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OPTICAL MATERIALS · 2023 · IF 3.9

Effects of hydrogen bonding on photo-responsive behavior of healable azobenzene-containing polyurea elastomers

Xinhai Lv,Hongye Yan,Zhenbang Wang,Jianrong Dong,Chang Liu,Yu Zhou,Hongxiang Chen

Photo-responsive polymers, obtained by incorporation of photochromic azobenzene groups into polymer, can display reversible photoactuation behavior. However, the damage can cause a reduction in their service scope or service lifetime. It remains a challenge to design healable and reprocessable azobenzene-containing polymers. The polyaddition of isophorone diisocyanate (IPDI) with p -diaminoazobenzene (DAAB) and amino-terminated poly(propylene glycol) (D2000) was performed to prepare the main-chain polyurea elastomer . The hydrogen bonding between urea groups can enhance self-healing of polyurea elastomer, but its influence on photo-responsive behavior of polyurea elastomer is not clear. The proportion of ordered hydrogen bonds was regulated by changing azobenzene content and the ratio of hard/soft segments. The ordered hydrogen bonds played a fundamental role in the maximum peak intensity of polyurea, while they had no direct effect on the photo-responsive efficiency of polyurea. This study provides a feasible way to obtain healable and reprocessable azobenzene-containing polymers.

研究领域: 材料科学 · 化学
✓ 已验证 DOI 高影响因子
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Journal of Cleaner Production · 2023 · IF 11.1

Sensitive fluorescent probe based on combination of magnetic molecularly imprinted materials and carbon dots derived from prussian blue for p-aminoazobenzene in environmental samples

Shuangying Li,Qingxiang Zhou,Zhi Li,Menghua Liu,Yanhui Li,Chunmao Chen

In this work, an effective fluorescent probe for analysis of p-aminoazobenzene (p-AZO) was established with carbon dots (CDs) and magnetic molecularly imprinted nanomaterial , in which CDs and the magnetic nanomaterial were simultaneously derived from prussian blue (PB) by one-pot hydrothermal method . The sensitivity of the constructed probe is greatly improved owing to the introduction of magnetic solid phase extraction. Factors affecting the enrichment efficiency and detection performance of p-AZO were optimized. Under optimal conditions, the probe exhibited good selectivity and sensitivity for p-AZO. Good linearity was achieved in the range of 2–600 nmol L −1 . Low detection limit for p-AZO was 1 nmol L −1 . Satisfactory recoveries in the range of 95.8–98.7% were obtained at two spiked concentrations of 0.02 and 0.1 μmol L −1 , indicating that the probe established with CDs and MMIPs based MSPE was reliable and robust for determination of p-AZO in real water samples.

研究领域: 环境科学 · 分析化学
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CATALYSIS LETTERS · 2022 ·Vol. 152 ·期 11 ·3233-3242 · IF 2.936

Construction of Azobenzene Covalent Organic Frameworks as High-Performance Heterogeneous Photocatalyst

Qin Tong,Wang Bowei,Zhang Xiangdi,Yang Shanglong,Chen Ligong,Li Yang,Bai Guoyi,Yan Xilong

Photocatalytic performances of covalent organic frameworks (COFs) have attracted intensive attention by virtue of their regular pore structure, high specific surface area, excellent crystallinity and periodic π bonds. Herein, COF Tp-Azo was simply synthesized from 2,4,6-triformylphloroglucinol (Tp) and 4,4′-diaminoazobenzene (Azo); and incorporation of copper salt into Tp-Azo yielded a novel COF Cu-Tp-Azo. XRD, SEM and TEM results indicated that the skeleton structure of Tp-Azo was retained in Cu-Tp-Azo. Subsequently, they were applied in the photocatalytic degradation of tetracycline, the results showed that both COFs exhibited excellent photocatalytic performance and Cu-Tp-Azo showed better degradation efficiency compared with Tp-Azo, indicating that the advantages of azo-based COFs with great potential for photocatalytic applications, and the modification of copper ions did make a difference as it can not only facilitate the separation and migration of photo-generated electron–hole pairs, but decrease their recombination, further improved the photocatalytic activity of Tp-Azo. Graphical Abstract COF Tp-Azo was simply synthesized from 2,4,6-triformylphloroglucinol (Tp) and 4,4′-diaminoazobenzene (Azo); and incorporation of copper salt into Tp-Azo yielded a novel COF Cu-Tp-Azo. Both COFs exhibited excellent photocatalytic performance and Cu-Tp-Azo was even better compared with Tp-Azo, indicating that the advantages of azo-based COFs with great potential for photocatalytic applications, and the modification of copper ions can not only facilitate the separation and migration of photo-generated electron-hole pairs, but decrease their recombination, further improved the photocatalytic activity of Tp-Azo.

