CN106323959A - Colorimetric sensor containing benzothiazole alkaline dye, preparation method and application of sensor in detection - Google Patents
Colorimetric sensor containing benzothiazole alkaline dye, preparation method and application of sensor in detection Download PDFInfo
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- CN106323959A CN106323959A CN201610645810.1A CN201610645810A CN106323959A CN 106323959 A CN106323959 A CN 106323959A CN 201610645810 A CN201610645810 A CN 201610645810A CN 106323959 A CN106323959 A CN 106323959A
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- dyestuff
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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
- G01N21/75—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 invention relates to the technical field of volatile amine substance detection, in particular to a colorimetric sensor containing a benzothiazole alkaline dye, a preparation method and application of the sensor in detection. The colorimetric sensor comprises a polyacrylamide film, polyacrylic acid, the benzothiazole alkaline dye and a chitosan chain, wherein one end of the polyacrylic acid is bonded on the polyacrylamide film, the other end of the polyacrylic acid is connected with the benzothiazole alkaline dye through a Van der Waals' force and physical absorption, and the chitosan chain and the polyacrylic acid are subjected to electrostatic bonding, so that the benzothiazole alkaline dye is further coated to form a polyacrylamide film-polyacrylic acid-benzothiazole alkaline dye-chitosan chain structure. According to a sensor technology related to the invention, qualitative analysis can be conducted on volatile amine substances through naked eyes without any device, and quantitative analysis can be conducted on volatile amine substances by utilizing UV-VIS instrument device.
Description
Technical field
The present invention relates to volatility amine material detection technique field, a kind of containing benzothiazole bases dyestuff
Colorimetric sensor, preparation method and application in the detection thereof.
Background technology
Along with China's economic is fast-developing and the raising of people's living standard, for food and environment demand just from amount to
Matter changes；But the food occurred in recent years and environment security event constitute a threat to not only to the health of consumer,
Also impact is brought to industry.Volatility amine material is mainly derived from corrupt, the industrial and agriculture waste water produced of meat product
And vehicle exhaust etc., and fat volatility amine and aromatic volatile amine just can be to health structures at low concentrations
Becoming to threaten, therefore the detection real-time of volatility amine material has important research and using value.The most traditional waves
Volatile material detection method mainly has the method such as GC-MS and Electronic Nose, although these detection methods can accurately detect volatility
Amine substance, but owing to it needs to carry out loaded down with trivial details pretreatment, detection process needs the big type analysis that has in specialty to detect
Carrying out in the laboratory of instrument, the requirement to operator is higher, and detection time and cost are bigger, it is difficult to quick, easy, cheap
Realization volatility amine material is carried out quickly effectively detection.
Find by existing Fast Detection Technique being carried out retrieval, from Kenneth S.Suslick in 2000 et al. head
Since first being used for quickly detecting volatile material by colorimetric sensor, this technology receives domestic and international extensive concern, the most closely
The report in a little years is the most, is concentrated mainly on food such as medicated beer, Sugared beverages, Chinese liquor etc..Therefore colorimetric sensor is in theory
All it is proved to be able to well volatile material is used for quickly detecting with in practice.
Retrieving discovery further, Nourmohammadian et al. is at IEEE sensor journal (15 (11): 6485-
6490) discovery one benzothiazole alkaloids ((E)-4-((E)-(5-methoxyl group benzo [d] thiazole-2-yl) diazenyl)-
N-((E)-2-((4-((E)-(5-ethylbenzene (d) thiazole-2-yl) diazenyl) phenyl)-sub-nitrilo) ethylidene) aniline, DB)
It is dissolved in alcohol solvent, can carry out reacting and produce color change with volatility amine material.But in actually detected mistake
Cheng Zhong, the dyestuff being in liquid condition is difficult to be fully contacted reaction with the volatility amine material in environment or food, and has
The defects such as dyestuff usage amount is big, carry and use detection inconvenient.The present invention uses polyacrylic acid that benzothiazole basic dye is solid
It is scheduled on polyacrylamide thin film, and with chitosan chain, it is embedded, be prepared as immobilization colorimetric sensor, thereby use
In food and environment, volatility amine material has no report precedent.
