CN114891199A - Preparation method of poly (fluorophenyl ester) polymer with high dielectric constant - Google Patents
Preparation method of poly (fluorophenyl ester) polymer with high dielectric constant Download PDFInfo
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- CN114891199A CN114891199A CN202210523532.8A CN202210523532A CN114891199A CN 114891199 A CN114891199 A CN 114891199A CN 202210523532 A CN202210523532 A CN 202210523532A CN 114891199 A CN114891199 A CN 114891199A
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- reactant
- dielectric constant
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- high dielectric
- ester polymer
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- 229920000642 polymer Polymers 0.000 title claims abstract description 59
- -1 poly (fluorophenyl ester Chemical class 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 17
- 239000011737 fluorine Substances 0.000 claims abstract description 17
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 150000004982 aromatic amines Chemical class 0.000 claims abstract description 5
- 239000000376 reactant Substances 0.000 claims description 58
- 239000002904 solvent Substances 0.000 claims description 39
- 150000002148 esters Chemical class 0.000 claims description 36
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 27
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- 238000001035 drying Methods 0.000 claims description 18
- 238000005406 washing Methods 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 16
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 12
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 claims description 9
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 125000004185 ester group Chemical group 0.000 claims description 5
- 125000001174 sulfone group Chemical group 0.000 claims description 5
- 125000003375 sulfoxide group Chemical group 0.000 claims description 5
- IIFVWLUQBAIPMJ-UHFFFAOYSA-N (4-fluorophenyl)methanamine Chemical compound NCC1=CC=C(F)C=C1 IIFVWLUQBAIPMJ-UHFFFAOYSA-N 0.000 claims description 4
- SZRDJHHKIJHJHQ-UHFFFAOYSA-N 3,4,5-trifluoroaniline Chemical compound NC1=CC(F)=C(F)C(F)=C1 SZRDJHHKIJHJHQ-UHFFFAOYSA-N 0.000 claims description 4
- KRZCOLNOCZKSDF-UHFFFAOYSA-N 4-fluoroaniline Chemical compound NC1=CC=C(F)C=C1 KRZCOLNOCZKSDF-UHFFFAOYSA-N 0.000 claims description 4
- AWXHDJSWFBWERK-UHFFFAOYSA-N n,n,2,3,4,5,6-heptafluoroaniline Chemical compound FN(F)C1=C(F)C(F)=C(F)C(F)=C1F AWXHDJSWFBWERK-UHFFFAOYSA-N 0.000 claims description 4
- IEMNEAVSEGLTHB-UHFFFAOYSA-N 2-[[4-[1,1,1,3,3,3-hexafluoro-2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C(F)(F)F)(C(F)(F)F)C(C=C1)=CC=C1OCC1CO1 IEMNEAVSEGLTHB-UHFFFAOYSA-N 0.000 claims description 3
- FTZQXOJYPFINKJ-UHFFFAOYSA-N 2-fluoroaniline Chemical compound NC1=CC=CC=C1F FTZQXOJYPFINKJ-UHFFFAOYSA-N 0.000 claims description 3
- ATLXSDBIQAJUBO-UHFFFAOYSA-N 2-fluoronaphthalen-1-amine Chemical compound C1=CC=C2C(N)=C(F)C=CC2=C1 ATLXSDBIQAJUBO-UHFFFAOYSA-N 0.000 claims description 3
- QZVQQUVWFIZUBQ-UHFFFAOYSA-N 3-fluoroaniline Chemical compound NC1=CC=CC(F)=C1 QZVQQUVWFIZUBQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 3
- OHGQJGPCYSDTGN-UHFFFAOYSA-N 4-fluoronaphthalen-1-amine Chemical compound C1=CC=C2C(N)=CC=C(F)C2=C1 OHGQJGPCYSDTGN-UHFFFAOYSA-N 0.000 claims description 3
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 3
- HCVJVHWHFGGSPS-UHFFFAOYSA-N 5-fluoronaphthalen-1-amine Chemical compound C1=CC=C2C(N)=CC=CC2=C1F HCVJVHWHFGGSPS-UHFFFAOYSA-N 0.000 claims description 3
- UGETXCOJGZUORS-UHFFFAOYSA-N 8-fluoronaphthalen-1-amine Chemical compound C1=CC(F)=C2C(N)=CC=CC2=C1 UGETXCOJGZUORS-UHFFFAOYSA-N 0.000 claims description 3
- 229930185605 Bisphenol Natural products 0.000 claims description 3
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical group ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000003368 amide group Chemical group 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000003125 aqueous solvent Substances 0.000 claims description 3
- 150000003975 aryl alkyl amines Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 3
- 239000012965 benzophenone Substances 0.000 claims description 3
- NEPKLUNSRVEBIX-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OCC2OC2)C=CC=1C(=O)OCC1CO1 NEPKLUNSRVEBIX-UHFFFAOYSA-N 0.000 claims description 3
- ZFVMWEVVKGLCIJ-UHFFFAOYSA-N bisphenol AF Chemical compound C1=CC(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C=C1 ZFVMWEVVKGLCIJ-UHFFFAOYSA-N 0.000 claims description 3
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 claims description 3
- 229940043232 butyl acetate Drugs 0.000 claims description 3
- 229950005499 carbon tetrachloride Drugs 0.000 claims description 3
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 3
- 229960001701 chloroform Drugs 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 claims description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 3
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 3
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 claims description 3
- 229940093499 ethyl acetate Drugs 0.000 claims description 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- AHIHJODVQGBOND-UHFFFAOYSA-M propan-2-yl carbonate Chemical compound CC(C)OC([O-])=O AHIHJODVQGBOND-UHFFFAOYSA-M 0.000 claims description 3
- 238000006467 substitution reaction Methods 0.000 claims description 3
- XKXIQBVKMABYQJ-UHFFFAOYSA-M tert-butyl carbonate Chemical compound CC(C)(C)OC([O-])=O XKXIQBVKMABYQJ-UHFFFAOYSA-M 0.000 claims description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 3
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea group Chemical group NC(=S)N UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical compound C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 claims description 2
- RQCACQIALULDSK-UHFFFAOYSA-N 4-(4-hydroxyphenyl)sulfinylphenol Chemical compound C1=CC(O)=CC=C1S(=O)C1=CC=C(O)C=C1 RQCACQIALULDSK-UHFFFAOYSA-N 0.000 claims description 2
- FCSHMCFRCYZTRQ-UHFFFAOYSA-N N,N'-diphenylthiourea Chemical compound C=1C=CC=CC=1NC(=S)NC1=CC=CC=C1 FCSHMCFRCYZTRQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000005577 anthracene group Chemical group 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical group C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000010129 solution processing Methods 0.000 claims 1
- 150000003457 sulfones Chemical class 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 7
- 239000003990 capacitor Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 229920006254 polymer film Polymers 0.000 abstract description 3
- 230000006698 induction Effects 0.000 abstract description 2
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 15
- 239000003989 dielectric material Substances 0.000 description 8
- 238000005160 1H NMR spectroscopy Methods 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000002131 composite material Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- NOXLGCOSAFGMDV-UHFFFAOYSA-N 2,3,4,5,6-pentafluoroaniline Chemical compound NC1=C(F)C(F)=C(F)C(F)=C1F NOXLGCOSAFGMDV-UHFFFAOYSA-N 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/26—General preparatory processes using halocarbonates
- C08G64/28—General preparatory processes using halocarbonates and phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/18—Block or graft polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/024—Polyamines containing oxygen in the form of ether bonds in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Abstract
The invention provides a preparation method of a poly (fluorophenyl ester) polymer with a high dielectric constant, which improves the dielectric constant of the polymer through a strong polar main chain and a strong induction effect of fluorine substituted arylamine. The poly (fluorophenyl ester) polymer prepared by the method has wide raw material source and low material cost, and can be used for polymer film capacitors.
Description
Technical Field
The invention belongs to the field of high molecular materials, and relates to a preparation method of a high-dielectric-constant poly (fluorophenyl ester) polymer.
Background
The polymer film capacitor has the characteristics of ultra-fast charge-discharge speed, high power density, high working voltage, low loss and the like, is low in production cost and good in stability, and is an important guarantee for high-power fast regulation and control of an intelligent distribution network and AC-DC conversion of a new energy automobile. At present, the most widely used organic film capacitor material is a biaxial stretching polypropylene (BOPP) film, which has the advantages of small dielectric loss, good processability, low cost and the like, but the dielectric constant is small, so that the energy storage density is low under the standard working field intensity, and the requirements of increasing distribution networks and new energy automobiles are difficult to meet, therefore, the development of a novel polymer dielectric material with high dielectric constant is urgently needed.
