Metal-Organic Frameworks with 2, 6-Di(1H-imidazol-1-yl)naphthalene and Dicarboxylate Ligands: Synthesis, Crystal Structure and Photoluminescence Sensing Property

Citation: LIU Zhi-Qiang, CAO Shi-Hu, ZHANG Zhe, WU Jun-Feng, ZHAO Yue, SUN Wei-Yin. Metal-Organic Frameworks with 2, 6-Di(1H-imidazol-1-yl)naphthalene and Dicarboxylate Ligands: Synthesis, Crystal Structure and Photoluminescence Sensing Property[J]. Chinese Journal of Inorganic Chemistry, 2019, 35(11): 2145-2151. doi: 10.11862/CJIC.2019.225 shu

2, 6-二(1-咪唑基)萘和二羧酸构筑的金属-有机框架化合物:合成、晶体结构和荧光识别性能

刘志强 ^1,2, ,
曹师虎 ^1, ,
张哲 ^1, ,
武峻峰 ^1, ,
赵越 ^2, ,
孙为银 ^{2,
,}

1.
安庆师范大学化学化工学院, 光电磁功能材料安徽省重点实验室, 光电磁功能配合物和纳米配合物安徽省重点实验室, 安庆 246011
2.
南京大学化学化工学院, 配位化学国家重点实验室, 南京 210023

通讯作者: 孙为银, sunwy@nju.edu.cn

基金项目:
安徽省自然科学基金 1908085QB47

配位化学国家重点实验室开放课题 SKLCC1906

安徽高校自然科学研究重点项目 KJ2018A0371

安徽省自然科学基金（No.1908085QB47），安徽高校自然科学研究重点项目（No.KJ2018A0371）和配位化学国家重点实验室开放课题（No.SKLCC1906）资助

摘要: 利用2，6-二（1-咪唑基）萘（L）和二羧酸配体与过渡金属盐反应，通过溶剂热法合成了3个新颖的金属有机框架化合物（MOFs）：[Co（L）（AIP）]·2DMF（1），[Co（L）（AIP）]·DMF（2）和[Co（L）（IDC）（H₂O）₂]·0.5L·H₂O（3）（H₂AIP=5-氨基间苯二甲酸，H₂IDC=4，4'-亚氨基二苯甲酸）。利用元素分析、红外、X射线单晶和粉末衍射、热重分析等对MOFs进行了表征。单晶结构解析结果表明：1属于单斜晶系C2/c空间群，2和3属于三斜晶系P1空间群。1和3均为一维的链状结构，2为二维的层状结构，三者通过氢键作用形成三维超分子结构。此外，对MOFs的热稳定性和荧光性质进行了研究，发现3通过荧光猝灭对丙酮分子具有识别作用。

关键词:

English

Metal-Organic Frameworks with 2, 6-Di(1H-imidazol-1-yl)naphthalene and Dicarboxylate Ligands: Synthesis, Crystal Structure and Photoluminescence Sensing Property

1.
School of Chemistry and Chemical Engineering, Anhui Province Key Laboratory of Functional Optical, Electrical and Magnetic Materials, Key Laboratory of Functional Coordination Compounds and Nano Materials of Anhui Higher Education Institutes, Anqing Normal University, Anqing, Anhui 246011, China
2.
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China

Corresponding author: SUN Wei-Yin, sunwy@nju.edu.cn

Received Date: 28 August 2019
Revised Date: 11 September 2019
Available Online: 10 November 2019

Abstract: Reactions of 2, 6-di(1H-imidazol-1-yl)naphthalene (L) and dicarboxylic acid ligands with corresponding metal salts under solvothermal conditions gave rise to three new metal-organic frameworks (MOFs)[Co(L)(AIP)]·2DMF (1), [Co(L)(AIP)]·DMF (2) and[Co(L)(IDC)(H₂O)₂]·0.5L·H₂O (3) (H₂AIP=5-aminoisophthalic acid, H₂IDC=4, 4'-iminodibenzoic acid). The MOFs have been structurally characterized by single-crystal and powder X-ray diffraction analyses, elemental analyses, infrared spectra (IR) and thermogravimetric analysis (TGA). MOF 1 crystallizes in monoclinic space group C2/c, while 2 and 3 are triclinic space group P1. MOFs 1 and 3 have distinct infinite one-dimensional (1D) chain structures, and 2 is a two-dimensional (2D) network, which are further linked together by hydrogen bonding interactions to give the eventual three-dimensional (3D) supramolecular architectures. Furthermore, the thermal stability and photoluminescence property of the MOFs were investigated, and it was found that 3 can efficiently detect acetone molecules via fluorescent quenching.

Key words:

1. [1]
  Meng X, Wang H N, Song S Y, et al. Chem. Soc. Rev., 2017, 46:464-480 doi: 10.1039/C6CS00528D
2. [2]
  Wu S Y, Min H, Shi W, et al. Adv. Mater., 2019, 31:1805871-180584
3. [3]
  Kang Y S, Lu Y, Chen K, et al. Coord. Chem. Rev., 2019, 378: 262-280 doi: 10.1016/j.ccr.2018.02.009
4. [4]
  Cui Y, Li B, He H, et al. Acc. Chem. Res., 2016, 49:483-493 doi: 10.1021/acs.accounts.5b00530
5. [5]
  Gu Z G, Li D J, Zheng C, et al. Angew. Chem. Int. Ed., 2017, 56:6853-6858 doi: 10.1002/anie.201702162
6. [6]
  Cook T R, Zheng Y R, Stang P J. Chem. Rev., 2013, 113: 734-777 doi: 10.1021/cr3002824
7. [7]
  Lustig W P, Mukherjee S, Rudd N D, et al. Chem. Soc. Rev., 2017, 46:3242-3285 doi: 10.1039/C6CS00930A
8. [8]
  Tang Q, Liu S, Liu Y, et al. Inorg. Chem., 2013, 52:2799-2801 doi: 10.1021/ic400029p
9. [9]
  Lin Z J, Lu J, Hong M C, et al. Chem. Soc. Rev., 2014, 43: 5867-5895 doi: 10.1039/C3CS60483G
10. [10]
  Lan Y Q, Jiang H L, Li S L, et al. Inorg. Chem., 2012, 51: 7484-7491 doi: 10.1021/ic202635a
11. [11]
  Sun Y X, Sun W Y. CrysEngComm, 2015, 17:4045-4063 doi: 10.1039/C5CE00372E
12. [12]
  Su Z, Fan J, Okamura T, et al. Cryst. Growth Des., 2011, 11: 1159-1169 doi: 10.1021/cg101365v
13. [13]
  Hua J A, Zhao Y, Kang Y S, et al. Dalton. Trans., 2015, 44: 11524-11532 doi: 10.1039/C5DT01386K
14. [14]
  Li Y L, Zhao D, Zhao Y, et al. Dalton. Trans., 2016, 45:8816 -8823 doi: 10.1039/C6DT00568C
15. [15]
  Deng Y, Yao Z Y, Wang P, et al. Sens. Actuators B: Chem., 2017, 244:114-123 doi: 10.1016/j.snb.2016.12.130
16. [16]
  Li Y L, Zhao Y, Kang Y S, et al. Cryst. Growth Des., 2016, 16:7112-7123 doi: 10.1021/acs.cgd.6b01352
17. [17]
  Lian X, Yan B. Dalton. Trans., 2016, 45:2666-2673 doi: 10.1039/C5DT03939H
18. [18]
  Yan W, Zhang C L, Chen S G, et al. ACS Appl. Mater. Interfaces, 2017, 9:1629-1634 doi: 10.1021/acsami.6b14563
19. [19]
  刘志强, 黄永清, 孙为银.无机化学学报, 2017, 33:1959-969 doi: 10.11862/CJIC.2017.244LIU Zhi-Qiang, HUANG Yong-Qing, SUN Wei-Yin. Chinese J. Inorg. Chem., 2017, 33:1959-969 doi: 10.11862/CJIC.2017.244
20. [20]
  Liu Z Q, Zhao Y, Deng Y, et al. Sens. Actuators B: Chem., 2017, 250:179-188 doi: 10.1016/j.snb.2017.04.151
21. [21]
  Fan J, Gan L, Kawaguchi H, et al. Chem. Eur. J., 2003, 9: 3965-3973 doi: 10.1002/chem.200204298
22. [22]
  SAINT, Program for Data Extraction and Reduction, Bruker AXS, Inc., Madison, WI, 2001.
23. [23]
  Sheldrick G M. SADABS, University of Göttingen, Germany, 2003.
24. [24]
  Sheldrick G M. Acta Crystallogr. Sect. A: Found. Crystallogr., 2015, A71:3-8
25. [25]
  Sheldrick G M. Acta Crystallogr. Sect. C: Cryst. Struct. Commun., 2015, C71:3-8
26. [26]
  Hu G F, Wen B, Yu Y H, et al. Inorg. Chim. Acta, 2013, 402:128-132 doi: 10.1016/j.ica.2013.03.046
27. [27]
  Xiao Q Q, Song Z W, Li Y H, et al. J. Solid State Chem., 2019, 276:331-338 doi: 10.1016/j.jssc.2019.05.025
28. [28]
  Liu Z Q, Zhao Y, Liu X H, et al. Polyhedron, 2019, 167:33-38 doi: 10.1016/j.poly.2019.04.007
29. [29]
  Liu Z Q, Chen K, Zhao Y, et al. Cryst. Growth Des., 2018, 18:1136-1146 doi: 10.1021/acs.cgd.7b01572
30. [30]
  Liu Z Q, Zhao Y, Wang P, et al. Dalton Trans., 2017, 46: 9022-9029 doi: 10.1039/C7DT01759F

