Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes

Nicolas Ripoche; Marie Betou; Clotilde Philippe; Yann Trolez; Olivier Mongin; Marta Dudek; Ziemowit Pokladek; Katarzyna Matczyszyn; Marek Samoc; Hiba Sahnoune; Jean François Halet; Thierry Roisnel; Loic Toupet; Marie Cordier; Graeme J. Moxey; Mark G. Humphrey; Frédéric Paul

doi:10.1039/d1cp03346h

Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes

Nicolas Ripoche, Marie Betou, Clotilde Philippe, Yann Trolez^*, Olivier Mongin, Marta Dudek, Ziemowit Pokladek, Katarzyna Matczyszyn, Marek Samoc, Hiba Sahnoune, Jean François Halet, Thierry Roisnel, Loic Toupet, Marie Cordier, Graeme J. Moxey, Mark G. Humphrey, Frédéric Paul

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1,3cand4b-c) incorporating tosylamido and 4-triphenylamino moieties are reported. Along with those of five closely related or differently branched TCBDs derivatives (2,3a-b,4cand5), their linear and (third-order) nonlinear optical properties were investigated by electronic absorption spectroscopy and Z-scan measurements. Among these compounds, the tri-branched compounds3cand5are the most active two-photon absorbers, with effective cross-sections of 275 and 350 GM at 900 nm, respectively. These properties are briefly discussed with the help of DFT calculations, focussing on structural and electronic factors, and contextualized with results obtained previously for related compounds.

Original language	English
Pages (from-to)	22283-22297
Number of pages	15
Journal	Physical Chemistry Chemical Physics
Volume	23
Issue number	39
DOIs	https://doi.org/10.1039/d1cp03346h
Publication status	Published - 21 Oct 2021

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Ripoche, N., Betou, M., Philippe, C., Trolez, Y., Mongin, O., Dudek, M., Pokladek, Z., Matczyszyn, K., Samoc, M., Sahnoune, H., Halet, J. F., Roisnel, T., Toupet, L., Cordier, M., Moxey, G. J., Humphrey, M. G., & Paul, F. (2021). Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes. Physical Chemistry Chemical Physics, 23(39), 22283-22297. https://doi.org/10.1039/d1cp03346h

@article{ff97cf453e194aa0b4365264bf18c119,

title = "Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes",

abstract = "The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1,3cand4b-c) incorporating tosylamido and 4-triphenylamino moieties are reported. Along with those of five closely related or differently branched TCBDs derivatives (2,3a-b,4cand5), their linear and (third-order) nonlinear optical properties were investigated by electronic absorption spectroscopy and Z-scan measurements. Among these compounds, the tri-branched compounds3cand5are the most active two-photon absorbers, with effective cross-sections of 275 and 350 GM at 900 nm, respectively. These properties are briefly discussed with the help of DFT calculations, focussing on structural and electronic factors, and contextualized with results obtained previously for related compounds.",

author = "Nicolas Ripoche and Marie Betou and Clotilde Philippe and Yann Trolez and Olivier Mongin and Marta Dudek and Ziemowit Pokladek and Katarzyna Matczyszyn and Marek Samoc and Hiba Sahnoune and Halet, {Jean Fran{\c c}ois} and Thierry Roisnel and Loic Toupet and Marie Cordier and Moxey, {Graeme J.} and Humphrey, {Mark G.} and Fr{\'e}d{\'e}ric Paul",

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year = "2021",

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doi = "10.1039/d1cp03346h",

language = "English",

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Ripoche, N, Betou, M, Philippe, C, Trolez, Y, Mongin, O, Dudek, M, Pokladek, Z, Matczyszyn, K, Samoc, M, Sahnoune, H, Halet, JF, Roisnel, T, Toupet, L, Cordier, M, Moxey, GJ, Humphrey, MG & Paul, F 2021, 'Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes', Physical Chemistry Chemical Physics, vol. 23, no. 39, pp. 22283-22297. https://doi.org/10.1039/d1cp03346h

TY - JOUR

T1 - Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes

AU - Ripoche, Nicolas

AU - Betou, Marie

AU - Philippe, Clotilde

AU - Trolez, Yann

AU - Mongin, Olivier

AU - Dudek, Marta

AU - Pokladek, Ziemowit

AU - Matczyszyn, Katarzyna

AU - Samoc, Marek

AU - Sahnoune, Hiba

AU - Halet, Jean François

AU - Roisnel, Thierry

AU - Toupet, Loic

AU - Cordier, Marie

AU - Moxey, Graeme J.

AU - Humphrey, Mark G.

AU - Paul, Frédéric

PY - 2021/10/21

Y1 - 2021/10/21

N2 - The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1,3cand4b-c) incorporating tosylamido and 4-triphenylamino moieties are reported. Along with those of five closely related or differently branched TCBDs derivatives (2,3a-b,4cand5), their linear and (third-order) nonlinear optical properties were investigated by electronic absorption spectroscopy and Z-scan measurements. Among these compounds, the tri-branched compounds3cand5are the most active two-photon absorbers, with effective cross-sections of 275 and 350 GM at 900 nm, respectively. These properties are briefly discussed with the help of DFT calculations, focussing on structural and electronic factors, and contextualized with results obtained previously for related compounds.

AB - The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1,3cand4b-c) incorporating tosylamido and 4-triphenylamino moieties are reported. Along with those of five closely related or differently branched TCBDs derivatives (2,3a-b,4cand5), their linear and (third-order) nonlinear optical properties were investigated by electronic absorption spectroscopy and Z-scan measurements. Among these compounds, the tri-branched compounds3cand5are the most active two-photon absorbers, with effective cross-sections of 275 and 350 GM at 900 nm, respectively. These properties are briefly discussed with the help of DFT calculations, focussing on structural and electronic factors, and contextualized with results obtained previously for related compounds.

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U2 - 10.1039/d1cp03346h

DO - 10.1039/d1cp03346h

M3 - Article

SN - 1463-9076

VL - 23

SP - 22283

EP - 22297

JO - Physical Chemistry Chemical Physics

JF - Physical Chemistry Chemical Physics

IS - 39

ER -

Two-photon absorption properties of multipolar triarylamino/tosylamido 1,1,4,4-tetracyanobutadienes

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