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A kind of preparation method of the AIE polymer nanoparticle of carboxyl group and polypeptide modification

A nanoparticle and polypeptide modification technology, applied in chemical instruments and methods, luminescent materials, etc., can solve problems such as limiting the application value in the field of selective cell imaging, and achieve strong cell uptake, good biocompatibility, and cell imaging effects Good results

Active Publication Date: 2021-07-20
ZHEJIANG SCI-TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] So far, the surface of AIE polymer nanoparticles prepared by miniemulsion polymerization has not been modified with specific peptides, which limits its application value in the field of selective cell imaging

Method used

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  • A kind of preparation method of the AIE polymer nanoparticle of carboxyl group and polypeptide modification
  • A kind of preparation method of the AIE polymer nanoparticle of carboxyl group and polypeptide modification
  • A kind of preparation method of the AIE polymer nanoparticle of carboxyl group and polypeptide modification

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Weigh 0.2g O-50 emulsifier and dissolve it in 12.5g deionized water to obtain an aqueous phase solution.

[0090] Weigh 0.01g of AIE-6 molecules and 0.02g of azobisisobutyronitrile and dissolve in a mixed solution of 0.06g of n-hexadecane, 0.1g of acrylic acid, 0.45g of styrene and 0.45g of methyl methacrylate to obtain an oil phase solution Add the water phase solution to the oil phase solution, and make a coarse emulsion after stirring and pre-emulsifying; place the container containing the coarse emulsion in an ice-water bath, and use an ultrasonic wave with a power of 400W for 9 minutes to obtain a stable monomer Miniemulsion: Nitrogen was passed to remove oxygen, the temperature was raised to 65° C., and reacted for 6 hours under the protection of nitrogen to prepare a carboxyl-modified AIE polymer nanoparticle emulsion. With a molecular weight cut-off of 5000g·mol –1 The dialysis bag was dialyzed for three days, and the water change frequency was changed every 2h...

Embodiment 2

[0104] Weigh 0.5 g of Tween 20 and dissolve it in 15 g of deionized water to obtain an aqueous phase solution.

[0105] Weighing 0.0075g of AIE-12 molecules and 0.015g of azobisisoheptanonitrile were dissolved in a mixed solution of 0.08g of n-hexadecane, 0.15g of methacrylic acid and 1.35g of methyl methacrylate to obtain an oil phase solution; Add the water phase solution to the oil phase solution and pre-emulsify with stirring to obtain a coarse emulsion; place the container containing the coarse emulsion in an ice-water bath, and use an ultrasonic wave with a power of 200W for 20 minutes to obtain a stable monomer fine emulsion. Emulsion: Nitrogen was passed to remove oxygen, the temperature was raised to 60° C., and under the protection of nitrogen, the reaction was carried out for 12 hours to prepare a carboxyl-modified AIE polymer nanoparticle emulsion. With a molecular weight cut-off of 5000g·mol –1 The dialysis bag was dialyzed for three days, and the water change fr...

Embodiment 3

[0111] Weigh 0.3g of MOA-9 and dissolve in 15g of deionized water to obtain an aqueous phase solution.

[0112] Weigh 0.003g of AIE-15 molecules and 0.05g of azobisisobutyronitrile and dissolve in a mixed solution of 0.08g of n-hexadecane, 0.05g of methacrylic acid, 0.45g of methyl methacrylate and 0.55g of styrene to obtain oil phase solution; add the water phase solution to the oil phase solution, and make a coarse emulsion after stirring and pre-emulsifying; place the container containing the coarse emulsion in an ice-water bath, and use an ultrasonic wave with a power of 600W for 5 minutes to obtain a stable Monomer miniemulsion; pass nitrogen to remove oxygen, raise the temperature to 60°C, and react for 24 hours under the protection of nitrogen to prepare carboxyl-modified AIE polymer nanoparticle emulsion. With a molecular weight cut-off of 5000g·mol –1 The dialysis bag was dialyzed for three days, and the water change frequency was changed every 2h on the first day, e...

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Abstract

A preparation method of carboxyl and polypeptide modified AIE polymer nanoparticles, comprising: 1) preparing an aqueous emulsifier solution; 2) dissolving AIE molecules, Ostwald aging effect inhibitors and oil-soluble initiators in carboxyl functional monomers and hydrophobic The oil phase solution is obtained from the mixed liquid of the monomer; 3) Add the emulsifier aqueous solution to the oil phase solution and stir and pre-emulsify to obtain a coarse emulsion, and ultrasonic treatment to obtain a monomer fine emulsion; nitrogen and deoxygenation to obtain a carboxyl-modified AIE polymerization 4) dissolving the carbodiimide condensing agent in the acidic pH buffer solution, and then adding it to the emulsion prepared in step 3) to carry out activation reaction; 5) dissolving the ω-aminomaleimide In alkaline pH buffer solution; 6) adding the ω-aminomaleimide solution to the emulsion prepared in step 4) for reaction; 7) adding the aqueous solution of the polypeptide containing cysteine ​​sequence units at the end to the step 6) In the prepared emulsion, react to prepare carboxyl- and polypeptide-modified AIE polymer nanoparticles.

Description

[0001] (1) Technical field [0002] The invention relates to a method for preparing surface-modified aggregation-induced emission (AIE) polymer nanoparticle. [0003] (2) Background technology [0004] Fluorescent nanoparticles are an important class of functional nanomaterials, which have the characteristics of good water dispersibility, high photostability, low cytotoxicity, and surface modification. They are important in many high-end fields such as cell imaging, disease diagnosis, and biosensing. application value. However, nanoparticles with traditional aggregation-induced quenching (ACQ) fluorescent molecules as functional components often have defects such as low fluorescence quantum yield and narrow fluorescence intensity control range, which limits their application to some extent. In 2001, Academician Tang Benzhong's research group first reported a new type of fluorescent molecule with AIE effect, which emits strong fluorescence due to the restricted rotation within ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F212/08C08F220/14C08F220/06C08F236/22C09K11/06
CPCC08F212/08C08F220/14C09K11/06C09K2211/14C08F220/06C08F236/22
Inventor 曹志海梁小琴齐琪罗成林姚俊余棒方星宇胡亚新秘一芳
Owner ZHEJIANG SCI-TECH UNIV
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