Polymer microsphes with phenylboronic acid groups loaded on surface as well as preparation method and application thereof

A technology of polymer and phenylboronic acid, used in the preparation of microspheres, microcapsule preparations, alkali metal compounds, etc., can solve the problems of complicated preparation methods and uneven dispersion of microspheres, and achieve the effect of good monodispersity and wide application.

Inactive Publication Date: 2020-04-28
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing preparation methods of polymer microspheres containing boronic acid groups on the surface are too cumbersome, and the obtained microspheres are not evenly dispersed.

Method used

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  • Polymer microsphes with phenylboronic acid groups loaded on surface as well as preparation method and application thereof
  • Polymer microsphes with phenylboronic acid groups loaded on surface as well as preparation method and application thereof
  • Polymer microsphes with phenylboronic acid groups loaded on surface as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1 molecule RAFT reagent P (4-VPBA) m -b-AA n Synthesis

[0037] 1. Synthesis of homopolymer P(4-VPBA) 53 -TTC

[0038] 4-vinylphenylboronic acid (4-VPBA) (7.4g, 50mmol), S-1-dodecyl-S'-(α,α'-dimethyl-α"-acetic acid) trithiocarbonic acid Ester (DDMAT) (0.183g, 0.5mmol) and azobisisobutyronitrile (AIBN) (0.083g, 0.05mmol), added to a 25ml flask, dissolved in 20mL N,N-dimethylformamide and A mixed solvent of water (95 / 5v / v), the solution was degassed with nitrogen for 30 minutes, then soaked in a preheated oil bath at 70 degrees Celsius for 6 hours, cooled, exposed to air, precipitated with anhydrous ether, and placed in a vacuum After drying at room temperature, light yellow P(4-VPBA) polymer powder P(4-VPBA) was obtained 53 -TTC.

[0039] 2. Synthesis of block polymers

[0040] P(4-VPBA) 53 - TTC (1.55g, 0.20mmol), acrylic acid (AA) (2.93g, 40.70mmol) and azobisisobutyronitrile (AIBN) (6.56mg, 0.04mmol), added to a 25ml flask, dissolved in 15g In etha...

Embodiment 2

[0041] The preparation of the polymer microsphere that embodiment 2 surface contains phenylboronic acid group

[0042] 1. Take P(4-VPBA) 53 -b-AA 142 -TTC is the synthesis of polymethyl methacrylate (PMMA) microspheres of stable dispersant: in ethanol / water (50 / 50, w / w) system, carry out:

[0043] A 40 / 60 (7.2g+10.8g) ethanol / water mixture by weight ratio was introduced into a 25mL round bottom flask as a solvent, and then 2.0g of methyl methacrylate (MMA) monomer (10wt% relative to the system) was added , 0.30g of stable dispersant P(4-VPBA) 53 -b-AA 142 - TTC (15% relative to monomer), 0.005 g of DDMAT (0.25% relative to monomer) and 0.06 g of photoinitiator Darocur 1173 (3% relative to monomer), magnetically stirred to dissolve. The reaction mixture was deoxygenated with nitrogen for 30 minutes, sealed with a glass stopper with a quartz glass sheet, and then illuminated with a 365nm wavelength LED lamp (light intensity 2.5mW / cm2) under constant stirring. 2 ) was irradi...

Embodiment 3

[0047] The preparation of the polymer microsphere that embodiment 3 surface contains phenylboronic acid group

[0048] 1. Take P(4-VPBA) 53 -b-AA 142 -TTC is the synthesis of polymethylacrylate (PMA) microspheres of stable dispersant: in ethanol / water (50 / 50, w / w) system, carry out:

[0049] The ethanol / water mixture of weight ratio 40 / 60 (7.6g+11.4g) is introduced in the round bottom flask of 25mL as solvent, then add 1.0g methyl acrylate (MA) monomer (5wt% with respect to system), 0.10 g of stabilized dispersant P(4-VPBA) 53 -b-AA 142 - TTC (10% relative to monomer), 0.0025 g of DDMAT (0.25% relative to monomer) and 0.01 g of photoinitiator Darocur 1173 (1% relative to monomer), magnetically stirred to dissolve. The reaction mixture was deoxygenated with nitrogen for 30 minutes, sealed with a glass stopper with a quartz glass sheet, and then illuminated with a 365nm wavelength LED lamp (light intensity 2.5mW / cm2) under constant stirring. 2 ) was irradiated from the top ...

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Abstract

The invention discloses polymer microspheres with phenylboronic acid groups loaded on the surface as well as a preparation method and application of the polymer microspheres. Firstly, 4-vinylphenylboronic acid (4-VPBA) and acrylic acid (AA) are subjected to RAFT solution polymerization for preparing a block type macromolecular RAFT reagent P (4-VPBA) m-b-AAn; the macromolecular RAFT reagent is used as a stabilizer, through an RAFT photodispersion polymerization method together with a polymerization monomer and a photoinitiator, phenylboronic acid groups are successfully introduced to the surface of microspheres so that the polymer microspheres with the phenylboronic acid groups loaded on the surfaces are simply and efficiently prepared in one step. The polymer microspheres provided by theinvention have a range of 100 nm to 1 [mu] m and good monodispersity. The phenylboronic acid polymer microspheres have a specific adsorption effect on a compound containing an ortho-hydroxyl structure, such as Alizarin Red S dyes (ARs), and are widely applied to the fields of plant component separation, dye adsorption, analysis and detection and the like.

Description

technical field [0001] The invention relates to the technical field of polymer materials, more specifically, to a preparation method and application of polymer microspheres with phenylboronic acid groups on the surface. Background technique [0002] Boric acid and its derivatives are various and widely used. There are charged and uncharged forms in its aqueous solution. The charged form under alkaline conditions can be combined with 1,2- or 1,3-diol groups. Polyols form reversible five- or six-membered ring esters, and this process is reversible. In nature, there are a large number of such polyhydroxy compounds, such as glycoproteins, polysaccharides, flavonoids, dopamine and other substances, which have an important impact on the life activities of organisms. Due to the unique properties of boric acid, materials containing boric acid or boric acid derivatives are currently being increasingly used as molecular recognition units, and have a wide range of applications in many...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F230/06C08F220/06C08F220/14C08F220/18C08F2/50B01J20/26B01J20/28B01J20/30B01J13/14
CPCB01J13/14B01J20/261B01J20/28021C08F2/50C08F220/06C08F220/14C08F220/18C08F230/06C08F293/005C08F2438/03
Inventor 曾兆华黄永平王梦真杨建文袁佳宇
Owner SUN YAT SEN UNIV
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