DE2239712A1 - Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgen - Google Patents
Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgenInfo
- Publication number
- DE2239712A1 DE2239712A1 DE2239712A DE2239712A DE2239712A1 DE 2239712 A1 DE2239712 A1 DE 2239712A1 DE 2239712 A DE2239712 A DE 2239712A DE 2239712 A DE2239712 A DE 2239712A DE 2239712 A1 DE2239712 A1 DE 2239712A1
- Authority
- DE
- Germany
- Prior art keywords
- compound
- amount
- reaction
- equilibrium
- diisopropylbenzene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 28
- 230000002427 irreversible effect Effects 0.000 title claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 52
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 48
- 238000006243 chemical reaction Methods 0.000 claims description 38
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 22
- 239000011541 reaction mixture Substances 0.000 claims description 17
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 15
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 15
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 description 10
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 8
- 229910021536 Zeolite Inorganic materials 0.000 description 7
- 239000010457 zeolite Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000029936 alkylation Effects 0.000 description 3
- 238000005804 alkylation reaction Methods 0.000 description 3
- ZTQSADJAYQOCDD-UHFFFAOYSA-N ginsenoside-Rd2 Natural products C1CC(C2(CCC3C(C)(C)C(OC4C(C(O)C(O)C(CO)O4)O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC(C(C(O)C1O)O)OC1COC1OCC(O)C(O)C1O ZTQSADJAYQOCDD-UHFFFAOYSA-N 0.000 description 3
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- -1 propylene - Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- VGVZNHQJMQJYJO-UHFFFAOYSA-N 1-methyl-2,3-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(C)=C1C(C)C VGVZNHQJMQJYJO-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- 230000020335 dealkylation Effects 0.000 description 1
- 238000006900 dealkylation reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000012467 final product Substances 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
- 239000012263 liquid product Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0006—Controlling or regulating processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/085—Isopropylbenzene
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/901—Catalyst and recycle considerations with recycle, rehabilitation, or preservation of solvent, diluent, or mass action agent
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/949—Miscellaneous considerations
- Y10S585/954—Exploiting mass-action phenomenon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17147471A | 1971-08-13 | 1971-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2239712A1 true DE2239712A1 (de) | 1973-02-22 |
Family
ID=22623864
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2239712A Pending DE2239712A1 (de) | 1971-08-13 | 1972-08-11 | Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3776971A (enExample) |
| JP (1) | JPS4827980A (enExample) |
| CA (1) | CA964285A (enExample) |
| DE (1) | DE2239712A1 (enExample) |
| FR (1) | FR2150767B1 (enExample) |
| GB (1) | GB1402894A (enExample) |
| IT (1) | IT988063B (enExample) |
| NL (1) | NL7211036A (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5112922B1 (enExample) * | 1971-07-17 | 1976-04-23 | ||
| US4185040A (en) * | 1977-12-16 | 1980-01-22 | Union Oil Company Of California | Alkylation of aromatic hydrocarbons |
| US4169111A (en) * | 1978-02-02 | 1979-09-25 | Union Oil Company Of California | Manufacture of ethylbenzene |
| US4393262A (en) * | 1978-12-14 | 1983-07-12 | Mobil Oil Corporation | Production of isopropylbenzene |
| US4291185A (en) * | 1978-12-14 | 1981-09-22 | Mobil Oil Corporation | Alkylation of benzene in petroleum |
| US5434325A (en) * | 1993-06-21 | 1995-07-18 | Deltech Corporation | Process for the production of tertiary butylethylbenzene |
| AR102574A1 (es) | 2014-11-07 | 2017-03-08 | Reliance Ind Ltd | Proceso de transalquilación a base de compuesto líquido iónico |
-
1971
- 1971-08-13 US US00171474A patent/US3776971A/en not_active Expired - Lifetime
-
1972
- 1972-05-12 CA CA142,200A patent/CA964285A/en not_active Expired
- 1972-08-03 GB GB3632272A patent/GB1402894A/en not_active Expired
- 1972-08-09 IT IT52078/72A patent/IT988063B/it active
- 1972-08-10 JP JP47080314A patent/JPS4827980A/ja active Pending
- 1972-08-11 NL NL7211036A patent/NL7211036A/xx unknown
- 1972-08-11 FR FR7229040A patent/FR2150767B1/fr not_active Expired
- 1972-08-11 DE DE2239712A patent/DE2239712A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1402894A (en) | 1975-08-13 |
| IT988063B (it) | 1975-04-10 |
| CA964285A (en) | 1975-03-11 |
| US3776971A (en) | 1973-12-04 |
| FR2150767B1 (enExample) | 1976-10-29 |
| JPS4827980A (enExample) | 1973-04-13 |
| FR2150767A1 (enExample) | 1973-04-13 |
| NL7211036A (enExample) | 1973-02-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3015037C2 (de) | Katalysator, bestehend aus einem siliciumdioxidpolymorph und einem promotor, dessen herstellung und verwendung | |
| DE2755901C2 (de) | Verfahren zur Herstellung von aromatischen Kohlenwasserstoffen | |
| DE2949169A1 (de) | Waermeausgeglichenes cyclisches verfahren zur herstellung von leichten olefinen | |
| EP0077522B1 (de) | Titanhaltige Zeolithe und Verfahren zu ihrer Herstellung sowie ihre Verwendung | |
| DE3119160A1 (de) | Caesiumhaltiger zeolith und verfahren zu dessen herstellung | |
| DE2826865C2 (enExample) | ||
| DD144404A5 (de) | Verfahren zur herstellung von tertiaeren olefinen | |
| DE2239712A1 (de) | Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgen | |
| DE69502038T2 (de) | Katalysator sowie Verfahren zur Hydrierung von Benzol in dem dieser Katalysator angewendet wird | |
| EP0077523B1 (de) | Zirkon- und/oder hafniumhaltige Zeolithe und Verfahren zu ihrer Herstellung sowie ihre Verwendung | |
| DE3490097C2 (enExample) | ||
| EP0214371A2 (de) | Templatverbindungen, ihre Herstellung und Verwendung | |
| DE3586198T2 (de) | Metallsilikate von tetravalenten metallen der lanthanid- und actinidreihe. | |
| DE2131742B2 (de) | Verfahren zur Herstellung von Alkenylsilanen | |
| DE69029125T2 (de) | Modifiziert kristalline Aluminosilikaten und Verfahren für die Herstellung derselben | |
| DE3306091A1 (de) | Verfahren zur alkylierung aromatischer verbindungen | |
| DE2239612A1 (de) | Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgen | |
| DE69606305T2 (de) | Katalyst, herstellungsverfahren und verwendung in einem verfahren zur herstellung von metyhlaminen | |
| DE2239675A1 (de) | Verfahren, bei dem im wesentlichen irreversible und durch gleichgewichtseinstellungen begrenzte umsetzungen erfolgen | |
| DE3009631A1 (de) | Verfahren zur herstellung von imidazolen | |
| DE19525682A1 (de) | Verfahren zur Herstellung von Diarylethanen | |
| EP0111147B1 (de) | Titan-, zirkon- und/oder hafniumhaltige Zeolithe und Verfahren zu ihrer Herstellung sowie ihre Verwendung | |
| DD147536A5 (de) | Herstellung von ungesaettigten aethern zweiwertiger phenole | |
| DE1643154C3 (de) | Verfahren zum Umalkylierung von Düsopropylbenzol zu Cumol | |
| DE3490487C2 (de) | Verfahren zur Herstellung von Zeolith-Katalysatoren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |