CN114671740B - Bisphenol F synthesis method - Google Patents
Bisphenol F synthesis method Download PDFInfo
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- CN114671740B CN114671740B CN202210096791.7A CN202210096791A CN114671740B CN 114671740 B CN114671740 B CN 114671740B CN 202210096791 A CN202210096791 A CN 202210096791A CN 114671740 B CN114671740 B CN 114671740B
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- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 title claims abstract description 98
- 238000001308 synthesis method Methods 0.000 title claims abstract description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 239000012043 crude product Substances 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 10
- 230000001105 regulatory effect Effects 0.000 claims abstract description 9
- 238000004821 distillation Methods 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003377 acid catalyst Substances 0.000 claims abstract description 4
- 238000001816 cooling Methods 0.000 claims abstract description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-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
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 3
- 235000006408 oxalic acid Nutrition 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 claims description 2
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 claims description 2
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 2
- 229910001863 barium hydroxide Inorganic materials 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
- 150000001875 compounds Chemical class 0.000 abstract description 2
- LVLNPXCISNPHLE-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1CC1=CC=CC=C1O LVLNPXCISNPHLE-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 7
- MQCPOLNSJCWPGT-UHFFFAOYSA-N 2,2'-Bisphenol F Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1O MQCPOLNSJCWPGT-UHFFFAOYSA-N 0.000 description 5
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 229920001568 phenolic resin Polymers 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 238000007171 acid catalysis Methods 0.000 description 2
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical class C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000004842 bisphenol F epoxy resin Substances 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000005311 nuclear magnetism Effects 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention belongs to the technical field of compound synthesis, and discloses a bisphenol F synthesis method, which comprises the following steps: adding phenol into a reactor, regulating the pH value to 9-12 by using an alkaline catalyst, dropwise adding formaldehyde with the concentration of 37%, keeping the reaction temperature at 70-100 ℃ in the dropwise adding process, finishing dropwise adding within 1-4 hours, and then continuing to react for 2 hours at 70-100 ℃; after the reaction is finished, cooling to below 50 ℃, adding an acid catalyst to adjust the pH to 2-3, heating to 50-90 ℃ within 1-4 h, then continuing to react for 0.5-2 h at 50-90 ℃, and heating to 80-100 ℃ to react for 2h; after the reaction is finished, regulating the pH to 6.5-7.5, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F. The invention prepares bisphenol F with low phenolic ratio by a two-step method by using an alkaline catalyst and then adopting an acid catalyst, has higher yield, and solves the problems of high phenolic ratio, low yield and the like for a long time.
Description
Technical Field
The invention belongs to the technical field of compound synthesis, and particularly relates to a bisphenol F synthesis method.
Background
Bisphenol type compounds are important raw materials for producing synthetic materials such as epoxy resins, polycarbonates, polyester resins, and phenolic resins. Bisphenol F (BPF) is an important organic chemical raw material and is mainly used for producing epoxy resin materials. Bisphenol F synthetic resins are called "pollution-free or pollution-free resins" in Japan because of their low viscosity and the need for no or little diluent at the time of use. In the whole, bisphenol F epoxy resin has substantially the same properties as bisphenol A epoxy resin, and the latter has slightly inferior heat resistance, and is superior to bisphenol A epoxy resin in viscosity, impact resistance, solvent resistance, etc. Bisphenol F (BPF) has become a chemical product with great market potential because of its excellent performance and wide application.
The reported technology is to synthesize bisphenol F by using phenol and formaldehyde as raw materials, and the difference is that the catalyst is selected, the catalyst is mainly produced by adopting a Lewis acid catalysis method in the world, the phosphoric acid catalysis method is the most common process route, and in recent years, the synthesis of bisphenol F by using modified cation exchange resin and heteropolyacid as catalysts is also presented. Phenol and formaldehyde synthesis products have three isomers, namely ortho bisphenol F (o-o), para bisphenol F (p-p) and ortho-para bisphenol F (o-p), wherein the resin synthesized by the p-p bisphenol F has the lowest viscosity and the best processability, and the main reasons are strong hydrogen bond association of the o-o bisphenol F, large steric hindrance of the synthesized resin and relatively large viscosity.
Bisphenol F synthesis reaction is seemingly very simple, but is actually complex, the reaction is difficult to control, side reactions are quite serious, and phenolic resin is extremely easy to generate. Therefore, a large proportion of phenol/formaldehyde (10-30:1) has to be used for the reaction during the synthesis reaction, so that the production cost is high. Bisphenol F has been produced in a production scale abroad, and the synthesis of bisphenol F mainly adopts a phenol formaldehyde condensation process with phosphoric acid or other weak acid as a catalyst. These processes have problems such as high phenol-formaldehyde ratio and low yield.
