Process to produce a dilute ethylene stream and a dilute propylene stream

• US 6,783,659 B2
• Filed: 11/16/2001
• Issued: 08/31/2004
• Est. Priority Date: 11/16/2001
• Status: Expired due to Term

• Current Assignee: Chevron Phillips Chemical Company LP (Chevron Corp.)
• Original Assignee: Chevron Phillips Chemical Company LP (Chevron Corp.)
• Inventors: Balinsky, Anne M., Weber, Eric P., Porter, Rodney L.
• Primary Examiner(s): Griffin, Walter D.
• Assistant Examiner(s): Arnold, Jr., James
• Application Number:
  US09/992,445
• Publication Number:
  US 20030094398A1
• Time in Patent Office: 1,019 Days
• Field of Search: 208/49, 208/211, 585/318, 585/319, 585/329, 585/362
• US Class Current: 208/49
• CPC Class Codes: C07C 11/04 Ethylene
• CPC Class Codes: C07C 11/06 Propene
• CPC Class Codes: C07C 15/073 Ethylbenzene
• CPC Class Codes: C07C 45/35 in propene or isobutene
• CPC Class Codes: C07C 47/22 Acryaldehyde; Methacryaldehyde
• CPC Class Codes: C07C 51/252 of propene, butenes, acrolein or methacrolein
• CPC Class Codes: C07C 57/04 Acrylic acid; Methacrylic acid
• CPC Class Codes: C07C 7/163 by hydrogenation
• CPC Class Codes: C07C 7/167 for removal of compounds containing a triple carbon-to-carbon bond
• CPC Class Codes: C10G 2300/1044 Heavy gasoline or naphtha having a boiling range of about 100 - 180 °C
• CPC Class Codes: C10G 2300/1081 Alkanes
• CPC Class Codes: C10G 2300/207 Acid gases, e.g. H2S, COS, SO2, HCN
• CPC Class Codes: C10G 2400/30 Aromatics
• CPC Class Codes: C10G 45/32 Selective hydrogenation of the diolefin or acetylene compounds
• CPC Class Codes: C10G 70/02 by hydrogenation

Abstract

A process is provided to produce a dilute ethylene stream and a dilute propylene stream to be used as feedstocks for producing olefin-based derivatives. Specifically, the dilute ethylene stream is used as a feedstock to produce ethylbenzene, and the dilute propylene stream is used as a feedstock to produce cumene, acrylic acid, propylene oxide and other propylene based derivatives.

Claims

1. A process for producing a dilute ethylene stream and a dilute propylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(2). hydrogenating said C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream;

(3) separating said C₃+ stream in a depropanizer zone to produce a C₃−

stream and a C₄+ stream; and

(4) reacting said C₃−

stream in a MAPD reactor zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce said dilute propylene stream.

2. A process according to claim 1 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

3. A process according to claim 1 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

4. A process according to claim 1 wherein said dilute ethylene derivative unit produces ethylbenzene.

5. A process according to claim 1 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

6. A process according to claim 5 wherein said dilute propylene derivative unit produces cumene, acrylic acid or propylene oxide.

7. A process according to claim 2 further comprising treating said C₅+ stream in a hydrotreating zone to produce a C₅ diolefins stream, a BTX stream, a DCPD stream and a fuel oil stream.

8. A process according to claim 1 wherein said cracked gas stream is produced by a process comprising:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said raw cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized, cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream; and

(5) drying said wet cracked gas stream in a drying zone to form a cracked gas stream.

9. A process according to claim 8 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, butanes, pentanes, naphtha, and mixtures thereof.

10. A process according to claim 8 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

11. A process for producing a dilute ethylene stream and a dilute propylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(2) compressing said C₂−

stream in a compression zone to form a pressurized C₂−

stream;

(3) hydrogenating said pressurized C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream;

(4) separating said C₃+ stream in a depropanizer zone to produce a C₃−

stream and a C₄+ stream; and

(5) reacting said C₃−

stream in a MAPD reactor zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce said dilute propylene stream.

12. A process according to claim 11 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

13. A process according to claim 11 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

14. A process according to claim 13 wherein said dilute ethylene derivative unit produces ethylbenzene.

15. A process according to claim 11 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

16. A process according to claim 15 wherein said dilute propylene derivative unit produces cumene, acrylic acid, or propylene oxide.

17. A process according to claim 12 further comprising treating C₅+ stream in a hydrotreating zone to produce a C₅ diolefins stream, a BTX stream, a DCPD stream, and a fuel oil stream.

18. A process according to claim 11 wherein said cracked gas stream is produced by a process comprising:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said raw cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream; and

(5) drying said cracked gas stream in a drying zone to produce a cracked gas stream.

