61326-44-1

61326-44-1 - Names and Identifiers

Name	1,1,2,2-Tetrakis(4-bromophenyl)ethene
Synonyms	TBTPE Tetra(p-bromophenyl)ethene Tetrakis(4-bromophenyl)ethene 1,1,2,2-Tetrakis(4-bromophenyl)ethene 1,1,1,1-(Ethene-1,1,2,2-tetryl)tetrakis(4-bromobenzene)
CAS	61326-44-1

61326-44-1 - Physico-chemical Properties

Molecular Formula	C26H16Br4
Molar Mass	648.02
Density	1.750±0.06 g/cm3(Predicted)
Melting Point	251-252 °C(Solv: acetone (67-64-1))
Boling Point	575.1±45.0 °C(Predicted)
Storage Condition	2-8°C
Use	Tetra-(4-bromobenzene) ethylene is used as an olefin organic substance, which can be used as an intermediate in organic synthesis.

61326-44-1 - Uses and synthesis methods

Preparation

(1) Reflux: In a 250mL double-mouthed flask, add a certain amount of tetrastyrene and put it into the magnetic rotor. The side mouth of the flask is sealed with a rubber stopper and the black adhesive tape is wrapped tightly. In the fume hood, the flask is fixed on the iron rod of the magnetic stirrer, a three-way pipe is installed on the main mouth of the flask, a nozzle is connected with a bulb, and the other nozzle is connected with a gas receiving device, which contains saturated sodium thiosulfate solution. The grinding port connection parts are sealed with vacuum grease and reinforced with buckles. Open the magnetic stirrer, at a small speed, open the three-way tube, slowly inject a certain amount of bromine water with a syringe at the side of the flask, and immediately seal the pinhole with black tape. The outer wall of the flask is wrapped with tin foil and stirred for a certain period of time, during which the reaction process is tracked by the point plate.

(2) point plate: take trace amount of reaction mixture with disposable needle tube, dilute with THF, use petroleum ether-dichloromethane (20: 1) mixed solvent as developing agent, and use 2cm × 5cm silica gel plate for point plate test.

(3) when the reaction stops, the reaction device is converted into a reflux device, 120mL toluene is added into the reaction bottle, condensed water is introduced, heated, refluxed for 30min to remove bromine vapor.

(4) Concentration: Transfer the mixture in the reaction bottle to a rotary evaporation flask, connect a rotary evaporator, spin out part of the solvent, and concentrate to about 20mL.

(5) chromatographic separation: pour the prepared petroleum ether-dichloromethane (20: 1) mixed solvent into silica gel powder, stir into paste, transfer to chromatographic column, and exhaust bubbles. To be dripped to the surface of the silicone powder, slowly drip the concentrated mixture along the inner wall of the chromatographic column with a dropper. After adding, slowly add the developing agent. During the separation process, keep the liquid level of the developing agent higher than the top of the silicone powder. During the separation process, continuously point the plate to collect the first separated component.

(6) rotary steaming: collect the separated first component while rotary steaming to obtain a white solid.

(7) take out the solid, dry it in an oven at 70 ℃ for 24 hours, weigh it, and calculate the yield.

In the process of synthesizing tetra (4-bromophenyl) ethylene from tetraphenyl ethylene and bromine water, the material ratio and reaction time of the reactants tetraphenyl ethylene and bromine water have an impact on the yield of tetra (4-bromophenyl) ethylene. Through the control of the experimental conditions, the reaction yield is the highest when the material ratio of the reactant tetraphenylethylene to bromine water is 1 ∶ 10 and the reaction time reaches 16h.

overview

Tetra (4-bromophenyl) ethylene and its derivatives have easy formation, easy substitution and special AIE phenomenon. The research on Tetra (4-bromophenyl) ethylene at home and abroad has achieved good research results in many fields such as photochemistry, photophysics, materials chemistry, polymer chemistry, biochemistry and medicine. For example, tetra (4-bromophenyl) ethylene emits fluorescence under a typical non-emitting tetrastyrene core under coordinated curing in a rigid metal organic framework, by improving the substituted form of the benzene ring and expanding the basic set of other rotors The method of inducing luminescence is used to improve the fluorescence quantum yield of the organometallic framework based on tetraphenylethylene. Usually, tetraphenyl ethylene is used as raw material and reacts with bromine water under certain conditions to generate tetra (4-bromophenyl) ethylene, which improves the fluorescence performance of tetra (4-bromophenyl) ethylene.

Last Update：2024-04-10 22:29:15