The present invention concerns compounds and their use to treat cardiovascular disease, renal disease, thrombic disease, stroke, metabolic syndrome, cell proliferation, and ischemic cardiovascular disorders. Compounds of the present invention display significant potency as antagonists of 20-hydroxyeicosatetraenoic acid (20-HETE), and function as anti-hypertensive, anti-inflammatory, or anti-growth agents.

A mixture of polyfluoroalkene carboxylic acids or salts thereof represented by the general formulas:

C.sub.nF.sub.2n+1CH═CF(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

and

C.sub.n−1F.sub.2n−1CF═CHCF.sub.2(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

wherein M is a hydrogen atom, an ammonium salt, an organic amine salt or an alkali metal, n is an integer of 1 to 6 and m is an integer of 0 to 2. The mixture of polyfluoroalkene carboxylic acids or salts thereof is produced by subjecting a polyfluoroalkane carboxylic acids represented by the general formula:

C.sub.nF.sub.2n+1(CH.sub.2CF.sub.2)(CF.sub.2CF.sub.2).sub.mCF.sub.2COOH

to a dehydrofluorination reaction in the presence of a nitrogen-containing heterocyclic compound catalyst, and has a lower critical micelle concentration and less surface tension at that time, therefore, the mixture of polyfluoroalkene carboxylic acids or salts thereof can be effectively used as a surfactant in the polymerization of fluorine-containing monomers.

A mixture of polyfluoroalkene carboxylic acids or salts thereof represented by the general formulas:

C.sub.nF.sub.2n+1CH═CF(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

and

C.sub.n−1F.sub.2n−1CF═CHCF.sub.2(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

wherein M is a hydrogen atom, an ammonium salt, an organic amine salt or an alkali metal, n is an integer of 1 to 6 and m is an integer of 0 to 2. The mixture of polyfluoroalkene carboxylic acids or salts thereof is produced by subjecting a polyfluoroalkane carboxylic acids represented by the general formula:

C.sub.nF.sub.2n+1(CH.sub.2CF.sub.2)(CF.sub.2CF.sub.2).sub.mCF.sub.2COOH

to a dehydrofluorination reaction in the presence of a nitrogen-containing heterocyclic compound catalyst, and has a lower critical micelle concentration and less surface tension at that time, therefore, the mixture of polyfluoroalkene carboxylic acids or salts thereof can be effectively used as a surfactant in the polymerization of fluorine-containing monomers.

A mixture of polyfluoroalkene carboxylic acids or salts thereof represented by the general formulas:

C.sub.nF.sub.2n+1CH═CF(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

and

C.sub.n−1F.sub.2n−1CF═CHCF.sub.2(CF.sub.2CF.sub.2).sub.mCF.sub.2COOM

wherein M is a hydrogen atom, an ammonium salt, an organic amine salt or an alkali metal, n is an integer of 1 to 6 and m is an integer of 0 to 2. The mixture of polyfluoroalkene carboxylic acids or salts thereof is produced by subjecting a polyfluoroalkane carboxylic acids represented by the general formula:

C.sub.nF.sub.2n+1(CH.sub.2CF.sub.2)(CF.sub.2CF.sub.2).sub.mCF.sub.2COOH

to a dehydrofluorination reaction in the presence of a nitrogen-containing heterocyclic compound catalyst, and has a lower critical micelle concentration and less surface tension at that time, therefore, the mixture of polyfluoroalkene carboxylic acids or salts thereof can be effectively used as a surfactant in the polymerization of fluorine-containing monomers.

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.sup.1.sub.2, —C≡N, —C(O)NR.sup.1—SO.sub.2—R.sub.f.sup.1-W, or a fluorinated alkenyl group that is optionally interrupted by one or more —O— groups. HAL is —F, —Cl, or —Br. R.sub.f.sup.1 is a fluorinated alkylene group that is optionally interrupted by one or more —O— groups. W is —F, —SO.sub.2Z, —CF═CF.sub.2, —O—CF═CF.sub.2, or —O—CF.sub.2—CF═CF.sub.2. Z is —F, —Cl, —NR.sup.1.sub.2, or —OM. Each R.sup.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.

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.sup.1.sub.2, —C≡N, —C(O)NR.sup.1—SO.sub.2—R.sub.f.sup.1-W, or a fluorinated alkenyl group that is optionally interrupted by one or more —O— groups. HAL is —F, —Cl, or —Br. R.sub.f.sup.1 is a fluorinated alkylene group that is optionally interrupted by one or more —O— groups. W is —F, —SO.sub.2Z, —CF═CF.sub.2, —O—CF═CF.sub.2, or —O—CF.sub.2—CF═CF.sub.2. Z is —F, —Cl, —NR.sup.1.sub.2, or —OM. Each R.sup.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.

The present invention relates to derivatives of 10-methylene lipids, their preparation and their use.

The present invention relates to fluorocarbon vectors for the delivery of antigens to immunoresponsive target cells. It further relates to fluorocarbon vector-antigen constructs and the use of such vectors associated with antigens as vaccines and immunotherapeutics in animals.

The present invention relates to fluorocarbon vectors for the delivery of antigens to immunoresponsive target cells. It further relates to fluorocarbon vector-antigen constructs and the use of such vectors associated with antigens as vaccines and immunotherapeutics in animals.

The present invention relates to fluorocarbon vectors for the delivery of antigens to immunoresponsive target cells. It further relates to fluorocarbon vector-antigen constructs and the use of such vectors associated with antigens as vaccines and immunotherapeutics in animals.