TW201823424A - Light conversion film containing coumarin-based green dye - Google Patents
Light conversion film containing coumarin-based green dye Download PDFInfo
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Abstract
Description
本發明涉及用於平面顯示的新型有機色轉換膜，具體涉及一類香豆素類綠光染料轉換膜，綠光染料與固化的高分子樹脂通過溶液旋塗製成薄膜，可應用於平面顯示。The invention relates to a novel organic color conversion film for flat display, in particular to a kind of coumarin green light dye conversion film, wherein the green light dye and the cured polymer resin are formed into a film by solution spin coating, and can be applied to a flat display.
隨著顯示行業技術的不斷突破和市場需求的日益增加，平板顯示器以其體積小、重量輕、耗電省、輻射小、電磁相容性好等一系列優點迅速崛起，成為21世紀顯示技術的主流。平板顯示器的成彩方式在其生產過程中起著非常重要的作用，它的好壞直接決定了平板顯示器的顯色效果，生產成本以及使用壽命。With the continuous breakthrough of the display industry technology and the increasing market demand, flat panel displays have rapidly emerged as a series of display technologies in the 21st century due to their small size, light weight, low power consumption, low radiation, and good electromagnetic compatibility. Mainstream. The coloring method of flat panel display plays a very important role in its production process. Its quality directly determines the color rendering effect, production cost and service life of flat panel display.
目前平板顯示器實現彩色顯示的主流技術是印刷紅、綠、藍三基色螢光材料製備器件，然而，由於三基色螢光材料的壽命和衰減度差異較大，很容易造成彩色顯示器的偏色，而且三原色器件的製作工藝比較複雜，成本較高。為了解決這些問題，人們開提出了一種色彩轉換的新思路即“藍源成彩”。“藍源成彩”技術採用具有單一高亮度的藍色螢光體作為背光源，背光源發出的藍光經過色彩轉換膜後轉變成紅光和綠光，從而實現RGB全彩顯示。這一技術不僅可以大大簡化電致發光平面顯示器的生產工藝，提高顯示器的色彩穩定性及均勻性，而且還能顯著降低顯示器的生產成本。用於色彩轉換膜的材料可分為無機和有機兩大類。經研究發現，相對於無機螢光粉，有機轉換材料不僅具有更高的色彩轉換效率，顏色也更飽和，從而可以實現更寬的色域，而且原料廉價易得，更容易進行分子的剪裁和修飾以獲得更好的顯示效果。At present, the mainstream technology for realizing color display of flat panel display is to print red, green and blue phosphorescent material preparation devices. However, due to the large difference in lifetime and attenuation of the three primary color fluorescent materials, it is easy to cause color cast of color displays. Moreover, the manufacturing process of the three primary color devices is relatively complicated and the cost is high. In order to solve these problems, people have proposed a new idea of color conversion, namely "blue source into color". The "Blue Source Color" technology uses a blue phosphor with a single high brightness as the backlight. The blue light emitted by the backlight is converted into red and green light through the color conversion film, thereby realizing RGB full color display. This technology not only greatly simplifies the production process of electroluminescent flat panel display, improves the color stability and uniformity of the display, but also significantly reduces the production cost of the display. Materials for color conversion films can be classified into inorganic and organic materials. It has been found that, compared with inorganic phosphors, organic conversion materials not only have higher color conversion efficiency, but also have more saturated colors, so that a wider color gamut can be realized, and raw materials are cheaper and easier to obtain, and molecular cutting is easier. Modification for better display.
20世紀90年代，Leising團隊採用香豆素類染料Coumarin 102為綠光材料，Lumogen F300為紅光染料分散在PMMA中製備了綠色、紅色光轉換膜，獲得了大於10%的紅光轉換效率 (參考文獻：Adv. Mater. , 1997, 9 (1), 33-36)，韓國三星電子近年來也積極開發光轉換膜材料，在相關專利中使用了香豆素以及羅丹明類染料 (參考文獻：US20160178960 )。近年來國內研究團隊也對有機光轉換膜的製備進行了報導 (參考文獻：Optoelectronics Letters , 2010, 6 (4), 245-248, CN105267059 A, CN103647003 A)，得到了色域廣，光轉化率高的有機光轉換膜。然而這些傳統的染料分子對加工工藝十分敏感，採用不同溫度加工或曝光後其發光顏色會產生很大變化 (參考文獻：Abstract, 2354, 218th ECS Meeting )，因此開發對環境穩定的光轉換材料十分必要。In the 1990s, the Leising team used the coumarin dye Coumarin 102 as the green light material, and Lumogen F300 used the red dye to disperse in the PMMA to prepare a green and red light conversion film, which achieved a red light conversion efficiency of more than 10%. References: Adv. Mater. , 1997, 9 (1), 33-36), South Korea's Samsung Electronics has also actively developed light conversion film materials in recent years, using coumarin and rhodamine dyes in related patents (References) : US20160178960 ). In recent years, domestic research teams have also reported the preparation of organic light conversion films (References: Optoelectronics Letters , 2010, 6 (4), 245-248, CN105267059 A, CN103647003 A), which have obtained a wide color gamut and a light conversion rate. High organic light conversion film. However, these traditional dye molecules are very sensitive to the processing technology, and the color of the luminescence will change greatly after processing at different temperatures or exposure (Reference: Abstract, 2354, 218th ECS Meeting ), so the development of environmentally stable light conversion materials is very necessary.
有機螢光色彩轉換膜一般是將具有不同顏色的有機螢光染料通過紫外固化或熱固化等方式均勻地分散在高分子固體薄膜中，再以高亮度的藍色背光源激發有機螢光色彩轉換膜中的染料分子以實現顏色的轉變，轉換得到的紅光、綠光與背景的藍光形成光的三種基色，最終可以實現電致發光元件的全彩色顯示。The organic fluorescent color conversion film generally disperses organic fluorescent dyes having different colors in a solid polymer film by ultraviolet curing or thermal curing, and then excites the organic fluorescent color conversion with a high-brightness blue backlight. The dye molecules in the film realize the color transition, and the converted red, green and background blue light form three primary colors of light, and finally the full color display of the electroluminescent element can be realized.
針對上述光轉換膜，本發明提供一種由香豆素類綠光染料分散在甲基丙烯酸甲酯 (PMMA) 等高分子樹脂中固化製備的光轉換膜，其綠光染料發光強，對製備工藝不敏感，在較大參雜濃度和溫度範圍內其發射光譜都很穩定。The present invention provides a light conversion film prepared by dispersing a coumarin-based green light dye in a polymer resin such as methyl methacrylate (PMMA) for the above-mentioned light conversion film, and the green light dye has strong light emission, and the preparation process is not Sensitive, its emission spectrum is stable over a wide range of concentrations and temperatures.
含有香豆素類綠光染料的光轉換膜，包含綠光染料和固化的高分子樹脂，所述綠光染料的分子結構如式（I）所述，（I）a light conversion film containing a coumarin-based green light dye, comprising a green light dye and a cured polymer resin, wherein the molecular structure of the green light dye is as described in the formula (I), (I)
其中，R1、R2和R3獨立地表示為氫、取代或者未取代的C1-C8烷基、C1-C8烷氧基或鹵素。Wherein R1, R2 and R3 are independently represented by hydrogen, substituted or unsubstituted C1-C8 alkyl, C1-C8 alkoxy or halogen.
優選：其中，R1、R2和R3獨立地表示為氫、取代或者未取代的C1-C4烷基或烷氧基。Preferably, wherein R1, R2 and R3 are independently represented by hydrogen, substituted or unsubstituted C1-C4 alkyl or alkoxy.
優選：其中R1和R2獨立地表示為氫、C1-C4的烷氧基，R3獨立地表示為取代或者未取代的C1-C4烷基。Preferably, wherein R1 and R2 are independently represented by hydrogen, a C1-C4 alkoxy group, and R3 is independently represented by a substituted or unsubstituted C1-C4 alkyl group.
優選：R1、R2相同。Preferably, R1 and R2 are the same.
優選：其中，R1和R2優選表示為氫、甲氧基，R3獨立地表示為甲基。Preferably, wherein R1 and R2 are preferably represented by hydrogen or methoxy, and R3 is independently represented by methyl.
