CN114933703A - Fluorine-containing polyimide resin, preparation method and application thereof, biomass material-based electric power insulation rope and preparation method thereof - Google Patents
Fluorine-containing polyimide resin, preparation method and application thereof, biomass material-based electric power insulation rope and preparation method thereof Download PDFInfo
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- CN114933703A CN114933703A CN202210435350.5A CN202210435350A CN114933703A CN 114933703 A CN114933703 A CN 114933703A CN 202210435350 A CN202210435350 A CN 202210435350A CN 114933703 A CN114933703 A CN 114933703A
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- fluorine
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- polyimide resin
- containing polyimide
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 44
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 44
- 239000011737 fluorine Substances 0.000 title claims abstract description 44
- 229920001721 polyimide Polymers 0.000 title claims abstract description 43
- 239000009719 polyimide resin Substances 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- 239000000463 material Substances 0.000 title claims abstract description 11
- 239000002028 Biomass Substances 0.000 title claims abstract description 9
- 238000009413 insulation Methods 0.000 title claims description 10
- 239000000178 monomer Substances 0.000 claims abstract description 34
- 150000004985 diamines Chemical class 0.000 claims abstract description 16
- 239000000835 fiber Substances 0.000 claims description 47
- 238000009987 spinning Methods 0.000 claims description 27
- 238000009941 weaving Methods 0.000 claims description 26
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 25
- 229910010413 TiO 2 Inorganic materials 0.000 claims description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- -1 (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 239000002798 polar solvent Substances 0.000 claims description 13
- 229920005575 poly(amic acid) Polymers 0.000 claims description 13
- 238000002791 soaking Methods 0.000 claims description 12
- 238000005096 rolling process Methods 0.000 claims description 11
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 8
- 150000008064 anhydrides Chemical class 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 239000011248 coating agent Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 7
- 238000002166 wet spinning Methods 0.000 claims description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- 150000001350 alkyl halides Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
- YGYCECQIOXZODZ-UHFFFAOYSA-N 4415-87-6 Chemical compound O=C1OC(=O)C2C1C1C(=O)OC(=O)C12 YGYCECQIOXZODZ-UHFFFAOYSA-N 0.000 claims description 3
- SNHKMHUMILUWSJ-UHFFFAOYSA-N 5-(1,3-dioxo-3a,4,5,6,7,7a-hexahydro-2-benzofuran-5-yl)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CC2C(=O)OC(=O)C2CC1C1CC2C(=O)OC(=O)C2CC1 SNHKMHUMILUWSJ-UHFFFAOYSA-N 0.000 claims description 3
- QCIZKUJZSDNQAH-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)-dimethylsilyl]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC([Si](C)(C=2C=C3C(=O)OC(=O)C3=CC=2)C)=C1 QCIZKUJZSDNQAH-UHFFFAOYSA-N 0.000 claims description 3
- KSKLOBSPAXSOEG-UHFFFAOYSA-N 5-[1-(1,3-dioxo-2-benzofuran-5-yl)-2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl]-2-benzofuran-1,3-dione Chemical compound FC(F)(F)C1=CC=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)(C=2C=C3C(=O)OC(=O)C3=CC=2)C(F)(F)F)=C1 KSKLOBSPAXSOEG-UHFFFAOYSA-N 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- CJYIPJMCGHGFNN-UHFFFAOYSA-N bicyclo[2.2.1]heptane-2,3,5,6-tetracarboxylic acid Chemical compound C1C2C(C(O)=O)C(C(=O)O)C1C(C(O)=O)C2C(O)=O CJYIPJMCGHGFNN-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 3
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims description 3
- OAXARSVKYJPDPA-UHFFFAOYSA-N tert-butyl 4-prop-2-ynylpiperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(CC#C)CC1 OAXARSVKYJPDPA-UHFFFAOYSA-N 0.000 claims description 3
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229920006231 aramid fiber Polymers 0.000 abstract description 10
- 239000002994 raw material Substances 0.000 abstract description 6
- 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 4
- 229930091371 Fructose Natural products 0.000 abstract description 2
- 239000005715 Fructose Substances 0.000 abstract description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 abstract description 2
- DNXDYHALMANNEJ-UHFFFAOYSA-N furan-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=COC=1C(O)=O DNXDYHALMANNEJ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 5
- 239000012362 glacial acetic acid Substances 0.000 description 5
- 238000010025 steaming Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000009940 knitting Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920006122 polyamide resin Polymers 0.000 description 2
- 230000004224 protection Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000012258 stirred mixture Substances 0.000 description 2
- 230000035882 stress Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PBUWCVBYMDVPCL-UHFFFAOYSA-N 3-anilinophthalic acid Chemical compound OC(=O)C1=CC=CC(NC=2C=CC=CC=2)=C1C(O)=O PBUWCVBYMDVPCL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000021197 fiber intake Nutrition 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
Images
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
- 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
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1085—Polyimides with diamino moieties or tetracarboxylic segments containing heterocyclic moieties
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/74—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04C—BRAIDING OR MANUFACTURE OF LACE, INCLUDING BOBBIN-NET OR CARBONISED LACE; BRAIDING MACHINES; BRAID; LACE
- D04C1/00—Braid or lace, e.g. pillow-lace; Processes for the manufacture thereof
- D04C1/02—Braid or lace, e.g. pillow-lace; Processes for the manufacture thereof made from particular materials
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04C—BRAIDING OR MANUFACTURE OF LACE, INCLUDING BOBBIN-NET OR CARBONISED LACE; BRAIDING MACHINES; BRAID; LACE
- D04C1/00—Braid or lace, e.g. pillow-lace; Processes for the manufacture thereof
- D04C1/06—Braid or lace serving particular purposes
- D04C1/12—Cords, lines, or tows
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/46—Oxides or hydroxides of elements of Groups 4 or 14 of the Periodic Table; Titanates; Zirconates; Stannates; Plumbates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
- D10B2331/14—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
The invention provides a fluorine-containing polyimide resin, a preparation method and application thereof, a biomass material-based electric power insulating rope and a preparation method thereof, and belongs to the technical field of ropes. The fluorine-containing polyimide resin of the invention takes the derivative monomer (diamine monomer) of furan dicarboxylic acid as a raw material, 2, 5-furan dicarboxylic acid is derived from fructose or agricultural and forestry waste, belongs to renewable resources, has low cost, and CO 2 Gas exhaustAnd (5) lowering. The fluorine-containing polyimide resin is used for preparing the insulating rope, has the performance equivalent to that of imported aramid fiber, is environment-friendly and easily available in raw materials, and is low in price.
Description
Technical Field
The invention relates to the technical field of ropes, in particular to fluorine-containing polyimide resin, a preparation method and application thereof, a biomass material-based electric power insulating rope and a preparation method thereof.
Background
With the development of ultra/extra-high voltage transmission lines, higher requirements are provided for the strength and ultraviolet resistance of live working tools. Insulating rope mainly divide into insulating rope of natural silk and synthetic fiber insulating rope, and the quality and the purity of the insulating rope of natural silk are difficult to control, and the fibre that the insulating rope of synthetic fiber adopted is mainly aramid fiber, and the raw materials source mainly relies on non-environment-friendly disposable energy such as petroleum, and carbon is with high costs, and the cost is expensive.
For example, CN105821656A discloses an improved aramid fiber, an insulating rope made of the fiber, and a preparation method thereof, wherein the basic raw material for making the insulating rope is meta-aramid fiber, which is a petroleum-based polyamide material, and the raw material pollution is large and the manufacturing cost is high.
