CN106349026A - Synthesis technology of o-hydroxy phenyl ethyl ether - Google Patents
Synthesis technology of o-hydroxy phenyl ethyl ether Download PDFInfo
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- CN106349026A CN106349026A CN201610715156.7A CN201610715156A CN106349026A CN 106349026 A CN106349026 A CN 106349026A CN 201610715156 A CN201610715156 A CN 201610715156A CN 106349026 A CN106349026 A CN 106349026A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
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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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
- B01J27/18—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
- B01J27/1802—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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Abstract
The invention discloses a synthesis technology of o-hydroxy phenyl ethyl ether. The synthesis technology takes catechol as a raw material, diethyl carbonate as an alkylating reagent, and titanium-zirconium load type phosphoric acid as a catalyst; a preparation method of the catalyst comprises the following steps: step S1, dissolving ZrOCl2.8H2O in water, then adding polyethylene glycol, and standing to obtain a solution A; using ammonia water to adjust the pH value of the solution A to obtain white precipitate, filtering, and washing to obtain a wet filter cake; step S2, dissolving Ti(OC4H9)4 in phosphoric acid with a mass fraction of 85%; after dissolution is finished, adding water for diluting until the mass fraction of the phosphoric acid is 25-45% to obtain a solution B; step S3, dissolving the wet filter cake in the solution B under the condition of stirring to obtain a mixed solution; evaporating the mixed solution to obtain white solid; mixing the white solid with modified nano diatomite, and grinding the mixture, wherein the ratio of the part by weight of the white solid to the part by weight of the modified nano diatomite is equal to 1 to (1.5-2.5); then, calcining in a muffle furnace at the temperature of 500-700 DEG C to obtain the catalyst. By adopting the titanium-zirconium load type phosphoric acid as the catalyst, the synthesis technology has the characteristics of being efficient, mild in reaction conditions, and the like; after being separated, the catalyst can be recycled, and the catalytic efficiency is not obviously reduced.
Description
Technical field
The invention belongs to chemical field is and in particular to a kind of synthesis technique of 2-ethoxy-phenol.
Background technology
2-ethoxy-phenol is important fine-chemical intermediate, is widely used in medicine, spice (vanillin, artificial Moschus moschiferouss
Perfume (or spice) etc.), fuel, in the synthesis technique of cosmetics, antioxidant and polymerization inhibitor.Particularly guaiacol (scientific name ortho-hydroxyanisole)
As the raw material of synthesis of vanillin, there is larger consumption with o-Ethoxyphenol (scientific name 2-ethoxy-phenol).At present, its producer
Method mainly has the monoalkylation of o-phenetidine diazol catalytic oxidation and catechol and alkyl esters or halogenated alkane
Method.These reactions have that technical process is numerous and diverse, seriously corroded, have the shortcomings that severe toxicity, pollution environment.For avoiding these shortcomings,
Document report is had to adopt green chemical industry oxide spinel diethylester as alkylating reagent, the features such as there is nontoxic, non-corrosiveness, but
Al1paxb selected by its catalyst, prepares relatively complicated, high cost.We improve on this basis using titanium zirconium support type phosphorus
Acid is catalyst, have efficiently, low cost, reaction condition gentle, the features such as catalyst is separable.
Content of the invention
It is an object of the invention to provide a kind of synthesis technique of 2-ethoxy-phenol, prior art is improved, adopt
Titanium zirconium support type phosphoric acid is catalyst, have efficiently, low cost, reaction condition gentle, the features such as catalyst is separable.
The above-mentioned purpose of the present invention is achieved by techniques below scheme:
A kind of synthesis technique of 2-ethoxy-phenol, with catechol as raw material, with diethyl carbonate as alkylating reagent,
Synthetic reaction is with titanium zirconium support type phosphoric acid as catalyst;Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 25%-45%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:1.5-2.5, then 500- in Muffle furnace
700 DEG C of calcinings, obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 2-4% of weight;Wherein, the range of accommodation of ph value
For 8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:0.5-2.5, zrocl2·8h2O and ti (oc4h9)4Rub
Your amount sum and phosphoric acid mole ratio is for 1:2.0-3.0;
Described modified Nano kieselguhr preparation method is: takes nano diatomite 35-45 part to be scattered in 40-50 part mass fraction
For in the sodium hydroxide solution of 15-25%, being heated to 50-60 DEG C, stir 20-30min, regulation speed of agitator is 200-240r/
Min, adds 15-25 part metasilicic acid, and regulation rotating speed is 300-500r/min, and stirring reaction 2-4h filters after cooling, and drying is
?.
Preferably, described catechol and the reaction mol ratio of diethyl carbonate are 1:1-6.
Preferably, the addition quality of described titanium zirconium support type phosphoric acid catalyst is the 5-15% of catechol quality.
Preferably, described zrocl2·8h2O and ti (oc4h9)4Mole than for 1:1.5.
Preferably, described zrocl2·8h2O and ti (oc4h9)4Mole sum and sulphuric acid mole than for 1:2.5.
Preferably, step s3 white solid and modified Nano kieselguhr weight ratio are 1:2.
Preferably, stir 3-7h at reaction condition is 150-250 DEG C.
Advantages of the present invention:
It is catalyst that the synthesis technique that the present invention provides adopts titanium zirconium support type phosphoric acid, has efficient, low cost, reaction bar
Part is gentle, and the features such as catalyst is separable, catalyst is capable of circulation after separating to be applied mechanically, and catalytic efficiency no substantially reduces.
Specific embodiment
Further illustrate the essentiality content of the present invention with reference to embodiment, but present invention protection model is not limited with this
Enclose.Although being explained in detail to the present invention with reference to preferred embodiment, it will be understood by those within the art that, can be right
Technical scheme is modified or equivalent, without deviating from the spirit and scope of technical solution of the present invention.
Embodiment 1: the synthesis of 2-ethoxy-phenol
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:3.5 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst
Add quality for the 10% of catechol quality.Reaction condition stirs 5h at being 200 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 35%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:2, then 600 DEG C of calcinings in Muffle furnace,
Obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 3% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:1.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:2.5;
Described modified Nano kieselguhr preparation method is: taking 40 parts of nano diatomite to be scattered in 45 parts of mass fractions is 20%
Sodium hydroxide solution in, be heated to 55 DEG C, stir 25min, regulations speed of agitator be 220r/min, addition 20 parts of metasilicic acid,
Regulation rotating speed is 400r/min, and stirring reaction 3h filters after cooling, is drying to obtain.
Embodiment 2: the synthesis of 2-ethoxy-phenol
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:1 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst plus
Enter quality for the 15% of catechol quality.Reaction condition stirs 3h at being 250 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 25%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:1.5, then in Muffle furnace 500 DEG C forge
Burn, obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 2% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:0.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:2.0;
Described modified Nano kieselguhr preparation method is: takes 35 parts of nano diatomite to be scattered in 40- part mass fraction to be
In 15% sodium hydroxide solution, it is heated to 50 DEG C, stirs 30min, regulation speed of agitator is 200r/min, adds 15 parts of inclined silicon
Acid, regulation rotating speed is 300r/min, and stirring reaction 4h filters after cooling, is drying to obtain.
Embodiment 3: the synthesis of 2-ethoxy-phenol
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:6 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst plus
Enter quality for the 5% of catechol quality.Reaction condition stirs 7h at being 150 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 45%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:2.5, then in Muffle furnace 700 DEG C forge
Burn, obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 4% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:2.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:3.0;
Described modified Nano kieselguhr preparation method is: taking 45 parts of nano diatomite to be scattered in 50 parts of mass fractions is 25%
Sodium hydroxide solution in, be heated to 60 DEG C, stir 20min, regulations speed of agitator be 240r/min, addition 25 parts of metasilicic acid,
Regulation rotating speed is 500r/min, and stirring reaction 2h filters after cooling, is drying to obtain.
Embodiment 4: the synthesis of 2-ethoxy-phenol
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:2 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst plus
Enter quality for the 10% of catechol quality.Reaction condition stirs 5h at being 200 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 35%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:2, then 600 DEG C of calcinings in Muffle furnace,
Obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 3% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:1.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:2.5;
Described modified Nano kieselguhr preparation method is: taking 40 parts of nano diatomite to be scattered in 45 parts of mass fractions is 20%
Sodium hydroxide solution in, be heated to 55 DEG C, stir 25min, regulations speed of agitator be 220r/min, addition 20 parts of metasilicic acid,
Regulation rotating speed is 400r/min, and stirring reaction 3h filters after cooling, is drying to obtain.
Embodiment 5: the synthesis of 2-ethoxy-phenol
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:5 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst plus
Enter quality for the 10% of catechol quality.Reaction condition stirs 5h at being 200 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 35%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:2, then 600 DEG C of calcinings in Muffle furnace,
Obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 3% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:1.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:2.5;
Described modified Nano kieselguhr preparation method is: taking 40 parts of nano diatomite to be scattered in 45 parts of mass fractions is 20%
Sodium hydroxide solution in, be heated to 55 DEG C, stir 25min, regulations speed of agitator be 220r/min, addition 20 parts of metasilicic acid,
Regulation rotating speed is 400r/min, and stirring reaction 3h filters after cooling, is drying to obtain.
Embodiment 6: the contrast of embodiment 1, nano diatomite is not modified
With catechol as raw material, with diethyl carbonate as alkylating reagent, synthetic reaction with titanium zirconium support type phosphoric acid is
Catalyst.Described catechol is 1:3.5 with the reaction mol ratio of diethyl carbonate.Described titanium zirconium support type phosphoric acid catalyst
Add quality for the 10% of catechol quality.Reaction condition stirs 5h at being 200 DEG C.
Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts solution a
Ph value, obtain white precipitate, filter, washing, obtain wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid matter
Amount fraction is 35%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;Will
White solid and nano diatomite mixed grinding, the two weight ratio is 1:2, then 600 DEG C of calcinings in Muffle furnace, obtains
zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 3% of weight;Wherein, the range of accommodation of ph value is
8-9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:1.5, zrocl2·8h2O and ti (oc4h9)4Mole it
And with phosphoric acid mole than for 1:2.5.
Embodiment 7: effect example
Calculate the yield (%) of 2-ethoxy-phenol in embodiment 1-6 synthesis technique respectively, and titanium zirconium support type phosphoric acid
The reduction percentage rate (%) of catalytic efficiency after catalyst recycled 50 times.
Test result is as follows:
Yield (%) | Catalytic efficiency reduces percentage rate (%) | |
Embodiment 1 | 99.6 | 2 |
Embodiment 2 | 99.2 | 3 |
Embodiment 3 | 99.3 | 3 |
Embodiment 4 | 98.5 | 3 |
Embodiment 5 | 98.8 | 3 |
Embodiment 6 | 94.7 | 36 |
Result shows, it is catalyst that the synthesis technique that the present invention provides adopts titanium zirconium support type phosphoric acid, has efficient, cost
Low, reaction condition is gentle, and the features such as catalyst is separable, catalyst is capable of circulation after separating to be applied mechanically, and catalytic efficiency no substantially reduces.
The effect of above-described embodiment indicates that the essentiality content of the present invention, but does not limit the protection of the present invention with this
Scope.It will be understood by those within the art that, technical scheme can be modified or equivalent,
Essence without deviating from technical solution of the present invention and protection domain.
Claims (7)
1. a kind of synthesis technique of 2-ethoxy-phenol it is characterised in that: with catechol as raw material, with diethyl carbonate as alkane
Base reagent, synthetic reaction is with titanium zirconium support type phosphoric acid as catalyst;Titanium zirconium support type phosphoric acid catalyst preparation method includes:
Step s1, uses water dissolution zrocl2·8h2O, adds Polyethylene Glycol, standing, obtains solution a;Ammonia adjusts the ph of solution a
Value, obtains white precipitate, filters, washs, obtains wet cake;
Step s2, by ti (oc4h9)4It is dissolved in the phosphoric acid that mass fraction is 85%, add water after dissolving and be diluted to phosphoric acid quality and divide
Number is 25%-45%, obtains solution b;
Step s3, by wet cake stirring and dissolving in solution b, obtains mixed solution, evaporation mixed solution obtains white solid;By white
Solid and modified Nano kieselguhr mixed grinding, the two weight ratio is 1:1.5-2.5, then 500-700 in Muffle furnace
DEG C calcining, obtain zro2-tio2/po42-Solid catalyst;
Wherein, Polyethylene Glycol adds weight is zrocl2·8h2O adds the 2-4% of weight;Wherein, the range of accommodation of ph value is 8-
9;zrocl2·8h2O and ti (oc4h9)4Mole than for 1:0.5-2.5, zrocl2·8h2O and ti (oc4h9)4Mole
Sum and phosphoric acid mole are than for 1:2.0-3.0;
Described modified Nano kieselguhr preparation method is: takes nano diatomite 35-45 part to be scattered in 40-50 part mass fraction to be
In the sodium hydroxide solution of 15-25%, it is heated to 50-60 DEG C, stirs 20-30min, regulation speed of agitator is 200-240r/
Min, adds 15-25 part metasilicic acid, and regulation rotating speed is 300-500r/min, and stirring reaction 2-4h filters after cooling, and drying is
?.
