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51.
公开(公告)号:JPH0558970A
公开(公告)日:1993-03-09
申请号:JP24057991
申请日:1991-08-27
Applicant: AGENCY IND SCIENCE TECHN
Inventor: HAYASHI EIJI , ABE TAKASHI , FUKAYA HARUHIKO , HAYAKAWA YOSHIO
IPC: C07D207/10 , C07B57/00 , C07C213/10 , C07C217/26 , C07D211/38 , C07D211/60 , C07D211/66 , C07D241/16 , C07D265/30
Abstract: PURPOSE:To provide the subject novel compound useful as a raw material for optical purity-determining reagents, pesticides, medicines, or liquid crystals. CONSTITUTION:The objective compound of formula I (R f and R f are each 1-5C perfluoroalkyl or heterocycle; (n) is 2 or 3), which can be obtained by optical resolution of a racemic nitrogen-contg. perfluorocarboxylic acid of formula I using (+)-1-phenylethylamine or (-)-1-phenylethylamine as optical resolution agent; or, by optical resolution of a racemic mixture of nitrogen-contg. perfluorocarboxylic fluorides of formula II using, as optical resolution agent, (+ or -)-1-phenylethylamine followed by hydrolysis. The obtained compound is useful as a starting material of chiral compounds applicable to the optical purity- determining reagents for optically active amine or alcohol enantiomer mixtures, medicines, pesticides, or liquid crystals, etc.
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公开(公告)号:JPH02262539A
公开(公告)日:1990-10-25
申请号:JP8272789
申请日:1989-03-31
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , HAYASHI EIJI , FUKAYA HARUHIKO
IPC: C07D223/04 , C07C209/74 , C07C211/15 , C07D207/10 , C07D211/38 , C07D265/30
Abstract: NEW MATERIAL:A cyclic nitrogen-containing perfluoroalkyl iodide expressed by formula I (X is O or methylene; (m) is 0 is 1; (n) is 1 to 3). EXAMPLE:Perfluoro[1-(pyrrolidino)ethyl iodide]. USE:Useful as a synthetic raw material for fluorine-containing products, such as surfactants, agricultural chemicals or medicaments. Furthermore, the exemplified compound in the above-mentioned compounds has the ultraviolet absorption maximum shifted to the side of longer wave lengths and can be utilized as iodine optical dissociation laser (solar pumped laser). PREPARATION:A compound expressed by formula II (R f and R f are 1 to 5C perfluoroalkyl group and both may directly link, through O or N or, together with N to which both are bonded, form a heterocyclic ring; (n) is 1 to 3) is reacted with lithium iodide at 150 to 400 deg.C to afford a novel compound expressed by formula III.
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公开(公告)号:JPH02262529A
公开(公告)日:1990-10-25
申请号:JP8272689
申请日:1989-03-31
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , HAYASHI EIJI , FUKAYA HARUHIKO
Abstract: PURPOSE:To economically obtain the subject substance useful as a synthetic intermediate, etc., for surfactants, agricultural chemicals, medicaments, etc., from readily available raw materials in high yield by thermally reacting a perfluorocarboxylic acid fluoride with LiI. CONSTITUTION:A compound expressed by formula I (Rf is perfluorohydrocarbon group; (n) is 1-3) is reacted with LiI at 150 to 400 deg.C (preferably 180 to 230 deg.C) to afford a compound expressed by formula II ((m) is 1 to 3 and (n)>=(m)). The LiI is preferably anhydrous and the amount thereof used is selected from the range of 1.2 to 1.5mol if the compound expressed by formula I is a monobasic acid, 2.5 to 3.0mol in the case of a dibasic acid and 3.5 to 4.0mol in the case of a tribasic acid. In the case of the dibasic and tribasic acids, only a part of the fluorocarbonyl groups can be substituted with I by selecting the molar ratio to the LiI.
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公开(公告)号:JPH01259188A
公开(公告)日:1989-10-16
申请号:JP8783488
申请日:1988-04-08
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI , HAYASHI EIJI
IPC: C25B3/08
Abstract: PURPOSE:To simply produce perfluoro(3-dialkylaminopropionic acid fluoride) in a high yield by electrolyzing 3-dialkylaminopropionic ester in liq. hydrogen fluoride. CONSTITUTION:3-Dialkylaminopropionic ester represented by general formula I (where each of R1 and R2 is alkyl, R1 and R2 may be different from each other and R is alkyl) is electrolyzed in liq. hydrogen fluoride. The alkyl groups of the compd. are converted into perfluoroalkyl groups and perfluoro(3- dialkylaminopropionic acid fluoride) represented by formula II (where each or R'1 and R'2 is perfluoroalkyl and R'1 and R'2 may be different from each other) is obtd. This product is useful as an intermediate for synthesizing a fluorine-contg. product such as a surfactant, agricultural chemicals or pharmaceuticals or as a monomer for a fluorine-contg. high molecular compd.
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公开(公告)号:JPS6470443A
公开(公告)日:1989-03-15
申请号:JP22746987
申请日:1987-09-10
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI
IPC: C07D211/38 , C07C67/00 , C07C209/00 , C07C209/68 , C07C211/24 , C07D207/10 , C07D223/04 , C07D241/16 , C07D265/30 , C08F26/02
Abstract: NEW MATERIAL:The compound of formula I (R1 and R2 are 1-5C perfluoroalkyl or together with N form a 5-7-membered heterocyclic group). EXAMPLE:Perfluoro(2-dimethylaminopropene). USE:A synthetic intermediate for a florine-containing product such as surfactants, agricultural chemicals and pharmaceuticals, a monomer for polymer, etc. PREPARATION:The compound of formula I can be produced by heating a perfluoro-(3-dialkylamino-n-butyric acid) derivative of formula II [X is F or OM (M is alkali metal or alkaline-earth metal corresponding to one valent)] at 100-500 deg.C, preferably 200-300 deg.C. The objective compound can be produced from an easily available raw material with an extremely simple process in high yield.
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公开(公告)号:JPS6322564A
公开(公告)日:1988-01-30
申请号:JP16688986
申请日:1986-07-15
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ABE TAKASHI
IPC: C07D223/04 , C08F26/00 , C08F26/06
Abstract: NEW MATERIAL:Perfluoro(N-vinylhexamethylenimine) of formula I. USE:A synthetic intermediate of surfactants, agricultural chemicals or medicines containing fluorine. A monomer for polymers. PREPARATION:A perfluoro-compound of formula II [R is F, OM (M is monovalent ion of alkali or alkaline earth metal), formula IV] is heated at a temperature ranging from 100 to 500 deg.C to give perfluoro(N-vinylhexamethylenimine) of formula I.
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公开(公告)号:JP2000103750A
公开(公告)日:2000-04-11
申请号:JP27859098
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 , B01J23/72 , C07B61/00 , C07C17/00 , C07C17/275 , C07C19/16
Abstract: PROBLEM TO BE SOLVED: To provide a method for simply synthesizing a perfluoroalkyl group- containing alkyl iodide in high yield. SOLUTION: A mixture of an acid iodide of a perfluorocarboxylic acid with a terminal olefin is heated in the presence of a copper catalyst to carry out the production of a perfluoroalkyl iodide by decarbonylating reaction of the acid iodide and simultaneous addition reaction of the perfluoroalkyl iodide to the terminal olefin.
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公开(公告)号:JP2000072735A
公开(公告)日:2000-03-07
申请号:JP24356898
申请日:1998-08-28
Applicant: AGENCY IND SCIENCE TECHN , TOHKEM PRODUCTS KK
Inventor: HAYASHI EIJI , ABE TAKASHI , WATANABE MASAO , SATO YUKIO , OMORI KOTA
IPC: C07D265/30 , B01F17/00 , C07C231/02 , C07C237/10 , C07D207/10 , C08G73/04 , C11D1/52
Abstract: PROBLEM TO BE SOLVED: To produce the subject compound having high surface activity and good solubility and useful as a surfactant by composing the compound of an ethyleneimine-based oligomer (salt) having specific two kinds of recurring units. SOLUTION: This compound is produced by composing the compound of an ethyleneimine-based oligomer (salt) having (A) a recurring unit represented by formula I [Rf1 and Rf2 are each a 1-5C perfluoroalkyl and may be directly connected or connected through O or N to form a heterocyclic ring with N to which Rf1 and Rf2 are bound; (n) is 1 or 2] and (B) a recurring unit represented by formula II in preferably (0.1:99.9) to (10:90), more preferably (0.5:99.5) to (5:95) molar ratio of the components A to B and having preferably 100-3,000, more preferably 200-2,000 degree of polymerization. The compound is produced by reacting, e.g. a nitrogen-containing perfluorocarboxylic acid halide represented by formula III (X is a halogen) with a polyethyleneimine and then, as necessary, reacting an acid therewith.
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公开(公告)号:JP2000070400A
公开(公告)日:2000-03-07
申请号:JP24387098
申请日:1998-08-28
Applicant: AGENCY IND SCIENCE TECHN , RES INST INNOVATIVE TECH EARTH
Inventor: INOMATA TADAAKI , ABE TAKASHI , AKIYAMA MINORU , TAKUBO SEIJI , SEKIYA AKIRA
IPC: A62D1/06
Abstract: PROBLEM TO BE SOLVED: To produce an extinguishing chemical by using easily available materials, eliminate possibility of disrupting the ozonosphere, and safely use it, by using a hydropolyfluoro tertiary amine represented by a specific formula as a main component of gas-system extinguishing chemical. SOLUTION: When fire is effectively extinguished by using a hydropolyfluoro tertiary amine that is gaseous at room temperature, as the alternative of gas- system halon fire extinguishing chemical, the hydropolyfluoro tertiary amine represented by the formula (CF3)2NCH2CHmF3-m ((m) is an integer of 0-3) is used as a main component of the gas-system extinguishing chemical. As the hydropolyfluoro tertiary amine represented by the formula, preferably, bis(trifluoromethyl)-2-fluoroethylamine[(CF3)2NCH2CH2F] or bis (trifluoromethyl) ethylamine[(CF3)2NCH2CH3] is cited.
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公开(公告)号:JPH1192421A
公开(公告)日:1999-04-06
申请号:JP27365197
申请日:1997-09-19
Applicant: AGENCY IND SCIENCE TECHN , RES INST INNOVATIVE TECH EARTH
Inventor: ONO TAIZO , HAYASHI EIJI , ABE TAKASHI , OKUHARA KUNIO
IPC: C07D265/30 , C07C67/14 , C07C69/63 , C07C327/20
Abstract: PROBLEM TO BE SOLVED: To simply obtain, in a high yield, an ω-halogenoalcohol ester of a perfluorocarboxylic acid useful as an intermediate to synthesize fluorinated organic compounds for cleaners, liquid crystal materials, and other uses, by the ring-opening addition of a cyclic either with a perfluorocarboxylic acid halide at room temperature. SOLUTION: The ester is obtained by reacting one mole of a perfluoroacyl halide having the formula, especially, of RFCOX (X is a halogen; RF is a (perfluorohetero ring-substituted) 1-20C perfluoroalkyl) with 1-6 mole(s) of a cyclic ether or a cyclic thioether shown by the formula (X and Y are each O or S; 1
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