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Crystal Structure and Crystalline State Multiphotochromism Properties of a Fused Diarylethene Dimer
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作者 范丛斌 刘洋 +1 位作者 张道彬 蒲守智 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2019年第2期251-256,167,共7页
The crystal structure of fused photochromic diarylethene dimer, 1,4-bis-[4-(4-{2-(5-phenyl)-2-methyl-thiophen-3-yl]-3,3,4,4,5,5-hexafluoro-cyclopent-1-enyl}-5-methyl-thiophen-2-yl) buta-1,3-diyne(1 oo, C46 H23 F12 S4)... The crystal structure of fused photochromic diarylethene dimer, 1,4-bis-[4-(4-{2-(5-phenyl)-2-methyl-thiophen-3-yl]-3,3,4,4,5,5-hexafluoro-cyclopent-1-enyl}-5-methyl-thiophen-2-yl) buta-1,3-diyne(1 oo, C46 H23 F12 S4) was determined by single-crystal X-ray diffraction analysis. This crystal belongs to the triclinic system, space group P1 with a = 7.546(3), b = 8.869(3), c = 16.196(5), α = 98.000(4)°, β = 100.803(4)°, γ = 98.449(4)°, Z = 2, V = 1037.6(6) ?~3, Dc = 1.496 mg/m^3, μ = 0.317, F(000) = 474, the final R = 0.0428 and wR = 0.1199 for 4115 observed reflections(I > 2σ(I)). Further study demonstrated this compound underwent reversible photochromism with color-switching between colorlessness and green in crystalline state. Upon 365 nm irradiation, the diarylethene shows one step photochromism to form isomer 1 oc. When irradiated with 312 nm, the stepwise photocyclization reactions occurred in diarylethene dimer through the line of 1 oo to 1 oc to 1 cc. 展开更多
关键词 single crystal X-RAY diarylethene PHOTOCHROMISM DIMER
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Synthesis, Photochromic Property and Application for Optical Recording of a New Asymmetrical Diarylethene
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作者 Huirong Du Shangfen Gao Li Yang 《International Journal of Organic Chemistry》 2012年第4期387-390,共4页
The reversible molecule switching of an assymmetrical photochromic diarylethene 1-[2-methy1-5-(3-chlorophenyl)-3-thienyl]-2-(1,2-dimethy1-3-indol) perfluorocyelopentene (1a) has been prepared for the examination of ph... The reversible molecule switching of an assymmetrical photochromic diarylethene 1-[2-methy1-5-(3-chlorophenyl)-3-thienyl]-2-(1,2-dimethy1-3-indol) perfluorocyelopentene (1a) has been prepared for the examination of photo-switching, fluorescence switching. This compound exhibited reversible photochromism, changing from colorless to blue after irradiation with UV light both in solution and in poly-methyl methacrylate (PMMA) amorphous film. Also, it exhibited remarkable fluorescence switching in the solid state. Using diarylethene 1b/PMMA film as recording medium, polarization optical recording was performed perfectly by a He-Ne laser with 633 nm wavelength. The results demonstrated that it can be potentially used as polarization optical recording medium. 展开更多
关键词 diarylethene FLUORESCENCE Optical RECORDING
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Spiro-conjugated indenodiarylethenes: enabling steric-induced electronic tuning of photochromic and photoluminescent properties by spiro-conjugation 被引量:1
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作者 Tingting Huang Hongyu Liu +7 位作者 Yawen Bang Yanpei Wang Yuan Liang Xinhao Wang Yang Zhang Sheng Xie Zebing Zeng Ben Zhong Tang 《Science China Chemistry》 SCIE EI CAS CSCD 2020年第11期1659-1665,共7页
Light-operated excited-state photochemical reactions and the resulting photochromic materials have gained significant attention for their promising technological applications in molecular electronic and photonic devic... Light-operated excited-state photochemical reactions and the resulting photochromic materials have gained significant attention for their promising technological applications in molecular electronic and photonic devices.To obtain photochromic materials(e.g.,diarylethenes)with desired properties,the way to tune energy processes of the excited state is essentially important,from both fundamental and practical viewpoints.The modified diarylethenes mostly focused on structural improvements to achieve efficient photochromism.We report here two new spiro-conjugated indenodiarylethenes(named,SFI-Th and SFI-Sul)with an orthogonally arranged spiroπ-scaffold.The spiro fluorene sterically constrains the free volume of photoactive side aromatic rings,while the spiro-conjugation points toward modulation of the decaying channels of excited-state energy,thus allowing for tuning photochromic performances.These spirodiarylethenes SFI-Th and SFI-Sul are readily accessible with low cost and show distinct photochromic and photoluminescent properties.On one hand,the SFI-Th bearing bisthienyl side rings,is an excellent photochromic switch showing high thermal stability and high fatigue resistance in both solution and amorphous state,likely benefited from steric-induced excited-state energy transfer into reversible photochemical reactions,owing to higherπ-orbital spiro-conjugation between the two molecular halves.On the other hand,the SFI-Sul with bissulfonyl side rings,most notably,displays quantitative photocyclization to yield SFI-Sulc upon excitation.However,the ring-closed SFI-Sulc has an extremely slow photocycloreversion,and meanwhile immediately switches on emissive state with a strong fluorescence(Φf=0.57 in amorphous powder state).We study the modulated roles of spiroπ-scaffold in both cases computationally and experimentally,and attribute the facilitated photochemical reaction to the positively electronic effects of spiro-conjugation,and the photo-responsive radiative transition to the negatively electronic effects of spiro-conjugation,respectively.In all,this work demonstrates that the spiro-conjugation is a new and efficient strategy to deliver excitation energy transfer(EET)for featured photochromic properties,due to its advantage in steric-induced electronic modulation. 展开更多
关键词 diarylethene photochromic reaction spiro-conjugation steric-induced electronic effect excited-state energy
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Photoswitchable Photon Upconversion from Turn-on Mode Fluorescent Diarylethenes 被引量:1
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作者 Jianlei Han Jian Zhang +2 位作者 Tonghan Zhao Minghua Liu Pengfei Duan 《CCS Chemistry》 CAS 2021年第1期665-674,共10页
Photon upconversion(UC)is one kind of anti-Stokes shift process,which generally requires a combination of two or more low-energy photons to produce one high-energy photon.However,another interesting anti-Stokes proces... Photon upconversion(UC)is one kind of anti-Stokes shift process,which generally requires a combination of two or more low-energy photons to produce one high-energy photon.However,another interesting anti-Stokes process,namely,single-photon-absorption-based upconversion(SPA-UC),can take place by exciting thermally excited vibrational-rotational energy levels of ground state to the first level of excited state.This phenomenon is less involved in organic systems due to the limitation of appropriate materials.Herein,for the first time,we have demonstrated a series of turn-on mode fluorescent diarylethenes,including Thiophene-and p-alkoxybromo-substituted phenyl-substituted derivatives(DAES and DAEC4),which exhibited SPA-UC phenomenon in the closed-ring state.An anti-Stokes shift of 0.36 eV was observed in these molecules,which was the highest value accessible in such UC systems.A relatively high quantum efficiency(13.5%)was evaluated through a relative method by using methylene blue as a standard.Phonon-assisted or hot band absorption was in charge of the achievement of SPA-UC.Besides,the upconverted emission could be switched on/off by cyclization and cycloreversion reaction,regulated by UV–visible light.Thus,this unique finding of the SPA-UC phenomena in photoswitchable diarylethenes might enrich the development of new molecular engineering strategies for designing photofunctional materials. 展开更多
关键词 photon upconversion PHOTOCHROMISM diarylethene single-photon absorption fluorescence
