CN116640377B - High-flame-retardance conductive material for automotive wires and cables and preparation method thereof - Google Patents
High-flame-retardance conductive material for automotive wires and cables and preparation method thereof Download PDFInfo
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- CN116640377B CN116640377B CN202310633051.7A CN202310633051A CN116640377B CN 116640377 B CN116640377 B CN 116640377B CN 202310633051 A CN202310633051 A CN 202310633051A CN 116640377 B CN116640377 B CN 116640377B
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- 239000004020 conductor Substances 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000003063 flame retardant Substances 0.000 claims abstract description 86
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims abstract description 73
- 239000005038 ethylene vinyl acetate Substances 0.000 claims abstract description 59
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims abstract description 59
- -1 furyl modified ethylene-vinyl acetate Chemical class 0.000 claims abstract description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 238000002156 mixing Methods 0.000 claims abstract description 28
- 238000001035 drying Methods 0.000 claims abstract description 26
- 238000005406 washing Methods 0.000 claims abstract description 26
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000010992 reflux Methods 0.000 claims abstract description 17
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 claims abstract description 16
- 235000002949 phytic acid Nutrition 0.000 claims abstract description 15
- 238000003756 stirring Methods 0.000 claims abstract description 15
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000467 phytic acid Substances 0.000 claims abstract description 12
- 229940068041 phytic acid Drugs 0.000 claims abstract description 12
- 238000003825 pressing Methods 0.000 claims abstract description 12
- 239000007822 coupling agent Substances 0.000 claims abstract description 11
- 239000000178 monomer Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000000945 filler Substances 0.000 claims abstract description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 5
- 238000005502 peroxidation Methods 0.000 claims abstract description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 60
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 230000007062 hydrolysis Effects 0.000 claims description 18
- 238000006460 hydrolysis reaction Methods 0.000 claims description 18
- 239000013067 intermediate product Substances 0.000 claims description 18
- 239000002994 raw material Substances 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
- LTQOQNQWJBSGPF-UHFFFAOYSA-N 2-ethenyl-5-methylfuran Chemical compound CC1=CC=C(C=C)O1 LTQOQNQWJBSGPF-UHFFFAOYSA-N 0.000 claims description 12
- 125000002541 furyl group Chemical group 0.000 claims description 12
- 229910052625 palygorskite Inorganic materials 0.000 claims description 12
- BNYIQEFWGSXIKQ-UHFFFAOYSA-N 3-methylfuran-2-carboxylic acid Chemical compound CC=1C=COC=1C(O)=O BNYIQEFWGSXIKQ-UHFFFAOYSA-N 0.000 claims description 11
- 239000008367 deionised water Substances 0.000 claims description 11
- 229910021641 deionized water Inorganic materials 0.000 claims description 11
- 239000010439 graphite Substances 0.000 claims description 11
- 229910002804 graphite Inorganic materials 0.000 claims description 11
- 230000001376 precipitating effect Effects 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 3
- QQBUHYQVKJQAOB-UHFFFAOYSA-N 2-ethenylfuran Chemical compound C=CC1=CC=CO1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 claims description 2
- WLZOPMPOGRQZCJ-UHFFFAOYSA-N 4-ethenyl-2,3-dihydro-1-benzofuran Chemical compound C=CC1=CC=CC2=C1CCO2 WLZOPMPOGRQZCJ-UHFFFAOYSA-N 0.000 claims description 2
- XIGFNCYVSHOLIF-UHFFFAOYSA-N Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran Chemical compound CC(=C)C1CCC(C)(C=C)O1 XIGFNCYVSHOLIF-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000004073 vulcanization Methods 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract description 9
- 239000002861 polymer material Substances 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 14
- 238000004132 cross linking Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 8
- 239000004342 Benzoyl peroxide Substances 0.000 description 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 description 7
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- UTLPWTWCOSOPMX-UHFFFAOYSA-N methyl 3-aminofuran-2-carboxylate Chemical compound COC(=O)C=1OC=CC=1N UTLPWTWCOSOPMX-UHFFFAOYSA-N 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000779 smoke Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 2
- 241000872198 Serjania polyphylla Species 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000011243 crosslinked material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
