CN106492882B - Have amide groups and loads the preparation method and application of photocatalyst of Nano cadmium sulphide composite hydrogel - Google Patents
Have amide groups and loads the preparation method and application of photocatalyst of Nano cadmium sulphide composite hydrogel Download PDFInfo
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- CN106492882B CN106492882B CN201610917359.4A CN201610917359A CN106492882B CN 106492882 B CN106492882 B CN 106492882B CN 201610917359 A CN201610917359 A CN 201610917359A CN 106492882 B CN106492882 B CN 106492882B
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- 239000000017 hydrogel Substances 0.000 title claims abstract description 138
- 229910052980 cadmium sulfide Inorganic materials 0.000 title claims abstract description 69
- 239000002131 composite material Substances 0.000 title claims abstract description 61
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 125000003368 amide group Chemical group 0.000 title claims abstract description 25
- 239000011941 photocatalyst Substances 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 82
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 52
- 229940106691 bisphenol a Drugs 0.000 claims abstract description 40
- 238000010521 absorption reaction Methods 0.000 claims abstract description 28
- 238000001179 sorption measurement Methods 0.000 claims abstract description 21
- 238000006731 degradation reaction Methods 0.000 claims abstract description 18
- 238000011065 in-situ storage Methods 0.000 claims abstract description 17
- 229940095095 2-hydroxyethyl acrylate Drugs 0.000 claims abstract description 15
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims abstract description 15
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000005416 organic matter Substances 0.000 claims abstract description 13
- 150000001661 cadmium Chemical class 0.000 claims abstract description 12
- 229910052793 cadmium Inorganic materials 0.000 claims abstract description 11
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002244 precipitate Substances 0.000 claims abstract description 9
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 8
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 7
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 6
- 239000012153 distilled water Substances 0.000 claims abstract description 6
- WLZRMCYVCSSEQC-UHFFFAOYSA-N cadmium(2+) Chemical compound [Cd+2] WLZRMCYVCSSEQC-UHFFFAOYSA-N 0.000 claims abstract description 5
- XIEPJMXMMWZAAV-UHFFFAOYSA-N cadmium nitrate Inorganic materials [Cd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XIEPJMXMMWZAAV-UHFFFAOYSA-N 0.000 claims abstract description 3
- NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000002957 persistent organic pollutant Substances 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 17
- 239000000178 monomer Substances 0.000 claims description 14
- 238000011068 loading method Methods 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 11
- 229910052724 xenon Inorganic materials 0.000 claims description 9
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 238000001556 precipitation Methods 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 230000001681 protective effect Effects 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- VDQVEACBQKUUSU-UHFFFAOYSA-M disodium;sulfanide Chemical compound [Na+].[Na+].[SH-] VDQVEACBQKUUSU-UHFFFAOYSA-M 0.000 claims description 5
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 238000009210 therapy by ultrasound Methods 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 abstract description 12
- 230000005855 radiation Effects 0.000 description 20
- 230000000694 effects Effects 0.000 description 10
- -1 hydroxyl radical free radical Chemical class 0.000 description 10
- 238000012545 processing Methods 0.000 description 8
- 230000003197 catalytic effect Effects 0.000 description 7
- 238000005286 illumination Methods 0.000 description 7
- 230000001590 oxidative effect Effects 0.000 description 7
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 239000002351 wastewater Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000003760 hair shine Effects 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 230000001699 photocatalysis Effects 0.000 description 5
- 238000007146 photocatalysis Methods 0.000 description 5
- 230000001376 precipitating effect Effects 0.000 description 5
- 239000010865 sewage Substances 0.000 description 5
- 239000003463 adsorbent Substances 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000003344 environmental pollutant Substances 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- 230000010355 oscillation Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000010525 oxidative degradation reaction Methods 0.000 description 3
- 231100000719 pollutant Toxicity 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 238000003795 desorption Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000012498 ultrapure water Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 241000984082 Amoreuxia Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010021703 Indifference Diseases 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000012660 binary copolymerization Methods 0.000 description 1
