CN110040843A - A kind of anthraquinone compounds are fixed on the preparation method and application of inorganic filler surface - Google Patents
A kind of anthraquinone compounds are fixed on the preparation method and application of inorganic filler surface Download PDFInfo
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- CN110040843A CN110040843A CN201910357681.XA CN201910357681A CN110040843A CN 110040843 A CN110040843 A CN 110040843A CN 201910357681 A CN201910357681 A CN 201910357681A CN 110040843 A CN110040843 A CN 110040843A
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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
- C02F3/00—Biological treatment of water, waste water, or sewage
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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
- C02F3/00—Biological treatment of water, waste water, or sewage
- C02F3/02—Aerobic processes
- C02F3/10—Packings; Fillings; Grids
- C02F3/105—Characterized by the chemical composition
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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
- C02F3/00—Biological treatment of water, waste water, or sewage
- C02F3/28—Anaerobic digestion processes
- C02F3/2806—Anaerobic processes using solid supports for microorganisms
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/16—Nitrogen compounds, e.g. ammonia
- C02F2101/163—Nitrates
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/308—Dyes; Colorants; Fluorescent agents
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W10/00—Technologies for wastewater treatment
- Y02W10/10—Biological treatment of water, waste water, or sewage
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Abstract
The invention belongs to water treatment fields, specifically the process field of the waste water containing pollutant, are related to the preparation method and application that a kind of anthraquinone compounds are fixed on inorganic filler surface.The present invention reacts chloropropyl silane coupling agent and inorganic filler, obtains the modification inorganic filler of chloropropyl substrate surface, then carry out dehydrochlorination reaction under the action of acid binding agent with containing aminoanthraquinone compound, obtains the inorganic filler of the fixed anthraquinone compounds in surface.The inorganic filler of the fixed anthraquinone compounds in the surface obtained using the present invention can accelerate the degradation of the pollutants such as azo dyes, nitrate, it may be reused, and raw material sources are extensive, reaction step is few, at low cost, can be widely used in the wastewater treatment containing azo dyes, nitrate etc..
Description
Technical field
The present invention relates to engineering of water treatment fields, and in particular to a kind of anthraquinone compounds are fixed on the system of inorganic filler surface
Preparation Method and application.
Background technique
With the development of the social economy, the constantly growth of population and the demand to industrial and agricultural products are higher and higher, many contains
The wastewater discharge of the pollutant of heavy metal and difficult for biological degradation is increasing, makes water quality severe exacerbation, finally to human health
And the entire nature ecosphere all causes to seriously endanger.For example azo dyes is since synthetic method is simple, structure is changeable, is to spin
Fabric clothes most widely used one kind synthetic dyestuffs in dyeing and printing process, are chiefly used in natural and synthetic fibers dyeing and print
Flower.Under some specific conditions, it, which can be decomposed, generates more than 20 kinds of carcinogenic aromatic amines, ties by the DNA that activation changes human body
Structure is so as to cause lesion and induces cancer.There are about the dyestuffs of 10-15% to be lost in dyeing waste water in dyeing process, influences
Aquatile and microorganism growth, generate serious harm to receiving water body, finally influence human health, wherein just including that azo contaminates
Material.
Nitrate is the another kind of chemical substance to human body and environment with larger harm.The chemical fertilizer excessively applied, life
The ammoniacal nitrogen and nitrate nitrogen that sewage and excrement, trade effluent etc. contain enter natural environment via soil, water body etc., are to cause
One of main matter of water eutrophication.Ammoniacal nitrogen can only be generally changed into nitrate nitrogen, nitre state by routine biochemistry treatment process
The reduction of nitrogen can not be completed efficiently in general treatment process because denitrification efficiency is low.
Therefore, it is more taken seriously to the processing of this kind of waste water, wherein main processing method is chemical method and bioanalysis.
The application prospect of bioanalysis is more preferable, and it is also most widely used that especially anaerobic-aerobic disposal, which is the most effective of this kind of waste water of processing,
Method, how to improve micro-reduction dyestuff, the rate of nitrate anion be always this kind of technique emphasis.
Researcher has found that the redox mediators containing quinonyl can effectively accelerate the biology of azo dyes, nitrate etc.
