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Application of 2,5-furandiformaldehyde oxime in antibacterial and mildew-removing disinfectant

A technology of furandiformaldehyde oxime and disinfectant, applied in the directions of disinfectant, antifungal agent, antiviral agent, etc., can solve the problems of reduced antibacterial effect, failure, high toxicity, etc., and achieves the effect of huge market application prospect

Active Publication Date: 2022-04-26
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to early development and excessive use of antibiotics, bacteria have emerged and evolved antibiotic resistance, and strains with multiple antibiotic resistance have emerged, resulting in greatly reduced or invalid antibacterial effects
In addition, traditional antibacterial disinfectants are too toxic, and there are potential safety hazards in long-term exposure

Method used

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  • Application of 2,5-furandiformaldehyde oxime in antibacterial and mildew-removing disinfectant
  • Application of 2,5-furandiformaldehyde oxime in antibacterial and mildew-removing disinfectant
  • Application of 2,5-furandiformaldehyde oxime in antibacterial and mildew-removing disinfectant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0041] Synthesis of 2,5-furandicarbaldehyde dioxime:

[0042] Weigh 25g (0.20mol) of 2,5-furandicarbaldehyde and 40g (0.60mol) of hydroxylamine hydrochloride, add 200mL of water, stir until fully dissolved; weigh 15g (0.20mol) of anhydrous sodium acetate, add 100mL of water to dissolve, divide Add batches to the above solution, react at room temperature for 1 hour, a large amount of white precipitates precipitate, stand still for 1 hour, filter, dry, weigh 30.5g, yield 99.0%, FTIR (KBr): 3203(s), 3089(w), 3012(w), 2910(m), 2910(w), 1639(m), 1469(w), 1300(m), 1215(m), 1002(s), 966(m), 802(m), 512(w). Elemental Analysis: C 6 h 6 N 2 o 3 , Calculated: C 46.76%, H 3.92%, N 18.18%, O 31.14%; Experimental values: C 46.68%, H 3.85%, N 18.02%, O 31.10%. 1H NMR (DMSO-d6)δ: 12.06(s)2H, oxime-OH; 7.57(s)2H, imine proton; 7.31(s)2H, furan ring proton.

[0043] As a specific implementation:

[0044] Synthesis of 2,5-furandicarbaldehyde monoxime:

[0045] Weigh 62g (0.50mol) of 2,5...

Embodiment 1

[0046] Example 1 Determination of the sterilization effect of 2,5-furandicarbaldehyde monoxime

[0047] (1) Test substance: 2,5-furandicarbaldehyde monoxime (R 1 =-CNOH,R 2 =-CHO, type E, with a purity of 99.0%, powder);

[0048] (2) The concentration of the aqueous solution of the test substance: 10ppm, 100ppm, 1000ppm, 5wt.%.

[0049] (3) Strains: Escherichia coli (Escherichia coli), Staphylococcus aureus (Staphylococcus aureus), Bacillus subtilis var. niger

[0050] (4) Sterilization test: According to the 2002 edition of "Disinfection Technical Specifications", the sterilization test is carried out. First, use sterile hard water to prepare disinfectant (the concentrations of the prepared disinfectant are respectively 12.5ppm, 125ppm, 1250ppm, 6.25wt.%), set 20°C±1°C water bath for standby; then prepare the experimental bacterial suspension (the bacterial concentration in the experimental bacterial suspension is 1×10 8 cfu / ml~5×10 8 cfu / ml); inject 4.0ml of the above-m...

Embodiment 2

[0058] Example 2 Determination of the sterilization effect of 2,5-furandicarbaldehydedioxime

[0059] (1) Test substance: 2,5-furandicarbaldehyde dioxime (R 1 =-CNOH,R 2 =-CNOH, type E, Z, purity 99.0%, powder);

[0060] (2) The concentration of the aqueous solution of the test substance: 50ppm, 500ppm, 5000ppm, 5wt.%.

[0061] (3) Strains: Pseudomonas aeruginosa, Salmonella, Streptococcus

[0062] (4) Sterilization test: Sterilization test was carried out in accordance with the 2002 edition of the "Disinfection Technical Specifications". Firstly, disinfectants with different concentrations of sterile hard water were used (the concentrations of the prepared disinfectants were 62.5ppm, 625ppm, 6250ppm, 6.25wt.%) , placed in a 20°C ± 1°C water bath for subsequent use; then prepare the experimental bacterial suspension (the bacterial concentration in the experimental bacterial suspension is 1 × 10 8 cfu / ml~5×10 8 cfu / ml,); inject 4.0ml of the above-mentioned concentration of...

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Abstract

The invention discloses an application of 2,5-furandicarbaldehyde oxime in an antibacterial, mildew-removing and disinfectant, characterized in that the 2,5-furandicarbaldehyde oxime has a structure shown in formula (I); formula (I) in, R 1 , R 2 independently selected from any of ‑H, ‑CHO, ‑CNOH; R 1 and R 2 at least one of which is -CNOH. The bio-based antibacterial and mildew-removing disinfectant has an effective bactericidal concentration of 0.1ppm-10wt.%, has the advantages of good biological safety, and excellent performance in inhibiting and killing microorganisms, and has broad application prospects in the future.

Description

technical field [0001] The invention relates to a novel bio-based antibacterial and mildew-removing disinfectant, which belongs to the technical field of antibacterial, mildew-proof and disinfection. Background technique [0002] Oxime compounds have good biological activities such as sterilization, antibacterial, and antiviral, and have the advantages of high efficiency and low toxicity, and have been widely developed and applied in the fields of medicine, pesticides, and biology. Cefixime (US4409214A) developed by Fujisawa Pharmaceutical Co., Ltd. in the early 1980s has a broad-spectrum antibacterial effect on Gram-positive and Gram-negative bacteria. The broad-spectrum pyridinium oxime fungicide (US5677465) jointly developed by Japan Anyuan Chemical Company and Combination Chemical Company effectively kills fungi such as Sclerotinia and Botrytis cinerea. The heterocyclic oxime fungicide (US20130237583A1) developed by Swiss Syngenta has good antibacterial activity against...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A01N43/08A01P1/00A01P3/00A61K31/341A61P31/04A61P31/10A61P31/12C07D307/52
CPCA01N43/08A61K31/341A61P31/04A61P31/10A61P31/12C07D307/52Y02A50/30
Inventor 张亚杰陈金波马中森
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI