Daikin Kogyo Co., Ltd.

Daikin Industries, Ltd.

Sds Biotech K.k.

Kuraray Co., Ltd.

Daicel Chemical Industries, Ltd.

Toyo Soda Manufacturing Co., Ltd.

Ihara Chemical Industry Co., Ltd.

Takeomi Murakami

Daido Kasei Kogyo Kabushiki Kaisha

Nobuo Ishikawa

Tomoya Kitazume

Takeshi Nakai

Akio Takaoka

Mitsuru Takahashi

Hiroki Taniguchi

Masaaki Shimizu

Kazuhiro Kojima

Haruaki Ito

Takashi Isono

Toshiaki Shimizu

Masatoshi Motoyoshi

Utaro Matsushita

Yoshio Inouye

A process for producing tetrafluorophthalic acid is disclosed, which comprises the steps of:

Process for producing tetrafluorophthalic acid

A fluorinated isophthalonitrile compound having the general formula ##STR1## wherein Y is --O, --S, or --N(R'), R and R' are independently hydrogen, an alkyl group, an alkyl group, an alkynyl group, a haloalkyl group, an alkoxyl group, alkoxyalkyl group, a phenyl group which may be substituted, a tetrahydrofurfuryl group, or a cycloalkyl group, provided that, in the case of Y=--N(R'), R and R' or Y may be a tetrahydrofurfuryl group, or a cycloalkyl group, a heterocyclic compound residue. This fluorinated isophthalonitrile compound is suitable for use as an agricultural fungicide.

Fluorinated isophthalonitrile compound and nonmedical fungicide

A process for treating an aqueous slurry of pigment which comprises adding to the aqueous slurry a halogenated carbon medium which is in liquid state at room temperature and has at least one member selected from the group consisting of fluorine atom and chlorine atom in the molecule; agitating the aqueous slurry vigorously; separating the pigment in a form of cake containing the halogenated carbon medium; and drying the cake. According to the process of the present invention, a filtering step and a washing step can be eliminated and energy for drying can be greatly reduced. The pigment product obtained is excellent in brilliancy and clearness.

Process for treating aqueous slurry of pigment

An .alpha.-fluoroalkyl carboxylic acid ester of the general formula ##STR1## wherein A is R.sup.1 R.sup.2 COR.sup.3 -- or R.sup.4 CO--, wherein R.sup.1 and R.sup.2 are independently hydrogen, alkyl, alkoxyl or phenyl, with or without the formation of a common ring therebetween, R.sup.3 is hydrogen or alkyl, R.sup.4 and R are independently alkyl, and R.sub.f is fluoroalkyl. The .alpha.-fluoroalkyl carboxylic acid ester is prepared by reacting a fluoroalkyl silyl ketene acetal of the formula ##STR2## wherein R' is alkyl and R.sub.f and R are the same as defined above, with the corresponding acetal, ketone or acyl halide.

.alpha.-Fluoroalkyl carboxylic acid esters and process for preparing the

An alkylated or alkenylated malonic ester having a fluorine containing aliphatic substituent and derivatives thereof as expressed by the following general formula: ##STR1## where R.sub.f is a fluorine containing aliphatic group, R is an aliphatic group, or hydrogen or alkali metal atom, and R' is an unsubstituted or substituted aliphatic group. And a method to trap the enolate ion of a malonic ester having a fluorine containing aliphatic substituent as expressed by the following general formula,

Alkylated or alkenylated malonic acid or its derivatives having a

A process for preparing a perfluorinated or polyfluorinated aliphatic carboxylic acids wherein a perfluorinated or polyfluorinated aliphatic halide of the formula: R.sub.f X where R.sub.f is a perfluorinated or polyfluorinated aliphatic group and X is a halogen atom is reacted with carbon dioxide in the presence of metal under the irradiation of ultrasound and the reaction product is hydrolyzed to form a perfluorinated or polyfluorinated aliphatic carboxylic acid of the formula: R.sub.f COOH where R.sub.f is the same as defined above.

Process for preparing a perfluorinated or polyfluorinated aliphatic

A shaped article of a synthetic resin having an improved surface such as a surface showing excellent water repellency and oil repellency which comprises a synthetic resin having hydroxy groups at least one surface of which being treated with an oligomer of a fluoroalkylene oxide represented by the formula: ##STR1## wherein X is F or CF.sub.3 and n is an integer of 2 to 12.

