Nippon Shokubai Co., Ltd.

Yukihiro Yoneda

Yasuhiro Shingai

Tokumasa Ishida

Hajime Matsumoto

Masatoshi Ueoka

Tetsuya Kajihara

Masahiro Uemura

Sei Nakahara

Fumio Shibusawa

Takeshi Nishimura

Yusuke Shiota

Tadayoshi Kawashima

Fumio Munechika

Hidekazu Mizohara

Masakazu Asami

Shigeharu Yoneshima

Mikihiko Kanda

Hidekazu c/o Tsuda Mizohara

The present invention provides a process and its utilization in a process comprising the step of carrying out an addition reaction of an alkylene oxide to an addition-receiving substance in the presence of a resin catalyst, thereby producing the addition reaction product, when the resin catalyst as used for the reaction is persevered so as to recycle it after it is recovered, the unreacted alkylene oxide remaining in the resin catalyst can be prevented from polymerizing and solidifying during the preservation, and the resin catalyst accordingly can be preserved stably for a long time. The resin catalyst as recovered after it is used for the reaction may be preserved under any of the following conditions: 1) at a low temperature of not higher than 40&#xb0; C.; 2) in the presence of a carboxylic acid; 3) in the presence of a liquid having an alkylene oxide concentration of not more than 2 weight %; and 4) in the coexistence of a carboxylic acid and a liquid having an alkylene oxide concentration of not more than 2 weight %. The present catalyst is recycled for the above addition reaction.

Process for preserving resin catalyst for addition reaction of alkylene oxide and utilization of this process

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

The present invention provides a process for producing a hydroxyalkyl (meth)acrylate which comprises the step of carrying out a reaction between (meth)acrylic acid and an alkylene oxide, wherein the process provides enablement for economically and efficiently recovering and recycling the unreacted residue of the alkylene oxide. The process for producing a hydroxyalkyl (meth)acrylate comprises the steps of, carrying out a reaction between (meth)acrylic acid and an alkylene oxide; stripping the unreacted residue of the alkylene oxide from the resultant reaction liquid; and causing a solvent to absorb the stripped alkylene oxide; wherein: water is used as the absorbing solvent; and an absorbing liquid resultant from the absorption of the unreacted residue of the alkylene oxide is used for production of an alkylene glycol.

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

In a production process for a hydroxyalkyl ester, comprising the step of carrying out a reaction between a carboxylic acid and an alkylene in the presence of a catalyst, the present invention is to provide: a production process which can stop the reaction economically and sufficiently safely. In a production process which comprises the step of carrying out the reaction between a carboxylic acid and an alkylene in a reactor in the presence of a catalyst so as to produce a hydroxyalkyl ester, the reaction is stopped by introducing a reaction terminating liquid into the reactor , wherein the reaction terminating liquid comprises water in a ratio of not less than 50 weight %, and has a low temperature of &minus;5 to 45&deg; C.

Production process for hydroxyalkyl ester

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.

The present invention provides: a purification process for hydroxyalkyl (meth)acrylate that suppresses forming by-products such as a diester and a dimer of acrylic acid in the distillation process, and can ensure a purity of hydroxyalkyl (meth)acrylate, and can operate stably without causing troubles such as polymerization. In a purification process for hydroxyalkyl (meth)acrylate which is obtained by reacting (meth)acrylic acid and alkylene oxide in the presence of a catalyst, and removing unreacted alkylene oxide and/or (meth)acrylic acid in a reaction solution after the reaction, a distillation apparatus having a portion of a vacant column and a thin-film evaporation apparatus are used at the same time.

Purification process for hydroxyalkyl (meth)acrylate

A gas-liquid dispersion device to be installed in a system in which a liquid flows forming a continuous phase and a gas flows upward includes a perforated plate which is so mounted as to interrupt a gas-liquid passage, in which a mixed phase of the gas and liquid is produced. A separated liquid-conducting channel extending from the perforated plate toward its gas inflow opening side is formed in such a way that a gas-liquid passage is divided into a liquid-conducting portion and a gas-dispersing portion. When the mixed phase of the gas and liquid is supplied to the gas-liquid dispersion device, a gas phase accumulates on the gas inflow opening side of the gas-liquid dispersion device and creates a gas pocket, whereby pulsation of gas and liquid flows can be prevented. As a result, the gas passes upward through individual through holes (excluding the liquid-conducting channel) made in the perforated plate while the liquid passes through the liquid-conducting channel in a stable manner.

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Himeji, Japan

Yukihiro Yoneda