Disclosure of Invention
The invention aims to provide a fluorine-containing polyimide resin, a preparation method and application thereof, an electric insulating rope based on a biomass material and a preparation method thereof.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a preparation method of fluorine-containing polyimide resin, which comprises the following steps:
mixing a dianhydride monomer, a diamine monomer with a structure shown in a formula 1 and a polar solvent, and carrying out polymerization reaction to obtain a polyamic acid solution;
in the formula 1, R 2 ～R 8 Each independently hydrogen, halogen or haloalkane; the halogenated alkane is C1-C6 halogenated alkane;
the dianhydride monomer is ethylene glycol bistrimellitic anhydride, cyclobutanetetracarboxylic dianhydride, dicyclohexyl-3, 4,3',4' -tetracarboxylic dianhydride, 3',4,4' -diphenylsulfone tetracarboxylic dianhydride, 5- [ (1, 3-dioxo-2-benzofuran-5-yl) -dimethylsilyl ] -2-benzofuran-1, 3-dione, 5' - [1- [1- [3, 5-bis (trifluoromethyl) phenyl ] -2,2,2, 2-trifluoroethylene ] bis [1, 3-isobenzofuranone ], 4, 8-bis (trifluoromethyl) -1H, 3H-benzo [1, 2-c: 4,5-c '] difuran-1, 3,5, 7-tetrone, (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), 5,5' - (2,2, 2-trifluoro-1- (3- (trifluoromethyl) phenyl) ethane-1, 1-diyl) bis (isobenzofuran-1, 3-dione), (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), at least one of 5,5' - (((((perfluoropropane-2, 2-diyl) bis (4, 1-phenylene)) bis (oxy)) bis (isobenzofuran-1, 3-dione), bicyclo [2.2.2] oct-7-ene-2, 3,5, 6-tetracarboxylic dianhydride, 5- (2, 5-dioxotetrahydrofuran) -3-methyl-3-cyclohexene-1, 2-dicarbonic anhydride, bicyclo [2.2.1] heptane-2, 3,5, 6-tetracarboxylic dianhydride and 7-oxo-bicyclo [2.2.1] cycloheptane-2, 3,5, 6-tetracarboxylic dianhydride;
imidizing the polyamic acid solution to obtain the fluorine-containing polyimide resin.
Preferably, the polar solvent is at least one of N, N-dimethylformamide, N-dimethylacetamide, N-methylpyrrolidone, tetrahydrofuran, acetonitrile and 1, 4-dioxane.
Preferably, the polymerization reaction is carried out under a protective atmosphere; the molar ratio of the diamine monomer to the dianhydride monomer is 1 (1.90-2.10); the polymerization reaction temperature is 0-25 ℃, and the polymerization reaction time is 1-12 h.
Preferably, the imidization comprises: sequentially preserving heat for 1-3 h at 100-120 ℃, 200-220 ℃, 250-280 ℃ and 350-360 ℃.
The invention provides the fluorine-containing polyimide resin prepared by the preparation method in the scheme.
The invention provides application of the fluorine-containing polyimide resin in the scheme in preparation of an electric insulating rope.
The invention provides an electric power insulating rope based on biomass materials, which is formed by weaving spinning fibers, wherein the spinning fibers are made of the fluorine-containing polyimide resin in the scheme; the electric power insulation rope is a two-dimensional woven compound rope.
Preferably, the surface of the spinning fiber is coated with TiO 2 And (4) coating.
The invention provides a preparation method of the electric power insulating rope, which comprises the following steps:
performing wet spinning on the fluorine-containing polyimide resin to obtain spinning fibers;
and weaving the spinning fibers in a two-dimensional weaving mode to obtain the electric insulating rope.
Preferably, before weaving, the method further comprises the step of spinning fibers on TiO 2 Soaking and rolling in the sol.
The invention provides a preparation method of fluorine-containing polyimide resin, which comprises the following steps: mixing a dianhydride monomer, a diamine monomer with a structure shown in a formula 1 and a polar solvent, and carrying out polymerization reaction to obtain a polyamic acid solution; imidizing the polyamic acid solution to obtain the fluorine-containing polyimide resin. The fluorine-containing polyimide resin has a similar space structure to aramid fiber and has the same performance as imported aramid fiber, and the electric insulating rope prepared from the fluorine-containing polyimide resin has excellent performance. The fluorine-containing polyimide resin contains furan rings, the structural characteristics of the furan rings not only obviously enhance the solubility and the processability of the fluorine-containing polyimide resin, but also bring new functions of enhancing the colorability and the like, and in addition, the existence of fluorine atoms enables the polyimide resin to have better solubility, and simultaneously, the finished product has certain functions of resisting corrosion and delaying aging.
In addition, the fluorine-containing polyimide resin of the invention takes the derivative monomer (diamine monomer) of furan dicarboxylic acid as the raw material, 2, 5-furan dicarboxylic acid is derived from fructose or agricultural and forestry waste, belongs to renewable resources, has low cost and CO 2 The gas emission is low.
Drawings
FIG. 1 is a sectional view of a two-dimensional braided compound rope (8-and 16-flyer) configuration;
fig. 2 is a side view structure of the compound rope.
Detailed Description
The invention provides a preparation method of fluorine-containing polyimide resin, which comprises the following steps:
mixing a dianhydride monomer, a diamine monomer with a structure shown in a formula 1 and a polar solvent, and carrying out polymerization reaction to obtain a polyamic acid solution;
in the formula 1, R 2 ～R 8 Each independently hydrogen, halogen or haloalkane; the halogenated alkane is C1-C6 halogenated alkane;
the dianhydride monomer is ethylene glycol bistrimellitic anhydride, cyclobutanetetracarboxylic dianhydride, dicyclohexyl-3, 4,3',4' -tetracarboxylic dianhydride, 3',4,4' -diphenylsulfone tetracarboxylic dianhydride, 5- [ (1, 3-dioxo-2-benzofuran-5-yl) -dimethylsilyl ] -2-benzofuran-1, 3-dione, 5' - [1- [1- [3, 5-bis (trifluoromethyl) phenyl ] -2,2,2, 2-trifluoroethylene ] bis [1, 3-isobenzofuranone ], 4, 8-bis (trifluoromethyl) -1H, 3H-benzo [1, 2-c: 4,5-c '] difuran-1, 3,5, 7-tetrone, (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), 5,5' - (2,2, 2-trifluoro-1- (3- (trifluoromethyl) phenyl) ethane-1, 1-diyl) bis (isobenzofuran-1, 3-dione), (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), at least one of 5,5' - ((((perfluoropropane-2, 2-diyl) bis (4, 1-phenylene)) bis (oxy)) bis (isobenzofuran-1, 3-dione), bicyclo [2.2.2] oct-7-ene-2, 3,5, 6-tetracarboxylic dianhydride, 5- (2, 5-dioxotetrahydrofuran) -3-methyl-3-cyclohexene-1, 2-dicarbonate anhydride, bicyclo [2.2.1] heptane-2, 3,5, 6-tetracarboxylic dianhydride and 7-oxy-bicyclo [2.2.1] cycloheptane-2, 3,5, 6-tetracarboxylic dianhydride;
imidizing the polyamic acid solution to obtain the fluorine-containing polyimide resin.
In the present invention, the starting materials used are all commercially available products well known in the art, unless otherwise specified.
The method comprises the steps of mixing a dianhydride monomer, a diamine monomer with a structure shown in a formula 1 and a polar solvent, and carrying out polymerization reaction to obtain a polyamic acid solution.
In the present invention, in the formula 1, R 2 ～R 8 Each independently hydrogen, halogen or haloalkane; the halogenated alkane is C1-C6 halogenated alkane. In the present invention, the halogen is preferably chlorine or fluorine.
In the invention, the dianhydride monomer is preferably ethylene glycol bistrimellitic anhydride; the diamine monomer having the structure represented by formula 1 is preferably 2, 5-furandicarboxyldiphenylamine.
In the present invention, the polar solvent is preferably at least one of N, N-dimethylformamide, N-dimethylacetamide, N-methylpyrrolidone, tetrahydrofuran, acetonitrile and 1, 4-dioxane.
In the invention, the molar ratio of the diamine monomer to the dianhydride monomer is preferably 1 (1.90-2.10), more preferably 1: 2.0. the invention has no special requirement on the dosage of the polar solvent, and the diamine monomer can be completely dissolved.
In the present invention, mixing the dianhydride monomer, the diamine monomer having the structure represented by formula 1, and the polar solvent preferably includes: the diamine monomer having the structure shown in formula 1 is first dissolved in a polar solvent, and then a dianhydride monomer is added.
In the invention, the temperature of the polymerization reaction is preferably 0-25 ℃, and more preferably 5-20 ℃; the time of the polymerization reaction is preferably 1-12 h, more preferably 2-10 h, and further preferably 4-8 h. In the present invention, the polymerization reaction is preferably carried out under a protective atmosphere, and the present invention has no particular requirement on the kind of gas for providing the protective atmosphere, and specifically, nitrogen or argon may be used.
After the polyamic acid solution is obtained, the invention can perform imidization on the obtained polyamic acid solution directly without post-treatment to obtain the fluorine-containing polyimide resin.
In the present invention, the imidization preferably includes: the heat preservation is carried out for 1-3 h at 100-120 ℃, 200-220 ℃, 250-280 ℃ and 350-360 ℃ in sequence, and more preferably for 2h at 110 ℃, 210 ℃, 260-270 ℃ and 355 ℃ in sequence.
The fluorine-containing polyimide resin is in a liquid state and can be directly used as a spinning solution for spinning.
The invention provides the fluorine-containing polyimide resin prepared by the preparation method in the scheme. The performance of the fluorine-containing polyimide resin is equivalent to that of imported aramid fiber, and the electric insulating rope prepared from the fluorine-containing polyimide resin is excellent in performance. The fluorine-containing polyimide resin contains furan rings, the structural characteristics of the furan rings not only obviously enhance the solubility and the processability of the fluorine-containing polyimide resin, but also bring new functions of enhancing the colorability and the like, and in addition, the existence of fluorine atoms enables the polyimide resin to have better solubility, and simultaneously, the finished product has certain functions of resisting corrosion and delaying aging.
The invention provides application of the fluorine-containing polyimide resin in the scheme in preparation of an electric insulating rope.
The invention provides an electric power insulating rope based on biomass materials, which is formed by weaving spinning fibers, wherein the spinning fibers are made of the fluorine-containing polyimide resin in the scheme; the electric power insulation rope is a two-dimensional woven compound rope.
Compared with other structures, the insulating rope manufactured by the structure has the advantages of high fiber strength utilization rate of the core-spun structure, small damage to fibers in the processing process, uniform appearance, stable structure, pressure resistance and outstanding insulating effect, can meet the requirements of high strength, high pressure resistance and high insulation of the insulating rope, can reduce the fiber consumption, and reduces the cost.
In the present invention, the surface of the spun fiber is preferably coated with TiO 2 And (4) coating. The TiO is 2 The coating can improve the ultraviolet aging resistance of the electric insulating rope. The invention is directed to the TiO 2 The thickness of the coating is not particularly required.
The invention provides a preparation method of the electric power insulating rope, which comprises the following steps:
carrying out wet spinning on the fluorine-containing polyimide resin to obtain spinning fibers;
and weaving the spinning fibers in a two-dimensional weaving mode to obtain the electric insulating rope.
The invention carries out wet spinning on the fluorine-containing polyimide resin to obtain the spinning fiber. In the present invention, the spinning dope used for wet spinning is preferably a fluorine-containing polyimide resin. The invention has no special requirements on the wet spinning process, and can adopt the spinning process well known in the field. The invention has no special requirements on the specification of the spinning fiber, and the specification for preparing the electric insulating rope is well known in the field.
After obtaining the spun fiber, the invention preferably enables the spun fiber to be coated on TiO 2 Soaking and rolling the sol to obtain wrapped TiO 2 The coated fibers are then woven.
In the present invention, the TiO is 2 The concentration of the sol is preferably 0.1 mol/L. In the present invention, the TiO is 2 The method for preparing the sol preferably comprises: dissolving butyl titanate in isopropanol, and then adding glacial acetic acid to obtain a mixed solution; dripping the mixed solution into hydrochloric acid aqueous solution for hydrolysis to obtain TiO 2 And (3) sol.
In the present invention, the molar ratio of the butyl titanate and the glacial acetic acid is preferably 1: 4; the invention has no special requirement on the dosage of the isopropanol and can uniformly dissolve the butyl titanate. In the present invention, the concentration of the aqueous hydrochloric acid solution is preferably 0.05 mol/L. The dosage ratio of the butyl titanate to the hydrochloric acid aqueous solution is preferably 0.01 mol: 30 mL.
