JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
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2021
·
IF 4.291
Guojie Liu,Yiwei Li,Congcong Cui,Min Wang,He Gao,Jun Gao,Jingbo Wang
1′-(4′-carboxybutyl) −3′, 3′-dimethyl-6-nitro-8-hydroxylspiro [chromene-2, 2′-indoline] (SPC) is a visual, selective, and sensitive detector to lead (Pb 2+ ) ions. The presence of 8 -hydroxyl in pyran ring makes SPC have a remarkable solvatochromism in polar solvents (SPC can isomerize to the ring-opening body (Mcc) spontaneously under visible light conditions), ascribed to the formation of intramolecular hydrogen bonds . The color and spectrum of the Mcc solution could be changed instantly and significantly by addition of Pb 2+ , and Mcc showed excellent selectivity to Pb 2+ in the simulated lead–zinc ore leachate. The complex Mcc - Pb 2+ , with a stoichiometry ratio of 1:1, can stably exist under visible light conditions, which is attributed to the interaction between Pb 2+ and the deprotonated carboxy (–COO — ), phenolic oxygen atom and 8-hydroxyl of the Mcc, and the whole process does not need UV irradiation, avoiding the serious photo-degradation of spiropyran derivatives. The low limit of detection (0.61 μM) and the established test strips indicate that SPC has the potential to be applied in the quantitative detection of Pb 2+ in real samples.
研究领域:
分析化学
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环境科学
✓ 已验证
DOI
高影响因子
Polymers
·
2021
·Vol. 13
·期 15
·2496
·
IF 4.329
Shiyou Tian,Jicong Zhang,Qiong Zhou,Limei Shi,Wenwen Wang,Dong Wang
We report photochromic polyamide 6 (PA6) which was synthesized by hydrolyzed ring-opening polymerization of ε-caprolactam with spiropyran (SP) embedded in the polymer chains. It indicated that crystallinity degree of the resulting copolymers was decreased since only PA6 segments can crystallize with increasing content of SP modifier. Meanwhile, toughness of photochromic PA6 was decreased. The photochromic property analysis indicated that the sample with more flexibility and more content of SP was more sensitive to UV light at the beginning of irradiation than other samples and its color after being irradiated for 1 min tended to reddish. Investigation revealed that the UV-vis absorbance of SP-PA6-3 had negligible decay after 10 cycles, which indicated SP-modified PA6 possessed excellent photoresponse reversibility and fatigue resistance.Keywords:photochromic;polyamide 6;spiropyran;structure and properties
研究领域:
材料科学
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高分子化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY
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2019
·Vol. 31
·期 6
·739-746
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IF 0.934
Rui Xue,Xinghua Zhang,Jintao Tian
In this study, a spiropyran derivative (SPOH) is firstly grafted onto a polymer backbone of a poly(acrylic acid) (PAA) via an esterification process. The synthesized spiropyran-modified poly(acrylic acid) (PAA-SP) polymer is characterized by FTIR and 1H NMR. The synthesized PAA-SP is then dissolved into water to achieve water-soluble micelles. The optical behaviors of PAA-SP micelles are investigated by ultraviolet-visible (UV-Vis) absorption spectra and fluorescence emission spectra under acid/base and light stimuli in aqueous solution. Our experimental results reveal that the as-prepared PAA-SP micelles are water-soluble and show good photochromic and emissive behaviors. Meanwhile, the optical behaviors of the micelles are light-responsive and acid/base-responsive and hence can be tailored via the adjustments of both light and pH value of the solution sample. And our results may be meaningful for practical application of hydrophobic spiropyran derivatives in aquatic environments.
研究领域:
材料科学
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化学
✓ 已验证
DOI
高影响因子
FOOD CHEMISTRY
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2024
·
IF 8.5
Jie Liu,Jiang Zhou,Qiang Xi,Shengyuan Yang,Wenfang Du,Fubing Xiao
Bisphenol A (BPA), an endocrine disruptor , is widely used in food packaging materials , including drink containers. Sensitive detection of BPA is crucial to food safety. Herein, we have developed a novel optical-driven hydrogel film sensor for sensitive BPA detection based on the displacement of spiropyran (SP) from β -cyclodextrin ( β -CD) cavity by BPA followed by the photochromism of the released SP. The released SP converts to the ring-opened merocyanine form which shows an enhanced red fluorescence in the dark. The sensor demonstrates a linear detection range from 0.1 to 20 μg mL −1 with a limit of detection at 0.027 μg mL −1 and a limit of quantification at 0.089 μg mL −1 . Notably, the proposed β -CD/SP hydrogel can be reused due to the reversible isomerization of SP and the reversible host–guest interaction. This sensor also shows good performance for BPA determination in real samples, indicating its great potential for food safety monitoring.