The dielectric constant of the current mainstream general-purpose plastics and engineering plastics such as polystyrene, polyethylene, epoxy resin and the like is generally between 2.0 and 5.0. Some published data have reported that high dielectric polymer materials mainly include ferroelectric polymers, non-ferroelectric polymers, and composite polymers.
Typical ferroelectric polymers include polyvinylidene fluoride and its blended, copolymerized, laminated derivativesThe dielectric loss factor tends to exceed 10 due to the presence of the ferroelectric phase -2 The material has the advantages of magnitude order, incapability of being used in occasions of rapid charge and discharge of a power grid distribution network, a new energy automobile and the like, and generally higher material cost.
Non-ferroelectric polymers with relatively low dielectric constants, such as polyetheretherketone, polyester, polyphenylene sulfide, etc., are generally low, such as from 3.0 to 5.0 (Nature 2015,523,576; ACS appl.mater.interfaces 2018,10,29189), and non-ferroelectric polymers with relatively high dielectric constants, such as polyamides, polyureas, polythioureas, etc., are generally difficult to extrude into films, and have low solubility and high solvent toxicity when formed into films from solutions.
The composite material is greatly influenced by the dielectric constant, filling amount and distribution of the filled inorganic nonmetal substances, and the dielectric constant value after the composite can range from the dielectric constant of the polymer matrix to hundreds. And the film forming quality, the filler dispersion and the like are difficult to control under the existing continuous extrusion film forming and biaxial stretching processing technologies by organic-inorganic composite and other modes.
Therefore, it is necessary to develop a polymer material having a high dielectric constant suitable for the existing film forming process.
Disclosure of Invention
Aiming at the defects and shortcomings in the prior art, the invention provides a preparation method of a poly (fluorophenyl ester) polymer with a high dielectric constant, which improves the dielectric constant of the polymer through a strong polar main chain and a strong induction effect of fluorine substituted arylamine. The polymer has wide raw material source and low material cost, and can be used for polymer film capacitors.
In order to achieve the purpose, the invention adopts the following technical scheme:
a preparation method of a polyfluorophenyl ester polymer with high dielectric constant comprises the following raw materials:
the reactant I is a diglycidyl compound containing a strong polar group;
the reactant II is a primary amine compound containing fluorine and aromatic ring;
the reactant III is a bisphenol compound containing a strong polar group;
the reactant IV is a compound containing active carbonyl;
the preparation method comprises the following steps:
step 1: dissolving a reactant I in a solvent, adding a reactant II, fully reacting under a heating condition, adding a reactant III, continuing to react under the protection of nitrogen, removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: and (3) adding the oligomer into the reactant III, dissolving the oligomer in the solvent A to obtain a solution A, dissolving the reactant IV in the solvent B to obtain a solution B, dropwise adding the solution B into the solution A at a low temperature, continuing to react for 30 minutes after the dropwise adding is finished, separating and removing the solvent, and washing and drying for multiple times to obtain the polyfluorophenyl ester polymer with the high dielectric constant.
The invention also comprises the following technical characteristics:
specifically, the strongly polar group contained in the reactant I comprises at least one of carbonyl, ester group, sulfoxide group, sulfone group and trifluoromethyl;
the reactant II comprises at least one of fluorine substituted arylamine, fluorine substituted arylalkylamine and fluorine substituted alkylarylamine; the fluorine substitution number of the reactant II is 1-10; the aromatic ring of the reactant II is C 4 -C 20 The conjugated rings of (1) include benzene ring, naphthalene ring, anthracene ring, phenanthrene ring;
the strong polar group contained in the reactant III comprises at least one of carbonyl, ester group, amide group, sulfoxide group, sulfone group, carbamido group, thiourea group, fluorine group, trifluoromethyl, cyano and nitro;
carbonyl carbon of reactant IV by halogen, C 1 -C 10 At least one of alkoxy, haloalkoxy, aryloxy, imidazolyl.
Specifically, the reactant I is bisphenol A diglycidyl ether, bisphenol S diglycidyl ether, bisphenol F diglycidyl ether, bisphenol AF diglycidyl ether, diglycidyl terephthalate, or benzophenone diglycidyl ether;
the reactant II is 2-fluoroaniline, 3-fluoroaniline, 4-fluoroaniline, 3,4, 5-trifluoroaniline, perfluoroaniline, 4-fluorobenzylamine, 2-fluoronaphthylamine, 4-fluoronaphthylamine, 5-fluoronaphthylamine and 8-fluoronaphthylamine;
the reactant III is bisphenol S, bisphenol AF, 4 '-dihydroxy diphenyl urea, 4' -dihydroxy diphenyl thiourea, 4 '-dihydroxy benzophenone and 4, 4' -dihydroxy diphenyl sulfoxide, n- (4-hydroxyphenyl) -4-hydroxybenzamide, 1- (4-nitrophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-fluorophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane, 1- (4-cyanophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-nitrophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane;
the reactant IV is phosgene, diphosgene, triphosgene, carbonyl diimidazole, dimethyl carbonate, diethyl carbonate, isopropyl carbonate, tert-butyl carbonate and diphenyl carbonate.
Specifically, the solvent in the step 1 is: 1, 4-dioxane or toluene.
Specifically, the temperature under the heating condition in the step 1 is 50-150 ℃.
Specifically, the solvent a in the step 2 is an alkaline aqueous solvent, and includes aqueous solutions of sodium hydroxide, potassium hydroxide and ammonia with various concentrations; the solvent B is an organic solvent immiscible with water, and comprises dichloromethane, trichloromethane, tetrachloromethane, ethyl acetate, butyl acetate, toluene and xylene.
Specifically, the temperature range of the step 2 under the low-temperature condition is-15-5 ℃.
Specifically, the molecular weight of the polyfluorophenyl ester polymer is 5000-200000.
Specifically, the dielectric constant of the polyfluorophenyl ester polymer is 5.0-8.0.
Specifically, the polyfluorophenyl ester polymer may be extruded and solution processed to obtain a film.
Compared with the prior art, the invention has the beneficial technical effects that:
(1) the invention takes all organic polymer as the dielectric material of the film, is suitable for the existing general processing equipment and process;
(2) the invention has wide raw material source and low material cost, and compared with the existing widely adopted biaxial stretching polypropylene film dielectric medium, the dielectric constant is obviously improved.
Detailed Description
The invention provides a preparation method of a poly (fluorophenyl ester) polymer with a high dielectric constant, which comprises the following raw materials:
reactant I is at least one diglycidyl compound containing a strongly polar group;
the reactant II is at least one primary amine compound containing fluorine and aromatic ring;
reactant III is at least one bisphenol compound containing strong polar groups;
reactant IV is at least one compound containing active carbonyl;
the strong polar group contained in the reactant I comprises at least one of carbonyl, ester group, sulfoxide group, sulfone group and trifluoromethyl; such as bisphenol a diglycidyl ether, bisphenol S diglycidyl ether, bisphenol F diglycidyl ether, bisphenol AF diglycidyl ether, diglycidyl terephthalate, benzophenone diglycidyl ether;
the reactant II comprises at least one of fluorine substituted arylamine, fluorine substituted arylalkylamine and fluorine substituted alkylarylamine; for example, 2-fluoroaniline, 3-fluoroaniline, 4-fluoroaniline, 3,4, 5-trifluoroaniline, perfluoroaniline, 4-fluorobenzylamine, 2-fluoronaphthylamine, 4-fluoronaphthylamine, 5-fluoronaphthylamine, 8-fluoronaphthylamine;
the fluorine substitution number of the reactant II is 1-10; the aromatic ring of reactant II comprises C 4 -C 20 A conjugated ring of (a); such as benzene, naphthalene, anthracene, phenanthrene rings.
The strong polar group contained in the reactant III comprises at least one of carbonyl, ester group, amide group, sulfoxide group, sulfone group, carbamido group, thiourea group, fluorine group, trifluoromethyl, cyano and nitro; such as bisphenol S, bisphenol AF, 4 '-dihydroxybiphenyl urea, 4' -dihydroxydiphenylthiourea, 4 '-dihydroxybenzophenone, 4' -dihydroxybenzoylsulfoxide, n- (4-hydroxyphenyl) -4-hydroxybenzamide, 1- (4-nitrophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-fluorophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane, 1- (4-cyanophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-nitrophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane;
carbonyl carbon of reactant IV by halogen, C 1 -C 10 At least one of alkoxy, haloalkoxy, aryloxy, imidazolyl; such as phosgene, diphosgene, triphosgene, carbonyldiimidazole, dimethyl carbonate, diethyl carbonate, isopropyl carbonate, tert-butyl carbonate, diphenyl carbonate.
The preparation method specifically comprises the following steps:
step 1: dissolving a reactant I in a solvent, adding a reactant II, fully reacting under a heating condition, adding a reactant III, continuing to react under the protection of nitrogen, removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: and (3) adding the oligomer into the reactant III, dissolving the oligomer in the solvent A to obtain a solution A, dissolving the reactant IV in the solvent B to obtain a solution B, dropwise adding the solution B into the solution A at a low temperature, continuing to react for 30 minutes after the dropwise adding is finished, separating and removing the solvent, and washing and drying for multiple times to obtain the polyfluorophenyl ester polymer with the high dielectric constant.
Wherein, the solvent in the step 1 is: 1, 4-dioxane or toluene;
the temperature under the heating condition in the step 1 is 50-150 ℃.
The solvent A in the step 2 is an alkaline aqueous solvent; for example, aqueous solutions of various concentrations of sodium hydroxide, potassium hydroxide, and ammonia; the solvent B is an organic solvent which is not miscible with water; such as dichloromethane, trichloromethane, tetrachloromethane, ethyl acetate, butyl acetate, toluene, xylene;
the temperature range of the step 2 under the low temperature condition is-15-5 ℃.
The molecular weight of the polyfluorophenyl ester polymer is 5000-.
The dielectric constant of the polyfluorophenyl ester polymer is 5.0-8.0.
The polyfluorophenyl ester polymer may be extruded and solution processed to obtain a film.
The following embodiments of the present invention are provided, and it should be noted that the present invention is not limited to the following embodiments, and all equivalent changes based on the technical solutions of the present invention are within the protection scope of the present invention.
Example 1:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of 4,4 '-dihydroxy benzophenone diglycidyl ether (reactant I) in 200mL of 1, 4-dioxane, adding 0.1mol of 4-fluoroaniline (reactant II), fully reacting at 100 ℃, then adding 0.05mol of 4, 4' -dihydroxy benzophenone (reactant III), continuing to react under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking an oligomer, adding 0.025mol of 4, 4' -dihydroxy benzophenone (reactant III) into an aqueous solution of sodium hydroxide (solvent A), dissolving 0.02mol of triphosgene (reactant IV) into 200mL of dichloromethane (solvent B), dropwise adding at-15 ℃, continuing to react for 30 minutes after dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain a polyfluorophenyl ester polymer, wherein the structure of the polyfluorophenyl ester polymer is shown as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 7.73,7.43,7.03,6.71,4.05,3.95,3.61, 2.62; the number average molecular weight is about 40000, and the dielectric constant is 5.2 at power frequency.
Example 2:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of 4,4 '-dihydroxy benzophenone diglycidyl ether in 200mL of toluene, adding 0.1mol of 3,4, 5-trifluoroaniline, fully reacting at the temperature of 120 ℃, then adding 0.05mol of 4, 4' -dihydroxy benzophenone, continuing to react under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking an oligomer, adding 0.025mol of 4, 4' -dihydroxybenzophenone to dissolve in an aqueous solution of sodium hydroxide, dissolving 0.02mol of triphosgene in 200mL of dichloromethane, dropwise adding at-10 ℃, continuing to react for 30 minutes after the dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain the dielectric of the poly (fluorophenyl ester) polymer, wherein the structure of the dielectric is as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 7.73,7.43,7.03,6.58,4.05,3.95,3.61, 2.62; the number average molecular weight is about 25000, and the dielectric constant is 6.5 at power frequency.