式（I）所述的化合物優選為具有下列結構的化合物：。The compound of the formula (I) is preferably a compound having the following structure: .
轉換膜，由上述綠光染料與固化的高分子樹脂組成。The conversion film is composed of the above green dye and the cured polymer resin.
所述固化的高分子樹脂是丙烯酸酯、環氧樹脂或聚氨酯。The cured polymer resin is an acrylate, an epoxy resin or a polyurethane.
所述光轉換膜總厚度為1-100 µm。The light conversion film has a total thickness of from 1 to 100 μm.
光轉換膜的製備方法，將所述綠光染料與固化的高分子樹脂溶於甲苯後，再旋塗成膜，烘乾後固化製備成有機光轉換膜，固定在背光源上。In the method for preparing a light conversion film, the green light dye and the cured polymer resin are dissolved in toluene, and then spin-coated to form a film, which is dried and solidified to prepare an organic light conversion film, which is fixed on a backlight.
所述固化製備方法是熱固化或紫外光固化。The curing preparation method is heat curing or ultraviolet curing.
所述背光源為藍光光源，固化的高分子樹脂為甲基丙烯酸甲酯 (PMMA)高分子樹脂。The backlight is a blue light source, and the cured polymer resin is a methyl methacrylate (PMMA) polymer resin.
所述藍光光源是液晶面板、OLED或者無機LED光源。The blue light source is a liquid crystal panel, an OLED or an inorganic LED light source.
本發明的光轉換膜，由於式（I）所示的分子具有高的螢光量子產率，且材料發光強，對製備工藝不敏感，因此光轉換膜在式（I）較大參雜濃度和溫度範圍內其發射光譜都很穩定。In the light conversion film of the present invention, since the molecule represented by the formula (I) has a high fluorescence quantum yield and the material emits light and is insensitive to the preparation process, the light conversion film has a large impurity concentration in the formula (I) and The emission spectrum is stable over the temperature range.
為了更詳細敘述本發明，特舉以下例子，但是不限於此。In order to describe the present invention in more detail, the following examples are given, but are not limited thereto.
染料分子均通過Heck偶聯反應製備：A BThe dye molecules are all prepared by Heck coupling reaction: AB
實施例1 化合物1的合成路線 其合成路線見圖1所示。Example 1 Synthesis route of compound 1 The synthetic route is shown in Fig. 1.
（1）化合物2a的合成合成步驟：向250 mL反應燒瓶中加入化合物1a（市售）(6.48 g, 20 mmol)，乙烯基氟硼酸鉀(3.22 g, 24 mmol)，四三苯基膦鈀 (8.3 g, 5%)，K2 CO3 (6.48 g, 60 mmol)，甲苯(70 mL)和水（14 mL）。氮氣排空3次，加熱升溫至80 ℃，保持此溫度，反應8小時，TLC檢測化合物1a反應完全。 反應後處理：停止加熱，降溫至20℃，將反應液倒入水中，EA（100 mL*3）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品柱層析得到白色的化合物2a (4 g, 產率73.7%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 5.15 (d, J=10.88 Hz, 1 H) 5.63 (d, J=17.61 Hz, 1 H) 6.66 (dd, J=17.48, 10.88 Hz, 1 H) 6.92 - 7.05 (m, 4 H) 7.09 (d, J=8.19 Hz,4 H) 7.19 - 7.38 (m, 6 H)。(1) Synthesis of Compound 2a Synthesis step: To a 250 mL reaction flask was added compound 1a (commercially available) (6.48 g, 20 mmol), potassium fluoroborate (3.22 g, 24 mmol), tetratriphenylphosphine palladium (8.3 g, 5%) , K 2 CO 3 (6.48 g, 60 mmol), toluene (70 mL) and water (14 mL). The nitrogen gas was evacuated 3 times, heated to 80 ° C, and maintained at this temperature for 8 hours. The reaction of Compound 1a was completely confirmed by TLC. After the reaction, the heating was stopped, the temperature was lowered to 20 ° C, and the reaction mixture was poured into water, and then extracted with EA (100 mL*3). The crude column chromatography gave white compound 2a (4 g, yield 73.7%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 5.15 (d, J = 10.88 Hz, 1 H) 5.63 (d, J = 17.61 Hz, 1 H) 6.66 (dd, J=17.48, 10.88 Hz, 1 H) 6.92 - 7.05 (m, 4 H) 7.09 (d, J=8.19 Hz, 4 H) 7.19 - 7.38 (m, 6 H).
