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Conjugated polymer material of fluorine, pyrene and perylene and preparation thereof

A technology of conjugated polymers and polymers, applied in the field of conjugated polymer materials and their preparation

Inactive Publication Date: 2009-08-12
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • Conjugated polymer material of fluorine, pyrene and perylene and preparation thereof
  • Conjugated polymer material of fluorine, pyrene and perylene and preparation thereof
  • Conjugated polymer material of fluorine, pyrene and perylene and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] Example 1: Synthesis of polymer structure I1B (m=1, wherein the alkyl group is n-octyl)

[0087] Poly[(9,9-di-n-octylfluorene-2,7-diyl)-alt-co-(pyrene-1,6(8)-diyl)] (PDOFP). 2,7-dibromo-9,9-dioctylfluorene (M1) (5.4844g, 1.0mmol), 1,6(8)-dibromopyrene borate (PB2) (0.3700g, 1.0mmol) placed In the 100mL flask with a stirring bar in advance, 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 c...

Embodiment 2

[0093] Example 2: Absorption spectra of solutions and thin films of the polymer PDOFP (product of Example 1), photoluminescence spectrometry.

[0094] Dissolve PDOFP in THF 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%.

[0095] In the wavelength range greater than 300nm, the PDOFP solution has a maximum absorption peak of 383nm, the absorption peak is relatively smooth, and the maximum emission of the photoluminescence spectrum is 442nm....

Embodiment 3

[0097] Embodiment 3: the synthesis of polymer structure I 1A (wherein alkyl is n-octyl)

[0098] Poly[(9,9-di-n-octylfluorene-2,7-diyl)-alt-co-(pyrene-2,7-diyl)]. 2,7-dibromo-9,9-dioctylfluorene (M1) (5.4844g, 1.0mmol), 2,7-dibromopyrene borate (PB1) (0.3700g, 1.0mmol), tetrakis (tri Phenylphosphide) palladium (Pd(PPh 3 ) 4 ) (0.01mmol) in toluene (10mL), according to the similar preparation method as Hecheng PDOFP, a light yellow solid (0.58g, 70%) can be obtained. Anal. Calcd. C, 91.78; H, 8.22. found C, 91.52; H, 8.27. The polymer was dissolved in THF, and the molecular weight of the polymer was determined by gel chromatography (THF was the eluent). The number average molecular weight (Mn) was 49869, the weight average molecular weight (Mw) was 81286, and the polydispersity coefficients were 1.63, respectively. The difference between polymer I1A and polymer I1B is that in the former, pyrene is connected to fluorene through 2,7, while in the latter, the connection includ...

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Abstract

The invention provides a fluorene-pyrene or fluorene-perylene conjugated polymer material, and a preparation method thereof. The conjugated polymer material can be applied to the plastic electronics field covering polymer electroluminescent materials, polymer integrated circuits, polymer solar cells, polymer thin film transistors, polymer dye laser, polymer nonlinear optical materials, fluorescent probe and the like. The conjugated polymer material combines two high-performance systems fluorene and pyrene or perylene together by copolymerization, and has the following advantages: (1) the conjugated polymer material requires cheap raw materials and a simple synthetic method; and (2) in addition to good solubility, good thermal stability and good rheological property, the conjugated polymer material further has significantly improved hole injection capability, hole transport capability and electron transport capability. Therefore, an electroluminescent device can be free of a hole injection layer, a hole transport layer and an electronic transport layer, which simplifies device process. The electroluminescent device prepared from the conjugated polymer material has satisfactory brightness, luminous efficiency, voltage withstanding stability and the like.

Description

technical field [0001] The present invention is specifically a conjugated polymer material of fluorene, perylene and pyrene and a preparation method thereof, which can be applied to polymer electroluminescent materials, polymer integrated circuits, polymer solar cells, polymer thin film transistors, polymer Organic electronics such as lasers, 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 att...

Claims

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Application Information

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IPC IPC(8): C08G61/02
Inventor 黄维唐超徐慧
Owner NANJING UNIV OF POSTS & TELECOMM
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