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以1,8-萘酰亚胺为原料,合成了两种含萘酰亚胺官能团的乙烯基单体(NAPa和NAPb)。通过核磁、元素分析、紫外吸收光谱等对化合物结构进行了表征。并以这两种化合物为单体,通过原子转移自由基聚合(ATRP)的方法合成了它们均聚物,用1H-NMR ,GPC等对均聚物的结构进行了表征。研究了单体及其聚合物在不同浓度、不同溶剂以及在聚合物薄膜中的激发和发射荧光光谱,考察了聚合物浓度、溶剂极性等对荧光的影响。结果表明,单体和均聚物都具有较强的绿色荧光, 均聚物的荧光量子效率(φPNAPa=0.34, φPNAPb=0.35)高于单体的荧光量子效率(φNAPa=0.25, φNAPb=0.27)。 相似文献
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合成了3种可聚合的1,8-萘酰亚胺衍生物, 并研究了其在二甲基亚砜(DMSO)溶液中的光物理性质. 这些化合物表现出的光物理性质与其电子环境有关. 通过溶胶-凝胶法制备了可聚合1,8-萘酰亚胺衍生物与硅氧烷的共聚物. 尽管3种萘酰亚胺衍生物C-4位的取代基不同, 但在3-氨丙基三乙氧基硅烷(APTES)固凝胶中摩尔分数为0.06%时荧光强度均最大. 利用 29Si MAS NMR对合成材料进行了表征, 结果表明, 硅氧烷的缩聚程度影响材料的荧光强度, 说明材料中荧光单元的分子运动对材料的荧光性能有重要影响. 相似文献
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新型三嗪桥连的双1,8-萘酰亚胺衍生物的合成及其光物理行为 总被引:1,自引:0,他引:1
以1,8-萘酰亚胺和三聚氯氰为主要原料, 合成了两种由三嗪环桥连的双1,8-萘酰亚胺化合物3 和5. 采用紫外-可见光谱和荧光光谱等手段考察了两种化合物在不同溶剂中的光物理行为. 与参比化合物N-丁基-1,8-萘酰亚胺相比, 在二氯甲烷、三氯甲烷和甲醇等极性溶剂中, 化合物3和5除了在短波区(λ<400 nm)存在1,8-萘酰亚胺的特征荧光发射峰外, 在长波区(>450 nm)均产生一个较强的新荧光发射峰, 表现出分子内激基缔合物的光物理行为. 与化合物5相比, 由于化合物3特殊的构象异构, 其荧光强度发生严重的猝灭. 在非极性溶剂甲基环己烷中, 化合物5 由于存在较强的分子间氢键作用而聚集, 受激后形成了较稳定的分子间激基缔合物, 但未观察到明显的分子内激基缔合物的形成. 在甲苯溶剂中, 化合物3和5与甲苯分子形成了激基复合物, 并未形成分子内激基缔合物. 进一步研究3和5的固态激发态性质, 发现化合物3和5的固体薄膜受激后分别在465和469 nm处出现激基缔合物的特征荧光发射峰. 相似文献
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在树枝(dendron)上引入特定的功能单元,将多个具有特定功能团(咔唑)连接起来.形成功能化树枝状周边分子团簇,然后将它们分别与核心色素萘酰亚胺相连接,合成新型周边树枝状功能化的有机发光材料(共三代)。稳态荧光研究发现周边功能团吸收的能量能以较高的效率传递给中心核色素萘酰亚胺。其传输效率与化合物的树枝代数密切相关,具有特殊的光采集、光放大效应。瞬态荧光研究表明树枝化合物中的咔唑单元都呈双指数衰减特征,其中较短荧光寿命成分是咔唑和萘酰亚胺单元之间的相互作用。 相似文献
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含萘酰亚胺基的树枝状化合物具有特殊的发光性能和电学性质,其中一个重要特征是它还具有优异的光诱导电子转移性能,从而引起了人们的广泛关注.近年来科学家们已经合成了多种新型的含萘酰亚胺基树枝状化合物,它们在众多领域具有潜在的应用价值.综述了近年来含萘酰亚胺基的树枝状化合物的研究进展,介绍了部分树枝状萘酰亚胺基化合物的合成及其应用,这些化合物由于其独特的结构特点而具有特殊的性能,在化学传感器、光捕获天线材料、有机电致发光器件、药物传输、环境污染检测等领域具有重要的应用价值.最后,展望了此类化合物良好的应用前景. 相似文献
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本文合成了一种新型含萘酰亚胺六元环结构的双氯单体BCNPI, 然后将其与双酚A双钠盐在环丁砜中高温缩聚, 得到一种新型含萘聚醚酰亚胺, 并对其基本性能进行表征. 相似文献
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合成了9个新的萘酰亚胺-多胺缀合物,化合物的结构经元素分析,1H NMR,13C NMR和MS确证.经MTT[3-(4,5-二甲基噻唑-2)-2,5-二苯基四氮唑溴盐]法对白血病细胞(K562)、人乳腺癌细胞(MB-231)和肝癌细胞(7721)体外活性测试.结果显示多数化合物对肿瘤细胞具有抑作用,尤其是化合物5a的抗肿瘤活性优于处于III期临床试验阶段药物氨萘非特(Amonafide).化合物5a与鲱鱼精DNA-EB作用的荧光光谱研究提示:DNA-EB与萘酰亚胺-多胺作用引起的荧光淬灭机制属于静态淬灭,DNA与萘酰亚胺-多胺物结合模式是扦插结合. 相似文献
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巯基氨基酸水平异常与多种疾病相关,其检测仍存在一定的局限,研究检测巯基氨基酸的荧光探针具有一定的价值.以苊为原料合成了61个1,8-萘酰亚胺衍生物,研究了该类化合物的荧光性能及其作为半胱氨酸含量测定的荧光探针的可能性.紫外光谱分析表明1,8-萘酰亚胺衍生物上N-取代基对最大吸收波长无明显影响;荧光光谱(FL)的性能测试显示硝基萘酰亚胺衍生物N-甲基-4-硝基-1,8-萘二甲酰亚胺(4a)~4-硝基-N-间氟苯基-1,8-萘二甲酰亚胺(4s)无荧光,氨基萘酰亚胺衍生物N-甲基-4-氨基-1,8-萘二甲酰亚胺(5a)~4-氨基-N-间氟苯基-1,8-萘二甲酰亚胺(5s)有强烈黄色荧光,而马来酰亚胺萘酰亚胺衍生物N-甲基-4-(1H-吡咯-2,5-二酮-1-基)-1,8-萘二甲酰亚胺(6a)~4-(1H-吡咯-2,5-二酮-1-基)-N-(间氟苯基)-1,8-萘二甲酰亚胺(6s)有微弱蓝色荧光,其中7个马来酰亚胺萘酰亚胺衍生物探针对半胱氨酸(Cys)溶液有荧光点亮效应.对7个探针加入21种其它氨基酸作为干扰项的测试显示探针对半胱氨酸检测有良好的选择性.研究了不同pH值下荧光强度,检测探针与半... 相似文献
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Stephane Dumas Ivo Grabchev Polia Stoikova Jerome Chauvin Jean-Marc Chovelon 《Journal of photochemistry and photobiology. A, Chemistry》2009,201(2-3):237-242
The paper reports on the synthesis of two new benzanthron derivatives with intense yellow-orange fluorescence and their copolymers with styrene. The photophysical characteristics of the new low and high molecular weight fluorescent compounds have been studied in organic solvents of different polarity. The effect of the chemical nature of the C-3 substituent on the photophysical properties of the new dyes is discussed. The complexes formed between the benzanthron fluorophores and metal cations in solution have been studied with regard to potential applications as fluorescent sensors for metal ion contamination. The results show that the C-3 substituent determines a selective response to the presence of Cu2+ cations. In the case of copolymers the effect of the metal cations on the fluorescence intensity is negligible. 相似文献
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A series of sphere-rod shape amphiphiles were designed and synthesized by connecting the rod-like oligofluorenes with different lengths(OF_n) to the different positions of the spherical [60]fullerene(C_(60)) through a rigid linkage. The conjugates were characterized by ~1H-NMR, ~(13)C-NMR, FTIR, EA and MALDI-TOF mass spectrometry. The optical and electronic properties of the conjugates were studied by UV-Vis absorption spectroscopy, fluorescence spectrometry, and cyclic voltammetry. The results from UV-Vis absorption spectroscopy and cyclic voltammetry indicated that the energy profiles of C_(60) and OF_n remained unchanged when different lengths of OF_n were attached to C_(60). The electron affinities of the OF_n-C_(60) conjugates were close to that of C_(60), while slight electronic interaction was found between the two individual chromophores(C_(60) and OF_n) in their ground states. The fluorescence spectra exhibited a complete fluorescence quenching in the toluene solution, suggesting an effective energy transfer from OF_n to C_(60). It presents a systematic study on the selfassembly, structure-property relationship, and potential technical applications of the conjugates. 相似文献
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Patricia Remón Cátia Parente Carvalho Dr. Carlos Baleizão Prof. Dr. Mario Nuno Berberan‐Santos Dr. Uwe Pischel 《Chemphyschem》2013,14(12):2717-2724
New C60 and C70 fullerene dyads formed with 4‐amino‐1,8‐naphthalimide chromophores have been prepared by the Bingel cyclopropanation reaction. The resulting monoadducts were investigated with respect to their fluorescence properties (quantum yields and lifetimes) to unravel the role of the charge‐transfer naphthalimide chromophore as a light‐absorbing antenna and excited‐singlet‐state sensitizer of fullerenes. The underlying intramolecular singlet–singlet energy transfer (EnT) process was fully characterized and found to proceed quantitatively (ΦEnT≈1) for all dyads. Thus, these conjugates are of considerable interest for applications in which fullerene excited states have to be created and photonic energy loss should be minimized. In polar solvents (tetrahydrofuran and benzonitrile), fluorescence quenching of the fullerene by electron transfer from the ground‐state aminonaphthalimide was postulated as an additional path. 相似文献
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《化学:亚洲杂志》2017,12(8):830-834
Organic luminophores have been increasingly applied in various fields and the corresponding structural studies are emerging as hot topics, which supply essential information on the relationships between molecular structures and photophysical properties. Herein, a series of 9‐styrylanthracene‐based luminophores with different geometries (symmetrical DTVA , asymmetrical TVA and CPVA ) were facilely synthesized for a systematical photophysical invesitigation. The targets display reversible and diverse mechanofluorochromism in the solid state. In particular, DTVA and TVA exhibit an obviously higher solid‐state fluorescence quantum efficiency and distinctive AIE‐active behavior, with contrary emission shifts under external force. Moreover, DTVA and TVA showed high sensitivity for detection of picric acid (PA) in aggregated states. This study may be helpful to reveal the structural essence of luminesecent materials and pave the way to the development of novel functional luminophores. 相似文献
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Dhar S Singha Roy S Rana DK Bhattacharya S Bhattacharya S Bhattacharya SC 《The journal of physical chemistry. A》2011,115(11):2216-2224
