CN108659144A - A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof - Google Patents
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof Download PDFInfo
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- CN108659144A CN108659144A CN201810549884.4A CN201810549884A CN108659144A CN 108659144 A CN108659144 A CN 108659144A CN 201810549884 A CN201810549884 A CN 201810549884A CN 108659144 A CN108659144 A CN 108659144A
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- purine
- chitosan
- ion conductive
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- conductive material
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/124—Intrinsically conductive polymers
- H01B1/128—Intrinsically conductive polymers comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes
Abstract
The invention discloses a kind of chitosan-based ion conductive materials of purine-containing structure and preparation method thereof.Preparation method prepares the chitin modified material of purine-containing branched structure as main material using chitosan, purine-containing structural material with different grafting methods, such as formaldehyde crosslinking, sodium periodate oxidation.Purine formation material includes the materials such as adenine, adenosine monophosphate, adenosine diphosphate (ADP), diaminopurine.The process is ripe, raw materials used at low cost.Material prepared belongs to the scope for new electronics/energy and material that country greatly develops, there is reference foreground extensively in conductive film, flexible electrode, flexible capacitor and ionic exchange film for fuel cell etc., be the desirability of current Chinese national economy and social development and Scientific And Technical Problems in the urgent need to address.
Description
Technical field
The invention belongs to electrochemical energy storage and energy conversion fields, and in particular to a kind of chitosan of purine-containing structure
Base ion conductive material and preparation method thereof.
Background technology
In recent years, nitrogenous heterocyclic compound is got growing concern on conductive film, ultracapacitor.One side
Face, due to there is lone pair electrons that can be supplied to the unoccupied orbital of metal in metallic compound, the complex compound of generation that there is height on nitrogen-atoms
It imitates catalytic activity, there is adsorptivity or ferromagnetism to precious metal chemical complex, and this kind of compound glass transition temperature is high, has excellent
Good inoxidizability, thermal stability, therefore good performance can be kept under high temperature low humidity conditions.On the other hand, due to nitrogen original
The distinctive structure of son makes it that can not only become proton carrier, but also can become proton acceptor.Currently, the azepine cyclisation that research is more
It includes imidazoles, pyridine, polybenzimidazoles to close object.
And purine is a kind of organic aromatic base, is combined to form adenosine or deoxidation gland by glycosidic bond with ribose or deoxyribose
Glycosides.The N structure of its 4 conjugation makes it be expected to become good Zhi Give bodies and proton acceptor and apply on conductive material, with
Shown in lower chemical structural formula, respectively adenine, adenosine monophosphate and 2,6- diamino adenines.
It is active that its conductive or ionic conduction is improved for the modification of chitosan about this kind of nitrogen heterocyclic of purine
There is not been reported for research.
Invention content
For defect and deficiency present on current chitosan-based ion conductive material preparation method, the present invention provides one
The chitosan-based ion conductive material and preparation method thereof of kind purine-containing structure.Preparation method is using chitosan, purine radicals
Material prepares novel purine-containing base branched structure as main material, using different grafting (formaldehyde, sodium metaperiodate) methods
Chitosan material.The selection of purine-containing structural material includes the materials such as adenine, adenosine monophosphate (AMP).The process is ripe,
Technological process is simple, raw materials used at low cost.This method studies material prepared and belongs to new electronics/energy that country greatly develops
The scope of material has extensive in conductive film, flexible electrode, flexible capacitor and ionic exchange film for fuel cell etc.
Reference foreground is the desirability of current Chinese national economy and social development and Scientific And Technical Problems in the urgent need to address.The material
The existing equipment of current pulp and paper industry and technique are combined in the development of material and application process, not only contribute to reduce cost,
It is easy to implement continuous industrial production, is that power-assisted is added in the development of new electronic, energy device, to solve the current face of electronics industry
The new thinking of the offer of environment dirt problem caused by the electronic waste faced.
The principle of the present invention be using chitosan as base material, by different grafting raw materials (formaldehyde, sodium metaperiodate etc.),
Purine-containing structural material is connected on chitosan.Then the modified material is applied to the side such as proton exchange membrane, ultracapacitor
Face.The process is ripe, raw materials used at low cost, is easy to implement continuous industrial production, the great commercial Application valence of this method
Value and social benefit.
The purpose of the present invention is achieved by following technical method.
A kind of preparation method of the chitosan-based ion conductive material of purine-containing structure, specifically includes：By purine-containing structure
Material is added in chitosan, and grafting raw materials are added after mixing and carry out graft reaction, after reaction with aqueous slkali by product
It is precipitated, filters, wash, it is dry, the chitosan-based ion conductive material of purine-containing branched structure can be obtained.
In the above method, preferred chitosan is the chitosan acetic acid solution that mass concentration is 0.1~5%.
In the above method, preferred purine-containing structural material includes that adenine, adenosine monophosphate, 2,6- diamino glands are fast
Purine, adenosine diphosphate (ADP).
In the above method, the preferred graft reaction temperature is 50~80 DEG C, and the time is 6 hours
In the above method, preferred grafting raw materials, which include formaldehyde, sodium metaperiodate etc., has crosslinking, oxidation chemicals former
Material.
In the above method, preferred grafting raw materials are 1 with purine-containing structural material reactive group molar ratio:1~5:1.
In the above method, preferably when purine-containing-structural material is adenine and 2, when 6- diamino adenines, reaction temperature
Degree is 80 DEG C, and when purine sill is adenosine monophosphate, adenosine diphosphate (ADP), reaction temperature is 50 DEG C.
In the above method, preferably product is precipitated with the NaOH solution of 1mol/L, is washed with deionized after suction filtration 3 times
It is washed again with absolute ethyl alcohol 3 times afterwards, purine radicals ion conductive material is drying to obtain under room temperature.
The present invention also provides a kind of chitosan-based ionic conduction materials of the purine-containing structure obtained by above-mentioned preparation method
Material.
Compared with prior art, the present invention has the following advantages and beneficial effect：
1, compared with existing ion conductive material, primary raw material of the present invention is chitosan, and abundance is cheap,
It is safe.
2, compared with existing natural material prepares material, the present invention assigns itself no electrocatalysis characteristic.
3, compared with existing proton exchange membrane material, the present invention is modified using purine-containing structural material, can
There is higher proton conductivity under high temperature low humidity conditions.
4, compared with existing azacyclo- ion conductive material, the purine group that the present invention is applied is because it contains more
Conjugated structure and nitrogen heteroatom make material contain more preferably proton (ion) conductive performance.
Specific implementation mode
To be best understood from the present invention, with reference to embodiment, the present invention is described in further detail, but the present invention
Embodiment is without being limited thereto.It is noted that if following have not especially detailed description place, being those skilled in the art can join
According to the prior art realize or understand.
Embodiment 1
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
First with 1% acetic acid solution configuration quality a concentration of 1% chitosan solution, then take 50g chitosan solutions,
It is added in 150ml three-necked flasks, then takes 0.4g adenines, 20ml deionized waters are added, with hydrochloric acid tune pH until solution is clarified,
Adenine solution is added in three-necked flask, is stirred at 80 DEG C, 250 μ L, 40% formalins are added dropwise, reacts 6h.Stop
It only reacts, temperature, which is cooled to room temperature, is centrifuged off unreacted adenine, and the NaOH solution that 1mol/L is then added analyses product
Go out, filter, be washed with deionized 3 times, absolute ethyl alcohol washs three times, is dried to obtain product.Take 0.3g products that 15ml1% is added
Acetic acid solution dissolves, the liquid casting film-forming that will be obtained, dry under room temperature.The 1mol/L NaOH immersions of film after drying are washed
Acetic acid is removed, it is dry, it is impregnated for 24 hours with sulfuric acid, obtaining a kind of chitosan-based ion conductive material of purine-containing structure, (CS- glands are fast
Purine).
Embodiment 2
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
First with 1% acetic acid solution configuration quality a concentration of 1% chitosan solution, then take 50g chitosan solutions,
It is added in 150ml three-necked flasks, then takes 0.4g adenines, 20ml deionized waters are added, with hydrochloric acid tune pH until solution is clarified,
Adenine solution is added in three-necked flask, is stirred at 80 DEG C, 125 μ L, 40% formalins are added dropwise, reacts 6h.Stop
It only reacts, temperature, which is cooled to room temperature, is centrifuged off unreacted adenine, and the NaOH solution that 1mol/L is then added analyses product
Go out, filter, be washed with deionized 3 times, absolute ethyl alcohol washs three times, is dried to obtain product.Take 0.3g products that 15ml is added
1% acetic acid solution dissolves, the liquid casting film-forming that will be obtained, dry under room temperature.Film after drying 1mol/L NaOH are impregnated
Acetic acid is washed away, it is dry, it is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan-based ion conductive material of purine-containing structure, proton passes
Conductance is with reference to example 1 or 4.
Embodiment 3
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
First with 1% acetic acid configuration quality a concentration of 1% chitosan solution, then take 50g chitosan solutions, be added
In 150ml three-necked flasks, 0.4g adenines are then taken, 20ml deionized waters are added, with hydrochloric acid tune pH until solution is clarified, by gland
Adenine solution is added in three-necked flask, is stirred at 80 DEG C, adds dropwise 375 μ L, 40% formalins, reacts 6h.Stop anti-
It answers, temperature, which is cooled to room temperature, is centrifuged off unreacted adenine, and product is precipitated the NaOH solution that 1mol/L is then added, and takes out
Filter, is washed with deionized 3 times, and absolute ethyl alcohol washs three times, is dried to obtain product.Take 0.3g products that 15ml1% acetic acid is added
Solution dissolves, the liquid casting film-forming that will be obtained, dry under room temperature.The 1mol/L NaOH immersions of film after drying are washed away into second
Acid, it is dry, it is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan-based ion conductive material of purine-containing structure, proton conductivity ginseng
According to the facts example 1 or 4.
Embodiment 4
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
First with 1% acetic acid configuration quality a concentration of 1% chitosan solution, then take 50g chitosan solutions, be added
In 150ml three-necked flasks, 1.08g adenosine monophosphates are then taken, 20ml deionized waters are added, the stirring of 0.6ml hydrochloric acid are added, by one
Adenosine phosphate solution is added in three-necked flask, is stirred at 50 DEG C, adds dropwise 250 μ L, 40% formalins, reacts 6h.Stop
It only reacts, temperature, which is cooled to room temperature, is centrifuged off unreacted adenosine monophosphate, and the NaOH solution of 1mol/L is then added and will produce
Object is precipitated, and filters, is washed with deionized 3 times, and absolute ethyl alcohol washs three times, is dried to obtain product.0.3g products are taken to be added
1% acetic acid solutions of 15ml dissolve, the liquid casting film-forming that will be obtained, dry under room temperature.By the film 1mol/LNaOH after drying
Immersion washes away acetic acid, dry, is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan-based ion conductive material (CS- of purine-containing structure
AMP)。
Table 1
Table 1 is CS-AMP, CS- adenine proton exchange membrane proton conductivity at 20 DEG C, 50 DEG C, 80 DEG C, as seen from table
The proton conductivity of the chitosan-based proton exchange membrane of purine-containing structure increases with the raising of temperature.
Embodiment 5
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
First with 1% acetic acid configuration quality a concentration of 1% chitosan solution, then take 50g chitosan solutions, be added
In 150ml three-necked flasks, 1.08g adenosine diphosphate (ADP)s are then taken, 20ml deionized waters are added, the stirring of 0.6ml hydrochloric acid are added, by two
Adenosine phosphate solution is added in three-necked flask, is stirred at 50 DEG C, adds dropwise 250 μ L, 40% formalins, reacts 6h.Stop
It only reacts, temperature, which is cooled to room temperature, is centrifuged off unreacted adenosine diphosphate (ADP), and the NaOH solution of 1mol/L is then added and will produce
Object is precipitated, and filters, is washed with deionized 3 times, and absolute ethyl alcohol washs three times, is dried to obtain product.0.3g products are taken to be added
1% acetic acid solutions of 15ml dissolve, the liquid casting film-forming that will be obtained, dry under room temperature.By the film 1mol/LNaOH after drying
Immersion washes away acetic acid, dry, is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan-based ion conductive material of purine-containing structure, matter
Sub- conductivity is with reference to example 1 or 4.
Embodiment 6
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
It weighs 3g chitosans to be placed in flask, the sodium periodate solution of 100ml 0.3mol/L is added, is protected from light at 30 DEG C
2h is reacted, 20ml 0.1mol/L ethylene glycol solutions stirring 0.5h is then added and terminates reaction, filters and removes impurity, in filtrate
100ml acetone is added, precipitation is precipitated, filter, washing obtains faint yellow dialdehyde base Chitosan powder.The above-mentioned powder of 0.5g is taken, is added
50ml is water-dispersed, then takes 0.4g adenines, and 20ml deionized waters are added, and with hydrochloric acid tune pH until solution is clarified, is added above-mentioned
In dispersion liquid, 6h is reacted at 80 DEG C, stops reaction, temperature, which is cooled to room temperature, is centrifuged off unreacted adenine, is then added
Product is precipitated the NaOH solution of 1mol/L, filters, is washed with deionized 3 times, and absolute ethyl alcohol washs three times, is dried to obtain production
Object.It takes 0.3g products that 1% acetic acid solutions of 15ml are added to dissolve, the liquid casting film-forming that will be obtained, it is dry under room temperature.It will dry
Film afterwards washes away acetic acid with 1mol/L NaOH immersions, dry, is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan of purine-containing structure
Base ion conductive material, proton conductivity is with reference to example 1 or 4.
