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Nanometer grid, nanometer polymer grid material and their preparation method and use method

A nano-polymer and nano-lattice technology, applied in chemical instruments and methods, luminescent materials, semiconductor/solid-state device manufacturing, etc., can solve the problems of poor material stability, structural uncertainty, complex preparation process, etc., and achieve low cost, Simple operation and good solubility

Active Publication Date: 2016-02-24
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

Previously, the synthesis of organic porous materials was mainly through the coupling or cross-linking reaction of monomers with multiple reaction sites, but these methods generally have the following problems: the uncertainty of the structure, the poor solubility of the material, and the difficulty of solution processing of the material The stability of the material is relatively poor, the preparation process is complicated, and it is difficult to achieve large-scale preparation, etc.

Method used

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  • Nanometer grid, nanometer polymer grid material and their preparation method and use method
  • Nanometer grid, nanometer polymer grid material and their preparation method and use method
  • Nanometer grid, nanometer polymer grid material and their preparation method and use method

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preparation example Construction

[0070] The key step of the preparation method of the nano-lattice of the present invention is that the tertiary alcohol undergoes an acid-catalyzed Friedel-Crafts reaction, and the nano-lattice is obtained by self-ring closure. Taking nanolattice I as an example, the specific reaction is as follows:

[0071]

[0072] This type of material is obtained by polymerization of nano-lattice through Suzuki coupling polymerization, Stille coupling polymerization or Yamamoto coupling. Taking nano-polymer lattice material II as an example, the details are as follows:

[0073]

Embodiment 1

[0077] Embodiment 1, 2,7-dibromo-9-(4-octyloxyphenyl)-fluorene-9-alcohol (10g, 18.37mmol) and N-octylcarbazole (51.33g, 183.70mmol) were dissolved in 1000mL anhydrous CH 2 Cl 2 , was added dropwise in 100 mL of anhydrous CH with rapid stirring 2 Cl 2 boron trifluoride ether solution (7.80g). Stir at room temperature for 24 hours. After the reaction is complete, add 100 mL of water to quench the reaction and use CH 2 Cl 2 The organic layer was extracted, combined, dried with anhydrous magnesium sulfate, concentrated by rotary evaporation to remove the solvent, separated and purified by column chromatography to obtain a white solid powder (14.10 g, 97%) MALDI-TOF-MS (m / z): 805.2 / 805.2[M+], 1 H-NMR (400MHz, CDCl 3 )δ7.96(d, J=8Hz, 1H), 7.84(s, 1H), 7.61(d, J=8.4Hz, 2H), 7.55(d, J=1.6Hz, 2H), 7.48(m, 2H ),7.43(m,1H),7.37(d,J=8Hz,1H),7.27(m,1H),7.17(m,4H),δ6.80(m,2H),4.24(t,J 1 =7.2Hz,J 2 =7.2Hz,2H),3.93(t,J 1 =6.8Hz,J 2 = 6.4Hz, 2H).

Embodiment 2

[0078] Implementation Example 2, 11.80g (14.64mmol) 3-(2,7-dibromo-9-(4-octyloxyphenyl)-fluorenyl)-9-octylcarbazole and 2.50g (4.88mmol) 2-Boronic acid pinacol ester-9-(4-octyloxyphenyl)-fluorene-9-ol and 340 mg (029 mmol) tetrakistriphenylphosphine palladium were added to the reaction bottle, coated with vaseline, and sealed with a sealing tape. Evacuate the nitrogen three times. Add the bubbled toluene and tetrahydrofuran mixed solution with a syringe, inject the bubbled 2molL after 15min -1 Potassium carbonate solution 20mL, react at 85°C for 48h, add 100mL water to quench the reaction, use CH 2 Cl 2 The organic layer was extracted, combined, dried over anhydrous magnesium sulfate, concentrated by rotary evaporation to remove the solvent, separated and purified by column chromatography to obtain a yellow solid (5.0 g, 92%). MALDI-TOF-MS (m / z): 1109.1 / 1109.5 [M+], 1 HNMR (400MHz, CDCl 3 )δ7.91-7.97(m,2H),7.77(d,J=8Hz,1H),7.63-7.66(m,4H),7.55-7.58(m,2H),7.47-7.53(m,3H), ...

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Abstract

The invention relates to a nanometer grid, a nanometer polymer grid material and their preparation method and use method and belongs to the field of a photoelectric high and new technology. The nanometer polymer grid material is a homopolymer or copolymer utilizing the nanometer grid as a monomer and has a general structural formula shown in the following description. The nanometer polymer grid material has the characteristics that 1, the nanometer grid monomer has hole and semiconductor photoelectric characteristics, 2, raw materials are cheap and easily available, reaction conditions are mild and operation is easy, 3, the nanometer polymer grid material has excellent mechanical characteristics, 4, the nanometer polymer grid material has good solubility and is convenient for nanometer film or fibration processing, and 5, a rigid skeleton has the advantages of high glass-transition temperature, high heat, electrochemical stability and spectrum stability. The nanometer polymer grid material can be used as a novel nanometer polymer photoelectric material and has a good application prospect in the fields of organic electrons, spinning electrons, photoelectrons, mechano-electronic and nano-biology.

Description

technical field [0001] The invention belongs to the technical field of organic / polymer semiconductor materials, and specifically relates to soluble organic pore-like lattices and nanometer polymer lattice semiconductor materials and their preparation and synthesis methods, and relates to the use of these materials in sensing, organic electricity storage, organic electroluminescence, Applications in organic photoluminescence, photovoltaic cells, organic nonlinear optics, and organic lasers. Background technique [0002] Since 1987, Dr. Deng Qingyun's research group of American Kodak Company [Tang, C.W.; A.B.; Marks, R.N.; Mackay, K.; Friend, R.H.; Burn, P.L.; ) and polymer light-emitting diodes (PolymericLight-emittingDiodes), organic flat panel display is considered to be another generation of market-oriented display products after liquid crystal display. At the same time, great technological changes are also taking place in other fields of organic optoelectronics, includi...

Claims

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Application Information

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IPC IPC(8): C07D487/08C07D495/22C08G61/02C08G61/12C09K11/06H01L51/54G11C17/10
CPCG11C17/10C09K11/06C07D487/08C07D495/22C08G61/02C08G61/124C09K2211/1466C09K2211/1458H10K85/111H10K85/113
Inventor 解令海冯全友韩业龙李斌卞临沂余洋仪明东黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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