CN101759558A - Method for synthesizing trimesic acid - Google Patents
Method for synthesizing trimesic acid Download PDFInfo
- Publication number
- CN101759558A CN101759558A CN201010300682A CN201010300682A CN101759558A CN 101759558 A CN101759558 A CN 101759558A CN 201010300682 A CN201010300682 A CN 201010300682A CN 201010300682 A CN201010300682 A CN 201010300682A CN 101759558 A CN101759558 A CN 101759558A
- Authority
- CN
- China
- Prior art keywords
- product
- trimesic acid
- synthesizing
- reaction
- yield
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 27
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 14
- 239000000047 product Substances 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 10
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 claims abstract description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- 239000001301 oxygen Substances 0.000 claims abstract description 8
- 229960000583 acetic acid Drugs 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 239000012065 filter cake Substances 0.000 claims abstract description 5
- 239000012362 glacial acetic acid Substances 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 239000006185 dispersion Substances 0.000 claims description 7
- 150000001868 cobalt Chemical class 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 229960004418 trolamine Drugs 0.000 claims description 4
- 150000003639 trimesic acids Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 2
- 238000002156 mixing Methods 0.000 abstract 2
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000012286 potassium permanganate Substances 0.000 description 5
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- 229910052748 manganese Inorganic materials 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 238000010189 synthetic method Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004902 Softening Agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 benzene compound Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for synthesizing trimesic acid, which is as follows: dissolving each part of mesitylene in 5-20 parts of glacial acetic acid, blending under room temperature, adding 0.01-0.05 part of catalyst, heating to 70-120 DEG C, introducing oxygen at flow rate of 2-30L/min, blending to react for 5-7h and drying through centrifugal way after cooling. The filter cake from above process is the desired product, and after drying, finished trimesic acid can be obtained. The method has the advantages and beneficial effects that firstly, the method improves the reaction speed, the yield and the quality of the product, the yield can be above 80% and the purity of the product can be above 99%; secondly, the method reduces the cost of the product and causes no pollution to the environment; thirdly, the operation is simple, the reaction condition is mild, and the reaction is completed under normal pressure without requiring special dedicated equipment; and fourthly, the method shortens the process flow and reduces the production hour and the labor cost.
Description
Technical field:
The invention belongs to a kind of synthetic method of chemical intermediate, particularly a kind of synthetic method of trimesic acid.
Background technology:
Trimesic acid is a kind of important chemical intermediate, is mainly used in the monomer of special-purpose benzene compound of preparation and resin, also is used to prepare sterilant, mould inhibitor, softening agent and glue crosslinking agent.At present, the method for synthesizing trimesic acid mainly contains following two kinds:
One, rare nitric acid oxidation method.With the sym-trimethylbenzene is raw material, and the nitric acid with 20% is at 40atm
React under the condition of high voltage, generate trimesic acid.The high energy of product yield reaches 70%.Adopt this method synthesizing trimesic acid that a lot of defectives are arranged, be embodied in: 1, with a large amount of nitric acid as oxygenant, can produce a lot of spent acid, thereby environment is polluted.2, this reaction is carried out under condition of high voltage, to having relatively high expectations of equipment, and the lower and complicated operation of safety coefficient.3, product yield is low.Through test and various digital proof, yield is the highest to be no more than 70%.
Two, potassium permanganate oxidation method.This method also is to be raw material with equal tricarboxylic acid, under alkaline condition, carries out oxidation with potassium permanganate, generates trimesic acid.Product yield 80-95%.Present the following aspects of the defect body of this method synthesizing trimesic acid: 1, use the potassium permanganate oxidation sym-trimethylbenzene, can generate a large amount of Manganse Dioxide (is commonly called as: manganese mud), unusual difficulty when separating manganese mud, and a large amount of manganese mud can not recycle, and can pollute the environment environment.2, because the price of potassium permanganate is higher, and potassium permanganate belongs to strong oxidizer, and bad preservation so it is higher to produce the cost of trimesic acid with this method, than first method height, does not have competitive power on product price.
Summary of the invention:
Purpose of the present invention just is to overcome above-mentioned the deficiencies in the prior art, and provide a kind of method of synthesizing trimesic acid, this synthetic method can improve the transformation efficiency of speed of response and product yield, assurance sym-trimethylbenzene, and has reduced production cost, free from environmental pollution.
