, or a pyranthrenyl group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 30 alkyl group, a C 1 -C 30 alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an anthracenyl group, an azulenyl group, a heptalenyl group, an acenaphthyl group, a phenalenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a biphenyl group, a terphenyl group, a fluoranthenyl group, a pyrenyl group, a chrysenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a pentacenyl group, a tetraphenyl group, a hexaphenyl group, a hexacenyl group, a rubicenyl group, a trinaphthyl group, a heptaphenyl group, a pyranthrenyl group, or any combination thereof.

3. The charge transport material of claim 1 , wherein

L 1 to L 3 are each independently groups represented by Formulae 4-1 to 4-3:

wherein, in Formulae 4-1 to 4-3,

Y 31 is O, S, or Se,

Y 32 is O, S, Se, C(═O), C(Z 33 )(Z 34 ), or N(Z 33 ),

Z 31 to Z 34 are each independently hydrogen, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or a C 1 -C 30 alkyl group,

e2 is an integer from 0 to 2,

e3 is an integer from 0 to 3,

e4 is an integer from 0 to 4, and

* and *′ each indicate a binding site to a neighboring atom.

4. The charge transport material of claim 1 , wherein

*-(L 3 ) a3 -*′ is a single bond or a group represented by Formulae 4(1) or 4(2):

wherein, in Formulae 4(1) and 4(2),

Z 31 to Z 34 are each independently hydrogen, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or a C 1 -C 30 alkyl group,

e24 is an integer from 0 to 4, and

* and *′ each indicate a binding site to a neighboring atom.

5. The charge transport material of claim 1 , wherein

(G 1 ) c1 is groups represented by Formulae 5-1 to 5-8, and (G 2 ), is a single bond or a group represented by Formulae 5-1 to 5-8:

wherein, in Formulae 5-1 to 5-8,

Y 41 is O, S, Se, C(═O), C(Z 45 )(Z 46 ), or N(Z 45 ),

Z 41 to Z 46 are each independently hydrogen, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or a C 1 -C 30 alkyl group,

e13 is an integer from 0 to 3,

e14 is an integer from 0 to 4, and

*, *′, *″, and *″′ each indicate a binding site to a neighboring atom.

6. The charge transport material of claim 1 , wherein

L 21 to L 24 are each independently a group represented by Formulae 4-1 to 4-3:

wherein, in Formulae 4-1 to 4-3,

Y 31 is O, S, or Se,

Y 32 is O, S, Se, C(═O), C(Z 33 )(Z 34 ), or N(Z 33 ),

Z 31 to Z 34 are each independently hydrogen, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or a C 1 -C 30 alkyl group,

e2 is an integer from 0 to 2,

e3 is an integer from 0 to 3,

e4 is an integer from 0 to 4, and

* and *′ each indicate a binding site to a neighboring atom.

7. The charge transport material of claim 1 , wherein

*-(L 24 ) a24 -*′ is a single bond or a group represented by Formulae 6-1 to 6-6:

wherein, in Formulae 6-1 to 6-6,

* and *′ each indicate a binding site to a neighboring atom.

8. The charge transport material of claim 1 , wherein

*-(L 22 ) a2 -Ar 22 and *-(L 23 ) a23 -Ar 23 are each independently a group represented by Formulae 7-1 to 7-5:

wherein, in Formulae 7-1 to 7-5,

Z 51 to Z 55 are each independently hydrogen, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 30 alkyl group, or a C 3 -C 10 cycloalkyl group,

e23 is an integer from 0 to 3,

e24 is an integer from 0 to 4,

e25 is an integer from 0 to 5, and

* indicates a binding site to a neighboring atom.

9. The charge transport material of claim 1 , wherein

R 11 to R 12 and R 21 to R 23 are each independently:

hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 20 alkoxy group, a phenyl group, or a naphthyl group; or

a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 20 alkoxy group, a phenyl group, or a naphthyl group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, a cyano group, a phenyl group, a biphenyl group, a terphenyl group, or any combination thereof.

10. The charge transport material of claim 1 , wherein

n1 is an integer from 2 to 6.

11. The charge transport material of claim 1 , wherein

A is at least one of Formulae A1 to A9:

wherein, in Formulae A1 to A9,

* indicates a binding site to a neighboring atom.

12. The charge transport material of claim 1 , wherein

a total number of carbon atoms of the one or more C 1 -C 60 alkyl groups comprised in A(s) in the number of n1×n2 is 6 to 40.

13. The charge transport material of claim 1 , wherein

the charge transport material is a group represented by Formulae 1-1 to 1-10:

wherein, in Formulae 1-1 to 1-10,

Ar 1a to Ar 1b , L 1a to L 1b , L 2a to L 2a , L 3a to L 3a′ , a1 to a3, G 1 , G 2a to G 2a , c1, c2, and A a to A d′ are each independently the same as defined in connection with Ar 1 , L 1 to L 3 , a1 to a3, G 1 , G 2 , c1, c2, and A in claim 1 .

14. The charge transport material of claim 1 , wherein

the charge transport material has a viscosity of about 5 mPa·s or less at 25° C.

15. The charge transport material of claim 1 , wherein

the charge transport material has a weight average molecular weight of about 2,000 to about 20,000.

16. The charge transport material of claim 1 , wherein

the charge transport material is at least one of Compounds 1 to 23:

17. A composition comprising:

a solvent; and

the charge transport material of claim 1 .

18. The composition of claim 17 ,

further comprising a low-molecular-weight compound having a weight average molecular weight of less than about 2,000.

19. An organic light-emitting device comprising:

a first electrode; a second electrode; and an organic film between the first electrode and the second electrode,

wherein the organic film comprises the composition of claim 17 .

20. The organic light-emitting device of claim 19 , wherein

the organic film further comprises a hole injection layer, a hole transport layer, or a combination thereof, and

the composition is comprised in the hole injection layer and/or the hole transport layer.