CN103145764A - Ruthenium comlex and mercury ion sensor as well as preparation methods thereof - Google Patents
Ruthenium comlex and mercury ion sensor as well as preparation methods thereof Download PDFInfo
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- CN103145764A CN103145764A CN2013100685095A CN201310068509A CN103145764A CN 103145764 A CN103145764 A CN 103145764A CN 2013100685095 A CN2013100685095 A CN 2013100685095A CN 201310068509 A CN201310068509 A CN 201310068509A CN 103145764 A CN103145764 A CN 103145764A
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Abstract
The invention relates to a ruthenium comlex and a mercury ion sensor as well as preparation methods thereof. The ruthenium comlex is a compound containing isocyanate propyl triethoxysilane groups. The mercury ion sensor is obtained by connecting the ruthenium comlex serving as a compound for detecting mercury ions to macromolecular hollow microspheres. The mercury ion sensor provided by the invention has the advantages of being capable of rapidly and visually detecting the mercury ions and separating and enriching the mercury ions very well, having relatively high adsorption capacity and excellent combination property, being capable of achieving the purposes of detection, adsorption and separation, and being applied to detection and removal of the mercury ions in oceans, lakes and industrial wastewater as well as organism fields.
Description
Technical field
The present invention relates to a kind of ruthenium complexe and preparation method thereof, also relate to simultaneously a kind of by the preparation of described ruthenium complexe can be used for detect, the mercury ion sensor of absorption and separation and concentration mercury ion and preparation method thereof.
Background technology
Heavy metal ion has cumulative effect, enter in environment with various chemical forms, polluted air, water quality and soil, it can constantly accumulate after entering animal body and human body by food chain in vivo, reach finite concentration and just can produce irreversible infringement to the neural system of human body, kidney, liver etc., thus invent a kind of highly selective, highly sensitive and simultaneously in the separation and concentration environment the chemical mercury ion sensor of mercury ion particularly important.
In prior art, the design of most of mercury ion sensor only limits to detect heavy metal ion; The organic molecule that also has the design of some mercury ion sensors can detect heavy metal is received on solid Nano microsphere, can reach to detect and the dual purpose of separating, but the loading capacity of mercury ion sensor Adsorption of Heavy Metals is relatively low.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of ruthenium complexe, utilizes it to prepare speed of response fast, the mercury ion sensor that loading capacity is high.
The present invention also will provide a kind of mercury ion sensor simultaneously, and its speed of response is fast, and loading capacity is high.
The present invention also provides the preparation method of described ruthenium complexe and mercury ion sensor simultaneously.
For solving the problems of the technologies described above, a kind of technical scheme that the present invention takes is:
Ruthenium complexe shown in formula (I):
The another technical scheme that the present invention takes is: the preparation method of ruthenium complexe shown in a kind of formula I, the method makes ruthenium complexe shown in formula II
Further, the molar ratio of ruthenium complexe shown in formula II and isocyanic acid propyl-triethoxysilicane can be 1:0.5～3.Described catalyzer can be for being selected from a kind of in trolamine, diethanolamine, dibutyl tin laurate, stannous octoate.Described organic solvent can be for being selected from one or more the mixture in methylene dichloride, trichloromethane, toluene, ethanol, tetrahydrofuran (THF) and hexanaphthene.Reaction times is generally 12～72 hours, and reaction can separate by column chromatography obtaining purity more than or equal to ruthenium complexe shown in the formula I of 40wt% after finishing.
The above-mentioned commercially available acquisition of formula II ruthenium complexe or prepare in accordance with known methods.
The another technical scheme that the present invention takes is: a kind of mercury ion sensor, it is connected to microsphere supported upper formation by the compound that can detect mercury ion, particularly, the described compound that can detect mercury ion is compound shown in above-mentioned formula I, described microsphere supported be the polymer tiny balloon.
the present invention also provides a kind of preparation method of above-mentioned mercury ion sensor, it comprises and will contain the emulsion of polymer tiny balloon, the ammoniacal liquor of concentration 25wt%～28wt% and ethanol mix, stirring at normal temperature, then progressively drip tetraethoxy, afterwards, splash into ruthenium complexe shown in described formula I, normal-temperature reaction 5～48 hours, after reaction finishes, products therefrom is successively through washing, the organic solvent extracting, vacuum-drying, namely get the mercury ion sensor, wherein: polymer tiny balloon emulsion, ammoniacal liquor, ethanol, the weight ratio that feeds intake of ruthenium complexe shown in tetraethoxy and formula I is 100～10:50～1:600～60:1:0.01～0.2.
According to the present invention, the emulsion that contains the polymer tiny balloon is known, can be by commercially available.Certainly, also can prepare in accordance with known methods.For example, can be by being selected from any method in emulsion polymerization, emulsifier-free emulsion polymerization method, microemulsion polymerization method, fine emulsion polymerization, suspension polymerization, dispersion copolymerization method, precipitation polymerization method.
According to a preferred aspect of the present invention, the preparation method of mercury ion sensor also comprises the step of preparation polymer tiny balloon, it makes main monomer, function monomer polymerization reaction take place under the effect of initiator, obtains the described emulsion that contains the polymer tiny balloon.Preferably, main monomer is vinylbenzene, function monomer is MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride, chlorination 2-(methacrylic phthalein oxygen base) ethyl-trimethyl amine or mixture both, the mass ratio that feeds intake of main monomer and function monomer is 19～500:1, initiator quality consumption is 0.1～0.3 times of monomer total mass, the temperature of polyreaction is 20～100 ℃, react to monomer conversion and reach 95%, finish reaction, namely get the described emulsion that contains the polymer tiny balloon.
Mercury ion sensor of the present invention has following characteristic:
1, for the solution of the sensor of 1g/L, reach 1 * 10 in the concentration of the mercury ion that adds
-5During mol/L, naked eyes can be observed the color of the solution and namely fade to yellow from redness, and speed of response is fast, and therefore, the quicklook that sensor can be used for mercury ion in solution detects.
2, sensor can be combined with mercury ion and be produced precipitation, therefore, and separation and concentration mercury ion well.
3, sensor can reach 32.3mg/g for the adsorbent solution of mercury ion, and loading capacity is high.
Due to the enforcement of above scheme, the present invention compared with prior art has following advantage:
Sensor of the present invention, detection mercury ion that not only can quicklook, and can be good at the separation and concentration mercury ion, loading capacity is relatively high, high comprehensive performance, can reach detection, absorption and triple purposes of separating, be suitable for being applied to detecting and removing ocean, lake, Mercury in Industrial Waste Water ion, and mercury ion in biological field.
Description of drawings
Fig. 1 is that ruthenium complexe shown in embodiment 1 Chinese style II is before reaction and reacted infrared spectrum;
Fig. 2 has shown that the loading capacity of sensor is with the variation relation curve of the amount of the mercury ion that adds.
Embodiment
The present invention will be described in detail below in conjunction with specific embodiment.
Formula II ruthenium complexe used in following examples prepares as follows:
(1), preparation [Ru (η
6-i-PrC
6H
6) (m-Cl) Cl]
2: with 4,4 '-two (methylol)-2,2 '-second bipyridine (can 4,4 '-dimethyl-2,2 '-second bipyridine is starting raw material, obtains through potassium bichromate/vitriol oil oxidation, methanol esterification, sodium borohydride reduction successively) and RuCl
32:1 feeds intake in molar ratio, after refluxing 8 hours in DMF, steams solvent, adds acetone, namely separates out the dark red solid, productive rate 50%, then this solid is placed in DMF solution, add the NH of 10 times of amounts
4NCS, back flow reaction steamed solvent after 4 hours, and column chromatography for separation obtains [Ru (η
6-i-PrC
6H
6) (m-Cl) Cl]
2, productive rate 40%.
(2), under nitrogen or ar gas environment, add [Ru (the η of step (1) preparation in the 50mL three-necked flask
6-i-PrC
6H
6) (m-Cl) Cl]
2(0.244g, 0.4mmol), 2-(2-thienyl)-4-4-hydroxymethylpiperidine (0.153g, 0.8mmol), NaOH (0.03g, 0.8mmol), KPF
6(0.292g, 1.6mmol) and 15ml acetonitrile, the deep yellow suspension Al that obtains after reaction 24h under 50 ℃
2O
3Filter, and then use CH
2Cl
2Wash-out, residual a small amount of solvent obtains faint yellow solid after vacuum-drying is removed; The faint yellow solid that obtains is dissolved in the MeOH of 10mL drying, adds dipyridyl (0.24g, 1.5mmol), the mixing solutions 3h that refluxes in ar gas environment removes solvent through rotary evaporation, uses CH
2Cl
2: MeCN (10:1) is as elutriant, and the product that obtains is through the column chromatography separating-purifying, and wine-colored liquid is ruthenium complexe shown in formula II after the normal hexane precipitation, collects standbyly, and productive rate is 42%.