（2）化合物4a的合成合成步驟：向250 mL反應燒瓶中加入化合物3a（市售）(7 g, 30 mmol)，NBS(5.9 g, 39 mmol) 和氯仿 (50 mL)。室溫反應2小時，TLC檢測化合物3a反應完全。 反應後處理：停止反應，將反應液倒入水中，二氯甲烷（100 mL*2）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品柱層析得到淺黃色的化合物4a (5 g, 產率53.7%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.21 (t, J=7.09 Hz, 6 H) 2.45 - 2.62 (m, 3 H) 3.32 - 3.50 (m, 4 H) 6.49 (d, J=2.57 Hz, 1 H) 6.60 (dd, J=9.05, 2.57 Hz, 1 H) 7.43 (d, J=9.05 Hz, 1 H)。(2) Synthesis of Compound 4a Synthesis step: To a 250 mL reaction flask was added compound 3a (commercially available) (7 g, 30 mmol), NBS (5.9 g, 39 mmol) and chloroform (50 mL). The reaction was carried out for 2 hours at room temperature, and the compound 3a was completely reacted by TLC. Post-reaction treatment: The reaction was stopped, and the reaction mixture was poured into water, dichloromethane (100 mL*2) was evaporated and evaporated. The crude column chromatography gave pale yellow compound 4a (5 g, yield 53.7%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.21 (t, J=7.09 Hz, 6 H) 2.45 - 2.62 (m, 3 H) 3.32 - 3.50 (m, 4 H) 6.49 (d, J=2.57 Hz , 1 H) 6.60 (dd, J=9.05, 2.57 Hz, 1 H) 7.43 (d, J=9.05 Hz, 1 H).
（3）GT1的合成合成步驟：向250 mL反應燒瓶中加入化合物4a (0.31 g, 1 mmol)，化合物2a (0.352 g, 1.3 mmol) Pd2 (dba)3 (15 mg, 5%)，三叔丁基膦(30 mg, 10%)，三乙胺(0.6 mL)和DMF (5 mL)。氮氣排空3次，加熱升溫至100 ℃，保持此溫度，反應12小時，TLC檢測化合物4a反應完全。 反應後處理：停止加熱，降溫至20 ℃，將反應液倒入水中，乙酸乙酯（50 mL*2）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品柱層析得到淺黃色的化合物GT1 (0.15 g, 產率30%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.22 (t, J=7.03 Hz, 7 H) 2.50 (s, 3 H) 3.42 (q, J=7.05 Hz, 4 H) 6.51 (s, 1 H) 6.61 (d, J=9.17 Hz, 1 H) 6.97 - 7.07 (m, 6 H) 7.11 (d, J=7.95 Hz, 4 H) 7.23 (br. s., 2 H) 7.27 (s, 1 H) 7.40 (d, J=8.31 Hz, 2 H) 7.47 (d, J=8.93 Hz, 1 H) 7.56 (d, J=16.14 Hz, 1 H)。(3) Synthesis of GT1 Synthesis step: Compound 4a (0.31 g, 1 mmol), compound 2a (0.352 g, 1.3 mmol) Pd 2 (dba) 3 (15 mg, 5%), tri-tert-butylphosphine (30) was added to a 250 mL reaction flask. Mg, 10%), triethylamine (0.6 mL) and DMF (5 mL). The nitrogen gas was evacuated 3 times, and the temperature was raised to 100 ° C by heating. The temperature was maintained for 12 hours, and the compound 4a was completely reacted by TLC. After the reaction, the heating was stopped, the temperature was lowered to 20 ° C, and the reaction mixture was poured into water, and ethyl acetate (50 mL*2) was evaporated. The crude column chromatography gave the pale yellow compound GT1 (0.15 g, yield 30%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.22 (t, J=7.03 Hz, 7 H) 2.50 (s, 3 H) 3.42 (q, J=7.05 Hz, 4 H) 6.51 (s, 1 H) 6.61 (d, J=9.17 Hz, 1 H) 6.97 - 7.07 (m, 6 H) 7.11 (d, J=7.95 Hz, 4 H) 7.23 (br. s., 2 H) 7.27 (s, 1 H) 7.40 (d, J=8.31 Hz, 2 H) 7.47 (d, J=8.93 Hz, 1 H) 7.56 (d, J=16.14 Hz, 1 H).
