Direct, Selective Production of Aromatic Alcohols from Ethanol Using a Tailored Bifunctional Cobalt-Hydroxyapatite Catalyst
AuthorsWang, Qing Nan
Weng, Xue Fei
Zhou, Bai Chuan
Lv, Shao Pei
Scott, Susannah L.
Lu, An Hui
KAUST DepartmentAdvanced Membranes and Porous Materials Research Center
Chemical Science Program
Nanostructured Functional Materials (NFM) laboratory
Physical Science and Engineering (PSE) Division
Online Publication Date2019-07-02
Print Publication Date2019-08-02
Embargo End Date2020-08-02
Permanent link to this recordhttp://hdl.handle.net/10754/656733
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AbstractAromatic 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.
CitationWang, Q.-N., Weng, X.-F., Zhou, B.-C., Lv, S.-P., Miao, S., Zhang, D., … Lu, A.-H. (2019). Direct, Selective Production of Aromatic Alcohols from Ethanol Using a Tailored Bifunctional Cobalt–Hydroxyapatite Catalyst. ACS Catalysis, 9(8), 7204–7216. doi:10.1021/acscatal.9b02566
SponsorsWe 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).
PublisherAmerican Chemical Society (ACS)