BR112012015739B1 - Processo para a preparação de etilbenzeno - Google Patents
Processo para a preparação de etilbenzeno Download PDFInfo
- Publication number
- BR112012015739B1 BR112012015739B1 BR112012015739-6A BR112012015739A BR112012015739B1 BR 112012015739 B1 BR112012015739 B1 BR 112012015739B1 BR 112012015739 A BR112012015739 A BR 112012015739A BR 112012015739 B1 BR112012015739 B1 BR 112012015739B1
- Authority
- BR
- Brazil
- Prior art keywords
- ethanol
- fraction
- benzene
- ethylbenzene
- mixture
- Prior art date
Links
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 title claims abstract description 106
- 238000000034 method Methods 0.000 title claims abstract description 65
- 230000008569 process Effects 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 343
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 225
- 239000010457 zeolite Substances 0.000 claims abstract description 53
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 50
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 49
- 239000000203 mixture Substances 0.000 claims abstract description 45
- 238000006243 chemical reaction Methods 0.000 claims abstract description 44
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000005977 Ethylene Substances 0.000 claims abstract description 31
- 230000003197 catalytic effect Effects 0.000 claims abstract description 29
- 238000000926 separation method Methods 0.000 claims abstract description 23
- 238000000855 fermentation Methods 0.000 claims abstract description 18
- 230000004151 fermentation Effects 0.000 claims abstract description 18
- 239000012071 phase Substances 0.000 claims abstract description 12
- 239000007791 liquid phase Substances 0.000 claims abstract description 9
- 238000005804 alkylation reaction Methods 0.000 claims description 38
- 239000003054 catalyst Substances 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000002028 Biomass Substances 0.000 claims description 22
- 230000029936 alkylation Effects 0.000 claims description 21
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 238000010555 transalkylation reaction Methods 0.000 claims description 13
- 239000008346 aqueous phase Substances 0.000 claims description 12
- 239000011541 reaction mixture Substances 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 10
- 239000011230 binding agent Substances 0.000 claims description 9
- 239000011148 porous material Substances 0.000 claims description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 8
- 238000004064 recycling Methods 0.000 claims description 7
- 125000002091 cationic group Chemical group 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052796 boron Inorganic materials 0.000 claims description 4
- 229910052733 gallium Inorganic materials 0.000 claims description 4
- 238000005342 ion exchange Methods 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 230000009466 transformation Effects 0.000 claims description 4
- 230000002152 alkylating effect Effects 0.000 claims description 3
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 3
- 239000003446 ligand Substances 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 235000000346 sugar Nutrition 0.000 abstract description 10
- 150000008163 sugars Chemical class 0.000 abstract description 10
- 235000019441 ethanol Nutrition 0.000 description 105
- 239000000047 product Substances 0.000 description 25
- 239000002168 alkylating agent Substances 0.000 description 11
- 229940100198 alkylating agent Drugs 0.000 description 11
- 239000002029 lignocellulosic biomass Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000000376 reactant Substances 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 229920005610 lignin Polymers 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- 229920002488 Hemicellulose Polymers 0.000 description 3
