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Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins

Zhang, Runtong and Yan, Xin and Bai, Shao-Tao and Chen, Caiyou and Nan, Bozhao and Ma, Baode and Wen, Jialin and Zhang, Xumu (2022) Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins. Green Synthesis and Catalysis, 3 (1). pp. 40-45. ISSN 2666-5549. doi:10.1016/j.gresc.2021.10.010. https://resolver.caltech.edu/CaltechAUTHORS:20211201-183650323

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Abstract

Isomerization-linear-hydroformylation is demanding, however, not an addressed issue, for production of value-added linear aldehydes by converting cheap and abundant internal alkenes available from bio- & petrochemical industry. In this paper, a dual metal catalysis system combining a Ru-isomerization catalyst and a Rh-linear-hydroformylation catalyst satisfying the “4S” criterions was reported for isomerization-linear-hydroformylation of C4 raffinate (mixed butenes) and internal olefins. The optimized dual metal catalyst system hydroformylated Raffinate II feed to valuable valeraldehyde in 98% linear selectivity (n:i = 49), 80% conversion and high activity of 1069 h⁻¹ TOF whereas 96% linear selectivity (n:i = 24), 71% conversion and 948 h⁻¹ TOF were observed using only the Rh-hydroformylation catalyst. Notably, valeraldehyde are produced in million tons scale annually for making non-toxic plasticizer DPHP. Various 2-olefins were also converted to linear aldehydes in > 98% linear selectivity (n:i > 49), 78%–82% conversion and high activity of 802–851 h⁻¹ TOF.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1016/j.gresc.2021.10.010DOIArticle
ORCID:
AuthorORCID
Zhang, Runtong0000-0001-6842-8079
Yan, Xin0000-0003-2323-3838
Chen, Caiyou0000-0001-7536-7139
Ma, Baode0000-0002-1165-6609
Wen, Jialin0000-0003-3328-3265
Zhang, Xumu0000-0001-5700-0608
Additional Information:© 2021 Fudan University. Publishing Services by Elsevier B.V. on behalf of KeAi Communications Co. Ltd. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/). Received 8 September 2021, Revised 27 October 2021, Accepted 28 October 2021, Available online 1 November 2021, Version of Record 9 March 2022. R. Zhang gratefully acknowledges the Free Exploration Fund from the Science and Technology Innovation Committee of Shenzhen (No. JCYJ20170817104824122). We are grateful for the financial support from National Natural Science Foundation of China (No. 22001113) and Guangdong Provincial Key Laboratory of Catalysis (No. 2020B121201002). The authors declare no conflict of interest.
Funders:
Funding AgencyGrant Number
Science and Technology Innovation Committee of ShenzhenJCYJ20170817104824122
National Natural Science Foundation of China22001113
Guangdong Provincial Key Laboratory of Catalysis2020B121201002
Subject Keywords:Isomerization-linear-hydroformylation; Ru-PNN; Dual metal catalysis; Raffinate; Internal alkenes
Issue or Number:1
DOI:10.1016/j.gresc.2021.10.010
Record Number:CaltechAUTHORS:20211201-183650323
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20211201-183650323
Official Citation:Runtong Zhang, Xin Yan, Shao-Tao Bai, Caiyou Chen, Bozhao Nan, Baode Ma, Jialin Wen, Xumu Zhang, Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins, Green Synthesis and Catalysis, Volume 3, Issue 1, 2022, Pages 40-45, ISSN 2666-5549, https://doi.org/10.1016/j.gresc.2021.10.010.
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:112145
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:01 Dec 2021 18:49
Last Modified:25 Mar 2022 02:59

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