DD228538A5 - METHOD FOR ISOMERIZING OLEFINICALLY UNSATURATED COMPOUNDS - Google Patents
METHOD FOR ISOMERIZING OLEFINICALLY UNSATURATED COMPOUNDS Download PDFInfo
- Publication number
- DD228538A5 DD228538A5 DD83266938A DD26693883A DD228538A5 DD 228538 A5 DD228538 A5 DD 228538A5 DD 83266938 A DD83266938 A DD 83266938A DD 26693883 A DD26693883 A DD 26693883A DD 228538 A5 DD228538 A5 DD 228538A5
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- DD
- German Democratic Republic
- Prior art keywords
- mole
- sio
- catalyst
- unsaturated compounds
- olefinically unsaturated
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
- B01J23/04—Alkali metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/08—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of gallium, indium or thallium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
- C07C5/25—Migration of carbon-to-carbon double bonds
- C07C5/2506—Catalytic processes
- C07C5/2512—Catalytic processes with metal oxides
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Die Erfindung betrifft ein Verfahren zur Isomerisierung von olefinisch ungesaettigten Verbindungen, bei dem ein mit Kieselsaeure stabilisierter g-Aluminiumoxid-Katalysator eingesetzt wird, der mit Oxiden zwei- oder dreiwertiger Metalle aus der Gruppe II A, III B, VIII und/oder Lanthaniden impraegniert ist.The invention relates to a process for the isomerization of olefinically ungesettigte compounds in which a stabilized with silica g-alumina catalyst is used, which is impregnated with oxides of divalent or trivalent metals from the group II A, III B, VIII and / or lanthanides ,
Description
— Λ- Berlin, den 27. 8. 84 Ausscheidung aus AP B Ol D/251 339 6 64 288 11- Berlin, 27. 8. 84 Elimination from AP B Ol D / 251 339 6 64 288 11
Verfahren zur Isomerisierung olefinisch ungesättigter Verbindungen Process for the isomerization of olefinically unsaturated compounds
Die Erfindung betrifft ein Verfahren zur Isomerisierung olefinisch ungesättigter Verbindungen, bei dem als Katalysatoren V-Tonerde-Katalysatoren eingesetzt werden, die mit Kieselsäure stabilisiert sind·The invention relates to a process for the isomerization of olefinically unsaturated compounds, in which the catalysts used are V alumina catalysts which are stabilized with silica.
Katalysatoren auf der Basis von ^-Tonerde sind bekannt; ebenso bekannt ist, daß sie für bestimmte Reaktionen, insbesondere für die Bindungs-Isomerisationsreaktionen eine zu hohe Acidität aufweisen» Darüber hinaus steigt die Acidität von ^-Tonerde weiter,, wenn diese zur Erhöhung der thermischen Stabilität mit Kieselsäure behandelt worden ist (US-PS 40 13 590 und 40 13 589 sowie US-Re-30 668), Andererseits ist eine Stabilisierung mit Kieselsäure erforderlich* um Tonerde einer Regenerierung bei hoher Temperatur ohne Verlust ihrer Aktivität zugänglich zu machen*Catalysts based on carbon monoxide are known; It is also known that they have too high an acidity for certain reactions, in particular for the bond isomerization reactions. In addition, the acidity of earthen clay further increases when it has been treated with silica to increase the thermal stability (US Pat 40 13 590 and 40 13 589 and US-Re-30 668), on the other hand silicic acid stabilization is required to make alumina available for high temperature regeneration without loss of its activity.
Ziel der Erfindung ist die Bereitstellung eines Verfahrens zur Isomerisierung von olefinisch ungesättigten Verbindungen, bei dem Tonerde-Katalysatoren mit verbesserten Eigenschaften eingesetzt werden.The object of the invention is to provide a process for the isomerization of olefinically unsaturated compounds, in which alumina catalysts having improved properties are used.
- 2 Darlegung des Wesens der Erfindung - 2 Presentation of the essence of the invention
Es wurde gefunden, daß man durch Zusatz von einem oder mehreren Oxid(en) von Metallen der Gruppe II A und/oder VIII und/oder III 8 und/oder der Lanthaniden zu mit Kieselsäure stabilisierter if-Tonerde einen verbesserten Katalysator erhält»It has been found that the addition of one or more oxide (s) of Group II A metals and / or VIII and / or III 8 and / or lanthanides to silica-stabilized if clay gives an improved catalyst.
Dem erfindungsgemäß eingesetzten Katalysator kann man die allgemeine FormelThe catalyst used in the invention can be the general formula
a Al2O3 · b SiO2 # c Μβχ0γ a Al 2 O 3 · b SiO 2 # c Μβ χ 0 γ
zuschreiben, worin Me O ein oder mehrere Oxid(e) der Metalle der Gruppen II A, III B, VIII und/oder der Lanthaniden bezeichnet und a> b und c die Mol-Anzahl der oxidischen Komponenten angeben, wobei die Relationin which Me O denotes one or more oxide (s) of the metals of the groups II A, III B, VIII and / or the lanthanides and a> b and c indicate the molar number of oxidic components, the relation
c= nu.b +B erfüllt sein muß;c = nu.b + B must be fulfilled;
B * 0,01,B * 0.01,
b 0,02 bis 0,25, (b+c)/a a 0,01 bis 9, m a 0,7 bis 0,1b 0.02 to 0.25, (b + c) / a a 0.01 to 9, m a 0.7 to 0.1
Im Falle eines calciumhaltigen Katalysators soll das Molverhältnis folgender Beziehung genügen:In the case of a catalyst containing calcium, the molar ratio should satisfy the following relationship:
Mole CaO= 0,500 ♦ Mole SiO + 0,030,Mole CaO = 0.500 ♦ mole SiO + 0.030,
Im Falle eines bariumhaltigen Katalysators soll das Molverhältnis folgender Beziehung genügen:In the case of a barium-containing catalyst, the molar ratio should satisfy the following relationship:
Mole BaO = 0,500 , Mole SiO2 + 0,020.Mole BaO = 0.500, moles SiO 2 + 0.020.
Im Falle von lanthanhaltigen Katalysatoren soll das Molverhältnis folgender Beziehung genügen:In the case of lanthanum-containing catalysts, the molar ratio should satisfy the following relationship:
1 Mole La2O3 = 0,257 # Mole SiO2 + 0,014· 1 mole La 2 O 3 = 0.257 # moles SiO 2 + 0.014 ·
Im Falle von eisenhaltigen Katalysatoren soll das Molverhältnis folgender Beziehung genügen:In the case of iron-containing catalysts, the molar ratio should satisfy the following relationship:
Mole Fe2O3 = 0,290 · Mole SiO2 + 0,018·Mole Fe 2 O 3 = 0.290 moles SiO 2 + 0.018
In obigen vier speziellen Fällen liegt die Mol-Anzahl SiO2 und das Verhältnis (b+c)/a bei den oben angegebenen Werten.In the above four specific cases, the number of moles of SiO 2 and the ratio (b + c) / a are at the above values.
Der erfindungsgemäß eingesetzte Katalysator eignet sich insbesondere zur Isomerisierung von olefinischen Doppelbindungen» insbesondere zur Isomerisierung von 2-Buten zu 1-Buten·The catalyst used according to the invention is particularly suitable for the isomerization of olefinic double bonds, in particular for the isomerization of 2-butene to 1-butene.
Die Herstellung des stabilisierten ** -Tonerde-Katalysators geschieht im Sinne obiger amerikanischer Patentschriften durch Tränken der Tonerde mit einer wäßrigen Lösung von Salzen der Metalle der Metalle der Gruppen II A, III B, VIII und/oder der Lanthanide^,, vorzugsweise Nitrate oder Acetate»The preparation of the stabilized ** toner earth catalyst is carried out in the sense of the above US patents by impregnating the alumina with an aqueous solution of salts of the metals of the metals of groups II A, III B, VIII and / or the lanthanides, preferably nitrates or Acetate "
Die Erfindung wird an folgenden Beispielen weiter erläutert.The invention will be further illustrated by the following examples.
- 4 Beispiel 1 - 4 Example 1
20 g Y'-Tonerde (spezifische Oberfläche 200 m /g) wurden mit 15 cm einer alkoholischen Lösung enthaltend 0,75 g "Dynasil A 40", daß ist eine 40%ige Lösung von Ethylenorthosilicat, behandelt·20 g of Y'-alumina (specific surface area 200 m / g) were treated with 15 cm of an alcoholic solution containing 0.75 g of "Dynasil A 40", which is a 40% solution of ethylene orthosilicate.
Das Geraisch konnte bei 50 0C 2 h reagieren* dann wurde es dekantiert und mit Dampf zur Hydrolyse der Silanolgruppen behandel" gebrannt.The cheese was allowed to react at 50 ° C. for 2 hours, then it was decanted and treated with steam to hydrolyze the silanol groups.
behandelt» Anschließend wurde getrocknet und 4 h bei 500 CThen it was dried and 4 h at 500 C.
Man erhielt ein Material, enthaltend 1*5 % SiO„, welchesThis gave a material containing 1 * 5 % SiO ", which
mit 15 cm einer wäßrigen Lösung von 5*9 g Lanthannitrat imprägniert* das imprägnierte Material getrocknet und 4 h bei 500 0C gebrannt wurde«impregnated with 15 cm of an aqueous solution of 5 * 9 g lanthanum nitrate * the impregnated material was dried and fired at 500 ° C. for 4 h «
Der so erhaltene Katalysator war eine mit lt5 % SiO„ stabi lisierte ^-Tonerde enthaltend 10 % La2O3*The catalyst thus obtained was a l t with 5% SiO "stable ^ ized-alumina containing 10% La 2 O 3 *
Er wurde in einen Reaktor eingebracht und in diesem trans-2-8uten bei 470 C unter Atmosphärendruck bei einer Durchsatzgeschwindigkeit von 6 m /m ,h isomerisiert» Auf diese Weise erhielt man 1-Buten mit nur 140 ppm Isobuten*It was introduced into a reactor and is isomerized in this trans-2-8uten at 470 C under atmospheric pressure at a throughput rate of 6 m / m, h. »This way, 1-butene was obtained with only 140 ppm isobutene *
Nach 24 h bei 1 000 0C besaß der Katalysator eine spezifi-After 24 h at 1 000 0 C the catalyst had a specific
sehe Oberfläche von 113 m /g und zeigte nach 40 Zyklen von Betriebszeit - insgesamt 332 h - und Regenerationszeit insgesamt 152 h - keinen Aktivitätsverlust· Die Regenerierung erfolgte bei einer Temperatur von 540 0C,see surface of 113 m / g and showed after 40 cycles of operating time - a total of 332 h - and regeneration time a total of 152 h - no loss of activity · The regeneration was carried out at a temperature of 540 0 C,
- 5 Beispiel 2 - 5 Example 2
Entsprechend Beispiel 1 wurde ein Katalysator hergestellt, der in ^-Tonerde 1,5 % SiO2 und 2,5 % CaO enthielt. Der Calciumgehalt wurde durch Tränken mit 15 cm einer wäßrigen Lösung von 2,4 g Calciumnitrat, Trocknen und Brennen während 4 h bei 500 0C eingebracht*In accordance with Example 1, a catalyst was prepared which contained 1.5 % SiO 2 and 2.5 % CaO in 1-clay. The calcium content was introduced by impregnation with 15 cm of an aqueous solution of 2.4 g of calcium nitrate, drying and firing for 4 h at 500 0 C *
