CN110204734A - A kind of polyethyleneimine/salicylide modified cellulosic materials and its preparation method and application - Google Patents
A kind of polyethyleneimine/salicylide modified cellulosic materials and its preparation method and application Download PDFInfo
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Abstract
The present invention relates to a kind of polyethyleneimine/salicylide modified cellulosic materials and its preparation method and application, and oxidant is first added into cellulose suspension, is protected from light, and separation is dried to obtain compound A；Compound A is added in polyethylenimine solution, separation is dried to obtain compound B after reaction；Compound B is added in salicylide solution, separation is dried to obtain polyethyleneimine/salicylide modified cellulosic materials after reaction.It is raw material that the present invention, which detects material fiber element, after oxidizing obtained oxycellulose, successively and after polyethyleneimine, the continuous two steps schiff base reaction of salicylide, polyethyleneimine/salicylide modified cellulosic materials are prepared, synthetic method is simple, to the Fe in water3+High selection and highly sensitive detection may be implemented in ion.
Description
Technical field
The invention belongs to metal ion detection fields, and in particular to a kind of polyethyleneimine/salicylide modified cellulosic
Material and its preparation method and application.
Background technique
Iron ion is one of most important transition ion in physiological environment, is the confactor of many enzymatic reactions, thin
It is played a crucial role during energy generation, oxygen transport, cell metabolism and DNA synthesis of born of the same parents etc..Iron content is insufficient or
It is excessive all to lead to a series of diseases, such as anaemia, angina pectoris, diabetes, cancer, Alzheimer's disease and Parkinson disease
Deng.And the iron in the traditional industries waste water such as metallurgy, electrolysis, plating is discharged without processing and wantonly, to the life of the mankind and animals and plants
Long and sound development brings serious harm.So the iron in detection water outlet is most important.
Currently, the traditional detection method about iron ion in aqueous solution mainly has: atomic absorption spectroscopy, inductance coupling
Close plasma atomic emission spectroscopy analytic approach, spectrophotometry, chemiluminescence method etc., but these methods need tip and
Expensive instrument, operating process is cumbersome, time-consuming, is unfavorable for the detection of practical a large amount of samples, widely actually answers to limit
With.2018, Xiaohong Han, Xiaohua Guo, Dandan Wang, the et al.Rapid of Wang Junping et al.
Detection of iron ion [J] .Food Science and Technology, in 2018,43,267, with copper nitrate and
Gallic acid is raw material, synthesizes new complex, which is limited to 0.04ppm to the detection of iron ion.Fourth orchid et al.
Yuan Xu,Yanhua Chen,Lan Ding.One-pot Microwave-assisted Synthesis of
Passivated Fluorescent Carbon Dots for Fe(Ⅲ)Detection[J].Chemical Journal of
Chinese Universities.2018, in 39,1420, using citric acid as carbon source, glycerine is reaction dissolvent, passes through microwave
Auxiliary law one-step synthesis fluorescent carbon point, the detection material are limited to 0.12ppm to the detection of iron ion.But current other materials exists
It detects and still has the selective poor and higher problem of detection limit in iron application.
Summary of the invention
It is an object of the invention to overcome problems of the prior art, a kind of polyethyleneimine/salicylide is provided and is changed
Property cellulosic material and its preparation method and application, can be made the detection material for detecting iron ion in water, testing cost
It is low, it is high-efficient.
In order to achieve the above object, the present invention adopts the following technical scheme:
The following steps are included:
(1) oxidant is added into cellulose suspension, is protected from light, separation is dried to obtain compound A；Wherein cellulose
Mass ratio with oxidant is (8~12): (10~15)；
(2) compound A is added in polyethylenimine solution, separation is dried to obtain compound B after reaction；Wherein chemical combination
The mass ratio of object A and polyethyleneimine is (10~20): (30~60)；
(3) compound B is added in salicylide solution, separation is dried to obtain polyethyleneimine/salicylide and changes after reaction
Property cellulosic material；Wherein the mass ratio of compound B and salicylide is (20~40): (60~90).
Further, cellulose suspension is to be add to deionized water cellulose to be uniformly mixing to obtain；Cellulose
Using microcrystalline cellulose；Oxidant uses sodium metaperiodate.
