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

Poly(spirobifluorene) and organic light-emitting device

A polyspirofluorene and selected technology, which is applied in the field of polyspirofluorene and organic electroluminescent devices, can solve the problems of polyspirofluorene without charge transfer, decrease in fluorescence quantum efficiency, prolong fluorescent life and the like, and achieve good hole efficiency. Transmission capability, effect of good device efficiency

Active Publication Date: 2018-05-25
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
View PDF5 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example Hintschich (Journal of Physical Chemistry B, 2008, 112, 16300-16306), Wu (Applied Physics Letters, 2005, 87) and Kim (Journal of Luminescence, 2005, 115, 109-116), Wang (Polym Chem, 2014, 5, 6444.) and others reported that the alkoxy chain on the side chain of polyspirofluorene has a strong electron-donating effect, which causes charge transfer between the main chain and the side chain, which in turn leads to a red shift of the polymer spectrum and a decrease in the fluorescence quantum efficiency. Many unfavorable factors such as prolonged fluorescence lifetime
Up to now, how to make the modified polyspirofluorene do not have this kind of charge transfer method has not been reported yet.

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
  • Poly(spirobifluorene) and organic light-emitting device
  • Poly(spirobifluorene) and organic light-emitting device
  • Poly(spirobifluorene) and organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0119] The invention provides a preparation method of polyspirofluorene, comprising:

[0120] The dihalogen monomer with the structure of formula (II) and the diboron derivative monomer with the structure of formula (III) are polymerized in the presence of a palladium compound, a basic compound, an organic phosphine compound, a solvent, and a catalyst to obtain polyspirofluorene;

[0121] Or the dihalogen monomer of the formula (II) structure, the diboron derivative monomer of the formula (III) structure and the aromatic compound are polymerized in the presence of a palladium compound, a basic compound, an organic phosphine compound, a solvent, and a catalyst to obtain a polymer Spirofluorene;

[0122]

[0123] Among them, R 1 , R 2 , R 3 , R 4 Independently selected from C1-C22 straight-chain alkyl, C1-C22 branched-chain alkyl, C3-C22 cycloalkyl, C1-C22 alkoxy or C1-C22 heteroalkyl;

[0124] M is selected from one of chlorine trifluoromethanesulfonate and halogen; B i...

Embodiment 1

[0169] Carbazole (50g, 0.3mol), AlCl 3 (88.0g, 0.66mol) and dry dichloromethane (300mL) were added to a 1L three-necked flask, and mechanical stirring was turned on to dissolve; Pass into the sodium hydroxide solution; after the dropwise addition, the temperature is raised to reflux at 45°C, and the reaction is carried out for 12 hours. 3M HCl (300mL) solution was added dropwise in the system, and the solvent dichloromethane was distilled off to obtain a brown solid washed with a large amount of distilled water to obtain 82.8g of 3,6-bis(1-octanoyl)carbazole powder. 65.8%. The purity is 99.0%. The product obtained is carried out nuclear magnetic analysis, and the result is: 1 HNMR (400MHz, CDCl 3 ,δ):8.79(d,J=1.1Hz,2H),8.61(s,1H),8.15(dd,J=8.5,1.5Hz,2H),7.50(d,J=8.6Hz,2H),3.11 (t, J = 7.5Hz, 4H), 1.88–1.75 (m, 4H), 1.49–1.25 (m, J = 47.7, 8.0Hz, 16H), 0.90 (t, J = 6.9Hz, 6H).

Embodiment 2

[0171] The 3,6-di(1-octanoyl)carbazole powder (57.0g, 136mmol) obtained in Example 1, hydrazine hydrate (132mL, 2.17mol), sodium hydroxide (54.4g, 1.36mol) and a Diethylene glycol (500mL) was added to a 1L three-necked flask, and the three necks of the flask were respectively equipped with a mechanical stirring device, a built-in thermometer and a water separator; the stirring was turned on, the temperature was raised to 110°C for 4 hours, the temperature was raised to 150°C for 12 hours, and the temperature was raised to React at 190°C for 6h, release the generated gas and moisture, then raise the temperature to 210°C for 6h. After the reaction was completed, the system was cooled to room temperature, poured into a large amount of water, filtered, and the filter cake was drained. Using 200-300 mesh silica gel as the stationary phase and dichloromethane as the eluent, 43 g of light yellow solid 3,6-dioctylcarbazole was obtained by column separation, with a yield of 65%. The p...

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

PropertyMeasurementUnit
Maximum luminescence wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention provides poly(spirobifluorene) with the structure shown in formula (I). Carbazole groups are introduced in a side chain of spirofluorene and a polymer containing carbazole spirofluoreneis synthesized. The prepared polymer containing carbazole spirofluorene has no intramolecular charge transfer effect from a main chain to side chains, meanwhile, due to carbazole modification, the polymer has good hole transporting capacity and can have good device efficiency while retaining the advantage of pure blue light color purity. Besides, the poly(spirobifluorene) with aromatic groups introduced can have blue, green and red three-primary color emission and have good device efficiency.

Description

technical field [0001] The invention relates to the field of a polymer preparation method, in particular to polyspirofluorene and an organic electroluminescent device. Background technique [0002] Polymer light-emitting diodes (PLEDs) can be prepared by solution processing (such as inkjet, spin coating, etc.), and have the advantages of low cost, easy realization of large area and flexible display, so they are favored in the field of light emission. . Current polymer blue light materials are mainly polymers such as polyphenylene (PPP), polycarbazole (PCz), and polyfluorene (PF). Among them, polyfluorene and its derivatives are widely considered to be the best among these materials, and there have been a large number of literature and patent reports. Moreover, the blue polyfluorene derivative is used as a skeleton, and other primary colors of red and green can be produced after copolymerization of other monomers, thereby realizing a full-color display device. [0003] How...

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): C08G61/10C08G61/12H01L51/50H01L51/54
CPCC08G61/10C08G61/126C08G2261/11C08G2261/122C08G2261/3243C08G2261/312C08G2261/149C08G2261/5222C08G2261/411C08G2261/354C08G2261/3246C08G2261/91H10K85/113H10K85/111H10K50/00H10K2102/00H10K2102/301
Inventor 王利祥丁军桥白科研赵磊
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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