KR920703482A - 나프탈렌을 2,6-디에틸나프탈렌으로 선택적으로 디에틸화시키는 방법 - Google Patents
나프탈렌을 2,6-디에틸나프탈렌으로 선택적으로 디에틸화시키는 방법Info
- Publication number
- KR920703482A KR920703482A KR1019920700896A KR920700896A KR920703482A KR 920703482 A KR920703482 A KR 920703482A KR 1019920700896 A KR1019920700896 A KR 1019920700896A KR 920700896 A KR920700896 A KR 920700896A KR 920703482 A KR920703482 A KR 920703482A
- Authority
- KR
- South Korea
- Prior art keywords
- catalyst
- diethylnaphthalene
- naphthalene
- ethylnaphthalene
- ratio
- Prior art date
Links
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title claims description 24
- CJJFFBINNGWEBO-UHFFFAOYSA-N 2,6-diethylnaphthalene Chemical compound C1=C(CC)C=CC2=CC(CC)=CC=C21 CJJFFBINNGWEBO-UHFFFAOYSA-N 0.000 title claims description 14
- 239000003054 catalyst Substances 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 40
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- RJTJVVYSTUQWNI-UHFFFAOYSA-N 2-ethylnaphthalene Chemical compound C1=CC=CC2=CC(CC)=CC=C21 RJTJVVYSTUQWNI-UHFFFAOYSA-N 0.000 claims 18
- 230000002378 acidificating effect Effects 0.000 claims 11
- 239000012021 ethylating agents Substances 0.000 claims 10
- 239000011148 porous material Substances 0.000 claims 10
- 229930195733 hydrocarbon Natural products 0.000 claims 9
- 150000002430 hydrocarbons Chemical class 0.000 claims 9
- 229910021536 Zeolite Inorganic materials 0.000 claims 8
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims 8
- 239000010457 zeolite Substances 0.000 claims 8
- 239000004215 Carbon black (E152) Substances 0.000 claims 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 6
- 239000005977 Ethylene Substances 0.000 claims 6
- 230000029936 alkylation Effects 0.000 claims 6
- 238000005804 alkylation reaction Methods 0.000 claims 6
- 239000013078 crystal Substances 0.000 claims 6
- 230000001590 oxidative effect Effects 0.000 claims 5
- YGYNBBAUIYTWBF-UHFFFAOYSA-N 2,6-dimethylnaphthalene Chemical compound C1=C(C)C=CC2=CC(C)=CC=C21 YGYNBBAUIYTWBF-UHFFFAOYSA-N 0.000 claims 4
- 239000002245 particle Substances 0.000 claims 4
- UUCHLIAGHZJJER-UHFFFAOYSA-N 1,2-diethylnaphthalene Chemical compound C1=CC=CC2=C(CC)C(CC)=CC=C21 UUCHLIAGHZJJER-UHFFFAOYSA-N 0.000 claims 3
- WYMDQXZJSAYJIC-UHFFFAOYSA-N 2,7-diethylnaphthalene Chemical compound C1=CC(CC)=CC2=CC(CC)=CC=C21 WYMDQXZJSAYJIC-UHFFFAOYSA-N 0.000 claims 3
- 239000011260 aqueous acid Substances 0.000 claims 3
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims 3
- 229960004756 ethanol Drugs 0.000 claims 3
- 229960003750 ethyl chloride Drugs 0.000 claims 3
- 229940035423 ethyl ether Drugs 0.000 claims 3
- 229940093470 ethylene Drugs 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 230000000415 inactivating effect Effects 0.000 claims 2
- 239000007800 oxidant agent Substances 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 239000008139 complexing agent Substances 0.000 claims 1
- 230000000937 inactivator Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000006204 deethylation Effects 0.000 description 1
- 230000006203 ethylation Effects 0.000 description 1
- 238000006200 ethylation reaction Methods 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
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/68—Catalytic processes with halides
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7034—MTW-type, e.g. ZSM-12, NU-13, TPZ-12 or Theta-3
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7023—EUO-type, e.g. EU-1, TPZ-3 or ZSM-50
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
- B01J29/84—Aluminophosphates containing other elements, e.g. metals, boron
- B01J29/85—Silicoaluminophosphates [SAPO compounds]
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/90—Regeneration or reactivation
-
- 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
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
-
- 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
- C07C2/861—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 halogen as hetero-atoms
-
- 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
-
- 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
- C07C2/865—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 ether
-
- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/16—After treatment, characterised by the effect to be obtained to increase the Si/Al ratio; Dealumination
-
- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/37—Acid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/82—Phosphates
- C07C2529/84—Aluminophosphates containing other elements, e.g. metals, boron
- C07C2529/85—Silicoaluminophosphates (SAPO compounds)
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- 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
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42278489A | 1989-10-17 | 1989-10-17 | |
| US422,784 | 1989-10-17 | ||
| PCT/US1990/005916 WO1991005751A1 (fr) | 1989-10-17 | 1990-10-16 | Diethylation selective de naphtalene en 2,6-diethylnaphtalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR920703482A true KR920703482A (ko) | 1992-12-18 |
Family
ID=23676358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019920700896A KR920703482A (ko) | 1989-10-17 | 1990-10-16 | 나프탈렌을 2,6-디에틸나프탈렌으로 선택적으로 디에틸화시키는 방법 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0496831A4 (fr) |
| JP (1) | JPH05504332A (fr) |
| KR (1) | KR920703482A (fr) |
| CA (1) | CA2066205A1 (fr) |
| WO (1) | WO1991005751A1 (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1300061B1 (it) * | 1998-04-17 | 2000-04-19 | Eniricerche S P A Ora Enitecno | Processo per preparare 2,6-dimetilnaftalene |
| CN113388430A (zh) * | 2021-06-25 | 2021-09-14 | 四川泸天化股份有限公司 | 一种混合烯烃制备烷基萘的方法及应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251897A (en) * | 1962-12-20 | 1966-05-17 | Socony Mobil Oil Co Inc | Alkylation of aromatic compounds in the presence of an alumino-silicate catalyst |
| US3832449A (en) * | 1971-03-18 | 1974-08-27 | Mobil Oil Corp | Crystalline zeolite zsm{14 12 |
| US4026959A (en) * | 1976-05-07 | 1977-05-31 | American Cyanamid Company | Low temperature isomerization process for isopropylnaphthalene (100 percent sieve catalyst) |
| US4179472A (en) * | 1978-12-14 | 1979-12-18 | Phillips Petroleum Company | Catalytic alkylation of alkyl-substituted aromatics with monoolefins |
| US4469908A (en) * | 1978-12-14 | 1984-09-04 | Mobil Oil Corporation | Alkylation of aromatic hydrocarbons |
| JPS6136232A (ja) * | 1984-07-28 | 1986-02-20 | Jgc Corp | アルキル芳香族化合物の製造法 |
| EP0202752B1 (fr) * | 1985-04-22 | 1991-09-18 | Imperial Chemical Industries Plc | Procédé d'alkylation |
| JPH064546B2 (ja) * | 1986-07-08 | 1994-01-19 | 東ソー株式会社 | モノ及び／又はジアルキルナフタレンの製造方法 |
| GB2199590B (en) * | 1986-11-28 | 1991-07-10 | Mitsubishi Chem Ind | Process for separating 2, 6-dimethylnaphthalene |
| DE3703291A1 (de) * | 1987-02-04 | 1988-08-18 | Ruetgerswerke Ag | Verfahren zur herstellung von 2,6-dialkylnaphthalin |
-
1990
- 1990-10-16 JP JP3500397A patent/JPH05504332A/ja active Pending
- 1990-10-16 EP EP19900917169 patent/EP0496831A4/en not_active Withdrawn
- 1990-10-16 WO PCT/US1990/005916 patent/WO1991005751A1/fr not_active Application Discontinuation
- 1990-10-16 CA CA002066205A patent/CA2066205A1/fr not_active Abandoned
- 1990-10-16 KR KR1019920700896A patent/KR920703482A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2066205A1 (fr) | 1991-04-18 |
| EP0496831A1 (fr) | 1992-08-05 |
| WO1991005751A1 (fr) | 1991-05-02 |
| JPH05504332A (ja) | 1993-07-08 |
| EP0496831A4 (en) | 1992-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |