Optimized Conjugative Bridge and its Length in Novel Chromophores for Electro-Optical Applications

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Two group chromophores with strong methoxy electron donor and CF3 electron acceptor were synthesized and reported. To investigate the effects of conjugative bond and its length between electron donor and acceptor on optical properties, thiophene ring was incorporated into the conjugated units of group B compared to group A. The results showed that the incorporation of thiophene rings could significantly enhance molecular first hyperpolarizability and permit a high thermal stability. It has been found that molecular first hyperpolarizability increased continually by the increase of bond length of group A. However, further increase of conjugated bond length between electron donor and acceptor in group B reduced the molecular hyperpolarizability. This study indicates that both the nature of the conjugative bridge and its bond length between electron donor and acceptor have inner correlation to optimize the molecular hyperpolarizability for electro-optical applications.

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March 2016

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[1] Marder, S. R.; Cheng, L-T.; Tiemann, B.G.; Friedli, A. C.; Blanchard-Desce, M.; M., Perry, J. W.; Shindhøj, J. Science. 263(1994) 511-514.

DOI: 10.1126/science.263.5146.511

Google Scholar

[2] H. J. Caulfield, N. Kukhtarev · T. Kukhtareva, M.P. Schamschula · P. Banarjee. Mat Res Innovat. 2(1999) 194–199.

Google Scholar

[3] Shi, Y. Q.; Zhang, C.; Zhang, H.; Bechtel, J. H.; Dalton, L. R.; Robinson, B. H. and Steiner, W. H. Science. 288(2000) 119-122.

Google Scholar

[4] Enami, Y.; DeRose, C. T.; Mathine, D.; Loychik, C.; Greenlee, C.; Norwood, R. A.; Kim, T. D.; Luo, J.; Tian, Y.; Jen, A. K. -Y.; Peyghambarian, N. Nat Photonics. 1(2007) 180-185.

DOI: 10.1038/nphoton.2007.25

Google Scholar

[5] Kang, H.; Facchetti, A.; Jiang, H.; Cariati, E.; Righetto, S.; Ugo, R.; Zuccaccia, C.; Macchioni, A.; Stern, C. L.; Liu, Z.; Ho, S. -T.; Brown, E. C.; Ratner, M. A.; Marks, T. J. J. Am. Chem. Soc. 129(2007) 3267-3286.

DOI: 10.1021/ja0674690

Google Scholar

[6] Dalton, L. R.; Philip A. S. and Denise H. B., Chem. Rev. 110( 2010) 25–55.

Google Scholar

[7] Liu, S.; Haller, M. A.; Ma, H.; Dalton, L. R.; Jang, S. -H.; Jen, A. K. -Y. Adv. Mater. 15(2003) 603–607.

Google Scholar

[8] Andrew, R.; Franco, S.; Galán, E.; Garín, J.; Martínez de Baroje, N.; Momblona, C.; Orduna, J.; Alicante, R. and Villacampa, B. Tetrahedron Lett. 51(2010) 3662–3665.

DOI: 10.1016/j.tetlet.2010.05.033

Google Scholar

[9] Zhang, X.; Aoki, I.; Piao, X.; Inoue, S.; Tazawa, H.; Yokoyama, S. and Otomo, A. Tetrahedron Lett. 51(2010) 5873-5876.

DOI: 10.1016/j.tetlet.2010.08.060

Google Scholar

[10] Spraul, B. K.; Suresh, S.; Sassa, T.; Herranz, Á.; Echegoyen, L.; Wada, T.; Perahia, D. and Smith, D. W., Jr. Tetrahedron Lett. 45(2004) 3253–3256.

DOI: 10.1016/j.tetlet.2004.02.125

Google Scholar

[11] Clays, Koen and Persoons, Andrés. Phys. Rev. Lett. 66(1991) 2980-2983.

Google Scholar

[12] Clays, K. and Persoons, A. Rev. Sci. Instrum. 63(1992) 3285-3289.

Google Scholar

[13] Paley, M. S. and Harris, J. M. J. Org. Chem. 54(1989) 3774-3778.

Google Scholar

[14] Jang, Sei-Hum; Luo, Jingdong; Tucker, Neil M; Leclercq, Amalia; Zojer, Egbert; Haller, Marnie A.; Kim, Tae-Dong; Kang, Jae-Wook; Firestone, Kimberly; Bale, Denise; Lao, David; Benedict, Jason B; Cohen, Dawn; Kaminsky, Werner; Kahr, Bart; Brédas, Jean-Luc; Reid, Philip; Dalton, Larry R and Jen, Alex K. -Y. Chem. Mater. 18(2006).

DOI: 10.1021/cm052861i

Google Scholar

[15] Firestone, K. A.; Lao, D. B.; Casmier, D. M.; Clot, O.; Dalton, L. R.; Reid, P. J. Proc. SPIE-Int. Soc. Opt. Eng. 2005, 5935 (Linear and Nonlinear Optics of Organic Materials V), 49. 59350P.

DOI: 10.1117/12.617624

Google Scholar

[16] Oudar, J. L. and Chemla, D. S. J. Chem. Phys. 66(1977) 2664-2668.

Google Scholar

[17] Stadler, S.; Dietrich, R.; Bourhill, G and Bräuchle, Ch. Opt. Lett. 21(1996) 251-253.

Google Scholar

[18] Meshulam, G.; Berkovic, G. and Kotler, Z. Opt. Lett. 26(2001) 30-32.

Google Scholar

[19] Kauranen, Martti; Verbiest, Thierry; Boutton, Carlo; Teerenstra, M. N.; Clays, Koen; Schouten, A. J.; Nolte, R. J. M.; Persoons, André. Science 270(1995) 966-969.

DOI: 10.1126/science.270.5238.966

Google Scholar

[20] Raposo, M.; Manuela, M.; Ana, M. R. C.; Sousa, G.; Kirsch, P.; Cardoso, M.; Belsley, E. de Matos Gomes; and A. Maurício C. Fonseca. Org. Lett. 8(2006) 3681–3684.

DOI: 10.1021/ol061277s

Google Scholar

[21] Cai, C. Z.; Liakatas, I.; Wong, M. S.; Bösch, M.; Bosshard, C.; Günter, P.; Concilio, S.; Tirelli, N and Suter, U. W. Org. Lett. 1(1999) 1847-1849.

DOI: 10.1021/ol991118r

Google Scholar