CN101643384B - Preparation method of high-purity 1, 2-diphenylethane - Google Patents
Preparation method of high-purity 1, 2-diphenylethane Download PDFInfo
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- CN101643384B CN101643384B CN2009100182210A CN200910018221A CN101643384B CN 101643384 B CN101643384 B CN 101643384B CN 2009100182210 A CN2009100182210 A CN 2009100182210A CN 200910018221 A CN200910018221 A CN 200910018221A CN 101643384 B CN101643384 B CN 101643384B
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Abstract
The invention relates to a preparation method of high-purity 1, 2-diphenylethane. In the method, a first-time crystallization purification reduces the distillation difficulty of diphenylethane, thus the operation is easier, the energy consumption is lower, and the distillation time is shortened; a second-time crystallization purification is recrystallization purification, thus the quality of products is further enhanced so that the content of prepared products achieves more than 99.9 percent, and the yield coefficient is high and achieves more than 75 percent. In addition, the invention has safe operation, simple technology and high efficiency and can effectively control the production cost in the whole preparation process.
Description
Technical field
The present invention relates to a kind ofly 1, the preparation method of 2-diphenylethane is a kind of high purity 1 specifically, and the preparation method of 2-diphenylethane belongs to field of fine chemical.
Background technology
1, the 2-diphenylethane is the important intermediate of synthetic fine chemicals, can be used for industries such as fire-retardant, leather processing, white dyes, dyestuff, medication chemistry.The sulfonation reaction product of diphenylethane is the tanning agent of a kind of excellent property in the leather processing industry.With it is that the dehydrogenation oxidation product (like stibene, benzil etc.) of raw material is the important source material of producing white dyes and dyestuff.Based on 1, the thermostability of 2-diphenylethane is high, and heat-carrying capacity is big, uses in the medication chemistry industry as a kind of thermal oil.Wherein topmost purposes is the main raw material as synthetic bromide flame retardant TDE.
The enhancing of Along with people's environmental consciousness in recent years, it also is more and more that the fire retardant material of using in life and the production is required; Once the decabromodiphynly oxide that purposes was the widest has more and more received the restriction of society owing to there is potential harm in application facet; TDE is very approaching because of its brominated amount and decabromodiphynly oxide; Characteristics such as have high (about 82%), the Heat stability is good (decomposition temperature is higher than 320 ℃) of brominated amount, anti-uv-ray is strong, toxicity is low; And the drippage aspect of performance is relatively good suppressing, and can not produce poisonous carcinogenic many bromos dibenzodioxin alkane and PBDF when the most important thing is the TDE burning; Owing to above reason makes TDE become the bromine fire-retardant agent the most widely of best purposes of present stage, supply falls short of demand in market.Thereby causing the topmost raw material of TDE---the market demand of diphenylethane increases severely, for the production and sales of diphenylethane product are laid a good foundation.
1, a variety of compound methods of 2-diphenylethane, what wherein can put into production mainly contains following several kinds:
One, with benzene and 1, the 2-methylene dichloride reacts under the effect of aluminum chloride and generates diphenylethane.This method production cost is low, and reaction conditions is very harsh, requires complete anhydrous response; The hydrogenchloride that generates simultaneously is serious to corrosion on Equipment; And because in the production process, used benzene and 1, two kinds of raw materials of 2-methylene dichloride are the hypertoxicity material; Very harmful to human body is so this technology and this technology synthetic product are stopped using basically at present.
The operational path of this method is:
Two, adopt the alkylated reaction of benzene and oxyethane.The alkylated reaction of oxyethane and benzene is used for the industrial production bata-phenethyl alcohol always, and with 1, the 2-diphenylethane is a byproduct of reaction.If in actual production, supply aluminum trichloride catalyst, also can obtain 1, the 2-diphenylethane is a major product.Use oxyethane as alkylating reagent, though alleviated corrosion on Equipment, owing in the reaction process water association is arranged, catalyzer usage quantity more above-mentioned " method one " increases nearly 1 times.Many alkylates also are the shortcomings of this method.
