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An efficient synthesis of 2-(α-styryl)-2,3-dihydroquinazolin-4-ones and 3-(α-styryl)-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxides has been achieved in 39-94% yield through palladium-catalyzed cyclocondensation of aryl/vinyl iodides with allenamides 13-15 and 22, respectively. Base treatment of the N-tosylated products provides an easy access to 2-(α-styryl)quinazolin-4(3H)-ones and 3-(α-styryl)-1,2,4-benzothiadiazine-1,1-dioxides, hitherto unknown heterocycles. The method has been tested with phenyl substituted allenamides, applied for bis-heteroannulation, and used in the preparation of analogues of the natural product Luotonin F.
The invention discloses an organic compound based on heteroaryl amine structure and application thereof to an OLED (Organic Light Emitting Diode). The compound structurally contains heteroaryl and benzo-heteroaryl amine structures at the same time, has relatively shallow LUMO energy stage, relatively high glass transition temperature and molecular thermal stability; the absorption in the visible light field is low; the refractive index is high; after the organic compound is applied to the CPL layer of the OLED device, the light extraction efficiency of the OLED device can be effectively improved.
The present invention relates to a compound, an organic optoelectronic device including the same, and a display device including the organic optoelectronic device. Provided is a compound represented by following chemical formula 1. In the chemical formula 1, Ar1, Ar2, L1 to L4, n1 to n4, R1 to R6, and X1 are defined in the specification.
The present invention relates to a compound represented by chemical formula 1, an organic optoelectronic device comprising the same, and a display device comprising the organic optoelectronic device. In the chemical formula 1, L^1 to L^3 and R^1 to R^7 are the same as described in the specification.COPYRIGHT KIPO 2016
4-(4-bromophenyl)dibenzofuran
4-(dibenzo[b,d]furan-4-yl)benzeneamine
bis(4-(dibenzo[b,d]furan-4-yl)phenyl)amine
Conditions | Yield |
---|---|
With
tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate;
In
toluene;
at 105 ℃;
for 24h;
Inert atmosphere;
|
77.3% |
With
tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate;
In
toluene;
for 4h;
Reflux;
Inert atmosphere;
|
72% |
4-(dibenzo[b,d]furan-4-yl)benzeneamine
4-(4-chlorophenyl)dibenzo[b,d]furan
bis(4-(dibenzo[b,d]furan-4-yl)phenyl)amine
Conditions | Yield |
---|---|
With
tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate;
In
toluene;
at 20 ℃;
for 5h;
Inert atmosphere;
|
78% |
1,4-bromoiodobenzene
4-(4-bromophenyl)dibenzofuran
4-(dibenzo[b,d]furan-4-yl)benzeneamine
N,N-bis[4-(dibenzofuran-4-yl)phenyl]-4-amino-p-terphenyl
CAS:319906-45-1
Molecular Formula:C15H12BrI
Molecular Weight:399.06
CAS:868549-07-9