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Method for producing (meth)acrylate and (meth)acrylate composition

A technology for acrylates and manufacturing methods, which is applied in the direction of carboxylate preparation, organic chemical methods, chemical instruments and methods, etc., can solve the problems of insufficient storage stability and thermal stability of acrylates, and achieve improved storage stability and Thermal stability, effect of suppressing acid value increase

Active Publication Date: 2009-05-20
TOAGOSEI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] However, although the method described in Patent Document 2 is excellent in shortening the separation time of the organic layer and the water layer, the storage stability and thermal stability of the obtained (meth)acrylate are insufficient.

Method used

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  • Method for producing (meth)acrylate and (meth)acrylate composition
  • Method for producing (meth)acrylate and (meth)acrylate composition
  • Method for producing (meth)acrylate and (meth)acrylate composition

Examples

Experimental program
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Embodiment

[0269] Examples and comparative examples are described below to further describe the present invention in detail.

[0270] [various analysis methods]

[0271] ○ acid value

[0272] According to JIS K-0070-1992, the obtained acrylate was dissolved in ethanol and titrated with potassium hydroxide solution using phenolphthalein as an indicator. The acid value of the sample was calculated from the following formula.

[0273] Acid value [mg—KOH / g]=N×T×f×56.11 / W

[0274] N: Concentration of alcoholic potassium hydroxide solution [mol / L]

[0275] T: Titration of alcoholic potassium hydroxide solution [ml]

[0276] f: Titration rate of alcoholic potassium hydroxide solution

[0277] W: sample weight [g]

[0278] ○Compulsory deterioration test

[0279] 5 g of the obtained acrylate was added to a 30 ml glass container, and the water concentration contained in the acrylate was adjusted to 1000 to 3000 wtppm by allowing to stand in a cool and dark place in the atmosphere for severa...

Embodiment 1—1

[0306] In Comparative Example 1-1, the addition of acrylic acid was changed from 180g to 150g, the reaction temperature of dehydration esterification was changed from 100 to 119°C to 100 to 117°C, and the reaction time was changed from 9 hours to 5 hours. Minutes, except that, according to the same method as in Comparative Example 1-1, acrylate was produced and purified by the same method.

[0307] About the obtained acrylate, the compound A1 was quantified by the method similar to Comparative Example 1-1, and the acid value and the acid value after the forced deterioration test were measured. These results are shown in Table 1.

Embodiment 1—2

[0309] In Example 1-1, the crude product obtained after the solvent removal step was put into a 500 ml flask, heated and stirred at 80° C., and water was added to adjust the water concentration to 4000 to 5000 ppm. Then, the flask was sealed, and heating and stirring were continued for 72 hours.

[0310] Then, the crude product was cooled to 40° C. or lower, and toluene and a 20 wt % sodium hydroxide aqueous solution were added for neutralization treatment, and water was further added for extraction and washing.

[0311] 0.2 g of MQ was added to the obtained organic layer, and it heated to 60-80 degreeC under reduced pressure, spraying oxygen-containing gas, and toluene was distilled off.

[0312] After filtration under pressure, acrylate was obtained as a product.

[0313] About the obtained acrylate, the compound A1 was quantified by the method similar to Comparative Example 1-1, and the acid value and the acid value after the forced deterioration test were measured. These...

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Abstract

Disclosed is a simple method for producing a (meth)acrylate which enables to obtain a (meth)acrylate improved in storage stability and thermal stability. Also disclosed is a (meth)acrylate composition. The production method comprises an esterification step wherein a (meth)acrylic acid and an alcohol having an oxyalkylene group are dehydrated with an organic sulfonic acid catalyst in an organic solvent, thereby obtaining a (meth)acrylate; and an adjustment step wherein a compound A represented by the formula (1) below is controlled to be 0-100 ppm in the thus-obtained (meth)acrylate. The production method also comprises an addition step wherein a specific processing agent is added into an organic reaction liquid which contains not less than 1 ppm of the compound A relative to the (meth)acrylate obtained through the esterification step and a step for performing neutralization and water rinsing. (1) [In the formula (1), R1 represents an alkyl group or an aryl group; R2 represents an alkylene group; and R3 represents a hydrogen atom or a methyl group.

Description

technical field [0001] The present invention relates to a method for producing (meth)acrylate and a (meth)acrylate composition. Background technique [0002] (Meth)acrylate is used in various industries such as optical lenses, printing inks, coating agents, and adhesives as a compounding component of photocurable compositions because it is cured under ultraviolet irradiation or electron beam irradiation. in use. [0003] However, when the storage stability or thermal stability of (meth)acrylate is bad, it may become a disadvantage. [0004] For example, if the storage stability of (meth)acrylate is poor, a polymerization reaction may occur during storage to generate a polymer component, or (meth)acrylate may decompose to generate an acid component such as (meth)acrylic acid. [0005] A (meth)acrylate composition containing a polymer component cannot be suitably used for optical lens applications, etc., where uniformity and light transmittance are important because curing u...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C67/60C07C67/62C07C69/54C07B61/00
CPCC07C67/08C07C67/62
Inventor 小岛慎司桥本直树追分健裕佐内康之
Owner TOAGOSEI CO LTD
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