In silico optimization of merocyanine-spiropyran compounds as second-order nonlinear optical molecular switches

Time-dependent Hartree-Fock and Møller-Plesset second-order calculations have been used to unravel the relationships between structure and first hyperpolarizability in spiropyran/merocyanine couples and therefore to design efficient second-order nonlinear optical switching compounds. Large first hyp...

Full description

Saved in:
Bibliographic Details
Published in:Physical chemistry chemical physics : PCCP 2008-11, Vol.10 (41), p.6223-6232
Main Authors: PLAQUET, Aurélie, GUILLAUME, Maxime, CHAMPAGNE, Benoit, CASTET, Frédéric, DUCASSE, Laurent, POZZO, Jean-Luc, RODRIGUEZ, Vincent
Format: Article
Language:English
Subjects:
Benzimidazoles - chemistry
Benzopyrans - chemistry
Chemistry
Ethylenes - chemistry
Exact sciences and technology
General and physical chemistry
Indoles - chemistry
Kinetics
Models, Chemical
Models, Molecular
Molecular Conformation
Molecular Structure
Nitro Compounds - chemistry
Nonlinear Dynamics
Pyrimidinones - chemistry
Quantum Theory
Structure-Activity Relationship
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Time-dependent Hartree-Fock and Møller-Plesset second-order calculations have been used to unravel the relationships between structure and first hyperpolarizability in spiropyran/merocyanine couples and therefore to design efficient second-order nonlinear optical switching compounds. Large first hyperpolarizabilities for the merocyanine form as well as large contrasts of first hyperpolarizability have been obtained when, on the same species, (i) substituents at R(1) and R(2) positions on the phenolate ring of the merocyanine form are strong acceptor and donor substituents, respectively, (ii) the ethylenic bridge is substituted by donor groups, (iii) the other aromatic part of the system is benzimidazolo rather than indolino or benzothiazolo, and (iv) strong donor substituents are placed on the benzimidazolo moiety.
ISSN:1463-9076
1463-9084
DOI:10.1039/b806561f