Thermally activated delayed fluorescent material and preparation method thereof, and organic electroluminescent diode device
A technology for heat-activated delayed and fluorescent materials, applied in luminescent materials, electrical solid devices, chemical instruments and methods, etc., can solve problems such as the lack of heavy metal Ir complexes, achieve low singlet triplet energy level difference, improve luminous efficiency, and high Effect of Device Efficiency
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0044] The synthetic route of target compound 1 is as follows:
[0045]
[0046] 9,10-dihydro-9,9-dimethylacridine (2.51g, 12mmol) was added into a 100mL two-necked flask, and then sodium hydride NaH (0.48g, 12mmol) was added in the glove box. Add 40 mL of tetrahydrofuran (THF) that had been dehydrated and deoxygenated beforehand, react at 60°C for 2 hours, then add raw material 1 (5mmol, 1.35g), and react at 60°C for 24 hours. Cool to room temperature, pour the reaction solution into 200mL ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel, and separate and purify by column chromatography (dichloromethane:n-hexane, v:v, 3:2) to obtain 2.0 g of compound 1 as orange-red powder, yield 62%.
[0047] 1HNMR (300 MHz, CD 2 Cl 2 ,δ): 8.74 (s, 4H), 7.19-7.14 (m, 12H), 6.98-6.93 (m, 4H), 1.69 (s, 12H).
[0048] MS(EI)m / z:[M] + calcd for C 42 h 32 N 8 , 648.27; found, 648.18.
Embodiment 2
[0050] The synthetic route of target compound 2 is as follows:
[0051]
[0052] Add phenoxazine (2.20g, 12mmol) into a 100mL two-necked bottle, then add NaH (0.48g, 12mmol) into the glove box, inject 40mL of tetrahydrofuran that has been dehydrated and deoxygenated beforehand under an argon atmosphere, and put it at 60°C After reacting for 2 hours, raw material 1 (5 mmol, 1.35 g) was added, and reacted at 60° C. for 24 hours. Cool to room temperature, pour the reaction solution into 200mL ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel, and separate and purify by column chromatography (dichloromethane:n-hexane, v:v, 3:2) to obtain 1.9 g of compound 2 as a red powder, yield 64%.
[0053] 1 H NMR (300MHz, CD 2 Cl 2 ,δ): 8.74 (s, 4H), 7.14-7.06 (m, 4H), 7.01-6.95 (m, 12H).
[0054] MS(EI)m / z:[M] + calcd for C 36 h 20 N 8 o 2 , 596.17; found, 596.16.
Embodiment 3
[0056] The synthetic route of target compound 3 is as follows:
[0057]
[0058] Add phenothiazine (2.39g, 12mmol) into a 100mL two-necked flask, then add NaH (0.48g, 12mmol) into the glove box, inject 40mL of tetrahydrofuran that has been dehydrated and deoxygenated beforehand under an argon atmosphere, and put it at 60°C After reacting for 2 hours, raw material 1 (5 mmol, 1.35 g) was added, and reacted at 60° C. for 24 hours. Cool to room temperature, pour the reaction solution into 200mL ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel, and separate and purify by column chromatography (dichloromethane:n-hexane, v:v, 3:2) to obtain 1.5 g of compound 3 as dark red powder, yield 48%.
[0059] 1 H NMR (300MHz, CD 2 Cl 2 ,δ): 8.74 (s, 4H), 7.21-7.13 (m, 12H), 6.97-6.88 (m, 4H).
[0060] MS(EI)m / z:[M] + calcd for C 36 h 20 N 8 S 2 , 628.13; found, 628.10.
[0061] figure 1 shows the orbital arrangement of compoun...
PUM
Login to view more Abstract
Description
Claims
Application Information
Login to view more - R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap