New fast synthesis route for symmetric and asymmetric phenyl-substituted photochromic dithienylethenes bearing functional groups such as alcohols, carboxylic acids, or amines

Hermes, Steephan; Dassa, Giovanni; Toso, Giorgio; Bianco, Andrea; Bertarelli, Chiara; Zerbi, G.

doi:10.1016/j.tetlet.2009.01.102

Cited by 38 publications

(29 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…DTP was synthesized by Suzuki cross-coupling between phenylboronic acid and 1,2-bis-(5-chloro-2-methyl-3-thienyl)perfluorocyclopentene, the latter being previously obtained by the Dixon reaction between 3-lithium-5-chloro-2-methylthiophene and octafluorocyclopentene in anhydrous THF at À78 8C. The procedure has been detailed by Hermes et al [31] The samples for optical measurements were prepared by spin-coating a blended solution of F8BT (20 g L , respectively. The light pump was generated by an amplified and frequency-doubled Ti:Sapphire laser system, delivering pulses at 400 nm, with 200 fs time duration.…”

Section: Methodsmentioning

confidence: 99%

Optical Modulation of Amplified Emission in a Polyfluorene–Diarylethene Blend

et al. 2011

Self Cite

View full text Add to dashboard Cite

A novel system for the modulation of amplified emission based on a polyfluorene/diarylethene (namely F8BT/DTP) blend is shown. The high sensitivity of amplified spontaneous emission (ASE) is exploited to achieve efficient emission modulation with a low-intensity control signal. Modulation is then characterized by photoluminescence (PL) lifetime measurements, photocurrent experiments, and density functional theory calculations. This system can also act as a photocurrent switch based on the same principle. This technique may represent a useful tool for fluorescence quenching and sensing as well as find application in organic photonics.

show abstract

Section: Methodsmentioning

confidence: 99%

Optical Modulation of Amplified Emission in a Polyfluorene–Diarylethene Blend

et al. 2011

Self Cite

View full text Add to dashboard Cite

show abstract

“…Following the reaction procedure described in ref. 44 Film preparation and processing. The wafers were carefully prepared and characterised by SE, following procedures described in a previous study.…”

Section: Materials and Lm Preparationmentioning

confidence: 99%

Photochromic and photomechanical responses of an amorphous diarylethene-based polymer: a spectroscopic ellipsometry investigation of ultrathin films

et al. 2014

Self Cite

View full text Add to dashboard Cite

This work deals with very thin (14-40 nm) films of a polyester containing diarylethene units in the main chain spin cast on a silicon wafer. By irradiation with UV light the colourless form turns blue due to the appearance of a strong absorption band centred at about 600 nm. The coloured state is thermally stable and the backward conversion can be triggered with visible light. Comparison of broadband (245-1700 nm) spectroscopic ellipsometry data with simulations based on an isotropic, Kramers???Kronig consistent, multiple-resonance model allowed us to determine the complex index of refraction n of the film in its blue and colourless forms. The refractive index of the blue phase neatly exceeds that of the transparent form for wavelengths in the NIR. In particular, out of resonance, at lambda 1700 nm, DeltaRe(n) 0.05. Parallel to the DeltaRe(n) increase, the analysis of ellipsometry data suggests a decrease of the film thickness (about 1.5%) during the transition from the open (transparent) to the closed (coloured) form

show abstract

“…The general procedure to synthesize the diarylethene-based photochromic polyurethane consists of the reaction between the 1,2-bis(5-(p-(hydroxymethyl)phenyl)-2-methyl-3-thienyl)-hexafluorocyclopentene, 50 polyols, and the 4,4 0 -diisocyanate dicyclohexylmethane (H12 MDI) in butyl acetate, as described in ref 47. The relative quantity between diarylethene units and other alcohols was 50 wt % on all components.…”

Section: ' Experimental Sectionmentioning

confidence: 99%

Kinetics of Photochromic Conversion at the Solid State: Quantum Yield of Dithienylethene-Based Films

et al. 2011

Self Cite

View full text Add to dashboard Cite

Quantum yield is one of the most important properties of photochromic systems. Unfortunately, a lack of data at the solid state exists, because measurements are intrinsically not straightforward. A kinetic model describing the conversion of the photoactive species is reported and both analytic and numeric solutions are provided according to relevant cases. The model is then applied to measure the quantum yield of dithienylethene-based polymers; the ring-opening quantum yield is measured for different laser beam profiles (i.e., Gaussian and uniform) and at different wavelengths, showing an increased value with increasing photon energy.

show abstract

New fast synthesis route for symmetric and asymmetric phenyl-substituted photochromic dithienylethenes bearing functional groups such as alcohols, carboxylic acids, or amines

Cited by 38 publications

References 41 publications

Optical Modulation of Amplified Emission in a Polyfluorene–Diarylethene Blend

Optical Modulation of Amplified Emission in a Polyfluorene–Diarylethene Blend

Photochromic and photomechanical responses of an amorphous diarylethene-based polymer: a spectroscopic ellipsometry investigation of ultrathin films

Kinetics of Photochromic Conversion at the Solid State: Quantum Yield of Dithienylethene-Based Films

Contact Info

Product

Resources

About