JP2020515653A - 溶融性イントメッセント系難燃剤組成物 - Google Patents
溶融性イントメッセント系難燃剤組成物 Download PDFInfo
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- JP2020515653A JP2020515653A JP2019528073A JP2019528073A JP2020515653A JP 2020515653 A JP2020515653 A JP 2020515653A JP 2019528073 A JP2019528073 A JP 2019528073A JP 2019528073 A JP2019528073 A JP 2019528073A JP 2020515653 A JP2020515653 A JP 2020515653A
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- triazine
- diamino
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- 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 94
- 239000003063 flame retardant Substances 0.000 title claims abstract description 91
- 239000000203 mixture Substances 0.000 title claims abstract description 64
- 239000000835 fiber Substances 0.000 claims abstract description 269
- 239000004744 fabric Substances 0.000 claims abstract description 145
- 229920000642 polymer Polymers 0.000 claims abstract description 88
- 229910017464 nitrogen compound Inorganic materials 0.000 claims abstract description 47
- 150000002830 nitrogen compounds Chemical class 0.000 claims abstract description 47
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 35
- 239000011574 phosphorus Substances 0.000 claims abstract description 35
- -1 phosphorus compound Chemical class 0.000 claims abstract description 28
- 239000007789 gas Substances 0.000 claims abstract description 8
- 239000002105 nanoparticle Substances 0.000 claims description 41
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 36
- NJYZCEFQAIUHSD-UHFFFAOYSA-N acetoguanamine Chemical compound CC1=NC(N)=NC(N)=N1 NJYZCEFQAIUHSD-UHFFFAOYSA-N 0.000 claims description 35
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 claims description 34
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 29
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine powder Natural products NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 29
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 28
- 239000002184 metal Substances 0.000 claims description 23
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 238000002844 melting Methods 0.000 claims description 22
- 230000008018 melting Effects 0.000 claims description 22
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 21
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 21
- 239000002131 composite material Substances 0.000 claims description 19
- 229920001903 high density polyethylene Polymers 0.000 claims description 19
- 239000004700 high-density polyethylene Substances 0.000 claims description 19
- 229920001684 low density polyethylene Polymers 0.000 claims description 19
- 239000004702 low-density polyethylene Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 14
- 239000000956 alloy Substances 0.000 claims description 14
- 229910045601 alloy Inorganic materials 0.000 claims description 14
- DWSWCPPGLRSPIT-UHFFFAOYSA-N benzo[c][2,1]benzoxaphosphinin-6-ium 6-oxide Chemical compound C1=CC=C2[P+](=O)OC3=CC=CC=C3C2=C1 DWSWCPPGLRSPIT-UHFFFAOYSA-N 0.000 claims description 14
- 229910052802 copper Inorganic materials 0.000 claims description 14
- 239000010949 copper Substances 0.000 claims description 14
- 229910052742 iron Inorganic materials 0.000 claims description 14
- 210000002268 wool Anatomy 0.000 claims description 14
- 229920002292 Nylon 6 Polymers 0.000 claims description 13
- 239000004743 Polypropylene Substances 0.000 claims description 13
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 13
- 229920001155 polypropylene Polymers 0.000 claims description 13
- 239000010703 silicon Substances 0.000 claims description 13
- 229910052710 silicon Inorganic materials 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 12
- 229920000728 polyester Polymers 0.000 claims description 12
- SWELIMKTDYHAOY-UHFFFAOYSA-N 2,4-diamino-6-hydroxypyrimidine Chemical compound NC1=CC(=O)N=C(N)N1 SWELIMKTDYHAOY-UHFFFAOYSA-N 0.000 claims description 11
- 229930182556 Polyacetal Natural products 0.000 claims description 10
- 229920000515 polycarbonate Polymers 0.000 claims description 10
- 239000004417 polycarbonate Substances 0.000 claims description 10
- 229920006324 polyoxymethylene Polymers 0.000 claims description 10
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 claims description 9
- 150000008064 anhydrides Chemical class 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- MJIWQHRXSLOUJN-UHFFFAOYSA-N 1,2,4-triazin-3-amine Chemical compound NC1=NC=CN=N1 MJIWQHRXSLOUJN-UHFFFAOYSA-N 0.000 claims description 7
- DXVLLEIKCNQUQH-UHFFFAOYSA-N 1,3,4-thiadiazole-2,5-diamine Chemical compound NC1=NN=C(N)S1 DXVLLEIKCNQUQH-UHFFFAOYSA-N 0.000 claims description 7
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 7
- DPMZXMBOYHBELT-UHFFFAOYSA-N 1,3,5-trimethyl-1,3,5-triazinane Chemical compound CN1CN(C)CN(C)C1 DPMZXMBOYHBELT-UHFFFAOYSA-N 0.000 claims description 7
- LJVQHXICFCZRJN-UHFFFAOYSA-N 1h-1,2,4-triazole-5-carboxylic acid Chemical compound OC(=O)C1=NC=NN1 LJVQHXICFCZRJN-UHFFFAOYSA-N 0.000 claims description 7
- BSYJHYLAMMJNRC-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-ol Chemical compound CC(C)(C)CC(C)(C)O BSYJHYLAMMJNRC-UHFFFAOYSA-N 0.000 claims description 7
- JTTIOYHBNXDJOD-UHFFFAOYSA-N 2,4,6-triaminopyrimidine Chemical compound NC1=CC(N)=NC(N)=N1 JTTIOYHBNXDJOD-UHFFFAOYSA-N 0.000 claims description 7
- TZFOEYRGARRRGO-UHFFFAOYSA-N 2h-triazole-4,5-dicarboxylic acid Chemical compound OC(=O)C1=NNN=C1C(O)=O TZFOEYRGARRRGO-UHFFFAOYSA-N 0.000 claims description 7
- UIKGLXJNZXSPGV-UHFFFAOYSA-N 5,6-dimethyl-1,2,4-triazin-3-amine Chemical compound CC1=NN=C(N)N=C1C UIKGLXJNZXSPGV-UHFFFAOYSA-N 0.000 claims description 7
- WZUUZPAYWFIBDF-UHFFFAOYSA-N 5-amino-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound NC1=NNC(S)=N1 WZUUZPAYWFIBDF-UHFFFAOYSA-N 0.000 claims description 7
