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Blue light dye compound and application thereof
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A dye compound and compound technology, applied to blue dye compounds and their application fields, can solve the problems of reducing the quantum yield of the blue light system, aggravating the quenching of molecular fluorescence, low luminescence quantum efficiency, etc., so as to improve stability and weaken π-π Interaction, the effect of increasing electron density
Pending Publication Date: 2021-05-14
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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Abstract
Description
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The main reason for this situation is that the blue light comes from the transition between energy levels with a wide energy gap, and organic compounds with wide band gaps have certain difficulties in molecular design, and secondly, there are strong blue light materials in the system. The π-π bond interaction has strong charge transfer characteristics, so that there are more non-radiative relaxation channels in the wide band gap, which intensifies the fluorescencequenching between molecules and reduces the quantum yield of the blue light system
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Embodiment 1
[0078] The preparation method of compound SLC-B557, comprises the steps:
[0079] The first step: preparation of compound Int-1
[0080]
[0081] Under nitrogen protection, 7.65g (37.5mmol) of 2-bromo-3-methoxyphenol was dissolved in 120ml of dry dichloromethane, and 5.75ml of triethylamine was added, cooled to -78°C with liquid nitrogen, and slowly Add 6.94ml of trifluoromethanesulfonic anhydride dropwise, stir for half an hour, raise the temperature to 0°C and stir for 1 hour, add 50ml of saturated ammoniumchlorideaqueous solution, stir for 30 minutes, separate the organic phase, and use dichloromethane for the aqueous phase After extraction, the organic phase was collected and dried, filtered, and the filtrate was concentrated to dryness under reduced pressure to obtain 11.9 g of yellow oil.
[0082] Add 10.35 g (75.0 mmol) of anhydrouspotassiumcarbonate, 12.5 g (41.2 mmol) of (2-((isopropylsilyl) ethynyl) phenyl) boronic acid, and then add 526.5 mg (0.75 mmol) of P...
Embodiment 2
[0116] Preparation of compound SLC-B534:
[0117]
[0118] With reference to the preparation method of Example 1, only the dibenzo[b,d]furan-4-boronic acid or dibenzo[b,d]thiophene-4-boronic acid or (9,9 -Dimethyl-9H-fluorenyl-1-yl)boronic acid is replaced by dibenzo[b,d]furan-1-boronic acid or dibenzo[b,d]thiophene-1-boronic acid or (9,9- Dimethyl-9H-fluorenyl-4-yl) boronic acid, prepare intermediate Int-11, replace the intermediate Int-10 of the eleventh step in Example 1 with Int-11, replace the tenth in Example 1 One-step replacement of 4,4'-dimethyldiphenylamine with 4,4'-di-tert-butyldiphenylamine to prepare compound SLC-B534, yellow solid, MS (MALDI-TOF): m / z G=C(CH 3 ) 2 , 1090.6147[M + ]; G=O, 1065.5749[M+H] + ;G=S,1080.5402[M + ].
Embodiment 3
[0120] Preparation of compounds SLC-B532, SLC-B533, SLC-B535~SLC-B556, SLC-B558~SLC-B603:
[0121] Referring to the preparation methods of Example 1 and Example 2, replace the 4,4'-dimethyldiphenylamine in the eleventh step of Example 1 with the corresponding substituted arylamine, or replace the 4'-dimethyldiphenylamine in Example 2 ,4'-di-tert-butyldiphenylamine was replaced by the corresponding substituted arylamine to prepare the target compounds SLC-B532, SLC-B533, SLC-B535~SLC-B556, SLC-B558~SLC-B603.
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Abstract
The invention discloses a blue light dye compound, the general structural formula of which is shown as formula I in the specification. Benzonaphthalene and benzofuran or benzothiophene or benzofluorene are introduced to one side of a spirofluorene molecule, so that while the steric hindrance of the molecule is increased, the electron density in the molecule is increased, the pi-pi interaction between the molecules is weakened, the organic molecules can be sublimated, evaporated and subjected to a solution process at a low temperature, and the light-emitting wavelength is shorter than the light-emitting wavelength of the previous compound, such that the compound can be well used in an organic electroluminescent device.
Description
technical field [0001] The invention relates to the technical field of organic electroluminescence. More specifically, it relates to a blue light dye compound and its application. Background technique [0002] Most of the substances used in organic electroluminescent elements are pure organic substances or organometallic complexes that form complexes between organic substances and metals. According to the application, they can be divided into hole injectors, hole transporters, luminescent substances, and electron transporters. , electron injectants, etc. Here, organic substances with relatively low ionization energy are mainly used as hole injectors or hole transporters, and organic substances with relatively high electronegativity are mainly used as electron injectors or electron transporters. In addition, the substance used as the luminescence assisting layer preferably satisfies the following characteristics. [0003] First, the materials used in organic electrolumines...
Claims
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Application Information
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