Embodiment 7
A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof, comprises the following processes：
It weighs 3g chitosans to be placed in flask, the sodium periodate solution of 100ml 0.15mol/L is added, is protected from light at 30 DEG C
2h is reacted, 20ml 0.1mol/L ethylene glycol solutions stirring 0.5h is then added and terminates reaction, filters and removes impurity, in filtrate
100ml acetone is added, precipitation is precipitated, filter, washing obtains faint yellow dialdehyde base Chitosan powder.The above-mentioned powder of 0.5g is taken, is added
50ml is water-dispersed, then takes 0.4g adenines, and 20ml deionized waters are added, and with hydrochloric acid tune pH until solution is clarified, is added above-mentioned
In dispersion liquid, 6h is reacted at 80 DEG C, stops reaction, temperature, which is cooled to room temperature, is centrifuged off unreacted adenine, is then added
Product is precipitated the NaOH solution of 1mol/L, filters, is washed with deionized 3 times, and absolute ethyl alcohol washs three times, is dried to obtain production
Object.It takes 0.3g products that 1% acetic acid solutions of 15ml are added to dissolve, the liquid casting film-forming that will be obtained, it is dry under room temperature.It will dry
Film afterwards washes away acetic acid with 1mol/L NaOH immersions, dry, is impregnated for 24 hours with sulfuric acid, obtains a kind of chitosan of purine-containing structure
Base ion conductive material, proton conductivity is with reference to example 1 or 4.
Claims (10)
1. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure, which is characterized in that by purine-containing structure
Material is added in chitosan, and grafting raw materials are added after mixing and carry out graft reaction, after reaction with aqueous slkali by product
It is precipitated, filters, wash, it is dry, the chitosan-based ion conductive material of purine-containing structure can be obtained.
2. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the chitosan is using the chitosan acetic acid solution that mass concentration is 0.1 ~ 5%.
3. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the purine-containing structural material is in adenine, adenosine monophosphate, adenosine diphosphate (ADP), 2,6- diamino adenines
More than one.
4. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the graft reaction temperature is 50 ~ 80 DEG C, and the time is 6 hours.
5. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the grafting raw materials are formaldehyde or sodium metaperiodate.
6. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that grafting raw materials and the purine-containing structural material reactive group molar ratio of addition are 1:1~5:1.
7. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is, no reaction temperature is selected according to different purine-containing construction materials in graft reaction, when purine-containing structural material
For adenine or 2, when 6- diamino adenines, reaction temperature is 80 DEG C；When purine-containing structural material is adenosine monophosphate or two
When adenosine phosphate, reaction temperature is 50 DEG C.
8. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the aqueous slkali is NaOH solution.
9. a kind of preparation method of the chitosan-based ion conductive material of purine-containing structure according to claim 1, special
Sign is that the product is precipitated, and filters, washing, and drying process is：Product is precipitated using the NaOH solution of 0.5 ~ 1mol/L,
It is first washed with deionized after suction filtration 3 times, then is washed 3 times with absolute ethyl alcohol, dried under room temperature poly- to get the shell of purine-containing structure
Glycosyl ion conductive material.
10. by a kind of chitosan-based ionic conduction for purine-containing structure that any one of claim 1-9 preparation method obtains
Material.
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| CN201810549884.4A CN108659144A (en) | 2018-05-31 | 2018-05-31 | A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof |
| PCT/CN2018/113230 WO2019227847A1 (en) | 2018-05-31 | 2018-10-31 | Chitosan-based ionic conductive material containing purine structure and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019227847A1 (en) * | 2018-05-31 | 2019-12-05 | 华南理工大学 | Chitosan-based ionic conductive material containing purine structure and preparation method thereof |
| CN110931261A (en) * | 2019-12-18 | 2020-03-27 | 中原工学院 | Preparation method of flexible fabric supercapacitor electrode material with graphene/polypyrrole as active substance |
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| CN107383405A (en) * | 2017-08-02 | 2017-11-24 | 湖北工程学院 | A kind of compound proton exchange membrane and preparation method thereof |
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| CN108659144A (en) * | 2018-05-31 | 2018-10-16 | 华南理工大学 | A kind of chitosan-based ion conductive material of purine-containing structure and preparation method thereof |
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- 2018-10-31 WO PCT/CN2018/113230 patent/WO2019227847A1/en active Application Filing
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019227847A1 (en) * | 2018-05-31 | 2019-12-05 | 华南理工大学 | Chitosan-based ionic conductive material containing purine structure and preparation method thereof |
| CN110931261A (en) * | 2019-12-18 | 2020-03-27 | 中原工学院 | Preparation method of flexible fabric supercapacitor electrode material with graphene/polypyrrole as active substance |
| CN110931261B (en) * | 2019-12-18 | 2021-10-29 | 中原工学院 | Preparation method of flexible fabric supercapacitor electrode material with graphene/polypyrrole as active substance |
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