Preparation method of sulfate surfactant containing fluoride anion and use thereof

A surfactant and sulfate-based technology, applied in the preparation of sulfonamides, chemical instruments and methods, organic chemistry, etc., can solve problems such as no literature reports

Inactive Publication Date: 2013-04-03
ZHEJIANG UNIV OF TECH
3 Cites 2 Cited by

AI-Extracted Technical Summary

Problems solved by technology

At present, there is no bibliographical report of...
View more

Abstract

The invention discloses synthesis of sulfate surfactant [N-methyl-(4-perfluor-(1,3-dimethyl-2-isopropyl)-1-butylene ether) benzene sulfonamido] sodium ethylsulfate containing fluoride anion and use thereof, and discloses a preparation method thereof. The surface properties such as surface tension, interfacial tension, contact angle, water repellency, oil repellency, oil displacement efficiency, wettability, foamability and emulsibility are researched so as to find out the low surface tension and interfacial tension, and excellent water repellency, oil repellency, wettability, foamability and emulsibility; and the sulfate surfactant has certain oil displacement efficiency after a hydrocarbon surfactant is compounded.

Application Domain

Transportation and packagingMixing +2

Technology Topic

Active agentSurface-active agents +12

Image

  • Preparation method of sulfate surfactant containing fluoride anion and use thereof
  • Preparation method of sulfate surfactant containing fluoride anion and use thereof
  • Preparation method of sulfate surfactant containing fluoride anion and use thereof

Examples

  • Experimental program(10)

Example Embodiment

[0021] Example 1: N-methyl-N-hydroxyethyl-4-perfluoro-(1,3-dimethyl-2-isopropyl)-1-butenoxybenzenesulfonamide
[0022] In a 100 mL four-necked flask with a reflux condenser, add 4-perfluoro-(1,3-dimethyl-2-isopropyl)-1-butenoxybenzenesulfonyl chloride (3.11 g, 0.005 mol) dissolved in 20 mL of acetonitrile and stirred to dissolve. Add 2-methylaminoethanol (0.75 g, 0.01 mol) dropwise at room temperature for about 0.5 h. After the addition was completed, the reaction was stirred at room temperature for 3.0 h. After the reaction was completed, the solvent was removed under reduced pressure, washed with 3×10 mL of water, the obtained white turbid viscous liquid was dried, and white solid powder was obtained after recrystallization, about 3.01 g, with a yield of 92%. IR(cm ?1 ): υ(O-H) 3497.1,υ(C-H)2963.2,υ(C=C) 1592.0,1491.4, υ(S=O) 1012.1,υ(C-F)1287.2,1185.0,1127.1,980.1; 1 H-NMR ((CD 3 ) 2 SO)δ: 7.92(d,2H,ArH),7.37 (d,2H,ArH),3.51(t,2H,CH 2 ),3.03(t,2H,CH 2 ),2.74(s,3H, CH 3 ); ESI-MS: 661.02.

Example Embodiment

[0023] Example 2: Preparation of [N-methyl-(4-perfluoro-(1,3-dimethyl-2-isopropyl)-1-butenoxy)benzenesulfonamido]ethyl sodium sulfate
[0024] In a 100 mL four-necked flask, add N-methyl-N-hydroxyethyl-4-perfluoro-(1,3-dimethyl-2-isopropyl)-1-butenyloxybenzenesulfonate Amide (3.30 g, 0.005mol) was dissolved in 40 mL carbon tetrachloride, stirred and heated to reflux, slowly added chlorosulfonic acid (1.16 g, 0.01mol) dropwise for about 30 min, and the reaction was continued for 6 h. After the reaction, let stand and cool to room temperature, after decolorization, remove the solvent under reduced pressure, add to 10% NaOH solution, stir and neutralize to obtain a white viscous liquid, add 50mL saturated brine, precipitate a white solid, filter and dry Obtained [N-methyl-(4-perfluoro-(1,3-dimethyl-2-isopropyl)-1-butenoxy)benzenesulfonamido]ethyl sodium sulfate with a yield of 80% . IR(cm -1 ): υ(N-H)3446.3,υ(C=C)1626.6,1590.9,1491.5,υ(C-O)1241.8;υ(S=O)1014.2,υ(C-F)1240.8,979.50,742.06; 1 H-NMR(DMSO-d6)δ: 7.93(d,2H,ArH), 7.38(d,2H, ArH), 3.83(t,2H,CH 2 ),3.19(t,2H,CH 2 ),2.73(s,3H,CH 3 ); ESI-MS: 726.96.

Example Embodiment

[0025] Example 3 Surface tension test (Wilhelmy method)
[0026] The hanging piece method, also known as the Wilhelmy method, uses a cover glass, mica sheet, filter paper, platinum foil, and a vertical plate inserted into the test liquid, so that the bottom edge of the test liquid is in contact with the liquid surface, and the surface tension is determined when the hanging piece is separated from the liquid. The maximum pulling force F. This method is intuitive and reliable, and does not require a correction factor, which is different from other separation methods. It can also measure liquid-liquid interfacial tension. By attaching figure 1 , It can be concluded that the critical micelle concentration is 4.8×10 -4 mol/L, the surface tension of its aqueous solution (γ CMC ) Is 19.5mN/m (the surface tension of pure water is 71.0 mN/m).

PUM

no PUM

Description & Claims & Application Information

We can also present the details of the Description, Claims and Application information to help users get a comprehensive understanding of the technical details of the patent, such as background art, summary of invention, brief description of drawings, description of embodiments, and other original content. On the other hand, users can also determine the specific scope of protection of the technology through the list of claims; as well as understand the changes in the life cycle of the technology with the presentation of the patent timeline. Login to view more.
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products