Quinoxaline porphyrin unit based conjugated polymer as well as preparation method and application thereof
A technology of conjugated polymers and quinoxaphyrin porphyrins, which is applied in chemical instruments and methods, electrical components, semiconductor/solid-state device manufacturing, etc., can solve problems such as narrow absorption spectrum, achieve efficiency improvement, good thermal stability, Enhance the effect of absorption
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Embodiment 1
[0033] Example 1. Preparation of 3,4-dibromo 5,10,15,20-tetrakis(4-tert-butyl)quinoxalino[2,3-b]porphyrin, wherein 2,3-diketone-5 , 10,15,20-Tetrakis(4-tert-butylphenyl)porphyrin was prepared according to the method disclosed in Promarak, V.; Burn, P.L.J.Chem.Soc., Perkin Trans.1, 2001, 14. The percentages in the following brackets are all yields unless otherwise specified.
[0034]5,10,15,20-tetrakis(4-tert-butylphenyl)porphyrin (3.00mmol) was dissolved in a mixed solution of chloroform (300ml) and methanol (90ml), added with copper acetate (7.5mmol), 75 The reaction was carried out at °C for 2 hours, the solvent was removed by rotary evaporation, and 5,10,15,20-tetrakis(4-tert-butylbenzene)copper porphyrin (97%) was obtained by column chromatography.
[0035] Dissolve 5,10,15,20-tetrakis(4-tert-butylphenyl)porphyrin copper (1.00mmol) in a mixed solution of chloroform (800ml), acetic acid (50ml) and acetic anhydride (100ml), add hydrated nitric acid Copper (3.00 mmol) was r...
Embodiment 2
[0040] Example 2: According to Cho, C.; Kang, H.; Kang,; T.E.; Cho, H.; Yoon, S.; Jeon, M.; With 2,2': 5',2"-bisthiophene-5,5"-bis(trimethyltin) and 2,2'-bithiophene-5,5'-bis(trimethyltin) The preparation of
[0041] Dissolve 2,2':5',2"-terthiophene (5mmol) in anhydrous tetrahydrofuran (100ml), add n-butyllithium solution (2.4mol / L, 4.17ml ), after the reaction was stirred for 3 hours, trimethyltin chloride solution (1mol / L, 10ml) was added, the reaction was stirred for 5 hours, extracted with ethyl acetate, recrystallized in ethanol to obtain 2,2' after rotary evaporation to remove the solvent: 5',2"-Terthiophene-5,5"-bis(trimethyltin) (70%).
[0042] Dissolve 2,2'-dithiophene (5mmol) in anhydrous tetrahydrofuran (100ml), add n-butyllithium solution (2.4mol / L, 4.17ml) under nitrogen at -78°C, and stir for 3 hours Then add trimethyltin chloride solution (1mol / L, 10ml), stir the reaction for 5 hours, extract with ethyl acetate, remove the solvent by rotary evaporation and re...
Embodiment 3
[0043] Example 3: Preparation of Polymers
[0044] Dissolve 3,4-dibromo5,10,15,20-tetrakis(4-tert-butyl)quinoxalino[2,3-b]porphyrin (0.10mmol) in chlorobenzene (6ml), add 2,7-dibromo-9-dodecanecarbazole (0.10mmol) and 2,2':5',2"-terthiophene-5,5"-bis(trimethyltin) (0.20mmol) , nitrogen for 15 minutes, adding Pd 2 (dba) 3 (10.00mg) and (o-tol) 3 P (25.00 mg), continue to pass nitrogen for 15 minutes, react under nitrogen protection for 48 hours, add methanol for precipitation, filter to obtain the precipitate, wash the precipitate with methanol, n-hexane, and chloroform in a Soxhlet extractor, and collect the chloroform Phase, methanol sedimentation, suction filtration to obtain the target polymer PCTTQP (55.6%).
[0045] Dissolve 3,4-dibromo5,10,15,20-tetrakis(4-tert-butyl)quinoxalino[2,3-b]porphyrin (0.10mmol) in chlorobenzene (6ml), add 2,7-dibromo-9-dodecanecarbazole (0.10mmol) and 2,2'-dithiophene-5,5'-bis(trimethyltin) (0.20mmol), nitrogen flow for 15 minutes, Join ...
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