DE2521470C3 - Verfahren zur Herstellung von Vinylacetatepoxid - Google Patents
Verfahren zur Herstellung von VinylacetatepoxidInfo
- Publication number
- DE2521470C3 DE2521470C3 DE19752521470 DE2521470A DE2521470C3 DE 2521470 C3 DE2521470 C3 DE 2521470C3 DE 19752521470 DE19752521470 DE 19752521470 DE 2521470 A DE2521470 A DE 2521470A DE 2521470 C3 DE2521470 C3 DE 2521470C3
- Authority
- DE
- Germany
- Prior art keywords
- vinyl acetate
- epoxide
- preparation
- acid
- acetic acid
- 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
- 238000000034 method Methods 0.000 title claims description 9
- -1 vinyl acetate epoxide Chemical class 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 30
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 claims description 18
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 11
- 239000002516 radical scavenger Substances 0.000 claims description 5
- 238000006735 epoxidation reaction Methods 0.000 claims description 4
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 11
- 150000002118 epoxides Chemical class 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 4
- 150000004965 peroxy acids Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229920001567 vinyl ester resin Polymers 0.000 description 3
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- GUPGZURVZDIQPM-UHFFFAOYSA-N 2-oxoethyl acetate Chemical compound CC(=O)OCC=O GUPGZURVZDIQPM-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-L 3-(2-carboxylatoethylsulfanyl)propanoate Chemical compound [O-]C(=O)CCSCCC([O-])=O ODJQKYXPKWQWNK-UHFFFAOYSA-L 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 238000007059 Strecker synthesis reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000009172 bursting Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2287574A IT1012484B (it) | 1974-05-17 | 1974-05-17 | Processo per la preparazione di epossidi di vinilesteri |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2521470A1 DE2521470A1 (de) | 1975-11-20 |
| DE2521470B2 DE2521470B2 (de) | 1978-08-31 |
| DE2521470C3 true DE2521470C3 (de) | 1979-04-26 |
Family
ID=11201424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752521470 Expired DE2521470C3 (de) | 1974-05-17 | 1975-05-14 | Verfahren zur Herstellung von Vinylacetatepoxid |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS514116A (enrdf_load_html_response) |
| BE (1) | BE829184A (enrdf_load_html_response) |
| CH (1) | CH605882A5 (enrdf_load_html_response) |
| DE (1) | DE2521470C3 (enrdf_load_html_response) |
| FR (1) | FR2271221B1 (enrdf_load_html_response) |
| GB (1) | GB1503775A (enrdf_load_html_response) |
| IT (1) | IT1012484B (enrdf_load_html_response) |
| LU (1) | LU72495A1 (enrdf_load_html_response) |
| NL (1) | NL7505835A (enrdf_load_html_response) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6079586U (ja) * | 1983-11-04 | 1985-06-03 | パーフエクトメカニゼイシヨン株式会社 | ねじ部品選別装置 |
| DE4209497A1 (de) * | 1992-03-24 | 1993-09-30 | Basf Ag | Verfahren zur Herstellung von chlorsubstituierten olefinischen Verbindungen |
| KR100510698B1 (ko) | 2003-09-17 | 2005-08-31 | 엘지전자 주식회사 | 냉장고의 제빙장치용 디스펜서 |
| US7455085B2 (en) | 2004-06-04 | 2008-11-25 | Whirlpool Corporation | Water dispenser for refrigerator freezers |
| KR100869510B1 (ko) | 2007-01-18 | 2008-11-19 | 엘지전자 주식회사 | 냉장고 및 그 제어방법 |
| KR100797480B1 (ko) | 2007-01-18 | 2008-01-24 | 엘지전자 주식회사 | 냉장고 |
| MX2018004512A (es) | 2015-10-14 | 2018-08-01 | Novelis Inc | Texturizado de rodillos de trabajo dise?ados. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE755100A (fr) * | 1969-08-21 | 1971-02-01 | Degussa | Procede pour l'epoxydation de composes non satures |
-
1974
- 1974-05-17 IT IT2287574A patent/IT1012484B/it active
-
1975
- 1975-05-14 DE DE19752521470 patent/DE2521470C3/de not_active Expired
- 1975-05-14 CH CH621675A patent/CH605882A5/xx not_active IP Right Cessation
- 1975-05-15 GB GB2073075A patent/GB1503775A/en not_active Expired
- 1975-05-16 LU LU72495A patent/LU72495A1/xx unknown
- 1975-05-16 NL NL7505835A patent/NL7505835A/xx not_active Application Discontinuation
- 1975-05-16 JP JP50057496A patent/JPS514116A/ja active Pending
- 1975-05-16 FR FR7515528A patent/FR2271221B1/fr not_active Expired
- 1975-05-16 BE BE156447A patent/BE829184A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH605882A5 (enrdf_load_html_response) | 1978-10-13 |
| DE2521470B2 (de) | 1978-08-31 |
| NL7505835A (nl) | 1975-11-19 |
| BE829184A (fr) | 1975-09-15 |
| IT1012484B (it) | 1977-03-10 |
| GB1503775A (en) | 1978-03-15 |
| FR2271221A1 (enrdf_load_html_response) | 1975-12-12 |
| JPS514116A (enrdf_load_html_response) | 1976-01-14 |
| FR2271221B1 (enrdf_load_html_response) | 1977-07-08 |
| DE2521470A1 (de) | 1975-11-20 |
| LU72495A1 (enrdf_load_html_response) | 1975-08-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: ANIC S.P.A., PALERMO, IT |
|
| 8339 | Ceased/non-payment of the annual fee |