Fabrication of Copper-doped Porous NiO Heterogeneous Catalyst and Its Application in Aerobic Oxidation of Benzyl Alcohol

doi:10.7503/cjcu20230042

Abstract

Abstract:

A copper-doped porous NiO heterogeneous catalyst was successfully fabricated by a metal-ion exchange method. The catalyst was characterized by SEM， XRD， FTIR， TGA. The SEM results showed that copper-doped NiO uniformly distributed with a flower-like structure； the XRD and FTIR results showed that the crystal structure of copper-doped NiO was the same as NiO； the TGA results showed that the stability of copper-doped NiO was better than that of Ni-MOF. The copper-doped NiO was evaluated as a catalyst for the aerobic oxidation of benzyl alcohol. 99% conversion of benzyl alcohol and 99% selectivity of benzaldehyde were obtained， at the same time， the copper-doped NiO heterogeneous catalyst still has an excellent stability after 5 cycles.

Key words: Porous NiO, Copper, Heterogeneous catalyst, Benzyl alcohol, Aerobic oxidation

CLC Number:

O643

TrendMD:

HOU Junying, HOU Chuanyuan, HAO Jianjun, LI Jianchang, WANG Yaya. Fabrication of Copper-doped Porous NiO Heterogeneous Catalyst and Its Application in Aerobic Oxidation of Benzyl Alcohol[J]. Chem. J. Chinese Universities, 2023, 44(6): 20230042.

Figures/Tables 8

References 33

1	Hou J.， Hao J.， Wang Y.， Liu J.， Chem. Res. Chinese Universities， 2019， 35（5）， 860—865
2	Kumar K.， Kumar P.， Joshi P.， Rawat D. S.， Tetrahedron， 2020， 61（15）， 1—7
3	Ardakani M. H.， Naeimi A.， Res. Chem. Intermediat， 2022， 48（11）， 4503—4516
4	Zhu C. J.， Ji L.， Zhang Q.， Wei Y. Y.， Can. J. Chem.， 2010， 88（4）， 362—366
5	Meher S.， Rana R. K.， Green Chem.， 2019， 21（9）， 2494—2503
6	Semmelhack M. F.， Schmid C. R.， Cortes D. A.， Chou C. S.， J. Am. Chem. Soc.， 1984， 106（11）， 3374—3376
7	Zhai D.， Ma S. M.， Org. Chem. Front.， 2019， 6（17）， 3101—3106
8	Silva T. F. S.， Martins L. M. D. R. S.， Molecules， 2020， 25（3）， 1—15
9	Pasupuleti B. G.， Gogoi A.， Bez G.， Indian J. Chem. B， 2021， 60（4）， 589—597
10	Li X. J.， Zhou Z. H.， Zhao Y. Z.， Ramella D.， Luan Y.， Appl. Organomet. Chem.， 2020， 34（4）， 1—13
11	Pourmorteza N.， Jafarpour M.， Feizpour F.， Rezaeifard A.， RSC Adv.， 2020， 10（20）， 12053—12059
12	Sarkheil M.， Lashanizadegan M.， Ghiasi M.， J. Mol. Struct.， 2016， 1179， 278—288
13	Lu W. Y.， Sun W.， Tan X. F.， Gao L. F.， Zheng G. X.， Catal. Commun.， 2019， 125， 98—102
14	Niu B. B.， You C. R.， Huang B.， Cai M. Z.， Catal. Commun.， 2019， 123， 11—16
15	Lantil N.， Kumar A.， Akhtar N.， Begum W.， Chauhan M.， Newar R.， Rawat M. S.， Manna K.， Inorg. Chem.， 2022， 61（2）， 1031—1040
16	Ding M. L.， Flaig R. W.， Jiang H. L.， Yaghi O. M.， Chem. Soc. Rev.， 2019， 48（10）， 2783—2828
17	Bavykina A.， Kolobov N.， Khan I. S.， Bau J. A.， Ramirez A.， Gascon J.， Chem. Rev.， 2020， 120（16）， 8468—8535
18	Xing P. Q.， Lu T.， Li G. H.， Wang L. Y.， Chem. J. Chinese Universities， 2022， 43（10）， 20220218
	邢佩琪，陆通，李光华，王力彦. 高等学校化学学报， 2022， 43（10）， 20220218
19	Feng A. L.， Wang Y. N.， Ding J. Z.， Xu R.， Li X. D.， Curr. Durg Deliv.， 2021， 18（3）， 297—311
20	Xiao J. D.， Jiang H. L.， Accounts Chem. Res.， 2019， 52（2）， 356—366
21	Sun T. T.， Xu L. B.， Wang D. S.， Li Y. D.， Nano Res.， 2019， 12（9）， 2067—2080
22	Yang D.， Gates B. C.， ACS Catal.， 2019， 9（3）， 1779—1798
23	Lee J. S.， Kapustin E. A.， Pei X. K.， Llopis S.， Yaghi O. M.， Chem， 2020， 6（1）， 142—152
24	New R.， Kalita R.， Akhtar N.， Antil N.， Chauhan M.， Manna K.， Catal. Sci. Technol.， 2022， 12， 6795—6804
25	Chen Y. W.， Zhang X.， Wang X. J.， Drout R. J.， Mian M. R.， Cao R.， Ma K. K.， Xia Q. B.， Li Z.， Farha O. K.， J. Am. Chem. Soc.， 2021， 143（11）， 4302—4310
26	Song Y.， Li Z.， Ji P. F.， Kaufmann M.， Feng X. Y.， Chen J. S.， Wang C.， Lin W. B.， ACS Catal.， 2019， 9（2）， 1578—1583
27	He X. K.， Li X. Y.， Wang C.， Hu N.， Deng Z.， Chen L. H.， Su B. L.， Chem. J. Chinese Universities， 2020， 41（4）， 639—645
	何小可，李小云，王朝，胡念，邓兆，陈丽华，苏宝连. 高等学校化学学报， 2020， 41（4）， 639—645
28	Gao S. W.， Sui Y. W.， Wei F. X.， Qi J. Q.， Meng Q. K.， He Y. Z.， J. Mater. Sci.， 2018， 53（9）， 6807—6818
29	Gao F.， Tu X. L.， Ma X.， Xie Y.， Zou J.， Huang X. G.， Qu F. L.， Lu L. M.， Talanta， 2020， 215， 120891
30	Azadfalah M.， Sedghi A.， Hosseini H.， J. Mater. Sci. Mater. El.， 2019， 30（13）， 12351—12363
31	Xie S. W.， Du J. W.， Tao Y. W.， Xiong Z. C.， Luo S. P.， Li X. Z.， Yao C.， Electrochimica Acta， 2019， 305， 338—348
32	Mofokeng T. P.， Ipadeola A. K.， Tetana Z. N.， Ozoemena K. I.， ACS Omega， 2020， 5（32）， 20461—20472
33	Cao C. Y.， Zhou Y. H.， Ubnoske S.， Zang J. F.， Cao Y. T.， Henry P.， Parker C. B.， Glass J. T.， Adv. Energy. Mater.， 2019， 9（22）， 1900618

