LU84824A1 - GAMMA ALUMINA-BASED CATALYST AND PROCESS FOR PREPARING THE SAME - Google Patents
GAMMA ALUMINA-BASED CATALYST AND PROCESS FOR PREPARING THE SAME Download PDFInfo
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- LU84824A1 LU84824A1 LU84824A LU84824A LU84824A1 LU 84824 A1 LU84824 A1 LU 84824A1 LU 84824 A LU84824 A LU 84824A LU 84824 A LU84824 A LU 84824A LU 84824 A1 LU84824 A1 LU 84824A1
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- Prior art keywords
- moles
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Links
- 239000003054 catalyst Substances 0.000 title claims description 21
- 238000004519 manufacturing process Methods 0.000 title claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 17
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 4
- 150000002602 lanthanoids Chemical class 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 2
- 229910004298 SiO 2 Inorganic materials 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 5
- 238000011069 regeneration method Methods 0.000 description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000006317 isomerization reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229910003923 SiC 4 Inorganic materials 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- FYDKNKUEBJQCCN-UHFFFAOYSA-N lanthanum(3+);trinitrate Chemical compound [La+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O FYDKNKUEBJQCCN-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
Classifications
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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
Landscapes
- 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)
Description
Catalyseur à base d’alumine gamma et son procédé de prépara- ! tion.Gamma alumina catalyst and process for its preparation! tion.
La présente invention concerne un catalyseur à base d’alumine gammaet son procédé de préparation.The present invention relates to a gamma alumina catalyst and its preparation process.
; 5 Les catalyseurs à base d’alumine gamma sont connus mais ils ont une trop grande acidité pour certaines réactions et, en particulier, pour les react i or& d ’ i somér i sat ion de liaisons.; 5 Catalysts based on gamma alumina are known but they have too high an acidity for certain reactions and, in particular, for react i or & d ’i somér i sat ion of bonds.
De plus l’acidité est augmentée quand l’alumine gamma est traitée avec de la silice afin de la rendre stable thermique-10 ment, par exemple selon les procédés décrits dans les brevets US R.E. 30668, 4 013 590 et 4 013 589.In addition, the acidity is increased when the gamma alumina is treated with silica in order to make it thermally stable, for example according to the methods described in US patents R.E. 30668, 4,013,590 and 4,013,589.
Par ailleurs, la stabilisation par la silice est nécessaire i afin de rendre l’alumine appropriée pour la régénération δ "température élevée sans qu’elle perde son activité.Furthermore, stabilization with silica is necessary i in order to make the alumina suitable for regeneration δ "high temperature without losing its activity.
15 Les auteurs de la présente invention ont découvert d’une façon tout à fait surprenante que d’une part, on pouvait réduire l’acidité des catalyseurs à base d’alumine gamma de façon telle qu’ils soient rendus également aptes pour les réactions d’isomérisation de liaison^ tandis que d’autre part, on ne réduisait 20 pas leurs caractéristiques de stabilité thermique, en ajoutant i un ou plusieurs oxydes des métaux des groupes II A et/ou VIIIThe authors of the present invention have surprisingly discovered that, on the one hand, the acidity of the gamma alumina catalysts can be reduced so that they are also made suitable for the reactions. of bond isomerization, while, on the other hand, their thermal stability characteristics were not reduced by adding to one or more oxides of the metals of groups II A and / or VIII
I et/ou III B et/ou des lanthanïdes à la composition d’alumine j gamm-a stabilisée par la silice.I and / or III B and / or lanthanides with the alumina composition j gamm-a stabilized by silica.
