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Alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether as well as derivative and preparation method thereof

A technology of polyoxyethylene ether hydroxypropyl allyl ether and phenyl alkyl 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, etc. problem, to achieve the effect of stable derivative properties, excellent wetting, and less foam

Active Publication Date: 2016-09-28
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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  • Alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether as well as derivative and preparation method thereof
  • Alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether as well as derivative and preparation method thereof
  • Alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether as well as derivative and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0040] A kind of APEO-free α-phenyl octanol polyoxyethylene ether (10) hydroxypropyl allyl ether reactive emulsifier, its preparation process is as follows:

[0041] Step a. In a reaction kettle, use excess benzene as a solvent, add aluminum trichloride catalyst, add octanoyl chloride dropwise at a temperature of 40-70°C, hydrolyze and neutralize after the reaction, and distill under reduced pressure to remove benzene to obtain intermediate Body α-phenyloctanone, for use;

[0042] Step b. In a hydrogenation autoclave, under the conditions of a palladium-carbon catalyst, a temperature of 130-170° C., and a pressure of 2.0-3.0 mPa, α-phenyloctanone is hydrogenated and reduced to obtain α-phenyloctanol, stand-by;

[0043]Step c, put α-phenyloctanol and catalyst KOH into the reaction kettle, then heat up and vacuum dehydrate; after dehydration is completed, after passing through nitrogen replacement, the molar ratio of α-phenyloctanol / ethylene oxide is 1:( 10-12) Slowly feed eth...

Embodiment 2

[0047] A kind of APEO-free α-phenyloctyl alcohol polyoxyethylene ether (15) hydroxypropyl allyl ether reactive emulsifier, its preparation process is as follows:

[0048] Step a. In a reaction kettle, use excess benzene as a solvent, add aluminum trichloride catalyst, add octanoyl chloride dropwise at a temperature of 40-70°C, hydrolyze and neutralize after the reaction, and distill under reduced pressure to remove benzene to obtain intermediate Body α-phenyloctanone, for use;

[0049] Step b. In a hydrogenation autoclave, under the conditions of a palladium-carbon catalyst, a temperature of 130-170° C., and a pressure of 2.0-3.0 mPa, α-phenyloctanone is hydrogenated and reduced to obtain α-phenyloctanol, stand-by;

[0050] Step c, put α-phenyloctanol and catalyst KOH into the reaction kettle, then heat up and vacuum dehydrate; after dehydration is completed, after passing through nitrogen replacement, the molar ratio of α-phenyloctanol / ethylene oxide is 1:( 15-16) Slowly fe...

Embodiment 3

[0054] A kind of APEO-free α-phenyl isononyl alcohol polyoxyethylene ether (9) hydroxypropyl allyl ether reactive emulsifier, its preparation process is as follows:

[0055] Step a, in a reaction kettle, use excess benzene as a solvent, add aluminum trichloride catalyst, add isononanoyl chloride dropwise at a temperature of 40-70°C, hydrolyze and neutralize after the reaction, and remove benzene by distillation under reduced pressure to obtain Intermediate α-phenyl isononyl ketone, ready for use;

[0056] Step b. In a hydrogenation autoclave, under the conditions of a palladium-carbon catalyst, a temperature of 130-170° C., and a pressure of 2.0-3.0 mPa, α-phenylisononyl ketone is hydrogenated and reduced to obtain α-phenylisononyl ketone Nonyl alcohol, ready to use;

[0057] Step c, put α-phenylisononyl alcohol and catalyst KOH into the reaction kettle, then heat up and vacuum dehydrate; after dehydration is completed, after nitrogen replacement, the moles of α-phenylisonony...

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Abstract

The invention discloses alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether as well as a derivative and a preparation method thereof. Alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether is a reaction type emulsifying agent; and the molecular structure comprises a hydrophobic group and an active reaction group, wherein the hydrophobic group is an alpha-phenyl alkyl chain segment, and the active reaction group is a polyoxyethylene ether allyl chain segment. The APEO emulsifying agent, namely alpha-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether and the derivative thereof have the characteristics of stable performance, good water solubility, excellent wetting, emulsifying and dispersing performance, few foams and the like and further have the original performance of nonionics, furthermore, the application is excellent, and the efficiency is relatively high; and furthermore, the molecular structure contains terminal-group double bond, and the APEO emulsifying agent has active chemical properties and can be used as a synthetic intermediate of a special surfactant.

Description

technical field [0001] The disclosure generally relates to the technical field of synthesis of polymer additives, in particular to emulsifiers, and in particular to α-phenyl alkyl alcohol polyoxyethylene ether hydroxypropyl allyl ether and its derivatives and preparation methods. Background technique [0002] Emulsifiers containing APEO (alkylphenol polyoxyethylene ether compounds) structure have good wetting, penetration, emulsification, dispersion, solubilization and washing effects, and are mainly used as emulsifiers on pesticides, textile auxiliaries, defoaming agents 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, pharmaceuticals, Printing, synthetic rubber, water-based emulsion, plastic and other industries. APEO emulsifier is the abbreviation of alkylphenol polyoxyethylene ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/26C08G65/331C08G65/334C08G65/335C07C43/178C07C41/03C07C307/02C07C303/34
CPCC07C43/1787C07C307/02C08G65/2612C08G65/331C08G65/3348C08G65/3353C08G2650/04
Inventor 杨伦许钧强季永新严存安赵飞
Owner NANTONG HANTAI CHEM
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