Entry	Catalyst	Solvent	Base	Conversion ^b	Selectivity ^b
1	Ni⁃MOF	CH₃CN	NaHCO₃	—	—
2	Copper⁃doped Ni⁃MOF	CH₃CN	NaHCO₃	94%	99%
3	Copper⁃doped NiO	CH₃CN	NaHCO₃	99%	99%
4	Copper⁃doped NiO	CH₃CN	NaOH	99%	99%
5	Copper⁃doped NiO	CH₃CN	TEA	15%	99%
6	Copper⁃doped NiO	DMF	NaHCO₃	7%	99%
7	Copper⁃doped NiO	CH₃OH	NaHCO₃	62%	99%
8	Copper⁃doped NiO	CH₂Cl₂	NaHCO₃	68%	99%

Entry	Catalyst	Solvent	Base	Conversion ^b	Selectivity ^b
1	Ni⁃MOF	CH₃CN	NaHCO₃	—	—
2	Copper⁃doped Ni⁃MOF	CH₃CN	NaHCO₃	94%	99%
3	Copper⁃doped NiO	CH₃CN	NaHCO₃	99%	99%
4	Copper⁃doped NiO	CH₃CN	NaOH	99%	99%
5	Copper⁃doped NiO	CH₃CN	TEA	15%	99%
6	Copper⁃doped NiO	DMF	NaHCO₃	7%	99%
7	Copper⁃doped NiO	CH₃OH	NaHCO₃	62%	99%
8	Copper⁃doped NiO	CH₂Cl₂	NaHCO₃	68%	99%

