CN104402729A - Method for adsorbing 2,4-dinitrophenol by adopting silica-bonded dimethyl acrylic amino imidazole solid-phase extraction agent - Google Patents
Method for adsorbing 2,4-dinitrophenol by adopting silica-bonded dimethyl acrylic amino imidazole solid-phase extraction agent Download PDFInfo
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- CN104402729A CN104402729A CN201410748659.5A CN201410748659A CN104402729A CN 104402729 A CN104402729 A CN 104402729A CN 201410748659 A CN201410748659 A CN 201410748659A CN 104402729 A CN104402729 A CN 104402729A
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Abstract
The invention discloses a method for adsorbing 2,4-dinitrophenol by adopting a silica-bonded dimethyl acrylic amino imidazole solid-phase extraction agent. The method comprises the following steps: firstly filling the silica-bonded dimethyl acrylic amino imidazole solid-phase extraction agent into a solid phase extraction tube, additionally arranging a sieve plate to manufacture a solid-phase extraction column and enabling a solution containing the 2,4-dinitrophenol to flow through the solid-phase extraction column so as to realize the separation and the enrichment of the 2,4-dinitrophenol; then taking hydrochloric acid with a molar concentration of 0.5 mpl/L as an eluent to finish eluting of the solid-phase extraction column, wherein the structure of the solid-phase extraction agent is shown in the description. The silica-bonded dimethyl acrylic amino imidazole solid-phase extraction agent is simple in preparation process, novel in structure, high in enrichment multiple of the 2,4-dinitrophenol in the solution, easy to elute, high in adsorption speed, large in adsorbing capacity and unchanged in extraction recovery rate after being used for multiple times.
Description
Technical field
The invention belongs to silica gel bonded ionic liquid solid extracting agent technical field, be specifically related to a kind of method adopting silica gel bonded dimethyl propylene aminooimidazole solid extracting agent absorption 2,4-dinitrophenol.
Background technology
For solid phase extraction techniques, apparatus is ripe day by day, and novel solid extracting agent is also among constantly researching and developing.The exploitation of current solid extracting agent lays particular emphasis on the use range expanding sorbent material on the one hand, is the sorbent material that exploitation has highly selective on the other hand.
Utilize the Some features of ionic liquid itself, as there is good accumulation ability to benzene series derivative, alkylphenol, polycyclic aromatic hydrocarbons etc., therefore, by pollutent solid phase extraction adsorbents prepared by ionic liquid supported to solid carrier and come in enrichment and separate complex sample matrices, both ionic liquid thickness had been overcome, not easily be used as the shortcoming of extraction agent, greatly can reduce again the consumption of separation and concentration process intermediate ion liquid, comparatively easily reuse simultaneously, greatly reduce the refuse amount that analysis cost and analytical test process produce.In addition, this novel solid extracting agent can give full play to this advantage of ionic liquid designability, for same class analytic target, designs the ionic liquid of the functionalization of corresponding construction, this class target compound of selective separation enrichment.
Summary of the invention
The technical problem that the present invention solves there is provided a kind of method adopting silica gel bonded dimethyl propylene aminooimidazole solid extracting agent absorption 2,4-dinitrophenol, wherein solid extracting agent novel structure, stable performance, to the selective adsorption of 2,4-dinitrophenol, and can recycled for multiple times.
