Electroluminescent arrangement using doped blend systems

Abstract

Electroluminescent arrangements, composed of a substrate, an anode, an electroluminescent element and a cathode, at least one of the two electrodes being transparent in the spectral range and it being possible for the electroluminescent element to contain the following zones: a hole-injecting zone, hole-transporting zone, electroluminescent zone, electron-transporting zone and/or an electron-injecting zone, characterized in that the hole-injecting and/or hole-transporting zone contains an optionally substituted tris-1,3,5-(aminophenyl)benzene compound A) or a mixture thereof and the electroluminescent element optionally contains a further functionalized compound from the group consisting of the optionally hole-transporting materials, a luminescent material B) or a quinacridone derivative C), it being possible for the hole-injecting and hole-transporting zone to contain one or more further hole-transporting compounds in addition to the component A, at least one zone being present, it being possible for individual zones to be omitted and it being possible for the zone(s) present to perform several functions.

1 . An electroluminescent arrangement which comprises a substrate, an anode, an electroluminescent element, cathode and said anode or said cathode is transparent in the visible spectral range and the electroluminescent element contains at least one zone selected from the group consisting of: 
 (1) a hole-injecting zone,    (2) hole-transporting zone,    (3) electroluminescent zone,    (4) electron-transporting zone and    (5) electron-injecting zone,    and at least one quinacridone is present in at least one of said zones and with the proviso that if more than one zone is present then the zones would be in the following order of (1) to (5) providing that the zone is present.    
     
     
         2 . The electroluminescent arrangement as claimed in  claim 1 , wherein the quinacridone is a compound of the formula (IIIa)  
       
         
           
           
               
               
           
         
       
       in which 
 R 11 , R 12 , R 13  and R 14 , independently of one another, represent hydrogen, halogen, a substituted C 1 -C 15 -alkyl, unsubstituted C 1 -C 15 -alkyl, C 1 -C 16 -alkoxy, C 1 -C 16 -alkylthio, C 4 -C 8 -cycloalkyl, a substituted aryl, an unsubstituted aryl or arylalkyl, wherein the substituents are selected from the group consisting of  
 C 1 -C 15  alkyl, C 1 -C 15 -alkoxy, halogen, OH and C 6 -C 15 -aryl, and with the proviso that at least 2 radicals per outer phenyl ring are not simultaneously representing hydrogen and in addition it being possible for an alkylation to be present at the nitrogen atom, or  
 at least one adjacent R 11 , R 12 , R 13  and R 14 , with the atoms between them are joined together to form a ring  
 R 15  is hydrogen, unsubstituted C 1 -C 16 -alkyl, substituted C 1 -C 16 -alkyl, unsubstituted C 4 -C 8 -cycloalkyl or substituted C 4 -C 8 -cycloalkyl, and wherein the substituents are selected from the group consisting of C 1 -C 15  alkyl, C 1 -C 15 -alkoxy, halogen, OH and C 6 -C 15 -aryl.  
 
     
     
         3 . The electroluminescent arrangement as claimed in  claim 2 , wherein the quinacridone is a compound of the formula (IIIb)  
       
         
           
           
               
               
           
         
       
       in which 
 Z, independently in the two rings, is the atoms which complete a ring and  
 R 1  is hydrogen, C 1 -C 16 -alkyl or C 4 -C 8 -cycloalkyl.  
 
     
     
         4 . The electroluminescent arrangements according to  claim 1 , wherein the electroluminescent element further contains a transparent polymeric binder.  
     
     
         5 . The electroluminescent arrangements according to  claim 1 , wherein electroluminescent element further contains an aromatic tertiary amino compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       in which 
 R 2  is hydrogen, halogen, unsubstituted alkyl, or an alkyl substituted with an alkoxy, hydroxy or halogen,  
 R 3  and R 4 , independently of one another, are optionally substituted C 1 -C 10 -alkyl, alkoxycarbonyl-substituted C 1 -C 10 -alkyl, optionally substituted aryl,  
 optionally substituted aralkyl or optionally substituted cycloalkyl, wherein the substitutent are alkyl, alkoxy, hydroxy, aryl or halogen.  
 