研究领域:
分析化学
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食品科学
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环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CELLULOSE
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2018
·Vol. 25
·期 7
·4067-4078
·
IF 3.809
Xuan Junji,Tian Jintao
The cellulose colloidal particles with good photochromic and photoluminescent performances had been developed in aqueous solution based on a spiropyran-grafted filter paper cellulose (SP–cellulose) in this study. The insoluble filter paper cellulose dramatically became soluble in ethanol after grafting a spiropyran derivative onto its backbone via esterification. During this process, the optical properties of the spiropyran had been successfully inherited. With the aid of ultraviolet and visible light, the obtained SP–cellulose colloidal particles showed light-induced tunability on both photochromism and photoluminescence, corresponding to the significant change of the spiropyran between weak polar ring-closed spiropyran and strong polar ring-opened zwitterionic merocyanine. Based upon this result, the SP–cellulose colloidal particles were finally obtained in water by follow-up dialysis process. In comparison to the pure spiropyran showing poor optical properties in mixed solvent of ethanol/water, the obtained SP–cellulose colloidal particles in water showed good photochromic and photoluminescent performances as well as fine stability. Considering also the raw material of filter paper being cheap and easy to get as well as the facile preparation process of the functional colloidal particles, our experimental results may bring about more promising applications of spiropyran species and water-insoluble cellulose in aqueous medium.
研究领域:
材料科学
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化学
✓ 已验证
DOI
高影响因子
Chemistry-An Asian Journal
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2019
·Vol. 14
·期 16
·2838-2845
·
IF 3.698
Danyang Liu,Binhong Yu,Xing Su,Xiaojun Wang,Yu-Mo Zhang,Minjie Li,Sean Xiao-An Zhang
Graphical Strong as an OX : A dual-addressable molecule (SP- OX-NO 2 ) containing spiropyran (SP) and benzoxazine (OX) was designed by sharing indole in a single molecular system. The bidirectional switching property could be controlled with the stimuli of visible light or base in solution. Further, SP-OX-NO 2 was applied in rewritable paper displaying multicolor with different stimuli including visible light, base and heat. Two typical molecular switches of spiropyran (SP) and benzoxazine (OX) were fused by sharing an indole to achieve a new dual-addressable molecular switch (SP-OX-NO 2 ). Through proper molecular modification with NO 2 , the transformation from merocyanine (MC) to ring-closed SP or ring-closed OX can be controlled separately with visible light or base stimuli in solution, respectively, and these processes are verified by UV-vis and NMR spectroscopy as well as control experiments. The cis -merocyanine ( cis -MC) form is involved in the basochromic process in solution. DFT calculation suggests that the bidirectional switching property of the fused SP-OX molecular switch can be controlled separately, when the OX isomer is more stable than the deprotonated SP isomer. Because of the significant color variations in solution, the simple dual-addressable switch has been further successfully applied to construct a multicolor reversible display on paper.
研究领域:
化学
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材料科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Soft Matter
·
2015
·Vol. 12
·期 7
·2192-2199
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IF 4.029
Zhiqiang Sun,Shunli Liu,Kewen Li,Linhua Tan,Lian Cen,Guodong Fu
In the present study, novel hydrogels with extremely high strength, reversible photoresponsive and excellent biocompatible properties were prepared. The functional hydrogels were synthesized from a well-defined poly (ethylene glycol) polymer with spiropyran groups at a given position (PEG-SP) via a Cu(I)-catalyst Azide-Alkyne Cycloaddition (CuAAC) reaction. The molecular structures of the sequential intermediates for PEG-SP hydrogel preparation were verified by 1HNMR and FT-IR. The mechanical property, swelling ratio, compression strength, surface hydrophilicity, and biocompatibility of the resulting hydrogel were characterized. Since spiropyran is pivotal to the switch in hydrophilicity on the hydrogel surface, the swelling ratio of PEG-SP hydrogel under Vis irradiation has a major decrease (155%). Before and after UV light irradiation, the contact angle of the hydrogel has a change of 13.8°. The photoresponsive property of this hydrogel was thus demonstrated, and such a property was also shown to be reversible. The well-defined PEG-SP hydrogel can also sustain a compressive stress of 49.8 MPa without any macro- or micro-damage, indicating its outstanding mechanical performance. Furthermore, it possessed excellent biocompatibility as demonstrated by its performance in an in vivo porcine subcutaneous implantation environment. No inflammation was observed and it got along well with the adjacent tissue. The above features indicate that PEG-SP hydrogels are promising as an implantable matrix for potential applications in biomaterial.
研究领域:
材料科学
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生物医学工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
POLYMER
·
2024
·
IF 4.1
Linping Tian,Wenjie Zhu,Xinjie Chen,Yingxuan Feng,Hongfei Hu,Hanwei Wang,Baokang Dang,Hao Chai,Qingfeng Sun,Yushan Yang,Yingying Li
Flexible photoresponsive transparent wood (FPTW) has potential applications in electronic equipment, sensors, and other fields. In this study, flexible and photoresponsive transparent wood was synthesized through the impregnation process, utilizing epoxy resin and a spiropyran solution. This process endowed the wood with intelligent response and flexible capabilities. Scanning electron microscopy (SEM) revealed the impregnation of the flexible polymer into the porous structure of natural wood. Further validation was conducted to affirm the sample responds to ultraviolet light, employing analyses of infrared spectroscopy , UV–visible spectroscopy, and X-ray photoelectron spectroscopy (XPS). Through the measurement of chromaticity parameters, encompassing lightness ( L* ), redness ( a* ), yellowness ( b* ), and total color difference ( ΔE* ), before and after UV irradiation , it is indicated that the wooden samples manifest commendable photoresponsive properties. Testing the fluorescence properties of the samples, the spiropyran completed the opened-loop and closed-loop transitions under irradiation with UV and visible light. In addition, the FPTW has excellent mechanical properties, with a tensile strength of 0.98 GPa and an elastic modulus of 0.65 GPa.
研究领域:
材料科学
·
光学
✓ 已验证
产品关联
DOI
高影响因子
MACROMOLECULAR RAPID COMMUNICATIONS
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2013
·Vol. 35
·期 3
·303-308
·
IF 4.929
Hongyan Xia,Yangyang Xu,Guang Yang,Hao Jiang,Gang Zou,Qijin Zhang
Here, a novel multi-stimuli-responsive fluorescence probe is developed by incorporating spiropyran group into the coumarin-substituted polydiacetylene (PDA) vesicles. The fluorescence of PDA can be turned on upon heating, and can be quenched upon exposure to UV light irradiation or pH stimuli owing to the fluorescene resonance energy transfer (FRET) between the red-phase PDA and the open merocyanine (MC) form of spiropyran. Moreover, we have designed and experimentally realized a set of logic gate operations for the first time based on the fluorescence modulation of the designed system upon thermal, photo, and pH stimuli. This novel type of resettable logic gates augur well for practical applications in information storage, optical recording, and sensing in complicated microenvironments.
研究领域:
生物化学
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材料科学
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信息存储
✓ 已验证
产品关联
DOI
PubMed
高影响因子
TEXTILE RESEARCH JOURNAL
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2022
·
IF 2.455
Lan Zhang,Jia-guang Meng,Ya-ming Liu,Yong-zhen Wang,Zhao-ling Sun,Ling-jie Yu,Xing-yun Gao,Chao Zhi
Spiropyran and spiroxazine photochromics have attracted increasing attention in optical data storage, optical switches, and anti-counterfeiting for decades. To expand the applications of spiropyran and spiroxazine, the durability and multi-color changes of spiropyran and spiroxazine still need to be explored. In this article, based on the subtractive principle of dyes, multi-color spiropyran and spiroxazine microcapsules with uniform particle sizes were prepared by the interfacial polymerization method via using compounds (spiropyran and spiroxazine) of different colors as the core material, and polyurethane as the shell material. Among them, toluene diisocyanate and polyethylene glycol constitute the hard and soft segments of polyurethane, respectively. The color of spiropyran and spiroxazine microcapsules can effectively switch between color and colorless, showing excellent photo fatigue resistance. The average particle size of microcapsules is 2.951 µm, and the particle distribution index value is 0.314, which shows the particle size is small and uniform. The maximum thermal decomposition temperature is 426°C, demonstrating good thermal stability. The hydrophobic photochromic fabric was prepared by coating multi-color spiropyran and spiroxazine microcapsules on cotton knitted fabric and hydrophobic treatment. The hydrophobic photochromic fabric is hydrophobic and stain resistant, and exhibits multi-color dynamic switching and long-lasting use. After 50 cycles of washing, the water contact angle of the fabric remains about 109°, showing its good washing resistance and water repellency. In addition, spiropyran and spiroxazine microcapsules are also applied in template and screen printing to impart rich and dynamic color-changing effects to fabrics, fabricating photochromic fabrics. Photochromic fabrics have potential applications in civilian and military fields.
研究领域:
材料科学
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纺织工程
·
光化学
✓ 已验证
产品关联
DOI
高影响因子
Soft Matter
·
2023
·Vol. 19
·期 40
·7775-7780
·
IF 3.4
Xin Li,Yuebo Jin,Ying Li,Hongyan Miao,Haijun Wang,Gang Shi
Temperature-responsive spiropyran-functionalized polymers usually require a thermo-sensitive polymer. However, their temperature response range is limited by the lower critical solution temperature (LCST) of the thermo-sensitive polymer, which does not exceed 37 °C. In this work, a hydrophilic polymer (PHEA-SP) sheet was prepared by photo-initiated copolymerization of hydroxyethyl acrylate (HEA) and a spiropyran crosslinking agent (SP). In water, swelling and hydrogen bonding can increase the ring-opening isomerization probability of spiropyran at the PHEA-SP crosslinking point, thus amplifying the discoloration of spiropyran induced by temperature change. PHEA-SP is very responsive to water temperature in the range of 25–55 °C, due to the amplification of spiropyranoid discoloration described above. This method avoids the dependence of the temperature responsive spiropyran-functionalized polymer on a thermo-sensitive polymer and additional UV light, while increasing the upper limit of the water temperature response to 55 °C. In addition, PHEA-SP also shows responsivity to water content in ethanol solution from 0.3% to 100%.
研究领域:
材料科学
·
化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2024
·
IF 13.3
Kun Qian,Yan Shao,Zairan Yang,Shimei Jiang
Photoresponsive polymer materials, in particular, light-driven liquid crystal polymer networks (LCNs) have attracted much attention due to their rapid and significant capacity for photodeformation. However, a single shape change could not meet the growing needs of the information encryption field. Therefore, we aimed to find a photoluminescent and photochromic LCN to enrich the application of photodeformable materials. Here, a light-driven LCN consisting of two distinct kinds of photosensitive moieties, cyanostilbene (CS) and spiropyran (SP), named CS∙SP∙LCN, has been designed and synthesized. The resultant LCN film displayed multiple photo/thermal responsive properties. On the one hand, the trans – cis photoisomerization of CS gave the film capacity for photodeformation. On the other hand, the reversible conversion between ring-closed SP and ring-opened merocyanine (MC) under alternating stimulation of UV irradiation and heating gave the film capacity for tunable photoluminescence and photochromism. The CS∙SP∙LCN film can bend and change color/luminescence under UV irradiation, leading to multi-element writing simultaneously. Then, the written information could be hidden by heating and stretching. Notably, the film resumed bending after the second heating due to the good stability of the cis isomer of CS, realizing the first decryption. Finally, the color/luminescence of the film resumed after the second UV irradiation, completing the second decryption of the information. The CS∙SP∙LCN films synthesized in this study could realize multi-element encryption and step-by-step decryption through the cooperation of CS and SP, achieving more advanced information storage and encryption possibilities.
研究领域:
材料科学
·
光学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）