Nippon Shokubai Co., Ltd.

Yasuhiro Shingai

Yukihiro Yoneda

Masatoshi Ueoka

Tokumasa Ishida

Hajime Matsumoto

Tetsuya Kajihara

Yasuhiro Yamamoto

Sei Nakahara

Masahiro Uemura

Fumio Shibusawa

Takeshi Nishimura

Junya Watanabe

Hirohisa Kubota

Hideki Oishi

Tadayoshi Kawashima

Fumio Munechika

Kouji Deguchi

Masakazu Asami

A producing process of amino resin crosslinked particles includes the step of curing an emulsion of an amino resin precursor and an emulsifier in the presence of a catalyst, the amino resin precursor being a product of a reaction of an amino compound with formaldehyde, so as to prepare amino resin particles, the step of neutralizing the suspension of the amino resin particles after the curing step, and the step of heating the suspension in a temperature range of 130&#xb0; C. to 230&#xb0; C. after the neutralizing step. The amino resin crosslinked particles thus prepared by the condensation of the amino compound and formaldehyde generate formaldehyde in an amount of not more than 1000 ppm in a pyrolysis test and have a characteristic that a Hunter whiteness is not less than 85 percent.

Amino resin crosslinked particles and producing process thereof

The present invention provides an amino resin composite particle in which an inorganic compound is fixed (firmly adhered) on a surface of an amino resin particle, for example, an amino resin composite particle, in which a child particle made of the inorganic compound is fixed on a mother particle made of the amino resin particle, and a method of easily and inexpensively producing the amino resin composite particle. After an amino compound such as benzoguanamine is reacted with formaldehyde, so as to prepare a reaction mixture containing an amino resin precursor to be the mother particle, an emulsion of the reaction mixture and an aqueous solution of an emulsifier, and an aqueous dispersion of the inorganic compound, such as silica powder, to be the child particle are mixed with a shear force application, so as to emulsify them to have an emulsion thereof. The emulsion is hardened by adding a catalyst. The thus obtained amino resin composite particle has a firm-adhering ratio of the inorganic compound of 10% or more.

Amino resin composite particle and method of producing same

The present invention provides a process for inhibition of polymerization of a (meth)acrylate ester, which has an extremely higher effect of inhibition of polymerization than in cases where conventional polymerization inhibitors are used. In the process for inhibition of polymerization of a (meth)acrylate ester; an N-oxyl compound and at least one member selected from the group consisting of manganese salt compounds, copper salt compounds, 2,2,6,6-tetramethylpiperidine compounds, and nitroso compounds are used together as polymerization inhibitors, and further an acid is used.

Process for inhibition of polymerization of (meth)acrylate ester

The present invention provides: a process in which, when a hydroxyalkyl ester is produced by carrying out a reaction between a carboxylic acid and an alkylene oxide in the presence of a catalyst, the contamination of the hydroxyalkyl ester with water can be inhibited to the maximum limit without washing the inside of a production apparatus together with the raw carboxylic acid or the hydroxyalkyl ester as an aimed product, or without carrying out azeotropic distillation with water and an azeotropic solvent. The process comprises a washing step and thereafter a drying step in the interval of from the stop of a production of the hydroxyalkyl ester till the restart of this production, wherein the washing step is a step of washing the inside of a production apparatus with water and/or an aqueous basic solution, and wherein the drying step is a step of drying under reduced pressure and/or hot-air-drying the inside of the production apparatus.

Production process for hydroxyalkyl ester

To sufficiently stabilize a hydroxyalkyl (meth)acrylate in spite of its easily polymerizable property, a hydroxyalkyl saturated-carboxylate and/or alkylene glycol as well as a phenol compound is added thereto.

Stabilized hydroxyalkyl (meth)acrylate

The present invention provides a process for producing a (meth)acrylic ester which enables to obtain a (meth)acrylic ester in an excellent reaction yield. The process for producing a (meth)acrylic ester uses an alcohol and an acid as raw materials and an ion-exchange resin as a catalyst, and the process is characterized by comprising a dehydration step and an esterification step, wherein the esterification reaction step follows the dehydration step in which water impregnated in the ion-exchange resin is removed by using as a dehydrating solvent at least one member selected from the group consisting of the alcohol, the acid, and the resulting ester.

