CN109351351A - A kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, preparation and application - Google Patents
A kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, preparation and application Download PDFInfo
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- CN109351351A CN109351351A CN201811071962.0A CN201811071962A CN109351351A CN 109351351 A CN109351351 A CN 109351351A CN 201811071962 A CN201811071962 A CN 201811071962A CN 109351351 A CN109351351 A CN 109351351A
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- cowpea
- phenyl ester
- carbamic acid
- acid diformazan
- adsorbent material
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- 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
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28016—Particle form
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- 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
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/04—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of alkali metals, alkaline earth metals or magnesium
- B01J20/048—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of alkali metals, alkaline earth metals or magnesium containing phosphorus, e.g. phosphates, apatites, hydroxyapatites
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- 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
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
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- 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
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/264—Synthetic macromolecular compounds derived from different types of monomers, e.g. linear or branched copolymers, block copolymers, graft copolymers
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N1/00—Sampling; Preparing specimens for investigation
- G01N1/28—Preparing specimens for investigation including physical details of (bio-)chemical methods covered elsewhere, e.g. G01N33/50, C12Q
- G01N1/34—Purifying; Cleaning
Abstract
The invention discloses a kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, preparation and applications, including by ionic liquid [EPy] Br, Na2HPO4It reacts and is made through sol-gal process with TEDA-PAM-Gel mixing；Reaction temperature is 150~170 DEG C；Described ionic liquid [EPy] Br:Na2HPO4: the mass ratio of TEDA-PAM-Gel is 1:6:3, and flower-shaped ionic liquid active adsorbing material of leading a cow is made.The present invention prepares the adsorbent material method rapid and convenient; using special ion liquid, salt and grafting chelating gel when preparation; obtained flower-shaped ionic liquid active adsorbing material of leading a cow is with very high targeting and arresting efficiency, and this method is to the rate of recovery of N- methyl carbamic acid diformazan phenyl ester in cowpea up to 99.5%.Wide with the range of linearity, detection limit is low, and relative standard deviation is smaller, has both been able to satisfy detection requirement of the country for N- methyl carbamic acid diformazan phenyl ester in cowpea.
Description
Technical field
The invention belongs to field of environment protection, and in particular to a kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorption material
Material, preparation and application.
Background technique
N- methyl carbamic acid diformazan phenyl ester is moderate toxicity insecticide, there is strong action of contace poison, and it is fast to knock down speed, but
Residual period only has 2-3 days, and drug effect is not influenced by temperature, and still has good imitation at low temperature.To Diptera, Lepidoptera and
The pests such as Homoptera have special efficacy, have special efficacy to planthopper, leafhopper, to thrips, rice plant skipper, cotten aphid, bollworm, anomis flava,
Bean aphid, eating-core bean worm, soybean gelechiid, mythimna separata, Corn snout moth's larva, subterranean pest-insect and cutworm, grub and tea tree, fruit tree pest insect
There is preferable control efficiency.It since it is prominent to the control efficiency of pest, therefore is widely used on crops, due to agricultural product
Quality testing institutional mechanisms are there are weak link, when the exceeded phenomenon of N- methyl carbamic acid diformazan phenyl ester content in agricultural product
There is generation.A variety of harm in view of N- methyl carbamic acid diformazan phenyl ester to human health, analysis measurement N- methyl carbamic acid
Diformazan phenyl ester has very great meaning.
It is mainly both at home and abroad at present Liquid Chromatography-Tandem Mass Spectrometry for the detection method of N- methyl carbamic acid diformazan phenyl ester
Method.Liquid Chromatography-Tandem Mass Spectrometry using more and more extensive, in anti-matrix interference ability, accurate qualitative and sensitivity
Aspect has stronger advantage, but still there are expensive, storages, the demanding problem of traffic condition.N- in the prior art
The adsorbent material or adsorption method of methyl carbamic acid diformazan phenyl ester are mainly chemical oxidization method, extraction.These methods are optional
The extraction object of selecting property, but the selection and optimization of experiment condition are relatively difficult, and optional extraction system is limited, and expensive.