The operational path of this method is:
Three, self linked reaction that adopts that Benzyl Chloride and reactive metal (like iron, zinc, magnesium etc.) take place under catalyst action.Its raw materials used toxicity is relatively low, and processing parameter is easy to control, and reaction conditions requires simple.Like the disclosed application number of Chinese patent is " 2008101386051 ", and patent name is " a kind of be used to make 1, the method for 2-diphenylethane "; This method is to add copper, iron, Benzyl Chloride prepared in reaction diphenylethane at aqueous phase, employing be the primary crystallization operation, its shortcoming is that product purity content is low; Impurity is many, and output is few, the bad control of processing parameter in the production process; Polymery takes place easily; Produce used auxiliary material ethanol simultaneously and be difficult for reclaiming, make cost too high, and contaminate environment.
Summary of the invention
The objective of the invention is to solve existing primary crystallization purification in the art methods, cause product purity content low, impurity is many; The shortcoming that output is few provides a kind of high purity 1, the preparation method of 2-diphenylethane; Through adopting secondary crystal, the product purity that makes has the purity height more than 99.9%; Yield is high, the characteristics that foreign matter content is low.
In order to realize above technical problem, the technical scheme that this technology adopted is following:
A kind of high purity 1, the preparation method of 2-diphenylethane may further comprise the steps:
(1) in the reaction kettle, add entry, slowly be warming up between 49-51 ℃, stir down, add iron powder respectively, copper powder and cuprous chloride are warming up between 60-90 ℃, drip Benzyl Chloride, drip time spent 1-2 hour, dropwise, and are incubated 6-8 hour, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds hydrochloric acid again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry, stir down, add step (3) gained organic layer again, temperature is controlled at 0-10 ℃, crystallization 7-8 hour, makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 60-70 ℃; Change over to after the thawing in the thermal oil still, normal atmosphere is controlled at-0.09～-0.1Mpa between, carry out thermal oil rectifying; When temperature is raised to 160-180 ℃, collect diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 110-130 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, normal atmosphere is controlled at-0.09～-0.1Mpa between; Carry out thermal oil rectifying, when temperature is raised to 160-180 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add organic solvent, temperature is controlled at 20-40 ℃, carries out the crystallization second time, crystallization 6-8 hour, again through spinning, makes 1 after the 40-50 ℃ of drying, 2-diphenylethane finished product.
In the step (1), described water add-on is 1000-1800Kg, and its preferred add-on is 1400-1600Kg.
Described iron powder order number is the 100-200 order, and add-on is 100-200Kg, and its preferred add-on is 120-130Kg.
Described copper powder add-on is 5-15Kg.
Described cuprous chloride add-on is 5-15Kg.
Described Benzyl Chloride add-on is 400-500Kg, and its preferred add-on is 440-460Kg.
In the step (2), described hydrochloric acid, mass percent concentration are 1-30%, and the preferred mass percentage concentration is 10-25%; Its add-on is 300-500Kg.
In the step (3), described water add-on is 1000-1500Kg.
In the step (4), described water add-on is 1000-1100Kg.
In the step (7), described organic solvent add-on is 500-1000Kg, and its preferred add-on is 700-900Kg; Organic solvent is an ethanol, acetone, and a kind of in trichloromethane or the tetracol phenixin, it is preferably ethanol.
The inventive method adopts secondary crystal to purify, and wherein primary crystallization is purified and reduced the difficulty of distillation diphenylethane, makes operation simpler; Product content is higher, and energy consumption is lower, reduces the rectifying time simultaneously; When preventing distillation operation, overstand makes diphenylethane generation polymerization; For the second time crystallization and purification is that recrystallization is purified, further improve the quality of products, thus the high purity of making, diphenylethane product that foreign matter content is low; The content of product reaches more than 99.9%, and product yield is high, reaches more than 75%; While whole process of preparation operational safety; Technology is simple, and efficient is high, can control production cost effectively.
The product of the inventive method preparation and the finished product that adopts the primary crystallization preparation, technical indicator is compared table:
| Purity | Fugitive constituent | Yield | |
| Adopt the finished product of primary crystallization preparation | 99.78％ | 0.16％ | 69％ |
| Present method prepares finished product | 99.93％ | 0.15％ | 75％ |
1 of the inventive method preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | ≥99.93％ | Whiteness | ?≥99 |
| Fugitive constituent | ≤0.15％ | Moisture | ?≤0.05％ |
| Fusing point | 51-52℃ | Boiling point | ?283-284℃ |
Embodiment
Below in conjunction with embodiment the present invention is described further, but embodiment of the present invention is not limited thereto.
Embodiment 1
(1) in the reaction kettle, adds entry 1800Kg, slowly be warming up to 49 ℃, stir down; Adding the order number respectively is 150 purpose iron powder 100Kg, and copper powder 5Kg and cuprous chloride 5Kg are warming up to 75 ℃, drips Benzyl Chloride 400Kg; Drip 1 hour time spent, dropwise, be incubated 8 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 30% hydrochloric acid 450Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1000Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1100Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 10 ℃, and crystallization 7 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 70 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa, carries out thermal oil rectifying, when temperature is raised to 180 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 128 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa; Carry out thermal oil rectifying, when temperature is raised to 180 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add ethanol 800Kg, temperature is controlled at 20 ℃, carries out the crystallization second time, and crystallization 6 hours again through spinning, makes 1 after 45 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.95％ | Whiteness | 99.1 |
| Fugitive constituent | 0.15％ | Moisture | 0.04％ |
| Fusing point | 51.2℃ | Boiling point | 283.4℃ |
The present embodiment product yield reaches 78%, has operational safety, and technology is simple, and efficient is high, can control the advantage of production cost effectively.
Embodiment 2
(1) in the reaction kettle, adds entry 1000Kg, slowly be warming up to 50 ℃, stir down; Adding the order number respectively is 100 purpose iron powder 120Kg, and copper powder 7Kg and cuprous chloride 7Kg are warming up to 70 ℃, drips Benzyl Chloride 440Kg; Drip 1.2 hours times spent, dropwise, be incubated 6 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 25% hydrochloric acid 400Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1200Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1050Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 8 ℃, and crystallization 8 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 60 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.1Mpa, carries out thermal oil rectifying, when temperature is raised to 160 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 120 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa; Carry out thermal oil rectifying, when temperature is raised to 160 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add acetone 1000Kg, temperature is controlled at 30 ℃, carries out the crystallization second time, and crystallization 8 hours again through spinning, makes 1 after 50 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.96％ | Whiteness | 99 |
| Fugitive constituent | 0.15％ | Moisture | 0.05％ |
| Fusing point | 51.1℃ | Boiling point | 283.1℃ |
The present embodiment product yield reaches 75%, has the yield height, and purity is high, the advantage that foreign matter content is low.
Embodiment 3
(1) in the reaction kettle, adds entry 1600Kg, slowly be warming up to 51 ℃, stir down; Adding the order number respectively is 170 purpose iron powder 180Kg, and copper powder 10Kg and cuprous chloride 10Kg are warming up to 90 ℃, drips Benzyl Chloride 500Kg; Drip 2 hours times spent, dropwise, be incubated 8 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 20% hydrochloric acid 500Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1500Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1100Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 7 ℃, and crystallization 8 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 68 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa, carries out thermal oil rectifying, when temperature is raised to 175 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 115 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.1Mpa; Carry out thermal oil rectifying, when temperature is raised to 175 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add trichloromethane 850Kg, temperature is controlled at 37 ℃, carries out the crystallization second time, and crystallization 7.5 hours again through spinning, makes 1 after 48 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.95％ | Whiteness | 99 |
| Fugitive constituent | 0.14％ | Moisture | 0.03％ |
| Fusing point | 51.4℃ | Boiling point | 283.6℃ |
The present embodiment product yield reaches 78%, has the yield height, and whiteness is high, the advantage that foreign matter content is low.
Embodiment 4
(1) in the reaction kettle, adds entry 1700Kg, slowly be warming up to 51 ℃, stir down; Adding the order number respectively is 190 purpose iron powder 108Kg, and copper powder 9Kg and cuprous chloride 9Kg are warming up to 80 ℃, drips Benzyl Chloride 410Kg; Drip 1 hour time spent, dropwise, be incubated 7 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 28% hydrochloric acid 300Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1300Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1100Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 5 ℃, and crystallization 8 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 65 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.1Mpa, carries out thermal oil rectifying, when temperature is raised to 178 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 130 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa; Carry out thermal oil rectifying, when temperature is raised to 178 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add tetracol phenixin 700Kg, temperature is controlled at 25 ℃, carries out the crystallization second time, and crystallization 7 hours again through spinning, makes 1 after 40 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.97％ | Whiteness | 99.2 |
| Fugitive constituent | 0.12％ | Moisture | 0.03％ |
| Fusing point | 51.6℃ | Boiling point | 283.8℃ |
The content of present embodiment product is high, and product yield is high, reaches 79%, while whole process of preparation operational safety, and technology is simple, and energy consumption is low, can control production cost effectively.
Embodiment 5
(1) in the reaction kettle, adds entry 1500Kg, slowly be warming up to 51 ℃, stir down; Adding the order number respectively is 165 purpose iron powder 125Kg, and copper powder 15Kg and cuprous chloride 15Kg are warming up to 65 ℃, drips Benzyl Chloride 430Kg; Drip 2 hours times spent, dropwise, be incubated 8 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 10% hydrochloric acid 355Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1100Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1000Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 0 ℃, and crystallization 8 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 62 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.1Mpa, carries out thermal oil rectifying, when temperature is raised to 165 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 110 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa; Carry out thermal oil rectifying, when temperature is raised to 165 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add ethanol 600Kg, temperature is controlled at 35 ℃, carries out the crystallization second time, and crystallization 6.5 hours again through spinning, makes 1 after 43 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.98％ | Whiteness | 99.6 |
| Fugitive constituent | 0.03％ | Moisture | 0.01％ |
| Fusing point | 52℃ | Boiling point | 284℃ |
The present embodiment product yield is high, reach 85%, and energy consumption is low, can control production cost effectively.
Embodiment 6
(1) in the reaction kettle, adds entry 1400Kg, slowly be warming up to 51 ℃, stir down; Adding the order number respectively is 120 purpose iron powder 200Kg, and copper powder 8Kg and cuprous chloride 8Kg are warming up to 85 ℃, drips Benzyl Chloride 480Kg; Drip 2 hours times spent, dropwise, be incubated 8 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 1% hydrochloric acid 425Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1000Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1400Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 3 ℃, and crystallization 8 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 66 ℃; Changing over to after the thawing in the thermal oil still, normal atmosphere is controlled at-0.09～-0.1Mpa, carry out thermal oil rectifying; When temperature is raised to 170 ℃, collect diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 125 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09～-0.1Mpa; Carry out thermal oil rectifying, when temperature is raised to 170 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add ethanol 900Kg, temperature is controlled at 40 ℃, carries out the crystallization second time, and crystallization 8 hours again through spinning, makes 1 after 44 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.98％ | Whiteness | 99.5 |
| Fugitive constituent | 0.09％ | Moisture | 0.02％ |
| Fusing point | 51.9℃ | Boiling point | 283.9℃ |
The present embodiment product yield reaches 80%, and preparation process operation safety, and energy consumption is low, can control production cost effectively, is fit to extensive mass production.
Embodiment 7
(1) in the reaction kettle, adds entry 1200Kg, slowly be warming up to 49 ℃, stir down; Adding the order number respectively is 200 purpose iron powder 155Kg, and copper powder 6Kg and cuprous chloride 7Kg are warming up to 60 ℃, drips Benzyl Chloride 465Kg; Drip 1.5 hours times spent, dropwise, be incubated 6.5 hours, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds mass percent concentration and is 5% hydrochloric acid 475Kg again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry 1250Kg again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry 1050Kg, stir down, add step (3) gained organic layer again, temperature is controlled at 1 ℃, and crystallization 7.5 hours makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 79 ℃, changes over to after the thawing in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa, carries out thermal oil rectifying, when temperature is raised to 172 ℃, collects diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 126 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, and normal atmosphere is controlled at-0.09Mpa; Carry out thermal oil rectifying, when temperature is raised to 174 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add ethanol 500Kg, temperature is controlled at 22 ℃, carries out the crystallization second time, and crystallization 7.5 hours again through spinning, makes 1 after 47 ℃ of dryings, 2-diphenylethane finished product.
1 of present embodiment preparation, the 2-diphenylethane, following through the detection technique index:
| Purity | 99.97％ | Whiteness | 99.4％ |
| Fugitive constituent | 0.15％ | Moisture | 0.05％ |
| Fusing point | 51℃ | Boiling point | 283℃ |
The present embodiment product yield reaches 84%, and preparation process operation safety, and energy consumption is low, can control production cost effectively, is fit to extensive mass production.
Claims (6)
1. high purity 1, the preparation method of 2-diphenylethane is characterized in that being, comprises the following steps:
(1) in the reaction kettle, add entry, slowly be warming up between 49-51 ℃, stir down, add iron powder respectively, copper powder and cuprous chloride are warming up between 60-90 ℃, drip Benzyl Chloride, drip time spent 1-2 hour, dropwise, and are incubated 6-8 hour, make reaction mass;
(2) with the reaction mass that makes, filter, copper powder is filtered out, the copper powder reusable edible adds hydrochloric acid again, washs, and standing demix is removed sour water, obtains organic layer;
(3) add entry again, wash, standing demix is obtained organic layer;
(4) in the primary crystallization still, add entry, stir down, add step (3) gained organic layer again, temperature is controlled at 0-10 ℃, crystallization 7-8 hour, makes diphenylethane bullion suspension liquid;
(5) with diphenylethane bullion suspension liquid, carry out spinning, isolate crystal and filtrating;
(6) with the isolated crystal of step (5), heat through hot water, its water temperature is controlled at 60-70 ℃; Change over to after the thawing in the thermal oil still, normal atmosphere is controlled at-0.09～-0.1Mpa between, carry out thermal oil rectifying; When temperature is raised to 160-180 ℃, collect diphenylethane rectifying cut;
(7) with the isolated filtrating of step (5), standing demix is got organic phase; Distillation temperature is controlled at 110-130 ℃, distills, and steams Benzyl Chloride; Benzyl Chloride reusable edible, leftover materials change in the thermal oil still, normal atmosphere is controlled at-0.09～-0.1Mpa between; Carry out thermal oil rectifying, when temperature is raised to 160-180 ℃, collect diphenylethane rectifying cut;
(8) after the diphenylethane rectifying cut mixing with step (6) and step (7) collection, add organic solvent, temperature is controlled at 20-40 ℃, carries out the crystallization second time, and crystallization 6-8 hours again through spinning, makes 1 after 40-50 ℃ of dryings, 2-diphenylethane finished product;
Iron powder order number is the 100-200 order in the said step (1), and add-on is 100-200Kg, and described copper powder add-on is 5-15Kg, and described Benzyl Chloride add-on is 400-500Kg, and described cuprous chloride add-on is 5-15Kg;
In the said step (2), described hydrochloric acid, mass percent concentration are 1-30%, and its add-on is 300-500Kg;
Organic solvent is an ethanol, acetone, a kind of in trichloromethane or the tetracol phenixin.
2. a kind of high purity 1 according to claim 1, the preparation method of 2-diphenylethane is characterized in that: in the step (1), described water add-on is 1000-1800Kg.
3. a kind of high purity 1 according to claim 1, the preparation method of 2-diphenylethane is characterized in that: described Benzyl Chloride add-on is 440-460Kg.
4. a kind of high purity 1 according to claim 1, the preparation method of 2-diphenylethane is characterized in that: in the step (3), described water add-on is 1000-1500Kg.
5. a kind of high purity 1 according to claim 1, the preparation method of 2-diphenylethane is characterized in that: in the step (4), described water add-on is 1000-1100Kg.
6. a kind of high purity 1 according to claim 1, the preparation method of 2-diphenylethane is characterized in that: in the step (8), described organic solvent add-on is 500-1000Kg.
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| 陈玉琴等.苄基氯法合成1 2-二苯乙烷.《化学工程师》.1999 |
| 陈玉琴等.苄基氯法合成1,2-二苯乙烷.《化学工程师》.1999,(第3期),第6-8页. * |
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