Compound for red organic EL device and organic EL device using the same

Abstract

Compound for a red organic EL device and an organic EL device using the same, which can improve an luminance efficiency, an emitting light color and a device stability, the compound of the following structural formula: 1) Wherein G1 and G2 are identical or different electron withdrawing groups except a case when both of G1 and G2 are cyano groups, or G1 and G2 are electron withdrawing groups interconnected with a molecular chain to form a cyclic compound or a heterocyclic compound; 2) And, wherein the R1 or the R2 is any one selected from a substituted or unsubstituted alkyl group (with 1˜5 carbons), a substituted or unsubstituted aryl group and —CH═CH-A1, the chemical formula A1 being a 4-dialklyamino-phenyl, a 4-dialkylamino-2-alkoxyphenyl, a julolidine, an 8-alkoxy julolidine, a diphenylaminophenyl, a diphenylaminophenyl having an alkyl group substituted therein, or a diphenylaminophenyl having an alkoxy group substituted therein where the alkyl or the alkoxy has 1˜5 carbons; 3) And, wherein X is O, N, Se or S.

What is claimed is:  
     
         1 . A compound of the following structural formula:  
       
         
           
           
               
               
           
         
         1) Wherein G1 and G2 are identical or different electron withdrawing groups except a case when both of G1 and G2 are cyano groups, or G1 and G2 are electron withdrawing groups interconnected with a molecular chain to form a cyclic compound or a heterocyclic compound;  
         2) And, wherein the R1 or the R2 is any one selected from a substituted or unsubstituted alkyl group (with 1˜5 carbons), a substituted or unsubstituted aryl group and —CH═CH-A1, the chemical formula A1 being a 4-dialklyamino-phenyl, a 4-dialkylamino-2-alkoxyphenyl, a julolidine, an 8-alkoxy julolidine, a diphenylaminophenyl, a diphenylaminophenyl having an alkyl group substituted therein, or a diphenylaminophenyl having an alkoxy group substituted therein where the all or the alkoxy has 1˜5 carbons;  
         3) And, wherein X is O, N, Se or S.  
       
     
     
         2 . A compound as claimed in  claim 1 , wherein the identical or different electron withdrawing groups of G1 and G2 except a case when both of G1 and G2 are cyano groups are materials selected independently from each other from cyano, acyl, alkylcabonyl, alkoxycarbonyl, nitroaryl, cyanoaryl, alkylsulfonyl, fluorsulfonyl, nitro, oxadiazoyl, thiadiazoyl, triazoyl, N-substituted triazoyl, benzoxazoyl, benzodiazoyl, or benzothiazoyl.  
     
     
         3 . A compound as claimed in  claim 1 , wherein the electron withdrawing groups of G1 and G2 interconnected with a molecular chain to form a cyclic compound or a heterocyclic compound are materials selected from 1,3-indandione, 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-dioxane-4,6-dione, 2-isoxanzoline-5-one, 2-thiobarbituric acid, barbituric acid, 1,3-dialkyl-2-thiobarbituric acid, 1,3-dialkyl-barbituric acid, pyrazolinone, isoxazolinone, oxindole, 2,4,6-triketohexahydropyrimidine, 2-thio-2,4-thiazolidinedinone, thianaphthenone, 2-thio-2,5-thiazolidinedione, 2,4-thiazolidinedione, thiazolidinone, 4-thiazolinone, 1-amino-2-oxazolin-4-one, 2,4-imidazolidinedione, 2-thio-2,4-imidazolidinedione, 2-imidazolin-5-one and furan-5-one.  
     
     
         4 . A compound as claimed in  claim 1 , wherein 1,3-indandione which is the electron withdrawing groups of G1 and G2 interconnected with a molecular chain has one or more than one selected from a substituted or unsubstituted alkyl group (with 1˜15 carbons), a alkoxy group(with 1˜15 carbons), a substituted or unsubstituted aryl group, a halogen group, an alkylsulfuric group(the alkyl with 1˜15 carbons), an arylsulfuric group, an alkylamino group (the alkyl with 1˜15 carbons), an arylamino group, and a cyano group, substituted therein.  
     
     
         5 . A compound as claimed in  claim 1 , wherein the G1 and G2 are an 1,3-indandione which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.  
     
     
         6 . A compound as claimed in  claim 1 , wherein the G1 and G2 are an 1,3-dimethyl-barbituric acid which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.  
     
     
         7 . An organic electroluminescence(EL) device having a first electrode, a second electrode and a stack of a plurality of organic layers, the device comprising a light emitting layer of a compound with the following structural formula:  
       
         
           
           
               
               
           
         
         1) Wherein G1 and G2 are identical or different electron withdrawing groups except a case when both of G1 and G2 are cyano groups. or G1 and G2 are electron withdrawing groups interconnected with a molecular chain to form a cyclic compound or a heterocyclic compound;  
         2) And, wherein the R1 or the R2 is any one selected from a substituted or unsubstituted alkyl group (with 1˜5 carbons), a substituted or unsubstituted aryl group and —CH═CH-A1, the chemical formula A1 being a 4-dialklyamino-phenyl, a 4-dialkylamino-2-alkoxyphenyl, a julolidine, an 8-alkoxy julolidine, a diphenylaminophenyl, a diphenylaminophenyl having an alkyl group substituted therein, or a diphenylaminophenyl having an alkoxy group substituted therein where the alkyl or the alkoxy has 1˜5 carbons;  
         3) And, wherein X is O, N, Se or S.  
       