實施例2 綠光染料GT2的合成： 其合成路線見圖2所示。Example 2 Synthesis of green dye GT2: The synthetic route is shown in Fig. 2.
（1）化合物3b的合成合成步驟：向250 mL反應燒瓶中加入化合物1b (4.58 g, 20 mmol) （市售），化合物2b（市售）(8.5 g, 30 mmol)，Pd2 (dba)3 (920 mg, 5%)，三叔丁基膦(400 mg, 10%)，叔丁醇鈉(4.58 g, 40 mmol)和甲苯 (100 mL)。氮氣排空3次，加熱升溫至110℃，保持此溫度，反應12小時，TLC檢測化合物1b反應完全。 反應後處理：停止加熱，降溫至20℃，將反應液倒入水中，乙酸乙酯（10 mL*2）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品經柱層析得到淺黃色的化合物3b (4.3 g, 產率56.4%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 3.79 (s, 6 H) 6.67 - 6.88 (m, 6 H) 7.02 (d, J=8.93 Hz, 4 H) 7.23 (d, J=8.80 Hz, 2 H)。(1) Synthesis of Compound 3b Synthesis step: To a 250 mL reaction flask was added compound 1b (4.58 g, 20 mmol) (commercially available), compound 2b (commercially available) (8.5 g, 30 mmol), Pd 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 gas was evacuated 3 times, and the temperature was raised to 110 ° C by heating. The temperature was maintained for 12 hours, and the reaction of Compound 1b was completely confirmed by TLC. After the reaction, the heating was stopped, and the mixture was cooled to 20 ° C. The reaction mixture was poured into water, and ethyl acetate (10 mL*2) was evaporated. The crude product was purified by column chromatography to afford pale yellow compound 3b (4.3 g, yield 56.4%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 3.79 (s, 6 H) 6.67 - 6.88 (m, 6 H) 7.02 (d, J=8.93 Hz, 4 H) 7.23 (d, J=8.80 Hz, 2 H).
（2）化合物4b的合成合成步驟：向250 mL反應燒瓶中加入化合物3b (4 g, 10.4 mmol)，乙烯基氟硼酸鉀(1.67 g, 12.5 mmol)，四三苯基膦鈀(580 mg,5%)，K2 CO3 (3.24 g, 30 mmol)，甲苯(100 mL)和水(20 mL)。氮氣排空3次，加熱升溫至80℃，保持此溫度，反應8小時，TLC檢測化合物3b反應完全。 反應後處理：停止加熱，降溫至20℃，將反應液倒入水中，EA（100 mL*3）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品柱層析得到白色的化合物4b (2.8 g, 產率81.2%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 3.79 (s, 6 H) 5.09 (d, J=10.88 Hz, 1 H) 5.58 (d, J=17.61 Hz, 1 H) 6.51 - 6.70 (m, 1 H) 6.73 - 6.84 (m, 5 H) 6.87 (d, J=8.56 Hz, 1 H) 6.95 - 7.09 (m, 4 H) 7.14 - 7.25 (m, 2 H)。(2) Synthesis of Compound 4b Synthesis step: To a 250 mL reaction flask was added compound 3b (4 g, 10.4 mmol), potassium fluoroborate (1.67 g, 12.5 mmol), tetratriphenylphosphine palladium (580 mg, 5%), K 2 CO 3 (3.24 g, 30 mmol), toluene (100 mL) and water (20 mL). The nitrogen gas was evacuated 3 times, and the temperature was raised to 80 ° C by heating. The temperature was maintained for 8 hours, and the compound 3b was completely reacted by TLC. After the reaction, the heating was stopped, the temperature was lowered to 20 ° C, and the reaction mixture was poured into water, and then extracted with EA (100 mL*3). Crude column chromatography gave white compound 4b (2.8 g, yield: 81.2%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 3.79 (s, 6 H) 5.09 (d, J = 10.88 Hz, 1 H) 5.58 (d, J = 17.61 Hz, 1 H) 6.51 - 6.70 (m, 1 H) 6.73 - 6.84 (m, 5 H) 6.87 (d, J=8.56 Hz, 1 H) 6.95 - 7.09 (m, 4 H) 7.14 - 7.25 (m, 2 H).
（3）GT2的合成合成步驟：向250 mL反應燒瓶中加入化合物4b (1 g, 3.2 mmol)，化合物4a (1.42 g, 4.2 mmol) Pd2 (dba)3 (50 mg, 5%)，三叔丁基膦(200 mg, 10%)，三乙胺(5 mL)和DMF (10 mL)。氮氣排空3次，加熱升溫至100℃，保持此溫度，反應12小時，TLC檢測化合物4a反應完全。 反應後處理：停止加熱，降溫至20℃，將反應液倒入水中，乙酸乙酯（50 mL*2）萃取分液，合併有機層，用無水硫酸鈉乾燥後減壓蒸乾。粗品柱層析得到淺黃色的化合物GT2 (0.55 g, 產率30.7%)。1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.21 (t, J=7.03 Hz, 6 H) 2.49 (s, 3 H) 3.42 (q, J=7.01 Hz, 4 H) 3.80 (s, 6 H) 6.50 (d, J=2.45 Hz, 1 H) 6.61 (dd, J=8.93, 2.32 Hz, 1 H) 6.83 (d, J=8.93 Hz, 4 H) 6.90 (d, J=8.56 Hz, 2 H) 7.00 (d, J=16.26 Hz, 1 H) 7.06 (d, J=8.93 Hz, 4 H) 7.34 (d, J=8.68 Hz, 2 H) 7.46 (d, J=9.05 Hz, 1 H) 7.49 - 7.57 (m, 1 H)。(3) Synthesis of GT2 Synthesis step: Compound 4b (1 g, 3.2 mmol), compound 4a (1.42 g, 4.2 mmol) Pd 2 (dba) 3 (50 mg, 5%), tri-tert-butylphosphine (200) was added to a 250 mL reaction flask. Mg, 10%), triethylamine (5 mL) and DMF (10 mL). The nitrogen gas was evacuated 3 times, and the temperature was raised to 100 ° C by heating. The temperature was maintained for 12 hours, and the compound 4a was completely reacted by TLC. After the reaction, the heating was stopped, the temperature was lowered to 20 ° C, and the reaction mixture was poured into water, and ethyl acetate (50 mL*2) was evaporated. The crude column chromatography gave the pale yellow compound GT2 (0.55 g, yield 30.7%). 1 H NMR (400 MHz, CHLOROFORM-d) ppm 1.21 (t, J=7.03 Hz, 6 H) 2.49 (s, 3 H) 3.42 (q, J=7.01 Hz, 4 H) 3.80 (s, 6 H) 6.50 (d, J=2.45 Hz, 1 H) 6.61 (dd, J=8.93, 2.32 Hz, 1 H) 6.83 (d, J=8.93 Hz, 4 H) 6.90 (d, J=8.56 Hz, 2 H) 7.00 (d, J=16.26 Hz, 1 H) 7.06 (d, J=8.93 Hz, 4 H) 7.34 (d, J=8.68 Hz, 2 H) 7.46 (d, J=9.05 Hz, 1 H) 7.49 - 7.57 (m, 1 H).
