# US 10,370,597 B2 · Method of obtaining liquid biohydrocarbons from oils of natural origin

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- Number: US 10,370,597 B2
- Document ID: US10370597B2
- Status: Granted
- Kind: B2
- Application number: 15/754,201
- Filed: 2016-08-18
- Published: 2018-09-06
- Granted: 2019-08-06
- Earliest claimed: 2015-08-28
- Assignees: Instyut Chemii Przemyslowej Im. Prof. Ignacego Moscickiego
- Applicants: Instytut Chemii PrzemysłOwej Im. Prof. Ignacego MośCickiego
- Inventors: Osazuwa Osawaru; Jacek Kijenski; Ewa Smigiera; Anna Zgudka; Andrzej Kedziora; Krzysztof Tomon
- Web page: https://patentgrep.com/patent/US10370597B2

## CPC

- C10G 3/50: {in the presence of hydrogen, hydrogen donors or hydrogen generating compounds}
- B01J 21/06: Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J 23/00: Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 (B01J21/16 takes precedence)
- C10G 3/45: {containing iron group metals or compounds thereof}
- C10G 3/47: {containing platinum group metals or compounds thereof}
- C10G 3/48: {further characterised by the catalyst support}
- C10G 2300/1014: of vegetal origin
- C10G 2300/1018: of animal origin
- C10G 2400/04: Diesel oil
- Y02P 30/20: using bio-feedstock
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

In the method of obtaining liquid biohydrocarbons from oils of natural origin, in the first step, the oil and/or waste oil is/are heated in the presence of a mixture of hydrogen and carbon monoxide in the presence of a catalyst in the form of a metal oxide selected from a group comprising CoO, NiO, MoO3, ZrO2, or a mixture of such metal oxides, on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, whereupon the product of the first step is contacted with hydrogen gas or with a mixture of hydrogen and carbon monoxide in the presence of a metallic catalyst selected from a group comprising Pd, Pt, Co/Mo, Ni/Mo, Zr on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, P2O5, ZrO2 or on a mixture of such oxides.

## Claims

### Claim 1

A method of obtaining liquid biohydrocarbons from oils of natural origin, carried out in two steps in a coupled flow system in the presence of heterophase catalysts,
wherein in the first step,
the oils of natural origin are heated at a temperature in a range of 100-500° C.,
at a pressure in a range of 0.1-5 MPa in the presence of a mixture of hydrogen and carbon monoxide, and
in the presence of a catalyst in the form of a metal oxide selected from a group comprising CoO, NiO, MoO3, ZrO2, or a mixture of such metal oxides, on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, thereby producing a product of the first step,
and wherein in the second step, the product of the first step is contacted with hydrogen gas or with a mixture of hydrogen and carbon monoxide
at a temperature in a range of 100-500° C.,
at a pressure in a range of 0.1-5 MPa, and
in the presence of a metallic catalyst selected from a group comprising Pd, Pt, Co/Mo, Ni/Mo, Zr on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, P2O5, ZrO2 or on a mixture of such oxides.

### Claim 2 (depends on 1)

The method as claimed in claim 1, wherein the catalyst used in the first step of the process is ZrO2 or a mixture of ZrO2 and one or more metal oxides selected from the group consisting of CoO, NiO, and MoO3.

### Claim 3 (depends on 1)

The method as claimed in claim 1, wherein the mixture of hydrogen and carbon monoxide used in the first and second steps of the process is a mixture obtained by a selective decomposition of methanol.

### Claim 4 (depends on 1)

The method as claimed in claim 1, wherein the first and/or second step of the process is/are carried out under atmospheric pressure.

### Claim 5 (depends on 1)

The method of claim 1, wherein the oils of natural origin are selected from the group consisting of vegetable oils, animal fats, algal oils and lipid fractions of ligno-cellulose waste.

### Claim 6 (depends on 1)

The method of claim 1, wherein the mixture of hydrogen and carbon monoxide is in a hydrogen to carbon monoxide molar ratio of 1 to 2.

### Claim 7 (depends on 1)

The method of claim 1, wherein the first step produces spatial isomers and/or hexamethylbenzene.

### Claim 8 (depends on 1)

The method of claim 1, wherein the first step produces 10-30% by weight of spatial isomers and/or 2-5% by weight of hexamethylbenzene in the product of the first step.

### Claim 9 (depends on 5)

The method of claim 5,
wherein the mixture of hydrogen and carbon monoxide is in a hydrogen to carbon monoxide molar ratio of 1 to 2; and
wherein the first step produces 10-30% by weight of spatial isomers and/or 2-5% by weight of hexamethylbenzene in the product of the first step.

### Claim 10 (depends on 1)

The method of claim 1,
wherein the first step consists essentially of:
heating oils of natural origin at a temperature in a range 100-500° C.,
at a pressure in a range 0.1-5 MPa in the presence of a mixture of hydrogen and carbon monoxide, and
in the presence of a catalyst in the form of a metal oxide selected from a group comprising CoO, NiO, MoO3, ZrO2, or a mixture of such metal oxides, on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, thereby producing a product of the first step, and
wherein the second step consists essentially of:
the product of the first step is contacted with hydrogen gas or with a mixture of hydrogen and carbon monoxide,
at a temperature in a range of 100-500° C.,
at a pressure in a range of 0.1-5 MPa, and
in the presence of a metallic catalyst selected from a group comprising Pd, Pt, Co/Mo, Ni/Mo, Zr on an oxide support selected from a group comprising SiO2, Al2O3, TiO2, P2O5, ZrO2 or on a mixture of such oxides.

### Claim 11 (depends on 10)

The method of claim 10, wherein the oils of natural origin are selected from the group consisting of vegetable oils, animal fats, algal oils and lipid fractions of ligno-cellulose waste.

### Claim 12 (depends on 10)

The method of claim 10,
wherein the mixture of hydrogen and carbon monoxide is in a hydrogen to carbon monoxide molar ratio of 1 to 2; and
wherein the first step produces 10-30% by weight of spatial isomers and/or 2-5% by weight of hexamethylbenzene in the product of the first step.