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Electronic Absorption, Emission and Two‐Photon Absorption Properties of Some Functional 1,3,5‐Triphenylbenzenes
Author(s) -
Streatfield Suzy L.,
Pradels Claire,
Ndimba Alphonsine Ngo,
Richy Nicolas,
Amar Anissa,
Boucekkine Abdou,
Cifuentes Marie P.,
Humphrey Mark G.,
Mongin Olivier,
Paul Frédéric
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701653
Subject(s) - absorption (acoustics) , two photon absorption , chemistry , rationalization (economics) , crystallography , stereochemistry , materials science , physics , laser , optics , philosophy , epistemology , composite material
We report herein the linear optical properties of some extended 1,3,5‐triphenylbenzene derivatives 1,3,5‐[(1, 4‐C 6 H 4 )C≡C(4‐C 6 H 4 X)] 3 (C 6 H 3 ) ( 3‐X ; X=NO 2 , CN, H, OMe, NMe 2 , NPh 2 ) and briefly discuss the two‐photon absorption (2PA) cross‐sections determined for the derivatives featuring the most electron‐rich substituents, contrasting their 2PA performance with the 2PA values previously gathered for their triphenylisocyanurate analogues N,N’,N” ‐[(1, 4‐C 6 H 4 )C≡C(4‐C 6 H 4 X)] 3 (N 3 {C(O)} 3 ) ( 1‐X ). When functionalized by electron‐releasing substituents at their periphery, 3‐X derivatives are potent substitutes for 1‐X compounds in NLO applications, especially when maximal transparency is not required in the visible range. Some rationalization of this unexpected outcome is proposed based on DFT calculations.