- AJVCUHHHRPBRHU-UHFFFAOYSA-N cadmium nitric acid Chemical compound [Cd].[N+](=O)(O)[O-] AJVCUHHHRPBRHU-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 231100000507 endocrine disrupting Toxicity 0.000 description 1
- 210000000750 endocrine system Anatomy 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229960005191 ferric oxide Drugs 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000010842 industrial wastewater Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 description 1
- 229940012189 methyl orange Drugs 0.000 description 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 239000011943 nanocatalyst Substances 0.000 description 1
- 238000013033 photocatalytic degradation reaction Methods 0.000 description 1
- 229920003213 poly(N-isopropyl acrylamide) Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
Classifications
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/39—Photocatalytic properties
-
- 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
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
-
- 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
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2305/00—Use of specific compounds during water treatment
- C02F2305/10—Photocatalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Water Supply & Treatment (AREA)
- Health & Medical Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- Hydrology & Water Resources (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Toxicology (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Catalysts (AREA)
Abstract
The present invention relates to the composite hydrogel preparation method and application of tool amide groups and load photocatalyst of Nano cadmium sulphide, it is first uniform by 2- hydroxy-ethyl acrylate, N hydroxymethyl acrylamide and distilled water, photocatalyst of Nano cadmium sulphide is loaded by template in-situ precipitate of the polyalcohol hydrogel；The synthesis of the Nanometer composite hydrogel carries out in-situ precipitate after adsorbing cadmium salt soln using hydrogel again；Na is reused later using the hydrogel Adsorption of Cadmium of synthesis2The cadmium ion being adsorbed on hydrogel is precipitated as photocatalyst of Nano cadmium sulphide by S solution.Cadmium salt is any one of cadmium nitrate, caddy.By obtained tool amide groups and absorption degradation of the composite hydrogel of photocatalyst of Nano cadmium sulphide applied to organic matter bisphenol-A in water body is loaded, organic matter bisphenol-A, and the Nanometer composite hydrogel mechanical strength, long service life can be effectively removed.
Description
Technical field
The present invention relates to the preparation methods of a kind of tool amide groups and the composite hydrogel of load photocatalyst of Nano cadmium sulphide
And the application in water process.
Background technique
Incretion interferent bisphenol-A is a kind of exogenous compounds or mixed of function of can change biological endocrine system
Object is closed, due to its extensive application in industrial or agricultural and daily life, this kind of compound is distributed widely in environment, therefore quilt again
Referred to as " environment incretion interferent ".China is as in the big country of the various industrial or agricultural articles of a production and consumption and one
Secretion chaff interferent pollutes more serious one of area, and a large amount of incretion interferent has detection in China's source water.By
Organism can be adversely affected whole, offspring and population in incretion interferent, therefore, incretion interferent is to environment
And the harm of human body has caused the attention of countries in the world, how to remove incretion interferent in environment is environment educational circles and ecology
One of the Important Problems of educational circles's concern.
Endocrine disruption substance treating method can be divided into following two major classes: absorption method and oxidizing process.Absorption method is more to pass through
A kind of method of Ji, the electrostatic force or Van der Waals force that it mainly utilizes active carbon or other adsorbent surfaces are in water
Incretion interferent is adsorbed, and is transferred to the incretion interferent in water on adsorbent.Oxidizing process mainly utilizes oxidation
By incretion interferent oxidative degradation, this method can efficiently remove the incretion interferent in water removal for agent.Sweet smell in oxidizing process
The method of pausing oxidation is more commonly used one of method, it is to generate hydroxyl radical free radical using iron and hydrogen peroxide reaction to carry out pollutant
Oxidative degradation；Another oxidizing process is photochemical catalytic oxidation, generates hydroxyl radical free radical under light illumination using photochemical catalyst in water
Incretion interferent carries out oxidative degradation.According to existing method, if one can be incorporated in for two methods of absorption method and oxidizing process
It rises, will there is good prospect in the development of incretion interferent pollution in processing water.
Existing research shows that hydrogel has porous structure, it is easy to generate suction-operated, photocatalysis to the bisphenol-A in water
Agent cadmium sulfide can degrade the organic pollutant in water, and the hydrogel with amide groups is easy to combine metal, is cadmium sulfide
Load provide feasibility, therefore the photocatalysis property hydrogel that triplicity generates will be a kind of good water treatment agent.
Number of patent application is that CN201110419242.0 discloses a kind of organic porous gel absorbent and preparation method thereof, utilizes water
Dyeing waste water organic pollutant in the porous structure absorption water of gel.Number of patent application discloses for CN201410730897.3
A kind of preparation method of the hydrogel with amide groups.Number of patent application is that CN201510134734.3 discloses a kind of load silver
The hydrogel of ion, this hydrogel can carry out absorption degradation to the methyl orange in dyeing and printing sewage.In addition, gorgeous eat etc. of history (is changed
Work progress, 2011, progress of the three-dimensional network hydrogel in terms of heavy metal and Dye Adsorption) report polymethylacrylic acid
Dimethylaminoethyl-succinic acid-hydroxyethyl methacrylate terpolymer, this hydrogel can be used for water methylene
Blue Adsorption.(functional material, 2010, temperature-sensitive hydrogel load ZnPc urges the absorption of alpha-Naphthol and light to Lv Wangyang etc.
Change performance) report the photocatalysis that poly(N-isopropylacrylamide) temperature-sensitive hydrogel loads ZnPc (GE-ZnPc) hydrogel
Activity.Prasad etc. (Gold nanoparticle embedded hydrogel matrices as catalysts:
Better dispensability of nanoparticles in the gel matrix upon addition of N-
bromosuccinimide leading to increased catalytic efficiency.Colloid Surface
A.2012 it) reports and is prepared for polyurethane water with polyethylene glycol (PEG) and 4,4- methyl diphenylene diisocyanate (MDI) copolymerization
Gel (PEGPUH) adsorbs gold ion using this hydrogel, and adding precipitating reagent is co-precipitated gold ion on hydrogel, system
Standby nanogold composite hydrogel, this hydrogel are applied to the absorption degradation of dyeing and printing sewage.
Existing artificial synthesized macromolecule hydrogel is due to amino, hydroxyl, one or more functional bases such as carboxyl
, there is certain effect in group to the Adsorption of organic pollutants, but existing artificial synthesis needs to add initiator
With crosslinking agent could synthetic hydrogel, and route of synthesis is complicated mostly, the friendship that obtained polymer can also be added comprising before
Join agent, initiator, cause hydrogel purity not high, using high-energy ray irradiation polymerization without adding other substances, only includes
Monomer required for synthetic hydrogel keeps hydrogel with high purity.It is negative using the high-purity water gel that radiation polymerization generates as carrier
Carrying inorganic nano catalyst can be with efficient absorption degradation organic pollutants bisphenol-A.
Summary of the invention
It is an object of the present invention to provide a kind of with amide groups and loads the composite hydrogel of photocatalyst of Nano cadmium sulphide
Preparation method and its absorption degradation of organic pollutants bisphenol-A is acted on.
The technical scheme is that the composite hydrogel system of a kind of tool amide groups and load photocatalyst of Nano cadmium sulphide
Preparation Method is first uniformly mixed by 2- hydroxy-ethyl acrylate, N hydroxymethyl acrylamide and distilled water, wherein 2- acrylic acid hydroxyl second
Ester, N hydroxymethyl acrylamide monomer mole ratio 2:3, distilled water are excessive, the mixtures of especially two kinds monomers and distilled water
Volume ratio is 5:6, is uniformly mixed irradiated polymerization and obtains polyalcohol hydrogel, and is heavy in situ by template of the polyalcohol hydrogel
Form sediment load photocatalyst of Nano cadmium sulphide；
Using in-situ precipitate is carried out again after hydrogel absorption cadmium salt soln, cadmium salt is molten for the synthesis of the Nanometer composite hydrogel
Liquid concentration is 0.01mol/L to 0.2mol/L；
For in-situ precipitate cadmium salt be divalent cadmium salt, divalent cadmium salt be any one of cadmium nitrate, caddy, it is used
Precipitating reagent is Na2S；Reaction temperature is controlled at 25 ± 5 DEG C.
The irradiation polymerization is the aqueous solution of 2- hydroxy-ethyl acrylate and N hydroxymethyl acrylamide in protective gas atmosphere
Lower progress；The method of load photocatalyst of Nano cadmium sulphide is absorption plus in situ Precipitation.
Photocatalyst of Nano cadmium sulphide is loaded in situ using in situ Precipitation to binary polymer hydrogel.
With in situ Precipitation loaded optic catalyst, Na2S solution is reused later using the hydrogel Adsorption of Cadmium of synthesis
The cadmium ion being adsorbed on hydrogel is precipitated as photocatalyst of Nano cadmium sulphide.
It is placed in Na2S solution stirs for 24 hours when being adsorbed onto the precipitating of the cadmium ion on hydrogel；When the color of hydrogel becomes orange
Yellow shows that CdS is generated, and reaction is carried out at 25 ± 5 DEG C；
The protective gas be on gas of the polymerization without influence, to exclude oxygen in air, protective gas be preferably nitrogen,
The inert gases such as helium, argon gas, most preferably nitrogen.
The homogeneous mixture, which refers to, to be mixed with water by 2- hydroxy-ethyl acrylate and N hydroxymethyl acrylamide and uses ultrasound
Handle 0.5h resulting solution after completely dissolution.
By the hydrogel filtering after precipitation reaction, neutrality is washed till with deionized water.Then in an oven with 45 ± 5 DEG C
Drying, can be obtained Nano cadmium sulphide composite hydrogel.
The composite hydrogel of tool amide groups and load photocatalyst of Nano cadmium sulphide that the preparation method obtains is in water
It is applied in processing, for removing Organic substance in water incretion interferent bisphenol-A.
Photochemical catalyst reacts the light source used to the light degradation of bisphenol-A for xenon lamp.
It is preferred that xenon lamp light intensity is 100W and 500W.
The irradiation polymerization hydrogel, which adsorbs various concentration cadmium solution as carrier loaded Nano cadmium sulphide, to be come in fact
Existing different loads amount, cadmium solution concentration are 0.01mol/L to 0.2mol/L.
The adsorption process is hydrogel carrier Adsorption of Cadmium solution processes, and reaction process is for 24 hours.
The in-situ precipitate reaction is using Na2S solution is precipitated, and the reaction time is for 24 hours.
Preferably, to binary copolymerization hydrogel using absorption plus in-situ precipitate Nano cadmium sulphide.
The Nanometer composite hydrogel of tool amide groups and load Nano cadmium sulphide that the preparation method obtains is in water process
Middle application, for removing the application of organic pollutants.
The composite hydrogel of tool amide groups and load Nano cadmium sulphide that the present invention obtains is to organic pollutants bisphenol-A
Absorption degradation, concrete operations are as follows:
The composite hydrogel of tool amide groups and load Nano cadmium sulphide absorbs organic pollutants, preferably 25
Thermostatic absorption is carried out at ± 5 DEG C, the time is that for 24 hours, can adsorb a large amount of organic pollutants.
