Naphthalene-based conjugated polymers and uses thereof
A technology of polymers and alkyls, which is applied in the fields of electric solid-state devices, semiconductor devices, photovoltaic power generation, etc., and can solve problems such as band gap narrowing
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Embodiment approach 3B
[0063] Embodiment 3B. The polymer of Embodiment 3A, wherein D 1 and D 2 It is M-1.
[0064] Embodiment 3C. The polymer of Embodiment 3B, wherein D 1 and D 2 is 2,5-thienyl.
[0065] Embodiment 4A. The polymer of Formula 1a or 1b, wherein X is C(O), C(S), C(O)O, or C(S)O.
[0066] Embodiment 4B. The polymer of Embodiment 3A, wherein X is C(O) or C(S).
[0067] Embodiment 4C. The polymer of Embodiment 3B wherein X is C(O).
[0068] Embodiment 5A. The polymer of Formula 1a or 1b wherein Y is C 1 -C 30 Alkyl, C 2 -C 30 Alkenyl, C 3 -C 20 Cycloalkyl, C 3 -C 20 Cycloalkenyl, C 4 -C 30 Cycloalkylalkyl, C 4 -C 30 Cycloalkenylalkyl, C 2 -C 20 Heterocyclyl, C 3 -C 30 Heterocyclylalkyl, C 6 -C 20 Aryl, or C 5 -C 20 heteroaryl.
[0069] Embodiment 5B. The polymer of Embodiment 5A, wherein Y is C 6 -C 24 Alkyl, C 6 -C 24 Alkenyl, C 3 -C 16 Cycloalkyl, C 3 -C 16 Cycloalkenyl, C 4 -C 24 Cycloalkylalkyl, C 4 -C 24 Cycloalkenylalkyl, C 2 -C 14 Heterocycl...
Embodiment 1
[0172] Poly{(E)-6-(5-(4,8-bis(5-(2-hexyldecanoyl)thiophen-2-yl)-6-(thiophen-2-yl)naphthalen-2-yl) Thiophen-2-yl)-1,1’-bis(2-hexyldecyl)-[3,3’-bis(dihydroindolylidene)]-2,2’-dione}[PT4NIsoI] preparation
[0173] Step A: Preparation of 1,5-bis(tetrahydro-2H-pyran-2-yloxy)naphthalene (Product A)
[0174] 1,5-Dihydroxynaphthalene (6.40 g, 39.96 mmol), pyridinium p-toluenesulfonate (2.01 g, 7.99 mmol) and 20 mL of CH 2 Cl 2 Add to a 250 mL reaction flask placed in an ice bath and stir. 3,4-Dihydro-2H-pyran (14.58 mL, 159.83 mmol) was injected dropwise via syringe. After 20 minutes, the ice bath was removed, the reaction mixture was allowed to warm to room temperature and stirring was continued for 4 hours. The resulting reaction mixture was washed with saturated aqueous sodium bicarbonate and then extracted with dichloromethane. The resulting combined organic extracts were washed successively with distilled water and brine, and traces of water were removed using anhydro...
Embodiment 2
[0206] Poly{1,1'-(5,5'-(3-(5-(benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)-7-( Thiophene-2- base)naphthalene-1,5-diyl)bis(thiophene-5,2-diyl))bis(2-hexyldec-1-one)}[PT4NBTD]
[0207] The 1,1'-(5,5'-(3,7-bis(thiophen-2-yl)naphthalene-1,5-diyl)bis(thiophene-5, 2-diyl))bis(2-hexyldec-1-one) (171 mg, 0.183 mmol), 4,7-dibromo-2,1,3-benzothiadiazole (63.0 mg, 0.183 mmol mol), potassium carbonate (44.4 mg, 0.321 mmol), palladium(II) acetate (1.9 mg, 0.009 mmol) were added into a 10 ml microwave reactor and sealed. The mixture was then evacuated / nitrogen filled three times. Degassed and dried dimethylacetamide (DMAc) (2 mL) was injected into the microwave reactor. The mixture was heated to 110 °C for 180 min under microwave irradiation. After the reaction was complete, the mixture was poured into methanol and the precipitate was collected by vacuum filtration. The polymer was extracted by Soxhlet extraction, using acetone and petroleum ether to wash away impurities, and then...
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