Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Adamantane-containing compound, high polymer, mixture, composition, and electronic device

A compound, adamantane technology, applied in the field of electroluminescent materials, can solve the problems of small steric hindrance of cyclohexane and limited exciton dispersion, and achieve the effects of reducing interaction, improving energy utilization, and optimizing device performance

Active Publication Date: 2020-02-04
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
View PDF46 Cites 18 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the prior art, the structural unit of cyclohexane is often used as a steric hindered functional group to be cited in the molecular structure, as described in patents US 20180179237, US 20180076393, etc., which can obtain good device effects, but the steric hindrance of cyclohexane is relatively Smaller, the exciton dispersion that can be provided is still limited

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Adamantane-containing compound, high polymer, mixture, composition, and electronic device
  • Adamantane-containing compound, high polymer, mixture, composition, and electronic device
  • Adamantane-containing compound, high polymer, mixture, composition, and electronic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0236] The synthesis of embodiment 1 compound (M1)

[0237] synthetic route:

[0238]

[0239] 1) Synthesis of intermediate M1-3: under nitrogen atmosphere, (2.88g, 120mmol) magnesium chips, (6-4g, 30mmol) compound M1-2, 3g iodine element and 20mL anhydrous tetrahydrofuran (THF) solvent were added In a 250mL two-necked bottle, heat and stir to initiate the Grignard reaction. After initiation, add (15g, 70mm01) 100mL anhydrous THF solution of compound M1-2 dropwise to the reaction solution, heat at 60°C and continue the reaction for 1 hour. The solution was slowly transferred to a 500mL three-neck flask equipped with (30.1g, 100mmol) M1-1 and 100mL anhydrous THF, reacted at room temperature for 12 hours, cooled to room temperature, quenched with water, and the reaction solution was rotatably evaporated to remove most of the solvent, and used Dichloromethane was dissolved and washed 3 times with water, and the collected organic liquid was mixed with silica gel and passed thr...

Embodiment 2

[0241] The synthesis of embodiment 2 compound (M2)

[0242] synthetic route:

[0243]

[0244] 1) Synthesis of intermediate M2-3: under nitrogen atmosphere, (33.2g, 100mmol) compound M2-1, (28.2g, 100mmol) compound M2-2, (9.55g, 50mmol) cuprous iodide, (5.7 g, 50mmol) trans-cyclohexanediamine, (31.8g, 100mmol) potassium phosphate and 250mL toluene were added to a 500mL three-neck flask, heated and stirred to 110°C for 12 hours, the reaction was completed, cooled to room temperature, and the filtrate was suction filtered , most of the solvent was evaporated by rotary evaporation, and washed three times with dichloromethane dissolved in water, and the organic liquid was collected and mixed with silica gel to pass through a column for purification, with a yield of 75%.

[0245] 2) Synthesis of intermediate M2-4: under nitrogen atmosphere, (29.1g, 60mmol) compound M2-3, (15.2g, 60mmol) biboronic acid pinacol ester, (11.8g, 120mmol) potassium acetate, (2.6 g, 3.6mmol) Pd(ppf)C...

Embodiment 3

[0248] The synthesis of embodiment 3 compound (M3)

[0249] synthetic route:

[0250]

[0251] 1) Synthesis of intermediate M3-3: according to the synthesis method of compound M2, compounds M3-1 and M3-2 were substituted for compounds M2-4 and M2-6, and the yield was 75%.

[0252] 2) Synthesis of intermediate M3-4: under nitrogen atmosphere, (24.8g, 60mmol) of compound M3-3 and 150mL of triethyl phosphite were added into a 250mL three-neck flask, heated at 160°C, and reacted for 12 hours. The reaction was stopped, and the liquid in the reaction solution was distilled out with a vacuum distillation device. The remaining solid was recrystallized with dichloromethane and ethanol solution, and the yield was about 80%.

[0253] 3) Synthesis of intermediate M3-6: According to the synthesis method of compound M1-3, compound M3-5 (19.8 g, 100 mmol) was substituted for compound M1-1, and the yield was 75%.

[0254] 4) Synthesis of compound M3: according to the synthesis method of...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an adamantane-containing compound represented by general formula (1), and a high polymer, a mixture, a composition and an electronic device containing the same. Adamantane andan electron-deficient unit are connected to serve as a core unit, and then are matched with other functional units in order to effectively increase the intermolecular distance and reduce the intermolecular interaction, so the effects of reducing exciton quenching and improving the energy utilization rate are achieved, and the performances of the compound and the related device are further improved.

Description

[0001] This application claims the priority of a Chinese patent application submitted to the China Patent Office on December 10, 2018, with the application number 201811500422.X, and the title of the invention is "a class of adamantane-containing compounds, mixtures, compositions and electronic devices thereof" , the entire contents of which are incorporated in this application by reference. technical field [0002] The invention relates to the field of electroluminescent materials, in particular to a class of adamantane-containing compounds, mixtures, compositions and electronic devices. Background technique [0003] Organic semiconductor materials have great potential for applications in optoelectronic devices such as organic light-emitting diodes (OLEDs), such as flat-panel displays and lighting, due to their structural diversity, relatively low fabrication cost, and superior optoelectronic performance. [0004] In order to improve the light-emitting performance of organi...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D487/04C07D519/00C07D403/10C07D495/04C07D491/048C07D417/10C07D413/14C07D403/04C07D403/14C07D209/86C07D471/04C07D251/24C07D409/10C07D409/14C07D409/04C07D307/91C07D405/14C07D405/04C07D239/26C07D239/74C07D213/06C07D235/18C07D235/08C07F9/6561C07F9/572C07F9/50C09K11/06H01L51/50H01L51/54
CPCC07D487/04C07D519/00C07D403/10C07D495/04C07D491/048C07D417/10C07D413/14C07D403/04C07D403/14C07D209/86C07D471/04C07D251/24C07D409/10C07D409/14C07D409/04C07D307/91C07D405/14C07D405/04C07D239/26C07D239/74C07D213/06C07D235/18C07D235/08C07F9/6561C07F9/5728C07F9/5022C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1048C09K2211/1051C09K2211/1059C09K2211/1088C09K2211/1092H10K85/615H10K85/622H10K85/654H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K50/11H10K50/15H10K50/16
Inventor 何锐锋陈思霞潘君友
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com