- C08L23/0853—Vinylacetate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/001—Conductive additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/22—Halogen free composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
- C08L2203/202—Applications use in electrical or conductive gadgets use in electrical wires or wirecoating
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A30/00—Adapting or protecting infrastructure or their operation
- Y02A30/14—Extreme weather resilient electric power supply systems, e.g. strengthening power lines or underground power cables
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention relates to the technical field of high polymer materials, in particular to a high flame-retardant conductive material for automotive wires and cables and a preparation method thereof. The method comprises the following steps: step 1: stirring phytic acid and pentaerythritol at 110-125 ℃ for 2-3 hours; adding conductive carbon black, 3-amino furan-2-methyl formate and ethanol, carrying out reflux reaction for 5-hours at 78-85 ℃, washing and drying to obtain a conductive flame retardant; step 2: uniformly mixing the filler, dropwise adding a phthalate coupling agent at 70-75 ℃, and uniformly stirring to obtain an auxiliary flame retardant; step 3: banburying and preheating an ethylene-vinyl acetate copolymer and a furyl modified ethylene-vinyl acetate copolymer; adding a conductive flame retardant, an auxiliary flame retardant, a furan-based monomer and a peroxidation crosslinking agent, and banburying and mixing; vulcanizing and cold pressing to obtain the high flame-retardant conductive material.
Description
Technical Field
The invention relates to the technical field of high polymer materials, in particular to a high flame-retardant conductive material for automotive wires and cables and a preparation method thereof.
Background
Along with the trigger of the high-speed development of the automobile industry, the automobile wire and cable industry also develops rapidly. At present, automotive wire and cable products in China cannot completely meet the development needs of automotive wire and cable products and the automobile industry on the basis of basic materials, and a large number of basic materials need to be imported. Wherein, the coating material comprises an automobile wire; of course, with the rapid development of the polymer synthesis industry and the continuous improvement of the requirements and the promotion of the call for the performance of the electric wires, the materials are rapidly developed, and a plurality of novel synthetic materials are widely applied, wherein the cross-linked material is one of the more widely applied materials.
The thermoplastic material is converted into a bodily form reticular polymer from a linear polymer structure through crosslinking, and is converted into thermosetting from thermoplastic, so that the mechanical property and the heat resistance of the material are improved. Crosslinking is an important means for improving the heat resistance of materials at present, and can be used for heat resistance grades at 100 ℃ and 125 ℃ or even 150 ℃. The crosslinking method mainly comprises 3 steps: silane crosslinking and irradiation crosslinking, peroxide crosslinking. The silane crosslinking process is simple, the crosslinking quality is high#, but the requirement on extrusion equipment is high, the material is not easy to store, and particularly the small-wire-diameter thin insulated wire is difficult to extrude and the surface quality is poor. The peroxide crosslinking material has the advantages of lowest cost and high efficiency. However, in the prior art, since additives such as high-content flame retardant and conductive particles are introduced into the high-flame-retardant conductive material, the compatibility problem exists, and the disperse phase of the additives is reduced, so that the mechanical property and the conductive property are reduced; on the other hand, some patents have disadvantages of low density of conductive network and reduced conductive performance by modification treatment in order to enhance compatibility.
In summary, the high-flame-retardance high-conductivity composite material is provided, and can be applied to the production of automotive wires and cables, so that the production technical level of the automotive wires and cables can be effectively improved, and the high-flame-retardance high-conductivity composite material has important significance in promoting the autonomous innovation of enterprises, tamping the autonomous research and development strength of domestic cable composite materials and improving the international competitiveness of products.
Disclosure of Invention
The invention aims to provide a high-flame-retardance conductive material for automotive wires and cables and a preparation method thereof, which are used for solving the problems in the background technology.
In order to solve the technical problems, the invention provides the following technical scheme:
a preparation method of a high-flame-retardance conductive material for automotive wires and cables comprises the following steps:
step 1: stirring phytic acid and pentaerythritol at 110-125 ℃ for 2-3 hours; adding conductive carbon black, 3-amino furan-2-methyl formate and ethanol, carrying out reflux reaction for 5-hours at 78-85 ℃, washing and drying to obtain a conductive flame retardant;
step 2: uniformly mixing the filler, dropwise adding a phthalate coupling agent at 70-75 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: banburying and preheating an ethylene-vinyl acetate copolymer and a furyl modified ethylene-vinyl acetate copolymer; adding a conductive flame retardant, an auxiliary flame retardant, a furan-based monomer and a peroxidation crosslinking agent, and banburying and mixing; vulcanizing and cold pressing to obtain the high flame-retardant conductive material.
More preferably, the raw materials of the conductive flame retardant comprise the following substances: 10-15 parts of phytic acid, 3-4 parts of pentaerythritol, 10-12 parts of conductive carbon black, 6-8 parts of 3-amino furan-2-methyl formate and 100-150 parts of ethanol.
More preferably, the auxiliary flame retardant comprises the following raw materials: 20-30 parts of filler and 2-3 parts of phthalate coupling agent in parts by weight; the filler comprises expandable graphite and palygorskite with the mass ratio of (2-3) being 1.
More optimally, the raw materials of the high-flame-retardance conductive material comprise the following components: 64-70 parts of ethylene-vinyl acetate copolymer, 30-36 parts of furyl modified ethylene-vinyl acetate, 45-60 parts of conductive flame retardant, 9-12 parts of auxiliary flame retardant, 5-8 parts of furyl monomer and 1-2 parts of peroxidation crosslinking agent.
More optimally, the banburying preheating temperature is 115-125 ℃ and the time is 5-10 minutes; the banburying mixing temperature is 115-125 ℃, the speed is 50-60 rpm, and the time is 15-20 minutes; the vulcanization temperature is 110-120 ℃, the pressure is 10-15 Mpa, the time is 30-60 minutes, the cold pressing temperature is 20-30 ℃, the pressure is 12-16 Mpa, and the time is 3-6 minutes.
More optimally, the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: adding ethylene-vinyl acetate copolymer into toluene, adding sodium methoxide, and reacting for 2-2.5 hours at 20-25 ℃; adding deionized water, reacting for 1.5-2 hours at 40-45 ℃, washing with water and drying to obtain a hydrolysis intermediate product; adding the mixture into toluene, adding 3-methyl-2-furoic acid, carrying out reflux reaction at 110-115 ℃ for 2-2.5 hours, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
More preferably, the raw materials of the hydrolysis intermediate product comprise the following raw materials: 24-26 parts of ethylene-vinyl acetate copolymer, 60-70 parts of toluene, 5-7 parts of sodium methoxide and 1.5-2 parts of deionized water; the raw materials of the furyl modified ethylene-vinyl acetate copolymer comprise the following raw materials: according to the weight portions, 20 to 22 portions of hydrolysis intermediate product, 100 to 120 portions of toluene and 8 to 10 portions of 3-methyl-2-furoic acid.
More preferably, the conductive carbon black comprises one or more of T-80, F-900, N220, N330, N550, N660.
More preferably, the furanyl monomer comprises one or more of 2-vinylfuran, 2-vinyl-5-methylfuran, 2-vinyl-2-methyl-5- (1-methylvinyl) tetrahydrofuran, 4-vinyl-2, 3-dihydrobenzofuran.
More optimally, the high-flame-retardant conductive material prepared by the preparation method of the high-flame-retardant conductive material for the automotive wires and cables.
In the technical scheme, the electric conductivity and the flame retardance of the matrix resin are improved through the furyl modified ethylene-vinyl acetate copolymer; meanwhile, the compatibility of the conductive flame retardant and the auxiliary flame retardant is enhanced by utilizing the flame retardant, so that a conductive network is cooperatively generated, and the conductivity is improved on the basis of improving the flame retardance.
(1) The scheme introduces a low-smoke halogen-free expansion compound flame retardant which comprises a conductive flame retardant (high-structure conductive carbon black) and an auxiliary flame retardant; thus, when the introduced amount of the conductive carbon black is relatively low, the conductive performance of the flame retardant is higher.
The conductive flame retardant is prepared by reacting phosphoric acid (phosphate group) with pentaerythritol (hydroxyl group) to obtain pentaerythritol phytate, then utilizing the residual hydroxyl group of the pentaerythritol phytate and an oxygen-containing group on the surface of conductive carbon black to generate phase affinity, and utilizing the phosphate group contained in the pentaerythritol phytate and amino groups in 3-amino furan-2-methyl formate to generate a crosslinking reaction, so that the conductive carbon black is loaded on the surface in situ, the dispersibility of the conductive carbon black is increased, the furyl groups and methyl formate contained in the conductive carbon black are utilized to break, the affinity with matrix resin is increased, and meanwhile, the similar furyl groups in the furyl modified ethylene-vinyl acetate copolymer are utilized to further improve the compatibility, so that the dispersibility of the ethylene-vinyl acetate copolymer is improved, and the furyl modified ethylene-vinyl acetate copolymer can be cooperated to form a perfect conductive and flame-retardant network.
On the other hand, we have found that by incorporating auxiliary flame retardants, expanded graphite and palygorskite, better flame retardancy, and flame retardancy, can be improved; wherein palygorskite can promote carbonization of the conductive flame retardant, and expanded graphite can resist heat and inhibit smoke rate at the beginning, on the other hand, under the cooperation of the palygorskite, the carbonized conductive flame retardant contains a P-O-C structure, so that the carbon structure is effectively improved, carbon capable of resisting heat and mass transfer is formed, heat transfer is effectively reduced, and a flame retardant effect is achieved. And the two produce front-back synergistic effect.
(2) In the scheme, the furyl modified ethylene-vinyl acetate copolymer and the furyl monomer are introduced, so that the network crosslinking is effectively improved, and the conductive and flame-retardant network is increased.
Wherein, the modification of the furyl modified ethylene-vinyl acetate copolymer is that ethylene-vinyl acetate is firstly partially hydrolyzed, and then the hydrolyzed hydroxyl is utilized to carry out esterification reaction with carboxyl in 3-methyl-2-furoic acid, thus obtaining the copolymer containing furyl, taking the copolymer as a medium, promoting the compatibility of matrix resin and substances such as flame retardant, and the like, thereby improving the performance. On the other hand, since it itself contains a furyl group, electrical conduction and flame retardance can be promoted. The density and uniformity of the conductive network and the flame-retardant network are effectively improved. The same furanyl monomers are also introduced to increase the conductive and flame retardant branches in the crosslinked network, thereby improving performance.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
In the following examples, phytic acid has a CAS number of 83-86-3, pentaerythritol has a CAS number of 115-77-5, 3-amino furan-2-carboxylic acid methyl ester has a CAS number of 956034-04-1, 2-vinyl-5-methyl furan has a CAS number of 10504-13-9, ethylene-vinyl acetate copolymer has a brand of Exxon, and has a vinyl acetate content of 15-22%, which is provided by Balania of Dongguan, new Material Co., conductive carbon black, model T-80, by Tianjin Lihua evolutionary Co., ltd; palygorskite is provided by Gansu Linze; the expandable graphite has a specification d50=0.3 μm, and is manufactured by fosman technology (beijing) limited.
