CN102911153A - Preparation method of phenol red - Google Patents
Preparation method of phenol red Download PDFInfo
- Publication number
- CN102911153A CN102911153A CN 201210440993 CN201210440993A CN102911153A CN 102911153 A CN102911153 A CN 102911153A CN 201210440993 CN201210440993 CN 201210440993 CN 201210440993 A CN201210440993 A CN 201210440993A CN 102911153 A CN102911153 A CN 102911153A
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- CN
- China
- Prior art keywords
- preparation
- phenolsulfonphthalein
- phenol
- heating
- product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 229960003531 phenolsulfonphthalein Drugs 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims abstract description 14
- 239000000047 product Substances 0.000 claims abstract description 13
- 238000003756 stirring Methods 0.000 claims abstract description 13
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 239000011592 zinc chloride Substances 0.000 claims abstract description 7
- 235000005074 zinc chloride Nutrition 0.000 claims abstract description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 4
- 238000001035 drying Methods 0.000 claims abstract description 4
- 239000000706 filtrate Substances 0.000 claims abstract description 4
- 239000000843 powder Substances 0.000 claims abstract description 4
- 239000006260 foam Substances 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- 235000011167 hydrochloric acid Nutrition 0.000 claims description 3
- -1 sulphonyl acid anhydride Chemical class 0.000 claims description 3
- 239000003643 water by type Substances 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 2
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- 239000012043 crude product Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 159000000000 sodium salts Chemical class 0.000 abstract description 2
- 238000010189 synthetic method Methods 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract 3
- 239000013078 crystal Substances 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 239000002696 acid base indicator Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195357 gramphenol Natural products 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000007793 ph indicator Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229910021655 trace metal ion Inorganic materials 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of phenol red, comprising the following steps of: (1) adding a crude product o-benzoyl sulfonic anhydride, phenol and anhydrous zinc chloride into a container, heating the container to dissolve phenol, stirring for 3-4 hours through heating at 130-135 DEG C, and stirring to disperse the product; (2) pouring the hot product to another container, filtering and collecting crystal, and washing the crystal by water; (3) transferring the crystalline deposit to a beaker, adding 5-15wt% sodium carbonate solution, heating, standing, filtering and washing twice by water; and (4) adding filtrate into dilute hydrochloric acid while stirring, stirring, heating the mixture to 60-80 DRG C, cooling, then filtering and collecting deposit, washing, and drying to obtain phenol red which is red powder. Compared with the existing preparation method, the preparation method of the phenol red disclosed by the invention utilizes a water-soluble sodium salt synthetic method, is more general and easier, and has the advantages that materials are available, the period is short, the operation is simple and convenient, and the product purity is high.
Description
Technical field
The invention belongs to the indicator compound preparation field, especially a kind of preparation method of phenolsulfonphthalein.
Background technology
Acid base indicator only is accompanied by a class material of colour-change usually along with the change of pH, be the indispensable chemical substance of chemical analysis field, and 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 more narrow better, even pH value of solution has less variation also can make indicator produce sharp variation like this.
Phenol red phenolsulfonphthalein (the C that is called again
19H
14O
5S mol 354.38), water insoluble, be dissolved in diluted alkaline and be blue, pH value 1.2-2.8(color is by red extremely yellow); 8.0-9.6 colors are by Huang Zhilan, mainly as acid base indicator, chromatographic analysis reagent.
In order to improve the sharp degree of indicator, what research made new advances forms complexing and produces the emphasis that colour-change becomes research weak acid and weak base and some specific trace metal ion.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, the preparation method of a kind of raw material phenolsulfonphthalein easy, that the cycle is short, easy and simple to handle, product purity is high is provided.
The present invention realizes that the technical scheme of purpose is as follows:
A kind of preparation method of phenolsulfonphthalein, step is as follows:
⑴ add container with the ortho-, meta-or p-benzoyl sulphonyl of crude product acid anhydride, phenol and Zinc Chloride Anhydrous, and heating is melted phenol, at 130-135 ℃ of lower heated and stirred 3-4 hour, stirs, and product is disperseed;
⑵ pour product into while hot another container, and filter is assembled brilliant, washes crystallization with water again;
⑶ move to the crystalline deposit thing again in the beaker, adds mass percent 5-15% sodium carbonate solution, and heating is placed, and filters, and washes with water twice again;
⑷ filtrate under agitation adds in the dilute hydrochloric acid, stirs, heats 60-80 ℃, and the filter collection precipitates after the cooling, washing, and drying, the gained phenolsulfonphthalein is red powder.
And, described raw material weight ratio: sulphonyl acid anhydride: phenol: zinc chloride=1:1.4:1.
And, produce if any foam when described step ⑴ stirs and can add ethanol number droplet, still do not disappear such as foam, can lower the temperature first reheats, to reacting complete.
And described sodium carbonate solution consumption is the g:ml of 1:3-10 unit.
And the concentration of described dilute hydrochloric acid is that 200 milliliters of concentrated hydrochloric acids add 300 ml waters.
Advantage of the present invention and beneficial effect are:
1, the preparation method of phenolsulfonphthalein of the present invention adopts the synthetic method of selecting water-soluble sodium salt, compare with existing preparation method, more common easy row, raw material easy, the cycle is short, easy and simple to handle, product purity is high.
2, the present invention repeatedly washes in preparation process and filters, Effective Raise the purity of product, also reduced simultaneously in the preparation process the waste of raw material, improved the productive rate of finished product.
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.
A kind of preparation method of phenolsulfonphthalein, step is as follows:
⑴ add the ortho-, meta-or p-benzoyl sulphonyl of 500 gram crude products acid anhydride, 700 gram phenol and 500 gram Zinc Chloride Anhydrouss in 5000 milliliters of there-necked flasks, and little heating was melted phenol, at 130-135 ℃ of lower heated and stirred 3-4 hour.Produce if any foam and can add ethanol number droplet, still do not disappear such as foam, can lower the temperature first reheats, and react complete, and frequently stirs, and makes the product dispersion;
⑵ pour product in 5000 ml beakers into while hot, adds warm water (30-40 ℃) washing flask, and filter is assembled brilliant, washes with water twice;
⑶ move to throw out again in the beaker, adds 2000 milliliter of 10% sodium carbonate solution, heated 2 minutes, placed 5 minutes, filters, and washes with water twice again;
⑷ filtrate is slowly stirred lower the adding in the dilute hydrochloric acid (200 milliliters concentrated hydrochloric acid and 300 ml waters) again, occurs if any foam, but heated and stirred, heat 60-80 ℃, filter collection precipitation washes with water twice after the cooling, drying, gained phenolsulfonphthalein are red powder, and output is the 450-550 gram.
Raw material weight ratio: sulphonyl acid anhydride: phenol: zinc chloride=1:1.4:1.
Instrument and equipment: there-necked flask thermometer agitator electric mantle filter flask and Büchner funnel
Precaution: 1. operation will be carried out under ventilation condition, need wear protective gear because producing a large amount of gases;
2. heat up and slowly not stop gradually to stir, otherwise very easily solidify;
3. reacting complete will fully stir, and can produce fine particle, has exempted to occur block;
4. acid-base neutralisation its objective is and removes unreacted phenol.
Claims (5)
1. the preparation method of a phenolsulfonphthalein, it is characterized in that: step is as follows:
⑴ add container with ortho-, meta-or p-benzoyl sulphonyl acid anhydride, phenol and Zinc Chloride Anhydrous, and heating is melted phenol, at 130-135 ℃ of lower heated and stirred 3-4 hour, stirs, and product is disperseed;
⑵ pour product into while hot another container, and filter is assembled brilliant, washes crystallization with water again;
⑶ move to the crystalline deposit thing again in the beaker, adds mass percent 5-15% sodium carbonate solution, and heating is placed, and filters, and washes with water twice again;
⑷ filtrate under agitation adds in the dilute hydrochloric acid, stirs, heats 60-80 ℃, and the filter collection precipitates after the cooling, washing, and drying, the gained phenolsulfonphthalein is red powder.
2. the preparation method of phenolsulfonphthalein according to claim 1 is characterized in that: described raw material weight ratio: sulphonyl acid anhydride: phenol: zinc chloride=1:1.4:1.
3. the preparation method of phenolsulfonphthalein according to claim 1 is characterized in that: produce if any foam when described step ⑴ stirs and can add ethanol number droplet, still do not disappear such as foam, can lower the temperature first reheats, to reacting complete.
4. the preparation method of phenolsulfonphthalein according to claim 1, it is characterized in that: described sodium carbonate solution consumption is the g:ml of 1:3-10 unit.
5. the preparation method of phenolsulfonphthalein according to claim 1, it is characterized in that: the concentration of described dilute hydrochloric acid is that 200 milliliters of concentrated hydrochloric acids add 300 ml waters.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201210440993 CN102911153A (en) | 2012-11-07 | 2012-11-07 | Preparation method of phenol red |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201210440993 CN102911153A (en) | 2012-11-07 | 2012-11-07 | Preparation method of phenol red |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102911153A true CN102911153A (en) | 2013-02-06 |
Family
ID=47609759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201210440993 Pending CN102911153A (en) | 2012-11-07 | 2012-11-07 | Preparation method of phenol red |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102911153A (en) |
-
2012
- 2012-11-07 CN CN 201210440993 patent/CN102911153A/en active Pending
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20130206 |