Further, the concentration of cellulose suspension is 8~12g/L.
Further, the reaction temperature of step (1) is 40~70 DEG C, and the reaction time is 4~8h.
Further, the polyethylenimine solution of step (2) is that polyethyleneimine is added in ethyl alcohol to stir evenly
It arrives；The concentration of polyethylenimine solution is 30~60g/L.
Further, the reaction temperature of step (2) is 50~80 DEG C, and the reaction time is 12~36h.
Further, the salicylide solution of step (3) is that salicylide is added in ethyl alcohol to be uniformly mixing to obtain；Bigcatkin willow
The concentration of aldehyde solution is 60~90g/L.
Further, separation of the step (1) into step (3) is using suction filtration mode, and drying is vacuum drying；Step
Suddenly the drying temperature in (1) is 50~80 DEG C, and drying time is 5~10h；Drying temperature in step (2) and step (3) is
60~90 DEG C, drying time is 5~10h.
Utilize polyethyleneimine made from preparation method as described above/salicylide modified cellulosic materials.
Application of the polyethyleneimine/salicylide modified cellulosic materials as described above in detection water in iron ion.
Compared with prior art, the invention has the following beneficial technical effects:
In preparation method of the present invention, oxidant is first added into cellulose suspension, drying is separated after being protected from light, prepares
Compound A out；Compound A is added to containing in polyethylenimine solution, drying is separated after reaction, prepares compound B；It will change
It closes object B to be added in salicylide solution, drying is separated after reaction, obtains polyethyleneimine/salicylide modified cellulosic materials.This
Invention detection material uses natural green, from a wealth of sources, cheap and easy to get, degradable cellulose for raw material, through oxidizing
After oxycellulose is made, successively and after polyethyleneimine, the continuous two steps schiff base reaction of salicylide, polyethyleneimine is prepared
Amine/salicylide modified cellulosic materials, synthetic method are simple, environmentally protective.
After polyethyleneimine prepared by the present invention/salicylide modified cellulosic materials are mixed with metal ion solution to be measured,
Fluorescence emission spectrum after tested, when measured ion is iron ion, fluorescence intensity obvious quenching, and other metal ions are not bright
Aobvious quenching phenomenon, detection are limited to 0.01ppm, lower than Fe in World Health Organization's regulation drinking water3+The standard of ion concentration
0.28ppm, therefore material of the present invention is to the Fe in water3+High selection and highly sensitive detection may be implemented in ion.Present invention detection
Material not only realizes highly selective detection to iron ion, but also detection limit is lower, and dosage is few, and testing result is accurate, is a kind of
The detection material of environmentally protective, Glassless, simple and fast, high selection and high sensitivity.
Modified cellulosic materials of the present invention can be used in high-volume pattern detection, a small amount of addition can quickly judgement sample it is molten
Whether contain iron ion in liquid, reduces operating procedure, reduce cost.
Detailed description of the invention
Fig. 1 is glimmering after polyethyleneimine/salicylide modified cellulosic materials are added in different metal ion solutions to be measured
Light spectrogram；
Fig. 2 is different Fe to be measured3+Ion concentration and ultraviolet-visible absorption spectroscopy value A501Linear relationship chart.
Specific embodiment
The present invention is described in further details with reference to the accompanying drawing.
It is good, high sensitivity for detecting iron ion in water body that the present invention provides a kind of easy to operate and selectivity
Polyethyleneimine/salicylide modified cellulosic materials preparation method.
The present invention the following steps are included:
(1) outstanding toward microcrystalline cellulose in the ratio for the sodium metaperiodate that 10~15g is added in every 1L microcrystalline cellulose suspension
Sodium metaperiodate is added in supernatant liquid, is protected from light, reaction temperature is 40~70 DEG C, and the reaction time is 4~8h.It filters, vacuum drying,
Prepare compound A.Microcrystalline cellulose suspension is the microcrystalline cellulose that 8~12g is added in every 1L deionized water, uniform stirring
It obtains.Vacuum drying is that in a vacuum drying oven, drying temperature is 50~80 DEG C, dry 5~10h.