Conversion process improves degradation rate.And the redox mediators containing quinonyl are added directly into water process body since molecular weight is smaller
It is easy to run off in system and causes secondary pollution and continuous dosing disadvantage at high cost.Redox mediators containing quinonyl are fixed on insoluble
In on the physical support of water, being more feasible industrial method, existing the advantages of can recycling, and do not allow to be easy to run off,
Avoid the generation of secondary pollution.
China's authorization patent of invention of Authorization Notice No. CN101862680B discloses a kind of porous inorganic filling materials-fixed quinone
The preparation method of compound effectively increases the degradation rate of azo dyes.The preparation method is in porous inorganic filling materials table
Face plates gama-alumina, is then handled with 3- amino triethoxysilane, so that primary amino group is contained on porous inorganic filling materials surface,
It is reacted again by the primary amino group with the anthraquinone compounds containing sulfonic acid chloride group, obtains the porous, inorganic that quinonyl is contained on surface and fill out
Material.This method there is a problem of following: (1) reaction step is long, and time-consuming, and ultimate yield is low, at high cost；(2) use contains sulphur
The anthraquinone compounds of acid chloride groups are easy to generate hydrogen chloride gas when contacting steam, and risk is big, need strict control raw
Environment is produced, affected inconvenient and cost is caused to improve；(3) although porous inorganic filling materials large specific surface area, internal is porous
Structure is easy to be blocked by flora in practical application, cannot play a role, often the quinone based compound, photosensitive article object on only surface can play work
With.
Therefore, the redox mediators containing quinonyl suitable physics not soluble in water is fixed on using suitable method to carry
On body, do not allow to be easy to run off and recycle to realize, but there is presently no reports preferable physical support and easier to be solid
Determine method.
Summary of the invention
It is an object of the invention to overcome prior art defect, a kind of anthraquinone compounds are provided and are fixed on inorganic filler surface
Preparation method.
It is another object of the present invention to provide the applications that a kind of anthraquinone compounds are fixed on inorganic filler surface.
Technical scheme is as follows:
A kind of anthraquinone compounds are fixed on the preparation method of inorganic filler surface, include the following steps,
S1, by the dilute hydrochloric acid of the first organic solvent, chloropropyl silane coupling agent and mass concentration 0.05-0.2wt% in room
It temperature lower stirring 0.5-2 hours, is added in inorganic filler, is warming up to no more than 80 DEG C, reacts 1-5 hours, cool down, filter, filter
Solid is dry with washes of absolute alcohol 3 times out, obtains modified by chloropropyl by inorganic filler；
S2, by modified by chloropropyl by inorganic filler that step S1 is obtained, containing aminoanthraquinone compound, the second organic solvent and tie up
Sour agent is added in container, is stirred to react at 10-15 DEG C 1-10 hours, is warming up to 55-60 DEG C, is stirred 1-5 hours, filtering,
It filters out solid to be cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, it is dry, it obtains to surface and is fixed with anthraquinone compounds
Inorganic filler.
Preferably, the weight of the first organic solvent described in step S1, chloropropyl silane coupling agent, dilute hydrochloric acid and inorganic filler
Amount is than being 0.5-2:0.05-0.2:0.005:1.
It is furthermore preferred that the second organic solvent described in the first organic solvent described in step S1 and step S2 be selected from methanol,
One of dehydrated alcohol, isopropanol, normal propyl alcohol, ethyl acetate, butyl acetate, tetrahydrofuran, methyl ethyl ketone, toluene and dimethylbenzene
Or it is several.
It is further preferred that the first organic solvent be selected from one of methanol, dehydrated alcohol, isopropanol and ethyl acetate or
It is several.
It is further preferred that the second organic solvent be selected from one of dehydrated alcohol, tetrahydrofuran, toluene and methyl ethyl ketone or
It is several.
It is furthermore preferred that chloropropyl silane coupling agent described in step S1 is selected from 3- r-chloropropyl trimethoxyl silane, 3- chlorine third
One of ethyl triethoxy silicane alkane, 3- chloropropylmethyldimethoxysilane and 3- chloropropyl diethoxy silane are several
Kind.
It is furthermore preferred that inorganic filler described in step S1 is selected from wollastonite, talcum powder, mica powder, calcium carbonate, clay, recessed
One or more of convex stick soil, montmorillonite and solid glass micro-bead.Wherein, calcium carbonate can be selected from germplasm calcium carbonate or lightweight carbon
Sour calcium.