Example 3:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of 4,4 '-dihydroxy benzophenone diglycidyl ether in 200mL of toluene, adding 0.1mol of perfluoroaniline, fully reacting at the temperature of 150 ℃, then adding 0.05mol of 4, 4' -dihydroxy benzophenone, continuing to react under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking an oligomer, adding 0.025mol of 4, 4' -dihydroxybenzophenone to dissolve in an aqueous solution of sodium hydroxide, dissolving 0.02mol of triphosgene in 200mL of dichloromethane, dropwise adding at-10 ℃, continuing to react for 30 minutes after the dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain the dielectric of the poly (fluorophenyl ester) polymer, wherein the structure of the dielectric is as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 7.73,7.43,7.03,4.20,4.05,3.95,3.61, 2.64; the number average molecular weight is about 8000, and the dielectric constant is 7.2 under industrial frequency.
Example 4:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of 4,4 '-dihydroxy benzophenone diglycidyl ether in 200mL of 1, 4-dioxane, adding 0.1mol of 4-fluorobenzylamine, fully reacting at the temperature of 80 ℃, then adding 0.05mol of 4, 4' -dihydroxy benzophenone, continuing to react under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking an oligomer, adding 0.025mol of 4, 4' -dihydroxybenzophenone to dissolve in an aqueous solution of sodium hydroxide, dissolving 0.02mol of triphosgene in 200mL of dichloromethane, dropwise adding at-5 ℃, continuing to react for 30 minutes after the dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain the dielectric substance of the poly (fluorophenyl ester) polymer, wherein the structure of the dielectric substance is as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 7.72,7.43,7.38,7.07,7.01,4.05,3.95,3.61, 2.37; the number average molecular weight is about 150000, and the dielectric constant is 5.0 at power frequency.
Example 5:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of 4,4 '-dihydroxy benzophenone diglycidyl ether in 200mL of 1, 4-dioxane, adding 0.1mol of 7-fluoro-9-phenanthrene, fully reacting at the temperature of 80 ℃, then adding 0.05mol of 4, 4' -dihydroxy benzophenone, continuing to react under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking an oligomer, adding 0.025mol of 4, 4' -dihydroxybenzophenone to dissolve in an aqueous solution of sodium hydroxide, dissolving 0.02mol of triphosgene in 200mL of dichloromethane, dropwise adding at-5 ℃, continuing to react for 30 minutes after the dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain the dielectric of the poly (fluorophenyl ester) polymer, wherein the structure of the dielectric is as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 8.84,8.59,7.90,7.83,7.73,7.66,7.59,7.43,7.03,4.05,3.95,3.61, 2.63; the number average molecular weight is about 110000, and the dielectric constant is 5.8 at power frequency.
Example 6:
the embodiment provides a preparation method of a polyfluorophenyl ester polymer with a high dielectric constant, which comprises the following steps:
step 1: dissolving 0.125mol of bisphenol S diglycidyl ether in 200mL of 1, 4-dioxane, adding 0.1mol of pentafluoroaniline, fully reacting at the temperature of 80 ℃, then adding 0.05mol of bisphenol S, continuously reacting under the protection of nitrogen, then removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: taking oligomer, adding 0.025mol of bisphenol S to dissolve in an aqueous solution of sodium hydroxide, dissolving 0.02mol of triphosgene in 200mL of dichloromethane, dropwise adding at-5 ℃, continuing to react for 120 minutes after dropwise adding is finished, then separating and removing the solvent, and washing and drying for multiple times to obtain the dielectric of the poly (fluorophenyl ester) polymer, wherein the structure of the dielectric is as follows:
m and n are each independently an integer of 1 or more and 20 or less, and k is an integer of 3 or more.
The dielectric material of the polyfluorophenyl ester polymer obtained in this example was measured for hydrogen nuclear magnetic resonance spectroscopy ( 1 H-NMR, ppm): 8.18,7.32,6.94,6.74,4.05,3.95,3.61, 2.65; the number average molecular weight is about 95000, and the dielectric constant is 8.0 at power frequency.
