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Alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and derivative and preparation method thereof

A technology of polyoxyethylene ether hydroxypropyl allyl ether and alkyl benzyl alcohol, which is applied in the field of polymer additive synthesis and can solve the problems of decreased water resistance of emulsion films, decreased color development of coating films, and decreased emulsifying ability. , to achieve the effect of less foam, stable properties and lively chemical properties

Inactive Publication Date: 2016-12-07
NANTONG HANTAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although polyoxyethylene ether emulsifiers of fatty alcohols overcome the shortcomings of alkylphenols, their emulsifying ability and influence on colloidal polymerization of polymers are quite different from those of alkylphenols, and the performance of emulsions is similar to that of alkylphenols. The emulsion ratio is also quite different; this is because the carbon number of the fatty alcohol in the fatty alcohol polyoxyethylene ether is mostly more than 12, the crystallinity is strong, the critical micelle concentration increases, the dosage increases, and the emulsifying ability decreases, and because the dosage increases, The water resistance of the emulsion film has declined; on the other hand, because the wetting performance of fatty alcohol polyoxyethylene ether is not as good as that of alkylphenol polyoxyethylene ether, it is found that the color development of the coating film is greatly reduced after being used in latex paint

Method used

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  • Alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and derivative and preparation method thereof
  • Alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and derivative and preparation method thereof
  • Alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and derivative and preparation method thereof

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Embodiment 1

[0045] A kind of APEO-free nonylbenzyl alcohol polyoxyethylene ether (7) hydroxypropyl allyl ether reactive emulsifier, its preparation method is as follows:

[0046] a. In the reaction kettle, add nonylbenzene, paraformaldehyde, and sodium bromide, react at 70°C for 6-8 hours under the action of an acid catalyst, then pour into ice water, and wash the organic layer with water and saturated sodium bicarbonate solution in sequence , Distilled under reduced pressure to obtain p-nonylbenzyl bromide;

[0047] b. In the reaction kettle, add p-nonylbenzyl bromide, methanol, and potassium hydroxide, heat up to a reflux state, and keep the reflux reaction at this temperature for 2 hours to obtain p-nonylbenzyl alcohol;

[0048] C, add p-nonylbenzyl alcohol, catalyst potassium hydroxide in the reactor, then heat up and vacuum dehydration; dehydration completes, after passing into nitrogen replacement, press the mol ratio 1 / ( of p-nonylbenzyl alcohol / ethylene oxide 7~8) Slowly feed eth...

Embodiment 2

[0052] A kind of APEO-free nonylbenzyl alcohol polyoxyethylene ether (12) hydroxypropyl allyl ether reactive emulsifier, its preparation method is as follows:

[0053] a. In the reaction kettle, add nonylbenzene, paraformaldehyde, and sodium bromide, react at 70°C for 6-8 hours under the action of an acid catalyst, then pour into ice water, and wash the organic layer with water and saturated sodium bicarbonate solution in sequence , Distilled under reduced pressure to obtain p-nonylbenzyl bromide;

[0054] b. In the reaction kettle, add p-nonylbenzyl bromide, methanol, and potassium hydroxide, heat up to a reflux state, and keep the reflux reaction at this temperature for 2 hours to obtain p-nonylbenzyl alcohol;

[0055] C, add p-nonylbenzyl alcohol, catalyst potassium hydroxide in the reactor, then heat up and vacuum dehydration; dehydration completes, after passing into nitrogen replacement, press the mol ratio 1 / ( of p-nonylbenzyl alcohol / ethylene oxide 12~14) Slowly feed ...

Embodiment 3

[0059] A kind of APEO-free decanyl alcohol polyoxyethylene ether (10) hydroxypropyl allyl ether reactive emulsifier, its preparation method is as follows:

[0060] a. In the reaction kettle, add decylbenzene, paraformaldehyde, and sodium bromide, react at 70°C for 6-8 hours under the action of an acid catalyst, then pour into ice water, and wash the organic layer with water and saturated sodium bicarbonate solution in sequence , Distilled under reduced pressure to obtain p-decyl benzyl bromide;

[0061] b. In the reaction kettle, add p-decylbenzyl bromide, methanol, and potassium hydroxide, heat up to a reflux state, and keep the reflux reaction at this temperature for 2 hours to obtain p-decylbenzyl alcohol;

[0062] C, add p-decylbenzyl alcohol, catalyst potassium hydroxide in the reactor, then heat up and vacuum dehydration; dehydration is complete, after passing into nitrogen replacement, press the mol ratio 1 / ( of p-decylbenzyl alcohol / ethylene oxide 10-12) Slowly feed e...

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Abstract

The invention discloses alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and a derivative and preparation method thereof. The molecular structure of alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and the derivative thereof comprises hydrophobic groups and active reaction groups, and the molecular structure is as shown in the description, wherein R in the molecular structure is alkyl groups, n ranges from 3 to 50, and -OH is -OSO3NH4 or -OPO3(NH4)2. According to the alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and the derivative and preparation method thereof, obtained alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and the derivative are stable in property and good in water solubility, have the advantages of being excellent in moistening, emulsifying and dispersion performance, few in foam and the like, have original non-ionic performance, and are better in application performance and higher in efficiency. The molecular structure includes end group double bonds, so chemical properties are active, and alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyloxy and the derivative can serve as synthetic intermediates of special surfactants.

Description

technical field [0001] The present disclosure generally relates to the technical field of synthesis of polymer additives, in particular to emulsifiers, especially to alkyl benzyl alcohol polyoxyethylene ether hydroxypropyl allyl ether and derivatives and preparation methods thereof. Background technique [0002] Emulsifiers containing alkylphenol polyoxyethylene ether compounds (APEO for short) have good wetting, penetrating, emulsifying, dispersing, solubilizing and washing effects, and are mainly used as emulsifiers for pesticides, textile auxiliaries, and disinfectants. Foaming agents, detergents, dispersants, emulsifiers, softeners, dyeing auxiliaries, fiber oils, crude oil demulsifiers, etc., are widely used in detergents, daily necessities for personal care, textiles, papermaking, petroleum, metallurgy, pesticides, and pharmaceuticals , printing, synthetic rubber, water-based emulsion, plastics and other industries. APEO includes nonylphenol polyoxyethylene ether (NPE...

Claims

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Application Information

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IPC IPC(8): C07C41/03C07C43/178C08G65/28C08G65/338C07F9/09C07C303/24C07C305/10B01F17/42B01F17/14B01F17/04C09K23/04C09K23/14C09K23/42
CPCC07C17/263C07C29/124C07C41/03C07C43/1787C07C303/24C07C305/10C07F9/091C08G65/2612C08G65/338C08G2650/04C09K23/14C09K23/00
Inventor 杨伦许钧强季永新严存安赵飞
Owner NANTONG HANTAI CHEM