METHOD FOR PREPARING BIPYRIDINE

Abstract

Provided is a method for synthesizing bipyridine that includes performing a dimerization reaction of a reactant including a piperidine-based compound, a pyridine-based compound, or a mixture thereof in the presence of a catalyst in which an active metal is supported on a composite metal oxide support including silica (SiO2) and alumina (AI2O3).

Description

Claims

1. A method for synthesizing bipyridine, comprising: performing a dimerization reaction of a reactant including a piperidine-based compound, a pyridine-based compound, or a mixture thereof,in presence of a catalyst in which an active metal is supported on a composite metal oxide support including silica (SiO2) and alumina (Al2O3).

2. The method of claim 1, wherein the piperidine-based compound is subjected to a dehydrogenation reaction to prepare the pyridine-based compound in the presence of a catalyst, andthe pyridine-based compound is subjected to a dimerization reaction in the presence of a catalyst.

3. The method of claim 2, wherein the dehydrogenation reaction and the dimerization reaction proceed as a one-pot reaction.

4. The method of claim 1, wherein the piperidine-based compound includes piperidine, 2-methylpiperidine, 3-methylpiperidine, 4-methylpiperidine, 3,4-dimethylpiperidine, 2,4-dimethylpiperidine, 2,5-dimethylpiperidine, 2,6-dimethylpiperidine, 3,5-dimethylpiperidine, or a mixture thereof.

5. The method of claim 1, wherein the pyridine-based compound includes pyridine, 2-picoline, 3-picoline, 4-picoline, or a mixture thereof.

6. The method of claim 1, wherein the composite metal oxide support includes silica in an amount of about 1 wt% to about 50 wt% based on a total weight of the composite metal oxide support.

7. The method of claim 1, wherein the active metal includes Pd, Pt, Ru, Sn, Mn, Zn, Mg, V, Ce, La, Y, Sm, Gd, Na, K, Cs, Rb, Ni, Rh, Ir, Co, Fe, Cr, Cu, or a mixture thereof.

8. The method of claim 1, wherein the catalyst includes an active metal in an amount of about 0.1 wt% to about 10 wt% based on a total weight of the catalyst.

9. The method of claim 1, wherein the catalyst further includes an auxiliary metal other than the active metal in an amount of about 1 wt% to about 20 wt% based on a total weight of the catalyst.

10. The method of claim 1, wherein the catalyst is present in an amount of about 0.3 mole to about 1.0 mole of the active metal of the catalyst based on 100 moles of the reactant.

11. The method of claim 2, wherein the dehydrogenation reaction, the dimerization reaction, or both proceed at about 150° C. to about 250° C.

12. The method of claim 2, wherein the dehydrogenation reaction, the dimerization reaction, or both proceed at about 1 barg to about 5 barg.

13. The method of claim 1, wherein after mixing an acid with the reactant, the dimerization reaction is performed.

14. The method of claim 13, wherein the acid includes sulfuric acid, nitric acid, phosphoric acid, hydrochloric acid, boric acid, heteropolyacid, acetic acid, formic acid, malic acid, citric acid, tartaric acid, ascorbic acid, lactic acid, oxalic acid, succinic acid, tauric acid, or a mixture thereof.

15. The method of claim 13, wherein the acid is mixed in an amount of about 0.001 mole to about 0.05 mole based on 100 moles of the reactant.