DE2203806C3 - Verfahren zur Herstellung von Diolen aus 1,2-Epoxiden - Google Patents
Verfahren zur Herstellung von Diolen aus 1,2-EpoxidenInfo
- Publication number
- DE2203806C3 DE2203806C3 DE2203806A DE2203806A DE2203806C3 DE 2203806 C3 DE2203806 C3 DE 2203806C3 DE 2203806 A DE2203806 A DE 2203806A DE 2203806 A DE2203806 A DE 2203806A DE 2203806 C3 DE2203806 C3 DE 2203806C3
- Authority
- DE
- Germany
- Prior art keywords
- epoxides
- diols
- cleavage
- preparation
- yields
- 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
- 150000002009 diols Chemical class 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000003776 cleavage reaction Methods 0.000 description 9
- 230000007017 scission Effects 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 6
- 150000002924 oxiranes Chemical group 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 1
- MPGABYXKKCLIRW-UHFFFAOYSA-N 2-decyloxirane Chemical compound CCCCCCCCCCC1CO1 MPGABYXKKCLIRW-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- -1 cyclic epoxides Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- ZITKDVFRMRXIJQ-UHFFFAOYSA-N dodecane-1,2-diol Chemical compound CCCCCCCCCCC(O)CO ZITKDVFRMRXIJQ-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 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
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
- C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
- C07C29/106—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers of oxiranes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE794640D BE794640A (fr) | 1972-01-27 | Procede pour la fabrication de diols vicinaux | |
| DE2203806A DE2203806C3 (de) | 1972-01-27 | 1972-01-27 | Verfahren zur Herstellung von Diolen aus 1,2-Epoxiden |
| IT71287/72A IT1045269B (it) | 1972-01-27 | 1972-12-29 | Procedimento per la produzione di dioli vicinali |
| NL7300072A NL7300072A (enExample) | 1972-01-27 | 1973-01-03 | |
| JP48010613A JPS4896506A (enExample) | 1972-01-27 | 1973-01-25 | |
| GB402873A GB1386381A (en) | 1972-01-27 | 1973-01-26 | Production of vicinal diols |
| FR7303083A FR2169405B2 (enExample) | 1972-01-27 | 1973-01-29 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2203806A DE2203806C3 (de) | 1972-01-27 | 1972-01-27 | Verfahren zur Herstellung von Diolen aus 1,2-Epoxiden |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2203806A1 DE2203806A1 (de) | 1973-08-02 |
| DE2203806B2 DE2203806B2 (de) | 1980-04-03 |
| DE2203806C3 true DE2203806C3 (de) | 1980-12-11 |
Family
ID=5834193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2203806A Expired DE2203806C3 (de) | 1972-01-27 | 1972-01-27 | Verfahren zur Herstellung von Diolen aus 1,2-Epoxiden |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4896506A (enExample) |
| BE (1) | BE794640A (enExample) |
| DE (1) | DE2203806C3 (enExample) |
| FR (1) | FR2169405B2 (enExample) |
| GB (1) | GB1386381A (enExample) |
| IT (1) | IT1045269B (enExample) |
| NL (1) | NL7300072A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2931753C2 (de) * | 1979-08-04 | 1984-10-04 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung von vicinalen Alkylenglykolen |
| JP4563045B2 (ja) * | 2004-02-17 | 2010-10-13 | 花王株式会社 | 隣接ジオールの製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3475499A (en) * | 1967-03-23 | 1969-10-28 | Halcon International Inc | Preparation of glycols and glycol ethers |
-
0
- BE BE794640D patent/BE794640A/xx unknown
-
1972
- 1972-01-27 DE DE2203806A patent/DE2203806C3/de not_active Expired
- 1972-12-29 IT IT71287/72A patent/IT1045269B/it active
-
1973
- 1973-01-03 NL NL7300072A patent/NL7300072A/xx unknown
- 1973-01-25 JP JP48010613A patent/JPS4896506A/ja active Pending
- 1973-01-26 GB GB402873A patent/GB1386381A/en not_active Expired
- 1973-01-29 FR FR7303083A patent/FR2169405B2/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2169405B2 (enExample) | 1981-05-29 |
| NL7300072A (enExample) | 1973-07-31 |
| DE2203806A1 (de) | 1973-08-02 |
| JPS4896506A (enExample) | 1973-12-10 |
| BE794640A (fr) | 1973-05-16 |
| DE2203806B2 (de) | 1980-04-03 |
| IT1045269B (it) | 1980-05-10 |
| GB1386381A (en) | 1975-03-05 |
| FR2169405A2 (enExample) | 1973-09-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| BGA | New person/name/address of the applicant | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8340 | Patent of addition ceased/non-payment of fee of main patent |