Abstract: A polyfluoroalkylphosphonic acid ester represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OR)2 (R is an alkyl group having 1 to 4 carbon atoms, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3) is produced by a process of reacting a polyfluoroalkyl iodide represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cI with a trialkyl phosphite represented by the general formula: P(OR)3 or by a process of reacting a polyfluoro-1-alkene represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)bCH?CH2 with a dialkyl phosphite represented by the general formula: (RO)2P(O)H.

Abstract: A mixture of polyfluoroalkadienes represented by the general formulae: CF3(CF2)nCF?CH(CF2)m+1CH?CH2 [Ia] and CF3(CF2)n+1CH?CF(CF2)mCH?CH2 [Ib], wherein n is an integer of 0 to 5, and m is an integer of 0 to 6, is obtained as a mixture fraction of products [Ia] and [Ib] by reacting a polyfluoroalkyl iodide represented by the general formula: CF3(CF2)n+1CH2(CF2)m+1(CH2CH2)I [II], with an organic basic compound. The polyfluoroalkadiene mixture is compounds having a perfluoroalkyl group in which the number of successive CF2 groups is 5 or less, and is effectively used as a copolymerizable monomer in the production of resinous or elastomeric fluorine-containing copolymers, which are used as active ingredients of surface-treating agents, such as water- and oil-repellents and mold-release agents.

Abstract: Disclosed is a graft copolymer in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3). The graft copolymer is an oligomer compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms.

Abstract: Disclosed is a mixture of fluoroolefin iodides represented by the general formulae: CnF2n+1CF2CH?CF(CF2CF2)mI [Ia] and CnF2n+1CF?CHCF2(CF2CF2)mI [Ib] wherein n is an integer of 0 to 5, and m is an integer of 1 to 3. The fluoroolefin iodide mixture is produced by subjecting a fluoroalkyl iodide represented by the general formula: CnF2n+1CF2CH2CF2(CF2CF2)mI [II] wherein n is an integer of 0 to 5, and m is an integer of 1 to 3, to an HF-elimination reaction in the presence of a basic compound.

Abstract: A polyfluoroalkane carboxylic acid represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COOM (M: an alkali metal, a NH4 group or H; n: an integer of 1 to 6; m: an integer of 1 to 4; and l: 1 or 2) can be produced by hydrolysis reaction of polyfluoroalkane carboxylic acid fluoride represented by the following general formula: CnF2n+1(CH2CF2)m(CF2CF2)l?1CF2COF, where its carboxylic acid salt can be formed as an alkali metal salt, or a NH4 salt. The polyfluoroalkane carboxylic acid (or its salt) can act as a surfactant having distinguished monomer emulsifiability and latex stability when used as an emulsifying agent or as a dispersing agent for polymerization reaction of fluorine-containing monomers, or as an effective surfactant capable of enhancing the micelles solubility of fluorine-containing monomers such as vinylidene fluoride, etc., when used as an emulsifying agent or a dispersing agent for homopolymerization or copolymerization reaction of vinylidene fluoride.

Abstract: Disclosed is a mold-releasing agent comprising, as active ingredients, a graft copolymer (A) in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3), and a polyfluoroalkylphosphonic acid represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3, and c is an integer of 1 to 3) or a salt thereof (B). The mold-releasing agent comprises, as an active ingredient, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having mold release performance equivalent to or more than that of a mold-releasing agent comprising a compound having a perfluoroalkyl group containing 8 or more carbon atoms as an active ingredient.

Abstract: A fluorine-containing polyether carboxylic acid amide represented by the general formula: CnF2n+1O(C3F6O)mRfCONHAr, wherein Rf is a fluorocarbon group having 1 to 2 carbon atoms, Ar is a nitrogen-containing heterocyclic group, n is an integer of 1 to 3, and m is an integer of 10 to 30, is produced by reacting a fluorine-containing polyether carboxylic acid fluoride represented by the general formula: CnF2n+1(C3F6O)mRfCOF, wherein Rf, n, and m are as defined above, with a nitrogen-containing heterocyclic amine compound represented by the general formula: ArNH2, wherein Ar is as defined above; wherein the reaction is carried out while a reaction temperature is first increased to 80 to 100° C., and then increased at a temperature increase rate that produces a temperature difference of 3 to 5° C. after 48 hours.

Abstract: Disclosed is a curable fluorine-containing polyether composition comprising (A) 100 parts by weight of a fluorine-containing polyether compound of the formula: wherein R1 is a hydrogen atom, a C1-C3 alkyl group, or a phenyl group, X is a bromine or iodine atom, l and m are integers of 10 or more, and l+m is 30 to 200; (B) 1 to 20 parts by weight of a fluorine-containing aromatic boronic acid ester compound of the formula: wherein R2 is a C2-C10 divalent aliphatic hydrocarbon group, and Y is a C1-C20 fluoroalkyl group; (C) 0.0001 to 1 parts by weight of a zero-valent or divalent organopalladium compound; (D) 0.5 to 10 parts by weight of a basic inorganic or organic compound; and (E) 0 to 5 parts by weight of an organophosphorus compound. The curable fluorine-containing polyether composition can produce a cured product that has improved compression set characteristics.

Abstract: Disclosed is a polyfluoroalkylphosphonic acid represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2, wherein n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3, or a salt thereof, which is a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and being usable as an active ingredient of a mold-releasing agent. The polyfluoroalkylphosphonic acid is produced by hydrolyzing a polyfluoroalkylphosphonic acid diester represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP (O)(OR)2, wherein R is a C1-C4 alkyl group, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3.

Abstract: In a rod sealing system, which comprises a buffer ring, a rod seal, and a dust seal, provided successively in this order from a fluid hydraulic side toward the outside in an annular clearance between two members in reciprocating motion, the buffer ring is made up of a thermoplastic polyurethane molding product obtained by subjecting a thermoplastic polyurethane molding product prepared by reaction of (A) a high molecular weight polycarbonatediol having a number average molecular weight Mn of 500-6,000, (B) an aromatic diisocyanate, and (C) a low molecular weight diol as a chain elongation agent in an NCO/OH ratio of 0.95-1.20, to heat treatment under conditions that a glass transition point (Tg) of hard phases becomes 170° C. or higher, preferably 170-230° C., and an endothermic peak area (?H) at Tg becomes 5 J/g or more, by differential scanning calorimetry.

Abstract: A fluorine-containing boronic acid ester represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms, R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, n is an integer of 1 to 3, and m is an integer of 0 to 4) having an improved solubility in organic solvents is produced by reacting a fluorine-containing 3,5-dihalogenoanilide derivative represented by the general formula: (R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, X is a halogen atom, n is an integer of 1 to 3, and m is an integer of 0 to 4) with a dialkoxyborane represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms).

Abstract: A fluorinated dicarbonyl fluoride FOCCF(CF3)[OCF2CF(CF3)]lOCF2CF2O[CF(CF3)CF2O]mCF(CF3)COF (l+m is 30-130) is reacted with an aromatic amine XC6H4NHR1 (R1 is H, alkyl, or phenyl and X is I or Br) to obtain a fluorinated polyether compound of the following formula. The compound obtained is mixed with an aromatic boric ester, an organopalladium compound, and a basic inorganic or organic compound (and organophosphorus compound) to form a curable fluorinated polyether composition. This curable fluorinated polyether composition has satisfactory processability including moderate flowability at room temperature. It is applicable to various molding techniques including injection molding and RIM.

Abstract: A fluorine-containing elastomer composition, which comprises (A) a fluorine-containing elastomer consisting of a copolymer comprising (a) tetrafluoroethylene, (b) perfluoro(alkyl vinyl ether) or perfluoro-(alkoxyalkyl vinyl ether), and (c) a cyano group-containing perfluorovinyl ether, (B) a cross-linking agent, and (C) spherical silica, wherein the spherical silica is high purity amorphous silica particles obtained by calcining metallic silica powders, and cooling the resulting vaporous silicon oxide. The present fluorine-containing elastomer composition can provide seal materials having distinguished processability, product appearance, plasma resistance, etc. by the cyano group-containing perfluoroelastomer having a good heat resistance and only silica as contained therein.

Abstract: A water- and oil-repellent includes, as an active ingredient, a fluorine-containing copolymer including as a copolymer unit (A) at least one of perfluoroalkylalkyl acrylates and corresponding methacrylates, (B) benzyl acrylate or benzyl methacrylate represented by the general formula: CnF2n+1CmH2mOCOCR?CH2 (wherein R represents a hydrogen atom or a methyl group; n represents 4, 5, or 6; and m represents 1, 2, 3, or 4), (C) a fluorine-free polymerizable monomer other than benzyl acrylate and benzyl methacrylate, and (D) a cross-linkable group-containing polymerizable monomer.

Abstract: Disclosed is a mixture of fluoroolefin iodides represented by the general formulae: CnF2n+1CF2CH?CF(CF2CF2)mI [Ia] and CnF2n+1CF?CHCF2(CF2CF2)mI [Ib] wherein n is an integer of 0 to 5, and m is an integer of 1 to 3. The fluoroolefin iodide mixture is produced by subjecting a fluoroalkyl iodide represented by the general formula: Cn2n+1CF2CH2CF2(CF2CF2)mI [II] wherein n is an integer of 0 to 5, and m is an integer of 1 to 3, to an HF-elimination reaction in the presence of a basic compound.

Abstract: A fluorine-containing polyether compound having the following general formula: (where R1 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a phenyl group; X is a bromine atom or an iodine atom; l and m each are independently an integer of 10 or more; and l+m is 30-200) can be produced by reaction of a fluorine-containing dicarboxylic acid fluoride compound having the following general formula: (where l and m each are independently an integer of 10 or more, and l+m is 30-200) with an aromatic amine compound having the following general formula: [where R1 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a phenyl group, R2 is a hydrogen atom or a group represented by the general formula —SiR3R4R5 (where R3, R4 and R5 each are independently an alkyl group having 1 to 10 carbon atoms or a phenyl group); and X is a bromine atom or an iodine atom] preferably in the presence of pyridine or a tertiary amine compound such as triethylamine, etc.

Abstract: Disclosed is a peroxide-crosslinkable fluoroelastomer obtained by copolymerization of 0.1 to 20 mol % of a mixture of fluoroolefin iodides represented by the general formulae: CnF2n+1CF2CH?CF(CF2CF2)mI [Ia] and CnF2n+1CF?CHCF2(CF2CF2)mI [Ib], wherein n is an integer of 0 to 5, and m is an integer of 1 to 3. The peroxide-crosslinkable fluoroelastomer is copolymerized with a monomer having a side chain containing a peroxide-crosslinkable halogen atom, and has excellent vulcanizate physical properties and improved compression set characteristics when subjected to peroxide crosslinking.

Abstract: A fluorine-containing boronic acid ester represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms, R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, n is an integer of 1 to 3, and m is an integer of 0 to 4) having an improved solubility in organic solvents is produced by reacting a fluorine-containing 3,5-dihalogenoanilide derivative represented by the general formula: (R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, X is a halogen atom, n is an integer of 1 to 3, and m is an integer of 0 to 4) with a dialkoxyborane represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms).

Abstract: A polyfluoro-1-alkene represented by the general formula: CF3(CF2)nCH2(CF2)mCH?CH2 [I], wherein n is an integer of 0 to 5, and m is an integer of 1 to 7, is produced by reacting a polyfluoroalkyl iodide represented by the general formula: CF3(CF2)nCH2(CF2)m(CH2CH2)I [II], wherein n is an integer of 0 to 5, and m is an integer of 1 to 7, with an inorganic basic compound in the presence of a phase transfer catalyst. Alternatively, the polyfluoro-1-alkene is produced by reacting the polyfluoroalkyl iodide [II] with a nitrogen-containing organic basic compound, and is obtained product [I] as one fraction thereof. By the copolymerization of the polyfluoro-1-alkene with other fluorinated olefin monomers, a fluorine-containing copolymer having excellent light transmittance in the visible light range is formed.

Abstract: A fluorine-containing boronic acid ester compound (R1: a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atom, m: 1 to 5, and n: 3 to 7) having a low melting point is produced by reacting a 3,5-dihalogeno fluorine-containing phenol derivative with a dialkoxyborane The fluorine-containing boronic acid ester compound is highly soluble in organic solvents and has a low melting point. The fluorine-containing boronic acid ester compound can suitably be used as a starting material for the production of conjugated polymer materials or as a curing agent for elastomeric polymer materials.