- NOVEL ORGANIC COMPOUND AND MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME AND ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME
-
The present invention provides a novel organic compound represented by chemical formula 1, a material for an organic electroluminescent device including the organic compound, and an organic electroluminescent device. The present invention can improve thermal stability, color purity, and device life.
- -
-
-
- Scope of regioselective Suzuki reactions in the synthesis of arylpyridines and benzylpyridines and subsequent intramolecular cyclizations to azafluorenes and azafluorenones
-
The current investigation on regioselective Suzuki reactions of 2,3-dihalopyridines and 2-halo-3-halomethylpyridines yielded the unexplored synthesis of arylpyridines and benzylpyridines bearing synthetic handles for further functionalization. Indeed, the scope of intramolecular cyclizations of arylpyridines and benzylpyridines prepared in this study for the synthesis of azafluorenes and azafluorenones has been investigated.
- Laha, Joydev K.,Patel, Ketul V.,Saima,Pandey, Surabhi,Solanke, Ganesh,Vashisht, Vanya
-
supporting information
p. 16069 - 16074
(2018/10/04)
-
- Nitrogen introduction of spirobifluorene to form α-, β-, γ-, and δ-aza-9,9′-spirobifluorenes: New bipolar system for efficient blue organic light-emitting diodes
-
Four aza-9,9′-spirobifluorenes (aza-SBFs) with nitrogen atom at different positions of one fluorene moiety were synthesized to study the structure-properties relationships. α-Aza-SBF and β-aza-SBF possessed almost completely separated the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), while γ-aza-SBF and δ-aza-SBF showed overlapped HOMO and LUMO orbitals. The aza-SBFs showed excellent bipolar features and good thermal stabilities than those of SBFs. The maximum current efficiencies (CE) of α-, β-, γ-, and δ-aza-SBF-based OLEDs were 28.8, 24.9, 25.5, and 27.2 cd/A, respectively. Compared to the SBF, all of four aza-SBFs showed better devices performances. The CE and power efficiency (PE) of OLED based on α-aza-SBF was 28.8 cd/A and 22.6 lm/W, while the SBF-based OLED was only 12.3 cd/A and 8.2 lm/W. The maximum external quantum efficiency of α-aza-SBF-based OLED was 15.4%, which was 2.5 times than that of the SBF-based one (6.6%) due to introduction of nitrogen improving electron transporting. Novel materials based on these components and their potential applications in organic electronics were expected due to their excellent bipolar features.
- Wu, Peng,Zhu, Jun,Zhang, Zhen,Dou, Dehai,Wang, Hedan,Wei, Bin,Wang, Zixing
-
p. 185 - 191
(2018/04/17)
-
- Aza-spirobifluorene derivative and preparation method thereof
-
The invention discloses an aza-spirobifluorene derivative. The aza-spirobifluorene derivative is characterized by having a structural formula as shown in the specification, wherein only one of X1, X2, X3 and X4 is a nitrogen atom, and the other three are carbon atoms; and R is an aromatic or heterocyclic aromatic ring containing 6-60 carbon atoms. The aza-spirobifluorene derivative disclosed by the invention can be used as an illuminant material; the aza-spirobifluorene derivative can be independently used as an illuminating layer or doped dye for illuminating or can be formed into an exciplex with the other materials for illuminating; the aza-spirobifluorene derivative also has a carrier transporting capacity; and a group has a hole transmitting capacity and an electron transmitting capacity. The aza-spirobifluorene derivative provided by the invention can be prepared into an excellent amorphous film according to vacuum evaporation or solution methods (spin coating, printing, and the like). The aza-spirobifluorene derivative also has higher thermal stability and photo-stability.
- -
-
Paragraph 0087-0090; 0094
(2017/08/18)
-
- Intramolecular Acylation of Unactivated Pyridines or Arenes via Multiple C-H Functionalizations: Synthesis of All Four Azafluorenones and Fluorenones
-
An unprecedented intramolecular acylation of unactivated pyridines via multiple C(sp3/sp2)-H functionalizations of a methyl, hydroxymethyl, or aldehyde group has been developed providing a general access to all four azafluorenones. The application of this protocol is further demonstrated to the synthesis of azafluorenone related fused nitrogen heterocycles and fluorenones. In addition, design and synthesis of a novel fluorene based organic emitter for potential use in organic light emitting devices (OLEDs) is also reported.
- Laha, Joydev K.,Jethava, Krupal P.,Patel, Sagarkumar,Patel, Ketul V.
-
-
- Intramolecular Minisci acylation under silver-free neutral conditions for the synthesis of azafluorenones and fluorenones
-
Despite its synthetic potential, intramolecular acylation by the Minisci reaction remains unexplored. The development of a new intramolecular Minisci acylation under silver-free neutral conditions providing access to azafluorenones and fluorenones is described. Distinct from the current literature known approaches for Minisci acylation, the report described herein features a method that: (a) avoids the use of silver that is invariably used in Minisci acylation, (b) does not require any acidic conditions for the activation of pyridines, and (c) shows tolerance to functional groups under neutral conditions.
- Laha, Joydev K.,Patel, Ketul V.,Dubey, Gurudutt,Jethava, Krupal P.
-
p. 2199 - 2210
(2017/03/20)
-
- On the mechanism of the metalation of 2-(pyridin-3-yl)benzoic acid derivatives
-
The mechanism of the metalation of 2-(pyridin-3-yl)benzoic acid derivatives with strong bases is discussed.
- Tilly, David,Castanet, Anne-Sophie,Mortier, Jacques
-
p. 1121 - 1123
(2007/10/03)
-
- 9-Hydroxyazafluorenes and their use in thrombin inhibitors
-
Optimization of a previously reported thrombin inhibitor, 9-hydroxy-9-fluorenylcarbonyl-L-prolyl-trans-4-aminocyclohexylmethylamide (1), by replacing the aminocyclohexyl P1 group provided a new lead structure, 9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-aminomethyl-5-chlorobenzylamide (2), with improved potency (Ki = 0.49 nM for human thrombin, 2× APTT = 0.37 μM in human plasma) and pharmacokinetic properties (F = 39%, iv T1/2 = 13 h in dogs). An effective strategy for reducing plasma protein binding of 2 and improving efficacy in an in vivo thrombosis model in rats was to replace the lipophilic fluorenyl group in P3 with an azafluorenyl group. Systematic investigation of all possible azafluorenyl P3 isomers and azafluorenyl-N-oxide analogues of 2 led to the identification of an optimal compound, 3-aza-9-hydroxyfluoren-9(R)-ylcarbonyl-L-prolyl-2-aminomethyl-5- chlorobenzylamide (19b), with high potency (Ki = 0.40 nM, 2× APTT = 0.18 μM), excellent pharmacokinetic properties (F = 55%, T 1/2 = 14 h in dogs), and complete efficacy in the in vivo thrombosis model in rats (inhibition of FeCl3-induced vessel occlusions in six of six rats receiving an intravenous infusion of 10 μg/kg/min of 19b). The stereochemistry of the azafluorenyl group in 19b was determined by X-ray crystallographic analysis of its N-oxide derivative (23b) bound in the active site of human thrombin.
- Stauffer, Kenneth J.,Williams, Peter D.,Selnick, Harold G.,Nantermet, Philippe G.,Newton, Christina L.,Homnick, Carl F.,Zrada, Matthew M.,Lewis, S. Dale,Lucas, Bobby J.,Krueger, Julie A.,Pietrak, Beth L.,Lyle, Elizabeth A.,Singh, Rominder,Miller-Stein, Cynthia,White, Rebecca B.,Wong, Bradley,Wallace, Audrey A.,Sitko, Gary R.,Cook, Jacquelyn J.,Holahan, Marie A.,Stranieri-Michener, Maria,Leonard, Yvonne M.,Lynch Jr., Joseph J.,McMasters, Daniel R.,Yan, Youwei
-
p. 2282 - 2293
(2007/10/03)
-
- Synthesis and metallation of 2-(pyridyl)benzoic acids and ethyl 2-(pyridyl)benzoates: A new route to azafluorenones
-
The ring deprotonation of 2-(2- and 4-pyridyl)benzoic acids using lithium dialkylamides in THF at rt, and the in situ cyclization afforded 4- and 2-azafluorenones, respectively. 1-Azafluorenone was obtained from ethyl 2-(3-pyridyl)benzoate using a similar protocol.