- YMIFDDZCSSDQHL-UHFFFAOYSA-N 6-[3-(trifluoromethyl)phenyl]-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=C(C=CC=2)C(F)(F)F)=N1 YMIFDDZCSSDQHL-UHFFFAOYSA-N 0.000 claims description 7
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 7
- 229920000742 Cotton Polymers 0.000 claims description 7
- 229920000297 Rayon Polymers 0.000 claims description 7
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 claims description 7
- 239000004760 aramid Substances 0.000 claims description 7
- 229920003235 aromatic polyamide Polymers 0.000 claims description 7
- PKWIYNIDEDLDCJ-UHFFFAOYSA-N guanazole Chemical compound NC1=NNC(N)=N1 PKWIYNIDEDLDCJ-UHFFFAOYSA-N 0.000 claims description 7
- YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical compound NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000002964 rayon Substances 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- 229960001288 triamterene Drugs 0.000 claims description 7
- NXFQWRWXEYTOTK-UHFFFAOYSA-N 2-methyl-4-amino-6-methoxy-s-triazine Chemical compound COC1=NC(C)=NC(N)=N1 NXFQWRWXEYTOTK-UHFFFAOYSA-N 0.000 claims description 6
- 239000004114 Ammonium polyphosphate Substances 0.000 claims description 6
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 6
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 6
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
- 239000010452 phosphate Substances 0.000 claims description 6
- 239000004927 clay Substances 0.000 claims description 5
- 229910052570 clay Inorganic materials 0.000 claims description 5
- 239000002082 metal nanoparticle Substances 0.000 claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 238000002074 melt spinning Methods 0.000 claims description 4
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 claims description 4
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 238000001125 extrusion Methods 0.000 claims description 3
- 150000002366 halogen compounds Chemical class 0.000 claims description 3
- 238000001746 injection moulding Methods 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 3
- 150000002118 epoxides Chemical class 0.000 claims 1
- 230000003313 weakening effect Effects 0.000 abstract description 3
- 239000011159 matrix material Substances 0.000 description 29
- 125000000524 functional group Chemical group 0.000 description 26
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 17
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- 229920001778 nylon Polymers 0.000 description 14
- 239000000843 powder Substances 0.000 description 14
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
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- 229910021389 graphene Inorganic materials 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 239000000155 melt Substances 0.000 description 9
- 150000003918 triazines Chemical class 0.000 description 9
