Thermo-mechanically integrated process for the production of ethylene oxide from a flow of ethanol

{
  "publication_number": "US9346773B2",
  "country": "US",
  "kind": "B2",
  "title": "Thermo-mechanically integrated process for the production of ethylene oxide from a flow of ethanol",
  "abstract": "Dehydrating an ethanol feed to form ethylene then oxidation of the ethanol to ethylene oxide: vaporization of an ethanol feed and at least a portion of a flow of diluting water comprising recycled ethanol so as to produce a vaporized feed, compression in a compressor driven by a condensing turbine driven by the steam generated by an oxidation step, dehydration of a mixture of compressed vaporized feed, separation of effluent obtained from dehydration into ethylene and water, purification of at least a portion of effluent containing water and separation into at least a flow of treated water and a flow of diluting water containing ethanol, recycling the latter upstream of the vaporization, oxidation of ethylene containing in the effluent into ethylene oxide, in at least one tubular oxidation reactor cooled by vaporization of a quench flow, said vaporized quench flow being used to drive a condensing turbine.",
  "claims": [
    "1. A process for the dehydration of an ethanol feed to ethylene then oxidation of the ethylene to ethylene oxide, comprising: a) optionally preheating said ethanol feed to a temperature in the range 70° C. to 130° C. by exchange of heat with the effluent obtained from e); b) optionally pre-treating of the ethanol feed over an acidic solid operating at a temperature in the range 70° C. to 130° C. in order to produce a pre-treated ethanol feed; c) vaporization of a vaporization feed comprising said pre-treated ethanol feed and at least a portion of a flow of diluting water comprising ethanol recycled to an outlet from g) to an exchanger by means of an exchange of heat with effluent obtained from the last reactor of e), said vaporization feed being introduced into said vaporization at a pressure in the range 0.1 to 1.4 MPa so as to produce a vaporized feed; d) compressing and superheating said vaporized feed in a compressor so as to produce a feed which is compressed and at a temperature for supplying to dehydration e), said compressor being driven by a condensing turbine having an intake which is a quench flow vaporized in oxidation i), exhaust flow leaving the condensing turbine being recycled to the oxidation i); e) dehydration of the compressed feed, said feed having a ratio of water to ethanol in the range 1 to 4 by weight, in at least one adiabatic reactor containing at least one dehydration catalyst and in which a dehydration reaction takes place, operating at an inlet temperature in the range 350° C. to 550° C. and at an inlet pressure in the range 0.3 to 1.8 MPa; f) separating effluent obtained from the last adiabatic reactor of e) into an effluent comprising ethylene at a pressure of less than 1.6 MPa and an effluent comprising water; g) purification of at least a portion of the effluent comprising water obtained from f) and separation into at least a flow of treated water and a flow of diluting water comprising ethanol, the latter being recycled upstream of the vaporization c); h) compression of the effluent comprising ethylene obtained from f); i) oxidation of the effluent obtained from h) into ethylene oxide, said oxidation comprising at least one tubular oxidation reactor cooled by vaporization of said quench flow obtained from d), said quench flow which has thus been reheated being recycled to d).",
    "2. The process according to claim 1, in which said compressed feed is heated in a single phase type gas exchanger by means of an exchange of heat with the effluent obtained from the last adiabatic reactor of e).",
    "3. The process according to claim 1, in which the compressed flow obtained from h) undergoes a purification.",
    "4. The process according to claim 1, in which the pressure of the compressed feed is in the range 0.3 to 1.8 MPa.",
    "5. The process according to claim 1, in which effluent obtained from the last adiabatic reactor of e) is at a temperature in the range 270° C. to 450° C., and at a pressure in the range 0.2 to 1.6 MPa.",
    "6. The process according to claim 1, in which dehydration e) is carried out in one or two reactors.",
    "7. The process according to claim 1, in which said dehydration catalyst used in e) is an amorphous acid catalyst or a zeolitic acid catalyst.",
    "8. The process according to claim 1, in which said ethanol feed comprises a percentage by weight of ethanol in the range 35% to 99.9% by weight.",
    "9. The process according to claim 1, in which the optional b) for pre-treatment is supplemented by a pre-treatment using an anion exchange resin."
  ],
  "description_excerpt": "The present invention relates to a process for the transformation of ethanol to ethylene oxide including an integrated step for the dehydration of ethanol and an integrated step for oxidation of the ethylene produced.\n\nThe ethanol to ethylene dehydration reaction has been known in detail since the end of the 19 th century. “The Dehydration of Alcohols over Alumina. I: The reaction scheme”, H. Knözinger, R. Kane, Journal of Catalysis (1966), 5, 264-270 is considered to be the baseline publication regarding studies of alcohol dehydration, including that of ethanol. This reaction is known to be highly endothermic, equilibrated and displaced towards ethanol at high temperatures. The drop in temperature corresponding to the total conversion of pure ethanol in an adiabatic reactor is 380° C. At lower temperatures, the ethanol is converted into diethyl ether (DEE). This reaction “intermediate” may be present in ethylene dehydration reactions in which the conversion is partial, or between two reactors in multi-reactor processes. DEE may then be converted into ethylene at higher temperatures. The reference catalyst which is frequently used is a monofunctional acid catalyst; gamma alumina is the most cited catalyst. Zeolites are also used for this application, in particular ZSM-5 since the 1980s - see, for example, “Reactions of ethanol over ZSM-5”, S. N. Chaudhuri & al., Journal of Molecular Catalysis 62:289-295 (1990).\n\nU.S. Pat. No.",
  "cpc": [
    "C07D 301/03",
    "C07D 301/08",
    "C07D 301/10",
    "C07D 303/04",
    "Y02P 20/10"
  ],
  "ipc": [
    "C07D 301/03"
  ],
  "assignees": [
    "IFP Energies Nouvelles IFPEN"
  ],
  "inventors": [
    "Vincent Coupard",
    "Thomas Plennevaux"
  ],
  "filing_date": "2014-02-06",
  "publication_date": "2016-05-24",
  "grant_date": "2016-05-24",
  "priority_date": "2013-02-12",
  "application_number": "US-201414767311-A",
  "family_id": "48652228",
  "cited_by_count": 3,
  "citations": [
    "US3119837A",
    "US4396789A",
    "WO2007134415A2"
  ]
}