SU749363A3 - Способ получени циклопентена или этилена - Google Patents
Способ получени циклопентена или этилена Download PDFInfo
- Publication number
- SU749363A3 SU749363A3 SU762359448A SU2359448A SU749363A3 SU 749363 A3 SU749363 A3 SU 749363A3 SU 762359448 A SU762359448 A SU 762359448A SU 2359448 A SU2359448 A SU 2359448A SU 749363 A3 SU749363 A3 SU 749363A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- standard
- catalyst
- zinc
- passed
- following results
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 22
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 13
- 239000005977 Ethylene Substances 0.000 title claims description 13
- 150000001941 cyclopentenes Chemical class 0.000 title 1
- 239000003054 catalyst Substances 0.000 claims abstract description 47
- 150000001875 compounds Chemical class 0.000 claims abstract description 6
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 39
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 28
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 22
- 239000011701 zinc Substances 0.000 claims description 22
- 229910052725 zinc Inorganic materials 0.000 claims description 19
- 229910052763 palladium Inorganic materials 0.000 claims description 17
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims description 16
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 14
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 12
- 229910021529 ammonia Inorganic materials 0.000 claims description 12
- 239000008187 granular material Substances 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000012808 vapor phase Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 3
- 235000019270 ammonium chloride Nutrition 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 150000002823 nitrates Chemical class 0.000 claims description 3
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 150000003841 chloride salts Chemical class 0.000 claims description 2
- 239000003245 coal Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- FSBVERYRVPGNGG-UHFFFAOYSA-N dimagnesium dioxido-bis[[oxido(oxo)silyl]oxy]silane hydrate Chemical compound O.[Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O FSBVERYRVPGNGG-UHFFFAOYSA-N 0.000 claims description 2
- 150000004677 hydrates Chemical class 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000000391 magnesium silicate Substances 0.000 claims description 2
- 229910052919 magnesium silicate Inorganic materials 0.000 claims description 2
- 235000019792 magnesium silicate Nutrition 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 239000012071 phase Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 2
- 239000002184 metal Substances 0.000 abstract description 2
- 239000007792 gaseous phase Substances 0.000 abstract 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 241001026509 Kata Species 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- -1 monoolefin compounds Chemical class 0.000 description 1
- 150000003891 oxalate salts Chemical class 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
-
- 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
- C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
-
- 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
- C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
- C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- 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
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/32—Selective hydrogenation of the diolefin or acetylene compounds
- C10G45/34—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used
- C10G45/40—Selective hydrogenation of the diolefin or acetylene compounds characterised by the catalyst used containing platinum group metals or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Hydrogen, Water And Hydrids (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23666/75A IT1038403B (it) | 1975-05-23 | 1975-05-23 | Procedimento di idrogenazione selettiva in fase gassosa di composti plurinsaturi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU749363A3 true SU749363A3 (ru) | 1980-07-15 |
Family
ID=11209010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762359448A SU749363A3 (ru) | 1975-05-23 | 1976-05-20 | Способ получени циклопентена или этилена |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4112007A (enExample) |
| JP (1) | JPS51143601A (enExample) |
| AU (1) | AU504280B2 (enExample) |
| BE (1) | BE842104A (enExample) |
| CA (1) | CA1061804A (enExample) |
| DD (1) | DD124970A5 (enExample) |
| DE (1) | DE2622917C2 (enExample) |
| DK (1) | DK152205C (enExample) |
| FR (1) | FR2311767A1 (enExample) |
| GB (1) | GB1545287A (enExample) |
| IT (1) | IT1038403B (enExample) |
| NL (1) | NL173516C (enExample) |
| NO (1) | NO150198C (enExample) |
| SE (1) | SE421785B (enExample) |
| SU (1) | SU749363A3 (enExample) |
| ZA (1) | ZA762825B (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1091700A (en) * | 1976-12-28 | 1980-12-16 | John F. Van De Castle | Selective hydrogenation process |
| US4204081A (en) * | 1978-08-30 | 1980-05-20 | The Goodyear Tire & Rubber Company | Selective hydrogenation of cyclopentadiene to form cyclopentene |
| FR2553760B1 (fr) * | 1983-10-25 | 1986-05-02 | Inst Francais Du Petrole | Procede d'hydrogenation selective en presence de solvant des composes acetyleniques d'une coupe d'hydrocarbures c4 riche en butadiene |
| JPS636911U (enExample) * | 1986-06-27 | 1988-01-18 | ||
| JPH0720891B2 (ja) * | 1987-03-06 | 1995-03-08 | 住友化学工業株式会社 | シクロペンテンの製造方法 |
| EP1205531A1 (fr) * | 2000-11-07 | 2002-05-15 | ATOFINA Research | Procédé d'hydrotraitement d'un mélange de composés hydrocarbones, riche en oléfines et en composés aromatiques |
| US7045670B2 (en) * | 2003-09-03 | 2006-05-16 | Synfuels International, Inc. | Process for liquid phase hydrogenation |
| US7919431B2 (en) * | 2003-09-03 | 2011-04-05 | Synfuels International, Inc. | Catalyst formulation for hydrogenation |
| SG164387A1 (en) | 2005-07-27 | 2010-09-29 | Chevron Phillips Chemical Co | A selective hydrogenation catalyst and methods of making and using same |
| US7378537B2 (en) * | 2006-07-25 | 2008-05-27 | Chevron Phillips Chemical Company Lp | Olefin oligomerization catalysts and methods of using same |
| US8028410B2 (en) * | 2008-12-08 | 2011-10-04 | Randy Thompson | Gas turbine regenerator apparatus and method of manufacture |
| KR101644665B1 (ko) | 2008-12-18 | 2016-08-01 | 사우디 베이식 인더스트리즈 코포레이션 | 알킨의 대응 알켄으로의 선택적 촉매 수소화 |
| US8726663B2 (en) * | 2010-01-05 | 2014-05-20 | General Electric Company | Combined cycle system employing phase change material |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE564339A (enExample) * | 1957-02-05 | 1900-01-01 | ||
| BE582872A (enExample) * | 1958-09-20 | |||
| US3022359A (en) * | 1959-04-07 | 1962-02-20 | Exxon Research Engineering Co | Selective hydrogenation of cyclododecatriene to cyclododecene |
| DE1181700B (de) * | 1961-05-20 | 1964-11-19 | Basf Ag | Verfahren zur partiellen Hydrierung von cycloaliphatischen, mindestens zwei olefinische Doppelbindungen enthaltenden Verbindungen zu cycloaliphatischen Monoolefinen |
| DE2025411A1 (enExample) * | 1970-05-25 | 1971-12-09 | ||
| US3900526A (en) * | 1972-05-02 | 1975-08-19 | Phillips Petroleum Co | Selective removal of 1,2 polyenes and acetylenic compounds from conjugated-diene feed using a nickel, iron or cobalt arsenide catalyst |
| US3819734A (en) * | 1972-05-05 | 1974-06-25 | Goodyear Tire & Rubber | Hydrogenation process |
| US3862252A (en) * | 1972-12-28 | 1975-01-21 | Kanegafuchi Chemical Ind | Method of selective hydrogenation of cyclopentadiene |
-
1975
- 1975-05-23 IT IT23666/75A patent/IT1038403B/it active
-
1976
- 1976-05-11 AU AU13802/76A patent/AU504280B2/en not_active Expired
- 1976-05-12 ZA ZA762825A patent/ZA762825B/xx unknown
- 1976-05-13 CA CA252,450A patent/CA1061804A/en not_active Expired
- 1976-05-20 SU SU762359448A patent/SU749363A3/ru active
- 1976-05-21 DD DD192962A patent/DD124970A5/xx unknown
- 1976-05-21 FR FR7615455A patent/FR2311767A1/fr active Granted
- 1976-05-21 GB GB21215/76A patent/GB1545287A/en not_active Expired
- 1976-05-21 US US05/688,836 patent/US4112007A/en not_active Expired - Lifetime
- 1976-05-21 SE SE7605828A patent/SE421785B/xx not_active IP Right Cessation
- 1976-05-21 DE DE2622917A patent/DE2622917C2/de not_active Expired
- 1976-05-21 BE BE167241A patent/BE842104A/xx not_active IP Right Cessation
- 1976-05-21 JP JP51057988A patent/JPS51143601A/ja active Granted
- 1976-05-21 NO NO761734A patent/NO150198C/no unknown
- 1976-05-21 DK DK226576A patent/DK152205C/da not_active IP Right Cessation
- 1976-05-24 NL NLAANVRAGE7605575,A patent/NL173516C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NO761734L (enExample) | 1976-11-24 |
| BE842104A (fr) | 1976-11-22 |
| FR2311767B1 (enExample) | 1979-10-12 |
| CA1061804A (en) | 1979-09-04 |
| GB1545287A (en) | 1979-05-02 |
| IT1038403B (it) | 1979-11-20 |
| SE7605828L (sv) | 1976-11-24 |
| NL173516C (nl) | 1984-02-01 |
| JPS51143601A (en) | 1976-12-10 |
| DE2622917C2 (de) | 1986-04-10 |
| AU504280B2 (en) | 1979-10-11 |
| JPS611406B2 (enExample) | 1986-01-17 |
| NO150198B (no) | 1984-05-28 |
| US4112007A (en) | 1978-09-05 |
| DD124970A5 (enExample) | 1977-03-23 |
| NO150198C (no) | 1984-09-05 |
| DK152205C (da) | 1988-07-18 |
| DK226576A (da) | 1976-11-24 |
| DK152205B (da) | 1988-02-08 |
| SE421785B (sv) | 1982-02-01 |
| FR2311767A1 (fr) | 1976-12-17 |
| AU1380276A (en) | 1977-11-17 |
| NL7605575A (nl) | 1976-11-25 |
| ZA762825B (en) | 1977-04-27 |
| DE2622917A1 (de) | 1976-11-25 |
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