CN104829458B - A kind of p-phthalic acid two(Dihydroxylic alcohols monoalky lether)The synthetic method of ester - Google Patents
A kind of p-phthalic acid two(Dihydroxylic alcohols monoalky lether)The synthetic method of ester Download PDFInfo
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- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/188—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
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Abstract
The invention discloses a kind of p-phthalic acid two(Dihydroxylic alcohols monoalky lether)The synthetic method of ester, with p-phthalic acid and dihydroxylic alcohols monoalky lether as raw material, under Phosphotungstic Acid Supported on Activated Carbon stannous catalyst and n-butyl ether dehydrant act on, synthesizes p-phthalic acid two using direct esterification(Dihydroxylic alcohols monoalky lether)Ester;The consumption of Phosphotungstic Acid Supported on Activated Carbon stannous catalyst is the 3~10% of p-phthalic acid quality;P-phthalic acid is 1 with the mol ratio of dihydroxylic alcohols monoalky lether:2.3~3.0;Dehydrant n-butyl ether consumption is the 20~60% of p-phthalic acid quality;Reaction temperature is 190~230 DEG C;Response time is 2~6h.In this synthetic method, catalyst activity charcoal immobilized phosphotungstic acid stannous have the advantages that easy to use, activity is good, stability is high, low to equipment corrosion with product convenient separation, can be recycled for multiple times.
Description
Technical field
The present invention relates to p-phthalic acid two(Dihydroxylic alcohols monoalky lether)Ester technical field is and in particular to a kind of terephthaldehyde
Acid two(Dihydroxylic alcohols monoalky lether)The synthetic method of ester.
Background technology
P-phthalic acid high-carbon alcohol ester(With DOTP as representative, similarly hereinafter)It is a kind of environmental protection of function admirable
Type plasticizer, due to its high-insulativity, cold-resistant, volatility is low, high temperature resistant, anti-extractable is good, low toxin, increasingly
Cause the attention of plastic industry, be referred to as replacing the most important succedaneum of dioctyl phthalate.
But the relatively broad DOTP of report is also weaker than primary plasticizer O-phthalic in plasticising performance
Dioctyl phthalate, this makes it apply and receives certain restriction.According to books " plasticizer and its application "(Shi Wancong, Shi Zhibo, Jiang
Average chief editor, P40)Understand, in ester plasticizer, in alkyl carbon chain, introduce ehter bond, plasticizing efficiency can be improved it means that to benzene
Dioctyl phthalate two(Dihydroxylic alcohols monoalky lether)Ester not only has the advantages that p-phthalic acid high-carbon alcohol ester, and plasticizing efficiency is higher than now
Other p-phthalic acid high-carbon alcohol esters having, its efficient plasticising performance is reported by United States Patent (USP) US4620026.
The synthetic route of p-phthalic acid high-carbon alcohol ester mainly have ester-interchange method, polyester edman degradation Edman, paraphthaloyl chloride method,
Direct esterification etc..With regard to the feature of each process route, Sun Yongtai exists《Polyester industrial》On done more detailed introduction, and
Point out that direct esterification has the advantages of raw material sources are wide, and cost is relatively low, product quality is reliable.
Catalyst for catalyzing and synthesizing p-phthalic acid high-carbon alcohol ester always is the focus that scholars study, beautiful
State's patent of invention US7799942B2 reports with titanate esters as catalyst, under the conditions of normal pressure and two kinds of pressurization, using direct ester
Change method catalyzes and synthesizes the method for DOTP it is indicated that catalyst Ti acid esters has catalysis activity height, good product quality
The advantages of, but this synthesis technique(Normal pressure)Response time is longer, and titanate catalyst not reusable edible, locates after product washing
Reason process is relatively complicated.Chinese invention patent CN101234355A reports a kind of efficiently urging of synthesis DOTP
Agent, this catalyst is mainly made up of titanium metal compound and tin compound, and remarkable result is the synthesis technique time by former
More than 8 hours coming, within bringing up to 3 hours, greatly shorten the response time, but catalyst not reusable edible.
United States Patent (USP) US4620026 is also reported with p-phthalic acid and polyalkylene glycol monoalkyl ether(Polymerization degree n is 2~4)
For raw material, with toluenesulfonic acid as catalyst, toluene prepares p-phthalic acid two under the collective effect of water entrainer(Poly- second
Glycol ethers)Ester;Additionally, Tan Jihuai et al. exists《Chemical industry is in progress》On describe a kind of with stannous chloride as catalyst, using direct
Esterification process catalyzes and synthesizes p-phthalic acid two(Butyl)The method of ester.But the document of report is all for example right using strong acid
Toluenesulfonic acid or lewis acid stannous chloride, titanate esters are as catalyst.There is seriously polluted, technological process in such synthesis technique
Complexity, poor product quality, catalyst not reusable edible the shortcomings of.
