Light Conversion Film Containing Coumarin-like Green Dye
A light conversion film, coumarin technology, applied in the direction of coumarin dyes, organic dyes, luminescent materials, etc., can solve the problem of sensitive processing technology, achieve stable emission spectrum, strong material luminescence, high fluorescence quantum yield Effect
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Embodiment 1
[0035] Example 1 Synthesis of green dye GT1:
[0036] Its synthetic route see figure 1 shown.
[0037] (1) Synthesis of compound 2a
[0038]
[0039] Synthesis steps: Compound 1a (commercially available) (6.48 g, 20 mmol), potassium vinyl fluoroborate (3.22 g, 24 mmol), tetrakistriphenylphosphine palladium (8.3 g, 5%), K 2 CO 3 (6.48 g, 60 mmol), toluene (70 mL) and water (14 mL). The nitrogen was evacuated for 3 times, heated to 80° C., maintained at this temperature, and reacted for 8 hours. TLC detected that the reaction of compound 1a was complete.
[0040] Post-reaction treatment: stop heating, cool down to 20°C, pour the reaction solution into water, extract with EA (100mL*3) to separate the layers, combine the organic layers, dry with anhydrous sodium sulfate and evaporate to dryness under reduced pressure. Column chromatography of the crude product gave compound 2a (4 g, 73.7% yield) as a white product. 1 H NMR (400MHz, CHLOROFORM-d) ppm 5.15 (d, J=10.88Hz, 1H...
Embodiment 2
[0050] Example 2 Synthesis of green dye GT2:
[0051] Its synthetic route see figure 2 shown.
[0052] (1) Synthesis of compound 3b
[0053]
[0054] Synthesis step: Compound 1b (commercially available) (4.58 g, 20 mmol), compound 2b (commercially available) (8.5 g, 30 mmol), Pd were added to a 250 mL reaction flask 2 (dba) 3 (920 mg, 5%), tri-tert-butylphosphine (400 mg, 10%), sodium tert-butoxide (4.58 g, 40 mmol) and toluene (100 mL). The nitrogen was evacuated for 3 times, heated to 110° C., maintained at this temperature, and reacted for 12 hours. TLC detected that the reaction of compound 1b was complete.
[0055] Post-reaction treatment: stop heating, lower the temperature to 20°C, pour the reaction solution into water, extract with ethyl acetate (10 mL*2) to separate the layers, combine the organic layers, dry with anhydrous sodium sulfate and evaporate to dryness under reduced pressure. The crude product was subjected to column chromatography to obtain pale y...
Embodiment 3
[0064] Example 3 Photophysical properties test of green dyes GT1 and GT2:
[0065] The photophysical properties of green dyes GT1 and GT2 in solution were tested by dissolving the corresponding dyes in toluene or dichloromethane at a concentration of 1 × 10 -5 mol / L, dye-based CCF film is prepared by dissolving dye and corresponding proportion of PMMA in toluene, spin coating and then drying. The photophysical properties of dye film are measured after dissolving dye in THF and spin coating to prepare film. The background blue light (λ) of CCF films prepared with GT1 and GT2 max ≈450nm) has very good absorption, see image 3 , Figure 5 , the emitted light is green light, see Figure 4 , Image 6 . GT1 and GT2 have strong luminescence (quantum yield QY is close to 70%), are not sensitive to the preparation process, and their emission spectra are stable in a large dopant concentration and temperature range. Figure 7 It is the fluorescence emission spectrum of the classic ...
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