Summary of the invention
The present invention is directed to deficiencies of the prior art, it is provided that a kind of colorimetric containing benzothiazole bases dyestuff passes
The preparation of sensor and the method for mensuration volatility amine material thereof.Under microbial action, volatile amine is produced for meat product
Volatility amine material present in class material or environment, can be used for this technology characterizing in measurement techniques for quality detection of meat and environment and wave
The property sent out amine substance.
The present invention is achieved by the following technical solutions:
A kind of colorimetric sensor containing benzothiazole bases dyestuff, including polyacrylamide thin film (PP), polyacrylic acid
(PAA), benzothiazole bases dyestuff (DB) and chitosan chain (CS), it is thin that described polyacrylic one end is combined in polyacrylamide
On film, the other end is attached by Van der Waals force and physical absorption with benzothiazole bases dyestuff, forms PP-PAA-DB knot
Structure；Described chitosan chain and polyacrylic acid electrostatical binding, make benzothiazole bases dyestuff be embedded further, forms PP-PAA-
DB-CS structure.
The preparation method of a kind of colorimetric sensor containing benzothiazole bases dyestuff, comprises the following steps:
(1) take polyacrylamide thin film, insert containing in the acrylic acid aqueous solution that volume ratio is 40%-60%, in room temperature
Under using benzophenone as free yl induction agent, get rid of air and also seal, overnight irradiate with uviol lamp, make acroleic acid polymerization
Become polyacrylic acid, rinse successively by the NaOH that pH value is 7.5-9 or KOH solution and distilled water after taking-up, do under vacuum
Dry process, obtains PP-PAA；
(2) take PP-PAA to be placed in benzothiazole bases dye solution, left at room temperature 3-5h, polyacrylic acid and benzo thiophene
Azoles bases dyestuff is attached by Van der Waals force and physical absorption, when connecting it is noted that the time of control and the amount of dyestuff, makes
The benzothiazole bases fixing of dye, on polyacrylamide thin film-polyacrylic acid, takes out polyacrylamide thin film-polypropylene subsequently
It is also rinsed by acid-benzothiazole bases dyestuff with distilled water；
(3) chitosan taking molal quantity identical with polyacrylic acid is placed in acetic acid or the phosphoric acid solution of 1%-3% volume,
And add distilled water and make the mass fraction of chitosan be 1%, by polyacrylamide thin film-polyacrylic acid-benzothiazole bases
Dyestuff is inserted ambient temperatare in chitosan solution and is put 3-5h, with the chitosan of a large amount of positive charges and gathering with a large amount of negative charges
Acrylic electro static combines, and makes benzothiazole bases dyestuff be embedded in further on polyacrylamide thin film-polyacrylic acid, makes poly-
Acrylamide Film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain.
The application in the detection of a kind of colorimetric sensor containing benzothiazole bases dyestuff, employing following steps:
(1) collect the material containing volatility amine gas in food or environment, insert in glass container and store；
(2) observed and recorded colorimetric sensor color before testing or colorimetric sensor is placed in UV-VIS instrument,
Absorbance A1 is read under 470～520nm wavelength；
(3) colorimetric sensor is inserted in the container containing detected sample, stand and make it fully react；
(4) observed and recorded colorimetric sensor color after a test or colorimetric sensor is placed in UV-VIS instrument,
Absorbance A2 is read under 470～520nm wavelength；Or carry out full wavelength scanner；
(5) absorbance difference before and after comparing described step (2) and the color distortion of (4) or comparing reaction, as commenting
Valency is detected the important evidence of sample volatility amine content of material；Or find maximum absorption band by full wavelength scanner, make
For evaluating the important evidence of detected sample volatility amine substance classes, the wavelength of maximum absorption band is the biggest then to be proved in sample
Amino contained by volatility amine material is the most, i.e. monoamine, the maximum absorption band wavelength of diamine is inhaled less than polyamine maximum
Receive spike long.