Disclosure of Invention
The invention aims to provide a method for synthesizing bisphenol F, which solves the long-term problems of high phenolic ratio, low yield and the like.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
the invention provides a bisphenol F synthesis method, which comprises the following steps: adding phenol into a reactor, regulating the pH value to 9-12 by using an alkaline catalyst, dropwise adding formaldehyde with the concentration of 37%, keeping the reaction temperature at 70-100 ℃ in the dropwise adding process, finishing dropwise adding within 1-4 hours, and then continuing to react for 2 hours at 70-100 ℃; after the reaction is finished, cooling to below 50 ℃, adding an acid catalyst to adjust the pH to 2-3, heating to 50-90 ℃ within 1-4 h, then continuing to react for 0.5-2 h at 50-90 ℃, and heating to 80-100 ℃ to react for 2h; after the reaction is finished, regulating the pH to 6.5-7.5, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F.
In one technical scheme, the alkaline catalyst is selected from one or two of sodium hydroxide, potassium hydroxide, barium hydroxide, ammonia water, triethylamine, potassium carbonate, sodium carbonate, ethanolamine and diethanolamine.
In one embodiment, the acidic catalyst is selected from one or two of oxalic acid, phosphoric acid, phosphorous acid, metaphosphoric acid, p-toluenesulfonic acid, phenylphosphonic acid, alkylphosphonic acid, hydroxyalkylphosphonic acid, and triphenyl phosphate.
In one technical scheme, the ratio of phenol to formaldehyde is 5-8: 1.
compared with the prior art, the invention has the beneficial effects that:
(1) According to the invention, the bisphenol F is prepared under a lower phenolic ratio (phenol: formaldehyde=5-8:1) by a two-step method by using an alkaline catalyst and then using an acidic catalyst, and the yield is higher, so that the problems of high phenolic ratio, low yield and the like for a long time are solved.
(2) The preparation method has the advantages of simple preparation process, simple and convenient working procedures, easy operation, low production cost, easy realization of industrialization and suitability for large-scale industrial production.
Drawings
FIG. 1 is an infrared spectrum of a crude bisphenol F product of example 1 of the present invention.
FIG. 2 is a nuclear magnetic resonance spectrum of a crude bisphenol F product of example 1 of the present invention.
Detailed Description
The following examples are illustrative of the present invention and are not intended to limit the scope of the invention. The technical means used in the examples are conventional means well known to those skilled in the art unless otherwise indicated. The test methods in the following examples are conventional methods unless otherwise specified.
Example 1
Adding 100g of phenol into a three-mouth bottle, regulating the pH value to be 10 by using 0.1mol/L NaOH, heating to 70 ℃, dropwise adding 14.4g of formaldehyde with the concentration of 37% in 60min, keeping the reaction temperature at 70 ℃ in the dropwise adding process, and then carrying out constant-temperature reaction for 2h at 70 ℃; after the reaction is completed, the temperature is reduced to below 40 ℃, oxalic acid is added to adjust the pH to be=2, the temperature is increased to 50 ℃ within 1h, then the reaction is carried out at the constant temperature of 50 ℃ for 1h, and the temperature is increased to 80 ℃ for 2h; after the reaction is completed, adjusting the pH to be 7 by using 0.1mol/L NaOH, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F.
The yield was 86% and the product purity was 89% calculated as formaldehyde, 4' -dihydroxydiphenylmethane: 2,4' -dihydroxydiphenylmethane: 2,2' -dihydroxydiphenylmethane was 2.4:5:2.6.
the infrared spectrum of the bisphenol F crude product obtained in this example is shown in FIG. 1. As can be seen from FIG. 1, 2900-3100cm -1 The position is a benzene ring vibration absorption peak, 3317cm -1 The position is the vibration absorption peak of phenolic hydroxyl group, 700-900cm -1 The absorption peak is replaced by benzene ring.