The partial size of inorganic filler is smaller, can have biggish specific surface area, and it is solid to improve Unit Weight inorganic filler surface
Determine the amount of anthraquinone compounds, but the partial size of inorganic filler can not be too low, finds that the partial size of inorganic filler is lower than in experiment
100nm is unfavorable for the degradation of azo dyes instead.
Preferably, modified by chloropropyl by inorganic filler described in step S2, contain aminoanthraquinone compound and the second organic solvent
Weight ratio be 1:0.2-0.4:3-8；Containing the amino molal quantity in aminoanthraquinone compound and described acid is tied up described in step S2
The mole ratio of agent is 1:1.05-2.
It is furthermore preferred that being selected from 2- amino anthraquinones containing aminoanthraquinone compound described in step S21- amino anthraquinones1- AMINO 2 BROMO 4 HYDROXY ANTHRAQUINONE1- amino-2-methyl anthraquinone1,2- diamino-anthraquinone1,4- diamino-anthraquinone2,6- diamino-anthraquinone1,8- diamino-anthraquinone1,5- diamino-anthraquinoneWith 1,5- dihydroxy -4,8- diamino-anthraquinoneOne or more of.
It is furthermore preferred that acid binding agent described in step S2 is selected from triethylamine, pyridine, triethanolamine, diethanol amine, N, N- bis- is different
One or more of propylethylamine, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide.
Fixed the inorganic of anthraquinone compounds is filled out on the surface that preparation method described in a kind of any of the above-described embodiment is prepared
Material.
Fixed the inorganic of anthraquinone compounds is filled out on the surface that preparation method described in a kind of any of the above-described embodiment is prepared
Expect the application in water treatment field.
The present invention is utilized containing the dehydrochlorination reaction between the amino on aminoanthraquinone compound and chloropropyl group, and is adopted
With acid binding agent absorbing hydrogen chloride, the dehydrochlorination reaction between amino and chloropropyl is promoted, inorganic filler surface passes through chemistry
The fixed more anthraquinone compounds of key, have the characteristics that stability is good.
The beneficial effects of the present invention are:
(1) present invention uses cheap inorganic filler as physical support, from a wealth of sources, at low cost, not soluble in water；
(2) reaction step of the invention is few, reaction process is simple, at low cost, post-processes more convenient；
(3) present invention improves operability, reduces without the raw material for generating toxic and harmful gas is easily contacted with moisture
Harm to operator and environment；
(4) inorganic filler of the fixed anthraquinone compounds in the surface that the present invention obtains can obvious speedup azo dyes, nitrate
Degradation rate can continue to use and after simply handling.
Specific embodiment
Technical solution of the present invention is further explained and described below by way of specific embodiment.
If not specified, the number in following embodiments is all parts by weight.
Embodiment 1
The dilute hydrochloric acid of 50 parts of dehydrated alcohols, 6 parts of chloropropyl triethoxysilanes and 0.5 part of mass concentration 0.05wt% is existed
It stirs 0.5 hour at room temperature, is added in 100 part of 800 mesh powdered whiting, is warming up to 60 DEG C, be stirred to react 2 hours, cool down,
Filtering, filters out solid washes of absolute alcohol 3 times, dry, obtains modified by chloropropyl by powdered whiting.
Container is placed in 12 DEG C of water-bath, sequentially adds 100 parts of modified by chloropropyl by powdered whitings, 22 parts of 2- amino anthracenes
Quinone, 400 parts of tetrahydrofurans and 11 parts of triethylamines, are stirred to react 5 hours, are warming up to 55 DEG C, stir 3 hours, and filtering filters out solid
It is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, it is dry, it obtains to surface and is fixed with the heavy carbonic acid of anthraquinone compounds
Calcium.FT-IR analysis, product is in 1667cm-1There is strong sharp absorption peak in place, is that the feature of carbonyl in anthraquinone molecular structure is inhaled
Peak is received, in 1597cm-1There is the sharp absorption peak of moderate strength, is the hydrocarbon characteristic absorption peak on phenyl ring, shows anthraquinone
Close the surface that object is fixed on powdered whiting.The N element content of fixed front and back powdered whiting is measured using elemental analysis method,
The content that the fixed anthraquinone compounds in powdered whiting surface are obtained by calculation is 1.67mmol/g.
Embodiment 2
By 100 parts of dehydrated alcohols, the dilute hydrochloric acid of 10 parts of r-chloropropyl trimethoxyl silanes and 0.5 part of mass concentration 0.1wt%
It is stirred at room temperature 0.5 hour, is added in the solid glass microballoon of 30 μm of 100 parts of average grain diameters, be warming up to 45 DEG C, stirring is anti-
It answers 4 hours, cools down, filtering filters out solid washes of absolute alcohol 3 times, and it is dry, obtain modified by chloropropyl by solid glass microballoon 1.
Container is placed in 15 DEG C of water-bath, sequentially adds 100 parts of modified by chloropropyl by solid glass microballoons, 1,30 part of 1- ammonia
Base anthraquinone, 400 parts of toluene and 18 parts of triethylamines, are stirred to react 7 hours, are warming up to 60 DEG C, stir 2 hours, and filtering filters out solid
It is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, it is dry, it obtains to surface and is fixed with the solid glass of anthraquinone compounds
Microballoon 1.FT-IR analysis, product is in 1667cm-1There is strong sharp absorption peak in place, is the spy of carbonyl in anthraquinone molecular structure
Absorption peak is levied, in 1599cm-1There is the sharp absorption peak of moderate strength, is the hydrocarbon characteristic absorption peak on phenyl ring, shows anthracene
Naphtoquinone compounds are fixed on the surface of solid glass microballoon.The N of fixed front and back solid glass microballoon is measured using elemental analysis method
Constituent content, the content that the fixed anthraquinone compounds of solid glass microsphere surface are obtained by calculation is 1.39mmol/g.
Embodiment 3
Container is placed in 13 DEG C of water-bath, sequentially adds modified by chloropropyl by solid glass obtained in 100 parts of embodiments 2
1,30 part of 1,5- diamino-anthraquinone of microballoon, 500 parts of toluene and 30 parts of triethylamines, are stirred to react 7 hours, are warming up to 60 DEG C, stirring 2
Hour, filtering filters out solid and is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, and it is dry, it obtains to surface and is fixed with anthracene
The solid glass microballoon 2 of naphtoquinone compounds.The N element content of fixed front and back solid glass microballoon is measured using elemental analysis method,
The content that the fixed anthraquinone compounds of solid glass microsphere surface are obtained by calculation is 1.22mmol/g.
Embodiment 4
By 100 parts of dehydrated alcohols, the dilute hydrochloric acid of 15 parts of r-chloropropyl trimethoxyl silanes and 0.5 part of mass concentration 0.1wt%
It is stirred at room temperature 1 hour, is added in the solid glass microballoon of 120 μm of 100 parts of average grain diameters, be warming up to 65 DEG C, stirring is anti-
It answers 5 hours, cools down, filtering filters out solid washes of absolute alcohol 3 times, and it is dry, obtain modified by chloropropyl by solid glass microballoon 2.
Container is placed in 12 DEG C of water-bath, sequentially adds 100 parts of modified by chloropropyl by solid glass microballoons, 2,30 parts of 1- ammonia
Base anthraquinone, 600 parts of toluene and 18 parts of triethylamines, are stirred to react 7 hours, are warming up to 60 DEG C, stir 2 hours, and filtering filters out solid
It is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, it is dry, it obtains to surface and is fixed with the solid glass of anthraquinone compounds
Microballoon 3.The N element content that fixed front and back solid glass microballoon is measured using elemental analysis method, is obtained by calculation solid glass
The content of the fixed anthraquinone compounds of glass microsphere surface is 1.05mmol/g.
Embodiment 5
The dilute hydrochloric acid of 200 parts of isopropanols, 18 parts of chloropropyl triethoxysilanes and 0.5 part of mass concentration 0.1wt% is existed
It stirs 1 hour at room temperature, is added in 100 part of 1000 mesh talcum powder, is warming up to 60 DEG C, be stirred to react 4 hours, cool down, filtering,
It filters out solid washes of absolute alcohol 3 times, it is dry, obtain modified by chloropropyl by talcum powder.
