Organic electroluminescence device with organic compound layer containing lower than 500 ppm of a halogen-containing compound

Abstract

The invention is an organic electroluminescent device that comprises organic compound layer(s) including at least one organic emitting layer sandwiched between a pair of electrodes, wherein at least one organic compound layer is formed from an organic compound material having an impurity concentration of lower than 1000 ppm. The device has the advantages of applicability to lightweight, thin and low-voltage driving displays, good luminescent capacity attenuating little even in long-term driving operation, and good durability.

1 . A material for organic electroluminescent devices wherein the material is a phenylanthracene derivative having an impurity concentration of lower than 1000 ppm.  
     
     
         2 . A material for organic electroliiminescent devices wherein the material is selected from the group consisting of (a), (b), (c), (d), (e), (f) and (g) having an impurity concentration of lower than 1000 ppm:  
       
         
           
           
               
               
           
         
         wherein in (a), R 1  and R 2  may be the same or different and each independently represents an alkyl group, a cycloalkyl group, an aryl group, an alkenyl group, an alkoxy group, an aryloxy group, an amino group, or a heterocyclic group; r 1  and r 2  each is 0 or an integer of from 1 to 5; wherein when r 1  and r 2  each are an integer of 2 or more, the groups of R 1 's and R 2 's each may be the same or different, and R 1 's and R 2 's may be bonded to each other to form a ring; L 1  represents a single bond or an arylene group, and the arylene group may be interrupted by an alkylene group, —O—, —S— or —NR—, wherein R is an alkyl or aryl group;  
         wherein in (b), R 3  and R 4  may be the same or different, and each independently represents an alkyl group, a cycloalkyl group, an aryl group, an alkenyl group, an alkoxy group, an aryloxy group, an amino group, or a heterocyclic group; r 3  and r 4  each is 0 or an integer of from 1 to 5; wherein when r 3  and r 4  each are an integer of 2 or more, the groups of R 3 's and R 4 's each may be the same or different, and R 3 's and R 4 's may be bonded to each other to form a ring; L 2  represents a single bond or an arylene group, and the arylene group may be interrupted by an alkylene group, —O—, —S— or —NR—, wherein R indicates an alkyl or aryl group;  
         wherein in (c), A 1  to A 4  each independently represents an aryl group having from 6 to 16 carbon atoms, which aryl group may be substituted with a hydrogen atom, an alkyl group, an alkoxy group, an aryl group or an amino group; and A represents a single bond or an optionally-substituted arylene or polyarylene group;  
         wherein in (d), Ar represents an arylene or polyarylene group; R 5  to R 7  each represents a hydrogen atom, an alkyl group or an aryl group; and n is an integer of from 1 to 6;  
         wherein in (e), Ar 1  to Ar 4  each represents an aryl group, at least one of which is substituted with the following group:  
         
           
             
             
                 
                 
             
           
         
         wherein R 8  to R 10  each represents a hydrogen atom, an alkyl group, or an aryl group;  
         wherein in (f), Ar′, Ar″, X and Y each represent an aryl group; and  
         wherein in (g), Ar 5  to Ar 13  each represents an aryl group.  
       
     
     
         3 . The material for organic electroluminescent devices as claimed in  claim 1 , wherein the impurity is a halogen-containing compound.  
     
     
         4 . The material for organic electroluminescent devices as claimed in  claim 1 , wherein the impurity concentration is lower than 500 ppm.  
     
     
         5 . The material for organic electroluminescent devices as claimed in  claim 1 , wherein the material has been purified through sublimation.  
     
     
         6 . The material for organic electroluminescent devices as claimed in  claim 1 , wherein the material has been purified through recrystallization or reprecipitation, or through recrystallization combined with reprecipitation.  
     
     
         7 . The material for organic electroluminescent devices as claimed in  claim 2 , wherein the impurity is a halogen-containing compound.  
     
     
         8 . The material for organic electroluminescent devices as claimed in  claim 2 , wherein the impurity concentration is lower than 500 ppm.  
     
     
         9 . The material for organic electroluminescent devices as claimed in  claim 2 , wherein the material has been purified through sublimation.  
     
     
         10 . The material for organic electroluminescent devices as claimed in  claim 2 , wherein the material has been purified through recrystallization or reprecipitation, or through recrystallization combined with reprecipitation.