I Le catalyseur à base d’alumine gamma selon la présente in- | 25vention, satisfait à la formule générale 1 a Al,0t. b Si0v c Me 0 , z ό δ a y ! ^ dans laquelle Me 0 est l’oxyde d’un ou de plusieurs des mé- - ^ y ; taux des groupes II A et/ou VIII et/ou III B et/ou de lanthani- ’ ds, et a, b, c sont les nombres de moles de Al-,0 c.jQ et f 3 0 o 5 > " ' 2 j ‘>5ex^y resPectivement, b et c étant liés par la relationI The gamma alumina catalyst according to the present in- | 25vention, satisfies the general formula 1 a Al, 0t. b Si0v c Me 0, z ό δ a y! ^ in which Me 0 is the oxide of one or more of the me- ^ y; rates of groups II A and / or VIII and / or III B and / or lanthanides, and a, b, c are the numbers of moles of Al-, 0 c.jQ and f 3 0 o 5> " '2 j'> 5ex ^ y respectively, b and c being linked by the relation
Ic m .b + BIc m .b + B
dans laquelle B a une valeur supérieure ou égale à 0 01,et b k 9 * î a une valeur comprise entre 0,.020 et 0,250, le rapport fb+c)/a 4 4 L· \ / i ; 2 1 étant compris entre 0,01 et 9, et m étant un nombre compris entre 0,7 et 0,1in which B has a value greater than or equal to 0 01, and b k 9 * î has a value between 0.020 and 0.250, the ratio fb + c) / a 4 4 L · \ / i; 2 1 being between 0.01 and 9, and m being a number between 0.7 and 0.1
Dans le cas spécifique du calcium, le nombre de moles de CaO est lié au nombre de moles de S1O2 Par relation 5 moles de CaO ^ 0,500 x moles de S1O2 + 0,030In the specific case of calcium, the number of moles of CaO is linked to the number of moles of S1O2 By relation 5 moles of CaO ^ 0.500 x moles of S1O2 + 0.030
Dans le cas du baryum, le nombre de moles de BaO est lié au nombre de moles de S3O2 par la relation moles de BaO ^ 0,500 x moles de S1O2 + 0,020.In the case of barium, the number of moles of BaO is linked to the number of moles of S3O2 by the relation moles of BaO ^ 0.500 x moles of S1O2 + 0.020.
Dans le cas du lanthane le nombre de moles de 10 Ι^Ο^ est lié au nombre de moles de SiO^ par la relation moles de 0,257 x moles de Si0? + 0,014.In the case of lanthanum the number of moles of 10 Ι ^ Ο ^ is related to the number of moles of SiO ^ by the relation moles of 0.257 x moles of Si0? + 0.014.
Dans le cas du fer le nombre de moles de F^O^ est lié au nombre de moles de S1O2 par la relation moles de ^e 2 ^3 ^ ^>-90 x moles de S1O2 + 0,018.In the case of iron the number of moles of F ^ O ^ is related to the number of moles of S1O2 by the relation moles of ^ e 2 ^ 3 ^ ^> - 90 x moles of S1O2 + 0.018.
1S Dans ces quatre cas particuliers, le nombre de mo les de S1O2 et le rapport (b+c)/a sont tels qu'indiqués précédemment.1S In these four particular cases, the number of modules of S1O2 and the ratio (b + c) / a are as indicated above.
! Le catalyseur selon la présente invention, est parti- j culièrement utile dans les réactions d'isomérisation de liai- !j 20 son oléfinique et en particulier dans l'isomérisation du î butène-2 en butène-1.! The catalyst according to the present invention is particularly useful in the isomerization reactions of olefinic sound and in particular in the isomerization of butene-2 to butene-1.
| Pour préparer le catalyseur selon la présente invention, j l’alumine gamma stabilisée par l'un quelconque des procédés ! décrits dans les brevets US susmentionnés est imprégné avec ! 25 des solutions aqueuses de sels des métaux des groupes II A et/ou VIII et/ou III B et/ou des lanthanides, de préférence avec des solutions aqueuses de nitrates et d’acétates.| To prepare the catalyst according to the present invention, I gamma alumina stabilized by any of the methods! described in the aforementioned US patents is impregnated with! 25 aqueous solutions of salts of metals of groups II A and / or VIII and / or III B and / or lanthanides, preferably with aqueous solutions of nitrates and acetates.
j! I La présente invention est illustrée par les exemples (descriptifs et non limitatifs ci-après.j! I The present invention is illustrated by the examples (descriptive and nonlimiting below).