Container is placed in 10 DEG C of water-bath, sequentially adds 100 parts of modified by chloropropyl by talcum powder, 35 parts of 1- amino -2- first
Base anthraquinone, 500 parts of tetrahydrofurans and 18 parts of pyridines, are stirred to react 6 hours, are warming up to 55 DEG C, stir 3 hours, filtering, filter out solid
Body is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, dry, is obtained to surface and is fixed with the talcum of anthraquinone compounds
Powder.The fixed anthracene in talcum powder surface is obtained by calculation in the N element content that fixed front and back talcum powder is measured using elemental analysis method
The content of naphtoquinone compounds is 1.81mmol/g.
Test
The degradation acceleration effect of azo dyes is tested: respectively consolidating surface in the inorganic filler of 2g blank, 2g embodiment 1-5
The inorganic fillers of anthraquinone compounds is determined with after normal saline flushing 3 times, is added to azo dyes drop of the 200ml containing logarithmic growth phase
It solves and carries out decoloration test in the Acid Red B of the 120mg/L of bacterial strain GYZ (staphylococcus sp.), measure Acid Red B concentration
It changes with time.The results are shown in Table 1.
To nitrate degradation acceleration effect test: anthracene is fixed on surface in the inorganic filler of 2g blank, 2g embodiment 1-5 respectively
The inorganic filler of naphtoquinone compounds is added to 200ml denitrifying microorganism containing logarithmic growth phase with after normal saline flushing 3 times
It is tested in the nitrate wastewater of 150mg/L, measurement nitrate concentration changes with time.The results are shown in Table 2.
Stability test: respectively by the inorganic filler physiological saline of the fixed anthraquinone compounds in surface in 2g embodiment 1-5
After rinsing 3 times, it is added to Degradation of Azo Dyes bacterial strain GYZ (staphylococcus sp.) of the 200ml containing logarithmic growth phase
Decoloration test is carried out in the Acid Red B of 120mg/L, the concentration of Acid Red B after measurement 8 hours.It again will the fixed anthracene of test rear surface
Decoloration test is carried out with Acid Red B according to the above method again after the inorganic filler of naphtoquinone compounds clear water and washes of absolute alcohol are dry
It 8 hours, tests 12 times repeatedly.The results are shown in Table 3.
1 Acid Red B of table degradation accelerated test result
As shown in Table 1, the inorganic filler of the fixed anthraquinone compounds in surface of the invention has significant promotion azo dyes
The effect of degradation, and the anthraquinone compounds content that inorganic filler surface is fixed is higher, and the degradation of azo dyes is brighter
It is aobvious.
2 nitrate of table degradation accelerated test result
As shown in Table 2, the inorganic filler of the fixed anthraquinone compounds in surface of the invention has significant promotion nitrate drop
The effect of solution, and the anthraquinone compounds content that inorganic filler surface is fixed is higher, it is brighter to the degradation acceleration of nitrate
It is aobvious.
3 Acid Red B stability to degradation measurement result of table
As shown in Table 3, the inorganic filler of the fixed anthraquinone compounds in the surface that the present invention obtains is accelerating azo dyes biology
Can also have preferable acceleration after Reusability 12 times in degradation.
In conclusion the inorganic filler azo dyes for the fixed anthraquinone compounds in surface that the present invention obtains, nitrate
Biodegrade has preferable acceleration, and stability is good, reusable, in the waste water containing azo dyes, nitrate
In can be widely applied.
The basic principles, principal features and advantages of the present invention have been shown and described in the above.Those skilled in the art answer
The present invention is not limited to the above embodiments for the understanding, and above-described embodiment is only presently preferred embodiments of the present invention, Bu Nengyi
This is limited the scope of implementation of the present invention, i.e. equivalent changes and modifications made in accordance with the scope of the invention and the contents of the specification, all
Should still it belong in the range of the present invention covers.The claimed scope of the invention is defined by appended claims and its equivalent.
Claims (10)
1. the preparation method that a kind of anthraquinone compounds are fixed on inorganic filler surface, it is characterised in that: include the following steps,
S1, by the dilute hydrochloric acid of the first organic solvent, chloropropyl silane coupling agent and mass concentration 0.05-0.2wt% at room temperature
Stirring 0.5-2 hours, is added in inorganic filler, is warming up to no more than 80 DEG C, reacts 1-5 hours, cools down, and filtering filters out solid
Body is dry with washes of absolute alcohol 3 times, obtains modified by chloropropyl by inorganic filler；
S2, the modified by chloropropyl by inorganic filler for obtaining step S1, contain aminoanthraquinone compound, the second organic solvent and acid binding agent
It is added in container, is stirred to react at 10-15 DEG C 1-10 hours, be warming up to 55-60 DEG C, stir 1-5 hours, filtering filters out
Solid is cleaned 3 times with deionized water, then with washes of absolute alcohol 3 times, dry, is obtained to surface and is fixed with the inorganic of anthraquinone compounds
Filler.
2. preparation method according to claim 1, it is characterised in that: the first organic solvent, chloropropyl described in step S1
Silane coupling agent, dilute hydrochloric acid and the weight ratio of inorganic filler are 0.5-2:0.05-0.2:0.005:1.
3. preparation method according to claim 1 or 2, it is characterised in that: the first organic solvent and step described in step S1
Second organic solvent described in rapid S2 is selected from methanol, dehydrated alcohol, isopropanol, normal propyl alcohol, ethyl acetate, butyl acetate, tetrahydro
One or more of furans, methyl ethyl ketone, toluene and dimethylbenzene.
4. preparation method according to claim 1 or 2, it is characterised in that: chloropropyl silane coupling agent described in step S1
Selected from 3- r-chloropropyl trimethoxyl silane, 3- chloropropyl triethoxysilane, 3- chloropropylmethyldimethoxysilane and 3- chlorine
One or more of hydroxypropyl methyl diethoxy silane.
5. preparation method according to claim 1 or 2, it is characterised in that: inorganic filler described in step S1 is selected from silicon ash
One or more of stone, talcum powder, mica powder, calcium carbonate, clay, attapulgite, montmorillonite and solid glass micro-bead.
6. preparation method according to claim 1, it is characterised in that: modified by chloropropyl by inorganic filler described in step S2,
Weight ratio containing aminoanthraquinone compound and the second organic solvent is 1:0.1-0.3:3-8；Contain amino anthraquinones described in step S2
The middle amino molal quantity of compound and the mole ratio of the acid binding agent are 1:1.05-2.
7. preparation method according to claim 1 or 6, it is characterised in that: contain aminoanthraquinone compound described in step S2
Selected from 2- amino anthraquinones1- amino anthraquinonesThe bromo- 4- hydroxyl of 1- amino -2-
Anthraquinone1- amino-2-methyl anthraquinone1,2- diamino-anthraquinone1,4- diamino-anthraquinone2,6- diamino-anthraquinone1,8- diamino-anthraquinone1,5- diamino-anthraquinoneWith 1,5- dihydroxy -4,8- diamino-anthraquinoneOne or more of.
8. preparation method according to claim 1 or 6, it is characterised in that: acid binding agent described in step S2 be selected from triethylamine,
Pyridine, triethanolamine, diethanol amine, N, in N- diisopropylethylamine, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide
It is one or more of.
9. fixed the inorganic of anthraquinone compounds is filled out on a kind of surface that the described in any item preparation methods of claim 1-8 are prepared
Material.
10. fixed the inorganic of anthraquinone compounds is filled out on a kind of surface that the described in any item preparation methods of claim 1-8 are prepared
Expect the application in water treatment field.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910357681.XA CN110040843B (en) | 2019-04-29 | 2019-04-29 | Preparation method and application of anthraquinone compound fixed on surface of inorganic filler |
| PCT/CN2020/087440 WO2020221242A1 (en) | 2019-04-29 | 2020-04-28 | Method for preparing inorganic filler with anthraquinone compound fixed on surface thereof and use thereof |
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| CN201910357681.XA CN110040843B (en) | 2019-04-29 | 2019-04-29 | Preparation method and application of anthraquinone compound fixed on surface of inorganic filler |
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| CN110040843B CN110040843B (en) | 2020-06-16 |
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| WO2020221242A1 (en) * | 2019-04-29 | 2020-11-05 | 厦门理工学院 | Method for preparing inorganic filler with anthraquinone compound fixed on surface thereof and use thereof |
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| CN112480461A (en) * | 2020-11-26 | 2021-03-12 | 黄寅福 | Preparation method and application of modified foaming polyurethane |
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| CN112480461A (en) * | 2020-11-26 | 2021-03-12 | 黄寅福 | Preparation method and application of modified foaming polyurethane |
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| WO2020221242A1 (en) | 2020-11-05 |
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