Novel method for synthesizing allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9)

Abstract

The invention provides a novel method for synthesizing allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9). The method comprises the following steps: taking polyethylene glycol (PEG-400), chloropropene (H2C=CHCH2Cl), chloroacetic acid (ClCH2COOH) and sodium hydroxide (NaOH) as raw materials, synthesizing allyl fatty alcohol polyoxyethylene ether sodium carboxylate (APEC-9), acidifying with hydrochloric acid, filtering, and evaporating under reduced pressure to remove a solvent to obtain a target product, wherein the yield of APEA-9 is 85%-95%, and the purity of APEA-9 is 85%-90%. Compared with reported methods, the method has the following advantages: (1) the operation is simple and convenient, and the reaction efficiency is high; (2) the reaction conditions are mild; (3) the yield and the purity of APEA-9 are relatively high; (4) no other substances except the raw materials and the solvent are introduced in the reaction process, and the solvent is not polluted and is easy to recycle; (5) a large amount of energy loss and environmental pollution caused by the adoption of traditional and low-efficiency synthesis processes (polymerization, extraction, distillation andthe like) are avoided; and (6) waste residues (sodium chloride) generated in the synthesis process can be recycled, and no negative influence is generated on the environment.

Description

technical field [0001] The invention belongs to the technical field of synthesis of organic monomers, and relates to the preparation of allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9), in particular to the preparation of allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9). Prepare a new method. Using ethanol as a solvent for synthesis, on the one hand, avoids the use of toxic solvents, increases the solubility of the reactants and the solvent can be recycled and reused; etc.), resulting in a large amount of energy loss and environmental pollution. Background technique [0002] Allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9) has about nine ethylene oxide (EO) groups embedded between the hydrophobic group and the hydrophilic group (-COO-), making it a common anion The incomparable water solubility and hard water resistance of surfactants, and many excellent properties of anionic surfactants and nonionic surfactants (such a...

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Problems solved by technology

[0010] This step reaction is synthesized in an autoclave with a stirring device, and the 2 Replace the air in the autoclave for several times, then feed the materials according to a certain feeding ratio and catalyst dosage, heat to a certain reaction temperature for reaction, after the reaction is completed, pass cooling water to about 30°C to discharge the material, and rectify to obtain ethylene glycol allyl Ether product, this product can be obtained allyl polyethylene glycol sodium carboxylate after carboxymethylation, the temperature and pressure required for the reaction are relatively high, the requirements for equipment are high, and the reaction conditions are relatively harsh. Using this method to synthesize allyl Alcohol polyoxyethylene ether carboxylic acid (APEA-9) has not been reported, which is mainly because the boiling point of allyl fatty alcohol polyoxyethylene ether carboxylic acid (APEA-9) is very high, and the final product obtained by the polymerization method It is a mixture, and it is not feasible to separate the product by rectification;

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