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000011068 loading method Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229920000098 polyolefin Polymers 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229910002804 graphite Inorganic materials 0.000 description 5
- 239000010439 graphite Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 125000001033 ether group Chemical group 0.000 description 4
- 229920001600 hydrophobic polymer Polymers 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- QEGWXXRNPXRLHH-UHFFFAOYSA-N triazine;1,3,5-triazine-2,4,6-triamine Chemical compound C1=CN=NN=C1.NC1=NC(N)=NC(N)=N1 QEGWXXRNPXRLHH-UHFFFAOYSA-N 0.000 description 4
- OMRXVBREYFZQHU-UHFFFAOYSA-N 2,4-dichloro-1,3,5-triazine Chemical compound ClC1=NC=NC(Cl)=N1 OMRXVBREYFZQHU-UHFFFAOYSA-N 0.000 description 3
- 229920000271 Kevlar® Polymers 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
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- 150000003018 phosphorus compounds Chemical class 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- HRCSALDOULKIIP-UHFFFAOYSA-N 3-methyl-2,4-dioxa-3$l^{5}-phosphabicyclo[3.3.1]nona-1(9),5,7-triene 3-oxide Chemical compound C1=CC(OP(C)(=O)O2)=CC2=C1 HRCSALDOULKIIP-UHFFFAOYSA-N 0.000 description 2
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- 238000002411 thermogravimetry Methods 0.000 description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- MCLXKFUCPVGZEN-UHFFFAOYSA-N 4,6-dichloro-1,3,5-triazin-2-amine Chemical compound NC1=NC(Cl)=NC(Cl)=N1 MCLXKFUCPVGZEN-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004703 alkoxides Chemical group 0.000 description 1
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- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 231100000693 bioaccumulation Toxicity 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 230000015556 catabolic process Effects 0.000 description 1
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- 230000034994 death Effects 0.000 description 1
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- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 231100000507 endocrine disrupting Toxicity 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- VGPBPWRBXBKGRE-UHFFFAOYSA-N n-(oxomethylidene)hydroxylamine Chemical compound ON=C=O VGPBPWRBXBKGRE-UHFFFAOYSA-N 0.000 description 1
- 230000003188 neurobehavioral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 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 description 1
- 229920002647 polyamide Polymers 0.000 description 1
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- 150000003141 primary amines Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 231100000331 toxic Toxicity 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
-
- 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
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
-
- 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
-
- 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
