CN106674597A - Nitrogen and phosphorus synergistic flame retardant modified layered inorganic matter and preparation method and application thereof - Google Patents
Nitrogen and phosphorus synergistic flame retardant modified layered inorganic matter and preparation method and application thereof Download PDFInfo
- Publication number
- CN106674597A CN106674597A CN201611269261.9A CN201611269261A CN106674597A CN 106674597 A CN106674597 A CN 106674597A CN 201611269261 A CN201611269261 A CN 201611269261A CN 106674597 A CN106674597 A CN 106674597A
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- China
- Prior art keywords
- flame retardant
- inorganic matter
- nitrogen
- layered inorganic
- phosphorus
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Links
- 239000003063 flame retardant Substances 0.000 title claims abstract description 94
- 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 title claims abstract description 67
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 42
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229910052757 nitrogen Inorganic materials 0.000 title claims abstract description 18
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 229910052698 phosphorus Inorganic materials 0.000 title claims abstract description 16
- 239000011574 phosphorus Substances 0.000 title claims abstract description 16
- 229920002379 silicone rubber Polymers 0.000 claims abstract description 37
- 239000002131 composite material Substances 0.000 claims abstract description 15
- 239000012299 nitrogen atmosphere Substances 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 238000005406 washing Methods 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 7
- 239000002904 solvent Substances 0.000 claims abstract description 4
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical compound [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 claims description 32
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- -1 Phosphate melamine salt Chemical class 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 238000000748 compression moulding Methods 0.000 claims description 10
- 239000004945 silicone rubber Substances 0.000 claims description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 238000010792 warming Methods 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 229910000166 zirconium phosphate Inorganic materials 0.000 claims description 6
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 claims description 6
- 229920000877 Melamine resin Polymers 0.000 claims description 5
- 238000013329 compounding Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 claims description 3
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropyl alcohol Natural products CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical group O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 3
- ASWXNYNXAOQCCD-UHFFFAOYSA-N dichloro(triphenyl)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(Cl)(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 ASWXNYNXAOQCCD-UHFFFAOYSA-N 0.000 claims description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 3
- 229960001545 hydrotalcite Drugs 0.000 claims description 3
- 229910001701 hydrotalcite Inorganic materials 0.000 claims description 3
- 150000007974 melamines Chemical class 0.000 claims description 3
- 229910052618 mica group Inorganic materials 0.000 claims description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 claims description 3
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 241000790917 Dioxys <bee> Species 0.000 claims description 2
- 229920000388 Polyphosphate Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 claims description 2
- KZZFGAYUBYCTNX-UHFFFAOYSA-N diethylsilicon Chemical compound CC[Si]CC KZZFGAYUBYCTNX-UHFFFAOYSA-N 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 claims description 2
- 239000010445 mica Substances 0.000 claims description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- 239000001205 polyphosphate Substances 0.000 claims description 2
- 235000011176 polyphosphates Nutrition 0.000 claims description 2
- 239000005060 rubber Substances 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 claims 2
- NOSXUFXBUISMPR-UHFFFAOYSA-N 1-tert-butylperoxyhexane Chemical compound CCCCCCOOC(C)(C)C NOSXUFXBUISMPR-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- ZIPLUEXSCPLCEI-UHFFFAOYSA-N cyanamide group Chemical group C(#N)[NH-] ZIPLUEXSCPLCEI-UHFFFAOYSA-N 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- WFKAJVHLWXSISD-UHFFFAOYSA-N isobutyramide Chemical compound CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 210000002700 urine Anatomy 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 5
- 230000004048 modification Effects 0.000 abstract description 3
- 238000012986 modification Methods 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000011159 matrix material Substances 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 7
- 238000002485 combustion reaction Methods 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 241000446313 Lamella Species 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- HIHIPCDUFKZOSL-UHFFFAOYSA-N ethenyl(methyl)silicon Chemical compound C[Si]C=C HIHIPCDUFKZOSL-UHFFFAOYSA-N 0.000 description 2
- MOSXLDGILGBOSZ-UHFFFAOYSA-N ethenyl-methyl-phenylsilicon Chemical compound C=C[Si](C)C1=CC=CC=C1 MOSXLDGILGBOSZ-UHFFFAOYSA-N 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000002114 nanocomposite Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000747 poly(lactic acid) Polymers 0.000 description 2
- 230000000979 retarding effect Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- HEORQRHVQJVWEH-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) dihydrogen phosphate Chemical compound OCC(C)(C)COP(O)(O)=O HEORQRHVQJVWEH-UHFFFAOYSA-N 0.000 description 1
- BSYJHYLAMMJNRC-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-ol Chemical compound CC(C)(C)CC(C)(C)O BSYJHYLAMMJNRC-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 229910001051 Magnalium Inorganic materials 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- TVOKLFHQSPUILS-UHFFFAOYSA-N N1=C(N)N=C(N)N=C1N.P(=O)(O)(O)OCC(C)(CO)C Chemical compound N1=C(N)N=C(N)N=C1N.P(=O)(O)(O)OCC(C)(CO)C TVOKLFHQSPUILS-UHFFFAOYSA-N 0.000 description 1
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 1
- 229910000611 Zinc aluminium Inorganic materials 0.000 description 1
- VYOZKLLJJHRFNA-UHFFFAOYSA-N [F].N Chemical class [F].N VYOZKLLJJHRFNA-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- HXFVOUUOTHJFPX-UHFFFAOYSA-N alumane;zinc Chemical compound [AlH3].[Zn] HXFVOUUOTHJFPX-UHFFFAOYSA-N 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 125000005605 benzo group Chemical group 0.000 description 1
- VBQRUYIOTHNGOP-UHFFFAOYSA-N benzo[c][2,1]benzoxaphosphinine 6-oxide Chemical class C1=CC=C2P(=O)OC3=CC=CC=C3C2=C1 VBQRUYIOTHNGOP-UHFFFAOYSA-N 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 1
- 238000007707 calorimetry Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 150000001912 cyanamides Chemical class 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000005713 exacerbation Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000000505 pernicious effect Effects 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- 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
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/346—Clay
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/21—Urea; Derivatives thereof, e.g. biuret
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
- C08K5/3155—Dicyandiamide
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34922—Melamine; Derivatives thereof
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/5399—Phosphorus bound to nitrogen
-
- 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
- C08K7/00—Use of ingredients characterised by shape
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- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C08K2003/321—Phosphates
-
- 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
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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)
- Dispersion Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a nitrogen and phosphorus synergistic flame retardant modified layered inorganic matter and a preparation method and application thereof, which belongs to the field of flame retardant modified layered inorganic matters and applications thereof. The method comprises the following steps: successively adding a layered inorganic matter, a nitrogen-sourced flame retardant and a phosphorus-sourced flame retardant into a three-mouth flask according to a mass ratio of (20 to 30) to (6 to 9) to (3 to 6), then adding the solvent, heating to 60 to 100 DEG C, stirring and reacting for 3 to 7 hours in a nitrogen atmosphere, filtering, washing, and drying to obtain the nitrogen and phosphorus synergistic flame retardant modified layered inorganic matter. The nitrogen and phosphorus synergistic flame retardant modified layered inorganic matter is composited with an expansion flame retardant to be added into silicon rubber to prepare a composite material with excellent flame retardant performance and good mechanical performance. By adding the modified layered inorganic matter, the flame retardant performance and the mechanical performance of the composite material can be obviously improved, which has profound significance on improving the surface modification of the inorganic matter and the flame retardance of the composite material.
Description
Technical field
The invention belongs to the modified layered inorganic matter of fire retardant and its application field, and in particular to a kind of nitrogen phosphorus synergistic flame retardant
Modified layered inorganic matter and its preparation method and application.
Background technology
Silicon rubber had the excellent performances such as biocompatibility, resistant of high or low temperature, insulating properties, weatherability, by more than 70 years
Exploitation development, be widely used in the multiple fields such as health care, space flight and aviation, electric wire, auto industry.But silicon
Rubber is inflammable in itself, once ignite more can sustained combustion, seriously limit the range of application of silicon rubber.Therefore the resistance to silicon rubber
Combustion is modified to be particularly important.
With the reinforcement of people's environmental consciousness, toxic gas can be discharged when based flame retardant containing halogen is due to burning, to ring
Endanger larger and be restricted in border.The metal hydroxide combustion inhibitors such as magnesium hydroxide, aluminium hydroxide are in burning without pernicious gas
Release, the residue after burning does not pollute the environment yet, but just has obvious flame retardant effect when only addition is larger, and big
Amount filling can severe exacerbation matrix physical and mechanical properties in itself.Expansion type flame retardant has low cigarette, nontoxic, flame retarding efficiency high,
The features such as during burning without melting dropping, non-corrosiveness gas, be a kind of fire retardant of environment-friendly high-efficiency, is widely used in various poly-
Compound flame-retardant system.In recent years, numerous studies show when expansion type flame retardant and layered inorganic compound compounding use, have
Good synergistic fire retardation, can significantly improve polymeric matrix fire resistance.(the Preparation and such as Wang D Y
burning behaviors of flame retarding biodegradable poly(lactic acid)
nanocomposite based on zinc aluminum layered double hydroxide[J].Polymer
Degradation and Stability,2010,95(12):2474-2480) compound expansion type flame retardant and magnalium hydrotalcite
Compound use prepares the poly lactic acid nano composite material of excellent fireproof performance.(the Synergistic flame such as Yang D
retardant effect ofα-zirconium phosphate in low-density polyethylene/
ethylene–vinyl acetate/aluminum hydroxide hybrids[J].Journal of Thermal
Analysis and Calorimetry,2015,119(1):Basic zirconium phosphate 619-624.) is added into LDPE/EVA hybrid materials
The fire resistance of matrix can be significantly improved.But laminated inorganic matter more difficult dispersion inside polymeric matrix, easily reunites so that system
Standby composite materials property is not good, limits the use of laminated inorganic matter.In addition by surface modification treatment stratiform without
Although machine thing can have preferably dispersion but because modifying agent inflammability in itself in matrix so as to polymeric matrix in itself
Fire resistance can have an impact.
Therefore the invention discloses a kind of method of modifying of laminated inorganic matter.The nitrogen phosphorus synergistic resistance for preparing according to the method
The combustion modified layered inorganic matter of agent has dispersion well inside polymeric matrix, can not only significantly improve the fire-retardant of polymeric matrix
Performance, can more play good reinforcing effect.This modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and preparation method thereof and should
And have no so far domestic and foreign literature report.
The content of the invention
It is an object of the invention to overcome current laminated inorganic matter poor dispersion in polymeric matrix, and modifying agent
The treatment impacted shortcoming of post-consumer polymer matrix fire resistance, there is provided a kind of modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and its
Preparation method and application, the nitrogen modified layered inorganic matter of phosphorus synergistic flame retardant has fine dispersion effect, has height with its preparation
The composite of fire resistance, expands the range of application of laminated inorganic matter.
The purpose of the present invention is achieved through the following technical solutions.
The modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant of the invention is fire-retardant using conventional nitrogen source fire retardant and phosphorus source
Reaction in-situ is carried out between agent insertion stratiform inorganic layer, a kind of modified layered inorganic matter is obtained.
With basic zirconium phosphate, dicyandiamide, as a example by hexachlorocyclotriph,sphazene, its preparation principle is as follows:
A kind of preparation method of the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant, comprises the following steps:
(1) laminated inorganic matter, nitrogen source fire retardant, phosphorus source fire retardant are added sequentially in there-necked flask, are subsequently adding molten
Agent is simultaneously warming up to 60-100 DEG C, under nitrogen atmosphere stirring reaction, after reaction through filtering, washing, it is dry that nitrogen phosphorus synergistic is fire-retardant
The modified layered inorganic matter of agent.
Preferably, the mass ratio (20-30) of layered inorganic matter, nitrogen source fire retardant, phosphorus source fire retardant:(6-9):(3-
6);The time of the reaction is 3-7h.
Preferably, described laminated inorganic matter is the one kind in montmorillonite, mica, kaolin, hydrotalcite and basic zirconium phosphate etc.
More than;Described nitrogen source fire retardant is one or more of cyanamide, dicyandiamide, melamine and urea etc..Described phosphorus source
Fire retardant is in hexachlorocyclotriph,sphazene, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide and dichloro triphenyl phosphorus etc.
More than one;Described solvent is N,N-dimethylformamide, dimethyl sulfoxide (DMSO), DMAC N,N' dimethyl acetamide, toluene and dichloro
Any one or more in methane etc..
A kind of modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant as obtained in above-described preparation method.
A kind of above-described modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant is preparing halogen-free anti-flaming silicon rubber composite wood
Application in material, the component of the halogen-free anti-flaming silicon rubber composite and the mass percent of each component are as follows:
Silicon rubber:68.5-80%, more preferably 70.5-80%;
Vulcanizing agent:0.4-4%, more preferably 0.4-3%;
Complex intumescent flame retardant:17-28.5%, more preferably 18-27.5%;
The complex intumescent flame retardant is the equal of expansion type flame retardant and the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant
Even mixture.
Preferably, the mass ratio (17-27) of the expansion type flame retardant and the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant:
(0.5-5)。
Preferably, described expansion type flame retardant be monomer expansion type fire retardant and compounding expansion type flame retardant at least
It is a kind of.
It is further preferred that described monomer expansion type fire retardant is 2,4,8,10- tetra- oxygen -3,9 hosphospiros [5,5] ten
Dioxy -3 of one alkane -3.9, the melamine salts of 9- bis-, double (2,6,7- tri- oxygen -1- phosphorus-bicyclic [2,2,2] octane -1- oxygen methyl) phosphorus
In acid esters melamine salt, three (neopentyl glycol phosphate-phosphorus-methylene) amine and neopentyl glycol phosphate melamine salt etc.
It is at least one;Described compounding expansion type flame retardant is pentaerythrite and polyphosphoric acid amine compound system, melamine polyphosphate
With at least one system in pentaerythrite system, melamine phosphate and pentaerythrite compound system etc..
Preferably, described silicon rubber is dimethyl silicone rubber, methyl vinyl silicone rubber, methyl phenyl vinyl silicon rubber
One or more of glue, fluorosioloxane rubber, nitrile silicone rubber and diethyl silicon rubber etc.;Described vulcanizing agent is 2,4- dichloro peroxidating
In benzoyl, 2,5- dimethyl -2,5- bis(t-butylperoxy)s hexane, benzoyl peroxide and the different phenylpropyl alcohol of peroxidating two etc.
More than one.
Preferably, the preparation method of the halogen-free anti-flaming silicon rubber composite is as follows:Silicon rubber, complex intumescent is fire-retardant
Agent and vulcanizing agent knead 15-20min in the mill or banbury at 15-40 DEG C, then 100-140 DEG C in compression molding instrument
Under carry out compression molding 10-20min, obtain halogen-free anti-flaming silicon rubber composite.
The present invention prepare the nitrogen modified layered inorganic matter of phosphorus synergistic flame retardant method can further genralrlization to other inorganic matters
Field of surface modification, at the same time, the addition of the modified layered inorganic matter can significantly improve the fire resistance of composite
And mechanical performance, modified and composite the fire-retardant enhancing in this surface to inorganic matter, all have far-reaching significance.
Compared with prior art, the invention has the advantages that and technique effect:
(1) preparation process is simple of the invention, it is not necessary to complicated post-processing step, is easy to industrialized realization.
(2) modified layered inorganic matter of the invention is modified by nitrogen phosphorus synergistic flame retardant, it is to avoid traditional modifying agent is easy in itself
The shortcoming of combustion property, for the surface treatment of inorganic matter provides another thinking.
(3) modified layered inorganic matter of the invention can be good at dispersion inside polymeric matrix, be difficult to reunite, and
The fire resistance and mechanical performance of polymeric matrix can be significantly improved, is had a extensive future.
Brief description of the drawings
Fig. 1 is the XRD spectrums of the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and unmodified laminated inorganic matter in embodiment 1
Figure.
Fig. 2 a, Fig. 2 b are respectively the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and unmodified layered inorganic in embodiment 2
The SEM photograph of thing.
Fig. 3 be in embodiment 3 the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and unmodified laminated inorganic matter in silicon rubber
The scattered XRD spectra of matrix.
Fig. 4 a, Fig. 4 b are respectively the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and unmodified layered inorganic in embodiment 5
Thing is in the scattered TEM spectrograms of silicone rubber matrix.
Specific embodiment
In order to preferably describe and understanding the present invention, with reference to embodiment and accompanying drawing specific implementation of the invention is made into
One step is illustrated, but the scope of protection of present invention is not limited to the scope of embodiment statement.
Embodiment 1
20g micas, 9g cyanamides, 3g 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxides are added sequentially to
In there-necked flask, it is subsequently adding DMF and is warming up to 60 DEG C, under nitrogen atmosphere stirring reaction 7h, passes through
Filter, washing, dry the nitrogen modified layered inorganic matter of phosphorus synergistic flame retardant.Fig. 1 is nitrogen phosphorus synergistic flame retardant manufactured in the present embodiment
The XRD spectra of modified layered inorganic matter and unmodified laminated inorganic matter.From figure it can be found that characteristic diffraction peak offsets to low-angle,
Illustrate that interlamellar spacing becomes big, lamella is opened, and is conducive to the dispersion in polymeric matrix.
Embodiment 2
24 basic zirconium phosphates, 8g dicyandiamides, 5g hexachlorocyclotriph,sphazenes are added sequentially in there-necked flask, N, N- bis- is subsequently adding
Methylacetamide is simultaneously warming up to 70 DEG C, under nitrogen atmosphere stirring reaction 6h, through filtering, washing, it is dry that nitrogen phosphorus synergistic is fire-retardant
The modified layered inorganic matter of agent.Fig. 2 a, Fig. 2 b are the modified layered inorganic matters of nitrogen phosphorus synergistic flame retardant manufactured in the present embodiment and do not change
Property laminated inorganic matter SEM photograph, from figure it is apparent that basic zirconium phosphate lamella interlamellar spacing becomes big, interlaminar action weakens.
Embodiment 3
30g montmorillonites, 6g melamines, 6g dichloro triphenyl phosphorus are added sequentially in there-necked flask, two are subsequently adding
Methyl sulfoxide is simultaneously warming up to 80 DEG C, under nitrogen atmosphere stirring reaction 5h, through filtering, washing, dry nitrogen phosphorus synergistic flame retardant
Modified layered inorganic matter.Then 22g neopentyl glycol phosphate trimerization fluorine ammonium salts and the modified layered inorganic matters of 3g are uniformly mixed into system
Complex intumescent flame retardant, then by 70.5g methyl vinyl silicone rubbers, 27.5g complex intumescent flame retardants, 0.4g 2,5-
Dimethyl -2,5- bis(t-butylperoxy)s hexane kneads 15min at 15 DEG C in mill, then with compression molding instrument in
Compression molding 10min is carried out at 100 DEG C and obtains product.Fig. 3 is the modified layered nothing of nitrogen phosphorus synergistic flame retardant manufactured in the present embodiment
Machine thing and unmodified the laminated inorganic matter scattered XRD spectra in silicone rubber matrix.Contrast finds that unmodified sample still has
Sharp characteristic diffraction peak, has illustrated that part montmorillonite is still reunited together.And modified sample characteristic diffraction maximum is basic
Disappear, illustrate well dispersed.
Embodiment 4
25g kaolin, 7.5g urea, 4.5g hexachlorocyclotriph,sphazenes are added sequentially in there-necked flask, first is subsequently adding
Benzo is warming up to 90 DEG C, under nitrogen atmosphere stirring reaction 4h, through filtering, washing, dry nitrogen phosphorus synergistic flame retardant modified layer
Shape inorganic matter.Then by 27g pentaerythrites and polyphosphoric acid amine compound system, (mass ratio is 3:1) it is equal with the modified layered inorganic matters of 5g
It is even to be mixed to prepare complex intumescent flame retardant, then by 80g dimethyl silicone rubbers, 18g complex intumescent flame retardants, 3g peroxidating two
Different phenylpropyl alcohol kneads 17min at 25 DEG C in mill, then with compression molding instrument in carrying out compression molding 15min at 120 DEG C
Obtain product.Table 1 is modified layered inorganic matter and unmodified laminated inorganic matter fire resistance correction data.
Table 1
Preferably hindered it can be found that composite can be assigned through the laminated inorganic matter that nitrogen phosphorus synergistic flame retardant is modified from table 1
Combustion performance.
Embodiment 5
By 22g hydrotalcites, 7g urea, 4g hexachlorocyclotriph,sphazenes, there-necked flask is added sequentially to, is subsequently adding dimethyl sub-
Sulfone is simultaneously warming up to 100 DEG C, under nitrogen atmosphere stirring reaction 3h, through filtering, washing, dry nitrogen phosphorus synergistic flame retardant modified layer
Shape inorganic matter.Then by double (2,6,7- tri- oxygen -1- phosphorus-bicyclic [2,2,2] octane -1- oxygen methyl) the phosphate melamines of 17g
Salt and the modified layered inorganic matters of 0.5g are uniformly mixed to prepare complex intumescent flame retardant, then by 77.5g methyl phenyl vinyl silicon
Rubber, 23.5g complex intumescent flame retardants, 1.5g 2,4- dichlorobenzoperoxides are kneaded at 40 DEG C in mill
20min, then obtains product in carrying out compression molding 20min at 140 DEG C with compression molding instrument.Fig. 4 a, Fig. 4 b are the present embodiment
The modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant and unmodified laminated inorganic matter of preparation are in the scattered TEM spectrums of silicone rubber matrix
Figure.It can be found that modified inorganic thing is scattered more preferably in silicone rubber matrix from Fig. 4 a, Fig. 4 b.Table 2 is modified layered inorganic matter
With unmodified laminated inorganic matter mechanical performance correction data.
Table 2
It can be found that can assign composite more preferable machine through the laminated inorganic matter that nitrogen phosphorus synergistic flame retardant is modified from table 2
Tool performance.
Claims (10)
1. a kind of preparation method of the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant, it is characterised in that comprise the following steps:By layer
Shape inorganic matter, nitrogen source fire retardant, phosphorus source fire retardant are added sequentially in there-necked flask, are subsequently adding solvent and are warming up to 60-100
DEG C, stirring reaction under nitrogen atmosphere, through filtering, washing, dry the nitrogen modified layered inorganic matter of phosphorus synergistic flame retardant after reaction.
2. preparation method according to claim 1, it is characterised in that layered inorganic matter, nitrogen source fire retardant, phosphorus source resistance
Fire agent mass ratio be(20-30):(6-9):(3-6);The time of the reaction is 3-7h.
3. preparation method according to claim 1, it is characterised in that described laminated inorganic matter is montmorillonite, mica, height
One or more of ridge soil, hydrotalcite and basic zirconium phosphate;Described nitrogen source fire retardant is cyanamide, dicyandiamide, melamine and urine
One or more of element;Described phosphorus source fire retardant is hexachlorocyclotriph,sphazene, the miscellaneous -10- phospho hetero phenanthrenes -10- of 9,10- dihydro-9-oxies
One or more of oxide and dichloro triphenyl phosphorus;Described solvent is N,N-dimethylformamide, dimethyl sulfoxide (DMSO), N, N-
Any one or more in dimethylacetylamide, toluene and dichloromethane.
4. a kind of nitrogen phosphorus synergistic flame retardant obtained in the preparation method as described in claim any one of 1-3 is modified layered inorganic
Thing.
5. a kind of modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant described in claim 4 prepare halogen-free anti-flaming silicon rubber be combined
Application in material, it is characterised in that the component of the halogen-free anti-flaming silicon rubber composite and the mass percent of each component
It is as follows:
Silicon rubber:68.5-80%,
Vulcanizing agent:0.4-4%,
Complex intumescent flame retardant:17-28.5%;
The complex intumescent flame retardant is that expansion type flame retardant and the uniform of the modified layered inorganic matter of nitrogen phosphorus synergistic flame retardant are mixed
Compound.
6. application according to claim 5, it is characterised in that the expansion type flame retardant and nitrogen phosphorus synergistic flame retardant are modified
The mass ratio of laminated inorganic matter is(17-27):(0.5-5).
7. application according to claim 5, it is characterised in that described expansion type flame retardant is monomer expansion type fire retardant
With at least one in compounding expansion type flame retardant.
8. application according to claim 7, it is characterised in that described monomer expansion type fire retardant is 2,4,8,10- tetra-
Oxygen -3,9 hosphospiros [5,5] dioxy -3 of hendecane -3.9 are the melamine salts of 9- bis-, double(2,6,7- tri- oxygen -1- phosphorus-bicyclic [2,
2,2] octane -1- oxygen methyl)Phosphate melamine salt, three(Neopentyl glycol phosphate-phosphorus-methylene)Amine and neopentyl glycol phosphorus
At least one in acid esters melamine salt;Described compounding expansion type flame retardant is pentaerythrite and polyphosphoric acid amine compound ligand
In system, melamine polyphosphate and pentaerythrite system, melamine phosphate and pentaerythrite compound system at least one
The system of kind.
9. application according to claim 5, it is characterised in that described silicon rubber is dimethyl silicone rubber, ethylene methacrylic
One or more of base silicon rubber, methyl phenyl vinyl silicone rubber, fluorosioloxane rubber, nitrile silicone rubber and diethyl silicon rubber;Institute
The vulcanizing agent stated is 2,4- dichlorobenzoperoxides, 2,5- dimethyl -2,5- is double(T-butylperoxy)Hexane, benzoyl peroxide
One or more of formyl and the different phenylpropyl alcohol of peroxidating two.
10. the application according to claim any one of 5-9, it is characterised in that the halogen-free anti-flaming silicon rubber composite
Preparation method is as follows:Silicon rubber, complex intumescent flame retardant and vulcanizing agent are kneaded in the mill or banbury at 15-40 DEG C
15-20min, then carries out compression molding 10-20min in the compression molding instrument at 100-140 DEG C, obtains halogen-free anti-flaming silicon rubber and answers
Condensation material.
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