PL413146A1 - Method for epoxidation of limonene - Google Patents
Method for epoxidation of limoneneInfo
- Publication number
- PL413146A1 PL413146A1 PL413146A PL41314615A PL413146A1 PL 413146 A1 PL413146 A1 PL 413146A1 PL 413146 A PL413146 A PL 413146A PL 41314615 A PL41314615 A PL 41314615A PL 413146 A1 PL413146 A1 PL 413146A1
- Authority
- PL
- Poland
- Prior art keywords
- limonene
- catalysts
- epoxidation
- solution
- decane
- Prior art date
Links
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 title abstract 10
- 229940087305 limonene Drugs 0.000 title abstract 5
- 235000001510 limonene Nutrition 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 4
- 238000006735 epoxidation reaction Methods 0.000 title abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 abstract 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- UGACIEPFGXRWCH-UHFFFAOYSA-N [Si].[Ti] Chemical compound [Si].[Ti] UGACIEPFGXRWCH-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 230000035484 reaction time Effects 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Epoxy Compounds (AREA)
Abstract
Sposób epoksydacji limonenu za pomocą 60% wodnego roztworu nadtlenku wodoru, lub roztworu wodoronadtlenku t-butylu w dekanie w obecności katalizatorów tytanowo-silikalitowych oraz rozpuszczalnika, polega na tym, że proces prowadzi się pod ciśnieniem autogenicznym, w temperaturze 150 - 160°C, przy stosunku molowym limonen/utleniacz 1:1, w czasie reakcji 3h, zaś jako katalizatory tytanowo-silikalitowe stosuje się katalizatory TS-1, TS-2, Ti-Beta, Ti-MCM-41, Ti-MWW i Ti-SBA-15 w ilości 3% wagowych w mieszaninie reakcyjnej. Proces epoksydacji limonenu prowadzi się w obecności metanolu jako rozpuszczalnika przy jego stężeniu w mieszanie reakcyjnej 80% wagowych, stosując intensywność mieszania 500 obr/min. Stosuje się 5M roztwór wodoronadtlenku t-butylu w dekanie. Surowce wprowadza się do autoklawu w następującej kolejności: limonen, metanol, katalizator i na końcu utleniacz.The method of epoxidation of limonene with a 60% aqueous solution of hydrogen peroxide, or a solution of t-butyl hydroperoxide in decane in the presence of titanium silicalite catalysts and a solvent consists in the fact that the process is carried out under autogenic pressure, at a temperature of 150 - 160 ° C, with 1: 1 molar ratio of limonene / oxidant, 3h reaction time, while TS-1, TS-2, Ti-Beta, Ti-MCM-41, Ti-MWW and Ti-SBA-15 catalysts are used as titanium-silicon catalysts in an amount of 3% by weight in the reaction mixture. The limonene epoxidation process is carried out in the presence of methanol as a solvent at its concentration in a reaction mixture of 80% by weight, using a stirring intensity of 500 rpm. A 5M solution of t-butyl hydroperoxide in decane is used. The raw materials are introduced into the autoclave in the following order: limonene, methanol, catalyst and finally the oxidant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413146A PL228408B1 (en) | 2015-07-17 | 2015-07-17 | Method for epoxidation of limonene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL413146A PL228408B1 (en) | 2015-07-17 | 2015-07-17 | Method for epoxidation of limonene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL413146A1 true PL413146A1 (en) | 2017-01-30 |
| PL228408B1 PL228408B1 (en) | 2018-03-30 |
Family
ID=57867705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL413146A PL228408B1 (en) | 2015-07-17 | 2015-07-17 | Method for epoxidation of limonene |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL228408B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL422186A1 (en) * | 2017-07-11 | 2019-01-14 | Zachodniopomorski Uniwersytet Technologiczny W Szczecinie | Method for oxidation of limonene to 1,2-epoxylimonene |
-
2015
- 2015-07-17 PL PL413146A patent/PL228408B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL422186A1 (en) * | 2017-07-11 | 2019-01-14 | Zachodniopomorski Uniwersytet Technologiczny W Szczecinie | Method for oxidation of limonene to 1,2-epoxylimonene |
Also Published As
| Publication number | Publication date |
|---|---|
| PL228408B1 (en) | 2018-03-30 |
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