CN109289807A - A kind of preparation method of mercury ion absorption resin - Google Patents
A kind of preparation method of mercury ion absorption resin Download PDFInfo
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- CN109289807A CN109289807A CN201811283274.0A CN201811283274A CN109289807A CN 109289807 A CN109289807 A CN 109289807A CN 201811283274 A CN201811283274 A CN 201811283274A CN 109289807 A CN109289807 A CN 109289807A
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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
- B01J20/26—Synthetic macromolecular compounds
- B01J20/262—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. obtained by polycondensation
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- 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
- B01J20/26—Synthetic macromolecular compounds
- B01J20/264—Synthetic macromolecular compounds derived from different types of monomers, e.g. linear or branched copolymers, block copolymers, graft copolymers
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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
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
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- B01J20/28019—Spherical, ellipsoidal or cylindrical
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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
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
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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
- C02F1/58—Treatment of water, waste water, or sewage by removing specified dissolved compounds
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Abstract
The invention belongs to ion-exchange resin technique fields, and in particular to a kind of preparation method of mercury ion absorption resin；Step are as follows: function base monomer, crosslinking agent, pore-foaming agent and initiator containing double bond and ester group are mixed, after dissolution, obtain oily phase；Then, obtain water phase for dispersing agent and sodium chloride are soluble in water, finally mutually disperse oil in water phase, stirring make it is oily oil droplet is mutually dispersed into water phase, stir, control oil droplet diameter, heating carries out polymerization reaction, product after being polymerize, and hot water cleans；Then extracted in Soxhlet extractor, through cooling, dry after obtain Archon；Under nitrogen protection, Mercaptamine is added in solvent and is dissolved, stirred, triethylamine or sodium hydroxide solution is added, adds Archon, heating reflux reaction through cooling, is filtered, washed, and obtains mercury ion absorption resin；To mercury ion adsorbance up to 412.9 mg/g, adsorption effect protrusion has a extensive future resin prepared by the present invention.
Description
Technical field
The invention belongs to ion-exchange resin technique fields, and in particular to a kind of preparation method of mercury ion absorption resin.
Background technique
Mercury is widely used in medical instrument, electric appliance and electronic equipment, plating, chlorine industry, plastics-production, amalgamation gold metallurgy and thunder
The industries such as mercury production, often generate waste water largely containing mercury ion in these production processes.Mercury ion is that toxicity is maximum
One of heavy metal ion, the mercury ion in water body can be enriched in human organ by food chain causes mercury poisoning.Mercury poisoning meeting
Lead to the symptoms such as neurotrosis, ataxia, visual impairment, hearing decrease, mood swing, heart failure, caused by mercury poisoning
Many injuries are expendable.The concentration of " standards for drinking water quality " (GB5749-85) regulation mercury ion in China
1 μ g/L should be lower than, therefore the processing of mercury-containing waste water is urgent problem.
Mercurous ion waste water processing method mainly has: (1) chemical precipitation method: chemical precipitation method is using more universal one kind
Mercury processing method can handle various concentration, different types of mercury salt, especially when mercury ion answers head when concentration is higher in aqueous solution
First consider that chemical precipitation method, common method have coagulant sedimentation and two kinds of sulphide precipitation.It is easy to fast with chemical precipitation method
Speed removes a large amount of metal ion, but due to being influenced by precipitating reagent and environmental condition, discharge, which is often not achieved, in aqueous concentration is wanted
It asks, therefore also needs to be further processed, being further processed for the sediment of generation is a problem, will cause secondary pollution；(2) it is electrolysed
Method: mercury ion removes at mercury metal the mercury ion in waste water in cathodic reduction under direct current electro ultrafiltration；But this method disadvantage
It is that ion concentration of mercury in water cannot be fallen too low, so electrolysis method is not suitable for handling the mercury ion waste water containing low concentration, and
And this method power consumption is big, cost of investment is high, is easy to produce mercuryvapour and forms secondary pollution；(3) absorption method: absorption method is current
Study the processing method of most popular mercurous ion waste water；The characteristics of absorption method is can to handle through chemical precipitation method or electrolysis method
The waste water of the ion containing Low Concentration Mercury afterwards carries out advanced treating, particular with can be formed with mercury ion stable coordinate bond or
The adsorbent of chelate bonds not only has the high adsorption capacity to mercury ion, can also be reduced to the concentration of the mercury ion in waste water
The discharge standard concentration of national regulation is hereinafter, many adsorbents such as can all wash at the De contaminations means by pickling, salt obtains repeating to make
With etc..
Sulfydryl and mercury ion have very high coordination, sulfydryl is introduced into be introduced into adsorbent it is available to mercury from
Son has the adsorbent of extraordinary absorption property；But mercury ion adsorbent containing sulfydryl reported in the literature, which often has, to be prepared
The shortcomings that journey is complicated or preparation cost is high or adsorbance is low etc., limits its reality in the processing of mercurous ion waste water and answers
With.
Summary of the invention
In view of the deficiencies of the prior art, present invention seek to address that one of above problem；Mercapto is prepared the present invention provides a kind of
Adsorbent of the base resin as mercury ion.
Mercury ion absorption resin of the invention is thiol resin, is by such as crosslinked polyacrylate tree of the resin containing ester group
Rouge or cross-linked polymethacrylate resin react to obtain with cysteamine or 3- sulfydryl -1- propylamine, cross-linked polymer structures unit
Functionalizing reaction equation can be expressed as follows:
R'=H or CH3；R "=CH3Or CH2CH3；N=2 or 3
Resin containing ester group is (to contain 2 or multiple double bonds with crosslinking agent by the function base monomer containing double bond and ester group
Monomer) carry out conventional free radical suspensioning polymerization and obtain；Function base monomer containing double bond and ester group includes methyl acrylate, third
Olefin(e) acid ethyl ester, methyl methacrylate and ethyl methacrylate etc..Polymerizeing the obtained resin containing ester group is gel resin
Or macroreticular resin.I.e. if pore-foaming agent is not added in the course of the polymerization process, gel type resin is obtained；If be added in the course of the polymerization process
Pore-foaming agent then obtains macroporous ion-exchange resin.Pore-foaming agent is insoluble in water or deactivation being slightly soluble in water, being not involved in free radical polymerization
Close object；Resin containing ester group and the aminolysis reaction that ester is carried out containing the compound of sulfydryl and amino, obtain the resin containing sulfydryl；Contain
Having the compound of sulfydryl and amino includes cysteamine and 3- sulfydryl -1- propylamine；The reaction can with water, methanol, ethyl alcohol, acetone,
Tetrahydrofuran and toluene etc. are used as solvent, and for reaction temperature between room temperature to reflux temperature, what is obtained contains thiol resin in water
The adsorption effect of mercury ion is prominent.
Specific preparation step is as follows:
(1) function base monomer, crosslinking agent, pore-foaming agent and initiator containing double bond and ester group are mixed, after dissolution, obtains oil
Phase；Then, water phase is obtained by dispersing agent and sodium chloride are soluble in water, finally carry out suspension polymerisation, during the oil phase is added to the aqueous phase, stir
It mixes, so that oily phase is dispersed into oil droplet in water phase, stir and control oil droplet diameter；Then it being again stirring for, heating carries out polymerization reaction,
After reaction, product after being polymerize, and with hot water wash polymerization after product；Then will polymerization after product in Soxhlet extractor into
Row extraction, through cooling, dry after obtain Archon；
(2) under nitrogen protection, Mercaptamine is added in solvent and is dissolved, the solvent is acetone or nothing
Water-ethanol；Triethylamine or sodium hydroxide solution is added in stirring, adds the Archon of step (1) preparation, heating reflux reaction, instead
It after answering, through cooling, is filtered, washed, obtains thiol resin, as mercury ion adsorbs resin.
Function base monomer containing double bond and ester group described in step (1) is methyl acrylate, ethyl acrylate, metering system
Any one of sour methyl esters or ethyl methacrylate.
Crosslinking agent described in step (1) is divinylbenzene, ethyleneglycol dimethyacrylate, cyanuric acid triallyl ester
Or any one or more mixing of isocyanuric acid triallyl ester.
