Copolymerization of norbornene and functional norbornene monomers
AssigneeEastman Kodak Company
InventorsChristopher Moore Killian, Peter Borden Mackenzie, John Anthony Hyatt, Leslie Shane Moody, Gino Georges Lavoie
Life of this patent
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Abstract
The present invention is directed to copolymers of norbornene and functional group containing norbornene comonomers and processes for the preparation thereof. These polymers may be random, alternating or block copolymers or terpolymers, etc. In general, the present invention describes a polymer composition of the formula: [A]S— and —[B]T wherein A is monomer repeat unit derived from one or more norbornene or substituted norbornene monomers and B is a monomer repeat unit derived from one or more functionalized norbornene compounds.
Claims11
A polymer composition comprising repeat units of the formula:
- [A]S— and —[B]T
- wherein A is monomer repeat unit derived from at least one norbornene or substituted norbornene monomers of the formula,
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- and B is a monomer repeat unit derived from at least one norbornene monomer selected from
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- wherein,
- R7a-b is independently selected from H, hydrocarbyl, subsituted hydrocarbyl, fluoroalkyl;
- R8a-b is independently selected from H, hydrocarbyl, substituted hydrocarbyl, fluoroalkyl, C(O)—R9 where R9 is hydrocarbyl or substituted hydrocarbyl;
- R5a-b and R6a-z are each independently H, hydrocarbyl, halogen, halohydrocarbyl, R5a-b and R6a-b may be taken together to form a ring, and S and T represent the mole fraction of the respective monomer unit and sum to one with the proviso that T>0.
A process for preparing a polymer composition comprising repeat units of the formula:
- [A]S— and —[B]T
- which comprises contacting norbornene or a subsituted norbornene of formula I
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- with one or more functional norbornene monomers selected from
- 38
- wherein,
- R7a-b is independently selected from H, hydrocarbyl, subsituted hydrocarbyl, fluoroalkyl;
- R8a-b is independently selected from H, hydrocarbyl, substituted hydrocarbyl, fluoroalkyl, C(O)—R9 where R9 is hydrocarbyl or substituted hydrocarbyl;
- R5a-b and R6a-z are each independently selected from H, hydrocarbyl, halogen, halohydrocarbyl, R5a-b and R6a-b may be taken together to form a ring, and S and T represent the mole fraction of the respective monomer unit and sum to one with the proviso that T>0,
- in the presence of a transition metal complex of formula II:
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- wherein:
- M is nickel;
- D1, D2, and G collectively comprise therefor a monoanionic bidentate ligand;
- D1 and D2 are monodentate donors linked by a bridging group G, wherein at least one of D1 and D2 is ligated to the metal M by a nitrogen atom substituted by a 1-pyrrolyl or a substituted 1-pyrrolyl group;
- T is H, hydrocarbyl, substituted hydrocarbyl, or other group capable of inserting an olefin;
- and
- L is an olefin or a neutral donor group capable of being displaced by an olefin;
- in addition, T and L may be taken together to form a π-allyl or π-benzyl group or other bidentate group.
A process for preparing a polymer composition comprising repeat units of the formula:
- [A]S— and —[B]T
- which comprises contacting norbornene or a subsituted norbornene of formula I
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- with one or more functional norbornene monomers selected from
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- wherein,
- R7a-b is independently selected from H, hydrocarbyl, subsituted hydrocarbyl, fluoroalkyl;
- R8a-b is independently selected from H, hydrocarbyl, substituted hydrocarbyl, fluoroalkyl, C(O)—R9 where R9 is hydrocarbyl or substituted hydrocarbyl;
- R5a-b and R6a-z are each independently selected from H, hydrocarbyl, halogen, halohydrocarbyl, R5a-b and R6a-b may be taken together to form a ring, and S and T represent the mole fraction of the respective monomer unit and sum to one with the proviso that T>0,
- with the reaction product of Ni(COD)2 and tris(pentafluorophenyl)borane.
A process for preparing a polymer composition comprising repeat units of the formula:
- [A]S— and —[B]T
- which comprises contacting norbornene or a subsituted norbornene of formula I
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- with one or more functional norbornene monomers selected from
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- wherein,
- R7a-b is independently selected from H, hydrocarbyl, subsituted hydrocarbyl, fluoroalkyl;
- R8a-b is independently selected from H, hydrocarbyl, substituted hydrocarbyl, fluoroalkyl, C(O)—R9 where R9 is hydrocarbyl or substituted hydrocarbyl;
- R5a-b and R6a-z are each independently selected from H, hydrocarbyl, halogen, halohydrocarbyl, R5a-b and R6a-b may be taken together to form a ring, and S and T represent the mole fraction of the respective monomer unit and sum to one with the proviso that T>0,
- with the reaction product of a ligand from Set 3, Ni(COD)2 and tris(pentafluorophenyl)borane.
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Dependencies are inferred from the claim text.