- Rebstock, Anne-Sophie,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy
-
p. 4973 - 4977
(2007/10/03)
-
- Synthetic Routes to Indenopyridine Analogues of Morphactins
-
Investigation of a number of synthetic routes to aza analogues of Morphactins led to the synthesis of (RS)-methyl 5H-5-hydroxyindenopyridine-5-carboxylate (6e) and the corresponding carboamide, 6f.
- Braven, J.,Hanson, R. W.,Smith, N. G.
-
p. 1051 - 1056
(2007/10/02)
-
- 2-(aza-9-fluorenonyl)carbapenem antibacterial agents
-
Carbapenems of the formula STR1 wherein a suitably substituted aza-9-fluorenone is attached at the 2-position of the carbapenem are useful antibacterial agents.
- -
-
-
- α,α-disubstituted aromatics and heteroaromatics as cognition enhancers
-
Cognitive defeciencies or neurological dysfunction in mammals are treated with α,α-disubstituted aromatic or heteroaromatic compounds. The compounds have the formula: STR1 or a salt thereof wherein X and Y are taken together to form a saturated or unsaturated carbocyclic or heterocyclic first ring and the shown carbon in said ring is α to at least one additional aromatic ring or heteroaromatic ring fused to the first ring; one of Het1 is 2, 3 or 4-pyridyl or 2, 4, or 5-pyrimidinyl and the other is selected from (a) 2, 3, or 4-pyridyl, (b) 2, 4, or 5-pyrimidinyl, (c) 2-pyrazinyl, (d) 3, or 4-pyridazinyl, (e) 3, or 4-pyrazolyl, (f) 2, or 3-tetrahydrofuranyl, and (g) 3-thienyl.
- -
-
-
- ARYLATION, ALKYLATION, REDUCTION, AND PYROLYSIS OF 1H-1-METHYLINDENOPYRIDINE
-
Nucleophilic substitution (phenylation with phenyl lithium) of 1H-1-methylindenopyridine occurred at the C(2) and C(4) positions, and electrophilic substitution (methylation and benzylation with halogen derivatives) at C(9).Reduction of the starting anhydrobases gave 1-methyl-1,2,3,9a-tetrahydro-1-azafluorene, and pyrolysis gave 1-azafluorene and 1-azafluorenone.
- Soldatenkov, A. T.,Bagdadi, M. V.,Fedorov, V. O.,Prostakov, N. S.
-
p. 980 - 982
(2007/10/02)
-
- TRANSFORMATIONS OF N-ACETYL(AROYL)-1-AZAFLUORENIUM CHLORIDES TO GIVE 9-α-HYDROXYETHYLIDENE(ARYLIDENE)-1-AZAFLUORENES
-
N-Acetyl(benzoyl)-1-azafluorenium chlorides were converted to 9-acetyl(benzoyl)-1-azafluorenes, which exist in the enol form, when they were treated with triethylamine in benzene in the presence of boron trifluoride etherate.The first step in the rearrang
- Soldatenkov, A.T.,Bagdadi, M.V.,Romero, R.M.,Fomichev,A.A.,Prostakov, N.S.
-
p. 890 - 893
(2007/10/02)
-
- 9-ARYLIDENE-1-AZAFLUORENES
-
In the condensation of 1-azafluorene with aromatic aldehydes having electron-donating or electron-withdrawing substituents in the benzene ring the Z and E isomers of 9-arylidene-1-azafluorene are formed.It is suggested that the Z isomers exist in the form
- Prostakov, N. S.,Fedorov, V. O.,Soldatenkov, A. T.
-
p. 2031 - 2033
(2007/10/02)
-