KR940005651A - 3,4-디메틸-2,5,6-트리스(p-설포네이토페닐)-1-포스파노르보르나디엔, 이의 제조방법 및 올레핀계 불포화 화합물의 하이드로포닐화 방법 - Google Patents
3,4-디메틸-2,5,6-트리스(p-설포네이토페닐)-1-포스파노르보르나디엔, 이의 제조방법 및 올레핀계 불포화 화합물의 하이드로포닐화 방법 Download PDFInfo
- Publication number
- KR940005651A KR940005651A KR1019930010581A KR930010581A KR940005651A KR 940005651 A KR940005651 A KR 940005651A KR 1019930010581 A KR1019930010581 A KR 1019930010581A KR 930010581 A KR930010581 A KR 930010581A KR 940005651 A KR940005651 A KR 940005651A
- Authority
- KR
- South Korea
- Prior art keywords
- tris
- dimethyl
- phosphanonorbornadiene
- solution
- temperature
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 9
- 150000001875 compounds Chemical class 0.000 title claims abstract 7
- 239000007983 Tris buffer Substances 0.000 title claims abstract 6
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 3
- 239000000243 solution Substances 0.000 claims 6
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- 150000001336 alkenes Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims 1
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 1
- 150000001925 cycloalkenes Chemical class 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 150000005673 monoalkenes Chemical class 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- -1 p-sulfonatophenyl Chemical group 0.000 claims 1
- 229920000098 polyolefin Polymers 0.000 claims 1
- 150000003284 rhodium compounds Chemical class 0.000 claims 1
- 238000007037 hydroformylation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
- B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
- B01J31/2461—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as ring members in the condensed ring system or in a further ring
- B01J31/248—Bridged ring systems, e.g. 9-phosphabicyclononane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0073—Rhodium compounds
- C07F15/008—Rhodium compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
- C07F9/65683—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
본 발명은 3,4- 디메틸 -2,5,6-트리스(P-설포네이토페닐)-1-포스과로르보르나디엔 화합물, 이의 제조방법 및 상기 인 화합물을 함유하는 촉매를 사용하여 올레핀계 불포화 화합물을 포밀화시키는 방법에 관한 것이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 3,4-디메틸-2, 5,6-트리스 (p-설포네 이토페 닐) 1-포스파노르보르나디엔 화합물.
- 3.4-디메닐-2, 5, 6-트리페닐-1-포스파노르보르나디엔을 0 내지 20℃의 온도에서 황산 중의 삼산화황 용액과 반응시키고, 교반하에 점진적으로 실온으로 되게 한 다음, 혼합물을 당해 온도에서 추가로 20 내지 30분 동안 교반하고, 온도를 0 내지 50℃ 특히 0 내지 20℃로 유지시키면서 반응 혼합물로 물로 회석하거나 얼음에 가한 다음, 당해 혼합물을 후처리함을 특징으로 하여 3, 4-디메틸-2, 5, 6-트리스 (p-설포네 이토페닐) -1-포스파노르보르나디엔을 제조하는 방법.
- 제2항에 있어서, 황산에 용해된 삼산화황의 농도가 용액을 기준으로 하여 20 내지 65중량%인 방법.
- 제2항또는 제3항에 있어서, 온도를 0내지 57℃, 특히 0내지 20℃로 유지시키면서 물을 희석한 반응 혼합물을 알칼리 금속 탄산염 수용액 또는 알칼리 금속 수산화물 용액을 사용하여 중화시키고, 농축시키며, 침전된 알칼리 금속 황산염을 여과제거하고, 여액을 메탄올에 도입시킨 다음, 메탄을 용액을 증발건조시키는 방법.
- 포스핀으로 3,4-디메틸-2, 5, 6-트리스(p-설포네이토페닐)-1-포스파노르보르나디엔을 사용함을 포함하여, 모노올레핀, 비공액 폴리올레핀, 사이클로올레핀 또는 이들 화합물류의 유도체를 착물화된 포스핀을 함유하며 물을 용해된 촉매로서의 로듐 화합물의 존재하에 20내지 150℃의 온도 및 0.1 내지 20MPa의 압력에서 일산화탄소 및 수소와 반응시켜 알데히드를 제조하는 방법.
