CN105293658B - Water-soluble biological matter heavy metal chelating agent and preparation method thereof - Google Patents
Water-soluble biological matter heavy metal chelating agent and preparation method thereof Download PDFInfo
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- CN105293658B CN105293658B CN201510660749.3A CN201510660749A CN105293658B CN 105293658 B CN105293658 B CN 105293658B CN 201510660749 A CN201510660749 A CN 201510660749A CN 105293658 B CN105293658 B CN 105293658B
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- heavy metal
- water
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- metal chelating
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- 229910001385 heavy metal Inorganic materials 0.000 title claims abstract description 39
- 239000002738 chelating agent Substances 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 108010073771 Soybean Proteins Proteins 0.000 claims abstract description 29
- 235000019710 soybean protein Nutrition 0.000 claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 238000004132 cross linking Methods 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 239000003513 alkali Substances 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 14
- 235000010469 Glycine max Nutrition 0.000 claims description 9
- 244000068988 Glycine max Species 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 238000013019 agitation Methods 0.000 claims description 9
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 claims description 7
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 6
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 claims description 3
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical group CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 3
- UMHJEEQLYBKSAN-UHFFFAOYSA-N Adipaldehyde Chemical compound O=CCCCCC=O UMHJEEQLYBKSAN-UHFFFAOYSA-N 0.000 claims description 3
- 239000004593 Epoxy Substances 0.000 claims description 3
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 3
- 229940015043 glyoxal Drugs 0.000 claims description 3
- -1 MDA Chemical compound 0.000 claims description 2
- 101710094902 Legumin Proteins 0.000 claims 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims 1
- NEKNNCABDXGBEN-UHFFFAOYSA-L disodium;4-(4-chloro-2-methylphenoxy)butanoate;4-(2,4-dichlorophenoxy)butanoate Chemical compound [Na+].[Na+].CC1=CC(Cl)=CC=C1OCCCC([O-])=O.[O-]C(=O)CCCOC1=CC=C(Cl)C=C1Cl NEKNNCABDXGBEN-UHFFFAOYSA-L 0.000 claims 1
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 claims 1
- 239000002028 Biomass Substances 0.000 abstract description 6
- 239000003431 cross linking reagent Substances 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 abstract description 2
- 239000012990 dithiocarbamate Substances 0.000 abstract description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000009267 minimal disease activity Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000686 essence Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
Landscapes
- Removal Of Specific Substances (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The present invention relates to a kind of new type water-solubility biomass heavy metal chelating agent and preparation method thereof, it is that 1~40 part of soybean protein is added to 10~300 parts of water, regulation pH value to acidity（pH<3）Or alkalescence (pH>8), 30~70 DEG C of temperature control, dissolving 1~2 hour, add 1~20 part of crosslinking agent, cross-linking reaction 3~8 hours, 1~80 part of alkali and 10~100 parts of carbon disulfide is added, carries out dithiocar-bamate synthetic reaction 1~3 hour, obtains a kind of new type water-solubility biomass heavy metal chelating agent.Degraded by environment after it is discarded, a large amount of non-degradable class synthesis high molecular heavy metals can be alleviated, avoid producing secondary environmental pollution caused by agent for capturing discarded object, capturing ability is strong, and sinking speed is big, and stability is good.
Description
Technical field
The invention belongs to heavy metal chelating agent field, and in particular to a kind of water-soluble biological matter heavy metal chelating agent and its system
Preparation Method.
Background technology
Heavy metal ion agent for capturing is a kind of organic compound with chelating functional group, can be from the solution of metal ion
Middle selection seizure, separation and precipitation of heavy metals.The principal synthetic route of macromolecule agent for capturing is to utilize to synthesize macromolecule or natural
Macromolecule is molecular skeleton, by chemically reacting to introduce there is capture function group to obtain.At present, practical study is using more
Heavy metal chelating agent mainly have xanthic acid esters and dithiocarbamate salt derivative（DTC classes）, and DTC analog derivatives
It is most widely used.
At present, the Main way of heavy metal chelating agent research and application is around raising efficiency, reduces medicine consumption, reduces dirty
Dye, strengthen environmental consciousness, strengthen comprehension utilization and deep processing, utilize the comparatively cheap agriculture and forest chemical industry product of price and pair as far as possible
Product is Raw material processing medicament.Research and develop new, efficient, nontoxic (or low toxicity) medicament.The important development of heavy metal chelating agent
Direction is that to use cheap agriculture and forest chemical industry product and byproduct be Raw material processing into heavy metal chelating medicament.Presently mainly with shallow lake
Powder base xanthate is more as the research of heavy metal treatment agent.So far, prepared heavy metal chelating agent, which remains, is catching
The shortcomings of ability is weak, sinking speed is small, stability is poor is caught, can't popularization and application in practice.
Although biomass-based heavy metal chelating agent does not have application report industrially at present, its environmental protection, low cost, can drop
The advantages characteristic of solution is had an optimistic view of by industry always, by one of important development direction as heavy metal chelating agent, there is good application
Prospect.
The content of the invention
The purpose of the present invention be overcome the deficiencies in the prior art and provide a kind of water-soluble biological matter heavy metal chelating agent and
Its preparation method, degraded by environment after it is discarded, a large amount of non-degradable class synthesis high molecular heavy metals can be alleviated, avoid agent for capturing
Secondary environmental pollution is produced caused by discarded object, capturing ability is strong, and sinking speed is big, and stability is good.
In order to realize the purpose of the present invention, its water-soluble biological matter heavy metal chelating agent invented is achieved in that it
Soybean protein including 1~40 part, 1~80 part of alkali, 10~100 parts of carbon disulfide, 10~300 parts of water and 1~20 part
Crosslinking agent, they are mass fraction.
The soybean protein is the big egg protein isolate extracted from soybean, and average grain diameter is 1~10 μm.
The alkali is any combination more than one or both of sodium hydroxide, potassium hydroxide.
The crosslinking agent is epoxychloropropane, epoxy chlorobutane, glyoxal, MDA, glutaraldehyde, hexandial, adjacent benzene two
One or more kinds of any combination of aldehyde.
In order to realize the purpose of the present invention, the preparation method of water-soluble biological matter heavy metal chelating agent of the invention is so
Realize, it is characterised in that step is as follows：
1~40 part of soybean protein is added to 10~300 parts of water, adjusts pH value, it is in the i.e. pH of acidity to make it<3, or make
It is pH in alkalescence>8, when adjusting pH value, then temperature control dissolves 1~2 hour at 30~70 DEG C, adds 1~20 part
Crosslinking agent, cross-linking reaction 3~8 hours under mechanical agitation, add 1~80 part of alkali and 10~100 parts of carbon disulfide, enter
Row dithiocar-bamate synthetic reaction 1~3 hour, obtain required water-soluble biological matter heavy metal chelating agent.
The present invention compared with prior art, has the following advantages and effect：
1st, heavy metal wastewater thereby of the present invention to low concentration（C Heavy metal ion<10 mg/L）It is same to play seizure and flocculate dual
Function, the significant increase practical performance of product, capturing ability are strong；
2nd, soybean protein can be used as renewable resource, degraded by environment after discarding, and can alleviate a large amount of non-degradable synthesis classes
Secondary environmental pollution is produced caused by heavy metal chelating agent discarded object；
3rd, there is higher removal efficiency to most heavy metal ion（99.0~99.9%）And higher chelating capacity（1~4
mmol/g）；
4th, synthetic reaction step is few, cost is low and technique is simple, and pollution is few；
5th, sinking speed is big, and stability is good.
Embodiment
With reference to embodiment, the invention will be further described.Herein it should be noted that for these realities
The explanation for applying mode is used to help understand the present invention, but does not form limitation of the invention.Involved by following examples
Number is mass fraction.
Embodiment one
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 1 μm, and 1 part of soybean protein is added to
10 parts of water, with salt acid for adjusting pH value, making it, pH value 2.0, when adjusting pH value, temperature control is at 30 DEG C, then in acidity
Dissolving 2 hours, 1 part of glyoxal is added, cross-linking reaction is carried out 3 hours under mechanical agitation, adds 1 part of sodium hydroxide and 10 parts
Carbon disulfide, react 2 hours, that is, obtain required water-soluble biological matter heavy metal chelating agent.
Embodiment two
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 5 μm, and 15 parts of soybean protein is added to
80 parts of water, with salt acid for adjusting pH value, making it, pH value 1.0, when adjusting pH value, temperature control is at 50 DEG C, dissolving 1 in acidity
Hour, 5 parts of MDAs are added, cross-linking reaction is carried out 6 hours under mechanical agitation, adds 15 parts of sodium hydroxides and 25 part of two sulphur
Change carbon, react 3 hours, that is, obtain required water-soluble biological matter heavy metal chelating agent.
Embodiment three
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 10 μm, and 30 parts of soybean protein is added
To 150 parts of water, with salt acid for adjusting pH value, making it, pH value 2.0, when adjusting pH value, temperature control is molten at 50 DEG C in acidity
Solution 1 hour, 10 parts of glutaraldehydes are added, cross-linking reaction is carried out 5 hours under mechanical agitation, adds 60 parts of potassium hydroxide and 60 parts
Carbon disulfide, react 1 hour, that is, obtain required water-soluble biological matter heavy metal chelating agent.
Example IV
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 8 μm, and 40 parts of soybean protein is added to
300 parts of water, with salt acid for adjusting pH value, making it, pH value 3.0, when adjusting pH value, temperature control is at 30 DEG C, dissolving in acidity
1 hour, 20 parts of hexandials are added, cross-linking reaction is carried out 4 hours under mechanical agitation, adds 80 parts of sodium hydroxides and 100 parts
Carbon disulfide, react 2 hours, that is, obtain required water-soluble biological matter heavy metal chelating agent.
Embodiment five
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 6 μm, and 30 parts of soybean protein is added to
150 parts of water, with salt acid for adjusting pH value, making it, pH value 1.0, when adjusting pH value, temperature control is at 60 DEG C, dissolving in acidity
1 hour, 15 parts of phthalic aldehydes are added, cross-linking reaction is carried out 6 hours under mechanical agitation, adds 60 parts of sodium hydroxides and 60 parts
Carbon disulfide, react 1 hour, that is, obtain required water-soluble biological matter heavy metal chelating agent.
Embodiment six
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 4 μm, and 20 parts of soybean protein is added to
100 parts of water, add 20 parts of sodium hydroxides, make its in alkalescence, pH value 8.5, when adjusting pH value temperature control at 60 DEG C,
Dissolving 1 hour, 15 parts of epoxychloropropane are added, cross-linking reaction is carried out 6 hours under mechanical agitation, adds 40 parts of curing
Carbon, react 1 hour, i.e. new type water-solubility biomass heavy metal chelating agent.
Embodiment seven
Soybean protein is extracted in soybean, the average grain diameter of soybean protein is 5 μm, and 30 parts of soybean protein is added to
120 parts of water, 30 parts of sodium hydroxides are added, making it, pH value 9, temperature control is molten at 30 DEG C when adjusting pH value in alkalescence
Solution 1.5 hours, 15 parts of epoxy chlorobutanes are added, cross-linking reaction is carried out 4 hours under mechanical agitation, adds 30 parts of curing
Carbon, react 2 hours, i.e. new type water-solubility biomass heavy metal chelating agent.
