CN105964227A - Hyperbranched polyamide-grafted chitosan adsorbent and its preparation method and use - Google Patents
Hyperbranched polyamide-grafted chitosan adsorbent and its preparation method and use Download PDFInfo
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- CN105964227A CN105964227A CN201610295280.2A CN201610295280A CN105964227A CN 105964227 A CN105964227 A CN 105964227A CN 201610295280 A CN201610295280 A CN 201610295280A CN 105964227 A CN105964227 A CN 105964227A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/24—Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/286—Treatment of water, waste water, or sewage by sorption using natural organic sorbents or derivatives thereof
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/30—Nature of the water, waste water, sewage or sludge to be treated from the textile industry
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- Chemical & Material Sciences (AREA)
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- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
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- Water Supply & Treatment (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention discloses a hyperbranched polyamide-grafted chitosan adsorbent and its preparation method and use and belongs to the field of adsorption material preparation. The preparation method comprises 1, amino-terminated hyperbranched polymer synthesis and 2, amino-terminated hyperbranched polyamide-modified chitosan synthesis. Under cross-linking action of glutaraldehyde as a cross-linking agent, amino-terminated hyperbranched polyamide is carried by chitosan as a carrier so that the solid phase extraction material is obtained. Through introduction of a lot of nitrogen-containing groups to chitosan, active group content is improved, adsorbent adsorption performances are improved, bonding strength is improved, properties are stable, reappearance is good and enrichment multiple is large. The hyperbranched polyamide-grafted chitosan adsorbent can be used for adsorption of heavy metal copper ions and dye in an environment sample.
Description
Technical field
The invention belongs to adsorbing material preparation technology field, be specifically related to a kind of ultrabranching polyamide grafted chitosan adsorbent and preparation thereof and application.
Background technology
The arbitrarily discharge of industrial wastewater is the big arch-criminal causing water pollution, and organism can be caused serious infringement by a large amount of toxic heavy metals and dyestuff included in it especially.Strictly control the discharge of industry, city and rural sewage, take the water body that effective technology governance has been contaminated, it has also become the environmental problem of mankind's facing.Absorption method is as a kind of sewage water treatment method, and owing to it has low cost, efficiency is high, simple to operate, the shortest, and also can be complementary to one another the advantages such as application with other technology of waste water control, has been obtained for using on a large scale.But, the research for the adsorbent for the most degradable pollutant is relatively fewer.Therefore, in order to solve the process problem of this pollutant, the adsorbing material of novel high efficiency low cost is prepared in research, just becomes the research direction received much concern at present.
Chitosan is rich content in nature, and raw material is easy to get, and has the good compatibility between biology, and can degrade, and is the natural macromolecular material of a great development prospect of class.Chitosan molecule includes substantial amounts of-NH2With-OH; it is widely used in the improvement that water pollutes; such as decolouring, the recovery etc. of heavy metal ions in sewage of waste water from dyestuff, thus chitosan can by cross-link, is grafted, be acylated, chemical method realization is modified prepares the chitosan derivatives with different physicochemical property and purposes for etherificate etc..At present, there is no and amine-terminated hyperbrancedization polyamide is carried on chitosan the relevant report being used as solid phase extraction adsorbents.
Summary of the invention
It is an object of the invention to provide a kind of ultrabranching polyamide grafted chitosan adsorbent and preparation thereof and application.Ultrabranching polyamide grafted chitosan Solid-Phase Extraction material provided by the present invention, amine-terminated hyperbrancedization polyamide is carried on chitosan by it, increase activity group content, bonding is firm, stable in properties, favorable reproducibility, adsorption capacity is relatively big, and enrichment times is high, and it is good for heavy metal copper ion in environment and dye adsorption accumulation ability.
For achieving the above object, the present invention adopts the following technical scheme that
The preparation method of a kind of ultrabranching polyamide grafted chitosan adsorbent, comprises the following steps:
(1) synthesis Hyperbranched Polymer with Terminal Amido: under the conditions of ice-water bath; be slowly added dropwise the mixed solution of 43 mL acrylic acid methyl ester .s and 100 mL methanol in 52 mL diethylenetriamines by constant pressure funnel, after all adding under conditions of nitrogen is protected normal-temperature reaction 4 h;Then decompression removes methanol, then is continuously heating to 150 DEG C at reduced pressure conditions, reacts 4 h, finally obtains faint yellow viscous product, obtain dissaving polymer;
(2) synthesize the chitosan that amine-terminated hyperbrancedization is polyamide modified: be dispersed in by 2g chitosan in 100 mL distilled water, be subsequently adding 1ml glutaraldehyde mix homogeneously, obtain mixed liquor;Mixed liquor is after 25 DEG C of insulation reaction 0.5 h, then drips dissaving polymer in mixed liquor, is warming up to 50 DEG C of reactions, obtains the chitosan that amine-terminated hyperbrancedization is polyamide modified;Clarify to washing liquid with distilled water and dehydrated alcohol alternately washing, then chitosan polyamide modified for amine-terminated hyperbrancedization is placed in constant temperature oscillation 3 h in distilled water, unreacted glutaraldehyde and dissaving polymer are removed, fully washing is placed in 45 DEG C of vacuum drying ovens and dries to constant weight, cross 100 eye mesh screens after milling, prepare adsorbent.The application of ultrabranching polyamide grafted chitosan adsorbent as above: heavy metal and the absorption of dyestuff in environmental water sample.
The remarkable advantage of the present invention is:
(1) the ultrabranching polyamide grafted chitosan adsorbent of present invention synthesis, is with chitosan as matrix, and incoming end amino ultrabranching polyamide, has good stability;Combine a large amount of nitrogen-containing group of amine-terminated hyperbrancedization polyamide and chitosan adsorption function, its absorbability can be improved;
(3) the ultrabranching polyamide grafted chitosan adsorbent of present invention synthesis, has enrichment times big, the advantage of favorable reproducibility.
Accompanying drawing explanation
Fig. 1 is the adsorption rate variation diagram with solution original ph of CS-PAMAM absorbing copper ion, malachite green oxalate and sunset yellow;
Fig. 2 is the consumption impact effect figure to the adsorption rate of copper ion, malachite green oxalate and sunset yellow of adsorbent;
Fig. 3 is the initial concentration impact effect figure to adsorption effect of malachite green solution;
Fig. 4 is the initial concentration impact effect figure to adsorption effect of sunset yellow solution;
Fig. 5 is the initial concentration impact effect figure to adsorption effect of copper ion solution.
Detailed description of the invention
For the openest rather than restriction present invention, below in conjunction with example, the present invention is described in further detail.
Embodiment
1
The preparation of ultrabranching polyamide grafted chitosan adsorbent
(1) synthesis Hyperbranched Polymer with Terminal Amido: first add 52 mL diethylenetriamines in 250 mL there-necked flasks; then the mixed solution (cooling down during dropping) of 43 mL acrylic acid methyl ester .s and 100 mL methanol it is slowly added dropwise with ice-water bath by constant pressure funnel; after all adding under conditions of nitrogen is protected normal-temperature reaction 4 h, obtain light yellow transparent liquid;Then with Rotary Evaporators, products therefrom decompression is removed methanol, then be continuously heating to 150 DEG C at reduced pressure conditions, react 4 h, finally obtain faint yellow viscous product, i.e. Hyperbranched Polymer with Terminal Amido PAMAM;
(2) chitosan that amine-terminated hyperbrancedization is polyamide modified is synthesized: adding 2 g chitosans in equipped with 250 mL there-necked flasks of 100 mL distilled water, mechanical agitation is dispersed in distilled water to chitosan;Separately 1 mL glutaraldehyde is joined equipped with in the beaker of distilled water, mix homogeneously, in 25 DEG C of insulation reaction 0.5 h, drip the Hyperbranched Polymer with Terminal Amido PAMAM that step (1) prepares again, it is warming up to 50 DEG C of reactions, the chitosan (CS-PAMAM) that gained faint yellow solid i.e. amine-terminated hyperbrancedization is polyamide modified;Clarify to washing liquid with distilled water and dehydrated alcohol alternately washing, and this adsorbing material is placed in constant temperature oscillation 3 h in distilled water, unreacted glutaraldehyde and PAMAM are washed away;Fully after washing, adsorbing material is placed in 45 DEG C of vacuum drying ovens and dries to constant weight, after milling, cross 100 eye mesh screens, standby.
1, the pH impact on ultrabranching polyamide grafted chitosan adsorbent performance
By the static test to different pH value, flame atomic absorption method (FAAS) is used to record its absorbance.Fig. 1 is the adsorption rate situation of change with solution original ph of CS-PAMAM absorbing copper ion, malachite green oxalate and sunset yellow.The concentration of its initial malachite green oxalate: 100 ppm;Adsorbent amount: 10 mg;Duration of oscillation: 2 h;Temperature: 25 DEG C;Volume of sample: 10 mL.The concentration of initial sunset yellow: 50 ppm;Adsorbent amount: 10 mg;Duration of oscillation: 2 h;Temperature: 25 DEG C;Volume of sample: 10 mL.The ion concentration of initial Cu (II): 20 ppm;Adsorbent amount: 10 mg;Duration of oscillation: 30 min;Volume of sample: 10 mL;25℃.
2, the optimization of adsorbent amount
The consumption of adsorbent has large effect to the adsorption rate of object.This experiment has investigated adsorbent in the case of 2-20 mg respectively on copper ion, malachite green oxalate and the impact of sunset yellow absorption property, and result is as in figure 2 it is shown, adsorption rate all raises along with the increase of adsorbent amount.The absorption of starting stage ABSORBENTS ABSORPTION metal ion and dyestuff is the most quickly, increase along with adsorbent amount, the adsorption rate of copper ion increases to 98% from 52%, the adsorption rate of malachite green oxalate increases to 98% from 78%, the adsorption rate of sunset yellow increases to 97% from 79%, then adsorption rate gradually slows down, and finally occurs that a platform, now absorption reach poised state.For making its adsorption effect preferable, and save the consumption of adsorbent, so this experiment is respectively adopted 10 mg, 5 mg, 10 mg for the subsequent experimental adsorbent amount of copper ion, malachite green oxalate and sunset yellow.
3, saturated adsorption capacity
Malachite green oxalate, sunset yellow and the impact on adsorption effect of the copper ion solution initial concentration, result is shown in shown in Fig. 3, Fig. 4 and Fig. 5.As seen from the figure, when malachite green oxalate, sunset yellow and copper ion solution are respectively at low concentration, its adsorption capacity increases therewith increasing, and when three's initial concentration is higher, then platform occurs, illustrates that adsorbent has reached saturation to their absorption.Experimental result display adsorbent CS-PAMAM is respectively 500 mg/g, 200 mg/g and 80 mg/g to the saturated adsorption capacity of malachite green oxalate, sunset yellow and copper ion.
The foregoing is only presently preferred embodiments of the present invention, all impartial changes done according to scope of the present invention patent and modification, all should belong to the covering scope of the present invention.
Claims (4)
1. a ultrabranching polyamide grafted chitosan adsorbent, it is characterised in that: with glutaraldehyde as cross linker, with chitosan as carrier, ultrabranching polyamide is grafted on chitosan, prepares ultrabranching polyamide grafted chitosan adsorbent.
Ultrabranching polyamide grafted chitosan adsorbent the most according to claim 1; it is characterized in that: the preparation method of described ultrabranching polyamide is: under the conditions of ice-water bath; be slowly added dropwise the mixed solution of 43 mL acrylic acid methyl ester .s and 100 mL methanol in 52 mL diethylenetriamines by constant pressure funnel, after all adding under conditions of nitrogen is protected normal-temperature reaction 4 h;Then decompression removes methanol, then is continuously heating to 150 DEG C at reduced pressure conditions, reacts 4 h, finally obtains faint yellow viscous product, obtain dissaving polymer.
3. the method preparing ultrabranching polyamide grafted chitosan adsorbent as claimed in claim 1 or 2, it is characterised in that: 2g chitosan is dispersed in 100 mL distilled water, is subsequently adding 1ml glutaraldehyde mix homogeneously, obtains mixed liquor;Mixed liquor is after 25 DEG C of insulation reaction 0.5 h, then drips dissaving polymer in mixed liquor, is warming up to 50 DEG C of reactions, obtains the chitosan that amine-terminated hyperbrancedization is polyamide modified;Clarify to washing liquid with distilled water and dehydrated alcohol alternately washing, then chitosan polyamide modified for amine-terminated hyperbrancedization is placed in constant temperature oscillation 3 h in distilled water, unreacted glutaraldehyde and dissaving polymer are removed, fully washing is placed in 45 DEG C of vacuum drying ovens and dries to constant weight, cross 100 eye mesh screens after milling, prepare adsorbent.
4. the application of a ultrabranching polyamide grafted chitosan adsorbent as claimed in claim 1, it is characterised in that: heavy metal and the absorption of dyestuff in environmental water sample.
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Cited By (15)
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CN106622191A (en) * | 2016-12-13 | 2017-05-10 | 威海晨源分子新材料有限公司 | Hyperbranched poly(amide amine) crosslinking modified zeolite, preparation method of hyperbranched poly(amide amine) crosslinking modified zeolite and application of hyperbranched poly(amide amine) crosslinking modified zeolite in heavy metal wastewater treatment |
CN106905450A (en) * | 2017-03-21 | 2017-06-30 | 中国海洋大学 | A kind of preparation method of Hyperbranched Polymer with Terminal Amido grafted chitosan microballoon adsorbent for heavy metal |
CN107224964A (en) * | 2017-06-28 | 2017-10-03 | 江苏大学 | A kind of diethylenetriamines modified magnetic chitin nanometer adsorbent and its production and use |
CN108393074A (en) * | 2018-03-19 | 2018-08-14 | 哈尔滨工程大学 | The preparation method of hyperbranched amine polymer-modified cotton fiber sorbing material |
CN109261130A (en) * | 2017-07-17 | 2019-01-25 | 南京工业大学 | A kind of Hyperbranched Polymer with Terminal Amido grafted chitosan microballoon formaldehyde adsorbent and preparation method thereof |
CN109261138A (en) * | 2018-10-29 | 2019-01-25 | 浙江理工大学 | It is a kind of for heavy metal ion adsorbed ultrabranching polyamide modified sodium alginate microballoon and preparation method thereof |
CN109851801A (en) * | 2017-11-30 | 2019-06-07 | 中国科学院大连化学物理研究所 | A kind of preparation and its application of the reverse phase of dendrimer modification/strong anion exchange mixed mode polymer |
CN110124635A (en) * | 2019-05-17 | 2019-08-16 | 南京工业大学 | A kind of fatty polyamide-amine polymer grafted chitosan dye sorbent and preparation method thereof |
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CN111203197A (en) * | 2020-01-14 | 2020-05-29 | 吉首大学 | Adsorbing material based on epoxy and amino crosslinking and preparation method thereof |
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CN112961344A (en) * | 2021-02-07 | 2021-06-15 | 威海金泓集团有限公司 | Chitosan-based hyperbranched polyamide compound and application thereof |
CN113952936A (en) * | 2021-10-13 | 2022-01-21 | 天津工业大学 | Polyamide-amine modified sodium alginate gel ball for removing heavy metal ions in water and preparation method thereof |
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