Content of the invention
Goal of the invention:For the deficiencies in the prior art, the invention provides a kind of p-phthalic acid two(Dihydroxylic alcohols
Monoalky lether)The synthetic method of ester, have cleaning, efficient the features such as.
Technical scheme:In order to realize foregoing invention purpose, the technical solution used in the present invention is:
A kind of p-phthalic acid two(Dihydroxylic alcohols monoalky lether)The synthetic method of ester, with p-phthalic acid and dihydroxylic alcohols list alkane
Base ether is raw material, under Phosphotungstic Acid Supported on Activated Carbon stannous catalyst and n-butyl ether dehydrant act on, using direct esterification work
Skill synthesizes p-phthalic acid two(Dihydroxylic alcohols monoalky lether)Ester, p-phthalic acid two(Dihydroxylic alcohols monoalky lether)The structural formula of ester
For:R1O(HCR2CH2O)nOCC6H4CO(OCH2R2CH)nOR1, R in formula1= CH3-C4H9, R2=H or CH3, n=2-3;Terephthaldehyde
Acid is 1 with the mol ratio of dihydroxylic alcohols monoalky lether:2.3~3.0;The consumption of Phosphotungstic Acid Supported on Activated Carbon stannous catalyst is to benzene
The 3~10% of dioctyl phthalate quality;N-butyl ether dehydrant consumption is the 20~60% of p-phthalic acid quality;Reaction temperature be 190~
230℃;Response time is 2~6h.
Catalyst reusable edible more than 10 times.
Dihydroxylic alcohols monoalky lether includes:Diethylene glycol dimethyl ether, diethylene glycol ether, butyl, triethylene glycol first
Ether, tri ethylene glycol ethyl ether, triethylene glycol butyl ether and dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene, tripropylene glycol
Methyl ether, tripropylene glycol ether, tripropylene glycol butyl ether etc..
The preparation process of described Phosphotungstic Acid Supported on Activated Carbon stannous catalyst is:First by the phosphoric acid activation method preparation of customization
Acid absorbent charcoal carrier wash with water to neutral and dry to constant weight;Then pressing solid-to-liquid ratio is 1:4~1:8 by above-mentioned neutral active
Charcoal impregnated in the phosphotungstic acid aqueous solution that concentration is 10~30%, filters, filter cake is in vacuum after being heated to reflux stirring 6~15h
For being dried to constant weight at -0.09MPa, 80 DEG C, obtain Phosphotungstic Acid Supported on Activated Carbon presoma;Again described presoma is pressed solid-to-liquid ratio
For 1:4~1:8 impregnated in concentration for, in 5%~30% stannous chloride ethanol solution, filtering at 20~80 DEG C after stirring 5~10h,
Obtain Phosphotungstic Acid Supported on Activated Carbon-stannous chloride, be -0.09MPa, at 60 DEG C, be dried to constant weight, be placed in nitrogen in vacuum
In atmosphere, under the conditions of 300~600 DEG C, carry out roasting, obtain Phosphotungstic Acid Supported on Activated Carbon stannous catalyst, the wherein matter of phosphotungstic acid
Amount percentage composition is 15~50%, and the weight/mass percentage composition of stannous chloride is 5~35%.
In above-mentioned synthetic method, the p-phthalic acid and dihydroxylic alcohols monoalky lether suitable mol ratio that feeds intake is to benzene two
Formic acid:Dihydroxylic alcohols monoalky lether=1:2.5~2.7, dihydroxylic alcohols monoalky lether is excessive, can promote the carrying out of positive reaction, shortens reaction
Time, but dihydroxylic alcohols monoalky lether is excessive too many simultaneously, and the yield of unit equipment is just few, reclaims the energy consumption of dihydroxylic alcohols monoalky lether
Greatly.
In above-mentioned synthetic method, Phosphotungstic Acid Supported on Activated Carbon stannous salt catalyst Optimum is p-phthalic acid
(PTA)The 3%~7% of quality, catalyst amount is many, and response speed increase is inconspicuous, and also resulting in side reaction increases;And catalyst
It is slow that consumption crosses response speed at least.
In above-mentioned synthetic method, the suitable consumption of dehydrant n-butyl ether is the 25%~45% of p-phthalic acid quality, takes off
Water preparation n-butyl ether consumption is many, and temperature of reaction system is low, and catalyst activity is bad, and reaction rate is slack-off, and dehydrant n-butyl ether is used
Amount is very few, then reactant frenulum water effect is bad, and reaction is not exclusively.
In above-mentioned synthetic method, the preference temperature of reaction system is 195~220 DEG C, and reaction temperature is too low, reaction rate
Slowly;Reaction temperature is too high, easily side reaction occurs, and leads to product color to be deepened.
In above-mentioned synthetic method, the suitable time of reaction is 2.5~3.5h, and the response time is long, and side reaction increases,
Product color is deepened;Response time too short then appearance reaction is not exclusively.
Beneficial effect:Compared with prior art, the p-phthalic acid two of the present invention(Dihydroxylic alcohols monoalky lether)The synthesis of ester
Method, using Phosphotungstic Acid Supported on Activated Carbon stannous catalyst in reaction system, has catalyst easy to use, active good, steady
Qualitative high, catalyst low to equipment corrosion and product convenient separation, the advantages of can be recycled for multiple times.
Brief description
Fig. 1 is p-phthalic acid two(Butyl)Ester gas chromatogram;
Fig. 2 is the mass spectrum of material at key component t=16.39min;
Fig. 3 be p-phthalic acid two (butyl) ester under electron bombardment it may happen that lytic pathway figure.
Specific embodiment
With reference to specific embodiment, the present invention is described further, but the present invention is not limited by following examples
System.
Raw material p-phthalic acid in following examples is technical grade, and by sinopec, Yizheng Chemical Fibre Co., Ltd. gives birth to
Produce;Butyl, diethylene glycol ether, tri ethylene glycol ethyl ether, dipropylene glycol ethyl ether are technical grade, by happy the reaching in Jiangsu
Learn limited company to produce;Dehydrant n-butyl ether is that chemistry is pure, by Aladdin reagent(Shanghai)Company limited produces;Acid alive
Property charcoal, Jiangsu Zhu Hai activated carbon company limited;Phosphotungstic acid, Chemical Reagent Co., Ltd., Sinopharm Group;Two hydrated stannous chlorides, state
Chemical reagent company limited of medicine group;Phosphotungstic Acid Supported on Activated Carbon stannous catalyst is made by oneself.
According to the assay method of GB1668-2008 plasticizer acid number acidity, measure reaction system before the reaction after acid number,
And the esterification yield reacting is calculated according to following formula, catalyst performance is evaluated with this.
Wherein X1、X2Represent respectively reaction system before the reaction after acid number, mg KOH/g.
Embodiment 1
The preparation of Phosphotungstic Acid Supported on Activated Carbon stannous catalyst, comprises the following steps that:
First the acid absorbent charcoal carrier of the phosphoric acid activation method preparation of customization is washed with water to neutrality and dries to constant weight;Take
This activated carbon of 40g, is being 1 by solid-to-liquid ratio:4, impregnated in respectively mass concentration be 10%, in 15%, 30% phosphotungstic acid aqueous solution,
Stir 6h under reflux state, filter, filter cake is -0.09MPa in vacuum, constant weight is put in drying at 80 DEG C, obtains activated carbon solid
Carry phosphotungstic acid presoma;Take this presoma of 30g again, by solid-to-liquid ratio 1:4 impregnated in 15% stannous chloride ethanol solution, 60
Stir 5h at DEG C, filter, obtain Phosphotungstic Acid Supported on Activated Carbon-stannous chloride, be -0.09MPa in vacuum, be dried extremely at 60 DEG C
After constant weight, it is placed in nitrogen atmosphere, under the conditions of 300 DEG C, carries out roasting, obtain Phosphotungstic Acid Supported on Activated Carbon stannous catalyst.Its
Middle phosphotungstic acid impregnation concentrations prepare Phosphotungstic Acid Supported on Activated Carbon stannous catalyst for 10%, 15%, 30% and are respectively labeled as
Cat1、Cat2、Cat3.
Embodiment 2
Equipped with mechanical agitation, thermometer, water knockout drum, the 500ml glass four-hole boiling flask of condensing tube, add terephthaldehyde
Sour 60.0g, butyl 175.2g, solid catalyst Cat1 consumption is 6g, n-butyl ether 35.2g, and stirring heats up, and keeps anti-
Thing is answered to be in fluidized state all the time(195~220 DEG C), reflux water-dividing reaction 3h, reaction terminates, and cools, and filters to separate and urges
Agent, filtrate analysis detect, the esterification yield of p-phthalic acid is 87.2%.
Embodiment 3
Equipped with mechanical agitation, thermometer, water knockout drum, the 500ml glass four-hole boiling flask of condensing tube, add terephthaldehyde
Sour 60.0g, butyl 175.2g, solid catalyst Cat3 consumption is 6g, n-butyl ether 35.2g, and stirring heats up, and keeps anti-
Thing is answered to be in fluidized state all the time(195~220 DEG C), reflux water-dividing reaction 3h, reaction terminates, and cools, and filters to separate and urges
Agent, filtrate analysis detect, the esterification yield of p-phthalic acid is 91.6%.
Embodiment 4
Equipped with mechanical agitation, thermometer, water knockout drum, the 500ml glass four-hole boiling flask of condensing tube, add terephthaldehyde
Sour 60.0g, butyl 175.8g, solid catalyst Cat2 consumption is 1.8g, n-butyl ether 35.2g, and stirring heats up, and keeps
Reactant is in fluidized state all the time(195~220 DEG C), reflux water-dividing reaction 3.5h, reaction terminates, and cools, and filters and divides
Go out catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.7%.
Embodiment 5
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 175.8g, solid catalyst Cat2 consumption is 4.2g, and n-butyl ether is 35.2g, and stirring heats up, and protects
Hold reactant and be in fluidized state all the time(195~220 DEG C), reflux water-dividing reaction 3h, reaction terminates, and cools, and filters and divides
Go out catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.7%.
Embodiment 6
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 175.8g, solid catalyst Cat2 consumption is 6g, and n-butyl ether is 35.2g, and stirring heats up, and keeps
Reactant is in fluidized state all the time(195~220 DEG C), instead point water answers 3h for backflow, and reaction terminates, and cools, and filtration separates
Catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.6%.
Embodiment 7
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 134.8g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 35.2g, and stirring heats up, and keeps
Reactant is in fluidized state all the time(195~220 DEG C), instead point water answers 3.5h for backflow, and reaction terminates, and cools, and filters and divides
Go out catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 98.4%.
Embodiment 8
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 158.2g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 35.2g, and stirring heats up, and keeps
Reactant is in fluidized state all the time(195~220 DEG C), instead point water answers 3h for backflow, and reaction terminates, and cools, and filtration separates
Catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.8%.
Embodiment 9
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 152.3g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 15g, and stirring heats up, and keeps anti-
Thing is answered to be in fluidized state all the time(195~220 DEG C), instead point water answers 3.5h for backflow, and reaction terminates, and cools, and filtration separates
Catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 96.8%.
Embodiment 10
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, butyl 152.3g, solid catalyst Cat2 consumption is 3g, and dehydrant n-butyl ether is 21g, and stirring heats up,
Reactant is kept to be in fluidized state all the time(195~220 DEG C), instead point water answers 2h for backflow, and reaction terminates, and cools, and filters
Separate catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 97.6%.
Embodiment 11
Catalyst after using in example 10 is rendered to again equipped with mechanical agitation, thermometer, condensing tube, water knockout drum
In 500mL glass four-hole boiling flask, add p-phthalic acid 60.0g, butyl 152.3g, n-butyl ether is 21g, stirring rises
Temperature, keeps reactant to be in fluidized state all the time(195~220 DEG C), instead point water answers 2.5h for backflow, and reaction terminates, and cools,
Filtration separates catalyst, and filtrate analysis detect, the esterification yield of p-phthalic acid is 99.0%.
Example 12
By in examples detailed above 10 reclaim catalyst and be continuing with, after 8 times, rendering to equipped with mechanical agitation, temperature
In meter, condensing tube, the 500ml glass four-hole boiling flask of water knockout drum, add p-phthalic acid 60.0g, butyl 175.8g,
N-butyl ether stirs for 21g and heats up, and keeps reactant to be in fluidized state all the time(195~220 DEG C), instead point water answers 5h, instead for backflow
Should terminate, cool, filter and separate catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 98.2%.
Embodiment 13
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, diethylene glycol ether 126.0g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 21g, and stirring heats up, and keeps anti-
Thing is answered to be in fluidized state all the time(195~220 DEG C), instead point water answers 5.5h for backflow, and reaction terminates, and cools, and filtration separates
Catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 97.0%.
Embodiment 14
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, DPE ether 152.4g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 21g, and stirring heats up, and protects
Hold reactant and be in fluidized state all the time(195~220 DEG C), instead point water answers 3h for backflow, and reaction terminates, and cools, and filters and divides
Go out catalyst, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.0%.
Embodiment 15
Equipped with mechanical agitation, thermometer, condensing tube, the 500mL glass four-hole boiling flask of water knockout drum, add terephthaldehyde
Sour 60.0g, tri ethylene glycol ethyl ether 167.4g, solid catalyst Cat2 consumption is 3g, and n-butyl ether is 21g, and stirring heats up, and keeps anti-
Thing is answered to be in fluidized state all the time(195~220 DEG C), instead point water answers 2h for backflow, and reaction terminates, and cools, and filters to separate and urges
Agent, filtrate analysis detect, the esterification yield of p-phthalic acid is 99.7%.
Embodiment 16
Product sign is carried out to embodiment 1-15, all obtains correct final product, taking embodiment 10 as a example illustrate, target
Product p-phthalic acid two(Butyl)The GC-MS of ester characterizes as shown in figure 1, and in gas chromatogram during key component
Between at t=16.39 material carry out mass spectral analyses, result is as shown in Fig. 2 by Fig. 2 and combining terephthalic acid two (diethylene glycol fourth
Ether) relative molecular weight understand:In figure m/z=455 is that p-phthalic acid two (butyl) combines a H+Ion
Peak it may occur however that lytic pathway as shown in Figure 3.
Claims (7)
1. a kind of synthetic method of p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester it is characterised in that:With p-phthalic acid and
Dihydroxylic alcohols monoalky lether is raw material, under Phosphotungstic Acid Supported on Activated Carbon stannous catalyst and n-butyl ether dehydrant act on, using straight
Connect esterification process synthesis p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester, its structural formula is:
R1O(HCR2CH2O)nOCC6H4CO(OCH2R2CH)nOR1, R in formula1For C1-C4Alkyl, R2=H or CH3, n=2-3;Right
Phthalic acid is 1 with the mol ratio of dihydroxylic alcohols monoalky lether:2.3~3.0;Phosphotungstic Acid Supported on Activated Carbon stannous catalyst amount is
The 3~10% of p-phthalic acid quality;N-butyl ether dehydrant consumption is the 20~60% of p-phthalic acid quality;Reaction temperature is
190~230 DEG C;Response time is 2~6h.
2. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
The preparation process of described Phosphotungstic Acid Supported on Activated Carbon stannous catalyst is:First the acid of phosphoric acid activation method preparation of customization is lived
Property high-area carbon wash with water to neutral and dry to constant weight;It is 1 according to solid-to-liquid ratio:4~1:8 above-mentioned neutral active charcoal be impregnated in dense
Spend and filter in 10~30% phosphotungstic acid aqueous solution, being heated to reflux stirring after 6~15h, filter cake vacuum be -0.09MPa,
It is dried to constant weight at 80 DEG C, obtain Phosphotungstic Acid Supported on Activated Carbon presoma;Again by described presoma according to solid-to-liquid ratio be 1:4~1:
8 impregnated in concentration for, in 5%~30% stannous chloride ethanol solution, filtering, being lived at 20~80 DEG C after stirring 5~10h
Property charcoal immobilized phosphotungstic acid-stannous chloride, be -0.09MPa, at 60 DEG C, be dried to constant weight in vacuum, be placed in nitrogen atmosphere
In, carry out roasting under the conditions of 300~600 DEG C, obtain Phosphotungstic Acid Supported on Activated Carbon stannous catalyst, the wherein quality hundred of phosphotungstic acid
Content is divided to be 15~50%, the weight/mass percentage composition of stannous chloride is 5~35%.
3. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
The suitable mol ratio of p-phthalic acid and dihydroxylic alcohols monoalky lether is 1:2.5~2.7.
4. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
Phosphotungstic Acid Supported on Activated Carbon stannous catalyst Optimum is the 3~7% of p-phthalic acid quality.
5. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
The Optimum of n-butyl ether dehydrant is the 25~45% of p-phthalic acid quality.
6. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
Suitable reaction temperature is 195~220 DEG C.
7. p-phthalic acid two (dihydroxylic alcohols monoalky lether) ester according to claim 1 synthetic method it is characterised in that
The suitable response time is 2.5~3.5h.
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