Abstract: Disclosed is a diurethane compound R2(SO2)m(CH2)nOCONH—R1—NHCOO(CH2)n(SO2)mR2 produced by a method allowing a diamine compound H2NR1NH2 to react with a chloroformate compound ClCOO(CH2)n(SO2)mR2 or a method allowing a diisocyanate compound OCNR1NCO to react with a hydroxyl-containing compound R2(SO2)m(CH2)nOH. The diurethane compound is compounded with multivalent amine crosslinkable group-containing acrylic rubber together with a basic vulcanization accelerator to form an acrylic rubber composition. The acrylic rubber composition including the diurethane compound as a vulcanizing agent decreases a delay in the vulcanization rate due to prevention of scorching and also allows a vulcanized article to satisfy the compression set characteristics.

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: A fluorine-containing elastomer having a copolymer composition, which comprises (a) 50-85 mol. % of vinylidene fluoride, (b) 0-25 mol. % of tetrafluoroethylene, (c) 7-20 mol. % of perfluoro(methyl vinyl ether), (d) 2.5-15 mol. % of CF2?CFO[CF2CF(CF3)O]nCF3 (n: 2-6), (e) 0.1-2 mol. % of CF2?CFO[CF2CF(CF3)O]mCF2CF3 (m: 2-6), and (f) 0.1-2 mol. % of RfX (Rf: an unsaturated fluorohydrocarbon group having 2-8 carbon atoms, which can contain at least one ether bond, X: bromine or iodine), can provide a fluorine-containing elastomer composition, which comprises 100 parts by weight of the fluorine-containing elastomer, 0.1-10 parts by weight of an organic peroxide, 0.1-10 parts by weight of a polyfunctional unsaturated compound, and at least 2 parts by weight of an acid acceptor. The composition can give vulcanizates having a distinguished elongation at break at high temperatures such as 100° C., and distinguished compression set characteristics at low temperatures such as 0° C.

Abstract: Disclosed is a diurethane compound R2(SO2)m(CH2)nOCONH—R1—NHCOO(CH2)n(SO2)mR2 produced by a method allowing a diamine compound H2NR1NH2 to react with a chloroformate compound ClCOO(CH2)n(SO2)mR2 or a method allowing a diisocyanate compound OCNR1NCO to react with a hydroxyl-containing compound R2(SO2)m(CH2)nOH. The diurethane compound is compounded with multivalent amine crosslinkable group-containing acrylic rubber together with a basic vulcanization accelerator to form an acrylic rubber composition. The acrylic rubber composition including the diurethane compound as a vulcanizing agent decreases a delay in the vulcanization rate due to prevention of scorching and also allows a vulcanized article to satisfy the compression set characteristics.

Abstract: An iodine-containing fluoropolyether represented by the following general formula [I]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI??[I] (where Rf is a perfluoroalkyl group having 1-3 carbon atoms, m is an integer of 0-10, and n is an integer of 3-12), is a novel compound having a perfluoropolyetheralkyl group capable of giving a flexibility to the molecule chain through the etheral bond, said perfluoropolyether alkyl group being bonded to the alkyl iodide having an alkyl group having 3 or more carbon atoms, and can be produced by reaction of a fluoropolyether group-containing alcohol represented by the following general formula [II]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nOH??[II] (Where Rf, m, and n have the same meanings as defined above) with a metal iodide, preferably potassium iodide.

Abstract: A fluorine-containing polyether phosphonic acid ester compound represented by the following general formula: (R2O)(R1O)P(O)(CH2)aCF(CF3)[OCF2CF(CF3)]bO(CF2)CO[CF(CF3)CF2O]dCF(CF3)(CH2)eP(O)(OR3)(OR4) (where R1, R2, R3 and R4 are hydrogen atoms, alkyl groups, cycloalkyl groups, aryl groups, alkylaryl groups, aralkyl groups, or any of the foregoing groups substituted with halogen atoms, and subscripts a, b, c, d, and e are in conditions of 2?a+e?8, b+d?28, and 1?c?10, and subscripts b and d may be 0). The fluorine-containing polyether phosphonic acid ester compound is produced by reaction of a fluorine-containing polyether dialkyl halide represented by the following general formula: X(CH2)aCF(CF3)[OCF2CF(CF3)]bO(CF2)cO[CF(CF3)CF2O]dCF(CF3)(CH2)eX (X: Cl, Br or I) with a phosphite compound represented by the following general formula: (R1O)(R2O)P(OR) and/or (R3O)(R4O)P(OR) (R: a hydrogen atom or a lower alkyl group).