The nuclear magnetic spectrum of the bisphenol F crude product prepared in this example is shown in FIG. 2. As can be seen from FIG. 2, 6-7ppm was the nuclear magnetic resonance peak of benzene ring C-H, 3.9ppm was the nuclear magnetic resonance peak of methylene C-H in 4,4' -dihydroxydiphenylmethane, 3.84ppm was the nuclear magnetic resonance peak of methylene C-H in 2,4' -dihydroxydiphenylmethane, and 3.77ppm was the nuclear magnetic resonance peak of methylene C-H in 2,2' -dihydroxydiphenylmethane. Calculated from the nuclear magnetism, 4' -dihydroxydiphenylmethane: 2,4' -dihydroxydiphenylmethane: the ratio of 2,2' -dihydroxydiphenylmethane was 2.4:5:2.6.
example two
Adding 100g of phenol into a three-mouth bottle, regulating the pH value to be 11 by using 25% ammonia water, heating to 90 ℃, dropwise adding 11g of formaldehyde with the concentration of 37% in 60min, keeping the reaction temperature at 90 ℃ in the dropwise adding process, and then carrying out constant-temperature reaction for 2h at 90 ℃; after the reaction is completed, cooling to 30 ℃, adding phosphoric acid to adjust the pH=2, heating to 50 ℃ in 1h, then carrying out constant temperature reaction for 1h at 50 ℃, and then carrying out constant temperature reaction for 2h at 80 ℃; after the reaction is completed, adjusting the pH to be 7 by using 0.1mol/L sodium carbonate, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F.
The yield was 88% and the product purity was 92% calculated as formaldehyde, 4' -dihydroxydiphenylmethane: 2,4' -dihydroxydiphenylmethane: 2,2' -dihydroxydiphenylmethane 4:4:2.
example III
Adding 100g of phenol into a three-mouth bottle, regulating the pH value to be 10 by 0.1mol/L KOH, heating to 70 ℃, dropwise adding 17g of formaldehyde with the concentration of 37% in 60min, keeping the reaction temperature at 70 ℃ in the dropwise adding process, and then carrying out constant-temperature reaction for 2h at 70 ℃; after the reaction is completed, the temperature is reduced to below 40 ℃, phosphoric acid is added to adjust the pH to be=2, the temperature is increased to 50 ℃ within 1h, then the reaction is carried out at the constant temperature of 50 ℃ for 1h, and the temperature is increased to 80 ℃ for 2h; after the reaction is completed, adjusting the pH to be 7 by 0.1mol/L KOH, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F.
The yield was 89% and the product purity was 89% calculated as formaldehyde, 4' -dihydroxydiphenylmethane: 2,4' -dihydroxydiphenylmethane: 2,2' -dihydroxydiphenylmethane 4:4:2.
the above-mentioned embodiments are merely preferred embodiments of the present invention, which are not intended to limit the scope of the present invention, and other embodiments can be easily made by those skilled in the art through substitution or modification according to the technical disclosure in the present specification, so that all changes and modifications made in the principle of the present invention shall be included in the scope of the present invention.
Claims (3)
1. The bisphenol F synthesis method is characterized by comprising the following steps: adding phenol into a reactor, regulating the pH to 9-12 by using an alkaline catalyst, and then dropwise adding formaldehyde with the concentration of 37%, wherein the ratio of the phenol to the formaldehyde is 5-8: 1, keeping the reaction temperature at 70-100 ℃ in the dripping process, finishing dripping within 1-4 hours, and then continuing to react for 2 hours at 70-100 ℃; after the reaction is finished, cooling to below 50 ℃, adding an acid catalyst to adjust the pH to 2-3, heating to 50-90 ℃ within 1-4 h, then continuing to react for 0.5-2 h at 50-90 ℃, and heating to 80-100 ℃ to react for 2h; after the reaction is finished, regulating the pH to 6.5-7.5, and carrying out reduced pressure distillation to obtain a bisphenol F crude product; and (3) washing the bisphenol F crude product with water and recrystallizing with toluene to obtain bisphenol F.
2. The method for synthesizing bisphenol F according to claim 1, wherein the basic catalyst is one or two selected from the group consisting of sodium hydroxide, potassium hydroxide, barium hydroxide, ammonia water, triethylamine, potassium carbonate, sodium carbonate, ethanolamine, and diethanolamine.
3. The method for synthesizing bisphenol F according to claim 1, wherein the acidic catalyst is one or two selected from oxalic acid, phosphoric acid, phosphorous acid, metaphosphoric acid, p-toluenesulfonic acid, phenylphosphonic acid, alkylphosphonic acid, hydroxyalkylphosphonic acid and triphenyl phosphate.
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| CN103483161A (en) * | 2013-09-06 | 2014-01-01 | 中科院广州化学有限公司 | Ultrasonic assisted method for synthesizing sodium 4,4'-methylenebis(2,6-dihydroxymethyl phenate) |
| CN105272827A (en) * | 2015-03-20 | 2016-01-27 | 湖南师范大学 | Catalysis method for synthesizing bisphenol F |
| CN113831224A (en) * | 2021-08-02 | 2021-12-24 | 辽宁靖帆新材料有限公司 | Synthesis method of 4,4' -methylenebis (2-hydroxymethyl-3, 6-dimethylphenol) |
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