Fluorescent phosphorescent double-emission tridentate iridium complex as well as preparation method and application thereof

A double-emission, tridentate iridium technology, which is applied in the direction of fluorescence/phosphorescence, indium organic compounds, and compounds containing elements of group 8/9/10/18 of the periodic table, can solve the problem of affecting the service life of organic electroluminescent devices, Affect the use value of multi-dentate iridium complexes, poor performance stability of phosphorescent iridium complexes, etc., to achieve the effects of improving use value, reducing self-quenching, and improving solubility

Active Publication Date: 2020-11-20
HUBEI UNIV OF ARTS & SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the performance stability of phosphorescent iridium complexes is poor, which affects the service life of organic electroluminescent devices prepared by phosphorescent iridium complexes. Although it is found that multidentate iridium complexes can improve the stability of the complexes, due to the The multidentate structure of the compound is in a coplanar state, the molecular accumulation is serious, and the solubility is very poor, which affects the actual use value of the multidentate iridium complex.
For example: during the preparation of organic electroluminescent devices by iridium complexes, it is necessary to dissolve the iridium complexes. Therefore, the existing multidentate iridium complexes are not conducive to the preparation of organic electroluminescent devices.

Method used

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  • Fluorescent phosphorescent double-emission tridentate iridium complex as well as preparation method and application thereof
  • Fluorescent phosphorescent double-emission tridentate iridium complex as well as preparation method and application thereof
  • Fluorescent phosphorescent double-emission tridentate iridium complex as well as preparation method and application thereof

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preparation example Construction

[0044] Further, the present invention also proposes a method for preparing a tridentate iridium complex with dual emission of fluorescence and phosphorescence, comprising the following steps:

[0045] Step S10, the IrCl 3 ·3H 2 O and HOCH 2 -CH 2 OCH 3 Mix, seal, then add tetrahydrothiophene, in N 2 Under the atmosphere, stir the reaction at 130°C-170°C for 10-12h, cool to room temperature to obtain a crude product, and purify the crude product to obtain Ir(tht) 3 Cl 3 .

[0046] Among them, the IrCl 3 ·3H 2 O (Sinopharm Group Chemical Reagent Co., Ltd.) quality and the HOCH 2 -CH 2 OCH 3 The volume ratio is 2g: (12-18) mL. Preferably, the IrCl 3 ·3H 2 The mass of O is related to the HOCH 2 -CH 2 OCH 3 The volume ratio is 2g: 15mL. In addition, the added tetrahydrothiophene (tht) is 2-3 g, preferably 2.5 g. Specifically, purifying the crude product includes:

[0047] Step S11, performing suction filtration on the crude product, collecting and cleaning the o...

specific Embodiment approach

[0049] In this embodiment, a specific implementation of step S10 is provided: the IrCl 3 ·3H 2 O and HOCH 2 -CH 2 OCH 3 Place in a three-necked flask, put a stirring ball at the same time, then seal the mouth of the bottle with silicone grease, place the three-necked flask on a magnetic heating stirrer, then add tetrahydrothiophene (tht) into the three-necked flask with a syringe, and then carry out Vacuum punching N 2 operation, and finally stirred and reacted at 130°C to 170°C for 10 to 12 hours, and after cooling to room temperature, the reaction device was removed to obtain a crude product. Suction filtration collects the filter cake, and cleans the filter cake with hexane, then dissolves the filter cake to obtain the filtrate, and then carries out chromatographic separation of the filtrate to obtain the target product, which is recrystallized with ethanol to obtain yellow microcrystals, i.e. Ir( tht) 3 Cl 3 .

[0050] S20, the Ir(tht) 3 Cl 3 , antioxidant THP-EP...

Embodiment 1

[0066] (1)Ir(tht) 3 Cl 3 Synthesis

[0067] ①Synthetic route:

[0068]

[0069] ② Synthesis method: IrCl 3 ·3H 2 O and HOCH 2 -CH 2 OCH 3 Place in a three-necked flask, put a stirring ball at the same time, then seal the mouth of the bottle with silicone grease, place the three-necked flask on a magnetic heating stirrer, then add tetrahydrothiophene (tht) into the three-necked flask with a syringe, and then carry out Vacuum punching N 2 operation, and finally stirred and reacted at 130°C to 170°C for 10 to 12 hours, and after cooling to room temperature, the reaction device was removed to obtain a crude product. Suction filtration collects the filter cake, and cleans the filter cake with hexane, then dissolves the filter cake to obtain the filtrate, and then carries out chromatographic separation of the filtrate to obtain the target product, which is recrystallized with ethanol to obtain yellow microcrystals, i.e. Ir( tht) 3 Cl 3 .

[0070] (2) Synthesis of trid...

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Abstract

The invention discloses a fluorescent and phosphorescent double-emission tridentate iridium complex as well as a preparation method and application thereof. The fluorescent and phosphorescent double-emission tridentate iridium complex has a structure as shown in a structural formula (I) or (II). According to the fluorescent phosphorescent double-emission tridentate iridium complex provided by theinvention, phenyl phosphite is used for constructing a tridentate structure, and a flexible group of an existing polydentate iridium complex is replaced with a rigid bridging group, so that self-quenching of the iridium complex is reduced, and the stability of the iridium complex is improved; meanwhile, tert-butyl is introduced to phenyl of phenyl phosphite, so that the solubility of the iridium complex is improved, the obtained fluorescent phosphorescent double-emission tridentate iridium complex is good in solubility while good stability is guaranteed, and the actual use value of the fluorescent phosphorescent double-emission tridentate iridium complex is improved.

Description

technical field [0001] The invention relates to the technical field of organic luminescent materials, in particular to a tridentate iridium complex with double emission of fluorescence and phosphorescence and its preparation method and application. Background technique [0002] Organic light-emitting materials refer to organic substances that can absorb energy in a certain way and convert it into light energy. They play a very important role in modern electronic display technology. The development of organic light-emitting materials has gone through two important stages. The first-generation OLEDs (organic electroluminescence devices) light-emitting materials are green fluorescent materials represented by tris(8-hydroxyquinoline)aluminum (Alq3). Statistically limited, only singlet (S) excitons can be used to emit light in fluorescent materials, while triplet (T) excitons are wasted in vain, so the upper limit of energy utilization efficiency of this type of material is 25%. ...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06G01N21/64H01L51/54H01L51/50
CPCC07F15/0033C09K11/06G01N21/643G01N21/6428C09K2211/185C09K2211/1029C09K2211/1014G01N2021/6439H10K85/342H10K50/11Y02B20/00
Inventor王松童碧海钟志成程晓红梁桂杰
OwnerHUBEI UNIV OF ARTS & SCI