研究领域: 材料科学 · 环境科学
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Polymer Chemistry · 2021 ·Vol. 12 ·期 20 ·3052-3059 · IF 5.582

Morphological modulation of azobenzene-containing tubular polymersomes

Lishan Li,Yiwen Li,Shuyuan Wang,Liandong Ye,Wei Zhang,Nianchen Zhou,Zhengbiao Zhang,Xiulin Zhu

The emergence of smart tubular vesicles has attracted increasing attention in the fields of life science and nanoengineering. Recent preliminary efforts have been put into fabricating kinds of smart tubular vesicles with different morphologies via the self-assembly of amphiphilic azobenzene-containing block copolymers. However, the detailed environmental effects on their self-assembly behaviors in solution remain uncharted. In this work, we carefully investigated several external factors that could influence the morphology formation and the transition of azobenzene-containing tubular vesicles, including the initial polymer concentration, the nature of common solvent, temperature, water addition rate, and irradiation with light of different wavelengths. The result showed that the morphological modulation of these tubular polymersomes was synergistically controlled by these external factors from both thermodynamics and kinetics aspects. This study could be helpful to understand and illustrate the morphology formation and modulation of smart tubular polymersomes.

研究领域: 生命科学 · 纳米工程 · 材料科学
✓ 已验证 DOI 高影响因子
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OPTICAL AND QUANTUM ELECTRONICS · 2021 ·Vol. 53 ·期 10 ·1-8 · IF 2.084

Photoresponsive photonic crystals constructed from azobenzene-grafted silica microspheres

Li Chunfang,Zhang Hongyan,Xue Qihao,Li Dongxiang

Azobenzene compounds have been widely used in many fields and through their response to light they can be used to regulate the properties of ordered structures. In this paper, sub-micrometer colloidal SiO 2 spheres were prepared and azobenzene groups were grafted on the surface of SiO 2 microspheres. The SiO 2 microspheres grafted with azobenzene groups could self-assemble to form photosensitive photonic crystals, whose photonic bandgaps red-shifted as irradiated by UV light due to the structure change of the azobenzene groups.

研究领域: 材料科学 · 光学
✓ 已验证 DOI 高影响因子
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ENVIRONMENTAL RESEARCH · 2021 · IF 6.498

Green preparation of carbon dots from Momordica charantia L. for rapid and effective sensing of p-aminoazobenzene in environmental samples

Yongli Liu,Xiaoyan Su,Letian Chen,Huanjia Liu,Chunyuan Zhang,Jiali Liu,Jiayi Hao,Yu Shangguan,Guifen Zhu

p -Aminoazobenzene ( p AAB) is a hazardous azo dye that causes considerable harm to human health and the environment. The development of novel and sensitive sensors for the rapid detection of p AAB is in high demand. In this study, a simple fluorescent sensor for p AAB detection is designed based on carbon dots (CDs) which are prepared using green carbon source of Momordica charantia L. via a facile hydrothermal approach. The fluorescence spectra of CDs exhibit considerable overlap with the absorption band of p AAB, and the fluorescence is specifically suppressed in the presence of p AAB ascribed to the inner filter effect. Good and wide linearity is observed in the p AAB concentration range of 0.01–12.5 μg mL −1 with a lower detection limit of 3.9 ng mL −1 . The established method achieves good results with a rapid analysis of p AAB in different practical water and soil samples. The as-constructed fluorescent sensor provides a simple, rapid, economical and eco-friendly platform and possesses prospective applications for the effective, selective and sensitive detection of p AAB in the environmental field.

研究领域: 环境科学 · 分析化学 · 材料科学
✓ 已验证 DOI 高影响因子
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ACS Applied Materials & Interfaces · 2024 · IF 8.3

Light-Responsive Smart Nanoliposomes: Harnessing the Azobenzene Moiety for Controlled Drug Release under Near-Infrared Irradiation

Jiangjie Wu,Wenjing Liu,Shuangying Tang,Sailong Wei,Huiwen He,Meng Ma,Yanqin Shi,Yulu Zhu,Si Chen,Xu Wang