- 제5항에 있어서, 로듐 Imol당 3,4-디메틸-2,5,6-트리스(p-설포네이토페닐)-41-포스파노르보르나디엔 1 내지 15mo1, 바람직하게는 3 내지 15mo1, 특히 바람직하게는 8 내지 13mo1을 사용하는 방법
- 제5항 또는 제6항에 있어서, 촉매 수용액중 로듐 농도가 (용액을 기준으로 하여) 20 내지 1,000중량 PPm, 바람직하게는 100 내지 600중량 PPm, 특히 바람직하게는 200 내지 400중량 PPm인 방법.
- 제5항 내지 제7항 중의 어느 한 항에 있어서, 반응이 80내지 140℃, 특히 100내지 125℃에서 수행되는 방법.
- 제5항 내지 제8항 중의 어느 한 항에 있어서, 반응이 1 내지 12MPa 바람직하게는 3내지 7MPa의 압력에서 수행되는 방법.
- 제5항 내지 제9항 중의 어느 한 항에 있어서, 탄소수 2 내지 12의 올레핀 또는 올레핀 유도체가 반응하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4220267A DE4220267A1 (de) | 1992-06-20 | 1992-06-20 | 3,4-Dimethyl-2,5,6-tris(p-sulfonatophenyl)-1-phosphanor-bornadien, Verfahren zu seiner Herstellung und Verfahren zur Hydroformylierung von olefinisch ungesättigten Verbindungen |
| DE42202671 | 1992-06-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR940005651A true KR940005651A (ko) | 1994-03-22 |
| KR100268318B1 KR100268318B1 (ko) | 2000-11-01 |
Family
ID=6461476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930010581A KR100268318B1 (ko) | 1992-06-20 | 1993-06-11 | 3,4-디메틸-2,5,6-트리스(p-설포네이토페닐)-1-포스파노르보르나디엔,이의 제조방법 및 올레핀계 불포화 화합물의 하이드로포밀화 방법 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5312951A (ko) |
| EP (1) | EP0575785B1 (ko) |
| JP (1) | JP2628982B2 (ko) |
| KR (1) | KR100268318B1 (ko) |
| AT (1) | ATE147398T1 (ko) |
| AU (1) | AU656701B2 (ko) |
| BR (1) | BR9302292A (ko) |
| CA (1) | CA2098244C (ko) |
| DE (2) | DE4220267A1 (ko) |
| ES (1) | ES2098593T3 (ko) |
| MX (1) | MX9303585A (ko) |
| TW (1) | TW245720B (ko) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4427428A1 (de) | 1994-08-03 | 1996-02-29 | Basf Ag | Verfahren zur Herstellung von Aldehyden |
| DE4435171A1 (de) * | 1994-09-30 | 1996-04-04 | Hoechst Ag | 5-H-Phenyl(di-3,13-sulfonato)dibenzophosphol und ein Verfahren zu seiner Herstellung |
| ZA96178B (en) * | 1995-01-18 | 1997-06-30 | Exxon Chemical Patents Inc | Organic compounds and processes for their manufacture |
| KR20000055431A (ko) * | 1999-02-05 | 2000-09-05 | 서평원 | 에이티엠 스위칭 시스템에서 멀티캐스팅 망 |
| US20050209469A1 (en) | 2004-03-22 | 2005-09-22 | Shutt John R | Converting propylene in an oxygenate-contaminated propylene stream to non-polymerization derivative products |
| DE102008044783B4 (de) | 2008-08-28 | 2012-05-16 | Oxea Gmbh | Verfahren zur Gewinnung von aliphatischen C3- bis C10- Aldehyden aus Hochsiedern durch thermische Behandlung |
| DE102009004655B4 (de) | 2009-01-15 | 2013-02-14 | Oxea Gmbh | Verfahren zur Herstellung von Aldehyden |
| DE102009016651B4 (de) | 2009-04-07 | 2011-11-17 | Oxea Gmbh | Verfahren zur Herstellung von Aldehyden |
| WO2014047531A1 (en) * | 2012-09-24 | 2014-03-27 | Exxonmobil Chemical Patents Inc. | Hydroamination of aldehyde-containing macromonomers |
| IN2015DN02806A (ko) | 2012-11-09 | 2015-09-11 | Mitsui Chemicals Inc | |
