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

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-isom...

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Main Authors: Runtong Zhang, Xin Yan, Shao-Tao Bai, Caiyou Chen, Bozhao Nan, Baode Ma, Jialin Wen, Xumu Zhang
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2022-02-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554921000910
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author Runtong Zhang
Xin Yan
Shao-Tao Bai
Caiyou Chen
Bozhao Nan
Baode Ma
Jialin Wen
Xumu Zhang
author_facet Runtong Zhang
Xin Yan
Shao-Tao Bai
Caiyou Chen
Bozhao Nan
Baode Ma
Jialin Wen
Xumu Zhang
author_sort Runtong Zhang
collection DOAJ
description 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.
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spelling doaj.art-ba49d55a9fd144c48a7cd0e11bff367c2022-12-22T01:11:42ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492022-02-01314045Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefinsRuntong Zhang0Xin Yan1Shao-Tao Bai2Caiyou Chen3Bozhao Nan4Baode Ma5Jialin Wen6Xumu Zhang7Academy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, ChinaAcademy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, ChinaAcademy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, China; Corresponding author.Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, 91125, United StatesAcademy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, ChinaSchool of Innovation and Entrepreneurship, Southern University of Science and Technology, Shenzhen, 518055, ChinaAcademy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, ChinaAcademy for Advanced Interdisciplinary Studies, Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, China; Corresponding author.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.http://www.sciencedirect.com/science/article/pii/S2666554921000910Isomerization-linear-hydroformylationRu-PNNDual metal catalysisRaffinateInternal alkenes
spellingShingle 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
Isomerization-linear-hydroformylation
Ru-PNN
Dual metal catalysis
Raffinate
Internal alkenes
title Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins
title_full Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins
title_fullStr Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins
title_full_unstemmed Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins
title_short Examination of Milstein Ru-PNN and Rh-Tribi/Tetrabi dual metal catalyst for isomerization-linear-hydroformylation of C4 raffinate and internal olefins
title_sort examination of milstein ru pnn and rh tribi tetrabi dual metal catalyst for isomerization linear hydroformylation of c4 raffinate and internal olefins
topic Isomerization-linear-hydroformylation
Ru-PNN
Dual metal catalysis
Raffinate
Internal alkenes
url http://www.sciencedirect.com/science/article/pii/S2666554921000910
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