30 exemple 1 20 g d'alumine gamma (surface spécifique de 200 m“/g) j! sont traités avec 15 ml d’une solution alcooliaue contenant l| ! 0,75 g de’bynasil A40M(solution d’orthcsilicate d’éthyle à | j 40¾).30 example 1 20 g gamma alumina (specific surface of 200 m 2 / g) d! are treated with 15 ml of an alcoholic solution containing l | ! 0.75 g of bynasil A40M (ethyl orthcsilicate solution at | d 40¾).
ΐΙ '·. ! 'i ^ ^ij é fl I . 3 IOn laisse réagir le mélange pendant 2 heures à 50°C, on le soutire ensuite et on le traite avec la vapeur afin d'hydrolyser les groupes silanol. On le sèche et le calcine à S00°C pendant 4 heures.ΐΙ '·. ! 'i ^ ^ ij é fl I. 3. The mixture is left to react for 2 hours at 50 ° C., it is then withdrawn and treated with steam in order to hydrolyze the silanol groups. It is dried and calcined at S00 ° C for 4 hours.
5 La matière obtenue de cette façon contenant 1,51 de SiC^est imprégnée avec 15 ml d'une solution aqueuse, contenant 5,90g de nitrate de lanthane.The material obtained in this way containing 1.51 SiC 4 is impregnated with 15 ml of an aqueous solution containing 5.90 g of lanthanum nitrate.
La matière imprégnée est ensuite séchée et calcinée à 500°C pendant 4 heures.The impregnated material is then dried and calcined at 500 ° C for 4 hours.
1 q On obtient une matière constituée par de l'alumine gamma stabilisée par 1,51 de Sii^ et contenant 10¾ de La20^.1 q A material is obtained consisting of gamma alumina stabilized with 1.51 of Sii ^ and containing 10¾ of La20 ^.
Ce catalyseur est placé dans un réacteur dans lequel le trans-butène-2 est isomérisé en le faisant réagir à une température de 470°C, à la pression atmosphérique et à une vitesse 15 spatiale pondérale horaire (VSPH) de 6h .This catalyst is placed in a reactor in which the trans-butene-2 is isomerized by reacting it at a temperature of 470 ° C., at atmospheric pressure and at an hourly space weight velocity (VSPH) of 6 h.
ILe catalyseur peut produire du butène-1 contenant seulement 140 ppm d'isobutène.The catalyst can produce butene-1 containing only 140 ppm of isobutene.
Après le traitement thermique de 24 heures à 1000°C, ! le catalyseur a une surface spécifique de 113m /g et ne montre J 20 aucune perte d'activité après 40 cycles réactionnels (332 heures ] au total) et 40 cycles de régénération (152 heures au total).After the 24 hour heat treatment at 1000 ° C,! the catalyst has a specific surface of 113 m / g and shows no loss of activity after 40 reaction cycles (332 hours] in total) and 40 regeneration cycles (152 hours in total).
| La régénération est effectuée à une température de | 54 0°C.| Regeneration is carried out at a temperature of | 54 0 ° C.
EXEMPLE 2 25 Suivant le procédé décrit dans l’exemple 1, on prépa-EXAMPLE 2 According to the method described in Example 1, we prepare
! re un catalyseur constitué par 1,5 % de SiO-, + 2,5 ® de CaO! re a catalyst consisting of 1.5% SiO-, + 2.5 ® of CaO
; sur l'alumine gamma.; on gamma alumina.
Le calcium est imprégné en utilisant une solution aqueuse (15 ml) de nitrate de calcium (2,40 g).Calcium is impregnated using an aqueous solution (15 ml) of calcium nitrate (2.40 g).