Example 1: a preparation method of a high-flame-retardance conductive material for automotive wires and cables comprises the following steps:
step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: mixing 65 parts of ethylene-vinyl acetate copolymer and 35 parts of furyl modified ethylene-vinyl acetate copolymer at 120 ℃ and preheating for 5 minutes; 50 parts of conductive flame retardant, 10 parts of auxiliary flame retardant, 6 parts of 2-vinyl-5-methyl furan and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Example 2: a preparation method of a high-flame-retardance conductive material for automotive wires and cables comprises the following steps:
step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: mixing and preheating 70 parts of ethylene-vinyl acetate copolymer and 30 parts of furyl modified ethylene-vinyl acetate copolymer at 120 ℃ for 5 minutes; 45 parts of conductive flame retardant, 12 parts of auxiliary flame retardant, 8 parts of 2-vinyl-5-methyl furan and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Example 3: a preparation method of a high-flame-retardance conductive material for automotive wires and cables comprises the following steps:
step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: 64 parts of ethylene-vinyl acetate copolymer and 36 parts of furyl modified ethylene-vinyl acetate copolymer are banburying and preheating for 5 minutes at 120 ℃; 60 parts of conductive flame retardant, 9 parts of auxiliary flame retardant, 5 parts of 2-vinyl-5-methyl furan and 1 part of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Comparative example 1: the remainder was the same as in example 1, except that no furyl-modified ethylene-vinyl acetate copolymer was introduced;
step 1: 14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: mixing and preheating 100 parts of ethylene-vinyl acetate copolymer at 120 ℃ for 5 minutes; 50 parts of conductive flame retardant, 10 parts of auxiliary flame retardant, 6 parts of 2-vinyl-5-methyl furan and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Comparative example 2: no auxiliary flame retardant was introduced, the remainder being the same as in example 1;
step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: mixing 65 parts of ethylene-vinyl acetate copolymer and 35 parts of furyl modified ethylene-vinyl acetate copolymer at 120 ℃ and preheating for 5 minutes; 50 parts of conductive flame retardant, 6 parts of 2-vinyl-5-methyl furan and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Comparative example 3: 2-vinyl-5-methylfuran, a furanyl monomer, was not introduced, and the remainder was the same as in example 1;
step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
14 parts of phytic acid and 3.5 parts of pentaerythritol are stirred for 2 hours at 115 ℃; 10 parts of conductive carbon black T-80, 7 parts of 3-amino furan-2-methyl formate and 120 parts of ethanol are added, reflux reaction is carried out for 6 hours at 80 ℃, and washing and drying are carried out, thus obtaining the conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: mixing 65 parts of ethylene-vinyl acetate copolymer and 35 parts of furyl modified ethylene-vinyl acetate copolymer at 120 ℃ and preheating for 5 minutes; 50 parts of conductive flame retardant, 10 parts of auxiliary flame retardant and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Comparative example 4: the remainder of the modified conductive carbon black with the introduction of the vinyl silane coupling agent was the same as in example 1.
Step 1: the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: 25 parts of ethylene-vinyl acetate copolymer are added to 69 parts of toluene, 6 parts of sodium methoxide are added and reacted for 2 hours at 25 ℃; adding 2 parts of deionized water, reacting for 2 hours at 40 ℃, washing with water, and drying to obtain a hydrolysis intermediate product; but adding 20 parts of hydrolysis intermediate product into 100 parts of toluene, adding 10 parts of 3-methyl-2-furoic acid, carrying out reflux reaction for 2 hours at 110 ℃, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
Adding 10 parts of conductive carbon black T-80 into 50 parts of absolute ethyl alcohol and 30 parts of deionized water, mixing easily, dispersing uniformly, adding vinyl trimethoxy silane, stirring uniformly, adjusting pH to be 3 by using hydrochloric acid, stirring for 35 minutes, and stirring for 5 hours at 65 ℃; washing and drying to obtain a conductive flame retardant;
step 2: uniformly mixing 14 parts of expandable graphite and 7 parts of palygorskite, dropwise adding 3 parts of phthalate coupling agent at 70 ℃, and uniformly stirring to obtain an auxiliary flame retardant;
step 3: mixing 65 parts of ethylene-vinyl acetate copolymer and 35 parts of furyl modified ethylene-vinyl acetate copolymer at 120 ℃ and preheating for 5 minutes; 25 parts of conductive flame retardant, 10 parts of auxiliary flame retardant, 6 parts of 2-vinyl-5-methyl furan and 2 parts of benzoyl peroxide are added, and banburying and mixing are carried out for 20 minutes at the speed of 60rpm at the temperature of 120 ℃; vulcanizing for 30 minutes at the temperature of 120 ℃ under the pressure of 15Mpa, and cold-pressing for 5 minutes at the temperature of 25 ℃ under the pressure of 15Mpa to obtain the high-flame-retardant conductive material.