19. A process according to claim 18 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, butanes, pentanes, naphtha, and mixtures thereof.

20. A process according to claim 18 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

21. A process for producing a dilute ethylene stream and a dilute propylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) hydrogenating a portion of the acetylene in said cracked gas stream in a hydrogenation zone to produce a reduced acetylene cracked gas stream;

(2) separating said reduced acetylene cracked gas stream in a deethanizer zone to produce said dilute ethylene stream and a C₃+ stream;

(3) separating said C₃+ stream in said depropanizer zone to produce a C₃−

stream and a C₄+ stream; and

(4) reacting said C₃−

stream in a MAPD reactor zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce the dilute propylene stream.

22. A process according to claim 21 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

23. A process according to claim 21 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

24. A process according to claim 21 wherein said dilute ethylene derivative unit produces ethylbenzene.

25. A process according to claim 21 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

26. A process according to claim 25 wherein said dilute propylene derivative unit produces cumene, acrylic acid, or propylene oxide.

27. A process according to claim 22 further comprising treating C₅+ stream in a hydrotreating zone to produce a C5 diolefins stream, a BTX stream, a DCPD stream, and a fuel oil stream.

28. A process according to claim 21 wherein said cracked gas stream is produced by a process comprising:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said raw cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized, cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream; and

(5) drying said cracked stream in a drying zone to produce a cracked gas stream.

29. A process according to claim 25 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, butanes, pentanes, naphtha and mixtures thereof.

30. A process according to claim 25 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

31. A process for producing a dilute ethylene stream and a dilute propylene stream, said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream;

(5) drying said wet cracked gas stream in a drying zone to produce a cracked gas stream;

(6) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(7) compressing said C₂−

stream in a second compression zone to form a pressurized C₂−

stream;

(8) hydrogenating said pressurized C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream; and

(9) separating said C₃+ stream in a depropanizer zone to produce said dilute propylene stream and a C₄+ stream;

(10) reacting said C₃−

stream in a MAPD reactor zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce said dilute propylene stream.

32. A process according to claim 31 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

33. A process according to claim 32 further comprising treating C₅+ stream in a hydrotreating zone to produce a C₅ diolefins stream, a BTX stream, a DCPD stream, and a fuel oil stream.

34. A process according to claim 31 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

35. A process according to claim 34 wherein said dilute ethylene derivative unit produces ethylbenzene.

36. A process according to claim 31 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

37. A process according to claim 36 wherein said dilute propylene derivative unit produces cumene, acrylic acid or propylene oxide.

38. A process according to claim 31 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, butanes, pentanes, naphtha and mixtures thereof.

39. A process according to claim 31 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

40. A process for producing a dilute ethylene stream and a dilute propylene stream, said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a cracked gas stream;

wherein said cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream;

(5) drying said wet cracked gas stream in a drying zone to produce a cracked gas stream;

(6) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(7) hydrogenating said pressurized, C₂−

stream in said hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream; and

(8) separating said C₃+ stream in a depropanizer zone to produce said dilute propylene stream and a C₄+ stream;

(9) reacting said C₃−

stream in a MAPD zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce said dilute propylene stream.

41. A process according to claim 40 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

42. A process according to claim 40 further comprising treating C₅+ stream in a hydrotreating zone to produce a C₅ diolefins stream, a BTX stream, a DCPD stream, and a fuel oil stream.

43. A process according to claim 40 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

44. A process according to claim 43 wherein said dilute ethylene derivative unit produces ethylbenzene.

45. A process according to claim 40 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

46. A process according to claim 45 wherein said dilute propylene derivative unit produces cumene, acrylic acid, or propylene oxide.

47. A process according to claim 40 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, ethane-propane mix, butanes, pentanes and naphtha and mixtures thereof.

48. A process according to claim 40 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

49. A process for producing a dilute ethylene stream and a dilute propylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said raw cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream; and

(5) drying said cracked gas stream in a drying zone to produce a cracked gas stream;

(6) hydrogenating a portion of the acetylene in said cracked gas stream in a hydrogenation zone to produce a reduced acetylene cracked gas stream;

(7) separating said reduced acetylene cracked gas stream in a deethanizer zone to produce said dilute ethylene stream and a C₃+ stream;

(8) separating said C₃+ stream in said depropanizer zone to produce a C₃−

stream and a C₄+ stream; and

(9) reacting said C₃−

stream in a MAPD reactor zone to convert a portion of methylacetylene and propadiene to propylene and propane to produce the dilute propylene stream.

50. A process according to claim 49 further comprising separating said C₄+ stream in a debutanizer zone to produce a C₄ stream and a C₅+ stream.

51. A process according to claim 49 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

52. A process according to claim 51 wherein said dilute ethylene derivative unit produces ethylbenzene.

53. A process according to claim 49 further comprising passing said dilute propylene stream to a dilute propylene derivative unit.

54. A process according to claim 53 wherein said dilute propylene derivative unit produces cumene, propylene oxide, or acrylic acid.

55. A process according to claim 50 further comprising treating C₅+ stream in a hydrotreating zone to produce a C₅ diolefins stream, a BTX stream, a DCPD stream, and a fuel oil stream.

56. A process according to claim 49 wherein said hydrocarbon feed is selected from the group consisting of ethane, propane, butanes, pentanes, naphtha and mixtures thereof.

57. A process according to claim 49 wherein said hydrocarbon feed consists essentially of C₅ hydrocarbons.

58. A process for producing a dilute ethylene stream and a dilute propylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(2). hydrogenating said C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream;

(3) routing said C₃+ stream to storage or other process unit.

59. A process according to claim 58 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

60. A process according to claim 59 wherein said dilute ethylene derivative unit produces ethylbenzene.

61. A process for producing a dilute ethylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(2) compressing said C₂−

stream in a compression zone to form a pressurized C₂−

stream;

(3) hydrogenating said pressurized C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream;

(4) routing said C₃+ stream to storage or other process unit.

62. A process according to claim 61 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

63. A process according to claim 62 wherein said dilute ethylene derivative unit produces ethylbenzene.

64. A process for producing a dilute ethylene stream from a cracked gas stream, said process comprising the following steps in the order named:

(1) hydrogenating a portion of the acetylene in said cracked gas stream in a hydrogenation zone to produce a reduced acetylene cracked gas stream;

(2) separating said reduced acetylene cracked gas stream in a deethanizer zone to produce said dilute ethylene stream and a C₃+ stream;

(3) routing said C₃+ stream to storage or other process unit.

65. A process according to claim 64 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

66. A process according to claim 65 wherein said dilute ethylene derivative unit produces ethylbenzene.

67. A process for producing a dilute ethylene stream said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream;

(5) drying said wet cracked gas stream in a drying zone to produce a cracked gas stream;

(6) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(7) compressing said C₂−

stream in a second compression zone to form a pressurized C₂−

stream;

(8) hydrogenating said pressurized C₂−

stream in a hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream; and

(9) routing said C₃+ stream to storage or other process unit.

68. A process according to claim 67 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

69. A process according to claim 68 wherein said dilute ethylene derivative unit produces ethylbenzene.

70. A process for producing a dilute ethylene stream, said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a cracked gas stream;

wherein said cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide, to form a wet cracked gas stream;

(5) drying said wet cracked gas stream in a drying zone to produce a cracked gas stream;

(6) separating said cracked gas stream in a deethanizer zone to produce a C₂−

stream and a C₃+ stream;

(7) hydrogenating said pressurized, C₂−

stream in said hydrogenation zone to remove a portion of the acetylene to produce said dilute ethylene stream; and

(8) routing said C₃+ stream to storage or other process unit.

71. A process according to claim 70 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

72. A process according to claim 70 wherein said dilute ethylene derivative unit produces ethylbenzene.

73. A process for producing a dilute ethylene stream, said process comprising the following steps in the order named:

(1) heating a hydrocarbon feed in a cracking zone to form a raw cracked gas stream;

wherein said raw cracked gas stream comprises hydrogen, methane, C₂ hydrocarbons, C₃ hydrocarbons, and heavier constituents;

(2) quenching said raw cracked gas stream in a quenching zone to produce a quenched, cracked gas stream;

(3) compressing said quenched, cracked gas stream in a first compression zone to form a pressurized cracked gas stream;

(4) deacidifying said pressurized, cracked gas stream in a deacidifying zone to remove a portion of the hydrogen sulfide to form a wet cracked gas stream; and

(5) drying said cracked gas stream in a drying zone to produce a cracked gas stream;

(6) hydrogenating a portion of the acetylene in said cracked gas stream in a hydrogenation zone to produce a reduced acetylene cracked gas stream;

(7) separating said reduced acetylene cracked gas stream in a deethanizer zone to produce said dilute ethylene stream and a C₃+ stream;

(8) routing said C₃+ stream to storage or other process unit.

74. A process according to claim 73 further comprising passing said dilute ethylene stream to a dilute ethylene derivative unit.

75. A process according to claim 73 wherein said dilute ethylene derivative unit produces ethylbenzene.