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 provides compounds and methods for inhibiting or degrading the N-terminal domain of the androgen receptor, as well as methods for treating cancers such as prostate cancer.

The present disclosure provides compounds and methods for inhibiting or degrading the N-terminal domain of the androgen receptor, as well as methods for treating cancers such as prostate cancer.

A fluorine-containing ether compound represented by R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4—R.sup.5 is provided. (R.sup.3 is a perfluoropolyether chain; R.sup.1 and R.sup.5 are each independently any one of an alkyl group that may have a substituent, an organic group having at least one double bond or at least one triple bond, and a hydrogen atom; and —R.sup.2—CH.sub.2—R.sup.3 is represented by Formula (2), and R.sup.3—CH.sub.2—R.sup.4— is represented by Formula (3))
-[A]-[B]—O—CH.sub.2—R.sup.3  (2)
R.sup.3—CH.sub.2—O—[C]-[D]-  (3)
([A] is represented by Formula (4), [B] is represented by Formula (5), [C] is represented by Formula (6), [D] is represented by Formula (7), and in the formula, a and b are integers of 0 to 2, c is an integer of 2 to 5, d and f are integers of 0 to 2, and e is an integer of 2 to 5, and at least one of b and d in the formula is 1 or more) ##STR00001##

A fluorine-containing ether compound represented by R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4—R.sup.5 is provided. (R.sup.3 is a perfluoropolyether chain; R.sup.1 and R.sup.5 are each independently any one of an alkyl group that may have a substituent, an organic group having at least one double bond or at least one triple bond, and a hydrogen atom; and —R.sup.2—CH.sub.2—R.sup.3 is represented by Formula (2), and R.sup.3—CH.sub.2—R.sup.4— is represented by Formula (3))
-[A]-[B]—O—CH.sub.2—R.sup.3  (2)
R.sup.3—CH.sub.2—O—[C]-[D]-  (3)
([A] is represented by Formula (4), [B] is represented by Formula (5), [C] is represented by Formula (6), [D] is represented by Formula (7), and in the formula, a and b are integers of 0 to 2, c is an integer of 2 to 5, d and f are integers of 0 to 2, and e is an integer of 2 to 5, and at least one of b and d in the formula is 1 or more) ##STR00001##

The disclosure includes brominated alkenyl alcohols, their use as a flame retardant in polyurethane and polyurethane foams, and polyurethanes containing the brominated alkenyl alcohols. Compositions, methods, and processes are disclosed. The brominated alkenyl alcohols used as flame retardants in polyurethanes can be generally described by Formula (I), the scope of which is disclosed herein.

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The disclosure includes brominated alkenyl alcohols, their use as a flame retardant in polyurethane and polyurethane foams, and polyurethanes containing the brominated alkenyl alcohols. Compositions, methods, and processes are disclosed. The brominated alkenyl alcohols used as flame retardants in polyurethanes can be generally described by Formula (I), the scope of which is disclosed herein.

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To provide a method capable of separating a monofunctional species, bifunctional species, etc. of a fluorinated ether compound having a polyfluoropolyether chain and a predetermined functional group in good yield and with high separation performance.

A separation method for separating a compound represented by the formula (1) and a compound represented by the formula (2) from a mixture containing them by chromatography using a stationary phase and a mobile phase, wherein the mobile phase contains at least one type of specific solvent selected from a hydrofluoroolefin, a hydrochlorofluoroolefin, a chlorofluoroolefin, a cyclic hydrofluoroolefin, a cyclic hydrochlorofluoroolefin, a cyclic chlorofluoroolefin, a cyclic hydrofluorocarbon, a cyclic hydrochlorofluorocarbon, a cyclic chlorofluorocarbon and a perfluoroketone:

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##STR00002##

To provide a method capable of separating a monofunctional species, bifunctional species, etc. of a fluorinated ether compound having a polyfluoropolyether chain and a predetermined functional group in good yield and with high separation performance.

A separation method for separating a compound represented by the formula (1) and a compound represented by the formula (2) from a mixture containing them by chromatography using a stationary phase and a mobile phase, wherein the mobile phase contains at least one type of specific solvent selected from a hydrofluoroolefin, a hydrochlorofluoroolefin, a chlorofluoroolefin, a cyclic hydrofluoroolefin, a cyclic hydrochlorofluoroolefin, a cyclic chlorofluoroolefin, a cyclic hydrofluorocarbon, a cyclic hydrochlorofluorocarbon, a cyclic chlorofluorocarbon and a perfluoroketone:

##STR00001##

##STR00002##

A fluorine-containing ether compound represented by Formula (1) is provided;
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 and R.sup.5 may be the same as or different from each other and each represents an alkenyl group having 2 to 8 carbon atoms or an alkynyl group having 3 to 8 carbon atoms, R.sup.2 and R.sup.4 may be the same as or different from each other and each represents a divalent linking group having a polar group, and R.sup.3 represents a perfluoropolyether chain, with a proviso that R.sup.1 and R.sup.2 are, and R.sup.4 and R.sup.5 are divided due to the presence of an atom other than the carbon atom such as an oxygen atom).