A kind of copolymer containing benzodithiophene-thiarolobis(benzothiadiazole) and its preparation and application
A technology of benzothiadiazole and benzodithiophene, which is applied in the field of benzodithiophene-thirolodicopolymer and its preparation, can solve the problems of low energy conversion efficiency and the like, and achieves narrow band gap and good electron affinity. Resultant force and electron mobility, promising effect
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Embodiment 1
[0067] A benzodithiophene-thiarolobis(benzothiadiazole) copolymer, namely poly{4,5-dioctylbenzo[2,1-b:3,4-b']dithiophene -6,6 Dioctylthiarolo[3,2-e:4,5-e]bis(benzothiadiazole)} (n=50), denoted as copolymer P1, the structural formula is as follows:
[0068]
[0069] The preparation method comprises the following steps:
[0070] (1), the preparation method of 4,9-dibromo-6,7-dioctyl-benzo[2,1-e:3,4-e]bis(benzothiadiazole) (A1) includes the following Steps:
[0071]
[0072] (1) Preparation of compound 5-nitro-2,1,3 benzothiadiazole, the reaction formula is:
[0073]
[0074] Add 4-nitrobenzene-1,2-diamine (22.95g, 0.15mol) and 100mL thionyl chloride into a three-necked flask, stir and slowly add 2mL pyridine dropwise, heat and then reflux at 80~90°C for 24h , stop the reaction, heat to 80°C and spin evaporate excess thionyl chloride, then cool the reaction product to room temperature, pour it into a large amount of water, stir, filter, wash with water and then vacuum...
Embodiment 2
[0100] A benzodithiophene-thiarolobis(benzothiadiazole) copolymer, namely poly{4,5-dioctyloxy-benzo[2,1-b:3,4-b'] Dithiophene-6,6-dioctylthiarolo[3,2-e:4,5-e]bis(benzothiadiazole)} (n=48), which is denoted as copolymer P2, and its structural formula is as follows:
[0101]
[0102] The preparation method comprises the following steps:
[0103] (1) Preparation of 6,6-dioctyl-4,8-dibromothiarolo[3,2-e:4,5-e]bis(benzothiadiazole) (A1)
[0104] The specific operation is the same as step (1) in Example 1.
[0105] (2), the preparation method of 4,5-dioctyloxy-2,7-bis(tributyltin base)-benzo[2,1-b:3,4-b']dithiophene (B2) includes the following step:
[0106] Provide a compound D2 with a structural formula as shown in formula D2, namely 4,5-dioctyloxy-2,7-dibromobenzo[2,1-b:3,4-b']dithiophene;
[0107] Under the protection of nitrogen, compound D2 (6.05g, 0.01mol) and 65mL of tetrahydrofuran were added to the three-necked flask, and 8.0mL of n-butyl lithium in n-hexane (2.5M, ...
Embodiment 3
[0115] A benzodithiophene-thiarolobis(benzothiadiazole) copolymer, namely poly{4,5-bis(n-eicosyl)-benzo[2,1-b:3,4 -b']dithiophene-6,6-dimethylthiarolo[3,2-e:4,5-e]bis(benzothiadiazole)} (n=29), denoted as copolymer P3, The structural formula is as follows:
[0116]
[0117] The preparation method comprises the following steps:
[0118] (1), the preparation method of 6,6-dimethyl-4,8-dibromothiarolo[3,2-e:4,5-e]bis(benzothiadiazole) (A2) includes the following Steps:
[0119] According to the steps (1)-(4) of step (1) of Example 1, 4,4'-dibromo-6,6'-diiodo-bi-2,1,3-benzothiadiazole was prepared.
[0120] Compound C2, ie, dimethyldichlorosilane, having the structural formula shown in formula C2 is provided.
[0121] Add 4,4'-dibromo-6,6'-diiodo-bi2,1,3 benzothiadiazole (3.4g, 5mmol) and 50mL DMF into a three-necked flask, stir for 20min with nitrogen gas, and slowly drop Add 4.0mL of n-butyllithium n-hexane solution (2.5M, 0.01mol), drop it over in 0.5 hours, control the...
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