HUE026365T2 - Eljárás kis szénatomszámú szénhidrogének elõállítására glicerinbõl - Google Patents

Eljárás kis szénatomszámú szénhidrogének elõállítására glicerinbõl Download PDF

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Publication number
HUE026365T2
HUE026365T2 HUE09744163A HUE09744163A HUE026365T2 HU E026365 T2 HUE026365 T2 HU E026365T2 HU E09744163 A HUE09744163 A HU E09744163A HU E09744163 A HUE09744163 A HU E09744163A HU E026365 T2 HUE026365 T2 HU E026365T2
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Hungary
Prior art keywords
catalyst
glycerol
acrolein
reactions
reactor
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HUE09744163A
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English (en)
Inventor
Christian Hulteberg
Jan Brandin
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Biofuel-Solution I Malmoe Ab
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Publication of HUE026365T2 publication Critical patent/HUE026365T2/hu

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/207—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms from carbonyl compounds
    • C07C1/2076—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms from carbonyl compounds by a transformation in which at least one -C(=O)- moiety is eliminated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C07C11/04—Ethylene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C07C11/06—Propene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/52—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition by dehydration and rearrangement involving two hydroxy groups in the same molecule
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C9/00—Aliphatic saturated hydrocarbons
    • C07C9/02—Aliphatic saturated hydrocarbons with one to four carbon atoms
    • C07C9/06—Ethane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C9/00—Aliphatic saturated hydrocarbons
    • C07C9/02—Aliphatic saturated hydrocarbons with one to four carbon atoms
    • C07C9/08—Propane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/30—Tungsten
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
    • C07C2523/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals combined with metals, oxides or hydroxides provided for in groups C07C2523/02 - C07C2523/36
    • C07C2523/56—Platinum group metals
    • C07C2523/63—Platinum group metals with rare earths or actinides

Claims (4)

  1. Eljàrés kls szénaiomszémô szênhîdrogéoetc BlêâltMmm gieerinbôl SZäBäDäLMI mËWimmùK
    1. Epris két vagy hârom szénatomof tartalmazô szénhidrogèn eiôâilîtâsars gücerinböl ahol à szénhidrôgên osupan szénatomokat és hidroaénatomokat tsrtab ma|raNp| m eprés a kbvetkezô lépéseket tartalroazza; fiicarià hiztésltâsa; a glioerlnnek akroieinné valô konvertâlésa egy dehidrogénezési reakcîôkat katallzè-IÔ elsô katalizàîor aikalmazâssva!· és a iaiétkazei akrolainaak egy két vagy hérom szénatomot fariafmazo szénhidro-gènné valo konvertàiâsa, egy dekarbonlfezésl reakcîôkat kataîizâlô masodik kaiali-zàtor alkaimazâsé val, vagy egy hidrogénezési reakcîôkat katalizéio masodik kaiaii-zâtor VàiamM egy dehidratâlâsi reakcîôkat kalailzâlô harmadsk katafeâtor alkairna- zésâval. 2* Az 1 igènypont szerinii eljéras, amelyben a szénhidrogèn etân vagy etén, ès amelyben a mâsodik katalizétcr dekarhoniiezésl reakcîôkat katakzéi. ti A 2, igènypont szebnîi après, amelyben a szénhidrogèn etan, és amelyben a màsodik katailzâtert viz-gaz reakelot (VVGS), hidrogénezési és dekarbonHezêsi ré-akciôkat katalizéio kataîizétorok kbzel vélaszfjuk. 4, A 3. Igènypont szerlnti après, amelyben a masodik kafanzâior CeGron hordozott piétinât tartàlrnaz, §, Az elëzô igénypontok egylke szerinti eljàrés, amelyben az elsô és a mâso-dik kaiakzàtor egy elsô reaktorhao vaànak jelen, amely agy ès ugyanaz a reaktor. β. Az 1:.· igènypont szerlnti eljàrés, amely iovébbé magéban fogiap a követke-z6 fépèsekei: hidrogèn biztosltésa, aboi a szénhidrogèn propén vagy propèn, ès amelyben m mâsodik katafizâter bidrogénezési reakcîôkat kaiaüzal, ès a harmadik katalizâtor dehidratâlâsi reakciôkat katalIzâL 7, A 6. igènypont szerinti eljàrés, amelyben a szénhidrogèn propén, és amely-ben a hidrogént a gtiœrinre vonatkoztatva sziichiometrial felesieghen biztositjuk* 8* Az eiozô igénypontok egylke szerinti eljàrés, ameiyben a glicerint vtzzéi képzett elegykéni biztoslliuk, ès a giloerin koncenirédôja a glicehn ès viz elegyében 1-75 tômeg%. S. Ä 8. igénypont szerinis éliras, amelyben a glicarin/viz-elegy hôrnérsékiete. rendeikezèsre bocsatâskor 200-400^0, és amelyben a glicerint 280-400*0 hômér-sékfeton és 2-10 bar nyoméson konvertâljuk akrolelnné.
  2. 10, Az elozé igèîiypontok egyike szerinti eljäras, amelyben az elsé kaializàtor egy ZrOs-on hordozoti WOrQt tartalmazé savas katalizâtor.
  3. 11, Az 1, igénypont szerinti kaiaiizâtor, amelyben - a szénhidrogén etàn; - az also katalizâtor egy savas katalizâtor: - a mâsodik katalizâtor plaîlnât CeCVon hordozva iartaimazé katalizâtor; - a gHcerint egy vizze! képzeü eiegykén! biztositjuk, pèldâui olyan elegyként amelyben a gllcerin koncentracléja 15-30 tômeg%. - a homèrséktet, amelyen a gjjoennt akroleinné és az akroleinf etannâ konvertâljuk 28G-350°C; - a nyomés, amelyen a güeerlnt akroleinné és az akrolelnî etanné konvertâljuk 3,5-4,5 bar; - a glicerin/viz-eiegy rendélkezêsre bocsétéskori homérséfcteie 250-350*0; és - az elsö és a mäsodlk katallzàtor ugyanabban a reaktorban van jeien. 12, A 11. Igénypont szennti eljarés, amelyben az elso katalizâtor egy WOs-ot ir%-on hordozva tartalmazé savas katalizâtor.
  4. 13, Az 1-8. vagy 10. igénypont szennti eiiaràs, amelyben a szënbidrogén etén, és a mâsodik katalizâtor kataHzâlô elemkênt Pd/Cetb-ot tartalmazé katalizâtor. 14 Az 1. igénypont szerinti eljàras, amelyben: a güoerint vizzel képzett elegyként, gâzfàzlsban biztosftjuk, amely elegy hômérsékiete 2O0-40O°C; a glœrint skrolelnné 200-400X homérsékieien és 2-10 bar nyomàson konvertâljuk; az efârés tovâbbâ magiban foglaija hidrogènnek, glicerinre vonatkoztatva sztöchio-metrial feleslegben valô blztosttâsânak iépését; a szénhidrogén propân; és az akroleint az alàbbiak alkalmazasàval konvertâljuk propânnà: egy Wdrogénezèsi reakciokat kataHzâlô mâsodik katalizâtor, ameiy katalizâtor ZnÖ2-on hordozva îartaimaz rezsi amellyel az akroleint propanoilâ âlaklluft ât; egy harmadlk, dehidratalâsi reakolékat kaiskzâlo savas katalizâtor, amellyel a propanoit propénné alakitjuk ét; és egy negyedik, hidrogén&zési reakciokaf katalizélô katailzätor, ameJfyel a pro-pènt propt^né aiakftjuk àt. W, A 14v igènypont szerinîi eljârâs, amelyben a harmadîk feataHzâtor WO3-0I ZfC^oa hordoz^a fartalrnaz, és a negyedik katalizétor ê§f plafna-csoportbeli fêmet iartaimaxô kaiafeâio?
HUE09744163A 2008-11-05 2009-11-03 Eljárás kis szénatomszámú szénhidrogének elõállítására glicerinbõl HUE026365T2 (hu)