Ionic liquid aqueous two-phase itself has a small toxicity as a kind of novel green separation system occurred in recent years, non-combustible,
The properties such as non-volatile, not oxidizable.Up to the present, the data information about ionic liquid double-aqueous phase system as osmotic system
Also more lack, meanwhile, it is also not seen reported about ionic liquid infiltration N- methyl carbamic acid diformazan phenyl ester, therefore to the system
Research have far-reaching influence.
Summary of the invention
, equipment valuableness, behaviour long for there are times of penetration in existing N- methyl carbamic acid diformazan phenyl ester permeating method
Make the disadvantages such as complicated, permeability is low, the purpose of the present invention is to provide a kind of absorption of cowpea N- methyl carbamic acid diformazan phenyl ester
Material, preparation and application, the material can capture N- methyl carbamic acid diformazan phenyl ester.
In order to realize that above-mentioned task, the present invention take following technical solution:
A kind of preparation method of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, including by bromination ethylpyridine,
Na2HPO4It reacts and is made through sol-gal process with polyacrylamide-triethylenediamine grafting chelating gel mixing；
Reaction temperature is 150~170 DEG C；
The bromination ethylpyridine: Na2HPO4: polyacrylamide-triethylenediamine grafting chelating gel mass ratio
For 1:6:3.
Optionally, the reaction time of sol-gal process is 2h；Again by the reaction product of sol-gal process it is vacuum dried after
Obtain the adsorbent material of decis in the surface water.
Optionally, the vacuum drying temperature is 20~40 DEG C, and the vacuum drying time is 24~48h.
Optionally, the method is specifically: by Na2HPO4With polyacrylamide-triethylenediamine grafting chelating gel
It is mixed to get gelatinous mixture, then bromination ethylpyridine is added in gelatinous mixture and obtains reaction mixture, reaction is mixed
Object is closed at 150~170 DEG C after solgel reaction 2h, by the reaction product of sol-gal process in 20~40 DEG C of vacuum drying
24~48h is stood in case, and cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material is made.
A kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, the adsorbent material use preparation of the present invention
Method is prepared.
Cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material of the present invention is for adsorbing N- methyl ammonia in cowpea
The application of base formic acid diformazan phenyl ester.
Optionally, specifically using cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material of the invention for adsorbing cowpea
The method of middle N- methyl carbamic acid diformazan phenyl ester are as follows: cowpea and adsorbent material mass ratio are 5:1, and adsorption temp is 27 DEG C, are inhaled
The attached time is 20min.
Compared with prior art, advantages of the present invention are as follows:
Adsorbent material preparation method rapid and convenient of the present invention, it is solidifying using special ion liquid, salt and grafting chelating when preparation
Glue, obtained flower-shaped active adsorbing material of leading a cow is with very high targeting and arresting efficiency, and this method is to N- methyl in cowpea
The permeability of carbamic acid diformazan phenyl ester has the range of linearity wide up to 99.5%, and detection limit is low, and relative standard deviation is smaller,
Both it had been able to satisfy detection requirement of the country for N- methyl carbamic acid diformazan phenyl ester in cowpea.Shorten N- methyl carbamic acid diformazan
The disengaging time of phenyl ester, at the same have it is easy to operate, do not use large-scale instrument, reduce using traditional volatile organic solvent to keep away
Exempt from the characteristics of bringing secondary pollution.
Detailed description of the invention
Fig. 1 is the electromicroscopic photograph of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material prepared by embodiment 1；
Fig. 2 is the electromicroscopic photograph of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material prepared by embodiment 8；
Fig. 3 is the electromicroscopic photograph of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material prepared by embodiment 9；
The present invention is further explained below in conjunction with the drawings and specific embodiments.
Specific embodiment
Cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material preparation method rapid and convenient of the invention, when preparation, use
Special ion liquid, salt and grafting chelating gel, obtained flower-shaped active adsorbing material of leading a cow is with very high targeting and catches
Collecting efficiency, this method up to 99.5%, has the range of linearity wide the permeability of N- methyl carbamic acid diformazan phenyl ester in cowpea,
Detection limit is low, ionic liquid [EPy] Br:Na2HPO4: the mass ratio of TEDA-PAM-Gel is 1:6:3.
Specific manner of formulation can be with are as follows: the Na for being 15% by 66 parts of mass fractions2HPO4It is 42% with 24 parts of mass fractions
TEDA-PAM-Gel is uniformly mixed, and obtains gelatinous mixture, adds the ionic liquid [EPy] that 10 parts of mass fractions are 22%
Said mixture is placed in autoclave by Br, is reacted two hours at 150 DEG C~170 DEG C and is obtained powdery granule, then
It is stored at standing 24~48 hours in 20~40 DEG C of vacuum oven, cowpea N- methyl carbamic acid diformazan phenyl ester is made
Adsorbent material, the capture for the N- methyl carbamic acid diformazan phenyl ester in cowpea.
Ionic liquid [EPy] Br: Chinese is bromination ethylpyridine, upper marine origin victory Chemical Co., Ltd.；
TEDA-PAM-Gel: polyacrylamide-triethylenediamine grafting chelating gel (TEDA-PAM-Gel), with poly- third
Acrylamide gel (PAM-Gel, Gongyi City source Yu Runhai water-purifying material Co., Ltd) is skeleton, with triethylenediamine (Jinan
Century sensible Chemical Co., Ltd.) be that grafting chelating agent reacts, obtained chelation group connects in formaldehyde presence according to Mannich
Branch gel；
Cowpea: water: adsorbent material=4:8:1 mass ratio stands 20min at 26 DEG C, captures the N- methyl ammonia in cowpea
Base formic acid diformazan phenyl ester, takes out cowpea later, is cleaned with clear water.
In order to realize the capture rate for improving N- methyl carbamic acid diformazan phenyl ester in cowpea, the present invention devises a series of
Experiment is to obtain preferably technological parameter:
Embodiment 1:
The Na for being 15% by 66 parts of mass fractions2HPO4It is uniformly mixed with 24 parts of mass fractions for 42%TEDA-PAM-Gel,
Gelatinous mixture is obtained, ionic liquid [EPy] Br that 10 parts of mass fractions are 22% is added, said mixture is placed in height
It presses in reaction kettle, is reacted two hours at 150 DEG C, be then stored at standing 48 hours in 40 DEG C of vacuum oven, system
Must lead a cow flower-shaped ionic liquid active adsorbing material.
The adsorbent material is taken out, for capturing the N- methyl carbamic acid diformazan phenyl ester in cowpea, cowpea: water: adsorption material
Material=4:8:1 mass ratio stands 20min at 26 DEG C, captures the N- methyl carbamic acid diformazan phenyl ester in cowpea, takes out later
Cowpea is cleaned with clear water.The permeability of record capture front and back object is shown in Table one.
Embodiment 2:
The preparation method of the present embodiment is same as Example 1, distinguishes the ionic liquid type being only that in preparation process not
Together, ionic liquid is changed to [2-aemim] [PF6] (1- aminoethyl -3- methylimidazole hexafluorophosphate) in the present embodiment, remaining
Condition is constant, and the permeability of record capture front and back object is shown in Table one.
Embodiment 3:
The preparation method of the present embodiment is same as Example 1, distinguishes the ionic liquid type being only that in preparation process not
Together, ionic liquid is changed to [bmim] [PF6] (1- butyl -3- methylimidazole hexafluorophosphate), remaining condition in the present embodiment
Constant, the permeability of record capture front and back object is shown in Table one.
