Separation of toluene-alcohol azeotropes by porous crystals of fluorinated leaning pillar[6]arene
-
* Corresponding authors.
E-mail addresses: linqi2004@126.com (Q. Lin), bingbingshi@nwnu.edu.cn (B. Shi).
Citation:
Jingxiong Jiang, Yao Dong, Yuchun Wang, Lijuan Qi, Zhen-Yu Li, Tai-Bao Wei, Wen-Juan Qu, Qi Lin, Bingbing Shi. Separation of toluene-alcohol azeotropes by porous crystals of fluorinated leaning pillar[6]arene[J]. Chinese Chemical Letters,
;2025, 36(8): 110759.
doi:
10.1016/j.cclet.2024.110759
G. Zhao, Y. Wang, L. Xie, et al., Sep. Purif. Technol. 353 (2025) 128478.
U. Anggarini, L. Yu, H. Nagasawa, et al., ACS Appl. Mater. Interfaces 13 (2021) 23247–23259.
doi: 10.1021/acsami.1c05012
G. Genduso, H. Farrokhzad, Y. Latré, et al., J. Membr. Sci. 482 (2015) 128–136.
M. Yan, Y. Wang, J. Chen, et al., Chem. Soc. Rev. 52 (2023) 6075–6119.
doi: 10.1039/d2cs00856d
G. Zhang, W. Lin, F. Huang, et al., J. Am. Chem. Soc. 145 (2023) 19143–19163.
doi: 10.1021/jacs.3c06175
F.S. Oliveira, A.B. Pereiro, L.P.N. Rebelo, et al., Green. Chem. 15 (2013) 1326–1330.
doi: 10.1039/c3gc37030e
W.L. Chang, I.L. Chien, Ind. Eng. Chem. Res. 55 (2016) 3064–3074.
doi: 10.1021/acs.iecr.6b00391
M.Y. Zhou, X.W. Zhang, H. Yi, et al., J. Am. Chem. Soc. 146 (2024) 12969–12975.
doi: 10.1021/jacs.3c13480
I.J. Jupiter, J.D. Loya, N. Lutz, et al., Cryst. Growth Des. 24 (2024) 5883–5888.
doi: 10.1021/acs.cgd.4c00125
K. Banjerdteerakul, H. Peng, K. Li, J. Membr. Sci. 678 (2023) 121679.
H. Sun, F. Wang, X. Li, et al., Angew. Chem. Int. Ed. 62 (2023) e202300262.
M.B. Patil, T.M. Aminabhavi, Sep. Purif. Technol. 62 (2008) 128–136.
M. Yan, Y. Wang, J. Zhou, Cell Rep. Phys. Sci. 4 (2023) 101637.
C.J. Pedersen, J. Am. Chem. Soc. 89 (1967) 2495–2496.
doi: 10.1021/ja00986a052
Y. Chen, Y. Liu, Chem. Soc. Rev. 39 (2010) 495–505.
A. Harada, Acc. Chem. Res. 34 (2001) 456–464.
X.N. Han, Y. Han, C.F. Chen, Chem. Soc. Rev. 52 (2023) 3265–3298.
doi: 10.1039/d3cs00002h
W. Qian, M. Zuo, P. Niu, et al., Chin. Chem. Lett. 33 (2022) 1975–1978.
Y. Chai, P. Qin, X. Li, et al., Chin. J. Chem. 40 (2022) 2421–2427.
doi: 10.1002/cjoc.202200361
C. Yang, Y. Inoue, Chem. Soc. Rev. 43 (2014) 4123–4143.
Y. Mei, Q.W. Zhang, Q. Gu, et al., J. Am. Chem. Soc. 144 (2022) 2351–2359.
doi: 10.1021/jacs.1c12959
X. Tan, Z. Zhang, T. Cao, et al., ACS Sustain. Chem. Eng. 7 (2019) 20051–20059.
doi: 10.1021/acssuschemeng.9b05804
T. Ogoshi, S. Kanai, S. Fujinami, et al., J. Am. Chem. Soc. 130 (2008) 5022–5023.
doi: 10.1021/ja711260m
D.S. Guo, Y. Liu, Acc. Chem. Res. 47 (2014) 1925–1934.
doi: 10.1021/ar500009g
W.L. Huang, X.D. Wang, Y.F. Ao, et al., Chem. Commun. 59 (2023) 14689–14692.
doi: 10.1039/d3cc04573k
B. Li, L. Liu, Y. Wang, et al., Nat. Commun. 15 (2024) 2535.
L. Tong, D. Zhu, B. Chen, et al., Org. Lett. 23 (2021) 9343–9347.
doi: 10.1021/acs.orglett.1c03154
X.N. Han, Y. Han, C.F. Chen, J. Am. Chem. Soc. 142 (2020) 8262–8269.
doi: 10.1021/jacs.0c00624
L. Cao, L. Isaacs, Org. Lett. 14 (2012) 3072–3075.
doi: 10.1021/ol3011425
Y. Ding, J. Jiao, B. Sun, et al., Chin. Chem. Lett. 32 (2021) 3539–3543.
T. Ogoshi, S. Kanai, S. Fujinami, et al., J. Am. Chem. Soc. 130 (2008) 5022–5023.
doi: 10.1021/ja711260m
W.L. Guan, J.F. Chen, J. Liu, et al., Coord. Chem. Rev. 507 (2024) 215717.
