Mitsubishi Rayon Company, Limited

Mitsubishi Chemical Corporation

Naoshi Murata

Hiroyuki Mori

Takeshi Matsuo

Ryo Aizawa

Akira Yoshioka

Tadayuki Fujiwara

Yoshihiro Kamon

Hikaru Momose

Makoto Kaneko

Eiji Satou

Tetsuya Ikemoto

Toru Tokimitsu

Yasukazu Yoshida

Kuniyoshi Ogura

Yukiya Wakisaka

Motomu Ohkita

Kunihiko Sakano

Kimio Tamura

To reduce formation of side products and to enhance a selectivity rate in a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and in a method for producing glycidyl (meth)acrylate. The present invention is characterized by a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate through a reaction of (meth)acrylic acid and epichlorohydrin; more specifically, the reaction is carried out by using 0.5 to 2 mol of epichlorohydrin relative to 1 mol of (meth)acrylic acid, and by adding epichlorohydrin to (meth)acrylic acid in the presence of a catalyst. Also, the present invention is characterized by a method for producing glycidyl (meth)acrylate through a reaction of 3-chloro-2-hydroxypropyl (meth)acrylate and a basic carbonate compound in a polar solvent.

Method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and method for producing glycidyl (meth)acrylate

Provided is a method capable of efficiently manufacturing (meth)acrylic acid esters and aromatic carboxylic acid esters. This (meth)acrylic acid ester manufacturing method reacts a (meth)acrylic anhydride with a carbonate compound. For this aromatic carboxylic acid ester manufacturing method, which reacts a carboxylic anhydride with an aromatic carbonate in the presence of a catalyst, the catalyst is at least one kind selected from a set consisting of basic nitrogen-containing organic compounds, Group 1 metal compounds, and Group 2 metal compounds.

Method for manufacturing (meth) acrylic acid ester and method for manufacturing aromatic carboxylic acid ester

Provided is a method that can produce phenyl(meth)acrylate inexpensively and at high yields. The phenyl(meth)acrylate production method of the present invention reacts (meth)acrylic acid with carbonic acid diphenyl. Further, the phenyl(meth)acrylate composition of the present invention contains 90-99.999 wt % phenyl(meth)acrylate and 0.001-10% carbonic acid diphenyl. Or, the phenyl(meth)acrylate composition of the present invention contains 90-99.999 wt % phenyl(meth)acrylate and 0.001-10 wt % of a specified compound.

Phenyl (meth)acrylate production method and phenyl (meth)acrylate composition

Provided is a method that can produce phenyl(meth)acrylate inexpensively and at high yields. The phenyl(meth)acrylate production method of the present invention reacts (meth)acrylic acid with carbonic acid diphenyl. Further, the phenyl(meth)acyrlate composition of the present invention contains 90-99.999 wt % phenyl(meth)acrylate and 0.001-10% carbonic acid diphenyl. Or, the phenyl(meth)acrylate composition of the present invention contains 90-99.999 wt % phenyl(meth)acrylate and 0.001-10 wt % of a specified compound.

Method for producing an iron carboxylate, whereby it becomes possible to prevent the generation of hydrogen during the production of the iron carboxylate by the reaction of a carboxylic acid with metal iron. An embodiment of the present invention is a method for producing an iron carboxylate by reacting metal iron with a carboxylic acid in a reaction solution, wherein the reaction solution contains a non-iron metal having a standard electrode potential of &#x2212;2.5 to 0.1 inclusive or a metal compound containing the metal, or the reaction solution contains at least one metal selected from the group consisting of Ag, Bi and Pd or a metal compound containing the metal.

Method for producing iron carboxylate

Provided is glycidyl(meth)acrylate which is reduced in the content of impurities including chlorine. This process comprises reacting epichlorohydrin with an alkali metal (meth)acrylate in the presence of a catalyst to produce glycidyl(meth)acrylate, the process including a step in which the reaction is conducted while making a Bronsted acid present in the reaction system in an amount of 0.0001-0.08 mol per mol of the alkali metal (meth)acrylate.

Process for producing glycidyl (meth)acrylate

There is provided a method for producing iron methacrylate being inexpensive, and being high in activity and selectivity and good in solubility to a reaction liquid when being used in production of a hydroxyalkyl methacrylate as a catalyst. The method for producing iron methacrylate for production of a hydroxyalkyl methacrylate according to the present invention includes subjecting a mixture of a metallic iron having an oxygen atom content by XRF analysis of the surface thereof of 6% by mass or lower, and methacrylic acid to a heat treatment at 95&#xb0; C. or higher and lower than 110&#xb0; C. for 100 to 600 min. The method for producing a hydroxyalkyl methacrylate according to the present invention includes reacting an alkylene oxide with methacrylic acid to produce the hydroxyalkyl methacrylate, wherein iron methacrylate produced by the method according to the present invention is used as a catalyst.

Methods for producing iron methacrylate and hydroxyalkyl methacrylate

A process for producing a monomer for resists represented by the following general formula 1: 

Process for producing monomer

A resist resin containing a monomer unit selected from the group comprising a monomer unit represented by Formula (II):

Resins for resists and chemically amplifiable resist compositions

(Meth)acrylic acid is reacted with a fatty acid anhydride and the resultant reaction mixture is neutralized and washed with an aqueous alkaline solution having a pH of 7.5 to 13.5. Thus, high-purity (meth)acrylic anhydride can be industrially advantageously produced while avoiding polymerization. This (meth)acrylic anhydride is reacted with a secondary or tertiary alcohol in the presence of a basic compound which in 25&deg; C. water has an acidity (pKa) of 11 or lower. Thus, a high-purity (meth)acrylic ester can be produced in high yield.

Process for producing (meth)acrylic anhydride and process for producing (meth)acrylic ester

The present invention provides a process for preparing &bgr;-hydroxy-&ggr;-butyrolactone or &bgr;-methyl-&bgr;-hydroxy-&ggr;-butyrolactone represented by the formula (1):

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Hiroshima, Japan

Naoshi Murata