A kind of colorimetric sensor containing benzothiazole bases dyestuff of the present invention application in the detection, described ripple
A length of 490nm.
A kind of colorimetric sensor containing benzothiazole bases dyestuff of the present invention application in the detection, described should
With the detection including food or environment.
The beneficial effects of the present invention is:
For food safety affair the most occurred frequently and Environment Pollution Event, owing to food is during storage and transport, egg
White matter component is degraded by microorganisms or human body is caused certain by the volatility amine material of industrial activity and rural activity generation
Adverse effect.Traditional volatile material depends on the large-scale detecting instrument such as GC-MS or Electronic Nose and detects it, tool
Have detection cycle length, operation require high, can not the defect such as detection in real time.And the present invention relates to a kind of sensor technology, not
In the case of any equipment, volatility amine material can be carried out qualitative analysis by naked eyes；By UV-VIS
Under conditions of instrument and equipment, volatility amine material can be carried out quantitative analysis.
Accompanying drawing explanation
Fig. 1 is the schematic diagram of colorimetric sensor construction method of the present invention；
Fig. 2 is the schematic diagram of colorimetric sensor of the present invention detection volatility amine material.
Reference: PP, polyacrylamide thin film；AA, acrylic acid；PAA, polyacrylic acid；DB, benzothiazole bases contaminates
Material；CS, chitosan chain.
Detailed description of the invention
For being best understood from the present invention, below in conjunction with embodiment and accompanying drawing, the invention will be further described, following example
It is only that the present invention will be described rather than is limited it.
Volatility amine material method for quick is to present Chinese red according to above-mentioned dyestuff before reacting with amine substance,
This characteristic black-and-blue is presented after reacting with amine substance.As it is shown in figure 1, the fixing of dye and is used shell on polypropylene sorrel
It is fixing that polysaccharide carries out embedding to it, thus is made to quickly detect the colorimetric sensor of volatility amine material.Such as Fig. 2 institute
Show, when food generates volatility amine material due to microorganism to the degraded of protein, or in environment due to industry or
When rural activity generates volatility amine material, the colorimetric sensor prepared can be placed in and be suspected to have volatile amine by testing staff
Stoichiometric number minute in the environment of class gas, observes colorimetric sensor color changing condition, and according to color distortion pair before and after reaction
Volatility amine material whether is had to carry out qualitative evaluation.Under conditions of having UV-VIS equipment, it is also possible to by UV-VIS
Data variation carries out quantitative analysis to volatility amine material；Or find maximum absorption band by full wavelength scanner, as commenting
Valency is detected the important evidence of sample volatility amine substance classes, and the wavelength of maximum absorption band the biggest then proof is volatilized in sample
Property amino contained by amine substance the most, i.e. monoamine, diamine maximum absorption band wavelength less than polyamine maximum absorption band
Wavelength.
Embodiment 1
A kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff according to heretofore described scheme:
As it is shown in figure 1, include polyacrylamide thin film (PP), polyacrylic acid (PAA), benzothiazole bases dyestuff (DB) and
Chitosan chain (CS), one end of described polyacrylic acid (PAA) is combined on polyacrylamide thin film (PP), the other end and benzo thiophene
Azoles bases dyestuff (DB) is attached by the active force such as Van der Waals force and physical absorption, forms PP-PAA-DB structure；Described shell
Polysaccharide chains (CS) engages with polyacrylic acid (PAA) electrostatic, makes benzothiazole bases dyestuff (DB) be embedded further, forms PP-
PAA-DB-CS structure.
Embodiment 2
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme preparation method such as
Under:
As it is shown in figure 1,
(1) preparation of PP-PAA plate: taking surface area is 36cm2Square PP plate, insert after being weighed containing
The volume ratio of 1.00mL is 50%AA/H2In the culture dish of O solution, in culture dish, it is passed through nitrogen 5min and with sealed membrane to it
Seal.It is put into subsequently under uviol lamp overnight irradiating.Then take out the NaOH that PP-PAA plate pH value is 8 water-soluble
It is rinsed removing the mono-aggressiveness of PAA by liquid.Finally use distilled water to clean again one time, and be dried under vacuum
Process；
(2) preparation of PP-PAA-DB-CS plate: take 9cm2PP-PAA plate, being placed on 30.0mL pH5.0 concentration is 1
×10-4In the dye solution of mol/L, at room temperature stand 4h.The chitosan taking molal quantity identical with polyacrylic acid is placed in 2% body
In long-pending acetum, and add distilled water and make the mass fraction of chitosan be 1%.PP-PAA-DB plate is inserted chitosan
In solution, ambient temperatare puts 4h so that chitosan by the fixing of dye on PP-PAA plate.
(3) colorimetric sensor stores: insert in wide mouth glass bottle by the colorimetric sensor prepared, subsequently by vial
It is full of nitrogen and seals with plastic foil, in order to preserving for a long time.
Embodiment 3
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme in the detection should
With as follows:
As in figure 2 it is shown,
(1) pre-treatment: will receive containing volatility amine gaseous matter in food or environment with the device such as pump or plastic bag
Collection, is placed in glass container storing；
(2) color observation of front sensor is reacted: perusal or with cameras record colorimetric sensor well prepared in advance
Color；
(3) sensor response: colorimetric sensor well prepared in advance is inserted in the container containing detected sample, stand
Within 5 minutes, it is made fully to react；
(4) color observation of sensor after reaction: perusal or with the reacted sensor colors of cameras record；
(5) sensor colors difference before and after reaction: comparing the color distortion before and after reaction, qualitative evaluation is detected sample and waves
The content of the property sent out amine substance.
Embodiment 4
According to a kind of colorimetric sensor containing propyl benzene thiazole bases dyestuff of heretofore described scheme in the detection should
With as follows:
As in figure 2 it is shown,
(1) pre-treatment: will receive containing volatility amine gaseous matter in food or environment with the device such as pump or plastic bag
Collection, is placed in glass container storing；
(2) reaction front sensor absorbance: colorimetric sensor well prepared in advance is placed in UV-VIS instrument,
Reading its absorbance under 490nm wavelength and may determine that this material is amine substance, second maximum absorption band is at 604nm-
At 610nm, wavelength its amount Han amine the biggest of maximum absorption band increases the most accordingly；
(3) sensor response: colorimetric sensor well prepared in advance is inserted in the container containing detected sample, stand
Within 5 minutes, it is made fully to react；
(4) sensor absorbance after reaction: reacted sensor is placed in UV-VIS instrument, at 490nm wavelength
Lower reading absorbance；
(5) sensor absorbance difference before and after reaction: compare the absorbance difference before and after reaction, qualitative, quantitative is evaluated tested
The content of test sample this volatility amine material.
The above embodiment is only to be described the preferred embodiment of the present invention, the not model to the present invention
Enclose and be defined, on the premise of designing spirit without departing from the present invention, the those of ordinary skill in the art technical side to the present invention
Various deformation that case is made and improvement, all should fall in the protection domain that claims of the present invention determines.
Claims (5)
1. the colorimetric sensor containing benzothiazole bases dyestuff, it is characterised in that include polyacrylamide thin film, poly-third
Olefin(e) acid, benzothiazole bases dyestuff and chitosan chain, described polyacrylic one end is combined on polyacrylamide thin film, another
End is attached by Van der Waals force and physical absorption with benzothiazole bases dyestuff, forms polyacrylamide thin film-polypropylene
Acid-benzothiazole bases dye structure；Described chitosan chain and polyacrylic acid electrostatical binding, make benzothiazole bases dyestuff enter one
Step is embedded, and forms polyacrylamide thin film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain structure.
