Dendritic fluorine-containing surfactant as well as preparation method and application thereof

A surfactant and solvent technology, applied in the field of polymer surfactants, can solve the problems of complicated post-processing steps, limited environmental humidity synthesis technology, etc., and achieve the effects of reducing production costs, improving experimental safety, and being widely used.

Pending Publication Date: 2022-04-08
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The overall reaction process requires two steps, implying tedious work-up steps
And because the intermediates with acid chloride functional groups are to be synthesized, and acid chlorides are easy to hydrolyze, the reaction conditions need to be strictly anhydrous controlled, which is limited by the environmental humidity, the synthetic techniques of the experimenters, etc.

Method used

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  • Dendritic fluorine-containing surfactant as well as preparation method and application thereof
  • Dendritic fluorine-containing surfactant as well as preparation method and application thereof
  • Dendritic fluorine-containing surfactant as well as preparation method and application thereof

Examples

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preparation example Construction

[0041] In the following examples of the present invention, the preparation method specifically includes: providing alkoxy ethers containing perfluoropolyether carboxylic acid (PFPE), terminal amino groups, 1-hydroxybenzotriazole (HoBt), N, N - A mixed reaction system of diisopropylethylamine (DIPEA), 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC·HCl) and a solvent. A slight excess of alkoxy ether to perfluoropolyether carboxylic acid is used to completely react the carboxylic acid, and the reaction system is mixed in an ice-salt bath, and reacted at room temperature for 12-36 hours, and fully reacted to obtain the fluorine-containing surfactant.

[0042] In the following embodiments of the present invention, the preparation method specifically includes: after mixing all the reactants, take a drop of the mixed solution on the pH test paper, after the solvent evaporates, take an appropriate amount of water to moisten, observe the color range of the pH test paper...

Embodiment 1

[0055] In this example, 6 g of perfluoropolyether carboxylic acid (PFPE) was weighed in a 250 mL round bottom flask, and 60 mL of methyl nonafluorobutyl ether (HFE-7100) was dissolved to form a solution. Then, 0.2 g of 1-hydroxybenzotriazole (HoBt) was added under an ice-salt bath, followed by stirring. Weighed 2.54g of Et9 and 0.2g of N,N-diisopropylethylamine (DIPEA) successively, dissolved them in 10mL of dichloromethane, and added them dropwise to the round bottom flask. 0.3 g of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) was added. After stirring evenly, use a glass rod to take a drop of the reaction solution on the pH test paper. After the solvent evaporates, take a few drops of water to moisten it. The color of the pH test paper indicates that it is in the alkaline range. After the bottle was corked and stirred for a period of time, the ice-salt bath was removed, and the reaction was carried out at room temperature for 36 hours. The perfluorop...

Embodiment 2

[0057] This embodiment is basically the same as Embodiment 1, and the special features are:

[0058] In this example, 5 g of perfluoropolyether carboxylic acid (PFPE) was weighed in a 250 mL round bottom flask, and 60 mL of methyl nonafluorobutyl ether (HFE-7100) was dissolved to form a solution. Then, 0.25 g of 1-hydroxybenzotriazole (HoBt) was added under an ice-salt bath, followed by stirring. Weighed 2.48g Me9 and 0.24g N,N-diisopropylethylamine (DIPEA) successively, dissolved them in 10mL of dichloromethane, and added them dropwise to the round bottom flask. 0.36 g of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) was added. After stirring evenly, use a glass rod to take a drop of the reaction solution on the pH test paper. After the solvent evaporates, take a few drops of water to moisten it. The color of the pH test paper indicates that it is in the alkaline range. After the bottle was corked and stirred for a period of time, the ice-salt bath was...

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Abstract

The invention discloses a fluorine-containing surfactant as well as a preparation method and application thereof. According to the fluorine-containing surfactant, a hydrophobic fluorine chain and a tree-shaped alkoxy ether element are covalently connected through an amido bond. At present, a construction mode of an amido bond is generally divided into two steps: in the first step, carboxyl on a fluorine chain is subjected to acylating chlorination, and in the second step, the carboxyl and a hydrophilic element containing amino are subjected to amidation. In order to simplify a reaction route and pursue mild reaction conditions and a safer experimental environment, the invention provides a method for preparing a fluorine-containing surfactant through one-step amidation. Moreover, the fluorine-containing surfactant with the temperature-sensitive characteristic is obtained based on a rich tree-shaped alkoxy ether topological structure, and the prepared liquid drops are expected to be applied to release carrier molecules as required through temperature stimulation.

Description

technical field [0001] The invention relates to a fluorine-containing surfactant, in particular to a preparation method thereof, and an application of the temperature-sensitive property of the fluorine-containing surfactant, belonging to the technical field of polymer surfactants. Background technique [0002] Surfactants are a class of chemical substances with an amphiphilic structure that can significantly reduce interfacial tension. The microfluidic technology developed in the early 20th century can produce tiny liquid droplets with uniform size in micron-scale channels. The huge value contained in the uniform size and small characteristics has attracted a large number of researchers. Surfactants greatly inhibit the fusion between droplets by reducing the interfacial free energy. It can be said that surfactant is a major pillar of microfluidic technology. Its stabilizing effect on droplets supports the in-depth application of microdroplets in single-cell analysis, molecu...

Claims

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Application Information

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IPC IPC(8): C08G65/00C07C235/38C07C231/02C09K23/42
Inventor 李文刘安平徐碧漪张阿方
Owner SHANGHAI UNIV
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