Issue 10, 2012

A new building block, bis(thiophene vinyl)-pyrimidine, for constructing excellent two-photon absorption materials: synthesis, crystal structure and properties

Abstract

Two new molecules (Py1 and Py2) of D–π–A–π–D motif, where the –π–A–π– moiety is bis(thiophene vinyl)-pyrimidine as a building block, have been designed and synthesized via the Knoevenagel and Suzuki coupling reactions. The X-ray single crystal structure analysis of Py1 showed good coplanarity in the whole building block. Their two-photon absorption (2PA) properties were measured by two-photon induced fluorescence techniques with a mode-locked Ti: sapphire pulsed laser in the range of 700–940 nm. Both Py1 and Py2 exhibited large cross-section values of 1702 and 1879 GM, respectively, no matter whether the peripheral donor is weak or strong. The results demonstrate that bis(thiophene vinyl)-pyrimidine is a new building block for constructing molecules with effective 2PA.

Graphical abstract: A new building block, bis(thiophene vinyl)-pyrimidine, for constructing excellent two-photon absorption materials: synthesis, crystal structure and properties

Supplementary files

Article information

Article type
Paper
Submitted
24 Sep 2011
Accepted
22 Nov 2011
First published
30 Jan 2012

J. Mater. Chem., 2012,22, 4343-4348

A new building block, bis(thiophene vinyl)-pyrimidine, for constructing excellent two-photon absorption materials: synthesis, crystal structure and properties

D. Chen, C. Zhong, X. Dong, Z. Liu and J. Qin, J. Mater. Chem., 2012, 22, 4343 DOI: 10.1039/C2JM14766A

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