(2) the compound A that step (1) obtains is added in the ethanol solution containing polyethyleneimine, the reaction was continued, instead
Answering temperature is 50~80 DEG C, and the reaction time is 12~36h, is filtered, and compound B is prepared in vacuum drying.The second of polyethyleneimine
Alcoholic solution is the polyethyleneimine that 30~60g is added in every 1L ethyl alcohol, is stirring uniformly to obtain.Compound A is every 1L polyethylene
The compound A of 10~20g is added in the ethanol solution of imines.Vacuum drying be in a vacuum drying oven, drying temperature be 60~
90 DEG C, dry 5~10h.
(3) the compound B that step (2) obtains is added in the ethanol solution containing salicylide, the reaction was continued, reaction temperature
Degree is 50~80 DEG C, and the reaction time is 12~36h；It filters, polyethyleneimine/salicylide modified fibre is prepared in vacuum drying
Cellulosic material.The ethanol solution of salicylide is the salicylide that 60~90g is added in every 1L ethyl alcohol, is stirring uniformly to obtain；Compound B
It is the compound B that 20~40g is added in the ethanol solution of every 1L salicylide.Vacuum drying is dry temperature in a vacuum drying oven
Degree is 60~90 DEG C, dry 5~10h.
Application of the polyethyleneimine of the present invention/salicylide modified cellulosic materials in detection water in iron ion, specifically:
Polyethyleneimine/salicylide modified cellulosic of 10mg is added into the solution to be measured such as industrial wastewater of 3mL
Material, solution become yellowish-brown, it was demonstrated that contain iron ion in solution to be measured.Otherwise, it was demonstrated that do not have in solution (industrial wastewater) to be measured
Iron ion exists.
The present invention is described in further details below with reference to specific embodiment.
Embodiment 1
A kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials of the present invention, specifically includes the following steps:
Step 1, into 1L deionized water, 10g microcrystalline cellulose is added, microcrystalline cellulose suspension is made in uniform stirring,
12g sodium metaperiodate is added, is protected from light, 50 DEG C of reaction 6h.It filters, 60 DEG C of vacuum drying 8h prepare compound A.
Step 2, into 1L ethyl alcohol, 50g polyethyleneimine is added, the ethanol solution of polyethyleneimine is made in uniform stirring.
15g compound A is added, 78 DEG C of reactions are for 24 hours.It filters, 70 DEG C of vacuum drying 8h prepare compound B.
Step 3, into 1L ethyl alcohol, 80g salicylide is added, the ethanol solution of salicylide is made in uniform stirring.Add 30g
Compound B, 78 DEG C of reactions are for 24 hours.It filters, 70 DEG C of vacuum drying 8h prepare polyethyleneimine/salicylide modified cellulosic
Material.
It selects performance test, and specific step is as follows:
(1) metal ion (Fe to be measured containing 10ppm is made respectively3+、Ca2+、Co2+、Cu2+、Mg2+、Pb2+、Cd2+、Cr3 +、Ni2+) nitrate solution.
(2) polyethyleneimine of 10mg/salicylide modified cellulosic materials and the above-mentioned metal ion solution to be measured of 3mL are mixed
It together in cuvette, shakes up, at room temperature sufficiently oscillation 20min.Then, the fluorescence emission of mixed solution is measured at room temperature
Spectrum.Its fluorescence emission spectrogram of compound is as follows:
As can be seen from Figure 1, it is separately added into Co2+,Cu2+,Cr3+When, fluorescence intensity weakens, and Fe is added3+When, fluorescence intensity is bright
It is aobvious to be quenched, show that polyethyleneimine/salicylide modified cellulosic materials can select the Fe in detection water-outlet body3+Ion.
Specific step is as follows for the test of its sensitivity behaviour:
(1) Fe to be measured containing 1-100ppm is prepared respectively3+The nitrate solution of ion.
(2) by the polyethyleneimine of 10mg/salicylide modified cellulosic materials and the above-mentioned Fe to be measured of 3mL3+Solion is mixed
It together in cuvette, shakes up, at room temperature sufficiently oscillation 20min.Then, purple of the mixed solution at 501nm is tested at room temperature
Outer visible absorption spectra value A501。
From figure 2, it is seen that Fe3+It is in good linear pass with ultravioletvisible absorption value when ion concentration is within the scope of 4-20ppm
System, equation of linear regression y=0.0425x+0.1529, coefficient R2=0.9986, detection is limited to 0.01ppm, is lower than generation
Boundary's health organization provides Fe in drinking water3+The standard 0.28ppm of ion concentration.Illustrate polyethyleneimine/salicylide modified fibre
Cellulosic material is to Fe in water3+Ion detection sensitivity with higher.
Embodiment 2
A kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials of the present invention, specifically includes the following steps:
Step 1, into 1L deionized water, 8g microcrystalline cellulose is added, uniform stirring is made microcrystalline cellulose suspension, adds
Enter 15g sodium metaperiodate, is protected from light, 40 DEG C of reaction 5h.It filters, 70 DEG C of vacuum drying 6h prepare compound A.
Step 2, into 1L ethyl alcohol, 40g polyethyleneimine is added, the ethanol solution of polyethyleneimine is made in uniform stirring.
Add 12g compound A, 80 DEG C of reaction 12h.It filters, 80 DEG C of vacuum drying 6h prepare compound B.
Step 3, into 1L ethyl alcohol, 90g salicylide is added, the ethanol solution of salicylide is made in uniform stirring.Add 40g
Compound B, 80 DEG C of reaction 12h.It filters, 80 DEG C of vacuum drying 6h prepare polyethyleneimine/salicylide modified cellulosic
Material.
Embodiment 3
A kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials of the present invention, specifically includes the following steps:
Step 1, into 1L deionized water, 12g microcrystalline cellulose is added, microcrystalline cellulose suspension is made in uniform stirring,
14g sodium metaperiodate is added, is protected from light, 70 DEG C of reaction 4h.It filters, 80 DEG C of vacuum drying 5h prepare compound A.
Step 2, into 1L ethyl alcohol, 30g polyethyleneimine is added, the ethanol solution of polyethyleneimine is made in uniform stirring.
Add 10g compound A, 60 DEG C of reaction 36h.It filters, 90 DEG C of vacuum drying 5h prepare compound B.
Step 3, into 1L ethyl alcohol, 70g salicylide is added, the ethanol solution of salicylide is made in uniform stirring.Add 25g
Compound B, 60 DEG C of reaction 36h.It filters, 90 DEG C of vacuum drying 5h prepare polyethyleneimine/salicylide modified cellulosic
Material.
Embodiment 4
A kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials of the present invention, specifically includes the following steps:
Step 1, into 1L deionized water, 11g microcrystalline cellulose is added, microcrystalline cellulose suspension is made in uniform stirring,
10g sodium metaperiodate is added, is protected from light, 60 DEG C of reaction 8h.It filters, 50 DEG C of vacuum drying 10h prepare compound A.
Step 2, into 1L ethyl alcohol, 60g polyethyleneimine is added, the ethanol solution of polyethyleneimine is made in uniform stirring.
Add 20g compound A, 50 DEG C of reaction 30h.It filters, 60 DEG C of vacuum drying 10h prepare compound B.
Step 3, into 1L ethyl alcohol, 60g salicylide is added, the ethanol solution of salicylide is made in uniform stirring.Add 20g
Compound B, 50 DEG C of reaction 30h.It filters, 60 DEG C of vacuum drying 10h prepare polyethyleneimine/salicylide modified cellulosic
Material.
Detection effect Glassless of the present invention: polyethyleneimine/salicylide modified cellulosic materials are added to different gold
Belonging in solion, finds when iron ion is added, solution becomes yellowish-brown from colourless, and when other ions are added, solution does not have
There is significant change.
Comparative example 1
Sodium metaperiodate is substituted for other oxidants such as potassium permanganate, potassium bichromate, the concentrated sulfuric acid and concentrated nitric acid, can not be generated
Corresponding material.
Comparative example 2
Salicylide is not added with embodiment 1 in other conditions, and polyethyleneimine-modified cellulosic material is made.After tested, this changes
Property cellulosic material is added in the solution containing iron ion, and solution is without metachromatism.
Polyethyleneimine/salicylide modified cellulosic materials of the method for the present invention preparation detect Fe3+The method of ion is compared
Be mainly reflected in the advantage of other materials: the synthetic method of the material is simple, it is environmentally protective, realize to Fe3+Ion high selection
It is detected with high sensitivity.The present invention relates to a kind of polyethyleneimine/salicylide modified cellulosic materials and preparation method thereof, first to
Sodium metaperiodate is added in microcrystalline cellulose suspension, is filtered after being protected from light, is dried in vacuo, prepares compound A；By compound
A is added in the ethanol solution containing polyethyleneimine, is filtered after heating reaction, is dried in vacuo, prepares compound B；By chemical combination
Object B is added in the ethanol solution containing salicylide, is filtered after heating reaction, is dried in vacuo, obtains polyethyleneimine/salicylide and change
Property cellulosic material.The polyethyleneimine/salicylide modified cellulosic materials are to the Fe in water3+Ion may be implemented high selection and
High sensitivity detection.
Claims (10)
1. a kind of polyethyleneimine/salicylide modified cellulosic materials preparation method, it is characterised in that: the following steps are included:
(1) oxidant is added into cellulose suspension, is protected from light, separation is dried to obtain compound A；Wherein cellulose and oxygen
The mass ratio of agent is (8~12): (10~15)；
(2) compound A is added in polyethylenimine solution, separation is dried to obtain compound B after reaction；Wherein compound A
Mass ratio with polyethyleneimine is (10~20): (30~60)；
(3) compound B is added in salicylide solution, it is modified fine to be dried to obtain polyethyleneimine/salicylide for separation after reaction
Tie up cellulosic material；Wherein the mass ratio of compound B and salicylide is (20~40): (60~90).
2. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: cellulose suspension is to be add to deionized water cellulose to be uniformly mixing to obtain；Cellulose uses microcrystalline cellulose
Element；Oxidant uses sodium metaperiodate.
3. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: the concentration of cellulose suspension is 8~12g/L.
4. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: the reaction temperature of step (1) is 40~70 DEG C, and the reaction time is 4~8h.
5. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: the polyethylenimine solution of step (2) is that polyethyleneimine is added in ethyl alcohol to be uniformly mixing to obtain；Polyethyleneimine
The concentration of amine aqueous solution is 30~60g/L.
6. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: the reaction temperature of step (2) is 50~80 DEG C, and the reaction time is 12~36h.
7. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: the salicylide solution of step (3) is that salicylide is added in ethyl alcohol to be uniformly mixing to obtain；The concentration of salicylide solution
It is 60~90g/L.
8. a kind of preparation method of polyethyleneimine/salicylide modified cellulosic materials according to claim 1, feature
Be: separation of the step (1) into step (3) is using suction filtration mode, and drying is vacuum drying；It is dry in step (1)
Dry temperature is 50~80 DEG C, and drying time is 5~10h；Drying temperature in step (2) and step (3) is 60~90 DEG C, is done
The dry time is 5~10h.
9. utilizing polyethyleneimine/salicylide modified cellulosic materials made from preparation method described in claim 1.
10. polyethyleneimine as claimed in claim 9/salicylide modified cellulosic materials answering in iron ion in detection water
With.
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| CN115322262A (en) * | 2022-08-26 | 2022-11-11 | 南京林业大学 | For detecting Fe 3+ Dialdehyde cellulose base coumarin fluorescent probe and preparation method and application thereof |
| CN116904108A (en) * | 2023-05-15 | 2023-10-20 | 浙江工业大学 | Construction method of host and guest of photodynamic antibacterial polyethylenimine/aldehyde Schiff base coating |
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| CN115322262B (en) * | 2022-08-26 | 2023-04-25 | 南京林业大学 | Be used for detecting Fe 3+ Dialdehyde cellulose coumarin fluorescent probe and preparation method and application thereof |
| CN116904108A (en) * | 2023-05-15 | 2023-10-20 | 浙江工业大学 | Construction method of host and guest of photodynamic antibacterial polyethylenimine/aldehyde Schiff base coating |
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