The azobenzene moiety is an intriguing structure that deforms under UV and visible light, indicating a high potential for biomedical applications. However, its reaction to UV radiation is problematic because of its high energy and low tissue penetration. Unlike previous research on azobenzene structures in photoresponsive materials, this study presents a novel method for imparting photostimulation-responsive properties to liposomes by incorporating the azobenzene moiety and extending the light wavelength with up-conversion nanoparticles. First, the azobenzene structure was incorporated into a phospholipid molecule to create Azo-PSG, which could spontaneously form vesicle assemblies in aqueous solutions and isomerizes within 1 h of light exposure. Furthermore, orthogonal up-conversion nanoparticles with a core–shell structure were created by sequentially growing lanthanide rare earths in the shell layer, which efficiently converts near-infrared light into ultraviolet (400 nm) and blue-green (540 nm) light. Combining these core–shell structured up-conversion nanomaterials with Azo-PSG molecules resulted in the creation of a near-infrared light-responsive smart nanoliposome system. Under near-infrared light irradiation, UCNPs emit UV and blue-green light, causing conformational changes in Azo-PSG molecules that allow drug release within 6 h. The reversible structural shift of Azo-PSG in response to light stimulation holds enormous promise for improving drug release techniques. This novel technique also expands the usage of UV-responsive compounds beyond their constraints of low penetration and high biotoxicity, allowing for rapid medication release under NIR light.

研究领域: 生物医学工程 · 药剂学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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LIQUID CRYSTALS · 2019 · IF 3.078

Unconventional multi-arm azobenzene liquid crystal with different lengths of mesogenic arm based on cholic acid: synthesis, mesophase properties and photo-induced transition

Duo Wang,Yuan-Yuan Quan,Qing-Qing He,Ji-Wen Hu,Mei Tian,Ying-Gang Jia,Dan-Shu Yao

Two series of novel four-arm azobenzene liquid crystal molecules were designed and synthesized, and their mesophase properties, photo-induced transition were studied. Two series of mesogenic arms were screened with different length of flexible chain (the carbon number n of flexible chain is 4, 6, 8, 10) using methoxy and nitro as terminal substituents R. The four-arm azobenzene LCs were synthesized by introducing the mesogenic arms into cholic acid. FACAE-O-n, FACAE-N-n all belonged to photosensitive thermotropic enantiotropicnematic LCs. For methoxyl series, melting transitions (Tm), liquid crystal-isotropic transitions (Ti) and mesogenic ranges decreased with the increase of carbon numbers in flexible chain both on heating and cooling. The mesophase performance of FACAE-O-4 was the most excellent. For nitro series, Tm and Ti on heating and cooling decreased with the increase of carbon numbers. Nevertheless, mesogenic ranges increased with the increase of carbon numbers only on heating. The cooling mesogenic ranges showed a trend of rising firstly and then falling, reaching the maximum 103.1oC (n=8). Under ultraviolet irradiation, there was no red shift. The intensity of maximum absorption has changed with the increase of ultraviolet irradiation time. After photo-induced, Tm and Ti on heating and cooling of the four-arm LCs decreased, and the mesogenic ranges became shorter.

研究领域: 材料化学 · 液晶研究 · 有机合成
✓ 已验证 DOI 高影响因子
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RSC Advances · 2017 ·Vol. 7 ·期 71 ·44688-44695 · IF 3.108

Photo-isomerization and light-modulated aggregation behavior of azobenzene-based ionic liquids in aqueous solutions

Zhiyong Li,Huiyong Wang,Mengen Chu,Pengxin Guan,Yang Zhao,Yuling Zhao,Jianji Wang

Light modulation of the isomerization and aggregation behavior of ionic liquids in aqueous solution is of great importance from a fundamental and technical point of view. In this work, 4 kinds of azobenzene-based photoresponsive ionic liquids 2-hydroxyethyl-dimethyl-[10-(4-phenylazo-phenoxy)-decyl]-ammonium bromide (ChoC10Azo), 2-hydroxyethyl-dimethyl-[6-(4-phenylazo-phenoxy)-hexyl]-ammonium bromide (ChoC6Azo), 2-hydroxyethyl-dimethyl-[4-(4-phenylazo-phenoxy)-butyl]-ammonium bromide (ChoC4Azo) and 2-hydroxyethyl-dimethyl-[2-(4-phenylazo-phenoxy)-ethyl]-ammonium bromide (ChoC2Azo) were designed, synthesized and characterized. The photo-isomerization and light modulation of the aggregation behavior of these ionic liquids were investigated in water using UV-vis spectroscopy, conductivity, dynamic light scattering and small-angle X-ray scattering measurements. The results showed that these ionic liquids had rapid photo-responsive performance, and their photoisomerization efficiencies were greater than 83% after 5 s of UV irradiation. The equilibrium time of the isomerization reaction was about 30 s for ChoC6Azo, ChoC4Azo and ChoC2Azo, and about 10 min for ChoC10Azo. However, there was no significant difference between the equilibrium isomerization efficiencies of these materials. In addition, only ChoC10Azo could form micelles in water among the studied ionic liquids, UV/visible light irradiation only changed the size of its aggregates, but could not change its structure. The results have been used to understand the effect of azobenzene group position and alkyl chain length in the ionic liquids on the photoisomerization and self-assembly of the azobenzene-based ionic liquids in aqueous solutions.