2- hydroxy-ethyl acrylate (A), poly- (2- hydroxy-ethyl acrylate/N hydroxymethyl acrylamide) hydrogel (B) and poly- (2-
Hydroxy-ethyl acrylate/N hydroxymethyl acrylamide) infared spectrum (attached drawing 3) comparison of Nano cadmium sulphide (C) is loaded on hydrogel
As can be seen that prepared composite hydrogel introduces amide groups (wave number 1550cm-1), easily it is coordinated with metal ion
The variation of complexing, load front and back C=O carbonyl illustrates successfully to have loaded cadmium sulfide.The removal of Nano cadmium sulphide Organic substance in water
Mechanism is mainly: under the irradiation of visible light, the separation of light induced electron and photohole occurs for cadmium sulfide, due to light induced electron and
Cannot be incorporated into the photohole short time is to make to vulcanize cadmium surfaces generation strong oxidizing property, and generate the hydroxyl of high reaction activity
Free radical, hydroxyl radical free radical meeting and the organic matter for being adsorbed onto hydrogel surface are reacted, by organic matter degradation, to eliminate
Organic pollutant in water.
The composite hydrogel of tool amide groups and load Nano cadmium sulphide has the hole configurations being mutually communicated, specific surface area
Greatly, simultaneously as quantum effect and skin effect that the lesser size of nanoparticle, big specific surface area generate, assign nanometer
The special property of material, performance can preferably adsorb organic matter to excellent performance is showed in terms of organic matter removal.
Currently, the method that removal organic pollutants generally use includes absorption, UF membrane, oxidizing process, light degradation etc.,
These methods perhaps higher cost or inefficient, such as absorption method will carry out adsorbent after completing adsorption reaction
Desorption and regeneration, desorption process is sufficiently complex, and the effect recycled is not achieved；Photochemical catalyst small volume, having handled in water has
It is not easy to be separated from the water after machine pollutant.And tool amide groups prepared by the present invention and the compound water congealing for loading Nano cadmium sulphide
Glue both can generate suction-operated to organic pollutants, can also carry out photocatalysis to the organic pollutant of absorption up
Degradation, the synergistic effect of the two preferably handle the organic pollutant in water, are not easy to take off after solving adsorbent absorption pollutant
Attached problem, fixed photochemical catalyst on the hydrogel can be separated from the water in use, make Nanometer composite hydrogel
As a kind of recyclable water treatment agent.Nanometer composite hydrogel has preferable mechanical strength, chemical stability simultaneously
And thermal stability, better effect is shown in terms of sewage treatment.
Beneficial effects of the present invention: the composite hydrogel of tool amide groups provided by the invention and load Nano cadmium sulphide has
Preferable pore structure, absorption of the amide groups that huge specific surface area and hydrogel surface contain for organic pollutants
Effect is so that hydrogel has good adsorption effect for organic pollutants；It, can be with due to the loading of Nano cadmium sulphide
Photocatalytic degradation is carried out to the organic matter of absorption, while also greatly enhances the mechanical strength of hydrogel, hydrogel is made to recycle the longevity
It orders elongated.And the present invention, as carrier, adds original using absorption using the high-purity water gel of high energy low-temp radiating technology preparation
The method of position precipitating prepares Nano cadmium sulphide composite hydrogel, and preparation method is simple, and easily operated, production cost is relatively low.
Passing through radiation of visible light i.e. after composite hydrogel absorption organic matter can produce degradation regeneration, and product of the present invention is allow to repeat to make
With.
Detailed description of the invention
Fig. 1 is the tool amide groups that embodiment 1,4,6,8 provides and loads the composite hydrogel of Nano cadmium sulphide to organic matter
Adsorption effect；
Fig. 2 is the tool amide groups that embodiment 1 and embodiment 2 and embodiment 3 provide and load Nano cadmium sulphide compound water congealing
Glue is under the different intensities of light source to the treatment effect of organic matter.
Fig. 3 is monomer 2- hydroxy-ethyl acrylate (A), poly- (2- hydroxy-ethyl acrylate/N hydroxymethyl acrylamide) hydrogel
(B) and on poly- (2- hydroxy-ethyl acrylate/N hydroxymethyl acrylamide) hydrogel the infared spectrum comparison of cadmium sulfide (C) is loaded.
