CN102391854A - Fluorescent chemical sensor for detecting [H plus] and preparation method and usage thereof - Google Patents
Fluorescent chemical sensor for detecting [H plus] and preparation method and usage thereof Download PDFInfo
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- CN102391854A CN102391854A CN201110220376XA CN201110220376A CN102391854A CN 102391854 A CN102391854 A CN 102391854A CN 201110220376X A CN201110220376X A CN 201110220376XA CN 201110220376 A CN201110220376 A CN 201110220376A CN 102391854 A CN102391854 A CN 102391854A
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- imidazoles
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- 239000000126 substance Substances 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 150000002460 imidazoles Chemical class 0.000 claims abstract description 58
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims abstract description 56
- VNHBYKHXBCYPBJ-UHFFFAOYSA-N 5-ethynylimidazo[1,2-a]pyridine Chemical compound C#CC1=CC=CC2=NC=CN12 VNHBYKHXBCYPBJ-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000002189 fluorescence spectrum Methods 0.000 claims abstract description 22
- 238000002211 ultraviolet spectrum Methods 0.000 claims abstract description 16
- 235000013351 cheese Nutrition 0.000 claims abstract description 11
- 235000010469 Glycine max Nutrition 0.000 claims abstract description 6
- 244000068988 Glycine max Species 0.000 claims abstract description 6
- 241000269978 Pleuronectiformes Species 0.000 claims abstract description 6
- 210000002969 egg yolk Anatomy 0.000 claims abstract description 6
- 239000008267 milk Substances 0.000 claims abstract description 6
- 210000004080 milk Anatomy 0.000 claims abstract description 6
- 235000013336 milk Nutrition 0.000 claims abstract description 6
- 241000196324 Embryophyta Species 0.000 claims abstract description 5
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 235000013305 food Nutrition 0.000 claims abstract description 5
- 238000001514 detection method Methods 0.000 claims description 33
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 238000005303 weighing Methods 0.000 claims description 6
- JHUUPUMBZGWODW-UHFFFAOYSA-N 3,6-dihydro-1,2-dioxine Chemical compound C1OOCC=C1 JHUUPUMBZGWODW-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000000243 solution Substances 0.000 abstract description 50
- 229910021645 metal ion Inorganic materials 0.000 abstract description 11
- 238000010521 absorption reaction Methods 0.000 abstract description 5
- 239000003929 acidic solution Substances 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 239000010865 sewage Substances 0.000 abstract description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 4
- 241000269849 Thunnus Species 0.000 abstract 1
- 239000006071 cream Substances 0.000 abstract 1
- -1 amino resorcinolphthalein Chemical compound 0.000 description 6
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- 150000001457 metallic cations Chemical class 0.000 description 4
- 241000894007 species Species 0.000 description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 3
- 229910001626 barium chloride Inorganic materials 0.000 description 3
- 229940045511 barium chloride Drugs 0.000 description 3
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229910001961 silver nitrate Inorganic materials 0.000 description 3
- OALHHIHQOFIMEF-UHFFFAOYSA-N 3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthene]-3-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 OALHHIHQOFIMEF-UHFFFAOYSA-N 0.000 description 2
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 2
- CNFDGXZLMLFIJV-UHFFFAOYSA-L manganese(II) chloride tetrahydrate Chemical compound O.O.O.O.[Cl-].[Cl-].[Mn+2] CNFDGXZLMLFIJV-UHFFFAOYSA-L 0.000 description 2
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical class [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 0 *(C1C2)P11=C3C22C3C1=CC2 Chemical compound *(C1C2)P11=C3C22C3C1=CC2 0.000 description 1
- AHQZRFBZJSCKAV-UHFFFAOYSA-N CC1=CCC=C1 Chemical compound CC1=CCC=C1 AHQZRFBZJSCKAV-UHFFFAOYSA-N 0.000 description 1
- 239000012327 Ruthenium complex Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000013506 data mapping Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000000799 fluorescence microscopy Methods 0.000 description 1
- 238000001506 fluorescence spectroscopy Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000000116 mitigating effect Effects 0.000 description 1
- 230000011664 signaling Effects 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
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- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
The invention discloses a fluorescent chemical sensor for detecting [H plus] and a preparation method and usage thereof. The fluorescent pH sensor adopts 10,11,12,13-tetraphenylphenanthro[9',10':4,5]imidazole[1,2-a]pyridine or 9, 11,12,14-tetraphenyldibenzo[f,h]imidazole[1,2-b]isoquinoline as a fluorescent material, which is prepared into 1 multiplied by 10 to 5mol/l of standard testing solution, and when acidic solution is added into the standard testing solution, an ultraviolet spectrum can detect the increase of the intensity of an ultraviolet absorption curve and a fluorescence spectrum can detect the decrease of the intensity of a fluorescence emission curve and the response of emission peak blue shift. The invention is characterized in that: the standard testing solution is easy to prepare, consumption is little, the speed of fluorescence response is high, the amplitude is high, and common metal ions cannot interfere with the fluorescent chemical sensor. The fluorescent chemical sensor can be used for testing the acidic sewage of chemical plants and acid food such as yolks, cream, tunas, flatfishes, cheese or soybean milk.
Description
Technical field
The present invention relates to a kind of detection [H
+] fluorescence chemical sensor and preparation and method of use.
Background technology
Fields such as soda acid measurement and modern industry, agricultural, medical science, biotechnology, environment and scientific research are closely bound up, so the pH transmitter enjoys people to pay close attention to.Traditional pH chemical sensor mainly is various glass electrodes.Along with development of modern science and technology, developing rapidly of life science, environmental science and high-tech area carries out tending to produce certain difficulty when pH measures with the conventional glass electrode especially in modern times.
The fluorescence of some organic cpds or extinction property can be used to the change of acid-basicity in the indicating target medium with the variation of pH.This pH measuring method of setting up based on the optical signalling variation can remedy the existing above-mentioned deficiency of glass electrode, and obtain significant progress.Characteristics such as wherein, that fluorescence spectrometry pH has is highly sensitive, can adopt the operation of mitigation pattern, and the geometry designs of analytical instrument is more flexible.In addition, utilize the variation of various fluorescence parameters (like fluorescence intensity, fluorescence lifetime etc.) to measure the pH value, not only be convenient to fluorescence microscopy and learn research, and can detect the DYNAMIC DISTRIBUTION and the regional change of internal pH in real time, caused people's attention.
Sensitive carrier kind commonly used in the pH fluorescent optical sensor is mainly fluoresceins
[1-3](amino resorcinolphthalein
[1] Anal. Chem., 1982,54 (20): 821-823, the different sulphur hydrocyanic ester of resorcinolphthalein
[2] Anal. Chem. Acta., 1998,367:159-165, acrylamido resorcinolphthalein
[3] Anal. Chem., 1986,58 (3): 1427-1430), the rhodamine class
[4](the tetramethylrhodamin that McNamara etc. are used
Anal. Chem., 2001,73 (4): 3240-3246) and some metal complexess
[5-6](like ruthenium complex
[5] Anal. Chem., 1998,70 (2): 3892-3897 and EU-BHHCT
[6] Sens. Actuators B, 2001,74 (2): 200-206 also as the fluorescence carrier of pH transmitter, decomposes but the change of pH value may cause complex compound.Therefore researching and developing the novel pH fluorescent optical sensor highly sensitive, that response speed is fast, amplitude is big, universality is strong, easy to operate has very important significance.
Summary of the invention
The objective of the invention is to overcome the deficiency of prior art, a kind of detection [H is provided
+] fluorescence chemical sensor and preparation and method of use.
Detect [H
+] fluorescence chemical sensor, its molecular structural formula is:
A 10,11,12,13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine
B 9,11,12,14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9
Detect [H
+] the preparation and the method for use of fluorescence chemical sensor be: take by weighing 10,11,12,13-tetraphenyl phenanthro-[9', 10':4; 5] imidazoles [1,2-a] pyridine or 9,11,12; 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is configured to 1 * 10 with organic solvent
-5The standard detection solution of mol/l, promptly fluorescence chemical sensor when in this standard detection solution, adding solution to be measured, according to the output signal of UV spectrum and fluorescence spectrum and the difference of intrinsic signals, is confirmed [the H of solution to be measured
+] value.
Described organic solvent is: hexanaphthene, THF, 1, one or more in 4-dioxane, methylene dichloride, acetonitrile, toluene, N or the N,N-DIMETHYLACETAMIDE.
The sour water that described solution to be measured is the chemical plant, yolk, cheese, tuna, flatfish, cheese or soya-bean milk acidic food solution.
The present invention has that the standard detection solution allocation is simple, and consumption is few, and fluorescence response speed is fast, and amplitude is big, does not receive the common metal ion characteristics of interference.Can be applicable to the detection of acidic foods such as chemical plant sour water, yolk, cheese, tuna, flatfish, cheese or soya-bean milk.
Description of drawings
Fig. 1 is 10,11,12, and 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine is at different [H
+] UV spectrum under the concentration;
Fig. 2 is 10,11,12, and 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine is at different [H
+] fluorescence spectrum under the concentration;
Fig. 3 is 10,11,12, the fluorescence spectrum of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine in the presence of the different metal ion;
Fig. 4 is 9,11,12, and 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is at different [H
+] UV spectrum under the concentration;
Fig. 5 is 9,11,12, and 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is at different [H
+] fluorescence spectrum under the concentration;
Fig. 6 is 9,11,12, the fluorescence spectrum of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 in the presence of the different metal ion.
Embodiment
Principle of the present invention is with 2,3,5; 6,7,8-six substituted imidazoles [1; 2-a] pyridine derivate is that fluorescent material is prepared into fluorescence chemical sensor, measures its UV spectrum and fluorescence spectrum under the different hydro ionic concn with UV-2450 type UVS with RF-5301PC type XRF respectively, and measures its fluorescence spectrum in the presence of the different metal ion; And, draw solution [H to be checked with institute's survey data mapping analysis
+] and the UV spectrum of standard detection solution and the relation between the fluorescence fluorescence.
Detect [H
+] fluorescence chemical sensor, its molecular structural formula is:
A 10,11,12,13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine
B 9,11,12,14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9
Detect [H
+] the preparation and the method for use of fluorescence chemical sensor be: take by weighing 10,11,12,13-tetraphenyl phenanthro-[9', 10':4; 5] imidazoles [1,2-a] pyridine or 9,11,12; 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is configured to 1 * 10 with organic solvent
-5The standard detection solution of mol/l, promptly fluorescence chemical sensor when in this standard detection solution, adding solution to be measured, according to the output signal of UV spectrum and fluorescence spectrum and the difference of intrinsic signals, is confirmed [the H of solution to be measured
+] value.
Described organic solvent is: hexanaphthene, THF, 1, one or more in 4-dioxane, methylene dichloride, acetonitrile, toluene, N or the N,N-DIMETHYLACETAMIDE.
The sour water that described solution to be measured is the chemical plant, yolk, cheese, tuna, flatfish, cheese or soya-bean milk acidic food solution.
Below in conjunction with embodiment the present invention is described further
(1) 10,11,12, the configuration of the standard detection solution of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine
With 5.72 milligrams of the accurate weighing compd As of precision balance and join in the 100ml volumetric flask, be settled to 100 ml with THF, draw 10 ml in another 100 ml volumetric flask, be diluted to 100 ml with THF, being configured to concentration is 1 * 10
-5The standard detection solution of mol/l;
(2) 9,11,12, the configuration of the standard detection solution of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9
With 5.72 milligrams of the accurate weighing compd As of precision balance and join in the 100ml volumetric flask, be settled to 100 ml with THF, draw 10 ml in another 100 ml volumetric flask, be diluted to 100 ml with THF, being configured to concentration is 1 * 10
-5The standard detection solution of mol/l;
(3) configuration of metal ion solution:
Accurately take by weighing each 1 mmol of following metal-salt (Silver Nitrate, bariumchloride, calcium chloride, Cadmium chloride fine powder, NSC 51149, copper sulfate, lithium chloride, Manganous chloride tetrahydrate, sodium-chlor, nickelous chloride, zinc chloride) respectively; Be dissolved in the 100 ml deionized waters, being configured to concentration is 1 * 10
-2The metal ion solution of mol/l.
Embodiment 1
Using liquid-transfering gun to draw concentration is 1 * 10
-510,11,12 of mol/l, standard detection solution 2.5 ml of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine place cuvette, measure 10,11,12 respectively, and 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine is not having extraneous [H
+] there be UV spectrum and fluorescence spectrum down, write down output data.
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-510,11,12 of mol/l, standard detection solution 2.5 ml of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine draw the [H that contains of 51 microlitres respectively again with liquid-transfering gun in two cuvettes
+]=1 * 10
-1Mol/l sour water or yolk solution join respectively in two cuvettes, and vibration makes it to mix, at this moment [the H of mixing solutions
+]=2.0 * 10
-3Mol/l measures 10,11,12 respectively, UV spectrum and the fluorescence spectrum of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine under this Sorensen value, record data.
Embodiment 3
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-510,11,12 of mol/l, standard detection solution 2.5 ml of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine draw the [H that contains of 104 microlitres respectively again with liquid-transfering gun in two cuvettes
+]=1 * 10
-1The sour water of mol/l or cheese soln join respectively in two cuvettes, and vibration makes it to mix, at this moment [the H of mixing solutions
+]=4.0 * 10
-3Mol/l measures 10,11,12 respectively, UV spectrum and the fluorescence spectrum of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine under this Sorensen value, record data.
Embodiment 4
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-510,11,12 of mol/l, standard detection solution 2.5 ml of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine are put in respectively in three cuvettes, draw 25 microlitres 1 * 10 respectively with liquid-transfering gun again
-2The Silver Nitrate of mol/l, bariumchloride or calcium chloride solution add respectively in three cuvettes, and vibration makes it to mix, and the concentration of metallic cation is 1 * 10 in the mixing solutions at this moment
-4Mol/l, 10,11,12; The molar concentration rate of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine and metallic cation is 1 to 10; Measure 10,11,12 respectively, 13-tetraphenyl phenanthro-[9'; 10':4,5] fluorescence spectrum of imidazoles [1,2-a] pyridine under three metal ion species disturb, record data.
Embodiment 5
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-510,11,12 of mol/l, standard detection solution 2.5 ml of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine are put in respectively in three cuvettes, draw 25 microlitres 1 * 10 respectively with liquid-transfering gun again
-2The Cadmium chloride fine powder of mol/l, NSC 51149, copper-bath add respectively in three cuvettes, and vibration makes it to mix, and the concentration of metallic cation is 1 * 10 in the mixing solutions at this moment
-4Mol/l, 10,11,12; The molar concentration rate of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine and metallic cation is 1 to 10; Measure 10,11,12 respectively, 13-tetraphenyl phenanthro-[9'; 10':4,5] fluorescence spectrum of imidazoles [1,2-a] pyridine under three metal ion species disturb, record data.
Embodiment 6
Using liquid-transfering gun to draw concentration is 1 * 10
-59,11,12 of mol/l, standard detection solution 2.5 ml of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 measure 9,11,12 in cuvette, 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is not having extraneous [H
+] UV spectrum and fluorescence spectrum under existing, record data.
Embodiment 7
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-59,11,12 of mol/l, standard detection solution 2.5 ml of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 draw the [H that contains of 28 microlitres respectively again with liquid-transfering gun in three cuvettes
+]=1 * 10
-3The sour water of mol/l, tuna or flatfish solution join respectively in three cuvettes, and vibration makes it to mix, at this moment [the H of mixing solutions
+]=1.08 * 10
-5Mol/l measures 9,11,12 respectively, UV spectrum and the fluorescence spectrum of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 under this Sorensen value, record data.
Embodiment 8
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-59,11,12 of mol/l, standard detection solution 2.5 ml of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 draw the [H that contains of 19 microlitres respectively again with liquid-transfering gun in three cuvettes
+]=1 * 10
-3The sour water sewage of mol/l, cheese or soya-bean milk solution join respectively in three cuvettes, and vibration makes it to mix, at this moment [the H of mixing solutions
+]=7.46 * 10
-5Mol/l measures 9,11,12 respectively, UV spectrum and the fluorescence spectrum of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 under this Sorensen value, record data.
Embodiment 9
Using the liquid-transfering gun amount to get concentration respectively is 1 * 10
-59,11,12 of mol/l, standard detection solution 2.5 ml of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 draw 25 microlitres 1 * 10 respectively with liquid-transfering gun again in five cuvettes
-2The Silver Nitrate of mol/l, bariumchloride, calcium chloride, Cadmium chloride fine powder, cobalt chloride solution join respectively in five cuvettes, and vibration makes it to mix, and measures 9 respectively; 11; 12,14-tetraphenyl dibenzo [f, h] imidazoles [1; 2-b] fluorescence spectrum of isoquinoline 99.9 under five metal ion species disturb, record data.
Embodiment 10
Using liquid-transfering gun to draw concentration respectively is 1 * 10
-59,11,12 of mol/l, 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 solution 2.5 ml draw 25 microlitres 1 * 10 respectively with liquid-transfering gun again in six cuvettes
-2The copper sulfate of mol/l, lithium chloride, Manganous chloride tetrahydrate, sodium-chlor, nickelous chloride, liquor zinci chloridi join respectively in six cuvettes, and vibration makes it to mix, and measures 9 respectively; 11; 12,14-tetraphenyl dibenzo [f, h] imidazoles [1; 2-b] fluorescence spectrum of isoquinoline 99.9 under six metal ion species disturb, record data.
The result shows, when standard detection solution 10,11,12, adds [H in 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1, the 2-a] pyridine
+] concentration increase progressively acidic solution the time, 10,11,12,236nm in the UV spectrum of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine, the absorption peak at 257nm place strengthens gradually, as [H
+] greater than 1 * 10
-2During mol/l, absorption peak strength strengthens more significantly (accompanying drawing 1); When adding the acidic solution that concentration increases progressively in the standard detection solution A, 10,11,12, be positioned at 397 nm in the fluorescence spectrum of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine, the emission peak at 422nm place weakens gradually, as [H
+]=3.0 * 10
-1During mol/l, three emission peak intensity are equal basically, and can observe an isosbestic point at the 457nm place.As [H
+]＞3.0 * 10
-1During mol/l, be positioned at 397 nm, the emission peak at 422nm place continues to weaken; When standard detection solution 10,11,12,13-tetraphenyl phenanthro-[9', 10':4; When 5] adding the different metal solion in imidazoles [1, the 2-a] pyridine, 10,11,12; The fluorescent emission peak position of 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine is constant basically, and intensity has the enhancing of varying strength; The phenomenon that fluorescent emission strength of crankshaft when adding hydrogen ion weakens is opposite, so the existence of metals ion can be to 10,11, and 12; 13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine detects hydrogen ion and produces interference (accompanying drawing 3).
When standard detection solution 9,11,12, add [H in 14-tetraphenyl dibenzo [f, h] imidazoles [1, the 2-b] isoquinoline 99.9
+] concentration increase progressively acidic solution the time, 9,11,12, the 244nm absorption peak strengthens gradually in the UV spectrum of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9, the absorption peak at 328nm place slightly weakens (accompanying drawing 4); When standard detection solution 9,11,12, add [H in 14-tetraphenyl dibenzo [f, h] imidazoles [1, the 2-b] isoquinoline 99.9
+] concentration increase progressively acidic solution the time, 9,11,12, the emission peak that is positioned at 517 nm places in the fluorescence emission spectrum of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 weakens gradually, and lasting blue shift, as [H
+]=2.13 * 10
-3During mol/l, the former emission peak that is positioned at 517 nm places is blue shifted to the 497nm place, blue shift 20 nm (accompanying drawings 5); When standard detection solution 9,11,12,14-tetraphenyl dibenzo [f; H] when adding the different metal solion in imidazoles [1, the 2-b] isoquinoline 99.9,9,11; 12, the fluorescence emission peak invariant position of 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9; Intensity has the enhancing of varying strength, and the phenomenon that the emission peak in the time of with the adding hydrogen ion weakens is opposite, so the existence of metals ion can be to 9,11; 12,14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 detects hydrogen ion and produces interference (accompanying drawing 6).
Claims (3)
1. one kind is detected [H
+] fluorescence chemical sensor, it is characterized in that its molecular structural formula is:
A 10,11,12,13-tetraphenyl phenanthro-[9', 10':4,5] imidazoles [1,2-a] pyridine
B 9,11,12,14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9
A kind of [H that detects according to claim 1
+] the preparation and the method for use of fluorescence chemical sensor, it is characterized in that: take by weighing 10,11,12,13-tetraphenyl phenanthro-[9'; 10':4,5] imidazoles [1,2-a] pyridine or 9,11,12; 14-tetraphenyl dibenzo [f, h] imidazoles [1,2-b] isoquinoline 99.9 is configured to 1 * 10 with organic solvent
-5The standard detection solution of mol/l, promptly fluorescence chemical sensor when in this standard detection solution, adding solution to be measured, according to the output signal of UV spectrum and fluorescence spectrum and the difference of intrinsic signals, is confirmed [the H of solution to be measured
+] value.
2. a kind of detection [H according to claim 2
+] the preparation and the method for use of fluorescence chemical sensor, it is characterized in that described organic solvent is: hexanaphthene, THF, 1, one or more in 4-dioxane, methylene dichloride, acetonitrile, toluene, N or the N,N-DIMETHYLACETAMIDE.
3. a kind of detection [H according to claim 2
+] the preparation and the method for use of fluorescence chemical sensor, it is characterized in that described solution to be measured is the sour water in chemical plant, yolk, cheese, tuna, flatfish, cheese or soya-bean milk acidic food solution.
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| CN107840855A (en) * | 2017-11-02 | 2018-03-27 | 浙江大学 | A kind of fluorescence probe and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007050463A1 (en) * | 2005-10-26 | 2007-05-03 | General Electric Company | Material compositions for sensors for determination of chemical species at trace concentrations and method of using sensors |
| JP2009259800A (en) * | 2008-03-24 | 2009-11-05 | Toyota Central R&D Labs Inc | Electrolyte and fuel cell |
| CN102286278A (en) * | 2011-06-14 | 2011-12-21 | 浙江大学 | 2,3,5,6,7,8-hexa-substituted imidazole[1,2-a] pyridine fluorescent material and synthesis method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007050463A1 (en) * | 2005-10-26 | 2007-05-03 | General Electric Company | Material compositions for sensors for determination of chemical species at trace concentrations and method of using sensors |
| JP2009259800A (en) * | 2008-03-24 | 2009-11-05 | Toyota Central R&D Labs Inc | Electrolyte and fuel cell |
| CN102286278A (en) * | 2011-06-14 | 2011-12-21 | 浙江大学 | 2,3,5,6,7,8-hexa-substituted imidazole[1,2-a] pyridine fluorescent material and synthesis method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107840855A (en) * | 2017-11-02 | 2018-03-27 | 浙江大学 | A kind of fluorescence probe and application thereof |
| CN107840855B (en) * | 2017-11-02 | 2019-12-13 | 浙江大学 | fluorescent probe and application thereof |
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