CN116265448A - Method for preparing furandicarboxylic acid by using furoic acid and method for preparing dimethyl furandicarboxylate by using furoic acid - Google Patents
Method for preparing furandicarboxylic acid by using furoic acid and method for preparing dimethyl furandicarboxylate by using furoic acid Download PDFInfo
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- CN116265448A CN116265448A CN202111548077.9A CN202111548077A CN116265448A CN 116265448 A CN116265448 A CN 116265448A CN 202111548077 A CN202111548077 A CN 202111548077A CN 116265448 A CN116265448 A CN 116265448A
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- 238000000034 method Methods 0.000 title claims abstract description 32
- 239000002253 acid Substances 0.000 title claims abstract description 25
- DNXDYHALMANNEJ-UHFFFAOYSA-N furan-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=COC=1C(O)=O DNXDYHALMANNEJ-UHFFFAOYSA-N 0.000 title claims abstract description 20
- FXJUUMGKLWHCNZ-UHFFFAOYSA-N dimethyl furan-2,3-dicarboxylate Chemical compound COC(=O)C=1C=COC=1C(=O)OC FXJUUMGKLWHCNZ-UHFFFAOYSA-N 0.000 title claims description 8
- 229920000620 organic polymer Polymers 0.000 claims abstract description 18
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 239000007787 solid Substances 0.000 claims abstract description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 12
- 239000002585 base Substances 0.000 claims description 7
- BHXFKXOIODIUJO-UHFFFAOYSA-N benzene-1,4-dicarbonitrile Chemical compound N#CC1=CC=C(C#N)C=C1 BHXFKXOIODIUJO-UHFFFAOYSA-N 0.000 claims description 7
- 239000002243 precursor Substances 0.000 claims description 7
- 239000011592 zinc chloride Substances 0.000 claims description 7
- 235000005074 zinc chloride Nutrition 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims description 5
- 229910000024 caesium carbonate Inorganic materials 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000012298 atmosphere Substances 0.000 claims description 4
- NLSCHDZTHVNDCP-UHFFFAOYSA-N caesium nitrate Chemical compound [Cs+].[O-][N+]([O-])=O NLSCHDZTHVNDCP-UHFFFAOYSA-N 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- 239000004323 potassium nitrate Substances 0.000 claims description 2
- 235000010333 potassium nitrate Nutrition 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims 6
- 239000000523 sample Substances 0.000 claims 1
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 abstract description 28
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract description 10
- RZYPIWDAAHKAAK-UHFFFAOYSA-N 4,5-dimethylfuran-2,3-dicarboxylic acid Chemical compound CC=1OC(C(O)=O)=C(C(O)=O)C=1C RZYPIWDAAHKAAK-UHFFFAOYSA-N 0.000 abstract description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 5
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011949 solid catalyst Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006473 carboxylation reaction Methods 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- -1 polyethylene terephthalate Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000000392 somatic effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- 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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The application discloses a method for preparing furandicarboxylic acid by using furoic acid and a method for preparing dimethyl furandicarboxylic acid by using furoic acid, wherein the method for preparing furandicarboxylic acid by using furoic acid comprises furfural and CO 2 Reacting under the condition of a catalyst to generate furan dicarboxylic acid; wherein the catalyst is a porous organic polymer supported solid base; the furandicarboxylic acid is attached to the solid base. The method provides an effective production path for realizing the deep processing of the furfural, effectively improves the comprehensive economic value of the furfural, and provides a potential large-scale application path for the production of FDCA.
Description
Technical Field
The application relates to a method for preparing furandicarboxylic acid by using furoic acid and a method for preparing dimethyl furandicarboxylate by using the same, belonging to the field of chemistry and chemical engineering.
Background
2,5-furandicarboxylic acid (2, 5-furandicarboxylic acid, FDCA) is a biological-based platform molecule with important application prospect. Starting from FDCA, it can produce a variety of high value-added chemicals, with the most attractive application being as a monomer for polyesters. 2,5-furandicarboxylic acid has a high degree of structural and chemical similarity to conventional petroleum-based monomeric terephthalic acid, and thus can be substituted or partially substituted for terephthalic acid to make biomass-based polyester products. The annual yield of polyethylene terephthalate (PET) worldwide is currently up to 7000 tens of thousands of tons, and even FDCA, which can only partially replace PTA, will be a tremendous emerging market.
There are two main routes for the preparation of furandicarboxylic acid, one is the hexose route, the preparation of 5-Hydroxymethylfurfural Molecule (HMF) by acid-catalyzed dehydration of glucose (or upstream product), and then the preparation of furandicarboxylic acid by HMF oxidation. The other is a five-carbon sugar route, which is formed by furoic acid and CO which are oxidation products of furfural 2 The reaction generates FDCA, and the route is very competitive because the furfural is a mass biomass product which is already industrialized
2016, CO was proposed by Matthew group 2 As a carbon source, cesium carbonate and furoic acid were used in the process of preparing FDCA from furoic acid, heated to 200 ℃ molten state, and passed through CO under 0.8MPa carbon dioxide conditions 2 The salt of FDCA is obtained by carboxylation reaction with furoic acid, and the highest yield is 89%. The reaction requires that the molten salt achieve good dispersion to increase the contact area with carbon dioxide. However, the method is complex to operate, especially, the recycling of cesium carbonate is complex, so that a new technology is developed, and the realization of rapid recycling and regeneration of the catalyst is one of the restrictions of the technology towards industrialization.
Disclosure of Invention
Aiming at the problems in the furoic acid preparation method, the invention uses the porous organic polymer to load solidA somatic alkali capable of reacting with CO 2 The solid catalyst contacted in large area and the method for recovering the furandicarboxylic acid by using methanol are provided, and the continuous production of FDCA can be realized.
According to the invention, the method uses solid base loaded by porous organic polymer as catalyst, catalytic furoic acid and CO 2 Reacting to obtain the furandicarboxylic acid.
In one aspect of the present application, a method for preparing furandicarboxylic acid using furoic acid, furoic acid and CO is provided 2 Reacting under the condition of a catalyst to generate furan dicarboxylic acid;
wherein the catalyst is a porous organic polymer supported solid base.
Optionally, the preparation method of the porous organic polymer supported solid base comprises the following steps:
mixing the porous organic polymer with an aqueous solution containing an alkaline precursor, stirring and roasting to obtain the porous organic polymer-supported solid alkali.
Optionally, the stirring time is 12-24 hours;
optionally, the roasting is carried out in an inactive atmosphere, and the roasting temperature is 400-600 ℃; the roasting time is 1-5 h.
Optionally, the alkaline precursor is selected from at least one of cesium carbonate, cesium nitrate, potassium carbonate, and potassium nitrate.
Optionally, the mass ratio of the porous organic polymer to the alkaline precursor is 1:0.1-1:1.
As a specific embodiment, the porous organic polymer-supported base may be prepared according to the following steps: the porous organic polymer (CTF) was instead dispersed in an aqueous solution containing the alkaline precursor and stirred at room temperature for 24 hours. Drying, and roasting for 1-5 hours in a tubular furnace at the temperature of 400-600 ℃ in the nitrogen atmosphere to obtain the material.
Optionally, the preparation method of the porous organic polymer comprises the following steps:
and (3) reacting terephthalonitrile with anhydrous zinc chloride for 20-40h at 400-600 ℃ to obtain the porous organic polymer.
Optionally, the mol ratio of terephthalonitrile to anhydrous zinc chloride is 1:1-5.
As a specific embodiment, the preparation method comprises:
the porous organic polymer can be prepared according to the following steps: adding terephthalonitrile and anhydrous zinc chloride into a quartz ampere bottle, wherein the mol ratio of the terephthalonitrile to the anhydrous zinc chloride is 1:1-1: and 5, grinding uniformly. Vacuum drying, and sealing with high temperature flame gun under vacuum. Reacting for 20-40h at 400-600 ℃. After naturally cooling to room temperature, the black solid was removed and washed with a large amount of water to constant weight.
Optionally, the furandicarboxylic acid is attached to the solid base;
optionally, the reaction temperature is 200-300 ℃;
alternatively, the upper reaction temperature limit may be independently selected from 250 ℃, 300 ℃; the lower limit can be independently selected from 200deg.C, 250deg.C;
optionally, the reaction time is 1-5 h;
alternatively, the upper reaction time limit may be independently selected from 2h, 3h, 4h, 5h; the lower limit may be independently selected from 1h, 2h, 3h, 4h.
Optionally, the CO 2 The flow rate of the water is 10-200 ml/min.
Optionally, the CO 2 The upper flow limit of (2) can be independently selected from 50ml/min, 100ml/min, 150ml/min, 200ml/min; the lower limit is independently selected from 10ml/min, 50ml/min, 100ml/min, and 150ml/min;
as a specific embodiment, the method comprises:
loading catalyst into tubular furnace reactor, loading furoic acid into bottom of tubular furnace, and introducing CO from bottom to top 2 ，CO 2 The flow rate of the solution is 100-200 ml/min, the temperature is raised to 200-300 ℃, furoic acid enters a tubular furnace reactor to react for 1-5 h by sublimation of the furoic acid, and the generated furoic acid is combined with alkali in a salt form and is attached to solid alkali.
In another aspect of the present application, there is provided a method for preparing dimethyl furandicarboxylate, wherein the furandicarboxylic acid prepared by the method described above is reacted with methanol to form dimethyl furandicarboxylate and the catalyst.
The generated furandicarboxylic acid can react with methanol in situ to generate dimethyl furandicarboxylic acid, thereby realizing the recovery of the product and the regeneration of the catalyst. CO after the reaction is finished 2 The gas is switched to nitrogen gas containing methanol, and the concentration of the methanol is 500-1000 ppm.
Optionally, the concentration of the methanol is 500-1000 ppm;
the reaction is carried out in an inert atmosphere;
the reaction temperature is 80-250 ℃;
the reaction time is 1-8 h.
The beneficial effects that this application can produce include:
the method provided by the invention can convert the furoic acid with lower added value into the FDCA with higher added value, and the preparation of the FDCA by adopting the solid catalyst can conveniently realize the regeneration and continuous production of the catalyst, thereby providing a path for the industrialization of the preparation of the FDCA by the furoic acid.
Drawings
Fig. 1 is a schematic diagram of the catalytic process and catalyst regeneration in example 2, wherein a is a schematic diagram of the catalytic process and b is a schematic diagram of catalyst regeneration and product trapping.
Detailed Description
The present application is described in detail below with reference to examples, but the present application is not limited to these examples.
Unless otherwise indicated, all starting materials in the examples of the present application were purchased commercially.
Example 1
And (3) preparing a catalyst:
CTF preparation: 1mmol of terephthalonitrile and 1mmol of anhydrous zinc chloride are added into a quartz ampere bottle, and the mixture is ground uniformly. Vacuum drying, and sealing with high temperature flame gun under vacuum. The reaction was carried out at 400℃for 40h. After natural cooling to room temperature, the black solid was removed and washed with a large amount of water to constant weight, the porous organic polymer CTF. The resulting 1g CTF was dispersed in 40ml of an aqueous solution containing 0.5g cesium carbonate and stirred at room temperature for 24 hours. Drying, and roasting for 1h in a tube furnace at 400 ℃ in nitrogen atmosphere to obtain the material.
Example 2
0.2g of the catalyst obtained in example 1 was charged into a fixed bed reactor as shown in FIG. 1 a, 0.5g of furoic acid was charged, 150ml/min of CO2 gas was introduced, the temperature was slowly heated to 260℃and reacted for 5 hours, instead, nitrogen gas containing 500ppm of methanol (as shown in FIG. 1 b) was introduced, the reaction was continued for 2 hours, and the obtained dimethyl furandicarboxylate was collected in a cold trap.
This example may employ the establishment of two identical reactors, one for the reaction and one for catalyst regeneration and product capture.
The foregoing description is only a few examples of the present application and is not intended to limit the present application in any way, and although the present application is disclosed in the preferred examples, it is not intended to limit the present application, and any person skilled in the art may make some changes or modifications to the disclosed technology without departing from the scope of the technical solution of the present application, and the technical solution is equivalent to the equivalent embodiments.
Claims (10)
1. A method for preparing furandicarboxylic acid by using furoic acid is characterized in that,
furoic acid and CO 2 Reacting under the condition of a catalyst to generate furan dicarboxylic acid;
wherein the catalyst is a porous organic polymer supported solid base.
2. The method of claim 1, wherein the step of determining the position of the substrate comprises,
the preparation method of the porous organic polymer supported solid alkali comprises the following steps:
mixing the porous organic polymer with an aqueous solution containing an alkaline precursor, stirring and roasting to obtain the porous organic polymer-supported solid alkali.
3. The method of claim 2, wherein the step of determining the position of the substrate comprises,
the stirring time is 12-24 hours;
the roasting is carried out in an inactive atmosphere, and the roasting temperature is 400-600 ℃; the roasting time is 1-5 h.
4. The method of claim 6, wherein the step of providing the first layer comprises,
the alkaline precursor is at least one selected from cesium carbonate, cesium nitrate, potassium carbonate and potassium nitrate;
the mass ratio of the porous organic polymer to the alkaline precursor is 1:0.1-1:1.
5. The method of claim 2, wherein the step of determining the position of the substrate comprises,
the preparation method of the porous organic polymer comprises the following steps:
and (3) reacting terephthalonitrile with anhydrous zinc chloride for 20-40h at 400-600 ℃ to obtain the porous organic polymer.
6. The method of claim 5, wherein the step of determining the position of the probe is performed,
the mol ratio of terephthalonitrile to anhydrous zinc chloride is 1:1-5.
7. The method of claim 1, wherein the step of determining the position of the substrate comprises,
the furandicarboxylic acid is attached to the solid base;
preferably, the reaction temperature is 200-300 ℃;
the reaction time is 1-5 h.
8. The method of claim 1, wherein the step of determining the position of the substrate comprises,
the CO 2 The flow rate of the water is 10-200 ml/min.
9. A method for preparing dimethyl furandicarboxylate is characterized in that,
the furandicarboxylic acid prepared by the method according to any one of claims 1 to 8 is reacted with methanol to form dimethyl furandicarboxylate.
10. The method of claim 9, wherein the step of determining the position of the substrate comprises,
the concentration of the methanol is 500-1000 ppm;
the reaction is carried out in an inert atmosphere;
the reaction temperature is 80-250 ℃;
the reaction time is 1-8 h.
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| CN202111548077.9A CN116265448A (en) | 2021-12-16 | 2021-12-16 | Method for preparing furandicarboxylic acid by using furoic acid and method for preparing dimethyl furandicarboxylate by using furoic acid |
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|---|---|---|---|---|
| CN105985302A (en) * | 2015-02-05 | 2016-10-05 | 中国科学院宁波材料技术与工程研究所 | 2,5-furandicarboxamidediamine compound, and preparation method and application thereof |
| CN108997278A (en) * | 2018-07-17 | 2018-12-14 | 中国科学院长春应用化学研究所 | A kind of 2,5- furandicarboxylic acid and 2,5- furyl preparation process of polyester |
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| CN111153877A (en) * | 2020-01-14 | 2020-05-15 | 浙江大学衢州研究院 | Method for continuously and environmentally synthesizing furan dicarboxylic acid by using furoic acid |
| CN111196792A (en) * | 2020-01-14 | 2020-05-26 | 浙江大学衢州研究院 | Method for continuously producing furan dicarboxylic acid by using furfural |
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2021
- 2021-12-16 CN CN202111548077.9A patent/CN116265448A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108997278A (en) * | 2018-07-17 | 2018-12-14 | 中国科学院长春应用化学研究所 | A kind of 2,5- furandicarboxylic acid and 2,5- furyl preparation process of polyester |
| CN109678823A (en) * | 2019-01-28 | 2019-04-26 | 中国科学院新疆理化技术研究所 | A method of 2,5 furandicarboxylic acids of synthesis |
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