1998
DOI: 10.1021/ja983537+
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Highly Efficient, Thermally and Chemically Stable Second Order Nonlinear Optical Chromophores Containing a 2-Phenyl-tetracyanobutadienyl Acceptor

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Cited by 124 publications
(49 citation statements)
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“…In order to overcome these deficiencies associated with the tricyanovinyl group, we have developed a series of highly efficient, thermally and chemically stable chromophores based on a phenyl-tetracyanobutadienyl (Ph-TCBD) group as the electron acceptor. 6 The general methodology for the synthesis of Ph-TCBD-containing chromophores is shown in Scheme 1. These compounds were synthesized via a simple cycloaddition reaction between electron-rich bis-aryl acetylenes 2a-2f and TCNE followed by a ring-opening reaction78 resulting in Ph-TCBD containing chromophores 3a-3f (Table 1).…”
Section: Design and Synthesis Of Nlo Chromophoresmentioning
confidence: 99%
“…In order to overcome these deficiencies associated with the tricyanovinyl group, we have developed a series of highly efficient, thermally and chemically stable chromophores based on a phenyl-tetracyanobutadienyl (Ph-TCBD) group as the electron acceptor. 6 The general methodology for the synthesis of Ph-TCBD-containing chromophores is shown in Scheme 1. These compounds were synthesized via a simple cycloaddition reaction between electron-rich bis-aryl acetylenes 2a-2f and TCNE followed by a ring-opening reaction78 resulting in Ph-TCBD containing chromophores 3a-3f (Table 1).…”
Section: Design and Synthesis Of Nlo Chromophoresmentioning
confidence: 99%
“…To solve this problem, a chromophore possessing higher b value must be introduced into the polymer with increased loading density of chromophore. For the design and synthesis of more efficient NLO chromophores, electronrich five-membered heteroaromatic rings (such as thiophene) as conjugated p-electron bridges, and tricyanovinyl (TCV) groups as electron-withdrawing groups (electron acceptors) have been proved effective in improvement of b values of NLO chromophores [26][27][28][29][30][31][32][33][34][35][36].…”
Section: Introductionmentioning
confidence: 99%
“…It is well known that a strong EO effect can be effectively obtained from an optimized chromophore having an extended conjugated system, a low energy transition with a high extinction coefficient, and a large dipole moment between the excited and the ground state electronic configurations [9]. Controlling the chromophore shape is still a key factor for obtaining high r 33 [2,10,11]. However, a strong, efficient EO response has recently been obtained from modifying EO polymer systems such as dendrimeric and hyperbranched systems [12][13][14][15].…”
Section: Introductionmentioning
confidence: 99%