Direct, Selective Production of Aromatic Alcohols from Ethanol Using a Tailored Bifunctional Cobalt-Hydroxyapatite Catalyst

Qing Nan Wang, Xue Fei Weng, Bai Chuan Zhou, Shao Pei Lv, Shu Miao, Daliang Zhang, Yu Han, Susannah L. Scott, Ferdi Schüth, An Hui Lu

Research output: Contribution to journalArticlepeer-review

33 Scopus citations

Abstract

Aromatic alcohols are essential components of many solvents, coatings, plasticizers, fine chemicals, and pharmaceuticals. Traditional manufacturing processes involving the oxidation of petroleum-derived aromatic hydrocarbons suffer from low selectivity due to facile overoxidation reactions which produce aromatic aldehydes, acids, and esters. Here we report a Co-containing hydroxyapatite (HAP) catalyst that converts ethanol directly to methylbenzyl alcohols (MB-OH, predominantly 2-MB-OH) at 325 °C. The dehydrogenation of ethanol to acetaldehyde, which is catalyzed by Co2+, has the highest reaction barrier. Acetaldehyde undergoes rapid, HAP-catalyzed condensation and forms the key intermediate, 2-butenal, which yields aromatic aldehydes through self-condensation and then MB-OH via hydrogenation. In the presence of Co2+, 2-butenal is selectively hydrogenated to 2-butenol. This reaction does not hinder aromatization because cross-coupling between 2-butenal and 2-butenol leads directly to MB-OH without passing through MBâ•O. Using these insights a dual-bed catalyst configuration was designed for use in a single reactor to improve the aromatic alcohol selectivity. Its successful use supports the proposed reaction mechanism.
Original languageEnglish (US)
Pages (from-to)7204-7216
Number of pages13
JournalACS Catalysis
Volume9
Issue number8
DOIs
StatePublished - Jul 2 2019

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We thank Prof. Mingshu Chen and Dr. Ding Ding (Xiamen University, China) for their assistance with XPS, LEIS, and CO-FTIR measurements. This work was supported by a Joint Sino-German Research Project (21761132011), the State Key Program of the National Natural Science Foundation of China (21733002), and the Cheung Kong Scholars Program of China (T2015036).

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