Effects of O-substitution on the photophysical properties in solution and solid-state of BODIPY Dyes
Keywords:
photophysical properties, solution solid-state, crystalAbstract
Crystal form emissive dyes play a key role in developing optical systems. In this work, we developed O-Bodipy fluorophores and studied their photophysical properties in solution and crystal form. We found that O-functionalization of the parent F-Bodipy could change the fluorescence efficacy in solution but it has very slight effect on the absorption and emission energies. The newly synthesized fluorescent compounds show intensive solid-state emission in the range (550-850 nm) with moderate quantum yield. The luminescent complexes with solid-state emission were anticipated to get wider usages for developing various fluorescent dyes with excellent optical properties for solid-state Laser, especially with the advantages of simple structure and easy synthetic route.
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R. Sharma, M. R. Rao and M. Ravikanth, Coord. Chem. Rev., 2017, 348, 92–120.
H. He, Coord. Chem. Rev., 2014, 273–274, 87–99.
E. Climent, M. Hecht, H. Witthuhn, K. Gawlitza and K. Rurack, ChemistryOpen,2018, 957–968.
B. Shen and Y. Qian, J. Mater. Chem. B, 2016,4, 7549-7559.
T. Komatsu, Y. Urano, Y. Fujikawa, T. Kobayashi, H. Kojima, T. Terai, K. Hanaoka and T. Nagano, Chem. Commun., 2009, 7015–7017.
T. Pewklang, K. Chansaenpak, R. Lai, P. Noisa and A. Kamkaew, RSC Adv., 2019, 9, 13372–13377.
E. Palao, L. Muchova, V. Libor and P. Kla, J. Am. Chem. Soc. 2016, 138, 126−133.
D. O. Frimannsson, M. Grossi, J. Murtagh, F. Paradisi and D. F. O. Shea, J. Med. Chem. 2010, 53, 7337–7343.
N. Dorh, S. Zhu, K. B. Dhungana, R. Pati, F. Luo and H. Liu, Scientific Reports. 2015, 5, 18337.
D. Kand, L. Pizarro, I. Angel, A. Avni, D. Friedmann-morvinski and R. Weinstain, Angew. Chem. Int. Ed. 2019, 58, 4659 –4663.
L. Sansalone, S. Tang, Y. Zhang, S. Nonell, J. D. Baker and B. Captain, F.M. Raymo, ACS Sens. 2018, 3, 1347−1353.
Y. Zhang, K. Song, S. Tang, L. Ravelo, J. Cusido, C. Sun and H. F. Zhang, F.M. Raymo, J. Am. Chem. Soc., 2018, 140,40,12741-12745.
A. Guerrero-Corella, J. Asenjo-Pascual, T. J. Pawar, S. D´ıaz-Tendero, A. Mart´ın-S´omer, C. V. G´omez, J. L. Belmonte-V´azquez, D. E. Ram´ırez-Ornelas, E. Pe˜na-Cabrera, A. Fraile, D. C. Cruz and J. Alem´an , Chem. Sci., 2019, 10, 4346–4351.
L. Yang, Y. Liu, C. Ma, W. Liu, Y. Li and L. Li, Dye. Pigment., 2015, 122, 1–5.
X. Zhou, Q. Wu, Y. Feng, Y. Yu, C. Yu, E. Hao and Y. Wei,X. Mu, and L. Jiao, Chem. Asian J., 2015, 10, 1979 – 1986.
X. Zhou, C. Yu, Z. Feng, Y. Yu, J. Wang, E. Hao, Y. Wei, X.Mu, and L. Jiao, Org. Lett., 2015,17,18,4632-4635.
B. D. Gutiørrez-ramos, J. Baçuelos, T. Arbeloa, L. Arbeloa, P. E. Gonzµlez-navarro, K. Wrobel, L. Cerdµn, I. García-, A. Costela and E. Peça-cabrera, Chem. Eur. J., 2015, 21, 1755 – 1764.
F. Lv, B. Tang, E. Hao, Q. Liu, H. Wang and L. Jiao, Chem. Commun., 2019, 55, 1639-1642.
Y. Liu, L. Niu, X. Liu, P. Chen, Y. Yao, Y. Chen and Q. Yang, Chem. Eur. J. 2018, 24, 13549 – 13555.
T. Lundrigan, S. M. Crawford, T. S. Cameron and A. Thompson, Chem. Commun., 2012, 48, 1003–1005.
T. Lundrigan and A. Thompson, J. Org. Chem., 2013, 78, 757−761.
T. Lundrigan, T. S. Cameron and A. Thompson, Chem. Commun., 2014, 50, 7028--7031.
A. L. Nguyen, P. Bobadova-parvanova, M. Hop, F. R. Fronczek, K. M. Smith, M. Graça and H. Vicente, Inorg. Chem. 2015, 54, 3228−3236.
