A kind of red heat-induced delayed fluorescent polymer and its preparation and application
A delayed fluorescence and polymer technology, applied in the manufacture of semiconductor/solid-state devices, luminescent materials, semiconductor devices, etc., can solve the problems of reduced radiation rate index rate, high non-radiative decay rate, and low photoluminescence efficiency of dyes, reaching The effect of suppressing efficiency roll-off, simple preparation method, and high external quantum efficiency
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[0084] The present invention also provides a preparation method of the red heat-induced delayed fluorescent polymer of the present invention, comprising:
[0085] Copolymerize the compound with the structure of formula (II), the compound with the structure of formula (III) and the compound with the structure of formula (IV) to obtain the polymer with the structure shown in formula (I);
[0086]
[0087] Wherein, Ar1 is 2,7-fluorene derivative or 2,7-carbazole derivative;
[0088] Ar2 is the aryl group of C6~C20;
[0089] R 1 , R 2 , R 3 , R 4 and R 5 independently selected from hydrogen, C1-C30 alkyl, C1-C30 alkoxy or C6-C50 substituted aryl;
[0090] x is 0
[0091] n is 1-200.
[0092] In the present invention, the compound having the structure of formula (II), the compound of formula (III) and the compound of formula (IV) are copolymerized to obtain the polymer of the structure shown in formula (I); wherein, R in the structure 1 , R 2 , R 3 , R 4 , R ...
Embodiment 1
[0096] Embodiment 1: the synthesis of polymer PFSOTAQ0.5
[0097] The preparation process is shown in the following formula:
[0098]
[0099] The specific steps are:
[0100] 3,7-Dibromo-2,8-dioctyl-S,S-dioxo-dibenzothiophene (296.2mg, 0.495mmol), 9,9-dioctyl-2,7-dipinacol Borate fluorene (321.3mg, 0.5mmol), 2-(4-(bis(4-bromophenyl)amino)phenyl)-9,10-anthraquinone (3.0mg, 0.005mmol), palladium acetate ( 3mg) and tricyclohexylphosphine (6mg) were added to a 50mL Schlenk bottle, and the gas was changed three times, protected by argon, and deoxygenated toluene (8mL) was added, and heated at 82°C until the raw materials were completely dissolved; the deoxygenated tetraethyl A mixture of ammonium hydroxide (2mL) and water (2mL) was added to the reaction solution, and reacted at 80-85°C for 18h; phenylboronic acid (69mg, 0.6mmol) dissolved in 1mL of tetrahydrofuran was added to the reaction solution, and reacted for 6h, Add 1 mL of bromobenzene to the reaction solution and re...
Embodiment 2
[0102] Example 2: Synthesis of Polymer PFSOTAQ1
[0103] The preparation process is shown in the following formula:
[0104]
[0105] The specific steps are:
[0106] 3,7-Dibromo-2,8-dioctyl-S,S-dioxo-dibenzothiophene (293.3mg, 0.49mmol), 9,9-dioctyl-2,7-dipinacol Borate fluorene (321.3mg, 0.5mmol), 2-(4-(bis(4-bromophenyl)amino)phenyl)-9,10-anthraquinone (6.1mg, 0.01mmol), palladium acetate ( 3mg) and tricyclohexylphosphine (6mg) were added to a 50mL Schlenk bottle, and the gas was changed three times, protected by argon, and deoxygenated toluene (8mL) was added, and heated at 82°C until the raw materials were completely dissolved; the deoxygenated tetraethyl A mixture of ammonium hydroxide (2mL) and water (2mL) was added to the reaction solution, and reacted at 80-85°C for 18h; phenylboronic acid (69mg, 0.6mmol) dissolved in 1mL of tetrahydrofuran was added to the reaction solution, and reacted for 6h, Add 1 mL of bromobenzene to the reaction solution and react for 6 h...
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