RU2013108831A - Способ синтеза углеводородов с5+ в присутствии катализатора, полученного при помощи по меньшей мере одного циклического олигосахарида - Google Patents
Способ синтеза углеводородов с5+ в присутствии катализатора, полученного при помощи по меньшей мере одного циклического олигосахарида Download PDFInfo
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- RU2013108831A RU2013108831A RU2013108831/04A RU2013108831A RU2013108831A RU 2013108831 A RU2013108831 A RU 2013108831A RU 2013108831/04 A RU2013108831/04 A RU 2013108831/04A RU 2013108831 A RU2013108831 A RU 2013108831A RU 2013108831 A RU2013108831 A RU 2013108831A
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- Prior art keywords
- hydrocarbon synthesis
- synthesis method
- oxide
- catalyst
- group viii
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- 229930195733 hydrocarbon Natural products 0.000 title claims abstract 21
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract 21
- 230000015572 biosynthetic process Effects 0.000 title claims abstract 11
- 238000003786 synthesis reaction Methods 0.000 title claims abstract 11
- 239000003054 catalyst Substances 0.000 title claims abstract 10
- 238000000034 method Methods 0.000 title claims abstract 10
- 229920001542 oligosaccharide Polymers 0.000 title claims abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract 14
- 238000001308 synthesis method Methods 0.000 claims abstract 13
- 229910052751 metal Inorganic materials 0.000 claims abstract 11
- 239000002184 metal Substances 0.000 claims abstract 11
- 150000002894 organic compounds Chemical class 0.000 claims abstract 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical group OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims abstract 3
- 238000001354 calcination Methods 0.000 claims abstract 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910017052 cobalt Inorganic materials 0.000 claims abstract 2
- 239000010941 cobalt Substances 0.000 claims abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract 2
- -1 cyclic oligosaccharide Chemical class 0.000 claims abstract 2
- 229910052748 manganese Inorganic materials 0.000 claims abstract 2
- 239000011572 manganese Substances 0.000 claims abstract 2
- 229910052763 palladium Inorganic materials 0.000 claims abstract 2
- 229910052697 platinum Inorganic materials 0.000 claims abstract 2
- 239000002243 precursor Substances 0.000 claims abstract 2
- 229910052702 rhenium Inorganic materials 0.000 claims abstract 2
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract 2
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 2
- 229910052715 tantalum Inorganic materials 0.000 claims abstract 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims abstract 2
- 229920000858 Cyclodextrin Polymers 0.000 claims 8
- 229940097362 cyclodextrins Drugs 0.000 claims 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims 1
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims 1
- 239000001116 FEMA 4028 Substances 0.000 claims 1
- 229910004298 SiO 2 Inorganic materials 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 1
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims 1
- 229940043377 alpha-cyclodextrin Drugs 0.000 claims 1
- 235000011175 beta-cyclodextrine Nutrition 0.000 claims 1
- 229960004853 betadex Drugs 0.000 claims 1
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims 1
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 229910052596 spinel Inorganic materials 0.000 claims 1
- 239000011029 spinel Substances 0.000 claims 1
- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims 1
- 229910052845 zircon Inorganic materials 0.000 claims 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 claims 1
Classifications
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
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- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/0425—Catalysts; their physical properties
- C07C1/0445—Preparation; Activation
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- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
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Abstract
