JPWO2020205265A5

JPWO2020205265A5 -

Info

Publication number: JPWO2020205265A5
Application number: JP2021558806A
Authority: JP
Publication date: 2023-03-29

Claims

A hydrocracking catalyst,
a catalytic component comprising copper oxide, manganese oxide, and aluminum oxide;
a binder comprising a zirconium component;
the catalyst comprises at least about 30.0% by weight copper oxide;
A hydrocracking catalyst, wherein the catalyst is substantially free of silicon or its oxides.

2. The hydrocracking catalyst of claim 1, wherein said copper oxide is present in an amount of from about 35% to about 75% or from about 45% to about 55% by weight of said hydrocracking catalyst.

3. The hydrocracking catalyst of claim 1 or 2 , wherein the manganese oxide is present in an amount of from about 0% to about 10% or from about 5% to about 12% by weight of the hydrocracking catalyst. .

3. The hydrocracking catalyst of claim 1 or 2 , wherein said aluminum oxide is present in an amount of from about 15% to about 40% or from about 20% to about 35% by weight of said hydrocracking catalyst. .

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the zirconium component is zirconium oxide.

3. The hydrocracking catalyst of claim 1 or 2 , wherein the zirconium component is present in an amount of from about 4% to about 15% or from about 5% to about 12% by weight of the hydrocracking catalyst. .

3. The hydrocracking catalyst of claim 1 or 2 , wherein the binder further comprises alumina.

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the hydrocracking catalyst further comprises an alkali metal component.

9. The hydrocracking catalyst of Claim 8 , wherein the alkali metal component comprises sodium.

9. The hydrocracking catalyst of claim 8 , wherein said alkali metal is present in an amount of about 0 wt% to about 1 wt%.

The hydrocracking catalyst is in a non-reduced form and (i) 31.1°, 36.0°, 36.8°, 38.8°, 44.6°, 48.8°, 61.7 , 64.9°, 68.1° , or (ii) 18.9°, 31.1°, 32.5°, 36.0°, 36.8°, 38.8°, 44.6° °, 48.8°, 53.6°, 58.3°, 59.1°, 61.7°, 64.9°, 66.8°, 68.1°, 72.2°, 75.1° 3. The hydrocracking catalyst of claim 1 or 2 , exhibiting an X-ray powder diffraction profile having 2-theta peaks at 20° and 77.0°.

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the hydrocracking catalyst is a calcined extruded hydrocracking catalyst.

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the hydrocracking catalyst exhibits a pore volume greater than 0.25 cm ^<3> /g.

3. The hydrocracking catalyst of claim 1 or 2 , wherein the hydrocracking catalyst exhibits a packed bulk density of from about 0.8 g/ ^cm3 to about 1.5 g/ ^cm3 .

3. The hydrocracking catalyst of claim 1 or 2 , wherein the hydrocracking catalyst has a Brunauer-Emmett-Teller (BET) surface area of from about 15 m ² /g to about 70 m ² /g. .

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the hydrocracking catalyst is in the form of solid extrudates or tablets.

A method of preparing a calcined hydrocracking catalyst, comprising:
mixing a catalyst component with a binder system and water to obtain a material mixture;
forming the material mixture to obtain a formed material mixture;
calcining the formed material mixture at a temperature and for a time sufficient to cure the calcined hydrocracking catalyst;
the catalytic component comprises copper oxide, manganese oxide, and aluminum oxide;
the binder system comprises a zirconium component,
said calcined hydrocracking catalyst comprises at least 30% by weight of copper oxide;
A method, wherein said calcined hydrocracking catalyst is substantially free of silicon or oxides thereof.

18. The method of claim 17 , wherein the catalytic component comprises a precalcined powder comprising copper oxide, manganese oxide, and aluminum oxide.

19. The method of claim 18 , wherein the precalcined powder is calcined at a temperature of about 400°C to about 800°C.

A method according to any one of claims 17-19 , wherein the zirconium component is zirconium acetate.

The method of any one of claims 17-19 , wherein the binder system further comprises alumina.

20. The method of any one of claims 17-19 , further comprising mixing an extrusion aid selected from polymeric polysaccharides, hydroxypropylmethylcellulose, hydroxylethylmethylcellulose, or mixtures of two or more thereof.

20. The method of any one of claims 17-19 , further comprising removing at least some of said water from the wet material mixture prior to calcining.