2. synthesis technique according to claim 1 it is characterised in that: described catechol is rubbed with the reaction of diethyl carbonate
That ratio is 1:1-6.
3. synthesis technique according to claim 1 it is characterised in that: the addition matter of described titanium zirconium support type phosphoric acid catalyst
Measure the 5-15% for catechol quality.
4. synthesis technique according to claim 1 it is characterised in that: described zrocl2·8h2O and ti (oc4h9)4Mole
Amount ratio is 1:1.5.
5. synthesis technique according to claim 1 it is characterised in that: described zrocl2·8h2O and ti (oc4h9)4Mole
Amount sum and sulphuric acid mole ratio is for 1:2.5.
6. synthesis technique according to claim 1 it is characterised in that: step s3 white solid and modified Nano kieselguhr weight
The ratio of amount part is 1:2.
7. synthesis technique according to claim 1 it is characterised in that: reaction condition be 150-250 DEG C at stir 3-7h.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107814691A (en) * | 2017-11-01 | 2018-03-20 | 贝利化学(张家港)有限公司 | A kind of method for synthesizing guaethol |
CN111187148A (en) * | 2020-02-24 | 2020-05-22 | 上海大学 | Method for simultaneously preparing o-hydroxy phenetole and 1, 3-benzodioxole-2-one |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102659536A (en) * | 2012-06-04 | 2012-09-12 | 盐城工学院 | Method for synthesizing o-hydroxy phenyl ether |
CN102671671A (en) * | 2012-06-04 | 2012-09-19 | 盐城工学院 | Catalyst and application thereof to synthesis of o-hydroxyphenyl ether |
CN102744086A (en) * | 2012-07-24 | 2012-10-24 | 江苏淮河化工有限公司 | Preparation method of ZrO2-TiO2/SO42-solid acid catalyst |
-
2016
- 2016-08-24 CN CN201610715156.7A patent/CN106349026A/en not_active Withdrawn
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102659536A (en) * | 2012-06-04 | 2012-09-12 | 盐城工学院 | Method for synthesizing o-hydroxy phenyl ether |
CN102671671A (en) * | 2012-06-04 | 2012-09-19 | 盐城工学院 | Catalyst and application thereof to synthesis of o-hydroxyphenyl ether |
CN102744086A (en) * | 2012-07-24 | 2012-10-24 | 江苏淮河化工有限公司 | Preparation method of ZrO2-TiO2/SO42-solid acid catalyst |
Non-Patent Citations (1)
Title |
---|
孙履厚: "固体超强酸催化剂", 《精细化工新材料与技术》 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107814691A (en) * | 2017-11-01 | 2018-03-20 | 贝利化学(张家港)有限公司 | A kind of method for synthesizing guaethol |
CN107814691B (en) * | 2017-11-01 | 2020-07-28 | 贝利化学(张家港)有限公司 | Method for synthesizing ethylguaiacol |
CN111187148A (en) * | 2020-02-24 | 2020-05-22 | 上海大学 | Method for simultaneously preparing o-hydroxy phenetole and 1, 3-benzodioxole-2-one |
CN111187148B (en) * | 2020-02-24 | 2022-08-09 | 上海大学 | Method for simultaneously preparing o-hydroxy phenetole and 1, 3-benzodioxole-2-one |
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Application publication date: 20170125 |