CN106323959B - A kind of colorimetric sensor containing benzothiazole bases dyestuff, preparation method and its application in the detection - Google Patents
A kind of colorimetric sensor containing benzothiazole bases dyestuff, preparation method and its application in the detection Download PDFInfo
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- CN106323959B CN106323959B CN201610645810.1A CN201610645810A CN106323959B CN 106323959 B CN106323959 B CN 106323959B CN 201610645810 A CN201610645810 A CN 201610645810A CN 106323959 B CN106323959 B CN 106323959B
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- G—PHYSICS
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- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
- G01N21/783—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour for analysing gases
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
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Abstract
The present invention relates to volatile amine substance detection technique field, specifically a kind of colorimetric sensor containing benzothiazole bases dyestuff, preparation method and its application in the detection.The colorimetric sensor includes polyacrylamide film, polyacrylic acid, benzothiazole bases dyestuff and chitosan chain, one end of the polyacrylic acid is incorporated on polyacrylamide film, the other end is attached with benzothiazole bases dyestuff by Van der Waals force and physical absorption, the chitosan chain and polyacrylic acid electrostatical binding, so that benzothiazole bases dyestuff is further embedded, forms polyacrylamide film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain structure.The present invention relates to sensor technology, not by any equipment, by naked eyes can to volatile amine substance carry out qualitative analysis；Under conditions of by UV-VIS instrument and equipment, quantitative analysis can be carried out to volatile amine substance.
Description
Technical field
It is specifically a kind of containing benzothiazole bases dyestuff the present invention relates to volatile amine substance detection technique field
Colorimetric sensor, preparation method and its application in the detection.
Background technique
With the raising of China's economic fast development and people's living standard, for food and environment demand just from amount to
Matter is changed；However the food and environment security event occurred in recent years not only constitutes a threat to the health of consumer,
Also impact is brought to industry.Volatile amine substance is mainly derived from the waste water that meat product corruption, industry and agricultural generate
And vehicle exhaust etc., and fatty volatility amine and aromatic volatile amine can be to human health structures at low concentrations
Real-time quick detection at threat, therefore volatile amine substance has important research and application value.It is traditional at present to wave
Volatile material detection method mainly has the methods of GC-MS and electronic nose, although these detection methods can accurately detect volatility
Amine substance, but since it needs to carry out cumbersome pretreatment, detection process needs to have large-scale analysis detection in profession
It is carried out in the laboratory of instrument, to the more demanding of operator, detection time and cost are larger, it is difficult to quick, easy, cheap
Realization volatile amine substance is quickly and effectively detected.
By carrying out retrieval discovery to existing Fast Detection Technique, from Kenneth S.Suslick in 2000 et al. head
Since first being used for colorimetric sensor quickly to detect volatile materials, which receives domestic and international extensive concern, especially closely
The report in a little years is relatively more, is concentrated mainly on food such as beer, Sugared beverages, white wine etc..Therefore colorimetric sensor is in theory
Be all proved to be able to well be used for quickly detecting volatile materials in practice.
Further retrieval discovery, Nourmohammadian et al. is in (15 (11): 6485- IEEE sensor journal
6490) a kind of benzothiazole alkaloids ((E) -4- ((E)-(5- methoxyl group benzo [d] thiazole -2-yl) diazenyl)-is found
N- ((E) -2- ((4- ((E)-(5- ethylbenzene (d) thiazole -2-yl) diazenyl) phenyl)-Asia nitrogen base) ethylidene) aniline, DB)
It is dissolved in alcohol solvent, can be reacted with volatile amine substance and generates color change.But in actually detected mistake
Cheng Zhong, the dyestuff in liquid condition, which is difficult to come into full contact with the volatile amine substance in environment or food, to react, and has
Dyestuff usage amount is big, carries and uses the defects of detection is inconvenient.The present invention is consolidated benzothiazole basic dye using polyacrylic acid
It is scheduled on polyacrylamide film, and it is embedded with chitosan chain, be prepared into immobilization colorimetric sensor, use whereby
Volatile amine substance has not been reported precedent in food and environment.
Summary of the invention
The present invention In view of the above shortcomings of the prior art, provides a kind of colorimetric biography containing benzothiazole bases dyestuff
The method of the preparation and its measurement volatile amine substance of sensor.Volatile amine is generated under microbial action for meat product
The technology can be used to characterize to wave in measurement techniques for quality detection of meat and environment by volatile amine substance present in substance or environment
Hair property amine substance.
The present invention is achieved by the following technical solutions:
A kind of colorimetric sensor containing benzothiazole bases dyestuff, including polyacrylamide film (PP), polyacrylic acid
(PAA), benzothiazole bases dyestuff (DB) and chitosan chain (CS), it is thin that one end of the polyacrylic acid is incorporated in polyacrylamide
On film, the other end is attached with benzothiazole bases dyestuff by Van der Waals force and physical absorption, forms PP-PAA-DB knot
Structure；The chitosan chain and polyacrylic acid electrostatical binding, make benzothiazole bases dyestuff further be embedded, and form PP-PAA-
DB-CS structure.
A kind of preparation method of the colorimetric sensor containing benzothiazole bases dyestuff, comprising the following steps:
(1) polyacrylamide film is taken, is placed in the acrylic acid aqueous solution for being 40%-60% containing volume ratio, in room temperature
Under using benzophenone as free yl induction agent, exclude air simultaneously seal, with ultraviolet lamp carry out stay overnight irradiation, make acroleic acid polymerization
At polyacrylic acid, the NaOH or KOH solution and distilled water that are 7.5-9 with pH value after taking-up are successively rinsed, and are done under vacuum conditions
Dry processing, obtains PP-PAA；
(2) it takes PP-PAA to be placed in benzothiazole bases dye solution, stands 3-5h, polyacrylic acid and benzo thiophene at room temperature
Azoles bases dyestuff is attached by Van der Waals force and physical absorption, in connection it is noted that the amount of control time and dyestuff, makes
The fixing of dye of benzothiazole bases then takes out polyacrylamide film-polypropylene on polyacrylamide film-polyacrylic acid
Acid-benzothiazole bases dyestuff is simultaneously rinsed it with distilled water；
(3) chitosan of molal quantity identical as polyacrylic acid is taken to be placed in the acetic acid or phosphoric acid solution of 1%-3% volume,
And add distilled water and the mass fraction of chitosan is made to be 1%, by polyacrylamide film-polyacrylic acid-benzothiazole bases
3-5h is placed at room temperature in dyestuff merging chitosan solution, the chitosan with a large amount of positive charges and gathering with a large amount of negative electrical charges
Acrylic electro static combines, and is embedded in benzothiazole bases dyestuff further on polyacrylamide film-polyacrylic acid, is made poly-
Acrylamide Film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain.
A kind of application of the colorimetric sensor containing benzothiazole bases dyestuff in the detection, using following steps:
(1) substance containing volatility amine gas in food or environment is collected, is placed in glass container and is stored；
(2) it observes and records colorimetric sensor color before testing or colorimetric sensor is placed in UV-VIS instrument,
Absorbance value A1 is read under 470~520nm wavelength；
(3) by colorimetric sensor merging containing being detected in the container of sample, standing reacts it sufficiently；
(4) it observes and records colorimetric sensor color after a test or colorimetric sensor is placed in UV-VIS instrument,
Absorbance value A2 is read under 470~520nm wavelength；Or carry out full wavelength scanner；
(5) color difference of the step (2) and (4) or compare the absorbance difference of reaction front and back, as commenting
Valence is detected the important evidence of sample volatility amine content of material；Or maximum absorption band is found by full wavelength scanner, make
To evaluate the important evidence for being detected sample volatility amine substance classes, the wavelength of maximum absorption band the big, proves in sample
Amino contained by volatile amine substance is more, i.e., the maximum absorption band wavelength of monoamine, diamine is less than the suction of polyamine maximum
It is long to receive spike.
A kind of application of colorimetric sensor containing benzothiazole bases dyestuff of the present invention in the detection, the wave
A length of 490nm.
A kind of application of colorimetric sensor containing benzothiazole bases dyestuff of the present invention in the detection, it is described to answer
With the detection for including food or environment.
The beneficial effects of the present invention are:
For now high-incidence food safety affair and Environment Pollution Event, since food is during storage and transport, egg
The volatile amine substance that white matter component is degraded by microorganisms or industrial activity and rural activity generate causes human body certain
Adverse effect.Traditional volatile materials depends on the large-scale detecting instrument such as GC-MS or electronic nose and detects to it, has
There is detection cycle length, high operation requirements, be unable to the defects of real-time detection.And the present invention relates to a kind of sensor technologies, not
In the case of any equipment, qualitative analysis can be carried out to volatile amine substance by naked eyes；By UV-VIS
Under conditions of instrument and equipment, quantitative analysis can be carried out to volatile amine substance.
Detailed description of the invention
Fig. 1 is the schematic diagram of colorimetric sensor construction method of the present invention；
Fig. 2 is the schematic diagram of colorimetric sensor detection volatile amine substance of the present invention.
Appended drawing reference: PP, polyacrylamide film；AA, acrylic acid；PAA, polyacrylic acid；DB, benzothiazole bases dye
Material；CS, chitosan chain.
Specific embodiment
To be best understood from the present invention, below with reference to examples and drawings, the invention will be further described, following embodiment
It is only that the present invention will be described rather than is limited to it.
Volatile amine substance rapid detection method is that Chinese red is presented before reacting with amine substance according to above-mentioned dyestuff,
This black-and-blue characteristic is presented after reacting with amine substance.As shown in Figure 1, the fixing of dye on polypropylene sorrel and is used shell
Glycan carries out embedding fixation to it, to be made to quickly detect the colorimetric sensor of volatile amine substance.Such as Fig. 2 institute
Show, when in food since microorganism generates in volatile amine substance or environment due to industry the degradation of protein or
When rural activity generates volatile amine substance, the colorimetric sensor prepared can be placed in and be suspected to have volatile amine by testing staff
It is reacted in the environment of class gas several minutes, observes colorimetric sensor color change situation, and according to reaction front and back color difference pair
Whether there is volatile amine substance to carry out qualitative evaluation.It, can also be to by UV-VIS under conditions of having UV-VIS equipment
Data variation carries out quantitative analysis to volatile amine substance；Or maximum absorption band is found by full wavelength scanner, as commenting
Valence is detected the important evidence of sample volatility amine substance classes, and the wavelength of maximum absorption band the big, proves to volatilize in sample
Property amine substance contained by amino it is more, i.e., monoamine, diamine maximum absorption band wavelength be less than polyamine maximum absorption band
Wavelength.
Embodiment 1
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme:
As shown in Figure 1, include polyacrylamide film (PP), polyacrylic acid (PAA), benzothiazole bases dyestuff (DB) and
One end of chitosan chain (CS), the polyacrylic acid (PAA) is incorporated on polyacrylamide film (PP), the other end and benzo thiophene
Azoles bases dyestuff (DB) is attached by power the effects of Van der Waals force and physical absorption, forms PP-PAA-DB structure；The shell
Polysaccharide chains (CS) are engaged with polyacrylic acid (PAA) electrostatic, and benzothiazole bases dyestuff (DB) is made further to be embedded, and form PP-
PAA-DB-CS structure.
Embodiment 2
Such as according to a kind of preparation method of the colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme
Under:
As shown in Figure 1,
(1) preparation of PP-PAA plate: taking surface area is 36cm2Square PP plate, after being weighed merging contain
The volume ratio of 1.00mL is 50%AA/H2In the culture dish of O solution, nitrogen 5min is passed through into culture dish and with sealed membrane to it
It is sealed.It is then put under ultraviolet lamp and carries out staying overnight irradiation.It is water-soluble to then take out the NaOH that PP-PAA plate pH value is 8
Liquid is rinsed it to remove the mono- aggressiveness of PAA.It is finally cleaned one time using distilled water, and is dried under vacuum conditions again
Processing；
(2) preparation of PP-PAA-DB-CS plate: 9cm is taken2PP-PAA plate, place it in 30.0mL pH5.0 concentration be 1
×10-4In the dye solution of mol/L, 4h is stood at room temperature.The chitosan of molal quantity identical as polyacrylic acid is taken to be placed in 2% body
In long-pending acetum, and adds distilled water and the mass fraction of chitosan is made to be 1%.PP-PAA-DB plate is placed in chitosan
4h is placed in solution at room temperature, so that chitosan is by the fixing of dye on PP-PAA plate.
(3) colorimetric sensor stores: the colorimetric sensor prepared is placed in wide mouth glass bottle, it then will be in vial
It is sealed full of nitrogen and with plastic foil, so as to long-term preservation.
Embodiment 3
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme answering in the detection
With as follows:
As shown in Fig. 2,
(1) pre-treatment: volatility amine gaseous matter will be contained in food or environment with devices such as pump or polybags and received
Collection, is placed into glass container and is stored；
(2) color observation of reaction front sensor: visually observing or the colorimetric sensor well prepared in advance with cameras record
Color；
(3) it sensor response: by colorimetric sensor merging well prepared in advance containing being detected in the container of sample, stands
React it sufficiently within 5 minutes；
(4) color observation of sensor after reacting: the sensor colors after visually observing or being reacted with cameras record；
(5) reaction front and back sensor colors difference: comparing the color difference of reaction front and back, and qualitative evaluation is detected sample and waves
The content of hair property amine substance.
Embodiment 4
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme answering in the detection
With as follows:
As shown in Fig. 2,
(1) pre-treatment: volatility amine gaseous matter will be contained in food or environment with devices such as pump or polybags and received
Collection, is placed into glass container and is stored；
(2) it reacts front sensor absorbance value: colorimetric sensor well prepared in advance is placed in UV-VIS instrument,
Its absorbance value is read under 490nm wavelength can determine that the substance is amine substance, and second maximum absorption band is in 604nm-
At 610nm, its bigger amine-containing amount of the wavelength of maximum absorption band is also increased accordingly；
(3) it sensor response: by colorimetric sensor merging well prepared in advance containing being detected in the container of sample, stands
React it sufficiently within 5 minutes；
(4) sensor absorbance value after reacting: the sensor after reaction is placed in UV-VIS instrument, in 490nm wavelength
Lower reading absorbance value；
(5) reaction front and back sensor absorbance difference: comparing the absorbance difference of reaction front and back, and qualitative, quantitative evaluation is tested
The content of test sample this volatile amine substance.
Embodiment described above is only that preferred embodiments of the present invention will be described, not to model of the invention
It encloses and is defined, without departing from the spirit of the design of the present invention, those of ordinary skill in the art are to technical side of the invention
The various changes and improvements that case is made, should fall within the scope of protection determined by the claims of the present invention.
Claims (5)
1. a kind of colorimetric sensor containing benzothiazole bases dyestuff, which is characterized in that including polyacrylamide film, poly- third
Olefin(e) acid, benzothiazole bases dyestuff and chitosan chain, one end of the polyacrylic acid is incorporated on polyacrylamide film, another
End is attached with benzothiazole bases dyestuff by physical absorption, and polyacrylamide film-polyacrylic acid-benzothiazole is formed
Bases dye structure；The chitosan chain and polyacrylic acid electrostatical binding, make benzothiazole bases dyestuff further be embedded, shape
At polyacrylamide film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain structure.
2. a kind of preparation method of the colorimetric sensor described in claim 1 containing benzothiazole bases dyestuff, feature exist
In, comprising the following steps:
(1) polyacrylamide film is taken, is placed in the acrylic acid aqueous solution for being 40%-60% containing volume ratio, at room temperature with two
Benzophenone excludes air and seals as free yl induction agent, is carried out staying overnight irradiation with ultraviolet lamp, makes acroleic acid polymerization at poly- third
The NaOH or KOH solution and distilled water that olefin(e) acid is 7.5-9 with pH value after taking-up are successively rinsed, and are dried under vacuum conditions,
Obtain polyacrylamide film-polyacrylic acid；
(2) it takes polyacrylamide film-polyacrylic acid to be placed in benzothiazole bases dye solution, stands 3-5 h at room temperature, gather
Acrylic acid is attached with benzothiazole bases dyestuff by physical absorption, to control Connection Time and dyestuff when connection
Amount, make the fixing of dye of benzothiazole bases on polyacrylamide film-polyacrylic acid, then take out polyacrylamide it is thin
Film-polyacrylic acid-benzothiazole bases dyestuff is simultaneously rinsed it with distilled water；
(3) it takes the chitosan of molal quantity identical as polyacrylic acid to be placed in the acetic acid or phosphoric acid solution of 1%-3% volume, and adds
Distilled water makes the mass fraction of chitosan be 1%, and polyacrylamide film-polyacrylic acid-benzothiazole bases dyestuff is placed in
3-5 h is placed in chitosan solution at room temperature, the chitosan with a large amount of positive charges and the polyacrylic acid for having a large amount of negative electrical charges
Electrostatical binding is embedded in benzothiazole bases dyestuff further on polyacrylamide film-polyacrylic acid, polyacrylamide is made
Amine film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain.
3. a kind of application of colorimetric sensor of any of claims 1 or 2 containing benzothiazole bases dyestuff in the detection,
It is characterized in that, using following steps:
(1) substance containing volatility amine gas in food or environment is collected, is placed in glass container and is stored；
(2) it observes and records colorimetric sensor color before testing or colorimetric sensor is placed in UV-VIS instrument, 470 ~
Absorbance value A1 is read under 520nm wavelength；
(3) by colorimetric sensor merging containing being detected in the container of sample, standing reacts it sufficiently；
(4) it observes and records colorimetric sensor color after a test or colorimetric sensor is placed in UV-VIS instrument, 470 ~
Absorbance value A2 is read under 520nm wavelength；Or carry out full wavelength scanner；
(5) the colour-difference exclusive or of the step (2) and (4) compares the absorbance difference of reaction front and back, tested as evaluation
The important evidence of test sample this volatility amine content of material；Or maximum absorption band is found by full wavelength scanner, as evaluation
It is detected the important evidence of sample volatility amine substance classes.
4. a kind of application of colorimetric sensor containing benzothiazole bases dyestuff according to claim 3 in the detection,
It is characterized in that, the wavelength is 490 nm.
5. a kind of colorimetric sensor containing benzothiazole bases dyestuff according to claim 3 or 4 answering in the detection
With, which is characterized in that the application includes the detection of food or environment.
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| CN112519444B (en) * | 2020-11-14 | 2022-04-15 | 西北农林科技大学 | Application of benzothiazole derivative in anti-counterfeiting and food detection |
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| CN1162981A (en) * | 1994-09-08 | 1997-10-22 | 生命扫描有限公司 | Highly stable oxidative coupling dye for spectrophotometric |
| WO2005019816A1 (en) * | 2003-08-20 | 2005-03-03 | Honeywell International, Inc. | Leak detection method using microencapsulated dye precursor |
| CN102937577A (en) * | 2012-10-10 | 2013-02-20 | 上海大学 | Method for detecting trace hydroxylamine in water through ABTS free radical fading spectrophotometry method |
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