- -1 aluminum trihydrochloride Chemical compound 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000005195 diethylbenzenes Chemical class 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000000066 reactive distillation Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 241000499912 Trichoderma reesei Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000011942 biocatalyst Substances 0.000 description 1
- 239000002551 biofuel Substances 0.000 description 1
- 229910001593 boehmite Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000010587 phase diagram Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 235000021309 simple sugar Nutrition 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/862—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms
- C07C2/864—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms the non-hydrocarbon is an alcohol
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI2009A002289 | 2009-12-23 | ||
| ITMI2009A002289A IT1397885B1 (it) | 2009-12-23 | 2009-12-23 | Processo per preparare etilbenzene. |
| PCT/IB2010/003372 WO2011077240A1 (en) | 2009-12-23 | 2010-12-23 | Process for preparing ethylbenzene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR112012015739A2 BR112012015739A2 (pt) | 2021-04-13 |
| BR112012015739B1 true BR112012015739B1 (pt) | 2021-09-28 |
Family
ID=42312646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112012015739-6A BR112012015739B1 (pt) | 2009-12-23 | 2010-12-23 | Processo para a preparação de etilbenzeno |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US9193643B2 (enExample) |
| EP (1) | EP2516359B1 (enExample) |
| JP (1) | JP5824462B2 (enExample) |
| CN (1) | CN102781885B (enExample) |
| BR (1) | BR112012015739B1 (enExample) |
| DK (1) | DK2516359T3 (enExample) |
| ES (1) | ES2725199T3 (enExample) |
| HU (1) | HUE043359T2 (enExample) |
| IT (1) | IT1397885B1 (enExample) |
| MX (1) | MX2012007463A (enExample) |
| MY (1) | MY179984A (enExample) |
| PL (1) | PL2516359T3 (enExample) |
| PT (1) | PT2516359T (enExample) |
| RU (1) | RU2559333C2 (enExample) |
| SI (1) | SI2516359T1 (enExample) |
| TR (1) | TR201906719T4 (enExample) |
| WO (1) | WO2011077240A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014023079A1 (zh) * | 2012-07-12 | 2014-02-13 | 中国石油化工股份有限公司 | 一种烷基苯的烷基化方法 |
| CN102964203B (zh) * | 2012-11-19 | 2014-09-17 | 同济大学 | 高选择性甲醇甲苯侧链烷基化合成苯乙烯的方法 |
| CN105315120B (zh) * | 2014-06-03 | 2017-06-30 | 中国石油化工股份有限公司 | 一种苯与甲醇烷基化反应的方法 |
| CN110743605B (zh) | 2018-07-23 | 2021-07-27 | 中国科学院大连化学物理研究所 | 一种用于乙醇和苯制备乙苯的催化剂及其制备和应用 |
| KR102580277B1 (ko) | 2018-11-15 | 2023-09-18 | 달리안 인스티튜트 오브 케미컬 피직스, 차이니즈 아카데미 오브 사이언시즈 | 계층적 다공성 ts-1 분자체의 제조 방법 |
| US12383891B2 (en) | 2018-11-15 | 2025-08-12 | Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences | Method for preparation of hierarchical TS-1 molecular sieve |
| CN114073978B (zh) * | 2020-08-10 | 2023-06-30 | 中国科学院大连化学物理研究所 | 一种金属改性zsm-5分子筛及其制备方法和应用 |
| KR20240124306A (ko) * | 2021-12-15 | 2024-08-16 | 셰브런 유.에스.에이.인크. | 에틸렌 공급원료를 사용하는 이온성 액체 알킬화용 통합 반응기 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3308069A (en) | 1964-05-01 | 1967-03-07 | Mobil Oil Corp | Catalytic composition of a crystalline zeolite |
| US4642226A (en) | 1984-04-16 | 1987-02-10 | Mobil Oil Corporation | Process for the preparation of zeolite Beta using dibenzyldimethylammonium ions and the product produced |
| EP0159846B1 (en) | 1984-04-16 | 1989-07-19 | Mobil Oil Corporation | Preparation of zeolite beta |
| IT1237198B (it) | 1989-11-16 | 1993-05-26 | Eniricerche Spa | Processo per l'alchilazione di composti aromatici. |
| FR2662438B1 (fr) * | 1990-05-22 | 1993-10-29 | Institut Francais Petrole | Procede de production d'alkylbenzenes utilisant des catalyseurs a base de zeolithe y desaluminee. |
| AU2002292A (en) | 1991-07-18 | 1993-02-23 | Abb Lummus Crest Inc. | Process for extending the life of alkylation catalysts |
| US5562777A (en) | 1993-03-26 | 1996-10-08 | Arkenol, Inc. | Method of producing sugars using strong acid hydrolysis of cellulosic and hemicellulosic materials |
| JPH07223978A (ja) * | 1994-02-10 | 1995-08-22 | Mitsubishi Chem Corp | 芳香族化合物の製造方法 |
| IT1270230B (it) | 1994-06-16 | 1997-04-29 | Enichem Sintesi | Composizione catalitica e processo per l'alchilazione di composti aromatici |
| IT1290846B1 (it) | 1996-12-12 | 1998-12-14 | Enichem Spa | Composizione catalitica e processo per l'alchilazione e/o la transalchilazione di composti aromatici |
| US6984764B1 (en) | 1999-05-04 | 2006-01-10 | Exxonmobil Oil Corporation | Alkylaromatics production |
| IT1313007B1 (it) * | 1999-07-13 | 2002-05-29 | Enichem Spa | Processso per l'alchilazione di composti aromatici in fase gas. |
| IT1313008B1 (it) * | 1999-07-13 | 2002-05-29 | Enichem Spa | Processo per l'alchilazione di composti aromatici. |
| ITMI20011110A1 (it) * | 2001-05-25 | 2002-11-25 | Snam Progetti | Procedimento integrato per la preparazione di composti aromatici alchil e alchenil sostituiti |
| US20030143704A1 (en) * | 2001-07-25 | 2003-07-31 | Lightner Gene E. | Method to separate ethanol fermented from sugar derived from a biomass |
| ITMI20022712A1 (it) | 2002-12-20 | 2004-06-21 | Polimeri Europa Spa | Composizione catalitica e processo per la transalchilazione di idrocarburi. |
| ITMI20032551A1 (it) | 2003-12-22 | 2005-06-23 | Polimeri Europa Spa | Procedimento migliorato per la produzione e purificazione di monomeri vinilaromatici |
| FI118012B (fi) | 2004-06-04 | 2007-05-31 | Valtion Teknillinen | Menetelmä etanolin valmistamiseksi |
| JP2006116439A (ja) * | 2004-10-21 | 2006-05-11 | National Institute Of Advanced Industrial & Technology | エチレン製造用触媒およびこの触媒を用いるエチレンの製造方法 |
| US7425659B2 (en) * | 2006-01-31 | 2008-09-16 | Exxonmobil Chemical Patents Inc. | Alkylaromatics production |
| US8143466B2 (en) | 2008-02-26 | 2012-03-27 | Catalytic Distillation Technologies | Process for benzene removal from gasoline |
-
2009
- 2009-12-23 IT ITMI2009A002289A patent/IT1397885B1/it active
-
2010
- 2010-12-23 SI SI201031892T patent/SI2516359T1/sl unknown
- 2010-12-23 BR BR112012015739-6A patent/BR112012015739B1/pt active IP Right Grant
- 2010-12-23 MY MYPI2012002898A patent/MY179984A/en unknown
- 2010-12-23 EP EP10813005.5A patent/EP2516359B1/en active Active
- 2010-12-23 TR TR2019/06719T patent/TR201906719T4/tr unknown
- 2010-12-23 PT PT10813005T patent/PT2516359T/pt unknown
- 2010-12-23 RU RU2012128163/04A patent/RU2559333C2/ru active
- 2010-12-23 US US13/518,550 patent/US9193643B2/en active Active
- 2010-12-23 MX MX2012007463A patent/MX2012007463A/es active IP Right Grant
- 2010-12-23 CN CN201080061818.4A patent/CN102781885B/zh active Active
- 2010-12-23 JP JP2012545467A patent/JP5824462B2/ja not_active Expired - Fee Related
- 2010-12-23 ES ES10813005T patent/ES2725199T3/es active Active
- 2010-12-23 WO PCT/IB2010/003372 patent/WO2011077240A1/en not_active Ceased
- 2010-12-23 PL PL10813005T patent/PL2516359T3/pl unknown
- 2010-12-23 HU HUE10813005A patent/HUE043359T2/hu unknown
- 2010-12-23 DK DK10813005.5T patent/DK2516359T3/da active
Also Published As
| Publication number | Publication date |
|---|---|
| JP5824462B2 (ja) | 2015-11-25 |
| WO2011077240A8 (en) | 2011-09-09 |
| RU2012128163A (ru) | 2014-01-27 |
| DK2516359T3 (da) | 2019-05-13 |
| JP2013515714A (ja) | 2013-05-09 |
| ES2725199T3 (es) | 2019-09-20 |
| WO2011077240A1 (en) | 2011-06-30 |
| HUE043359T2 (hu) | 2019-08-28 |
| PT2516359T (pt) | 2019-05-30 |
| IT1397885B1 (it) | 2013-02-04 |
| PL2516359T3 (pl) | 2019-07-31 |
| MX2012007463A (es) | 2012-11-06 |
| TR201906719T4 (tr) | 2019-05-21 |
| US9193643B2 (en) | 2015-11-24 |
| US20130011893A1 (en) | 2013-01-10 |
| CN102781885B (zh) | 2015-09-09 |
| CN102781885A (zh) | 2012-11-14 |
| SI2516359T1 (sl) | 2019-06-28 |
| ITMI20092289A1 (it) | 2011-06-24 |
| RU2559333C2 (ru) | 2015-08-10 |
| MY179984A (en) | 2020-11-19 |
| BR112012015739A2 (pt) | 2021-04-13 |
| EP2516359B1 (en) | 2019-02-13 |
| EP2516359A1 (en) | 2012-10-31 |
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