| CN113993977A (zh) | 2019-05-24 | 2022-01-28 | 伊士曼化工公司 | 进入气体裂化器中加工的液体流中混入少量热解油 |
| US12031091B2 (en) | 2019-05-24 | 2024-07-09 | Eastman Chemical Company | Recycle content cracked effluent |
| US11365357B2 (en) | 2019-05-24 | 2022-06-21 | Eastman Chemical Company | Cracking C8+ fraction of pyoil |
| CN114174375A (zh) | 2019-07-29 | 2022-03-11 | 伊士曼化工公司 | 回收成分环丁二醇聚酯 |
| WO2021021902A1 (en) | 2019-07-29 | 2021-02-04 | Eastman Chemical Company | Process for the preparation of polyesters with recycled monomers from pyrolysis and methanolysis |
| US11319262B2 (en) | 2019-10-31 | 2022-05-03 | Eastman Chemical Company | Processes and systems for making recycle content hydrocarbons |
| US11945998B2 (en) | 2019-10-31 | 2024-04-02 | Eastman Chemical Company | Processes and systems for making recycle content hydrocarbons |
| EP4054997A4 (en) | 2019-11-07 | 2024-02-21 | Eastman Chemical Company | ALPHA-OLEFINS AND FAT ALCOHOLS WITH RECYCLING CONTENT |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3166581A (en) * | 1958-07-18 | 1965-01-19 | Shell Oil Co | S-acyloxyalkyl and s-acyloxyalkenyl esters of o, o-diorgano-phosphorothiolic acids |
| US4248802A (en) * | 1975-06-20 | 1981-02-03 | Rhone-Poulenc Industries | Catalytic hydroformylation of olefins |
| US4086337A (en) * | 1976-06-16 | 1978-04-25 | Rohm And Haas Company | O,S-dialkyl O(S)-sulfonyloxy(thio)phenyl phosphorothiolates and phosphorodi(tri)thioates |
| US4287189A (en) * | 1976-04-26 | 1981-09-01 | Rohm And Haas Company | O,S-Dialkyl O-oxysulfonylphenyl phosphorothiolates and phosphorodithioates |
| FR2588197B1 (fr) * | 1985-10-03 | 1987-11-20 | Poudres & Explosifs Ste Nale | Catalyseur et procede d'hydrogenation des liaisons ethyleniques ou acetyleniques |
-
1992
- 1992-06-20 DE DE4220267A patent/DE4220267A1/de not_active Withdrawn
-
1993
- 1993-05-21 TW TW082104015A patent/TW245720B/zh active
- 1993-06-02 ES ES93108829T patent/ES2098593T3/es not_active Expired - Lifetime
- 1993-06-02 AT AT93108829T patent/ATE147398T1/de active
- 1993-06-02 DE DE59305025T patent/DE59305025D1/de not_active Expired - Fee Related
- 1993-06-02 EP EP93108829A patent/EP0575785B1/de not_active Expired - Lifetime
- 1993-06-11 BR BR9302292A patent/BR9302292A/pt not_active Application Discontinuation
- 1993-06-11 CA CA002098244A patent/CA2098244C/en not_active Expired - Fee Related
- 1993-06-11 KR KR1019930010581A patent/KR100268318B1/ko not_active IP Right Cessation
- 1993-06-15 MX MX9303585A patent/MX9303585A/es not_active IP Right Cessation
- 1993-06-17 US US08/078,975 patent/US5312951A/en not_active Expired - Fee Related
- 1993-06-18 AU AU41339/93A patent/AU656701B2/en not_active Ceased
-
1995
- 1995-06-08 JP JP7141955A patent/JP2628982B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2098244C (en) | 1997-02-04 |
| BR9302292A (pt) | 1994-01-11 |
| DE4220267A1 (de) | 1993-12-23 |
