GB1455645A - Production of aliphatic or cycloaliphatic dialdehydes and/or acetals of the same production of 3-sulphopropionic anhydride - Google Patents
Production of aliphatic or cycloaliphatic dialdehydes and/or acetals of the same production of 3-sulphopropionic anhydrideInfo
- Publication number
- GB1455645A GB1455645A GB1521574A GB1521574A GB1455645A GB 1455645 A GB1455645 A GB 1455645A GB 1521574 A GB1521574 A GB 1521574A GB 1521574 A GB1521574 A GB 1521574A GB 1455645 A GB1455645 A GB 1455645A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aliphatic
- production
- cycloaliphatic
- acetals
- same
- 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.)
- Expired
Links
- 125000001931 aliphatic group Chemical group 0.000 title abstract 4
- 150000001241 acetals Chemical class 0.000 title abstract 3
- USHZWSBEBPOGAM-UHFFFAOYSA-N 3-oxo-3-(3-sulfopropanoyloxy)propane-1-sulfonic acid Chemical compound OS(=O)(=O)CCC(=O)OC(=O)CCS(O)(=O)=O USHZWSBEBPOGAM-UHFFFAOYSA-N 0.000 title 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical group OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 2
- 229910052703 rhodium Inorganic materials 0.000 abstract 2
- 239000010948 rhodium Substances 0.000 abstract 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 2
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkane diol Chemical class 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/20—Carbonyls
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
- C07C43/303—Compounds having groups having acetal carbon atoms bound to acyclic carbon atoms
-
- 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
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
1455645 Aliphatic or cycloaliphatic dialdehydes and/or acetals of the same BASF AG 5 April 1974 [7 April 1973] 15215/74 Heading C2C The invention comprises a process for the production of an aliphatic or cycloaliphatic dialdehyde or an acetal of the same by reaction of an aliphatic or cycloaliphatic conjugated diene with carbon monoxide and hydrogen in the presence of a rhodium catalyst (which has been modified with a tertiary phosphine or phosphite) at a temperature of from 70‹ to 160‹ C. and at a pressure of from 100 to 600 atmospheres absolute, wherein the catalyst used is a rhodium complex which contains carbon monoxide, a tertiary organic phosphine or a tertiary organic phosphite and a halogen atom as ligands. It is advantageous to carry out the reaction in the presence of an alkanol or alkane diol as a solvent.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732317625 DE2317625C3 (en) | 1973-04-07 | Process for the preparation of aliphatic or cycloaliphatic dialdehydes and / or their acetals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1455645A true GB1455645A (en) | 1976-11-17 |
Family
ID=5877389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1521574A Expired GB1455645A (en) | 1973-04-07 | 1974-04-05 | Production of aliphatic or cycloaliphatic dialdehydes and/or acetals of the same production of 3-sulphopropionic anhydride |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5846491B2 (en) |
| BE (1) | BE813363A (en) |
| CA (1) | CA1023387A (en) |
| FR (1) | FR2224428B1 (en) |
| GB (1) | GB1455645A (en) |
| IT (1) | IT1005691B (en) |
| NL (1) | NL179273C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028378A1 (en) * | 1979-10-26 | 1981-05-13 | Union Carbide Corporation | Improved hydroformylation process using stable rhodium catalyst |
| US4496768A (en) * | 1982-06-11 | 1985-01-29 | Davy Mckee Limited | Process for the production of aldehydes by hydroformylation of alpha-olefins |
| US4496769A (en) * | 1982-06-11 | 1985-01-29 | Davy Mckee (London) Limited | Process for the preparation of aldehydes by hydroformylation of olefins |
| US4507508A (en) * | 1982-05-11 | 1985-03-26 | Imperial Chemical Industries Plc | Process for the production of unsaturated mono- or saturated dialdehydes and acetals thereof |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2849742B2 (en) * | 1978-11-16 | 1980-10-16 | Henkel Kgaa, 4000 Duesseldorf | Process for the production of aldehydes and use of the process products as fragrances |
| DE2914090A1 (en) * | 1979-04-07 | 1980-10-23 | Henkel Kgaa | USE OF ALDEHYDES AS ANTIMICROBIAL ACTIVE SUBSTANCES |
| US5312996A (en) * | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
| JP6174711B2 (en) * | 2012-12-06 | 2017-08-02 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | Hydroformylation process |
-
1974
- 1974-03-18 IT IT1263674A patent/IT1005691B/en active
- 1974-03-28 FR FR7410850A patent/FR2224428B1/fr not_active Expired
- 1974-04-03 CA CA196,697A patent/CA1023387A/en not_active Expired
- 1974-04-04 NL NL7404631A patent/NL179273C/en not_active IP Right Cessation
- 1974-04-05 GB GB1521574A patent/GB1455645A/en not_active Expired
- 1974-04-05 BE BE142901A patent/BE813363A/en not_active IP Right Cessation
- 1974-04-08 JP JP3895174A patent/JPS5846491B2/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028378A1 (en) * | 1979-10-26 | 1981-05-13 | Union Carbide Corporation | Improved hydroformylation process using stable rhodium catalyst |
| US4507508A (en) * | 1982-05-11 | 1985-03-26 | Imperial Chemical Industries Plc | Process for the production of unsaturated mono- or saturated dialdehydes and acetals thereof |
| US4496768A (en) * | 1982-06-11 | 1985-01-29 | Davy Mckee Limited | Process for the production of aldehydes by hydroformylation of alpha-olefins |
| US4496769A (en) * | 1982-06-11 | 1985-01-29 | Davy Mckee (London) Limited | Process for the preparation of aldehydes by hydroformylation of olefins |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5846491B2 (en) | 1983-10-17 |
| JPS5046614A (en) | 1975-04-25 |
| IT1005691B (en) | 1976-09-30 |
| DE2317625B2 (en) | 1975-12-11 |
| FR2224428B1 (en) | 1978-07-28 |
| DE2317625A1 (en) | 1974-10-24 |
| NL7404631A (en) | 1974-10-09 |
| NL179273B (en) | 1986-03-17 |
| FR2224428A1 (en) | 1974-10-31 |
| NL179273C (en) | 1986-08-18 |
| CA1023387A (en) | 1977-12-27 |
| BE813363A (en) | 1974-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |