Title

Synthesis, characterization, and optical properties of new two-photon-absorbing fluorene derivatives

Authors

Authors

K. D. Belfield; A. R. Morales; B. S. Kang; J. M. Hales; D. J. Hagan; E. W. Van Stryland; V. M. Chapela;J. Percino

Comments

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Abbreviated Journal Title

Chem. Mat.

Keywords

2-PHOTON ABSORPTION; DATA STORAGE; FLUORESCENCE; CHROMOPHORES; EXCITATION; MICROFABRICATION; MICROSCOPY; DESIGN; DYES; Chemistry, Physical; Materials Science, Multidisciplinary

Abstract

The synthesis of a series of four new compounds containing fluorenyl chromophores is presented, along with the results of spectroscopic and photochemical studies aimed at understanding the two-photon absorption properties and energetics of their electronically excited states. The molecular structures of the compounds were systematically varied to allow comparison of molecules possessing high and low molecular symmetry, short and long alkyl chains, and a fluorenyl conjugated pi-system. Solvent-dependent absorption and emission were investigated along with pi-conjugation length. Preliminary measurements of two-photon absorption (2PA) using a two-photon fluorescence method indicate that these chromophores exhibit high two-photon absorptivity. A symmetrical molecule (3), possessing a relatively large pi-conjugated system, flanked on either side by electron-withdrawing groups (benzothiazole), exhibited a peak 2PA cross section (delta) of 6000 x 10(-50) cm(4) s photon(-1) molecule(-1) at 600 nm. Excitation anisotropy studies revealed the position of the S-0 --> S-1 and S-0 --> S-2 electronic transitions. Consistent with quantum mechanical selection rules, the two-photon allowed transition (S-0 --> S-2) was dominant.

Journal Title

Chemistry of Materials

Volume

16

Issue/Number

23

Publication Date

1-1-2004

Document Type

Article

Language

English

First Page

4634

Last Page

4641

WOS Identifier

WOS:000225078600025

ISSN

0897-4756

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