CN106587319A - Multi-binding-site amphiphilic heavy-metal sewage treating agent and preparing method thereof - Google Patents
Multi-binding-site amphiphilic heavy-metal sewage treating agent and preparing method thereof Download PDFInfo
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- CN106587319A CN106587319A CN201710063263.0A CN201710063263A CN106587319A CN 106587319 A CN106587319 A CN 106587319A CN 201710063263 A CN201710063263 A CN 201710063263A CN 106587319 A CN106587319 A CN 106587319A
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- cardanol
- heavy metal
- binding sites
- amphipathic
- treatment agent
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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
- C02F1/62—Heavy metal compounds
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- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Removal Of Specific Substances (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention provides a multi-binding-site amphiphilic heavy-metal sewage treating agent and a preparing method thereof. The method includes the steps that multi-site kernels are synthesized; multi-site kernels and carbon disulfide are reacted to generate the sewage treating agent. Reactive-body groups selected by the method are reasonable respectively, on the premise of the same molecular weight, the multiple active groups are reacted to form binding sites, and the synthesized heavy-metal sewage treating agent is multiple in binding site, small in adding dose and high removing efficiency.
Description
Technical field
The present invention relates at Treatment of Industrial Water technical field, more particularly to a kind of amphipathic heavy metal containing sewage of multiple binding sites
Reason agent and preparation method thereof.
Background technology
Heavy metal containing sewage discharge in referring to the industrial processes such as mining and metallurgy, machine-building, chemical industry, electronics, instrument containing weight
The sewage of metal.Heavy metal（Such as containing cadmium, nickel, hydrargyrum, zinc etc.）Sewage is environmental pollution most serious and endangers maximum to the mankind
One of trade effluent.Heavy metal in sewage can not typically decompose destruction, can only shift its existence position and change its materialization shape
State.
At present, commonly used heavy metal-polluted method for treating water mainly has chemical method, Physical, bioanalysises etc., wherein, change
Method is rapid-action, cost performance is high, maintenance is simple, is more suitable for the heavy metal-polluted water process of various scales.Being of heavy metal chelating agent
Method processes most important class chemical agent in heavy metal containing sewage, and the complexation for mainly using special groups with metal ion is made
With formation stable compound is with heavy-metal ion removal.But the binding site of existing heavy metal chelating agent and heavy metal ion
It is less, heavy-metal ion removal it is less efficient.
The content of the invention
The present invention is directed to the deficiencies in the prior art, there is provided a kind of amphipathic heavy metal-polluted water treatment agent of multiple binding sites and its
Preparation method, in solving background technology, heavy metal chelating agent binding site is few, the low problem of removal efficiency.
The present invention is achieved through the following technical solutions, there is provided a kind of amphipathic heavy metal-polluted water process of multiple binding sites
The preparation method of agent, methods described are carried out in accordance with the following steps：
S101：Synthesize many site kernels：It is 1 by mol ratio:The Cardanol of 1.8-2.2 and polyethylene polyamine mixing, make Cardanol
It is dissolved completely in polyethylene polyamine, is then cooled to 40 DEG C, add formaldehyde, is warming up to 60-80 DEG C of reaction 1.5-5 hour, then
Solvent reaction is added, Cardanol phenol-amine resin kernel after steaming solvent, is obtained；Wherein, the mol ratio of formaldehyde and Cardanol is 1.8-
2.2:1；
S102：Will be the Cardanol phenol-amine resin kernel soluble in water and be cooled to 5-10 DEG C, regulation pH value is 9-10, is then dripped
Plus Carbon bisulfide, temperature is risen to into 20-40 DEG C, 2-6 hours is reacted, is obtained product；Wherein, in the Cardanol phenol-amine resin
Core is 1 with the mol ratio of Carbon bisulfide:8-12.There is condensation reaction, shape with Carbon bisulfide in the amino in Cardanol phenol-amine resin
Into product.
The group of the reactive agent Cardanol selected in the method for the present invention is reasonably distributed, on the premise of same molecular weight
Reaction is participated in multiple active groups and forms binding site, make the binding site of the heavy metal-polluted water treatment agent of synthesis many, plus
Dose is few, and removal efficiency is high.
Preferably, in step S101, Cardanol and polyethylene polyamine is mixed and heated to into 90-110 DEG C, Fructus anacardii is made
Phenol is dissolved completely in polyethylene polyamine.
