Cu2O nanoparticle-catalyzed tandem reactions for the synthesis of robust polybenzoxazole

被引:12
作者
Guan, Huanqin [1 ]
Shen, Mengqi [1 ]
Harris, Cooro [1 ]
Lin, Honghong [1 ]
Wei, Kecheng [1 ]
Morales, Michael [1 ]
Bronowich, Noah [1 ]
Sun, Shouheng [1 ]
机构
[1] Brown Univ, Dept Chem, Providence, RI 02912 USA
关键词
AMMONIA BORANE; TRANSFER HYDROGENATION; FIBERS; DEHYDROGENATION; TEMPERATURE; DEGRADATION; GENERATION; CONVERSION; GRAPHENE;
D O I
10.1039/d2nr00492e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the synthesis of Cu2O nanoparticles (NPs) by controlled oxidation of Cu NPs and the study of these NPs as a robust catalyst for ammonia borane dehydrogenation, nitroarene hydrogenation, and amine/aldehyde condensation into Schiff-base compounds. Upon investigation of the size-dependent catalysis for ammonia borane dehydrogenation and nitroarene hydrogenation using 8-18 nm Cu2O NPs, we found 13 nm Cu2O NPs to be especially active with quantitative conversion of nitro groups to amines. The 13 nm Cu2O NPs also efficiently catalyze tandem reactions of ammonia borane, diisopropoxy-dinitrobenzene, and terephthalaldehyde, leading to a controlled polymerization and the facile synthesis of polybenzoxazole (PBO). The highly pure PBO (M-w = 19 kDa) shows much enhanced chemical stability than the commercial PBO against hydrolysis in boiling water or simulated seawater, demonstrating a great potential of using noble metal-free catalysts for green chemistry synthesis of PBO as a robust lightweight structural material for thermally and mechanically demanding applications.
引用
收藏
页码:6162 / 6170
页数:9
相关论文
共 43 条
[1]   High performance fibers based on rigid and flexible polymers [J].
Afshari, Mehdi ;
Sikkema, Doetze J. ;
Lee, Katelyn ;
Bogle, Mary .
POLYMER REVIEWS, 2008, 48 (02) :230-274
[2]   Introduction: Nanoparticles in Catalysis [J].
Astruc, Didier .
CHEMICAL REVIEWS, 2020, 120 (02) :461-463
[3]   Room Temperature Synthesis of Copper Oxide Nanoparticles: Morphological Evaluation and Their Catalytic Applications for Degradation of Dyes and C-N Bond Formation Reaction [J].
Bhosale, Manohar A. ;
Karekar, Supriya C. ;
Bhanage, Bhalchandra M. .
CHEMISTRYSELECT, 2016, 1 (19) :6297-6307
[4]   Polymers and polyfunctionality. [J].
Carothers, WH .
TRANSACTIONS OF THE FARADAY SOCIETY, 1936, 32 (01) :0039-0053
[5]   Tandem catalysts for the selective hydrogenation of butadiene with hydrogen generated from the decomposition of formic acid [J].
Carrales-Alvarado, D. H. ;
Dongil, A. B. ;
Guerrero-Ruiz, A. ;
Rodriguez-Ramos, I .
CHEMICAL COMMUNICATIONS, 2021, 57 (53) :6479-6482
[6]   Rigid-rod polymeric fibers [J].
Chae, HG ;
Kumar, S .
JOURNAL OF APPLIED POLYMER SCIENCE, 2006, 100 (01) :791-802
[7]   Mechanistic Insight into Size-Dependent Activity and Durability in Pt/CNT Catalyzed Hydrolytic Dehydrogenation of Ammonia Borane [J].
Chen, Wenyao ;
Ji, Jian ;
Feng, Xiang ;
Duan, Xuezhi ;
Qian, Gang ;
Li, Ping ;
Zhou, Xinggui ;
Chen, De ;
Yuan, Weikang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (48) :16736-16739
[8]   Temperature and humidity aging of poly (p-phenylene-2,6-benzobisoxazole) fibers:: Chemical and physical characterization [J].
Chin, Joannie ;
Forster, Amanda ;
Clerici, Cyril ;
Sung, Lipiin ;
Oudina, Mounira ;
Rice, Kirk .
POLYMER DEGRADATION AND STABILITY, 2007, 92 (07) :1234-1246
[9]   Pd-doped Ni nanoparticle-modified N-doped carbon nanocatalyst with high Pd atom utilization for the transfer hydrogenation of nitroarenes [J].
Cui, Xueliang ;
Long, Yu ;
Zhou, Xia ;
Yu, Guiqin ;
Yang, Jin ;
Yuan, Man ;
Ma, Jiantai ;
Dong, Zhengping .
GREEN CHEMISTRY, 2018, 20 (05) :1121-1130
[10]   Optimized Self-Templating Synthesis Method for Highly Crystalline Hollow Cu2O Nanoboxes [J].
Dai, Ruoyun ;
Cheong, Weng-Chon ;
Jiao, Jiqing ;
Zhang, Chao ;
Zhang, Yu ;
Chen, Zheng ;
Nan, Caiyun ;
Chen, Chen .
SMALL METHODS, 2020, 4 (12)