Copolymer containing cyclopentadiene bithiophene-benzo-bis (benzothiadiazole) copolymer and preparation method and application thereof
A technology of benzothiadiazole and dithiophene, applied in the field of cyclopentadiene-dithiophene-benzobis(benzothiadiazole) copolymer and its preparation and application, can solve the energy conversion of organic solar cells Problems such as low efficiency, wide energy bandgap, and reduced photon absorption rate
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[0042] One embodiment contains the preparation method of benzo[1,2-b:4,3-b']dithiophene-benzobis(benzothiadiazole) copolymer, such as figure 1 shown, including the following steps:
[0043] Step S 100, providing compound A and compound B.
[0044] A is: B is: Among them, R 1 , R 2 for C 1 ~C 20 the alkyl group, R 3 , R 4 for C 1 ~C 20 Alkyl or C 1 ~C 16 of alkoxy.
[0045] Wherein the preparation of compound A comprises the following steps:
[0046] Step S111, adding 2-amino-5-nitroaniline to thionyl chloride (SOCl 2 ), add pyridine dropwise while stirring (the structural formula is Molecular formula is C 5 h 5 N,), wherein the solid-to-liquid ratio of 2-amino-5-nitroaniline to pyridine is 3mol:40ml, and then heated to 80°C~90°C for reflux reaction for 24 hours, then remove excess thionyl chloride, add after cooling Precipitate with deionized water, collect the solid, wash it and dry it in vacuum to obtain 5-nitro-2,1,3 benzothiadiazole.
[0047] The reac...
Embodiment 1
[0088] This example discloses poly{7,8-bis(3,7-dimethyl)octylbenzo[1,2-b:4,3-b']dithiophene-6,7-bis with the following structural formula (3,7-Dimethyl)octyl-benzo[2,1-e:3,4-e]bis(benzothiadiazole)} (containing benzo[1,2-b:4,3 -b']dithiophene-benzobis(benzothiadiazole) copolymer P1):
[0089]
[0090] The preparation process of the above-mentioned benzo[1,2-b:4,3-b']dithiophene-benzobis(benzothiadiazole) copolymer P1 is as follows:
[0091] 1.1. Preparation of compound 5-nitro-2,1,3 benzothiadiazole
[0092]
[0093] Add 2-amino-5-nitroaniline (22.95g, 0.15mol) and 100ml of thionyl chloride into a three-necked flask, stir and slowly add 2ml of pyridine dropwise, heat and reflux at 80~90°C for 24h, stop the reaction , heated to 80°C and rotary evaporated excess SOCl 2 Finally, the reaction product was cooled to room temperature, poured into a large amount of water, stirred, filtered, washed with water and then vacuum-dried to obtain 21.7 g of the product 5-nitro-2,1,3-...
Embodiment 2
[0117] This example discloses poly{7,8-di-n-decyloxybenzo[1,2-b:4,3-b']dithiophene-6-(2,7-dimethyl)octane with the following structural formula Base-7-eicosylbenzo[2,1-e:3,4-e]bis(benzothiadiazole)} (containing benzo[1,2-b:4,3-b'] Dithiophene-benzobis(benzothiadiazole) copolymer P2):
[0118]
[0119] The preparation process of the above-mentioned benzo[1,2-b:4,3-b']dithiophene-benzobis(benzothiadiazole) copolymer P2 is as follows:
[0120] 2.1. Preparation of 7,8-bis(n-decyloxy)-2,5-bis(tributyltinyl)benzo[1,2-b:4,3-b']dithiophene.
[0121]
[0122] Under the protection of nitrogen, 7,8-bis(n-decyloxy)-2,5-dibromobenzo[1,2-b:4,3-b']dithiophene (6.61g , 0.01mol), add 80ml of tetrahydrofuran solvent, slowly inject n-butyllithium (8.4mL, 2.5M, 0.02mol) with a syringe under the condition of -78℃, continue to stir the reaction for 1h, and use Inject tributyltin chloride (5.6 mL, 0.02 mol) into the syringe, react for 1 hour, then raise the temperature to room temperature a...
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