CN101864294A - Composite sensing material of fluorescent conjugated polymer and organic metal complex and application - Google Patents
Composite sensing material of fluorescent conjugated polymer and organic metal complex and application Download PDFInfo
- Publication number
- CN101864294A CN101864294A CN 201010196198 CN201010196198A CN101864294A CN 101864294 A CN101864294 A CN 101864294A CN 201010196198 CN201010196198 CN 201010196198 CN 201010196198 A CN201010196198 A CN 201010196198A CN 101864294 A CN101864294 A CN 101864294A
- Authority
- CN
- China
- Prior art keywords
- composite sensing
- conjugated polymer
- sensing material
- organometallic complex
- fluorescent
- 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.)
- Pending
Links
Images
Abstract
The invention relates to a composite sensing material consisting of an organic metal complex and a fluorescent conjugated polymer, a preparation method and application. The composite sensing material is characterized by consisting of the fluorescent conjugated polymer and the organic metal complex, wherein the molar ratio of the fluorescent conjugated polymer to the organic metal complex ranges from 1000:1 to 100:1 during physical direct mixing; the fluorescent conjugated polymer serves as a donor, the organic metal complex serves as an acceptor, and charge transfer or energy transfer should be allowed between the two; and the ratio of the fluorescent conjugated polymer to the organic metal complex is 300:1 to 500:1. The composite sensing material can be prepared by using the physical direct mixing or covalent bond connection. The material comprises environmental pollutants, drugs, chemical substances, biological substances and the like, and particularly explosives in the chemical substances, drugs, proteins and nucleic acids in biological substances and the like.
Description
Technical field
The present invention relates to composite sensing material, making method and application that a class fluorescent conjugated polymer and organometallic complex make up.
Background technology
Sensor field has relevant economy and social fields such as big demand, especially national defence, public safety, environmental safety to the liquid and the solid analysis thing of lower concentration, and fluorescence technique is a kind of very sensitive analysis and detection technology.Have: can survey unit molecule (sensitivity); Has switch character; The spatial resolving power of inferior nanometer; The characteristics such as transient state resolving power of inferior microsecond.And the molecular chain effect of fluorescent conjugated polymer can amplify fluorescent signal tens to hundred times, thus to assay sensitiveer and quick identification, thereby fluorescent conjugated polymer is a kind of very sensitive and ideal sensing material.But the shortcoming of fluorescent polymer is, a kind of fluorescent polymer molecule can only with an a kind of or class assay interaction of molecules, and at some compound, because its level of energy is too high or too low, very difficult design synthesizes the fluorescent polymer of suitable construction, and this has just limited its range of application.
Organometallic complex reacts synthetic by metal ion and part and obtains.Because the ligancy of metal ion generally more (4-8 or more than), therefore, except that becoming key to form the title complex with part, metal ion often can also participate in the d track of remaining sky forming join key, forms the polygamy bit architecture.Therefore can utilize its polygamy position feature to realize the selectivity of some assay is discerned.Usually, organometallic complex does not all have fluorescence or is hypofluorescence or the phosphorescence characteristics of luminescence, mainly is limited to the title complex of iridium, platinum, europium etc., so change in color detects by colorimetry before and after the main coordination of the sensing function of organometallic complex.Although colorimetry is more directly perceived, sensitivity is often lower.
From the angle of practicability, need to inquire into a kind of both can be on-the-spot, fast, sensitivity and highly selective detect, the analytical procedure that can detect multiple detected material again.Just organometallic complex constitutes the composite sensing system with fluorescent conjugated polymer, both can utilize fluorescent conjugated polymer scene, quick, sensitive, again can be in conjunction with the characteristics of the highly selective of organometallic complex, widen the detected object of fluorescent polymer, improve the sensitivity of organometallic complex, thereby can satisfy the desirability of actual detected.
Though utilize conductive polymers and porphyrin copper compound system in the recent period, detect the report [Applied Physics Letters, 2008,93,263306] of nitramine compounds by the variation of electric property.Utilize conductive polymers and Carbon Nanotube system to be used for the report of chemical warfare agent in addition; Utilize respectively in addition fluorescent polymer or organometallic complex to be used for the report that biochemical substances detects existing a lot, but then rarely have report about what utilize that fluorescence means and organometallic complex-fluorescent polymer composite sensing material is used for sensing.
Summary of the invention
The composite sensing material, preparation method and the application that the object of the present invention is to provide a class organometallic complex and fluorescent conjugated polymer to make up.Also promptly the invention provides a kind of composite sensing material and application thereof that detects multiple biological and chemical molecule.The composite sensing material that is provided combines the advantage of fluorescent conjugated polymer and two kinds of materials of organometallic complex, not only can overcome fluorescent conjugated polymer and detect the limitation of kind but also can overcome that organometallic complex is not easy film forming and fluorescence is weak or non-blooming shortcoming.Detection method based on this matrix material is simple and easy to do, on-the-spot, quick, sensitivity and highly selective and various product detect simultaneously.This method can also detect the biological and chemical material simultaneously, and is practical.The present invention also provides the thin film sensor based on this class sensing material.
At first the invention provides the composite sensing material that a kind of fluorescent conjugated polymer-organometallic complex makes up.
Fluorescent conjugated polymer of being invented and organometallic complex composite sensing material comprise two portions, fluorescent conjugated polymer and organometallic complex, wherein organometallic complex can link to each other by covalent linkage with fluorescent polymer, also can be that two kinds of materials directly mix the formation composite sensing material.Wherein said fluorescent conjugated polymer is as donor material, and organometallic complex is an acceptor material, and the two can take place to be shifted or charge transfer by the energy of fluorescent conjugated polymer to organometallic complex.According to the content difference of the organometallic complex that adds, energy shifts or the result of charge transfer is the partially or completely cancellation of fluorescence quilt of polymkeric substance.The cancellation degree of the low then fluorescent conjugated polymer of the content of organometallic complex is little, then cancellation degree of content height height.The assay that is identified should interact with fluorescent polymer or with organometallic complex.If only with the fluorescent conjugated polymer effect then show as fluorescent quenching.If only with the organometallic complex effect, then Zuo Yong result has suppressed to be shifted by the electric charge or the energy of fluorescent polymer to organometallic complex, causes the fluorescence of compound system to strengthen.Do not change if all have effect with the two then do not have fluorescent signal.In a word, the variation of the fluorescence peak intensity by detecting fluorescent polymer can be judged to exist between composite sensing material and assay and whether interacts, that is judge whether composite sensing material can be used for this assay detection.
Organometallic complex of the present invention-fluorescent conjugated polymer mixture the preparation method be:
Selection can be dissolved the suitable solvent of fluorescent polymer and organometallic complex simultaneously, wiring solution-forming by a certain percentage, be coated with getting rid of then, drip be coated with, lift, means such as printing are coated to solid support surface with it and make the composite sensing material film, dry down the removing of vacuum condition desolvated, and can obtain fluorescent conjugated polymer and organometallic complex composite sensing material film.The solvent here can be a toluene, can also be common solvents such as benzene, chlorobenzene, orthodichlorobenzene, tetrahydrofuran (THF), dioxane, chloroform, methylene dichloride and tetracol phenixin.
In the above-mentioned steps, the fluorescent conjugated polymer skeleton can comprise binary and multiple copolymer with functional monomer for poly-fluorenes, poly quinoline, polyphenyl, poly-phenylene vinylene (ppv), polyparaphenylene's acetylene, Polythiophene, polypyrrole, polyaniline and derivative thereof.
In the above-mentioned steps, organometallic complex comprises that copper, cobalt, nickel, cadmium, platinum, palladium, ruthenium, zinc, iron, chromium, tin, manganese, vanadium, magnesium are the title complex of metal center, and part comprises porphyrins, phthalocyanine-like compound, adjacent F beautiful jade, dipyridyl, phenylpyridine, thiophene pyridine, oxine, many carboxyls part, polyamines ylidene ligands, diketonate ligand etc.
Organometallic complex described in the above-mentioned steps can be the metal complexes that is in different oxidation state.
Above-mentioned part also comprises substituting groups such as containing one or more phenyl, three arylamine, diaryl-amine, carbazole, pyrroles, benzene, biphenyl, naphthalene, anthracene, phenanthrene, pyrene, fluorenes, difluorene, spiral shell fluorenes, indole carbazole, thiophene, bithiophene, thiophthene, furans, imidazoles, thiodiphenylamine, triazine, acridine, thiazole, thionaphthene and alkyl, thiazolinyl, cyano group, ester group, carboxyl, amido on the part;
In the above-mentioned steps, can be that physics directly mixes between organometallic complex and the fluorescent conjugated polymer, also can link to each other by covalent linkage; When directly mixing by physics, the two molar ratio range of fluorescent conjugated polymer and organometallic complex is 1000: 1～100: 1, and optimum proportional range is 300: 1～500: 1.If assay only with the fluorescent conjugated polymer effect, then need not to add organometallic complex.
Wherein said solid support comprises glass, quartz, silicon chip and organic and polymeric solid carrier, can also be microsphere, nano particle or pearl and nano wire, nanofiber and nanotube etc.The surface of wherein said solid support comprises following certain functional group: ammonium functional group, carboxylic acid functional, charged reactive group and neutral group.
Composite sensing material provided by the present invention is used to detect the environmental pollutant that comprise aniline, oil of mirbane or alkylamine; Detect the methamphetamine class drugs; Trotyl, three peroxidation tri acetylacetonates or diperoxyization two acetone are at interior explosive substance; Detected explosive substance or environment infective agent and organometallic complex effect during detection, or with the fluorescent conjugated polymer effect, cause fluorescence to strengthen with the metal complexes effect, cause fluorescent quenching with the fluorescent polymer effect.
With the PFO+CuTPP composite sensing material is example, and in 100 seconds, the highest fluorescence of composite sensing material has strengthened 90%, does not have as yet at present to utilize the fluorescence Enhancement Method or utilize fluorescent polymer and matrix material is used for report and the patent that aniline detects.This proves absolutely that the composite sensing material that provides can be used for environmental pollutant and detect.
With the PFO+CuTPP composite sensing material is example, and quartz cell bottom is placed 100 milligram 1,3, and the 5-trotyl is placed one little cotton above, with the composite sensing film as for its time response curve of test on the cotton.As can be seen, the fluorescent quenching of preceding 300 seconds composite sensing films 35-55%,
This proves absolutely that composite sensing material provided by the invention can be used for especially nitro explosive detection of nitro-compound.
Composite sensing material provided by the invention can also be used for the especially detection of superoxide explosive of superoxide.
In sum, this class composite sensing material provided by the present invention had both had easy film forming, sensitivity, quick, easy, the easy highly integrated characteristics of luminescence polymer; The characteristics that have the selective coordination of organometallic complex again simultaneously, the two shifts by intramolecular charge and connects each other, by analyze with the assay effect before and after the variation of fluorescent polymer emission peak intensity can realize sensing function.Compound system can solve design and the fluorescent polymer of synthetic highly selective is difficult, and the more weak or non-blooming shortcoming of the fluorescence of organometallic complex from structure with can remedy each other deficiency in nature simultaneously, has formed a class high-performance sensors material.The invention provides a kind of application method of assay being discerned by the luminosity detection simultaneously, the kind of described detected material comprises environmental pollutant, drugs, chemical substance and biological substance etc.Especially the protein in the explosive substance in the chemical substance, drugs and the biological substance, nucleic acid etc.Also be that the environmental pollutant that described composite sensing material both can be used for the nitro explosive substance and contain nitro detect, can be used for the detection of aminated compoundss such as aniline again, can also be used for the especially detection of peroxidation explosive substance of superoxide, therefore at national defense safety and public safety, can have wide practical use at aspects such as environment measurings again.
Description of drawings
Fig. 1 .PFO+CuTPP is to the fluorescence response curve of ammoniacal liquor
Fig. 2 .PFO+CuTPP is to the fluorescence response curve of Tri N-Propyl Amine
Fig. 3 .PFO+CuTPP is to the fluorescence response curve of aniline
Fig. 4 .PFO+TPP is to the fluorescence response curve of some amine substance and some solvent
Fig. 5 .PFO+ZnTPP is to the fluorescence response curve of some amine substance and some solvent
Fig. 6 .PFO+PdTPP is to the fluorescence response curve of some amine substance and some solvent
Fig. 7. PPE+CuTPP is to the fluorescence response curve of TNT under the different condition
Fig. 8. PPE+CuTPP is to the fluorescence response curve of aniline under the different condition
Fig. 9 .PFO+CuTPP is to H
2O
2The sensing curve
Figure 10 .PFO+CuTPP is to the sensing curve of TATP
The response curve of Figure 11 .PPE+CuTPP para-nitrotoluene
Embodiment
Below in conjunction with the drawings and specific embodiments the present invention is further described, will helps the understanding of the present invention.But can not limit interest field of the present invention with this, and interest field of the present invention should be with being as the criterion that claims are set forth.
Take by weighing a certain amount of polymkeric substance (PFO or PPE etc.) and porphyrin metal complex (TPP or MTPP), prepare the toluene solution of the two, the concentration of polymkeric substance and MTPP is 5 * 10
-4M adopts crystal pulling method to prepare its sense film, and toluene solvant was removed in vacuum-drying in 1 hour.
Embodiment 2 (ammoniacal liquor sensing), process is as follows:
One little cotton is placed in the quartz cell bottom, drips several ammoniacal liquor on cotton, puts one little cotton on it again, and the composite sensing film that embodiment 1 is produced places its time response curve of test on the cotton.As can be seen, the fluorescence of preceding 50 seconds composite sensing films has reduction slightly, and after this fluorescence strengthens gradually, and fluorescence intensity increases by 40% in 300 seconds, the results are shown in Figure 1.
Embodiment 3 (Tri N-Propyl Amine sensing)
One little cotton is placed in the quartz cell bottom, drips several Tri N-Propyl Amines on cotton, puts one little cotton on it again, and composite sensing film provided by the invention is placed its time response curve of test on the cotton.As can be seen, the fluorescence of preceding 30 seconds composite sensing films reaches capacity, and after this no longer increases.Fluorescence intensity increases 25-35% in 30 seconds, the results are shown in Figure 2.
Embodiment 4 (aniline sensing)
One little cotton is placed in quartz cell bottom, drips several aniline on cotton, puts one little cotton on it again, with the composite sensing film as for its time response curve of test on the cotton.As can be seen, the fluorescence of preceding 100 seconds composite sensing films reaches capacity, and after this no longer increases.25-100 is fluorescence intensity increase 50-90% in second, the results are shown in Figure 3.
Embodiment 5 (some amine substance and some solvent sensing)
PFO+TPP is to the fluorescence response curve of some amine substance and some solvent
Embodiment 5 (1,3,5-trotyl sensing)
Quartz cell bottom is placed 100 milligram 1,3, and the 5-trotyl is placed one little cotton above, with the composite sensing film as for its time response curve of test on the cotton.As can be seen, the fluorescent quenching of preceding 300 seconds composite sensing films 35-55%, the results are shown in Figure 4.