Technical scheme of the present invention is: a kind of method of synthesizing trimesic acid, it is characterized in that: every part of sym-trimethylbenzene is dissolved in 5-20 part glacial acetic acid solvent, when room temperature, stir, add 0.01-0.05 part catalyzer, be warmed up to 70-120 ℃, then according to 2-30L/ minute flow aerating oxygen, stirring reaction 5-7 hour, after the cooling, centrifuge dripping, filter cake is product, and dry back just can obtain finished product.
Above-mentioned catalyzer adopts cobalt salt.
Above-mentioned dispersion agent adopts trolamine.
Add 0.005 part of dispersion agent in the above-mentioned raw materials.
The present invention has following advantage and positively effect:
1, selects cobalt salt as catalyzer, improved speed of response, product yield and quality product.Yield reaches more than 80%, and product purity reaches more than 99%.
2, the recycling of catalyzer and solvent is to reduce product cost.Because oxygen is cheap to be easy to get, the discharging of excessive oxygen can not pollute environment.
3, simple to operate, reaction conditions relax, synthesis under normal pressure, need be with special specific equipment.
4, shortened technical process, reduced and produce man-hour and labour cost.
Embodiment:
Embodiment 1: a kind of method of synthesizing trimesic acid, the 100Kg sym-trimethylbenzene is dissolved in the 500Kg glacial acetic acid solvent, when room temperature, stirs, add 1Kg catalyzer cobalt salt, add the 0.5Kg trolamine again and do dispersion agent, be warmed up to 90 ℃, then according to 2L/ minute flow aerating oxygen, stirring reaction 6 hours, after the cooling, centrifuge dripping, filter cake is product, and dry back just can obtain finished product.
Embodiment 2: a kind of method of synthesizing trimesic acid, the 100Kg sym-trimethylbenzene is dissolved in the 2000Kg glacial acetic acid solvent, when room temperature, stirs, add 5Kg catalyzer cobalt salt, add the 0.5Kg trolamine again and do dispersion agent, be warmed up to 90 ℃, then according to 30L/ minute flow aerating oxygen, stirring reaction 6 hours, after the cooling, centrifuge dripping, filter cake is product, and dry back just can obtain finished product.
Therefore this reaction belongs to oxidizing reaction, adds oxygen and come three methyl on the oxidation sym-trimethylbenzene in reaction, and in this process, needing to add catalyzer be to react normally to carry out, and improves the quality of products, and reaction is difficult to carry out under the condition that catalyst-free exists.For sym-trimethylbenzene is distributed in the whole system equably, adds dispersion agent and can improve the yield of reaction.Finish total overall reaction like this, GC can the detection reaction process.
Claims (4)
1.
A kind of method of synthesizing trimesic acid, it is characterized in that: every part of sym-trimethylbenzene is dissolved in 5-20 part glacial acetic acid solvent, when room temperature, stir, add 0.01-0.05 part catalyzer, be warmed up to 70-120 ℃, then according to 2-30L/ minute flow aerating oxygen, stirring reaction 5-7 hour, after the cooling, centrifuge dripping, filter cake is product, and dry back just can obtain finished product.
2.
The method of a kind of synthesizing trimesic acid according to claim 1 is characterized in that: above-mentioned catalyzer adopts cobalt salt.
3.
The method of a kind of synthesizing trimesic acid according to claim 1 is characterized in that: above-mentioned dispersion agent adopts trolamine.
4.