Preferably, in step S101, after adding formaldehyde reaction 1.5-5 hours, add dimethylbenzene and be warming up to 100 DEG C
Dehydration 3 hours, obtains Cardanol phenol-amine resin kernel after steaming dimethylbenzene, wherein, the addition of the dimethylbenzene is to add
Enter 1/2nd of the material total amount before dimethylbenzene.Dimethylbenzene plays a part of to accelerate reaction as solvent.Except dimethylbenzene
Outward, other solvents, such as benzene etc. can also be selected.
Preferably, in step S102,50% NaOH aqueous solutions are added to adjust PH for 9-10, then Deca Carbon bisulfide.
Preferably, the polyethylene polyamine is ethylenediamine, diethylenetriamine, triethylene tetramine, TEPA or five second
Alkene hexamine.Described polyethylene polyamine includes but is not limited to above-mentioned several.
To solve above-mentioned technical problem, the present invention also provides a kind of multiple binding sites amphipathic heavy metal-polluted water treatment agent,
Which adopts said method to be prepared from.
Technical scheme provided in an embodiment of the present invention can include following beneficial effect：
The present invention provides amphipathic heavy metal-polluted water treatment agent of a kind of multiple binding sites and preparation method thereof, and methods described includes many
The synthesis of site kernel and many site kernels generate sewage-treating agent, the method selection that the present invention is provided with Carbon bisulfide reaction
The group of reactive agent be reasonably distributed, the Cardanol phenol-amine resin kernel of formation is more with the binding site of Carbon bisulfide, same
There are on the premise of sample molecular weight multiple active groups to participate in reaction and form binding site, make the heavy metal-polluted water treatment agent of synthesis
Binding site it is many, less developer, removal efficiency are high.
Description of the drawings
For the clearer explanation embodiment of the present invention or technical scheme of the prior art, below will be to embodiment or existing
Accompanying drawing to be used needed for having technology description is briefly described, it is clear that, to those skilled in the art, not
On the premise of paying creative work, can be with according to these other accompanying drawings of accompanying drawings acquisition.
Fig. 1 is a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites provided in an embodiment of the present invention
Cardanol phenol-amine resin kernel synthetic reaction formula.
Specific embodiment
In order that those skilled in the art more fully understand the technical scheme in the present invention, below in conjunction with of the invention real
The accompanying drawing in example is applied, the technical scheme in the embodiment of the present invention is clearly and completely described, it is clear that described enforcement
Example is only a part of embodiment of the invention, rather than the embodiment of whole.Based on the embodiment in the present invention, art technology
The every other embodiment obtained under the premise of creative work is not made by personnel, should all belong to the protection model of the present invention
Enclose.
Embodiment 1
The present embodiment provides a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites, and methods described is according to such as
Lower step is carried out：
S101：By 0.1mol Cardanol, 0.21mol TEPAs be added separately to equipped with magneton, constant pressure funnel three
In mouth bottle, being heated to 100 DEG C with magnetic agitation oil bath pan makes Cardanol be dissolved completely in TEPA.In stirring
Under the conditions of reduce temperature to 40 DEG C, the formaldehyde for taking 0.21mol is poured constant pressure funnel into and is slowly dropped in there-necked flask, drips
Bi Hou, is rapidly heated 75 DEG C, reacts 4 hours, adds the dimethylbenzene of about material total amount 1/2nd, is warming up to 100 DEG C, high temperature
3 hours of lower dehydration, decompression steam dimethylbenzene and water, obtain rufous liquid, as Cardanol phenol-amine resin kernel, produce
Rate is more than 92%, shown in its synthetic reaction formula accompanying drawing 1；
S102：Product 0.1mol that step S101 is synthesized is soluble in water, is cooled to 5-10 °C, adds 50%NaOH water-soluble
Liquid 80g, is slowly added dropwise 1.0mol CS2, completion of dropping, by reaction system recover to room temperature continue stirring reaction 3h, obtain most
End-product.
During medicament concentration 50mg/L, Cu2+、Hg2+、Pb2+、Cr3+、Cd2+Clearance be respectively 90.4 %, 93.5
%, 91.7%, 96.6% and 94.3%.
Embodiment 2
The present embodiment provides a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites, and methods described is according to such as
Lower step is carried out：
S101：By 0.1mol Cardanol, 0.2mol pentaethylene hexamines be added separately to equipped with magneton, three mouthfuls of constant pressure funnel
In bottle, being heated to 100 DEG C with magnetic agitation oil bath pan makes Cardanol be dissolved completely in TEPA.In the bar of stirring
Part declines low temperature to 40 DEG C, and the formaldehyde for taking 0.2mol is poured constant pressure funnel into and is slowly dropped in there-necked flask, completion of dropping
Afterwards, 80 DEG C are rapidly heated, are reacted 5 hours, added the dimethylbenzene of about material total amount 1/2nd, be warming up to 100 DEG C, under high temperature
3 hours of dehydration, decompression steam dimethylbenzene and water, obtain rufous liquid, as Cardanol phenol-amine resin kernel, yield
More than 90%.
S102：Product 0.1mol that step S101 is synthesized is soluble in water, is cooled to 5-10 °C, adds 50%NaOH
Aqueous solution 96g, is slowly added dropwise 1.2 mol CS2, completion of dropping, by reaction system rise to 40 °C continuation stirring reactions 6h, obtain
Final product.
Embodiment 3
The present embodiment provides a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites, and methods described is according to such as
Lower step is carried out：
S101：0.1mol Cardanol, 0.22mol ethylenediamines are added separately to the there-necked flask equipped with magneton, constant pressure funnel
In, being heated to 100 DEG C with magnetic agitation oil bath pan makes Cardanol be dissolved completely in TEPA.In the condition of stirring
Decline low temperature to 40 DEG C, the formaldehyde for taking 0.22mol is poured constant pressure funnel into and is slowly dropped in there-necked flask, completion of dropping
Afterwards, 60 DEG C are rapidly heated, are reacted 1.5 hours, added the dimethylbenzene of about material total amount 1/2nd, be warming up to 100 DEG C, high temperature
3 hours of lower dehydration, decompression steam dimethylbenzene and water, obtain rufous liquid, as Cardanol phenol-amine resin kernel, produce
Rate is more than 95%.
S102：Product 0.1mol that step S101 is synthesized is soluble in water, is cooled to 5-10 °C, adds 50%NaOH
Aqueous solution 32g, is slowly added dropwise 0.4mol CS2, completion of dropping, by reaction system recover to room temperature continue stirring reaction 2h, obtain
To final product.
Embodiment 4
The present embodiment provides a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites, and methods described is according to such as
Lower step is carried out：
S101：By 0.1mol Cardanol, 0.19mol diethylenetriamines be added separately to equipped with magneton, constant pressure funnel three
In mouth bottle, being heated to 100 DEG C with magnetic agitation oil bath pan makes Cardanol be dissolved completely in TEPA.In stirring
Under the conditions of reduce temperature to 40 DEG C, the formaldehyde for taking 0.19mol is poured constant pressure funnel into and is slowly dropped in there-necked flask, drips
Bi Hou, is rapidly heated 65 DEG C, reacts 3 hours, adds the dimethylbenzene of about material total amount 1/2nd, is warming up to 100 DEG C, high temperature
3 hours of lower dehydration, decompression steam dimethylbenzene and water, obtain rufous liquid, as Cardanol phenol-amine resin kernel, produce
Rate is more than 93%.
S102：Product 0.1mol that step S101 is synthesized is soluble in water, is cooled to 5-10 °C, adds 50%NaOH
Aqueous solution 48g, is slowly added dropwise 0.6mol CS2, completion of dropping, by reaction system recover to room temperature continue stirring reaction 3h, obtain
To final product.
Embodiment 5
The present embodiment provides a kind of preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites, and methods described is according to such as
Lower step is carried out：
S101：By 0.1mol Cardanol, 0.18mol triethylene tetramines be added separately to equipped with magneton, constant pressure funnel three
In mouth bottle, being heated to 100 DEG C with magnetic agitation oil bath pan makes Cardanol be dissolved completely in TEPA.In stirring
Under the conditions of reduce temperature to 40 DEG C, the formaldehyde for taking 0.18mol is poured constant pressure funnel into and is slowly dropped in there-necked flask, drips
Bi Hou, is rapidly heated 70 DEG C, reacts 4 hours, adds the dimethylbenzene of about material total amount 1/2nd, is warming up to 100 DEG C, high temperature
3 hours of lower dehydration, decompression steam dimethylbenzene and water, obtain rufous liquid, as Cardanol phenol-amine resin kernel, produce
Rate>92%.