B. Brizet, C. Bernhard, Y. Volkova and Y. Rousselin, Org. Biomol. Chem., 2013, 11, 7729–7737.
C. Maeda, K Nagahata, K. Takaishi and T. Ema, Chem. Commun., 2019, 55, 3136--3139.
D. Sirbu, A. C. Benniston and A. Harriman, Org. Lett., 2017, 19, 1626−1629.
G. Zhang, M. Wang, F. R. Fronczek, K. M. Smith, M. Grac and H. Vicente, Inorg. Chem. 2018, 57, 14493−14496.
V. Bandi, H. B. Gobeze, and Francis D’Souza, Chem. Eur. J. 2015, 21, 11483 – 11494.
V. Bandi,M. E. El-Khouly,K. Ohkubo,V. N. Nesterov, M. E. Zandler, S.Fukuzumi, and F.D. Souza, Chem. Eur.J. 2013, 19, 7221 – 7230.
Y. V. Zatsikha, R. K. Swedin, A.T. Healy, P. C. Goff, N. O. Didukh,T. S. Blesener, M. Kayser,Y. P. Kovtun, D. A. Blank and V. N. Nemykin, Chem. Eur. J. 2019, 25, 1 – 15.
D. F. Triads, C. A. Wijesinghe, M. E. El-khouly, N. K. Subbaiyan, M. Supur, M. E. Zandler, K. Ohkubo and S. Fukuzumi and F. D. Souza, Chem. Eur. J. 2011, 17, 3147 – 3156.
M. E. El-khouly, C. A. Wijesinghe, V. N. Nesterov, M. E. Zandler, S. Fukuzumi and F. D. Souza, Chem. Eur. J., 2012, 18, 13844-13853.
E. M. Sanchez-Carnerero, L. Gartzia-Rivero, F. Moreno, B. L. Maroto, A. R.Agarrabeitia, M. J. Ortiz, J. Banuelos, I. Lopez-Arbeloa and S. de la Moya, Chem. Commun., 2014, 50, 12765--12767.
F. Meng, Y. Sheng, F. Li, C. Zhu, Y. Quan and Y. Cheng, RSC Adv., 2017, 7, 15851–15856.
S. Zhang, Y. Wang, F. Meng, C. Dai, Y. Cheng and C. Zhu, Chem. Commun., 2015, 51, 9014–9017.
E. M. Sanchez-Carnerero, F. Moreno, B. L. Maroto, A. R. Agarrabeitia, J. Ortiz, B. G. Vo, G. Muller and S. De Moya, J. Am. Chem. Soc. 2014, 136, 3346−3349.
J. Jimenez, L. Cerdan, F. Moreno, B. L. Maroto, I. Garc, J. L. Lunkley, G. Muller and S. De Moya, J. Phys. Chem. C, 2017, 121, 5287−5292.
Y. Wu, S. Wang, Z. Li, Z. Shen and H. Lu, J. Mater. Chem. C, 2016, 4, 4668--4674.
S. Xiao, Q. Cao and F. Dan, Current Organic Chemistry, 2012, 16, 2970-298
H. Lu, Q. Wang, L. Gai, Z. Li, Y. Deng, X. Xiao, G. Lai and Z. Shen, Chem. - A Eur. J.,2012, 18, 7852–7861.
C. A. S. P, S. Mukherjee and P. Thilagar, J. Mater. Chem. C, 2013, 1, 4691–4698.
L. Zhang, Y. Chen and J. Jiang, Dye and Pigment., 2016, 124, 110–119.
C. Duan,Y. Zhou, G. Shan,Y. Chen, W. Zhao, D.Yuan,L. Zeng, X.Huang and G. Niu, J. Mater. Chem. C, 2019, 7, 3471--3478.
Y. Kubota, J. Uehara, K. Funabiki, M. Ebihara and M. Matsui, Tetrahedron Lett., 2010, 51, 6195-6198.
H. Yamane, K. Tanaka and Y. Chujo, Tetrahedron Lett., 2015,56, 6786-6790.
H. A. A. El-ali, J. Jing and X. Zhang, RSC Adv., 2019, 9, 16246–16251.
P. Ganesan, X. Yang, J. Loos, T. J. Savenije, R. D. Abellon, H. Zuilhof and E. J. R. Sudhoelter, J. Am. Chem. Soc., 2005, 127, 14530-14531
D. Zhang, Y. Wen, Y. Xiao, G. Yu, Y. Liu and X. Qian, Chem. Commun., 2008, 4777–4779.
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, J. Appl. Crystallogr., 2009, 42, 339-341.
A. C. Laungani, M. Keller, J. M. Slattery, I. Krossing and B. Breit, Chem. Eur. J. 2009,15, 10405 – 10422.
A. Loudet and K. Burgess, Chem. Rev., 2007, 107, 4891.
T. Chen, J. H. Boyer and M. L. Trudell, Heteroat. Chem., 1997, 8, 1, 51-54.
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