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A kind of Gemini type fluorosurfactant and its preparation method and application

A surfactant and gemini technology, applied in the field of gemini fluorosurfactants and their preparation, can solve problems such as endocrine disruption, neurotoxicity, etc., and achieve the effects of excellent surface activity, high productivity and high solid content

Active Publication Date: 2022-05-03
SHENZHEN TAIKE TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the toxic mechanism of PFOS / PFOA is not yet clear, many animal experiments have shown that PFOS / PFOA has hepatotoxicity, endocrine disruption, embryotoxicity, reproductive toxicity, neurotoxicity and potential carcinogenicity, etc.

Method used

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  • A kind of Gemini type fluorosurfactant and its preparation method and application
  • A kind of Gemini type fluorosurfactant and its preparation method and application
  • A kind of Gemini type fluorosurfactant and its preparation method and application

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preparation example Construction

[0063] The present invention further discloses the preparation method of the above-mentioned gemini type fluorine-containing surfactant, first forming a block copolymer by coupling method with perfluoropolyether and chlorinated polyethylene glycol monomethyl ether, and further hydrolyzing the block copolymer Condensation obtains gemini type surfactant, specifically comprises the following steps:

[0064] (1) Alkenylation of perfluoropolyether

[0065] a. Prepare acid-binding agent: by weight, dissolve 4-30 parts of inorganic base in 8-300 parts of water to obtain acid-binding agent;

[0066] b. Substitution reaction: by weight, put into the reactor 50~100 parts of perfluoropolyether alcohol, 0.4~1 part of tetrabutylammonium bromide, 50~3000 parts of fluoroalkylbenzene solvent, 4~50 parts of halogen Substituting allyl group, control the temperature at 20-85°C, add the prepared acid-binding agent dropwise, and the dropping time is 30 minutes to 2 hours; after the addition, keep...

Embodiment 1

[0084] (1) Synthesis of chlorosilanized perfluoropolyether

[0085] 5.6g of potassium hydroxide is dissolved in 20g of deionized water to obtain an acid-binding agent for subsequent use;

[0086] A 500mL three-necked flask was equipped with a thermometer, a reflux condenser and a constant pressure dropping funnel, and 170g of 1,3-bistrifluorotoluene, 80g of number-average perfluoropolyether alcohol (molecular weight: 2000, purchased from HEC Group), and 0.5g of four Butylammonium bromide, 5.3g propylene bromide; after stirring to dissolve completely, raise the temperature to 85°C, add the pre-prepared acid-binding agent dropwise, the dropwise addition time is 30 minutes, and keep warm for 4 hours after the addition;

[0087] After the reaction, stand still and separate layers, discard the upper water layer, add 3g of anhydrous magnesium sulfate to the lower oil layer and dry for 12 hours, filter and remove the desiccant to obtain an alkenylated perfluoropolyether solution, whi...

Embodiment 2

[0100] (1) Synthesis of chlorosilanized perfluoropolyether

[0101] 5.6g of potassium hydroxide is dissolved in 20g of deionized water to obtain an acid-binding agent for subsequent use;

[0102] A 500mL three-necked flask was equipped with a thermometer, a reflux condenser and a constant pressure dropping funnel, and 170g of 1,3-bistrifluorotoluene, 120g of number-average perfluoropolyether alcohol (molecular weight of 3000, purchased from HEC Group), and 0.5g of four Butylammonium bromide, 5.3 g propene bromide. After stirring to dissolve completely, raise the temperature to 85°C, add the pre-prepared acid-binding agent dropwise for 30 minutes, and keep it warm for 4 hours after adding;

[0103] After the reaction, stand still and separate layers, discard the upper water layer, add 3g of anhydrous magnesium sulfate to the lower oil layer and dry for 12 hours, filter and remove the desiccant to obtain an alkenylated perfluoropolyether solution, which is transferred to a 500m...

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Abstract

The present invention relates to a gemini-type fluorine-containing surfactant and its preparation method and application. The perfluoropolyether alcohol (PFPE‑OH) is reacted with a halogenated allyl group to introduce an unsaturated double bond; Methylhydrogendichlorosilane undergoes a hydrosilylation reaction; the intermediate product obtained reacts with carbon magnesium polyethylene glycol monomethyl ether to generate perfluoropolyether-polyethylene glycol-methyl monochlorosilane (PFPE- SiCl‑PEG); further hydrolysis and condensation to obtain a gemini-type fluorosurfactant. The hydrophobic group used in the surfactant of the present invention is perfluoropolyether, which not only avoids the long carbon chain fluorine used in commonly used fluorosurfactants such as perfluorooctanesulfonamide (PFOS) and perfluorooctanesulfonic acid (PFOA). The alkyl group is refractory to degradation and cumulative toxicity, and its hydrophobicity can be easily adjusted by controlling the molecular weight of the perfluoropolyether chain segment, and has very high hydrophobicity. The preparation process of the gemini type fluorine-containing surfactant of the present invention is simple and convenient, the reaction condition is mild, the production only needs conventional equipment, and is suitable for industrialized production.

Description

technical field [0001] The invention relates to a gemini-type fluorine-containing surfactant, its preparation method and application, and belongs to the field of fine chemicals and auxiliary agent synthesis. Background technique [0002] Perfluoropolyethers (Perfluoropolyethers, PFPE) were first discovered in the 1960s. They are a special kind of perfluoropolymer compounds with an average molecular weight ranging from 500 to 15,000. Composed of carbon, fluorine and oxygen elements, the product has a series of characteristics such as heat resistance, oxidation resistance, radiation resistance, corrosion resistance, and non-combustibility. [0003] The prior art discloses a perfluoropolyether-based fluorocarbon surfactant and its preparation method and application, which belong to the technical field of polymer surfactants and can be used as an oil phase component in the PCR method to realize in-droplet digital PCR application, and droplet stability can be guaranteed, the per...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00C09K23/54C09K23/42C08F114/26
CPCC08G81/00C08F114/26C09K23/00
Inventor 李战雄
Owner SHENZHEN TAIKE TECH
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