US2016141505A1PendingUtilityA1

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

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Assignee: SAMSUNG SDI CO LTDPriority: Oct 11, 2013Filed: Jun 17, 2014Published: May 19, 2016
Est. expiryOct 11, 2033(~7.3 yrs left)· nominal 20-yr term from priority
C23C 14/02H01L 51/0054C09K 11/06H01L 51/5012H01L 51/0072H01L 51/0067C09K 11/02C09K 2211/1088Y02E10/549C09K 2211/1092C09K 2211/1044H10K 85/10H10K 85/6572H10K 50/11C09K 2211/1007C09K 2211/1029C09K 2211/1011C09K 2211/1059H10K 85/615H10K 85/654H10K 85/622H10K 2101/10
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Claims

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.

Claims

exact text as granted — not AI-modified
1 . An organic alloy for an organic optoelectric device, which 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 20° C. at less than or equal to 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.   
     
     
         2 . The organic alloy of  claim 1 , wherein the difference between evaporation temperatures of the first organic compound and 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 a 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 a 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 those 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 (Tm) than those 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 (Tm). 
     
     
         7 . The organic alloy of  claim 1 , wherein the first organic compound and the second organic compound become liquid or vapor at an evaporation temperature. 
     
     
         8 . The organic alloy of  claim 1 , wherein the organic alloy is obtained by liquidating or gasifying the first organic compound and the second organic compound through heat-treatment at greater than or equal to evaporation temperatures thereof and solidifying them through cooling. 
     
     
         9 . The organic alloy of  claim 1 , wherein the organic alloy is present as a solid or powder at room temperature. 
     
     
         10 . The organic alloy of  claim 1 , wherein the first organic compound and the second organic compound are used in a mole ratio of 1:10 to 10:1. 
     
     
         11 . The organic alloy of  claim 1 , wherein the first organic compound and the second organic compound are used in a mole ratio of 1:1. 
     
     
         12 . The organic alloy of  claim 1 , wherein the first organic compound has electron characteristics, and the second organic compound has hole characteristics. 
     
     
         13 . The organic alloy of  claim 1 , wherein the first organic compound comprises at least one compound represented by the following Chemical Formula 1, and
 the second organic compound comprises at least one compound represented by the following Chemical Formula 2:   
       
         
           
           
               
               
           
         
         wherein, in the above 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 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, 
         the 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 independently 0 or 1, and 
         n1+n2+n3≦1, 
       
       
         
           
           
               
               
           
         
         wherein, in the above Chemical Formula 2, 
         Y 1  and Y 2  are 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 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 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. 
       
     
     
         14 . The organic alloy of  claim 13 , wherein the first organic compound is represented by the following Chemical Formula 1-I or Chemical Formula 1-II: 
       
         
           
           
               
               
           
         
         wherein, in the above Chemical Formula 1-I or 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 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, 
         the 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 independently 0 or 1, and 
         n1+n2+n3≧1. 
       
     
     
         15 . The organic alloy of  claim 13 , wherein the L of the above Chemical Formula 1 is a single bond, a substituted or unsubstituted phenylene group having a kink structure, a substituted or unsubstituted biphenylene group having a kink structure, or a substituted or unsubstituted terphenylene group having a kink structure. 
     
     
         16 . The organic alloy of  claim 13 , wherein the L of the above Chemical Formula 1 is a single bond or one selected from substituted or unsubstituted groups listed in the following Group 1: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in the Group 1, 
         R 15  to R 42  are 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. 
       
     
     
         17 . The organic alloy of  claim 13 , wherein the Ar 1  and Ar 2  of the above Chemical Formula 2 are 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. 
     
     
         18 . The organic alloy of  claim 13 , wherein the first organic compound is at least one of compounds listed in the following Group A, and
 the second organic compound is at least one of compounds listed in the following Group B:   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         19 . An organic optoelectric device, comprising
 an anode and a cathode facing each other,   at least one organic layer interposed between the anode and the cathode,   wherein the organic layer comprises the organic alloy of  claim 1 .   
     
     
         20 . A display device comprising the organic optoelectric device of  claim 19 .

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