Abstract:
Described herein is method of making a multifunctional compound by starting with a H-(OR)n-P(=O)(ORh1)2 and performed a series of reactions to form a functionalized phosphorous compound such as CF2=CF-CFY2-(OR)n-P(=O)(OQ)2 (VIIA) CF2X3CF=CF-(OR)n-P(=O)(OQ)2 (VIIB), or CF2X3CHFC(=O)-(OR)n-P(=O)(OH)2 (VIB) Where: R is a C1-C4 alkenyl group; X3 is F or -(OR)n-P(=O)(OQ)2; n is 0 or 1; Y2 is -F, -Cl, -Br, -H, or a fluoroalkyl group comprising 1 to 3 carbon atoms, wherein the fluoroalkyl group optionally comprises at least one of an ether linkage, Cl, Br, or I; and Q is an alkyl group having 1 to 6 carbon atoms and optionally comprising at least one catenated ether linkage, -Si(CH3)3, -Si(CH2CH3)3, -H, a metallic cation, or a quaternary ammonium cation can be disposed on a metal surface. Such compounds may be used in generating ionomeric polymers and/or applied onto metal substrates.
Abstract:
A method includes combining first components including at least one of CF 2 =CF-CF 2 -OSO 2 Cl or CF 2 =CF-CF 2 -OSO 2 CF 3 , a polyfluorinated compound having at least one ketone or carboxylic acid halide, and fluoride ion to provide a compound comprising at least one perfluorinated allyl ether group. A method includes combining second components including B(OSO 2 Cl) 3 and hexafluoropropylene to provide CF 2 =CF-CF 2 -OSO 2 Cl. Another method includes combining second components including M(OSO 2 CF 3 ) 3 and hexafluoropropylene at a temperature above 0 ˚C to provide CF 2 =CF-CF 2 -OSO 2 CF 3 , wherein M is Al or B. The compound CF 2 =CF-CF 2 -OSO 2 Cl is also provided.
Abstract:
Methods of converting a fluorinated vinyl ether to a saturated partially fluorinated ether, the method comprising: reacting the fluorinated vinyl ether with an amine, ammonia, or combination thereof to form the saturated partially fluorinated ether.
Abstract:
The multifunctional compound is represented by formula X-C(R)RF-Y, in which X and Y are each independently -C(O)-O-M, -C(O)-HAL, -C(O)-NR 1 2 , -C≡N, -C(O)NR 1 -SO 2 -R f 1 -W, or a fluorinated alkenyl group that is optionally interrupted by one or more -O- groups. HAL is -F, -Cl, or -Br. R f 1 is a fluorinated alkylene group that is optionally interrupted by one or more -O- groups. W is -F, -SO 2 Z, -CF=CF 2 , -O-CF=CF 2 , or -O-CF 2 -CF=CF 2 . Z is -F, - Cl, -NR 1 2 , or -OM. Each R 1 is a hydrogen atom or alkyl having up to four carbon atoms. M is an alkyl group, a trimethylsilyl group, a hydrogen atom, a metallic cation, or a quaternary ammonium cation. R is a bromine, chloride, fluorine or hydrogen atom; and RF is a fluorinated alkenyl group that is unsubstituted or substituted by at least one chlorine atom, aryl group, or a combination thereof or RF is a fluorinated alkyl group or arylalkylenyl group that is substituted by bromine or iodine and uninterrupted or interrupted by at least one -O- group. A process for making the compound is also disclosed. A fluoropolymer made from the compound and a method of making the fluoropolymer are also disclosed.
Abstract:
A method of making a polyfunctional polyfluorinated compound includes combining first components that include a polyfluorinated cyclic compound having 4 to 7 ring carbon atoms and at least one of osmium tetroxide, ruthenium tetroxide or a precursor thereof and forming a polyfluorinated dicarboxylic acid. Two of the ring carbon atoms of the polyfluorinated cyclic compound form a double bond or an epoxide. The precursor reacts with an oxidant to form ruthenium tetroxide. Methods also include converting the polyfluorinated dicarboxylic acid to a polyfluorinated dicarboxylic acid halide and converting the polyfluorinated dicarboxylic acid halide to other polyfunctional polyfluorinated compounds.
Abstract:
A method includes combining first components including at least one of CF 2 =CF-CF 2 -OSO 2 Cl or CF 2 =CF-CF 2 -OSO 2 CF 3 , a polyfluorinated compound having at least one ketone or carboxylic acid halide, and fluoride ion to provide a compound comprising at least one perfluorinated allyl ether group. A method includes combining second components including B(OSO 2 Cl) 3 and hexafluoropropylene to provide CF 2 =CF-CF 2 -OSO 2 Cl. Another method includes combining second components including M(OSO 2 CF 3 ) 3 and hexafluoropropylene at a temperature above 0 ˚C to provide CF 2 =CF-CF 2 -OSO 2 CF 3 , wherein M is Al or B. The compound CF 2 =CF-CF 2 -OSO 2 Cl is also provided.
Abstract:
Methods of converting a fluorinated vinyl ether to a saturated partially fluorinated ether, the method comprising: reacting the fluorinated vinyl ether with an amine, ammonia, or combination thereof to form the saturated partially fluorinated ether.