研究领域: 化学 · 材料科学
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RSC Advances · 2020 ·Vol. 10 ·期 7 ·3726-3733 · IF 3.119

Reversible photo-responsive gel–sol transitions of robust organogels based on an azobenzene-containing main-chain liquid crystalline polymer

Jing Wang,Qian Jiang,Xingtian Hao,Hongchao Yan,Haiyan Peng,Bijin Xiong,Yonggui Liao,Xiaolin Xie

Stimuli-responsive supramolecular gels have been widely investigated, but the construction of a liquid crystalline gel with a high mechanical property and reversible photo-response still remains a challenge. This is due to the difficulty of designing gelators with liquid crystal properties and gelation abilities in organic solvents simultaneously. In this study, an azobenzene-containing main-chain polyester (Azo-mLCP) with a pendant amide group was synthesized. The organogel of Azo-mLCP via a hydrogen bond in dioxane possessed reversible thermal- and photo-responsive behaviours. The organogel exhibited a good self-supporting ability when the concentration of the gelator was more than 7.5 wt%. The rapid trans-to-cis isomerization of Azo-mLCP in solution was studied via UV-Vis absorption spectra. In addition, the gel-to-sol transition of the organogel could be triggered efficiently by an incomplete trans-to-cis conversion strategy. This study opens a way for the main-chain liquid crystalline polymers to serve in potential applications in photo-responsive robust actuators, electro-optical devices, and so on.

CAS / MDL: 110-71-4
研究领域: 材料科学 · 高分子化学 · 光化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Polymer Chemistry · 2015 ·Vol. 6 ·期 39 ·7045-7052 · IF 5.52

Preferential chiral solvation induced supramolecular chirality in optically inactive star Azo polymers: photocontrollability, chiral amplification and topological effects

Lu Yin,Yin Zhao,Shunqin Jiang,Laibing Wang,Zhengbiao Zhang,Jian Zhu,Wei Zhang,Xiulin Zhu

A series of star-shaped azobenzene (Azo)-containing side chain polymers with 3, 4 and 6 arms were synthesized by the atom transfer radical polymerization technique initiated by multifunctional initiators. The intense bisignated circular dichroism (CD) signals in the UV–vis region were observed when these star polymers aggregated in a dichloroethane/limonene mixed solvent, indicating the successful chirality transfer from limonene molecules to these star Azo polymers. The chirality originates from the preferential supramolecular chirality of well-organized optically inactive side-chain Azo units. The supramolecular chirality is closely related to the volume fraction of cosolvents, the enantiopurity (ee) of limonene, molecular weight and arm numbers of star Azo polymers. Interestingly, the maximum values of CD and gCD of the polymer aggregates increase with molecular weight in the case of 3-armed Azo polymers, and increase simultaneously with arm numbers of the polymers having similar repeating units under each optimized experimental condition. Surprisingly, the first chiral amplification behaviours were observed in the 4- and 6-armed Azo polymers, but absent in linear and 3-armed counterparts. The supramolecular chirality can be destroyed by trans–cis photoisomerization and recovered by thermal cis–trans isomerization of Azo units. The current research will provide further insight into the mechanism study and production of effective chiroptical materials in chiral solvation induced supramolecular chirality of the achiral polymers.

研究领域: 高分子化学 · 超分子化学 · 材料科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2018 · IF 5.667

Dual-responsive cellulose fabric based on reversible acidichromic and photoisomeric polymeric dye containing pendant azobenzene

Haiyan Mao,Ling Lin,Zhipeng Ma,Chaoxia Wang

An acid and UV dual-responsive cellulose fabric was developed via coating with a polymeric dye based on waterborne polyurethane and azobenzene chromophore to provide additional smart characteristics for textiles. The incorporation of azobenzene chromophore into polyurethane chain through chemical bonding enhanced the thermal stability. The maximum absorption peak of the polymeric dye and its coated fabric shifted from 410 nm to 520 nm upon pH decreasing from 6 to 1, accompanying with pronounced color change from yellow to amaranth due to structural transition from diazo to hydrazone form. The acidichromic property of the polymeric dye also presents an outstanding repetition stability. The trans -isomers in the polymeric dye transformed into cis -isomers rapidly (1 s) in response to UV irradiation, while its recovery was much slower (6 h) in dark due to the large molecular and volume of polyurethane chains. Upon trans-cis isomerism, the coated fabric presented slight color change between yellow and orange after alternative UV irradiation and dark. The stimuli-responsive cellulose fabric with reversible acidichromic and photoisomeric properties can be a promising candidate for developing a wearable and flexible sensor to monitor environmental changes.

CAS / MDL: 105-59-9
研究领域: 材料科学 · 纺织工程 · 高分子化学
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