Abstract: A fluorine-containing elastomer having a copolymer composition, which comprises (a) 50-85 mol. % of vinylidene fluoride, (b) 0-25 mol. % of tetrafluoroethylene, (c) 7-20 mol. % of perfluoro(methyl vinyl ether), (d) 2.5-15 mol. % of CF2?CFO[CF2CF(CF3)O]nCF3 (n: 2-6), (e) 0.1-2 mol. % of CF2?CFO[CF2CF(CF3)O]mCF2CF3 (m: 2-6), and (f) 0.1-2 mol. % of RfX (Rf: an unsaturated fluorohydrocarbon group having 2-8 carbon atoms, which can contain at least one ether bond, X: bromine or iodine), can provide a fluorine-containing elastomer composition, which comprises 100 parts by weight of the fluorine-containing elastomer, 0.1-10 parts by weight of an organic peroxide, 0.1-10 parts by weight of a polyfunctional unsaturated compound, and at least 2 parts by weight of an acid acceptor. The composition can give vulcanizates having a distinguished elongation at break at high temperatures such as 100° C., and distinguished compression set characteristics at low temperatures such as 0° C.

Abstract: A fluorine-containing copolymer, which comprises a hydroxyl-terminated fluorine-containing vinyl ether, represented by the following general formula: CF2?CFORfCH2OH (where Rf is a fluoroalkylene group, a fluoroalkyl ether group, or a fluoroalkoxyfluoroalkyl ether group, having 1-25 carbon atoms), and at least one of other fluorine-containing unsaturated monomers, where a high-molecular weight fluorine-containing copolymer having a melt viscosity (230° C.) of 0.1-100 g/10 min. is insoluble in a solvent, and can be used suitably for melt molding, whereas a low-molecular weight fluorine-containing copolymer having a glass transition temperature Tg of 20° C., or higher, and a number average molecular weight Mn of 1,000, or more is soluble in a solvent, and can be used suitably for coating agents, etc.

Abstract: An alkylamino group-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nNR1R2 (where Rf is a perfluoro lower-alkyl group, R1 is an alkyl group having 1-12 carbon atoms, R2 is a hydrogen atom, or an alkyl group having 1-12 carbon atoms, m is an integer of 0-10, and n is an integer of 3-8) is a novel compound, and is produced by reaction of an iodide-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI with an alkylamine compound, represented by the following general formula: NHR1R2.

Abstract: A novel fluorine-containing ether alcohol having a terminal perfluoromethoxy group represented by the following general formula: CF3O[CF(CF3)CF2O]nCF(CF3)CH2OH (where n is an integer of 0-12) can be produced by reduction reaction of a fluorine-containing ether carboxylic acid alkyl ester represented by the following general formula: CF3O[CF(CF3)CF2O]nCF(CF3)COOR (where R is an alkyl group, and n is an integer of 0-12), and the fluorine-containing ether alcohol alone or as a mixture with a fluorine-containing ether alcohol having a terminal perfluoroethoxy group or a terminal perfluoropropoxy group is expected to show a peculiar surfactant characteristic owing to the peculiarity of reaction at the terminal position, and can be used as a dispersing agent or a levelling agent.

Abstract: A fluorine-containing copolymer, which comprises a hydroxyl-terminated fluorine-containing vinyl ether, represented by the following general formula: CF2?CFORfCH2OH (where Rf is a fluoroalkylene group, a fluoroalkyl ether group, or a fluoroalkoxyfluoroalkyl ether group, having 1-25 carbon atoms), and at least one of other fluorine-containing unsaturated monomers, where a high-molecular weight fluorine-containing copolymer having a melt viscosity (230° C.) of 0.1-100 g/10 min. is insoluble in a solvent, and can be used suitably for melt molding, whereas a low-molecular weight fluorine-containing copolymer having a glass transition temperature Tg of 20° C., or higher, and a number average molecular weight Mn of 1,000, or more is soluble in a solvent, and can be used suitably for coating agents, etc.

Abstract: An iodine-containing fluoropolyether represented by the following general formula [I]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI??[I] (where Rf is a perfluoroalkyl group having 1-3 carbon atoms, m is an integer of 0-10, and n is an integer of 3-12), is a novel compound having a perfluoropolyetheralkyl group capable of giving a flexibility to the molecule chain through the etheral bond, said perfluoropolyether alkyl group being bonded to the alkyl iodide having an alkyl group having 3 or more carbon atoms, and can be produced by reaction of a fluoropolyether group-containing alcohol represented by the following general formula [II]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nOH??[II] (Where Rf, m, avd n have the same meanings as defined above) with a metal iodide, preferably potassium iodide.

