journal article·2017-10-26Open access

New Insight into the Fatigue Resistance of Photochromic 1,2-Diarylethenes

Giorgio Pariani, Martino Quintavalla, Letizia Colella, Luca Oggioni, Rossella Castagna, Fausto Ortica, Chiara Bertarelli, Andrea Bianco

The Journal of Physical Chemistry C· Volume 121· Issue 42

Abstract

Photochromic diarylethenes represent one of the most important classes of molecular switches, and their fatigue resistance is reported in several papers. Previous studies have demonstrated that the presence of perfluorocyclopentene and methyl in the 4-positions of dithienylethenes improve the switching resistance. However, general guidelines to correlate chemical structure to fatigue resistance have not been found yet. In this work, we provide a different thought in the description of the fatigue resistance of diarylethenes, which is related to the light absorbed by the two isomeric states during photoconversion. For two series of 1,2-diarylethenes, which differ from the aromatic rings without bearing any electroactive substituent, it turns out that the fatigue resistance depends on the dose of light absorbed by the colored form rather than on the specific molecular structure, namely, the presence of specific molecular building blocks.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Photochromic and Fluorescence Chemistry · Photoreceptor and optogenetics research · Porphyrin and Phthalocyanine Chemistry

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

INAF Osservatorio Astronomico di Brera, via Bianchi 46, 23807 Merate, Italy

Dipartimento di Chimica, Materiali e Ingegneria Chimica, Politecnico di Milano, Piazza L. Da Vinci 32, 20133 Milano, Italy

Dipartimento di Chimica, Biologia e Biotecnologie, Università degli Studi di Perugia, via Elce di Sotto, 06123 Perugia, Italy

Istituto Nazionale di Fisica Nucleare (INFN), Sezione di Perugia, Via Pascoli, 06123 Perugia, Italy

Center for Nanoscience and Technology@PoliMi, Istituto Italiano di Tecnologia, Via Pascoli 70/3, 20133 Milano, Italy

Funding

European Commission · Ministero dell'Istruzione, dell'Universit?? e della Ricerca

References (19)

Show source-provided references
1. 10.1016/S1389-5567(04)00023-110.1016/S1389-5567(04)00023-1 ↗
2. 10.1021/cr500249p10.1021/cr500249p ↗
3. 10.1002/adma.20120152110.1002/adma.201201521 ↗
4. 10.1016/j.jphotochemrev.2010.02.00110.1016/j.jphotochemrev.2010.02.001 ↗
5. 10.1016/j.jphotochemrev.2011.05.00310.1016/j.jphotochemrev.2011.05.003 ↗
6. 10.1021/cr980069d10.1021/cr980069d ↗
7. 10.1039/a809410a10.1039/a809410a ↗
8. 10.1246/cl.2000.135810.1246/cl.2000.1358 ↗
9. 10.1246/bcsj.73.238910.1246/bcsj.73.2389 ↗
10. 10.1021/ja00101a03710.1021/ja00101a037 ↗
11. 10.1002/qua.2235810.1002/qua.22358 ↗
12. 10.1039/c3992000020610.1039/c39920000206 ↗
13. 10.1246/bcsj.63.131110.1246/bcsj.63.1311 ↗
14. 10.1021/ja513027s10.1021/ja513027s ↗
15. 10.1039/b600754f10.1039/b600754f ↗
16. 10.1016/S0040-4020(98)00330-510.1016/S0040-4020(98)00330-5 ↗
17. 10.1016/j.tet.2006.04.02910.1016/j.tet.2006.04.029 ↗
18. 10.1016/j.tetlet.2009.01.10210.1016/j.tetlet.2009.01.102 ↗
19. Crano J. C. · 1999