Condensed cyclic compound, composition including the condensed cyclic compound, and organic light-emitting device including the composition

Abstract

A condensed cyclic compound represented by Formula 1 and including 9 to 60 aromatic rings: wherein A, L, and n are the same as described in the specification.

What is claimed is: 
     
         1 . A condensed cyclic compound represented by one selected from Formulae 1-1 to 1-6 and comprising 9 to 60 single 6-membered aromatic rings: 
       
         
           
           
               
               
           
         
         wherein, in Formulae 1-1 to 1-6, 
         L is selected from hydrogen, a single bond, a substituted or unsubstituted carbocyclic group having 5 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 60 ring-forming atoms, 
         X 11 , X 11a , and X 11b  are each independently an oxygen atom or a sulfur atom, 
         a11, a12, a11a, a11b, a12a, and a12b are each independently selected from 0, 1, 2, 3, and 4, wherein when a11 is 0, L 11  is a single bond, when a12 is 0, L 12  is a single bond, when a11a is 0, L 11a  is a single bond, when a11b is 0, L 11b  is a single bond, when a12a is 0, L 12a  is a single bond, and when a12b is 0, L 12b  is a single bond, 
         L 11 , L 12 , L 11a , L 11b , L 12a  and L 12b  are each independently selected from a substituted or unsubstituted carbocyclic group having 5 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 60 ring-forming atoms, 
         HT, HT a , and HT b  are each independently selected from a substituted or unsubstituted carbazole group, a substituted or unsubstituted azacarbazole group, a substituted or unsubstituted benzocarbazole group, a substituted or unsubstituted hydrocarbazole group, a substituted or unsubstituted acridine group, a substituted or unsubstituted indole group, a substituted or unsubstituted xanthene group, a substituted or unsubstituted phenoxazine group, and a substituted or unsubstituted diphenyl amine group, and two or more substituents included in HT are optionally linked to form a ring, 
         ET, ET a , and ET b  are each independently selected from a substituted or unsubstituted pyrrole group, a substituted or unsubstituted pyrazole group, a substituted or unsubstituted imidazole group, a substituted or unsubstituted triazole group, a substituted or unsubstituted pyridine group, a substituted or unsubstituted pyrimidine group, a substituted or unsubstituted pyridazine group, a substituted or unsubstituted pyrazine group, a substituted or unsubstituted triazine group, a substituted or unsubstituted indole group, a substituted or unsubstituted isoindole group, a substituted or unsubstituted indazole group, a substituted or unsubstituted benzimidazole group, a substituted or unsubstituted quinoline group, a substituted or unsubstituted isoquinoline group, a substituted or unsubstituted phthalazine group, a substituted or unsubstituted naphthyridine group, a substituted or unsubstituted cinnoline group, a substituted or unsubstituted quinoxaline group, a substituted or unsubstituted quinazoline group, and a substituted or unsubstituted imidazopyridine group, 
         R 11  to R 18 , R 12a , R 12b , R 13a , R 13b , R 14a , R 14b , R 15a , R 15b , R 16a , R 16b , R 17a , R 17b , R 18a , and R 18b  hydrogen, deuterium, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted tetraphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyridinyl group, and a substituted or unsubstituted pyrimidinyl group. 
       
     
     
         2 . The condensed cyclic compound of  claim 1 , wherein
 the condensed cyclic compound comprises 10 to 30 single 6-membered aromatic rings.   
     
     
         3 . The condensed cyclic compound of  claim 1 , wherein
 the condensed cyclic compound has a molecular weight of about 850 Daltons to about 3,000 Daltons.   
     
     
         4 . The condensed cyclic compound of  claim 1 , wherein
 HT, HT a  and HT b  are each independently selected from:   a carbazole group, an azacarbazole group, a benzocarbazole group, a hydrocarbazole group, an acridine group, an indole group, a xanthene group, a phenoxazine group, and a diphenyl amine group; and   a carbazole group, an azacarbazole group, a benzocarbazole group, a hydrocarbazole group, an acridine group, an indole group, a xanthene group, a phenoxazine group, and a diphenyl amine group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 60 ring-forming atoms, and   two or more substituents included in HT a  and HT b  are optionally linked to form a ring.   
     
     
         5 . The condensed cyclic compound of  claim 1 , wherein
 HT, HT a  and HT b  are each independently represented by one selected from Formulae 3-1 to 3-9:   
       
         
           
           
               
               
           
         
         wherein, in Formulae 3-1 to 3-9, 
         X 31  is selected from 0 and C(R 34 )(R 35 ), 
         R 31  to R 35  are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 60 ring-forming atoms, 
         two neighboring groups selected from R 31  to R 35  are optionally linked to form a ring, 
         b31 is selected from 1, 2, 3, 4, and 5, 
         b32 is selected from 1, 2, 3, and 4, 
         b33 is selected from 1, 2, and 3, 
         b34 is selected from 1 and 2, and 
         * indicates a binding site to a neighboring atom. 
       
     
     
         6 . The condensed cyclic compound of  claim 1 , wherein
 ET, ET a  and ET b  are each independently selected from:   a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, a triazine group, an indole group, an isoindole group, an indazole group, a benzimidazole group, a quinoline group, an isoquinoline group, a phthalazine group, a naphthyridine group, a cinnoline group, a quinoxaline group, a quinazoline group, and an imidazopyridine group; and   a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, a triazine group, an indole group, an isoindole group, an indazole group, a benzimidazole group, a quinoline group, an isoquinoline group, a phthalazine group, a naphthyridine group, a cinnoline group, a quinoxaline group, a quinazoline group, and an imidazopyridine group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 60 ring-forming atoms.   
     
     
         7 . The condensed cyclic compound of  claim 1 , wherein
 ET, ET a  and ET b  are each independently is a group represented by one selected from Formulae 2-1 to 2-4:   
       
         
           
           
               
               
           
         
         wherein, in Formulae 2-1 to 2-4, 
         R 21  is selected from deuterium, —F, —Cl, —Br, —I, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 60 ring-forming atoms, 
         two neighboring groups selected from groups R 21  are optionally linked to form a ring, 
         b21 is selected from 1, 2, and 3, 
         b22 is selected from 1 and 2, and 
         * indicates a binding site to a neighboring atom. 
       
     
     
         8 . A composition comprising at least one of the condensed cyclic compound of  claim 1 . 
     
     
         9 . The composition of  claim 8 , further comprising a light-emitting material. 
     
     
         10 . An organic light-emitting device comprising:
 a first electrode;   a second electrode; and   an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, and   wherein the organic layer comprises at least one of the condensed cyclic compound of  claim 1 .   
     
     
         11 . The organic light-emitting device of  claim 10 , wherein
 the first electrode is an anode,   the second electrode is a cathode, and   the organic layer further comprises a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode,   wherein the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and   wherein the electron transport region comprises a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.   
     
     
         12 . The organic light-emitting device of  claim 10 , wherein
 the emission layer comprises the condensed cyclic compound.   
     
     
         13 . The organic light-emitting device of  claim 12 , wherein
 the emission layer further comprises a light-emitting material, and   an amount of the condensed cyclic compound in the emission layer is larger than an amount of the light-emitting material in the emission layer.