Experimental test: the high flame retardant conductive materials obtained in examples and comparative examples were punched into dumbbell-shaped bars with a specification of 100mm×6mm×1mm; using a universal tester, and detecting cold tensile strength at a tensile speed of 200 mm/min; detecting flame retardance by adopting a specification of 150mm multiplied by 10mm multiplied by 3mm according to an oxygen index method; the volume resistivity of the raw material was measured at 20℃and 90℃using a DB-4 type resistance tester by a DC current-voltage method. The data obtained are shown below:
| sample of | Tensile Strength/Mpa | LOI/％ | Volume resistivity at 20 ℃ per Ω·cm | Volume resistivity at 90 ℃ per Ω·cm |
| Example 1 | 20.3 | 32.3 | 35 | 880 |
| Example 2 | 19.9 | 31.3 | 43 | 902 |
| Example 3 | 19.6 | 31.6 | 49 | 913 |
| Comparative example 1 | 16.6 | 28.4 | 89 | 1306 |
| Comparative example 2 | 19.5 | 27.6 | 60 | 1189 |
| Comparative example 3 | 19.0 | 29.5 | 93 | 1231 |
| Comparative example 4 | 17.4 | 27.0 | 55 | 1369 |
From the data in the table above, it can be seen that: the data of example 1 shows that: the high-flame-retardance conductive material prepared in the scheme has excellent mechanical property, flame retardance and conductivity. Comparison of the data of comparative examples 1-4 with example 1 shows that: in comparative example 1, no furyl-modified ethylene-vinyl acetate copolymer was introduced, which reduced the compatibility, the density of the conductive flame retardant network, and the performance was reduced, thereby reducing the performance; in comparative example 2, since the auxiliary flame retardant was not introduced, the flame retardancy was lowered; in comparative example 3, since 2-vinyl-5-methylfuran, which is a furanyl monomer, was not introduced, the density of the conductive flame retardant network was decreased, thereby decreasing the conductivity and flame retardancy; in comparative example 4, it was found that, due to the use of the vinyl silane coupling agent to modify the conductive carbon black, although the compatibility was increased, the flame retardancy and the conductivity were still significantly reduced as compared with the present application, indicating the excellent property of modifying the conductive carbon black in the present embodiment.
Finally, it should be noted that: the foregoing description is only a preferred embodiment of the present invention, and the present invention is not limited thereto, but it is to be understood that modifications and equivalents of some of the technical features described in the foregoing embodiments may be made by those skilled in the art, although the present invention has been described in detail with reference to the foregoing embodiments. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (5)
1. A preparation method of a high-flame-retardance conductive material for automotive wires and cables is characterized by comprising the following steps of: the method comprises the following steps:
step 1: stirring phytic acid and pentaerythritol at 110-125 ℃ for 2-3 hours; adding conductive carbon black, 3-amino furan-2-methyl formate and ethanol, carrying out reflux reaction for 5 hours or 6 hours at 78-85 ℃, washing and drying to obtain a conductive flame retardant;
step 2: uniformly mixing filler, dropwise adding titanate coupling agent at 70-75 ℃, and uniformly stirring to obtain auxiliary flame retardant;
step 3: banburying and preheating an ethylene-vinyl acetate copolymer and a furyl modified ethylene-vinyl acetate copolymer; adding a conductive flame retardant, an auxiliary flame retardant, a furan-based monomer and a peroxidation crosslinking agent, and banburying and mixing; vulcanizing and cold pressing to obtain a high flame-retardant conductive material;
the high-flame-retardance conductive material comprises the following raw materials: 64-70 parts of ethylene-vinyl acetate copolymer, 30-36 parts of furyl modified ethylene-vinyl acetate, 45-60 parts of conductive flame retardant, 9-12 parts of auxiliary flame retardant, 5-8 parts of furyl monomer and 1-2 parts of peroxidation crosslinking agent;