Figure 1 (a) Coordination environment of Co(Ⅱ) in 1 with the ellipsoids drawn at 30% probability level; (b) 1D chain of Co(Ⅱ)-L in 1; (c) 1D chain of Co(Ⅱ)-AIP^2- in 1; (d) 1D chain of 1; (e) 3D structure of 1 with hydrogen bonds indicated by dashed lines

Hydrogen atoms and free solvent molecules are omitted for clarity; Symmetry codes: A:-x, y, -z+1/2; B:-x+1, y, -z+1/2

下载: 全尺寸图片幻灯片

Scheme 1 Coordination modes of AIP^2- and IDC^2- in 1~3

下载: 全尺寸图片幻灯片

Figure 2 (a) Coordination environment of Co(Ⅱ) in 2 with the ellipsoids drawn at 30% probability level; (b) 1D chain of Co(Ⅱ)-L in 2; (c) 1D chain of Co(Ⅱ)-AIP^2- in 2; (d) 2D network of 2; (e) 3D structure of 2 with hydrogen bonds indicated by dashed lines

Hydrogen atoms and free DMF molecules are omitted for clarity; Symmetry codes: B:-x, -y, -z+2; C: -x+1, -y+1, -z+2; D: x, y+1, z

下载: 全尺寸图片幻灯片

Figure 3 (a) Coordination environment of Co(Ⅱ) in 3 with the ellipsoids drawn at 30% probability level; (b) Dinuclear SBU in 3; (c) 1D chain constructed by Co(Ⅱ) and L; (d) 3D structure of 3 with hydrogen bonds indicated by dashed lines

Hydrogen atoms and free water and L molecules are omitted for clarity; Symmetry codes: A: x, y+1, z-1; D:-x, -y+2, -z

下载: 全尺寸图片幻灯片

Figure 4 Photoluminescence intensities introduced into varied pure solvent upon excitation at 292 nm for 3

下载: 全尺寸图片幻灯片

Figure 5 Photoluminescence spectra of the dispersed 3 in C₂H₅OH in the presence of varied contents of acetone solvent

下载: 全尺寸图片幻灯片

Table 1. Crystal data and structure refinements for complexes 1~3

Complex	1	2	3
Empirical formula	C₃₀H₃₁N₇O₆Co	C₂₇H₂₄N₆O₅Co	C₃₈H₃₃N₇O₇Co
Formula weight	644.55	571.45	758.64
Crystal system	Monoclinic	Triclinic	Triclinic
Space group	C2/c	P1	P1
a / nm	1.012 0(2)	1.006 04(9)	1.166 43(8)
b nm	2.050 9(4)	1.102 61(10)	1.175 44(8)
c / nm	1.525 7(3)	1.295 70(12)	1.279 95(8)
α / (°)		66.862(1)	76.460(1)
β / (°)	108.012(3)	72.915(1)	84.218(1)
γ / (°)		80.548(1)	80.201(1)
V / nm³	3.011 4(10)	1.261 4(2)	1.677 83(19)
Z	4	2	2
D_c/(g·cm^-3)	1.422	1.505	1.502
μ / mm^-1	0.625	0.732	0.576
F(000)	1 340	590	786
Reflection collected	10 339	8 742	10 803
Unique reflection	3 478	5 769	6 885
Goodness-of-fit	1.020	0.866	0.844
R₁^a [I > 2σ(I)]	0.044 5	0.035 7	0.040 8
wR₂^b [I > 2σ(I)]	0.142 3	0.118 9	0.131 0
^a R₁=∑\|\|F_o\|-\|F_c\|\|/∑\|F_o\|; ^b wR₂=\|∑w(\|F_o\|²-\|F_c\|²)\|/∑\|w(F_o)²\|^1/2, where w=1/[σ²(F_o²)+(aP)²+bP], P=(F_o²+2F_c²)/3.

下载: 导出CSV

扫一扫看文章

计量

PDF下载量: 3
文章访问数: 1016
HTML全文浏览量: 70

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

2, 6-二(1-咪唑基)萘和二羧酸构筑的金属-有机框架化合物:合成、晶体结构和荧光识别性能

通讯作者: 孙为银, sunwy@nju.edu.cn

English

Metal-Organic Frameworks with 2, 6-Di(1H-imidazol-1-yl)naphthalene and Dicarboxylate Ligands: Synthesis, Crystal Structure and Photoluminescence Sensing Property

Corresponding author: SUN Wei-Yin, sunwy@nju.edu.cn

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

2, 6-二(1-咪唑基)萘和二羧酸构筑的金属-有机框架化合物:合成、晶体结构和荧光识别性能

通讯作者: 孙为银, sunwy@nju.edu.cn

English

Metal-Organic Frameworks with 2, 6-Di(1H-imidazol-1-yl)naphthalene and Dicarboxylate Ligands: Synthesis, Crystal Structure and Photoluminescence Sensing Property

Corresponding author: SUN Wei-Yin, sunwy@nju.edu.cn

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

文章相关

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs