IP Library Granted Patent US 9,365,782
Granted Patent B2
US 9,365,782 · App. 14/816,287 · Granted Jun 14, 2016

Hydroprocessing light cycle oil in liquid-full reactors

Inventors: Hasan Dindi (Wilmington, DE); Alan Howard Pulley (Lee's Summit, MO); Thanh Gia Ta (New Castle, DE); Vincent Adam Kuperavage, Jr. (Philadelphia, PA)
Assignee: E I DU PONT DE NEMOURS AND COMPANY
C10G65/12C10G7/00C10G45/22C10G47/00C10G2300/1037C10G2300/1044C10G2300/1051C10G2300/4081C10G2400/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,365,782
App. No.
14/816,287
Granted
Jun 14, 2016
Kind
B2
Abstract

A process for the hydroprocessing of a low-value light cycle oil (LCO) hydrocarbon feed to provide a high-value diesel-range product. The process comprises a hydrotreatment stage followed by a hydrocracking stage, each of which is conducted under liquid-full reaction conditions wherein substantially all the hydrogen supplied to the hydrotreating and hydrocracking reactions is dissolved in the liquid-phase hydrocarbon feed. Ammonia and optionally other gases formed during hydrotreatment are removed in a separation step prior to hydrocracking. The LCO feed is advantageously converted to diesel in high yield with little loss of hydrocarbon to naphtha.

Claims (24)

1. A process for hydroprocessing a hydrocarbon feed, comprising:

(a) contacting the hydrocarbon feed with hydrogen and a first diluent to form a first liquid feed, wherein hydrogen is dissolved in said first liquid feed, and wherein the hydrocarbon feed is a light cycle oil (LCO) having a polyaromatic content greater than 25% by weight, a nitrogen content greater than 300 parts per million by weight (wppm), and a density greater than 890 kg/m 3 at 15.6° C.;

(b) contacting the first liquid feed mixture with a first catalyst in a first liquid-full reaction zone to produce a first effluent;

(c) recycling a portion of the first effluent for use as all or part of the first diluent in step (a);

(d) separating at least a portion of the first effluent not recycled in a separation zone into at least three fractions comprising: (i) a low boiling fraction comprising ammonia and optionally other gases, (ii) a diesel fraction comprising a diesel-range product having a density no more than 870 kg/m 3 at 15.6° C., a polyaromatic content no more than 13% by weight, and a sulfur content no more than 60 wppm, and (iii) a high boiling fraction having a nitrogen content less than 100 wppm;

(e) contacting at least a portion of the high boiling fraction with hydrogen and a second diluent to produce a second liquid feed, wherein hydrogen is dissolved in said second liquid feed;

(f) contacting the second liquid feed with a second catalyst in a second liquid-full reaction zone to produce a second effluent having a density less than 875 kg/m 3 at 15.6° C. and a polyaromatic content less than 15% by weight; and

(g) recycling a portion of the second effluent for use as all or part of the second diluent in step (e);

wherein essentially no naphtha fraction is generated in the separating step (d).

2. The process of claim 1 further comprising: (h) separating at least a portion of the second effluent not recycled to generate at least a diesel fraction comprising a diesel-range product having a density no more than 870 kg/m 3 at 15.6° C., a polyaromatic content no more than 13% by weight, and a sulfur content no more than 60 wppm.

3. The process of claim 2 wherein the diesel fractions in separating steps (d) and (h) are either separately collected or combined as diesel blending component or diesel fuel.

4. The process of claim 1 wherein the total amount of hydrogen fed to the first and the second liquid-full reaction zones is 200-530 N l/l (1125-3000 scf/bbl).

5. The process of claim 1 wherein both the first liquid-full reaction zone and the second liquid-full reaction zone have, independently, a temperature in the range of about 300° C. to about 450° C., a pressure in the range of about 3.45 MPa (34.5 bar) to about 17.3 MPa (173 bar), and a liquid hourly space velocity (LHSV) of from about 0.1 hr −1 to about 10 hr −1 .

6. The process of claim 1 wherein the high boiling fraction has a nitrogen content less than 50 wppm.

7. The process of claim 1 wherein the high boiling fraction has a nitrogen content less than 10 wppm.

8. The process of claim 1 wherein the LCO in step (a) has a sulfur content of more than 500 wppm and the second effluent in step (f) has a sulfur content no more than 50 wppm.

9. The process of claim 1 wherein the LCO in step (a) has a cetane index less than 30 and the second effluent in step (f) has a cetane index no less than 35.

10. The process of claim 1 wherein the diesel fraction comprises a diesel-range product having a density no more than 845 kg/m 3 at 15.6° C., a polyaromatic content no more than 11% by weight, and a sulfur content no more than 10 wppm.

11. The process of claim 1 wherein the diesel fraction has a nitrogen content less than 100 wppm.

12. The process of claim 1 wherein the first catalyst is a hydrotreating catalyst, and the second catalyst is a hydrocracking catalyst.

13. The process of claim 12 wherein the hydrotreating catalyst comprises a non-precious metal and an oxide support.

14. The process of claim 13 wherein the non-precious metal is a combination of metals selected from the group consisting of nickel-molybdenum (NiMo), cobalt-molybdenum (CoMo), nickel-tungsten (NiW) and cobalt-tungsten (CoW).

15. The process of claim 12 wherein the hydrocracking catalyst comprises a non-precious metal and an oxide support.

16. The process of claim 15 wherein the non-precious metal is a combination of metals selected from the group consisting of nickel-molybdenum (NiMo), cobalt-molybdenum (CoMo), nickel-tungsten (NiW) and cobalt-tungsten (CoW).

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2025
From: KUPERAVAGE, JR., VINCENT ADAM; DINDI, HASAN; PULLEY, ALAN HOWARD; TA, THANH GIA
To: E. I. DUPONT DE NEMOURS AND COMPANY
Reel/Frame 071103/0527 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 059593/0951 Recorded Nov 19, 2024
From: MADISON PACIFIC TRUST LIMITED
To: REFINING TECHNOLOGY SOLUTIONS, LLC
Reel/Frame 069389/0366 →
SECURITY INTEREST Recorded Nov 15, 2024
From: BELCO TECHNOLOGIES CORPORATION; REFINING TECHNOLOGY SOLUTIONS, LLC; MECS, INC.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 069284/0388 →
SECURITY INTEREST Recorded Nov 15, 2024
From: BELCO TECHNOLOGIES CORPORATION; REFINING TECHNOLOGY SOLUTIONS, LLC; MECS, INC.
To: MSD ADMIN SERVICES, LLC, AS COLLATERAL AGENT
Reel/Frame 069286/0861 →
IP SECURITY AGREEMENT SUPPLEMENT Recorded Apr 4, 2022
From: REFINING TECHNOLOGY SOLUTIONS, LLC
To: MADISON PACIFIC TRUST LIMITED, AS SECURITY AGENT
Reel/Frame 059593/0951 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 31, 2020
From: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
To: REFINING TECHNOLOGY SOLUTIONS, LLC
Reel/Frame 053369/0191 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ENTITY FOR ASSIGNEE PREVIOUSLY RECORDED AT REEL: 49879 FRAME: 212. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 6, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 050301/0065 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 049879/0212 →
Continuity (3)
Continuation 14051495 · Oct 11, 2013
Continuation In Part 13669540 · Nov 6, 2012
Related Publication 20150337222A1 · Nov 26, 2015