W.H. Mi, T.Y. Huang, Y.F. Ao, et al., Chin. Chem. Lett. 35 (2024) 109077.
J. Ji, X. Wei, W. Wu, et al., Acc. Chem. Res. 56 (2023) 1896–1907.
doi: 10.1021/acs.accounts.3c00234
W. Li, P. Qin, X.X. Zhao, et al., Org. Biomol. Chem. 20 (2022) 9122–9126.
doi: 10.1039/d2ob01579j
B. Shi, W. Li, P. Qin, et al., ChemNanoMat. 9 (2023) e202300156.
B. Moosa, L.O. Alimi, W. Lin, et al., Angew. Chem. Int. Ed. 62 (2023) e202311555.
B. Shi, J. Jiang, H. An, et al., J. Am. Chem. Soc. 146 (2024) 2901–2906.
doi: 10.1021/jacs.3c13714
B. Zhao, J. Wang, L. Shao, et al., Chem. Commun. 59 (2023) 10432–10435.
doi: 10.1039/d3cc03676f
Y. Zhou, K. Jie, R. Zhao, et al., Adv. Mater. 32 (2020) 1904824.
B. Lu, X. Yan, J. Wang, et al., Chem. Commun. 58 (2022) 2480–2483.
doi: 10.1039/d1cc07124f
J. Cao, Y. Wu, Q. Li, et al., Chem. Sci. 13 (2022) 7536–7540.
doi: 10.1039/d2sc02494b
B. Hua, Y. Ding, L.O. Alimi, et al., Chem. Sci. 12 (2021) 12286–12291.
doi: 10.1039/d1sc03509f
G. Zhang, K. Zhang, X.-Y. Lou, et al., ACS Mater. Lett. 6 (2024) 446–451.
doi: 10.1021/acsmaterialslett.3c01250
B. Li, Y. Wang, Y. Wang, et al., Chem. Commun. 60 (2024) 6889–6892.
doi: 10.1039/d4cc01246a
F. Zeng, L.L. Tang, H. Yu, et al., Chin. Chem. Lett. 34 (2023) 108304.
T. Lu, F. Chen, J. Comput. Chem. 33 (2012) 580–592.
doi: 10.1002/jcc.22885
T. Lu, Q. Chen, J. Comput. Chem. 43 (2022) 539–555.
doi: 10.1002/jcc.26812
Xueru Zhao , Aopu Wang , Shimin Wang , Zhijie Song , Li Ma , Li Shao . Adsorption and visual detection of nitro explosives by pillar[n]arenes-based host–guest interactions. Chinese Chemical Letters, 2025, 36(4): 110205-. doi: 10.1016/j.cclet.2024.110205
Bingbing Shi , Yuchun Wang , Yi Zhou , Xing-Xing Zhao , Yizhou Li , Nuoqian Yan , Wen-Juan Qu , Qi Lin , Tai-Bao Wei . A supramolecular oligo[2]rotaxane constructed by orthogonal platinum(Ⅱ) metallacycle and pillar[5]arene-based host–guest interactions. Chinese Chemical Letters, 2024, 35(10): 109540-. doi: 10.1016/j.cclet.2024.109540
Zeyuan Zhang , Zixuan Li , Chenjing Liu , Yali Hou , Ke Gao , Shijin Jian , Guoping Li , Gang He , Mingming Zhang . Porphyrin metallacage-based host-guest complexation for highly efficient photocatalytic hydrogen production. Chinese Chemical Letters, 2025, 36(12): 111322-. doi: 10.1016/j.cclet.2025.111322
Xinguo Mao , Shuo Zhang , Qiang Shi , Hua Cheng , Leyong Wang . Macrocyclic host molecules: Rising as a promising supramolecular material. Chinese Chemical Letters, 2025, 36(6): 110950-. doi: 10.1016/j.cclet.2025.110950
Hao Zhang , Haonan Qu , Ehsan Bahojb Noruzi , Haibing Li , Feng Liang . A nanocomposite film with layer-by-layer self-assembled gold nanospheres driven by cucurbit[7]uril for the selective transport of L-tryptophan and lysozyme. Chinese Chemical Letters, 2025, 36(1): 109731-. doi: 10.1016/j.cclet.2024.109731
Jingyu Chen , Sha Wu , Yuhao Wang , Jiong Zhou . Near-perfect separation of alicyclic ketones and alicyclic alcohols by nonporous adaptive crystals of perethylated pillar[5]arene and pillar[6]arene. Chinese Chemical Letters, 2025, 36(4): 110102-. doi: 10.1016/j.cclet.2024.110102
Shengyong Liu , Hui Li , Wei Zhang , Yan Zhang , Yan Dong , Wei Tian . Multiple host-guest and metal coordination interactions induce supramolecular assembly and structural transition. Chinese Chemical Letters, 2025, 36(6): 110465-. doi: 10.1016/j.cclet.2024.110465
