A kind of 2,5-diheterocyclic substituted naphthyl oxane derivative and its preparation method
A technology of naphthyl oxane and derivatives, which is applied in the field of new charge transport materials, can solve problems affecting device luminous efficiency and life, easy crystallization, etc., achieve strong hyperconjugation, increase glass transition temperature, and high fluorescence quantum efficiency effect
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Embodiment 1
[0028] Example 1, a 2,5-diheterocyclic substituted naphthyl oxane derivative, its structure is as follows:
[0029] , where R=R`orR≠R`, RorR`= , , group.
[0030] The above-mentioned derivative in this embodiment is 2,5-bis-(4-carbazolylnaphthyl)oxane, and its structural formula is:
[0031] ;
[0032] Its preparation method is: add 2-(4-carbazolylnaphthyl)-1, 27g of 3-propanediol, 4-carbazolylnaphthyl 23g of formaldehyde, 3g of silicon-based solid acid catalyst (p-toluenesulfonic acid supported on diatomaceous earth), 300ml of xylene, placed under ultrasonic conditions, began to stir and heat, reacted at 100-130°C for 1h, sampled and analyzed, according to the LC analysis results Confirm that the reaction is terminated, cool, filter, then add 50ml of water to the filtrate, separate the liquids, extract the aqueous phase with 100ml of xylene, combine the organic phases, wash with water until neutral, dry with 5g of anhydrous magnesium sulfate for 4h, filter, and th...
Embodiment 2
[0039] Example 2, a 2,5-biheterocyclic substituted naphthyl oxane derivative, its structure is as in Example 1, the derivative in this example is 2,5-bis-(4-(9-phenylcarba Azolyl)naphthyl)oxane, its structural formula is:
[0040] ;
[0041] The preparation method is: add 2-(4-(9-phenylcarbazolyl)-1-naphthyl)-1 and 3-propanediol in sequence to a 500ml three-neck reaction flask equipped with mechanical stirring, reflux condenser and addition funnel 27g, 23g of 4-(9-phenylcarbazolyl)naphthyl formaldehyde, 3g of silicon-based solid acid catalyst (p-toluenesulfonic acid supported on diatomaceous earth), 400ml of DMF, placed under ultrasonic conditions, began to stir and heat, 120 React at ~160°C for 1 hour, sample and analyze, determine the termination of the reaction according to the LC analysis results, cool, filter, then add 1000ml of water to the filtrate, rinse with 100ml of water after filtering, until neutral, dry for 4 hours, sample and analyze to determine the quality ...
Embodiment 3
[0049] Example 3, a 2,5-diheterocyclic substituted naphthyl oxane derivative, its structure is as in Example 1, the derivative in this example is 2,5-bis-(4-dibenzofurylnaphthalene base) oxane, its structural formula is:
[0050] ;
[0051] Its preparation method is: add 2-(4-dibenzofuranyl-1-naphthyl)-1, 27g of 3-propanediol, 4- 23g of dibenzofuryl naphthyl formaldehyde, 3g of silicon-based solid acid catalyst (p-toluenesulfonic acid supported on diatomaceous earth), 400ml of DMF, placed under ultrasonic conditions, stirring and heating, reacting at 120-160°C for 1h, sampling and analysis According to the LC analysis results, it is determined that the reaction is terminated, cooled, filtered, and rinsed with 50ml of THF, then 1000ml of water is added to the filtrate, filtered and rinsed with 100ml of water, until neutral, dried for 4h, and the quality of the crude product is determined by sampling analysis ω: 78 %, after purification and sublimation, 30.5g of the product ...
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