1. Способ синтеза главным образом линейных и насыщенных углеводородов С5+, заключающийся в приведении в контакт загрузки, содержащей синтез-газ, по меньшей мере с одним катализатором, активная фаза которого содержит по меньшей мере один металл группы VIII, нанесенный на носитель, состоящий по меньшей мере из одного оксида, при этом указанный катализатор получают способом, включающим в себя:i) по меньшей мере одну стадию приведения в контакт по меньшей мере указанного носителя по меньшей мере с одним раствором, содержащим по меньшей мере один предшественник указанного металла группы VIII,ii) по меньшей мере одну стадию приведения в контакт по меньшей мере указанного носителя по меньшей мере с одним органическим соединением, образованным по меньшей мере одним циклическим олигосахаридом, состоящим по меньшей мере из 6 остатков глюкопиранозы, объединенных α-(1,4)-связями,iii) по меньшей мере одну стадию прокаливания для получения по меньшей мере указанного металла указанной группы VIII в форме оксида,при этом стадии i) и ii) могут осуществляться раздельно в любом порядке или одновременно.2. Способ синтеза углеводородов по п.1, где указанная активная фаза содержит кобальт.3. Способ синтеза углеводородов по п.1 или 2, где указанная активная фаза содержит по меньшей мере один дополнительный металл, выбираемый из платины, палладия, рения, рутения, марганца и тантала.4. Способ синтеза углеводородов по п.1, где указанный катализатор содержит кристаллиты оксида указанного металла группы VIII, имеющие средний диаметр по меньшей мере 6 нм.5. Способ синтеза углеводородов по п.1, где указанный носитель образован по меньшей мере простым оксидом, в�
Claims (15)
1. Способ синтеза главным образом линейных и насыщенных углеводородов С5+, заключающийся в приведении в контакт загрузки, содержащей синтез-газ, по меньшей мере с одним катализатором, активная фаза которого содержит по меньшей мере один металл группы VIII, нанесенный на носитель, состоящий по меньшей мере из одного оксида, при этом указанный катализатор получают способом, включающим в себя:
i) по меньшей мере одну стадию приведения в контакт по меньшей мере указанного носителя по меньшей мере с одним раствором, содержащим по меньшей мере один предшественник указанного металла группы VIII,
ii) по меньшей мере одну стадию приведения в контакт по меньшей мере указанного носителя по меньшей мере с одним органическим соединением, образованным по меньшей мере одним циклическим олигосахаридом, состоящим по меньшей мере из 6 остатков глюкопиранозы, объединенных α-(1,4)-связями,
iii) по меньшей мере одну стадию прокаливания для получения по меньшей мере указанного металла указанной группы VIII в форме оксида,
при этом стадии i) и ii) могут осуществляться раздельно в любом порядке или одновременно.
2. Способ синтеза углеводородов по п.1, где указанная активная фаза содержит кобальт.
3. Способ синтеза углеводородов по п.1 или 2, где указанная активная фаза содержит по меньшей мере один дополнительный металл, выбираемый из платины, палладия, рения, рутения, марганца и тантала.
4. Способ синтеза углеводородов по п.1, где указанный катализатор содержит кристаллиты оксида указанного металла группы VIII, имеющие средний диаметр по меньшей мере 6 нм.
5. Способ синтеза углеводородов по п.1, где указанный носитель образован по меньшей мере простым оксидом, выбираемым из оксида алюминия (Al2O3), диоксида кремния (SiO2), оксида титана (TiO2), церина (CeO2) и циркона (ZrO2).
6. Способ синтеза углеводородов по п.1, где указанный носитель образован шпинелью, включенной в оксид алюминия или диоксид кремния-оксид алюминия.
7. Способ синтеза углеводородов по п.1, где указанное органическое соединение выбирают из циклодекстринов, замещенных циклодекстринов, полимеризированных циклодекстринов и смесей циклодекстринов.
8. Способ синтеза углеводородов по п.7 где циклодекстрины представляют собой α-циклодекстрин, β-циклодекстрин и γ-циклодекстрин, соответственно состоящие из 6, 7 и 8 остатков глюкопиранозы, объединенных α-(1,4)-связями.
9. Способ синтеза углеводородов по п.7 где замещенные циклодекстрины представляют собой гидроксипропил бета-циклодекстрин и метилированные бета-циклодекстрины.
10. Способ синтеза углеводородов по п.1, где указанное органическое соединение для осуществления указанной стадии ii) является таким, что молярное отношение {(металл(ы) группы VIII в форме оксида, присутствующего в активной фазе катализатора, полученного по окончании указанной стадии iii)/органическое соединение}, составляет от 10 до 300.
11. Способ синтеза углеводородов по п.1, где в случае, если указанные стадии i) и ii) осуществляют одновременно, получение катализатора включает осуществление одной или нескольких стадий i).
12. Способ синтеза углеводородов по п.1, где указанную стадию i) осуществляют перед стадией ii).
13. Способ синтеза углеводородов по п.1, где указанную стадию ii) осуществляют перед стадией i).
14. Способ синтеза углеводородов по п.1, где указанную стадию iii) прокаливания осуществляют при температуре от 200 до 800°С.
15. Способ синтеза углеводородов по п.1 который проводят при общем давлении от 0,1 до 15 МРа при температуре от 150 до 350°С, объемной скорости от 100 до 20000 объемов синтез-газа на объем катализатора в час (100-20000 ч-1).
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FR1003186A FR2963345B1 (fr) | 2010-07-29 | 2010-07-29 | Procede de synthese d'hydrocarbures en c5+ en presence d'un catalyseur prepare au moyen d'au moins un oligosaccharide cyclique |
FR1003186 | 2010-07-29 | ||
PCT/FR2011/000369 WO2012013866A1 (fr) | 2010-07-29 | 2011-06-24 | Procede de synthese d'hydrocarbures en c5+ en presence d'un catalyseur prepare au moyen d'au moins un oligosaccharide cyclique |
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MY193473A (en) | 2014-12-19 | 2022-10-14 | Shell Int Research | Method for preparing a catalyst |
FR3050659B1 (fr) * | 2016-04-29 | 2021-09-03 | Ifp Energies Now | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'un compose ester |
FR3050660B1 (fr) * | 2016-04-29 | 2021-09-03 | Ifp Energies Now | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'un compose comportant deux fontions acides carboxyliques et au moins trois atomes de carbone |
FR3050663A1 (fr) * | 2016-04-29 | 2017-11-03 | Ifp Energies Now | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'acide oxalique ou d'oxalate |
FR3050661A1 (fr) * | 2016-04-29 | 2017-11-03 | Ifp Energies Now | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'un compose amine |
FR3050662A1 (fr) * | 2016-04-29 | 2017-11-03 | Ifp Energies Now | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'un compose acide amine |
FR3057472B1 (fr) * | 2016-10-17 | 2018-11-16 | IFP Energies Nouvelles | Catalyseur de cobalt a base d'un support contenant une phase d'oxyde mixte contenant du cobalt et/ou du nickel prepare par l'utilisation d'un compose hydrogenocarbone. |
AU2018446561A1 (en) * | 2018-10-22 | 2021-04-08 | Pujing Chemical Industry Co., Ltd | Catalyst for synthesizing oxalate by co coupling reaction, preparation and uses |
FR3087671B1 (fr) | 2018-10-25 | 2023-09-29 | Ifp Energies Now | Catalyseur de cobalt a base d’un support comprenant une phase d’oxyde mixte contenant du cobalt et/ou du nickel prepare a partir d’un compose ether |
FR3087672B1 (fr) | 2018-10-25 | 2023-09-29 | Ifp Energies Now | Catalyseur de cobalt a base d’un support comprenant une phase d’oxyde mixte contenant du cobalt et/ou du nickel prepare a partir d’un compose organique de la famille des carboxyanhydrides |
FR3087673B1 (fr) | 2018-10-25 | 2022-12-02 | Ifp Energies Now | Catalyseur de cobalt a base d’un support comprenant une phase d’oxyde mixte contenant du cobalt et/ou du nickel prepare a partir d’un compose dilactone |
FR3119556A1 (fr) | 2021-02-11 | 2022-08-12 | IFP Energies Nouvelles | Procédé de préparation d’un catalyseur de Fischer-Tropsch en présence d’un additif et d’une étape de calcination spécifique |
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