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Reaction accelerator, and method for producing urethane compound, thiocarbamate compound, amide compound, or urea compound using same

A technology of reaction accelerators and compounds, applied in the field of manufacture of reaction accelerators and carbamate compounds, thiocarbamate compounds, amide compounds or urea compounds using them, capable of solving physical properties of cured products Adverse effects, insufficient promotion effects, etc.

Active Publication Date: 2017-08-04
RESONAC CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, these catalysts have a problem of insufficient reaction promotion effect depending on the substrate.
In addition, since the catalyst remains in the reaction product, it may adversely affect the physical properties of the reaction product and its cured product.

Method used

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  • Reaction accelerator, and method for producing urethane compound, thiocarbamate compound, amide compound, or urea compound using same
  • Reaction accelerator, and method for producing urethane compound, thiocarbamate compound, amide compound, or urea compound using same
  • Reaction accelerator, and method for producing urethane compound, thiocarbamate compound, amide compound, or urea compound using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0151] Hereinafter, the present invention will be described in detail through examples, but the present invention is not limited by these examples.

[0152] In the following examples, unless otherwise specified, "%" means mass% (wt%), and "ppm" means mass ppm (wtppm).

[0153] The conditions of liquid chromatography analysis (hereinafter referred to as "LC analysis") are as follows.

[0154] Columns: 4 manufactured by Showa Denko Co., Ltd., brand name "Shodex (registered trademark) KF-801",

[0155] Eluent: Tetrahydrofuran (THF),

[0156] Flow rate: 0.8mL / min,

[0157] Oven temperature: 40℃,

[0158] Detector: Differential refractive index (RI)·UV (wavelength 210nm)

[0159] (Preparation method of reaction accelerator)

Synthetic example 1

[0161] Into a 100 mL three-necked flask, 10.0 g of methacryloyloxyethyl isocyanate (Karensun MOI (registered trademark), manufactured by Showa Denko Corporation. Hereinafter referred to as "MOI") was placed, and the inner temperature was cooled to 15°C while 2.58 g of dry hydrogen chloride was bubbled into methacryloxyethyl isocyanate through an inner cannula to obtain 12.6 g of methacryloxyethylcarbamoyl chloride (hereinafter referred to as "MOC"). The purity is 100%.

Synthetic example 2

[0163] 110 g of aminoethyl methacrylate hydrochloride (hereinafter referred to as "AEMHCl") was put into 200 g of toluene, and 110 g of phosgene was supplied in a state where AEMHCl was melted at an internal temperature of 85°C to synthesize MOI. The dissolved phosgene was removed by bubbling nitrogen gas into the reaction liquid, and then toluene as a solvent was distilled off under reduced pressure to obtain 110 g of crude MOI.

[0164] The MOC content in the crude MOI was confirmed by silver nitrate titration, and the result was 10.8%.

[0165] (Accelerating effect of urethanization reaction based on reaction accelerator addition)

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Abstract

A reaction accelerator for the reaction of a compound having an isocyanate group not directly bonded to an aromatic ring in the molecule and a compound having an active hydrogen-containing group, comprising a compound having a halogenated carbamoyl group . A production method characterized in that a compound having an isocyanate group not directly bonded to an aromatic ring is reacted with a compound having an active hydrogen-containing group in the molecule to produce a carbamate compound, thiocarbamate In the method of ester compound, amide compound or urea compound, the aforementioned reaction is carried out in the presence of the aforementioned reaction accelerator.

Description

Technical field [0001] The present invention relates to a reaction accelerator used in the reaction of a compound having an isocyanate group not directly bonded to an aromatic ring and a compound having an active hydrogen group in the molecule, and a urethane compound and sulfur using the reaction accelerator Method for producing carbamic acid ester compound, amide compound or urea compound. [0002] This application claims priority based on Japanese Patent Application No. 2013-154948 for which it applied to Japan on July 25, 2013, and uses the content here. Background technique [0003] The reaction between a compound having an isocyanate group that is not directly bonded to an aromatic ring and a compound having an active hydrogen-containing group can be used for carbamate compounds, thiocarbamate compounds, amide compounds, urea compounds, etc. manufacture. [0004] In the aforementioned reaction, a catalyst for promoting the reaction is used. For example, as a catalyst for obt...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07C231/10C07C233/18C07C269/02C07C271/16C07C271/20C07C271/24C08F20/36C07B61/00C07C271/04
CPCC07C269/02C07C271/04C07C231/10C08F20/36C07C2601/14C07C271/16C07C271/20C07C271/24C07C233/18B01J31/02B01J31/0209B01J31/0249B01J31/0271B01J2231/643C07C259/04C07C263/12
Inventor 大野胜俊加藤智光
Owner RESONAC CORPORATION