GB1069312A - Improvements in or relating to a process for preparing polyethers - Google Patents
Improvements in or relating to a process for preparing polyethersInfo
- Publication number
- GB1069312A GB1069312A GB7139/65A GB713965A GB1069312A GB 1069312 A GB1069312 A GB 1069312A GB 7139/65 A GB7139/65 A GB 7139/65A GB 713965 A GB713965 A GB 713965A GB 1069312 A GB1069312 A GB 1069312A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- aluminium
- moles
- butyl
- per mole
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 229920000570 polyether Polymers 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 12
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 abstract 8
- 239000003054 catalyst Substances 0.000 abstract 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 5
- 239000003795 chemical substances by application Substances 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 4
- 239000002738 chelating agent Substances 0.000 abstract 4
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 4
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 abstract 4
- 229940116411 terpineol Drugs 0.000 abstract 4
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 abstract 4
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 abstract 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 3
- 229910052782 aluminium Inorganic materials 0.000 abstract 3
- 239000004411 aluminium Substances 0.000 abstract 3
- -1 cycloaliphatic Chemical group 0.000 abstract 3
- 150000002118 epoxides Chemical class 0.000 abstract 3
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 abstract 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 abstract 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 abstract 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 abstract 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 abstract 2
- QWQNFXDYOCUEER-UHFFFAOYSA-N 2,3-ditert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1C(C)(C)C QWQNFXDYOCUEER-UHFFFAOYSA-N 0.000 abstract 2
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 abstract 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 2
- 229910000091 aluminium hydride Inorganic materials 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 229940116229 borneol Drugs 0.000 abstract 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 abstract 2
- KVZJLSYJROEPSQ-UHFFFAOYSA-N cis-DMCH Natural products CC1CCCCC1C KVZJLSYJROEPSQ-UHFFFAOYSA-N 0.000 abstract 2
- FSEUPUDHEBLWJY-HWKANZROSA-N diacetylmonoxime Chemical compound CC(=O)C(\C)=N\O FSEUPUDHEBLWJY-HWKANZROSA-N 0.000 abstract 2
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 2
- 150000005690 diesters Chemical class 0.000 abstract 2
- 125000005594 diketone group Chemical group 0.000 abstract 2
- JGUQDUKBUKFFRO-CIIODKQPSA-N dimethylglyoxime Chemical compound O/N=C(/C)\C(\C)=N\O JGUQDUKBUKFFRO-CIIODKQPSA-N 0.000 abstract 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 abstract 2
- 150000004678 hydrides Chemical class 0.000 abstract 2
- 239000012433 hydrogen halide Substances 0.000 abstract 2
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 2
- 229940041616 menthol Drugs 0.000 abstract 2
- 150000005846 sugar alcohols Polymers 0.000 abstract 2
- PFURGBBHAOXLIO-PHDIDXHHSA-N trans-cyclohexane-1,2-diol Chemical compound O[C@@H]1CCCC[C@H]1O PFURGBBHAOXLIO-PHDIDXHHSA-N 0.000 abstract 2
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 abstract 1
- AZWXAPCAJCYGIA-UHFFFAOYSA-N bis(2-methylpropyl)alumane Chemical compound CC(C)C[AlH]CC(C)C AZWXAPCAJCYGIA-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- KBLZFQBDODEHJH-UHFFFAOYSA-N dibutylalumane Chemical compound C(CCC)[AlH]CCCC KBLZFQBDODEHJH-UHFFFAOYSA-N 0.000 abstract 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 abstract 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N diisobutylaluminium hydride Substances CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 abstract 1
- 239000003701 inert diluent Substances 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 abstract 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 abstract 1
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/061—Aluminium compounds with C-aluminium linkage
