KR920002494A - 시클로 올레핀의 제조법 - Google Patents
시클로 올레핀의 제조법 Download PDFInfo
- Publication number
- KR920002494A KR920002494A KR1019910011951A KR910011951A KR920002494A KR 920002494 A KR920002494 A KR 920002494A KR 1019910011951 A KR1019910011951 A KR 1019910011951A KR 910011951 A KR910011951 A KR 910011951A KR 920002494 A KR920002494 A KR 920002494A
- Authority
- KR
- South Korea
- Prior art keywords
- carrier
- pore
- capacity
- pore capacity
- ruthenium
- Prior art date
Links
- 150000001925 cycloalkenes Chemical class 0.000 title claims 4
- 238000000034 method Methods 0.000 claims 14
- 239000011148 porous material Substances 0.000 claims 14
- 229910052751 metal Inorganic materials 0.000 claims 6
- 239000002184 metal Substances 0.000 claims 6
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 229910052707 ruthenium Inorganic materials 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 2
- 239000007791 liquid phase Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- 229910052725 zinc Inorganic materials 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910004298 SiO 2 Inorganic materials 0.000 claims 1
- 229910006501 ZrSiO Inorganic materials 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims 1
- 150000002739 metals Chemical class 0.000 claims 1
Classifications
-
- 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
- C07C5/10—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of aromatic six-membered rings
- C07C5/11—Partial hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/02—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/16—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a six-membered ring
- C07C13/20—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a six-membered ring with a cyclohexene ring
-
- 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
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/46—Ruthenium, rhodium, osmium or iridium
- B01J23/462—Ruthenium
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/63—Pore volume
- B01J35/633—Pore volume less than 0.5 ml/g
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/63—Pore volume
- B01J35/638—Pore volume more than 1.0 ml/g
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/64—Pore diameter
- B01J35/647—2-50 nm
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/64—Pore diameter
- B01J35/657—Pore diameter larger than 1000 nm
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/66—Pore distribution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 루베늄을 주성분으로 하는 담체담지촉매 및 물의 존재하 액상중에서 방향족 탄화수소를 수소로 부분수소화 하여 대응하는 시클로올레핀을 제조하는 방법에 있어서, 세공반경 20∼100,000Å의 전세공용량이 0.3∼10cc/g이며, 또한 세공반경 20∼200Å의 세공용량의 전세공용량에 대한 비율이 15% 이하인 산화물을 촉매의 담체로 사용하는 것을 특징으로 하는 시클로올레핀의 제조방법.
- 루테늄을 주성분으로하는 담체담지촉매, 금속염 및 물의 존재하 액상중에 방향족 탄화수소를 수소에 의해 부분수소화하여 대응하는 시클로올레핀을 제조하는 방법에 있어서, 촉매담체로서 세공반경 20∼100,000Å의 전 세공용량이 0.3∼10cc/g이며, 또한 세공반경 20∼200Å의 세공용량의 전세공용량에 대한 비율이 15% 이하인 산화물을 사용하는 것을 특징으로 하는 시클로올레핀의 제조방법.
- 제1항 또는 제2항에 있어서, 세공반경 20∼200Å의 세공용량이 0.2cc/g 이하인 것을 특징으로 하는 방법.
- 제1항 또는 제2항에 있어서, 세공반경 20∼100,000Å의 전세공용량이 0.3∼5cc/g인 방법.
- 제1항 또는 제2항에 있어서, 담체의 세공반경 20∼200Å인 세공용량의 20∼100,000Å의 전세공용량에 대한 비율이 10% 이하인 방법.
- 제1항 또는 제2항에 있어서, 담체가, SiO2인 방법.
- 제1항 또는 제2항에 있어서, 담체가, ZrSiO4인 방법.
- 제1항 또는 제2항에 있어서, 담체에 담지된 루테늄의 농도가 0.001∼10 중량%인 방법.
- 제1항 또는 제2항에 있어서, 담체에 루테늄과 함께 적어도 1종의 기타 금속의 담지시킨 방법.
- 제9항에 있어서, 금속이, 망간, 철, 코발트, 아연으로 구성된 군에서 선택된 적어도 한 종류인 방법.
- 제10항에 있어서, 루테늄에 대한 기타 금속의 담지량의 원자비로 0.01∼20인 방법.
- 제1항 또는 제2항에 있어서, 방향족 탄화수소가 벤젠인 방법.
- 제1항 또는 제2항에 있어서, 방향족 탄화수소에 대한 물의 용량비가 0.01 내지 10인 방법.
- 제2항에 있어서, 금속염이 아연의 염인 방법.
- 제2항에 있어서, 물에 대한 금속염의 양이 1×10-5∼1 중량배인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP90/185842 | 1990-07-13 | ||
JP90-185842 | 1990-07-13 | ||
JP2185842A JP2814711B2 (ja) | 1990-07-13 | 1990-07-13 | シクロオレフィンの製造法 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR920002494A true KR920002494A (ko) | 1992-02-28 |
KR0160308B1 KR0160308B1 (ko) | 1999-01-15 |
Family
ID=16177834
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910011951A KR0160308B1 (ko) | 1990-07-13 | 1991-07-13 | 시클로 올레핀의 제조법 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5157179A (ko) |
EP (1) | EP0466128B1 (ko) |
JP (1) | JP2814711B2 (ko) |
KR (1) | KR0160308B1 (ko) |
DE (1) | DE69108120T2 (ko) |
TW (1) | TW253882B (ko) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW218865B (ko) * | 1992-01-24 | 1994-01-11 | Asahi Carbon Kabushiki Kaisha | |
US5414171A (en) * | 1992-02-26 | 1995-05-09 | Catalytica, Inc. | Process and washed catalyst for partially hydrogenating aromatics to produce cycloolefins |
DE69403885T2 (de) * | 1993-12-24 | 1998-01-29 | Mitsubishi Chem Corp | Verfahren zur Herstellung von Cycloolefinen |
BE1009128A3 (fr) * | 1994-12-19 | 1996-12-03 | Mitsubishi Chem Corp | Procede de production de cycloolefines. |
EP0769484B1 (en) | 1995-10-20 | 2001-06-13 | Mitsubishi Chemical Corporation | Method for separating cyclohexene |
US6248924B1 (en) * | 1996-06-19 | 2001-06-19 | Basf Aktiengesellschaft | Process for reacting an organic compound in the presence of a supported ruthenium catalyst |
JPH1129503A (ja) * | 1997-07-08 | 1999-02-02 | Asahi Chem Ind Co Ltd | シクロオレフィンの製造方法 |
US6417135B1 (en) * | 1999-08-27 | 2002-07-09 | Huntsman Petrochemical Corporation | Advances in dehydrogenation catalysis |
US6376622B1 (en) * | 1999-12-08 | 2002-04-23 | The Dow Chemical Company | Process for hydrogenating aromatic polymers |
DE10128204A1 (de) * | 2001-06-11 | 2002-12-12 | Basf Ag | Verfahren zur Herstellung von cycloaliphatischen Verbindungen I, die Seitenketten mit Epoxidgruppen aufweisen |
JP4931099B2 (ja) * | 2003-09-30 | 2012-05-16 | 旭化成ケミカルズ株式会社 | シクロオレフィン製造用触媒及び、シクロオレフィンの製造方法 |
EP1767270A4 (en) * | 2004-07-09 | 2012-09-19 | Asahi Kasei Chemicals Corp | CATALYST FOR PRODUCTION OF CYCLOOLEFINS AND PROCESS FOR PRODUCTION |
CN1304109C (zh) * | 2004-08-12 | 2007-03-14 | 郑州大学 | 苯选择加氢制环己烯催化剂,其制备方法及调变方法和再生方法 |
CN101198570B (zh) * | 2005-08-26 | 2011-11-02 | 旭化成化学株式会社 | 环烯烃的制造方法 |
WO2009095711A1 (en) * | 2008-02-01 | 2009-08-06 | Johnson Matthey Plc | Process for the conversion of fatty acids and derivatives thereof |
GB0913193D0 (en) * | 2009-07-29 | 2009-09-02 | Johnson Matthey Plc | Deoxygenation process |
IT1402745B1 (it) * | 2010-10-27 | 2013-09-18 | Polimeri Europa Spa | Catalizzatore a base di rutenio e suo impiego nell'idrogenazione selettiva di composti aromatici o poliinsaturi |
ITMI20121724A1 (it) * | 2012-10-12 | 2014-04-13 | Versalis Spa | Catalizzatore a base di rutenio e suo impiego nell'idrogenazione selettiva di composti aromatici o poliinsaturi |
CN103787816B (zh) * | 2012-11-01 | 2015-06-17 | 中国石油化工股份有限公司 | 一种苯部分加氢制环己烯工艺 |
US9861960B2 (en) | 2013-10-18 | 2018-01-09 | Exxonmobil Chemical Patents Inc. | Hydrogenation catalyst, its method of preparation and use |
CN106140154B (zh) * | 2015-04-17 | 2019-01-08 | 中国石油化工股份有限公司 | 一种苯选择加氢制环己烯的催化剂及其制备方法与应用 |
CN105056971A (zh) * | 2015-08-07 | 2015-11-18 | 郑州大学 | 一种苯选择加氢制环己烯用Ru-Zn催化剂的原位再生方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3637878A (en) * | 1970-04-13 | 1972-01-25 | Union Oil Co | Hydrogenation process and catalyst |
US3703461A (en) * | 1971-07-16 | 1972-11-21 | Union Oil Co | Hydrogenation process and catalyst |
US3767720A (en) * | 1972-02-25 | 1973-10-23 | Du Pont | Selective hydrogenation of aromatic hydrocarbons to cycloolefins |
US4197415A (en) * | 1976-10-08 | 1980-04-08 | Toray Industries, Inc. | Process for preparing cyclic olefins by selective partial hydrogenation of aromatic hydrocarbons |
JPS6059215B2 (ja) * | 1983-02-24 | 1985-12-24 | 工業技術院長 | ベンゼンからのシクロヘキセンの製法 |
CA1267914A (en) * | 1985-10-03 | 1990-04-17 | Hajime Nagahara | Process for producing cycloolefins |
-
1990
- 1990-07-13 JP JP2185842A patent/JP2814711B2/ja not_active Expired - Fee Related
-
1991
- 1991-07-04 TW TW080105206A patent/TW253882B/zh active
- 1991-07-05 US US07/726,199 patent/US5157179A/en not_active Expired - Fee Related
- 1991-07-10 DE DE69108120T patent/DE69108120T2/de not_active Expired - Fee Related
- 1991-07-10 EP EP91111484A patent/EP0466128B1/en not_active Expired - Lifetime
- 1991-07-13 KR KR1019910011951A patent/KR0160308B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP0466128A1 (en) | 1992-01-15 |
JP2814711B2 (ja) | 1998-10-27 |
US5157179A (en) | 1992-10-20 |
DE69108120T2 (de) | 1995-11-02 |
KR0160308B1 (ko) | 1999-01-15 |
EP0466128B1 (en) | 1995-03-15 |
TW253882B (ko) | 1995-08-11 |
JPH0474141A (ja) | 1992-03-09 |
DE69108120D1 (de) | 1995-04-20 |
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