Method according to claim 1 or 3 described a kind of synthesizing trimesic acids is characterized in that: add 0.005 part of dispersion agent in the above-mentioned raw materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010300682A CN101759558A (en) | 2010-01-25 | 2010-01-25 | Method for synthesizing trimesic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010300682A CN101759558A (en) | 2010-01-25 | 2010-01-25 | Method for synthesizing trimesic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101759558A true CN101759558A (en) | 2010-06-30 |
Family
ID=42490961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201010300682A Pending CN101759558A (en) | 2010-01-25 | 2010-01-25 | Method for synthesizing trimesic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101759558A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106431886A (en) * | 2016-09-28 | 2017-02-22 | 黄石市利福达医药化工有限公司 | Preparation method of 2-naphthonic acid |
| CN106431887A (en) * | 2016-09-28 | 2017-02-22 | 黄石市利福达医药化工有限公司 | Method for preparing trimesic acid |
| CN108484382A (en) * | 2018-03-08 | 2018-09-04 | 上海应用技术大学 | A kind of method that the heteropoly acid catalysis oxidation of Anderson types prepares trimesic acid |
| CN110642699A (en) * | 2019-10-31 | 2020-01-03 | 江苏正丹化学工业股份有限公司 | Method for producing trimesic acid by low-temperature liquid-phase continuous oxidation of mesitylene |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3840594A (en) * | 1972-12-18 | 1974-10-08 | Gulf Research Development Co | Process for preparing mesitylenic acid |
-
2010
- 2010-01-25 CN CN201010300682A patent/CN101759558A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3840594A (en) * | 1972-12-18 | 1974-10-08 | Gulf Research Development Co | Process for preparing mesitylenic acid |
Non-Patent Citations (3)
| Title |
|---|
| 张卫江等: "均三甲苯液相空气氧化合成均苯三甲酸", 《现代化工》 * |
| 张卫江等: "常压液相空气氧化制均苯三甲酸的研究", 《化学工业与工程》 * |
| 杨焘等: "液相空气氧化合成均苯三甲酸", 《化学工程》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106431886A (en) * | 2016-09-28 | 2017-02-22 | 黄石市利福达医药化工有限公司 | Preparation method of 2-naphthonic acid |
| CN106431887A (en) * | 2016-09-28 | 2017-02-22 | 黄石市利福达医药化工有限公司 | Method for preparing trimesic acid |
| CN106431887B (en) * | 2016-09-28 | 2020-01-14 | 黄石市利福达医药化工有限公司 | Preparation method of trimesic acid |
| CN106431886B (en) * | 2016-09-28 | 2020-02-18 | 黄石市利福达医药化工有限公司 | Preparation method of 2-naphthoic acid |
| CN108484382A (en) * | 2018-03-08 | 2018-09-04 | 上海应用技术大学 | A kind of method that the heteropoly acid catalysis oxidation of Anderson types prepares trimesic acid |
| CN110642699A (en) * | 2019-10-31 | 2020-01-03 | 江苏正丹化学工业股份有限公司 | Method for producing trimesic acid by low-temperature liquid-phase continuous oxidation of mesitylene |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102021080B (en) | Epoxy plant oil and preparation method thereof | |
| CN101759558A (en) | Method for synthesizing trimesic acid | |
| CN101717378B (en) | Method for synthesizing rubber vulcanization accelerator DM by oxygen oxidization | |
| CN106431887B (en) | Preparation method of trimesic acid | |
| CN102336658B (en) | Production method of 3,5-dimethylbenzoic acid | |
| CN102146029A (en) | Method for preparing trimesic acid by continuous oxidation of mesitylene | |
| CN107540581A (en) | The preparation method of 4,4 ' dichloro diphenyl sulfones | |
| CN103664597A (en) | Novel synthesis technology of adipic acid (2-propyl heptyl) ester | |
| CN102311420B (en) | Method for synthesizing epsilon-caprolactone | |
| CN102295536B (en) | Preparation method of high-content trimethylhydroquinone | |
| CN103274928B (en) | A kind of production method of p-tert-butyl benzoic acid | |
| CN105949064A (en) | Purification method of 1,2-cyclohexane diisononyl phthalate | |
| CN106831644B (en) | The method of catalytic molecular oxygen oxidation 2,2 '-two sulphur union II benzothiazoles of preparation in water phase | |
| CN100567248C (en) | Method for preparing 3,3',4,4'-benzophenonetetracarboxylic acid by liquid-phase air oxidation | |
| CN110227542A (en) | A kind of charcoal base titanate catalyst and its preparation method and application | |
| CN110041194A (en) | The preparation method of phthalic acid two (2- ethyl hexyl) ester | |
| CN104926599A (en) | Method for preparing high-purity 4,4'-bis(chloromethyl)-1,1'-biphenyl under novel solvent system | |
| CN108383711A (en) | A kind of method that the heteropoly acid catalysis oxidation of Anderson types prepares trimellitic acid | |
| CN104926610B (en) | The preparation method of dihydromyrcenol | |
| CN115403577A (en) | Synthesis method of carboxyl azaindole | |
| CN113210016A (en) | Composite catalyst and method for preparing trimellitic anhydride | |
| CN104496938B (en) | A kind of preparation method of 2-acetyl phenothiazine | |
| CN101735052B (en) | Method for preparing dibutyl itaconate | |
| CN118874458A (en) | Catalyst for selective oxidation of cyclohexanone to prepare adipic acid, preparation method and application thereof | |
| CN108892653B (en) | Method for preparing trimellitic anhydride by oxidizing pseudocumene |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20100630 |