For solving the problems of the technologies described above, the present invention adopts following technical scheme: the silica gel bonded dimethyl propylene aminooimidazole solid extracting agent absorption 2 of a kind of employing, the method of 4-dinitrophenol, it is characterized in that: first silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is filled in solid phase extraction tube, add upper sieve plate and make solid phase extraction column, again will containing 2, the solution of 4-dinitrophenol passes through solid phase extraction column, can 2 be realized, the separation and concentration of 4-dinitrophenol, then be the hydrochloric acid of 0.5mol/L completes solid phase extraction column wash-out as elutriant by volumetric molar concentration, described solid extracting agent has following structure:
。
Further preferably, the preparation method of described silica gel bonded dimethyl propylene aminooimidazole solid extracting agent comprises the following steps:
(1) synthesis of chloropropyl silica gel
5g activated silica gel and 5mL 3-chloropropyl triethoxysilane are placed in 250mL flask, take dry toluene as solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, deionized water and washed with methanol successively, is then placed in loft drier and obtains chloropropyl silica gel in 60 DEG C of dry 10h;
(2) synthesis of imidazolitm chloride bonded silica gel
The chloropropyl silica gel obtained by 5g step (1) and 5g imidazoles are placed in 250mL flask, take dry toluene as solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, ethanol and washed with methanol successively, is then placed in loft drier and obtains imidazolitm chloride bonded silica gel in 60 DEG C of dry 10h;
(3) synthesis of silica gel bonded dimethyl propylene aminooimidazole solid extracting agent
The imidazolitm chloride bonded silica gel obtained by 5g step (2) and 3g 3-dimethylamino-propyl villaumite hydrochlorate are placed in 250mL flask, take ethanol as solvent, 90 DEG C of stirring and refluxing 24h, filter, solid particulate washing with alcohol, is then placed in loft drier and obtains silica gel bonded dimethyl propylene aminooimidazole solid extracting agent in 60 DEG C of dry 10h.
The present invention has following beneficial effect:
(1) ionic liquid modifies Silica Surface by the mode of chemical bonding, functionalization can be carried out to silica gel, give the excellent properties of its ionic liquid, the loss of surface ion liquid can be prevented again, solid extracting agent is enable repeatedly to reuse (after reusing 16 times, recovery of extraction still remains in reasonable level), thus significantly can reduce the separation and concentration cost of 2,4-dinitrophenol;
(2) preparation process of silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is simple, and solid extracting agent novel structure, to 2 in solution, 4-dinitrophenol enrichment times is high, easy wash-out, and adsorption rate is fast, and adsorptive capacity is large, reuse recovery of extraction repeatedly almost constant.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of the silica gel bonded dimethyl propylene aminooimidazole solid extracting agent that the embodiment of the present invention 1 obtains, Fig. 2 is the thermogravimetric curve of the silica gel bonded dimethyl propylene aminooimidazole solid extracting agent that the embodiment of the present invention 1 obtains, Fig. 3 is the adsorpting rate curve of the present invention's silica gel bonded dimethyl propylene aminooimidazole solid extracting agent, and Fig. 4 is the extraction and recovery rate curve of the present invention's silica gel bonded dimethyl propylene aminooimidazole solid extracting agent.
Embodiment
Be described in further details foregoing of the present invention by the following examples, but this should be interpreted as that the scope of the above-mentioned theme of the present invention is only limitted to following embodiment, all technology realized based on foregoing of the present invention all belong to scope of the present invention.
Embodiment 1
(1) 5g activated silica gel and 5mL 3-chloropropyl triethoxysilane (excessive) are placed in 250mL flask, with dry toluene (50mL) for solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, deionized water and washed with methanol successively, is then placed in loft drier and obtains chloropropyl silica gel in 60 DEG C of dry 10h.
(2) 5g chloropropyl silica gel and 5g imidazoles (excessive) are placed in 250mL flask, with dry toluene (50mL) for solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, ethanol and washed with methanol successively, is then placed in loft drier and obtains imidazolitm chloride bonded silica gel in 60 DEG C of dry 10h.
(3) by 5g imidazolitm chloride bonded silica gel and 3-dimethylamino-propyl villaumite hydrochlorate (3g, excessive) be placed in 250mL flask, with ethanol (100mL) for solvent, 90 DEG C of stirring and refluxing 24h, filter, solid particulate washing with alcohol, is then placed in loft drier and obtains silica gel bonded dimethyl propylene aminooimidazole solid extracting agent in 60 DEG C of dry 10h.
