Fatty amine compositions made from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. In another aspect, fatty amidoamines made by reacting a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with an aminoalkyl-substituted tertiary amine are disclosed. The fatty amines or amidoamines are advantageously sulfonated, sulfitated, oxidized, or reduced. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

Fatty amine compositions made from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. In another aspect, fatty amidoamines made by reacting a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with an aminoalkyl-substituted tertiary amine are disclosed. The fatty amines or amidoamines are advantageously sulfonated, sulfitated, oxidized, or reduced. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

A method of making a functionalized fluorinated monomer for use in making oligomers and polymers that can be used to improve surface properties of polymer-derived systems, such as coatings. The method of making a functionalized fluorinated monomer includes reacting at least one fluorinated nucleophilic reactant, such as a fluorinated alcohol, with at least one compound containing at least one epoxide group. Other methods include reaction of a fluorinated alcohol with a cyclic carboxylic anhydride. In another embodiment, a method includes reacting a fluorinated mesylate, tosylate or triflate with an amine, alkoxide or phenoxide. In other embodiments, the method includes reacting a fluorinated alcohol with an alkyl halide, or reacting a fluorinated alkyl halide with an amine. The functionalized fluorinated monomers may be used as intermediates and reacted to modify the functional groups thereon. Further, the functionalized fluorinated monomers may be reacted to form polymers or oligomers, or with polymers or oligomers having functional groups to modify the polymer or oligomer through the functional group thereon.

A method of making a functionalized fluorinated monomer for use in making oligomers and polymers that can be used to improve surface properties of polymer-derived systems, such as coatings. The method of making a functionalized fluorinated monomer includes reacting at least one fluorinated nucleophilic reactant, such as a fluorinated alcohol, with at least one compound containing at least one epoxide group. Other methods include reaction of a fluorinated alcohol with a cyclic carboxylic anhydride. In another embodiment, a method includes reacting a fluorinated mesylate, tosylate or triflate with an amine, alkoxide or phenoxide. In other embodiments, the method includes reacting a fluorinated alcohol with an alkyl halide, or reacting a fluorinated alkyl halide with an amine. The functionalized fluorinated monomers may be used as intermediates and reacted to modify the functional groups thereon. Further, the functionalized fluorinated monomers may be reacted to form polymers or oligomers, or with polymers or oligomers having functional groups to modify the polymer or oligomer through the functional group thereon.

A method of making a functionalized fluorinated monomer for use in making oligomers and polymers that can be used to improve surface properties of polymer-derived systems, such as coatings. The method of making a functionalized fluorinated monomer includes reacting at least one fluorinated nucleophilic reactant, such as a fluorinated alcohol, with at least one compound containing at least one epoxide group. Other methods include reaction of a fluorinated alcohol with a cyclic carboxylic anhydride. In another embodiment, a method includes reacting a fluorinated mesylate, tosylate or triflate with an amine, alkoxide or phenoxide. In other embodiments, the method includes reacting a fluorinated alcohol with an alkyl halide, or reacting a fluorinated alkyl halide with an amine. The functionalized fluorinated monomers may be used as intermediates and reacted to modify the functional groups thereon. Further, the functionalized fluorinated monomers may be reacted to form polymers or oligomers, or with polymers or oligomers having functional groups to modify the polymer or oligomer through the functional group thereon.

To reduce formation of side products and to enhance a selectivity rate in a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and in a method for producing glycidyl (meth)acrylate.

The present invention is characterized by a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate through a reaction of (meth)acrylic acid and epichlorohydrin; more specifically, the reaction is carried out by using 0.5 to 2 mol of epichlorohydrin relative to 1 mol of (meth)acrylic acid, and by adding epichlorohydrin to (meth)acrylic acid in the presence of a catalyst. Also, the present invention is characterized by a method for producing glycidyl (meth)acrylate through a reaction of 3-chloro-2-hydroxypropyl (meth)acrylate and a basic carbonate compound in a polar solvent.

To reduce formation of side products and to enhance a selectivity rate in a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and in a method for producing glycidyl (meth)acrylate.

The present invention is characterized by a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate through a reaction of (meth)acrylic acid and epichlorohydrin; more specifically, the reaction is carried out by using 0.5 to 2 mol of epichlorohydrin relative to 1 mol of (meth)acrylic acid, and by adding epichlorohydrin to (meth)acrylic acid in the presence of a catalyst. Also, the present invention is characterized by a method for producing glycidyl (meth)acrylate through a reaction of 3-chloro-2-hydroxypropyl (meth)acrylate and a basic carbonate compound in a polar solvent.

The present invention is a process for preparing a sorbate ester comprising the steps of: a) contacting together in a reaction vessel a first organic solvent, sorbic acid, a catalytic amount of TiC14, an anti-oxidant, and an alkylene oxide under conditions sufficient to form a mixture of the sorbate ester and residual water-soluble impurities; then b) separating the sorbate ester from the residual water-soluble impurities by washing. Sorbate esters can be prepared in an efficient and cost-effective manner by the process of the present invention.

The present invention is a process for preparing a sorbate ester comprising the steps of: a) contacting together in a reaction vessel a first organic solvent, sorbic acid, a catalytic amount of TiC14, an anti-oxidant, and an alkylene oxide under conditions sufficient to form a mixture of the sorbate ester and residual water-soluble impurities; then b) separating the sorbate ester from the residual water-soluble impurities by washing. Sorbate esters can be prepared in an efficient and cost-effective manner by the process of the present invention.

The present invention is a process for preparing a sorbate ester comprising the steps of: a) contacting together in a reaction vessel a first organic solvent, sorbic acid, a catalytic amount of TiC14, an anti-oxidant, and an alkylene oxide under conditions sufficient to form a mixture of the sorbate ester and residual water-soluble impurities; then b) separating the sorbate ester from the residual water-soluble impurities by washing. Sorbate esters can be prepared in an efficient and cost-effective manner by the process of the present invention.