[1]	HUANG Jin, GUO Lijun, LI Feng, LI Yang, LI Cuiqin. Preparation and Catalytic Behavior in Ethylene Oligomerization of Nickel Catalyst Supported by Dendritic PAMAM Functionalized Nano-silica [J]. Chem. J. Chinese Universities, 2023, 44(6): 20220778.
[2]	GUO Wenjuan, ZHANG Ying, YU Jie, DAI Zhao, HOU Weizhao. Law and Mechanism of Enrichment of Baicalin in Scutellaria baicalensis by Cu-NIC-TMED [J]. Chem. J. Chinese Universities, 2023, 44(2): 20220511.
[3]	ZHENG Anni, JIN Lei, YANG Jiaqiang, WANG Zhaoyun, LI Weiqing, YANG Fangzu, ZHAN Dongping, TIAN Zhongqun. Effects of 5，5-Dimethylhydantoin on Electroless Copper Plating [J]. Chem. J. Chinese Universities, 2022, 43(8): 20220191.
[4]	WU Fengtian, LI Jun, SUN Yijia, ZENG Rong, REN Han, LIU Xiuping, ZHANG Caihong, YAN Fangming, WU Ling, CUI Chunna. Fibroin Assisted Copper-promoted C-N Coupling Reaction [J]. Chem. J. Chinese Universities, 2022, 43(3): 20210707.
[5]	CHU Yao, WANG Shuo, ZHANG Zinuo, WANG Yibo, CAI Yibing. Preparation and Properties of Cu Particles Loaded Foam-based Phase Change Composites [J]. Chem. J. Chinese Universities, 2022, 43(2): 20210619.
[6]	ZHOU Ning, TANG Xiaohua, CAO Hong, ZHA Fei, LI Chun, XIE Chunyan, XU Mingping, SUN Yige. Preparation， Characterization and Degradation to BPA of Pomegranate-like Gel Microsphere Entrapmented Laccase [J]. Chem. J. Chinese Universities, 2022, 43(2): 20210705.
[7]	ZHANG Tao, SHAO Liang, ZHANG Menghui, MA Zhonglei, LI Xiaoqiang, MA Jianzhong. Preparation and Properties of Bifunctional Polydimethysiloxane/Copper Nanowire Composite Films [J]. Chem. J. Chinese Universities, 2022, 43(11): 20220359.
[8]	JIANG Baozheng, HUANG Wenting, LIU Wenbao, GUO Rongsheng, XU Chengjun, KANG Feiyu. Preparation of Nano-copper Modified Three-dimensional Zinc Mesh Electrode and Its Performance as Anode for Zinc-ion Batteries [J]. Chem. J. Chinese Universities, 2022, 43(10): 20220257.
[9]	WANG Jie, HUO Haiyan, WANG Yang, ZHANG Zhong, LIU Shuxia. General Strategy for In situ Synthesis of NENU-n Series Polyoxometalate-based MOFs on Copper Foil [J]. Chem. J. Chinese Universities, 2022, 43(1): 20210557.
[10]	ZHONG Shengguang, XIA Wensheng, ZHANG Qinghong, WAN Huilin. Theoretical Study on Direct Conversion of CH₄ and CO₂ into Acetic Acid over MCu₂O_x（M = Cu²⁺， Ce⁴⁺， Zr⁴⁺） Clusters [J]. Chem. J. Chinese Universities, 2021, 42(9): 2878.
[11]	MA Yukun, JIN Hui, REN Chuanli, LI Zhibo. Ring-opening Polymerization of Cyclic Esters Using Recyclable Polystyrene Supported Urea-Base Binary Catalyst [J]. Chem. J. Chinese Universities, 2021, 42(9): 2968.
[12]	LI Weiqing, JIN Lei, YANG Jiaqiang, Wang Zhaoyun, YANG Fangzu, ZHAN Dongping, TIAN Zhongqun. Effects of Additive on the Electrodeposition and Coating Structure in a Novel System of Electronic Copper Electroplating [J]. Chem. J. Chinese Universities, 2021, 42(9): 2919.
[13]	PU Weiwen, SHI Yongsen, LIU Jianfeng, KE Dehong, WU Xiaolan, XU Sheng. Synthesis of （E）-α-Hydroxyethyl-α，β-unsaturated Aldehydes with Tetrahydrofuran as Carbonyl Source [J]. Chem. J. Chinese Universities, 2021, 42(12): 3641.
[14]	SUN Qiangqiang, CAO Baoyue, ZHOU Chunsheng, ZHANG Guochun, WANG Zenglin. Enhancing Hydrogen Evolution Performance of a Regular Cube NiCu Nanocrystalline Electrocatalyst Fabricated by Normal Pluse Electrodeposition ^† [J]. Chem. J. Chinese Universities, 2020, 41(6): 1287.
[15]	XIONG Junyu, WANG Shanshan, XU Yanqing, HU Changwen. Selective Oxidation of Atomically Dispersed Fe-N-C Catalyst Under Mild Conditions ^† [J]. Chem. J. Chinese Universities, 2020, 41(6): 1262.