IP Library Granted Patent US 10,975,313
Granted Patent B2
US 10,975,313 · App. 16/468,071 · Granted Apr 13, 2021

Conversion of waste plastic through pyrolysis to high value products like benzene and xylenes

Inventors: Krishna Kumar Ramamurthy (Bengaluru, IN); Ravichander Narayanaswamy (Bengaluru, IN); Venkata Ramanarayanan Ganapathy Bhotla (Bangalore, IN); Alexander Stanislaus (Bangalore, IN); Santosh Ganji (Bangalore, IN)
Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
C10G1/10B01J6/008B01J19/245B09B3/0083C07C2/66C07C5/277C07C6/123C10B53/07C10G1/002C10G69/04C10G2300/1003C10G2300/42C10G2400/30
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Quick Facts
Patent No.
US 10,975,313
App. No.
16/468,071
Granted
Apr 13, 2021
Kind
B2
Abstract

A process for producing benzene and xylenes comprising introducing hydrocarbon liquid stream to hydroprocessor to yield first gas stream and hydrocarbon product (C 5 +); optionally introducing hydrocarbon product to first aromatics separating unit to produce saturated hydrocarbons (C 5 +) and first aromatics stream (C 6 +); feeding hydrocarbon product and/or saturated hydrocarbons to reformer to produce reformer product, second gas stream, and hydrogen stream; introducing reformer product to second aromatics separating unit to produce a non-aromatics recycle stream and second aromatics stream comprising C 6 + aromatics; recycling non-aromatics recycle stream to reformer; introducing first aromatics stream and/or second aromatics stream to third aromatics separating unit to produce first C 6 aromatics (benzene), C 7 aromatics (toluene), C 8 aromatics (xylenes&ethylbenzene), C 9 aromatics, C 10 aromatics, and C 11 + aromatics; introducing C 7 aromatics, C 9 aromatics, C 10 aromatics, or combinations thereof to disproportionation and transalkylation unit to yield third aromatics stream (benzene and xylenes); and conveying C 11 + aromatics to hydroprocessor.

Claims (42)

1. A process for producing benzene and xylenes comprising:

(a) contacting a hydrocarbon liquid stream with a hydroprocessing catalyst in the presence of hydrogen in a hydroprocessing unit to yield a hydrocarbon product and a first gas stream, wherein the hydrocarbon product comprises C 5 + hydrocarbons;

(b) optionally introducing at least a portion of the hydrocarbon product to a first aromatics separating unit to produce a saturated hydrocarbons stream and a first aromatics stream, wherein the saturated hydrocarbons stream comprises C 5 + saturated hydrocarbons, and wherein the first aromatics stream comprises C 6 + aromatic hydrocarbons;

(c) feeding at least a portion of the hydrocarbon product and/or at least a portion of the saturated hydrocarbons stream to a reforming unit to produce a reforming unit product, a second gas stream, and a hydrogen stream, wherein the reforming unit comprises a reforming catalyst, and wherein an amount of C 6 to C 8 aromatic hydrocarbons in the reforming unit product is greater than an amount of C 6 to C 8 aromatic hydrocarbons in the saturated hydrocarbons stream;

(d) introducing at least a portion of the reforming unit product to a second aromatics separating unit to produce a non-aromatics recycle stream and a second aromatics stream, wherein the second aromatics stream comprises C 6 + aromatic hydrocarbons;

(e) recycling at least a portion of the non-aromatics recycle stream to the reforming unit;

(f) introducing at least a portion of the first aromatics stream and/or the second aromatics stream to a third aromatics separating unit to produce a first C 6 aromatics stream, a C 7 aromatics stream, a C 8 aromatics stream, a C 9 aromatics stream, a C 10 aromatics stream, and a C 11 + aromatics stream, wherein the first C 6 aromatics stream comprises benzene, wherein the C 7 aromatics stream comprises toluene, and wherein the C 8 aromatics stream comprises xylenes and ethylbenzene;

(g) contacting at least a portion of the C 7 aromatics stream, at least a portion of the C 9 aromatics stream, at least a portion of the C 10 aromatics stream, or combinations thereof with a disproportionation and transalkylation catalyst in the presence of hydrogen in a disproportionation and transalkylation unit to yield a third aromatics stream, wherein the third aromatics stream comprises benzene and xylenes; and

(h) conveying at least a portion of the C 11 + aromatics stream to the hydroprocessing unit.

2. The process of claim 1 , further comprising converting a plastic waste to the hydrocarbon liquid stream and a pyrolysis gas stream in a pyrolysis unit.