the raw materials of the conductive flame retardant comprise the following substances: 10-15 parts of phytic acid, 3-4 parts of pentaerythritol, 10-12 parts of conductive carbon black, 6-8 parts of 3-amino furan-2-methyl formate and 100-150 parts of ethanol;
the auxiliary flame retardant comprises the following raw materials: 20-30 parts of filler and 2-3 parts of titanate coupling agent by weight; the filler comprises expandable graphite and palygorskite with the mass ratio of (2-3) being 1;
the furyl monomer comprises one or more of 2-vinylfuran, 2-vinyl-5-methylfuran, 2-vinyl-2-methyl-5- (1-methylvinyl) tetrahydrofuran and 4-vinyl-2, 3-dihydrobenzofuran;
the preparation method of the furyl modified ethylene-vinyl acetate copolymer comprises the following steps: adding ethylene-vinyl acetate copolymer into toluene, adding sodium methoxide, and reacting for 2-2.5 hours at 20-25 ℃; adding deionized water, reacting for 1.5-2 hours at 40-45 ℃, washing with water and drying to obtain a hydrolysis intermediate product; adding the mixture into toluene, adding 3-methyl-2-furoic acid, carrying out reflux reaction at 110-115 ℃ for 2-2.5 hours, adding methanol, precipitating, washing and drying to obtain the furyl modified ethylene-vinyl acetate copolymer.
2. The method for preparing the high-flame-retardance conductive material for the electric wires and cables for vehicles according to claim 1, which is characterized by comprising the following steps: the banburying preheating temperature is 115-125 ℃ and the time is 5-10 minutes; the banburying mixing temperature is 115-125 ℃, the speed is 50-60 rpm, and the time is 15-20 minutes; the vulcanization temperature is 110-120 ℃, the pressure is 10-15 Mpa, the time is 30-60 minutes, the cold pressing temperature is 20-30 ℃, the pressure is 12-16 Mpa, and the time is 3-6 minutes.
3. The method for preparing the high-flame-retardance conductive material for the electric wires and cables for vehicles according to claim 1, which is characterized by comprising the following steps: the raw materials of the hydrolysis intermediate product comprise the following raw materials: 24-26 parts of ethylene-vinyl acetate copolymer, 60-70 parts of toluene, 5-7 parts of sodium methoxide and 1.5-2 parts of deionized water; the raw materials of the furyl modified ethylene-vinyl acetate copolymer comprise the following raw materials: according to the weight portions, 20 to 22 portions of hydrolysis intermediate product, 100 to 120 portions of toluene and 8 to 10 portions of 3-methyl-2-furoic acid.
4. The method for preparing the high-flame-retardance conductive material for the electric wires and cables for vehicles according to claim 1, which is characterized by comprising the following steps: the conductive carbon black comprises one or more of T-80, F-900, N220, N330, N550 and N660.
5. The high-flame-retardant conductive material for automotive wires and cables, which is prepared by the preparation method of the high-flame-retardant conductive material for automotive wires and cables according to claim 1.
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| CN101906226A (en) * | 2010-08-06 | 2010-12-08 | 西北师范大学 | Conductive and antiflaming ethylene-vinyl acetate composite material with low smoke and preparation method thereof |
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| CN101906226A (en) * | 2010-08-06 | 2010-12-08 | 西北师范大学 | Conductive and antiflaming ethylene-vinyl acetate composite material with low smoke and preparation method thereof |
| CN102492214A (en) * | 2011-12-21 | 2012-06-13 | 西北师范大学 | Ethylene-vinyl acetate-based halogen-free flame retardant conductive high molecular composite material |
| CN106750856A (en) * | 2016-11-30 | 2017-05-31 | 庞倩桃 | Solar cell package material |
| CN112126037A (en) * | 2020-09-24 | 2020-12-25 | 陕西科技大学 | Phytic-based waterborne polyurethane and preparation method thereof |
| CN113150522A (en) * | 2021-05-25 | 2021-07-23 | 江南大学 | Modified flame-retardant polyester material containing all-bio-based flame retardant and preparation method thereof |
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