Material for organic electroluminescence element, and organic electroluminescence element
An electroluminescent element and electroluminescent technology, which are applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., and can solve problems such as difficult to say that it has sufficient performance.
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[0087] Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited to a following Example. In this example, unless otherwise specified, the mixing ratio means the entire weight ratio.
Synthetic example 1
[0088] Synthesis Example 1 (Synthesis of 2,5-bis(4-tert-butylphenyl)thiazolo[4,5-d]thiazole )
[0089] In a reaction vessel, rhomic acid (5.00 g), 4-tert-butylbenzaldehyde (23.62 g), and phenol (20.0 g) were charged, and heated to reflux for 5 hours under a nitrogen atmosphere. The reaction solution was cooled to room temperature, methanol (100 mL) was added, and the precipitated pale yellow precipitate was collected by filtration to obtain compound 16 (8.80 g, 52%). The obtained compound 16 1 H-NMR (AVANCE400 manufactured by Bruker BioSpin), MS spectrum (Polaris Q manufactured by Thermo Electric Corporation) are shown in Fig. 1 and figure 2 . Compound 16 was identified from the following analysis results.
[0090] 1 H-NMR (400MHz, CDCl 3 ) 7.92 (4H, d, J = 8.6Hz), 7.49 (4H, d, J = 8.6Hz), 1.37 (18H, s) (Fig. 1). m / z (EI + )406(M + )( figure 2 ).
Synthetic example 2
[0091] Synthesis Example 2 (Synthesis of 2,5-bis(4-bromophenyl)thiazolo[4,5-d]thiazole )
[0092] In a reaction vessel, red acid (5.00 g), p-bromobenzaldehyde (25.00 g), and phenol (20.0 g) were charged, and heated to reflux for 1 hour under a nitrogen atmosphere. The reaction solution was cooled to room temperature, ethyl acetate (100 mL) was added, and the precipitated tan precipitate was collected by filtration to obtain compound 20 (7.29 g, 39%). The MS spectrum (Polaris Q manufactured by Thermo Electric Corporation) of the obtained compound 20 is shown in image 3 . Compound 20 was identified from the following analysis results.
[0093] m / z (EI + )450, 452, 454 (M + )( image 3 ).
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