I am doing experiments about oxidation process from limonene to limonene glycol, but the product are some limonene oxide (which I don’t want). These are the chemicals I have:
-Catalyst: CuY (zeolite Y supported by Copper); Cu/Fe spinel mixture.
- Solvent: dimethyl formanmit.
- TBHP and H2O2
- Method: Use reflux condense.
Can you give me some condition to improve the process (other chemicals, temperature, time…)?
Dear Tran,
adding water to reaction medium could increase selectivity to limonene-1,2-diol. Did you try to do a kinetic profile of epoxide and limonene-1,2-diol?
how much is the amount of limonene-1,2-diol that you are obtaining?
BR,
Julián.
Dear Dr. Julián E. Sánchez-Velandia
You are so kind for replying to me. My products (determined by gas chromatography) did not have any limonene-1,2-diol but they had limonene oxides, water, and some large molecular organic compounds.
Thank you, Dr. Julián E. Sánchez-Velandia
Dear Tran Khanh
Ok, but if you have obtained limonene oxides (maybe epoxides?) you could try to increase selectivity to diol, adding water (in this case you will need to see how much water could you add to your reaction system in order to have the maximum efficiency). Another way is by using solvents with a large amount of water.
Please see your reaction conditions, calculate the amount of water which will be neccesary to further increasing the yield towards limonene-1,2-diol and then add water or look for a solvent with water (see literature)
We have published recently the role of solvent and addition of water on the synthesis of limonene diol from limonene epoxide. Maybe it could be of help to you (Article Hydrolysis of Limonene Epoxide over Hierarchical Zeolites
)Please let me know when you have testing these conditions. As far I know, Cu/Y have been used in oxidation.
Please also see literature about radical tramps which also could be of help if you have allylic oxidation products rather than epoxide or limonene diol.
Best regards,
Julián.-
I think if you use H2O2 35 % the water is sufficient to form diol, to increase the formation of diol you can realize the reaction in presence of acid, for example a solid acid like NAFION, more easy to remove after the reaction
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