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Bio-Based Phenol from Cashew Nutshells by Catalytic Hydrocardanol Trans-Alkylation Using H-ZSM-5 Zeolite
Jan J Wiesfeld1, Keisuke Iriba1, Satoshi Suganuma1
1Institute for Catalysis, Hokkaido University, Kita 21 Nishi 10, Kita-ku, Sapporo, Hokkaido, 001-0021, Japan.
Hydrocardanol, derived from agricultural waste, shows promise for sustainable phenol production. Trans-alkylation with H-ZSM-5 zeolite significantly boosts phenol yield compared to cardanol, offering a greener chemical feedstock.
Area of Science:
- Chemical Engineering
- Sustainable Chemistry
- Catalysis
Background:
- Cardanol, a byproduct of cashew nutshell liquid, is a sustainable source for bio-based chemicals.
- Phenol production traditionally relies on fossil fuels, necessitating sustainable alternatives.
- Hydrocardanol, the hydrogenated form of cardanol, offers improved thermal stability.
Purpose of the Study:
- To investigate hydrocardanol as a feedstock for phenol production via trans-alkylation.
- To optimize reaction conditions for maximizing phenol yield using H-ZSM-5 zeolite.
- To compare the efficiency of hydrocardanol versus cardanol in phenol synthesis.
Main Methods:
- Trans-alkylation of hydrocardanol with toluene using H-ZSM-5 (SiO2/Al2O3 = 80) in a batch reactor.
- Analysis of phenol yield and byproducts at full hydrocardanol conversion.
- Model reaction studies with phenol and 1-pentadecene to elucidate reaction mechanisms.
- Validation of the process in a fixed-bed flow reactor.
Main Results:
- H-ZSM-5 achieved a 53.7% phenol yield from hydrocardanol, significantly higher than 27.1% from cardanol.
- The saturated side chain of hydrocardanol suppressed undesirable self-alkylation, leading to higher phenol selectivity.
- Phenol realkylation was identified as a key limitation; reducing the hydrocardanol-to-toluene ratio mitigated this.
- A fixed-bed flow reactor achieved >95% phenol yield and >99% carbon balance.
Conclusions:
- Hydrocardanol is a superior feedstock for bio-based phenol production compared to cardanol via trans-alkylation.
- Optimized conditions and reactor design can lead to highly efficient and selective phenol synthesis.
- This process offers a sustainable route to phenol, utilizing agricultural waste and improving resource circularity.
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