Embodiment 6 (sensing of aniline)
PPE+CuTPP, one little cotton is placed in quartz cell bottom, drips several aniline on cotton, puts one little cotton on it again, with the composite sensing film as for its time response curve of test on the cotton.As can be seen, the fluorescence of preceding 10-100 composite sensing second film reaches capacity, and increasing degree 10%-55% does not wait.After this fluorescence reduces gradually, the results are shown in Figure 5.
Embodiment 7 (H
2O
2Sensing), testing process is as follows:
One little cotton is placed in quartz cell bottom, drips several hydrogen peroxide on cotton, puts one little cotton on it again, with the composite sensing film as for its time response curve of test on the cotton.As can be seen, the fluorescence of composite sensing film increases about 25% in 300 seconds.The results are shown in Figure 6.
Embodiment 8 (three peroxidation tri acetylacetonate sensings), testing process is as follows:
100 milligram of three peroxidation tri acetylacetonate (TATP) placed in quartz cell bottom, places one little cotton above, with the composite sensing film as for its time response curve of test on the cotton.As seen from Figure 7, the fluorescence of composite sensing film has increased 12-14% in 300 seconds.
Embodiment 9 (para-nitrotoluene), testing process is as follows:
100 milligrams of para-nitrotoluene are placed in quartz cell bottom, place one little cotton above, with the composite sensing film as for its time response curve of test on the cotton.As seen from Figure 8, in 300 seconds the fluorescent quenching of composite sensing film 50%, in wherein preceding 50 seconds cancellation 40%.
Claims (10)
1. the composite sensing material that makes up of a class organometallic complex and fluorescent conjugated polymer is characterized in that described composite sensing material is made up of fluorescent conjugated polymer and organometallic complex; When directly mixing by physics, the two molar ratio range of fluorescent conjugated polymer and organometallic complex is 1000: 1～100: 1; Wherein, fluorescent conjugated polymer is that organometallic complex is an acceptor to body, charge transfer or energy must be able to take place between the two shift.
2. by the described composite sensing material of claim 1, it is characterized in that described fluorescent conjugated polymer skeleton is poly-fluorenes, poly quinoline, polyphenyl, poly-phenylene vinylene (ppv), polyparaphenylene's acetylene, Polythiophene, polypyrrole or polyaniline and derivative thereof.
3. by the described composite sensing material of claim 1, it is characterized in that described organometallic complex comprises the title complex of the metal center of copper, cobalt, nickel, cadmium, platinum, palladium, ruthenium, zinc, iron, chromium, tin, manganese, vanadium or magnesium, part comprises porphyrins, phthalocyanine-like compound, adjacent F beautiful jade, dipyridyl, phenylpyridine, thiophene pyridine, oxine, many carboxyls part, polyamines ylidene ligands or diketonate ligand.
4. by the described composite sensing material of claim 3, it is characterized in that containing one or more phenyl, three arylamine, diaryl-amine, carbazole, pyrroles, benzene, biphenyl, naphthalene, anthracene, phenanthrene, pyrene, fluorenes, difluorene, spiral shell fluorenes, indole carbazole, thiophene, bithiophene, thiophthene, furans, imidazoles, thiodiphenylamine, triazine, acridine, thiazole or thionaphthene on the part of organometallic complex.
5. by the described composite sensing material of claim 3, it is characterized in that also comprising alkyl, thiazolinyl, cyano group, ester group, carboxyl or amido substituting group on the part of organometallic complex.
6. by the described composite sensing material of claim 1, it is characterized in that the two proportioning of fluorescent conjugated polymer and organo-metallic part is 300: 1-500: 1.
7. preparation is as the method for claim 1 or 6 described composite sensing materials, it is characterized in that selecting to dissolve simultaneously the suitable solvent of fluorescent polymer and organometallic complex, in claim 1 or 6 described ratio wiring solution-formings, then it is coated to solid support surface and makes the composite sensing material film, dry down the removing of vacuum condition desolvated, and can obtain fluorescent conjugated polymer and organometallic complex composite sensing material film; Wherein:
1. make the film mode and be spin-coating, drip be coated with, lift, printing or electrospinning silk mode carry out;
2. the solid support that is adopted comprises glass, quartz, silicon chip and organic and polymeric solid carrier; Described solid support form is microsphere, nano particle or pearl and nano wire, nanofiber or nanotube;
3. the surface of described solid support is the functional group that comprises ammonium functional group, carboxylic acid functional, charged reactive group and neutral group.
