Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes

Zeju Wang; Xinru Sheng; Yitao Wu; Yang Liu; Huangtianzhi Zhu; Feihe Huang

doi:10.1021/acsami.2c11776

Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes

Zeju Wang, Xinru Sheng, Yitao Wu, Yang Liu, Huangtianzhi Zhu, Feihe Huang

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

2,6-Lutidine (2,6-LT) is a very important raw material in the chemical industry, but the impurities of 3-picoline (3-PC) and 4-picoline (4-PC) existing in 2,6-LT seriously affect its quality. Considering different molecular sizes of these three compounds, herein, we exploit nonporous adaptive crystals (NACs) of pillararenes as purifying agents for removal of 3-PC and 4-PC in 2,6-LT. We find that per-ethylated pillar[5]arene (EtP5) can selectively adsorb 3-PC and 4-PC, while negligible capture of 2,6-LT is observed, resulting in improvement of the purity of 2,6-LT up to 94.9%. Single-crystal structures indicate that the excellent selectivity originates from the size match and complexation stability differences among different host/guest pairs. After purification, NACs of EtP5 can be easily regenerated and used in the next run without a significant performance degradation.

Original language	English (US)
Journal	ACS Applied Materials & Interfaces
DOIs	https://doi.org/10.1021/acsami.2c11776
State	Published - Sep 2 2022
Externally published	Yes

Bibliographical note

KAUST Repository Item: Exported on 2022-09-14
Acknowledged KAUST grant number(s): OSR-2019-CRG8-4032
Acknowledgements: This work was supported by the National Key Research and Development Program of China (2021YFA0910100), the National Natural Science Foundation of China (22035006), the Zhejiang Provincial Natural Science Foundation of China (LD21B020001), the Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study (SN-ZJU-SIAS-006), and the King Abdullah University of Science and Technology Office of Sponsored Research (OSR-2019-CRG8-4032). The authors thank Wendi Chen from Shiyanjia Lab (www.shiyanjia.com) for the SXRD analysis.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.

ASJC Scopus subject areas

General Materials Science

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10.1021/acsami.2c11776

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title = "Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes",

abstract = "2,6-Lutidine (2,6-LT) is a very important raw material in the chemical industry, but the impurities of 3-picoline (3-PC) and 4-picoline (4-PC) existing in 2,6-LT seriously affect its quality. Considering different molecular sizes of these three compounds, herein, we exploit nonporous adaptive crystals (NACs) of pillararenes as purifying agents for removal of 3-PC and 4-PC in 2,6-LT. We find that per-ethylated pillar[5]arene (EtP5) can selectively adsorb 3-PC and 4-PC, while negligible capture of 2,6-LT is observed, resulting in improvement of the purity of 2,6-LT up to 94.9%. Single-crystal structures indicate that the excellent selectivity originates from the size match and complexation stability differences among different host/guest pairs. After purification, NACs of EtP5 can be easily regenerated and used in the next run without a significant performance degradation.",

author = "Zeju Wang and Xinru Sheng and Yitao Wu and Yang Liu and Huangtianzhi Zhu and Feihe Huang",

note = "KAUST Repository Item: Exported on 2022-09-14 Acknowledged KAUST grant number(s): OSR-2019-CRG8-4032 Acknowledgements: This work was supported by the National Key Research and Development Program of China (2021YFA0910100), the National Natural Science Foundation of China (22035006), the Zhejiang Provincial Natural Science Foundation of China (LD21B020001), the Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study (SN-ZJU-SIAS-006), and the King Abdullah University of Science and Technology Office of Sponsored Research (OSR-2019-CRG8-4032). The authors thank Wendi Chen from Shiyanjia Lab (www.shiyanjia.com) for the SXRD analysis. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

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doi = "10.1021/acsami.2c11776",

language = "English (US)",

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T1 - Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes

AU - Wang, Zeju

AU - Sheng, Xinru

AU - Wu, Yitao

AU - Liu, Yang

AU - Zhu, Huangtianzhi

AU - Huang, Feihe

N1 - KAUST Repository Item: Exported on 2022-09-14 Acknowledged KAUST grant number(s): OSR-2019-CRG8-4032 Acknowledgements: This work was supported by the National Key Research and Development Program of China (2021YFA0910100), the National Natural Science Foundation of China (22035006), the Zhejiang Provincial Natural Science Foundation of China (LD21B020001), the Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study (SN-ZJU-SIAS-006), and the King Abdullah University of Science and Technology Office of Sponsored Research (OSR-2019-CRG8-4032). The authors thank Wendi Chen from Shiyanjia Lab (www.shiyanjia.com) for the SXRD analysis. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2022/9/2

Y1 - 2022/9/2

N2 - 2,6-Lutidine (2,6-LT) is a very important raw material in the chemical industry, but the impurities of 3-picoline (3-PC) and 4-picoline (4-PC) existing in 2,6-LT seriously affect its quality. Considering different molecular sizes of these three compounds, herein, we exploit nonporous adaptive crystals (NACs) of pillararenes as purifying agents for removal of 3-PC and 4-PC in 2,6-LT. We find that per-ethylated pillar[5]arene (EtP5) can selectively adsorb 3-PC and 4-PC, while negligible capture of 2,6-LT is observed, resulting in improvement of the purity of 2,6-LT up to 94.9%. Single-crystal structures indicate that the excellent selectivity originates from the size match and complexation stability differences among different host/guest pairs. After purification, NACs of EtP5 can be easily regenerated and used in the next run without a significant performance degradation.

AB - 2,6-Lutidine (2,6-LT) is a very important raw material in the chemical industry, but the impurities of 3-picoline (3-PC) and 4-picoline (4-PC) existing in 2,6-LT seriously affect its quality. Considering different molecular sizes of these three compounds, herein, we exploit nonporous adaptive crystals (NACs) of pillararenes as purifying agents for removal of 3-PC and 4-PC in 2,6-LT. We find that per-ethylated pillar[5]arene (EtP5) can selectively adsorb 3-PC and 4-PC, while negligible capture of 2,6-LT is observed, resulting in improvement of the purity of 2,6-LT up to 94.9%. Single-crystal structures indicate that the excellent selectivity originates from the size match and complexation stability differences among different host/guest pairs. After purification, NACs of EtP5 can be easily regenerated and used in the next run without a significant performance degradation.

UR - http://hdl.handle.net/10754/680825

UR - https://pubs.acs.org/doi/10.1021/acsami.2c11776

U2 - 10.1021/acsami.2c11776

DO - 10.1021/acsami.2c11776

M3 - Article

C2 - 36053117

SN - 1944-8244

JO - ACS Applied Materials & Interfaces

JF - ACS Applied Materials & Interfaces

ER -

Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes

Abstract

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