Pore-foaming agent described in step (1) is any one of toluene, ethylbenzene, hexane, normal heptane, atoleine and solvent naphtha
Or a variety of mixing.
Initiator described in step (1) is one kind of azodiisobutyronitrile or benzoyl peroxide.
Function monomer described in step (1), crosslinking agent, pore-foaming agent and initiator mass ratio be 37.3~87.3:5.4~
12.7:0~50:0.3.
Dispersing agent described in step (1) is any one of polyvinyl alcohol or gelatin；The dispersing agent, sodium chloride and water
Amount ratio is 2g:20~40g:400mL.
The diameter that oil droplet is controlled described in step (1) is 0.2~0.8mm.
The temperature of hot water described in step (1) is 70 DEG C.
The solvent of extraction described in step (1) is acetone, extraction time 8h.
The temperature of polymerization reaction described in step (1) is 65~80 DEG C, polymerization time 12h.
Cystamine hydrochloride described in step (2), solvent, triethylamine and Archon amount ratio be 8g:50mL:7~8.9g:
10g。
The mass fraction of sodium hydroxide solution described in step (2) is 40%, the sodium hydroxide solution and triethylamine
Mass ratio is 7~7.8:7~8.9.
The temperature of heating described in step (2) is 70~80 DEG C；The time of the reflux is 12h.
The utility model has the advantages that
For mercury ion absorption resin prepared by the present invention to mercury ion adsorbance up to 412.9mg/g, adsorption effect is prominent；And
And the present invention disclose mercury ion absorption resin preparation process it is simple, at low cost, anti-organic contamination is strong, and long service life is answered
With having a extensive future.
Specific embodiment
Below by embodiment, the invention will be further described, purpose be only that more fully understand it is of the invention interior
Hold.
Embodiment 1:
87.3g methyl acrylate and 12.7g divinylbenzene are uniformly mixed, 0.5g azodiisobutyronitrile is added and stirred
It makes it dissolve, obtains oily phase；2g gelatin and 40g sodium chloride are dissolved in 400mL deionized water, water phase is obtained；Oil is added to
Into water phase, mechanical stirring is started, oil is made mutually to be dispersed into oil droplet, the peak value of control oil droplet diameter distribution is 0.6mm, is heated to 65
DEG C and keep 6h, be then warming up to 70 DEG C and keep 6h；Stop heating, keeps system cooling, product after polymerization is obtained by filtration, is used in combination
Product is multiple after 70 DEG C of hot water washing polymerizations, dries, obtains Archon, is denoted as Archon 1；
8g Mercaptamine is added in 50mL acetone under nitrogen protection, 7g triethylamine is added dropwise under stiring, so
10g Archon 1 is added afterwards, heats 70 DEG C of back flow reaction 12h, cooling, filtering, gained resin is sufficiently washed with water, obtains sulfydryl tree
Rouge 1.
Embodiment 2:
By 50.1g methyl acrylate, 5.9g divinylbenzene, 5g isocyanuric acid triallyl ester, 15g toluene and 15g liquid
Body paraffin is uniformly mixed, and 0.3g azodiisobutyronitrile is added and stirs to dissolve, obtains oily phase；By 2g gelatin and 40g chlorination
Sodium is dissolved in 400mL deionized water, obtains water phase；Oil is added in water phase, mechanical stirring is started, is dispersed into oil mutually small
Oil droplet, the peak value 0.4mm for being distributed the diameter of oil droplet, heating make the temperature of system reach 65 DEG C and keep 6h, then heat up
To 70 DEG C and keep 6h；Stop heating, keep system cooling, product after polymerization is obtained by filtration, and after being washed with 70 DEG C of hot water and polymerizeing
Product is multiple, with Soxhlet extractor acetone extraction 8h, dries, obtains Archon, is denoted as Archon 2；
10g Mercaptamine is added in 50mL acetone under nitrogen protection, 8.9g triethylamine is added dropwise under stiring,
Then 10g Archon 2 is added, heats 75 DEG C of back flow reaction 12h；Cooling, filtering, gained resin is sufficiently washed with water, obtains sulfydryl
Resin 2.
