USRE49118EExpiredUtility

Material for organic electroluminescence device and electroluminescence device employing the same

65
Assignee: IDEMITSU KOSAN COPriority: Dec 15, 2005Filed: Feb 28, 2020Granted: Jun 28, 2022
Est. expiryDec 15, 2025(expired)· nominal 20-yr term from priority
H05B 33/14Y10S428/917C09K 11/06H01L 51/0081H01L 51/5036H01L 51/0072H01L 51/0085H01L 51/0073H01L 51/0074H01L 51/0067H01L 51/0061H10K 85/6574H10K 85/6572H10K 50/125H10K 85/636H10K 85/324H10K 85/6576H10K 85/654H10K 85/342
65
PatentIndex Score
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Cited by
93
References
30
Claims

Abstract

A material for organic electroluminescence devices comprising a compound having a specific structure and an organic electroluminescence device comprising an organic thin film layer which comprises one layer or a plurality of layers comprising at least a light emitting layer and disposed between a cathode and an anode, wherein at least one layer in the organic thin film layer comprises the material for organic electroluminescence devices, are provided. The material provides the organic electroluminescence device exhibiting a great efficiency of light emission, having no defect pixels, exhibiting excellent heat resistance and having a long life.

Claims

exact text as granted — not AI-modified
The invention claimed is: 
     
       1. A material for organic electroluminescence devices, which comprises a compound represented by following general formula (3): 
       
         
           
           
               
               
           
         
         wherein:  
         R 1  to R 12  each independently represent
 hydrogen atom, 
 a halogen atom, 
 an alkyl group having 1 to 40 carbon atoms which may have substituents, 
 a heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, provided that the heterocyclic group is selected from the group consisting of 1-pyrrolyl group, 2-pyrrolyl group, 3-pyrrolyl group, pyrazinyl group, 2-pyridinyl group, 1-imidazolyl group, 2-imidazolyl group, 1-pyrazolyl group, 1-indolidinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 2-furyl group, 3-furyl group, 2-benzofuranyl group, 3-benzofuranyl group, 4-benzofuranyl group, 5-benzofuranyl group, 6-benzofuranyl group, 7-benzofuranyl group, 1-isobenzofuranyl group, 3-isobenzofuranyl group, 4-isobenzofuranyl group, 5-isobenzofuranyl group, 6-isobenzofuranyl group, 7-isobenzofuranyl group, 2-quinolyl group, 3-quinolyl group, 4-quinolyl group, 5-quinolyl group, 6-quinolyl group, 7-quinolyl group, 8-quinolyl group, 1-isoquinolyl group, 3-isoquinolyl group, 4-isoquinolyl group, 5-isoquinolyl group, 6-isoquinolyl group, 7-isoquinolyl group, 8-isoquinolyl group, 2-quinoxanyl group, 5-quinoxanyl group, 6-quinoxanyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, β-carbolin-1-yl, β-carbolin-3-yl, 62 -carbolin-4-yl, β-carbolin-5-yl, β-carbolin-6-yl, β-carbolin-7-yl, β-carbolin-8-yl, β-carbolin-9-yl, 1-phenanthridinyl group, 2-phenanthridinyl group, 3-phenanthridinyl group, 4-phenanthridinyl group, 6-phenanthridinyl group, 7-phenanthridinyl group, 8-phenanthridinyl group, 9-phenanthridinyl group, 10-phenanthfidinyl group, 1-acridinyl group, 2-acridinyl group, 3-acridinyl group, 4-acridinyl group, 9-acridinyl group, 1,7-phenanthrolin-2-yl group, 1,7-phenanthrolin-3-yl group, 1,7-phenanthrolin-4-yl group, 1,7-phenanthrolin-5-yl group, 1,7-phenanthrolin-6-yl group, 1,7-phenanthrolin-8-yl group, 1,7-phenanthrolin-9-yl group, 1,7-phenanthrolin-10-yl group, 1,8-phenanthrolin-2-yl group, 1,8-phenanthrolin-3-yl group, 1,8-phenanthrolin-4-yl group, 1,8-phenanthrolin-5-yl group, 1,8-phenanthrolin-6-yl group, 1,8-phenanthrolin-7-yl group, 1,8-phenanthrolin-9-yl group, 1,8-phenanthrolin-10-yl group, 1,9-phenanthrolin-2-yl group, 1,9-phenanthrolin-3-yl group, 1,9-phenanthrolin-4-yl group, 1,9-phenanthrolin-5-yl group, 1,9-phenanthrolin-6-yl group, 1,9-phenanthrolin-7-yl group, 1,9-phenanthrolin-8-yl group, 1,9-phenanthrolin-10-yl group, 1,10-phenanthrolin-2-yl group, 1,10-phenanthrolin-3-yl group, 1,10-phenanthrolin-4-yl group, 1,10-phenanthrolin-5-yl group, 2,9-phenanthrolin-1-yl group, 2,9-phenanthrolin-3-yl group, 2,9-phenanthrolin-4-yl group, 2,9-phenanthrolin-5-yl group, 2,9-phenanthrolin-6-yl group, 2,9-phenanthrolin-7-yl group, 2,9-phenanthrolin-8-yl group, 2,9-phenanthrolin-10-yl group, 2,8-phenanthrolin-1-yl group, 2,8-phenanthrolin-3-yl group, 2,8-phenanthrolin-4-yl group, 2,8-phenanthrolin-5-yl group, 2,8-phenanthrolin-6-yl group, 2,8-phenanthrolin-7-yl group, 2,8-phenanthrolin-9-yl group, 2,8-phenanthrolin-10-yl group, 2,7-phenanthrolin-1-yl group, 2,7-phenanthrolin-3-yl group, 2,7-phenanthrolin-4-yl group, 2,7-phenanthrolin-5-yl group, 2,7-phenanthrolin-6-yl group, 2,7-phenanthrolin-8-yl group, 2,7-phenanthrolin-9-yl group, 2,7-phenanthrolin-10-yl group, 1-phenazinyl group, 2-phenazinyl group, 1-phenothiazinyl group, 2-phenothiazinyl group, 3-phenothiazinyl group, 4-phenothiazinyl group, 10-phenothiazinyl group, 1-phenoxazinyl group, 2-phenoxazinyl group, 3-phenoxazinyl group, 4-phenoxazinyl group, 10-phenoxazinyl group, 2-oxazolyl group, 4-oxazolyl group, 5-oxazolyl group, 2-oxadiazolyl group, 5-oxadiazolyl group, 3-furazanyl group, 2-thienyl group, 3-thienyl group, 2-methylpyrrol-1-yl group, 2-methylpyrrol-3-yl group, 2-methylpyrrol-4-yl group, 2-methylpyrrol-5-yl group, 3-methylpyrrol-1-yl group, 3-methylpyrrol-2-yl group, 3-methylpyrrol-4-yl group, 3-methylpyrrol-5-yl group, 2-t-butylpyrrol-4-yl group, 3-(2-phenylpropyl)pyrrol-1-yl group, 2-methyl-1-indolyl group, 4-methyl-1-indolyl group, 2-methyl-3-indolyl group, 4-methyl-3-indolyl group, 2-t-butyl-1-indolyl group, 4-t-butyl-1-indolyl group, 2-t-butyl-3-indolyl group, 4-t-butyl-3-indolyl group, 1-dibenzofuranyl group, 2-dibenzofuranyl group, 3-dibenzofuranyl group, 4-dibenzofuranyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, and 4-dibenzosilolyl group; an alkoxyl group having 1 to 40 carbon atoms which may have substituents, 
 
