Polymer containing difluorobenzotriazole unit, and preparation method and application thereof
A technology of benzotriazole and difluoride, which is applied in the field of polymers containing difluorobenzotriazole units and its preparation, can solve the problems of low conversion efficiency and achieve improved energy conversion efficiency, high absorption coefficient, The effect of simple synthetic routes
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Embodiment 1
[0029] The polymer containing difluorobenzotriazole units in this example, that is, poly{4-n-octyl-2,6-diyl-4H-dithieno[3,2-b:2',3 '-d]pyrrole-co-4,7-bis(5-yl-thiophen-2-yl)-5,6-difluoro-2-n-octyl-2H-benzo[d][1,2 ,3] Triazole} (represented by P1), (where R1 is n-octyl, R2 is n-octyl, n=56), its structural formula is as follows:
[0030]
[0031] The preparation steps of above-mentioned polymer are as follows:
[0032] The reaction formula is as follows:
[0033]
[0034] Under argon protection, 4-n-octyl-2,6-bis(trimethyltin)-4H-dithieno[3,2-b:2',3'-d]pyrrole (120mg, 0.2mmol), 4,7-bis(5-bromothiophen-2-yl)-5,6-difluoro-2-n-octyl-2H-benzo[d][1,2,3]triazole (118mg, 0.2mmol) was added to a flask containing 10ml of toluene solvent, vacuumed to remove oxygen and filled with argon, then added bistriphenylphosphine palladium dichloride (5.6mg, 0.008mmol); the flask was heated to 100 ℃ for Stille coupling reaction 36h. Subsequently, the polymerization reaction was stopped a...
Embodiment 2
[0038] The polymer containing difluorobenzotriazole units in this example, that is, poly{4-methyl-2,6-diyl-4H-dithieno[3,2-b:2',3'- d] pyrrole-co-4,7-bis(5-yl-thiophen-2-yl)-5,6-difluoro-2-n-eicosyl-2H-benzo[d][1,2, 3] Triazole} (represented by P2), (where R1 is methyl, R2 is n-eicosyl, n=98), its structural formula is as follows:
[0039]
[0040] The preparation steps of above-mentioned polymer are as follows:
[0041] The reaction formula is as follows:
[0042]
[0043] Under the protection of mixed gas of nitrogen and argon, 4-methyl-2,6-bis(trimethyltin)-4H-dithieno[3,2-b:2',3'-d]pyrrole (156mg ,0.3mmol), 4,7-bis(5-bromothiophen-2-yl)-5,6-difluoro-2-n-eicosyl-2H-benzo[d][1,2,3] Triazole (227mg, 0.3mmol) and 15mL tetrahydrofuran were added into a 50mL two-neck bottle, fully dissolved, and then a mixed gas of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and tetrakistriphenylphosphine palladium (4mg, 0.003mmol ) was added into it, and...
Embodiment 3
[0046] The polymer containing difluorobenzotriazole units in this example, that is, poly{4-n-eicosyl-2,6-diyl-4H-dithieno[3,2-b:2', 3'-d]pyrrole-co-4,7-di(5-yl-thiophen-2-yl)-5,6-difluoro-2-methyl-2H-benzo[d][1,2, 3] Triazole} (represented by P3), (where R1 is n-eicosyl, R2 is methyl, n=10), its structural formula is as follows:
[0047]
[0048] The preparation steps of above-mentioned polymer are as follows:
[0049] The reaction formula is as follows:
[0050]
[0051] Under nitrogen protection, 4-n-eicosyl-2,6-bis(trimethyltin)-4H-dithieno[3,2-b:2',3'-d]pyrrole (236mg, 0.3 mmol), 4,7-bis(5-bromothiophen-2-yl)-5,6-difluoro-2-methyl-2H-benzo[d][1,2,3]triazole (162mg, 0.33mmol), palladium acetate (3.5mg, 0.015mmol) and three (o-methoxyphenyl) phosphine (21mg, 0.06mmol) were added into the flask containing 12mL of N,N-dimethylformamide, followed by After passing nitrogen into the flask and exhausting the air for about 20 minutes, the flask was heated to 130° C. for S...
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