GB1495595A - Manufacture of 1,6-hexanediol - Google Patents
Manufacture of 1,6-hexanediolInfo
- Publication number
- GB1495595A GB1495595A GB12081/75A GB1208175A GB1495595A GB 1495595 A GB1495595 A GB 1495595A GB 12081/75 A GB12081/75 A GB 12081/75A GB 1208175 A GB1208175 A GB 1208175A GB 1495595 A GB1495595 A GB 1495595A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroformylation
- stage
- hexanediol
- carbon monoxide
- acetal
- 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
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000007037 hydroformylation reaction Methods 0.000 abstract 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 238000007796 conventional method Methods 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 abstract 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 1
- 229940035437 1,3-propanediol Drugs 0.000 abstract 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- -1 cyclic acetal Chemical class 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
- 150000003284 rhodium compounds Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
- C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2414253A DE2414253A1 (de) | 1974-03-25 | 1974-03-25 | Verfahren zur herstellung von hexandiol-1,6 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1495595A true GB1495595A (en) | 1977-12-21 |
Family
ID=5911061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12081/75A Expired GB1495595A (en) | 1974-03-25 | 1975-03-24 | Manufacture of 1,6-hexanediol |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3947503A (cg-RX-API-DMAC10.html) |
| JP (1) | JPS50131909A (cg-RX-API-DMAC10.html) |
| BE (1) | BE827125A (cg-RX-API-DMAC10.html) |
| CA (1) | CA1031374A (cg-RX-API-DMAC10.html) |
| DE (1) | DE2414253A1 (cg-RX-API-DMAC10.html) |
| ES (1) | ES435962A1 (cg-RX-API-DMAC10.html) |
| FR (1) | FR2265709B1 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1495595A (cg-RX-API-DMAC10.html) |
| IT (1) | IT1034176B (cg-RX-API-DMAC10.html) |
| NL (1) | NL7503441A (cg-RX-API-DMAC10.html) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4374999A (en) * | 1981-01-02 | 1983-02-22 | The Dow Chemical Company | Internal hydroformylation of acrolein acetals |
| US5312996A (en) * | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
| DE4228884A1 (de) * | 1992-08-29 | 1994-03-03 | Basf Ag | Verfahren zur Herstellung von Reduktionsprodukten von Derivaten der 4-Hydroxybuttersäure |
| US6172269B1 (en) | 1996-04-24 | 2001-01-09 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanediols |
| US5821389A (en) * | 1996-04-24 | 1998-10-13 | Union Carbide Chemicals & Technology Corporation | Processes for producing hydroxyaldehydes |
| US5886237A (en) * | 1996-04-24 | 1999-03-23 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing alkenals and alkenols |
| US6187970B1 (en) | 1996-04-24 | 2001-02-13 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanediols |
| US5892127A (en) * | 1996-04-24 | 1999-04-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanedials and derivatives |
| US5817883A (en) * | 1996-04-24 | 1998-10-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing hydroxyaldehydes |
| US5925754A (en) * | 1997-04-15 | 1999-07-20 | Union Carbide Chemicals & Plastics Technology Corporation | Epsilon caprolactam compositions |
| CN101497596B (zh) * | 2009-03-16 | 2013-10-30 | 北京大学 | 一种合成二噁烷的方法 |
| US10647651B2 (en) * | 2015-10-12 | 2020-05-12 | Basf Se | Hydroformylation process for producing 1,6-disubstituted hexane derivatives |
| CN110621663A (zh) * | 2017-06-13 | 2019-12-27 | 巴斯夫欧洲公司 | 制备1,6-己二醇衍生物的加氢甲酰基化方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2700685A (en) * | 1955-01-25 | Hydrogenation of a | ||
| US2406713A (en) * | 1944-02-28 | 1946-08-27 | Commercial Solvents Corp | Process for recovery of dihydric alcohols |
| US2888492A (en) * | 1955-08-08 | 1959-05-26 | Shell Dev | Production of polyols |
| US3383426A (en) * | 1963-09-09 | 1968-05-14 | Exxon Research Engineering Co | Hydroformylation process for polymers |
| US3404188A (en) * | 1963-11-01 | 1968-10-01 | Union Carbide Corp | Process for the preparation of polyhydric alcohols |
-
1974
- 1974-03-25 DE DE2414253A patent/DE2414253A1/de not_active Withdrawn
-
1975
- 1975-02-27 CA CA221,071A patent/CA1031374A/en not_active Expired
- 1975-03-07 US US05/556,470 patent/US3947503A/en not_active Expired - Lifetime
- 1975-03-11 IT IT21138/75A patent/IT1034176B/it active
- 1975-03-21 NL NL7503441A patent/NL7503441A/ not_active Application Discontinuation
- 1975-03-24 GB GB12081/75A patent/GB1495595A/en not_active Expired
- 1975-03-24 FR FR7509063A patent/FR2265709B1/fr not_active Expired
- 1975-03-24 ES ES435962A patent/ES435962A1/es not_active Expired
- 1975-03-25 JP JP50035019A patent/JPS50131909A/ja active Pending
- 1975-03-25 BE BE154712A patent/BE827125A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS50131909A (cg-RX-API-DMAC10.html) | 1975-10-18 |
| CA1031374A (en) | 1978-05-16 |
| DE2414253A1 (de) | 1975-10-16 |
| US3947503A (en) | 1976-03-30 |
| BE827125A (fr) | 1975-09-25 |
| NL7503441A (nl) | 1975-09-29 |
| ES435962A1 (es) | 1976-12-16 |
| FR2265709B1 (cg-RX-API-DMAC10.html) | 1979-06-08 |
| FR2265709A1 (cg-RX-API-DMAC10.html) | 1975-10-24 |
| IT1034176B (it) | 1979-09-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |