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公开(公告)号:JPH1180071A
公开(公告)日:1999-03-23
申请号:JP26284297
申请日:1997-09-09
Applicant: TOYOTA CENTRAL RES & DEV , AGENCY IND SCIENCE TECHN
Inventor: TANIGUCHI TAKUMI , KAWAKADO MASAYA , SATO NORIO , ONO TAIZO , ABE TAKASHI , HAYASHI EIJI
IPC: C07D265/30 , C07B41/10 , C07C51/60 , C07C53/46
Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as an intermediate for synthesizing detergents, water-repellents, lubricants, liquid crystal materials and the like by allowing an organic phosphorous compound to act on a perfluorocarboxylic acid. SOLUTION: This method for producing a perfluorocarbxylic acid halide comprises reacting an organic phosphorus compound of the formula: X2 PR3 [X is F, chlorine, bromine, iodine; R is a linear or cyclic alkyl, a (substituted) aryl, an aralkyl] with a perfluorocarboxylic acid preferably represented by the formula: RfCOOH [Rf is a 1-20C perfluoroalkyl which may be substituted by a substitutent having a perfluorocyclic structure containing one or more heterogeneous atoms such as 0 and F1 preferably in an equivalent ratio of (2-3):1 in a solvent (e.g. benzene, toluene or ether) or in the absence of the solvent preferably at 110-170 deg.C. Since a by-product is not produced, the purification of the product is unnecessary, and the reaction is carried out under vacuum.
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公开(公告)号:JPH10338659A
公开(公告)日:1998-12-22
申请号:JP16335597
申请日:1997-06-05
Applicant: AGENCY IND SCIENCE TECHN , CHIKYU KANKYO SANGYO GIJUTSU
Inventor: ONO TAIZO , HAYASHI EIJI , ABE TAKASHI , OKUHARA KUNIO
IPC: C07D265/30 , C07C67/04 , C07C69/63 , C07D207/10
Abstract: PROBLEM TO BE SOLVED: To more simply obtain the subject compound that is useful as a detergent, a water repellent, a lubricant or a liquid crystal through a simple process by direct addition reaction of a perfluorocarboxylic acid to an olefin under heating in the absence of solvent. SOLUTION: One equivalent amount of a perfluoro group-bearing carboxylic acid of the formula: RfCO2 H [Rf is a (substituted) 1-20 perfluoroalkyl] and 1-6 equivalent amount, 3-4 equivalent amount of an olefin of the formula: CHR =CHR [R is H, a 1-5C alkyl; R is a (substituted) 1-20C alkyl] as octene-1 are heated without solvent at 80-180 deg.C, preferably at 120-160 deg.C to effect their regio-selective addition reaction thereby giving the objective compound such as 2-octyl perfluoromorpholinoacetate in high yield through a simpler process.
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公开(公告)号:JPH0892174A
公开(公告)日:1996-04-09
申请号:JP25145094
申请日:1994-09-19
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , ONO TAIZO , FUKAYA HARUHIKO , HAYASHI EIJI
IPC: C07D223/04 , A61K49/04 , C07C211/15 , C07D211/36 , C07D265/30
Abstract: PURPOSE: To obtain the new compound useful as a contrast medium, especially an X-ray contrast medium, having excellent X-ray shielding performance and organism compatibility and low accumulation in an organism free from toxicity. CONSTITUTION: A brominated perfluorocarbon of formula I [R is a (Br- substituted) 2-5C perfluoroalkyl; R is a 2-5C perfluoroalkyl, a 5 to 7-membered ring structure integrated with a group of formula II, preferably a ring of formula III; A is a group of the formula (CF2 )n ((n) is an integer of 3-5) or formula IV (R and R are each F or a 1-3C perfluoroalkyl; R is F or Br)] such as a compound having a structural formula of formula V. The compound of formula I, for example, is obtained by electrolytically fluorinating a raw material and brominating in the case of a monobromide derivative.
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公开(公告)号:JPH03236367A
公开(公告)日:1991-10-22
申请号:JP3091690
申请日:1990-02-09
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , HAYASHI EIJI , FUKAYA HARUHIKO
IPC: C07C303/02 , C07C303/22 , C07C309/80
Abstract: NEW MATERIAL:Perfluoroalkane sulfonyl fluoride iodide expressed by formula I (n is 2-5). EXAMPLE:1-tetrafluoroethane sulfonyl fluoride iodide. USE:Useful as a synthetic intermediate of surfactant, agricultural chemical, medical drug or a fluorine-containing product such as fluorine-based ionomer, or a raw material for iodine optical dissociation laser, etc. PREPARATION:Perfluorocarboxylic acid fluoride expressed by formula II is reacted with lithium iodide at 100-300 deg.C, preferably 150-230 deg.C to afford the compound expressed by formula I. Said lithium iodide is preferably anhydride and using amount of said lithium iodide is preferably stoichiometric amount or a little excess amount of the stoichiometric amount. Besides, e.g. omega-(fluorosulfonyl) perfluorocarboxylic acid fluoride or perfluoro-beta-sultone is used as a starting raw material.
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5.
公开(公告)号:JPH03153651A
公开(公告)日:1991-07-01
申请号:JP29099689
申请日:1989-11-10
Applicant: AGENCY IND SCIENCE TECHN , TOOKEMU PROD KK
Inventor: ABE TAKASHI , HAYASHI EIJI , FUKAYA HARUHIKO , OMORI KOTA , OMURA KUNIO , KURUMAYA MITSUO
IPC: C07D223/04 , C07B57/00 , C07C227/34 , C07C229/20 , C07D207/10 , C07D211/38 , C07D241/04 , C07D265/30
Abstract: NEW MATERIAL:An optically active, nitrogen-containing perfluorocarboxylic acid expressed by formula I (R f and R f are 1-5C perfluoroalkyl which are each same or mutually different, or R f and R f are bonded directly or through O or N and may form a heterocyclic ring together with N to which both groups are bonded; n is 0 or 1). EXAMPLE:(-)-Perfluoro-2-pyrrolidinopropionic acid. USE:Useful as an optical purity deciding reagent of enanthiomer mixture of optically active amine or alcohol or a synthetic raw material for medicine, agricultural chemical, liquid crystal, etc. PREPARATION:A nitrogen-containing perfluorocarboxylic acid racemic body expressed by formula II or nitrogen containing perfluorocarboxylic acid fluoride racemic body expressed by formula III is treated with (+)-1-phenylethylamine or (-)-phenylethylamine body as an optically dissolving agent to provide the compound expressed by formula I.
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公开(公告)号:JP2000103749A
公开(公告)日:2000-04-11
申请号:JP27856698
申请日:1998-09-30
Applicant: AGENCY IND SCIENCE TECHN , RES INST INNOVATIVE TECH EARTH
Inventor: ONO TAIZO , HAYASHI EIJI , ABE TAKASHI , OKUHARA KUNIO
IPC: C07D265/30 , C07B61/00 , C07C17/361 , C07C17/363 , C07C19/16
Abstract: PROBLEM TO BE SOLVED: To produce the subject, compound in high yield by heating an acid iodide of a perfluorocarboxylic acid in a state thereof kept in contact with a specific metal and carrying out a decarbonylating reaction. SOLUTION: (A) An acid iodide of a perfluorocarboxylic acid represented preferably by the formula RfCOI (Rf is a perfluoroalkyl which may have a perfluoro cyclic substitution group containing a heteroatom as a ring constituent atom) is heated in a state thereof kept in contact with (B) a zero-valent metal having preferably 1-500 μm average particle diameter (e.g. copper or nickel) to carry out a decarbonylating reaction. In the above reaction, the component B is preferably used in an amount of 0.01-2 mol based on 1 mol of the component A. The reactional temperature is preferably 80-160 deg.C. The objective perfluoroalkyl iodide is not only utilized as a reagent for introducing the perfluoroalkyl group by itself but also useful as a synthetic intermediate for surfactants, medicines and agrochemicals.
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7.
公开(公告)号:JPH1067740A
公开(公告)日:1998-03-10
申请号:JP22526796
申请日:1996-08-27
Applicant: AGENCY IND SCIENCE TECHN , TOHKEM PROD KK
Inventor: HAYAKAWA YOSHIO , HAYASHI EIJI , FUKAYA HARUHIKO , TERASAWA NAOHIRO , ABE TAKASHI , OMORI KOTA
IPC: G02F1/13 , C07D207/10 , C08F20/36 , C09K19/34 , C09K19/38
Abstract: PROBLEM TO BE SOLVED: To obtain a novel compound which is useful for a liquid crystal polymer bearing a perfluoro pyrrolidine structure which can be expected to show a good orientation. SOLUTION: This novel compund is represented by formula I(R is H, methyl; Y is an alkylene; n is 1 or 2), typically 4'-[4-(6-acryloyloxyhexyloxy)benzoyloxy] 4-biphenilyl perfluoro-2-pyrrolidinopropionate. The compound of formula I is prepared by reaction of a hydroquinone or biphenyldiol of formula II with a perfluoro(2-pyrrolidinopropionyl fluoride) to form an ester of formula IV, followed by reaction of the product with 4-alkyloxybenzoyl chloride of formula V.
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公开(公告)号:JPH0824363A
公开(公告)日:1996-01-30
申请号:JP31262493
申请日:1993-11-18
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , FUKAYA HARUHIKO , HAYASHI EIJI , HAYAKAWA YOSHIO
Abstract: PURPOSE:To provide a gaseous fire extinguishing chemical formed by using polyfluoroamines having high-performance fire extinguishability without destroying the ozone layer as a substitutive material for Halon. CONSTITUTION:Fire is extinguishable without destroying the ozone layer if the polyfluoro-tertiary amine expressed by a general formula (CF3)2NRf(where Rf is respectively 1 to 2 polyfluoroalkyl group or alkenyl group) is used as the essential component of the gaseous fire extinguishing chemical.
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公开(公告)号:JPH07118183A
公开(公告)日:1995-05-09
申请号:JP31247093
申请日:1993-10-25
Applicant: AGENCY IND SCIENCE TECHN , DAIKIN IND LTD
Inventor: ABE TAKASHI , HAYASHI EIJI , FUKAYA HARUHIKO , HAYAKAWA YOSHIO , TATEMOTO MASANAGA , NOSE NOBUYUKI
IPC: C07C21/18 , C07C17/363
Abstract: PURPOSE:To easily obtain in high yield from a readily available raw material herafluoroisobutene useful as a comonomer for produc ing fluororesins. CONSTITUTION:The objective hexafluoroisobutene can be obtained by reaction under heating of 2,2-bis(trifluoromethyl)propionyl fluoride as raw material together with an alkali metal or alkaline earth metal halide.
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公开(公告)号:JPS6253979A
公开(公告)日:1987-03-09
申请号:JP19560485
申请日:1985-09-03
Applicant: AGENCY IND SCIENCE TECHN , GREEN CROSS CORP
Inventor: MURAMATSU HIROSHIGE , ABE TAKASHI , BABA HAJIME , HAYASHI EIJI , YAMAUCHI KOICHI , TSUDA YOSHIO , YOKOYAMA KAZUMASA
IPC: C07D307/82 , A61K31/34 , A61K31/343 , A61P7/08
Abstract: NEW MATERIAL:A compound shown by the formula I (both ring A and ring B are replaced with 1-2C perfluoroalkyl group, respectively). EXAMPLE:Perfluoro(3,9-dimethyl-7-oxobicyclo[4,3,0]nonane). USE:An oxygen transporting component in blood substitute. PREPARATION:A compound shown by the formula II is fluorinated by direct fluorinating method, cobalt fluoride method, electrolytic fluorinating method, etc., to give a compound shown by the formula I.
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