Polyparaphenylene vinylene conjugated polymer fluorescent nanoparticles with controllable emission wavelength and preparation method

A technology of phenylene vinylene and conjugated polymers, which is applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve problems such as difficult dissolution, unsatisfactory polymer solution, poor solubility of PPV polymers, etc., and achieve emission Wavelength controllable, easy to operate, and narrow particle size distribution

Active Publication Date: 2017-03-22
SUZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Secondly, due to the extremely poor solubility of unmodified PPV polymers, it is difficult to dissolve in general solvents. Therefore, the existing PPV polymers cannot meet the requirements of the post-polymerization method to obtain a stable polymer solution.

Method used

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  • Polyparaphenylene vinylene conjugated polymer fluorescent nanoparticles with controllable emission wavelength and preparation method
  • Polyparaphenylene vinylene conjugated polymer fluorescent nanoparticles with controllable emission wavelength and preparation method
  • Polyparaphenylene vinylene conjugated polymer fluorescent nanoparticles with controllable emission wavelength and preparation method

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Embodiment 1

[0030] See attached figure 1 , which is a schematic diagram of the preparation route of poly(p-phenylenevinylene) conjugated polymer nanoparticles provided in this example, and the specific steps are as follows:

[0031] 1. Refer to the literature (J. Am. Chem. Soc.1993, 115, 10117-10124) to synthesize PPV monomers containing unsubstituted benzene rings, take 0.6895 g (1.965 mmol) of PPV monomers, under anhydrous and oxygen-free conditions Dissolve the prepared PPV monomer in 12mL H 2 O; then 1.7 mL of 1 M NaOH aqueous solution was slowly added dropwise, placed in an ice-water bath and stirred for 1 h, then added 3 mL of 2 M HCl solution to terminate the reaction, and then dialyzed with a dialysis bag with a molecular weight of 3500 After 24 hours (excluding the 12 hours overnight, the water was changed every 2 hours in other time periods, and 500 mL of deionized water was added each time), and 20 mL of PPV precursor (referred to as pre-PPV) solution was obtained.

[0032] 2...

Embodiment 2

[0036] 1. Dissolve 0.6895 g (1.965 mmol) of PPV monomer containing unsubstituted benzene ring synthesized by reference (J. Am. Chem. Soc.1993, 115, 10117-10124) in 12 mL h 2 Then, 1.7 mL of 1 M NaOH aqueous solution was slowly added dropwise, placed in an ice-water bath and stirred for 1 h, then 3 mL of 2 M HCl solution was added to terminate the reaction, and then dialyzed with a dialysis bag with a molecular weight of 3500 After 24 hours (excluding the 12 hours overnight, the water was changed every 2 hours in other time periods, and 500 mL of deionized water was added each time), and 20 mL of PPV precursor solution was obtained. Add 5 ml of the obtained solution into an oxygen-free 250 mL two-neck flask, then add 15 ml of deionized water for dilution, then add 60 ml of methanol and mix thoroughly, heat up to 50 °C, and react for 16 h. After the reaction was completed, under reduced pressure, the temperature of the water bath was controlled at 35 °C, and the methanol was re...

Embodiment 3

[0039] 1. Dissolve 0.6895 g (1.965 mmol) of PPV monomer containing unsubstituted benzene ring synthesized by reference (J. Am. Chem. Soc.1993, 115, 10117-10124) in 12 mL h 2 Then, 1.7 mL of 1 M NaOH aqueous solution was slowly added dropwise, placed in an ice-water bath and stirred for 1 h, then 3 mL of 2 M HCl solution was added to terminate the reaction, and then dialyzed with a dialysis bag with a molecular weight of 3500 After 24 hours (excluding the 12 hours overnight, the water was changed every 2 hours in other time periods, and 500 mL of deionized water was added each time), and 20 mL of PPV precursor solution was obtained. Add 5 ml of the obtained solution to an oxygen-free 250 mL two-neck flask, then add 15 ml of deionized water for dilution, then add 60 ml of methanol and mix thoroughly, heat up to 50 °C, and react for 24 h. After the reaction was completed, under reduced pressure, the temperature of the water bath was controlled at 35 °C, and methanol was removed ...

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Abstract

The invention discloses a poly(p-phenylene vinylene)conjugated polymer fluorescent nanoparticle with controllable emission wavelength and a preparation method. The PPV precursor solution was prepared by the Wessling polymer sulfonium salt precursor method. Methanol was used as a substitution reagent, and the tetrahydrothiophene group on the PPV precursor was replaced by a methoxy group under the condition of anaerobic and high temperature. After methanol is distilled off under reduced pressure, the residual tetrahydrothiophene group on the PPV precursor is selectively eliminated, so that the PPV precursor is converted into a light-emitting PPV polymer; at the same time, PPV nanoparticles are obtained by self-assembly of the polymer chain during the elimination process . The invention can obtain PPV nanoparticles with different emission wavelengths by controlling the reaction time between the PPV precursor and methanol. The PPV fluorescent conjugated polymer nanoparticles prepared by the invention have narrow particle size distribution, controllable emission wavelength, simple preparation process and convenient operation, and are suitable for industrial production.

Description

technical field [0001] The invention relates to a fluorescent nanometer material, in particular to a polyparaphenylene vinylene fluorescent nanoparticle with controllable emission wavelength and a preparation method thereof, belonging to the technical field of polymer luminescent materials. Background technique [0002] In recent years, semiconducting polymer nanoparticles have attracted great attention due to their excellent properties required for fluorescent probes. Such polymer nanoparticles are mainly composed of π-conjugated polymers, also known as polymer dots. Their particle size is extremely small, ranging from a few nanometers to hundreds of nanometers. They have very bright fluorescence and a fast luminescence rate. These advantages in size and fluorescence performance make polymer nanoparticles useful in photovoltaic devices, cell labels, and in vivo applications. Many fields such as imaging, single particle tracking, biosensing and drug release have good practi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08L65/00C08J3/03C08J5/18C09K11/06
Inventor 范丽娟陈云陈红
Owner SUZHOU UNIV
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