Specific embodiment
It loads Nano cadmium sulphide in situ on polyalcohol hydrogel, mainly comprises the steps that
Specifically, loading Nano cadmium sulphide in situ on polyalcohol hydrogel, mainly comprise the steps that
(1) it weighs appropriate carrier hydrogel to be modified and is placed in Cd (II) solution and vibrate for 24 hours, made by the absorption of carrier
It is adsorbed on carrier hydrogel with by Cd (II)；
(2) hydrogel in above-mentioned solution is filtered out, is dried, Na is subsequently placed in2It is vibrated for 24 hours in the solution of S.Na2The solution of S
The Cd (II) being adsorbed on carrier hydrogel is precipitated into cadmium sulfide as precipitating reagent to be carried on hydrogel, the color of hydrogel
Become orange-yellow, shows that CdS is generated, reaction is carried out at 25 ± 5 DEG C；
(3) composite hydrogel after precipitation reaction is filtered, is washed till neutrality with deionized water.Then in an oven with
45 ± 5 DEG C of drying, can be obtained composite hydrogel.
Have amide groups and load absorption degradation of the composite hydrogel to organic matter of Nano cadmium sulphide, concrete operations are as follows:
(1) composite hydrogel for weighing the dry tool amide groups to constant weight and load Nano cadmium sulphide is placed in quartz test tube
In,
(2) organic solution is added, quartz test tube is placed in photo catalysis reactor at 25 ± 5 DEG C and carries out absorption drop
Solution, the time be 12 hours, respectively measure organic solution reaction before with react after concentration.
The present invention is further described by embodiment, but the invention is not limited to following embodiments.
Embodiment 1
1, the N hydroxymethyl acrylamide monomer for weighing certain mass is dissolved in deionized water, as component A, then up
It states and a certain amount of 2- hydroxy-ethyl acrylate is added in solution as component B, distilled water is as component C, according to (A+B): C 1:4
(V/V) it is mixed, wherein A:B is 1:5 (mol/mol)；Ultrasonic 30min is uniformly mixed solution, fills N to mixed solution2With
Guarantee anaerobic state.
2, radiation polymerization technique: can by directly by be added refrigerant in a manner of, at a temperature of -78 DEG C, use60Co-γ
High-energy ray, control dose of radiation are 1 × 105Gy。
3, in situ to load Nano cadmium sulphide: the xerogel for weighing 0.5g is put into the conical flask of 100ml, is added 50ml's
The CdCl of 0.2mol/L2Solution, is placed in constant temperature oscillator to vibrate and filters out hydrogel afterwards for 24 hours, dries, is subsequently placed at room temperature
The Na of the 0.2mol/L of 50ml2It is vibrated for 24 hours in S solution.When the color of hydrogel becomes orange-yellow, show that CdS is generated；Using phase
The result indifference that same mole of nitric acid cadmium solution obtains.
4, the composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is carried out for 24 hours
The dark adsorption reaction of illumination is not added.After measured, composite hydrogel is to the adsorption capacity of organic pollutants bisphenol-A
8.37mg/g, removal rate 45%.Since the loading of Nano cadmium sulphide uses the longevity so that the mechanical strength of hydrogel greatly enhances
Life length, and suction-operated also enhances.
Embodiment 2
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -78 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.2mol/L, Na used2The concentration of S solution is 0.2mol/L；
It is irradiated when Nano cadmium sulphide composite hydrogel used is to bisphenol-A processing using 100W xenon lamp；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is inhaled for 24 hours
Additional optical shines catalytic degradation reaction.Composite hydrogel reaches 80% to the removal capacity 15.11mg/g of bisphenol-A, removal rate.Due to
The loading of Nano cadmium sulphide, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 3
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -78 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.2mol/L, Na used2The concentration of S solution is 0.2mol/L；
It is irradiated when Nano cadmium sulphide composite hydrogel used is to bisphenol-A processing using 500W xenon lamp；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is inhaled for 24 hours
Additional optical shines catalytic degradation reaction.Composite hydrogel reaches 95% to the removal capacity 18.51mg/g of bisphenol-A, removal rate.Due to
The loading of Nano cadmium sulphide, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 4
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -63 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.01mol/L, Na used2The concentration of S solution is 0.01mol/L；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is carried out for 24 hours not
Add the dark adsorption reaction of illumination.Composite hydrogel is 4.34mg/g, removal rate 24% to bisphenol-A adsorption capacity.Due to nano-sulfur
The loading of cadmium, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 5
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -78 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.01mol/L, Na used2The concentration of S solution is 0.01mol/L；
It is irradiated when Nano cadmium sulphide composite hydrogel used is to bisphenol-A processing using 500W xenon lamp；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is inhaled for 24 hours
Additional optical shines catalytic degradation reaction.Composite hydrogel reaches 50% to the removal capacity 9.51mg/g of bisphenol-A, removal rate.Due to
The loading of Nano cadmium sulphide, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 6
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -78 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.02mol/L, Na used2The concentration of S solution is 0.02mol/L；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is carried out for 24 hours not
Add the dark adsorption reaction of illumination.Composite hydrogel is 4.49mg/g, removal rate 25% to bisphenol-A adsorption capacity.Due to nano-sulfur
The loading of cadmium, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 7
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -63 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.02mol/L, Na used2The concentration of S solution is 0.02mol/L；
It is irradiated when Nano cadmium sulphide composite hydrogel used is to bisphenol-A processing using 500W xenon lamp；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is inhaled for 24 hours
Additional optical shines catalytic degradation reaction.Composite hydrogel reaches 55% to the removal capacity 10.21mg/g of bisphenol-A, removal rate.Due to
The loading of Nano cadmium sulphide, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 8
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -95 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.1mol/L, Na used2The concentration of S solution is 0.1mol/L；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is carried out for 24 hours not
Add the dark adsorption reaction of illumination.Composite hydrogel is 7.71mg/g, removal rate 40% to bisphenol-A adsorption capacity.Due to nano-sulfur
The loading of cadmium, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Embodiment 9
(A+B): C is 1:4 (V/V), and monomer solution proportioning: A:B is 1:5 (mol/mol)；
Radiation polymerization technique: it at a temperature of -63 DEG C, uses60Co- γ high-energy ray, control dose of radiation are 1 × 105Gy；
CdCl used2The concentration of solution is 0.1mol/L, Na used2The concentration of S solution is 0.1mol/L；
It is irradiated when Nano cadmium sulphide composite hydrogel used is to bisphenol-A processing using 500W xenon lamp；
The composite hydrogel of 0.1g load Nano cadmium sulphide is placed in the 50mg/L bisphenol-A solution of 40ml and is inhaled for 24 hours
Additional optical shines catalytic degradation reaction.Composite hydrogel reaches 65% to the removal capacity 12.87mg/g of bisphenol-A, removal rate.Due to
The loading of Nano cadmium sulphide, so that the mechanical strength of hydrogel greatly enhances, long service life, and suction-operated also enhances.
Application examples 1
Waste water is provided by Nanjing chemical plant, and wherein the content of bisphenol-A is about 50mg/L.By the waste water by centainly pre-
After processing, in the waste water of 1L, the desciccate of 1 gained composite hydrogel of 5g embodiment is added, light is not added at a temperature of 25 DEG C
Row oscillation treatment is shone into, after adsorbing for 24 hours, bisphenol-A adsorption rate is 60% in waste water；After reusing 500W light source irradiation 12h,
The removal rate of bisphenol-A can reach 99% or more.
Application examples 2
Due to the pollution of neighbouring industrial wastewater discharge, certain pollution of lake water head site by certain bisphenol-A, wherein content is about
For 10mg/L.By the lake water collecting part water sample, after certain pretreatment, 2 gained of 1g embodiment is added in 1L water sample
Illumination is not added at a temperature of 25 DEG C and carries out oscillation treatment, after adsorbing for 24 hours, in water sample for the desciccate of composite hydrogel
Bisphenol-A adsorption rate is 54%.After reusing 500W light source irradiation 12h, the removal rate of bisphenol-A can reach 99.9% or more.