Claims (10)
1. A preparation method of a polyfluorophenyl ester polymer with high dielectric constant is characterized by comprising the following raw materials:
the reactant I is a diglycidyl compound containing a strong polar group;
the reactant II is a primary amine compound containing fluorine and aromatic ring;
the reactant III is a bisphenol compound containing a strong polar group;
the reactant IV is a compound containing active carbonyl;
the preparation method comprises the following steps:
step 1: dissolving a reactant I in a solvent, adding a reactant II, fully reacting under a heating condition, adding a reactant III, continuing to react under the protection of nitrogen, removing the solvent in vacuum, and washing and drying for multiple times to obtain an oligomer;
step 2: and (3) adding the oligomer into the reactant III, dissolving the oligomer in the solvent A to obtain a solution A, dissolving the reactant IV in the solvent B to obtain a solution B, dropwise adding the solution B into the solution A at a low temperature, continuing to react for 30 minutes after the dropwise adding is finished, separating and removing the solvent, and washing and drying for multiple times to obtain the polyfluorophenyl ester polymer with the high dielectric constant.
2. The method for preparing a polyfluorophenyl ester polymer with high dielectric constant according to claim 1, wherein the strongly polar group contained in the reactant I comprises at least one of carbonyl, ester, sulfoxide, sulfone, and trifluoromethyl;
the reactant II comprises at least one of fluorine substituted arylamine, fluorine substituted arylalkylamine and fluorine substituted alkylarylamine; the fluorine substitution number of the reactant II is 1-10; the aromatic ring of the reactant II is C 4 -C 20 The conjugated rings of (1) include benzene ring, naphthalene ring, anthracene ring, phenanthrene ring;
the strong polar group contained in the reactant III comprises at least one of carbonyl, ester group, amide group, sulfoxide group, sulfone group, carbamido group, thiourea group, fluorine group, trifluoromethyl, cyano and nitro;
carbonyl carbon of reactant IV by halogen, C 1 -C 10 At least one of alkoxy, haloalkoxy, aryloxy, imidazolyl.
3. The method of preparing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 2, wherein the reactant I is bisphenol a diglycidyl ether, bisphenol S diglycidyl ether, bisphenol F diglycidyl ether, bisphenol AF diglycidyl ether, terephthalic acid diglycidyl ester, or benzophenone diglycidyl ether;
the reactant II is 2-fluoroaniline, 3-fluoroaniline, 4-fluoroaniline, 3,4, 5-trifluoroaniline, perfluoroaniline, 4-fluorobenzylamine, 2-fluoronaphthylamine, 4-fluoronaphthylamine, 5-fluoronaphthylamine and 8-fluoronaphthylamine;
the reactant III is bisphenol S, bisphenol AF, 4 '-dihydroxy diphenyl urea, 4' -dihydroxy diphenyl thiourea, 4 '-dihydroxy benzophenone and 4, 4' -dihydroxy diphenyl sulfoxide, n- (4-hydroxyphenyl) -4-hydroxybenzamide, 1- (4-nitrophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-fluorophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane, 1- (4-cyanophenyl) -1,1- (4,4 '-dihydroxyphenyl) methane, 1- (4-nitrophenyl) -1,1- (4, 4' -dihydroxyphenyl) methane; the reactant IV is phosgene, diphosgene, triphosgene, carbonyl diimidazole, dimethyl carbonate, diethyl carbonate, isopropyl carbonate, tert-butyl carbonate and diphenyl carbonate.
4. The method for preparing a polyfluorophenyl ester polymer having a high dielectric constant according to claim 1, wherein the solvent of the step 1 is: 1, 4-dioxane or toluene.
5. The method for producing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 1, wherein the temperature under heating in the step 1 is 50 to 150 ℃.
6. The method for preparing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 1, wherein the solvent A of the step 2 is an alkaline aqueous solvent comprising aqueous solutions of sodium hydroxide, potassium hydroxide and ammonia in various concentrations; the solvent B is an organic solvent immiscible with water, and comprises dichloromethane, trichloromethane, tetrachloromethane, ethyl acetate, butyl acetate, toluene and xylene.
7. The method for preparing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 1, wherein the temperature range of the low temperature condition in the step 2 is-15 to 5 ℃.
8. The method of claim 1, wherein the molecular weight of the poly (fluorophenyl ester) polymer is 5000-200000.
9. The method of producing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 1, wherein the dielectric constant of the polyfluorophenyl ester polymer is 5.0 to 8.0.
10. The method of producing a polyfluorophenyl ester polymer having a high dielectric constant as claimed in claim 1, wherein the polyfluorophenyl ester polymer is available in the form of a film by extrusion and solution processing.
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