IP Library Granted Patent US 7,282,474
Granted Patent B2
US 7,282,474 · App. 10/541,169 · Granted Oct 16, 2007

Process for the preparation of detergents

Assignee: Shell Oil Company
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 7,282,474
App. No.
10/541,169
Granted
Oct 16, 2007
Kind
B2
Abstract

A process for the preparation of detergents involving separating the hydrocarbonaceous product stream from a Fischer-Tropsch process producing normally liquid and normally solid hydrocarbons into a light fraction and one or more heavy fractions, hydrogenating at least part of the light fraction to convert unsaturated hydrocarbons and/or oxygenates into saturated hydrocarbons, distilling product thus obtained into at least one fraction comprising detergent hydrocarbons, dehydrogenating at least part of the detergent hydrocarbons to obtain a detergent hydrocarbon stream having mono-olefins and converting the mono-olefins into detergents. The invention further concerns a process for the preparation of detergents in which process a hydrogenated product, which is obtained according to the above process, is dehydrogenated to obtain a detergent hydrocarbon stream of mono-olefins, followed by conversion of the mono-olefins into detergents. Further, the invention relates to the combined production of detergents or detergent hydrocarbons and fuels from Fischer-Tropsch hydrocarbonaceous reaction product.

Claims (30)

1. A process for the preparation of detergents, comprising separating a hydrocarbonaceous product stream from a Fischer-Tropsch process producing normally liquid and normally solid hydrocarbons into a light fraction comprising mainly C 18− hydrocarbons and one or more heavy fractions comprising the remaining hydrocarbons;

hydrogenating at least part of the light fraction to convert unsaturated hydrocarbons and/or oxygenates into saturated hydrocarbons;

distilling product thus obtained into at least one fraction comprising C 10 -C 17 detergent hydrocarbons;

dehydrogenating at least part of the detergent hydrocarbons to obtain a detergent hydrocarbon stream comprising mono-olefins; and,

converting the mono-olefins into detergents.

2. The process of claim 1 , in which the light fraction comprises mainly C 16− hydrocarbons.

3. The process of claim 1 , further comprising separating the hydrocarbonaceous product stream of the Fischer-Tropsch process into a light stream, comprising at least 80 wt % of C 1 -C 4 hydrocarbons produced in the Fischer-Tropsch process and optionally unconverted synthesis gas constituents, carbon dioxide and other inert gasses, and a heavy stream which is separated into the light fraction and the heavy fraction.

4. The process of claim 1 , further comprising removing a light product stream from the hydrocarbonaceous product stream from the Fischer-Tropsch process or the light stream, wherein the light product stream comprises mainly C 7− products present in the stream.

5. The process of claim 1 , in which the light fraction comprises at least 80 wt % C 9 - to C 18− hydrocarbons.

6. The process of claim 1 , in which converting the mono-olefins into detergents comprises at least one step selected from the group consisting of:

alkylating with benzene or toluene optionally followed by sulfonating and neutralizing;

alkylating with phenol followed by at least one step selected from the group consisting of alkoxylating, sulfonating and neutralizing, sulfating and neutralizing and alkoxylating combined with oxidizing;

hydroformylating optionally followed by at least one step selected from the group consisting of alkoxylating, glycosylating, sulfating, phosphatizing and combinations thereof;

sulfonating;

epoxidizing;

hydrobrominating followed by aminating and oxidizing to amine oxide; and

phosphonizing.

7. The process of claim 1 , further comprising hydrocracking/hydroisomerizing the one or more heavy fractions of the Fischer-Tropsch process.

8. A process for the preparation of detergent hydrocarbons comprising separating a hydrocarbonaceous product stream of a Fischer-Tropsch process producing normally liquid and normally solid hydrocarbons into a light fraction comprising mainly C 18− hydrocarbons, and one or more heavy fractions comprising the remaining hydrocarbons, hydrogenating the light fraction to convert unsaturated hydrocarbons and/or oxygenates into saturated hydrocarbons, distilling product thus obtained into at least one fraction comprising C 10 -C 17 detergent hydrocarbons and optionally one or more reject streams and optionally dehydrogenating at least part of the detergent hydrocarbons to obtain a detergent hydrocarbon stream comprising mono-olefins.

9. The process of claim 8 , in which any one or more reject streams in the process for the preparation of detergent hydrocarbons are used as additional feedstreams in a process for preparation of fuels.

10. The process of claim 8 , further comprising hydrocracking/hydroisomerizing the heavy product stream of the Fischer-Tropsch process.

11. A process for the preparation of detergents comprising dehydrogenating C 10 -C 17 detergent hydrocarbons to obtain a detergent hydrocarbon stream comprising mono-olefins and converting the mono-olefins into detergents, wherein the detergent hydrocarbons are prepared by a process comprising separating the product stream of a Fischer-Tropsch process into a light fraction comprising mainly C 18− hydrocarbons, and a heavy fraction comprising remaining hydrocarbons, hydrogenating the light fraction to convert unsaturated hydrocarbons and/or oxygenates into saturated hydrocarbons, and, distilling product thus obtained into at least one fraction comprising C 10 -C 17 detergent hydrocarbons.

12. The process of claim 1 , in which the light fraction comprises at least 90 wt % of C 18− hydrocarbons.

13. The process of claim 1 , in which the light fraction comprises at least 90 wt % of C 16− hydrocarbons.

14. The process of claim 1 , in which the light fraction comprises at least 90 wt % of C 14− hydrocarbons.

15. The process of claim 3 ,in which the light stream comprises at least 80 wt % of C 1 -C 3 hydrocarbons produced in the Fischer-Tropsch process.

16. The process of claim 4 , in which the light product stream comprises at least 90 wt % of C 7− products.

17. The process of claim 1 , in which the light fraction comprises at least 80 wt % C 14 to C 17 hydrocarbons.

18. The process of claim 6 , further comprising hydrocracking/hydroisomerizing the one or more heavy fractions of the Fischer-Tropch process.

19. The process of claim 18 , in which the light fraction comprises at least 80 wt % C 14 to C 17 hydrocarbons.

Assignments (2)
CHANGE OF NAME Recorded Mar 7, 2022
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 059694/0819 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 30, 2005
From: DIRKZWAGER, HENDRIK; GEIJSEL, JOANNES IGNATIUS
To: SHELL OIL COMPANY
Reel/Frame 017445/0375 →
Priority Claims (1)
EP 02259016 · Dec 30, 2002 · regional
Continuity (1)
Related Publication 20060189504A1 · Aug 24, 2006