Embodiment 3:
By 50.1g ethyl acrylate, 5.4g divinylbenzene, 5.5g ethyleneglycol dimethyacrylate, 15g toluene and
15g atoleine is uniformly mixed, and 0.3g azodiisobutyronitrile is added and stirs to dissolve, obtains oily phase；By 2g gelatin and 40g
Sodium chloride is dissolved in 400mL deionized water, obtains water phase；Oil is added in water phase, mechanical stirring is started, makes oily mutually dispersion
At small oil droplet, the diameter for controlling oil droplet is 0.8mm, is heated to 65 DEG C and keeps 6h, is then warming up to 70 DEG C and keeps 6h；Stop
Heating, it is cooling, product after polymerization is obtained by filtration, and washed with 70 DEG C of hot water polymerize after product it is multiple, then use Soxhlet extractor
It with acetone extraction 8h, dries, obtains Archon, be denoted as Archon 3；
8g Mercaptamine is added in 50mL dehydrated alcohol under nitrogen protection, 7g matter is slowly added dropwise under stiring
The sodium hydroxide solution that concentration is 40% is measured, 10g Archon 3 is then added, heats 70 DEG C, back flow reaction 12h；It is cooling, filtering, institute
It obtains resin sufficiently to be washed with water, obtains thiol resin 3.
Embodiment 4:
37.3g methyl methacrylate, 12.7g divinylbenzene, 33.3g toluene and 16.7g normal heptane are uniformly mixed,
0.3g benzoyl peroxide is added and stirs to dissolve, obtains oily phase；By 2g polyvinyl alcohol (model 1788) and 20g chlorination
Sodium is dissolved in 400mL deionized water, obtains water phase；Oil is added in water phase, mechanical stirring is started, oil is made mutually to be dispersed into oil
Pearl, the diameter for controlling oil droplet is 0.2mm；Heating makes the temperature of system reach 70 DEG C and keeps 6h, be then warming up to 80 DEG C and protect
Hold 6h；Stop heating, keep system cooling, product after the polymerization being obtained by filtration, and washed with 70 DEG C of hot water polymerize after product it is multiple,
It dries, with Soxhlet extractor acetone extraction 8h, dries, obtain Archon, be denoted as Archon 4；
8g Mercaptamine is added in 50mL dehydrated alcohol under nitrogen protection, it is dense that 7g is slowly added dropwise under stiring
Then 10g Archon 4 is added in the sodium hydroxide solution that degree is 40%, heat 70 DEG C, back flow reaction 12h；It is cooling, filtering, gained tree
Rouge is sufficiently washed with water, obtains thiol resin 4.
Embodiment 5:
37.3g methyl methacrylate, 12.7g divinylbenzene, 33.3g toluene and 16.7g normal heptane are uniformly mixed,
0.3g benzoyl peroxide is added and stirs to dissolve, obtains oily phase；By 2g polyvinyl alcohol (model 1788) and 20g chlorination
Sodium is dissolved in 400mL deionized water, obtains water phase；Oil is added in water phase, mechanical stirring is started, oil is made mutually to be dispersed into oil
Pearl, the diameter for controlling oil droplet is 0.4mm, and heating makes the temperature of system reach 70 DEG C and keeps 6h, be then warming up to 80 DEG C and protect
Hold 6h；Stop heating, keep system cooling, product after the polymerization being obtained by filtration, and wash with hot water polymerize after product it is multiple, dry in the air
It is dry, it with Soxhlet extractor acetone extraction 8h, dries, obtains Archon, be denoted as Archon 4；
3- sulfydryl -1- the propylamin hydrochloride of 10g is added in 50mL dehydrated alcohol under nitrogen protection, under stiring slowly
The slow sodium hydroxide solution that 7.8g mass concentration is added dropwise and is 40%, is then added 10g Archon 4, heats 80 DEG C, back flow reaction 12h.
Cooling, filtering, gained resin is sufficiently washed with water, obtains thiol resin 5.
Absorption test to mercury ion:
By 0.05g (thiol resin 1, thiol resin 2, thiol resin 3, thiol resin 4 or thiol resin 5) containing thiol resin
It is scattered in 100mL sulfuric acid mercury solution, the concentration of mercury ion is 300mg/L in solution, is shaken at room temperature for 24 hours；Take supernatant
With the concentration of ICP method measurement mercury ion, the adsorbance of mercury ion is then calculated, see the table below.
