CN101713735A - Oxygen-sensitive fluorescent membrane and preparation method thereof - Google Patents
Oxygen-sensitive fluorescent membrane and preparation method thereof Download PDFInfo
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- CN101713735A CN101713735A CN200810013545A CN200810013545A CN101713735A CN 101713735 A CN101713735 A CN 101713735A CN 200810013545 A CN200810013545 A CN 200810013545A CN 200810013545 A CN200810013545 A CN 200810013545A CN 101713735 A CN101713735 A CN 101713735A
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Abstract
The invention relates to an oxygen-sensitive fluorescent membrane and a preparation method thereof. The invention uses the sol-gel technology to effectively embed bipyridyl ruthenium complex to prepare a fluorocarbon sol-gel optical chemical sensing membrane with good response to oxygen. The membrane prepared by the invention has the advantages of good hydrophobicity and corrosive gas resistance, favorable mechanical property, translucency and flexibility, long service life, wide measurement range, rapid response speed, nice repeatability, stable performance, easy miniaturization and the like.
Description
Technical field
The present invention relates to oxygen sensing film, oxygen-sensitive fluorescent membrane of a kind of quick response specifically and preparation method thereof, it is the oxygen-sensitive material that a kind of carbon based on the embedding bipyridyl ruthenium is fluoridized sol-gel film.
Background technology
Oxygen is the reactant or the product of many chemical reactions and biochemical reaction, is the basic substance that life entity is depended on for existence.The method of traditional mensuration oxygen has iodimetric titration (being the Winkler method) and oxygen electrode (being the Clark method).Iodimetric titration accuracy of measurement height, but length consuming time, program are loaded down with trivial details, can't satisfy the requirement of on-line measurement.Oxygen electrode method can be realized on-the-spot continuous coverage, but needs oxygen consumed, and electrode used therein is easily by the H in the sample
2Materials such as S poison.The optical oxygen sensing device is the sensing technology that the eighties grows up mid-term gradually.This class sensor is operate as normal at normal temperatures and pressures, also can work under lower or higher temperature according to the characteristic of different luminescent materials; Owing to be to adopt the principle of oxygen effect fluorescent quenching to measure oxygen, do not relate to the quality consumption of oxygen, and equilibration time is very short.Because above advantage, the optical oxygen sensing device has been widely used in the fields such as chemistry, biology, clinical medicine and environmental monitoring.
Sol-gel technique is the system film new technology of development in recent years.It is that the mesh structural porous matrix that forms with silicone agent process hydrolytic polymerization is carrier matrix, and responsive thing is carried out embedding.This carrier has the advantage of multiple uniqueness, and as good chemical stability, poriness and light transmission etc., but single inorganic sol gel mould has and break easily, shortcoming such as the hydrothermal stability of film long-time stability relatively poor and film are relatively poor.Organically-modified sol-gel film has mechanical flexibility preferably, but about carbon fluoridize modify sol-gel film report seldom.Bukowski (Anal.Chem.2005,77:2670) and Chu (Sens.Actuators B Chem.2007 is 124:376) respectively with Ru (dpp)
3 2+And Pt (II) is embedded among the TFP-TriMOS/n-propyl-TriMOS, is used for the mensuration of oxygen.But in the report film response time of preparation longer, greatly about about 5s, and only be used for the mensuration of gox concentration.
Summary of the invention
The object of the present invention is to provide oxygen-sensitive fluorescent membrane of a kind of quick response and preparation method thereof, the film that is synthesized has light sensitization to oxygen, and sensitive procedures is a fluorescent material reversible, that do not consume tested oxygen molecule; The sol-gel embedding fluorescent material that preparation process is modified with the carbon fluorin radical, sensitive membrane can be used for gaseous state and Determination of DO as the sensitive material of lambda sensor.
For achieving the above object, the technical solution used in the present invention is:
1. oxygen-sensitive fluorescent membrane is characterized in that: it is fluoridized collosol and gel matrix by the carbon that is embedded with fluorescent material and constitutes, and wherein to fluoridize the mol ratio of collosol and gel matrix be 1～30 for fluorescent material and carbon;
2. according to the described sensitive membrane of claim 1, it is characterized in that: described fluorescent material is metal Ru complex compound, metal osmium complex, metallic lead complex compound, metal platinum complex compound, Metal Palladium complex compound, rhenium metal complex compound;
Described carbon is fluoridized the hydrolyzed copolymer that collosol and gel matrix is trifluoro propyl trimethoxy silane TFP-TriMOS and other siloxanyl monomers; The volume ratio of TFP-TriMOS and other siloxanyl monomers is 0.25～4;
Described other siloxanyl monomers is tetramethoxy-silicane TMOS, tetraethoxysilane TEOS, methyltrimethoxy silane MTMOS, methyl triethoxysilane MTEOS, propyl trimethoxy silicane PTMOS, propyl-triethoxysilicane PTEOS, phenyltrimethoxysila,e PhTMOS, phenyl triethoxysilane PhTEOS etc.
3. according to the described sensitive membrane of claim 1, it is characterized in that: the thickness of described sensitive membrane is 0.1～10 μ m.
4. the preparation method of the described sensitive membrane of claim 1 is characterized in that:
1) fluorescent material is dissolved in the organic solvent, forms solution A;
2) with trifluoro propyl trimethoxy silane TFP-TriMOS and other siloxanyl monomers as presoma, hydrolysis under PH=1～4 acid conditions in organic solvent, ultrasonic mixing obtains carbon and fluoridizes sol gel solution B;
3) with solution A and solution B according to required ratio, ultrasonic mixing obtains preparing the reagent of sensitive membrane;
4) reagent that will prepare sensitive membrane is coated on the glass sheet carrier, is placed in the baking oven and dries, and makes solvent evaporates to form oxygen-sensitive fluorescent membrane, and it can be applicable in the photochemistry sensing to oxygen.
5. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: the volumetric molar concentration of described fluorescent material in organic solvent is 1～15mM, and described presoma and volume of organic solvent number percent are 1～4: 1.
6. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: step 2) described in the percent by volume of TFP-TriMOS in presoma be 20～80%; Volume ratio in water and the organic solvent is 1: 1～3.
7. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: the volume ratio of described solution A and solution B is 1: 2～6.
8. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: be placed on described in the step 4) in the baking oven and dry 6～12h down at 60～100 ℃.
The present invention has following advantage:
Synthetic a kind of oxysensible metal complex.This complex compound is to the oxygen photaesthesia in gas and the water, and this complex compound is embedded in the collosol and gel matrix that carbon fluoridizes, and makes these fix and strengthen the mechanical property and the stability of sensitive membrane to the light activated metal complex of oxygen.
Described oxygen sensing film is formed by having the collosol and gel matrix that quick response and long-life fluorescent material and carbon fluoridizes.This composite coated on glass carrier, is shone on the sensitive membrane with the excitation source of certain wavelength, and the fluorescence molecule institute emitted fluorescence in the film is detected by fluorescence detection device.The intensity of detection signal is relevant with oxygen content in gas or the liquid.
Oxygen sensing film of the present invention is based on the fluorescence quenching of oxygen to the fluorescent material bipyridyl ruthenium.Sensitive procedures is oxygen consumed not, so response characteristic is more stable.This fluorescent reagent is embedded into carbon fluoridizes in the collosol and gel matrix, can obtain having good mechanical, light transmission and flexible sensitive thin film.Compare with traditional oxygen sensing film, it has long service life, rings wide ranges, be swift in response, and good reproducibility, stable performance, in the medium for gases and liquids, oxygen consumed does not need advantages such as often calibration simultaneously.This film can be used for the detection of gaseous state and dissolved oxygen DO simultaneously.
Description of drawings
Fig. 1 is the oxygen sensing film synoptic diagram of preparation; Wherein: 1 is oxygen molecule, and 2 are the fluorescence probe bipyridyl ruthenium of embedding, and 3 fluoridize collosol and gel matrix for carbon, and 4 is the slide carrier.
Fig. 2 is the spectral characteristic of oxygen-sensitive fluorescent membrane.
Fig. 3 is the repeatability that prepared oxygen sensing film responds oxygen in water, response time＜25s.
Fig. 4 is the prepared oxygen sensing film response repeatability to gox; Wherein data show that this sensitive membrane is to oxygen response time＜1s.
Embodiment
1) fluorescent material is dissolved in certain solvent.In the preferred version, with bipyridyl ruthenium complex compound [Ru (bpy)
3]
2+Be dissolved in the ethanol, obtain the storing solution that concentration is 2mM;
2) carbon is fluoridized the preparation of collosol and gel (Fluorinated xerogels) storing solution: with tetramethoxy-silicane (TMOS) and trifluoro propyl trimethoxy silane (TFP-TriMOS) is presoma, is solvent with ethanol, hydrolysis under the pH=1 hydrochloric acid catalysis.In the preferred version, the percent by volume of TFP-TriMOS in presoma is 30%. with the ultrasonic mixing of mix reagent; .
3) preparation of sensitive membrane: the ethanolic solution adding carbon of bipyridyl ruthenium is fluoridized in the sol gel solution, mixed.In the preferred version, [the Ru (bpy) of 2mM
3]
2+Fluoridize the collosol and gel storing solution with carbon and obtained responsive reagent behind the ultrasonic mixing of volume ratio according to 1: 3.Be coated on the clean slide by the sensing reagent of immersion coating method, obtain oxygen sensing film mixing;
4) oxygen sensing film is placed on 80 ℃ of aging 18h in the baking oven, solvent is thoroughly volatilized, obtain oxygen sensing film, its thickness is 1 μ m.
Described fluorescent material is bipyridyl ruthenium complex compound [Ru (bpy)
3]
2+, its excitation center wavelength is 450nm, fluorescent emission centre wavelength is 622nm; Prepared oxygen sensitive fluorescent membrane is applicable on the oxygen sensor.Utilize prepared sensing membrane and fiber spectrometer coupling, oxygen content in the energy real-time continuous detection gaseous state and the dissolved oxygen DO in the water.
1) fluorescent material is dissolved in certain solvent.In the preferred version, with o-phenanthroline ruthenium complex [Ru (dpp)
3]
2+Be dissolved in the ethanol, obtain the storing solution that concentration is 5mM;
2) carbon is fluoridized the preparation of collosol and gel (Fluorinated xerogels) storing solution: with tetraethoxysilane (TEOS) and trifluoro propyl trimethoxy silane (TFP-TriMOS) is presoma, is solvent with ethanol, hydrolysis under the pH=3 hydrochloric acid catalysis.In the preferred version, the percent by volume of TFP-TriMOS in presoma is 50%. with the ultrasonic mixing of mix reagent; .
3) preparation of sensitive membrane: with [Ru (dpp)
3]
2+Ethanolic solution add carbon and fluoridize in the sol gel solution, mix.In the preferred version, [the Ru (bpy) of 5mM
3]
2+Fluoridize the collosol and gel storing solution with carbon and obtained responsive reagent behind the ultrasonic mixing of volume ratio according to 1: 4.Be coated on the clean slide by the sensing reagent of immersion coating method, obtain oxygen sensing film mixing;
4) oxygen sensing film is placed on 80 ℃ of aging 18h in the baking oven, solvent is thoroughly volatilized, obtain oxygen sensing film, its thickness is 0.8 μ m.
Described fluorescent material is o-phenanthroline ruthenium complex [Ru (dpp)
3]
2+, its excitation center wavelength is 455nm, fluorescent emission centre wavelength is 620nm; Prepared oxygen sensitive fluorescent membrane is applicable on the oxygen sensor.Utilize prepared sensing membrane and fiber spectrometer coupling, oxygen content in the energy real-time continuous detection gaseous state and the dissolved oxygen DO in the water.
Embodiment 3
1) fluorescent material is dissolved in certain solvent.In the preferred version, PtOEP is dissolved in the tetrahydrofuran with the platinum porphyrins complex compound, obtains the storing solution that concentration is 3mM;
2) carbon is fluoridized the preparation of collosol and gel (Fluorinated xerogels) storing solution: with methyltrimethoxy silane (MTMOS) and trifluoro propyl trimethoxy silane (TFP-TriMOS) is presoma, is solvent with ethanol, hydrolysis under the pH=4 hydrochloric acid catalysis.In the preferred version, the percent by volume of TFP-TriMOS in presoma is 70%. with the ultrasonic mixing of mix reagent; .
3) preparation of sensitive membrane: the tetrahydrofuran solution adding carbon of PtOEP is fluoridized in the sol gel solution, mixed.In the preferred version, the PtOEP of 3mM and carbon are fluoridized the collosol and gel storing solution and were obtained responsive reagent according to 1: 5 behind the ultrasonic mixing of volume ratio.Be coated on the clean slide by the sensing reagent of immersion coating method, obtain oxygen sensing film mixing;
4) oxygen sensing film is placed on 75 ℃ of aging 15h in the baking oven, solvent is thoroughly volatilized, obtain oxygen sensing film, its thickness is 4 μ m.
Described fluorescent material is platinum porphyrins complex compound PtOEP, 500nm and 535nm, and fluorescent emission centre wavelength is 646nm; Prepared oxygen sensitive fluorescent membrane is applicable on the oxygen sensor.Utilize prepared sensing membrane and fiber spectrometer coupling, oxygen content in the energy real-time continuous detection gaseous state and the dissolved oxygen DO in the water.
1) fluorescent material is dissolved in certain solvent.In the preferred version, PtTFPP is dissolved in the tetrahydrofuran with the platinum porphyrins complex compound, obtains the storing solution that concentration is 10mM;
2) carbon is fluoridized the preparation of collosol and gel (Fluorinated xerogels) storing solution: with methyltrimethoxy silane (PhTMOS) and trifluoro propyl trimethoxy silane (TFP-TriMOS) is presoma, with ethanol is solvent, hydrolysis under the pH=2 hydrochloric acid catalysis.In the preferred version, the percent by volume of TFP-TriMOS in presoma is 60%. with the ultrasonic mixing of mix reagent; .
3) preparation of sensitive membrane: the tetrahydrofuran solution adding carbon of PtTFPP is fluoridized in the sol gel solution, mixed.In the preferred version, the PtTFPP of 10mM and carbon are fluoridized the collosol and gel storing solution and were obtained responsive reagent according to 1: 5 behind the ultrasonic mixing of volume ratio.Be coated on the clean slide by the sensing reagent of immersion coating method, obtain oxygen sensing film mixing;
4) oxygen sensing film is placed on 85 ℃ of aging 12h in the baking oven, solvent is thoroughly volatilized, obtain oxygen sensing film, its thickness is 5 μ m.
Described fluorescent material is platinum porphyrins complex compound PtTFPP, and its excitation center wavelength is 508nm and 541nm, and fluorescent emission centre wavelength is 650nm; Prepared oxygen sensitive fluorescent membrane is applicable on the oxygen sensor.Utilize prepared sensing membrane and fiber spectrometer coupling, oxygen content in the energy real-time continuous detection gaseous state and the dissolved oxygen DO in the water.
Application examples
Get the embodiment 1 preparation oxygen sensing film of a diameter 10mm, be used for conventional optical oxygen sensing device, be fixed in the flow cell and the corresponding position of fibre-optical probe.The light emitting diode that with centre wavelength is 460nm is a light source, and (BIF200-US-VIS, U.S. OceanOptics) transmits exciting light and emitting fluorescence with quartzy branch optical fiber.(USB4000 type, U.S. Ocean Optics) is that the 622nm place measures emitting fluorescence in centre wavelength with the ocean fiber spectrometer.Tested water is flow through measuring cell---flow cell, measurement result are as shown in Figure 3.Also can measure pure N with gas by flow cell
2With pure O
2Signal as shown in Figure 4.
Claims (8)
1. oxygen-sensitive fluorescent membrane is characterized in that: it is fluoridized collosol and gel matrix by the carbon that is embedded with fluorescent material and constitutes, and wherein to fluoridize the mol ratio of collosol and gel matrix be 1～30 for fluorescent material and carbon.
2. according to the described sensitive membrane of claim 1, it is characterized in that: described fluorescent material is metal Ru complex compound, metal osmium complex, metallic lead complex compound, metal platinum complex compound, Metal Palladium complex compound, rhenium metal complex compound;
Described carbon is fluoridized the hydrolyzed copolymer that collosol and gel matrix is trifluoro propyl trimethoxy silane TFP-TriMOS and other siloxanyl monomers; The volume ratio of TFP-TriMOS and other siloxanyl monomers is 0.25～4;
Described other siloxanyl monomers is tetramethoxy-silicane TMOS, tetraethoxysilane TEOS, methyltrimethoxy silane MTMOS, methyl triethoxysilane MTEOS, propyl trimethoxy silicane PTMOS or propyl-triethoxysilicane PTEOS.
3. according to the described sensitive membrane of claim 1, it is characterized in that: the thickness of described sensitive membrane is 0.1～10 μ m.
4. the preparation method of the described sensitive membrane of claim 1 is characterized in that:
1) fluorescent material is dissolved in the organic solvent, forms solution A;
2) with trifluoro propyl trimethoxy silane TFP-TriMOS and other siloxanyl monomers as presoma, hydrolysis under PH=1～4 acid conditions in organic solvent, ultrasonic mixing obtains carbon and fluoridizes sol gel solution B;
3) with solution A and solution B according to required ratio, ultrasonic mixing obtains preparing the reagent of sensitive membrane;
4) reagent that will prepare sensitive membrane is coated on the glass sheet carrier, is placed in the baking oven and dries, and makes solvent evaporates to form oxygen-sensitive fluorescent membrane, and it can be applicable in the photochemistry sensing to oxygen.
5. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: the volumetric molar concentration of described fluorescent material in organic solvent is 1～15mM, and described presoma and volume of organic solvent number percent are 1～4: 1.
6. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: step 2) described in the percent by volume of TFP-TriMOS in presoma be 20～80%; Volume ratio in water and the organic solvent is 1: 1～3.
7. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: the volume ratio of described solution A and solution B is 1: 2～6.
8. according to the preparation method of the described sensitive membrane of claim 4, it is characterized in that: be placed on described in the step 4) in the baking oven and dry 6～12h down at 60～100 ℃.
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| CN102455292A (en) * | 2010-10-27 | 2012-05-16 | 中国科学院大连化学物理研究所 | Enhanced oxygen fluorescence sensitive film and preparation method thereof |
| CN103257127A (en) * | 2013-05-13 | 2013-08-21 | 华南理工大学 | Method for improving dispersibility of fluorescent indicator molecules in organic silica gel and preparing oxygen sensitive fluorescent screen |
| CN104764725A (en) * | 2015-04-13 | 2015-07-08 | 中南民族大学 | Single-point double-parameter fluorescence optical fiber sensor probe for monitoring pH value and oxygen partial pressure |
| CN106353292A (en) * | 2016-10-08 | 2017-01-25 | 中山大学 | Preparation method of dissolved oxygen sensing film |
| CN108226110A (en) * | 2017-12-20 | 2018-06-29 | 浙江大学昆山创新中心 | A kind of method for the fluorescence signal for enhancing oxygen sensing film test water oxygen concentration |
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| CN113514431A (en) * | 2021-04-06 | 2021-10-19 | 中国农业大学 | Dissolved oxygen measuring method and device |
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| CN102455292B (en) * | 2010-10-27 | 2014-06-04 | 中国科学院大连化学物理研究所 | Enhanced oxygen fluorescence sensitive film and preparation method thereof |
| CN102455292A (en) * | 2010-10-27 | 2012-05-16 | 中国科学院大连化学物理研究所 | Enhanced oxygen fluorescence sensitive film and preparation method thereof |
| CN103257127A (en) * | 2013-05-13 | 2013-08-21 | 华南理工大学 | Method for improving dispersibility of fluorescent indicator molecules in organic silica gel and preparing oxygen sensitive fluorescent screen |
| CN103257127B (en) * | 2013-05-13 | 2015-07-29 | 华南理工大学 | It is a kind of that to improve fluorescent indicator molecule dispersed and prepare the method for oxygen sensitive fluorescent screen in organic silica gel |
| CN104764725A (en) * | 2015-04-13 | 2015-07-08 | 中南民族大学 | Single-point double-parameter fluorescence optical fiber sensor probe for monitoring pH value and oxygen partial pressure |
| CN106353292B (en) * | 2016-10-08 | 2019-01-29 | 中山大学 | A kind of preparation method dissolving the oxygen sensing film |
| CN106353292A (en) * | 2016-10-08 | 2017-01-25 | 中山大学 | Preparation method of dissolved oxygen sensing film |
| CN108226110A (en) * | 2017-12-20 | 2018-06-29 | 浙江大学昆山创新中心 | A kind of method for the fluorescence signal for enhancing oxygen sensing film test water oxygen concentration |
| CN109589448A (en) * | 2019-01-17 | 2019-04-09 | 北京化工大学 | A kind of oxygen monitoring gelatinous fibre wound dressing and preparation method thereof |
| CN111089845A (en) * | 2019-07-19 | 2020-05-01 | 苏州复氧环保科技有限公司 | Rapid calibration method of optical dissolved oxygen sensor |
| CN112656399A (en) * | 2021-01-10 | 2021-04-16 | 复旦大学 | Sensing membrane for monitoring respiration in real time and preparation method thereof |
| CN113514431A (en) * | 2021-04-06 | 2021-10-19 | 中国农业大学 | Dissolved oxygen measuring method and device |
| CN113514431B (en) * | 2021-04-06 | 2022-10-04 | 中国农业大学 | Dissolved oxygen measuring method and device |
| CN116574399A (en) * | 2023-06-14 | 2023-08-11 | 广东隆宇传感科技有限公司 | Modified silica sol for fluorescent cap, preparation and application methods thereof and oxygen-sensitive fluorescent cap |
| CN116574399B (en) * | 2023-06-14 | 2023-12-19 | 广东隆宇传感科技有限公司 | Modified silica sol for fluorescent cap, preparation and application methods thereof and oxygen-sensitive fluorescent cap |
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Open date: 20100526 |