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A kind of octafluoropentanol-based fluorine-containing surfactant and preparation method thereof

A surfactant, octafluoropentanol-based technology, applied in the field of octafluoropentanol-based fluorinated surfactants and its preparation, can solve the problem of difficult degradation of fluorinated surfactants and poor surface activity of octafluoropentanol-based , expensive and other issues, to achieve good application prospects, increase economic added value, and easy to degrade the effect

Active Publication Date: 2021-07-13
SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the deficiencies in the prior art, the purpose of the present invention is to provide a octafluoropentanol-based fluorosurfactant to solve the problems of existing fluorosurfactants that are difficult to degrade, environmental pollution, expensive and simple octafluoropentanol-based Problems such as poor surface activity

Method used

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  • A kind of octafluoropentanol-based fluorine-containing surfactant and preparation method thereof
  • A kind of octafluoropentanol-based fluorine-containing surfactant and preparation method thereof
  • A kind of octafluoropentanol-based fluorine-containing surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A kind of synthesis of octafluoropentyl alcohol-based fluorosurfactant: its reaction equation is as follows:

[0034]

[0035] 1) Take NaH (0.18mol, 7.2g) with a content of 60% and disperse it in a three-necked flask filled with 20mL tetrahydrofuran; dissolve 25.1mL (0.18mol) of octafluoropentanol in 30mL tetrahydrofuran. Slowly add it dropwise to a three-necked flask, and react at room temperature for 30 minutes after the dropwise addition, to obtain Compound A.

[0036] 2) Dissolve 2,3-dibromopropanol (6.11mL, 0.06mol) in 10mL tetrahydrofuran, and slowly add it dropwise to the compound A described in step 1). After the dropwise addition, raise the temperature to 50°C and react for 24h Compound B2 can be obtained. The obtained compound B2 is carried out to proton nuclear magnetic spectrum analysis, the result is as follows figure 1 shown. ( 1 H NMR (600MHz, CDCl 3 )δ6.05(tt, J=52.0,5.5Hz,2H),4.01(t,J=13.7Hz,5H),3.70(qd,J=9.7,5.1Hz,4H),2.33(d,J=5.2 Hz,1H).), th...

Embodiment 2

[0042] A kind of synthesis of octafluoropentyl alcohol-based fluorosurfactant: its reaction equation is as follows:

[0043]

[0044]1) Take NaH (0.18mol, 7.2g) with a content of 60% and disperse it in a three-necked flask filled with 20mL tetrahydrofuran; dissolve 25.1mL (0.18mol) of octafluoropentanol in 30mL tetrahydrofuran. Slowly add it dropwise to a three-necked flask, and react at room temperature for 30 minutes after the dropwise addition, to obtain Compound A.

[0045] 2) Take 1,3-dibromo-2-propanol (6.11mL, 0.06mol) and dissolve it in 10mL tetrahydrofuran, slowly add it dropwise to the compound A described in step 1), and raise the temperature to 50°C after the dropwise addition is completed After 24 hours of reaction, compound B1 can be obtained. The obtained compound B1 is carried out to proton nuclear magnetic spectrum ( 1 H NMR (600MHz, CDCl 3 )δ6.15–5.95(m,2H),4.04(s,1H),4.01(s,2H),3.99(s,2H),3.70(qd,J=9.7,5.1Hz,4H),2.32(s ,1H).) and mass spectrometry ana...

Embodiment 3

[0051] A kind of synthesis of octafluoropentyl alcohol-based fluorosurfactant: its reaction equation is as follows:

[0052]

[0053] 1) Take NaH (0.18mol, 7.2g) with a content of 60% and disperse it in a three-necked flask filled with 20mL tetrahydrofuran; dissolve 25.1mL (0.18mol) of octafluoropentanol in 30mL tetrahydrofuran. Slowly add it dropwise to a three-necked flask, and react at room temperature for 30 minutes after the dropwise addition, to obtain Compound A.

[0054] 2) Dibromoneopentyl glycol (15.72g, 0.06mol) was dissolved in 20mL of tetrahydrofuran, and slowly added dropwise to the compound A described in step 1). After the dropwise addition, the temperature was raised to 50°C for 24 hours to obtain Compound B3.

[0055] 3) Dissolve 16.93g (0.03mol) of compound B3 in a three-necked flask filled with 50mL of tetrahydrofuran, slowly add 7.68g (0.066mol) of chlorosulfonic acid dropwise at room temperature, and react at room temperature for 24 hours to obtain fl...

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Abstract

The invention discloses an octafluoropentanol-based fluorosurfactant and a preparation method thereof. The chemical formula of the fluorosurfactant is (HC 4 f 8 CH 2 OCH 2 ) n CH 3‑n R, n=2 or 3, R is a hydrophilic group. Multi-chain small molecular compounds are used as the basic skeleton to increase the number of octafluoropentanol chains in the molecular structure, shorten the fluorocarbon chains in the molecular structure, and enhance its surface activity. The surfactant not only has the excellent characteristics of "three highs" and "two phobias", but also is easy to degrade, non-toxic and harmless, and has no bioaccumulation, which opens up a new direction for the development of fluorine-containing compounds. It not only improves the economic added value of the intermediate product hard octafluoropentanol, but also provides a wide range of sources for the preparation of fluorine-containing surfactants, cheap and easy-to-get new materials, and also solves the problems caused by a large amount of octafluoropentanol hoarding. Environmental pollution, the preparation process is simple and easy, the cost is low, and it is easy to realize large-scale industrial production, which provides a new design idea for the efficient, cheap and environmentally friendly preparation of fluorine-containing surfactants.

Description

technical field [0001] The invention belongs to the technical field of fluorine-containing surfactants, and in particular relates to an octafluoropentanol-based fluorine-containing surfactant and a preparation method thereof. Background technique [0002] Compared with ordinary fluorine-free surfactants, traditional fluorine-containing surfactants can minimize the surface tension of water, have high stability, and have a wider range of applications. Fluorocarbon surfactants have the unique characteristics of "three highs" and "two phobias", that is, high surface activity, high heat resistance stability and high chemical stability; the molecule contains fluorine-containing hydrocarbon groups, which are both water-repellent and oil-repellent. With the increasingly widespread use of fluorosurfactants, many of their own problems have gradually emerged. Due to the particularity of the molecular structure of fluorosurfactants, fluorosurfactants are difficult to degrade, easy to bi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/42B01F17/04C07C305/10C07C303/24C07C51/09C07C303/26C07C59/125C07C59/245C07C309/10C07F9/09B01F17/14C09K23/42C09K23/04C09K23/14
CPCC07C305/10C07F9/091C07C59/125C07C59/245C07C309/10C09K23/00C09K23/14
Inventor 邹伟郑志明张嘉玉刘波李颜利颜杰陈炯杨虎郑汶江罗雪敏
Owner SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING
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