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Conjugated polymer material of fluorene and perylene and preparation method thereof

A conjugated polymer, polymer technology, applied in chemical instruments and methods, luminescent materials, use of gas discharge lamps, etc., to achieve the effects of improving injection and transmission capacity, simple synthesis process, and improving device efficiency

Inactive Publication Date: 2011-02-16
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, there are no relevant literature and patent reports at home and abroad

Method used

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  • Conjugated polymer material of fluorene and perylene and preparation method thereof
  • Conjugated polymer material of fluorene and perylene and preparation method thereof
  • Conjugated polymer material of fluorene and perylene and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Embodiment 1: the synthesis of polymer structure I 1 (m=1, wherein alkyl is n-octyl)

[0051] Poly[(9,9-di-n-octylfluorene-2,7-diyl)-alt-co-(perylene-1,6(8)-diyl)] (PDOFPE). 2,7-dibromo-9,9-dioctylfluorene (M1) (5.4844g, 1.0mmol), 3,10-dibromoperylene borate (PRB) (0.4201g, 1.0mmol) placed in pre- In a 100mL flask with a stirring bar, vacuumize and pass nitrogen three times, inject oxygen-free toluene (20mL) into the flask with a syringe. The mixture was heated to 80°C and stirred until the monomers were completely dissolved, and tetrakis(triphenylphosphide)palladium (Pd(PPh 3 ) 4 ) (0.01 mmol) in toluene (10 mL), and inject anaerobic nitrogen-saturated 2M sodium carbonate solution (5 mL) with a syringe. Then the system was heated to 90°C, and after 48 hours of reaction, phenylboronic acid (1.2g, 0.1mmol) was added to react for 12h to seal off the bromine end of the copolymer, and then bromobenzene (1mL, 1.5g, 10mmol) was added to react for 12h to seal off the copoly...

Embodiment 2

[0056] Example 2: Absorption spectra of solutions and films of the polymer PDOFPE (product of Example 1), photoluminescence spectroscopic determination.

[0057] Dissolve PDOFPE in tetrahydrofuran solution, and use Shimadzu UV-3150 ultraviolet-visible spectrometer and RF-530XPC fluorescence spectrometer to measure the absorption and emission spectra. The photoluminescence spectrum is excited by the maximum absorption wavelength of ultraviolet absorption. The solid film is formed by dropping the solution on a transparent glass plate after the solvent evaporates. The fluorescence quantum efficiency of the solution is measured by 10 in cyclohexane -6 The 9,10-dibenzanthracene solution of M (with a quantum efficiency of 0.9) was measured as a standard, and the measured value was 76%.

[0058] In the wavelength range greater than 300nm, the PDOFPE solution has a maximum absorption peak of 423nm, the absorption peak is relatively smooth, and the maximum emission of the photolumine...

Embodiment 3

[0060] Example 3: Synthesis of polymer structure II 1 (m=1, where R 3 and R 4 Same, both are 2-ethylhexyloxy)

[0061] Poly[(9,9-bis((4-(2-ethylhexyloxy)phenyl)-fluorene-2,7-diyl)-alt-co-(flower-3,10-diyl)] (PDAOPF-PE). 2,7-dibromo-9,9-bis(4-(2-ethylhexyloxy)phenyl)fluorene (DPM1) (0.733g, 1.0mmol), 3,10-di Bromoperylene borate (PRB) (0.4201g, 1.0mmol) was placed in a 100mL flask with a stirring bar in advance, vacuumed, and nitrogen gas was passed three times, and oxygen-free toluene (20mL) was injected into the flask with a syringe. The mixture was heated After stirring at 80°C until the monomer is completely dissolved, add tetrakis(triphenylphosphide)palladium (Pd(PPh 3 ) 4 ) (0.01 mmol) in toluene (10 mL), and inject anaerobic nitrogen-saturated 2M sodium carbonate solution (5 mL) with a syringe. Then the system was heated to 90°C, and after 48 hours of reaction, phenylboronic acid (1.2g, 0.1mmol) was added to react for 12h to seal off the bromine end of the copolymer...

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Abstract

The invention relates to a conjugated polymer material of fluorene and perylene and a preparation method thereof. The material can be applied to the field of plastic electronics of a polymer electroluminescence material, a polymer integrated circuit, a polymer solar battery, a polymer thin film transistor, polymer dye laser, a polymer non-linear optical material, a fluorescence probe and the like. The polymer combines the two high-performance systems of the fluorene and the perylene by utilizing a copolymerization strategy and has the following advantages: (1) low cost of raw materials, and simple and convenient synthesis method; and (2) good dissolubility, heat stability and rheological property, obvious enhancement of hole injection capacity, hole transmission capacity and electronic transmission capacity, no requirement of a hole injection layer, a hole transmission layer and an electronic transmission layer in an electroluminescence device, and technology simplification of the device. Moreover, the electroluminescence device prepared by the material of the invention can obtain satisfactory results on the aspects of the luminance, the luminous efficiency, the voltage resistance stability and the like.

Description

technical field [0001] The present invention is specifically a conjugated polymer material of fluorene and flower and a preparation method thereof, which can be applied to polymer electroluminescent materials, polymer integrated circuits, polymer solar cells, polymer thin film transistors, polymer lasers, Organic electronics such as polymer nonlinear optical materials and fluorescent probes. Background technique [0002] In recent decades, the take-off of inorganic semiconductor devices has greatly promoted the rapid development of the entire electronic information technology. Driven by Moore's Law, the semiconductor industry continues to reduce the size of devices to increase integration to meet the improvement of chip performance and cost reduction, but the chip size cannot be infinitely small, and existing semiconductor devices such as transistor technology have already near the limit. In this context, polymer semiconductor materials have attracted special attention fro...

Claims

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Application Information

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IPC IPC(8): H01L51/46H01L51/54C09K11/06H01S3/213H01L51/30C08G61/02
CPCY02B20/181Y02E10/549Y02B20/00
Inventor 黄维唐超徐慧
Owner NANJING UNIV OF POSTS & TELECOMM
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