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A benzofuran and acridine merged moiety, 5,5-dimethyl-5,13-dihydrobenzofuro[3,2-c]acridine (BFAc), and a benzothiophene and acridine combined moiety, 5,5-dimethyl-5,13-dihydrobenzothieno[3,2-c]acridine (BTAc), were developed as strong donor moieties of th
The present invention relates to anthracene derivatives which are represented by chemical formula 1 and have high brightness and improved lifespan properties by being included in a light emitting layer, and to an organic electroluminescent device comprising the same.COPYRIGHT KIPO 2017
Xanthone, thioxanthone, fluorenone, benzophenone, 2-benzoylpyridine, dibenzofuran, and dibenzothiophene were deprotonated using a base prepared in situ from MCl 2 ·TMEDA (M = Zn or Cd; TMEDA = N, N, N ′, N ′-tetramethylethylenediamine) and lithium 2,2,6,6-tetramethylpiperidide in a 1:3 ratio, as demonstrated by subsequent iodolysis. The different aryl halides were involved as partners in the N -arylation of pyrrolidin-2-one. In the presence of copper(I) iodide and tripotassium phosphate, and using dimethyl sulfoxide as solvent, the reactions could be performed in yields ranging from 40 to 70%. Most of the products were tested for their antimicrobial, antifungal, antioxidant, and cytotoxic (MCF-7) activity.
The present invention relates to a heterocyclic compound represented by chemical formula A, and an organic light-emitting device containing the same. The ring A, R11-R14, W, X, Y, and Z are the same as defined in the present specification. According to the present invention, the heterocyclic compound exhibits long lifespan and low voltage driving properties when used as a material for phosphorescent hosts.COPYRIGHT KIPO 2017
 
                                            
                                        dibenzofuran
 
                                ![4-Iododibenzo-[b,d]furan](/upload/2023/2/fb71b27f-04ad-45f5-bde3-0dfb00cd8a7d.png) 
                                            
                                        4-Iododibenzo-[b,d]furan
| Conditions | Yield | 
|---|---|
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                            for 4h;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                            for 2h;
                                                            
                                            
                                         | 91% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; hexane; 
                                            
                                            
                                            
                                                
                                                            at 20 ℃;
                                                            
                                                            for 2h;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; hexane; 
                                            
                                            
                                            
                                                
                                                Inert atmosphere;
                                                            
                                            
                                         | 90% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                toluene; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                            for 8h;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; toluene; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         | 75% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                            for 5h;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                            
                                         | 68.6% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 - 20 ℃;
                                                            
                                                            for 3h;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at 20 ℃;
                                                            
                                                            for 1h;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         | 67% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at -78 ℃;
                                                            
                                                            for 1h;
                                                            
                                                Inert atmosphere;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                                            at 20 ℃;
                                                            
                                                            for 24h;
                                                            
                                            
                                         | 60% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            at -10 - 40 ℃;
                                                            
                                                            for 20h;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            at -10 - 20 ℃;
                                                            
                                                            for 3h;
                                                            
                                            
                                         | 48% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            for 16h;
                                                            
                                                Reflux;
                                                            
                                                Schlenk technique;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            at -8 - 20 ℃;
                                                            
                                                            for 15h;
                                                            
                                                Schlenk technique;
                                                            
                                            
                                         | 42% | 
| 
                                            
                                                dibenzofuran; 
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            for 16h;
                                                            
                                                Inert atmosphere;
                                                            
                                                Schlenk technique;
                                                            
                                                Reflux;
                                                            
                                            
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                diethyl ether; hexane; 
                                            
                                            
                                            
                                                
                                                            at -8 - 20 ℃;
                                                            
                                                            for 15h;
                                                            
                                                Inert atmosphere;
                                                            
                                                Schlenk technique;
                                                            
                                            
                                         | 42% | 
| 
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; diethyl ether; iodine; 
                                            
                                            
                                                
                                            
                                            
                                                
                                            
                                         | |
| 
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    n-butyllithium; iodine; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                tetrahydrofuran; 
                                            
                                            
                                            
                                                
                                            
                                         | 
![2,3-diethynylbenzo[b]furan](/upload/2023/2/77451ba1-1504-4df5-9aea-5d272165a7ad.png) 
                                            
                                        2,3-diethynylbenzo[b]furan
 
                                ![4-Iododibenzo-[b,d]furan](/upload/2023/2/fb71b27f-04ad-45f5-bde3-0dfb00cd8a7d.png) 
                                            
                                        4-Iododibenzo-[b,d]furan
| Conditions | Yield | 
|---|---|
| 
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    hydrogen iodide; platinum(II) chloride; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; 
                                            
                                            
                                            
                                                
                                                            at 100 ℃;
                                                            
                                                            for 1h;
                                                            
                                            
                                         | 74% | 
 
                                dibenzofuran
 
                                chloroform
 
                                iodine
 
                                4-dibenzofurylboronic acid
 
                                (6-phenyldibenzo[b,d]furan-4-yl)boronic acid
 
                                2-(6-phenyldibenzo[b,d]furan-4-yl)pyridine
 
                                C45H30IrN3O
 
                                4-methyl-dibenzofuran
CAS:400607-04-7
Molecular Formula:C24H15Br
Molecular Weight:383.3
CAS:7293-45-0
CAS:571-57-3