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A novel family of diarylethene-phthalocyanine dyad systems for nondestructive data processing
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作者 CHEN ZiHui LI ZhongYu +2 位作者 BIN YueJing HUANG Lei ZHANG FuShi 《Science China Chemistry》 SCIE EI CAS 2008年第3期263-268,共6页
A novel family of diarylethene (DTE)-phthalocyanine (Pc) dyad systems were designed and synthesized. It was found that the significant change in the extension of the linear π-conjugation of DTE when irradiated by 254... A novel family of diarylethene (DTE)-phthalocyanine (Pc) dyad systems were designed and synthesized. It was found that the significant change in the extension of the linear π-conjugation of DTE when irradiated by 254 nm UV light directly made the absorption of the Q-band of phthalocyanine decrease. Detecting the absorption changes of the Q-band would not induce the reversible photochromic reaction. Therefore, non-destructive readout was feasible based on the spectral changes of the Q-band when such materials were used as storage media. 展开更多
关键词 PHOTOCHROMISM diarylethene PHTHALOCYANINE non-destructive READOUT
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Progress on photochromic diarylethenes with aggregation induced emission
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作者 Nuo-Hua XIE Ying CHEN +2 位作者 Huan YE Chong LI Ming-Qiang ZHU 《Frontiers of Optoelectronics》 EI CSCD 2018年第4期317-332,共16页
Among various photochromic compounds, diarylethenes (DAEs)have been widely studied and applied due to their excellent thermal bistability and fatigue resistance.Most researches are focused on the properties and applic... Among various photochromic compounds, diarylethenes (DAEs)have been widely studied and applied due to their excellent thermal bistability and fatigue resistance.Most researches are focused on the properties and applications of DAEs in solution.However, they meet the problem of fluorescence quenching at high concentration or at solid state which limits their performance in the practical applications.Fortunately,the DAE based photochromic aggregation-induced emission (AIE) materials do well in addressing this problem.This work here reviews the current research progress on the structures,properties and applications of the DAE based photochromic AIE materials and points out some existing problems so as to promote subsequent development of this field in the future. 展开更多
关键词 aggregation-induced emission (AIE) photo-chromism diarylethene (DAE) fluorescence photoswitch- ing optical memory super-resolution imaging
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Crystal Structure and Photoreactive Properties of 1-(2,5-Dimethyl-3-thienyl)-2-[2-methyl-5-(N-(quinolin-8-yl)-2-carboxamide)-3-thienyl)]perfluorocyclopentene 被引量:1
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作者 张丛丛 祝玲 +1 位作者 范丛斌 蒲守智 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2016年第3期413-420,共8页
The photochromic title compound,C_(26)H_(18)F_6N_2OS_2,contains a 2,5-dimethylthiophene ring and a N-formyl aminoquinolinyl thiophene ring on the C=C double bond of the cyclopentene ring.The dihedral angles between th... The photochromic title compound,C_(26)H_(18)F_6N_2OS_2,contains a 2,5-dimethylthiophene ring and a N-formyl aminoquinolinyl thiophene ring on the C=C double bond of the cyclopentene ring.The dihedral angles between the cyclopentene and attached N-formyl aminoquinolinyl thiophene ring and 2,5-dimethylthiophene ring are 63.0° and 137.1°,respectively.The dihedral angle between the thiophene ring and the adjacent aminoquinoline ring is 5.7°.The molecule adopts an antiparallel conformation,with a distance between the two photoreactive C atoms of 3.763 ?.In addition,the absorption and fluorescence spectral changes were measured in acetonitile and solid at room temperature,and the result showed that the title compound could undergo photochromic reaction in both states. 展开更多
关键词 SINGLE-CRYSTAL X-ray diarylethene PHOTOCHROMISM
