CN110183359A - A kind of preparation method of 2,2 '-dihydroxybiphenyls - Google Patents
A kind of preparation method of 2,2 '-dihydroxybiphenyls Download PDFInfo
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- CN110183359A CN110183359A CN201910499335.5A CN201910499335A CN110183359A CN 110183359 A CN110183359 A CN 110183359A CN 201910499335 A CN201910499335 A CN 201910499335A CN 110183359 A CN110183359 A CN 110183359A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/82—Phosphates
- B01J29/84—Aluminophosphates containing other elements, e.g. metals, boron
- B01J29/85—Silicoaluminophosphates (SAPO compounds)
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
Abstract
The present invention relates to the preparation method of 2,2 '-dihydroxybiphenyls, it can effectively solve the problems, such as that cumbersome existing method, high production cost, yield be low and environmental pollution.At room temperature, 4,4 '-biphenyl disulfonic acid are mixed in a solvent with the SAPO-11 molecular sieve catalyst that chromium manganese loads, add aqueous hydrogen peroxide solution, it is warming up to 60-100 DEG C, it insulated and stirred 8 hours, then cools to room temperature, is filtered to remove molecular sieve catalyst, filtrate decompression is evaporated off, obtain 2,2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid are mixed with dilute sulfuric acid, are warming up at 100 DEG C and are stirred 2 hours, and white solid is precipitated after cooling, and 2,2 '-dihydroxybiphenyl of finished product is obtained after filtering；The present invention provides a kind of environment-friendly preparation method thereofs of 2,2 '-dihydroxybiphenyls, and cost of material is low, and byproduct of reaction is few, and waste is few, and yield is high, and energy conservation and environmental protection has huge economic and social benefit.
Description
Technical field
The present invention relates to medicine chemical industry, especially a kind of preparation method of 2,2 '-dihydroxybiphenyls.
Background technique
2,2 '-dihydroxybiphenyls are important chemical intermediate, can be used for synthesizing for example anti-liver of a variety of medical products and inhale
Parasitosis drug niclofelan, is also important high molecular material intermediate, can be used for preparing each kind polyester, polycarbonate, asphalt mixtures modified by epoxy resin
The preparation of rouge polymer modification monomer and the monomer for liquid crystal material.Have very in medicine, macromolecular organic work
Big purposes has very high productive value and economic value.
2, the 2 '-existing production technologies of dihydroxybiphenyl are as follows: using dibenzofuran as raw material, hydroxylating replaces under 300 DEG C of high temperature
Open loop, it is then acidified to obtain.Although this method step is simple, there is also serious problems: substitution ring-opening reaction temperature first
Du Taigao, product is easy to polymerize at high temperature, thus generates a large amount of coking waste residues, not only makes yield too low, but also discarded
Object is difficult to degrade, and pollution environment is serious.Secondly it is cumbersome to prepare purifying process for raw material high-purity dibenzofuran used by technique, price compared with
Height, thus final products cost is caused to be difficult to decrease.
Summary of the invention
For above situation, for the defect for overcoming the prior art, the purpose of the present invention is just to provide a kind of 2,2 '-dihydroxy
The preparation method of biphenyl, can effectively solve that cumbersome existing method, high production cost, yield be low and environmental pollution is asked
Topic.
The technical solution that the present invention solves is a kind of preparation method of 2,2 '-dihydroxybiphenyls, at room temperature, by 4,4 '-
Biphenyl disulfonic acid (III) mixes in a solvent with the SAPO-11 molecular sieve catalyst that chromium manganese loads, and adds aqueous hydrogen peroxide solution,
It is warming up to 60-100 DEG C, insulated and stirred 8 hours, is then cooled to room temperature, molecular sieve catalyst is filtered to remove, filtrate decompression is steamed
It removes, obtains 2,2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid (II)；By 2,2 '-obtained 4,4 '-biphenyl of dihydroxy disulfonic acid (II) with
Dilute sulfuric acid mixing, is warming up at 100 DEG C and stirs 2 hours, and white solid is precipitated after cooling, and 2,2 '-dihydroxy of finished product is obtained after filtering
Biphenyl (I)；
The solvent are as follows: ethyl alcohol, isopropanol, the tert-butyl alcohol, n-butanol, one or more kinds of mixtures of dioxane；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 1%~5%, and manganese mass content is 1%~5%；
Described 4,4 '-join the SAPO-11 point son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load mass ratioes be 1 ︰ 0.1~
0.3 ︰ 0.5~1；
The dilute sulfuric acid concentration is mass percent 1%~5%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid (III) is 5~10 ︰
1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 1~3 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 1~3 ︰ 100, SAPO-11 molecular sieve and deionized water dosage
Than being 0.8 gram/1 milliliter.