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
- D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
- D01F8/12—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyamide as constituent
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
- D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
- D01F8/14—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyester as constituent
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
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Abstract
Description
本出願は、2016年11月28日出願の米国仮特許出願第62/426,940号に基づく優先権を主張するものであり、その開示は参照により本明細書に組み込まれる。
Claims (35)
- 第1のポリマー、および
前記第1のポリマーに固定された少なくとも1種の窒素化合物を含む組成物であって、前記窒素化合物は−50〜400℃の範囲の融点を有し、
火炎に曝露されると窒素化合物由来の不燃性ガスを放出する、組成物。 - 繊維の形態である、請求項1に記載の組成物。
- 前記第1のポリマーが、ナイロン6、ナイロン66、ポリエチレンテレフタレート(PET)、ポリエステル、ポリプロピレン、ポリカーボネート、ポリアセタール、直鎖状低密度ポリエチレン(LLDPE)、低密度ポリエチレン(LDPE)、高密度ポリエチレン(HDPE)、および、これらの組合せからなる群から選択される、請求項1に記載の組成物。
- 前記窒素化合物が、1,3,5−トリアジン、1,3,5−トリメチルヘキサヒドロ−1,3,5−トリアジン、3−アミノ−1,2,4−トリアジン、2−アミノ−4,6−ジクロロ−1,3,5−トリアジン、3−アミノ−5,6−ジメチル−1,2,4−トリアジン、2−アミノ−4−メトキシ−6−メチル−1,3,5−トリアジン、2,4−ジアミノ−6−メチル−1,3,5−トリアジン(アセトグアナミン)、2,4−ジアミノ−6−フェニル−1,3,5−トリアジン(ベンゾグアナミン)、2,4−ジアミノ−6−ヒドロキシピリミジン、3,5−ジアミノ−1,2,4−トリアゾール、2,4−ジアミノ−6−[3−(トリフルオロメチル)フェニル]−1,3,5−トリアジン、2,5−ジアミノ−1,3,4−チアジアゾール、1,2,3−トリアゾール−4,5−ジカルボン酸、アミトロール、3−アミノ−1,2,4−トリアゾール−5−チオール、2,4−ジアミノ−6−ヒドロキシピリミジン、1,2,4−トリアゾール−3−カルボン酸、2,4−ジアミノピリミジン、2,4,6−トリアミノピリミジン、トリアムテレン、および、これらの組合せからなる群から選択される、請求項1に記載の組成物。
- 前記窒素化合物が、組成物中に均一に分布している、請求項1に記載の組成物。
- リン系難燃剤をさらに含む、請求項1に記載の組成物。
- 前記リン系難燃剤が、赤リン、ポリリン酸アンモニウム、リン酸トリスクロロプロピル(TCCP)、9,10−ジヒドロ−9−オキサ−10−ホスファフェナントレン−10−オキシド(DOPO)、メチルホスホン酸1,3−フェニレン(Fyrol PMP)、または、これらの組合せである、請求項6に記載の組成物。
- 請求項1に記載の組成物を、押出、繊維溶融紡績または射出成形のうちの1種によって加工するステップを含む、方法。
- 第1のポリマーおよび窒素化合物を添加し、それによって請求項1に記載の組成物を形成するステップを含む、方法。
- 前記窒素化合物が、アセトグアナミンまたはベンゾグアナミンのうちの1種である、請求項9に記載の方法。
- 布の0.1〜25重量%を構成し、第1のポリマー、および−50〜400℃の範囲の融点を有する少なくとも1種の窒素化合物を含む、第1のセットの繊維、ならびに
第1のセットの繊維よりも高い融点を有する第2のポリマーを含む、第2のセットの繊維
を含む、布。 - 前記第1のポリマーが、ナイロン6、ナイロン66、ポリエチレンテレフタレート(PET)、ポリエステル、ポリプロピレン、ポリカーボネート、ポリアセタール、直鎖状低密度ポリエチレン(LLDPE)、低密度ポリエチレン(LDPE)、高密度ポリエチレン(HDPE)、および、これらの組合せからなる群から選択される、請求項11に記載の布。
- 前記窒素化合物が、1,3,5−トリアジン、1,3,5−トリメチルヘキサヒドロ−1,3,5−トリアジン、3−アミノ−1,2,4−トリアジン、2−アミノ−4,6−ジクロロ−1,3,5−トリアジン、3−アミノ−5,6−ジメチル−1,2,4−トリアジン、2−アミノ−4−メトキシ−6−メチル−1,3,5−トリアジン、2,4−ジアミノ−6−メチル−1,3,5−トリアジン(アセトグアナミン)、2,4−ジアミノ−6−フェニル−1,3,5−トリアジン(ベンゾグアナミン)、2,4−ジアミノ−6−ヒドロキシピリミジン、3,5−ジアミノ−1,2,4−トリアゾール、2,4−ジアミノ−6−[3−(トリフルオロメチル)フェニル]−1,3,5−トリアジン、2,5−ジアミノ−1,3,4−チアジアゾール、1,2,3−トリアゾール−4,5−ジカルボン酸、アミトロール、3−アミノ−1,2,4−トリアゾール−5−チオール、2,4−ジアミノ−6−ヒドロキシピリミジン、1,2,4−トリアゾール−3−カルボン酸、2,4−ジアミノピリミジン、2,4,6−トリアミノピリミジン、トリアムテレン、および、これらの組合せからなる群から選択される、請求項11に記載の布。
- 前記窒素化合物が、アセトグアナミン、ベンゾグアナミン、または、これらの組合せである、請求項13に記載の布。
- 前記第1のセットの繊維が、0.5〜35重量%の窒素化合物を含む、請求項11に記載の布。
- 前記第2のセットの繊維が、ナイロン6、ナイロン66、ポリエチレンテレフタレート(PET)、ポリエステル、ポリプロピレン、ポリカーボネート、ポリアセタール、直鎖状低密度ポリエチレン(LLDPE)、低密度ポリエチレン(LDPE)、高密度ポリエチレン(HDPE)、および、これらの組合せからなる群から選択される材料を含む、請求項11に記載の布。
- 前記第2のセットの繊維よりも高い融点を有する第3のセットの繊維をさらに含む、請求項11に記載の布。
