182003-69-6

Upstream product

• 61285-25-4 3-bromo-2-methyl-5-phenylthiophene 
• 559-40-0 octaperfluorocyclopentene 
• 108-86-1 bromobenzene 
• 593260-88-9 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene 
• 591-50-4 iodobenzene 
• 706-79-6 1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene 
• 554-14-3 2-Methylthiophene 
• 29421-73-6 3,5-dibromo-2-methylthiophene 
• 159590-07-5 1,2-bis(2'-methyl-5'-trimethylsilylthien-3'-yl)hexafluorocyclopent-1-ene 
• 222730-43-0 1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene 
• 98-80-6 phenylboronic acid 
• 159590-16-6 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-bromo-2-methylthiophene) 
• 308255-22-3 1-[2-methyl-5-phenyl-3-thienyl]heptafluorocyclopentene 
• 159590-08-6 3,3’-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-methylthiophene) 

Downstream Products

• 1567323-55-0 1-(1,1-dioxo-2-methyl-5-phenyl-3-thienyl)-2-(2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene 
• 953813-06-4 (C₅F₆(C₄H(C₆H₅)(CH₃)S)(C₄H(CH₃)S(C₆H₅)RuCl₂))2 

Relevant academic research and scientific papers

Photosalient Effect of Diarylethene Crystals of Thiazoyl and Thienyl Derivatives

The photoresponse of diarylethene crystals is found to depend on the intensity of UV light, that is, photoinduced bending is switched to photosalient phenomena by increasing the light intensity. The change in the size of the crystal unit cell upon UV irra

Photo-induced reversible topographical changes of photochromic dithienylethene microcrystalline surfaces

Upon alternating UV and visible light irradiation, the surface of a coated film of 1,2-bis(2-methyl-5-phenylthien-3-yl)perfluorocyclopentene showed reversible surface topographical changes between a lumpy surface with small structures (～1.0 m) and a smoot

Control of Photomechanical Crystal Twisting by Illumination Direction

Photomechanical molecular crystals have been investigated as mesoscopic photoactuators. Here, we report how the photomechanical twisting of 1,2-bis(2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene (1a) crystals depends on illumination direction. The ribbon-like crystal of 1a could be successfully prepared by a sublimation method. The ribbon crystal exhibited reversible photomechanical crystal twisting upon alternating irradiation with ultraviolet (UV) and visible light. Moreover, changing the UV illumination direction with respect to the crystal resulted in different twisting modes, ranging from helicoid to cylindrical. Control of photomechanical crystal deformation by illumination direction provides a convenient and useful way to generate a variety of photomechanical motions from a single crystal.

Photochromic switching of excited-state intramolecular proton-transfer (ESIPT) fluorescence: A unique route to high-contrast memory switching and nondestructive readout

Aiming at the high-contrast photochromic switching of fluorescence emission and its perfect nondestructive readout, a polymer film highly loaded with a specific photochromic compound, 1,2-bis(2′-methyl-5′-phenyl- 3′-thienyl)perfluorocyclopentene (BP-BTE), and an excited-state intramolecular protontransfer (ESIPT)-active compound, 2,5-bis(5′-tert- butyl-benzooxazol-2′-yl)hydroquinone (DHBO), was employed in this work. The special class of photochrome, BP-BTE, has negligible absorbance at 415 nm both in the open form and in the 365 nm photostationary state (PSS), and the ESIPT fluorophore, DHBO, emits large Stokes' shifted (175 nm; λmaxabs = 415 nm, λmax em = 590 nm) and enhanced fluorescence (ΦF powder = 10%, ΦFsoln = 2%). Bistability, high-contrast switching (on/off fluorescence switching ratio >290), nondestructive readout (over 125000 shots), and erasability were all together accomplished in this novel recording medium.

Radiation-induced coloration of photochromic dithienylethene derivatives in polymer matrices

The high-energy radiation-induced coloration of photochromic dithienylethenes was studied in various polymer matrices with the aim of developing a reusable color plastic dosimeter. Upon γ-irradiation, polystyrene films containing 1,2-bis(2,5-dimethyl-3-thienyl)perfluorocyclopentene 1a and 1,2-bis(2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene 2a turned red and blue, respectively. The red and blue colors disappeared upon irradiation with visible light, and the films could be reused. In both films the absorption intensities of the colors increased linearly with the absorbed dose. Although radiation-induced coloration was clearly detected in polystyrene films, a color change was scarcely observed in poly(methyl methacrylate) (PMMA) and poly(N-vinyl carbazole) containing 1a and 2a. Excitation energy transfer from polymers to dithienylethenes is considered to play a role in the coloration process in polymer films.

Cycloreversion Reaction of a Diarylethene Derivative at Higher Excited States Attained by Two-Color, Two-Photon Femtosecond Pulsed Excitation

Two-color, two-pulse femtosecond pulsed excitation was applied to the elucidation of the dynamics and mechanism of cycloreversion reaction of a diarylethene derivative in the higher excited states. Transient absorption spectroscopy under one-photon visible excitation revealed that the 1B state produced by the excitation undergoes the internal conversion into the 2A state with a time constant of 200 fs. Geometrical rearrangement of the 2A state takes place concomitantly with the vibrational cooling with a time constant of 3 ps. The resultant 2A state undergoes the transition into the conical intersection point in competition with nonradiative as well as radiative deactivation into the ground state with a time constant of 12 ps. The second pulse excitation of the 2A state, especially the geometrically relaxed 2A state, led to the significant enhancement of the cycloreversion reaction through the large reaction quantum yield of ca. 50-90% in the higher excited state (Sn state), while the excitation of the 1B state, leading to the Sn′ state, did not induce such enhancement. By integrating with the excitation wavelength dependence of the second pump laser pulse, we discussed the chemical reactivity of diarylethene derivatives in terms of the symmetry of the electronic states.

Reversible ON/OFF switching of photoluminescence from CsPbX3 quantum dots coated with silica using photochromic diarylethene

Highly luminescent silica-coated CsPbX3 quantum dots (QDs) with good photostability were synthesized and coupled with photochromic diarylethene to modulate the QDs' photoluminescence (PL). Upon successive UV and visible light irradiation, the P

A Diarylethene-Based Photoswitch and its Photomodulation of the Fluorescence of Conjugated Polymers

Photochromic diarylethene derivatives, which can reversibly switch the fluorescence of adjacent fluorophores between the ON and OFF states under light irradiation, have been widely used to construct photoswitchable materials. Herein, eight dithienylethene

Alkyl substituent effects in photochemical and thermal reactions of photochromic thiophene-S,S-dioxidized diarylethenes

Thiophene-S,S-dioxidized diarylethenes introducing various alkyl groups at the reactive positions were newly synthesized. The diarylethenes showed reversible photochromism, whereas the photocycloreversion reaction was suppressed by thiophene-oxidation. Th

Highly efficient cycloreversion of photochromic dithienylethene compounds using visible light-driven photoredox catalysis

Photochromic cis-1,2-dithienylethene (DTE) compounds are the most suitable to the application in reversible molecular memories and switches, but imbalance in the quantum yields for the chromic interconversion limits the full potentials. We have demonstrat