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一种快速响应的光致变色SCC-MOF用于光开关和信息加密
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作者 宋玙潘 张佳妮 +4 位作者 王俊如 李恺 袁迎雪 李波 臧双全 《Science China Materials》 SCIE EI CAS CSCD 2024年第2期698-704,共7页
由于银硫簇的不稳定性和有限的刺激响应特性,构建新型的具有光开关性质的银-硫簇基金属有机框架(SCC-MOF)面临着重大挑战.基于此,本文设计并合成了一种新型光致变色的SCC-MOF(Ag_(12)-BMPTC),该材料利用二芳基乙烯配体和银硫簇前驱体通... 由于银硫簇的不稳定性和有限的刺激响应特性,构建新型的具有光开关性质的银-硫簇基金属有机框架(SCC-MOF)面临着重大挑战.基于此,本文设计并合成了一种新型光致变色的SCC-MOF(Ag_(12)-BMPTC),该材料利用二芳基乙烯配体和银硫簇前驱体通过溶剂缓慢挥发而得到.Ag_(12)-BMPTC在365和500 nm光照射下表现出优异的可逆光响应特性.此外,这种光开关性质为其在信息加密和手性开关方面提供了潜在应用.本研究不仅扩大了SCC-MOF的种类,而且为设计和合成新型光致变色材料提供了新的思路和潜在应用. 展开更多
关键词 silver nanoclusters metal-organic frameworks PHOTOCHROMISM diarylethene information encryption
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基于可重构光开关多态荧光聚合物的信息加密工具箱 被引量:1
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作者 姜佳伟 张培盛 +5 位作者 田勇 林众 张崇华 崔家喜 陈建 陈旭东 《Science China Materials》 SCIE EI CAS CSCD 2023年第5期1949-1958,共10页
具有坚固、智能、且易于编程等特性的信息加密材料对于防止信息泄露和打击造假具有重要意义.为此,我们开发了一种信息加密材料工具箱,该工具箱基于一系列新型的自修复光开关双态(P1和P2)和多态(P3)荧光聚合物.这类聚合物含有两种二芳基... 具有坚固、智能、且易于编程等特性的信息加密材料对于防止信息泄露和打击造假具有重要意义.为此,我们开发了一种信息加密材料工具箱,该工具箱基于一系列新型的自修复光开关双态(P1和P2)和多态(P3)荧光聚合物.这类聚合物含有两种二芳基乙烯光致变色荧光基团(SDTE和BTBA)和四重氢键构筑单元(UPy).在不同波长的光照射下,P1/P2可以在绿-猝灭/红-猝灭两态之间交替,而P3可以在红-绿-猝灭三态之间变化.它们可以作为像素单元用来制备可重构的图案和代码;所得到的图案和代码均显示出良好的机械性能和优异的光学特性,包括快速的光响应性、突出的光可逆性、优异的荧光热稳定性和抗酸碱腐蚀的能力.本文展示了该工具箱在3D代码阵列和二维码信息加密中的应用潜能. 展开更多
关键词 PHOTOSWITCH diarylethene self-healing polymer thermal stability information encryption
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Acid/alkali gated photochromism of two diarylperfluorocyclopentenes 被引量:1
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作者 CHEN ZiHui1, ZHAO ShengMin2, LI ZhongYu1, ZHANG Zhi1 & ZHANG FuShi1 1 The Key Lab of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084, China 2 Lab of Printing & Packing Materials and Technology-Beijing Area Major Laboratory, Beijing Institute of Graphic Communication, Beijing 100084, China 《Science China Chemistry》 SCIE EI CAS 2007年第5期581-586,共6页
Two novel diarylfuorocyclopentenes, which underwent gated photochromism, were synthesized. It was found that the photochromic property of these diarylethenes could be switched by alternative addition of acids/alkalis,... Two novel diarylfuorocyclopentenes, which underwent gated photochromism, were synthesized. It was found that the photochromic property of these diarylethenes could be switched by alternative addition of acids/alkalis, which could provide a new design strategy toward chemical threshold photoreaction. 展开更多
关键词 photochromism diarylethene GATED reactivity PYRIDINIUM BETAINE
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Photoresponsive aggregation-induced emission polymer film for anti-counterfeiting
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作者 Hong Yang Mengqi Li +2 位作者 Weijun Zhao Zhiqian Guo Wei-Hong Zhu 《Chinese Chemical Letters》 SCIE CAS CSCD 2021年第12期3882-3885,共4页
The development of solid-state smart materials, in particular those showing photoresponsive luminescence, is highly desirable for their cutting edge applications in displays, sensors, data-storage, and anticounterfeit... The development of solid-state smart materials, in particular those showing photoresponsive luminescence, is highly desirable for their cutting edge applications in displays, sensors, data-storage, and anticounterfeiting. However, to achieve both excellent photoresponsive performance and bright luminescence in solid state remains challenge. Herein, we integrate a novel photochromic fluorophore YL into flexible polymer chains, thereby enabling the resultant polymer PYL with reversible photoisomerization upon aggregation. Remarkably, the polymer PYL possesses excellent photochromic properties and aggregationinduced emission(AIE) activity, which can be attributed to the photoactive YL moiety. Upon light exposure, its film exhibits reversibly off-to-on fluorescent modulation with quick response, high emission efficiency and signal contrast, sharply different from the weak emission in solution. The novel photoresponsive AIE polymer with invisible/visible color and fluorescence transformation allows for advanced anti-counterfeiting applications. This work provides an efficient platform for constructing solid-state photocontrollable luminescent materials. 展开更多
