Stabilized ethylenically unsaturated compounds with isocyanate groups
A technology of isocyanate groups and compounds, applied in the purification/separation of isocyanic acid derivatives, organic chemistry, etc., can solve the problems of reduced purity, process delay, multimerization reaction and discoloration reaction, etc.
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Embodiment 1
[0120] 2-Acryloyloxyethyl isocyanate ("Karenz AOI" (registered trademark) manufactured by Showa Denko Co., Ltd.), which is an ethylenically unsaturated compound (A) having an isocyanate group, was obtained by gas chromatography with a purity of 99.7% or less. Also known as "AOI monomer".) 100g, and 1g of 3'-chloropropionyl-2-oxyethyl isocyanate as the stabilizer (B) of the compound (A) are added to a cooling condenser (the outlet is atmospheric pressure It was opened and a granular calcium chloride tube was attached.) and a thermometer in a 300-mL volume glass flask, and heated at 100° C. for 8 hours in an oil bath. After the heating was completed, the remaining amount of AOI monomer was quantified by gas chromatography. As a result, it decreased by about 0.2% relative to the added amount, and no isocyanurate body of AOI monomer was formed. At this time, the appearance of the inner liquid in the flask remained transparent. The analysis conditions of the gas chromatography are...
reference example 1
[0132] As a stabilizer (B), the same method as in Example 1 was followed except that 1 g of 2-n-propionyloxyethyl isocyanate was used instead of 1 g of 3'-chloropropionyl-2-oxyethyl isocyanate. To evaluate the residual amount of AOI monomer. The result was a reduction of 0.3% relative to the amount charged. At this time, no change in appearance was confirmed.
reference example 2
[0136] As the ethylenically unsaturated compound (A) with an isocyanate group, instead of 100 g of the AOI monomer, 2-methacryloyloxyethyl isocyanate (manufactured by Showa Denko Co., Ltd. "Karenz MOI" (registered trademark) was used. 99.7% of the purity obtained by the method, hereinafter also referred to as "MOI monomer".) 100g, except that, adopt the same method as Reference Example 1 to evaluate the residual amount of MOI monomer. The result was a reduction of about 0.6% relative to the charged amount. At this time, no change in appearance was confirmed.
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