- C07F5/066—Aluminium compounds with C-aluminium linkage compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage)
- C07F5/068—Aluminium compounds with C-aluminium linkage compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage) preparation of alum(in)oxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
- C08G65/12—Saturated oxiranes characterised by the catalysts used containing organo-metallic compounds or metal hydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Toxicology (AREA)
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US347378A US3280045A (en) | 1964-02-26 | 1964-02-26 | Process for polymerizing epoxides with an alkyl aluminum compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1069312A true GB1069312A (en) | 1967-05-17 |
Family
ID=23363456
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7139/65A Expired GB1069312A (en) | 1964-02-26 | 1965-02-18 | Improvements in or relating to a process for preparing polyethers |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3280045A (en:Method) |
| BE (1) | BE660132A (en:Method) |
| CH (1) | CH437811A (en:Method) |
| DE (1) | DE1570737C3 (en:Method) |
| FR (1) | FR1430493A (en:Method) |
| GB (1) | GB1069312A (en:Method) |
| NL (1) | NL141200B (en:Method) |
| SE (1) | SE321353B (en:Method) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106543031A (zh) * | 2016-10-27 | 2017-03-29 | 山西大学 | 一种丁二酮肟的合成方法 |
| CN113121810A (zh) * | 2019-12-31 | 2021-07-16 | 华南理工大学 | 一种基于龙脑的聚合物及其制备方法与应用 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356620A (en) * | 1964-09-17 | 1967-12-05 | Hercules Inc | Process for preparing crystalline poly |
| US3459721A (en) * | 1966-10-10 | 1969-08-05 | Exxon Research Engineering Co | Dialkylaluminum acetylacetonate polymerization catalysts |
| US3496238A (en) * | 1967-11-20 | 1970-02-17 | Wyandotte Chemicals Corp | Method of preparing low molecular weight isotactic polypropylene glycols and catalyst system therefor |
| US3957697A (en) * | 1974-10-24 | 1976-05-18 | The B. F. Goodrich Company | Process for slurry polymerization of propylene oxide with high catalyst efficiency |
| US6369159B1 (en) | 1987-05-13 | 2002-04-09 | Pdm Holdings Corp. | Antistatic plastic materials containing epihalohydrin polymers |
| US5329032A (en) * | 1992-03-18 | 1994-07-12 | Akzo Chemicals Inc. | Polymethylaluminoxane of enhanced solution stability |
| US5436212A (en) * | 1994-04-15 | 1995-07-25 | Phillips Petroleum Company | Organoaluminoxy product, preparation, and use |
| US20240191025A1 (en) | 2021-03-26 | 2024-06-13 | Evonik Operations Gmbh | Novel polyethers on the basis of 2,3-epoxybutane and process for the preparation thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2156918A (en) * | 1937-05-07 | 1939-05-02 | Leo Corp | Stabilized solutions of metal-or-ganic compounds and method of making the same |
| BE544935A (en:Method) * | 1955-02-04 | 1900-01-01 | ||
| US2908664A (en) * | 1956-06-11 | 1959-10-13 | Devoe & Raynolds Co | Modified epoxide resins |
-
1964
- 1964-02-26 US US347378A patent/US3280045A/en not_active Expired - Lifetime
-
1965
- 1965-02-18 GB GB7139/65A patent/GB1069312A/en not_active Expired
- 1965-02-22 FR FR45652A patent/FR1430493A/fr not_active Expired
- 1965-02-22 NL NL656502199A patent/NL141200B/xx not_active IP Right Cessation
- 1965-02-23 BE BE660132A patent/BE660132A/xx unknown
- 1965-02-24 DE DE1570737A patent/DE1570737C3/de not_active Expired
- 1965-02-25 CH CH255165A patent/CH437811A/fr unknown
- 1965-02-25 SE SE2454/65A patent/SE321353B/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106543031A (zh) * | 2016-10-27 | 2017-03-29 | 山西大学 | 一种丁二酮肟的合成方法 |
| CN113121810A (zh) * | 2019-12-31 | 2021-07-16 | 华南理工大学 | 一种基于龙脑的聚合物及其制备方法与应用 |
| CN113121810B (zh) * | 2019-12-31 | 2022-05-24 | 华南理工大学 | 一种基于龙脑的聚合物及其制备方法与应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1570737A1 (de) | 1970-04-09 |
| DE1570737B2 (de) | 1973-04-26 |
| SE321353B (en:Method) | 1970-03-02 |
| US3280045A (en) | 1966-10-18 |
| NL6502199A (en:Method) | 1965-08-27 |
| FR1430493A (fr) | 1966-03-04 |
| NL141200B (nl) | 1974-02-15 |
| BE660132A (en:Method) | 1965-08-23 |
| CH437811A (fr) | 1967-06-15 |
| DE1570737C3 (de) | 1973-11-15 |
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