This example provides the ruthenium complexe shown in a kind of formula I, and its synthetic route is as follows:
The preparation of the title complex of ruthenium specifically is implemented as follows: under nitrogen or ar gas environment, add ruthenium complexe shown in 0.1mmol formula II and 0.1mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add the 10mL methylene dichloride, after splashing into 2 stannous octoates, react 72h under 40 ℃, the product that obtains namely gets the ruthenium complexe 84.6mg shown in formula I, yield 85% after the column chromatography separating-purifying.
Referring to Fig. 1, wherein a line is the infrared absorption curve of ruthenium complexe shown in formula II, and the b line is for the infrared absorption curve of reaction after product, and by more as can be known, after reaction, the hydroxyl shown in formula II in ruthenium complexe is 3571
-1The charateristic avsorption band at cm place disappears, and 1707
-1Cm and 1077
-1The new absorption peak that represents respectively carbonyl and siloxy appears in cm.Infrared result has been proved conclusively the success of formula I compound and has been synthesized.
This example provides the preparation method of the ruthenium complexe shown in a kind of formula I, its synthetic route is with embodiment 1, concrete steps are as follows: under nitrogen or ar gas environment, add respectively ruthenium complexe shown in 0.1mol formula II and 0.2mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add the 10mL methylene dichloride, after splashing into 4 trolamines, react 48h under 40 ℃, the product that obtains namely gets ruthenium complexe 94.5mg shown in formula I through the column chromatography separating-purifying, and yield 95% is standby.
Embodiment 3
This example provides the preparation method of the ruthenium complexe shown in a kind of formula I, its synthetic route is with embodiment 1, concrete steps are as follows: under nitrogen or ar gas environment, add respectively ruthenium complexe shown in 0.1mol formula II and 0.05mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add the 10mL trichloromethane, after splashing into 3 trolamines, react 72h under 60 ℃, the product that obtains namely gets ruthenium complexe 22.4mg shown in formula I through the column chromatography separating-purifying, yield 45%, standby.
Embodiment 4
This example provides the preparation method of the ruthenium complexe shown in a kind of formula I, its synthetic route is with embodiment 1, concrete steps are as follows: under nitrogen or ar gas environment, add respectively ruthenium complexe shown in 0.1mol formula II and 0.15mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add the 10mL tetrahydrofuran (THF), after splashing into 3 trolamines, react 48h under 68 ℃, the product that obtains namely gets ruthenium complexe 88.6mg shown in formula I through the column chromatography separating-purifying, yield 89%, standby.
This example provides the preparation method of the ruthenium complexe shown in a kind of formula I, its synthetic route is with embodiment 1, concrete steps are as follows: under nitrogen or ar gas environment, add respectively ruthenium complexe shown in 0.1mol formula II and 0.3mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add the 10mL tetrahydrofuran (THF), after splashing into 4 trolamines, react 24h under 68 ℃, the product that obtains namely gets ruthenium complexe 90.5mg shown in formula I through the column chromatography separating-purifying, yield 91%, standby.
Embodiment 6
This example provides the preparation method of the ruthenium complexe shown in a kind of formula I, its synthetic route is with embodiment 1, concrete steps are as follows: under nitrogen or ar gas environment, add respectively ruthenium complexe shown in 0.1mol formula II and 0.25mmol isocyanic acid propyl-triethoxysilicane in the 50mL three-necked flask, and then add 10mL toluene, after splashing into 4 dibutyl tin laurates, react 24h under 110 ℃, the product that obtains is through the column chromatography separating-purifying, namely get ruthenium complexe 89.6mg shown in formula I, yield 90%, standby.
Embodiment 7
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for emulsifier-free emulsion polymerization, under nitrogen or ar gas environment, after being mixed, 9.8g main monomer vinylbenzene, 0.2g function monomer MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride and 90g water stirs, after being warming up to 50 ℃, add the 0.1g Diisopropyl azodicarboxylate, reaction 8h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 1.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.1g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.02g embodiment 1, normal-temperature reaction 8h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with methylene dichloride and ethanol extracting 12h respectively, vacuum-drying 12h namely gets described mercury ion sensor.
Embodiment 8
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for emulsifier-free emulsion polymerization, under nitrogen or ar gas environment, after being mixed, 9.9g main monomer vinylbenzene, 0.1g function monomer MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride and 90g water stirs, after being warming up to 65 ℃, add the 0.15g Diisopropyl azodicarboxylate, reaction 8h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 1.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.1g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.02g embodiment 2, normal-temperature reaction 12h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with methylene dichloride and ethanol extracting 12h respectively, vacuum-drying 12h namely gets the mercury ion sensor.
