Preparation method of fluorocarbon/hydrocarbon mixed type cation surface active monomer

A technology of surface active monomer and hydrocarbon mixed type, which is applied in the preparation of fluorine-containing cationic surface active monomers and the preparation of quaternary ammonium salt type surface active monomers, can solve harsh reaction conditions, difficult product purification, and reaction yields. low rate and other problems, to achieve the effect of simple processing, convenient product collection, and simple synthesis

Inactive Publication Date: 2013-07-24
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are many disadvantages in this preparation method, such as the synthesis of the final product - the fluorine-containing surface active monomer requires a large number of steps, complicated operations, harsh reaction conditions, difficult product purification, and low reaction yields.
In addition, there are no public research reports on the synthesis of fluorocarbon / hydrocarbon mixed cationic surfactant monomers in China.

Method used

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  • Preparation method of fluorocarbon/hydrocarbon mixed type cation surface active monomer
  • Preparation method of fluorocarbon/hydrocarbon mixed type cation surface active monomer
  • Preparation method of fluorocarbon/hydrocarbon mixed type cation surface active monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1, preparation fluorine-containing surface-active monomer

[0045] (1) Preparation of compound I

[0046] Weigh 0.88g (10mmol) N, N-dimethylethylenediamine and dissolve it in 15mlDMF, transfer it to the 2 Drying tube), nitrogen tube, and constant pressure dropping funnel in a 50ml three-neck round bottom flask, then put it into a constant temperature water bath at 25°C, add the rotor, start stirring, and pass through nitrogen to remove oxygen for 30min. Weigh 2.62g (12mmol) of Boc anhydride and dissolve in 10ml of DMF, then transfer to a 25ml constant pressure dropping funnel. Open the cock, drop the Boc anhydride dissolved in DMF into the three-neck flask drop by drop, after 0.5h, remove the constant pressure dropping funnel. After the mixture was reacted for 1 h, 2.45 g (15 mmol) of 6-bromo-1-hexene was dissolved in 5 ml of DMF and transferred to a 10 ml constant pressure dropping funnel. Open the cock, drop by drop into the above-mentioned three-necked ...

Embodiment 2

[0053] Embodiment 2, preparation fluorine-containing surface-active monomer

[0054] (1) Preparation of compound I

[0055] As described in Example 1, the difference is that the quality of Boc anhydride is changed to 2.40g (11mmol), the quality of 6-bromo-1-hexene is changed to 1.79g (11mmol), and the quality of gained compound I is 2.85g , the yield was 81.2%.

[0056] (2) Preparation of compound II

[0057] As described in Example 1, the difference is that the volume of the saturated HCl-diethyl ether solution was changed to 7ml, the mass of compound II obtained was 2.17g, and the yield was 94.2%.

[0058] (3) Preparation of compound III

[0059] As described in Example 1, the difference was that the mass of BPO was changed to 0.242 g (1.0 mmol), and the mass of compound III obtained was 7.07 g, with a yield of 62.7%.

[0060] (4) Preparation of Compound IV

[0061] As described in Example 1, except that the mass of compound III was changed to 6.02 g (16 mmol), the mass...

Embodiment 3

[0062] Embodiment 3, preparation fluorine-containing surface-active monomer

[0063] (1) Preparation of compound I

[0064] As described in Example 1, the difference is that the quality of Boc anhydride is changed to 2.40g (11mmol), the quality of 6-bromo-1-hexene is changed to 1.63g (10mmol), and the quality of gained compound I is 2.88g , the yield was 82.3%.

[0065] (2) Preparation of compound II

[0066] As described in Example 1, the difference is that the volume of the saturated HCl-ether solution was changed to 10 ml, and the obtained compound II had a mass of 2.23 g and a yield of 96.8%.

[0067] (3) Preparation of compound III

[0068] As described in Example 1, except that the mass of BPO was changed to 0.169g (0.7mmol), the mass of compound III obtained was 7.42g, and the yield was 65.8%.

[0069] (4) Preparation of Compound IV

[0070] As described in Example 1, the difference was that the mass of compound III was changed to 4.52 g (12 mmol), and the mass of ...

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Abstract

The invention provides a preparation method of fluorocarbon/hydrocarbon mixed type cation surface active monomer, and the structural formula is shown in the description. The invention has the advantages of simple synthesis steps and products purification, high yield, safety usage and convenient storage. The fluorine containing surface active monomer can be copolymerized with a plurality of monomers for preparing various functional large molecules, and is widely applied to the fields of oil field exploitation, coating, fire-fighting, printing, electroplate, daily use chemical industry, medicine, etc.

Description

technical field [0001] The invention relates to a preparation method of a surface active monomer, in particular to a preparation method of a fluorine-containing cationic surface active monomer, in particular to a quaternary ammonium salt-type surface active monomer containing a perfluoroalkyl group and a hydrocarbon hydrophobic group Preparation method of active monomer. Background technique [0002] Fluorocarbon / hydrocarbon mixed surfactants have both fluorocarbon and hydrocarbon hydrophobic groups, which have high surface activity, stability and aggregation performance, and can form aggregates of various structures, such as vesicles similar to human brain, Nano-aggregates and heterogeneously separated micelles can be used in many fields, such as drug carriers, nano-microreactors, and gene delivery, and have become one of the current research hotspots. Surfactant monomer, or polymerizable surfactant (surfmer), is a functional surfactant, this surfactant molecule not only i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/14C07C213/04B01F17/18C09K23/18
Inventor 车玉菊孟凡君高清
Owner SHANDONG UNIV
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