; ‘ 30 On sèche et on calcine de nouveau à 500°C pendant P 4 heures.; ‘30 Dry and calcine again at 500 ° C for P 4 hours.
| Le catalyseur est place dans un réacteur oû le trans- i butène-2 est isomérisé en le faisant réagir à une température de 470 C,à la pression atmosphérique et â une vitesse spatiale pon-! 45 derale horaire (VSPH) de 6h ! ; / i; 4 il | Le catalyseur peut produire du butène-1 ne contenant que 150 ppm d'isobutène.| The catalyst is placed in a reactor where the trans-butene-2 is isomerized by reacting it at a temperature of 470 ° C., at atmospheric pressure and at a controlled space speed! 45 last hour (VSPH) of 6h! ; / i; 4 it | The catalyst can produce butene-1 containing only 150 ppm isobutene.
Après traitement thermique pendant 24 heures ä 1000°C, le catalyseur a une surface spécifique de 183 m /g 5 et ne montre aucune perte d’activité après 40 cycles réactionnels (332 heures au total) et 40 cycles de régénération (152 - * heures au total).After heat treatment for 24 hours at 1000 ° C, the catalyst has a specific surface of 183 m / g 5 and shows no loss of activity after 40 reaction cycles (332 hours in total) and 40 regeneration cycles (152 - * hours in total).
La régénération est effectuée à une température de 54 0°C.The regeneration is carried out at a temperature of 54 0 ° C.
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Claims (4)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21512/82A IT1152198B (en) | 1982-05-27 | 1982-05-27 | ALBUMINE RANGE CATALYST AND ITS PREPARATION METHOD |
| IT2151282 | 1982-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU84824A1 true LU84824A1 (en) | 1984-03-07 |
Family
ID=11182900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU84824A LU84824A1 (en) | 1982-05-27 | 1983-05-26 | GAMMA ALUMINA-BASED CATALYST AND PROCESS FOR PREPARING THE SAME |
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) | DD228538A5 (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 ZA ZA833399A patent/ZA833399B/en unknown
- 1983-05-11 NZ NZ204199A patent/NZ204199A/en unknown
- 1983-05-12 ZW ZW113/83A patent/ZW11383A1/en unknown
- 1983-05-17 GB GB08313562A patent/GB2121698B/en not_active Expired
- 1983-05-17 YU YU1099/83A patent/YU44435B/en unknown
- 1983-05-17 SE SE8302769A patent/SE452954B/en not_active IP Right Cessation
- 1983-05-18 PH PH28927A patent/PH17970A/en unknown
- 1983-05-18 KR KR1019830002174A patent/KR840004521A/en not_active Ceased
- 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 EG EG323/83A patent/EG16047A/en active
- 1983-05-25 DK DK234483A patent/DK234483A/en not_active Application Discontinuation
- 1983-05-25 FR FR8308649A patent/FR2527941A1/en not_active Withdrawn
- 1983-05-25 NO NO831848A patent/NO158485C/en unknown
- 1983-05-25 PL PL1983242188A patent/PL140654B1/en unknown
- 1983-05-26 BE BE0/210854A patent/BE896851A/en not_active IP Right Cessation
- 1983-05-26 DE DE19833319099 patent/DE3319099A1/en active Granted
- 1983-05-26 CS CS833718A patent/CS239938B2/en unknown
- 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 NL NL8301873A patent/NL8301873A/en not_active Application Discontinuation
- 1983-05-26 LU LU84824A patent/LU84824A1/en unknown
- 1983-05-26 PT PT76765A patent/PT76765B/en unknown
- 1983-05-26 SU SU833597798A patent/SU1440330A3/en active
- 1983-05-27 DD DD83266938A patent/DD228538A5/en not_active IP Right Cessation
- 1983-05-27 DD DD83251339A patent/DD211720A5/en not_active IP Right Cessation
- 1983-05-27 ES ES523075A patent/ES8505833A1/en not_active Expired
- 1983-05-27 JP JP58092564A patent/JPS58216741A/en active Pending
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