# US 10,501,693 B2 · Process for manufacture of liquid fuel components from renewable sources

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- Number: US 10,501,693 B2
- Document ID: US10501693B2
- Status: Granted
- Kind: B2
- Application number: 13/646,250
- Filed: 2012-10-05
- Published: 2013-04-11
- Granted: 2019-12-10
- Earliest claimed: 2011-10-07
- Assignees: Neste Oyj
- Applicants: Neste Oil Oyj
- Inventors: Marko Laakkonen; Jukka Myllyoja; Blanka Toukoniitty; Mervi Hujanen; Ari Saastamoinen; Alpo Toivo
- Web page: https://patentgrep.com/patent/US10501693B2

## CPC

- C10G 3/00: Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids (production from non-melting solid oxygen-containing carbonaceous materials C10G1/00)
- C11B 3/001: {by a combination of two or more of the means hereafter}
- C11B 3/006: {by extraction}
- C11B 3/008: {by filtration, e.g. including ultra filtration, dialysis (C11B3/005 takes precedence)}
- C11B 3/10: by adsorption
- C11B 3/16: by mechanical means
- C11C 3/00: Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom (sulfonated fats or oils C07C309/62; factice C08H; drying oils C09F)
- C11C 3/12: by hydrogenation
- C11C 3/14: by isomerisation {(isomerisation induced by hydrogenation C11C3/12)}
- C10G 2300/1014: of vegetal origin
- C10G 2300/1018: of animal origin
- C10G 2300/202: Heteroatoms content, i.e. S, N, O, P
- C10G 2300/205: Metal content
- C10G 2300/4081: Recycling aspects
- C10G 2300/802: Diluents
- 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
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)
- C11C: FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

A method for producing liquid fuel components from renewable oil. A fresh feedstock including saturated fatty acids is subjected to dilution by an organic lipophilic solvent. The solvent has a low phosphorus and metal impurity content, less than 5 ppm and less than 10 ppm, respectively. Dilution is performed before and/or during purification by at least one pretreatment process for removal of phosphorus and metal impurities. Subsequently, the resulting purified feedstock is fed into at least one post-treatment process suitable for producing liquid fuel components.

## Claims

### Claim 1

A method for producing liquid fuel components from renewable oil, the method comprising:
subjecting a fresh feedstock of renewable oil comprising saturated fatty acids to dilution with an organic lipophilic solvent containing less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the organic lipophilic solvent consists essentially of a mixture of iso-paraffins with a carbon chain length of C14 to C18, wherein the fresh feedstock is subjected to the dilution before and/or during purification of the fresh feedstock by at least one pretreatment process for removal of phosphorus and metal impurities and for forming a purified feedstock, wherein the pretreatment process comprises a degumming process,
wherein the fresh feedstock is subjected to the dilution before and/or during the degumming process, and
subsequently feeding the purified feedstock into at least one post-treatment process for producing liquid fuel components,
wherein a volume ratio of the organic lipophilic solvent to the fresh feedstock is within a range of from 0.1:1 to 2:1, and
wherein the purified feedstock contains less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the metal impurities comprise Fe, Na, Ca, and Mg.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the purified feedstock is centrifuged to remove a gum formed from the degumming process.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the post-treatment process comprises a hydrotreating step and an isomerization step.

### Claim 4 (depends on 3)

The method according to claim 3, wherein the post-treatment process comprises conducting the hydrotreating step including hydrogenation and deoxygenation, and subsequently conducting the isomerization step.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the renewable oil includes an animal oil or fat, a plant oil or fat, a microscopic plant oil or fat, a microbe oil or fat, or a combination thereof.

### Claim 6 (depends on 1)

The method according to claim 1, wherein the fresh feedstock of renewable oil comprising saturated fatty acids has an iodine value of less than 100.

### Claim 7 (depends on 1)

The method according to claim 1, wherein the post-treatment process comprises a hydrotreating step and an isomerization step, wherein a vapor phase formed during the hydrotreating step is removed before conducting the isomerization step.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the fresh feedstock of renewable oil comprising saturated fatty acids has an iodine value of less than 75.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the fresh feedstock of renewable oil comprising saturated fatty acids has an iodine value of less than 60.

### Claim 10 (depends on 1)

The method according to claim 1, wherein the volume ratio of the organic lipophilic solvent to the fresh feedstock is within a range of from 0.2:1 to 1:1.

### Claim 11 (depends on 1)

The method according to claim 1, wherein the organic lipophilic solvent contains less than 5 ppm metal impurities.

### Claim 12 (depends on 1)

The method according to claim 1, wherein the pretreatment process further comprises a bleaching process, a centrifugation process, a filtering process, or a combination thereof.

### Claim 13 (depends on 1)

The method according to claim 1, wherein the dilution is conducted prior to the pretreatment process.

### Claim 14 (depends on 1)

The method according to claim 1, wherein the pretreatment process consists of the degumming process and optionally a centrifugation process.

### Claim 15 (depends on 13)

The method according to claim 13, wherein the pretreatment process consists of the degumming process and optionally a centrifugation process.

### Claim 16 (depends on 15)

The method according to claim 15, wherein the post-treatment process comprises a hydrotreating step and an isomerization step.

### Claim 17 (depends on 1)

The method according to claim 1, wherein a weight ratio of the organic lipophilic solvent to the fresh feedstock is 1:9 to 1:1.5.

### Claim 18 (depends on 1)

The method according to claim 1, wherein a weight ratio of the organic lipophilic solvent to the fresh feedstock is 1:9 to 1:4.

### Claim 19

A method for producing liquid fuel components from renewable oil, the method comprising:
subjecting a fresh feedstock of renewable oil comprising saturated fatty acids to dilution with an organic lipophilic solvent containing less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the organic lipophilic solvent consists essentially of a mixture of iso-paraffins with a carbon chain length of C14 to C18, wherein the fresh feedstock is subjected to the dilution before purification of the fresh feedstock by at least one pretreatment process for removal of phosphorus and metal impurities and for forming a purified feedstock, wherein the pretreatment process comprises a degumming process, wherein the fresh feedstock is subjected to the dilution before the degumming process, and
subsequently feeding the purified feedstock into at least one post-treatment process for producing liquid fuel components,
wherein a volume ratio of the organic lipophilic solvent to the fresh feedstock is within a range of from 0.1:1 to 2:1.

### Claim 20

A method for producing liquid fuel components from renewable oil, the method comprising:
subjecting a fresh feedstock of renewable oil comprising saturated fatty acids to dilution with an organic lipophilic solvent containing less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the organic lipophilic solvent consists essentially of a mixture of iso-paraffins with a carbon chain length of C14 to C18, wherein the fresh feedstock is subjected to the dilution during purification of the fresh feedstock by at least one pretreatment process for removal of phosphorus and metal impurities and for forming a purified feedstock, wherein the pretreatment process comprises a degumming process, wherein the fresh feedstock is subjected to the dilution during the degumming process, and
subsequently feeding the purified feedstock into at least one post-treatment process for producing liquid fuel components,
wherein a volume ratio of the organic lipophilic solvent to the fresh feedstock is within a range of from 0.1:1 to 2:1, and
wherein the purified feedstock contains less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the metal impurities comprise Fe, Na, Ca, and Mg.

### Claim 21

A method for producing liquid fuel components from renewable oil, the method comprising:
subjecting a fresh feedstock of renewable oil comprising saturated fatty acids to dilution with an organic lipophilic solvent wherein the organic lipophilic solvent consists essentially of a mixture of iso-paraffins with a carbon chain length of C14 to C18, containing less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the fresh feedstock is subjected to the dilution before and during purification of the fresh feedstock by at least one pretreatment process for removal of phosphorus and metal impurities and for forming a purified feedstock, wherein the pretreatment process comprises a degumming process, wherein the fresh feedstock is subjected to the dilution before and during the degumming process, and
subsequently feeding the purified feedstock into at least one post-treatment process for producing liquid fuel components,
wherein a volume ratio of the organic lipophilic solvent to the fresh feedstock is within a range of from 0.1:1 to 2:1, and
wherein the purified feedstock contains less than 5 ppm phosphorus impurities and less than 10 ppm metal impurities, wherein the metal impurities comprise Fe, Na, Ca, and Mg.

### Claim 22 (depends on 1)

The method according to claim 1, wherein the organic lipophilic solvent consists of a mixture of iso-paraffins with a carbon chain length of C14 to C18.
