Bipolar host material containing 1,2,4-triazine groups and application
A host material, bipolar technology, applied in the materials of organic semiconductor devices, luminescent materials, organic chemistry, etc., can solve the problems of easy crystallization at glass transition temperature, high driving voltage, unbalanced carrier injection and transport, etc. , achieving high stability, improved thermal stability, and good application prospects
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0032] (1) Synthesis of 5,6-bis(4-bromophenyl)-3-phenyl-1,2,4-triazine (c1)
[0033] The synthetic route is as follows:
[0034]
[0035] Concrete synthetic steps are:
[0036] Weigh sodium tert-butoxide (1.44g, 15mmol) into dry tetrahydrofuran (50mL), add benzohydrazide (1.36g, 10mmol) (b1), and then add 1,2-bis(4-bromophenyl)ethane Base-1,2-diketone (3.68g, 10mmol) (a1) (prepared by benzoin condensation and re-oxidation of 4-bromobenzaldehyde), stirred for 1 hour, filtered with suction and washed with dichloromethane to obtain a filtrate. After the solvent was removed by a rotary evaporator, 20 mL of glacial acetic acid and ammonium acetate (7.7 g, 100 mmol) were added, the temperature was raised to reflux and the reaction was stirred for 4 hours. After the reaction was completed, it was naturally cooled to room temperature, and a yellow solid was precipitated, filtered through a sand core funnel, and washed with water. Silica gel column chromatography separated to obt...
Embodiment 2
[0043] (1) Synthesis of 5,6-bis(3-bromophenyl)-3-phenyl-1,2,4-triazine (c2)
[0044] The synthetic route is as follows:
[0045]
[0046] Concrete synthetic steps are:
[0047] Weigh sodium tert-butoxide (1.44g, 15mmol) into dry tetrahydrofuran (50mL), add benzohydrazide (1.36g, 10mmol) (b1), and then add 1,2-bis(3-bromophenyl)ethane Base-1,2-diketone (3.68g, 10mmol) (a2) (prepared by benzoin condensation and reoxidation of 3-bromobenzaldehyde), stirred for 1 hour, filtered with suction and washed with dichloromethane to obtain a filtrate. After the solvent was removed by a rotary evaporator, 20 mL of glacial acetic acid and ammonium acetate (7.7 g, 100 mmol) were added, the temperature was raised to reflux and the reaction was stirred for 4 hours. After the reaction was finished, excess acetic acid was spin-dried under reduced pressure. Silica gel column chromatography separated to obtain 3.2 g of light yellow oil. Yield: 69%.
[0048] (2) 10,10'-((3-phenyl-1,2,4-tria...
Embodiment 3
[0056] Glass transition temperature test:
[0057] Under the protection of nitrogen, the glass transition temperature of compound 4 was measured by differential scanning calorimetry (DSC) at a heating and cooling rate of 20 °C / min. The glass transition temperature T of compound 4 was measured g at 129°C ( figure 1 ). However, the glass transition temperature of CBP reported in the literature is only 62°C.
[0058] It can be seen that the compound in the present invention has a higher glass transition temperature than the commonly used host material CBP, and the present invention significantly improves the thermal stability of the host material.
PUM
| Property | Measurement | Unit |
|---|---|---|
| thickness | aaaaa | aaaaa |
| glass transition temperature | aaaaa | aaaaa |
| glass transition temperature | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More