The ingredient that adsorbent material intermediate ion liquid is changed it can be seen from above-described embodiment and table one, for separating cowpea
The permeability of N- methyl carbamic acid diformazan phenyl ester in beans is respectively 99.5%, 85.6%, 78.2%, so using [EPy]
The permeability of N- methyl carbamic acid diformazan phenyl ester when Br is as ionic liquid in cowpea is maximum, and osmotic effect is best.
Embodiment 4:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
Salt in example is changed to NaCl, remaining condition is constant, and the permeability of record capture front and back object is shown in Table one.
Embodiment 5:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
Salt in example is changed to K2HPO4, remaining condition is constant, record capture front and back object CO2/SO2/N2Permeability be shown in Table one.
The ingredient that salt is changed it can be seen from above-described embodiment and table one, for separating the N- methylamino in cowpea
The permeability of formic acid diformazan phenyl ester is respectively 99.5%, 59.8%, 37.6%, so using Na2HPO4When as salt in cowpea
The permeability of N- methyl carbamic acid diformazan phenyl ester is maximum, and osmotic effect is best.
Embodiment 6:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
The mass fraction of ionic liquid in example is changed to 12%, remaining condition is constant, and the permeability of record capture front and back object is shown in Table
One.
Embodiment 7:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
The mass fraction of ionic liquid in example is changed to 32%, remaining condition is constant, and the permeability of record capture front and back object is shown in Table
One.
The mass fraction for changing ionic liquid it can be seen from above-described embodiment and table one, for separating the N- in cowpea
The permeability of methyl carbamic acid diformazan phenyl ester is respectively 99.5%, 45.8%, 59.2%, so the use of mass fraction being 22%
Ionic liquid when cowpea in N- methyl carbamic acid diformazan phenyl ester permeability it is maximum, osmotic effect is best.
Embodiment 8:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
The type of gel in example is changed to PAAG, and ((polyacrylamide hydrogel), remaining condition is constant, record capture front and back object
Permeability is shown in Table one.
Embodiment 9:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
The type of gel in example is changed to Bio-Gel-A (Ago-Gel), remaining condition is constant, the infiltration of record capture front and back object
Saturating rate is shown in Table one.
The type for changing three kinds of gels it can be seen from above-described embodiment and table one, for separating the N- methyl in cowpea
The permeability of carbamic acid diformazan phenyl ester is respectively 99.5%, 58.9%, 73.2%, so using cowpea when TEDA-PAM-Gel
In N- methyl carbamic acid diformazan phenyl ester permeability it is maximum, osmotic effect is best.
When gel is TEDA-PAM-Gel in adsorbent material it can be seen from Fig. 1,2 and 3, flower-shaped knot of leading a cow can be formed
Structure, and change gel variations and then form pistil shape, the block-like structure of circle, structure changes, the capture rate of original active adsorbing material
It reduces.The structure for changing gel variations then adsorbent material changes, and the capture rate of original active adsorbing material reduces.
Embodiment 10:
The preparation method of the present embodiment is same as Example 1, and difference is only that preparation process conditional is different, the present embodiment
In the mass fraction of gel be changed to 32%, remaining condition is constant, and the permeability of record capture front and back object is shown in Table one.
Embodiment 11:
The preparation method of the present embodiment is same as Example 1, distinguishes the condition difference being only that in preparation process, this implementation
The mass fraction of gel in example is changed to 52%, remaining condition is constant, and the permeability of record capture front and back object is shown in Table one.
The mass fraction for changing gel it can be seen from above-described embodiment and table one, for separating the N- methyl in cowpea
The permeability of carbamic acid diformazan phenyl ester is respectively 99.5%, 82.0%, 58.7%, so accounting for total quality of materials using addition and being
The permeability of N- methyl carbamic acid diformazan phenyl ester when 42% gel in cowpea is maximum, and osmotic effect is best.