The present invention provides a kind of environment-friendly preparation method thereofs of 2,2 '-dihydroxybiphenyls, are original with 4,4 '-biphenyl disulfonic acid
Material passes through obtaining for catalytic oxidation high yield in the presence of the SAPO-11 molecular sieve and hydrogen peroxide of the load of catalyst chromium manganese
To 2,2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid, 2,2 '-dihydroxybiphenyls, cost of material are then obtained by acid hydrolytic reaction
Low, byproduct of reaction is few, and waste is few, and yield is high, and energy conservation and environmental protection has huge economic and social benefit.
Detailed description of the invention
Fig. 1 is molecular equation flow chart of the invention.
Specific embodiment
It elaborates below in conjunction with the actual conditions of attached drawing and the application to a specific embodiment of the invention.
The present invention in specific implementation, can be provided by following embodiment.
Embodiment 1
The preparation method of 2,2 '-dihydroxybiphenyls of one kind of the invention, at room temperature, by 4,4 '-biphenyl disulfonic acid (III) and chromium manganese
The SAPO-11 molecular sieve catalyst mixing of load in a solvent, adds aqueous hydrogen peroxide solution, is warming up to 70-90 DEG C, insulated and stirred
It 8 hours, then cools to room temperature, is filtered to remove molecular sieve catalyst, filtrate decompression is evaporated off, and obtains 2,2 '-dihydroxy, 4,4 '-biphenyl
Disulfonic acid (II)；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid (II) mix with dilute sulfuric acid, are warming up at 100 DEG C and stir
It mixes 2 hours, white solid is precipitated after cooling, 2,2 '-dihydroxybiphenyl (I) of finished product is obtained after filtering；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 2~4%, and manganese mass content is 2~4%；
Described 4,4 '-join the SAPO-11 point son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load mass ratioes be 1 ︰ 0.15~
0.25 ︰ 0.6~0.9；
The dilute sulfuric acid concentration is mass percent 2~4%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid (III) is 6~9 ︰ 1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 1.5~2.5 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 1.5~2.5 ︰ 100, SAPO-11 molecular sieve and go from
Sub- water consumption ratio is 0.8 gram/1 milliliter.
Embodiment 2
The preparation method of 2,2 '-dihydroxybiphenyls of one kind of the invention, at room temperature, by 4,4 '-biphenyl disulfonic acid (III) and chromium manganese
The SAPO-11 molecular sieve catalyst mixing of load in a solvent, adds aqueous hydrogen peroxide solution, is warming up to 75-85 DEG C, insulated and stirred
It 8 hours, then cools to room temperature, is filtered to remove molecular sieve catalyst, filtrate decompression is evaporated off, and obtains 2,2 '-dihydroxy, 4,4 '-biphenyl
Disulfonic acid (II)；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid (II) mix with dilute sulfuric acid, are warming up at 100 DEG C and stir
It mixes 2 hours, white solid is precipitated after cooling, 2,2 '-dihydroxybiphenyl (I) of finished product is obtained after filtering；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 3%, and manganese mass content is 3%；
The mass ratio that described 4,4 '-join SAPO-11 points of son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load is 1 ︰, 0.2 ︰
0.8；
The dilute sulfuric acid concentration is mass percent 3%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid (III) is 8 ︰ 1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 2 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 2 ︰ 100, and SAPO-11 molecular sieve and deionized water amount ratio are 0.8
Gram/1 milliliter.
The present invention is through testing, and effect is very good, and relevant information is as follows:
Experiment 1
31.4 grams of 4,4 '-biphenyl disulfonic acid is added at room temperature in the reaction vessel according to the method that the present invention provides, contains chromium 1%,
3 grams of the SAPO-11 molecular sieve of manganese 1%, 65 grams of industrial grade hydrogen peroxide (hydrogen peroxide mass content 27%), 300 milliliters of ethyl alcohol, stirring
80 DEG C, insulation reaction 8 hours are warming up to after uniformly.After reaction, it is filtered to remove solid catalyst, filtrate decompression is concentrated,
After solvent is evaporated off, a large amount of white solids are precipitated, 100 DEG C of stirrings 2 are warming up to after white solid is mixed with 200 milliliters of 2% dilute sulfuric acid
Hour.Reaction terminates to be cooled to room temperature, and a large amount of white solids is precipitated, deionized water washs to obtain 2,2 '-dihydroxy of product after filtering
177 grams of biphenyl, yield 95%.
Nucleus magnetic hydrogen spectrum analysis: 1H-NMR (300MHz, CDCl3) δ: 7.7~7.2 (m, 8H); 5.7 (br, s,
2H)。
Mass spectral analysis: MS (ESI) 187.1 [M+H]+
Experiment 2
31.4 grams of 4,4 '-biphenyl disulfonic acid is added at room temperature in the reaction vessel according to the method that the present invention provides, contains chromium 2%,
5 grams of the SAPO-11 molecular sieve of manganese 1%, 80 grams of industrial grade hydrogen peroxide (hydrogen peroxide mass content 27%), 300 milliliters of ethyl alcohol, stirring
80 DEG C, insulation reaction 8 hours are warming up to after uniformly.After reaction, it is filtered to remove solid catalyst, filtrate decompression is concentrated,
After solvent is evaporated off, a large amount of white solids are precipitated, 100 DEG C of stirrings 2 are warming up to after white solid is mixed with 200 milliliters of 2% dilute sulfuric acid
Hour.Reaction terminates to be cooled to room temperature, and a large amount of white solids is precipitated, deionized water washs to obtain 2,2 '-dihydroxy of product after filtering
183 grams of biphenyl, yield 98%.
Nucleus magnetic hydrogen spectrum analysis: 1H-NMR (300MHz, CDCl3) δ: 7.7~7.2 (m, 8H); 5.7 (br, s,
2H)。
Mass spectral analysis: MS (ESI) 187.1 [M+H]+
Experiment 3
31.4 grams of 4,4 '-biphenyl disulfonic acid is added at room temperature in the reaction vessel according to the method that the present invention provides, contains chromium 2%,
2 grams of the SAPO-11 molecular sieve of manganese 1%, 90 grams of industrial grade hydrogen peroxide (hydrogen peroxide mass content 27%), is stirred by 300 milliliters of isopropanol
90 DEG C, insulation reaction 8 hours are warming up to after mixing uniformly.After reaction, it is filtered to remove solid catalyst, filtrate decompression is dense
Contracting, after solvent is evaporated off, is precipitated a large amount of white solids, is warming up to 100 DEG C after white solid is mixed with 200 milliliters of 5% dilute sulfuric acid and stirs
It mixes 2 hours.Reaction terminates to be cooled to room temperature, and a large amount of white solids is precipitated, deionized water washs to obtain 2,2 '-dihydroxy of product after filtering
170 grams of base biphenyl, yield 92%.
Nucleus magnetic hydrogen spectrum analysis: 1H-NMR (300MHz, CDCl3) δ: 7.7~7.2 (m, 8H); 5.7 (br, s,
2H)。
Mass spectral analysis: MS (ESI) 187.1 [M+H]+
According to the present inventor's method, applicant also prepares the raw material proportioning within the scope of miscellaneous stipulations, achieves identical
Or it is similar as a result, will not enumerate here.
Experiment shows the catalysis oxidation preparation 2,2 '-two cheap and easy to get the present invention provides a kind of green, cleaning, raw material
The method of xenol, avoids using the higher dibenzofuran of price, uses cheap and easy to get 4 instead, 4 '-biphenyl disulfonic acid as raw material,
4,4 '-biphenyl disulfonic acid can be obtained by cheap biphenyl Direct Sulfonation, and the one third of price deficiency dibenzofuran greatly reduces
Production cost, while the generation of pyroreaction condition and a large amount of coking waste residues is avoided, production method is reliable and stable, product yield
Up to 92-98%, efficiently solve that original production process waste residue is more, the serious problem of exhaust emission is truly realized green, cleaning
Production, economical environment-protective have huge economic and social benefit.