S102：Product 0.1mol that step S101 is synthesized is soluble in water, is cooled to 5-10 °C, adds 50%NaOH
Aqueous solution 64g, is slowly added dropwise 0.8mol CS2, completion of dropping, by reaction system recover to room temperature continue stirring reaction 4h, obtain
To final product.
Multiple binding sites obtained in the embodiment of the present invention 1 to embodiment 5 heavy metal-polluted water treatment agent product is respectively used to
Heavy metal process, is described to the embodiment of the present invention below in conjunction with concrete data：
Heavy metal solution is prepared：
（1）Simulation effluent containing heavy metal ions solution：According to each heavy metal relative atomic mass and its molecular weight of place compound
Calculate respectively and weigh a certain amount of metallic compound, configure certain density Cu2+、Hg2+、Cd2+、Pb2+、Cr3+Deng solution；
Each simulation heavy metal wastewater thereby solution concentration is as follows：
Cu2+=70.3mg/L；Hg2+=193.5mg/L；Pb2+=99.9mg/L；Cd2+=109.5mg/L；Cr2+=85.7mg/L；
（2）Above-described embodiment 1 is weighed respectively to the heavy metal-polluted water process of multiple binding sites that is freshly synthesized good in embodiment 5 and drying
Agent, is dissolved in a certain amount of deionized water, is dissolved in 1000mL volumetric flasks surely, makes the heavy metal-polluted water treatment agent solution of multiple binding sites
Concentration be 0.002g/mL.
The heavy metal-polluted water treatment agent of multiple binding sites of above-described embodiment 1 to embodiment 5 is diluted to concentration respectively is
50mg/L, the trapping for then carrying out heavy metal ion using following methods are processed：
（1）The above-mentioned effluent containing heavy metal ions sample 100mL for having simulated is taken respectively in corresponding conical flask；
（2）The pH for controlling wastewater sample is 8, stirring 30min, adds above-described embodiment 1 respectively to embodiment 5 in multiple samples
Sewage-treating agent, MFZ and TMT-15 inorganic agents, heavy metal trapped, and reacts 10min, standing sedimentation；
（3）Take supernatant liquid centrifugation 20min；
（4）The supernatant liquid after centrifugation is taken again obtains settled solution to be measured with double-deck 0.22 microporous filter membrane sucking filtration；
（5）Take the clear liquid after appropriate filtration and prepare concentration of heavy metal ion of the analysis test after ICP tests trapping, and calculate
The clearance of heavy metal ion, result of calculation are as shown in table 1 below：
Table 1：The clearance contrast of heavy metal ion in the heavy metal solution that different disposal agent is processed
| Clearance | Cu2+ | Hg2+ | Pb2+ | Cr3+ | Cd2+ |
| Embodiment 1 | 94.0% | 93.5% | 91.7% | 96.6% | 94.3% |
| Embodiment 2 | 95.9% | 95.6% | 94.4% | 94.6% | 97.2% |
| Embodiment 3 | 92.8% | 94.1% | 93.1% | 93.9% | 89.8% |
| Embodiment 4 | 94.2% | 93.5% | 95.1% | 94.4% | 93.6% |
| Embodiment 5 | 94.4% | 95.3% | 95.5% | 95.0% | 94.7% |
| MFZ comparative examples | 75.2% | 80.5% | 90.6% | 62.8% | 70.1% |
| TMT-15 comparative examples | 78.1% | 92.3% | 91.0% | 88.9% | 76.4% |
Experimental technique used in above-mentioned embodiment is conventional method；Material used, common heavy metal chelating agent
Deng commercially obtaining.Embodiment 1 is complete to the reaction condition of embodiment 5, MFZ comparative examples and TMT-15 comparative examples
It is identical.
From upper table 1, in the sample using the inorganic agent process of embodiment 1 to embodiment 5, the removal of heavy metal ion
The sample that rate is processed apparently higher than two comparative examples, therefore, multiple binding sites prepared by the method that the present invention is provided is amphipathic heavy
The removal efficiency of metal sewage-treating agent is higher, on the premise of identical extraction efficiency is reached, the inorganic agent that the present invention is provided
Less developer, can reduces cost, and its preparation method is simple, easily operated.
Certainly, described above is also not limited to the example above, the present invention can pass through without the technical characteristic of description or
Realized using prior art, be will not be described here；Above example and accompanying drawing are merely to illustrate technical scheme not
It is limitation of the present invention, reference has preferred embodiment been described in detail to the present invention, the ordinary skill people of this area
Member it should be appreciated that those skilled in the art the present invention essential scope in made change, remodeling, add
Or replace without departure from spirit of the invention, should also belong to the claims of the present invention.
Claims (6)
1. the preparation method of the amphipathic heavy metal-polluted water treatment agent of a kind of multiple binding sites, it is characterised in that methods described according to
Following steps are carried out：
S101：Synthesize many site kernels：It is 1 by mol ratio:The Cardanol of 1.8-2.2 and polyethylene polyamine mixing, make Cardanol
It is dissolved completely in polyethylene polyamine, is then cooled to 40 DEG C, add formaldehyde, is warming up to 60-80 DEG C of reaction 1.5-5 hour, then
Solvent reaction is added, Cardanol phenol-amine resin kernel after steaming solvent, is obtained；Wherein, the mol ratio of formaldehyde and Cardanol is 1.8-
2.2:1；
S102：Will be the Cardanol phenol-amine resin kernel soluble in water and be cooled to 5-10 DEG C, regulation pH value is 9-10, is then dripped
Plus Carbon bisulfide, temperature is risen to into 20-40 DEG C after being added dropwise to complete, 2-6 hours is reacted, is obtained product；Wherein, the Cardanol
Phenol-amine resin kernel is 1 with the mol ratio of Carbon bisulfide:8-12.
2. the preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites according to claim 1, its feature exist
In, in step S101, by Cardanol and polyethylene polyamine mixing post-heating to 90-110 DEG C, being dissolved completely in Cardanol
In polyethylene polyamine.
3. the preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites according to claim 2, its feature exist
In, in step S101, after adding formaldehyde reaction 1.5-5 hours, adding dimethylbenzene, to be warming up to 100 DEG C of dehydrations 3 little
When, Cardanol phenol-amine resin kernel is obtained after steaming dimethylbenzene；Wherein, before the addition of the dimethylbenzene is addition dimethylbenzene
/ 2nd of material total amount.
4. the preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites according to claim 3, its feature exist
In, in step S102, add 50% NaOH aqueous solutions to adjust pH value for 9-10, then Deca Carbon bisulfide.
5. the preparation method of the amphipathic heavy metal-polluted water treatment agent of multiple binding sites according to claim 4, its feature exist
In the polyethylene polyamine is ethylenediamine, diethylenetriamine, triethylene tetramine, TEPA or pentaethylene hexamine.
6. the amphipathic heavy metal-polluted water treatment agent of a kind of multiple binding sites, it is characterised in that using any one side of claim 1-5
Method is prepared from.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113651764A (en) * | 2021-08-20 | 2021-11-16 | 浙江工业大学 | Synthesis method and application of heavy metal stabilizer |
| CN115894954A (en) * | 2022-12-07 | 2023-04-04 | 中海油田服务股份有限公司 | Branched water clarifier for efficiently and quickly removing oil and preparation method thereof |
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| CN102676209A (en) * | 2012-04-19 | 2012-09-19 | 山东德仕化工集团有限公司 | Preparation of polymer flooding produced fluid demulsifier |
| CN104973673A (en) * | 2015-06-26 | 2015-10-14 | 济南雅歌新材料科技有限公司 | Heavy metal sewage multifunctional processing agent and synthesis method thereof |
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2017
- 2017-02-03 CN CN201710063263.0A patent/CN106587319B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102676209A (en) * | 2012-04-19 | 2012-09-19 | 山东德仕化工集团有限公司 | Preparation of polymer flooding produced fluid demulsifier |
| CN104973673A (en) * | 2015-06-26 | 2015-10-14 | 济南雅歌新材料科技有限公司 | Heavy metal sewage multifunctional processing agent and synthesis method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113651764A (en) * | 2021-08-20 | 2021-11-16 | 浙江工业大学 | Synthesis method and application of heavy metal stabilizer |
| CN115894954A (en) * | 2022-12-07 | 2023-04-04 | 中海油田服务股份有限公司 | Branched water clarifier for efficiently and quickly removing oil and preparation method thereof |
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