Organic alloy for organic optoelectronic device, organic optoelectronic device, and display device

Abstract

Disclosed are an organic alloy for an organic optoelectric device that is an organic alloy of at least two kinds of organic compounds, the at least two kinds of organic compounds includes a first organic compound and a second organic compound, a difference between evaporation temperatures of the first organic compound and the second organic compound is less than or equal to about 20° C. at less than or equal to about 10−3 torr, and a light emitting wavelength of the organic alloy is different from light emitting wavelengths of the first organic compound, the second organic compound, and a simple mixture of the first organic compound and the second organic compound, and an organic optoelectric device and a display device including the organic alloy.

1 . An organic alloy for an organic optoelectric device, which is a material obtained by pre-treating at least two kinds of organic compounds, wherein:
 the at least two kinds of organic compounds includes a first organic compound and a second organic compound,   a difference between an evaporation temperature of the first organic compound and an evaporation temperature of the second organic compound is less than or equal to 20° C., as determined at a same pressure at less than or equal to 10 −3  torr,   the pre-treating includes heating the first organic compound and the second organic compound together to form a melted first organic compound and second organic compound and then cooling and solidifying the melted first organic compound and second organic compound to form the organic alloy, and   a maximum light emitting wavelength of the organic alloy in solid form is different from maximum light emitting wavelengths of the first organic compound, the second organic compound, and a simple mixture of the first organic compound and the second organic compound in solid form, the maximum light emitting wavelengths being determined at a same condition.   
     
     
         2 . The organic alloy of  claim 1 , wherein the difference between the evaporation temperature of the first organic compound and the evaporation temperature of the second organic compound is 0° C. to 10° C. at less than or equal to 10 −3  torr. 
     
     
         3 . The organic alloy of  claim 1 , wherein the maximum light emitting wavelength of the organic alloy is shifted greater than or equal to 20 nm compared with a maximum light emitting wavelength of the simple mixture of the first organic compound and the second organic compound. 
     
     
         4 . The organic alloy of  claim 1 , wherein the organic alloy has a color with a longer wavelength region than wavelength regions of the first organic compound, the second organic compound, and the simple mixture of the first organic compound and the second organic compound. 
     
     
         5 . The organic alloy of  claim 1 , wherein the organic alloy has a different melting point than melting points of the first organic compound, the second organic compound, and the simple mixture of the first organic compound and the second organic compound. 
     
     
         6 . The organic alloy of  claim 1 , wherein the organic alloy has a constant melting point. 
     
     
         7 . The organic alloy of  claim 1 , wherein the organic alloy is present as a solid or powder at room temperature. 
     
     
         8 . The organic alloy of  claim 1 , wherein the first organic compound and the second organic compound are included in the organic alloy in a mole ratio of 1:10 to 10:1. 
     
     
         9 . The organic alloy of  claim 1 , wherein the first organic compound and the second organic compound are included in the organic alloy in a mole ratio of 1:1. 
     
     
         10 . The organic alloy of  claim 1 , wherein the first organic compound has electron characteristics, and the second organic compound has hole characteristics. 
     
     
         11 . The organic alloy of  claim 1 , wherein:
 the first organic compound includes a compound represented by the following Chemical Formula 1, and   the second organic compound includes a compound represented by the following Chemical Formula 2:   
       
         
           
           
               
               
           
         
         in Chemical Formula 1, 
         Z is independently N or CR a , 
         at least one of Z is N, 
         R 1  to R 10  and R a  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof, 
         a total number of 6-membered rings substituting the triphenylene group in the Chemical Formula 1 is less than or equal to 6, 
         L is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group or a substituted or unsubstituted terphenylene group, 
         n1 to n3 are each independently 0 or 1, and 
         n1+n2+n3≥1, 
       
       
         
           
           
               
               
           
         
         in Chemical Formula 2, 
         Y 1  and Y 2  are each independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, 
         Ar 1  and Ar 2  are each independently substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and 
         R 11  to R 13  and R 43  to R 44  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C50 aryl group, a substituted or unsubstituted C2 to C50 heterocyclic group, or a combination thereof. 
       
     
     
         12 . The organic alloy of  claim 11 , wherein:
 the first organic compound is represented by Chemical Formula 1-1 or Chemical Formula 1-II:   
       
         
           
           
               
               
           
         
         in Chemical Formulae 1-I and 1-II, 
         Z is independently N or CR a , 
         at least one of Z is N, 
         R 1  to R 10  and R a  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof, 
         a total number of 6-membered rings substituting the triphenylene group is less than or equal to 6 in the above Chemical Formula 1-I and Chemical Formula 1-II, 
         L is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group or a substituted or unsubstituted terphenylene group, 
         n1 to n3 are each independently 0 or 1, and 
         n1+n2+n3≥1. 
       
     
     
         13 . The organic alloy of  claim 11 , wherein L of Chemical Formula 1 is a single bond, a substituted or unsubstituted phenylene group having an ortho—or meta-bonded structure, a substituted or unsubstituted biphenylene group having an ortho- or meta-bonded structure, or a substituted or unsubstituted terphenylene group having an ortho- or meta-bonded structure. 
     
     
         14 . The organic alloy of  claim 11 , wherein:
 L of Chemical Formula 1 is a single bond or a substituted or unsubstituted group of Group 1:   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         in Group 1, R 15  to R 42  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heterocyclic amine group, a substituted or unsubstituted C1 to C30 alkoxy group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof. 
       
     
     
         15 . The organic alloy of  claim 11 , wherein Ar 1  and Ar 2  of Chemical Formula 2 are each independently substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a combination thereof. 
     
     
         16 . An organic optoelectric device, comprising:
 an anode and a cathode facing each other,   at least one organic layer between the anode and the cathode,   wherein the at least one organic layer includes the organic alloy of  claim 1 .   
     
     
         17 . A display device comprising the organic optoelectric device of  claim 16 . 
     
     
         18 . An organic alloy of a first organic compound and a second organic compound, wherein:
 a maximum light emitting wavelength of the organic alloy is different from maximum light emitting wavelengths of the first organic compound, the second organic compound, and a simple mixture of the first organic compound and the second organic compound, the maximum light emitting wavelengths being determined at a same condition,   the organic alloy is obtained by heating the first organic compound and the second organic compound together to form a melted first organic compound and second organic compound and then cooling and solidifying the melted first organic compound and second organic compound to form the organic alloy,   the first organic compound is a compound of Group A, and   the second organic compound is a compound of Group B:   
       
         
           
           
               
               
           
         
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         19 . An organic optoelectric device, comprising:
 an anode and a cathode facing each other,   at least one organic layer between the anode and the cathode,   wherein the at least one organic layer includes the organic alloy of  claim 18 .   
     
     
         20 . A display device comprising the organic optoelectric device of  claim 19 .