A series of optically active bisbenzofuro[2,3-b:3',2'-e]pyridine (BBZFPy) derivatives was synthesized starting with the readily available (S)- and (R)-1,1'-bi-2-naphthols through a palladium-catalyzed multiple intramolecular C-H/C-H coupling as the key ring-closure step. The effect of terminal tert-butyl substituents on the BBZFPy skeleton was systematically investigated to uncover a unique aggregation-induced enhancement of CPL characteristics in the solid state. The crystal structures of the coupling products were also evaluated by single crystal X-ray analysis and the well-ordered intermolecular stacking arrangements appeared to be responsible for the enhanced CPL.

https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-32.pdf

Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3’,2’-e]pyridines (BBZFPys)

The invention discloses a red phosphorescent organic electroluminescent device, which comprises a light emitting layer, and is characterized in that the material of the light emitting layer comprises a main body material and a red phosphorescent dye doped in the main body material, wherein the main body material is a chemical compound with a structure selected from a formula I, a formula II and a formula III, the formula I, the formula II and the formula III are described in the specifications, in the formula I and the formula II, D is an electron-donating group, and in the formula III, one in R is cyan, another two are hydrogen radical, and the rest two are the same or different electron-donating groups. In the red phosphorescent organic electroluminescent device disclosed in the invention, the TADF material with a D-A-D-type fluorenone group, a dibenzothiophene sulfone group or a ftalodinitril group is used as the main material for the red phosphorescence to be used in the light emitting layer, and the device of the type can improve the efficiency and the service life, and the driving voltage of the device is reduced.

Red phosphorescent organic electroluminescent device

The invention discloses a bi-phenanthridine binol derivative and a preparation method thereof. The derivative has a structure as shown in a formula I. The bi-phenanthridine parallel naphthol derivative is characterized in intramolecular coupling ring-closing one-step reaction; in the formula, R is methyl, isopropyl or phenyl. The preparation method comprises the following steps: taking (S)-/(R)-binol[(S)-/(R)-BINOL] as a starting material, utilizing fuming nitric acid to lead in nitryl at a 6,6' site of (S)-/(R)-binaphthol, protecting phenolic hydroxyl through methyl iodide, reducing nitryl into amino by hydrazine hydrate under action of palladium on carbon, leading in a bromine atom to the ortho-position of the amino by NBS, generating Suzuki coupling reaction with phenylboronic acid, generating amidation reaction with acyl chloride, performing phosphorus oxychloride ring closing in the presence of phosphorus pentoxide to obtain a phenanthridine compound; and removing methyl under action of boron tribromide to obtain a target compound. The final compound realizes ring fusion of chiral binol and isoquinoline. The compound is expected to apply to the fields such as asymmetric catalysis, chiral recognition or organic photoelectric materials. The formula I is shown in the description.

Bi-phenanthridine binol derivative and preparation method thereof

The invention discloses an organic light emission diode device and application thereof. The device comprises a hole transport layer, a light emission layer and an electron transport layer. The material of the light emission layer of the device comprises a compound comprising a 1, 8-diazafluoran-9-one group, and the structural formula of the compound is shown in the general formula (1). According to the 1, 8-diazafluoran-9-one material, due to a small triplet and singlet energy difference, energy transfer between host and guest materials can be realized easily, energy that is originally lost in a heat form is easily available, the radiative transition efficiency of the light emission layer is enhanced, and the high efficiency of the device can be acquired more easily. Further, when a 1, 8-diazafluoran-9-one compound material is directly used as a doped material, or the 1, 8-diazafluoran-9-one compound serves as a host material, and a fluorescent material is selected as the doped material, light emission radiation of the doped material is acquired more easily, and a long service life of the material can be acquired more easily.

Organic light emission diode device and application thereof

The invention discloses fusion protein of a nano antibody and pseudomonas aeruginosa exotoxin and application. The fusion protein is formed through connecting the nano antibody with a targeting effector a variable region fragment thereof and the pseudomonas aeruginosa exotoxin in series. The invention further provides application of the fusion protein to preparation of a medicine for treating tumors. The fusion protein has good specificity and a killing effect on tumor antigens, has a protection effect on normal tissue cells and has a good clinical application prospect.

Fusion protein of nano antibody and pseudomonas aeruginosa exotoxin and application

The invention discloses double-furofluorenone and a derivative thereof. The double-furofluorenone adopts the structure as shown in the specification. The preparation method comprises the following steps: by taking 2,7-dihydroxy fluorenone as a raw material, enabling 2,7-dihydroxy fluorenone to react with bromo-acetadehyde diethylacetal so as to obtain ether, and performing direct ring closure by using polyphosphoric acid so as to obtain double-furofluorenone; by taking 2,7-dihydroxy fluorenone as a raw material, enabling 2,7-dihydroxy fluorenone to react with bromo-acetadehyde diethylacetal so as to obtain ether, reducing fluorenone by using a Huang-ming-long method, further enabling reaction with 1-bromohexane under the action of sodium hydride, and finally performing polyphosphoric acid ring closure, thereby obtaining 9,9-dihexyl double-furofluorenone. Due to the adoption of the compound disclosed by the invention, novel option can be provided for a predecessor of an organic field effect crystal tube material, and the range of an organic electroluminescence material is widened.

