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.

The present invention relates to a process for the preparation of fluorinated compounds, to novel compounds containing fluorinated end groups, to the use thereof and to compositions comprising novel compounds containing fluorinated end groups.

The present invention relates to a process for the preparation of fluorinated compounds, to novel compounds containing fluorinated end groups, to the use thereof and to compositions comprising novel compounds containing fluorinated end groups.

A fluorine-containing ether compound represented by a formula (1) shown below.
R.sup.4—CH.sub.2—R.sup.3—CH.sub.2—R.sup.2—CH.sub.2—R.sup.1—CH.sub.2—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.5  (1) In formula (1), R.sup.1 and R.sup.3 represent the same or different perfluoropolyether chains, R.sup.2 represents a linking group containing at least one polar group, one or both of R.sup.4 and R.sup.5 represent a terminal group containing two or more polar groups, and R.sup.4 and R.sup.5 are different.

This fluorine-containing ether compound is represented by Formula (1).
R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4—R.sup.5  (1) (in Formula (1), R.sup.1 is an aryl group or an aralkyl group, R.sup.2 is a divalent linking group having 0 or 1 polar group, R.sup.3 is a perfluoropolyether chain, R.sup.4 is a divalent linking group having 2 or 3 polar groups, and R.sup.5 is an aryl group or an aralkyl group.)

A fluorine-containing ether compound of the present invention is represented by Formula (1).
R.sup.1CH.sub.2R.sup.2CH.sub.2R.sup.3(1) (In Formula (1), R.sup.1 is an organic end group having 3 or more carbon atoms which includes two or more polar groups with each polar group being bonded to different carbon atoms and the carbon atoms to which the polar groups are bonded being bonded to each other via a linking group including the carbon atoms which are not bonded to the polar groups, R.sup.2 includes a perfluoropolyether chain represented by Formula (3), and R.sup.3 is a hydroxyl group or R.sup.1)
(CF.sub.2).sub.y1O((CF.sub.2).sub.yO).sub.z(CF.sub.2).sub.y1(3) (In Formula (3), y represents an integer of 2 to 4, and z represents an integer of 1 to 30).

The present invention relates to a process for the preparation of fluorinated compounds, to novel compounds containing fluorinated end groups, to the use thereof and to compositions comprising novel compounds containing fluorinated end groups.

The present invention relates to a process for the preparation of fluorinated compounds, to novel compounds containing fluorinated end groups, to the use thereof and to compositions comprising novel compounds containing fluorinated end groups.

A fluorine-containing ether compound represented by a formula (1) shown below.

R.sup.4CH.sub.2R.sup.3CH.sub.2R.sup.2CH.sub.2R.sup.1CH.sub.2R.sup.2CH.sub.2R.sup.3CH.sub.2R.sup.5(1)

In formula (1), R.sup.1 and R.sup.3 represent the same or different perfluoropolyether chains, R.sup.2 represents a linking group containing at least one polar group, one or both of R.sup.4 and R.sup.5 represent a terminal group containing two or more polar groups, and R.sup.4 and R.sup.5 are different.