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Manufacturing method for sulfonic acid group-containing ether compound

A technology for ether compounds and manufacturing methods, which is applied in the field of ether compounds with sulfonic acid groups, can solve the problems of low yield, insufficient polymer performance, and low polymerizability of HAPS, and achieve the effect of less by-products and high purity

Active Publication Date: 2011-08-03
NIPPON SHOKUBAI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] As mentioned above, Non-Patent Document 1, Patent Documents 1 and 2, etc. disclose the production method of HAPS, and Patent Document 3, etc. disclose the application of polymers using the HAPS, etc., but there are such problems in the existing production methods. Problem: Since the yield of HAPS is low and many by-products such as 3-allyloxy-1,2-dihydroxypropane are produced, when HAPS is used as a polymer raw material, the polymerizability of HAPS is low, or the obtained Problems such as insufficient performance of the polymer itself

Method used

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  • Manufacturing method for sulfonic acid group-containing ether compound
  • Manufacturing method for sulfonic acid group-containing ether compound
  • Manufacturing method for sulfonic acid group-containing ether compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] A reaction container made of SUS was equipped with a thermometer, a stirrer, a nitrogen flow inlet pipe, and a nitrogen flow outlet, and a cold trap was provided on the nitrogen flow outlet. 0.81 parts of deionized water and 0.37 parts of 48% sodium hydroxide aqueous solution were poured into this SUS reaction container, introducing nitrogen gas, and 2.60 parts of 35% sodium bisulfite aqueous solutions were added thereto. The pH of the reaction liquid at this time was 6.6. The liquid temperature was raised to 63°C, and 1.0 parts of allyl glycidyl ether was dropped over 120 minutes. At this time, about 60 minutes after the start of the addition of allyl glycidyl ether, the pH suddenly became strongly alkaline. After the dropwise addition of allyl glycidyl ether was completed, the temperature of the reaction solution was maintained at 63° C. for 30 minutes to terminate the reaction (the product thus obtained is referred to as “composition containing an ether compound wit...

Embodiment 2

[0077] Put 328.5 parts of deionized water into a detachable flask made of SUS with a capacity of a reflux cooler and a stirrer, and heat up while stirring to form a reflux state at the boiling point (hereinafter, this state is referred to as "boiling point reflux State".), thus forming a polymerization reaction system. Next, 20.7 parts of 80% acrylic acid aqueous solution (hereinafter referred to as "80% AA") and 412.9 parts of 37% sodium acrylate aqueous solution ( Hereinafter, referred to as "37% SA".) mixed aqueous solution (433.6 parts in total mass), 82.0 parts of sodium 3-allyloxy-2-hydroxy-1-propanesulfonate obtained in Example 1 40% aqueous solution (hereinafter referred to as "40% HAPS"), 28.7 parts (corresponding to 5 parts relative to 1 mole of monomer in the monomer component) of 35% aqueous hydrogen peroxide (hereinafter referred to as "35%HP".), 41.5 parts (corresponding to 3.1 parts with respect to 1 mole of monomer in the monomer component) of 15% sodium persu...

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PUM

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Abstract

Provided are compositions that contain sulfonic acid group-containing ether compounds that have low impurity content and satisfactory radical (co)polyermizability, and a method whereby the generation of by-products can be limited and sulfonic acid group-containing ether compounds having high purity and satisfactory polymerizability can be manufactured efficiently. The manufacturing method for sulfonic acid group-containing ether compounds is a method to manufacture the compounds by reacting a compound represented by general formula (1) and a sulfurous acid compound. The manufacturing method comprises a step to adjust the pH of the reaction system to 5.5 or higher using an alkaline substance, and a step to add a compound represented by the general formula (1) to a reactor in which a sulfurous acid compound is present.

Description

technical field [0001] The present invention relates to a kind of preparation method of ether compound with sulfonic acid group. More specifically, it relates to a method for producing a sulfonic acid group-containing ether compound having an unsaturated double bond, a sulfonic acid (salt) group, and an ether bond. Background technique [0002] As an ether compound with a sulfonic acid group having an unsaturated double bond, a sulfonic acid (salt) group, and an ether bond, a representative compound has 3-allyloxy-2-hydroxyl-1-propanesulfonate sodium (below Herein, it is also referred to as "HAPS".), as its production method, a known method: by reacting 1 mol of allyl alcohol and 1 mol of epichlorohydrin at 100° C. for 4 hours, thereafter, adding 1 mol of Sodium sulfite in water was reacted at 90° C. for 5 hours to produce HAPS (Non-Patent Document 1). In addition, Patent Documents 1 and 2 describe that HAPS can be obtained by adding sodium bisulfite to allyl glycidyl ethe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/02C07C309/09C08F16/30
CPCC07C309/20C07C303/02C07C309/09C08F216/1466C08F216/1475
Inventor 中野真人神崎明彦津守隆弘
Owner NIPPON SHOKUBAI CO LTD