The sign of above-mentioned obtained silica gel bonded dimethyl propylene aminooimidazole solid extracting agent:
(1) results of elemental analyses: N(%): 2.488; C(%): 7.6685; H(%): 1.6885;
(2) Fig. 1 is the infrared spectrogram of above-mentioned obtained silica gel bonded dimethyl propylene aminooimidazole solid extracting agent, as seen from the figure: 1516 cm
-1the absorption peak of the stretching vibration of C-N key and flexural vibration, 2892 cm
-1for the absorption peak of methyl.Prove that silica gel bonded dimethyl propylene aminooimidazole successfully synthesizes.
(3) Fig. 2 is the thermogravimetric curve of above-mentioned obtained silica gel bonded dimethyl propylene aminooimidazole solid extracting agent, and as seen from the figure, 200-600 DEG C of weightlessness 12.66%, provable dimethyl propylene aminooimidazole successfully loads on silica gel.
Embodiment 2
Adsorption selectivity is tested
Taking 25mg silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is filled in solid phase extraction tube, add upper sieve plate and make solid extracting agent pillar, then the phenol solution that 50ml starting point concentration is 50mg/L is prepared, in the temperature of 30 DEG C, the phenol solution of preparation is passed through solid phase extraction column in 1h, table 1 is that silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is at identical conditions to the absorption result of different phenol type substances, as shown in Table 1, silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is to 2, the selective adsorption of 4-dinitrophenol, and adsorptive capacity is large.
Table 1 silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is under the same conditions to the absorption result of different phenol type substances
| Solid extracting agent | Adsorptive capacity (mg/g) |
| 2,4-dinitrophenol | 64.5 |
| Para-chlorophenol | 3.09 |
| Beta naphthal | 6.38 |
| 1-naphthols | 3.95 |
| 2-nitrophenol | 5.76 |
| 3-nitrophenol | 2.24 |
| 4-nitrophenol | 6.60 |
| Phenol | 5.05 |
| 3-amino phenol | 2.97 |
Embodiment 3
Kinetics of adsorption is analyzed
Taking 25mg silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is filled in solid phase extraction tube, add upper sieve plate and make solid extracting agent pillar, preparation 50ml starting point concentration is 2 of 50mg/L, 4-dinitrophenol solution, in the temperature of 30 DEG C by 2 of preparation, 4-dinitrophenol solution passes through solid phase extraction column, Fig. 3 is the adsorpting rate curve of silica gel bonded dimethyl propylene aminooimidazole solid extracting agent, silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is to 2 as seen from the figure, the adsorption rate of 4-dinitrophenol is fast, 10min absorption 2, the amount of 4-dinitrophenol is 64.4mg/g.
Embodiment 4
Absorption-elution property
Taking 250mg silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is filled in solid phase extraction tube, add upper sieve plate and make solid extracting agent pillar, preparation 100ml starting point concentration is 2 of 50mg/L, 4-dinitrophenol solution, in the temperature of 30 DEG C by 2 of preparation, by solid phase extraction column in 4-dinitrophenol solution 1h, complete 2,4-dinitrophenol separation and concentration; Be that the hydrochloric acid of 0.5mol/L carries out wash-out as elutriant subsequently by volumetric molar concentration, 14mL recovery of extraction reaches 99.7%, sees Fig. 4.Repeatedly carry out adsorbing-elution experiments, the recovery of extraction repeating 16 silica gel bonded dimethyl propylene aminooimidazole solid extracting agents is almost constant.
Above embodiment is only and technological thought of the present invention is described, can not limit protection scope of the present invention with this, and every technological thought proposed according to the present invention, any change that technical scheme basis is done, all falls within scope.