Shaped article of synthetic resin having improved surface

There are described fluorinated allylic compounds as expressed by the following general formula ##STR1## wherein R.sub.f is a fluorinated aliphatic group and R is a group expressed by a general formula ##STR2## wherein R.sup.1 is an aliphatic or aromatic hydrocarbon group and R.sup.2 and R.sup.3 are the same group or different groups as selected among hydrogen atom, aliphatic and aromatic hydrocarbon groups, and heterocyclic groups. Further, a process of preparing fluorinated allylic compounds is described which includes a process step wherein a silane metal halide as expressed by a general formula

Fluorinated allylic compounds and a process for preparing these compounds

New fluorinated benzodiazepins are described. They are expressed by the following general formula: ##STR1## wherein A.sup.1 and A.sup.2 are the same or different groups, each expressed by one of the following general formulas ##STR2## R.sup.2 being a hydrogen atom, aliphatic hydrocarbon group, fluorine-substituted aliphatic hydrocarbon group, aminoalkyl, N,N-dialkylaminoalkyl, or alkylsulfonylalkyl group and R.sup.3 a hydrogen atom, aliphatic or aromatic hydrocarbon group, halogen-substituted aliphatic or aromatic hydrocarbon group, while R.sup.1 is a hydrogen atom, aliphatic or aromatic hydrocarbon group, fluorine-substituted aliphatic or aromatic hydrocarbon group and X is a hydrogen atom, aliphatic hydrocarbon group, fluorine-substituted aliphatic hydrocarbon group, halogen atom, nitro group or the like.

Fluorinated benzodiazepins

An optically active substance consisting of perfluoro-2-alkoxy carboxylic acid or its derivative represented by the following general formula: ##STR1## where R.sub.f and R.sub.f ' are the same or different perfluoroaliphatic groups, X is a halogen or hydroxyl group, and C is a chiral carbon atom, the above carboxylic acid or its derivative being useful for an analytical reagent for optically active compounds, such as a chiral derivatizing agent for the .sup.19 F NMR or gas chromatographic analysis.

Optically active substance

A method for preparing lower alkyl .alpha.-fluoro-.alpha.-cyanoacetate and its carbanion by reacting hexafluoropropene with ammonia, and then reacting the obtained product with an alkali hydroxide in a lower alkyl alcohol. The carbanion is prepared by reacting the product .alpha.-fluoro-.alpha.-cyanoacetate with an alkali fluoride.

Methods for preparing lower alkyl .alpha.-fluoro-.alpha.-cyanoacetate

A process for preparing a .beta.-(fluoroalkyl or fluoroalkenyl)-.beta.-hydroxyalkyne represented by the formula ##STR1## wherein R.sub.f represents a fluoroalkyl or fluoroalkenyl group and R represents an aliphatic or aromatic group, comprising reacting an alkyne represented by the formula

Process for preparing a .beta.-(fluoroalkyl or

A fluorine-containing cellulose derivative which is represented by the general formula: ##STR1## wherein R is acetyl group which may be partially replaced by propionyl or butyryl group, x is 1.7-2.5, y is 0.05-0.6, p is 0,1,2 or 3 and n is the degree of polymerization, to be usable for the material of fibers, moldings, films, semipermeable membranes, coatings or the like.

Fluorine-containing cellulose derivatives

A process for producing fluorine-containing organic compounds characterized in that fluorine-containing aliphatic iodides which comprise at least one selected from the group of R.sub.f I, R.sub.f ZnI and R.sub.f SnX.sub.2 I (where R.sub.f indicates a fluorine-containing aliphatic group; and X indicates halogen), or which comprise R.sub.f COOR' (where R.sub.f indicates a fluorine-containing aliphatic group; and R' indicates an aliphatic hydrocarbon group or aromatic hydrocarbon group) are reacted with organic compounds under ultrasonic wave action, whereby the R.sub.f group or the R.sub.f CO group is introduced into the said organic compounds.

Process for producing fluorine-containing organic compound

A fluoroalkyl silyl ketene acetal of the formula ##STR1## wherein R.sub.f is a fluoroalkyl group, and R and R' are the same or different and each is an alkyl group, which is prepared by reacting or fluorinated carboxylic acid of the formula

Growing community of inventors

Yokohama, Japan

Nobuo Ishikawa