IP Library Granted Patent US 11,518,951
Granted Patent B2
US 11,518,951 · App. 16/981,189 · Granted Dec 6, 2022

Method of producing a fuel additive

Inventors: Guillermo Leal (Riyadh, SA); Naif Mohammed Al-Naddah Al-Otaibi (Riyadh, SA); Kareemuddin Mahaboob Shaik (Dhahran, SA); Mohammed Bismillah Ansari (Riyadh, SA); Vijay Dinkar Bodas (Riyahd, SA)
Assignees: SABIC GLOBAL TECHNOLOGIES B.V.; SAUDI ARABIAN OIL COMPANY
C10L1/1608C07C5/05C07C7/005C07C7/04C07C7/13C07C29/04C10L1/1824C10L10/10
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 11,518,951
App. No.
16/981,189
Granted
Dec 6, 2022
Kind
B2
Abstract

A method of producing a fuel additive includes passing a feed stream comprising C4 hydrocarbons through a hydrogenation unit producing a hydrogenated stream; passing the hydrogenated stream through a distillation unit producing a first stream and a second stream; producing an isobutylene stream by passing the first stream through a molecular sieve unit; passing the isobutylene stream to a hydration unit as a feedstock for the fuel additive; and forming the fuel additive in the hydration unit.

Claims (35)

1. A method of producing a fuel additive, comprising:

passing a feed stream comprising C4 hydrocarbons through a hydrogenation unit producing a hydrogenated stream wherein the hydrogenation unit comprises multiple reactors in series wherein the reactors are operated at a temperature in the range of 40 to 80° C. and a pressure in the range of 140 to 400 psig wherein greater than or equal to 85% by weight of any butadiene present in the feed stream is converted to 1-butene and/or 2-butene within the hydrogenation unit;

passing the hydrogenated stream through a distillation unit producing a first stream and a second stream;

producing an isobutylene stream by passing the first stream through a molecular sieve unit;

passing the isobutylene stream having a purity of greater than or equal to 90% to a hydration unit as a feedstock for the fuel additive; and

forming the fuel additive in the hydration unit.

2. The method of claim 1 , wherein the feed stream comprises at least one of propylene, ethyl acetylene, vinyl acetylene, propadiene, 1,3-butadiene, 1,2-butadiene, isobutylene, cis-2-butene, trans-2-butene, 1-butene, isobutane, n-butane, or propene.

3. The method of claim 1 , wherein the first stream comprises isobutane and isobutylene.

4. The method of claim 1 , wherein the second stream comprises 1-butene and 2-butene.

5. The method of claim 1 , further comprising passing a water stream through the hydration unit.

6. The method of claim 1 , further comprising adding tertiary butyl catechol and/or hydrogen to the feed stream prior to passing through the hydrogenation unit.

7. The method of claim 1 , further comprising withdrawing an n-butane stream from the distillation unit and recycling the n-butane stream back to the feed stream.

8. The method of claim 1 , further comprising withdrawing an isobutane stream from the molecular sieve unit and recycling the isobutane stream back to the feed stream.

9. The method of claim 8 , further comprising passing the isobutane stream through a propylene unit and withdrawing a propylene product from the propylene unit.

10. A method of producing a fuel additive, comprising:

passing a feed stream comprising C4 hydrocarbons through a hydrogenation unit producing a hydrogenated stream wherein the hydrogenation unit comprises multiple reactors in series wherein the reactors are operated at a temperature in the range of 40 to 80° C. and a pressure in the range of 140 to 400 psig;

passing the hydrogenated stream through a distillation unit producing a first stream and a second stream;

withdrawing a 2-butene stream from the distillation unit, passing the 2-butene stream through a second hydrogenation unit producing a 1-butene stream, and recycling the 1-butene stream back to the distillation unit;

producing an isobutylene stream by passing the first stream through a molecular sieve unit;

passing the isobutylene stream having a purity of greater than or equal to 90% to a hydration unit as a feedstock for the fuel additive; and

forming the fuel additive in the hydration unit.

11. The method of claim 10 , further comprising passing at least a portion of the 1-butene stream through a separation unit and through the hydration unit.

12. The method of claim 1 , wherein the hydration unit comprises at least one of an oscillating baffle reactor, a fixed bed reactor, a membrane integrated reactor, or an isothermal multi-tubular reactor.

13. The method of claim 1 , wherein greater than or equal to 0.01% of any butene present in the second stream is converted to butanol within the hydration unit.

14. The method of claim 1 , further comprising withdrawing a fuel additive product from the hydration unit, wherein the fuel additive product comprises at least one of 2-butanol, tert-butyl alcohol, or di-isobutene.

15. The method of claim 14 , wherein the fuel additive product comprises greater than or equal to 0.01% trimethylpentane.

16. The method of claim 14 , wherein an octane number of the fuel additive product is greater than or equal to 85 according to the Anti-Knock Index.

17. The method of claim 14 , wherein a Reid vapor pressure of the fuel additive product is less than or equal to 75 kiloPascals.

18. A method of producing a fuel additive, comprising:

producing hydrogenated products by passing a feed stream comprising C4 hydrocarbons through a hydrogenation unit, wherein greater than or equal to 90% of any butadiene present in the feed stream is converted to 1-butene and/or 2-butene within the hydrogenation unit;

passing the hydrogenated products through a distillation unit producing a first stream comprising isobutylene and isobutane and a second stream comprising n-butane, 1-butene, and 2-butene;

producing an isobutylene stream having greater than or equal to 90% purity by passing the first stream through a molecular sieve unit having a pore size of 3 to 10;

passing the isobutylene to a hydration reactor as a feedstock;

withdrawing a 2-butene stream from the distillation unit, passing the 2-butene stream through a second hydrogenation unit producing a 1-butene stream, and passing the 1-butene stream to the hydration reactor as a feedstock; and

withdrawing a fuel additive product from the hydration reactor, wherein the fuel additive product comprises greater than or equal to 0.5% by weight trimethylpentane.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2020
From: LEAL, GUILLERMO; AL-OTAIBI, NAIF MOHAMMED AL-NADDAH; ANSARI, MOHAMMED BISMILLAH; BODAS, VIJAY DINKAR
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 053792/0835 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2020
From: SHAIK, KAREEMUDDIN MAHABOOB
To: SAUDI ARABIAN OIL COMPANY
Reel/Frame 053792/0886 →
Continuity (2)
Provisional Application 62644628 · Mar 19, 2018
Related Publication 20210024843A1 · Jan 28, 2021