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Cationic surfactant containing rigid group amphipathicity-strong polarity switching

A surfactant and amphiphilic technology, which is applied in the field of cationic surfactants, can solve the problems affecting the molecular assembly morphology of surfactants and the interface performance of surfactants, so as to achieve the effect of recycling and reusing, and ensuring quality

Inactive Publication Date: 2021-10-08
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The molecular structure of surfactants contains both hydrophilic groups (polar groups) and hydrophobic groups (non-polar groups). Usually, the hydrophobic part of the small molecule surfactants studied is a flexible alkyl chain, which will bend Or entangled to produce a variety of conformations, which is likely to affect the interfacial self-assembly morphology of surfactant molecules and ultimately affect the interfacial properties of surfactants

Method used

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  • Cationic surfactant containing rigid group amphipathicity-strong polarity switching
  • Cationic surfactant containing rigid group amphipathicity-strong polarity switching
  • Cationic surfactant containing rigid group amphipathicity-strong polarity switching

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Example 1: Preparation of a multi-responsive surfactant containing rigid group amphiphilic-strong polarity intelligent switching

[0053] (1) Acyl chloride reaction: Add 8-bromooctanoic acid solid (30g, 0.135mol) into a three-necked flask equipped with a device for absorbing tail gas and a reflux condenser, and add three drops of N,N-dimethylformamide as a catalyst , slowly added thionyl chloride (21 g, 0.178 mol) dropwise. The reaction temperature was 60° C., and the reaction was carried out for 1 h. Excess thionyl chloride was removed using a rotary evaporator to obtain Intermediate I.

[0054] (2) Amidation reaction: put dimethylamine hydrochloride (14g, 0.172mol) and triethylamine (50g, 0.494mol) in a low-temperature reactor at -10°C, and add intermediate Ⅰ (32.61g, 0.135mol) dropwise ) in dichloromethane solution, react for 2 hours after the end, and then extract the reaction solution with water for more than three times to remove excess triethylamine and dimethyl...

Embodiment 2

[0064] Embodiment 2: the application of multi-responsive surfactant in the preparation of emulsion

[0065] Surfactant N-8P-N synthesized with embodiment 1 + Prepare a series of surfactant aqueous solutions with different concentrations, wherein, under neutral conditions, the molar concentrations of surfactants relative to the aqueous phase are: 2mM, 3mM, 4mM, 5mM, 6mM, 7mM, 10mM; The molar concentration of the aqueous phase is as follows: 4mM, 5mM, 6mM, 7mM, 10mM. Take 7mL and add it to a 25mL glass bottle, add 7mL of n-decane, and emulsify with a high-shear homogenizer for 2min to obtain a stable O / W type conventional emulsion, such as Image 6 shown.

[0066] Follow-up test on the stability of the above-mentioned type of emulsion, when N-8P-N + When the concentration is 4mM, the emulsion can be stable for one month without breaking, and has good stability.

[0067] pH stimulus-response properties of emulsions:

[0068] In a 25 mL glass vial, prepare 7 mL of 4 mM N-8P-N...

Embodiment 3

[0072] Referring to Example 2, 7mL of 3mM surfactant aqueous solution was added to a 25mL glass bottle, 7mL of n-decane was added, and a high-shear homogenizer was used to homogeneously emulsify for 2min to obtain the corresponding emulsion product.

[0073] Only replace the surfactant with N-C respectively 16 -N + , N-3P-N + (n=3), N-5P-N + (n=5), N-9P-N + (n=9), N-10P-N + (n=10), and other conditions remain unchanged, the corresponding emulsion is obtained. The resulting emulsion was placed at room temperature to measure its stability; and the pH response performance was tested by adjusting the pH with reference to the method in Example 1. The performance results of the obtained emulsion are shown in Table 2.

[0074] Among them, N-C 16 -N + The structure is:

[0075] The emulsifying performance result of table 2 different surfactants

[0076]

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Abstract

The invention discloses a cationic surfactant containing rigid group amphipathicity-strong polarity switching, and belongs to the technical field of surfactant science and application. The surfactant N-nP-N<+> is synthesized by taking Br (CH2) nCOOH as a raw material through a series of reactions such as acylating chlorination, amidation, Williamson ether synthesis, lithium aluminum hydride reduction and bromination, and a hydrophobic chain of the surfactant can be intelligently switched between polarity (namely NH<+>-nP-<+>) and non-polarity (namely N-nP-N <+>). Therefore, the surfactant can be intelligently converted between amphipathicity and strong polarity, when the surfactant shows strong polarity, the surfactant can return to a water phase, the separation is more thorough due to introduction of rigid groups in a hydrophobic chain, the recovery and reutilization of the surfactant are realized, and the product can be widely applied to the fields of oil product emulsification transportation, nano material synthesis, heterogeneous catalysis and the like.

Description

technical field [0001] The invention relates to a cationic surfactant containing a rigid group with amphiphilic-strong polarity switching, and belongs to the technical field of surfactant science and application. Background technique [0002] The molecular structure of surfactants contains both hydrophilic groups (polar groups) and hydrophobic groups (non-polar groups). Usually, the hydrophobic part of the small molecule surfactants studied is a flexible alkyl chain, which will bend Or entangled to produce a variety of conformations, which is very likely to affect the interfacial self-assembly morphology of surfactant molecules and ultimately affect the interfacial properties of surfactants. If there is a large rigid structure in the hydrophobic region of the surfactant molecule, since the rigid group cannot bend freely and has a single configuration, it mainly relies on the rotation and angle adjustment of the rigid group to achieve the lowest energy state during self-assem...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/20C07C213/02C07C213/08C07C231/12C07C235/06C07C231/02C07C233/05C07C51/60C07C53/50B01F17/18C09K23/18
CPCC07C217/20C07C213/02C07C213/08C07C231/12C07C231/02C07C51/60C07C53/50C07C233/05C07C235/06
Inventor 崔正刚刘佩裴晓梅吴俊辉
Owner JIANGNAN UNIV
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