Polymerizable halogenated vinyl ethers

A curable composition comprising a curable component comprising at least one compound having the formula:

• R-O-X-O—CH═CH2
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—], R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2— and HCFCl—CF2—;
• wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n≦m≦2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, un-substituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted fluorinated aliphatic radical, X is not ethylene or propylene.

A polymer comprising one or more vinyl ether units having the formula:

• 12
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—, R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2— and HCFCl—CF2—;
• wherein RI is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals, and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n≦m≦2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, unsubstituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted fluoroaliphatic radical, X is not ethylene or propylene.

An optical device comprising a substrate having light-transmissive regions coated with a polymer comprising one or more vinyl ether units having the formula:

• 13
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—], R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2— and HCFCl—CF2—, wherein R. is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals, and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n≦m≦2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, unsubstituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when RI of RI-Cnr,- is an otherwise unsubstituted fluorinated aliphatic radical, X is not ethylene or propylene.

An adhesive composition comprising a vinyl ether compound having the formula:

• R-O-X-O—CH═CH2
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—], R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2—, R1-CFH—CF2—, R1-CF═CF— and HCFCl—CF2—;
• wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n<m<2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, unsubstituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted or substituted fluorinated aliphatic radical, X is not ethylene or propylene.

An ink composition comprising a vinyl ether compound having the formula:

• R-O-X-O—CH═CH2
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—, R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2—, R1-CFH—CF2—, R1-CF═CF— and HCFCl—CF2—;
• wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n<m<2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, unsubstituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted fluorinated aliphatic radical, X is not ethylene or propylene.

An article comprising a film, said film comprising a polymer with one or more vinylether units having the formula:

• 14
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—], R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2—, R1-CFH—CF2—, R1-CF═CF— and HCFCl—CF2—, wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals, and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n<m<2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, un-substituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted fluorinated aliphatic radical, X is not ethylene or propylene.

An article comprising a coated substrate, said substrate comprising a polymer layer, said polymer comprising one or more vinylether units having the formula:

• 15
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2—, R1-CFH—CF2—, R1-CF═CF— and HCFCl—CF2—, wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals, and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n<m<2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, un-substituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted fluorinated aliphatic radical, X is not ethylene or propylene.

An article comprising a fiber, said fiber comprising a polymer with one or more vinyl repeating units having the formula:

• 16
• wherein R is a radical selected from the group consisting of R1-CnHm—, R1-CnHm—C(═O)—, R1-CnHm—CH[—O-X-O—CH═CH2—], R1-CnHm—CH[—O-X-O—CH═CH2—]C(═O)—, R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—], R1-CnHm—CH[—C(═O)—O-X-O—CH═CH2—]C(═O)—, R1-[CFCl—CF2—]pCH2—, R1-CFH—CF2—, R1-CF═CF— and HCFCl—CF2—, wherein R1 is selected from the group consisting of hydrogen, unsubstituted and substituted fluorinated aliphatic radicals, unsubstituted and substituted fluorinated cyclic aliphatic radicals, unsubstituted and substituted fluorinated aromatic radicals, unsubstituted and substituted fluorinated araliphatic radicals, and unsubstituted and substituted fluorinated heterocyclic radicals;
• n is an integer between 1 and 6, inclusive;
• n<m<2n;
• p is an integer between 1 and 20, inclusive;
• and X is selected from the group consisting of unsubstituted and substituted aliphatic radicals, unsubstituted and substituted cyclic aliphatic radicals, un-substituted and substituted aromatic radicals, unsubstituted and substituted araliphatic radicals, and unsubstituted and substituted heterocyclic radicals;
• provided that when R1 of R1-CnHm— is an otherwise unsubstituted aliphatic radical, X is not ethylene or propylene.