Hydrocracking catalyst, method for producing same, and method for producing hydroxy compound using said catalyst

Patent metadata

Field	Value
Publication number	US-9334211-B2
Application number	US-201214239863-A
Country	US
Kind code	B2
Filing date	Aug 22, 2012
Priority date	Aug 23, 2011
Publication date	May 10, 2016
Grant date	May 10, 2016

Abstract

The present invention provides a hydrocracking catalyst obtainable by mixing a metal compound (A) including any one metal of Groups 3 to 11 of the Periodic Table, a compound (B) including at least one compound selected from the group consisting of a ruthenium oxide compound (B1) and a high-valence compound (B2) including any metal of Groups 8 to 11 of the Periodic Table, and a metal oxide (C) including a metal of Group 5, Group 6 or Group 7 of the Periodic Table, and conducting reduction treatment.

First claim

The invention claimed is:

1. A method for producing a hydroxy compound, comprising a step of:
contacting a hydrocracking catalyst with an ether compound having a hydroxymethyl group, in the presence of a hydrogen source; wherein
the hydrocracking catalyst is obtainable by conducting a reduction treatment after mixing:
a metal compound (A) including any one metal element selected from the group consisting of Ir, Rh, Ru, Pd, Pt, Au, La, Yb, Zr, Hf, Nb, Ta, Mo, W, Mn, Re, Co, Cu, and Ag,
a compound (B) including at least one compound selected from the group consisting of a ruthenium oxide compound (B1) and a high-valence compound (B2) including any metal element selected from the group consisting of Pt, Au, and Rh, and
a metal oxide (C) including any metal element selected from the group consisting of Re, Mo, and W; and

the ether compound represented by general formula (1) is contacted with the hydrocracking catalyst in the presence of a hydrogen source, to obtain a hydroxy compound represented by general formula (2)

in the formula, R 1 , R 2 and R 3 each independently represent hydrogen or a C1-5 alkyl group, and R 1 and R 2 or R 2 and R 3 bonded to adjacent carbons may optionally be bonded together to form a ring and a bond represented by the following formula (a) in the formula represents a single bond or a double bond;

in the formula, R 1 , R 2 and R 3 each independently represent hydrogen or a C1-5 alkyl group, and R 1 and R 2 or R 2 and R 3 bonded to adjacent carbons may optionally be bonded together to form a ring; and a bond represented by the following formula (a) in the formula represents a single bond or a double bond

2. A method for producing a hydroxy compound, comprising a step of:
contacting a hydrocracking catalyst with an ether compound having a hydroxymethyl group, in the presence of a hydrogen source; wherein
the hydrocracking catalyst is obtainable by conducting a reduction treatment after mixing:
a metal compound (A) including any one metal element selected from the group consisting of Ir, Rh, Ru, Pd, Pt, Au, La, Yb, Zr, Hf, Nb, Ta, Mo, W, Mn, Re, Co, Cu, and Ag,
a compound (B) including at least one compound selected from the group consisting of a ruthenium oxide compound (B1) and a high-valence compound (B2) including any metal element selected from the group consisting of Pt, Au, and Rh, and
a metal oxide (C) including any metal element selected from the group consisting of Re, Mo, and W; and

the ether compound is at least one type of compound selected from the group consisting of compounds of general formulas (1a), (1b), (1c) and (1d);

in the formulas, R 1 , R 2 and R 3 each independently represent hydrogen or a C1-5 alkyl group, and R 1 and R 2 or R 2 and R 3 bonded to adjacent carbons may optionally be bonded together to form a ring.

3. A method for producing a hydroxy compound, comprising a step of:
contacting a hydrocracking catalyst with an ether compound having a hydroxymethyl group, in the presence of a hydrogen source; wherein
the hydrocracking catalyst is obtainable by conducting a reduction treatment after mixing:
a metal compound (A) including any one metal element selected from the group consisting of Ir, Rh, Ru, Pd, Pt, Au, La, Yb, Zr, Hf, Nb, Ta, Mo, W, Mn, Re, Co, Cu, and Ag,
a compound (B) including at least one compound selected from the group consisting of a ruthenium oxide compound (B1) and a high-valence compound (B2) including any metal element selected from the group consisting of Pt, Au, and Rh, and
a metal oxide (C) including any metal element selected from the group consisting of Re, Mo, and W; and

the ether compound represented by general formula (3) is contacted with the hydrocracking catalyst in the presence of a hydrogen source, to obtain a hydroxy compound represented by general formula (4);

in the formula, R 1 , R 2 , R 3 and R 4 each independently represent hydrogen or a C1-5 alkyl group, and R 1 , R 2 , R 3 and R 4 bonded to adjacent carbons are optionally bonded together to form a ring; and a bond represented by the following formula (a) in the formula represents single a single bond or a double bond;

in the formula, R 1 , R 2 , R 3 and R 4 each independently represent hydrogen or a C1-5 alkyl group, and R 1 , R 2 , R 3 and R 4 bonded to adjacent carbons are optionally bonded together to form a ring; the bonds represented by the following formula (a) in the formula represents a single bond or a double bond

4. A method for producing a hydroxy compound, comprising a step of:
contacting a hydrocracking catalyst with an ether compound having a hydroxymethyl group, in the presence of a hydrogen source; wherein
the hydrocracking catalyst is obtainable by conducting a reduction treatment after mixing:
a metal compound (A) including any one metal element selected from the group consisting of Ir, Rh, Ru, Pd, Pt, Au, La, Yb, Zr, Hf, Nb, Ta, Mo, W, Mn, Re, Co, Cu, and Ag,
a compound (B) including at least one compound selected from the group consisting of a ruthenium oxide compound (B1) and a high-valence compound (B2) including any metal element selected from the group consisting of Pt, Au, and Rh, and
a metal oxide (C) including any metal element selected from the group consisting of Re, Mo, and W; and

the ether compound is at least one type of compound selected from the group consisting of compounds of general formulas (3a), (3b), (3c) and (3d);

in the formulas, R 1 , R 2 , R 3 and R 4 each independently represent hydrogen or a C1-5 alkyl group, and R 1 , R 2 , R 3 and R 4 bonded to adjacent carbons may optionally be bonded together to form a ring.

Assignees

• Yoshii Kiyotaka
• Yamada Atsushi
• Ube Industries

Inventors

• Yoshii Kiyotaka
• Yamada Atsushi

Classifications

• C07C29/103 Primary

  of cyclic ethers · CPC title

• C07C31/20

  Dihydroxylic alcohols · CPC title

• B01J23/6527

  Tungsten · CPC title

• B01J23/468

  Iridium · CPC title

• B01J23/464

  Rhodium · CPC title