# US 12,110,459 B2 · Process for producing diesel fuel from a biorenewable feed with recycled sulfur

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- Number: US 12,110,459 B2
- Document ID: US12110459B2
- Status: Granted
- Kind: B2
- Application number: 17/465,406
- Filed: 2021-09-02
- Published: 2022-04-14
- Granted: 2024-10-08
- Earliest claimed: 2020-10-09
- Assignees: Uop LLC
- Applicants: Uop LLC
- Inventors: David A. Wegerer; James T. Wexler; Xin X. Zhu; Donald Eizenga; Rafael Alcala; Ashish Mathur; Gautam Pandey; Hari S. Bajpai
- Web page: https://patentgrep.com/patent/US12110459B2

## CPC

- C10G 3/52: {Hydrogen in a special composition or from a special source}
- C01B 3/38: using catalysts
- C10G 3/50: {in the presence of hydrogen, hydrogen donors or hydrogen generating compounds}
- C10L 1/08: for compression ignition
- C01B 2203/0283: containing a CO-shift step, i.e. a water gas shift step
- C01B 2203/0405: Purification by membrane separation
- C01B 2203/0415: Purification by absorption in liquids
- C01B 2203/0475: the impurity being carbon dioxide
- C01B 2203/0495: the impurity being water
- C01B 2203/1247: Higher hydrocarbons
- C01B 2203/1252: Cyclic or aromatic hydrocarbons
- C01B 2203/148: involving a recycle stream to the feed of the process for making hydrogen or synthesis gas
- C10G 2300/1011: Biomass
- C10G 2300/1051: Kerosene having a boiling range of about 180 - 230 °C
- C10G 2300/202: Heteroatoms content, i.e. S, N, O, P
- C10G 2300/4081: Recycling aspects
- C10G 2300/42: Hydrogen of special source or of special composition
- C10G 2400/04: Diesel oil
- C10L 2200/043: Kerosene, jet fuel
- C10L 2200/0446: Diesel
- C10L 2200/0484: Vegetable or animal oils
- C10L 2270/026: for diesel engines, e.g. automobiles, stationary, marine
- C10L 2270/04: for turbines, planes, power generation
- C10L 2290/12: Regeneration of a solvent, catalyst, adsorbent or any other component used to treat or prepare a fuel
- C10L 2290/541: Absorption of impurities during preparation or upgrading of a fuel
- C10L 2290/542: Adsorption of impurities during preparation or upgrading of a fuel
- 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
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The process produces a diesel stream from a biorenewable feedstock by hydrotreating to remove heteroatoms and saturate olefins. The recycle gas is recycled to the hydrotreating reactor without removing hydrogen sulfide, which is needed in the biorenewable feed to keep the hydrotreating catalyst active. A purification unit can be utilized on a purge gas stream to purify the gas and improve hydrogen concentration in the recycle gas when added to the recycle gas.

## Claims

### Claim 1

A process for hydrotreating a biorenewable feedstock, the process comprising:
injecting sulfur to a feed stream comprising a biorenewable feedstock and passing the feed stream comprising the biorenewable feedstock with injected sulfur to a hydrotreating reactor section;
hydrotreating said feed stream comprising said biorenewable feedstock in the hydrotreating reactor section in presence of a hydrotreating hydrogen stream comprising at least 50 wppm hydrogen sulfide and a hydrotreating catalyst to hydrodeoxygenate the feed stream to provide a hydrotreated stream;
separating said hydrotreated stream into a hydrotreated liquid stream and a hydrotreated gas stream comprising hydrogen, carbon dioxide and hydrogen sulfide;
splitting said hydrotreated gas stream into a recycle gas stream and a purge gas stream;
purifying the purge gas stream in a purification unit with a solid media to remove impurities from said purge gas stream to provide a contacted purified gas stream; and
mixing said contacted purified gas stream with said recycle gas stream to provide said hydrotreating hydrogen stream.

### Claim 2 (depends on 1)

The process of claim 1 further comprising adding a make-up hydrogen gas stream to said recycle gas stream, said make-up hydrogen gas stream having a greater concentration of hydrogen than said recycle gas stream.