In technical scheme as can be seen that it is using natural polymer soybean protein as raw material, by partization
Crosslinking chain extension is learned, generates HMW macromolecular skeleton, then modification is modified to its functional group, is prepared for that there is seizure and wadding
The new type water-solubility biomass heavy metal chelating agent of solidifying dual-use function.
Above-described embodiment is the preferable embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any Spirit Essences without departing from the present invention with made under principle change, modification, replacement, combine, simplification,
Equivalent substitute mode is should be, is included within protection scope of the present invention.
Claims (4)
1. a kind of preparation method of water-soluble biological matter heavy metal chelating agent, it is characterised in that step is as follows：
1~40 part of soybean protein is added in 10~300 parts of water, adjusts pH value, it is in the i.e. pH of acidity to make it<3, or make it
It is pH in alkalescence>8, when adjusting pH value then temperature control dissolves 1~2 hour at 30~70 DEG C, adds 1~20 part of friendship
Join agent, cross-linking reaction 3~8 hours under mechanical agitation, add 1~80 part of alkali and 10~100 parts of carbon disulfide, carry out two
Thiocarbamate synthetic reaction 1~3 hour, obtain required water-soluble biological matter heavy metal chelating agent.
2. the preparation method of water-soluble biological matter heavy metal chelating agent according to claim 1, it is characterised in that described big
Legumin is the soybean protein isolate extracted from soybean, and average grain diameter is 1~10 μm.
3. the preparation method of water-soluble biological matter heavy metal chelating agent according to claim 1, it is characterised in that the alkali
For any combination more than one or both of sodium hydroxide, potassium hydroxide.
4. the preparation method of water-soluble biological matter heavy metal chelating agent according to claim 1, it is characterised in that the friendship
Connection agent is epoxychloropropane, epoxy chlorobutane, glyoxal, MDA, glutaraldehyde, hexandial, the one or two of phthalic aldehyde
Any combination above.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510660749.3A CN105293658B (en) | 2015-10-15 | 2015-10-15 | Water-soluble biological matter heavy metal chelating agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201510660749.3A CN105293658B (en) | 2015-10-15 | 2015-10-15 | Water-soluble biological matter heavy metal chelating agent and preparation method thereof |
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| CN105293658A CN105293658A (en) | 2016-02-03 |
| CN105293658B true CN105293658B (en) | 2017-11-10 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105833847A (en) * | 2016-05-05 | 2016-08-10 | 张小霞 | Heavy metal chelating agent with biological environmental protection property and preparing method thereof |
| CN106587214A (en) * | 2016-12-30 | 2017-04-26 | 余姚市益群机械厂 | Heavy metal trapping agent for sewage treatment and preparation method thereof |
| CN107890856B (en) * | 2017-11-15 | 2019-11-26 | 顺德职业技术学院 | Ultrafast sedimentation type molecule brush configuration heavy metal chelating agent and preparation method thereof and its application |
| CN111498972A (en) * | 2020-04-27 | 2020-08-07 | 李洪 | Heavy metal polluted wastewater treatment agent and preparation method and application thereof |
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| DE4013974C1 (en) * | 1990-04-30 | 1991-09-19 | Guenter Dipl.-Ing. 5100 Aachen De Straten | |
| JP2007185552A (en) * | 2004-01-29 | 2007-07-26 | Muromachi Chemical Kk | Noble metal adsorbent and , method of noble metal adsorption using the same and method of noble metal recovery |
| CN103007894B (en) * | 2012-12-13 | 2014-12-10 | 南京信息工程大学 | Soybean protein micro sphere material and preparation method and application of material in treating waste water containing heavy metal ion |
| CN103011370B (en) * | 2012-12-24 | 2014-05-07 | 广西博世科环保科技股份有限公司 | Preparation method for polyamine heavy metal ion chelating agent |
| CN103285822A (en) * | 2013-05-25 | 2013-09-11 | 青岛国强环保科技有限公司 | Environment-friendly energy-saving material for treating high-concentration heavy-metal-ion industrial wastewater |
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