| DE59305025D1 (de) | 1997-02-20 |
| ATE147398T1 (de) | 1997-01-15 |
| KR100268318B1 (ko) | 2000-11-01 |
| EP0575785A1 (de) | 1993-12-29 |
| AU4133993A (en) | 1993-12-23 |
| EP0575785B1 (de) | 1997-01-08 |
| MX9303585A (es) | 1994-01-31 |
| ES2098593T3 (es) | 1997-05-01 |
| AU656701B2 (en) | 1995-02-09 |
| CA2098244A1 (en) | 1993-12-21 |
| JP2628982B2 (ja) | 1997-07-09 |
| TW245720B (ko) | 1995-04-21 |
| US5312951A (en) | 1994-05-17 |
| JPH08109188A (ja) | 1996-04-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR940005651A (ko) | 3,4-디메틸-2,5,6-트리스(p-설포네이토페닐)-1-포스파노르보르나디엔, 이의 제조방법 및 올레핀계 불포화 화합물의 하이드로포닐화 방법 | |
| US5565398A (en) | Sulfonated 2,2'-bis (Diphenylphosphinomethyl)-1,1'-binaphthalenes, process for their preparation and their use in a process for the hydroformylation of olefinically unsaturated compounds | |
| Sharpless et al. | Allylic amination of olefins and acetylenes by imido sulfur compounds | |
| JPS6230122B2 (ko) | ||
| US2318036A (en) | Preparation of surface-active sulphonates | |
| JPS6059903B2 (ja) | 内部オレフインスルホン酸塩の製造法 | |
| US3909408A (en) | Process for treating aldehydes | |
| PE65199A1 (es) | Catalizador de acetato de vinilo que comprende paladio, oro, cobre y un cuarto metal | |
| US4128575A (en) | Process for the manufacture of glycolic acid or its esters | |
| US4247716A (en) | Process for producing pyruvic acid | |
| US3365499A (en) | Oxidation of olefins to ketones | |
| Cativiela et al. | Heterogeneous catalysis in the synthesis and reactivity of allantoin | |
| ZA200107164B (en) | Method for producing sulfonated aryl phosphines. | |
| MXPA00002141A (es) | Preparacion de soluciones de betaina. | |
| US3275681A (en) | Catalytic system for the addition of bisulfites to olefins | |
| US3829457A (en) | Process for the production of alkylsulfuric acids and corresponding salts | |
| US6218555B1 (en) | Process for the preparation of alkanoyloxy-benzenesulfonic acids and salts thereof | |
| US4278517A (en) | Osmium catalyzed hydroxylation of olefins with selenoxide cooxidants | |
| US6034280A (en) | Process for the production of 2,5-dimethyl-2,5-di-t-butylperoxy-hexane | |
| RU2039038C1 (ru) | Способ получения n-динитрозосоединений | |
| EP1035108A2 (en) | Preparation of solutions of betaine | |
| KR970065501A (ko) | 칼슘 피루베이트 및 이의 수화물의 제조방법 | |
| US4391977A (en) | Adenine production | |
| US3281462A (en) | Preparation of acetic anhydride by the catalyzed oxidation of acetaldehyde in the presence of amixture of boric acid and oxalic acid | |
| US4579978A (en) | Bibenzyl hydroperoxide synthesis |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| N231 | Notification of change of applicant | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| FPAY | Annual fee payment |
Payment date: 20030630 Year of fee payment: 4 |
|
| LAPS | Lapse due to unpaid annual fee |