實施例3 綠光染料GT1和GT2的光物理性質測試： 綠光染料GT1和GT2在溶液中的光物理性質測試是將相應的染料溶於甲苯或二氯甲烷，溶液的濃度為1×10-5 mol/L， 基於染料的CCF薄膜是將染料和相應比例的PMMA溶於甲苯，經旋塗然後烘乾製備，染料薄膜的光物理性質是將染料溶於THF後旋塗製備薄膜後測得。以GT1和GT2製備的CCF膜對背景藍光（λmax ≈450 nm）有很好的吸收，見圖3、圖5，發射出的光為綠光，見圖4、圖6。GT1和GT2具有很強的發光（量子產率QY接近70%），對製備工藝不敏感，在較大參雜濃度和溫度範圍內其發射光譜都很穩定。圖7是經典綠光染料C545T以不同比例參雜在PMMA中製成光轉換膜薄膜的螢光發射光譜，可以看到參雜比例的微小變化都會導致其發光光譜產生很大改變，其發光穩定性很差，圖8是以本發明中的綠光染料GT2製備的光轉換膜的螢光發射光，可以看到將其以不同濃度分散在PMMA中，它的光譜十分穩定。Example 3 Photophysical properties of green dyes GT1 and GT2: The photophysical properties of green dyes GT1 and GT2 in solution were determined by dissolving the corresponding dye in toluene or dichloromethane at a concentration of 1 x 10 - The 5 mol/L dye-based CCF film is prepared by dissolving the dye and the corresponding proportion of PMMA in toluene, spin coating and drying. The photophysical properties of the dye film are determined by dissolving the dye in THF and then spin coating to prepare the film. . The CCF film prepared with GT1 and GT2 has good absorption of background blue light (λ max ≈450 nm). See Fig. 3 and Fig. 5, the emitted light is green light, see Fig. 4 and Fig. 6. GT1 and GT2 have strong luminescence (quantum yield QY close to 70%), are not sensitive to the preparation process, and their emission spectra are stable over a large concentration and temperature range. Figure 7 is the fluorescence emission spectrum of the classic green dye C545T mixed in PMMA to form a light conversion film. It can be seen that small changes in the proportion of the impurities will cause a large change in the luminescence spectrum, and its luminescence is stable. The result is very poor. Fig. 8 is a fluorescent emission light of a light conversion film prepared by the green dye GT2 of the present invention, and it can be seen that it is dispersed in PMMA at different concentrations, and its spectrum is very stable.
圖1為本發明所述綠光染料GT1的合成路線示意圖； 圖2為本發明所述綠光染料GT2的合成路線示意圖； 圖3為本發明所述綠光染料GT1在甲苯、二氯甲烷以及PMMA薄膜和固態時的紫外-可見吸收光譜； 圖4為本發明所述綠光染料GT1在甲苯、二氯甲烷以及PMMA薄膜和固態時的螢光發射光譜； 圖5為本發明所述綠光染料GT2在甲苯、二氯甲烷以及PMMA薄膜和固態時的紫外-可見吸收光譜； 圖6為本發明所述綠光染料GT2在甲苯、二氯甲烷以及PMMA薄膜和固態時的螢光發射光譜； 圖7為經典綠光染料C545T以不同比例參雜在PMMA中製成光轉換膜薄膜的螢光發射光譜；以及 圖8為以本發明中的綠光染料GT2製備的光轉換膜的螢光發射光譜。1 is a schematic view showing the synthesis route of the green light dye GT1 of the present invention; FIG. 2 is a schematic view showing the synthesis route of the green light dye GT2 of the present invention; FIG. 3 is a blue light dye GT1 of the present invention in toluene, dichloromethane and UV-visible absorption spectrum of PMMA film and solid state; Figure 4 is a fluorescence emission spectrum of green light dye GT1 of the present invention in toluene, dichloromethane and PMMA film and solid state; Figure 5 is the green light of the present invention UV-visible absorption spectrum of dye GT2 in toluene, dichloromethane and PMMA film and solid state; Figure 6 is a fluorescence emission spectrum of green light dye GT2 of the present invention in toluene, dichloromethane and PMMA film and solid state; 7 is a fluorescence emission spectrum of a classic green light dye C545T doped with a light conversion film film in PMMA at different ratios; and FIG. 8 is a fluorescence emission of a light conversion film prepared by the green light dye GT2 of the present invention. spectrum.
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