The present invention relates to a fluorine-containing diene compound represented by the following formula I, and to a polymer thereof. In the formula, each of R.sup.1 to R.sup.7 is independently a hydrogen atom, a chlorine atom, a fluorine atom, or an alkyl group having a carbon number of 1 to 5 which may be substituted by a fluorine atom, k is 0 or 1, and at least one of R.sup.1 to R.sup.7 is a hydrogen atom. ##STR00001##

The present invention relates to functionalized copolymers of isoolefins and olefinic monomers, particularly to azidated copolymers. The present invention also relates to methods of preparing such azidated copolymers. The functionalized copolymers are used in various technology areas such as surface modification, adhesion, drug delivery, compatibilization of polymer blends or motor oil and fuel additives, and in providing clean cured products without contaminant leaching and/or side products.

The present invention relates to functionalized copolymers of isoolefins and olefinic monomers, particularly to azidated copolymers. The present invention also relates to methods of preparing such azidated copolymers. The functionalized copolymers are used in various technology areas such as surface modification, adhesion, drug delivery, compatibilization of polymer blends or motor oil and fuel additives, and in providing clean cured products without contaminant leaching and/or side products.

Provided is a chloroprene-based polymer having an industrially applicable sufficient molecular weight and capable of obtaining a vulcanized rubber excellent in durability and fatigue endurance and an adhesive excellent in layer separation resistance. A chloroprene-based polymer having a number average molecular weight Mn of 150000 to 300000 and comprising a functional group of a structure represented by the general formula (1) or (2) below: ##STR00001##
(wherein in the general formula (1), R1 shows hydrogen, chlorine, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclyl group.)

According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF.sub.2═CF—(CF.sub.2).sub.n-4—CF═CF.sub.2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X.sup.1CF.sub.2—CFX.sup.2—(CF.sub.2).sub.n-4—CF.sub.2—CF.sub.2X.sup.1 (2), wherein n is the same as above, X.sup.1 is the same or different and is a halogen atom other than fluorine, and X.sup.2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.

According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF.sub.2═CF—(CF.sub.2).sub.n-4—CF═CF.sub.2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X.sup.1CF.sub.2—CFX.sup.2—(CF.sub.2).sub.n-4—CF.sub.2—CF.sub.2X.sup.1 (2), wherein n is the same as above, X.sup.1 is the same or different and is a halogen atom other than fluorine, and X.sup.2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.

According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF.sub.2═CF—(CF.sub.2).sub.n-4—CF═CF.sub.2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X.sup.1CF.sub.2—CFX.sup.2—(CF.sub.2).sub.n-4—CF.sub.2—CF.sub.2X.sup.1 (2), wherein n is the same as above, X.sup.1 is the same or different and is a halogen atom other than fluorine, and X.sup.2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.

A method of treating an elastomer packaging element (10), in particular a stopper for medical or pharmaceutical use, the packaging element (10) having a bottom portion (11) that is to penetrate into a neck (21) of a container (20) and a top portion (12) that is to co-operate in sealed manner with a top surface (22) of said neck (21) of the container (20). The top surface of the top portion (12) is treated by a plasma-assisted polymerization method at atmospheric pressure using a plasma flame created at atmospheric pressure and into which a monomer is injected, the monomer polymerizing on the top surface in order to form a coating (18).

According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF.sub.2═CF—(CF.sub.2).sub.n-4—CF═CF.sub.2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X.sup.1CF.sub.2—CFX.sup.2—(CF.sub.2).sub.n-4—CF.sub.2X.sup.1 (2), wherein n is the same as above, X.sup.1 is the same or different and is a halogen atom other than fluorine, and X.sup.2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.

According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF.sub.2═CF—(CF.sub.2).sub.n-4—CF═CF.sub.2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X.sup.1CF.sub.2—CFX.sup.2—(CF.sub.2).sub.n-4—CF.sub.2X.sup.1 (2), wherein n is the same as above, X.sup.1 is the same or different and is a halogen atom other than fluorine, and X.sup.2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.