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Reaction accelerator, urethane compound using same, thiourethane compound, and production method for amide compound or urea compound

A technology of reaction accelerators and compounds, which is applied in the field of production of reaction accelerators and carbamate compounds, thiocarbamate compounds, amide compounds or urea compounds using them, can solve the physical properties of cured products Adverse effects, insufficient promotion effects, etc.

Active Publication Date: 2016-03-09
株式会社力森诺科
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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, urethane compound using same, thiourethane compound, and production method for amide compound or urea compound
  • Reaction accelerator, urethane compound using same, thiourethane compound, and production method for amide compound or urea compound
  • Reaction accelerator, urethane compound using same, thiourethane compound, and production method for amide compound or urea compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

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

[0152] In each of 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: Showa Denko Co., Ltd. product name "Shodex (registered trademark) KF-801" 4 pieces,

[0155] Eluent: tetrahydrofuran (THF),

[0156] Flow rate: 0.8mL / min,

[0157] Oven temperature: 40°C,

[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 (Karenz MOI (registered trademark), manufactured by Showa Denko Co., Ltd., hereinafter referred to as "MOI") was put, and the inner temperature was cooled to 15° C. while 2.58 g of dry hydrogen chloride was bubbled into methacryloyloxyethyl isocyanate through an inner tube to obtain 12.6 g of methacryloyloxyethylcarbamoyl 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 while AEMHCl was melted at an internal temperature of 85°C to synthesize MOI. Dissolved phosgene was removed by bubbling nitrogen gas into the reaction solution, and toluene as a solvent was further 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 found to be 10.8%.

[0165] (Acceleration effect of urethanization reaction by addition of reaction accelerator)

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Abstract

Provided is a reaction accelerator used in a reaction between a compound having an isocyanate group that does not directly bond to an aromatic ring, in each molecule, and a compound having an active hydrogren-containing group. The reaction accelerator comprises a compound having a carbamoyl halide group. Also provided is a production method whereby: the compound having a isocyanate group that does not directly bond to an aromatic ring, in each molecule, and the compound having an active hydrogren-containing group are caused to react; and a urethane compound, a thiourethane compound, an amide compound, or a urea compound are produced. The production method is characterized by said reaction occurring in the presence of the reaction accelerator.

Description

technical field [0001] The present invention relates to 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, and a urethane compound, a sulfur compound, and a compound using the reaction accelerator. A method for producing a substituted urethane 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 takes in the content here. Background technique [0003] The reaction of a compound having an isocyanate group not directly bonded to an aromatic ring in the molecule with a compound having an active hydrogen-containing group can be used in the formation of urethane compounds, thiourethane compounds, amide compounds, urea compounds, etc. manufacture. [0004] In the aforementioned reaction, a catalyst for...

Claims

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Application Information

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Patent Type & Authority Applications(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 株式会社力森诺科
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