The solvatochromic behavior of two newly synthesized naphthalimide derivatives (I and II) which have potential antioxidative activities in anticarcinogenic drug development treatment, has been monitored in protic and aprotic solvents of different polarity applying steady-state and time-resolved fluorescence techniques. The compounds exhibit unique photophysical response in different solvent environments. The spectral trends do not appear to originate only from changes in the solvent polarity but also indicate that hydrogen bonding interactions and intramolecular charge transfer (ICT) influence the energy of electronic excitation of the compounds. Incorporation of an amino group at C(4) position of the naphthalimide ring in II makes it behave differently from I in terms of spectral characterization and fluorescence efficacy of the systems. The nonradiative relaxation process of the compounds is governed by medium polarity. The ground state geometry, lowest energy transition, and the UV-vis absorption energy of the compounds were studied using density functional theory (DFT) and time-dependent density functional theory (TDDFT) at the B3LYP/6-31G* level, which showed that the calculated outcomes were in good agreement with experimental data. 相似文献
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E. V. Antina E. V. Rumyantsev N. A. Dudina Yu. S. Marfin L. A. Antina 《Russian Journal of General Chemistry》2016,86(9):2209-2225
The results of research on the correlation between molecular structure and spectral luminescent and photophysical properties for a new class of dyes and luminophores based on dipyrrins, bis(dipyrrins), and their coordination compounds in different media are summarized. The new perspective applications of dipyrrin dyes and luminophores as fluorescent sensors for measuring the polarity, viscosity, and temperature of the medium and highly sensitive and selective fluorescent “off-on” chemosensors for detecting Zn2+, Cd2+, and Hg2+ cations in weakly polar and nonpolar organic solvents and biological systems are discussed. 相似文献
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A new 4-(N-methylpiperazine)-N-allyl-1,8-naphthalimide with intense yellow-green fluorescence has been synthesized. Then it has been copolymerized with styrene and methylmetacrylate. The photophysical characteristics of the fluorescent dye and its copolymers (poly(St-co-NI) and poly(MAA-co-NI)) have been determined viewing their sensor properties for protons and transition metal cations (Cu2+, Fe3+ and Zn2+). Fluorescence enhancement is the photophysical response of the 4-(N-methylpiperazine)-N-allyl-1,8-naphthalimide to the presence of metal cations and protons, while fluorescence quenching is observed for both copolymers. 相似文献
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Vânia F. Pais Dr. Hamdy S. El‐Sheshtawy Prof. Dr. Rosario Fernández Prof. Dr. José M. Lassaletta Dr. Abel Ros Prof. Dr. Uwe Pischel 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(21):6650-6661
A series of nine borylated arylisoquinolines has been prepared with systematic variation in their electronic properties and their photophysical properties were investigated. The color of their fluorescence can be finely tuned by changing the properties of the aryl moiety, which is involved in internal‐charge‐transfer processes. For example, methoxy‐substituted compound 5 showed an intense green emission, whereas dimethylamino‐substituted compound 6 showed an orange‐red emission. These new fluorophores were tested for their potential as molecular switches with external ionic stimuli, such as protons and fluoride ions. On the one hand, protonation of the isoquinoline moiety led to fluorescence enhancement for compounds that showed weak charge transfer and fluorescence quenching for compounds that showed strong charge transfer. On the other hand, the formation of ate complexes with fluoride led to strong fluorescence quenching in all of the investigated cases. 相似文献