Embodiment 12:
The preparation method of the present embodiment is same as Example 1, and difference is only that the object of adsorbent material effect is different, this
Object in embodiment is changed to fenvalerate, remaining condition is constant, and the permeability of record capture front and back object is shown in Table one.
Embodiment 13:
The preparation method of the present embodiment is same as Example 1, and difference is only that the object of adsorbent material effect is different, this
Object in embodiment is changed to decis, remaining condition is constant, and the permeability of record capture front and back object is shown in Table one.
Influence of one different condition of table to the permeability of the N- methyl carbamic acid diformazan phenyl ester in cowpea
Claims (7)
1. a kind of preparation method of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, which is characterized in that including by bromination
Ethylpyridine, Na2HPO4It reacts and is made through sol-gal process with polyacrylamide-triethylenediamine grafting chelating gel mixing；
Reaction temperature is 150~170 DEG C；
The bromination ethylpyridine: Na2HPO4: polyacrylamide-triethylenediamine grafting chelating gel mass ratio is 1:
6:3。
2. the preparation method of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material according to claim 1, feature
It is, the reaction time of sol-gal process is 2h；The reaction product of sol-gal process is obtained after vacuum dried again described
The adsorbent material of decis in surface water.
3. the preparation method of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material according to claim 2, feature
It is, the vacuum drying temperature is 20~40 DEG C, and the vacuum drying time is 24~48h.
4. the preparation method of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material according to claim 1,2 or 3,
It is characterized in that, the method is specifically: by Na2HPO4It is mixed with polyacrylamide-triethylenediamine grafting chelating gel
To gelatinous mixture, then bromination ethylpyridine is added in gelatinous mixture and obtains reaction mixture, reaction mixture exists
At 150~170 DEG C after solgel reaction 2h, by the reaction product of sol-gal process in quiet in 20~40 DEG C of vacuum oven
24~48h is set, cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material is made.
5. a kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, which is characterized in that the adsorbent material is wanted using right
Preparation method described in 1-4 any claim is asked to be prepared.
6. cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material described in claim 5 is for adsorbing N- methyl ammonia in cowpea
The application of base formic acid diformazan phenyl ester.
7. application according to claim 6 is specifically adsorbed using cowpea N- methyl carbamic acid diformazan phenyl ester of the invention
The method that material is used to adsorb N- methyl carbamic acid diformazan phenyl ester in cowpea are as follows: cowpea and adsorbent material mass ratio are 5:1, are inhaled
Enclosure temperature is 27 DEG C, adsorption time 20min.
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| CN201811071962.0A CN109351351A (en) | 2018-09-14 | 2018-09-14 | A kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, preparation and application |
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| CN201811071962.0A CN109351351A (en) | 2018-09-14 | 2018-09-14 | A kind of cowpea N- methyl carbamic acid diformazan phenyl ester adsorbent material, preparation and application |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140305302A1 (en) * | 2013-04-15 | 2014-10-16 | Samsung Electronics Co., Ltd. | Carbon dioxide adsorbents and production methods thereof, carbon dioxide capture modules including the same, and methods for separating carbon dioxide using the same |
| CN107879453A (en) * | 2017-11-15 | 2018-04-06 | 顺德职业技术学院 | New chelant type heavy metal chelating agent and its synthetic method and its application |
-
2018
- 2018-09-14 CN CN201811071962.0A patent/CN109351351A/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140305302A1 (en) * | 2013-04-15 | 2014-10-16 | Samsung Electronics Co., Ltd. | Carbon dioxide adsorbents and production methods thereof, carbon dioxide capture modules including the same, and methods for separating carbon dioxide using the same |
| CN107879453A (en) * | 2017-11-15 | 2018-04-06 | 顺德职业技术学院 | New chelant type heavy metal chelating agent and its synthetic method and its application |
Non-Patent Citations (1)
| Title |
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| 刘培元等: ""离子液体/盐双水相萃取技术的研究进展"", 《化学工程与装备》 * |
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