Table 1: the adsorbance of thiol resin mercury ion
As it can be seen from table 1 mercury ion prepared by the present invention adsorbs resin, i.e. thiol resin can to the adsorbance of mercury ion
Up to 412.9mg/g, adsorption effect is prominent, has broad application prospects.
Illustrate: above embodiments are only to illustrate the present invention and not limit the technical scheme described by the invention；Therefore,
Although this specification is referring to above-mentioned each embodiment, the present invention has been described in detail, the common skill of this field
Art personnel should be appreciated that and still can modify to the present invention or equivalent replacement；And all do not depart from spirit of the invention and
The technical solution and its improvement of range, should all cover in scope of the presently claimed invention.
Claims (10)
1. a kind of mercury ion adsorbs resin, which is characterized in that the resin includes sulfydryl；The sulfydryl function based structures unit
Structural formula is as follows:
Wherein R=H or CH3；N=2 or 3.
2. a kind of preparation method of mercury ion absorption resin, which is characterized in that steps are as follows:
(1) function base monomer, crosslinking agent, pore-foaming agent and initiator containing double bond and ester group are mixed, after dissolution, obtains oily phase；
Then, water phase is obtained by dispersing agent and sodium chloride are soluble in water, finally carry out suspension polymerisation, mutually disperse oil in water phase, stir
Mixing makes oily phase be dispersed into oil droplet in water phase, and controls the diameter of oil droplet, is then again stirring for, and heating carries out polymerization reaction, instead
Ying Hou, it is cooling, product after polymerization is obtained by filtration, and wash with hot water polymerize after product；Then product after polymerization is mentioned in Soxhlet
It takes in device and is extracted, Archon is obtained after drying；
(2) under nitrogen protection, Mercaptamine is added in solvent and is dissolved, the solvent is acetone or anhydrous second
Alcohol；Triethylamine or sodium hydroxide solution is added in stirring, adds the Archon of step (1) preparation, carries out heating reflux reaction, instead
It after answering, through cooling, is filtered, washed, obtains thiol resin, as mercury ion adsorbs resin.
3. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
Stating the function base monomer containing double bond and ester group is methyl acrylate, ethyl acrylate, methyl methacrylate or methacrylic acid
Any one of ethyl ester.
4. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
Stating crosslinking agent is divinylbenzene, ethyleneglycol dimethyacrylate, cyanuric acid triallyl ester and isocyanuric acid triallyl
Any one or more mixing in ester.
5. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
Stating pore-foaming agent is any one or more mixing in toluene, ethylbenzene, hexane, normal heptane, atoleine and solvent naphtha；It is described to draw
Send out one kind that agent is azodiisobutyronitrile or benzoyl peroxide.
6. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
The mass ratio for stating function monomer, crosslinking agent, pore-foaming agent and initiator is 37.3~87.3:5.4~12.7:0~50:0.3.
7. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
The amount ratio for stating dispersing agent, sodium chloride and water is 2g:20~40g:400mL；The dispersing agent is times of polyvinyl alcohol or gelatin
It anticipates one kind.
8. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (1)
The diameter for stating control oil droplet is 0.2~0.8mm；The temperature of the hot water is 70 DEG C；The solvent of the extraction is acetone, when extraction
Between be 8h；The temperature of the polymerization reaction is 65~80 DEG C, reaction time 12h.
9. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (2)
The amount ratio for stating cystamine hydrochloride, solvent, triethylamine and Archon is 8g:50mL:7~8.9g:10g；The sodium hydroxide solution
Mass fraction be 40%；The mass ratio of the sodium hydroxide solution and triethylamine is 7~7.8:7~8.9.
10. a kind of preparation method of mercury ion absorption resin according to claim 2, which is characterized in that institute in step (2)
The temperature for stating heating is 70~80 DEG C；The time of the reflux is 12h.
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| CN112979867A (en) * | 2021-02-07 | 2021-06-18 | 中铝环保生态技术(湖南)有限公司 | Heavy metal sulfydryl adsorption material and preparation method thereof |
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