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Amide-type bis-hydroxypropyl sulphobetaine surfactant as well as preparation method and application thereof

A technology of dihydroxypropyl sulfobeet and hydroxypropyl sulfobeet, which is applied in the direction of sulfonate preparation, chemical instruments and methods, transportation and packaging, etc. The preparation and application of betaine surfactants, etc., to achieve a good solubilization effect

Inactive Publication Date: 2015-03-25
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no disclosure related to the preparation and application of amide-type dihydroxypropyl sulfobetaine surfactants

Method used

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  • Amide-type bis-hydroxypropyl sulphobetaine surfactant as well as preparation method and application thereof
  • Amide-type bis-hydroxypropyl sulphobetaine surfactant as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] in N 2 Slowly add 0.2 mole of bis-N,N-(hydroxypropylsulfobetaine propyl) secondary amine in 100 mL of chloroform solution dropwise into a 500 mL three-neck flask containing stirred 0.19 mole of dodecanoyl chloride At the same time, hydrogen chloride is brought out by nitrogen gas, and the reaction is carried out at 5° C. for 8 hours, and the conversion rate of dodecanoic acid chloride is 99%. The obtained crude product was poured into 200mL of N,N-dimethylformamide, recrystallized 3 times, the solid was dried in vacuum for 48 hours, and the solvent was removed to obtain a light yellow solid of dodecylamide-type dihydroxypropyl sulfobetaine Surfactant, FT-IR diagram see figure 1 .

Embodiment 2

[0021] Referring to the preparation method and steps of Example 1, 0.2 moles of myristyl acid chloride was used instead of 0.19 moles of myristyl acid chloride, and the reaction was carried out at 10° C. for 6 hours, and the conversion rate of myristyl acid chloride was 98.3%. Dissolve the purified myristylamide type dihydroxypropyl sulfobetaine surfactant in ultrapure water, and measure surface tension and critical micelle concentration at 25°C. The results are as follows: figure 2 shown. Its critical micelle concentration is about 2.3×10 -4 mol / L, the lowest surface tension is 51.2mN / m.

Embodiment 3

[0023] Referring to the preparation method and steps of Example 1, 0.19 moles of lauric acid chloride was replaced by 0.2 moles of hexadecanoyl chloride, and the reaction was carried out at 10° C. for 8 hours, and the conversion rate of hexadecanoyl chloride was 98.0%. Dissolve the purified palmitoamide-type dihydroxypropyl sultaine surfactant in ultrapure water, and prepare the concentration to be 6.6×10 -4 mol / L, 2.2×10 -3 mol / L, 6.5×10 -3 mol / L, 2.3×10 -2 mol / L, 6.2×10 -2 mol / L solution, at 25°C, the molar solubilization ratio of polar organic substances such as nitrophenol (the molar solubilization ratio is the molar amount of organic substances solubilized by increasing the unit mole of surfactant micelles) is 1.036, logK =3.5, K is the partition coefficient of organic matter between the micelle phase / water phase, and the partition effect of nitrobenzene in the micelle phase is stronger, higher than its octanol-water partition coefficient (lgK ow =1.85), it can be see...

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Abstract

The invention provides an amide-type bis-hydroxypropyl sulphobetaine surfactant as well as a preparation method and an application thereof. The amide-type bis-hydroxypropyl sulphobetaine surfactant is characterized in that a molecular structure formula is RCON[(CH2)3N<+>(CH3)2X<->]2, wherein R is C11-C17 alkyl; and X is CH2CH(OH)CH2SO3. The method is characterized by comprising the following steps: feeding bi-N,N-(hydroxypropyl sulphobetaine propyl) secondary amine and fatty acid chloride at the molar ratio of (1-1.05) to 1; slowly dropwise adding a chloroform solution of the bi-N,N-(hydroxypropyl sulphobetaine propyl) secondary amine to the fatty acid chloride under N2 protection; simultaneously taking out hydrogen chloride by nitrogen, and carrying out thermal reaction at 0-15 DEG C for 5-8 hours, wherein the conversion ratio of the fatty acid chloride is greater than 98%; and pouring the obtained crude product into N,N-dimethyl formamide, re-crystallizing for three times, drying solid matters in vacuum for 48 hours, and removing a solvent, so as to obtain the amide-type bis-hydroxypropyl sulphobetaine surfactant. The molecular structure of the surfactant provided by the invention is Y-shaped; the formed micellar structure is loose due to a special structure; and solubilizing of organic pollutants is facilitated.

Description

technical field [0001] The invention relates to the fields of surfactants, colloids and interfacial chemistry, in particular to an amide-type dihydroxypropyl sulfobetaine surfactant and a preparation method and application thereof. Background technique [0002] The structure of the amphiphilic surfactant itself provides a structural parameter to change the properties of the surfactant, and different molecular structures determine its unique application performance. The current research on amphiphilic surfactants mainly focuses on Bola-type surfactants, which are compounds that are bonded by two hydrophilic polar groups with one or more hydrophobic chains. Published patents such as CN102240521A, CN101058063A and CN102389747A have introduced Bola type surfactants. In addition to the Bola type surfactant, CN101298553A also discloses a new type of amphiphilic surfactant, formula system and application thereof. Although the amphiphilic surfactant whose molecular structure is "Y"...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/18B01F17/04B01F17/24C07C303/32C07C309/14C02F1/00C09K23/18C09K23/04C09K23/24
Inventor 刘学民余潇潇王敬文郭珊珊
Owner JIANGNAN UNIV
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