     
     
         6 . The electroluminescent arrangement according to  claim 5 , wherein R 2  is hydrogen or C 1 -C 6 -alkyl, R 3  and R 4 , independently of one another, are C 1 -C 6 -alkyl, C 1 -C 4 -alkoxycarbonyl-C 1 -C 6 -alkyl, phenyl, naphthy, phenyl-C 1 -C 4 -alkyl, naphthyl-C 1 -C 4 -alkyl, cyclopentyl or cyclohexyl, each of which is optionally substituted by at least one C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy.  
     
     
         7 . The electroluminescent arrangement according to  claim 1 , which further comprises a tertiary amine selected from the group consisting of  
       
         
           
           
               
               
           
         
       
     
     
         8 . The electroluminescent arrangement according to  claim 1 , which further comprises a luminescent compound of the formula (II)  
       
         
           
           
               
               
           
         
       
       in which 
 Me represents a metal,  
 m is a number from 1 to 3  
 n is a number from 1 to 3 and  
 Z independently in the two forms, represents atoms which complete a nucleus which consists of at least of 2 fused rings.  
 
     
     
         9 . The electroluminescent arrangement according to  claim 7 , which further comprises a luminescent compound of the formula (II)  
       
         
           
           
               
               
           
         
       
       in which 
 Me represents a metal,  
 m is a number from 1 to 3  
 n is a number from 1 to 3 and  
 Z independently in the two forms, represents atoms which complete a nucleus which consists of at least of 2 fused rings and  
 wherein the electroluminescent element further contains a transparent polymeric binder.  
 
     
     
         10 . The electroluminescent arrangement according to  claim 1 , wherein the quinacridone compound is selected from the group consisting of  
       
         
           
           
               
               
           
         
       
     
     
         11 . The electroluminescent arrangement according to  claim 9 , wherein Me is a monovalent, divalent or trivalent metal which forms chelates.  
     
     
         12 . The electroluminescent arrangement according to  claim 9 , wherein said luminescent compound is oxine complexes (8-hydroxyquinoline complexes) of Al 3+ , Mg 2+ , In 3+ , Ca 2+ , Na +  or aluminiumtris(5-methyloxine) or gallium-tris(5-chloroquinoline) or rare earth metal complexes.  
     
     
         13 . The electroluminescent arrangement according to  claim 3 , wherein the transparent binder is selected from the group consisting of polycarbonates, polyester carbonates, copolymers of styrene, polysulphones, polymers based on monomers containing vinyl groups, polyolefins, cyclic olefin copolymers and phenoxy resins.  
     
     
         14 . The electroluminescent arrangement according to  claim 3 , wherein the transparent binder is styrene-acrylonitrile copolymer or styrene acrylates.  
     
     
         15 . The electroluminescent arrangement according to  claim 1 , wherein the sum of the amounts by weight trisaminophenyl benzene compound and luminscent material in the polymeric binder is in the range from about 0.2 to about 98% by weight (based on 100% by weight of trisaminophenyl benzene compound, quinacridone and luminscent material) and the weight ratio weight of trisaminophenyl benzene compound: luminscent material is between about 0.05 and about 20.  
     
     
         16 . The electroluminescent arrangement according to  claim 1 , wherein the electroluminescent element contains a further charge-transporting substance selected from the group consisting of the hole-conducting material and electron-conducting material.  
     
     
         17 . The electroluminescent arrangement according to  claim 1 , wherein the electroluminescent element consists of a one layer system.  
     
     
         18 . The electroluminescent arrangement according to  claim 1 , wherein the electroluminescent element consists essentially of a zone which contains an optionally substituted tris-1,3,5-(aminophenyl)benzene compound, aluminum salt of 8-hydroxquinoline (aluminum oxinate) and polyvinylcarbazole.  
     
     
         19 . An article which comprises the electroluminescent as claimed in  claim 1 .  
     
     
         20 . The article as claimed in  claim 19 , wherein said article is selected from the group consisting of illumination/backlighting display, information display, segment display and matrix display.