CN113234046A - 一种检测次氯酸根离子的荧光探针及其应用 - Google Patents
一种检测次氯酸根离子的荧光探针及其应用 Download PDFInfo
- Publication number
- CN113234046A CN113234046A CN202110506611.3A CN202110506611A CN113234046A CN 113234046 A CN113234046 A CN 113234046A CN 202110506611 A CN202110506611 A CN 202110506611A CN 113234046 A CN113234046 A CN 113234046A
- Authority
- CN
- China
- Prior art keywords
- clo
- fluorescent probe
- detection
- probe
- use according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000007850 fluorescent dye Substances 0.000 title claims abstract description 36
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Inorganic materials Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 title claims abstract description 35
- -1 hypochlorite ions Chemical class 0.000 title claims description 10
- 238000001514 detection method Methods 0.000 claims abstract description 21
- 238000012360 testing method Methods 0.000 claims abstract description 15
- 230000008859 change Effects 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 229960000583 acetic acid Drugs 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000012362 glacial acetic acid Substances 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims 1
- 239000000523 sample Substances 0.000 abstract description 17
- 238000001506 fluorescence spectroscopy Methods 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 19
- 239000000243 solution Substances 0.000 description 14
- 150000002500 ions Chemical class 0.000 description 5
- 239000003086 colorant Substances 0.000 description 4
- 238000002189 fluorescence spectrum Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 3
- 230000002452 interceptive effect Effects 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 1
- 206010056328 Hepatic ischaemia Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 208000004852 Lung Injury Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 206010063837 Reperfusion injury Diseases 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 206010069363 Traumatic lung injury Diseases 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 239000012490 blank solution Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 231100000515 lung injury Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000008239 natural water Substances 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N2021/6417—Spectrofluorimetric devices
