Nippon Shokubai Co., Ltd.

Toshiya Iida

Hitoshi Mitsui

Ikuyo Ikeno

Toshimitsu Moriguchi

Satoshi Ishida

Yoshinobu Asako

Shimpei Sato

Naoko Hirano

Ai Nishichi

Kazushi Omote

Jun Tatsumi

Yuuichi Satoh

Yukiko Ariyoshi

Akio Ito

Noboru Saito

Toshio Hayashi

Nobuhiro Kobayashi

Isamu Maeda

Takako Ishii

A borate for a near-infrared ray absorption material, having an anion represented by the formula (1): [BRR](wherein Rrepresents an aryl group having an electron withdrawing group; Rrepresents an organic group, a halogen group or a hydroxyl group; and m is an integer in the range of 1 to 4) is provided. The borate of the present invention enables to improve durability, in particular, heat resistance and moisture resistance of a near-infrared ray absorbing dye.

Borate and near-infrared ray absorption material

The present invention has an object to provide a transparent resin material having a low water absorption ratio without deteriorating various properties such as transparency which transparent resin has and also having a controllable refractive index. The present invention provides a transparent resin material containing a polymer capable of forming a formed product having transparency, wherein the transparent resin material comprises a fluorine atom-containing polymer and/or compound and contains 0.3 to 35% by weight of a fluorine atom in 100% by weight of the formed product.

Transparent resin material

The present invention has an object to provide a fluorine-containing compound which can be used for applications such as additives making a transparent resin material low in a water absorbing ratio and high in water repellency without deteriorating of various properties such as transparency which the transparent resin material has, a fluorine-containing ester compound which is superior in properties such as heat resistance and low moisture(water) absorption property and can be suitably used in various fields such as a material for electronic information, a material for precision instruments and an optical material, a fluorine-containing aryl ester polymer, methods of producing the same. The present invention provides a fluorine-containing compound represented by the following formula (1): 

Fluorine-containing compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate.magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.

Method for producing tetrakis (fluoroaryl) borate-magnesium compound

After a fluoroaryl borane derivative is precipitated from a solution containing the fluoroaryl borane derivative, a bis (fluoroaryl) borane derivative, and a hydrocarbon solvent and is subjected to first filtration so that the fluoroaryl borane derivative is isolated, a filtrate that has been obtained by the first filtration is cooled and the bis (fluoroaryl) borane derivative is separated and is subjected to second filtration so that the bis (fluoroaryl) borane derivative is isolated. In a case where the solution contains fluorobenzene, the solution is concentrated, so that the fluorobenzene is removed. Thus, it is possible to provide the high-purity fluoroaryl borane derivative and bis (fluoroaryl) borane derivative having no impurity with ease and at a low cost.

Method for purifying fluoroaryl borane derivative and bis (fluoraryl) borane derivative

Bis(fluoroaryl)borane derivative is produced by reacting tris(fluoroaryl)borane with a compound, such as water, ethanol, ammonia and the like, in a hydrocarbon solvent at a molar ratio raging from 1:0.9 to 1:1.1. It is more preferable that the reaction is carried out while the hydrocarbon solvent is distilled off. It is more preferable that hydrocarbon solvent is substantially an aliphatic hydrocarbon solvent. With this arrangement, it is possible to provide a method for producing and isolating the bis(fluoroaryl)borane derivative of a high purity, with ease and at a low cost.

Process for preparing bis(fluoroaryl)boron derivatives

In a method for purifying a fluoroaryl metal compound of the present invention, magnesium halide is precipitated and removed from a solution containing the fluoroaryl metal compound, the magnesium halide, and an ether solvent. Or, the magnesium halide is removed by treating the solution with an acid. Examples of the method include: a method in which a solvent which has a boiling point higher than that of the ether solvent contained in the solution and which does not dissolve the magnesium halide is heated to a temperature higher than the boiling point of the ether solvent, then the ether solvent is distilled out with the solution being added to the solvent; and a method in which the solution and an aqueous solution containing an acid are mixed and stirred, then allowed to stand so as to be separated into an organic layer containing the fluoroaryl metal compound and an aqueous layer containing the magnesium halide and the acid. In this manner, a highly pure fluoroaryl metal compound having no impurities can be purified easily and inexpensively.

Method for purifying fluoroaryl metal compound

A method for easily and inexpensively producing and purifying a fluoroaryl metal compound such as bis(pentafluorophenyl)dialkyltin which is less colored and has no impurities is provided. Hydrocarbon magnesium halide is reacted with fluoroaryl halide in a solvent including an ether solvent so as to obtain fluoroaryl magnesium halide, which is then reacted with an organic metal compound so as to produce a fluoroaryl metal compound. Tin is more preferable as a metal atom included in the organic metal compound. As for the ether solvent, chain ether solvents are preferable, more specifically, diisopropyl ether, dibutyl ether, and t-butylmethyl ether are more preferable. Besides, it is preferable that magnesium halide, which is a by-product of the fluoroaryl metal compound, is precipitated and removed, or treated with an acid.

Method for producing fluoroaryl metal compound

Producing method of (hydroxyalkyl) alicyclic carboxylic acids and intermediates for producing the same and producing method of such intermediates

An oxidation catalyst according to the present invention is prepared, for example, by heat processing a gold compound at 150&deg; C. to 80&deg; C., yielding ultrafine gold particles, which are then mixed with a palladium compound and a compound containing at least one element selected from the group consisting of alkaline metals and the elements of Groups IIA, IIIA, VIA, IIB, VB, and VIII of the Periodic Table. By an oxidation reaction between a benzyl compound such as p-xylene and a carboxylic acid such as acetic acid in the presence of oxygen and the oxidation catalyst prepared as above, a benzyl ester such as p-methylbenzyl acetate or p-xylylene diacetate can be produced. Consequently, it is possible to provide an oxidation catalyst suitable for use in industrially producing the foregoing benzyl esters, a method of preparing the foregoing oxidation catalyst, and a method of producing the foregoing benzyl esters efficiently and at low cost.

Oxidation catalyst

A solution containing an organic solvent and a compound including impurities, represented by, for example, general formula (1)

Method for purifying tetrakis(fluoroaryl)borate compounds or tris(fluoroaryl)borate compounds

In order to provide a method of safely, efficiently, and industrially manufacturing fluoroaryl magnesium halide containing no impurities, such as coloring components, by a relatively gradual reaction compared with the conventional reactions, and a method of readily and efficiently manufacturing a highly-pure fluoroaryl borane derivative, fluoroaryl magnesium halide expressed by General Formula (1):

Growing community of inventors

Suita, Japan

Toshiya Iida