CN101187636B - Method and uses for using 2-amino-4-nitrophenol for identifying SDS in water solution under naked eye - Google Patents
Method and uses for using 2-amino-4-nitrophenol for identifying SDS in water solution under naked eye Download PDFInfo
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- CN101187636B CN101187636B CN2007100191051A CN200710019105A CN101187636B CN 101187636 B CN101187636 B CN 101187636B CN 2007100191051 A CN2007100191051 A CN 2007100191051A CN 200710019105 A CN200710019105 A CN 200710019105A CN 101187636 B CN101187636 B CN 101187636B
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Abstract
The invention provides a method that a compound 2-amino 4-nitrophenol recognizes with selectivity and naked-eyes anionic surface surfactant-sodium dodecylbenzene sulfonate in water solution. An acceptor molecule 2-amino-4-nitrophenol has color developing effects of high selectivity and naked-eyes identifications to the sodium dodecylbenzene sulfonate in an aqueous phase, thereby the compound 2-amino-4-nitrophenol can be used for water quality tests which comprises following steps: formulating the compound 2-amino-4-nitrophenol into the water solution whose concentration is 8*10-4mol/L-2*10-3mol/L as acceptor solution, adding testing water body whose volume is 2-4 times bigger than acceptor solution volume, diluting the acceptor solution until the acceptor solution volume is 8-10 times bigger than original acceptor solution volume with distilled water, placing mixed liquid for a night, and observing solution color changes in color comparison tubes. The sodium dodecylbenzene sulfonate is over-standard if solution color changes from yellow to orange and the dodecylbenzene sulfonic acid sodium isn't over-standard if the solution color has no clear changes.
Description
Technical field
The present invention relates to a kind of employing acceptor molecule and discern anionic method, relating in particular to a kind of is acceptor with acceptor 2-amino-4-nitrophenols, anionic surfactant---the method for neopelex of selectivity bore hole identification in water-soluble.
Background technology
Surfactant is a kind of new chemical product that begin to rise along with the develop rapidly of petrochemical industry the 1950's.The surfactant of China's production at present belongs to anionic surfactant more, based on sodium n-alkylbenzenesulfonate (LAS).LAS is by sewage, and house refuse and industrial residue etc. enters environment, causes water body to bubble, and toxigenicity reduces reoxygenation speed and oxygenation degree in the water, and water quality is degenerated, and influences the existence of aquatic organism, and the self-purification of water is obstructed.Therefore the monitoring problem of anionic surfactant can not be ignored, and seeks the concern that the acceptor molecule that this anionoid is had selectivity identification enjoys scientist.Yet regrettably, the most receptors molecule can only carry out in non-protonic solvent under anhydrous condition anionic recognition reaction at present, and this has just limited its range of application to Anion Recognition research greatly.Therefore,, must design and can in pure aqueous solution, the selectivity bore hole discern certain specific anionic acceptor molecule for the better range of application of expansion Anion Recognition, make its can the selective binding biosome or water resource in some negative ion.
Summary of the invention
The purpose of this invention is to provide a kind of is acceptor molecule with 2-amino-4-nitrophenols, selectivity bore hole identification anionic surfactant---the method for neopelex in aqueous solution.
The method of the present invention's bore hole identification neopelex in aqueous solution, be in the aqueous solution of acceptor molecule 2-amino-4-nitrophenols, add the negative ion sodium-salt aqueous solution, solution colour becomes Chinese red by yellow, and then main body is the sodium salt of dodecylbenzene sulfonic acid ion.
The concentration of described acceptor molecule 2-amino-4-nitrophenols aqueous solution is 2 * 10
-5Mol/L～2 * 10
-4Mol/L, optium concentration is 5 * 10
-5Mol/L～2 * 10
-4Mol/L.
The concentration of described negative ion sodium-salt aqueous solution is 0.8mg/L～20mg/L.
Because acceptor molecule 2-amino-4-nitrophenols has the selectivity of height and the color developing effect of bore hole identification at aqueous phase to neopelex, it has good application prospects aspect water quality detection.
The molecular structural formula of acceptor molecule 2-amino of the present invention-4-nitrophenols is as follows:
For 2-amino-4-nitrophenols selectivity recognition performance to neopelex in aqueous solution is described, we study its spectral effects and colour developing experiment by ultraviolet-visible (UV-vis) spectrum titrimetry.Specific as follows:
1, experimental section
1.1 instrument and reagent
Agilent-8453 uv-visible absorption spectra instrument, the quartzy colorimetric pool of 1cm;
2-amino-4-nitrophenols, paranitrophenol and meta nitro aniline; Negative ion is analytically pure corresponding sodium salt; Solvent is distilled water.
