CN102060673A - Process for preparing o-phenylphenol sodium salt - Google Patents
Process for preparing o-phenylphenol sodium salt Download PDFInfo
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- CN102060673A CN102060673A CN2010106042565A CN201010604256A CN102060673A CN 102060673 A CN102060673 A CN 102060673A CN 2010106042565 A CN2010106042565 A CN 2010106042565A CN 201010604256 A CN201010604256 A CN 201010604256A CN 102060673 A CN102060673 A CN 102060673A
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Abstract
The invention relates to a method for preparing o-phenylphenol sodium salt. The method comprises the following steps of: dissolving o-phenylphenol in an organic solvent; directly dropwise adding sodium hydroxide solution; directly separating an obtained product out of an organic phase; and filtering and drying to obtain a product, wherein the organic solvent is a mixed solvent of a polar solvent and a non-polar solvent in a volume ratio of 1:0.03-1:0.3, preferably between 1 to 0.05 and 1 to 0.1; the non-polar solvent is an aromatic hydrocarbon solvent or an aliphatic hydrocarbon solvent; and the polar solvent is an ester solvent, a ketone solvent, an alcohol solvent or an ether solvent. By the method, the appearance of the o-phenylphenol sodium salt can be effectively improved and the content is more than or equal to 99 percent; and the method has the advantages of easily controlled reaction conditions, simple preparation process, energy conservation, emission reduction and the like.
Description
Technical field
The present invention relates to the preparation of orthoxenol sodium salt, be specially sodium hydroxide solution is added drop-wise in the organic solution of sodium-o-phenyl phenolate, direct filtration obtains the preparation technology of sodium-o-phenyl phenolate.
Background technology
The purposes of orthoxenol sodium salt mainly is to make anticorrosion and bactericidal agent, mould inhibitor.Be mainly used in citrus.It is fresh-keeping that China's regulation can be used for oranges and tangerines, and maximum usage quantity is 0.95g/kg, and residual quantity is not more than 12mg/kg.Using method is different with OPP (07202).Mainly take aqueous solution dipping, sprinkling or slot type washing with 0.3%～2%.Also can take to add 0.68%～2% in wax, then method such as spraying.
About the preparation of orthoxenol sodium salt, traditional technology is to extract orthoxenol from the residue of producing phenol, and reaction obtains sodium salt in the aqueous solution.
Contain mixed position (contraposition and ortho position) phenylphenol of 40% in the distillation residue of sulfonation method production phenol approximately,, collect 65～100 ℃ of cuts, be and mix a position phenylphenol above-mentioned distillation residue vacuum fractionation under the vacuum tightness of 53.3～66.7kPa.To mix a thing heating for dissolving in trieline, separate out the contraposition phenylphenol after the cooling earlier.After the centrifuging, wash mother liquor, make orthoxenol become sodium salt with sodium carbonate solution.Get the upper strata sodium salt after leaving standstill, decompression dehydration gets product.The shortcoming of this method is lower with aqueous sodium carbonate washing orthoxenol solution transformation efficiency, and the product that obtains is in the aqueous solution, the decompression dehydration energy consumption is bigger, and unsuitable crystallization, the product appearance that obtains is poor, be generally redness or have a few blackout, yield is lower, and is not easy to operate.
Summary of the invention
Technical problem to be solved by this invention provides a kind of preparation technology of simple orthoxenol sodium salt, and energy consumption is low, the purity height.
The preparation technology of a kind of orthoxenol sodium salt of the present invention, it is characterized in that: orthoxenol is dissolved in the organic solvent, direct dropping sodium solution, the product of gained is directly separated out from organic phase, filtration, drying can obtain product, described organic solvent is the mixed solvent of polar solvent and non-polar solvent, the volume ratio of polar solvent and non-polar solvent is 1: 0.03 to 1: 0.3, non-polar solvent is aromatic hydrocarbon solvent or fat hydrocarbon solvent, and polar solvent is esters solvent, ketones solvent, alcoholic solvent or ether solvent.
Wherein optimized technical scheme is:
The dropping temperature of sodium hydroxide solution is a room temperature.
Described organic solvent is preferably the mixed solvent of alkane solvents and alcoholic solvent.
Described aromatic hydrocarbon solvent adopts toluene, benzene or dimethylbenzene etc.
Described fat hydrocarbon solvent adopts pentane, hexane, octane or sherwood oil etc.
Described esters solvent adopts ritalin, vinyl acetic monomer or propyl acetate etc.
Described ketones solvent adopts acetone, espeleton or mibk etc.
Described alcoholic solvent adopts methyl alcohol, ethanol, Virahol or the trimethyl carbinol etc.
Described ether solvent adopts tetrahydrofuran (THF), dioxane or glycol ether etc.
Preferred 1: 0.05 to 1: 0.1 of the volume ratio of polar solvent and non-polar solvent.
Organic solvent of the present invention can recycle, and after repeatedly using, separates out crystal, and suction filtration goes out crystal, can wash recycling after the air distillation.
Reaction of the present invention is directly carried out in organic phase, and product is directly separated out in organic solvent, and directly suction filtration just can obtain product.Needn't pass through decompression dehydration again.Reduced energy consumption.
The present invention compared with prior art, orthoxenol directly carries out acid-base neutralisation with sodium hydroxide and reacts in organic phase, the salt that obtains is directly separated out, organic phase can recycle.The orthoxenol sodium salt that obtains is a white powder, purity 〉=99%.
Embodiment
Below in conjunction with embodiment the present invention is done detailed description.
Embodiment 1
In the four-hole reaction flask of 2000ml, drop into 1000ml sherwood oil and 50ml Virahol, adding 170g content is 99.6% orthoxenol (1mol), heating up to stir makes it abundant dissolving, is cooled to room temperature, slowly drips through purified sodium hydroxide solution (about 1.1mol), after dropwising, stirred at a slow speed 5～6 hours, the extruding suction filtration, reaction flask washes and washing leaching cake with the 200ml sherwood oil, filter cake gets product after 48 ℃ of vacuum-drying after centrifugal, and filtrate is reused.Can separate out crystal after filtrate is repeatedly used, used water extraction back air distillation recirculation is used.Product is a white powder, and purity is 96%.mp：57～58℃。
Embodiment 2
In the four-hole reaction flask of 2000ml, drop into 900ml toluene and 100ml tetrahydrofuran (THF), adding 170g content is 99.6% orthoxenol (1mol), heating up to stir makes it abundant dissolving, is cooled to room temperature, slowly drips through purified sodium hydroxide solution (about 1.1mol), after dropwising, stirred at a slow speed 5～6 hours, the extruding suction filtration, reaction flask washes and washing leaching cake with the 200ml sherwood oil, filter cake gets product after 48 ℃ of vacuum-drying after centrifugal, and filtrate is reused.Can separate out crystal after filtrate is repeatedly used, used water extraction back air distillation recirculation is used.Product is a white powder, and purity is 95.6%.mp：57～58℃。
Embodiment 3
In the four-hole reaction flask of 2000ml, drop into 900ml sherwood oil and 100ml methyl iso-butyl ketone (MIBK), adding 170g content is 99.6% orthoxenol (1mol), heating up to stir makes it abundant dissolving, is cooled to room temperature, slowly drips through purified sodium hydroxide solution (about 1.1mol), after dropwising, stirred at a slow speed 5～6 hours, the extruding suction filtration, reaction flask washes and washing leaching cake with the 200ml sherwood oil, filter cake gets product after 48 ℃ of vacuum-drying after centrifugal, and filtrate is reused.Can separate out crystal after filtrate is repeatedly used, used water extraction back air distillation recirculation is used.Product is a white powder, and purity is 95.2%.mp：56.5～58℃。
Embodiment 4
In the four-hole reaction flask of 2000ml, drop into 900ml octane and 100ml dioxane, adding 170g content is 99.6% orthoxenol (1mol), heating up to stir makes it abundant dissolving, is cooled to room temperature, slowly drips through purified sodium hydroxide solution (about 1.1mol), after dropwising, stirred at a slow speed 5～6 hours, the extruding suction filtration, reaction flask washes and washing leaching cake with the 200ml sherwood oil, filter cake gets product after 48 ℃ of vacuum-drying after centrifugal, and filtrate is reused.Can separate out crystal after filtrate is repeatedly used, used water extraction back air distillation recirculation is used.Product is a white powder, and purity is 95.8%.mp：57～58℃。
Claims (10)
1. the preparation technology of an orthoxenol sodium salt, it is characterized in that: orthoxenol is dissolved in the organic solvent, direct dropping sodium solution, the product of gained is directly separated out from organic phase, filtration, drying can obtain product, described organic solvent is the mixed solvent of polar solvent and non-polar solvent, volume ratio is 1: 0.03 to 1: 0.3, non-polar solvent is aromatic hydrocarbon solvent or fat hydrocarbon solvent, and polar solvent is esters solvent, ketones solvent, alcoholic solvent or ether solvent.
2. preparation technology according to claim 1 is characterized in that: the dropping temperature of sodium hydroxide solution is a room temperature.
3. preparation technology according to claim 1 is characterized in that: described organic solvent is the mixed solvent of alkane solvents and alcoholic solvent.
4. preparation technology according to claim 1 is characterized in that: described aromatic hydrocarbon solvent adopts toluene, benzene or dimethylbenzene.
5. preparation technology according to claim 1 is characterized in that: described fat hydrocarbon solvent adopts pentane, hexane, octane or sherwood oil.
6. preparation technology according to claim 1 is characterized in that: described esters solvent adopts ritalin, vinyl acetic monomer or propyl acetate.
7. preparation technology according to claim 1 is characterized in that: described ketones solvent adopts acetone, espeleton or mibk.
8. preparation technology according to claim 1 is characterized in that: described alcoholic solvent adopts methyl alcohol, ethanol, Virahol or the trimethyl carbinol.
9. preparation technology according to claim 1 is characterized in that: described ether solvent adopts tetrahydrofuran (THF), dioxane or glycol ether.
10. preparation technology according to claim 1 is characterized in that: described organic solvent is the mixed solvent of polar solvent and non-polar solvent, and volume ratio is 1: 0.05 to 1: 0.1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2010106042565A CN102060673A (en) | 2010-12-24 | 2010-12-24 | Process for preparing o-phenylphenol sodium salt |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2010106042565A CN102060673A (en) | 2010-12-24 | 2010-12-24 | Process for preparing o-phenylphenol sodium salt |
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| CN2010106042565A Pending CN102060673A (en) | 2010-12-24 | 2010-12-24 | Process for preparing o-phenylphenol sodium salt |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1835755A (en) * | 1930-10-22 | 1931-12-08 | Dow Chemical Co | Method for purification of ortho-phenyl-phenol |
| CN1339253A (en) * | 2000-08-17 | 2002-03-13 | 拜尔公司 | Orth-phenyl-phenol salt concentration |
| CN101121660A (en) * | 2006-08-08 | 2008-02-13 | 北京英力科技发展有限公司 | Phenyl benzophenone derivates and uses as photoinitiators |
-
2010
- 2010-12-24 CN CN2010106042565A patent/CN102060673A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1835755A (en) * | 1930-10-22 | 1931-12-08 | Dow Chemical Co | Method for purification of ortho-phenyl-phenol |
| CN1339253A (en) * | 2000-08-17 | 2002-03-13 | 拜尔公司 | Orth-phenyl-phenol salt concentration |
| CN101121660A (en) * | 2006-08-08 | 2008-02-13 | 北京英力科技发展有限公司 | Phenyl benzophenone derivates and uses as photoinitiators |
Non-Patent Citations (1)
| Title |
|---|
| 赵连俊: "邻苯基苯酚的合成与应用研究进展", 《广州化工》, vol. 37, no. 3, 31 December 2009 (2009-12-31), pages 61 - 63 * |
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