Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant as well as preparation and application thereof in slow release of pesticides

A technology of polyethyleneimine and surfactants, which is applied in the fields of application, chemicals for biological control, biocides, etc. It can solve the problems of poor selectivity, low water solubility, and short duration, etc., and achieve excellent surface Activity, optimized micelle morphology, excellent use effect

Active Publication Date: 2017-10-10
HUAZHONG NORMAL UNIV
View PDF17 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of pesticides mainly faces three problems (Int.J.Environ.Sci.Technol.2016,13,2977-2994): one is the low bioavailability of pesticide active ingredients caused by low water solubility, such as pesticides The solubility of the insecticide capsaicin in water is 60mg / L, and the solubility of rotenone is only 0.002mg / L; the solubility of the herbicide metolachlor is 530mg / L, and the solubility of prochloraz is 340mg / L; The solubility of Jin is 28mg / L
The second is poor selectivity, which has phytotoxicity to non-target organisms. For example, the herbicide paraquat can kill non-target green plants through contact; the insecticide permethrin can also act on non-target arthropods, such as spiders, etc.
The main dosage form of penthiostrobin is emulsifiable concentrate, which has a relatively short duration and uses a large amount of organic solvents, which is likely to cause environmental pollution and waste of resources

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant as well as preparation and application thereof in slow release of pesticides
  • Perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant as well as preparation and application thereof in slow release of pesticides
  • Perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant as well as preparation and application thereof in slow release of pesticides

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] The preparation of embodiment 1 intermediate (M1)

[0045] Synthetic route such as figure 2 As shown, add 12.2g (0.1mol) p-hydroxybenzaldehyde in a dry 250mL flask, dissolve it with 150mL acetonitrile, add 27.6g (0.2mol) of acid-binding agent potassium carbonate under stirring, reflux for half an hour, and then slowly dropwise add The fluorine precursor raw material was 36.2 g (0.12 mol) of perfluorobutylsulfonyl fluoride, and the end point of the reaction was monitored by TLC. Add 100mL ethyl acetate to the reaction solution, wash 3 times with saturated sodium chloride solution, dry the organic layer with anhydrous sodium sulfate and crystallize at low temperature, filter to obtain the white solid intermediate perfluorobutylsulfonyloxybenzaldehyde (M1 ), 39.2g, the yield is 97%.

[0046]

[0047] 1 H NMR (600MHz, DMSO): δ10.08 (s, 1H, -CHO), 8.13 (d, J = 8.0Hz, 2H, phH), 7.75 (d, J = 8.0Hz, 2H, phH);

[0048] 19 F NMR(376MHz,DMSO):δ-82.01(3F),-112.34(2F),-121....

Embodiment 2

[0050] Example 2 Preparation of perfluorobutyl modified PEI macromolecular fluorosurfactant

[0051] Synthetic route such as figure 2 As shown, in a dry 250mL flask, add 8g (0.02mol, 5% of the total moles of primary and secondary amines in the following PEI) perfluorobutylsulfonyloxybenzaldehyde (M1), 100mL of anhydrous methanol, Then add 22.6g PEI (M.W.1800), stir at room temperature for 2h, then add sodium borohydride 0.75g (0.02mol) in batches, continue to react for 10min, and monitor the reaction end point by TLC. After the reaction is completed, add acetone to dissolve again, white solid impurities are precipitated, and the filtrate is obtained by filtration, and the filtrate is repeatedly precipitated with n-hexane to obtain a yellow oily product, which is labeled as perfluorobutyl modified PEI macromolecular fluorosurfactant C4F -PEI-B, yield 92%. pass 1 The ratio of the proton peak integral area on the intermediate benzene ring in H NMR to the proton peak and sub-a...

Embodiment 3

[0053] Example 3 Test of surface tension and critical micelle concentration (CMC) of perfluorobutyl modified PEI macromolecular fluorosurfactant

[0054] Take a certain amount of the above C4F-PEI-B, and use distilled water to make solutions with the following concentration gradients (unit: mg / mL): 0.1, 0.5, 0.7, 0.9, 1.0, 2.0, 3.0, 4.0, 5.0, 6.0, 7.0 , 8.0, 9.0, 10.0, 11.0, 12.0, use the OCA20 contact angle measuring instrument to measure the surface tension at 25°C (hanging drop method), the minimum surface tension is 22.6mN / m, and the critical micelle concentration (CMC) is 3.0 mg / mL, the test results are shown in the figure Figure 4 shown.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Minimum surface tensionaaaaaaaaaa
Critical micelle concentrationaaaaaaaaaa
The average particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention discloses a perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant as well as preparation and an application thereof in slow release of pesticides and belongs to the technical field of slow release of pesticides. P-hydroxy benzaldehyde is taken as an initial material and subjected to sulfonic esterification with perfluoro butanesulfonylfluoride to produce an intermediate, the intermediate and PEI are subjected to a reductive amination reaction to produce the perfluorobutyl modified polyethyleneimine macromolecular fluorine-containing surfactant, and the surfactant has the characteristics of high surface activity, low critical micelle concentration and proneness of formation of spherical micelle and can be used as a pesticide slow-release formulation carrier material. A pesticide slow-release formulation can be prepared with the fluorine-containing surfactant as a carrier and bactericide or bactericide composition as a pesticide active component with a solvent evaporation method. The fluorine-containing surfactant contains no perflurooctyl groups and has a short synthesis route and high yield, and raw materials are cheap and available; the fluorine-containing surfactant is used as a carrier material to be applied to the pesticide slow-release formulation and has the excellent use effect.

Description

technical field [0001] The invention belongs to the technical field of pesticide sustained release, and in particular relates to a perfluorobutyl-modified polyethyleneimine macromolecular fluorine-containing surfactant, a preparation method thereof and its application in pesticide sustained release. Background technique [0002] The Food and Agriculture Organization of the United Nations (FAO) predicts that the world population will increase to 9.8 billion by 2050. How to ensure the sustainable supply of food is a serious problem. However, due to pests, diseases and weeds, the yield and quality of crops have declined sharply. For example, there are more than 9,000 kinds of insects and mites, more than 50,000 kinds of plant pathogens and more than 8,000 kinds of weeds in the world, causing huge damage to crops. Therefore, in order to protect crops and increase enthusiasm for agricultural production, the use of pesticides is essential. According to reports from the agricultu...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A01N25/30A01N25/28A01N25/10A01N43/78C08G73/02A01P3/00
CPCA01N25/10A01N25/28A01N25/30A01N43/78C08G73/0206
Inventor 涂海洋吴文海杨光富张爱东
Owner HUAZHONG NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com