Claims (2)
1. one kind adopts silica gel bonded dimethyl propylene aminooimidazole solid extracting agent absorption 2, the method of 4-dinitrophenol, it is characterized in that: first silica gel bonded dimethyl propylene aminooimidazole solid extracting agent is filled in solid phase extraction tube, add upper sieve plate and make solid phase extraction column, again will containing 2, the solution of 4-dinitrophenol passes through solid phase extraction column, can 2 be realized, the separation and concentration of 4-dinitrophenol, then be the hydrochloric acid of 0.5mol/L completes solid phase extraction column wash-out as elutriant by volumetric molar concentration, described solid extracting agent has following structure:
。
2. the method for employing according to claim 1 silica gel bonded dimethyl propylene aminooimidazole solid extracting agent absorption 2,4-dinitrophenol, is characterized in that the preparation method of described silica gel bonded dimethyl propylene aminooimidazole solid extracting agent comprises the following steps:
(1) synthesis of chloropropyl silica gel
5g activated silica gel and 5mL 3-chloropropyl triethoxysilane are placed in 250mL flask, take dry toluene as solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, deionized water and washed with methanol successively, is then placed in loft drier and obtains chloropropyl silica gel in 60 DEG C of dry 10h;
(2) synthesis of imidazolitm chloride bonded silica gel
The chloropropyl silica gel obtained by 5g step (1) and 5g imidazoles are placed in 250mL flask, take dry toluene as solvent, 120 DEG C of stirring and refluxing 24h, after being cooled to room temperature, filter, solid particulate uses toluene, ethanol and washed with methanol successively, is then placed in loft drier and obtains imidazolitm chloride bonded silica gel in 60 DEG C of dry 10h;
(3) synthesis of silica gel bonded dimethyl propylene aminooimidazole solid extracting agent
The imidazolitm chloride bonded silica gel be worth 5g step (3) and 3g 3-dimethylamino-propyl villaumite hydrochlorate are placed in 250mL flask, take ethanol as solvent, 90 DEG C of stirring and refluxing 24h, filter, solid particulate washing with alcohol, is then placed in loft drier and obtains silica gel bonded dimethyl propylene aminooimidazole solid extracting agent in 60 DEG C of dry 10h.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104841406A (en) * | 2015-05-21 | 2015-08-19 | 河南师范大学 | Dimethylaminopropyl imidazole-bonded filter paper solid-phase microextraction membrane and preparation method and application thereof |
| CN104849370A (en) * | 2015-05-21 | 2015-08-19 | 河南师范大学 | Method for enrichment analysis of phenolic substances in plant oil based on filter paper-loaded bendazol solid-phase microextraction membrane |
| CN110586053A (en) * | 2019-09-24 | 2019-12-20 | 山西医科大学 | Solid phase extraction polycyclic aromatic hydrocarbon adsorbent and preparation method thereof |
-
2014
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Non-Patent Citations (3)
| Title |
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| LORENA VIDAL ET AL.: "Ionic liquid-functionalized silica for selective solid-phase extraction of organic acids, amines and aldehydes", 《JOURNAL OF CHROMATOGRAPHY A》, 31 August 2011 (2011-08-31), pages 2 - 10 * |
| 王雪源等: "氨丙基咪唑键合硅胶吸附2,4-二硝基酚性能研究", 《河南省化学会2014年学术年会论文摘要集》, 11 July 2014 (2014-07-11) * |
| 郭翔 等: "硅胶负载1-烯丙基-3-丁基咪唑吸附酚类化合物", 《河南省化学会2014年学术年会论文摘要集》, 11 July 2014 (2014-07-11) * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104841406A (en) * | 2015-05-21 | 2015-08-19 | 河南师范大学 | Dimethylaminopropyl imidazole-bonded filter paper solid-phase microextraction membrane and preparation method and application thereof |
| CN104849370A (en) * | 2015-05-21 | 2015-08-19 | 河南师范大学 | Method for enrichment analysis of phenolic substances in plant oil based on filter paper-loaded bendazol solid-phase microextraction membrane |
| CN104841406B (en) * | 2015-05-21 | 2017-10-31 | 河南师范大学 | A kind of dimethyl aminopropyl imidazoles bonding filter paper solid-phase extraction membrane and its preparation method and application |
| CN110586053A (en) * | 2019-09-24 | 2019-12-20 | 山西医科大学 | Solid phase extraction polycyclic aromatic hydrocarbon adsorbent and preparation method thereof |
| CN110586053B (en) * | 2019-09-24 | 2022-06-03 | 山西医科大学 | Solid phase extraction polycyclic aromatic hydrocarbon adsorbent and preparation method thereof |
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