Hole transport material and preparation method and application thereof
A hole transport material and substituent technology, applied in the field of cross-linked hole transport materials and their preparation, can solve the problems of high anti-solvent and high hole mobility, and achieve good anti-solvent properties, high hole mobility, and improved hollow space The effect of hole mobility
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Embodiment 1
[0048] The synthesis of embodiment 1 intermediate compound III-1
[0049] Dissolve 1,1-bis(4-aminophenyl)cyclohexane (23.0g, 86.3mmol), bromobenzene (32.5g, 207.2mmol), t-BuOK (38.8g, 345.4mmol) in PhMe (500ml) , the reaction system replaces N 2 , and at N2 Join Pd under protection 2 (dba) 3 (7.8g, 8.6mmol), P(t-Bu) 3 BF 4 (3.0g, 10.4mmol), final reaction liquid is in N 2 Stir at 110°C for 10h under protection. The reaction solution was poured into water, ethyl acetate was added, filtered with diatomaceous earth, the filtrate was separated into layers, the aqueous phase was extracted twice with ethyl acetate, the organic phases were combined, backwashed once with saturated NaCl(aq), NaCl(aq) 2 SO 4 (S) Dry and concentrate to obtain a yellow crude product, which is separated by silica gel column chromatography, and the eluent is a mixed solvent of ethyl acetate / n-hexane to obtain 29.2 g of a pure product with a yield of 81%.
[0050] The synthetic route of intermediate ...
Embodiment 6
[0054] The synthesis of embodiment 6 intermediate compound V-1
[0055] Take intermediate compound III-1 (10.0g, 23.9mmol), 2-(4-bromophenyl)-1,3-dioxolane (19.2g, 52.6mmol), t-BuONa (9.6g, 71.7mmol ) was dissolved in PhMe (300ml), and the reaction system replaced N 2 , and at N 2 Add Pd(OAc) under protection 2 (642.9mg, 2.39mmol), DPPF (1.3g), final reaction at 110°C, N 2 Stir under protection for 10h. The reaction solution was poured into water, ethyl acetate was added, filtered with diatomaceous earth, the filtrate was separated into layers, the aqueous phase was extracted twice with ethyl acetate, the organic phases were combined, backwashed once with saturated NaCl(aq), NaCl(aq) 2 SO 4 (S) Dry and concentrate to obtain a yellow crude product, which is separated by silica gel column chromatography, and the eluent is a mixed solvent of ethyl acetate / n-hexane to obtain 10.9 g of a pure product with a yield of 73%.
[0056] The synthetic route of intermediate compound V...
Embodiment 11
[0061] The synthesis of embodiment 11 compound 1
[0062] Add intermediate compound V-1 (2.5g, 4.0mmol), methyltriphenylphosphine bromide (4.27g, 11.97mmol), n-butyllithium (1.6M, 7.5ml) and 30ml of tetrahydrofuran was stirred and reacted at room temperature for 10h under the protection of nitrogen. The solvent was distilled off under reduced pressure, and the crude product was mixed with silica gel column chromatography for separation, and the eluting agent was a mixed solvent of ethyl acetate / n-hexane to obtain 1.4 g of pure product with a yield of 56.4%. 1 H NMR (400MHz, CDCl 3 )δppm: 7.28-7.26(d,4H),7.23-7.21(d,4H),7.15-6.97(m,16H),5.64-5.60(d,2H),5.15-5.12(d,2H),2.22( t,4H),1.56-1.53(m,6H);
[0063] The synthetic route of compound 1 is as follows:
[0064]
[0065] The following compounds were obtained in a similar manner (the molar ratio of raw material 5 and methyl triphenylphosphine bromide added during the preparation of the following compounds was 1:3):
[00...
PUM
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