### Claim 3 (depends on 1)

The process of claim 1 further comprising purifying the purge gas stream in an absorber column to increase a hydrogen concentration of said purge gas stream prior to said purifying said purge gas stream in said purification unit with a solid media.

### Claim 4 (depends on 1)

The process of claim 1 further comprising feeding an impurity rich stream from said purification unit along with said hydrotreated liquid stream to a product recovery section.

### Claim 5 (depends on 3)

The process of claim 3 wherein said purifying step in said absorber column comprises contact of said purge gas stream with an absorbent stream to absorb impurities from said purge gas stream.

### Claim 6

A process for hydrotreating a biorenewable feedstock, the process comprising:
injecting sulfur to a feed stream comprising a biorenewable feedstock and passing the feed stream comprising the biorenewable feedstock with injected sulfur to a hydrotreating reactor section;
hydrotreating said feed stream comprising said biorenewable feedstock in said hydrotreating reactor section in presence of a hydrotreating hydrogen stream comprising at least 50 wppm hydrogen sulfide and a hydrotreating catalyst to hydrodeoxygenate said feed stream to provide a hydrotreated stream;
separating said hydrotreated stream into a hydrotreated liquid stream and a hydrotreated gas stream comprising hydrogen, carbon dioxide and hydrogen sulfide;
purifying a first portion of said hydrotreated gas stream to provide a contacted purified gas stream; and
mixing said contacted purified gas stream with a second portion of said hydrotreating gas stream to provide said hydrotreating hydrogen stream.

### Claim 7 (depends on 6)

The process of claim 6 further comprising splitting said hydrotreated gas stream into a recycle gas stream and a purge gas stream, wherein said purge gas stream comprises said first portion of said hydrotreating gas stream and said recycle gas stream comprises said second portion of said hydrotreating gas stream.

### Claim 8 (depends on 7)

The process of claim 7 wherein purifying said purge gas stream in said purification unit provides said contacted purified gas stream and an impurity rich stream.

### Claim 9 (depends on 8)

The process of claim 8 further comprising feeding said impurity rich stream from said purification unit with said hydrotreated liquid stream to a product recovery section.

### Claim 10 (depends on 8)

The process of claim 8 further comprising mixing a make-up gas stream with said contacted purified gas stream and said recycle gas stream.

### Claim 11 (depends on 8)

The process of claim 8 wherein said purifying step comprises contact of said purge gas stream with an absorbent stream to absorb impurities gases from said purge gas stream to provide an absorbed gas stream and/or contacting said purge gas stream or said absorbed gas stream with a solid media to remove impurities from said purge gas stream or said absorbed gas stream to provide said contacted purified gas stream.

### Claim 12

A process for hydrotreating a biorenewable feedstock, the process comprising:
injecting sulfur to a feed stream comprising a biorenewable feedstock and passing the feed stream comprising the biorenewable feedstock with injected sulfur to a hydrotreating reactor section;
hydrotreating said feed stream comprising said biorenewable feedstock in said hydrotreating reactor section in presence of a hydrotreating hydrogen stream and a hydrotreating catalyst to hydrodeoxygenate said feed stream to provide a hydrotreated stream;
separating said hydrotreated stream into a hydrotreated liquid stream and a hydrotreated gas stream comprising hydrogen, carbon dioxide and hydrogen sulfide;
splitting said hydrotreated gas stream into a recycle gas stream and a purge gas stream;
contacting said purge gas with a solid media to remove impurities and provide a contacted gas stream, wherein the solid media is a permeable membrane; and
recycling said contacted gas stream and said recycle gas stream to said hydrotreating step as components of said hydrotreating hydrogen stream, wherein said hydrotreating hydrogen stream further comprises at least 50 wppm hydrogen sulfide.

### Claim 13 (depends on 12)

The process of claim 12 further comprising mixing said recycle gas stream with said contacted gas stream.

### Claim 14 (depends on 12)

The process of claim 12 further comprising contacting said purge gas stream with an absorbent stream to remove impurities before contacting said purge gas stream with a solid media to remove impurities.

### Claim 15 (depends on 14)

The process of claim 14 further comprising mixing said contacted gas stream and said recycle gas stream with a make-up gas stream.