Jie Yang , Xin-Yue Lou , Dihua Dai , Jingwei Shi , Ying-Wei Yang . Desymmetrized pillar[8]arenes: High-yield synthesis, functionalization, and host-guest chemistry. Chinese Chemical Letters, 2025, 36(1): 109818-. doi: 10.1016/j.cclet.2024.109818
Hui Li , Yanxing Qi , Jia Chen , Juanjuan Wang , Min Yang , Hongdeng Qiu . Synthesis of amine-pillar[5]arene porous adsorbent for adsorption of CO2 and selectivity over N2 and CH4. Chinese Chemical Letters, 2024, 35(11): 109659-. doi: 10.1016/j.cclet.2024.109659
Ting-Ting Huang , Jin-Fa Chen , Juan Liu , Tai-Bao Wei , Hong Yao , Bingbing Shi , Qi Lin . A novel fused bi-macrocyclic host for sensitive detection of Cr2O72− based on enrichment effect. Chinese Chemical Letters, 2024, 35(7): 109281-. doi: 10.1016/j.cclet.2023.109281
Jianmei Guo , Yupeng Zhao , Lei Ma , Yongtao Wang . Ultra-long room temperature phosphorescence, intrinsic mechanisms and application based on host-guest doping systems. Chinese Journal of Structural Chemistry, 2024, 43(9): 100335-100335. doi: 10.1016/j.cjsc.2024.100335
Cheng He , Renlan Huang , Lingling Wei , Qiuhui He , Jinbo Liu , Jiao Chen , Ge Gao , Cheng Yang , Wanhua Wu . Uncovering the mask of sensitizers to switch on the TTA-UC emission by supramolecular host-guest complexation. Chinese Chemical Letters, 2025, 36(4): 110103-. doi: 10.1016/j.cclet.2024.110103
Huipeng Li , Xue Yang , Minjie Sun . Self-strengthened cascade-explosive nanogel using host-guest interaction strategy for synergistic tumor treatment. Chinese Chemical Letters, 2025, 36(8): 110651-. doi: 10.1016/j.cclet.2024.110651
Zhao Liu , Junjian Xie , Xiaoming Ren , Muhammad Tahir , Shixin Fa , Qiuyu Zhang . Host-guest interaction mediated low-shrinkage photosensitive positioning adhesive. Chinese Chemical Letters, 2026, 37(2): 111949-. doi: 10.1016/j.cclet.2025.111949
Yan Wang , Huixin Chen , Fuda Yu , Shanyue Wei , Jinhui Song , Qianfeng He , Yiming Xie , Miaoliang Huang , Canzhong Lu . Oxygen self-doping pyrolyzed polyacrylic acid as sulfur host with physical/chemical adsorption dual function for lithium-sulfur batteries. Chinese Chemical Letters, 2024, 35(7): 109001-. doi: 10.1016/j.cclet.2023.109001
Ran Zhu , Pan Zhang , Yitong Xu , Jiutong Ma , Qiong Jia . Design of host-guest interaction based molecularly imprinted polymers: Targeting recognition of the epitope of neuron-specific enolase via a SERS assay. Chinese Chemical Letters, 2025, 36(6): 110259-. doi: 10.1016/j.cclet.2024.110259
Xianchen Hu , Junli Yang , Fang Gao , Zhiyong Zhao , Simin Liu . Highly selective [4+4] cross-photodimerization of (4a-azonia)anthracenes driven by confinement of D-A hetero-guest pair in cucurbit[10]uril host. Chinese Chemical Letters, 2025, 36(3): 109967-. doi: 10.1016/j.cclet.2024.109967
Cheng Wang , Ji Wang , Dong Liu , Zhi-Ling Zhang . Advances in virus-host interaction research based on microfluidic platforms. Chinese Chemical Letters, 2024, 35(12): 110302-. doi: 10.1016/j.cclet.2024.110302
Wen-Wen Xu , Yue-Xiu Qin , Xiao-Yong Yu , Lin-Nan Jiang , Heng-Yi Zhang , Yong Chen , Yu Liu . Multipath cascade light harvesting for multicolor luminescence based on macrocyclic sulfonatocalix[4]arene. Chinese Chemical Letters, 2025, 36(11): 111068-. doi: 10.1016/j.cclet.2025.111068
Shuwen Guo , Haipeng Xu , Zijun Cheng , Leyong Wang , Peng Yang , Ruibing Wang . Efficient cytosolic delivery of protein by preorganized amidiniums on pillar[5]arene. Chinese Chemical Letters, 2025, 36(10): 111022-. doi: 10.1016/j.cclet.2025.111022