Preparation method for (meth)acrylate compound with dimethyl carbonate structure
A technology of acrylate and methyl carbonate, applied in the field of polymer synthesis, can solve the problems of high irritation of the product, slow absorption of hydrogen chloride, slow reaction speed, etc., and achieves the effects of short synthesis operation time, increased reaction speed, and accelerated consumption and absorption
Inactive Publication Date: 2016-09-07
GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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Problems solved by technology
[0004] The (meth)acrylate monomer containing methyl carbonate structure can also be obtained by the reaction of methyl chloroformate and hydroxyl-containing (meth)acrylate monomer, but it is usually necessary to use amine alkaline reagents to absorb the hydrogen chloride produced by the reaction to promote The reaction continues, and in order to absorb hydrogen chloride in time to promote the stable formation of organic ammonium hydrochloride, the method is usually carried out at a lower temperature (below -10°C); and there is always a certain dissociation equilibrium in this organic ammonium hydrochloride. As a result, hydrogen chloride with a certain concentration must be dissolved in the reaction system, which makes the product more irritating. In addition, in this method, the reaction speed is slow due to the inability to remove hydrogen chloride in time, and the conversion rate of the product is not high.
In industry, it is also possible to discharge hydrogen chloride by blowing nitrogen into the reaction system, and absorb the formed hydrochloric acid with water, but it takes a long time to blow nitrogen to make the product eliminate the irritation of hydrogen chloride, resulting in long operation time and low efficiency
Alkali metal carbonate or alkaline earth metal carbonate can also be used to remove hydrogen chloride in the reaction system, but alkali metal carbonate or alkaline earth metal carbonate is insoluble in the organic reaction system, alkali metal carbonate or alkaline earth metal carbonate The absorption of hydrogen chloride is extremely slow, and it takes a long time to react to achieve a very low reaction conversion rate
Method used
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[0032]Add 1.0 mol of methyl chloroformate, 1.1 mol of hydroxyl-containing (meth)acrylate (according to the molar amount of hydroxyl), and 1-2 mol of metal carbonate into a three-necked flask equipped with a reflux condenser and a mechanical stirrer. Carboxy-modified polyethylene glycol 0.002-0.01 mol, rapid stirring reaction at room temperature to 60°C (rotation speed greater than 600 rpm) for several hours, taking samples in the middle for infrared spectrum testing, and checking the 1788 cm in the infrared spectrum -1 The transformation of the characteristic absorption peak of methyl chloroformate, react until the characteristic absorption peak disappears completely, stop the reaction, filter to remove the solid salt, and obtain a (meth)acrylate product with a methyl carbonate structure. The situation of each embodiment is listed in Table 2.
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The invention relates to a preparation method for a (meth)acrylate compound with a dimethyl carbonate structure. The (meth)acrylate compound with the dimethyl carbonate structure is prepared by reacting methyl chloroformate with (meth)acrylate containing a hydroxyl group under the action of alkali carbonate or alkali-earth metal carbonate and polyethylene glycol with a modified terminal carboxyl group. According to the invention, the alkali or alkali-earth metal carbonate is used as a hydrogen chloride absorbent and polyethylene glycol with the modified terminal carboxyl group is used as a promoter, so absorption and consumption of hydrogen chloride in a reaction system are accelerated, and generation of (meth)acrylate compound with the dimethyl carbonate structure can be efficiently promoted.
Description
technical field [0001] The invention relates to the field of polymer synthesis, in particular to a method for preparing a (meth)acrylate compound with a methyl carbonate structure. Background technique [0002] For a long time, poly(meth)acrylate resin has been used in many fields, including coatings, inks, adhesives, etc., due to its excellent weather resistance and convenient construction. Monofunctional (meth)acrylate monomers are an important part of the formulation of photocurable materials, which can effectively reduce the viscosity of the formulation and improve adhesion, hardness and toughness. Commonly used monofunctional (meth)acrylate monomers are: (meth)acrylic acid, methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, (meth)acrylic acid Isobutyl, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, ring-opening esterification products of hydroxyethyl (meth)acrylate and caprolactone, etc. However, the volatility and toxicity of these monomer...
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Login to View More IPC IPC(8): C07C68/02C07C69/96
CPCC07C68/02C07C69/96
Inventor 庞来兴
Owner GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD