Hyperbranched polybenzoate as well as preparation method and application thereof

A technology of polybenzoate and endynoate, applied in the fields of polymer chemistry and material science, can solve the problems of less research on polymer materials, difficult monomer preparation and storage, etc., to prevent explosion attacks and achieve high thermal stability. sexual effect

Active Publication Date: 2021-11-02
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the problem with this strategy is that monomer preparation and storage are difficult
At present, most of the AIE researches are still on small molecule materials, but less on polymer materials.

Method used

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  • Hyperbranched polybenzoate as well as preparation method and application thereof
  • Hyperbranched polybenzoate as well as preparation method and application thereof
  • Hyperbranched polybenzoate as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]

[0040] (1) Synthesis of monomers

[0041] Add 1.18 g (10 mmol) of 1,6-hexanediol, 0.190 g (1.0 mmol) of p-toluenesulfonic acid, and 3.65 g (25 mmol) of phenylpropiolic acid into a 250 mL two-necked flask equipped with an oil-water separator, Add 100 mL of toluene, heat and reflux for 24 hours, concentrate the reaction solution, extract with dichloromethane, wash with aqueous sodium bicarbonate solution, dry the organic phase with anhydrous magnesium sulfate, distill the solvent under reduced pressure after filtration, and separate by silica gel column chromatography. It was a mixed solvent of petroleum ether / ethyl acetate (20:1, v / v), and the product was vacuum-dried to constant weight to obtain 2.40 g of a white solid (yield 64.2%), which was a phenylpropiolic acid dibasic ester monomer. 1 H NMR (400 MHz, CDCl 3), δ (TMS, ppm): 7.59 (d, 4H), 7.45 (t, 2H), 7.37 (t, 4H),4.24 (t, 4H), 1.75 (q, 4H), 1.47 (p, 4H) ;

[0042] (2) Preparation of polymer

[0043] Add 3...

Embodiment 2

[0045] Phenylpropiolic acid dibasic ester monomer is with embodiment 1. Add 37.4 mg (0.10 mmol) of phenylpropiolic acid dibasic ester monomer, 3.2 mg (0.012 mmol) of rhodium chloride hydrate to a 10 mL polymerization tube with a sidearm. Pump N into the polymer tube through the side arm 2 Three times, add 0.6 mL redistilled toluene and 3.9 mg (0.03 mmol) of diisopropylethylamine, stir to dissolve. The system was reacted at 115 °C for 15 h. After the reaction was completed, it was cooled to room temperature, diluted with 3 mL of chloroform, and added dropwise to 150 mL of conventionally stirred methanol through a dropper plugged with cotton. Stand still, filter, and dry at room temperature to constant weight to obtain a polymer. Yield: 50.8%. Gel permeation chromatography (GPC) results showed that the weight average molecular weight ( M w ) was 20500, and the molecular weight distribution (PDI) was 2.15.

Embodiment 3

[0047] Phenylpropiolic acid dibasic ester monomer is with embodiment 1. Add 37.4 mg (0.10 mmol) of phenylpropiolic acid dibasic ester monomer, 3.2 mg (0.012 mmol) of rhodium chloride hydrate to a 10 mL polymerization tube with a sidearm. Pump N into the polymer tube through the side arm 2 Three times, add 0.6 mL redistilled toluene and 3.9 mg (0.03 mmol) of diisopropylethylamine, stir to dissolve. The system was reacted at 115 °C for 20 h. After the reaction, it was cooled to room temperature, diluted with 3 mL of chloroform, and added dropwise to 150 mL of conventionally stirred methanol through a dropper plugged with cotton. Stand still, filter, and dry at room temperature to constant weight to obtain a polymer. Yield: 53.5%. Gel permeation chromatography (GPC) results showed that the weight average molecular weight ( M w ) was 23300, and the molecular weight distribution (PDI) was 2.11.

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Abstract

The invention discloses hyperbranched polybenzoate as well as a preparation method and application thereof. According to the preparation method, a binary internal acetylenic acid ester monomer is used as a raw material, and a rhodium catalyst is supplemented for asolution polymerization reaction to obtain hyperbranched polybenzoate. The reaction raw materials are easy to obtain, no by-product is generated in a polymerization process, and the demand for atom economy is met. A substrate of the polymerization reaction is wide in application range and good in compatibility with functional groups, and functional groups can be easily introduced. As a repetitive unit contains an ester group, a polymer formed in the invention can be degraded under an alkaline condition and can be used as a degradable material. In addition, the polymer provided by the invention has aggregation-induced emission performance, and can be used as a chemical sensor to detect multi-nitro aromatic explosives with high sensitivity.

Description

technical field [0001] The invention belongs to the fields of polymer chemistry and material science, and in particular relates to a hyperbranched polybenzoic acid ester and its preparation method and application. Background technique [0002] Hyperbranched polymers are a class of novel three-dimensional spherical macromolecules with unique physical and chemical properties such as low viscosity, high rheology, high degree of branching, and a large number of terminal functional groups. Hyperbranched polymers have become a research hotspot in the field of polymer and material science as soon as they came out, and have important applications in optics, electricity, magnetism, coatings, and drug carriers. A common synthetic strategy for hyperbranched polymers is AB n Type (n ≥ 2) monomer self-condensation reaction. However, the problem with this strategy is that monomer preparation and storage are difficult. Other synthetic methods (such as A 2 +B 3 Polymerization) requires...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00G01N21/64
CPCC08G83/005G01N21/6428G01N2021/6432Y02P20/584Y02E10/549
Inventor 李红坤方慧康李永舫
Owner SUZHOU UNIV
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