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Preparation Of Fluorene Compounds
May 31, 2017

Fluorene is a compound having a polycyclic aromatic hydrocarbon structure which is aromatic. In 1867 Berthelot for the first time in the coal tar found in the presence of fluorene, fluorene as the main component of coal tar, China has a more abundant fluorene resources. The application of fluorene derivatives Fluorene derivatives in materials, chemicals, medicine and other fields have a wide range of applications.

Carbazole-fluorene compounds, which comprises reacting biphenyltriazene in a solvent under the action of an acid, and after the reaction is complete, the fluorene compounds is obtained by simple post-treatment. The preparation method adopts a series of fluorene compounds by using triazene biphenyl as substrate and acid as a catalyst to activate the sp3 carbon-hydrogen bond activation process by carbon cation, which avoids the use of transition metal catalyst and reduces the Production costs, at the same time, the reaction in the liquid phase, with important industrial value.

Carbazole - fluorene compounds and their synthesis methods, which belong to the field of carbazole compounds. The present invention solves the technical problem of poor thermal stability of the existing carbazole compounds. The structural formula of the carbazole-fluorene compounds of the present invention is shown in Fig. The present invention is mainly made by Suzuki coupling reaction and Cadogan cyclization reaction method. The melting point of the carbazole-fluorene compounds of the invention is 256.3 ~ 256.9 ℃, and the thermal stability is better. The thermal stability is better than that of 2- (2-nitrophenyl) -9,9-dimethylfluorene (melting point: 141.8 ° C). The method has the advantages of mild reaction condition and simple method.

Fluorene polymers are a class of blue polymer luminescence, widely used in polymer flat (PLEDs), solar cells, biological and chemical sensors and other fields. The aggregation effect between the polyfluorene molecules or the formation of interchain oligomers has a large smearing phenomenon, that is, the color purity and the luminous color stability are poor. , A lot of work has been done around the modification and modification of polyfluorene molecules, and the polymer luminescence of polyfluorene derivatives has been synthesized. The introduction of alkyl side chains at the 9-position of fluorene allows the polymers to have good solubility and workability, and is a promising polymer. (A) and carboxyl groups (A) containing different alkyl chains (-C4H9, -C8H17, -C14H29) were synthesized from fluorene as raw materials and two different synthetic routes. Synthesis of alkylfluorene (B): R = -C4H9, -C8H17, -C14H29A A: The bromination of the 2 and 7 of the fluorene is first carried out and then the alkylation is carried out at the 9th position. When the bromoalkylfluorene is synthesized, the reaction is carried out under different reaction conditions, TEBA, tetrabutylammonium bromide phase transfer catalyst, toluene, DMSO and THF, 50% NaOH and potassium t-butoxide as activators. A synthesis route two: first fluorene 9-alkylation reaction, and then 2 and 7 bromination reaction. 9 alkylation reaction, under different reaction conditions, n-butyllithium and sodium t-butoxide activator. Grignard reaction and n-butyllithium activation reaction. 1HNMR and IR were used to characterize the structure, and the UV and fluorescence detection methods were discussed. For example, the number of alkyl chains at the 9-position of fluorene was shorter and the maximum UV absorption wavelength was. The linked alkyl chain weakened the conjugation of fluorene, resulting in a blue shift of the maximum UV absorption wavelength, the longer the chain, the greater the relative blue shift. The increase of the length of the alkyl chain at the 9-position of fluorene has little effect on the maximum absorption wavelength of the fluorescence, and the increase of the chain length increases with the increase of the chain length and the increase of the chain length. Off. The synthesis of the 9,9-dialkyl-2,7-dibromofluorene is influenced by the reaction conditions and the yield of the product, which is followed by bromination of fluorene followed by alkylation. The product yield is high and the reaction Conditions are simple. And the room temperature, with THF as solvent, potassium t-butoxide as the activator of the product yield the highest yield. 4. Grignard reagent synthesis of carboxyalkyl fluorene simple strategy, high temperature conditions and high yield.


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