Binaphthol-type solid fluorescent material
A technology of fluorescent materials and binaphthols, applied in the field of fluorescent materials, can solve the problems of difficulty in adjusting the wavelength of fluorescent light and complex structures
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Embodiment 1
[0032] Embodiment 1: synthetic compound DB-1
[0033] Structural formula:
[0034]
[0035] Chinese name: 2,2'-dimethoxy-N 7 ,N 7 ,N 7' ,N 7' -Tetramethyl-3,3'-divinyl-[1,1'-binaphthyl]-7,7'-diamine
[0036] English name: 2,2'-dimethoxy-N 7 ,N 7 ,N 7' ,N 7' -tetramethyl-3,3'-divinyl-[1,1'-binaphthal ene]-7,7'-diamine
[0037] Synthesis method: Under nitrogen atmosphere, dissolve methyltriphenylphosphine bromide (648mg, 1.8mmol) in 20mL of anhydrous tetrahydrofuran and cool to 0°C. To the above solution was added dropwise a 2.5M solution of n-butyllithium in n-hexane (1 mL, 1.6 mmol). After stirring at 0°C for 30 minutes, 7,7'-bis(dimethylamino)-2,2'-dimethoxy-[1,1'-binaphthyl]-3,3'-bis Aldehyde (227 mg, 0.5 mmol). The ice bath was removed, and the reaction solution was stirred at room temperature for 6 hours. After the reaction, a saturated ammonium chloride solution was added, and the organic phase was extracted twice with ethyl acetate. The combined organic ...
Embodiment 2
[0038] Embodiment 2: synthetic compound DB-2
[0039] Structural formula:
[0040]
[0041] Chinese name: 2,2'-bis(methoxymethoxy)-N 7 ,N 7 ,N 7' ,N 7' -Tetramethyl-3,3'-bis((E)-styryl)-[1,1'-binaphthyl]-7,7'-diamine
[0042] English name: 2,2'-bis(methoxymethoxy)-N 7,N 7 ,N 7' ,N 7' -tetramethyl-3,3'-di((E)-sty ryl)-[1,1'-binaphthalene]-7,7'-diamine
[0043] Synthesis method: Dissolve diethyl benzyl phosphate (501 mg, 2.2 mmol) in 20 mL of anhydrous tetrahydrofuran and cool to 0°C. NaH (100 mg, 60%, 2.5 mmol) was added to the above solution. After stirring at 0°C for 1 hour, 7,7'-bis(dimethylamino)-2,2'-bis(methoxymethoxy)-[1,1'-binaphthyl]-3 , 3'-Dialdehyde (516 mg, 1 mmol). The ice bath was removed, and the reaction solution was stirred at room temperature for 12 hours. After the reaction was completed, ice water was added, and the organic phase was extracted twice with ethyl acetate. The combined organic phases were washed with saturated sodium chloride so...
Embodiment 3
[0044] Embodiment 3: synthetic compound DB-3
[0045] Structural formula:
[0046]
[0047] Chinese name: 4,4'-((1E,1'E)-(7,7'-bis(dimethylamino)-2,2'-bis(methoxymethoxy)-[1,1 '-binaphthyl]-3,3'-diyl)bis(ethylene-2,1-diyl))dibenzonitrile
[0048] English name: 4,4'-((1E,1'E)-(7,7'-bis(dimethylamino)-2,2'-bis(methoxymethoxy)-[1,1'-binaphthalene]-3,3 '-diyl)bis(ethene-2,1-diyl))dibenzonitrole
[0049] Synthetic method: similar to the synthetic method of DB-2, the difference is that diethyl 4-cyanobenzyl phosphate is used instead of diethyl benzyl phosphate. The substances added during the reaction were diethyl 4-cyanobenzyl phosphate (556 mg, 2.2 mmol), NaH (100 mg, 60%, 2.5 mmol) and 7,7'-bis(dimethylamino)-2,2 '-Bis(methoxymethoxy)-[1,1'-binaphthyl]-3,3'-dialdehyde (516mg, 1mmol) to obtain 377mg of a brown product with a yield of 49%. 1 H NMR (500MHz, CDCl 3 )δ8.12(s,2H),7.80(dd,J=31.6,12.8Hz,2H),7.62(s,8H),7.27(d,J=7.1Hz,2H),7.09(d,J=9.1 Hz,2H),6.28(s,2H),4.66(d,J=5...
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