3. The process of claim 2 , further comprising conveying at least a portion of the C 11 + aromatics stream to the pyrolysis unit.

4. The process of claim 1 , further comprising converting a plastic waste to the hydrocarbon liquid stream and a pyrolysis gas stream in a pyrolysis unit, wherein the pyrolysis gas stream, the first gas stream, the second gas stream, or combinations thereof comprise H 2 and C 1 to C 4 hydrocarbons.

5. The process of claim 1 , further comprising recycling at least a portion of the hydrogen stream to the hydroprocessing unit.

6. The process of claim 1 , wherein the step (a) of contacting a hydrocarbon liquid stream with a hydroprocessing catalyst is performed at a temperature of from about 250° C. to about 600° C., and at a pressure of from about 1 barg to about 200 barg.

7. The process of claim 1 , wherein the hydroprocessing unit comprises a mild hydrocracking unit.

8. The process of claim 1 , wherein the hydrocarbon product comprises equal to or greater than about 90 wt. % C 10 − hydrocarbons, based on the total weight of the hydrocarbon product.

9. The process of claim 1 , wherein the hydrocarbon product comprises less than about 1 wt. % olefins, based on the total weight of the hydrocarbon product.

10. The process of claim 1 , further comprising separating the C 8 aromatics stream into a first xylenes stream and an ethylbenzene stream.

11. The process of claim 10 , further comprising conveying at least a portion of the ethylbenzene stream to the disproportionation and transalkylation unit.

12. The process of claim 1 , further comprising (i) isomerizing at least a portion of the ethylbenzene stream to produce xylenes in an isomerizing unit, wherein the isomerizing unit comprises an isomerization catalyst; and/or (ii) dealkylating at least a portion of the ethylbenzene stream to produce benzene in a dealkylation unit, wherein the dealkylation unit comprises a dealkylation catalyst.

13. The process of claim 1 , wherein a C 9 + aromatic hydrocarbons content of the combined first C 6 aromatics stream, C 8 aromatics stream, and third aromatics stream is less than about 5 wt. %, based on the weight of the combined first C 6 aromatics stream, C 8 aromatics stream, and third aromatics stream.

14. The process of claim 1 , wherein an overall benzene and xylenes yield is equal to or greater than about 40 wt. %.

15. The process of claim 1 , wherein an overall benzene yield is equal to or greater than about 18 wt. %.

16. The process of claim 1 , wherein an overall xylenes yield is equal to or greater than about 20 wt. %.

17. The process of claim 1 , further comprising separating the third aromatics stream into a second C 6 aromatics stream comprising benzene and a second xylenes stream.

18. A process for producing benzene and xylenes comprising:

(a) contacting a hydrocarbon liquid stream with a hydroprocessing catalyst in the presence of hydrogen in a hydroprocessing unit to yield a hydrocarbon product and a first gas stream, wherein the hydrocarbon product comprises C 5 + hydrocarbons;

(b) optionally introducing at least a portion of the hydrocarbon product to a first aromatics separating unit to produce a saturated hydrocarbons stream and a first aromatics stream, wherein the saturated hydrocarbons stream comprises C 5 + saturated hydrocarbons, and wherein the first aromatics stream comprises C 6 + aromatic hydrocarbons;

(c) feeding at least a portion of the hydrocarbon product and/or at least a portion of the saturated hydrocarbons stream to a reforming unit to produce a reforming unit product, a second gas stream, and a hydrogen stream, wherein the reforming unit comprises a reforming catalyst, and wherein an amount of C 6 to C 8 aromatic hydrocarbons in the reforming unit product is greater than an amount of C 6 to C 8 aromatic hydrocarbons in the saturated hydrocarbons stream;

(d) introducing at least a portion of the reforming unit product to a second aromatics separating unit to produce a non-aromatics recycle stream and a second aromatics stream, wherein the second aromatics stream comprises C 6 + aromatic hydrocarbons;

(e) recycling at least a portion of the non-aromatics recycle stream to the reforming unit;

(f) introducing at least a portion of the first aromatics stream and/or the second aromatics stream to a third aromatics separating unit to produce a first C 6 aromatics stream, a C 7 aromatics stream, a C 8 aromatics stream, a C 9 aromatics stream, a C 10 aromatics stream, and a C 11 + aromatics stream, wherein the first C 6 aromatics stream comprises benzene, wherein the C 7 aromatics stream comprises toluene, and wherein the C 8 aromatics stream comprises xylenes and ethylbenzene;