Abstract: An alkylamino group-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nNR1R2 (where Rf is a perfluoro lower-alkyl group, R1 is an alkyl group having 1-12 carbon atoms, R2 is a hydrogen atom, or an alkyl group having 1-12 carbon atoms, m is an integer of 0-10, and n is an integer of 3-8) is a novel compound, and is produced by reaction of an iodide-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI with an alkylamine compound, represented by the following general formula: NHR1R2

Abstract: A fluorine-containing polyether phosphonic acid ester compound represented by the following general formula: (R2O)(R1O)P(O)(CH2)aCF(CF3)[OCF2CF(CF3)]bO(CF2)CO[CF(CF3)CF2O]dCF(CF3)(CH2)eP(O)(OR3)(OR4) (where R1, R2, R3 and R4 are hydrogen atoms, alkyl groups, cycloalkyl groups, aryl groups, alkylaryl groups, aralkyl groups, or any of the foregoing groups substituted with halogen atoms, and subscripts a, b, c, d, and e are in conditions of 2?a+e?8, b+d?28, and 1?c?10, and subscripts b and d may be 0). The fluorine-containing polyether phosphonic acid ester compound is produced by reaction of a fluorine-containing polyether dialkyl halide represented by the following general formula: X(CH2)aCF(CF3)[OCF2CF(CF3)]bO(CF2)cO[CF(CF3)CF2O]dCF(CF3)(CH2)eX (X: Cl, Br or I) with a phosphite compound represented by the following general formula: (R1O)(R2O)P(OR) and/or (R3O)(R4O)P(OR) (R: a hydrogen atom or a lower alkyl group).

Abstract: A fluorine-containing copolymer, which comprises a hydroxyl-terminated fluorine-containing vinyl ether, represented by the following general formula: CF2?CFORfCH2OH (where Rf is a fluoroalkylene group, a fluoroalkyl ether group, or a fluoroalkoxyfluoroalkyl ether group, having 1-25 carbon atoms), and at least one of other fluorine-containing unsaturated monomers, where a high-molecular weight fluorine-containing copolymer having a melt viscosity (230° C.) of 0.1-100 g/10 min. is insoluble in a solvent, and can be used suitably for melt molding, whereas a low-molecular weight fluorine-containing copolymer having a glass transition temperature Tg of 20° C., or higher, and a number average molecular weight Mn of 1,000, or more is soluble in a solvent, and can be used suitably for coating agents, etc.

Abstract: A fluorine-containing vinyl ether compound, represented by the following general formula: RfO(C3F6O)a(CnF2n)(CmH2m)bCH2OCH?CH2 (where Rf is a polyfluoroalkyl group having 1 or more carbon atoms, a is 0, or an integer of 1-30, b is an integer of 1-10, and n and m each are 1 or 2), is produced by subjecting a fluorine-containing alcohol, represented by the following general formula: RfO(C3F6O)a(CnF2n)(CmH2m)bCH2OH and an alkyl vinyl ether, represented by the following general formula: XCH2CH2OCH?CH2 (where X is a halogen atom, a hydrogen atom, or an alkyl group having 1-10 carbon atoms) to XCH2CH2OH-elimination reaction in the presence of a palladium-based catalyst, and has a fluorine-containing polyether group originating from the hexafluoropropene oxide polymer, and thus is not so rigid as the perfluoroalkyl alkyl group of perfluoroalkyl vinyl ether, rather more flexible, and furthermore has distinguished thermal and chemical stabilities, and also good optical properties and surface-active characteristics

Abstract: A polyfluoroalkyl ester of unsaturated carboxylic acid is produced in high yield in a more simple reactor and with much more reduction in the waste than the conventional process based on esterification reaction by subjecting a polyfluoroalkanol represented by the following general formula: Rf—R—OH where Rf is a polyfluoroalkyl group having 1–6 carbon atoms and R is an alkylene group having 1–6 carbon atoms, and an unsaturated carboxylic acid to dehydration reaction in a fluorine-containing solvent in the presence of an acid catalyst and a polymerization inhibitor.

Abstract: A polyfluoroalkyl ester of unsaturated carboxylic acid is produced in high yield in a more simple reactor and with much more reduction in the waste than the conventional process based on esterification reaction by subjecting a polyfluoroalkanol represented by the following general formula: Rf-R—OH , where Rf is a polyfluoroalkyl group having 1-6 carbon atoms and R is an alkylene group having 1-6 carbon atoms, and an unsaturated carboxylic acid to dehydration reaction in a fluorine-containing solvent in the presence of an acid catalyst and a polymerization inhibitor.