Radical polymerization initiator and method for producing polymers
AssigneesKyoto University, Zeon Corporation
InventorsFumiaki Bando, Shigeru Yamago
Life of this patent
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Abstract
The present invention involves a radical polymerization initiator comprising an organotellurium compound represented by a formula (1), wherein R1 represents an alkyl group or the like, each of R2 and R3 independently represents a hydrogen atom or the like, and each of R4, R5, and R6 independently represents a hydrogen atom or the like. The present invention provides: a radical polymerization initiator that is useful for producing a polymer that includes a double bond at the molecular terminal; and a method for producing a polymer that utilizes the radical polymerization initiator.
Claims5
A method for producing a polymer comprising subjecting a radically polymerizable monomer to radical polymerization in a state in which a radical polymerization initiator is present in a polymerization system,
- wherein the radical polymerization initiator is an organotellurium compound represented by the following formula (1),
- wherein R1 represents a group selected from:
- an alkyl group having 1 to 10 carbon atoms;
- a cycloalkyl group having 3 to 10 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- an aryl group having 6 to 20 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- and
- an aromatic heterocyclic group which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms),
- each of R2 and R3 independently represents a group selected from:
- a hydrogen atom;
- an aliphatic hydrocarbon group having 1 to 10 carbon atoms;
- an aryl group having 6 to 20 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- an aromatic heterocyclic group which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms or a haloalkyl group having 1 to 8 carbon atoms);
- a halogen atom;
- a carboxyl group;
- a hydrocarbyl oxycarbonyl group having 2 to 10 carbon atoms;
- a cyano group;
- and
- an amide group, and each of R4, R5 and R6 independently represents a group selected from:
- a hydrogen atom;
- an aliphatic hydrocarbon group having 1 to 10 carbon atoms;
- an aryl group having 6 to 20 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- an aromatic heterocyclic group which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- a halogen atom;
- a carboxyl group;
- a hydrocarbyl oxycarbonyl group having 2 to 10 carbon atoms;
- a cyano group;
- and
- an amide group, and
- a group represented by the following formula (2),
- wherein 2 groups selected from R2 to R6 may bond together to form a ring other than an aromatic ring,
- wherein R7 represents a group selected from:
- an alkyl group having 1 to 10 carbon atoms;
- a cycloalkyl group having 3 to 10 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- an aryl group having 6 to 20 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- and
- an aromatic heterocyclic group which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms),
- and each of R8 and R9 independently represents a group selected from:
- a hydrogen atom;
- an aliphatic hydrocarbon group having 1 to 10 carbon atoms;
- an aryl group having 6 to 20 carbon atoms which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- an aromatic heterocyclic group which is unsubstituted, or substituted with a substituent selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amino group, a nitro group, a cyano group, and —CORa (wherein Ra represents an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, or a haloalkyl group having 1 to 8 carbon atoms);
- a halogen atom;
- a carboxyl group;
- a hydrocarbyl oxycarbonyl group having 2 to 10 carbon atoms;
- a cyano group;
- and
- an amide group,
- wherein the wavy line represents a bond with the carbon atoms constituting the double bond in formula (1),
- wherein one of the terminal of the polymer produced is a group represented by (R5)(R6)C═C(R4)—C(R2)(R3)- that is derived from the organotellurium compound.
Dependencies are inferred from the claim text.