Heterocycle ramification and organic luminescent device using heterocycle ramification
A technology of organic light-emitting devices and derivatives, which is applied in the directions of organic light-emitting devices, materials of organic semiconductor devices, light-emitting materials, etc., can solve the problems of recrystallization, device performance degradation, etc., to improve performance, improve device life, and improve light-emitting characteristics. Effect
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[0032] The preparation method of the heterocyclic derivatives shown in the formula (I) of the present invention, first, start with the imidazole derivatives shown in the formula (II), first protect the benzyl group to obtain the compound described in the formula (III), and then Addition of lithiation and piperidone derivatives (IV), hydrogenation and debenzylation to obtain intermediate (V), and then alkylation to obtain the hetero ring derivatives.
[0033]
[0034] The present invention has no special requirements on the reaction conditions of the above-mentioned various reactions, and the conventional conditions of this type of reaction well known to those skilled in the art can be used. The present invention has no special limitation on the sources of the raw materials used in the above-mentioned various reactions, which can be commercially available products or prepared by preparation methods well known to those skilled in the art. Among them, the Ar 1 、Ar 2 The sel...
Embodiment 1
[0038] Embodiment 1: the synthesis of compound TM-1
[0039] 1. In a dry three-necked flask, add 500ml of anhydrous DMF, then add 4.4g of 60% sodium hydride in batches, and cool to 0°C in an ice-salt bath. After fully stirring for 5 minutes, 6 g of a DMF solution of benzimidazole was added dropwise at low temperature, and after the dropwise addition, the temperature was naturally raised to room temperature, and fully stirred for half an hour. Cool to 0°C with an ice-salt bath again, then slowly add 15 g of benzyl bromide dropwise. After the addition, the whole system naturally rises to room temperature again and fully stirs for 4 hours, then slowly pours the reaction solution into 1500 ml of ice water under stirring . It was extracted three times with ethyl acetate, and the combined organic layers were washed twice with a large amount of distilled water and brine respectively, and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave light yellow oil...
Embodiment 2
[0045] Embodiment 2: the synthesis of compound TM-2
[0046] 1. The experimental procedure is similar to Step 1 of Example 1, and the benzimidazole in Example 1 is replaced by 2,3-naphthimidazole.
[0047] 2. The steps are similar to those in Example 1.
[0048] 3. The steps are similar to those in Example 1. Yield 72%. Mass Spectrum m / z: 369.14. Measured element content (%)C 24 h 23 N 3 O: C, 78.00; H, 6.26; N, 11.38; O, 4.33; The above results confirmed that the obtained product was the target compound TM-2.
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