There is provided a fluorine-containing ether compound represented by the following formula. R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—OCH.sub.2CH(OH)CH.sub.2O—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4—R.sup.5 (in the formula. R.sup.3 represents a perfluoropolyether chain; R.sup.2 and R.sup.4 represent a divalent linking group having a polar group; R.sup.1 and R.sup.5 represent a terminal group bonded to an oxygen atom of R.sup.2 or R.sup.4; and at least one of R.sup.1 and R.sup.5 is any one selected from the group consisting of an alkenyl group having 2 to 8 carbon atoms, an alkynyl group having 3 to 8 carbon atoms, an aromatic hydrocarbon-containing group, and an aromatic heterocycle-containing group).

The present disclosure discloses a fluoroalkyl glycerin derivative usable as an excellent surfactant by having functional groups and the number of carbon atoms controlled in the molecular structure, and its use as a surfactant. A fluoroalkyl glycerin derivative according to the present disclosure is used as a fluorine-based nonionic surfactant, and replaces existing fluoro compounds as well as having excellent surfactant properties compared to existing surfactants having a linear alkyl group.

The present disclosure discloses a method for preparing a hybrid-type fluorine-based nonionic surfactant capable of producing a high purity material in a high yield. By preparing a hybrid-type fluorine-based nonionic surfactant according to the present disclosure, the surfactant is mass-produced in a high yield through controlling reaction conditions including a solvent.

The present invention relates to compounds according to formula (Ia) or formula (Ib); ##STR00001##
wherein each W is independently selected from the group consisting of H, F, Cl, Br, I and (CY.sub.2).sub.mCY.sub.3; each Y is independently selected from the group consisting of F, Cl, Br and I; each Z is independently selected from the group consisting of H, OH, (CW.sub.2).sub.pCW.sub.3, CY.sub.3, OCW.sub.3, O(CW.sub.2).sub.pCW.sub.3, OCW((CY.sub.2).sub.mCY.sub.3)CWCW.sub.2, (CW.sub.2).sub.pOH, polyalkylene glycol and polyolester; n is an integer from 2 to 49; m is an integer from 0 to 3; p is an integer from 0 to 9; the molecular weight average (M.sub.W) is ≤5500; and the polydispersity index is ≤1.45; compositions comprising these compounds and methods for their production.

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 compounds according to formula (Ia) or formula (Ib);

##STR00001##

wherein each W is independently selected from the group consisting of H, F, Cl, Br, I and (CY.sub.2).sub.mCY.sub.3; each Y is independently selected from the group consisting of F, Cl, Br and I; each Z is independently selected from the group consisting of H, OH, (CW.sub.2).sub.pCW.sub.3, CY.sub.3, OCW.sub.3, O(CW.sub.2).sub.pCW.sub.3, OCW((CY.sub.2).sub.mCY.sub.3)CWCW.sub.2, (CW.sub.2).sub.pOH, polyalkylene glycol and polyolester; n is an integer from 2 to 49; m is an integer from 0 to 3; p is an integer from 0 to 9; the molecular weight average (M.sub.W) is ≤5500; and the polydispersity index is ≤1.45; compositions comprising these compounds and methods for their production.

A curable composition includes a condensation product having a weight average molecular weight of 30,000 or less and a curing agent, the condensation product being obtained by hydrolysis and condensation of a first and secondsilane compound in the presence of a neutral salt catalyst. The condensation product also has a ratio Y/X of 0.2 or less, wherein X is the number of moles of an OR.sup.3 group directly bonded to silicon atoms of the first and second silane compounds, and Y is the number of moles of an OR.sup.3 group directly bonded to a silicon atom of the condensation product. The first silane compound is represented by R.sup.1—(SiR.sup.2.sub.a(OR.sup.3).sub.3-a), and the second silane compound is represented by R.sup.4—(SiR.sup.2.sub.a(OR.sup.3).sub.3-a).

The fluorine-containing ether compound is represented by the following formula (1): R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4. In the formula (1), R.sup.1 is represented by the following formula (2), R.sup.2 is represented by the following formula (3), R.sup.3 is a perfluoropolyether chain, and R.sup.4 is an organic end group different from R.sup.1—R.sup.2— and contains two or three polar groups, wherein each polar group is bonded to a different carbon atom, and the carbon atoms to which the polar groups are bonded are bonded to one another via a linking group containing a carbon atom to which the polar group is not bonded. In the formula (2), R.sup.5 is an alkoxy group selected from the group consisting of a methoxy, an ethoxy and a propoxy group. In the formula (3), w is 2 or 3.

##STR00001##

A heterofunctional poly(alkyleneoxide) according to the invention contains a first polymer terminus containing a protected, unprotected, or derivatized amine or aminoalkyl functionality and a second polymer terminus containing an unsaturated functionality. Reaction products, derivatives, and methods of making these materials are also described.

A fluoropolyether-containing compound of the following formula (1a): R.sup.a—R.sup.2—R.sup.1—R.sup.b (1a) wherein the symbols are as defined in the specification. Also disclosed is a fluoropolyether-containing compound of the following formula (1b): R.sup.a—R.sup.2′—R.sup.1—R.sup.b (1b), as well as a method for producing a compound of the formula (A): FOC—R.sup.2—R.sup.1—COOR.sup.12 (A) wherein the symbols are as defined in the specification.