Dieser Katalysator diente* wie oben» zur Isomerisierung von 2-Buten bei 450 C unter Atmosphärendruck bei einer Durchsatzgeschwindigkeit von 6 m /m #hf wodurch man l-Buten mit einem Isobutengehalt von nur 150 ppm erhielt» Nach einer Wärmebehandlung von 24 h bei 1000 0C hatte der Katalysator eine spezifische Oberfläche von 183 raÄ/g und zeigte nach 40 Zyklen von Betriebszeit - insgesamt 332 h - und Regenerationszeit - insgesamt 152 h - keinen Aktivitätsverlust· Die Regenerierung erfolgte bei 540 0C,This catalyst served * above "obtained with an isobutene content of only 150 ppm for the isomerization of 2-butene at 450 C under atmospheric pressure at a throughput speed of 6 m / m #h f yielding l-butene" After a heat treatment of 24 hours at 1000 0 C, the catalyst had a specific surface area of 183 ra Ä / g and showed after 40 cycles of operating time - a total of 332 h - and regeneration time - 152 h in total - no loss of activity · The regeneration was carried out at 540 0 C,
Claims (5)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21512/82A IT1152198B (en) | 1982-05-27 | 1982-05-27 | ALBUMINE RANGE CATALYST AND ITS PREPARATION METHOD |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD228538A5 true DD228538A5 (en) | 1985-10-16 |
Family
ID=11182900
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD83251339A DD211720A5 (en) | 1982-05-27 | 1983-05-27 | PROCESS FOR PRODUCING TONERDE CATALYSTS |
| DD83266938A DD228538A5 (en) | 1982-05-27 | 1983-05-27 | METHOD FOR ISOMERIZING OLEFINICALLY UNSATURATED COMPOUNDS |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD83251339A DD211720A5 (en) | 1982-05-27 | 1983-05-27 | PROCESS FOR PRODUCING TONERDE CATALYSTS |
Country Status (29)
| Country | Link |
|---|---|
| JP (1) | JPS58216741A (en) |
| KR (1) | KR840004521A (en) |
| AU (1) | AU557471B2 (en) |
| BE (1) | BE896851A (en) |
| CA (1) | CA1193238A (en) |
| CS (1) | CS239938B2 (en) |
| DD (2) | DD211720A5 (en) |
| DE (1) | DE3319099A1 (en) |
| DK (1) | DK234483A (en) |
| EG (1) | EG16047A (en) |
| ES (1) | ES8505833A1 (en) |
| FR (1) | FR2527941A1 (en) |
| GB (1) | GB2121698B (en) |
| GR (1) | GR78565B (en) |
| HU (1) | HU200709B (en) |
| IT (1) | IT1152198B (en) |
| LU (1) | LU84824A1 (en) |
| NL (1) | NL8301873A (en) |
| NO (1) | NO158485C (en) |
| NZ (1) | NZ204199A (en) |
| PH (1) | PH17970A (en) |
| PL (1) | PL140654B1 (en) |
| PT (1) | PT76765B (en) |
| RO (1) | RO86664B (en) |
| SE (1) | SE452954B (en) |
| SU (1) | SU1440330A3 (en) |
| YU (1) | YU44435B (en) |
| ZA (1) | ZA833399B (en) |
| ZW (1) | ZW11383A1 (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61157345A (en) * | 1984-12-28 | 1986-07-17 | Toyo C C I Kk | Carrier for catalyst |
| DE3839580C1 (en) * | 1988-11-24 | 1990-07-05 | Condea Chemie Gmbh, 2212 Brunsbuettel, De | |
| US5187138A (en) * | 1991-09-16 | 1993-02-16 | Exxon Research And Engineering Company | Silica modified hydroisomerization catalyst |
| US5208200A (en) * | 1992-02-27 | 1993-05-04 | Exxon Research And Engineering Co. | Noble metal on rare earth modified silica alumina as hydrocarbon conversion catalyst |
| US5248409A (en) * | 1992-02-27 | 1993-09-28 | Exxon Research & Engineering Company | Metal on rare earth modified silica alumina as hydrocarbon conversion catalyst |
| DE4445680A1 (en) * | 1994-12-21 | 1996-06-27 | Huels Chemische Werke Ag | Catalyst and process for the isomerization of aliphatic C¶4¶-C¶1¶¶¶ monoolefins |
| DE102013226370A1 (en) | 2013-12-18 | 2015-06-18 | Evonik Industries Ag | Production of butadiene by oxidative dehydrogenation of n-butene after prior isomerization |
