Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals

BACKGROUND: In addition to being a greener synthetic approach, the production of value-added chemicals from bio-based glycerol is highly appealing owing to its nontoxicity, renewability and availability. The current work reports solventless transacetalization of solketal with benzaldehyde in the pre...

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出版年:Journal of Chemical Technology and Biotechnology
第一著者: 2-s2.0-85108810384
フォーマット: 論文
言語:English
出版事項: John Wiley and Sons Ltd 2021
オンライン・アクセス:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85108810384&doi=10.1002%2fjctb.6814&partnerID=40&md5=9ef07af9dda3f58a51dfc6e532ebb81d
id Noor Armylisas A.H.; Hoong S.S.; Tuan Noor Maznee T.I.; Yeong S.K.; Mohammat M.F.
spelling Noor Armylisas A.H.; Hoong S.S.; Tuan Noor Maznee T.I.; Yeong S.K.; Mohammat M.F.
2-s2.0-85108810384
Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
2021
Journal of Chemical Technology and Biotechnology
96
9
10.1002/jctb.6814
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85108810384&doi=10.1002%2fjctb.6814&partnerID=40&md5=9ef07af9dda3f58a51dfc6e532ebb81d
BACKGROUND: In addition to being a greener synthetic approach, the production of value-added chemicals from bio-based glycerol is highly appealing owing to its nontoxicity, renewability and availability. The current work reports solventless transacetalization of solketal with benzaldehyde in the presence of heterogeneous Amberlyst® catalysts (A15 dry, A15 wet, A36 and A46). RESULTS: Effects of several reaction parameters on the transacetalization of solketal also were investigated and optimized to attain maximum conversion and yield. This reaction, however, is accompanied by concurrent hydrolysis of solketal to form the side product glycerol. Of all solid acid catalysts investigated, A15 dry (10 wt%) gave the highest conversion (88%) under optimized reaction conditions of 60 °C, 5:1 (solketal/benzaldehyde) and 30 min duration. The A15 dry is reusable and recyclable with only 8% reduction in conversion after five consecutive cycles. The approach was extended to other aldehydes including furfural and phenylacetaldehyde to produce, respectively, a highly value-added fuel additive intermediate and hyacinth fragrance. CONCLUSION: The transacetalization of solketal with less reactive aldehyde into cyclic glycerol acetal was achieved in an efficient, feasible and green manner. A15 was the most reactive catalyst of all Amberlyst® catalysts investigated. This approach also provided effective utilization of waste of biodiesel production – glycerol – for transformation into value-added products. © 2021 Society of Chemical Industry (SCI). © 2021 Society of Chemical Industry (SCI).
John Wiley and Sons Ltd
2682575
English
Article

author 2-s2.0-85108810384
spellingShingle 2-s2.0-85108810384
Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
author_facet 2-s2.0-85108810384
author_sort 2-s2.0-85108810384
title Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
title_short Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
title_full Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
title_fullStr Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
title_full_unstemmed Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
title_sort Solventless transacetalization of solketal over Amberlyst catalysts into valuable bio-based chemicals
publishDate 2021
container_title Journal of Chemical Technology and Biotechnology
container_volume 96
container_issue 9
doi_str_mv 10.1002/jctb.6814
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85108810384&doi=10.1002%2fjctb.6814&partnerID=40&md5=9ef07af9dda3f58a51dfc6e532ebb81d
description BACKGROUND: In addition to being a greener synthetic approach, the production of value-added chemicals from bio-based glycerol is highly appealing owing to its nontoxicity, renewability and availability. The current work reports solventless transacetalization of solketal with benzaldehyde in the presence of heterogeneous Amberlyst® catalysts (A15 dry, A15 wet, A36 and A46). RESULTS: Effects of several reaction parameters on the transacetalization of solketal also were investigated and optimized to attain maximum conversion and yield. This reaction, however, is accompanied by concurrent hydrolysis of solketal to form the side product glycerol. Of all solid acid catalysts investigated, A15 dry (10 wt%) gave the highest conversion (88%) under optimized reaction conditions of 60 °C, 5:1 (solketal/benzaldehyde) and 30 min duration. The A15 dry is reusable and recyclable with only 8% reduction in conversion after five consecutive cycles. The approach was extended to other aldehydes including furfural and phenylacetaldehyde to produce, respectively, a highly value-added fuel additive intermediate and hyacinth fragrance. CONCLUSION: The transacetalization of solketal with less reactive aldehyde into cyclic glycerol acetal was achieved in an efficient, feasible and green manner. A15 was the most reactive catalyst of all Amberlyst® catalysts investigated. This approach also provided effective utilization of waste of biodiesel production – glycerol – for transformation into value-added products. © 2021 Society of Chemical Industry (SCI). © 2021 Society of Chemical Industry (SCI).
publisher John Wiley and Sons Ltd
issn 2682575
language English
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