Application examples 3
Certain sanitary sewage being contaminated, wherein the content of bisphenol-A is about 1mg/L.The sanitary sewage is passed through centainly
After pretreatment, in the waste water of 1L, the desciccate of 8 gained composite hydrogel of 2g embodiment is added, is not added at a temperature of 25 DEG C
Illumination carries out oscillation treatment, and after adsorbing for 24 hours, the bisphenol-A in water sample is reduced to 0.25mg/L or less.Reuse 500W light source
After irradiating 12h, the concentration of bisphenol-A drops to 0.02mg/L or less in treated water sample.
It should be pointed out that application of the composite hydrogel of the present invention in water process is not limited to above application examples, it is compound
The dosage of hydrogel can be made according to the content of organic matter each in water and be adaptively adjusted.
Claims (6)
1. a kind of tool amide groups and the composite hydrogel preparation method for loading photocatalyst of Nano cadmium sulphide, it is characterized in that first by 2-
Hydroxy-ethyl acrylate, N hydroxymethyl acrylamide and distilled water, which uniformly mix to be irradiated to polymerize, obtains polyalcohol hydrogel, wherein
2- hydroxy-ethyl acrylate, N hydroxymethyl acrylamide monomer mole ratio 2:3, and using the polyalcohol hydrogel as template in-situ precipitate
Load photocatalyst of Nano cadmium sulphide；
Using in-situ precipitate is carried out again after hydrogel absorption cadmium salt soln, cadmium salt soln is dense for the synthesis of the Nanometer composite hydrogel
Degree is 0.01mol/L to 0.2mol/L；Na is reused later using the hydrogel Adsorption of Cadmium of synthesis2S solution will be adsorbed onto
Cadmium ion on hydrogel is precipitated as photocatalyst of Nano cadmium sulphide；
Cadmium salt for in-situ precipitate is divalent cadmium salt, and divalent cadmium salt is any one of cadmium nitrate, caddy；
Irradiation polymerization is that the aqueous solution of 2- hydroxy-ethyl acrylate and N hydroxymethyl acrylamide carries out under protective gas atmosphere；It protects
Protecting gas is on gas of the polymerization without influence, and to exclude oxygen in air, protective gas is nitrogen, helium or argon gas；
Use Na2S solution carries out precipitation reaction to the cadmium ion that is adsorbed on hydrogel, and when reaction stirs 24 h；When hydrogel
Color becomes orange-yellow, shows that CdS is generated, reaction is carried out at 25 ± 5 DEG C；The hydrogel refer to 2- hydroxy-ethyl acrylate and
N hydroxymethyl acrylamide mixes with water and is irradiated resulting hydrogel after completely dissolution with ultrasonic treatment 0.5h.
2. preparation method according to claim 1, it is characterized in that protective gas is nitrogen.
3. preparation method according to claim 1 uses deionized water it is characterized in that the hydrogel after precipitation reaction is filtered
It is washed till neutrality；Then it is dried in an oven with 45 ± 5 DEG C, Nano cadmium sulphide composite hydrogel can be obtained.
4. what one of -3 preparation methods obtained according to claim 1 has amide groups and loads the compound of photocatalyst of Nano cadmium sulphide
Hydrogel is applied in water process, for removing Organic substance in water incretion interferent bisphenol-A；Photochemical catalyst to organic matter
Light source used by degradation reaction is xenon lamp.
5. the composite hydrogel according to claim 4 is applied in water process, the xenon lamp light intensity be 100W or
500W。
6. composite hydrogel according to claim 4 is applied in water process, the tool amide groups and load nano-sulfur
The composite hydrogel of cadmium absorbs organic pollutants, carries out thermostatic absorption at 25 ± 5 DEG C, the time be for 24 hours with
On, a large amount of organic pollutants can be adsorbed.
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