Process for producing (meth)acrylic ester

When carrying out a liquid-phase reaction by using a heterogeneous catalyst, the separation of the heterogeneous catalyst and the reaction liquid is carried out certainly and effectively. A reaction method involves carrying out a reaction in liquid phase by using a heterogeneous catalyst particle in a reactor , and comprises the steps of: (a) allowing a reaction liquid supplied into the reactor from such as a supplying inlet to react in the presence of the heterogeneous catalyst particle , and (b) passing the resultant reaction liquid containing the heterogeneous catalyst particle through a line screen having an opening width where the heterogeneous catalyst particle is not allowed to pass substantially, and then extracting the reaction liquid separated from the heterogeneous catalyst particle from the reactor by way of such as an extracting outlet

Reaction method by using heterogeneous catalyst and reaction apparatus therefor

The present invention provides: a process can be preventive of a polymerization in a distillation apparatus when distilling a solution containing easily polymerizable substances such as (meth)acrylic acid and (meth)acrylic acid ester. In the distillation process for an easily polymerizable substance-containing solution which includes the step of distilling an easily polymerizable substance-containing solution by a distillation column equipped with a condenser for condensation at a vapor outlet of the distillation column, at least one condenser for polymerization inhibition is further placed in series on a vapor outlet side of the condenser for condensation, and the easily polymerizable substance which is contained in vapor from an upstream condenser is condensed by a downstream condenser.

Distillation process for easily polymerizable substance-containing solution

Process for producing hydroxyalkyl (meth)acrylate

The present invention provides: a production process for a hydroxyalkyl(meth)acrylate, which can raise productivity together with avoiding danger of explosion, and further can suppress side-formation of impurities such as a diester or a monoester wherein the impurities have a bad influence on product quality. When the time from the start of adding an alkylene oxide (AO) till the end of supplying the entirety of the AO is defined as T (hour), the amount of more than 50% of the entirety of the AO is supplied before T/2 (hour) has passed since the start of adding the AO. In addition, when the total amount of an AO as supplied and the time from the start of adding the AO till the end of supplying the entirety of the AO are defined as W (mol) and T (hour) respectively, the supply of the AO is started at a supplying speed V0 (mol/hour) that is faster than the average supplying speed V (&equals;W/T) (mol/hour), and thereafter the supplying speed of the AO is decreased at least once, and then the supply of the entirety of the AO is completed for T (hour) from the start of adding the AO.

Production process for hydroxyalkyl (meth)acrylate

A production process for a hydroxyalkyl(meth)acrylate, which comprises the steps of carrying out a reaction between (meth)acrylic acid and an alkylene oxide and stripping the unreacted residue of the alkylene oxide from the resultant reaction liquid, wherein: (1) the stripping step is performed by use of an inert gas, and the concentration of oxygen in the inert gas is adjusted in the range of 0.1 to 5 mol %; (2) the concentration of the unreacted residue of the (meth)acrylic acid in the resultant reaction liquid is suppressed to not higher than 10 weight %; (3) the difference in operational pressure between the stripping step and the absorption step of causing a solvent to absorb the stripped alkylene oxide is suppressed to not more than 1,000 hPa; (4) the reaction liquid resultant from the reaction is directly supplied to the stripping step without being heated; (5) a part of the liquid left behind in the stripping step is heated and then supplied to the stripping step again; (6) a hydroxyalkyl (meth)acrylate solution is used as the absorbing solvent; (7) a part of the liquid resultant from the absorption step is cooled and then supplied to the absorption step again; or (8) a part or the whole of the absorbing liquid which is on the way of the absorption step is extracted and then cooled and then supplied to the absorption step again.

Production process for hydroxyalkyl(meth)acrylate

The present invention provides a production process for a hydroxyalkyl (meth)acrylate which process enables to maintain the oxygen concentration of a gas phase portion of a reactor within a specific low concentration range in any stage of before adding raw materials, during the reaction, and after the reaction. The production process comprises the step of carrying out a reaction between (meth)acrylic acid and an alkylene oxide in the presence of a catalyst in order to produce the hydroxyalkyl (meth)acrylate, wherein an inert gas and/or a mixed gas of oxygen and an inert gas with a beforehand adjusted oxygen concentration of 0.1 to 14 vol % is used to maintain the oxygen concentration of a gas phase portion of a reactor in the range of 0.1 to 14 vol % (1) before adding the alkylene oxide or (2) during the above reaction or (3) between the completion of the above reaction and the charge for the next reaction. In addition, another production process comprises the step of carrying out a reaction between (meth)acrylic acid and an alkylene oxide in the presence of a catalyst in order to produce the hydroxyalkyl (meth)acrylate, wherein the oxygen concentration of a gas phase portion of a reactor is maintained in the range of 0.1 to 14 vol % throughout the production steps.

The present invention provide a production process for a hydroxyalkyl ester which comprises the step of carrying out a reaction between a carboxylic acid and an alkylene oxide in the presence of a catalyst, wherein the production process sufficiently enhances the conversion or selectivity in the reaction. The production process is characterized in that the reaction is carried out in a reaction liquid under conditions where a relationship a<b is kept throughout the reaction wherein &ldquo;a&rdquo; is a molar concentration (mol %) of the carboxylic acid in the reaction liquid and wherein &ldquo;b&rdquo; is a molar concentration (mol %) of the alkylene oxide in the reaction liquid.

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Himeji, Japan

Yasuhiro Shingai