CN104892618A - Double-response rhodamine fluorescence probe and preparation method and application thereof - Google Patents
Double-response rhodamine fluorescence probe and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a kind of double response type rhodamine fluorescence probes and its preparation method and application. Specifically, the present invention uses rhodamine B and N, N- dimethyl-ethylenediamine has synthesized novel Rhodamine Derivatives shown in formula I by the single step reaction under temperate condition. Rhodamine Derivatives of the invention not only can be used as Cr3+ colorimetric and fluorescence probe, but also can be used as H+ colorimetric and fluorescent switch, have double ion responsiveness. In addition, Rhodamine Derivatives structure of the invention is simple, synthesis is simple, high sensitivity, good, the use easy to spread of selectivity.
I.
Description
Technical field
The invention belongs to fluorescence probe material field, relate to a kind of Rhodamine Derivatives, be specifically related to a kind of H
+and Cr
3+two response type rhodamine fluorescence probe, and its production and use.
Background technology
Rhodamine Derivatives has that molar absorption coefficient is high, excitation wavelength is long, fluorescence quantum yield advantages of higher, its spectrum change being combined front and back with assay is remarkable, and its Photophysics can be adjusted by carrying out modification to its precursor structure, be therefore widely used in spectral probe design.
About rhodamine spectral probe, have and much report that it can be used for detecting Cu
2+, Zn
2+, Hg
2+, Pb
2+and Fe
3+etc. heavy metal ion.In addition, bibliographical information rhodamine Cr is also had
3+fluorescent probe if R-1(is see Yanmei Zhou, Junli Zhang, Lin Zhang,
et. al.,
dyes and Pigments,
2013, 97:148-154), R-2(see Anamika Dhara, Atanu Jana, Sushil Kumar Mandal,
et. al.,
inorganica Chimica Acta,
2014, 423:454-461) and R-3(see Haiyang Liu, Xuejuan Wan, Tianqi Liu,
et. al.,
sensors and Actuators B,
2014, 200:191-197) and rhodamine H
+fluorescent probe as R-4(Hong-Shui Lv, Jing Liu, Jing Zhao,
et. al.,
sensors and Actuators B,
2013, 177:956-963), R-5(Zhi-Qiang Hu, Ming Li, Ming-Dong Liu,
et. al.,
dyes and Pigments,
2013, 96:71-75) and R-6(Jia-Lian Tan, Mu-Xue Zhang, Fang Zhang,
et. al.,
spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,
2015, 140:489-494), but the overwhelming majority in these probes can only detect a kind of ion.
Given this, develop a kind of fluorescent probe that can detect multiple target, will be conducive to raising the efficiency, reducing costs, an important R&D direction will certainly to be become in fluorescent probe field.In addition, the advantages such as chemical structure is simple if this probe has, simple synthetic method, just have practical value more.
Summary of the invention
For above-mentioned situation, the present invention adopts commercial reagents rhodamine B (Rhodamine B, and N RB), N-dimethyl-ethylenediamine (DMEA), by the single step reaction (one-step reaction) under mild conditions, synthesized the simple novel Rhodamine Derivatives (RMEA) of a kind of structure, it both can as Cr
3+colorimetric and fluorescent probe, again can as H
+colorimetric and fluorescent switch.
On the one hand, the invention provides a kind of Rhodamine Derivatives, its structure as shown in the formula (I):
（I）。
On the other hand, the invention provides a kind of method for the preparation of above-mentioned Rhodamine Derivatives, it comprises the steps:
First under agitation, rhodamine B is scattered in solvent, obtains rhodamine B dispersion liquid; Then according to n
rhodamine B: n
n, N-dimethyl-ethylenediaminethe mol ratio of=1:4.6 ~ 5.5, is added drop-wise to N, N-dimethyl-ethylenediamine in above-mentioned rhodamine B dispersion liquid, mixes; After dropwising, reaction system be heated to 70 ~ 81 DEG C and react 5 ~ 7 hours; After completion of the reaction, reaction system is cooled to room temperature, underpressure distillation, except purifying after desolventizing, obtains Rhodamine Derivatives as shown in the formula (I);
。
Preferably, in technique scheme, the mol ratio between described rhodamine B and N, N-dimethyl-ethylenediamine is 1:5.5.
Preferably, in technique scheme, described solvent is dehydrated alcohol or acetonitrile, preferred dehydrated alcohol.
Preferably, in technique scheme, the temperature of described reaction is 78 DEG C.
Preferably, in technique scheme, the time of described reaction is 7 hours.
Preferably, in technique scheme, described purifying is purification by silica gel column chromatography, and eluent employing volume ratio is the methylene dichloride/alcohol mixeding liquid of 30:1.
Again on the one hand, the invention provides above-mentioned Rhodamine Derivatives and be used as Cr
3+the purposes of colorimetric and fluorescent probe.
Specifically, the invention provides one utilizes above-mentioned Rhodamine Derivatives to detect Cr in solution
3+the method of concentration, it comprises the steps:
In volumetric flask, add concentration is the RMEA storing solution of 5mmol/L and the Cr of concentration the unknown
3+solution to be measured, measures ultraviolet/visible absorption spectra and the fluorescence spectrum of mixing solutions after constant volume, according to the absorbancy of mixing solutions under 556nm and Cr
3+fluorescence intensity under 580nm of linear relationship between concentration or mixing solutions and Cr
3+linear relationship between concentration, obtains Cr
3+concentration;
Wherein:
Described RMEA storing solution and described Cr
3+the volume ratio of solution to be measured is 1:5;
Described constant volume adopts the mixture of acetonitrile and water, and the volume ratio of acetonitrile and water is 99:1.
Another aspect, the invention provides above-mentioned Rhodamine Derivatives and is used as H
+the purposes of colorimetric and fluorescent probe.
Specifically, the invention provides one utilizes above-mentioned Rhodamine Derivatives to detect H in solution
+the method of concentration, it comprises the steps:
RMEA storing solution and acetonitrile that concentration is 5mmol/L is added in volumetric flask, ultraviolet/visible absorption spectra and the fluorescence spectrum of mixing solutions is measured after constant volume, according to the linear relationship between fluorescence intensity under 582nm of the linear relationship between the absorbancy of mixing solutions under 562nm and pH value or mixing solutions and pH value, obtain H
+concentration;
Wherein:
The volume ratio of described RMEA storing solution and described acetonitrile is 1:4;
Described constant volume adopts the BR buffered soln of pH value the unknown and the mixture of acetonitrile, and the volume ratio of the BR buffered soln of pH value the unknown and acetonitrile is 99:1.
Compared with prior art, the tool of the present invention of technique scheme is adopted to have the following advantages:
The present invention utilizes the commercial reagents (rhodamine B and N, N-dimethyl-ethylenediamine) of wide material sources, and by the single step reaction under mild conditions, synthesized a kind of pair of response type Rhodamine Derivatives, it both can as Cr
3+colorimetric and fluorescent probe, again can as H
+colorimetric and fluorescent switch.In addition, Rhodamine Derivatives structure of the present invention is simple, and synthesize simple and easy, highly sensitive, selectivity is good, is easy to promote the use of.
Accompanying drawing explanation
Fig. 1 is RMEA(10 μM) acetonitrile/water solution (99/1, v/v) in add ultraviolet/visible absorption spectra figure before and after each metal ion species (100 μMs).
Fig. 2 is for comprising Cr
3+absorbancy under 556nm of the acetonitrile/water solution (99/1, v/v) of RMEA and Cr
3+graph of relation between concentration.
Fig. 3 is RMEA(10 μM) acetonitrile/water solution (99/1, v/v) in add fluorescence spectrum figure before and after each metal ion species (100 μMs).
Fig. 4 is for comprising Cr
3+fluorescence intensity under 580nm of the acetonitrile/water solution (99/1, v/v) of RMEA and Cr
3+graph of relation between concentration.
Fig. 5 is RMEA(10 μM) CH
3each metal ion species (100 μMs) or H is added in CN/BR buffered soln (1/99, v/v, pH=7.05)
+ultraviolet/visible absorption spectra figure before and after (95.5 μMs, pH=4.02).
Fig. 6 is RMEA(10 μM) CH
3each metal ion species (100 μMs) or H is added in CN/BR buffered soln (1/99, v/v, pH=7.05)
+fluorescence spectrum figure before and after (95.5 μMs, pH=4.02).
Fig. 7 is that pH value is to RMEA(10 μM) CH
3the influence curve figure of CN/BR buffered soln (1/99, the v/v) absorbancy under 562nm.
Fig. 8 is that pH value is to RMEA(10 μM) CH
3the influence curve figure of CN/BR buffered soln (1/99, the v/v) fluorescence intensity under 582nm.
Embodiment
Below in conjunction with the drawings and specific embodiments, further elaboration is made to the present invention.Should be appreciated that these embodiments only for illustration of and not limit the scope of the invention.In addition, should be appreciated that those skilled in the art can make various replacement or amendment to the present invention, and these equivalent form of values fall within claims limited range equally after the content of having read the present invention's instruction.
The preparation of embodiment 1:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the dehydrated alcohol in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:4.6, by DMEA(0.41g, 4.6mmol) instill wherein, mix; After dropwising, be warming up to 70 DEG C of reaction 5h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.34g), productive rate is 66.9%.
The preparation of embodiment 2:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the dehydrated alcohol in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:4.6, by DMEA(0.41g, 4.6mmol) instill wherein, mix; After dropwising, be warming up to 75 DEG C of reaction 6h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.36g), productive rate is 70.4%.
The preparation of embodiment 3:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the dehydrated alcohol in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:5, by DMEA(0.44g, 5mmol) instill wherein, mix; After dropwising, be warming up to 78 DEG C of reaction 5h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.35g), productive rate is 69.1%.
The preparation of embodiment 4:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the dehydrated alcohol in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:5, by DMEA(0.44g, 5mmol) instill wherein, mix; After dropwising, be warming up to 78 DEG C of reaction 7h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.37g), productive rate is 72.8%.
The preparation of embodiment 5:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the dehydrated alcohol in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:5.5, by DMEA(0.49g, 5.5mmol) instill wherein, mix; After dropwising, be warming up to 78 DEG C of reaction 7h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.38g), productive rate is 73.3%.
The preparation of embodiment 6:RMEA.
First under agitation, by RB(0.48g, 1mmol) be contained in dispersion in the acetonitrile in 50mL there-necked flask (20mL); Again with the mol ratio of n (RB): n (DMEA)=1:5.5, by DMEA(0.49g, 5.5mmol) instill wherein, mix; After dropwising, be warming up to 78 DEG C of reaction 7h; After completion of the reaction, be cooled to room temperature, underpressure distillation removing ethanol, obtains safran thick substances; Use dichloromethane-ethanol eluent (methylene dichloride: ethanol=30:1(V/V) again) carry out silica gel column chromatography separation, obtain white solid product (0.37g), productive rate is 71.6%.
The physicochemical characterization of embodiment 7:RMEA.
IR:2971cm
-1and 2926cm
-1for methyl (CH
3) and methylene radical (CH
2) stretching vibration peak, 1688cm
-1for the absorption peak of carbonyl in amide structure (C=O), 1614cm
-1, 1515cm
-1for the absorption peak of proton on phenyl ring (ArH), 1119cm
-1for the absorption peak of ehter bond (C-O-C).
1H-NMR (400MHz, CDCl
3): δ (ppm) 7.89 (m, 1H, ArH), 7.43 (m, 2H, ArH), 7.10 (m, 1H, ArH), 6.43 (d,
J=8.8Hz, 2H, ArH), 6.38 (d,
J=10.0Hz, 2H, ArH), 6.27 (m, 2H, ArH), 3.33 (q,
J=6.8Hz, 8H, CH
2), 3.23 (t,
J=7.6Hz, 2H, NH
2), 2.04 (m, 8H, CH
3, CH
2), 1.16 (t,
J=7.0Hz, 12H, CH
3)。
13C-NMR (100MHz, CDCl
3): δ (ppm) 12.73 (4C), 44.33 (4C), 45.04 (2C), 56.63 (1C), 64.99 (2C), 97.73 (2C), 105.58 (2C), 108.05 (2C), 122.94 (1C), 123.85 (1C), 127.99 (1C), 129.12 (2C), 131.72 (1C), 132.35 (1C), 148.66 (3C), 153.42 (2C), 167.96 (1C)。
LC-MS (m/z) fignal center is 513.3235, is estimated as the molecular ion peak [M+H] of RMEA
+.
Ultimate analysis: C
32h
40n
4o
2, theoretical value: N 10.93, C 74.97, H 7.86; Experimental value: N 10.79, C 74.48, H 7.76.
Embodiment 8: by ultraviolet/visible absorption spectra RMEA probe to Cr
3+selectivity.
At CH
3cN/H
2o(99/1, v/v) in system, common metal ion (100 μMs) is on RMEA(10 μM) impact of the ultraviolet/visible absorption spectra of solution is as shown in Figure 1.
Can find from Fig. 1, Cr
3+add and make RMEA occur very strong absorption peak under 556nm, the ultraviolet/visible absorption spectra of other metal ions on RMEA solution does not make a significant impact, and therefore RMEA is to Cr
3+there is good selectivity.
Embodiment 9: the ultraviolet/visible absorption spectra of analysis probe and Cr
3+relation between concentration.
Below by the Cr by analysis of experiments different concns
3+to RMEA(10 μM) CH
3cN/H
2the impact (test concentrations is respectively 0,5,10,15,20,25,30,35,40,50,60,70,80,90 and 100 μM) of the ultraviolet/visible absorption spectra of O solution (99/1, v/v), by absorbancy to Cr
3+concentration is mapped, and its result as shown in Figure 2.
As seen from Figure 2, along with Cr
3+the rising of concentration, the absorption intensity of RMEA under 556nm strengthens gradually.In addition, within the scope of 10 ~ 60 μMs, the absorbancy of RMEA and Cr
3+concentration presents good linear relationship, and linear equation is A=0.02219 [Cr
3+]-0.01239, coefficient R is 0.97336.
Adopt the experimentation being similar to embodiment 9, in 10mL volumetric flask, add RMEA storing solution (20 μ L) and the Cr of 5mmol/L
3+solution to be measured (100 μ L), and use CH
3cN/H
2o solution (99/1, v/v) constant volume.By measuring the ultraviolet/visible absorption spectra of solution, according to the absorbancy of solution under 556nm and Cr
3+linear relationship between concentration, can draw Cr
3+cr in solution to be measured
3+concentration.
Embodiment 10: by fluorescent spectroscopy probe to Cr
3+selectivity.
By testing the CH investigating RMEA further
3cN/H
2o(99/1, v/v) fluorescence spectrum of solution is to the response condition of common ion, and wherein excitation wavelength is 500nm, and slit width is 5nm, and its result is as shown in Figure 3.
Can find from Fig. 3, Na
+, Cu
2+, Ca
2+, K
+, Pb
2+, Mg
2+, Cd
2+, Fe
3+, Mn
2+, Ni
2+, Co
2+, Zn
2+, Hg
2+, Fe
2+little on the fluorescence intensity impact of RMEA.And adding Cr
3+afterwards, the fluorescence intensity under 580nm but enhances 721 times than during mensuration blank solution (Blank).Therefore, the fluorescence spectrum of RMEA demonstrates it to Cr
3+there is good selectivity and sensitivity.
Embodiment 11: the fluorescence spectrum of analysis probe and Cr
3+relation between concentration.
Below by the Cr by analysis of experiments different concns
3+to RMEA(10 μM) CH
3cN/H
2o solution (99/1, the impact (test concentrations is respectively 0,5,10,15,20,25,30,35,40,50,60,70,80,90 and 100 μM) of fluorescence spectrum v/v), wherein excitation wavelength is 500nm, and slit width is 5nm, by fluorescence intensity to Cr
3+concentration is mapped, and its result as shown in Figure 4.
As seen from Figure 4, along with Cr
3+the rising of concentration, the fluorescence intensity of RMEA under 580nm strengthens gradually.In addition, within the scope of 5 ~ 50 μMs, the fluorescence intensity of RMEA and Cr
3+concentration presents good linear relationship, and linear equation is F=98396.09677 [Cr
3+]-67815.58065, coefficient R is 0.98416.
Adopt the experimentation being similar to embodiment 11, in 10mL volumetric flask, add RMEA storing solution (20 μ L) and the Cr of 5mmol/L
3+solution to be measured (100 μ L), and use CH
3cN/H
2o solution (99/1, v/v) constant volume.By measuring the fluorescence spectrum of solution, according to the fluorescence intensity of solution under 580nm and Cr
3+linear relationship between concentration, can draw Cr
3+cr in solution to be measured
3+concentration.
Embodiment 12: by ultraviolet/visible absorption spectra probe to H
+selectivity.
By testing the CH investigating RMEA further
3ultraviolet/the visible absorption spectra of CN/Britton-Robinson buffered soln (being called for short BR buffered soln) (1/99, v/v, pH=7.05) is to the response condition of Common Cations, and its result as shown in Figure 5.
Can find from Fig. 5, under these conditions, the ultraviolet/visible absorption spectra of RMEA is to Na
+, Cu
2+, Ca
2+, K
+, Pb
2+, Mg
2+, Cd
2+, Fe
3+, Mn
2+, Ni
2+, Co
2+, Zn
2+, Hg
2+, Fe
2+, Cr
3+all do not produce obvious response, and H
+introducing then make solution under 562nm, create a new absorption peak, and color becomes pink from yellow, and absorbancy enhances 15.9 times, illustrates that the ultraviolet/visible absorption spectra of RMEA is to H
+there is highly selective and highly sensitive.
Embodiment 13: fluorescence probe spectrum is to H
+selectivity.
By testing the CH investigating RMEA further
3the fluorescence spectrum of CN/BR buffered soln (1/99, v/v, pH=7.05) is to the response condition of Common Cations, and wherein excitation wavelength is 500nm, and slit width is 5nm, and its result as shown in Figure 6.
As can be seen from Figure 6, at CH
3cN/BR(1/99, v/v, pH=7.05) in buffered soln, the fluorescence spectrum of common metal ion on RMEA does not affect, and H
+introducing make original non-blooming RMEA solution launch strong red fluorescence, the fluorescence intensity under 582nm enhances 31.8 times, illustrates that RMEA is to H
+also there is highly selective and highly sensitive.
Embodiment 14: probe is as the research of pH colorimetric switch.
Prepare the RMEA solution that a series of concentration is 5mmol/L, and regulate its pH value to be respectively 2.03,2.50,3.05,3.50,4.02,4.50,5.00,5.51,6.02,6.50,7.05 and 8.06 with BR buffered soln, and make CH
3the ratio of CN/BR reaches 1:99, and be determined at the uv-visible absorption spectra of each solution under above-mentioned pH condition respectively, absorbancy mapped to pH value, its result as shown in Figure 7.
As can be seen from Figure 7, when pH value is between 2.03 ~ 4.02, absorbancy sharply increases by 71.5 times, and when pH value is 4, absorbancy reaches maximum value; And when pH value is between 4.02 ~ 6.02, absorbancy die-offs 143 times, there is obvious switching characteristic.Respectively linear regression fit is carried out to the absorbancy of RMEA when pH=2.03 ~ 4.02 and pH=4.02 ~ 6.02, obtain straight-line equation A
2.03 ~ 4.02=-0.158+0.0744 × pH, coefficient R is 0.96825; A
4.02 ~ 6.02=0.4146-0.0722 × pH, coefficient R is 0.89682.
Embodiment 15: probe is as the research of pH fluorescent switch.
Prepare the RMEA solution that a series of concentration is 5mmol/L, and regulate its pH value to be respectively 2.03,2.50,3.05,3.50,4.02,4.50,5.00,5.51,6.02,6.50,7.05 and 8.06 with BR buffered soln, and make CH
3the ratio of CN/BR reaches 1:99, and be determined at the fluorescence spectrum of each solution under above-mentioned pH condition respectively, fluorescence intensity mapped to pH value, its result as shown in Figure 8.
