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Organosilicon surfactant and thiol-ene click chemistry process preparation method thereof

A surfactant and silicone technology, applied in chemical instruments and methods, chemical/physical processes, transportation and packaging, etc., can solve problems such as long reaction time, affecting product performance, harsh reaction conditions, etc., to achieve short reaction time, The effect of reducing the preparation cost and satisfying the reaction process

Inactive Publication Date: 2016-06-29
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, this type of traditional method has some disadvantages: metal platinum is very expensive, and it is difficult to remove during the purification process, which not only affects product performance but also limits its application in biomedicine and other fields; the reaction conditions are harsh, and generally require anhydrous and anhydrous Oxygen environment and long reaction time; the presence of some active groups will have a great impact on the catalytic activity of the catalyst; the hydrosilylation reaction product contains both Markovsky rule and anti-Markovsky rule products, so that the structure of the surfactant is consistent with Performance Relationship Research Gets More Complicated
However, there are no literature reports or patent applications about the preparation of silicone surfactants by mercapto-ene click chemistry.

Method used

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  • Organosilicon surfactant and thiol-ene click chemistry process preparation method thereof
  • Organosilicon surfactant and thiol-ene click chemistry process preparation method thereof
  • Organosilicon surfactant and thiol-ene click chemistry process preparation method thereof

Examples

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preparation example Construction

[0031] (1) Preparation of mercapto polyether

[0032] The synthetic route of mercapto polyether is as follows:

[0033]

[0034] Dissolve 10-30g of capped polyether and 4.6-13.8g of thioglycolic acid in 150-500mL of toluene, add it to a 1000mL single-necked flask, and then place it in an oil bath with a magnetic heating stirrer to undergo azeotropic distillation for 6- 24h. After the reaction, the solvent was removed under reduced pressure, and the residual solution was dissolved in dichloromethane and precipitated in cold ether. The operation was repeated three times, and vacuum-dried at room temperature for 6-24 hours to obtain mercaptopolyether. Or firstly halogenate the end-capped polyether, undergo a nucleophilic substitution reaction with sodium hydrosulfide, adjust the pH value of the solution to 5-6.5, precipitate in cold ether three times, and vacuum-dry at room temperature for 6-24 hours to obtain 8-24 g of mercaptopolyether;

[0035] (2) Preparation of vinyl po...

Embodiment 1

[0043] A kind of organosilicon surfactant, this surfactant has structure shown in formula (I):

[0044]

[0045] Among them, m and n are both integers and 201~10 straight-chain or isomeric long-chain alkyl, or alkylphenyl.

Embodiment 2

[0047] A kind of mercapto-alkene click chemistry method preparation method of organosilicon surfactant, concrete steps are as follows:

[0048] (1) Preparation of mercapto polyether

[0049] Dissolve 10-30g of capped polyether and 4.6-13.8g of mercaptoacetic acid in 150-500mL of toluene, add it to a 1000mL single-necked flask, and then place it in an oil bath with a magnetic heating stirrer for azeotropic distillation for 6-24 hours. After the reaction, the solvent was removed under reduced pressure, and the residual solution was dissolved in dichloromethane and precipitated in cold ether. Repeat the operation three times, and vacuum-dry at room temperature for 6-24 hours to obtain 8-24 g of mercaptopolyether;

[0050] (2) Preparation of vinyl polysiloxane

[0051] Add 10-30g of octamethylcyclotetrasiloxane, 5-25g of tetramethyltetravinylcyclotetrasiloxane, and 0.5-1.5g of hexamethyldisiloxane into a 250mL three-necked flask under the protection of inert gas. Place it in an ...

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Abstract

Provided are an organosilicon surfactant and a thiol-ene click chemistry process preparation method thereof. The organosilicon surfactant is of a structure shown in a formula (I) (shown in the description), wherein the m and the n are integers, the sum of the m and the n is greater than 20 but is smaller than 100, the x is 10-100, the y is 0-80, the x and the y are integers, and the R is C1-10 straight-chain or heterogeneous long-chain alkyl or alkyl phenyl. The preparation method comprises the steps that thiol polyether and vinyl polysiloxane serve as raw materials and are dissolved in a benign solvent, a light initiator is added under stirring for reaction, the reaction materials are subjected to vacuum rotary evaporation at the temperature of 25-45 DEG C to remove the solvent after the reaction is completed, then vacuum drying is performed at the temperature of 30-60 DEG C for 2-48 hour to obtain the organosilicon surfactant having structural characteristics shown in the formula (I). Precious metal catalysts (such as a metal platinum catalyst) used for synthesis of organosilicon surfactants in the prior art are abandoned, and environmental protection and safety and widening of the product application field are guaranteed.

Description

technical field [0001] The invention belongs to the technical field of surfactants and their preparation, and in particular relates to an organic silicon surfactant and a preparation method thereof by a mercapto-ene click chemistry method. Background technique [0002] Surfactant is a functional material that can greatly reduce the surface tension of the solution and change the interface state of the system with a very small amount, thereby playing a series of functions such as emulsification, wetting, foaming, defoaming, and solubilization. As a rising star in the field of surfactants, silicone surfactants are widely used in the fields of polyurethane rigid foam, soft foam, high resilience, foam stabilizer and foam stabilizer because of their excellent performance. [0003] At present, most non-ionic silicone surfactants are catalyzed by platinum complexes through the Si-H bond of polymethylhydrogensiloxane and the C=C bond of the vinyl-terminated hydrophilic segment throug...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/46C08G77/20C08G65/48C08G65/334C08G65/326B01F17/54C09K23/54
CPCC08G65/326C08G65/3346C08G65/48C08G77/20C08G77/46C09K23/00
Inventor 祁争健夏勇孔志能
Owner SOUTHEAST UNIV
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