Embodiment 9
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for letex polymerization, under nitrogen or ar gas environment, after being mixed, 9.95g main monomer vinylbenzene, 0.05g function monomer chlorination 2-(methacrylic phthalein oxygen base) ethyl-trimethyl amine and 90g water stirs, after being warming up to 70 ℃, add the 0.2g Potassium Persulphate, reaction 10h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 2.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.2g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.02g embodiment 3, normal-temperature reaction 24h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with methylene dichloride and ethanol extracting 12h respectively, vacuum-drying 12h namely gets the mercury ion sensor.
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for letex polymerization, under nitrogen or ar gas environment, after being mixed, 9.98g main monomer vinylbenzene, 0.02g function monomer chlorination 2-(methacrylic phthalein oxygen base) ethyl-trimethyl amine and 90g water stirs, after being warming up to 75 ℃, add the 0.25g Potassium Persulphate, reaction 12h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 2.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.2g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.02g embodiment 4, normal-temperature reaction 24h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with tetrahydrofuran (THF) and toluene extracting 12h respectively, vacuum-drying 12h namely gets the mercury ion sensor.
Embodiment 11
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for emulsifier-free emulsion polymerization, under nitrogen or ar gas environment, after being mixed, 9.8g main monomer vinylbenzene, 0.2g function monomer acrylate chloride diformazan ammonia ethyl ester and 90g water stirs, after being warming up to 60 ℃, add 0.3g azo diisobutyl amidine hydrochloride, reaction 15h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 3.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.5g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.005g embodiment 5, normal-temperature reaction 36h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with tetrahydrofuran (THF) and ethanol extracting 12h respectively, vacuum-drying 12h namely gets the mercury ion sensor.
Embodiment 12
This example provides a kind of and can be used for detecting, the preparation method of the highly selective mercury ion sensor of absorption and separation and concentration mercury ion, specifically comprises the steps:
(1) prepare the polymer tiny balloon: with the method for emulsifier-free emulsion polymerization, under nitrogen or ar gas environment, after being mixed, 9.85g main monomer vinylbenzene, 0.15g function monomer acrylate chloride diformazan ammonia ethyl ester and 90g water stirs, after being warming up to 70 ℃, add 0.1g azo diisobutyl amidine hydrochloride, reaction 20h reaches 95% to the transformation efficiency of monomer, and is cooling, must contain the emulsion of polymer tiny balloon, standby;
(2) preparation mercury ion sensor: get step (1) gained emulsion 10g, after 4.0g ammoniacal liquor mixes, add 30g ethanol, stir under normal temperature, and dropwise add the 0.8g tetraethoxy, add afterwards ruthenium complexe shown in the formula I of 0.001g embodiment 6, normal-temperature reaction 48h, the product that obtains be water, ethanol, toluene centrifuge washing three times respectively, and then respectively with toluene and ethanol extracting 12h respectively, vacuum-drying 12h namely gets the mercury ion sensor.
The performance test of mercury ion sensor
1, the mercury ion sensor of embodiment 7～12 is used for the visual inspection mercury ion
Be 3gL to concentration
-1In ethanolic soln (redness) by the preparation of the mercury ion sensor of embodiment 7～12, adding respectively 100 μ L concentration is 0.01molL respectively
-1Mercury ion solution, solution becomes (shallow) yellow at once, therefore, can utilize sensor to come whether to contain in direct-detection solution mercury ion.Take the ethanolic soln of the sensor of the embodiment 8 of 1g/L as example, the mercury ion minimum concentration of test Glassless colour-change is 1 * 10
-5Mol/L.
After separately the above-mentioned solution that has added mercury ion being placed 1 hour, discovery has yellow mercury oxide to separate out, solution changes color is clarified simultaneously, color is closely colourless, and the ethanolic soln of sensor that does not add mercury ion is after placing 1 hour, red (orange) Precipitation is arranged, show that the mercury ion sensor has inrichment to mercury ion.
2, take the mercury ion sensor of embodiment 8 as example, test it to Hg
2+Absorption property
(1) testing method: at 1mL, 3gL
-1The ethanolic soln of mercury ion sensor in add respectively the mercury ion solution (1 * 10 of 100 μ L different concns
-6MolL
-1, 1 * 10
-5MolL
-1, 1 * 10
-4MolL
-1, 1 * 10
-3MolL
-1, 5 * 10
-3MolL
-1, 1 * 10
-2MolL
-1), after centrifugation, the residual quantity with mercury ion in the Atomic Fluorescence Spectrometry supernatant liquor then with the data processing that obtains, calculates the loading capacity of mercury ion sensor, and drafting pattern;
(2) result: referring to Fig. 2, therefrom as seen, the mercury ion sensor has extraordinary adsorption effect to mercury ion, and the experiment maximum adsorption capacity of surveying can reach 32.3mg/g.
Above-described embodiment only is explanation technical conceive of the present invention and characteristics; its purpose is to allow person skilled in the art scholar can understand content of the present invention and implement according to this; can not limit protection scope of the present invention with this; all equivalences that spirit is done according to the present invention change or modify, within all should being encompassed in protection scope of the present invention.
Claims (10)
1. ruthenium complexe shown in formula (I):
2. the preparation method of ruthenium complexe shown in a formula I claimed in claim 1, it is characterized in that: the method makes ruthenium complexe shown in formula II
3. the preparation method of ruthenium complexe shown in formula I according to claim 2, it is characterized in that: the molar ratio of ruthenium complexe shown in formula II and isocyanic acid propyl-triethoxysilicane is 1:0.5～3.
4. the preparation method of ruthenium complexe shown in formula I according to claim 2 is characterized in that: described catalyzer is to be selected from a kind of in trolamine, diethanolamine, dibutyl tin laurate, stannous octoate.
5. the preparation method of ruthenium complexe shown in formula I according to claim 2 is characterized in that: described organic solvent is one or more the mixture that is selected from methylene dichloride, trichloromethane, toluene, ethanol, tetrahydrofuran (THF) and hexanaphthene.
6. the preparation method of ruthenium complexe shown in formula I according to claim 2, it is characterized in that: the reaction times is 12～72 hours, reaction separates obtaining purity more than or equal to ruthenium complexe shown in the formula I of 40wt% after finishing by column chromatography.
7. mercury ion sensor, it is connected to microsphere supported upper formation by the compound that can detect mercury ion, it is characterized in that: the described compound that can detect mercury ion is compound shown in formula I claimed in claim 1, described microsphere supported be the polymer tiny balloon.
8. the preparation method of a mercury ion sensor claimed in claim 7, it is characterized in that: the method comprises and will contain the emulsion of polymer tiny balloon, the ammoniacal liquor of concentration 25wt%～28wt% and ethanol mix, stirring at normal temperature, then progressively drip tetraethoxy, afterwards, splash into ruthenium complexe shown in described formula I, normal-temperature reaction 5～48 hours, after reaction finishes, products therefrom is successively through washing, the organic solvent extracting, vacuum-drying, namely get described mercury ion sensor, wherein: the emulsion of polymer tiny balloon, ammoniacal liquor, ethanol, the weight ratio that feeds intake of ruthenium complexe shown in tetraethoxy and formula I is 100～10:50～1:600～60:1:0.01～0.2.
9. preparation method according to claim 8, it is characterized in that: described method also comprises by being selected from any method in emulsion polymerization, emulsifier-free emulsion polymerization method, microemulsion polymerization method, fine emulsion polymerization, suspension polymerization, dispersion copolymerization method, precipitation polymerization method, make main monomer, function monomer polymerization reaction take place under the effect of initiator, obtain the described step that contains the emulsion of polymer tiny balloon.
10. preparation method according to claim 9, it is characterized in that: described main monomer is vinylbenzene, described function monomer is MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride, chlorination 2-(methacrylic phthalein oxygen base) ethyl-trimethyl amine or mixture both, the mass ratio that feeds intake of main monomer and function monomer is 19～500:1, initiator quality consumption is 0.1～0.3 times of monomer total mass, the temperature of polyreaction is 20～100 ℃, react to monomer conversion and reach 95%, finish reaction, namely get the described emulsion that contains the polymer tiny balloon.
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| CN110283213A (en) * | 2019-05-31 | 2019-09-27 | 中南民族大学 | Colorimetric probe and synthetic method and the application of detectable bisulfate ion and mercury ion |
| CN115124715A (en) * | 2021-03-29 | 2022-09-30 | 华南理工大学 | Preparation method of pyridyl polythioamide |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110283213A (en) * | 2019-05-31 | 2019-09-27 | 中南民族大学 | Colorimetric probe and synthetic method and the application of detectable bisulfate ion and mercury ion |
| CN110283213B (en) * | 2019-05-31 | 2022-03-15 | 中南民族大学 | Colorimetric probe capable of detecting bisulfite and mercury ions, and synthesis method and application thereof |
| CN115124715A (en) * | 2021-03-29 | 2022-09-30 | 华南理工大学 | Preparation method of pyridyl polythioamide |
| CN115124715B (en) * | 2021-03-29 | 2023-09-26 | 华南理工大学 | Preparation method of pyridyl polythioamide |
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