     
     
         8 . A compound as claimed in  claim 7 , wherein the identical or different electron withdrawing groups of G1 and G2 except a case when both of G1 and G2 are cyano groups are materials selected independently from each other from cyano, acyl, alkylcabonyl, alkoxycarbonyl, nitroaryl, cyanoaryl, alkylsulfonyl, fluorsulfonyl, nitro, oxadiazoyl, thiadiazoyl, triazoyl, N-substituted triazoyl, benzoxazoyl, benzodiazoyl, or benzothiazoyl.  
     
     
         9 . A compound as claimed in  claim 7 , wherein the electron withdrawing groups of G1 and G2 interconnected with a molecular chain are materials selected from 1,3-indandione, 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-dioxane-4,6-dione, 2-isoxanzoline-5-one, 2-thiobarbituric acid, barbituric acid, 1,3-dialkyl-2-thiobarbituric acid, 1,3-dialkyl-barbituric acid, pyrazolinone, isoxazolinone, oxindole, 2,4,6-triketohexahydropyrimidine, 2-thio-2,4-thiazolidinedinone, thianaphthenone, 2-thio-2,5-thiazolidinedione, 2,4-thiazolidinedione, thiazolidinone, 4-thiazolinone, 1-amino-2-oxazolin-4-one, 2,4-imidazolidinedione, 2-thio-2,4-imidazolidinedione, 2-imidazolin-5-one and furan-5-one.  
     
     
         10 . A compound as claimed in  claim 9 , wherein 1,3-indandione which is the electron withdrawing groups of G1 and G2 interconnected with a molecular chain has one or more than one selected from a substituted or unsubstituted alkyl group (with 1˜15 carbons), a alkoxy group(with 1˜15 carbons), a substituted or unsubstituted aryl group, a halogen group, an alkylsulfuric group(the alkyl with 1˜15 carbons), an arylsulfuric group, an alkylamino group (the alkyl with 1˜15 carbons), an arylamino group, and a cyano group, substituted therein.  
     
     
         11 . A compound as claimed in  claim 7 , wherein the G1 and G2 are an 1,3-indandione which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.  
     
     
         12 . A compound as claimed in  claim 7 , wherein the G1 and G2 are an 1,3-dimethyl-barbituric acid which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.  
     
     
         13 . An organic electroluminescence(EL) device having a first electrode, a second electrode, and a stack of a plurality of organic layers, the device comprising a light emitting layer doped with a compound with the following structural formula:  
       
         
           
           
               
               
           
         
         1) Wherein G1 and G2 are identical or different electron withdrawing groups except a case when both of G1 and G2 are cyano groups, or G1 and G2 are electron withdrawing groups interconnected with a molecular chain to form a cyclic compound or a heterocyclic compound;  
         2) And, wherein the R1 or the R2 is any one selected from a substituted or unsubstituted alkyl group (with 1˜5 carbons), a substituted or unsubstituted aryl group and —CH═CH-A1, the chemical formula A1 being a 4-dialklyamino-phenyl, a 4-dialkylamino-2-alkoxyphenyl, a julolidine, an 8-alkoxy julolidine, a diphenylaminophenyl, a diphenylaminophenyl having an alkyl group substituted therein, or a diphenylaminophenyl having an alkoxy group substituted therein where the alkyl or the alkoxy has 1˜5 carbons;  
         3) And, wherein X is O, N, Se or S.  
       
     
     
         14 . A compound as claimed in  claim 13 , wherein the identical or different electron withdrawing groups of G1 and G2 except a case when both of G1 and G2 are cyano groups are materials selected independently from each other from cyano, acyl, alkylcabonyl, alkoxycarbonyl, nitroaryl, cyanoaryl, alkylsulfonyl, fluorsulfonyl, nitro, oxadiazoyl, thiadiazoyl, triazoyl, N-substituted triazoyl, benzoxazoyl, benzodiazoyl, or benzothiazoyl.  
     
     
         15 . A compound as claimed in  claim 13 , wherein the electron withdrawing groups of G1 and G2 interconnected with a molecular chain are materials selected from 1,3-indandione, 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-dioxane-4,6-dione, 2-isoxanzoline-5-one, 2-thiobarbituric acid, barbituric acid, 1,3 -dialkyl-2-thiobarbituric acid, 1,3-dialkyl-barbituric acid, pyrazolinone, isoxazolinone, oxindole, 2,4,6-triketohexahydropyrimidine, 2-thio-2,4-thiazolidinone, thianapthenone, 2-thio-2,5-thiazolidinedione, 2,4-thiazolidinedione, thiazolidinone, 4-thiazolinone, 1-amino-2-oxazolin4-one, 2,4-imidazolidinedione, 2-thio-2,4-imidazolidinedione, 2-imidazolin-5-one and furan-5-one.  
     
     
         16 . A compound as claimed in  claim 15 , wherein 1,3-indandione which is the electron withdrawing groups of G1 and G2 interconnected with a molecular chain has one or more than one selected from a substituted or unsubstituted alkyl group (with 1˜15 carbons), a alkoxy group(with 1˜15 carbons), a substituted or unsubstituted aryl group, a halogen group, an alkylsulfuric group(the alkyl with 1˜15 carbons), an arylsulfuric group, an alkylamino group (the alkyl with 1˜15 carbons), an arylamino group, and a cyano group, substituted therein.  
     
     
         17 . A compound as claimed in  claim 13 , wherein the G1 and G2 are an 1,3-indandione which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.  
     
     
         18 . A compound as claimed in  claim 13 , wherein the G1 and G2 are an 1,3dimethyl-barbituric acid which is electron withdrawing groups interconnected with a molecular chain, the R1 is a methyl group, and the R2 is —CH═CH-A1, where the A1 is 4-dimethylamino-phenyl.