2. a preparation method for the colorimetric sensor containing benzothiazole bases dyestuff described in claim 1, its feature exists
In, comprise the following steps:
(1) take polyacrylamide thin film, insert containing in the acrylic acid aqueous solution that volume ratio is 40%-60%, at room temperature with
Benzophenone, as free yl induction agent, is got rid of air and seals, overnight irradiating with uviol lamp, makes acroleic acid polymerization become poly-
Acrylic acid, rinses successively by the NaOH that pH value is 7.5-9 or KOH solution and distilled water after taking-up, is dried place under vacuum
Reason, obtains polyacrylamide thin film-polyacrylic acid；
(2) take polyacrylamide thin film-polyacrylic acid to be placed in benzothiazole bases dye solution, left at room temperature 3-5h, poly-
Acrylic acid is attached by Van der Waals force and physical absorption with benzothiazole bases dyestuff, to control to connect connecting when
Time and the amount of dyestuff, make the benzothiazole bases fixing of dye on polyacrylamide thin film-polyacrylic acid, take out poly-third subsequently
It is also rinsed by acrylamide thin film-polyacrylic acid-benzothiazole bases dyestuff with distilled water；
(3) chitosan taking molal quantity identical with polyacrylic acid is placed in acetic acid or the phosphoric acid solution of 1%-3% volume, and adds
Adding distilled water makes the mass fraction of chitosan be 1%, by polyacrylamide thin film-polyacrylic acid-benzothiazole bases dyestuff
Insert ambient temperatare in chitosan solution and put 3-5h, the chitosan with a large amount of positive charges and the polypropylene with a large amount of negative charges
Acid electrostatical binding, makes benzothiazole bases dyestuff be embedded in further on polyacrylamide thin film-polyacrylic acid, makes polypropylene
Amide film-polyacrylic acid-benzothiazole bases dyestuff-chitosan chain.
3. the application in the detection of the colorimetric sensor containing benzothiazole bases dyestuff described in claim 1 or 2, its
It is characterised by, employing following steps:
(1) collect the material containing volatility amine gas in food or environment, insert in glass container and store；
(2) observed and recorded colorimetric sensor color before testing or colorimetric sensor is placed in UV-VIS instrument, 470～
Absorbance A1 is read under 520nm wavelength；
(3) colorimetric sensor is inserted in the container containing detected sample, stand and make it fully react；
(4) observed and recorded colorimetric sensor color after a test or colorimetric sensor is placed in UV-VIS instrument, 470～
Absorbance A2 is read under 520nm wavelength；Or carry out full wavelength scanner；
(5) absorbance difference before and after the colour-difference XOR of the described step of comparison (2) and (4) compares reaction, tested as evaluating
The important evidence of test sample this volatility amine content of material；Or find maximum absorption band by full wavelength scanner, as evaluation
The important evidence of detected sample volatility amine substance classes.
A kind of colorimetric sensor containing benzothiazole bases dyestuff the most according to claim 3 application in the detection,
It is characterized in that, described wavelength is 490nm.
5. according to a kind of colorimetric sensor containing benzothiazole bases dyestuff described in claim 3 or 4 in the detection should
With, it is characterised in that described application includes the detection of food or environment.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111089853A (en) * | 2020-01-21 | 2020-05-01 | 滁州学院 | Chloropropanol sensitive fluorescent sensor, preparation method and application thereof in oil food raw materials |
| CN112519444A (en) * | 2020-11-14 | 2021-03-19 | 西北农林科技大学 | Application of benzothiazole derivative in anti-counterfeiting and food detection |
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| 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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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111089853A (en) * | 2020-01-21 | 2020-05-01 | 滁州学院 | Chloropropanol sensitive fluorescent sensor, preparation method and application thereof in oil food raw materials |
| CN112519444A (en) * | 2020-11-14 | 2021-03-19 | 西北农林科技大学 | Application of benzothiazole derivative in anti-counterfeiting and food detection |
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Address after: 239000, No.2 Langya West Road, Chuzhou City, Anhui Province Patentee after: CHUZHOU University Address before: 239000 no.1528 fengle Avenue, Langya District, Chuzhou City, Anhui Province (Huifeng campus) Patentee before: CHUZHOU University |