1.2 2-amino-4-nitrophenols ultraviolet-visible (UV-vis) spectrum titration and colour developing experiment
Pipette the aqueous solution (2 * 10 of main body 2-amino-4-nitrophenols that 1 mL prepares in advance respectively
-4Mol/L) in a series of 10mL color comparison tubes, solution is light yellow, adds 1mL F more respectively
-, Cl
-, Br
-, I
-, SO
4 2-, NO
3 -, ClO
4 -, CH
3(CH
2)
11C
6H
4SO
3 -Anionic sodium-salt aqueous solution (0.002molL
-1), then with distilled water diluting to scale, making various anion concentrations is 10 times of acceptor density, mixed liquor is placed spent the night, and surveys its uv-visible absorption spectras (distilled water is made reference) in 25 ℃ and sees Fig. 1.
The aqueous solution of preparation a series of main body 2-amino-4-nitrophenols and the different anions of using the same method makes the concentration of main body and various negative ion sodium salts be 2 * 10
-4Mol/L.Can significantly see the change color of host compound when different anions exists this moment, shown in Fig. 2 photo.
Pipette the aqueous solution (2 * 10 of 2mL main body 2-amino-4-nitrophenols
-5Mol/L) in the quartz colorimetric utensil of 1cm, with sodium dodecyl benzene sulfonate aqueous solution (0.05molL
-1) remove titration main body solution, in 25 ℃ of ultra-violet absorption spectrums (distilled water is made reference) of following the trail of system in the titration process, see Fig. 3.
1.3 p-nitrophenol and meta nitro aniline are to the Study of recognition of neopelex
Pipette the aqueous solution (2 * 10 of 2mL main body p-nitrophenol and meta nitro aniline respectively
-5Mol/L) in the quartz colorimetric utensil of 1cm, with the sodium dodecyl benzene sulfonate aqueous solution (0.05molL of same amount
-1) remove titration main body solution, in 25 ℃ of ultraviolet light absorption spectrums (distilled water is made reference) of following the trail of system in the titration process, see Fig. 4.
2, result and discussion
From Fig. 1 we can be clear and definite see, as the F that in the aqueous solution of host molecule 2-amino-4-nitrophenols, adds 10 times of amounts
-, Cl
-, Br
-, I
-, SO
4 2-, NO
3 -, ClO
4 -During the aqueous solution of sodium salt, host molecule absorption spectrum and solution colour have no significant change, and this host molecule are described to the not obviously effect of these several negative ion, and when adding with the C of amount doubly
12H
25C
6H
4SO
3 -The time, host molecule strengthens to 445nm is also obvious in the maximum absorption band red shift of 410nm place; Solution colour becomes Chinese red by yellow, and we can observe its change color significantly from Fig. 2.This explanation host compound 2-amino-4-nitrophenols can carry out the identification of selectivity bore hole to neopelex in aqueous solution.
The variation track that changes the host molecule absorption spectrum along with anion concentration is as shown in Figure 3: when add CH gradually in host compound solution
3(CH
2)
11C
6H
4SO
3During Na, the absorption peak at 256nm and 320nm place descends gradually, new absorption peak appears at 273nm, and the maximum absorption band of main body at the 410nm place increases gradually and be accompanied by the red shift phenomenon, red shift is to 445nm, and in 266,291 and the 372nm place formed three isobestic points clearly, illustrate that 2-amino-4-nitrophenols and dodecylbenzene sulfonic acid root have formed stable complex.
In order further to inquire into the recognition reaction mechanism of 2-amino-4-nitrophenols to neopelex, under the same conditions, we have investigated the spectral signature of p-nitrophenol and meta nitro aniline again respectively, have compared the influence of neopelex to its absorption spectrum.As shown in Figure 5, the dodecylbenzene sulfonic acid root of same amount does not almost have any influence to the absorption spectrum of meta nitro aniline, but during with its titration p-nitrophenol aqueous solution, the absorption spectrum of main body has but had obvious variation such as Fig. 4.A little less than the NH proton acidity of this explanation meta nitro aniline, can not with the complexing of dodecylbenzene sulfonic acid root, and p-nitrophenol is because of having a phenolic hydroxyl group proton that acidity is stronger, so can show certain spectral response with the complexing of dodecylbenzene sulfonic acid root, but its sensitivity can not show a candle to 2-amino-4-nitrophenols, and by Fig. 5 host compound 2-amino-4-nitrophenols, the absorbance of p-nitrophenol and meta nitro aniline is with the change curve of neopelex concentration, and we can find out obviously that also these three kinds of main bodys are 2-amino-4-nitrophenols＞p-nitrophenol＞meta nitro anilines to the identification sensitivity of neopelex.In addition, a flex point clearly appears in the change curve of main body 2-amino-4-nitrophenols when neopelex is added to a times of main body concentration, illustrates that removing hydrogen bond action between Subjective and Objective may also exist and take off proton.We think that 2-amino-4-nitrophenols is the amino synergistic result in phenolic hydroxyl group and ortho position to the selectivity identification of neopelex thus.At first, the dodecylbenzene sulfonic acid root combines with the phenolic hydroxyl group and the ortho position amino of 2-amino-4-nitrophenols by hydrogen bond, when neopelex is added to a times of main body concentration, hydroxyl hydrogen begins to be sloughed, hydroxyl oxygen forms a five-membered ring structure with amino by intramolecular hydrogen bond simultaneously, and main body also will exist in solution with electronegative negative ion.Whole process has strengthened the electric density of host molecule, has induced the intramolecular charge transfer, thereby the variation of absorption spectrum and solution colour occurs.
The present invention has investigated compound 2-amino-4-nitrophenols recognition reaction to different anions in aqueous solution by ultra-violet absorption spectrum and two kinds of approach of colour developing experiment, found that this compound has demonstrated fully three big characteristics of a desirable identification receptor to the identification of surfactant neopelex: in aqueous phase identification, the selectivity of height and bore hole identification.Because compound 2-amino-4-nitrophenols is cheap and easy to get, has good application prospects aspect water quality detection.
The compound 2-amino-application of 4-nitrophenols aspect water quality detection is that compound 2-amino-4-nitrophenols is mixed with concentration is 8 * 10
-4Mol/L～2 * 10
-3The aqueous solution of mol/L is as receptor solution; The water body to be detected that adds 2～4 times of receptor solution volumes again with distilled water diluting 8～10 times to the acceptor volume, is placed mixed liquor and is spent the night; Observe the variation of solution colour in the color comparison tube: solution colour becomes Chinese red by yellow, illustrates that then neopelex exceeds standard in the water body to be measured; If solution colour does not have significant change, illustrate that then neopelex does not exceed standard in the water body to be measured.
Description of drawings
Absorption spectrum when Fig. 1 exists with different anions in aqueous solution for 2-amino-4-nitrophenols changes
Fig. 2 is the aqueous solution and the anionic color developing effect of different sodium salts of 2-amino-4-nitrophenols
A-2-amino-4-nitrophenols b-NaF c-NaCl d-NaBr
e-CH
3(CH
2)
11C
6H
4SO
3Na f-NaI g-Na
2SO
4
h-NaNO
3， i-NaClO
4
Fig. 3 changes for the absorption spectrum of aqueous solution when the neopelex of variable concentrations exists of 2-amino-4-nitrophenols
Fig. 4 is the titration curve of the neopelex of equivalent to p-nitrophenol
Fig. 5 is the titration curve of the neopelex of equivalent to meta nitro aniline
Fig. 6 is the change curve of the absorbance of 2-amino-4-nitrophenols, p-nitrophenol and meta nitro aniline with neopelex concentration
Embodiment
The compound 2-amino-application of 4-nitrophenols aspect water quality detection: with the concentration that is mixed with of compound 2-amino-4-nitrophenols is 8 * 10
-4Mol/L～2 * 10
-3The aqueous solution of mol/L pipettes 1mL in the 10mL color comparison tube, and solution is light yellow;
2～4mL water body to be detected is added above-mentioned color comparison tube, to scale, the mixed liquor placement is spent the night with distilled water diluting; Observe the variation of solution colour in the color comparison tube: solution colour becomes Chinese red by yellow, illustrates that then neopelex exceeds standard in the water body to be measured; If solution colour does not have significant change, illustrate that then neopelex does not exceed standard in the water body to be measured.
Claims (2)
1. the method for bore hole identification neopelex in aqueous solution, it is characterized in that: in the aqueous solution of acceptor molecule 2-amino-4-nitrophenols, add the negative ion sodium-salt aqueous solution, solution colour becomes Chinese red by yellow, and then main body is the sodium salt of dodecylbenzene sulfonic acid ion; The concentration of described acceptor molecule 2-amino-4-nitrophenols aqueous solution is 2 * 10
-5Mol/L～2 * 10
-4Mol/; Described negative ion sodium salt is F
-, C
L-, Br
-, I
-, SO
4 2-, NO
3 -, ClO
4 -, CH
3(CH
2)
11C
6H
4SO
3 -Sodium salt; The concentration of described negative ion sodium-salt aqueous solution is 0.8mg/L～20mg/L.
2. the method for bore hole identification neopelex in aqueous solution according to claim 1, it is characterized in that: the concentration of described acceptor molecule 2-amino-4-nitrophenols aqueous solution is 5 * 10
-5Mol/L～2 * 10
-4Mol/L.
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| CN103242249A (en) * | 2013-05-30 | 2013-08-14 | 杨文龙 | Compound capable of identifying dodecylbenzene sulfonic acid ions as well as preparation method and application thereof |
| CN104280432B (en) * | 2014-10-10 | 2015-04-29 | 天津出入境检验检疫局工业产品安全技术中心 | Quantitative detection system for trace nitrophenol explosives |
| CN107664636B (en) * | 2016-07-27 | 2020-02-04 | 上海家化联合股份有限公司 | Simple analysis method for residual laundry detergent in clothes |
| CN111848664A (en) * | 2020-07-15 | 2020-10-30 | 河西学院 | Receptor compound for colorimetric detection of fluoride ions, and preparation method and application thereof |
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Non-Patent Citations (8)
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