Platinum (II) Di (2-Pyrazolyl) Benzene Chloride Analogs and Uses

Abstract

Synthesis of platinum(II) di(2-pyrazolyl)benzene chloride and analogs includes forming a 1,3-di-substituted benzene including two aromatic five-membered heterocycles, and reacting the 1,3-di-substituted benzene with an acidic platinum-containing solution to form a luminescent platinum(II) complex. The luminescent platinum(II) complex is capable of emitting blue and white light and can be used as an emitter in a light emitting device.

1 . A luminescent compound comprising: 
       
         
           
           
               
               
           
         
         wherein 
       
       
         
           
           
               
               
           
         
         is an aromatic heterocycle, the six-membered aromatic ring is a phenyl or pyridinyl group, 
         and W is —Cl or 
       
       
         
           
           
               
               
           
         
       
     
     
         2 . The compound of  claim 1 , wherein 
       
         
           
           
               
               
           
         
         is selected from the group consisting of 
       
       
         
           
           
               
               
           
         
       
     
     
         3 . The compound of  claim 1 , wherein the compound comprises: 
       
         
           
           
               
               
           
         
       
     
     
         4 . The compound of  claim 1 , wherein the compound is phosphorescent. 
     
     
         5 . The compound of  claim 1 , wherein the compound is capable of emitting light in the blue range of the visible spectrum. 
     
     
         6 . The compound of  claim 1 , wherein the compound is capable of emitting white light. 
     
     
         7 . (canceled) 
     
     
         8 . A light emitting device comprising a luminescent compound comprising: 
       
         
           
           
               
               
           
         
         wherein 
       
       
         
           
           
               
               
           
         
         is an aromatic heterocycle, the six-membered aromatic ring is a phenyl or pyridinyl group, 
         and W is —Cl or 
       
       
         
           
           
               
               
           
         
       
     
     
         9 . The device of  claim 8 , wherein 
       
         
           
           
               
               
           
         
         is selected from the group consisting of 
       
       
         
           
           
               
               
           
         
       
     
     
         10 . The device of  claim 8 , wherein the compound is phosphorescent. 
     
     
         11 . The device of  claim 8 , wherein the compound is capable of emitting light in the blue range of the visible spectrum. 
     
     
         12 . The device of  claim 8 , wherein the compound is capable of emitting white light. 
     
     
         13 . The device of  claim 8 , wherein the compound comprises: 
       
         
           
           
               
               
           
         
       
     
     
         14 . The device of  claim 8 , wherein the device is an organic light emitting device. 
     
     
         15 . (canceled) 
     
     
         16 . A method of making a platinum(II) complex, the method comprising:
 (a) forming an aromatic 1,3-di-substituted six-membered ring, wherein each substituent is an aromatic five-membered heterocycle; and   (b) reacting the 1,3-di-substituted aromatic six-membered ring with an acidic platinum-containing solution to form the platinum(II) complex.   
     
     
         17 . The method of  claim 16 , wherein the aromatic five-membered heterocycles are pyrazolyl groups. 
     
     
         18 . The method of  claim 16 , wherein the aromatic five-membered heterocycles are selected from the group consisting of substituted pyrazolyl, imidazolyl, substituted imidazolyl, thiazolyl, and substituted thiazolyl groups. 
     
     
         19 . The method of  claim 18 , wherein an atom in the six-membered ring is bonded to a heteroatom in each heterocycle. 
     
     
         20 . The method of  claim 19 , wherein the six-membered ring is bonded to a nitrogen atom or a sulfur atom in each heterocycle. 
     
     
         21 . The method of  claim 16 , wherein the two aromatic heterocycles are the same. 
     
     
         22 . The method of  claim 16 , wherein the platinum(II) complex comprises a platinum atom bonded to a carbon atom and two nitrogen atoms. 
     
     
         23 . The method of  claim 16 , wherein the aromatic six-membered ring is benzyl group. 
     
     
         24 . The method of  claim 23 , wherein the platinum(II) complex is platinum(II) di(2-pyrazolyl)benzene chloride. 
     
     
         25 . The method of  claim 23 , wherein the benzene is fluorinated, difluorinated, or methylated. 
     
     
         26 . The method of  claim 16 , wherein the aromatic six-membered ring is a pyridinyl group.