Double-furofluorenone as well as derivative and preparation method thereof

The invention discloses a chiral (S)-/(R)-1,1'-bisindolyl[a]binaphthol derivative and a preparation method The compound of the derivative has the following formula structure, wherein R is hydrogen or bromine The preparation method of the derivative comprises the following steps: taking S-/R-octahydro binaphthol as a raw material, and obtaining S-/R-5,5'-tetrahydronaphthone-6,6'-diphenol through DDQ (Dichloro-5,6-dicyano-1,4-benzoquinone) oxidation; then, taking potassium carbonate as alkali to react with iodomethane, and introducing methoxyl as the protecting group of a phenolic hydroxyl group; through a Fisher indole ring closure method, reacting with phenylhydrazine hydrochloride or p-bromophenylhydrazine hydrochloride to obtain S-/R-3,3'-dimethoxy-6,6',11,11'-tetralin-5H,5'H-4,4'-bi(benzo[a] carbazole) or S-/R-8,8'-dibromo-3,3'-dimethoxy-6,6',11,11'-tetralin-5H,5'H-4,4'-bi(benzo[a]carbazole); then, taking potassium hydroxide as alkali to react with bromoethane, and utilizing DDQ dehydrogenation and boron tribromide demethylation to realize a purpose that a carbazole ring or an indole ring is subjected to ring combination with chiral binaphthol According to one series of organic compounds, the range of organic optoelectronic materials and medical medicines is expanded The formula is shown in the specification

Chiral (S)-/(R)-1,1'-bis indolyl[a]binaphthol derivative and preparation method

The invention discloses a series of bis(benzofurano)[5,6-a;6',5'-c]phenazine derivatives, which are characterized by being produced through a coupling ring-closure one-step reaction, having a structural feather of C2 symmetry, and being represented as the following structure formula, wherein R is n-propyl group, n-butyl group, tert-butyl group, n-pentyl group, n-hexyl group, n-heptyl group or n-octyl group. The preparation method of the derivatives includes the steps of: 1) with 9,10-phenanthrenequinone as a raw material, performing bromination to obtain 3,6-dibromo-9,10-phenanthrenequinone; 2) performing a reduction reaction to obtain 3,6,9,10-tetramethoxylphenanthrene; 3) performing a reaction with acetonitrile as a solvent under the effect of ceric ammonium nitrate to produce 3,6-dimethoxyl-9,10-phenanthrenequinone; 4) performing NIS iodination to prepare 2,7-diiodo-3,6-dimethoxyl-9,10-phenanthrenequinone; 5) performing demethylation under the effect of boron tribromide to obtain 2,7-diiodo-3,6-dihydroxy-9,10-phenanthrenequinone; 6) performing a reaction under a carbonyl group protection effect of o-phenylenediamine to prepare 2,7-diiodo-3,6-dihydroxy substituted dibenzophenazine; and 7) performing a Sonogashira coupling reaction with alkyne under the effect of a palladium catalyst to obtain a coupling ring-closure one-step reaction target product. The compounds in the invention develop the range of organic photoelectric materials.

Bis(benzofurano)[5,6-a;6',5'-c]phenazine derivative and preparation method of same

CHIRAL 9,9'-BINAPHTHO[2,3-b]FURANS

The invention discloses (S)-/(R)-difurodinaphthalene as well as derivatives thereof and a preparation method. The compounds have two spatial configurations which are (S)-/(R)-, and in the structure, the site 2 of furan has substituent groups which are hydrogen, and linear or branched alkyl groups or phenyl groups of C4 or below. The preparation method comprises the following steps of: reacting (S)-/(R)-binaphthol as a raw material and potassium carbonate as alkali with iodomethane in acetone so as to obtain (S)-/(R)-2, 2'-dimethoxy-1, 1'-dinaphthalene; then carrying out diiodo-reaction of a product obtained in the previous step, removing protecting groups of phenolic hydroxyl groups, and esterifying with acetic anhydride, thus obtaining (S)-/(R)-3, 3'-diiodo-2, 2'-diacetoxy-1, 1'-dinaphthalene; carrying out Sonogashira coupled reaction of (S)-/(R)-3, 3'-diiodo-2, 2'-diacetoxy-1, 1'-dinaphthalene with alkyne under the catalysis action of palladium to obtain a series of (S)-/(R)-3, 3'-di(trimethylsilylacetylene, hexynyl or phenyl ethynyl)-2, 2'-diacetoxy-1, 1'- dinaphthalene; and finally under the action of cesium carbonate, carrying out ring closing reaction to obtain the (S)-/(R)-double furodinaphthalene and derivatives thereof. A series of compounds provided by the invention broaden the range of organic electroluminescence materials.

Bai Zhongsheng

Papers

Double-furofluorenone as well as derivative and preparation method thereof

Chiral (S)-/(R)-1,1'-bis indolyl[a]binaphthol derivative and preparation method

Bis(benzofurano)[5,6-a;6',5'-c]phenazine derivative and preparation method of same

CHIRAL 9,9'-BINAPHTHO[2,3-b]FURANS

(S)-/(R)-difurodinaphthalene as well as derivatives thereof and preparation method