Synthesis and Characterization of Novel Donor-Acceptor Oligothiophenes as Efficient and Thermally Stable Second-Order Nonlinear Optical Chromophores

Rosa M.F. Batista; Susana P.G. Costa; Michael Belsley; M. Manuela M. Raposo

doi:10.4028/www.scientific.net/MSF.636-637.380

Paper Titles

Properties of Co Substituted Bismuth Ferrite System by Rapid Liquid Phase Sintering
p.356

Effect of the Nanostructure Control on the Novel Optical Properties of Silica Photonic Glass Synthesized by VAD Method
p.361

Electrical and Mechanical Examination of PLZT/PZT Graded Structure for Photovoltaic Driven Piezoelectric Transformers
p.369

Highly Luminescent CdTe Nanocrystals Synthesized in Aqueous Solution and Self-Assembled on Polyelectrolyte Multilayers
p.374

Synthesis and Characterization of Novel Donor-Acceptor Oligothiophenes as Efficient and Thermally Stable Second-Order Nonlinear Optical Chromophores
p.380

Synthesis and Characterization of New Push-Pull Anthraquinones Bearing an Arylthienyl-Imidazo Conjugation Pathway as Efficient Nonlinear Optical Chromophores
p.387

Piezoelectric PZT Thin Films on Flexible Copper-Coated Polymer Films
p.392

Piezoelectric and Ultrasonic Studies of Mixed Ag_xCu_1-xInP₂(S,Se)₆ Layered Crystals
p.398

Structural and Magnetic Properties of Sm(Co_balFe_0.1Ni_0.12Zr_0.04B_0.04)_7.5 Melt Spun Ribbons
p.404

HomeMaterials Science ForumMaterials Science Forum Vols. 636-637Synthesis and Characterization of Novel...

Synthesis and Characterization of Novel Donor-Acceptor Oligothiophenes as Efficient and Thermally Stable Second-Order Nonlinear Optical Chromophores

Abstract:

New push-pull thiobarbituric (oligo)thiophene derivatives 1 were synthesized, in good to excellent yields (60-98%), through Knoevenagel condensation of the corresponding formyl-(oligo)thiophenes 2 with 1,3-diethylthiobarbituric acid in dichloromethane, under basic conditions. Evaluation of the thermal and solvatochromic properties of these compounds was carried out and their NLO response was estimated. The values obtained suggest that these (oligo)thiophenes have good potential to be used as novel NLO materials.

You might also be interested in these eBooks

View Preview

Info:

Periodical:

Materials Science Forum (Volumes 636-637)

Pages:

380-386

DOI:

https://doi.org/10.4028/www.scientific.net/MSF.636-637.380

Citation:

Cite this paper

Online since:

January 2010

Authors:

Rosa M.F. Batista, Susana P.G. Costa, Michael Belsley, M. Manuela M. Raposo

Keywords:

(Oligo)thiophene, Chromophores, Nonlinear Optics (NLO), Solvatochromism, Static First Hyperpolarizability, Thermal Stability, Thiobarbituric Acid, UV-Visible Spectroscopy

Export:

RIS, BibTeX

Price:

Permissions CCC:

Request Permissions

Permissions PLS:

Request Permissions

Сopyright:

Citation:

References

[1] G.S. He, L. -S. Tan, Q. Zheng and P.N. Prasad: Chem. Rev. Vol. 108 (2008), p.1245.

Google Scholar

[2] M.M.M. Raposo, A.M.C. Fonseca and G. Kirsch: Tetrahedron Vol. 60 (2004), p.4071.

Google Scholar

[3] R.M.F. Batista, S.P.G. Costa and M.M.M. Raposo: Tetrahedron Lett. Vol. 45 (2004), p.2825.

Google Scholar

[4] M.M. Oliva, J. Casado, M.M.M. Raposo, A.M.C. Fonseca, H. Hartmann, V. Hernandez and J.T.L. Navarrete: J. Org. Chem. Vol. 71 (2006), p.7509.

Google Scholar

[5] M.M.M. Raposo, A.M.F.P. Ferreira, M. Belsley and J.C.V.P. Moura: Tetrahedron Vol. 64 (2008), p.5878.

Google Scholar

[6] R.M.F. Batista, S.P.G. Costa, M. Belsley, C. Lodeiro and M.M.M. Raposo: Tetrahedron Vol. 64 (2008), p.9230.

Google Scholar

[7] J. Pina, S. Seixas de Melo, R.M.F. Batista, S.P.G. Costa and M.M.M. Raposo: J. Phys. Chem. A Vol. 111 (2007), p.8574.

Google Scholar

[8] S. Wang and S. -H. Kim: Dyes Pigments Vol. 80 (2009), p.314.

Google Scholar

[9] Q. Li, C. Lu, J. Zhu, E. Fu; C. Zhong, S. Li, Y. Cui, J. Qin and Z. Li: J. Phys. Chem. B Vol. 112 (2008), p.4545.

Google Scholar

[10] N.M. Kronenberg, M. Deppish, F. Würthner, H.W.A. Lademann, K. Deing and K. Meeholz: Chem. Commun. (2008), p.6489.

Google Scholar

[11] Y.S. Yao, J. Xiao, X.S. Wang, Z.B. Deng and B.W. Zhang: Adv. Funct. Mater. Vol. 16 (2006), p.709.

Google Scholar

[12] M.M.M. Raposo and G. Kirsch: Tetrahedron Vol. 59 (2003), p.4891.

Google Scholar

[13] M.J. Kamlet, J-L.M. Abboud, M.H. Abraham and R.W. Taft: J. Org. Chem. Vol. 48 (1983), p.2877.

Google Scholar

[14] J.L. Oudar and D.S. Chemla: J. Chem. Phys. Vol. 66 (1977), p.2664.

Google Scholar

[15] P. Atkins, Physical Chemistry (Oxford, 5th edition, 1990), p.503.

Google Scholar

[16] A. Kawski, B. Kuklinski and P. Bojarski: Z. Naturforsch. Vol. 57a (2002), p.716.

Google Scholar

[17] J.T. Edwards: J. Chem. Ed. Vol. 47 (1970), p.261.

Google Scholar