- 前記第3のセットの繊維が、綿、レーヨン、ウール、毛、絹、アラミド、または、これらの組合せを含む、請求項17に記載の布。
- 前記第3のセットの繊維が金属繊維を含み、該金属繊維が、銅、鉄、ケイ素、これらの合金、または、これらの組合せを含む、請求項17に記載の布。
- 前記第3のセットの繊維よりも高い融点を有する第4のセットの繊維をさらに含む、請求項17に記載の布。
- 前記第4のセットの繊維が金属繊維を含み、該金属繊維が、銅、鉄、ケイ素、これらの合金、または、これらの組合せを含む、請求項20に記載の布。
- 前記第1のセットの繊維または前記第2のセットの繊維に配置された少なくとも1つの官能化ナノ粒子をさらに含み、該官能化ナノ粒子が、粘土、シリカ、または、銅、鉄、ケイ素、これらの合金もしくはこれらの組合せを含む金属ナノ粒子を含む、請求項11に記載の布。
- 前記官能化ナノ粒子が、少なくとも1つのエポキシド、アミン、無水物、ヒドロキシル、イソシアネート、酸塩化物、ハロゲン化合物、カルボン酸、アルデヒド、ケトンまたはエステルで官能化されている、請求項22に記載の布。
- 前記官能化ナノ粒子が、共有結合が形成されるように第2の官能化ナノ粒子と架橋している、請求項22に記載の布。
- 前記第1のセットの繊維が布の0.1重量%〜25重量%を構成し、前記第2のセットの繊維が布の75重量%〜99.9重量%を構成する、請求項11に記載の布。
- 前記第1のセットの繊維が布の0.1重量%〜25重量%を構成し、前記第2のセットの繊維が布の0.1重量%〜99.8重量%を構成し、前記第3のセットの繊維が布の0.1重量%〜99.8重量%を構成する、請求項17に記載の布。
- 前記第1のセットの繊維が布の0.1重量%〜25重量%を構成し、前記第2のセットの繊維が布の0.1重量%〜99.7重量%を構成し、前記第3のセットの繊維が布の0.1重量%〜99.7重量%を構成し、前記第4のセットの繊維が布の0.1重量%〜99.7重量%を構成する、請求項20に記載の布。
- リン系難燃剤をさらに含む、請求項11に記載の布。
- 前記リン系難燃剤が、赤リン、ポリリン酸アンモニウム、リン酸トリスクロロプロピル(TCCP)、9,10−ジヒドロ−9−オキサ−10−ホスファフェナントレン−10−オキシド(DOPO)、メチルホスホン酸1,3−フェニレン(Fyrol PMP)、または、これらの組合せである、請求項28に記載の布。
- らせん状に巻かれている、請求項11に記載の布。
- 第1のセットの繊維および第2のセットの繊維を含む複合繊維であって、
第1のセットの繊維は、複合繊維の0.1重量%〜25重量%であり、第1のセットの繊維はさらに、第1のセットの繊維の65重量%〜99.5重量%であるポリマー、および第1のセットの繊維の0.5重量%〜35重量%である窒素化合物を含み、
第2のセットの繊維は、複合繊維の75重量%〜99.9重量%であり、第2のセットの繊維はさらに、ポリマーを含む、複合繊維。 - 前記第1のセットの繊維および/または前記第2のセットの繊維のポリマーが、独立して、i)ナイロン6、ナイロン66、ポリエチレンテレフタレート(PET)、ポリエステル、ポリプロピレン、ポリカーボネート、ポリアセタール、直鎖状低密度ポリエチレン(LLDPE)、低密度ポリエチレン(LDPE)、高密度ポリエチレン(HDPE)、および、これらの組合せ、またはii)綿;レーヨン;ウール;毛;絹;アラミド;銅、鉄、ケイ素、これらの合金およびこれらの組合せを含む金属繊維;ならびに、これらの組合せから選択される、請求項31に記載の複合繊維。
- 前記窒素化合物が、1,3,5−トリアジン、1,3,5−トリメチルヘキサヒドロ−1,3,5−トリアジン、3−アミノ−1,2,4−トリアジン、2−アミノ−4,6−ジクロロ−1,3,5−トリアジン、3−アミノ−5,6−ジメチル−1,2,4−トリアジン、2−アミノ−4−メトキシ−6−メチル−1,3,5−トリアジン、2,4−ジアミノ−6−メチル−1,3,5−トリアジン(アセトグアナミン)、2,4−ジアミノ−6−フェニル−1,3,5−トリアジン(ベンゾグアナミン)、2,4−ジアミノ−6−ヒドロキシピリミジン、3,5−ジアミノ−1,2,4−トリアゾール、2,4−ジアミノ−6−[3−(トリフルオロメチル)フェニル]−1,3,5−トリアジン、2,5−ジアミノ−1,3,4−チアジアゾール、1,2,3−トリアゾール−4,5−ジカルボン酸、アミトロール、3−アミノ−1,2,4−トリアゾール−5−チオール、2,4−ジアミノ−6−ヒドロキシピリミジン、1,2,4−トリアゾール−3−カルボン酸、2,4−ジアミノピリミジン、2,4,6−トリアミノピリミジン、トリアムテレン、および、これらの組合せからなる群から選択される、請求項31に記載の複合繊維。
- 前記窒素化合物が、アセトグアナミン、ベンゾグアナミン、または、これらの組合せである、請求項33に記載の複合繊維。
- 複数のセットの繊維を含む布であって、少なくとも1つのセットの繊維が請求項31に記載の複合繊維を含む、布。
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US11104799B2 (en) | 2021-08-31 |
US20190359824A1 (en) | 2019-11-28 |
CN110234694A (zh) | 2019-09-13 |
MX2019006129A (es) | 2019-08-14 |
BR112019010783B1 (pt) | 2023-03-07 |
EP3545031A4 (en) | 2020-07-29 |
JP2022062100A (ja) | 2022-04-19 |
US11932765B2 (en) | 2024-03-19 |
JP7360746B2 (ja) | 2023-10-13 |
WO2018098408A1 (en) | 2018-05-31 |
EP3545031A1 (en) | 2019-10-02 |
US20210309855A1 (en) | 2021-10-07 |
IL266699B1 (en) | 2024-06-01 |
JP7054248B2 (ja) | 2022-04-13 |
IL266699A (en) | 2019-08-29 |
BR112019010783A2 (pt) | 2019-10-01 |
CA3044107A1 (en) | 2018-05-31 |
TW201825602A (zh) | 2018-07-16 |
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