Chrysene derivative materials

Abstract

There is provided an electroluminescent composition. The composition includes a material having Formula I In Formula I: R 1 is the same or different at each occurrence and is selected from D, alkyl, alkoxy, silyl, and siloxane, or adjacent R 1 groups may be joined together to form a 5- or 6-membered aliphatic ring; Ar 1 and Ar 2 are the same or different and are aryl groups; a is an integer from 0 to 6; b is an integer from 0 to 2; and c is an integer from 0 to 3.

What is claimed is: 
     
         1 . A compound having Formula I 
       
         
           
           
               
               
           
         
       
       where:
 R 1  is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, silyl, and siloxane, or adjacent R 1  groups may be joined together to form a 5- or 6-membered aliphatic ring, 
 Ar 1  and Ar 2  are the same or different and are aryl groups, 
 a is an integer from 0 to 6; 
 b is an integer from 0 to 2; and 
 c is an integer from 0 to 3. 
 
     
     
         2 . An electroactive composition comprising (a) a host material having Formula I 
       
         
           
           
               
               
           
         
       
       where:
 R 1  is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, silyl, and siloxane, or adjacent R 1  groups may be joined together to form a 5- or 6-membered aliphatic ring, 
 Ar 1  and Ar 2  are the same or different and are aryl groups, 
 a is an integer from 0 to 6; 
 b is an integer from 0 to 2; and 
 c is an integer from 0 to 3; and 
 
       (b) an electroactive dopant capable of electroluminescence having an emission maximum between 380 and 750 nm. 
     
     
         3 . The compound of  claim 1 , wherein R 1  is D and at least one of a, b, and c is greater than 0. 
     
     
         4 . The compound of  claim 1 , wherein R 1  is D, a=5-6, b=1-2 and c=2-3. 
     
     
         5 . The compound of  claim 1 , wherein at least one R 1  is a branched alkyl group. 
     
     
         6 . The compound of  claim 1 , wherein Ar 1  and Ar 2  are selected from the group consisting of phenyl, biphenyl, naphthyl, phenanthryl, anthracenyl, 4-naphthylphenyl, 4-phenanthrylphenyl, where any of the preceding groups may be further substituted with one or more substituents selected from the group consisting of D, alkyl groups, silyl groups, and phenyl, and a group having Formula II: 
       
         
           
           
               
               
           
         
       
       where:
 R 2  is the same or different at each occurrence and is selected from the group consisting of H, D, alkyl, alkoxy, siloxane and silyl, or adjacent R 2  groups may be joined together to form an aromatic ring; and 
 m is the same or different at each occurrence and is an integer from 1 to 6. 
 
     
     
         7 . The compound of  claim 1 , wherein Ar 1  and Ar 2  are selected from the group consisting of phenyl, biphenyl, terphenyl, naphthylphenyl, and deuterated analogs thereof. 
     
     
         8 . The compound of  claim 1 , wherein Ar 1 ≠Ar 2 . 
     
     
         9 . A chrysene compound selected from the group consisting of compounds C1 through C5: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         10 . The composition of  claim 2 , wherein the dopant is a cyclometalated complex of iridium. 
     
     
         11 . The composition of  claim 10 , wherein the dopant has the formula Ir(L1) a (L2) b  (L3) c ; where
 L1 is a monoanionic bidentate cyclometalating ligand coordinated through carbon and nitrogen;   L2 is a monoanionic bidentate ligand which is not coordinated through a carbon;   L3 is a monodentate ligand;   a is 1-3;   b and c are independently 0-2;   and a, b, and c are selected such that the iridium is hexacoordinate and the complex is electrically neutral.   
     
     
         12 . The composition of  claim 11 , wherein L1 is selected from the group consisting of phenylpyridines, phenylquinolines, phenylpyrimidines, phenylpyrazoles, thienylpyridines, thienylquinolines, and thienylpyrimidines. 
     
     
         13 . The composition of  claim 2 , wherein the dopant is a green light-emitting material and is selected from the group consisting of a non-polymeric spirobifluorene compound, a fluoranthene compound, and a compound having aryl amine groups. 
     
     
         14 . The composition of  claim 2 , wherein the dopant is selected from the formulae 
       
         
           
           
               
               
           
         
       
       where:
 A is the same or different at each occurrence and is an aromatic group having from 3-60 carbon atoms; 
 Q is a single bond or an aromatic group having from 3-60 carbon atoms; 
 n and m are independently an integer from 1-6. 
 
     
     
         15 . The composition of  claim 14 , wherein Q is selected from the group consisting of naphthalene, anthracene, chrysene, pyrene, tetracene, xanthene, perylene, coumarin, rhodamine, quinacridone, and rubrene. 
     
     
         16 . The composition of  claim 2 , further comprising a second host material. 
     
     
         17 . The composition of  claim 16 , wherein the second host material is selected from the group consisting of phenanthrolines, quinoxalines, phenylpyridines, benzodifurans, and metal quinolinate complexes. 
     
     
         18 . An organic electronic device comprising two electrical contact layers with an organic electroactive layer therebetween, wherein the electroactive layer comprises (a) a host material having Formula I 
       
         
           
           
               
               
           
         
       
       where:
 R 1  is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, silyl, and siloxane, or adjacent R 1  groups may be joined together to form a 5- or 6-membered aliphatic ring, 
 Ar 1  and Ar 2  are the same or different and are aryl groups, 
 a is an integer from 0 to 6; 
 b is an integer from 0 to 2; and 
 c is an integer from 0 to 3; and 
 
       (b) an electroactive dopant capable of electroluminescence having an emission maximum between 380 and 750 nm. 
     
     
         19 . The device of  claim 18 , wherein the electroactive layer further comprises a second host material. 
     
     
         20 . The device of  claim 20 , wherein the second host material is selected from the group consisting of phenanthrolines, quinoxalines, phenylpyridines, benzodifurans, and metal quinolinate complexes.