CN102658088A - Preparation method for dialkyl imidazole cationic organic bentonite - Google Patents
Preparation method for dialkyl imidazole cationic organic bentonite Download PDFInfo
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- CN102658088A CN102658088A CN2012101632279A CN201210163227A CN102658088A CN 102658088 A CN102658088 A CN 102658088A CN 2012101632279 A CN2012101632279 A CN 2012101632279A CN 201210163227 A CN201210163227 A CN 201210163227A CN 102658088 A CN102658088 A CN 102658088A
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- dialkylimidazolium
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Abstract
The invention discloses a preparation method for dialkyl imidazole cationic organic bentonite. The preparation method comprises the following steps of: 1) preparing dialkyl imidazole halogen salt; and 2) taking a dialkyl imidazole halogen salt ionic liquid type surfactant as a modifier, reacting aqueous phase suspension of sodium base bentonite with dialkyl imidazole halogen salt to obtain a final product. The process of the preparation method is simple, the conditions are mild, the prepared organic bentonite has a good effect of removing dye from printing and dyeing waste water, and a novel way for preparing organic bentonite is broadened.
Description
Technical field
The present invention relates to a kind of dialkylimidazolium cation method for preparing organobentonite, belong to environmental functional nonmetallic mineral material field.The organobentonite that the inventive method makes is superior in quality, and is good to the dyestuff removal effect in the dyeing waste water, widened the new way of organobentonite preparation.
Background technology
China's bentonite resource is abundant, and reserves occupy the second place of the world, and existing yield is about 2,000,000 tons.The 1950's, the U.S. at first produces the Bentone-18 organobentonite, releases series of products afterwards again, has expanded bentonitic application greatly.Organobentonite has the good adsorption performance, and good prospects for application [bentonite processing and application, Chemical Industry Press, in April, 2005, front page] is arranged in waste water, waste gas adsorption treatment and contaminated environment reparation.
Synthetic organobentonite often adopts quaternary surfactant, and tradable cation generation ion-exchange reactions makes the organic group intercalation between montmorillonite layer between quaternary ammonium salt cationic and montmorillonite layer, and its surface property is by the hydrophilic oleophylic that becomes.Compare with original soil; These organobentonite interlamellar spacings obviously increase; Water pollutant is shown higher affinity and absorption property, and organic ability force rate original soil high tens can be used as the good adsorbent of organic pollution in the water body to hundred times in the removal water.The size of quaternary ammonium salt, structure and surface-active directly affect bentonite performance and purposes.Therefore, surfactant structure and surface-active are preparation bentonite bases and crucial.For example U.S. Pat 4450095 discloses the method for preparing organobentonite that a kind of tri alkyl quaternary ammonium salt that adopts carbochain 14-20 is made modifier; This method has been improved the dispersiveness of organobentonite in organic solvent through improving the solvability of organic group.Chinese patent CN1250067A disclosed a kind of employing quaternary ammonium salt and had gathered olefinically unsaturated carboxylic acid derivatives and bentonitic suspension liquid of aqueous phase prepared in reaction bentonite method in 2000.In recent years, various different cation harmonizing yinyang ion-type organobentonites are produced out [bentonite processing and application, Chemical Industry Press, in April, 2005, front page].But the cationic surface active agent that is used for modification mainly is confined to alkylammonium salt and quaternary ammonium salt aspect.
In recent years, people very pay close attention to ionic liquid at room temperature, aspect such as ionic liquid can be used as that potential alternative reagent is used for organic synthesis, extracts and separates, electrochemistry and material science.And the ion liquid type surfactant is as a kind of functional ionic liquid; Its hydrophobic side chain and hydrophilic head have parents' characteristic, and polarity and hydrophily/lipophile can be adjusted [daily chemical industry, 2009 through selecting suitable yin, yang ion; 39 (5), 338-343].All kinds of ionic liquids are especially by N, and the glyoxaline ion liquid that N '-dialkylimidazolium cation and anion constitute causes with its unique physicochemical properties with at the huge applications potential of various fields pays close attention to and study interest widely.But, up to the present, also there is not dialkylimidazolium class ionic liquid to be applied to modified alta-mud, obtain the report of new preparation organobentonite method.
Summary of the invention
The objective of the invention is to overcome the above problem that prior art exists, a kind of dialkylimidazolium cation method for preparing organobentonite is provided.
For realizing above-mentioned technical purpose, reach above-mentioned technique effect, the present invention realizes through following technical scheme:
A kind of dialkylimidazolium cation method for preparing organobentonite may further comprise the steps:
Step 1) adds the N-methylimidazole in solvent toluene, alkyl halide is slowly splashed into, and the mol ratio of N-methylimidazole and alkyl halide is 1:1; Between heat temperature raising to 65 ~ 70 ℃, stir or isothermal reaction 24h.Boil off solvent toluene, obtain crude product, with the ethyl acetate washing, the dry dialkylimidazolium halogen that gets.
Step 2) get sodium bentonite, thin up is a suspension, adds the dialkylimidazolium halogen of step 1 preparation, stir, and 50 ~ 70 ℃ of modification temperatures, the reaction time is 0.5 ~ 2h.Filter, dehydrate.Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite, it is characterized in that: the molecular formula of the halogen of dialkylimidazolium described in the step 1 is:
In the chemical formula: R
1The alkyl of expression carbon number from 12 to 18, X
-Be Cl
-Or Br
-
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite, it is characterized in that: the addition of water described in the step 2 is: the mass ratio of water and sodium bentonite is 8:1.
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite, it is characterized in that: bentonite described in the step 2 is a sodium bentonite, its cation exchange capacity should be greater than 65 mMs/100 grams.
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite is characterized in that: the adding equivalent of the halogen of dialkylimidazolium described in the step 2 is 0.8 ~ 1.2 times of sodium bentonite cation exchange capacity.
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite, it is characterized in that: modification temperature described in the step 2 is 50 ~ 70 ℃, the reaction time is 0.5 ~ 2 hour.
Preferably, described a kind of dialkylimidazolium cation method for preparing organobentonite is characterized in that: described in the step 2, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
The invention has the beneficial effects as follows:
1, preparation technology is simple, mild condition.
2, the organobentonite of preparation is to the dyestuff removal effect in the dyeing waste water good (for example embodiment 4).
When 3, preparing the ion liquid type surfactant, through adding solvent, reaction yield is high, convenient post-treatment.
4, the new varieties of supplementary table surface-active agent enlarge the ionic liquid new approach in application.
Above-mentioned explanation only is the general introduction of technical scheme of the present invention, understands technological means of the present invention in order can more to know, and can implement according to the content of specification, below with preferred embodiment of the present invention specify as after.The specific embodiment of the present invention is provided by following examples in detail.
The specific embodiment
The operation principle of present embodiment is following:
Embodiment 1:
In the three-necked bottle of 1000mL, add 150mL toluene and 0.3molgN-methylimidazole; In separatory funnel, add 100mL toluene and 0.3mol bromo n-dodecane, and it slowly is added drop-wise in the three-necked bottle, after dripping off in 0.5 hour; 70 ℃ of control reaction temperatures, stirring or isothermal reaction 24 hours.Boil off solvent toluene, obtain crude product.Crude product is with ethyl acetate washing 2 times, and drying is 24 hours in vacuum drying chamber.Weigh, get product bromination 3-methyl isophthalic acid-dodecyl imidazoles.
Take by weighing the 50g sodium bentonite and put into the beaker of 1000mL, in beaker, add 400mL water, be placed on the magnetic stirring apparatus and stir, in whipping process, slowly add 9g bromination 3-methyl isophthalic acid-dodecyl imidazoles, under 60 ℃, reacted 2 hours.Filter, dehydrate.Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
Embodiment 2:
In the three-necked bottle of 1000mL, add 150mL toluene and 0.3molgN-methylimidazole; In separatory funnel, add 100mL toluene and 0.3mol chloro n-dodecane, and it slowly is added drop-wise in the three-necked bottle, after dripping off in 0.5 hour; 70 ℃ of control reaction temperatures stir or isothermal reaction 24h.Boil off solvent toluene, obtain crude product.Crude product is with ethyl acetate washing 2 times, and drying is 24 hours in vacuum drying chamber.Weigh, get product chlorination 3-methyl isophthalic acid-dodecyl imidazoles.
Take by weighing the 50g sodium bentonite and put into the beaker of 1000mL, in beaker, add 400mL water, be placed on the magnetic stirring apparatus and stir, in whipping process, slowly add 7.4g chlorination 3-methyl isophthalic acid-dodecyl imidazoles, under 60 ℃, reacted 2 hours.Filter, dehydrate.Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
Embodiment 3:
In the three-necked bottle of 1000mL, add 150mL toluene and 0.3molgN-methylimidazole; In separatory funnel, add 100mL toluene and 0.3mol chloro hexadecane, and it slowly is added drop-wise in the three-necked bottle, after dripping off in 0.5 hour; 70 ℃ of control reaction temperatures, stirring or isothermal reaction 24 hours.Boil off solvent toluene, obtain crude product.Crude product is with ethyl acetate washing 2 times, and drying is 24 hours in vacuum drying chamber.Weigh, get product chlorination 3-methyl isophthalic acid-n-hexadecyl imidazoles.
Take by weighing the 50g sodium bentonite and put into the beaker of 1000mL, in beaker, add 400mL water, be placed on the magnetic stirring apparatus and stir, in whipping process, slowly add 9.4g chlorination 3-methyl isophthalic acid-n-hexadecyl imidazoles, under 60 ℃, reacted 1.5 hours.Filter, dehydrate.Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
Embodiment 4:
In the three-necked bottle of 1000mL, add 150mL toluene and 0.3molgN-methylimidazole; In separatory funnel, add 100mL toluene and 0.3mol bromo hexadecane, and it slowly is added drop-wise in the three-necked bottle, after dripping off in 0.5 hour; 70 ℃ of control reaction temperatures, stirring or isothermal reaction 24 hours.Boil off solvent toluene, obtain crude product.Crude product is with ethyl acetate washing 2 times, and drying is 24 hours in vacuum drying chamber.Weigh, get product bromination 3-methyl isophthalic acid-n-hexadecyl imidazoles.
Take by weighing the 50g sodium bentonite and put into the beaker of 1000mL, in beaker, add 400mL water, be placed on the magnetic stirring apparatus and stir, in whipping process, slowly add 10.9g bromination 3-methyl isophthalic acid-n-hexadecyl imidazoles, under 60 ℃, reacted 1.5 hours.Filter, dehydrate.Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
The organobentonite of embodiment 4 preparations is used for the decolouring of orange II and methyl orange simulated wastewater and handles result such as following table:
The above is merely the preferred embodiments of the present invention, is not limited to the present invention, and for a person skilled in the art, the present invention can have various changes and variation.All within spirit of the present invention and principle, any modification of being done, be equal to replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (7)
1. a dialkylimidazolium cation method for preparing organobentonite is characterized in that, may further comprise the steps:
Step 1) adds the N-methylimidazole in solvent toluene, alkyl halide is slowly splashed into, and the mol ratio of N-methylimidazole and alkyl halide is 1:1; Heat temperature raising stirs or isothermal reaction 24h between 65-70 ℃, boils off solvent toluene, obtains crude product, with the ethyl acetate washing, and dry dialkylimidazolium halogen,
Step 2) get sodium bentonite, thin up is a suspension, adds the dialkylimidazolium halogen of step 1 preparation, stir, and 50 ~ 70 ℃ of modification temperatures, the reaction time is 0.5 ~ 2h;
Filter, dehydrate;
Through methods such as mechanical disintegration, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
2. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1, it is characterized in that: the molecular formula of the halogen of dialkylimidazolium described in the step 1 is:
In the chemical formula: R
1The alkyl of expression carbon number from 12 to 18, X
-Be Cl
-Or Br
-
3. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1, it is characterized in that: the addition of water described in the step 2 is: the mass ratio of water and sodium bentonite is 8:1.
4. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1, it is characterized in that: bentonite described in the step 2 is a sodium bentonite, its cation exchange capacity should be greater than 65 mMs/100 grams.
5. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1 is characterized in that: the adding equivalent of the halogen of dialkylimidazolium described in the step 2 is 0.8 ~ 1.2 times of sodium bentonite cation exchange capacity.
6. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1, it is characterized in that: modification temperature described in the step 2 is 50 ~ 70 ℃, the reaction time is 0.5 ~ 2 hour.
7. a kind of dialkylimidazolium cation method for preparing organobentonite according to claim 1 is characterized in that: described in the step 2, the product granularity size is 200 orders, and content is greater than 95%, and moisture is less than 3%.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104289174A (en) * | 2014-09-10 | 2015-01-21 | 济南大学 | Preparation method of ionic liquid loaded type bentonite absorbent |
| CN109894152A (en) * | 2019-03-20 | 2019-06-18 | 曲阜师范大学 | It is a kind of for the method for preparing catalyst and its gained catalyst of synthesizing tetrahydrofuran and application |
| CN117265683A (en) * | 2023-11-20 | 2023-12-22 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
-
2012
- 2012-05-24 CN CN2012101632279A patent/CN102658088A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| 柳宏伟: "《改性粘土的制备及其对重金属离子的吸附性能研究》", 《西北师范大学硕士论文》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104289174A (en) * | 2014-09-10 | 2015-01-21 | 济南大学 | Preparation method of ionic liquid loaded type bentonite absorbent |
| CN109894152A (en) * | 2019-03-20 | 2019-06-18 | 曲阜师范大学 | It is a kind of for the method for preparing catalyst and its gained catalyst of synthesizing tetrahydrofuran and application |
| CN109894152B (en) * | 2019-03-20 | 2021-11-05 | 曲阜师范大学 | Preparation method of catalyst for synthesizing tetrahydrofuran, catalyst obtained by preparation method and application of catalyst |
| CN117265683A (en) * | 2023-11-20 | 2023-12-22 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
| CN117265683B (en) * | 2023-11-20 | 2024-04-09 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
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Application publication date: 20120912 |