关键词 Aggregation-induced emission Photoresponsive luminescence diarylethene PHOTOCHROMISM Polymer film ANTI-COUNTERFEITING
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Reversible light-driven magnetic switching of salen cobalt complex
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作者 Song Wan Mengqi Li +4 位作者 Zhipeng Zhang Hancheng Xi Hong Yang Qianfu Luo Wei-Hong Zhu 《Science China Chemistry》 SCIE EI CAS CSCD 2020年第9期1191-1197,共7页
Spin-crossover(SCO)metal complexes are expected to be widely used in data storage materials,display devices and sensors.Although a lot of spin-crossover photoswitches have been developed,the reversible photomodulation... Spin-crossover(SCO)metal complexes are expected to be widely used in data storage materials,display devices and sensors.Although a lot of spin-crossover photoswitches have been developed,the reversible photomodulation cases that work at room temperature are limited.Herein,a novel cobalt complex o-1-Co(II)wherein the salen unit bridges with bis-diarylethene has been designed as switch to construct"off-on"logic operation at room temperature.The complex o-1-Co(II)displays an abrupt,reversible and hysteretic spin crossover(T1/2↓=166 K,T1/2↑=177 K,andΔT1/2=11 K)between the high-spin(HS)and low-spin(LS)states.Meanwhile,photocyclization of o-1-Co(II)with UV light produces a photoresponsive closed form c-1-Co(II),which always stays at low-spin without SCO at all.Moreover,the magnetic switching of the complex can also be achieved with redox reactions between Co(II)and Co(III). 展开更多
关键词 PHOTOCHROMISM diarylethene salen complex SPIN-CROSSOVER magnetic switch
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Photoresponsive organic field-effect transistors involving photochromic molecules
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作者 Li-Na Fu Bing Leng +1 位作者 Yong-Sheng Li Xi-Ke Gao 《Chinese Chemical Letters》 SCIE CAS CSCD 2016年第8期1319-1329,共11页
In recent years,organic field-effect transistors(OFETs) with high performance and novel multifunctionalities have attracted considerable attention.Meanwhile,featured with reversible photoisomerization and the correspo... In recent years,organic field-effect transistors(OFETs) with high performance and novel multifunctionalities have attracted considerable attention.Meanwhile,featured with reversible photoisomerization and the corresponding variation in color,chemical/physical properties,photochromic molecules have been applied in sensors,photo-switches and memories.Incorporation of photochromic molecules to blend in the device functional layers or to modify the interfaces of OFETs is common way to build photo-transistors.In this review,we focus on the recent advantages on the study of photoresponsive transistors involving one of three typical photochromic compounds spiropyran,diarylethene and azobenzene.Three main strategies are demonstrated in detail.Firstly,photochromic molecules are doped in active layers or combined with semiconductor structure thus forming photoreversible active layers.Secondly,the modification of dielectric layer/active layer interface is mainly carried out by bilayer dielectric.Thirdly,the photo-isomerization of self-assembled monolayer(SAM) on the electrode/active layer interface can reversibly modulate the work functions and charge injection barrier,result in bifunctional OFETs.All in all,the combination of photochromic molecules and OFETs is an efficient way for the fabrication of organic photoelectric devices.Photoresponsive transistors consisted of photochromic molecules are potential candidate for real applications in the future. 展开更多
关键词 器官的地效果晶体管 Photoresponsive 晶体管 对光反应变色分子 SPIROPYRAN diarylethene 偶氮苯
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