On January 8, 2015, Stoessel, Philipp; Joosten, Dominik; Koenen, Nils published a patent.Reference of 6-(tert-Butyl)pyridin-3-amine The title of the patent was Polycyclic nitrogen heterocyclic compounds as semiconducting materials for components of organic electronic devices. And the patent contained the following:
Polycyclic nitrogen heterocycles I (1, X = methyne, N; E = bivalent group, forming 5- or 6-membered condensed ring; Y = O, S, 1,2-ethenediyl, imino, borylene, silylene CO, alkenylidene, SO, SO2, 1,2-ethanediyl, phosphinidene, phosphinylidene; R = H, D, halo, amino, CN, NO2, OH, CO2H, carbamoyl, silyl, boryl, acyl, phosphinyl, sulfinyl, sulfonyl, sulfo, C1-20 alkyl, alkoxy, alkylthio, alkenyl, alkynyl; R1 = R or R1-R1 = bond) and their cyclometalated platinum and iridium complexes [M(L)n(L1)m] (2, M = Ir, Pd, Pt, Os, Re; L1 = auxiliary ligand), useful as organic semiconducting materials for manufacturing of charge-transporting and charge-injecting layers in organic semiconductor devices, preferably, in organic light-emitting devices (OLEDs) and featuring glass transition temperature at least 110°, were prepared by heterocyclization of aromatic aldehydes with aromatic amines and alkenes with optional subsequent cyclometalation and complexation with protonated ligands HpL1. In an example, Povarov reaction of 500 mmol of aniline with 550 mmol of benzaldehyde and 1 mol of norbornene in 1300 mL of CH2Cl2 catalyzed with 100 mmol of BF3·OEt2 for 40 h at reflux with subsequent oxidation by 5 mol of MnO2 for 16 h at reflux in 1000 mL of 1,2-dichlorobenzene under water separation gave the invented compound (1a, shown as I, E = CH:CHCH:CH, X = CH, Y = CH2, R = R1 = H) with 56% yield. The present invention relates to compounds having polycyclic structural units and to electronic devices, in particular organic electroluminescent devices, containing said compounds The experimental process involved the reaction of 6-(tert-Butyl)pyridin-3-amine(cas: 39919-70-5).Reference of 6-(tert-Butyl)pyridin-3-amine
The Article related to nitrogen heterocyclic compound preparation povarov cyclization cycloalkene aldehyde amine, heterocyclic polycyclic aromatic nitrogen preparation component organic electronic device, organic semiconductor nitrogen heterocycle host hole electron transporter, metallacyclic complex iridium platinum nitrogen heterocycle preparation electroluminescence and other aspects.Reference of 6-(tert-Butyl)pyridin-3-amine