CH661925A5 - Verfahren zur herstellung von hexahydrophthalsaeurediglycidylester. - Google Patents
Verfahren zur herstellung von hexahydrophthalsaeurediglycidylester. Download PDFInfo
- Publication number
- CH661925A5 CH661925A5 CH554584A CH554584A CH661925A5 CH 661925 A5 CH661925 A5 CH 661925A5 CH 554584 A CH554584 A CH 554584A CH 554584 A CH554584 A CH 554584A CH 661925 A5 CH661925 A5 CH 661925A5
- Authority
- CH
- Switzerland
- Prior art keywords
- hexahydrophthalic acid
- ester
- bis
- epichlorohydrin
- reaction
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 4
- -1 chlorohydrin ester Chemical class 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 15
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 14
- 239000003054 catalyst Substances 0.000 description 12
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 9
- 229910052801 chlorine Inorganic materials 0.000 description 9
- XFUOBHWPTSIEOV-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) cyclohexane-1,2-dicarboxylate Chemical compound C1CCCC(C(=O)OCC2OC2)C1C(=O)OCC1CO1 XFUOBHWPTSIEOV-UHFFFAOYSA-N 0.000 description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- 235000011181 potassium carbonates Nutrition 0.000 description 5
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000009965 odorless effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical class FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005292 vacuum distillation 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
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833345248 DE3345248A1 (de) | 1983-12-14 | 1983-12-14 | Verfahren zur herstellung von hexahydrophthalsaeurediglycidylester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH661925A5 true CH661925A5 (de) | 1987-08-31 |
Family
ID=6216929
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH554584A CH661925A5 (de) | 1983-12-14 | 1984-11-20 | Verfahren zur herstellung von hexahydrophthalsaeurediglycidylester. |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH661925A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3345248A1 (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW455584B (en) | 1998-09-23 | 2001-09-21 | Shell Int Research | Process for the preparation of glycidylesters of branched carboxylic acids |
-
1983
- 1983-12-14 DE DE19833345248 patent/DE3345248A1/de active Granted
-
1984
- 1984-11-20 CH CH554584A patent/CH661925A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE3345248C2 (enrdf_load_stackoverflow) | 1988-08-04 |
| DE3345248A1 (de) | 1985-06-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE857810C (de) | Verfahren zur Herstellung von aliphatischen und cycloaliphatischen Hydroperoxyden | |
| DE69113526T2 (de) | Verfahren zur Herstellung von N-Phosphonmethylglyzin. | |
| DE1768253A1 (de) | Verfahren zur Herstellung von Methacrylsaeure | |
| DE69402556T2 (de) | Herstellung von n-phosphonomethylglysin und derensalze | |
| EP0232752A1 (de) | Verfahren zur Herstellung von Oxiranylcarbonsäureestern | |
| DE3345248C2 (enrdf_load_stackoverflow) | ||
| DE69205601T2 (de) | Verfahren zur Herstellung von 3-Cyano-3,5,5-trimethylcyclohexanon. | |
| DE69612349T2 (de) | Verfahren zur Herstellung von Epoxyverbindungen | |
| DE2404160B2 (de) | Verfahren zur Herstellung von 2-(4-Alkylphenyl)-propionsäuren | |
| DE2313580C3 (enrdf_load_stackoverflow) | ||
| DE3125329A1 (de) | Verfahren zur herstellung von derivaten der vinylphosphon- oder vinylpyrophosphonsaeure | |
| EP0037889A1 (de) | Verfahren zur Herstellung von 1-Amino-propandiol-(2,3) (III) | |
| EP0133668A2 (de) | Verfahren zur Herstellung von Jononen | |
| EP0398095B1 (de) | Verfahren zur Herstellung von Phosphorsäure-tris(2-chlor(iso)-propyl)estern | |
| EP0082472B1 (de) | Verfahren zur Herstellung von 3-Amino-1-hydroxypropan-1,1-diphosphonsäure | |
| DD207914A5 (de) | Verfahren zur herstellung von derivaten der vinylphosphon- oder vinylpyrophosphonsaeure | |
| DE2461503B2 (de) | Verfahren zur Herstellung von Pinakolin | |
| EP0038409A1 (de) | Verfahren zur Herstellung von 1-Amino-propandiol-(2,3) (II) | |
| EP0456602B1 (de) | Verfahren zur Herstellung von N,N,N',N'-Tetraglycidyl-3,3'-dialkyl-4,4'-diaminodiphenylmethanen | |
| EP0032374B1 (de) | Verfahren zur Herstellung von p-Hydroxyphenylessigsäure | |
| EP0180123B1 (de) | Verfahren zur Herstellung niedrigmolekularer Diglycidylether zweiwertiger Phenole | |
| DE69016647T2 (de) | Verfahren zur herstellung von alpha-beta-ungesättigten ketonen. | |
| US2321037A (en) | Hydration of halogenated epoxides | |
| DE1768219B2 (de) | Verfahren zur herstellung von beta-halogenaethylphosphonsaeuren | |
| DE3402997A1 (de) | Verfahren zur herstellung von 3-n-dialkylaminophenolen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |