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Rananaware A, Bhosale RS, Ohkubo K, et al. Tetraphenylethene-based star shaped porphyrins: synthesis, self-assembly, and optical and photophysical study. J Org Chem. 2015;80(8):3832-40doi: 10.1021/jo502760e.
Rananaware, A., Bhosale, R. S., Ohkubo, K., Patil, H., Jones, L. A., Jackson, S. L., Fukuzumi, S., Bhosale, S. V., & Bhosale, S. V. (2015). Tetraphenylethene-based star shaped porphyrins: synthesis, self-assembly, and optical and photophysical study. The Journal of organic chemistry, 80(8), 3832-40. https://doi.org/10.1021/jo502760e
Rananaware, Anushri, et al. "Tetraphenylethene-based star shaped porphyrins: synthesis, self-assembly, and optical and photophysical study." The Journal of organic chemistry vol. 80,8 (2015): 3832-40. doi: https://doi.org/10.1021/jo502760e
Rananaware A, Bhosale RS, Ohkubo K, Patil H, Jones LA, Jackson SL, Fukuzumi S, Bhosale SV, Bhosale SV. Tetraphenylethene-based star shaped porphyrins: synthesis, self-assembly, and optical and photophysical study. J Org Chem. 2015 Apr 17;80(8):3832-40. doi: 10.1021/jo502760e. Epub 2015 Apr 07. PMID: 25822257.
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J Org Chem. 2015 Apr 17;80(8):3832-40. doi: 10.1021/jo502760e. Epub 2015 Apr 07.

Tetraphenylethene-based star shaped porphyrins: synthesis, self-assembly, and optical and photophysical study.

The Journal of organic chemistry

Anushri Rananaware, Rajesh S Bhosale, Kei Ohkubo, Hemlata Patil, Lathe A Jones, Sam L Jackson, Shunichi Fukuzumi, Sidhanath V Bhosale, Sheshanath V Bhosale

Affiliations

  1. †School of Applied Sciences, RMIT University, GPO Box 2476, Melbourne VIC-3001, Australia.
  2. ‡Polymers and Functional Material Division, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 007, Telangana India.
  3. ?RMIT-IICT Research Centre, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 007, Telangana, India.
  4. §Department of Material and Life Science Graduate School of Engineering, Osaka University, GSE Common East 12F, 2-1 Yamada-oka, Suita, Osaka, 565-0871, Japan.
  5. ?Centre for Advanced Materials and Industrial Chemistry (CAMIC), RMIT University, GPO Box 2476, Melbourne, Victoria 3001, Australia.

PMID: 25822257 DOI: 10.1021/jo502760e

Abstract

Supramolecular self-assembly and self-organization are simple and convenient ways to design and create controlled assemblies with organic molecules, and they have provoked great interest due to their potential applications in various fields, such as electronics, photonics, and light-energy conversion. Herein, we describe the synthesis of two π-conjugated porphyrin molecules bearing tetraphenylethene moieties with high fluorescence quantum yield. Photophysical and electrochemical studies were conducted to understand the physical and redox properties of these new materials, respectively. Furthermore, these derivatives were used to investigate self-assembly via the solvophobic effect. The self-assembled aggregation was performed in nonpolar and polar organic solvents and forms nanospheres and ring-like nanostructures, respectively. The solution based aggregation was studied by means of UV-vis absorption, emission, XRD, and DLS analyses. Self-assembled ring-shape structures were visualized by SEM and TEM imaging. This ring-shape morphology of nanosized macromolecules might be a good candidate for the creation of artificial light-harvesting nanodevices.

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