scholarly journals Synthesis and Photochromic Properties of Conjugated Naphthopyran Derivatives

2018 ◽  
Vol 42 (9) ◽  
pp. 447-452
Author(s):  
Qian Zhao ◽  
Yanhua Yang ◽  
Kecheng Shen ◽  
Xian Tao ◽  
Yingzhong Shen
Keyword(s):  
Maximum Absorption ◽  
Side Chain ◽  
Pmma Film ◽  
Photochromic Properties ◽  
Dichloromethane Solution ◽  
Practical Applications ◽  
Thermal Bleaching ◽  
Solid Film ◽  
Maximum Absorption Wavelength ◽  
Bleaching Rate

Three novel types of naphthopyran derivatives containing alkoxyl and phenyl moieties, 13-butyl −6,11-dimethyl-3,3-diphenyl-3,13-dihydrobenzo[h]indeno[2,1-f]chromen-13-ol (NP), 13-butyl-3,3-bis(6-methoxy-[1,1′-biphenyl]-3-yl)-6,6-dimethyl-3,13-dihydrobenzo[h] indeno[2,1-f]chromen-13-ol (NP1) and 13-butyl-3,3-bis(6-methoxy-4′-naphthalenyl-[1,1′-biphenyl]-3-yl)-6,11-dimenthyl-3,13-dihydrobenz[h]indeno[2,1-f]chromen-13-ol (NP2), were synthesised and characterised. Measurements indicated that they possessed an excellent photochromic response, a rapid thermal bleaching rate and good fatigue resistance. Meanwhile, the UV maximum absorption wavelengths of NP1 (562 nm) and NP2 (597 nm) appeared bathochromically shifted compared with NP (536 nm). The bleaching rate of NP1 was found to be approximately twice that of NP. The results indicated that the UV maximum absorption wavelength and bleaching rate increase with increasing length of the phenyl side chain moieties. In PMMA film, the compounds showed almost the same photochromic properties in the solid state as in dichloromethane solution. The UV absorbance with high-contrast switching in solid film could be beneficial for practical applications.

Efficient Synthesis and Photochromic Properties of a New Diarylethene Bearing a Condensed Aromatics Moiety

2012 ◽  
Vol 455-456 ◽  
pp. 33-36
Author(s):  
Ren Jie Wang ◽  
Hong Ying Xia ◽  
Gang Liu ◽  
Shi Qiang Cui
Keyword(s):  
Uv Light ◽  
Optical Storage ◽  
Hybrid Structure ◽  
Order Reaction ◽  
Pmma Film ◽  
Efficient Synthesis ◽  
Photochromic Properties ◽  
First Order ◽  
New Class ◽  
Hexane Solution

A new class of diarylethenes based on a hybrid structure of thiophene and naphthalene has been developed and its properties including photochromism, kinetics and fluorescence were investigated in detail. The results showed that the compound exhibited obvious photochromism, changing from colorless to red after irradiation with 297 nm UV light both in solution and in PMMA film. The kinetic experiments indicated that the cyclization/cycloreversion process of the compound was determined to be the zeroth/first order reaction in hexane solution. At last, the results demonstrated that the diarylethene compound had attractive properties for potential application in optical storage.

Synthesis, Properties and Application in Optical Memory of a New Photochromic Diarylethene Based on a Chlorine Atom

2012 ◽  
Vol 455-456 ◽  
pp. 25-28 ◽  
Author(s):  
Zhi Peng Tong ◽  
Gang Liu ◽  
Shi Qiang Cui
Keyword(s):  
Chlorine Atom ◽  
Uv Light ◽  
Optical Memory ◽  
Optical Recording ◽  
Pmma Film ◽  
Recording Medium ◽  
Photochromic Properties ◽  
Synthesis Properties

A new unsymmetrical photochromic diarylethene 1-(2,4-dimethyl-3-isoxazol)-2-[2-methyl-5-(2-chlorophenyl) -3-thienyl] perfluorocyclopentene (1a) has been synthesized. Its photochromic properties in solution and PMMA film were investigated. Diarylethene 1a changed the color from colorless to red upon irradiation with 297 nm UV light, in which absorption maxima were observed at 515 nm in hexane and at 526 nm in PMMA film, The results demonstrated that it can be potentially used as polarization holographic optical recording medium.

Study of naphthopyran derivatives: structure and photochromic properties in solution and in polymer film

2021 ◽  
Vol 77 (7) ◽  
Author(s):  
Linqi Shi ◽  
Zipei Sun ◽  
Jiajie Tian ◽  
Yaodong Huang ◽  
Jiben Meng
Keyword(s):  
Uv Light ◽  
Steric Effects ◽  
Pmma Film ◽  
Structure Property ◽  
Photochromic Properties ◽  
X Ray ◽  
Structure Property Relationships ◽  
Substituent Group ◽  
Uv Light Irradiation ◽  
Electronic And Steric Effects

Four naphthopyran derivatives, namely, 3,3-bis(naphthalen-1-yl)-3H-naphtho[2,1-b]pyran, C33H22O, NP1, 3,3-bis([1,1′-biphenyl]-4-yl)-3H-naphtho[2,1-b]pyran, C37H26O, NP2, 3,3-bis(4-phenoxyphenyl)-3H-naphtho[2,1-b]pyran, C37H26O2, NP3, and 3,3-bis(4-methoxy-2-methylphenyl)-3H-naphtho[2,1-b]pyran, C29H26O3, NP4, were synthesized and their photochromic properties investigated. NP1–NP4 exhibited good photochromism in different solutions and in poly(methyl methacrylate) (PMMA) film under UV light irradiation. Solvatochromism and the electronic and steric effects of the substituent group on photochromism were analyzed and decolouration curves were found to fit a monoexponential kinetic decay in most cases. Single-crystal X-ray analysis of NP1 and NP2 revealed the structure–property relationships. Good fatigue resistance of NP1, both in solution and in the PMMA film, endows it with potential value for applications.

scholarly journals SPECTROPHOTOMETRIC DETERMINATION OF PYROCATHECOL AND PYROGALLOL BASED ON THEIR REDOX REACTION WITH IRON(III)/PHENANTHROLINE SYSTEM

2010 ◽  
Vol 2 (3) ◽  
pp. 161-166 ◽  
Author(s):  
Mudasir Mudasir ◽  
Mugiyanti Mugiyanti ◽  
Ngatidjo Hadipranoto
Keyword(s):  
Phenolic Compounds ◽  
Redox Reaction ◽  
Heating Temperature ◽  
Heating Time ◽  
Maximum Absorption ◽  
Optimum Conditions ◽  
Phenanthroline Complex ◽  
Maximum Absorption Wavelength ◽  
Absorption Wavelength

An analytical method for the spectrophotometric determination of some phenolic compounds, i.e.: pyrocathecol and pyrogallol based on their redox reaction with iron(III)-phenanthroline complex has been developed. These two compounds, in appropriate conditions, reduce iron(III)-phenanthroline complex to yield very stable and color-intense complex of iron(II)-phenanthroline, [Fe(phen)2]2+, whose concentration is equivalent to the amount of pyrocathecol or pyrogallol in the solution, and is easily detected by spectrophotometric method. Some parameters influencing the sensitivity of the determination were optimized. These included maximum absorption wavelength, pH of the solution, time and temperature of heatingand reagent to analyte minimum mole-ratio. Using the optimum conditions obtained, the analytical performance of the method was examined and the developed method was then applied to analyzed pyrocathecol and pyrogallol contents in several river water of Yogyakarta, Indonesia. Result of the study showed that the optimum conditions for the determination of pyrocathecol are as follows: maximum absorption wavelength (lmax) at 510 nm, pH of the solution = 4, heating time = 120 min, heating temperature = 70 0C and the minimum mole ratio of reagent to analyte is 8. On the other hand, the optimum conditions for the determination of pyrogallol are as follows: maximum absorption wavelength (lmax) at 510 nm, pH of the solution = 5, heating time = 90 min, heating temperature = 90 0C and the minimum mole ratio of reagent to analyte is 7. At the corresponding conditions of analysis, calibration curves for pyrocathecol and pyrogallol are linear in the range concentration of 0.00 - 0.16 ppm and 0.00 - 0.24 ppm, respectively. The correlation coefficients for both compounds were found to be higher than 0.998 and the detection limits went down below 0.07 ppm. It has been demonstrated that the developed method can be applied for the determination of pyrocathecol and pyrogallol contents in natural samples.   Keywords: Spectrophotometry, phenolic compounds, 1,10-phenanthroline, redox reaction

Study on Determination of Glucose in Amylofermentation Liquid Using Ultraviolet Spectrophotometry

2012 ◽  
Vol 538-541 ◽  
pp. 2434-2437 ◽  
Author(s):  
Bao Shan He ◽  
Na Gao ◽  
Fang Wei ◽  
Qi Yu Lu
Keyword(s):  
Hydrogen Peroxide ◽  
Glucose Oxidase ◽  
Optical Method ◽  
Maximum Absorption ◽  
Ultraviolet Spectrophotometry ◽  
Titanyl Oxalate ◽  
Maximum Absorption Wavelength ◽  
Absorption Wavelength

In the presence of glucose oxidase, glucose in samples was oxygenated to hydrogen peroxide, the solution turned from colourless to yellow upon the reaction of potassium titanyl oxalate to the generated hydrogen peroxide. Using ultraviolet spectrophotometry, a new optical method for detecting glucose in amylofermentation liquid has been established. Results demonstrated that glucose concentrations were proportional to absorbance at the maximum absorption wavelength of 380 nm. A favorable linearity was presented in the range of 1 mmol/L to 60 mmol/L. The linear coeffciency was 0.993. This method was simple, reliable, and could be used for determing glucose in samples.