         an aryl group having 6 to 60 carbon atoms which may have substituents, provided the aryl group is selected from the group consisting of phenyl group, 1-naphthyl group, 2-naphthyl group, phenanthryl group, 2-phenanthryl group, 3-phenanthryl group, 4-phenanthryl group, 9-phenanthryl group, 1-naphthacenyl group, 2-naphthacenyl group, 9-naphthacenyl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-tolyl group, m-tolyl group, p-tolyl group, p-t-butylphenyl group, p-(2-phenylpropyl)phenyl group, 3-methyl-2-naphthyl group, 4-methyl-1-naphthyl group, 4′-methylbiphenylyl group, 4″-t-butyl-p-terphenyl-4-yl group, o-cumenyl group, m-cumenyl group, p-cumenyl group, 2,3-xylyl group, 3,4-xylyl group, 2,5-xylyl group, and mesityl group;  
         an aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
         an aralkyl group having 7 to 60 carbon atoms which may have substituents, 
         an alkenyl group having 2 to 40 carbon atoms which may have substituents, 
         an alkylamino group having 1 to 40 carbon atoms which may have substituents, 
         an aralkylamino group having 7 to 60 carbon atoms which may have substituents,
 an alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 an arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 a ketoaryl group having 7 to 40 carbon atoms which may have substituents, 
 a halogenated alkyl group having 1 to 40 carbon atoms which may have substituents, or cyano group, 
 
         provided that each R 8  to R 12  do not represent
 an alkyl group having 1 to 40 carbon atoms which may have substituents, 
 an aralkyl group having 7 to 60 carbon atoms which may have substituents, 
 an alkenyl group having 2 to 40 carbon atoms which may have substituents, 
 or a halogenated alkyl group having 1 to 40 carbon atoms which may have substituents, or 
 a halogen atom; 
 
         provided that each R 1  to R 7  do not represent 1-dibenzofuranyl group, 2-dibenzofuranyl group, 3-dibenzofuranyl group, 4-dibenzofuranyl group;  
         at least one of R 8  to R 12  representing hydrogen atom represents the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, the aryl group having 6 to 60 carbon atoms which may have substituents, the aryloxyl group having 6 to 60 carbon atoms which may have substituents, the alkylamino group having 1 to 40 carbon atoms which may have substituents, the aralkylamino group having 7 to 60 carbon atoms which may have substituents, the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, the arylsilyl group having 8 to 40 carbon atoms which may have substituents, the ketoaryl group having 7 to 40 carbon atoms which may have substituents, or cyano group; and 
         the rest of R 8  to R 12  represent hydrogen atom, the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, the aryl group having 6 to 60 carbon atoms which may have substituents, the aryloxyl group having 6 to 60 carbon atoms which may have substituents, the alkylamino group having 1 to 40 carbon atoms which may have substituents, the aralkylamino group having 7 to 60 carbon atoms which may have substituents, the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, the arylsilyl group having 8 to 40 carbon atoms which may have substituents, the ketoaryl group having 7 to 40 carbon atoms which may have substituents, or cyano group;  
         adjacent groups among groups represented by R 1  to R 4 , and among groups represented by R 5  to R 7  and among groups represented by R 8  to R 12  may be bonded to each other to form a saturated or unsaturated cyclic structure, and adjacent groups among groups represented by R 8  to R 12  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and 
         X represents sulfur atom, oxygen atom or a substituted silicon atom represented by SiRaRb, Ra and Rb each independently representing an alkyl group having 1 to 40 carbon atoms, 
         provided that the compound excludes 1,3,5-tris(4-dibenzothiophenyl)benzene. 
       
     
     
       2. An organic electroluminescence device comprising a cathode, an anode and an organic thin film layer which comprises one layer or a plurality of layers comprising at least a light emitting layer and is disposed between the cathode and the anode, wherein at least one layer in the organic thin film layer comprises a material for organic electroluminescence devices described in  claim 1 . 
     
     
       3. An organic electroluminescence device according to  claim 2 , wherein the light emitting layer comprises a host material and a phosphorescent light emitting material, and the host material comprises a material for organic electroluminescence devices described in  claim 1 . 
     
     
       4. An organic electroluminescence device according to  claim 3 , wherein light emitted from the phosphorescent light emitting material has a peak wavelength of 500 nm or shorter. 
     
     
       5. An organic electroluminescence device according to  claim 3 , wherein the phosphorescent light emitting material is a compound having a metal selected from Er, Os and Pt. 
     
     
       6. An organic electroluminescence device according to  claim 3 , wherein the phosphorescent light emitting material is a light emitting material having one or more carbene ligands coordinated to a metal center. 
     
