CN102500338B - PFOA (perfluorooctanoic acid) adsorbent and preparation method thereof - Google Patents
PFOA (perfluorooctanoic acid) adsorbent and preparation method thereof Download PDFInfo
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- CN102500338B CN102500338B CN 201110376867 CN201110376867A CN102500338B CN 102500338 B CN102500338 B CN 102500338B CN 201110376867 CN201110376867 CN 201110376867 CN 201110376867 A CN201110376867 A CN 201110376867A CN 102500338 B CN102500338 B CN 102500338B
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- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 239000003463 adsorbent Substances 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title abstract description 5
- 235000007164 Oryza sativa Nutrition 0.000 claims abstract description 29
- 235000009566 rice Nutrition 0.000 claims abstract description 29
- 239000000463 material Substances 0.000 claims abstract description 22
- 241000209094 Oryza Species 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 28
- 239000010903 husk Substances 0.000 claims description 28
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 238000010560 atom transfer radical polymerization reaction Methods 0.000 claims description 21
- 101710141544 Allatotropin-related peptide Proteins 0.000 claims description 20
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 14
- 239000012634 fragment Substances 0.000 claims description 11
- 229910021589 Copper(I) bromide Inorganic materials 0.000 claims description 9
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 9
- -1 bromine acylbromide Chemical class 0.000 claims description 9
- 229910052794 bromium Inorganic materials 0.000 claims description 9
- ODWXUNBKCRECNW-UHFFFAOYSA-M bromocopper(1+) Chemical compound Br[Cu+] ODWXUNBKCRECNW-UHFFFAOYSA-M 0.000 claims description 9
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 6
- 229920000768 polyamine Polymers 0.000 claims description 6
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- DWFKOMDBEKIATP-UHFFFAOYSA-N n'-[2-[2-(dimethylamino)ethyl-methylamino]ethyl]-n,n,n'-trimethylethane-1,2-diamine Chemical group CN(C)CCN(C)CCN(C)CCN(C)C DWFKOMDBEKIATP-UHFFFAOYSA-N 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 abstract description 2
- 240000007594 Oryza sativa Species 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000011521 glass Substances 0.000 description 12
- 238000001035 drying Methods 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 238000007789 sealing Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920006926 PFC Polymers 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000002957 persistent organic pollutant Substances 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention provides a PFOA (perfluorooctanoic acid) adsorbent and a preparation method thereof. The parent material of the PFOA adsorbent is broken rice hulls, wherein amino groups are contained on the surface of the adsorbent. PFOA can be effectively removed by using the PFOA adsorbent.
Description
Technical field
The invention belongs to water-treatment technology field, particularly a kind of sorbing material of removing PFOA and preparation method thereof.
Background technology
ATRP (Atom Transfer Radical Polymerization, ATRP) reaction condition gentleness is controlled, and monomer selectivity is extensive, and synthetic polymer dealer measures narrowly distributing (Mw/Mn=1.1-1.5), synthetic line is simple, and the MOLECULE DESIGN ability is strong.The atom transition free radical polymerization reaction that cause on the surface is used to the functional material that polymer brush is contained on the surface, but less for the preparation of the research of sorbing material.
(Perfluorinated Compound PFCs) has persistence, biological accumulation and bio-toxicity to perfluorochemical, is new class POPs material.Perfluoro caprylic acid (PFOA) is one of PFCs material that is most widely used, and it pollutes and also causes extensive concern.The use amount of China PFOA is about 100 tons/year.PFOA has strong than strong water-soluble, and extended residual is in water environment easily.Ubiquity PFOA in various degree pollutes in researcher's the survey showed that China's surface water, underground water and the running water.Therefore, the removal technical research of PFOA is significant.
PFOA is stable in properties in environment, and conventional arts such as biodegradation, redox are difficult to its removal.Know-how such as the Zero-valent Iron reduction in the ultrasonic radiation under the ar gas environment, the critical water and ultra-violet radiation can still need particular surroundings and cost higher with the PFOA degraded in the aqueous solution.Absorption method is the sewage disposal technology of using always, studies show that absorption method can effectively remove the PFOA in the water, and wherein sorbing material such as activated carbon and resin is more to the removal research of PFOA.Yet existing sorbing material be not very desirable aspect the removal PFOA.The active carbon adsorption amount is lower, and the price height of resin own.Therefore, remain the adsorbent of FPOA in the removal water of development of new.
Summary of the invention
The present invention is intended to solve at least one of technical problem that exists in the prior art.The objective of the invention is to the sorbing material by a kind of PFOA of removal of ATRP (ATRP) technological development.
For this reason, the present invention proposes a kind of PFOA adsorbent, its fertile material is the rice husk fragment, and wherein, amino is contained on the surface of described adsorbent.Utilize this PFOA adsorbent can remove PFOA effectively.
According to embodiments of the invention, above-mentioned PFOA adsorbent can also have following additional technical feature:
According to one embodiment of present invention, the granularity of described adsorbent is 1-2mm.
According to one embodiment of present invention, the adsorbance of PFOA is 1.8-2.4mmol/g.
According to another aspect of the invention, the invention allows for a kind of method for preparing above-mentioned PFOA adsorbent, it may further comprise the steps: be reflected at the rice husk surface by ATRP and connect the GMA polymer, in order to form RH-g-p (GMA); And amino in described RH-g-p (GMA) connection by aminating reaction, in order to obtain described PFOA adsorbent.Utilize this method, can prepare above-mentioned PFOA adsorbent effectively, thereby can remove PFOA effectively.
According to embodiments of the invention, said method can also have following additional technical feature:
According to one embodiment of present invention, describedly be reflected at rice husk surface by ATRP and connect the GMA polymer and further may further comprise the steps: 40-50 purpose rice husk fragment is mixed with carrene, bromine acylbromide, pyridine, and react 24 hours down with acquisition ATRP reaction initiator RH-Br in 25 ℃; And in reaction vessel, with described ATRP reaction initiator RH-Br and N, N-dimethyl formyl, GMA, H
2O and 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part mixes, and in mixture, under the condition of logical nitrogen, add cuprous bromide and copper bromide mixture, and under 45 ℃, in shaking table, react 2-3h, obtain RH-g-p (GMA) in order to connect the GMA polymer on the rice husk surface.
According to one embodiment of present invention, described material usage ratio is as follows: 0.5g rice husk fragment: 15mL carrene: 3mL bromine acylbromide: 1mL pyridine; 0.05g RH-Br: 2mL N, N-dimethyl formyl: 3mLGMA: 1mL H
2O: 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part: 45mg cuprous bromide: 9mg copper bromide.
According to one embodiment of present invention, described amino in described RH-g-p (GMA) connection by aminating reaction, forming described PFOA adsorbent further comprises: RH-g-p (GMA) is mixed with polyamines and oxolane, react 6-12h under 25 ℃ in shaking table.
According to one embodiment of present invention, described polyamine compounds is ethylenediamine and diethylenetriamine, and the ratio of described material is: 0.1g RH-g-p (GMA): 2mL polyamines: 2mL oxolane.
According to embodiments of the invention, a kind of method except PFOA in anhydrating has also been proposed, it is characterized in that, comprising: water is contacted predetermined time with foregoing PFOA adsorbent.Those skilled in the art can determine amount and the needed time of required PFOA adsorbent according to the content of PFOA in the water, do not repeat them here.
PFOA adsorbent of the present invention has the following advantages: rice husk is the abundant biomaterial of a kind of cheapness, the present invention carries out modification with the ATRP method to rice husk, amino evenly is connected on the rice husk surface, makes a kind of granularity and be 1-2mm, be the adsorbent of 1.8-2.4mmol/g to the adsorbance of PFOA.Compare with acticarbon, to the adsorbance height of PFOA; Polymer is connected on the rice husk surface by chemical bond-linking, so the surface amino groups difficult drop-off.
Additional aspect of the present invention and advantage part in the following description provide, and part will become obviously from the following description, or recognize by practice of the present invention.
The specific embodiment
Describe embodiments of the invention below in detail, these embodiment only are used for explanation the present invention, and can not be interpreted as limitation of the present invention.If clearly do not list in an embodiment, the material that then adopts, method are routine operation commonly used in this area.
Conventional method
The method for preparing the PFOA adsorbent:
1, rice husk is crushed to the 40-50 order, the thorough wash clean of deionized water, 25 ℃ are dry down;
2, insert the ATRP priming site on rice husk fragment surface: the rice husk fragment that every 0.5g is above-mentioned, add in the solution of 15mL carrene, 3mL bromine acylbromide, 1mL pyridine, 25 ℃ are reacted 24h down, are follow-up ATRP prepared in reaction initator RH-Br;
3, be reflected at the rice husk surface by ATRP and connect the GMA polymer, form RH-g-p (GMA): every 0.05g RH-Br adds 2mL N, N-dimethyl formyl, 3mL GMA, 1mL H
2O and 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part feeds nitrogen flooding except the oxygen in the bottle, and adds 45mg cuprous bromide and 9mg copper bromide mixture under the condition of logical nitrogen, after waiting to ventilate 10 minutes, with the reaction vessel sealing, prevent that air from entering, placing rotating speed is 150 rev/mins shaking table, and temperature constant is 45 ℃, reaction 2-3h, clean with acetone and oxolane, just make RH-g-p (GMA) after to be dried;
4, connect amino at RH-g-p (GMA) by aminating reaction, forming PFOA adsorbent: every 0.1gRH-g-p (GMA) adds in 2mL ethylenediamine or 2mL person's diethylenetriamine and the 2mL oxolane mixed solution, placing rotating speed is 150 rev/mins shaking table, temperature constant is 45 ℃ of reaction 6-12h, replace washes clean with acetone and deionized water, just make the rice husk adsorbing material after the drying.
The measuring method of adsorbance:
The 0.01g adsorbent is joined 100mL to be contained in the aqueous solution of 0.372mmol/LPFOA, adjusting pH value of solution with the NaOH of the hydrochloric acid of 0.1mol/L and 0.1mol/L is 5, temperature constant is 25 ℃, shaking speed is 150 rev/mins, adsorption time is 24 hours, surveys the concentration of PFOA with liquid chromatography.
Adsorbance is calculated according to following formula:
q＝(C
0-C
e)V/W
Wherein: q-adsorbance (mmol/g); C
0PFOA concentration (mmol/L) before-absorption; C
e-absorption back PFOA concentration (mmol/L); V-liquor capacity (L); W-adsorbent dry weight (g).
Embodiment 1
In the present embodiment, prepare the PFOA adsorbent according to the following step:
(1) get 0.5g rice husk fragment, add in the solution of 15mL carrene, 3mL bromine acylbromide, 1mL pyridine, 25 ℃ are reacted 24h down, are follow-up ATRP prepared in reaction initator RH-Br;
(2) 0.05g RH-Br is put into glass tube, add 2mL N successively, N-dimethyl formyl, 3mL GMA, 1mL H
2O and 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part feeds nitrogen flooding except the oxygen in the bottle, and adds 45mg cuprous bromide and 9mg copper bromide mixture under the condition of logical nitrogen, after waiting to ventilate 10 minutes, with the glass tube sealing, prevent that air from entering, placing rotating speed is 150 rev/mins shaking table, and temperature constant is 45 ℃, reaction 2h, with making RH-g-p (GMA) after acetone and the oxolane cleaning, drying;
(3) 0.1g RH-g-p (GMA) adding is equipped with in the glass tube of 2mL ethylenediamine and 2mL oxolane, placing rotating speed is that temperature constant is 25 ℃ in 150 rev/mins the shaking table, reaction 12h, replace washes clean with acetone and deionized water, just make the rice husk adsorbing material after the drying;
According to the measuring method of adsorbance described above, calculate the adsorbance of prepared PFOA adsorbent, the result is adsorbance 1.8mmol/g.
Embodiment 2
In the present embodiment, prepare the PFOA adsorbent according to the following step:
(1) get 0.5g rice husk fragment, add in the solution of 15mL carrene, 3mL bromine acylbromide, 1mL pyridine, 25 ℃ are reacted 24h down, are follow-up ATRP prepared in reaction initator RH-Br;
(2) 0.05g RH-Br is put into glass tube, add 2mL N successively, N-dimethyl formyl, 3mL GMA, 1mL H
2O and 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part feeds nitrogen flooding except the oxygen in the bottle, and adds 45mg cuprous bromide and 9mg copper bromide mixture under the condition of logical nitrogen, after waiting to ventilate 10 minutes, with the glass tube sealing, prevent that air from entering, placing rotating speed is 150 rev/mins shaking table, and temperature constant is 45 ℃, reaction 3h, with making RH-g-p (GMA) after acetone and the oxolane cleaning, drying;
(3) 0.1g RH-g-p (GMA) adding is equipped with in the glass tube of 2mL ethylenediamine and 2mL oxolane, placing rotating speed is that temperature constant is 25 ℃ in 150 rev/mins the shaking table, reaction 12h, replace washes clean with acetone and deionized water, just make the rice husk adsorbing material after the drying;
According to the measuring method of adsorbance described above, calculate the adsorbance of prepared PFOA adsorbent, the result is adsorbance 2.1mmol/g.
Embodiment 3
In the present embodiment, prepare the PFOA adsorbent according to the following step:
(1) get 0.5g rice husk fragment, add in the solution of 15mL carrene, 3mL bromine acylbromide, 1mL pyridine, 25 ℃ are reacted 24h down, are follow-up ATRP prepared in reaction initator RH-Br;
(2) 0.05g RH-Br is put into glass tube, add 2mL N successively, N-dimethyl formyl, 3mL GMA, 1mL H
2O and 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part feeds nitrogen flooding except the oxygen in the bottle, and adds 45mg cuprous bromide and 9mg copper bromide mixture under the condition of logical nitrogen, after waiting to ventilate 10 minutes, with the glass tube sealing, prevent that air from entering, placing rotating speed is 150 rev/mins shaking table, and temperature constant is 45 ℃, reaction 3h, with making RH-g-p (GMA) after acetone and the oxolane cleaning, drying;
(3) 0.1g RH-g-p (GMA) adding is equipped with in the glass tube of 2mL ethylenediamine and 2mL oxolane, placing rotating speed is that temperature constant is 25 ℃ in 150 rev/mins the shaking table, reaction 6h, replace washes clean with acetone and deionized water, just make the rice husk adsorbing material after the drying;
According to the measuring method of adsorbance described above, calculate the adsorbance of prepared PFOA adsorbent, the result is adsorbance 2.0mmol/g.
Embodiment 4
In the present embodiment, prepare the PFOA adsorbent according to the following step:
(1) get 0.5g rice husk fragment, add in the solution of 15mL carrene, 3mL bromine acylbromide, 1mL pyridine, 25 ℃ are reacted 24h down, are follow-up ATRP prepared in reaction initator RH-Br;
(2) 0.05g RH-Br is put into glass tube, add 2mL N successively, N-dimethyl formyl, 3mL GMA, 1mL H
2O and 100 μ L 1,1,4,7,10,10-hexamethyl three (Asia) ethene tetramine part feeds nitrogen flooding except the oxygen in the bottle, and adds 45mg cuprous bromide and 9mg copper bromide mixture under the condition of logical nitrogen, after waiting to ventilate 10 minutes, with the glass tube sealing, prevent that air from entering, placing rotating speed is 150 rev/mins shaking table, and temperature constant is 45 ℃, reaction 3h, with making RH-g-p (GMA) after acetone and the oxolane cleaning, drying;
(3) 0.1g RH-g-p (GMA) adding is equipped with in the glass tube of 2mL diethylenetriamine and 2mL oxolane, placing rotating speed is that temperature constant is 25 ℃ in 150 rev/mins the shaking table, reaction 12h, replace washes clean with acetone and deionized water, just make the rice husk adsorbing material after the drying;
According to the measuring method of adsorbance described above, calculate the adsorbance of prepared PFOA adsorbent, the result is adsorbance 2.4mmol/g.
In the description of this specification, concrete feature, structure, material or characteristics that the description of reference term " embodiment ", " some embodiment ", " example ", " concrete example " or " some examples " etc. means in conjunction with this embodiment or example description are contained at least one embodiment of the present invention or the example.In this manual, the schematic statement to above-mentioned term not necessarily refers to identical embodiment or example.And concrete feature, structure, material or the characteristics of description can be with the suitable manner combination in any one or more embodiment or example.
Although illustrated and described embodiments of the invention, those having ordinary skill in the art will appreciate that: can carry out multiple variation, modification, replacement and modification to these embodiment under the situation that does not break away from principle of the present invention and aim, scope of the present invention is limited by claim and equivalent thereof.
Claims (4)
1. a method for preparing the PFOA adsorbent is characterized in that, may further comprise the steps:
Be reflected at rice husk (RH) surface by ATRP and connect the GMA polymer, in order to form RH-g-pGMA; And
Connect amino by aminating reaction at described RH-g-pGMA, in order to obtain described PFOA adsorbent,
Wherein, describedly be reflected at rice husk surface by ATRP and connect the GMA polymer and further may further comprise the steps:
40-50 purpose rice husk fragment is mixed with carrene, bromine acylbromide, pyridine, and react 24 hours down to obtain ATRP reaction initiator RH-Br in 25 ℃; And
In reaction vessel, with described ATRP reaction initiator RH-Br and N, N-dimethyl formyl, GMA, H
2O and 1,1,4,7,10,10-hexamethyl triethylene tetramine part mixes, and in mixture, under the condition of logical nitrogen, add cuprous bromide and copper bromide mixture, and under 45 ℃, in shaking table, react 2-3h, obtain RH-g-pGMA in order to connect the GMA polymer on the rice husk surface.
2. method according to claim 1 is characterized in that described material usage ratio is as follows:
0.5g rice husk fragment: 15mL carrene: 3mL bromine acylbromide: 1mL pyridine;
0.05g RH-Br:2mL N, N-dimethyl formyl: 3mL GMA:1mL H
2O:100 μ L1,1,4,7,10,10-hexamethyl triethylene tetramine part: 45mg cuprous bromide: 9mg copper bromide.
3. method according to claim 1 is characterized in that, and is described amino in described RH-g-pGMA connection by aminating reaction, forms described PFOA adsorbent and further comprises:
RH-g-pGMA is mixed with polyamines and oxolane, under 25 ℃, in shaking table, react 6-12h.
4. method according to claim 3, it is characterized in that: described polyamines is ethylenediamine and diethylenetriamine, and the ratio of described material is: 0.1g RH-g-pGMA:2mL polyamines: 2mL oxolane.
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| CN102784621A (en) * | 2012-08-29 | 2012-11-21 | 西南科技大学 | Method for preparing biomass adsorption material based on modified rice husks |
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| 季铵化改性木屑纤维素的制备及对氟离子的吸附研究;钱晓荣等;《环境污染与防治》;20091031;第31卷(第10期);第1.2.1,1.2.2节 * |
| 钱晓荣等.季铵化改性木屑纤维素的制备及对氟离子的吸附研究.《环境污染与防治》.2009,第31卷(第10期), |
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