Fluorene derivative containing large conjugated molecule and preparation thereof
A technology for conjugated molecules and derivatives is applied in the field of fluorene derivatives and their preparation, and achieves the effects of increasing nonlinear optical coefficients, improving solubility and processing performance, and overcoming poor chemical stability.
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Embodiment 1
[0040]
[0041] Add 1g of 2,3,6,7-tetraamino-9,9'-diisooctylfluorene, 3 times the molar amount of phenanthrenequinone and 1 times the molar amount of potassium carbonate to 15mL acetic acid solution, under the protection of nitrogen , Refluxed for 2h, cooled and filtered under reduced pressure to obtain 0.6g of yellow solid. MS: 794.4368; 1 H NMR (400M, CD 3 OD): δ( * 10 -6 )6.79(s, 2H), 6.50(s, 2H), 7.19-7.30(s, 8H), 1.89-1.92(m, 4H, CH 2 ), 1.02-1.08 (m, 4H, CH 2 ), 0.67(t, J(H-H)=7.4MHz, 6H), 0.52-0.63(m, 4H, CH 2 ).
Embodiment 2
[0043]
[0044]Add 1g of 2,3,6,7-tetraamino-9,9'-diisooctylfluorene, 2.5 times the molar amount of 3,6-dinitrophenanthrenequinone and 1 times the molar amount of sodium hydride to 20mL acetic acid solution , under the protection of nitrogen, reflux for 10 h, cooled and filtered under reduced pressure to obtain 0.8 g of yellow solid. MS: 974.3766; 1 H NMR (400M, CD 3 OD): δ( * 10 -6 )6.789(s, 2H), 6.53(s, 2H), 5.17(s, 8H), 1.90-1.93(m, 4H, CH 2 ), 1.28-1.33 (m, 20H, CH2), 1.20-1.25 (m, 46H, CH 2 ), 0.88(t, J(H-H)=7.3MHz, 6H).
Embodiment 3
[0046]
[0047] Add 1g of 2,3,6,7-tetraamino-9,9'-diisooctylfluorene, 2.2 times the molar amount of 2,7-dicyanophenanthrenequinone and 1.5 times the molar amount of calcium hydride to 15mL propionic acid The solution was refluxed for 20 h under the protection of nitrogen, cooled and filtered under reduced pressure to obtain 0.55 g of a yellow solid. MS: 894.4168; 1 H NMR (400M, CD 3 OD): δ( * 10 -6 )6.79(s, 2H), 6.50(s, 2H), 5.19(s, 8H), 1.84-1.89(m, 4H, CH 2 ), 1.62-1.70 (d, J=(H-H)=7.4MHz, 1H), 0.91 (d, J(H-H)=7.2MHz, 12H).
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