P-nitrobenzoylthiourea chitosan derivative and application thereof
By designing p-nitrobenylthiourea chitosan derivatives, the problem of limited effects in the existing technology in antibacterial and anion recognition is solved, and the antibacterial effect and high sensitivity to anion recognition of various bacteria is achieved, which is suitable for multiple bacteria. type of application.
Patent Information
- Application Number
- CN202311085445.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2023-08-28
- Publication Date
- 2025-02-07
AI Technical Summary
The prior art has problems with limited effectiveness in antibacterial and anion recognition, especially in the absence of effective materials in exhibiting high sensitivity recognition selectivity for a variety of bacteria and anions.
By designing a p-nitrobenylthiourea chitosan derivative, it uses its structural characteristics to produce antibacterial effects on bacteria such as Bacillus Irving, Bacillus subtilis, coliforms and Staphylococcus aureus, and it also provides F- and SO42 -Anions exhibit high sensitivity recognition selectivity.
It achieves different degrees of antibacterial effects on a variety of bacteria, and shows high sensitivity and selectivity in anion recognition, and is suitable for making antibacterial materials and anion sensors.
Smart Images
Figure CN119390872A_ABST
Abstract
Description
Technical Field
[0001] The invention relates to a p-nitrophenyl acylthiourea chitosan derivative and its application in antibacterial and anion recognition. Background Art
[0002] p-Nitrophenyl acylthiourea chitosan derivatives have a wide range of uses in the fields of antibacterial, antitumor, herbicidal, insecticidal, fungicidal and plant growth regulating activity, catalysis, magnetism, optics, electrochemistry, nonlinear optics and chemical sensors, and therefore have become a current research hotspot. Summary of the invention
[0003] The purpose of the present invention is to provide a p-nitrophenyl acylthiourea chitosan derivative and application thereof.
[0004] The structural formula of p-nitrophenyl acylthiourea chitosan derivative is:
[0005] The p-nitrophenyl acylthiourea chitosan derivative is used for antibacterial and anion recognition.
[0006] The p-nitrophenyl acyl thiourea chitosan derivative of the present invention has different degrees of antibacterial effects on Erwinia herbicides, Bacillus subtilis, Escherichia coli and Staphylococcus aureus, and exhibits highly sensitive recognition selectivity for some anions. Implementation
[0007] Example: (1) The structural formula of p-nitrophenyl acylthiourea chitosan derivative is:
[0008] (2) The preparation method of p-nitrophenyl acylthiourea chitosan derivative is: a. Preparation of degradable chitosan Weigh 6.0 g of chitosan (deacetylation degree 95.20%, viscosity average molecular weight M η 4.75×10 5 ) was added and stirred to dissolve in 5% acetic acid solution. After stirring at room temperature for 1 hour, when chitosan was completely dissolved and in a homogeneous state, it was placed in a constant temperature oscillating water bath at 65 degrees Celsius, 6 ml of hydrogen peroxide was added, and it was stirred slowly and evenly. After reacting for 6 hours, the pH value was adjusted to neutral with 1 mol / L NaOH, cooled and filtered to obtain a solid phase product. The obtained product was repeatedly washed with distilled water, and the product was dried at low temperature (-50 degrees Celsius) for 3 days to obtain degraded chitosan (deacetylation degree of 94.30%, viscosity average molecular weight M η 2.37×10 4 ); b. Preparation of p-Nitrophenylacylthiourea Chitosan Derivatives Degraded chitosan (calculated based on aminoglucose as the basic unit: 0.180 g, 1 mmol) was added to a two-necked bottle, vacuumed and filled with nitrogen three times, and then 20 ml of dimethyl sulfoxide (dried, with molecular sieves) was added, and stirred at 60 degrees Celsius for 48 hours. 4-nitro-benzoyl isothiocyanate (0.3123 g, 1.5 mmol) was added and stirred at room temperature for about 50 hours. After stopping the reaction, the mixture was washed with dimethyl sulfoxide (DMSO) and acetone for 3 times, filtered, and dried at 60 degrees Celsius under vacuum to obtain a p-nitrobenzoylthiourea chitosan derivative in the form of a slightly yellow powder.
[0009] Application of p-nitrophenyl acylthiourea chitosan derivatives: Antibacterial: In the antibacterial experiment, it was found that a 4-nitrophenyl thiourea chitosan derivative had different degrees of antibacterial effects on Erwinia herbicides, Bacillus subtilis, Escherichia coli and Staphylococcus aureus.
[0010] Anion recognition: When F was introduced into the dimethyl sulfoxide / water solution of p-nitrophenyl acylthiourea chitosan derivative, - 、SO4 2- When the anion was detected, the color and absorption spectrum of the solution changed significantly. Since the p-nitrophenyl acylthiourea chitosan derivative showed high sensitivity and selectivity to the two anions, it was used to prepare a naked eye recognition system for F - 、SO4 2- sensor.
[0011] The chemical reagents used in the examples were all analytically pure. BRIEF DESCRIPTION OF THE DRAWINGS
[0012] Description of the drawings: Figure 1 From top to bottom, the chitosan group structure is connected to the thiourea group, then to the acyl group, and finally to the nitrophenyl group.
Claims
1. A p-nitrophenyl acylthiourea chitosan derivative, characterized in that The molecular structure of p-nitrophenyl acylthiourea chitosan derivative is:
2. The use of the p-nitrophenyl acylthiourea chitosan derivative according to claim 1, characterized in that The p-nitrophenyl acylthiourea chitosan derivative is used for antibacterial and anion recognition.