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A 1,3-dipolar cycloaddition protocol to porphyrin- functionalized reduced graphene oxide with a push-pull motif
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  • 分类:O626.23[理学—有机化学;理学—化学] O613.71[理学—无机化学;理学—化学]
  • 作者机构:[1]China-Australia Joint Research Center for Functional Molecular Materials, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China, [2]China-Australia Joint Research Center for Functional Molecular Materials, Scientific Research Academy, Jiangsu University, Zhenjiang 212013, China, [3]School of Physical Science and Technology, Soochow University, Suzhou 215006, China, [4]Research School of Chemistry, Australian National University, Canberra, ACT0200, Australia
  • 相关基金:Financial support from the National Natural Science Foundation of China (Nos. 51432006, 50925207 and 51172100), the Ministry of Science and Technology of China for the International Science Linkages Program (Nos. 2009DFA50620 and 2011DFG52970), the Ministry of Education of China for the Changjiang Innovation Research Team (No. IRT1064), the Ministry of Educa- tion and the State Administration of Foreign Experts Affairs for the 111 Project (No. B13025), and Jiangsu Innovation Research Team are gratefully acknowledged. M. G. H and M. P. C. thank the Australian Research Council (ARC) for support.
中文摘要:

减少的 graphene 氧化物(RGO ) 是 covalently 有由二个方法的卟啉一半的 functionalized:直接 Prato 反应(即 1,3-dipolar cycloaddition ) 与 sarcosine 和包含甲酰的卟啉,并且用 4-hydroxybenzaldehyde 包含 1,3-dipolar cycloaddition 到 RGO 表面的一个逐步的方法,与适当卟啉由亲核的替换列在后面。到 RGO 表面的卟啉的化学结合被紫外 / 可见的吸收证实了,荧光, Fourier 变换红外线,并且拉曼光谱学, X 光检查粉末衍射和 X 光检查光电子光谱学,传播电子和原子力量显微镜学,和 thermogravimetric 分析;这个化学附件保证在 RGO 和卟啉之间的有效电子 / 精力转移,并且 RGO 先锋和太古的卟啉与那些相比负担得起改进光非线性。

英文摘要:

Reduced graphene oxide (RGO) has been covalently functionalized with porphyrin moieties by two methods: A straightforward Prato reaction (i.e. a 1,3-dipolar cycloaddition) with sarcosine and a formyl-containing porphyrin, and a stepwise method that involves a 1,3-dipolar cycloaddition to the RGO surface using 4-hydroxybenzaldehyde, followed by nucleophilic substitution with an appropriate porphyrin. The chemical bonding of porphyrins to the RGO surface has been confirmed by ultraviolet/visible absorption, fluorescence, Fourier-transform infrared, and Raman spectroscopies, X-ray powder diffraction and X-ray photoelectron specfroscop)~ transmission electron and atomic force microscopy, and thermogravimetric analysis; this chemical attachment assures efficient electron/energy transfer between RGO and the porphyrin, and affords improved optical nonlinearities compared to those of the RGO precursor and the pristine porphyrin.

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