(g) contacting at least a portion of the C 7 aromatics stream, at least a portion of the C 9 aromatics stream, at least a portion of the C 10 aromatics stream, or combinations thereof with a disproportionation and transalkylation catalyst in the presence of hydrogen in a disproportionation and transalkylation unit to yield a third aromatics stream, wherein the third aromatics stream comprises benzene and xylenes; and

(h) conveying at least a portion of the C 11 + aromatics stream to the hydroprocessing unit, further comprising converting a plastic waste to the hydrocarbon liquid stream and a pyrolysis gas stream in a pyrolysis unit, wherein the pyrolysis gas stream, the first gas stream, the second gas stream, or combinations thereof are used as a fuel in the reforming unit, the pyrolysis unit, the hydroprocessing unit, or combinations thereof.

19. A system for producing benzene and xylenes comprising a pyrolysis unit, a hydroprocessing unit, an optional first aromatics separating unit, a reforming unit, a second aromatics separating unit, a third aromatics separating unit, and a disproportionation and transalkylation unit;

wherein the pyrolysis unit is configured to receive a plastic waste and to produce a hydrocarbon liquid stream and a pyrolysis gas stream;

wherein the hydroprocessing unit comprises a hydroprocessing catalyst, wherein the hydroprocessing unit is configured to receive hydrogen and at least a portion of the hydrocarbon liquid stream and to produce a hydrocarbon product and a first gas stream, wherein the hydrocarbon product comprises C 5 + hydrocarbons, wherein the hydrocarbon product comprises equal to or greater than about 90 wt. % C 10 − hydrocarbons, based on the total weight of the hydrocarbon product, and wherein the hydrocarbon product comprises less than about 1 wt. % olefins, based on the total weight of the hydrocarbon product;

wherein the optional first aromatics separating unit is configured to receive at least a portion of the hydrocarbon product and to produce a saturated hydrocarbons stream and a first aromatics stream, wherein the saturated hydrocarbons stream comprises C 5 + saturated hydrocarbons, and wherein the first aromatics stream comprises C 6 + aromatic hydrocarbons;

wherein the reforming unit comprises a reforming catalyst, wherein the reforming unit is configured to receive at least a portion of the hydrocarbon product and/or at least a portion of the saturated hydrocarbons stream and to produce a reforming unit product, a second gas stream, and a hydrogen stream, wherein an amount of C 6 to C 8 aromatic hydrocarbons in the reforming unit product is greater than an amount of C 6 to C 8 aromatic hydrocarbons in the saturated hydrocarbons stream;

wherein the second aromatics separating unit is configured to receive at least a portion of the reforming unit product and to produce a non-aromatics recycle stream and a second aromatics stream, and wherein the second aromatics stream comprises C 6 + aromatic hydrocarbons;

wherein the third aromatics separating unit is configured to receive at least a portion of the first aromatics stream and/or the second aromatics stream and to produce a first C 6 aromatics stream, a C 7 aromatics stream, a C 8 aromatics stream, a C 9 aromatics stream, a C 10 aromatics stream, and a C 11 + aromatics stream, wherein the first C 6 aromatics stream comprises benzene, wherein the C 7 aromatics stream comprises toluene, wherein the C 8 aromatics stream comprises xylenes and ethylbenzene, and wherein at least a portion of the C 11 + aromatics stream is recycled to the hydroprocessing unit; and

wherein the disproportionation and transalkylation unit comprises a disproportionation and transalkylation catalyst, wherein the disproportionation and transalkylation unit is configured to receive at least a portion of the C 7 aromatics stream, at least a portion of the C 9 aromatics stream, at least a portion of the C 10 aromatics stream, or combinations thereof and to produce a third aromatics stream, wherein the third aromatics stream comprises benzene and xylenes, and wherein a C 9 + aromatic hydrocarbons content of the combined first C 6 aromatics stream, C 8 aromatics stream, and third aromatics stream is less than about 5 wt. %, based on the weight of the combined first C 6 aromatics stream, C 8 aromatics stream, and third aromatics stream.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2019
From: RAMAMURTHY, KRISHNA KUMAR; NARAYANASWAMY, RAVICHANDER; GANAPATHY BHOTLA, VENKATA RAMANARAYANAN; STANISLAUS, ALEXANDER; GANJI, SANTOSH
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 049445/0153 →
Continuity (2)
Provisional Application 62442684 · Jan 5, 2017
Related Publication 20200017773A1 · Jan 16, 2020
Cited By (14)
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