20. The method of any one of claims 17-19 , wherein the calcination is performed at a temperature of from about 200°C to about 1000°C or from about 450°C to about 550°C .

A hydrocracking catalyst prepared by the method of any one of claims 17-19 .

A method for hydrogenolyzing a fatty acid ester, comprising:
a catalytic component comprising copper oxide, manganese oxide, and aluminum oxide;
contacting with a hydrocracking catalyst comprising a binder comprising a zirconium component;
the hydrocracking catalyst comprises at least 30% copper oxide;
The method, wherein the hydrocracking catalyst is substantially free of silicon or oxides thereof.

The fatty acid ester is of formula I
R ¹ -CO-OR ² (I)
is represented by
During the ceremony,
whether R ¹ and R ² are each independently branched or unbranched C ₁ -C ₂₄ alkyl, or branched or unbranched C ₂ -C ₂₄ alkenyl;
R ¹ and R ² are each independently C ₁₀ -C ₁₄ branched or unbranched alkyl, or C ₁₀ -C ₁₄ branched or unbranched alkenyl;
R ¹ and R ² are each independently C ₁₂ -C ₁₄ branched or unbranched alkyl; or
according to claim 26 , wherein when R ¹ is C ₁₀ -C ₁₈ branched or unbranched alkyl, or C ₁₀ -C ₁₈ branched or unbranched alkenyl, R ² is C ₁ -C ₆ alkyl or methyl; described method.

28. The method of claim 26 or 27 , wherein the copper oxide is present in an amount of about 35% to about 75% by weight of the hydrocracking catalyst.

28. The method of claim 26 or 27 , wherein the manganese oxide is present in an amount of about 1% to about 20% by weight of the hydrocracking catalyst.

28. The process of claim 26 or 27 , wherein said aluminum oxide is present in an amount of from about 15% to about 40% by weight of said hydrocracking catalyst.

28. The method of claim 26 or 27 , wherein the zirconium component is zirconium oxide.

28. The method of claim 26 or 27 , wherein the zirconium component is present in an amount of about 1% to about 20% by weight of the hydrocracking catalyst.

28. The method of claim 26 or 27 , wherein the binder further comprises alumina.

28. The method of claim 26 or 27 , wherein the hydrocracking catalyst further comprises an alkali metal component.

35. The method of claim 34 , wherein the alkali metal component comprises sodium.

35. The method of claim 34 , wherein said alkali metal is present in an amount of about 0% to about 1% by weight.

The hydrocracking catalyst is in a non-reduced form and (i) 31.1°, 36.0°, 36.8°, 38.8°, 44.6°, 48.8°, 61.7 , 64.9°, 68.1° , or (ii) 18.9°, 31.1°, 32.5°, 36.0°, 36.8°, 38.8°, 44.6° °, 48.8°, 53.6°, 58.3°, 59.1°, 61.7°, 64.9°, 66.8°, 68.1°, 72.2°, 75.1° 28. The method of claim 26 or 27 , exhibiting an X-ray powder diffraction profile having 2-theta peaks at 20° and 77.0°.

28. A process according to claim 26 or 27 , wherein the hydrocracking catalyst is a calcined extruded hydrocracking catalyst.

28. The method of Claims 26 or 27 , wherein the hydrocracking catalyst exhibits a pore volume greater than 0.25 ^cm3 /g.

28. The process of claims 26 or 27 , wherein the hydrocracking catalyst exhibits a packed bulk density of from about 0.8 g/ ^cm3 to about 1.5 g/ ^cm3 .

28. The process of claims 26 or 27 , wherein the hydrocracking catalyst has a Brunauer-Emmett-Teller (BET) surface area of from about 15 m ² /g to about 70 m ² /g.

28. The method of claim 26 or 27 , wherein the method is performed at a temperature of at least about 170°C , or from about 170°C to about 220°C .

3. The hydrocracking catalyst according to claim 1 or 2 , wherein the hydrocracking catalyst does not contain silicon or oxides thereof.

A process according to any one of claims 17 to 19 , wherein the calcined hydrocracking catalyst does not contain silicon or oxides.

28. The method of claim 26 or 27 , wherein the hydrocracking catalyst does not contain silicon or oxides.

20. The method of any one of claims 17-19 , wherein forming the material mixture comprises extrusion, tableting, or spheronization.