Claims (6)
1. the preparation method of 2,2 '-dihydroxybiphenyl of one kind, which is characterized in that at room temperature, by 4,4 '-biphenyl disulfonic acid and chromium
The SAPO-11 molecular sieve catalyst mixing of manganese load in a solvent, adds aqueous hydrogen peroxide solution, is warming up to 60-100 DEG C, heat preservation
Stirring 8 hours, then cools to room temperature, is filtered to remove molecular sieve catalyst, filtrate decompression is evaporated off, and obtains 2,2 '-dihydroxy 4,4 '-
Biphenyl disulfonic acid；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid mix with dilute sulfuric acid, are warming up at 100 DEG C and stir 2
Hour, white solid is precipitated after cooling, 2,2 '-dihydroxybiphenyl of finished product is obtained after filtering；
The solvent are as follows: ethyl alcohol, isopropanol, the tert-butyl alcohol, n-butanol, one or more kinds of mixtures of dioxane；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 1%~5%, and manganese mass content is 1%~5%；
Described 4,4 '-join the SAPO-11 point son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load mass ratioes be 1 ︰ 0.1~
0.3 ︰ 0.5~1；
The dilute sulfuric acid concentration is mass percent 1%~5%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid is 5~10 ︰ 1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 1~3 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 1~3 ︰ 100, SAPO-11 molecular sieve and deionized water dosage
Than being 0.8 gram/1 milliliter.
2. according to claim 12, the preparation method of 2 '-dihydroxybiphenyls, which is characterized in that at room temperature, by 4,
4 '-biphenyl disulfonic acid mix in a solvent with the SAPO-11 molecular sieve catalyst that chromium manganese loads, and add aqueous hydrogen peroxide solution, rise
Temperature insulated and stirred 8 hours, then cools to room temperature to 70-90 DEG C, is filtered to remove molecular sieve catalyst, and filtrate decompression is evaporated off, and obtains
2,2 '-dihydroxy 4,4 '-biphenyl disulfonic acid；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid are mixed with dilute sulfuric acid, are risen
White solid is precipitated after cooling to stirring 2 hours at 100 DEG C in temperature, after filtering 2,2 '-dihydroxybiphenyl of finished product；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 2~4%, and manganese mass content is 2~4%；
Described 4,4 '-join the SAPO-11 point son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load mass ratioes be 1 ︰ 0.15~
0.25 ︰ 0.6~0.9；
The dilute sulfuric acid concentration is mass percent 2~4%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid is 6~9 ︰ 1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 1.5~2.5 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 1.5~2.5 ︰ 100, SAPO-11 molecular sieve and go from
Sub- water consumption ratio is 0.8 gram/1 milliliter.
3. according to claim 12, the preparation method of 2 '-dihydroxybiphenyls, which is characterized in that at room temperature, by 4,
4 '-biphenyl disulfonic acid mix in a solvent with the SAPO-11 molecular sieve catalyst that chromium manganese loads, and add aqueous hydrogen peroxide solution, rise
Temperature insulated and stirred 8 hours, then cools to room temperature to 75-85 DEG C, is filtered to remove molecular sieve catalyst, and filtrate decompression is evaporated off, and obtains
2,2 '-dihydroxy 4,4 '-biphenyl disulfonic acid；2 will obtained, 2 '-dihydroxy, 4,4 '-biphenyl disulfonic acid are mixed with dilute sulfuric acid, are risen
White solid is precipitated after cooling to stirring 2 hours at 100 DEG C in temperature, after filtering 2,2 '-dihydroxybiphenyl of finished product；
The chromium mass content of the SAPO-11 molecular sieve catalyst of the chromium manganese load is 3%, and manganese mass content is 3%；
The mass ratio that described 4,4 '-join SAPO-11 points of son sieve ︰ hydrogen peroxide of benzenedisulfonic acid ︰ chromium manganese load is 1 ︰, 0.2 ︰
0.8；
The dilute sulfuric acid concentration is mass percent 3%, and 4, the mass ratio of 4 '-biphenyl disulfonic acid is 8 ︰ 1；
The SAPO-11 molecular sieve of the described catalyst chromium manganese load the preparation method comprises the following steps: chromic nitrate, manganese nitrate are dissolved in deionization
After in water, SAPO-11 molecular sieve is added and is dried 1 hour at 110 DEG C after mixing evenly, is subsequently placed at 500 DEG C and roasts 3 hours
To obtain the final product；The dosage of chromic nitrate and manganese nitrate is measured with the content of chromium manganese element, meets chromium and SAPO-11 molecular sieve quality ratio
For 2 ︰ 100, manganese element and SAPO-11 molecular sieve quality ratio are 2 ︰ 100, and SAPO-11 molecular sieve and deionized water amount ratio are 0.8
Gram/1 milliliter.
