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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.

Active Publication Date: 2016-04-27
RESONAC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In addition, in the case of an ethylenically unsaturated compound having an isocyanate group in the molecule, a multimerization reaction of the isocyanate group (isocyanuration, allophanation, biuretization, etc.), discoloration reaction etc.
For example, the above-mentioned multimerization reaction may progress during the storage of the product (an ethylenically unsaturated compound having an isocyanate group). Delay in process when waiting

Method used

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Examples

Experimental program
Comparison scheme
Effect test

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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Abstract

The object of the present invention is to prevent polymerization, multimerization and discoloration reactions of ethylenically unsaturated compounds having isocyanate groups in their molecules to improve stability. The present invention relates to a stabilized composition of an ethylenically unsaturated compound with an isocyanate group, which is characterized in that it contains: an ethylenically unsaturated compound with an isocyanate group containing at least one isocyanate group and one or more ethylenically unsaturated groups in the molecule (A), and a stabilizer (B), and the stabilizer (B) is that at least one of the ethylenically unsaturated group positions of the compound (A) is replaced by a haloalkyl group or an aminoalkyl group that may have a substituent compound.

Description

technical field [0001] The present invention relates to stabilized ethylenically unsaturated compounds with isocyanate groups, and more particularly, to stabilized compositions comprising the compounds and methods of producing the compounds. Background technique [0002] Ethylenically unsaturated compounds are extremely easy to polymerize due to heat, light, and other factors. Therefore, in the production process and purification process of ethylenically unsaturated compounds, solid substances are often generated due to polymerization, which causes failure of production equipment. If this solid substance adheres to the production tanks, distillation towers, piping, etc. in the production process and purification process of ethylenically unsaturated compounds, not only blockage due to solid substances and adhesion of mobile equipment will occur, but also harmful to ethylenic unsaturated compounds. The manufacture and refining of saturates also presents obstacles. Furthermore...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C263/18C07C265/02
CPCC07C263/18C07C265/04C07C265/02
Inventor 西村宪人万谷慎一大野胜俊
Owner RESONAC CORP
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