Conjugated polymer material containing cyan anthraquinone unit and preparation method and application of material
A technology of conjugated polymer and cyanoanthraquinone, which is applied in the field of conjugated polymer material containing cyanoanthraquinone unit and its preparation
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[0065] like figure 1 Shown, a kind of preparation method of the above-mentioned conjugated polymer material containing cyanoanthraquinone unit comprises the steps:
[0066] The following steps are carried out under anhydrous and anaerobic conditions unless otherwise specified, such as in N 2 Or under an inert gas atmosphere, etc., the solvent used can also adopt other solvents that have better compatibility with the reactants except the solvents given in each step.
[0067] Step 1: prepare compound A, its structural formula is as follows:
[0068]
[0069] Compound D represented by the following structural formula is provided:
[0070]
[0071] Potassium carbonate (K 2 CO 3 ) in the presence of the compound D and the compound Br-R 1 Mixed reaction in dimethylformamide solvent obtains compound E, and reaction formula is as follows:
[0072]
[0073] Among them, Br-R 1 is a bromide of alkane, R 1 for C 8 ~C 20 the alkyl group;
[0074] Acetic acid and chlorof...
Embodiment 1
[0100] This embodiment discloses a conjugated polymer P1 (1,5-dioctyloxy-9,10-diene-11,11,12,12-tetracyanoanthraquinone-4,4'-di Vinyl-N-(2-dioctyloxy-phenyl)diphenylamine conjugated polymer):
[0101]
[0102] The preparation process is as follows:
[0103] Step 1: Preparation of 4,4'-divinyl-N-(2-di-n-octyloxy-phenyl)diphenylamine:
[0104]
[0105] Preparation of 4-(2-n-octoxy-phenyl)diphenylamine:
[0106] Diphenylamine (3.36g, 20mmol), 1-iodo-4-n-octyloxybenzene (18.9g, 98.4mmol), phenanthroline·H 2 O (0.2g), cuprous chloride (0.2g) and potassium hydroxide (3.36g, 60mmol) were added to 50mL toluene (toluene), stirred and refluxed at 100°C, cooled to room temperature after 36 hours, and evaporated to remove the solvent , washed three times with dilute hydrochloric acid and water, and extracted with chloroform. The organic phases were combined and washed twice with dilute sodium chloride solution and water respectively, then dried with anhydrous magnesium sulfate, ...
Embodiment 2
[0130] This example discloses a conjugated polymer P2 (1,5-di-n-hexadecyloxy-9,10-diene-11,11,12,12-tetracyanoanthraquinone 4,4' with the following structural formula - divinyl-N-(2-dioctyloxy-phenyl) diphenylamine conjugated polymer):
[0131]
[0132] Synthesis of 2,6-diiodo-1,5-bis(n-hexadecyloxy)-9,10-anthraquinone.
[0133] The synthesis of 4,4'-divinyl-N-[2-bis(n-octyloxy)-phenyl]diphenylamine is the same as in Example 1.
[0134] Preparation of P2:
[0135] Under nitrogen protection, 2,6-diiodo-1,5-bis(n-hexadecyloxy)-9,10-anthraquinone (518 mg, 0.5 mmol) and 212.5 mg 4,4′-divinyl- N-(2-Di-n-octoxy-phenyl)diphenylamine (212mg, 0.5mmol) and Pd(OAc) 2 (4.5mg, 0.02mmol), P(o-tol) 3 (37mg, 0.12mmol) into a 50mL two-neck flask. Then 6 mL of N,N-dimethylformamide and 2 mL of triethylamine were added. After exhausting the air with nitrogen for about 20 minutes, react at 110°C for 48 hours. Stop the polymerization reaction after cooling down, drop 50mL of methanol int...
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