CN102924468A - Preparing method of fluorescein complexing agents - Google Patents
Preparing method of fluorescein complexing agents Download PDFInfo
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- CN102924468A CN102924468A CN 201210453893 CN201210453893A CN102924468A CN 102924468 A CN102924468 A CN 102924468A CN 201210453893 CN201210453893 CN 201210453893 CN 201210453893 A CN201210453893 A CN 201210453893A CN 102924468 A CN102924468 A CN 102924468A
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- fluorescein
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- sodium hydroxide
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Abstract
The invention relates to a preparing method of fluorescein complexing agents. The preparing method of fluorescein complexing agents includes the following steps: (1) fluorescein is added into a mixed solution of ethanol, a sodium hydroxide solution and water, (2) iminodiacetic acid is dissolved into a mixed solution of sodium hydroxide and water of 240 milliliters, (3) the two solutions prepared by the two steps are mixed, cooled with ice, instilled with a formaldehyde solution, stirred and mixed, the ethanol is recrystallized, then the solution is dried at the temperature of 50-70 DEG C, and at last the fluorescein complexing agents are prepared. The preparing method of fluorescein complexing agents is universal, easy to achieve, short in cycle, simple and convenient to operate, raw materials are easy to obtain, the prepared products are high in yield, finished products are prepared firstly in the preparing process, then washing and other purifying steps are carried out on the finished products, and the products finally obtained are high in purity.
Description
Technical field
The invention belongs to pH indicator preparation field, particularly a kind of preparation method of fluorescent yellow complexing agent.
Background technology
Acid base indicator normally is accompanied by a class material of colour-change along with the change of pH, be that chemistry and chemical analysis field must inadvisable few chemical articles, this tell-tale variation is actual to be the result of a kind of " tautomer " structural changes.
This tautomer has the character of conjugate acid-base pair, is in each other a kind of equilibrium state.The pH value just can affect their balance when changing, balance moves and be attended by the change of structure, the mutual conversion of acid or the alkali formula of proton occurred losing or obtaining, and namely we study the pH indicator to the indicator of this moment.
In actual applications, wish that usually the color change interval of indicator is narrower good, even pH value of solution has less variation also can make indicator produce sharp variation like this.
In order to improve the sharp degree of indicator, what research made new advances forms complexing and produces the emphasis that colour-change becomes present the sector research weak acid and weak base and some specific trace metal ion.
The fluorescent yellow complexing agent claims that again fluorexon is a kind of fluorescent indicator (C
30H
24N
2Na
2O
13Mol 666.51) the orange crystalline powder of metalluster is arranged, its salt is water-soluble, and it is yellow that acidic solution is, basic solution takes on a red color, there is yellow-green fluorescence pH value＜11, and pH value＞12 o'clock indicator itself is without fluorescence, mainly as fluorescent indicator, complexing analytical reagent.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, fluorescent yellow complexing agent that a kind of method is more simple, productive rate is higher and preparation method thereof is provided.
The present invention realizes that the technical scheme of purpose is as follows:
A kind of preparation method of fluorescent yellow complexing agent, step is as follows:
⑴ add fluorescein in the mixing solutions of ethanol, sodium hydroxide solution and water;
⑵ be dissolved in iminodiethanoic acid in the mixing solutions of sodium hydroxide and 240ml water;
⑶ after two kinds of solution that above-mentioned step obtains mix, with ice-cooled, splash into again formaldehyde solution, stir and make its mixing, drip under the rear room temperature and stir 7-8h, place 4-6h, load onto reflux exchanger, heat and keep temperature 60-70 ℃ of lower about 7-9h, do not stop stirring therebetween, after having reacted, ethanol is removed in underpressure distillation, the water gagings such as adding, decolorization filtering, drip hydrochloric acid and be acid ph value 3-3.5, separate out precipitation, filter, use again ethyl alcohol recrystallization, and 50-70 ℃ of lower drying, can obtain the fluorescent yellow complexing agent.
And described fluorescein: the weight ratio of iminodiethanoic acid is 3:2-3.
And the massfraction of described sodium hydroxide solution is 30%.
And the massfraction of described formaldehyde solution is 37%.
Advantage of the present invention and beneficial effect are:
The more common easy row of the preparation method of the fluorescent yellow complexing agent that 1, the present invention relates to, raw material easy, the cycle is short, easy and simple to handle, the product yield of preparation is high, in preparation process first the system finished product, then finished product has been carried out again the purification steps such as further washing, the finished product purity of acquisition is higher.
2, the practical easily row of the synthetic method of the present invention's employing is reliable, and fluorescein, formaldehyde, iminodiethanoic acid carry out condensation reaction, and ethyl alcohol recrystallization obtains product again.
Embodiment
Below in conjunction with embodiment, following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Instrument and equipment there-necked flask long-tail dropping funnel electric stirring electric mantle return line (recovery acetic acid) Büchner funnel and filter flask
Raw material: o-cresolsulfonphthalein bromine glacial acetic acid sodium hydroxide
The per-cent of following examples volume all is weight percentage, have special indicate except.
Embodiment 1
A kind of preparation method of fluorescent yellow complexing agent, step is as follows:
⑴ add 500ml ethanol with the 300g fluorescein, in the mixing solutions of 100ml 30% sodium hydroxide solution and 500ml water;
⑵ be dissolved in the 250g iminodiethanoic acid in the mixing solutions of 200ml 30% sodium hydroxide and 240ml water;
⑶ after two kinds of solution that above-mentioned step obtains mix, with ice-cooled, splash into again the formaldehyde solution of 150ml 37%, stir and make its mixing, drip under the rear room temperature and stir 7-8h, place 4-6h, load onto reflux exchanger, heat and keep temperature 60-70 ℃ of lower about 7-9h, do not stop stirring therebetween, after having reacted, ethanol is removed in underpressure distillation, the water gagings such as adding, decolorization filtering, drip 15% hydrochloric acid and be acid ph value 3-3.5, separate out precipitation, filter, use again ethyl alcohol recrystallization, and 50-70 ℃ of lower drying, can obtain the fluorescent yellow complexing agent.
Embodiment 2
A kind of preparation method of fluorescent yellow complexing agent, step is as follows:
Fluorescein is dissolved under the yellow soda ash alkaline condition, be cooled to 20 ℃ and add 37% formaldehyde, place half a day, with Padil 65-70 ℃ react, the reactant color must not flavescence when adding formaldehyde, does not also have fluorescein to separate out, otherwise add again yellow soda ash, until meet the requirements, all be dissolved in the 1:1 hydrochloric acid at 60-70 ℃ of insulation reaction thing, about 6h reaction is complete, with pH value 4 in the hydrochloric acid, yellowish brown Precipitation, filter, carefully wash again pH value 3, obtain the glycine fluorescein.
With glycine cresolphthalein, sodium hydroxide and water, after being added to together in the round-bottomed flask dissolving, at the aqueous solution that adds Monochloro Acetic Acid and yellow soda ash below 60 ℃, keep the aqueous solution that the 50-60 temperature drips sodium hydroxide 30%, keep pH value 9.5-10, keep 2h, question response is complete, filters, carefully be neutralized to pH=1-2 with dilute hydrochloric acid and no longer separate out precipitation, filter, 40 ℃ lower dry, gets the fluorexon solid.
Discussion method 1 is easier, and the cycle is short.
If employing method 2, acidifying need careful, must not acidifying excessive, otherwise the precipitation of separating out disappears immediately.
Can test the sensitivity to calcium for guaranteeing to react completely, otherwise take the circumstances into consideration to add Monochloro Acetic Acid and two kinds of method products obtained therefroms of sodium hydroxide drying all should be under vacuum condition.
Claims (4)
1. the preparation method of a fluorescent yellow complexing agent, it is characterized in that: step is as follows:
⑴ add fluorescein in the mixing solutions of ethanol, sodium hydroxide solution and water;
⑵ be dissolved in iminodiethanoic acid in the mixing solutions of sodium hydroxide and 240ml water;
⑶ after two kinds of solution that above-mentioned step obtains mix, with ice-cooled, splash into again formaldehyde solution, stir and make its mixing, drip under the rear room temperature and stir 7-8h, place 4-6h, load onto reflux exchanger, heat and keep temperature 60-70 ℃ of lower about 7-9h, do not stop stirring therebetween, after having reacted, ethanol is removed in underpressure distillation, the water gagings such as adding, decolorization filtering, drip hydrochloric acid and be acid ph value 3-3.5, separate out precipitation, filter, use again ethyl alcohol recrystallization, and 50-70 ℃ of lower drying, can obtain the fluorescent yellow complexing agent.
2. the preparation method of fluorescent yellow complexing agent according to claim 1, it is characterized in that: described fluorescein: the weight ratio of iminodiethanoic acid is 3:2-3.
3. the preparation method of fluorescent yellow complexing agent according to claim 1, it is characterized in that: the massfraction of described sodium hydroxide solution is 30%.
4. the preparation method of fluorescent yellow complexing agent according to claim 1, it is characterized in that: the massfraction of described formaldehyde solution is 37%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201210453893 CN102924468A (en) | 2012-11-12 | 2012-11-12 | Preparing method of fluorescein complexing agents |
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| CN 201210453893 CN102924468A (en) | 2012-11-12 | 2012-11-12 | Preparing method of fluorescein complexing agents |
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| CN102924468A true CN102924468A (en) | 2013-02-13 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103554126A (en) * | 2013-11-15 | 2014-02-05 | 西安石油大学 | Preparation method and application of fluorescein derivative serving as tracer agent for oil field |
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2012
- 2012-11-12 CN CN 201210453893 patent/CN102924468A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103554126A (en) * | 2013-11-15 | 2014-02-05 | 西安石油大学 | Preparation method and application of fluorescein derivative serving as tracer agent for oil field |
| CN103554126B (en) * | 2013-11-15 | 2016-04-13 | 西安石油大学 | The fluorescein derivative preparation method of oil field tracer agent and application |
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Application publication date: 20130213 |