4. according to claim 12, the preparation method of 2 '-dihydroxybiphenyls, which is characterized in that in the reaction vessel, room
Temperature is lower to be added 31.4 grams of 4,4 '-biphenyl disulfonic acid, contains chromium 1%, 3 grams of the SAPO-11 molecular sieve of manganese 1%, and 65 grams of industrial grade hydrogen peroxide,
Hydrogen peroxide mass content 27%, is warming up to 80 DEG C, insulation reaction 8 hours, reaction terminated after mixing evenly by 300 milliliters of ethyl alcohol
Afterwards, be filtered to remove solid catalyst, filtrate decompression be concentrated, after solvent is evaporated off, a large amount of white solids are precipitated, by white solid with
It is warming up to 100 DEG C after the mixing of 2% 200 milliliters of dilute sulfuric acid to stir 2 hours, reaction terminates to be cooled to room temperature, and it is solid that a large amount of whites are precipitated
Body, deionized water washs to obtain 2,2 '-dihydroxybiphenyls after filtering.
5. according to claim 12, the preparation method of 2 '-dihydroxybiphenyls, which is characterized in that in the reaction vessel, room
Temperature is lower to be added 31.4 grams of 4,4 '-biphenyl disulfonic acid, contains chromium 2%, 5 grams of the SAPO-11 molecular sieve of manganese 1%, and 80 grams of industrial grade hydrogen peroxide,
Hydrogen peroxide mass content 27%, is warming up to 80 DEG C, insulation reaction 8 hours after mixing evenly by 300 milliliters of ethyl alcohol；Reaction terminates
Afterwards, be filtered to remove solid catalyst, filtrate decompression be concentrated, after solvent is evaporated off, a large amount of white solids are precipitated, by white solid with
It is warming up to 100 DEG C after the mixing of 2% 200 milliliters of dilute sulfuric acid to stir 2 hours, reaction terminates to be cooled to room temperature, and it is solid that a large amount of whites are precipitated
Body, deionized water washs to obtain 2,2 '-dihydroxybiphenyls after filtering.
6. according to claim 12, the preparation method of 2 '-dihydroxybiphenyls, which is characterized in that in the reaction vessel, room
Temperature is lower to be added 31.4 grams of 4,4 '-biphenyl disulfonic acid, contains chromium 2%, 2 grams of the SAPO-11 molecular sieve of manganese 1%, and 90 grams of industrial grade hydrogen peroxide,
Hydrogen peroxide mass content 27%, is warming up to 90 DEG C, insulation reaction 8 hours, reaction terminated after mixing evenly by 300 milliliters of isopropanol
Afterwards, be filtered to remove solid catalyst, filtrate decompression be concentrated, after solvent is evaporated off, a large amount of white solids are precipitated, by white solid with
It is warming up to 100 DEG C after the mixing of 5% 200 milliliters of dilute sulfuric acid to stir 2 hours, reaction terminates to be cooled to room temperature, and it is solid that a large amount of whites are precipitated
Body, deionized water washs to obtain 2,2 '-dihydroxybiphenyls after filtering.
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| CN113683488A (en) * | 2021-08-09 | 2021-11-23 | 三峡大学 | Preparation method of 4,4' -dihydroxybiphenyl |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113683488A (en) * | 2021-08-09 | 2021-11-23 | 三峡大学 | Preparation method of 4,4' -dihydroxybiphenyl |
| CN113683488B (en) * | 2021-08-09 | 2023-08-25 | 三峡大学 | Preparation method of 4,4' -dihydroxybiphenyl |
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