Method for producing organic tellurium compound and method for producing vinyl polymer

Patent metadata

Field	Value
Publication number	US-11713294-B2
Application number	US-201917294866-A
Country	US
Kind code	B2
Filing date	Nov 19, 2019
Priority date	Dec 5, 2018
Publication date	Aug 1, 2023
Grant date	Aug 1, 2023

Abstract

Provided is a method for producing an organic tellurium compound that enables the production of an organic tellurium compound in high yield using metallic tellurium as a source material and produces less amount of side products. A method for producing an organic tellurium compound includes the steps of: (A) reacting metallic tellurium with a compound represented by a general formula (1) below; and (B) reacting a compound obtained by the step (A) with an organic halogen compound, the metallic tellurium having a copper content of less than 100 ppm,

M(R 1 )m   Formula (1)

where R 1 represents an alkyl group having 1 to 8 carbon atoms, an aryl group or an aromatic heterocyclic group, M represents an alkali metal or an alkaline earth metal, m represents 1 when M is an alkali metal, and m represents 2 when M is an alkaline earth metal.

First claim

The invention claimed is:

1. A method for producing an organic tellurium compound, the method comprising the steps of: (A) reacting metallic tellurium with a compound represented by formula (1) below; and (B) reacting a compound obtained by the step (A) with an organic halogen compound, the metallic tellurium having a copper content of not less than 0.1 ppm and less than 100 ppm and an oxygen content of not less than 0.1 wt. % and less than 3 wt. %,
M(R 1 )m   Formula (1)

where R 1 represents an alkyl group having 1 to 8 carbon atoms, an aryl group or an aromatic heterocyclic group, M represents an alkali metal or an alkaline earth metal, m represents 1 when M is an alkali metal, and m represents 2 when M is an alkaline earth metal.

2. The method for producing an organic tellurium compound according to claim 1 , wherein the organic halogen compound is at least one selected from the group consisting of a compound represented by formula (2-1) below and a compound represented by formula (2-2) below,

where R 2 and R 3 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, R 4 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a substituted aryl group, an aromatic heterocyclic group, an alkoxy group, an acyl group, an amide group, an oxycarbonyl group, a cyano group, an allyl group or a propargyl group, and X 1 represents a halogen atom,

where R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, X 2 represents a halogen atom, R 7 represents an alkylene group having 1 to 8 carbon atoms, an arylene group, an amide group or an ester group, n is an integer of 2 to 4, and R 8 represents a divalent single bond or a divalent organic group when n is 2, represents a trivalent organic group when n is 3, and represents a tetravalent organic group when n is 4.

3. The method for producing an organic tellurium compound according to claim 1 , wherein a usage rate of the compound represented by the general formula (1) is 0.5 mol to 1.5 mol per mole of the metallic tellurium.

4. The method for producing an organic tellurium compound according to claim 1 , wherein a usage rate of the organic halogen compound is 0.5 mol to 6 mol per mole of the metallic tellurium.

5. The method for producing an organic tellurium compound according to claim 1 , wherein a specific surface area of the metallic tellurium is 0.5 m 2 /g to 2.0 m 2 /g.

6. The method for producing an organic tellurium compound according to claim 1 , wherein the step (A) is performed by suspending the metallic tellurium in a solvent.

7. A living radical polymerization initiator being an organic tellurium compound obtained by the method according to claim 1 .

8. A method for producing a vinyl polymer, the method comprising the step of polymerizing a vinyl monomer by living radical polymerization using the organic tellurium compound obtained by the method according to claim 1 to synthesize a vinyl polymer.

9. A vinyl polymer produced by the method for producing a vinyl polymer according to claim 8 .

10. The method for producing an organic tellurium compound according to claim 1 , wherein the steps (A) and (B) are performed under an inert gas atmosphere.

Assignees

• Otsuka Chemical Co Ltd

Inventors

• Yamamoto Minoru

Classifications

• C07C395/00 Primary

  Compounds containing tellurium · CPC title

• C08F4/42

  Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors · CPC title

• C08F20/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C08F120/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C08F2438/00

  Living radical polymerisation · CPC title