As can be seen from Figure 8, when pH value is between 2.03 ~ 4.02, fluorescence intensity sharply increases by 48 times, and when pH value is 4.02, fluorescence intensity reaches maximum value; And when pH value is between 4.02 ~ 6.02, fluorescence intensity die-offs 12 times, there is obvious switching characteristic.Respectively at pH 2.03 ~ 4.02 and 4.02 ~ 6.02, linear regression fit is carried out to RMEA, obtain straight-line equation F
2.03 ~ 4.02=-334168+169438 × pH, coefficient R is 0.98856; F
4.02 ~ 6.02=91807-1530 × pH, coefficient R is 0.89986.
Claims (10)
1. a Rhodamine Derivatives, its structure is such as formula shown in I:
I。
2., for the preparation of a method for Rhodamine Derivatives according to claim 1, it comprises the steps:
First under agitation, rhodamine B is scattered in solvent, obtains rhodamine B dispersion liquid; Then according to n
rhodamine B: nN, N-dimethyl-ethylenediaminethe mol ratio of=1:4.6 ~ 5.5, is added drop-wise to N, N-dimethyl-ethylenediamine in above-mentioned rhodamine B dispersion liquid, mixes; After dropwising, reaction system be heated to 70 ~ 81 DEG C and react 5 ~ 7 hours; After completion of the reaction, reaction system is cooled to room temperature, underpressure distillation, except purifying after desolventizing, obtains Rhodamine Derivatives;
。
3. method according to claim 2, is characterized in that, the mol ratio between described rhodamine B and N, N-dimethyl-ethylenediamine is 1:5.5.
4. method according to claim 2, is characterized in that, described solvent is dehydrated alcohol or acetonitrile, preferred dehydrated alcohol.
5. method according to claim 2, is characterized in that, the temperature of described reaction is 78 DEG C, and the time is 7 hours.
6. method according to claim 2, is characterized in that, described purifying is purification by silica gel column chromatography, and eluent employing volume ratio is the methylene dichloride/alcohol mixeding liquid of 30:1.
7. Rhodamine Derivatives according to claim 1 is used as Cr
3+the purposes of colorimetric and fluorescent probe.
8. one kind utilizes Rhodamine Derivatives according to claim 1 to detect Cr in solution
3+the method of concentration, it comprises the steps:
In volumetric flask, add concentration is the RMEA storing solution of 5mmol/L and the Cr of concentration the unknown
3+solution to be measured, measures ultraviolet/visible absorption spectra and the fluorescence spectrum of mixing solutions after constant volume, according to the absorbancy of mixing solutions under 556nm and Cr
3+fluorescence intensity under 580nm of linear relationship between concentration or mixing solutions and Cr
3+linear relationship between concentration, obtains Cr
3+concentration;
Wherein:
Described RMEA storing solution and described Cr
3+the volume ratio of solution to be measured is 1:5;
Described constant volume adopts the mixture of acetonitrile and water, and the volume ratio of acetonitrile and water is 99:1.
9. Rhodamine Derivatives according to claim 1 is used as H
+the purposes of colorimetric and fluorescent probe.
10. one kind utilizes Rhodamine Derivatives according to claim 1 to detect H in solution
+the method of concentration, it comprises the steps:
RMEA storing solution and acetonitrile that concentration is 5mmol/L is added in volumetric flask, ultraviolet/visible absorption spectra and the fluorescence spectrum of mixing solutions is measured after constant volume, according to the linear relationship between fluorescence intensity under 582nm of the linear relationship between the absorbancy of mixing solutions under 562nm and pH value or mixing solutions and pH value, obtain H
+concentration;
Wherein:
The volume ratio of described RMEA storing solution and described acetonitrile is 1:4;
Described constant volume adopts the BR buffered soln of pH value the unknown and the mixture of acetonitrile, and the volume ratio of the BR buffered soln of pH value the unknown and acetonitrile is 99:1.
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| CN105885828A (en) * | 2016-04-21 | 2016-08-24 | 湘潭大学 | Method for preparing water-soluble mercury ion fluorescence probe on basis of rhodamine and application of water-soluble mercury ion fluorescence probe |
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| CN114591345B (en) * | 2022-03-31 | 2023-12-08 | 辽宁大学 | Rhodamine derivative RH-GP-X, preparation method thereof and application thereof in gram positive bacteria detection |
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