Functional phenylene copolymerized conjugated tadf polymer and its preparation method and application
A phenylene and polymer technology, which is applied in the field of functional phenylene copolymerized conjugated TADF polymer and its preparation, can solve the problems of single structure and limited performance.
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[0090] The present invention also provides a method for preparing functional phenylene copolymerized conjugated TADF polymer, the method comprising:
[0091] Step 1: Under an inert gas atmosphere, the reactant of the structure represented by formula (II), the reactant of the structure represented by formula (III), palladium catalyst, ligand, base and reaction solvent are mixed to perform Buchwald-Hartwig coupling After the reaction is completed, the reaction system is preferably reduced to room temperature, and then subjected to post-treatment to obtain an intermediate product of the structure represented by formula (IV);
[0092] The reaction molar ratio of the formula (II), formula (III), palladium catalyst, ligand and base is preferably 1:1:(0.001~0.1):(0.002~0.2):(1~5), and the reaction temperature is preferably The temperature is 80-120°C, and the reaction time is preferably 6-24 hours; the palladium catalyst is preferably tris(dibenzylideneacetone)dipalladium, and the ligand ...
Embodiment 1
[0107] A functional phenylene copolymer conjugated TADF polymer with a structure of DOAC-BP-CZ-P0, the synthesis route is as follows:
[0108]
[0109] Synthesis conditions: (i) SOCl 2 ,CH 3 OH, 60℃; (ii) C 8 H 17 MgBr,THF,0℃→RT→50℃; CH 3 COOH,HCl / H 2 O,80℃; (iii)Pd 2 (dba) 3 ,dppf,Cs 2 CO 3 ,toluene,100℃; (iv)t-BuOK,DMF,110℃; (v)bis(pinacolato)-diboron,Pd(dppf)Cl 2 , KOAc, DMF, 100℃; (vi) Pd 2 (dba) 3 ,Sphos,Aliquat336,K 2 CO 3 / H 2 O, toluene, 95℃.
[0110] (1) Synthesis of an intermediate with chemical structure a: N-phenylanthranilic acid (30g, 140mmol) was dissolved in 500ml methanol (CH 3 OH), heat to 60°C and reflux. Thionyl chloride (SOCl 2 ) Add dropwise to the reaction system, once every two hours, adding 10ml each time, adding 50ml in total. After all the addition is complete, the reaction is continued for 8 hours. Then it was cooled to room temperature, and the reaction solution was poured into 1000 ml of saturated sodium chloride aqueous solution. Extract with 1000 m...
Embodiment 2
[0118] A functional phenylene copolymer conjugated TADF polymer with a structure of DOAC-BP-CZ-P1. The synthesis route is as follows:
[0119]
[0120] Synthesis conditions: Pd 2 (dba) 3 ,Sphos,Aliquat 336,K 2 CO 3 / H 2 O, toluene, 95℃.
[0121] The synthesis of the polymer with the chemical structure of DOAC-BP-CZ-P1: under an inert gas atmosphere, e (0.5015g, 0.5mmol), 2,5-dimethyl-p-dibromobenzene (0.1320g, 0.5mmol) and Methyl trioctyl ammonium chloride (Aliquat 336) (50mg), tris(dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 ) (2mg), 2-Biscyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos) (6mg) was placed in a polymerization bottle. Anhydrous and oxygen-free toluene (10ml) was introduced. After heating to 80℃, add potassium carbonate aqueous solution (K 2 CO 3 / H 2 O) (2mol / L, 4ml), warm up to 95°C for reaction. During this period, the viscosity of the system was observed. After 3 hours, when the egg white viscosity was about to be reached, phenylboronic acid (50 mg dissolv...
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