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Quaternary ammonium salt amphiphilic cationic polymer and application thereof

A technology of cationic polymers and quaternary ammonium salt cations, applied in applications, animal repellants, plant growth regulators, etc., can solve the unclear relationship between the structure of amphiphilic cationic polymers and antibacterial properties, and the antibacterial activity needs to be strengthened And other issues

Active Publication Date: 2019-11-12
天津合创海华科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the relationship between the structure and antibacterial properties of amphiphilic cationic polymers is still unclear, and the antibacterial activity needs to be strengthened in order to develop more efficient macromolecular antibacterial materials.

Method used

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  • Quaternary ammonium salt amphiphilic cationic polymer and application thereof
  • Quaternary ammonium salt amphiphilic cationic polymer and application thereof
  • Quaternary ammonium salt amphiphilic cationic polymer and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Preparation of quaternary ammonium cationic monomer N,N,N-trimethylammonium ethyl methacrylate (TDMA): Dissolve dimethylaminoethyl methacrylate (4g, 25.4mmol) in 60mL tetrahydrofuran and place in an ice-water bath Iodomethane (3.6 g, 25.4 mmol) was added dropwise into the reaction flask under conditions. Continue the reaction for 2 hours, then transfer the reaction flask to room temperature and continue the reaction for 12 hours, filter the reaction solution to obtain a white precipitate, wash it with a small amount of tetrahydrofuran three times, place it in a vacuum oven at 25°C and dry it in reverse to obtain the final product TDMA. Structural characterization as figure 1 shown.

Embodiment 2-8

[0037] Using DDMAT as a macromolecular chain transfer agent and AIBN as an initiator, the hydrophobic monomer n-butyl methacrylate (nBMA) and the quaternary ammonium cationic monomer TDMA are randomly copolymerized to prepare P(B / T), and the specific preparation method As follows: Weigh 20 mg of DDMAT into a 25 mL reaction tube, add 3 mL of anhydrous DMF to dissolve it, add nBMA (0.281 g, 1.973 mmol) and TDMA (0.984 g, 3.288 mmol) prepared in Chapter 3 to the reaction tube at the same time, And add AIBN as initiator. Then, vacuum-filling with nitrogen was repeated (3 times), and the reaction tube was reacted at 70° C. for 24 h. Subsequent dialysis, freeze-drying to obtain polymer P(B / T) Z-Y , Z represents the total number of nBMA and TDMA units, and Y represents the molar ratio of nBMA / TDMA structural units. The two monomers nBMA and TDMA were charged according to the ratio shown in Table 1, and other amphiphilic random copolymers shown in Table 1 were prepared. Structural ...

Embodiment 9

[0042] mPEG 2k -DDMAT is a macromolecular chain transfer agent, AIBN is an initiator, nBMA and TDMA are randomly copolymerized to prepare mP(B / T).

[0043] (1) Synthesis of mPEG by esterification reaction 2k -DDMAT. The synthesis process is as follows: Weigh dicyclohexylcarbodiimide (2.05g), DDMAT (10g), 4-dimethylaminopyridine (25mg) and mPEG 2k (10g) was dissolved in 75mL of dichloromethane and reacted at room temperature for 48h. After the reaction, the mixture was filtered with suction, and the filtrate was concentrated by suspension evaporation to obtain a crude product. Finally, the product was dissolved in a small amount of dimethylformamide (DMF) and placed in a dialysis bag with a molecular weight of 1000. Dialysis was first performed with DMF, followed by dialysis with distilled water for 3 days after 5 hours, and the final product mPEG was obtained after freeze-drying. 2k -DDMAT.

[0044] (2) Weigh 100mg of mPEG 2k -DDMAT was dissolved in 3 mL of anhydrous DMF...

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Abstract

The invention relates to a quaternary ammonium salt amphiphilic cationic polymer and application thereof. The polymer is a random copolymer P(B / T) of a hydrophobic methacrylate monomer (B) and a quaternary ammonium salt cationic monomer (T); or a block copolymer (PEG-P(B / T)) of polyethylene glycol (PEG) and the random copolymer P(B / T); wherein the molar ratio (B / T) of the hydrophobic monomer unitto the quaternary ammonium salt monomer unit is 0.4-0.8, and the polymerization degree of P(B / T) is 19-150; the B is an n-alkyl ester of 3 to 8 carbons; and the T is N,N,N-trimethylammonium ethyl methacrylate. The amphiphilic cationic polymer has relatively high antibacterial property, and plays an antibacterial role through solution, coating, gel or blending into other materials. The antibacterial rate of the amphiphilic cationic polymer is 50% or above when the polymer concentration is 8 [mu]g / mL, and the great effect reaches 90% or above.

Description

technical field [0001] The invention relates to a quaternary ammonium salt-based amphiphilic cationic polymer and its application, in particular to a quaternary ammonium salt-based amphiphilic cationic random copolymer prepared by random copolymerization of hydrophobic monomers and quaternary ammonium salt cations. High antibacterial properties, can be used as antibacterial materials for antibacterial in various fields such as solutions, coatings, and fabrics. Background technique [0002] Bacteria are a typical harmful microorganism. The number of clinical cases of infection caused by pathogenic bacteria is increasing day by day, which has become a public health problem of global concern. The occurrence of pathogenic bacteria, such as fungi and bacteria, can have extremely serious consequences, including fatal diseases, increased patient mortality, and expensive medical expenses. Although the use of antibiotics plays an important role in the medical field and can inhibit t...

Claims

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Application Information

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IPC IPC(8): C08F220/34C08F220/18C08F2/38A01N33/12A01P1/00
CPCA01N33/12C08F2/38C08F220/34
Inventor 董岸杰黄文君邓联东张建华
Owner 天津合创海华科技发展有限公司
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