In the present invention, the hydrolysis preferably comprises stirring at room temperature for 20 minutes and in a water bath at 50 ℃ for 40 minutes in this order. After the hydrolysis is finished, the invention preferably naturally cools the obtained hydrolysate to room temperature to obtain TiO 2 And (3) sol. The TiO is 2 The sol is transparent and light blue.
Soaking TiO 2 Before sol making, the spinning fiber is preferably sterilized. The sterilization treatment preferably comprises: and soaking the spinning fiber in hydrogen peroxide, and then taking out for steaming. In the present invention, the hydrogen peroxide solution preferably has a mass concentration of 3%. The invention has no special requirement on the dosage of the hydrogen peroxide, and the spinning fiber can be completely immersed; the present invention preferably immerses the spun fiber in hydrogen peroxide for 5 minutes. In the present invention, the temperature of the steaming is preferably 150 ℃; the steaming concentration is preferably 180-200 mL/m 3 The steaming time is preferably 25 minutes.
After the sterilization treatment is finished, the fiber obtained is preferably treated in TiO 2 Soaking and rolling the sol to obtain wrapped TiO 2 The coated fibers are then woven.
In the present invention, the soaking time is preferably 5 min. The invention preferably repeats the soaking and rolling until the rolling allowance rate after the last rolling is 70%; then pre-baking the rolled fiber at 50 ℃ for 10min, baking at 170 ℃ for 3min, washing with water, and drying to obtain the wrapped TiO 2 Coated fibers.
To obtain coated TiO 2 After the fiber of the coating is coated, the electric power insulating rope is woven in a two-dimensional weaving mode to obtain the electric power insulating rope.
The invention has no special requirements on the weaving process, and the weaving process known in the field can be adopted. When weaving, the yarn core and the weaving yarn used for weaving are wrapped TiO 2 Coated fibers. In the present invention, the diameter of the yarn core is preferably determined by the diameter of the electrically insulating cord. In the present invention, the number of knitting spindles is 8 or 16 in order to balance the stretchability of the insulating cord, the insulating property, and the practicality of field use. Fig. 1 and 2 are a structural sectional view and a side structural view of a two-dimensional braided core rope (8-strand and 16-strand), respectively. When the number of the weaving spindles is 8, each yarn is hung on one spool during weaving, 8 yarn tubes are evenly placed on two moving tracks to be arranged into a circle, a yarn core system is surrounded by the weaving yarns, and the yarns do not move in the weaving process. The knitting yarn is divided into 2 groups of 4 spindle yarns, and the yarn moving directions of the same group are consistentThe spools are crossed when meeting, the two sets of spools are crossed to form an 8-shaped movement track, and the spools are crossed to form a tubular structure, so that the power insulation rope is obtained. In the invention, the equipment adopted for weaving is a two-dimensional weaving core wrapping machine KYF-601 of a Taiwan wild sperm machine.
The fluorine-containing polyimide resin, the preparation method and the application thereof, the biomass material-based power insulation rope and the preparation method thereof provided by the present invention will be described in detail with reference to the following examples, but they should not be construed as limiting the scope of the present invention.
Example 1
The dianhydride monomer is ethylene glycol bistrimellic anhydride, the diamine monomer is 2, 5-furan dicarboxyldiphenylamine, and the polar solvent is N-methyl pyrrolidone;
the reactants are as follows:
0.1mol/L TiO 2 The preparation process of the sol comprises the following steps: taking isopropanol as a solvent and glacial acetic acid as a complexing agent, dripping butyl titanate into the solvent, and uniformly mixing. 0.01mol of butyl titanate is uniformly dissolved in 10mL of isopropanol, and then the mixture is mixed according to the proportion of 1:4, mixing the glacial acetic acid and the hydrochloric acid, uniformly stirring the mixture by using a magnetic stirrer, dropwise adding the glacial acetic acid into 30mL of 0.05mol/L hydrochloric acid aqueous solution, stirring the mixture at room temperature for 20 minutes, putting the stirred mixture into a water bath at 50 ℃, electrically stirring the stirred mixture by using an electric stirrer to peptize the mixture, taking the peptized mixture out after forty minutes, and naturally cooling the peptized mixture at room temperature to obtain transparent, uniform and stable light blue 0.1mol/L TiO 2 And (3) sol.
Dissolving 0.1mol of diamine monomer in a polar solvent, then adding 0.2mol of dianhydride monomer, and carrying out polymerization reaction for 1h at 0-5 ℃ to obtain a polyamic acid solution;
and (2) respectively preserving the heat of the polyamic acid solution at 115 ℃, 210 ℃, 265 ℃ and 355 ℃ for 2.5h to obtain the fluorine-containing polyamide resin, wherein the structural formula is as follows:
performing wet spinning by taking the fluorine-containing polyamide resin as a spinning solution to obtain spinning fibers, wherein the specification of the fibers is 100 fibers per bundle;
soaking the spinning fiber in hydrogen peroxide with the mass concentration of 3% for 5min, steaming at 150 ℃ for 25min, and soaking the obtained fiber in 0.1mol/L TiO 2 Soaking in the sol for 5min, then rolling, and repeating soaking and rolling until the rolling residual rate after the last rolling is 70%; then pre-baking the rolled fiber at 50 ℃ for 10min, baking at 170 ℃ for 3min, washing with water, and drying to obtain the wrapped TiO 2 A fiber of the coating;
and (3) weaving in a two-dimensional weaving mode, wherein the number of weaving spindles is 8, the specification of a yarn core is 60s, and the electric insulating rope with the diameter of 4mm is obtained.
Comparative example 1
Purchased natural silk insulating rope of diameter 4 mm.
Comparative example 2
Aramid fiber insulation rope of 4mm diameter was purchased.
And (3) performance testing:
1. the insulating rope of example 1 was subjected to power frequency withstand voltage and dry flash test, and the results are shown in table 1. As can be seen from Table 1, the prepared example 1 has good voltage endurance, can completely meet the voltage endurance grade requirement of the power insulating rope, and meets the GB/T13035-2008 'insulating rope for hot-line work' standard.
Table 1 pressure and dry flash performance of the insulating rope of example 1
2. The mechanical properties of the 60s yarn core used for the insulating cord of example 1 were tested (five measurements for different sections of the same sample) and the results are shown in table 2. Since the fibers at both ends of the clamp exhibited non-uniform stress distribution during the experiment, elongation at break and load at break were dependent on the parameters of most of the straightened fibers, while a few of the un-straightened fibers did not contribute well to the load at break, it can be seen from table 2 that the difference in the effective yarn core number during the stretching resulted in a difference in elongation at break and load at break. The stress requirement of the experiment meets the GB/T13035-2008 insulating rope for hot-line work standard.
TABLE 2 tensile test (1580dtex) results of the yarn core for rope weaving
3. The performance of the insulated rope prepared according to the present invention was compared with the natural fiber insulated rope of comparative example 1 and the synthetic fiber insulated rope of comparative example 2, and the results are shown in table 3.
TABLE 3 Performance comparison with other commercial insulated ropes (all 4mm diameter)
As can be seen from Table 3, the invention has the same comprehensive performance as aramid fiber insulating ropes, but has excellent price and environmental protection performance, and the achievement of the invention breaks through the technical monopoly of aramid fibers in China, thereby having better popularization significance.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and amendments can be made without departing from the principle of the present invention, and these modifications and amendments should also be considered as the protection scope of the present invention.
Claims (10)
1. A preparation method of fluorine-containing polyimide resin is characterized by comprising the following steps:
mixing a dianhydride monomer, a diamine monomer with a structure shown in a formula 1 and a polar solvent, and carrying out polymerization reaction to obtain a polyamic acid solution;
in the formula 1, R 2 ～R 8 Each independently hydrogen, halogen or haloalkane; the halogenated alkane is C1-C6 halogenated alkane;
the dianhydride monomer is ethylene glycol bistrimellitic anhydride, cyclobutanetetracarboxylic dianhydride, dicyclohexyl-3, 4,3',4' -tetracarboxylic dianhydride, 3',4,4' -diphenylsulfone tetracarboxylic dianhydride, 5- [ (1, 3-dioxo-2-benzofuran-5-yl) -dimethylsilyl ] -2-benzofuran-1, 3-dione, 5' - [1- [1- [3, 5-bis (trifluoromethyl) phenyl ] -2,2,2, 2-trifluoroethylene ] bis [1, 3-isobenzofuranone ], 4, 8-bis (trifluoromethyl) -1H, 3H-benzo [1, 2-c: 4,5-c '] difuran-1, 3,5, 7-tetrone, (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), 5,5' - (2,2, 2-trifluoro-1- (3- (trifluoromethyl) phenyl) ethane-1, 1-diyl) bis (isobenzofuran-1, 3-dione), (2,2, 2-trifluoro-1-phenylethane-1, 1-diyl) bis (4, 1-phenylene) bis (1, 3-dioxo-1, 3-dihydroisobenzofuran-5-carboxylate), at least one of 5,5' - ((((perfluoropropane-2, 2-diyl) bis (4, 1-phenylene)) bis (oxy)) bis (isobenzofuran-1, 3-dione), bicyclo [2.2.2] oct-7-ene-2, 3,5, 6-tetracarboxylic dianhydride, 5- (2, 5-dioxotetrahydrofuran) -3-methyl-3-cyclohexene-1, 2-dicarbonate anhydride, bicyclo [2.2.1] heptane-2, 3,5, 6-tetracarboxylic dianhydride and 7-oxy-bicyclo [2.2.1] cycloheptane-2, 3,5, 6-tetracarboxylic dianhydride;
imidizing the polyamic acid solution to obtain the fluorine-containing polyimide resin.
2. The method according to claim 1, wherein the polar solvent is at least one of N, N-dimethylformamide, N-dimethylacetamide, N-methylpyrrolidone, tetrahydrofuran, acetonitrile, and 1, 4-dioxane.
3. The method according to claim 1, wherein the polymerization reaction is carried out under a protective atmosphere; the molar ratio of the diamine monomer to the dianhydride monomer is 1 (1.90-2.10); the temperature of the polymerization reaction is 0-25 ℃, and the time is 1-12 h.
4. The method according to claim 1, wherein the imidizing comprises: sequentially preserving heat for 1-3 h at 100-120 ℃, 200-220 ℃, 250-280 ℃ and 350-360 ℃.
5. A fluorine-containing polyimide resin produced by the production method according to any one of claims 1 to 4.
6. Use of the fluorine-containing polyimide resin according to claim 5 for producing an electric insulating cord.
7. An electric power insulation rope based on biomass materials is formed by weaving spinning fibers, and the material of the spinning fibers is the fluorine-containing polyimide resin of claim 5; the electric power insulation rope is a two-dimensional woven compound rope.
8. The electrically insulating rope according to claim 7, wherein the surface of the spun fibers is coated with TiO 2 And (4) coating.
9. The method for preparing the power insulating rope of claim 7 or 8, comprising the steps of:
carrying out wet spinning on the fluorine-containing polyimide resin to obtain spinning fibers;
and weaving the spinning fibers in a two-dimensional weaving manner to obtain the electric power insulating rope.
10. The method of claim 9, further comprising the step of wrapping before knittingComprises spinning the fiber on TiO 2 Soaking and rolling in the sol.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108219133A (en) * | 2017-12-20 | 2018-06-29 | 中国科学院宁波材料技术与工程研究所 | A kind of polyimide resin containing furan nucleus and preparation method thereof |
| CN208455338U (en) * | 2018-04-28 | 2019-02-01 | 江苏奥神新材料股份有限公司 | A kind of fire retardant insulating rope |
| CN112321828A (en) * | 2020-12-04 | 2021-02-05 | 合肥利夫生物科技有限公司 | Bio-based fluorine-containing polyimide resin, preparation method thereof and polyimide film |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108219133A (en) * | 2017-12-20 | 2018-06-29 | 中国科学院宁波材料技术与工程研究所 | A kind of polyimide resin containing furan nucleus and preparation method thereof |
| CN208455338U (en) * | 2018-04-28 | 2019-02-01 | 江苏奥神新材料股份有限公司 | A kind of fire retardant insulating rope |
| CN112321828A (en) * | 2020-12-04 | 2021-02-05 | 合肥利夫生物科技有限公司 | Bio-based fluorine-containing polyimide resin, preparation method thereof and polyimide film |
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