8. by the described preparation method of claim 7, it is characterized in that described solvent is toluene, benzene, chloro, orthodichlorobenzene, tetrahydrofuran (THF), dioxane, chloroform, methylene dichloride or tetracol phenixin.
9. by the application of claim 1 or 6 described composite sensing materials, it is characterized in that:
1. detect the environmental pollutant that comprise aniline, oil of mirbane or alkylamine;
2. detect the methamphetamine class drugs; Trotyl, three peroxidation tri acetylacetonates or diperoxyization two acetone are at interior explosive substance;
Detected explosive substance or environment infective agent and organometallic complex effect when 3. detecting, or with the fluorescent conjugated polymer effect, cause fluorescence to strengthen with the metal complexes effect, cause fluorescent quenching with the fluorescent polymer effect.
10. by the application of the described composite sensing material of claim 9, it is characterized in that doing in 100 seconds times spent with metal complexes that the highest fluorescence strengthens is 90%; Preceding 300 seconds fluorescent quenching is 35-55%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010196198 CN101864294A (en) | 2010-06-09 | 2010-06-09 | Composite sensing material of fluorescent conjugated polymer and organic metal complex and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010196198 CN101864294A (en) | 2010-06-09 | 2010-06-09 | Composite sensing material of fluorescent conjugated polymer and organic metal complex and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101864294A true CN101864294A (en) | 2010-10-20 |
Family
ID=42956227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201010196198 Pending CN101864294A (en) | 2010-06-09 | 2010-06-09 | Composite sensing material of fluorescent conjugated polymer and organic metal complex and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101864294A (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102095709A (en) * | 2010-12-08 | 2011-06-15 | 中国科学院上海微***与信息技术研究所 | Chemical senor, method and application on basis of laser effects in fluorescence conjugated polymer |
| CN102391649A (en) * | 2011-10-17 | 2012-03-28 | 上海理工大学 | Photoinduced blue-light-emitting oligomerized triphenylene and polysulfone blending film as well as preparation method and application thereof |
| CN102443858A (en) * | 2011-09-07 | 2012-05-09 | 南昌大学 | Preparation method of poly-p-phenylene ethylene derivative micro-nano fiber |
| CN103592276A (en) * | 2013-11-19 | 2014-02-19 | 东南大学 | Quantum dot fluorescence sensor for cadmium ion detection, and detection method of fluorescence sensor |
| CN105158216A (en) * | 2015-09-20 | 2015-12-16 | 北京化工大学 | Photo-thermal paper sensor based on polyaniline and application thereof in detecting 2,4,6-trinitrotoluene |
| CN107057060A (en) * | 2017-05-23 | 2017-08-18 | 江苏大学 | Tin porphyrin polyaniline nonlinear optical material and preparation method thereof |
| CN108395541A (en) * | 2018-04-08 | 2018-08-14 | 山西大学 | A kind of two dimension dinuclear zine coordination polymer and its preparation method and application |
| CN108409983A (en) * | 2018-04-19 | 2018-08-17 | 辽宁大学 | A kind of diamond-mesh coordination polymer and its preparation method and application based on Ni II |
| CN109085145A (en) * | 2018-07-02 | 2018-12-25 | 深圳砺剑防卫技术有限公司 | A kind of fluorescence sense film and preparation method thereof and explosive detection instrument |
| CN109276720A (en) * | 2018-09-19 | 2019-01-29 | 浙江大学 | A kind of metal-organic complex nano material and its preparation method and application |
| CN109402759A (en) * | 2018-10-29 | 2019-03-01 | 钟祥博谦信息科技有限公司 | A kind of preparation method and applications of the nanofiber of cupric oxide doped vanadic anhydride |
| CN110384990A (en) * | 2018-04-19 | 2019-10-29 | 北京化工大学 | A kind of three-dimensional netted flexible sensing film of functionalized nano-fiber and its preparation method and application |
| CN114805796A (en) * | 2022-03-08 | 2022-07-29 | 武汉大学 | Two-dimensional strong-fluorescence polyaniline material with metal ion detection performance and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1712940A (en) * | 2005-08-02 | 2005-12-28 | 武汉大学 | Production of fluorescent sensor based on soluble conjugated polymer |
-
2010
- 2010-06-09 CN CN 201010196198 patent/CN101864294A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1712940A (en) * | 2005-08-02 | 2005-12-28 | 武汉大学 | Production of fluorescent sensor based on soluble conjugated polymer |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102095709A (en) * | 2010-12-08 | 2011-06-15 | 中国科学院上海微***与信息技术研究所 | Chemical senor, method and application on basis of laser effects in fluorescence conjugated polymer |
| CN102443858A (en) * | 2011-09-07 | 2012-05-09 | 南昌大学 | Preparation method of poly-p-phenylene ethylene derivative micro-nano fiber |
| CN102391649A (en) * | 2011-10-17 | 2012-03-28 | 上海理工大学 | Photoinduced blue-light-emitting oligomerized triphenylene and polysulfone blending film as well as preparation method and application thereof |
| CN102391649B (en) * | 2011-10-17 | 2013-06-26 | 上海理工大学 | Photoinduced blue-light-emitting oligomerized triphenylene and polysulfone blending film as well as preparation method and application thereof |
| CN103592276A (en) * | 2013-11-19 | 2014-02-19 | 东南大学 | Quantum dot fluorescence sensor for cadmium ion detection, and detection method of fluorescence sensor |
| CN103592276B (en) * | 2013-11-19 | 2016-04-13 | 东南大学 | Cadmium ion detects by quantum dot fluorescent optical sensor and detection method thereof |
| CN105158216A (en) * | 2015-09-20 | 2015-12-16 | 北京化工大学 | Photo-thermal paper sensor based on polyaniline and application thereof in detecting 2,4,6-trinitrotoluene |
| CN107057060A (en) * | 2017-05-23 | 2017-08-18 | 江苏大学 | Tin porphyrin polyaniline nonlinear optical material and preparation method thereof |
| CN108395541A (en) * | 2018-04-08 | 2018-08-14 | 山西大学 | A kind of two dimension dinuclear zine coordination polymer and its preparation method and application |
| CN108395541B (en) * | 2018-04-08 | 2021-03-30 | 山西大学 | Two-dimensional binuclear zinc coordination polymer and preparation method and application thereof |
| CN108409983A (en) * | 2018-04-19 | 2018-08-17 | 辽宁大学 | A kind of diamond-mesh coordination polymer and its preparation method and application based on Ni II |
| CN110384990A (en) * | 2018-04-19 | 2019-10-29 | 北京化工大学 | A kind of three-dimensional netted flexible sensing film of functionalized nano-fiber and its preparation method and application |
| CN108409983B (en) * | 2018-04-19 | 2020-09-22 | 辽宁大学 | Ni II-based rhombic network coordination polymer and preparation method and application thereof |
| CN110384990B (en) * | 2018-04-19 | 2021-01-12 | 北京化工大学 | Functionalized nanofiber three-dimensional mesh flexible sensing film and preparation method and application thereof |
| CN109085145A (en) * | 2018-07-02 | 2018-12-25 | 深圳砺剑防卫技术有限公司 | A kind of fluorescence sense film and preparation method thereof and explosive detection instrument |
| CN109276720A (en) * | 2018-09-19 | 2019-01-29 | 浙江大学 | A kind of metal-organic complex nano material and its preparation method and application |
| CN109402759A (en) * | 2018-10-29 | 2019-03-01 | 钟祥博谦信息科技有限公司 | A kind of preparation method and applications of the nanofiber of cupric oxide doped vanadic anhydride |
| CN114805796A (en) * | 2022-03-08 | 2022-07-29 | 武汉大学 | Two-dimensional strong-fluorescence polyaniline material with metal ion detection performance and preparation method thereof |
| CN114805796B (en) * | 2022-03-08 | 2023-08-22 | 武汉大学 | Two-dimensional strong fluorescence polyaniline material with metal ion detection performance and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101864294A (en) | Composite sensing material of fluorescent conjugated polymer and organic metal complex and application | |
| Tanwar et al. | Inner filter effect based selective detection of nitroexplosive-picric acid in aqueous solution and solid support using conjugated polymer | |
| Zhang et al. | Creation of carbazole-based fluorescent porous polymers for recognition and detection of various pesticides in water | |
| Sun et al. | Fundamental study of electrospun pyrene–polyethersulfone nanofibers using mixed solvents for sensitive and selective explosives detection in aqueous solution | |
| Schoolaert et al. | Colorimetric nanofibers as optical sensors | |
| Holliday et al. | Conducting metallopolymers: the roles of molecular architecture and redox matching | |
| Kumar et al. | Vapor-phase detection of trinitrotoluene by AIEE-active hetero-oligophenylene-based carbazole derivatives | |
| Rochat et al. | Conjugated amplifying polymers for optical sensing applications | |
| Malik et al. | Conjugated polymer nanoparticles for the amplified detection of nitro-explosive picric acid on multiple platforms | |
| Kumar et al. | Fluoranthene based derivatives for detection of trace explosive nitroaromatics | |
| Adil et al. | Receptor-free detection of picric acid: a new structural approach for designing aggregation-induced emission probes | |
| Yuan et al. | Luminogenic polyacetylenes and conjugated polyelectrolytes: synthesis, hybridization with carbon nanotubes, aggregation-induced emission, superamplification in emission quenching by explosives, and fluorescent assay for protein quantitation | |
| Batool et al. | Fluorene-based fluorometric and colorimetric conjugated polymers for sensitive detection of 2, 4, 6-trinitrophenol explosive in aqueous medium | |
| Liu et al. | New Trends in the Optical and Electronic Applications of Polymers Containing Transition‐Metal Complexes | |
| Sathiyan et al. | A novel star-shaped triazine-triphenylamine–based fluorescent chemosensor for the selective detection of picric acid | |
| Alizadeh et al. | Photophysical diversity of water-soluble fluorescent conjugated polymers induced by surfactant stabilizers for rapid and highly selective determination of 2, 4, 6-trinitrotoluene traces | |
| Rasheed et al. | Conjugated supramolecular architectures as state-of-the-art materials in detection and remedial measures of nitro based compounds: A review | |
| Fan et al. | Solid-state fluorescence-based sensing of TATP via hydrogen peroxide detection | |
| Sonawane et al. | Fluorescent polystyrene microbeads as invisible security ink and optical vapor sensor for 4-nitrotoluene | |
| Wu et al. | Chemical self-doping of organic nanoribbons for high conductivity and potential application as chemiresistive sensor | |
| Balan et al. | Detection and distinction of DNT and TNT with a fluorescent conjugated polymer using the microwave conductivity technique | |
| Park et al. | Photoswitching and sensor applications of a spiropyran–polythiophene conjugate | |
| Meher et al. | Recent development of the fluorescence-based detection of volatile organic compounds: a mechanistic overview | |
| Hu et al. | Synthesis of novel fluorescent cellulose derivatives and their applications in detection of nitroaromatic compounds | |
| US10151720B2 (en) | Interfacial nanofibril composite for selective alkane vapor detection |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20101020 |