Applications Claiming Priority (2)

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US11138808P 2008-11-05 2008-11-05
SE0850077 2008-11-14

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US (1) US20110224470A1 (hu)
EP (1) EP2358653B1 (hu)
CY (1) CY1117044T1 (hu)
DK (1) DK2358653T3 (hu)
ES (1) ES2550788T3 (hu)
HR (1) HRP20151101T1 (hu)
HU (1) HUE026365T2 (hu)
PL (1) PL2358653T3 (hu)
PT (1) PT2358653E (hu)
SI (1) SI2358653T1 (hu)
SM (1) SMT201500259B (hu)
WO (1) WO2010052208A2 (hu)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8692028B2 (en) 2009-12-23 2014-04-08 Biofuel-Solution I Malmo Ab Method for hydrogenating 1,2-unsaturated carbonylic compounds
EP2468709A1 (en) 2010-11-30 2012-06-27 BioFuel-Solution AB A process for producing acrolein
KR101629003B1 (ko) 2013-11-18 2016-06-09 주식회사 엘지화학 글리세린 탈수반응용 촉매, 이의 제조 방법 및 아크롤레인의 제조 방법
WO2020117119A1 (en) 2018-12-05 2020-06-11 Biofuel-Solution I Malmö Ab A process for converting glycerol to propane

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Publication number Publication date
ES2550788T3 (es) 2015-11-12
SMT201500259B (it) 2016-01-08
PL2358653T3 (pl) 2016-01-29
EP2358653B1 (en) 2015-07-22
US20110224470A1 (en) 2011-09-15
WO2010052208A2 (en) 2010-05-14
DK2358653T3 (en) 2015-10-26
HRP20151101T1 (hr) 2015-12-04
PT2358653E (pt) 2015-11-16
CY1117044T1 (el) 2017-04-05
WO2010052208A3 (en) 2010-07-22
SI2358653T1 (sl) 2015-12-31
EP2358653A2 (en) 2011-08-24

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