Study on Composite Photochromic Properties of New Diarylethenes Bearing Naphthyl Rings

2012 ◽  
Vol 583 ◽  
pp. 134-137
Author(s):  
Pan Pan Ren ◽  
Shou Zhi Pu
Keyword(s):  
Visible Light ◽  
Uv Light ◽  
Amorphous Film ◽  
Optoelectronic Properties ◽  
Pmma Film ◽  
Amorphous Films ◽  
Photochromic Properties ◽  
Reversible Cyclization

A novel photochromic diarylethene, 1-[(2-methyl-5-(4-fluorophenyl)-3-thienyl)]-2-(2-methyl-1-naphthyl) perfluorocyclopentene (1o), was synthesized. Its optoelectronic properties, such as photochromism in solution as well as in poly-methylmethacrylate (PMMA) amorphous films, fluorescences switch were investigated in detail. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film, and its absorption maxima were observed at 511 nm in hexane and at 522 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light.

Research on Photochromic Compounds with Efficient Synthesis and Photochromic Properties of 1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(4-pentylphenyl)-3-thienyl] perfluorocyclopentene

2014 ◽  
Vol 1003 ◽  
pp. 39-42
Author(s):  
Jun Jie Song ◽  
Gang Liu
Keyword(s):  
Fluorescence Intensity ◽  
Uv Light ◽  
Pmma Film ◽  
Efficient Synthesis ◽  
Photochromic Properties ◽  
Photochromic Compounds

A novel isomeric photochromic diarylethene, 1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(4-pentylphenyl)-3-thienyl] perfluorocyclopentene, was designed and synthesized. Its fluorescent and photochromic properties were also studied in detail. The compound exhibited excellent photochromism, changing from colorless to bule after irradiation with UV light both in solution and in PMMA film. In addition, the fluorescence intensity of the photochromic diarylethene 1a declined remarkably, when irradiation with UV light.

Novel Photochromic Molecules Based on 4,5-Dithienyl Thiazole with Fast Thermal Bleaching Rate

2007 ◽  
Vol 19 (14) ◽  
pp. 3479-3483 ◽  
Author(s):  
Shigekazu Kawai ◽  
Takuya Nakashima ◽  
Kazuhiko Atsumi ◽  
Toshiyuki Sakai ◽  
Miki Harigai ◽  
...  
Keyword(s):  
Thermal Bleaching ◽  
Photochromic Molecules ◽  
Bleaching Rate

Synthesis, and Properties of 1-[2-methyl-5-(1,3-difluorophenyl)-3-thienyl]-2-[2-methyl-5-(4-methoxylphenyl)-3-thienyl]perfluorocyclopentene

2014 ◽  
Vol 952 ◽  
pp. 88-91
Author(s):  
Zhao Yan Tian ◽  
Feng Xia Sun ◽  
Shou Zhi Pu
Keyword(s):  
Visible Light ◽  
Phenyl Ring ◽  
Uv Light ◽  
Maximum Absorption ◽  
Methoxyl Group ◽  
Pmma Film ◽  
Ring Form ◽  
Hexane Solution

A new unsymmetrical photochromic diarylethene 1-[2-methyl-5-(1,3-difluorophenyl)-3-thienyl]-2-[2-methyl-5-(4-methoxylphenyl)-3-thienyl] perfluorocyclopentene has been synthesized,which a methoxyl group was substituted at the para-positions of the terminal phenyl ring. The photochromism of this compound was investigated, the results showed that this compound exhibited reversible photochromism, inducing cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in a PMMA film. When irradiated 297 nm UV light, in hexane solution the maximum absorption was observed at 289 nm and 588 nm in opening-ring form and in close-ring form, respectively.

Efficient, Synthesis, Photochromism Properties of a Hybrid Diarylethene

2011 ◽  
Vol 197-198 ◽  
pp. 522-525
Author(s):  
Wei Jun Liu ◽  
Shou Zhi Pu ◽  
Duo Hua Jiang ◽  
Pei Jian Yan
Keyword(s):  
Fluorescence Intensity ◽  
Phenyl Ring ◽  
Uv Light ◽  
Pmma Film ◽  
Efficient Synthesis ◽  
Photochromic Properties ◽  
Closed Ring ◽  
Fluorescence Switch ◽  
Open Ring ◽  
Reversible Cyclization

An unsymmetrical diarylethene derivative bearing both phenyl and thiophene moieties, in which a methoxyl group was substituted at the para-positions of the terminal phenyl ring, was synthesized. At the same time, its photochromic properties and fluorescence switch were investigated in detail. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 297 nm UV light in hexane.

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