| DE102015200702A1 (en) | 2015-01-19 | 2016-07-21 | Evonik Degussa Gmbh | Preparation of butadiene from ethene |
| JP6571392B2 (en) | 2015-05-29 | 2019-09-04 | Ｊｘｔｇエネルギー株式会社 | Isomerization catalyst, linear olefin production method and compound production method |
| JP6736017B2 (en) * | 2015-11-05 | 2020-08-05 | Ｅｎｅｏｓ株式会社 | Isomerization catalyst, method for producing linear olefin and method for producing compound |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461069A (en) * | 1944-06-10 | 1949-02-08 | Socony Vacuum Oil Co Inc | Simultaneous catalytic cracking and desulfurization of hydrocarbons |
| US3313858A (en) * | 1965-02-12 | 1967-04-11 | Phillips Petroleum Co | Isomerization of non-terminal olefins |
| US3925253A (en) * | 1973-03-19 | 1975-12-09 | Ethyl Corp | Catalysts |
| US4220559A (en) * | 1978-02-14 | 1980-09-02 | Engelhard Minerals & Chemicals Corporation | High temperature-stable catalyst composition |
| FR2424061A1 (en) * | 1978-04-25 | 1979-11-23 | Lyon Applic Catalytiques | NEW CONTACT MASS FOR HETEROGENOUS CATALYSIS |
| JPS6035174B2 (en) * | 1979-05-10 | 1985-08-13 | 株式会社日本触媒 | Catalyst for producing alkylene glycol ethers |
-
1982
- 1982-05-27 IT IT21512/82A patent/IT1152198B/en active
-
1983
- 1983-05-11 NZ NZ204199A patent/NZ204199A/en unknown
- 1983-05-11 ZA ZA833399A patent/ZA833399B/en unknown
- 1983-05-12 ZW ZW113/83A patent/ZW11383A1/en unknown
- 1983-05-17 YU YU1099/83A patent/YU44435B/en unknown
- 1983-05-17 SE SE8302769A patent/SE452954B/en not_active IP Right Cessation
- 1983-05-17 GB GB08313562A patent/GB2121698B/en not_active Expired
- 1983-05-18 KR KR1019830002174A patent/KR840004521A/en not_active Application Discontinuation
- 1983-05-18 PH PH28927A patent/PH17970A/en unknown
- 1983-05-19 GR GR71394A patent/GR78565B/el unknown
- 1983-05-20 AU AU14835/83A patent/AU557471B2/en not_active Expired - Fee Related
- 1983-05-24 RO RO111050A patent/RO86664B/en unknown
- 1983-05-25 DK DK234483A patent/DK234483A/en not_active Application Discontinuation
- 1983-05-25 EG EG323/83A patent/EG16047A/en active
- 1983-05-25 FR FR8308649A patent/FR2527941A1/en not_active Withdrawn
- 1983-05-25 PL PL1983242188A patent/PL140654B1/en unknown
- 1983-05-25 NO NO831848A patent/NO158485C/en unknown
- 1983-05-26 PT PT76765A patent/PT76765B/en unknown
- 1983-05-26 DE DE19833319099 patent/DE3319099A1/en active Granted
- 1983-05-26 LU LU84824A patent/LU84824A1/en unknown
- 1983-05-26 NL NL8301873A patent/NL8301873A/en not_active Application Discontinuation
- 1983-05-26 BE BE0/210854A patent/BE896851A/en not_active IP Right Cessation
- 1983-05-26 SU SU833597798A patent/SU1440330A3/en active
- 1983-05-26 CA CA000428978A patent/CA1193238A/en not_active Expired
- 1983-05-26 HU HU831865A patent/HU200709B/en not_active IP Right Cessation
- 1983-05-26 CS CS833718A patent/CS239938B2/en unknown
- 1983-05-27 DD DD83251339A patent/DD211720A5/en not_active IP Right Cessation
- 1983-05-27 JP JP58092564A patent/JPS58216741A/en active Pending
- 1983-05-27 DD DD83266938A patent/DD228538A5/en not_active IP Right Cessation
- 1983-05-27 ES ES523075A patent/ES8505833A1/en not_active Expired
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