     
       7. An organic electroluminescence device according to  claim 2 , wherein the material for organic electroluminescence devices is a host material comprised in the light emitting layer of the organic electroluminescence device. 
     
     
       8. An organic electroluminescence device according to  claim 2 , wherein the material for organic electroluminescence devices is a material comprised in a hole transport layer of the organic electroluminescence device. 
     
     
       9. An organic electroluminescence device according to  claim 2 , wherein the material for organic electroluminescence devices is a material comprised in an electron transport layer or a hole blocking layer of the organic electroluminescence device. 
     
     
       10. An organic electroluminescence device according to  claim 2 , wherein a reducing dopant is added into an interfacial region of the cathode and the organic thin film layer. 
     
     
       11. An organic electroluminescence device according to  claim 2 , wherein an electron injection layer is disposed between the light emitting layer and the cathode, and the electron injection layer comprises a cyclic derivative having one or more nitrogen atoms as a main component. 
     
     
       12. An organic electroluminescence device according to claim 2, wherein R 1  to R 12  each independently represent hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group.  
     
     
       13. An organic electroluminescence device according to claim 2, wherein:
 the alkyl group represented by R 1  to R 12  is methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, neopentyl group, 1-methylpentyl group, 1-pentylhexyl group, 1-butylpentyl group, 1-heptyloctyl group, cyclohexyl group, cyclooctyl group, or 3,5-dimethylcyclohexyl group;   the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group; and   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group.    
     
     
       14. An organic electroluminescence device according to claim 2, wherein X represents oxygen atom.  
     
     
       15. An organic electroluminescence device according to claim 2, wherein X represents sulfur atom.  
     
     
       16. An organic electroluminescence device according to claim 2, wherein adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure.  
     
     
       17. An organic electroluminescence device according to claim 2, wherein all of R 1  to R 12  which may have substituents do not have substituents.  
     
     
       18. An organic electroluminescence device according to claim 2, wherein:
 one of R 1  to R 7  is
 the halogen atom, 
 the alkyl group having 1 to 40 carbon atoms which may have substituents, 
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the aralkyl group having 7 to 60 carbon atoms which may have substituents, 
 the alkenyl group having 2 to 40 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, 
 the halogenated alkyl group having 1 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R 1  to R 7  are hydrogen atom.    
     
     
       19. An organic electroluminescence device according to claim 2, wherein all of R 1  to R 7  are hydrogen atom.  
     
     
       20. An organic electroluminescence device according to claim 2, wherein:
 one of R 8  to R 12  is
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R R  to R 12  are hydrogen atom.    
     
     
       21. An organic electroluminescence device according to claim 2, wherein:
 R 1  to R 12  each independently represent hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group; and   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure.    
     
     
       22. An organic electroluminescence device according to claim 2, wherein:
 R 1  to R 12  each independently represent hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   all of R 1  to R 12  which may have substituents do not have substituents.    
     
     
       23. An organic electroluminescence device according to claim 2, wherein:
 R 1  to R 12  each independently represent hydrogen atom, an aryl group, or a heterocyclic group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   one of R 1  to R 7  is
 the halogen atom, 
 the alkyl group having 1 to 40 carbon atoms which may have substituents, 
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the aralkyl group having 7 to 60 carbon atoms which may have substituents, 
 the alkenyl group having 2 to 40 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, 
 the halogenated alkyl group having 1 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R 1  to R 7  are hydrogen atom.    
     
     
       24. An organic electroluminescence device according to claim 2, wherein:
 R 1  to R 12  each independently represent hydrogen atom, an aryl group, or a heterocyclic group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   all of R 1  to R 7  are hydrogen atom.    
     
     
       25. An organic electroluminescence device according to claim 2, wherein:
 the alkyl group represented by R 1  to R 12  is methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, neopentyl group, 1-methylpentyl group, 1-pentylhexyl group, 1-butylpentyl group, 1-heptyloctyl group, cyclohexyl group, cyclooctyl group, or 3,5-dimethylcyclohexyl group;   the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group; and   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure.    
     
