Preparation and properties of covalent organic framework nanoparticles with high drug loading

doi:10.1007/s11706-021-0561-9

Front. Mater. Sci.

2021, Vol. 15

Issue (3) : 465-470 https://doi.org/10.1007/s11706-021-0561-9

LETTER

Preparation and properties of covalent organic framework nanoparticles with high drug loading

Jian ZOU¹, Xiangling REN², Longfei TAN², Zhongbing HUANG¹(

), Li GOU¹, Xianwei MENG²(

)

¹. College of Biomedical Engineering, Sichuan University, Chengdu 610065, China
². Laboratory of Controllable Preparation and Application of Nanomaterials, CAS Key Laboratory of Cryogenics, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China

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Corresponding Author(s): Zhongbing HUANG,Xianwei MENG

Online First Date: 27 July 2021 Issue Date: 24 September 2021

Cite this article:

Jian ZOU,Xiangling REN,Longfei TAN, et al. Preparation and properties of covalent organic framework nanoparticles with high drug loading[J]. Front. Mater. Sci., 2021, 15(3): 465-470.

URL:

https://academic.hep.com.cn/foms/EN/10.1007/s11706-021-0561-9
https://academic.hep.com.cn/foms/EN/Y2021/V15/I3/465

Fig.1 Schematic of the preparation process of COF-LZU1 hollow sphere.

Fig.2 SEM images (inset: TEM images) of (a) SiO₂, (b) COF@SiO₂, and (c) COF-LZU1 hollow sphere.

Fig.3 (a) XRD pattern of COF-LZU1 NPs. (b) FTIR spectra of COF-LZU1 hollow sphere (black), TFB (blue), and p-PDA (red). (c) Zeta potentials of SiO₂, NH₂-SiO₂, COF hollow sphere, and COF-AP-IL@HA.

Fig.4 TEM images of COF-AP-IL@HA degraded in PBS (pH 5.7) at different time points: (a) 4 h; (b) 6 h; (c) 8 h.

Fig.5 (a) The apatinib UV absorption standard curves. (b) Drug release curves of COF-Ap-IL@HA under neutral and acidic conditions.

Fig.6 (a) Infrared thermal images and (b) temperature change curves of COF-AP-IL@HA with different concentrations under the microwave irradiation. (c) Temperature increases of different concentrations of COF-AP-IL@HA suspensions.

Fig. S1 Statistics graphs about particle sizes of (a) SiO₂, (b) COF@SiO₂ and (c) hollow COF-LZU1 spheres.

Fig. S2(a) Synthesized COF@SiO₂ and (b) hollow COF spheres under low concentration of ligand.

Fig. S3 COF-DOX drug release curves under neutral and acidic conditions.

Fig. S1 Statistics graphs about particle sizes of (a) SiO₂, (b) COF@SiO₂ and (c) hollow COF-LZU1 spheres.

Fig. S2(a) Synthesized COF@SiO₂ and (b) hollow COF spheres under low concentration of ligand.

Fig. S3 COF-DOX drug release curves under neutral and acidic conditions.

1	X Ding, J Guo, X Feng, et al.. Synthesis of metallophthalocyanine covalent organic frameworks that exhibit high carrier mobility and photoconductivity. Angewandte Chemie International Edition, 2011, 50(6): 1289–1293 https://doi.org/10.1002/anie.201005919 pmid: 21290495
2	X Feng, L Liu, Y Honsho, et al.. High-rate charge-carrier transport in porphyrin covalent organic frameworks: Switching from hole to electron to ambipolar conduction. Angewandte Chemie International Edition, 2012, 51(11): 2618–2622 https://doi.org/10.1002/anie.201106203 pmid: 22290932
3	S Alahakoon, R Smaldone. Azine-linked tetraphenylmethane (TPM) based 3D covalent organic framework (COF) for gas storage applications. Abstracts of Papers of the American Chemical Society, 2016, 252
4	N Huang, X Chen, R Krishna, et al.. Two-dimensional covalent organic frameworks for carbon dioxide capture through channel-wall functionalization. Angewandte Chemie International Edition, 2015, 54(10): 2986–2990 https://doi.org/10.1002/anie.201411262 pmid: 25613010
5	S Dalapati, S Jin, J Gao, et al.. An azine-linked covalent organic framework. Journal of the American Chemical Society, 2013, 135(46): 17310–17313 https://doi.org/10.1021/ja4103293 pmid: 24182194
6	Y Peng, L Li, C Zhu, et al.. Intramolecular hydrogen bonding-based topology regulation of two-dimensional covalent organic frameworks. Journal of the American Chemical Society, 2020, 142(30): 13162–13169 https://doi.org/10.1021/jacs.0c05596 pmid: 32627561
7	C R DeBlase, K E Silberstein, T T Truong, et al.. β-Ketoenamine-linked covalent organic frameworks capable of pseudocapacitive energy storage. Journal of the American Chemical Society, 2013, 135(45): 16821–16824 https://doi.org/10.1021/ja409421d pmid: 24147596
8	C J Doonan, D J Tranchemontagne, T G Glover, et al.. Exceptional ammonia uptake by a covalent organic framework. Nature Chemistry, 2010, 2(3): 235–238 https://doi.org/10.1038/nchem.548 pmid: 21124483
9	S Y Ding, J Gao, Q Wang, et al.. Construction of covalent organic framework for catalysis: Pd/COF-LZU1 in Suzuki–Miyaura coupling reaction. Journal of the American Chemical Society, 2011, 133(49): 19816–19822 https://doi.org/10.1021/ja206846p pmid: 22026454
10	C Li, Y Ma, H Liu, et al.. Asymmetric photocatalysis over robust covalent organic frameworks with tetrahydroquinoline linkage. Chinese Journal of Catalysis, 2020, 41(8): 1288–1297 https://doi.org/10.1016/S1872-2067(20)63572-0
11	M Wang, M Hu, J Liu, et al.. Covalent organic framework-based electrochemical aptasensors for the ultrasensitive detection of antibiotics. Biosensors & Bioelectronics, 2019, 132: 8–16 https://doi.org/10.1016/j.bios.2019.02.040 pmid: 30851495
12	T Zhang, N Ma, A Ali, et al.. Electrochemical ultrasensitive detection of cardiac troponin I using covalent organic frameworks for signal amplification. Biosensors & Bioelectronics, 2018, 119: 176–181 https://doi.org/10.1016/j.bios.2018.08.020 pmid: 30125879
13	H Zhao, Z Jin, H Su, et al.. Targeted synthesis of a 2D ordered porous organic framework for drug release. Chemical Communications, 2011, 47(22): 6389–6391 https://doi.org/10.1039/c1cc00084e pmid: 21552587
14	V S Vyas, M Vishwakarma, I Moudrakovski, et al.. Exploiting noncovalent interactions in an imine-based covalent organic framework for quercetin delivery. Advanced Materials, 2016, 28(39): 8749–8754 https://doi.org/10.1002/adma.201603006 pmid: 27545588
15	V S Vyas, M Vishwakarma, I Moudrakovski, et al.. Exploiting noncovalent interactions in an imine-based covalent organic framework for quercetin delivery. Advanced Materials, 2016, 28(39): 8749–8754 https://doi.org/10.1002/adma.201603006 pmid: 27545588
16	L Bai, S Z F Phua, W Q Lim, et al.. Nanoscale covalent organic frameworks as smart carriers for drug delivery. Chemical Communications, 2016, 52(22): 4128–4131 https://doi.org/10.1039/C6CC00853D pmid: 26877025
17	A P Côté, A I Benin, N W Ockwig, et al.. Porous, crystalline, covalent organic frameworks. Science, 2005, 310(5751): 1166–1170 https://doi.org/10.1126/science.1120411 pmid: 16293756
18	H Wei, S Chai, N Hu, et al.. The microwave-assisted solvothermal synthesis of a crystalline two-dimensional covalent organic framework with high CO2 capacity. Chemical Communications, 2015, 51(61): 12178–12181 https://doi.org/10.1039/C5CC04680G pmid: 26152822
19	M Zhang, J Chen, S Zhang, et al.. Electron beam irradiation as a general approach for the rapid synthesis of covalent organic frameworks under ambient conditions. Journal of the American Chemical Society, 2020, 142(20): 9169–9174 https://doi.org/10.1021/jacs.0c03941 pmid: 32363870
20	B P Biswal, S Chandra, S Kandambeth, et al.. Mechanochemical synthesis of chemically stable isoreticular covalent organic frameworks. Journal of the American Chemical Society, 2013, 135(14): 5328–5331 https://doi.org/10.1021/ja4017842 pmid: 23521070
21	H Shi, M Niu, L Tan, et al.. A smart all-in-one theranostic platform for CT imaging guided tumor microwave thermotherapy based on IL@ZrO2 nanoparticles. Chemical Science, 2015, 6(8): 5016–5026 https://doi.org/10.1039/C5SC00781J pmid: 30155006
22	S Brahmachari, M Ghosh, S Dutta, et al.. Biotinylated amphiphile-single walled carbon nanotube conjugate for target-specific delivery to cancer cells. Journal of Materials Chemistry B: Materials for Biology and Medicine, 2014, 2(9): 1160–1173 https://doi.org/10.1039/c3tb21334j pmid: 32261352

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