US2019198772A1PendingUtilityA1

Compound for organic optoelectronic device, composition for organic optoelectronic device and organic optoelectronic device and display deivce

Assignee: SAMSUNG SDI CO LTDPriority: Jun 22, 2017Filed: Feb 26, 2019Published: Jun 27, 2019
Est. expiryJun 22, 2037(~10.9 yrs left)· nominal 20-yr term from priority
C07D 405/14H01L 51/0067H01L 51/5016H01L 51/0072H01L 51/0073H10K 2101/10H10K 85/6574H10K 85/654H10K 85/342H10K 50/11H10K 2101/90H10K 85/6572
64
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Claims

Abstract

In Chemical Formula 1, each substituent is the same as defined in the specification.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A compound for an organic optoelectronic device, the compound being represented by Chemical Formula 1: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1, 
         R 1  to R 4  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, 
         n is 0, 
         Ar 1  and Ar 2  are each independently a substituted or unsubstituted C6 to C30 aryl group or a group represented by Chemical Formula A, provided that at least one of Ar 1  and Ar 2  is a group represented by Chemical Formula A: 
       
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula A, 
         X 1  is O or S, 
         R 5  to R 7  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, and 
         * is a linking point. 
       
     
     
         2 . The compound for an organic optoelectronic device of  claim 1 , wherein Chemical Formula 1 is represented by Chemical Formula 1-1: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-1, 
         R 1  to R 4  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, 
         Ar 1  and Ar 2  are each independently a substituted or unsubstituted C6 to C30 aryl group or a group represented by Chemical Formula A, provided that at least one of Ar 1  and Ar 2  is a group represented by Chemical Formula A: 
       
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula A, 
         X 1  is O or S, 
         R 5  to R 7  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, and 
         * is a linking point. 
       
     
     
         3 . The compound for an organic optoelectronic device of  claim 1 , wherein one of Ar 1  and Ar 2  is the group represented by Chemical Formula A and the other of Ar 1  and Ar 2  is a substituted or unsubstituted C6 to C30 aryl group. 
     
     
         4 . The compound for an organic optoelectronic device of  claim 1 , wherein Ar 1  and Ar 2  are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, or the group represented by Chemical Formula A. 
     
     
         5 . The compound for an organic optoelectronic device of  claim 1 , wherein Ar 1  and Ar 2  are each independently one of groups of Group I:
 [Group I]   
       
         
           
           
               
               
           
         
         wherein, in Group I, * is a linking point. 
       
     
     
         6 . The compound for an organic optoelectronic device of  claim 1 , the compound being one of the compounds of Group 1:
 [Group 1]   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         7 . A composition for an organic optoelectronic device, comprising
 the first compound for an organic optoelectronic device of  claim 1 ; and   a second compound for an organic optoelectronic device represented by Chemical Formula 2; or a combination of Chemical Formula 3 and Chemical Formula 4:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 2, 
         Y 1  and Y 2  are each independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, 
         L 1  and L 2  are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         R a  and R 8  to R 11  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and 
         m is 0, 1, or 2; 
       
       
         
           
           
               
               
           
         
         wherein, in Chemical Formulae 3 and 4, 
         Y 3  and Y 4  are each independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, 
         adjacent two *'s of Chemical Formula 3 are bonded with Chemical Formula 4, 
         other adjacent two *'s of Chemical Formula 3 not being bonded with Chemical Formula 4 * are each independently C-L a -R b , 
         L a , L 3 , and L 4  are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, and 
         R b  and R 12  to R 15  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group. 
       
     
     
         8 . The composition for an organic optoelectronic device of  claim 7 , wherein:
 the second compound is represented by Chemical Formula 2,   Chemical Formula 2 is one of structures of Group II, and   *-L 1 -Y 1  and *-L 2 -Y 2  are one of substituents of Group III:   [Group II]   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         [Group III] 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in Group II and Group III, * is a linking point. 
       
     
     
         9 . The composition for an organic optoelectronic device of  claim 8 , wherein:
 Chemical Formula 2 is represented by Chemical Formula C-8 or Chemical Formula C-17 of Group II, and   *-L 1 -Y 1  and *-L 2 -Y 2  are selected from Group III.   
     
     
         10 . The composition for an organic optoelectronic device of  claim 9 , wherein *-L 1 -Y 1  and *-L 2 -Y 2  are each independently selected from B-1, B-2, and B-3 of Group III. 
     
     
         11 . The composition for an organic optoelectronic device of  claim 7 , wherein:
 the second compound is represented by Chemical Formula 2, and   Chemical Formula 2 is represented by Chemical Formula 2A:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 2A, 
         Y 1  and Y 2  are each independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, 
         L 1  and L 2  are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, and 
         R 8  to R 11  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group. 
       
     
     
         12 . The composition for an organic optoelectronic device of  claim 7 , wherein:
 the second compound is represented by a combination of Chemical Formula 3 and Chemical Formula 4, and   the second compound represented by a combination of Chemical Formula 3 and Chemical Formula 4 is represented by Chemical Formula 3C:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 3C, 
         Y 3  and Y 4  are each independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, 
         U 1  to U 4 , L 3  and L 4  are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, and 
         R b1  to R b4  and R 12  to R 15  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group. 
       
     
     
         13 . The composition for an organic optoelectronic device of  claim 12 , wherein:
 Y 3  and Y 4  are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and   R b1  to R b4  and R 12  to R 15  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.   
     
     
         14 . The composition for an organic optoelectronic device of  claim 12 , wherein Y 3  and Y 4  are each independently selected from substituents of Group IV:
 Group [IV]   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in Group IV, 
         * is a linking point with L 3  and L 4 . 
       
     
     
         15 . The composition for an organic optoelectronic device of  claim 7 , wherein:
 the first compound for an organic optoelectronic device is represented by Chemical Formula 1-1, and   the second compound for an organic optoelectronic device is represented by Chemical Formula 2A or Chemical Formula 3C:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-1, 
         R 1  to R 4  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, and 
         Ar 1  and A 2  are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group or a group represented by Chemical Formula A, provided that one of Ar 1  and Ar 2  is the group represented by Chemical Formula A: 
       
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula A, 
         X 1  is O or S, 
         R 5  to R 7  are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C6 alkyl group, or a substituted or unsubstituted phenyl group, and 
         * is a linking point; 
       
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 2A and Chemical Formula 3C, 
         Y 1  to Y 4  are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, 
         L 1  to L 4 , L a1  and L a2  are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, and 
         R b1 , R b2 , and R 8  to R 15  are each independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group. 
       
     
     
         16 . An organic optoelectronic device, comprising
 an anode and a cathode facing each other, and   at least one organic layer disposed between the anode and the cathode,   wherein the organic layer includes a light emitting layer, and   the light emitting layer includes the compound for an organic optoelectronic device of  claim 1 .   
     
     
         17 . A display device comprising the organic optoelectronic device of  claim 16 . 
     
     
         18 . An organic optoelectronic device, comprising:
 an anode and a cathode facing each other,   at least one organic layer disposed between the anode and the cathode,   wherein the organic layer includes a light emitting layer, and   the light emitting layer includes the composition for an organic optoelectronic device of  claim 7 .   
     
     
         19 . A display device comprising the organic optoelectronic device of  claim 18 .

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