     
       26. An organic electroluminescence device according to claim 2, wherein:
 the alkyl group represented by R 1  to R 12  is methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, neopentyl group, 1-methylpentyl group, 1-pentylhexyl group, 1-butylpentyl group, 1-heptyloctyl group, cyclohexyl group, cyclooctyl group, or 3,5-dimethylcyclohexyl group;   the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   all of R 1  to R 12  which may have substituents do not have substituents.    
     
     
       27. An organic electroluminescence device according to claim 2, wherein:
 the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   one of R 1  to R 7  is
 the halogen atom, 
 the alkyl group having 1 to 40 carbon atoms which may have substituents, 
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the aralkyl group having 7 to 60 carbon atoms which may have substituents, 
 the alkenyl group having 2 to 40 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, 
 the halogenated alkyl group having 1 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R 1  to R 7  are hydrogen atom.    
     
     
       28. An organic electroluminescence device according to claim 2, wherein:
 the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure; and   all of R 1  to R 7  are hydrogen atom.    
     
     
       29. An organic electroluminescence device according to claim 2, wherein:
 the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure;   all of R 1  to R 7  are hydrogen atom; and   one of R 8  to R 12  is
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R 8  to R 12  are hydrogen atom.    
     
     
       30. An organic electroluminescence device according to claim 2, wherein:
 the alkyl group represented by R 1  to R 12  is methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, neopentyl group, 1-methylpentyl group, 1-pentylhexyl group, 1-butylpentyl group, 1-heptyloctyl group, cyclohexyl group, cyclooctyl group, or 3,5-dimethylcyclohexyl group;   the aryl group represented by R 1  to R 12  is phenyl group, 1-naphthyl group, 2-naphthyl group, 9-phenanthryl group, 2-biphenylyl group, 3-biphenylyl group, 4-biphenylyl group, p-tolyl group, or 3,4-xylyl group;   the heterocyclic group represented by R 1  to R 12  is 2-pyridinyl group, 2-indolidinyl group, 3-indolidinyl group, 5-indolidinyl group, 6-indolidinyl group, 7-indolidinyl group, 8-indolidinyl group, 2-imidazopyridinyl group, 3-imidazopyridinyl group, 5-imidazopyridinyl group, 6-imidazopyridinyl group, 7-imidazopyridinyl group, 8-imidazopyridinyl group, 3-pyridinyl group, 4-pyridinyl group, 1-indolyl group, 2-indolyl group, 3-indolyl group, 4-indolyl group, 5-indolyl group, 6-indolyl group, 7-indolyl group, 1-isoindolyl group, 2-isoindolyl group, 3-isoindolyl group, 4-isoindolyl group, 5-isoindolyl group, 6-isoindolyl group, 7-isoindolyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3-dibenzo-thiophenyl group, 4-dibenzothiophenyl group, 1-dibenzosilolyl group, 2-dibenzosilolyl group, 3-dibenzosilolyl group, or 4-dibenzosilolyl group;   adjacent groups among groups represented by R 1  to R 4  and among groups represented by R 5  to R 7  are not bonded to each other, thereby failing to form a saturated or unsaturated cyclic structure;   all of R 1  to R 7  are hydrogen atom;   one of R 8  to R 12  is
 the heterocyclic group having 3 to 60 carbon atoms and having no skeleton structure of benzotriazole which may have substituents, 
 the aryl group having 6 to 60 carbon atoms which may have substituents, 
 the aryloxyl group having 6 to 60 carbon atoms which may have substituents, 
 the alkylamino group having 1 to 40 carbon atoms which may have substituents, 
 the aralkylamino group having 7 to 60 carbon atoms which may have substituents, 
 the alkylsilyl group having 3 to 20 carbon atoms which may have substituents, 
 the arylsilyl group having 8 to 40 carbon atoms which may have substituents, 
 the ketoaryl group having 7 to 40 carbon atoms which may have substituents, or 
 cyano group, and 
   the rest of R 8  to R 12  are hydrogen atom; and   X represents oxygen atom.

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