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Optics & Photonics (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Analytical Chemistry (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
本发明公开了一种检测次氯酸根离子的荧光探针及其应用，其中荧光探针的结构式如下所示：
本发明荧光探针能特异性识别ClO‑，通过荧光方式可检测ClO‑。随着ClO‑浓度逐渐增大，475nm处的荧光强度逐渐增大。所述荧光探针在纯有机溶剂DMF中进行荧光光谱测定，通过荧光强度的变化实现对ClO‑的定性或定量检测。将探针制备成试纸，可以借助于紫外灯快速的检测ClO‑，并且也可以通过与智能手机APP结合实现对ClO‑的快速检测。
Description
技术领域
本发明属于离子检测技术领域，具体涉及一种检测次氯酸根离子的荧光探针及其应用。
背景技术
次氯酸钠被广泛用作漂白剂和消毒剂，其浓度从10-5到10-2mol/L。然而，浓缩次氯酸盐溶液对人类和动物有潜在的健康危害。另一方面，次氯酸盐阴离子是一种重要的生物活性氧(ROS)，在免疫系统中起着至关重要的作用。内源性ClO-是生命所必需的，具有重要的抗菌活性。然而，次氯酸盐的异常产生可导致组织损伤和疾病，如肝缺血再灌注损伤、动脉粥样硬化、肺损伤、类风湿、心血管疾病、神经元变性、关节炎和癌症。因此，次氯酸盐(ClO-)的检测需要灵敏的、选择性的探针。
有机小分子荧光探针检测法由于其具有操作简便、灵敏高、可直接观察、选择性好、检测快速等优点，是一种良好的检测方法。肉眼对颜色的识别在准确度和分辨率方面仍然不足，这在一定程度上限制了其实际应用价值。与智能手机结合的荧光试纸可以改进这一缺陷，结合了智能手机的荧光试纸可以通过颜色识别器，对RGB通道中G通道的数字值进行检测，从而使探针能够更真实地反映次氯酸盐剂量的变化。开发新型的荧光探针用于次氯酸根离子的检测，对环境和生物样品，如天然水和自来水中次氯酸根离子的检测等都具有重要的意义。
发明内容
本发明旨在提供一种检测次氯酸根离子的荧光探针及其应用，所要解决的技术问题是通过分子设计合成能够检测识别ClO-的荧光探针。
本发明荧光探针的化学式为C42H38N4O4，结构式如下所示：
本发明荧光探针C42H38N4O4的制备方法，包括如下步骤：
以15mL无水乙醇作溶剂，称取TM(200mg，492mmol)和NC(150mg，541mmol)，滴加两滴冰醋酸，75℃下回流反应5h，得到黄色沉淀，用乙醇过滤重结晶，得到目标产物。
本发明合成过程如下：
本发明荧光探针C42H38N4O4的应用，是在检测ClO-的过程中作为检测试剂使用。
进一步地，本发明荧光探针能特异性识别ClO-，通过荧光方式可检测ClO-。随着ClO-浓度逐渐增大，475nm处的荧光强度逐渐增大。所述荧光探针在纯有机溶剂DMF中进行荧光光谱测定，通过荧光强度的变化实现对ClO-的定性或定量检测，检测限可低至0.59μM。
本发明荧光探针可作为检测试纸使用，在365nm紫外灯下进行观察，通过荧光的强度和颜色的变化实现对ClO-的定性检测。
本发明荧光探针可制备荧光试纸，并且和智能手机上的颜色识别软件相结合，比如颜色识别器、相机颜色识别器、手机颜色扫描器、安卓颜色拾取器等，本发明采用的软件是颜色识别器，通过RGB中G通道数值的变化快速检测次氯酸盐。
本发明的制备条件简单，该荧光探针在荧光条件下能对ClO-有响应。
附图说明
图1为本发明次氯酸根离子荧光探针(TMC)的核磁共振氢谱。
图2为本发明次氯酸根离子荧光探针(TMC)在纯DMF中加入不同金属离子的荧光光谱(λex＝385nm)。
图3为本发明次氯酸根离子荧光探针(TMC)在纯DMF中在475nm处的荧光强度与ClO-浓度的关系。
图4为本发明次氯酸根离子探针(TMC)在纯DMF中加入0—10equiv不同浓度ClO-后的荧光光谱图(λex＝385nm)。
图5为本发明次氯酸根离子荧光探针(TMC)在纯DMF中离子干扰柱状图。
图6为本发明次氯酸根离子荧光探针(TMC)实际应用的ClO-检测试纸在加入不同离子时365nm紫外灯照射下的图片。
图7为本发明次氯酸根离子荧光探针(TMC)实际应用的ClO-检测试纸在加入不同浓度次氯酸根离子时365nm紫外灯照射下的图片。
图8为本发明次氯酸根离子荧光探针实际应用的ClO-检测试纸在加入不同浓度次氯酸根离子时在颜色识别器下的图片，a～f分别为加入2mM、3mM、4mM、5mM、8mM、10mM的ClO-溶液后的结果，RGB代表红绿蓝三种颜色。
具体实施方式
本发明可以通过以下的实施例进一步说明，但不仅仅局限于实施例。
实施例1：本发明次氯酸根离子荧光探针的制备与表征
TM(200mg，492mmol)和NC(150mg，541mmol)，以15mL无水乙醇作溶剂，滴加两滴冰醋酸。75℃回流5h，得到黄色沉淀，用乙醇过滤重结晶。得到目标产物。
图1为本发明席夫碱衍生物的次氯酸根离子荧光探针的核磁共振氢谱。1H NMR(600MHz,d6-DMSO)δ11.66(s,1H),8.76(s,1H),8.35(s,1H),7.75(d,J＝9.0Hz,1H),7.64(d,J＝8.5Hz,2H),7.56-7.51(m,3H),7.38(t,J＝7.7Hz,2H),7.17-7.10(m,4H),7.09(s,1H),7.06(d,J＝8.1Hz,2H),7.02(d,J＝8.5Hz,2H),6.95(d,J＝8.5Hz,2H),6.85(d,J＝8.9Hz,2H),6.68(s,1H),3.78(s,3H),3.51(dd,J＝13.7,6.7Hz,4H),1.16(t,J＝7.0Hz,6H).
实施例2：本发明次氯酸根离子荧光探针对ClO-的特异性选择
称取目标产物溶于DMF中，配置10μM的探针溶液。并在每个试管滴入探针溶液以及6倍当量的ClO-,HSO3 -,HSO4 -,HCO3 -,S2-,HPO4 2-,H2PO4 -,H2O2,Blank溶液。从图2可以看出该探针可特异性识别ClO-，对其他离子几乎不响应。在多种干扰离子存在下检测荧光探针对ClO-的专一选择性，结果如图5所示。这些干扰离子对探针几乎不响应，然后加入ClO-，475nm处荧光强度显著增强。结果表明，荧光探针对ClO-具有高选择性。
实施例3：本发明次氯酸根离子荧光探针的荧光强度与ClO-浓度的相关性
称取目标产物溶于DMF中，配置10μM的探针溶液。在每个试管滴入探针溶液，取ClO-(0.25-4.5equiv)滴入上面试管中。475nm处测定这些待测溶液的荧光光谱(如图4所示)，随着溶液浓度的增加，该探针的荧光强度逐渐增强,TMC(10μM)与ClO-(0.25-4.5equiv)存在良好的线性关系R2＝0.9938，这表明，荧光探针在荧光光谱中可以定量的检测ClO-。根据LOD＝3σ/k，计算得出在荧光光谱中TMC对ClO-的检出限为0.59μM。其中σ是空白测量值的标准偏差，k是荧光强度对ClO-浓度图的斜率。
实施例4：本发明次氯酸根离子荧光探针试纸
称取目标产物溶于DMF中，配置1mM的探针溶液。将准备好的空白滤纸用溶液浸泡处理，取出烘干。将10mM H2O，ClO-，H2O2，ONOO-，NO2 -，I-，S2-，SO3 2-，H2PO4 -,CO3 2-,Cu2+，Fe3+，Cr3 +，Al3+，Pb2+，Zn2+溶液滴入上述试纸后，在365nm紫外灯下可观察的不同的颜色和强度的光，说明该探针可制备成ClO-检测试纸。然后重新制备空白滤纸，用探针溶液浸泡处理，取出烘干，分别配置2mM、3mM、4mM、5mM、8mM、10mM的ClO-溶液滴入上述试纸后，在365nm紫外灯下可观察的不同的颜色和强度的光，结果如图7所示，发现荧光强度随着浓度增大而增大。并且通过颜色识别器，可观察其RGB数值(绿光G的数值)随ClO-溶液浓度的增加而增加，由此可判断是否存在次氯酸盐及其浓度范围(图8)。
Claims (8)
1.一种检测次氯酸根离子的荧光探针，其特征在于其结构式如下所示：
2.一种权利要求1所述的荧光探针的制备方法，其特征在于包括如下步骤：
以无水乙醇作溶剂，加入TM和NC，滴加两滴冰醋酸，75℃下回流反应5h，得到黄色沉淀，用乙醇过滤重结晶，得到目标产物；
反应过程如下：
3.一种权利要求1所述的荧光探针的应用，其特征在于：
所述荧光探针在定性或定量检测ClO-的过程中作为检测试剂使用。
4.根据权利要求3所述的应用，其特征在于：
检测过程在纯有机溶剂介质中进行，通过荧光强度的变化实现对ClO-的定性或定量检测。
5.根据权利要求4所述的应用，其特征在于：
所述纯有机溶剂介质为DMF。
6.根据权利要求3、4或5所述的应用，其特征在于：
所述荧光探针的检测限为0.59μM。
7.根据权利要求3所述的应用，其特征在于：
将所述荧光探针作为检测试纸使用，在365nm紫外灯下进行观察，通过荧光的强度和颜色的变化实现对ClO-的定性检测。
8.根据权利要求7所述的应用，其特征在于：
通过RGB数值中G数值的变化实现对ClO-的快速检测。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110506611.3A CN113234046B (zh) | 2021-05-10 | 2021-05-10 | 一种检测次氯酸根离子的荧光探针及其应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110506611.3A CN113234046B (zh) | 2021-05-10 | 2021-05-10 | 一种检测次氯酸根离子的荧光探针及其应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113234046A true CN113234046A (zh) | 2021-08-10 |
| CN113234046B CN113234046B (zh) | 2023-05-16 |
Family
ID=77133096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110506611.3A Active CN113234046B (zh) | 2021-05-10 | 2021-05-10 | 一种检测次氯酸根离子的荧光探针及其应用 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113234046B (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114199845A (zh) * | 2021-12-15 | 2022-03-18 | 江西农业大学 | 一种血清素荧光传感器及其智能检测方法与应用 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050275341A1 (en) * | 2001-12-13 | 2005-12-15 | Makoto Satsuki | Coumarin compound |
| US20060261328A1 (en) * | 2003-03-17 | 2006-11-23 | Tadao Nakaya | Blue light-emitting compounds, processes of preparing the same, and luminescent element including the same |
| CN104370927A (zh) * | 2014-10-28 | 2015-02-25 | 齐鲁工业大学 | 一种希夫碱类荧光探针化合物及其制备 |
| CN108191852A (zh) * | 2017-05-04 | 2018-06-22 | 泰山医学院 | 一种用于检测次氯酸的分子荧光探针及其应用 |
| CN110128453A (zh) * | 2019-06-17 | 2019-08-16 | 大连大学 | 基于三苯胺和稀土配合物的白色有机电致发光材料制备方法及应用 |
| CN111233880A (zh) * | 2020-02-28 | 2020-06-05 | 江苏大学 | 一种极低背景荧光的高灵敏次氯酸根荧光探针的制备方法 |
-
2021
- 2021-05-10 CN CN202110506611.3A patent/CN113234046B/zh active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050275341A1 (en) * | 2001-12-13 | 2005-12-15 | Makoto Satsuki | Coumarin compound |
| US20060261328A1 (en) * | 2003-03-17 | 2006-11-23 | Tadao Nakaya | Blue light-emitting compounds, processes of preparing the same, and luminescent element including the same |
| CN104370927A (zh) * | 2014-10-28 | 2015-02-25 | 齐鲁工业大学 | 一种希夫碱类荧光探针化合物及其制备 |
| CN108191852A (zh) * | 2017-05-04 | 2018-06-22 | 泰山医学院 | 一种用于检测次氯酸的分子荧光探针及其应用 |
| CN110128453A (zh) * | 2019-06-17 | 2019-08-16 | 大连大学 | 基于三苯胺和稀土配合物的白色有机电致发光材料制备方法及应用 |
| CN111233880A (zh) * | 2020-02-28 | 2020-06-05 | 江苏大学 | 一种极低背景荧光的高灵敏次氯酸根荧光探针的制备方法 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114199845A (zh) * | 2021-12-15 | 2022-03-18 | 江西农业大学 | 一种血清素荧光传感器及其智能检测方法与应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113234046B (zh) | 2023-05-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Zhang et al. | A BODIPY-based dual-responsive turn-on fluorescent probe for NO and nitrite | |
| CN110055056B (zh) | 苯并咪唑基取代的喹啉酮类荧光探针及其制备方法和应用 | |
| CN107417671B (zh) | 一种含喹啉取代的香豆素衍生物及其制备方法和在比率型pH荧光探针上的应用 | |
| CN110229147A (zh) | 一种香豆素-苯并噻唑基腙类化合物及其制备方法和用途 | |
| CN107056779B (zh) | 一种希夫碱荧光探针qcs及其制备方法 | |
| Qi et al. | Cyanide detection using azo-acylhydrazone in aqueous media with high sensitivity and selectivity | |
| CN113121513A (zh) | 一种咔唑-香豆素基腙类化合物及其制备方法和用途 | |
| CN109142306A (zh) | 一种裸眼或荧光检测Ag+双菲并咪唑探针及使用方法 | |
| Tao et al. | Si-rhodamine B thiolactone: A simple long wavelength operating chemosensor for direct visual recognition of Hg2+ | |
| Huang et al. | An optical-fiber sensor based on time-gated fluorescence for detecting water content in organic solvents | |
| CN113004256B (zh) | 一种检测汞离子的比率型探针及其制备方法和应用 | |
| CN113234046B (zh) | 一种检测次氯酸根离子的荧光探针及其应用 | |
| CN110885327A (zh) | 一种次氯酸快速响应荧光探针及其制备方法和应用 | |
| CN110627737B (zh) | 一种检测锌离子的水溶性苯并恶唑类荧光探针及制备方法和应用 | |
| CN109580564B (zh) | 一种检测水中汞离子的方法 | |
| CN107033078A (zh) | 含有羟基萘甲醛结构的铁离子传感器分子及其合成和应用 | |
| CN104865204B (zh) | 一种用于f‑比色检测的方法 | |
| CN108051415B (zh) | 一种荧光比率检测六价铬离子的方法 | |
| Jiang et al. | A novel colorimetric and ratiometric fluorescent probe for targeted detection of hypochlorous acid based on HClO-mediated anthracene-hydrazone to anthracene-triazole transformation | |
| CN114539181A (zh) | 一种用于铝离子和锌离子快速检测的荧光探针及其制备方法 | |
| CN113563353B (zh) | 用于水溶液中Hg2+和pH实时检测的双功能荧光探针 | |
| CN111662279B (zh) | 一种萘取代咔唑-苯并噻唑基腙类化合物及其制备方法和用途 | |
| CN111732574B (zh) | 一种萘酰亚胺-肼吡啶衍生物荧光探针及其制备方法和用途 | |
| CN104122243B (zh) | 一种检测微量Zn2+、F‑ 或AcO‑的荧光光谱分析法 | |
| CN113527283A (zh) | 一种小分子荧光HClO探针、制备方法及其应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |