CA2479946A1 - Flame retardant coatings - Google Patents
Flame retardant coatings Download PDFInfo
- Publication number
- CA2479946A1 CA2479946A1 CA002479946A CA2479946A CA2479946A1 CA 2479946 A1 CA2479946 A1 CA 2479946A1 CA 002479946 A CA002479946 A CA 002479946A CA 2479946 A CA2479946 A CA 2479946A CA 2479946 A1 CA2479946 A1 CA 2479946A1
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- bis
- flame retardants
- group
- flame retardant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000003063 flame retardant Substances 0.000 title claims abstract description 134
- 238000000576 coating method Methods 0.000 title claims abstract description 91
- 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 74
- -1 ferrous metals Chemical class 0.000 claims abstract description 145
- 239000000203 mixture Substances 0.000 claims abstract description 93
- 239000008199 coating composition Substances 0.000 claims abstract description 52
- 150000001412 amines Chemical group 0.000 claims abstract description 43
- 239000011248 coating agent Substances 0.000 claims abstract description 41
- 150000001875 compounds Chemical class 0.000 claims abstract description 41
- 239000003381 stabilizer Substances 0.000 claims abstract description 39
- 239000000178 monomer Substances 0.000 claims abstract description 29
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 22
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 21
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 21
- 125000005262 alkoxyamine group Chemical group 0.000 claims abstract description 19
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims abstract description 18
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920003023 plastic Polymers 0.000 claims abstract description 16
- 239000004033 plastic Substances 0.000 claims abstract description 16
- 239000002023 wood Substances 0.000 claims abstract description 15
- 239000002131 composite material Substances 0.000 claims abstract description 13
- 239000004753 textile Substances 0.000 claims abstract description 13
- 239000004593 Epoxy Substances 0.000 claims abstract description 11
- 230000000979 retarding effect Effects 0.000 claims abstract description 11
- 229910052751 metal Inorganic materials 0.000 claims abstract description 10
- 239000002184 metal Substances 0.000 claims abstract description 10
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 10
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 10
- 239000013307 optical fiber Substances 0.000 claims abstract description 9
- 239000000123 paper Substances 0.000 claims abstract description 9
- 229920000728 polyester Polymers 0.000 claims abstract description 9
- 229910000831 Steel Inorganic materials 0.000 claims abstract description 8
- 239000010959 steel Substances 0.000 claims abstract description 8
- 238000010276 construction Methods 0.000 claims abstract description 7
- 229920001971 elastomer Polymers 0.000 claims abstract description 7
- 239000004744 fabric Substances 0.000 claims abstract description 7
- 239000005060 rubber Substances 0.000 claims abstract description 7
- 239000011152 fibreglass Substances 0.000 claims abstract description 6
- 239000011120 plywood Substances 0.000 claims abstract description 6
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011111 cardboard Substances 0.000 claims abstract description 5
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims abstract description 5
- 229910001220 stainless steel Inorganic materials 0.000 claims abstract description 5
- 239000010935 stainless steel Substances 0.000 claims abstract description 5
- 239000011093 chipboard Substances 0.000 claims abstract description 4
- 239000006260 foam Substances 0.000 claims abstract description 4
- 229920001084 poly(chloroprene) Polymers 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 117
- 125000000217 alkyl group Chemical group 0.000 claims description 51
- 239000001257 hydrogen Substances 0.000 claims description 47
- 229910052739 hydrogen Inorganic materials 0.000 claims description 47
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 45
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 31
- 239000000945 filler Substances 0.000 claims description 25
- 239000000758 substrate Substances 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 229920000098 polyolefin Polymers 0.000 claims description 20
- 229920005989 resin Polymers 0.000 claims description 20
- 239000011347 resin Substances 0.000 claims description 20
- 125000002947 alkylene group Chemical group 0.000 claims description 17
- 229920002397 thermoplastic olefin Polymers 0.000 claims description 17
- 125000001931 aliphatic group Chemical group 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 14
- 239000003822 epoxy resin Substances 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 13
- 239000000853 adhesive Substances 0.000 claims description 12
- 230000001070 adhesive effect Effects 0.000 claims description 12
- 239000011230 binding agent Substances 0.000 claims description 12
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 239000006096 absorbing agent Substances 0.000 claims description 10
- 229920000180 alkyd Polymers 0.000 claims description 10
- 238000009472 formulation Methods 0.000 claims description 10
- 229920000178 Acrylic resin Polymers 0.000 claims description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 9
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 9
- 239000005977 Ethylene Substances 0.000 claims description 8
- 125000006309 butyl amino group Chemical group 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000002530 phenolic antioxidant Substances 0.000 claims description 8
- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims description 7
- DYIZJUDNMOIZQO-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[2-(4,5,6,7-tetrabromo-1,3-dioxoisoindol-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C(C(=C(Br)C(Br)=C2Br)Br)=C2C(=O)N1CCN1C(=O)C2=C(Br)C(Br)=C(Br)C(Br)=C2C1=O DYIZJUDNMOIZQO-UHFFFAOYSA-N 0.000 claims description 7
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 125000004104 aryloxy group Chemical group 0.000 claims description 7
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 7
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 7
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 7
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 7
- 229920001225 polyester resin Polymers 0.000 claims description 7
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 7
- 239000004800 polyvinyl chloride Substances 0.000 claims description 7
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 claims description 6
- 150000001463 antimony compounds Chemical class 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- UGQQAJOWXNCOPY-UHFFFAOYSA-N dechlorane plus Chemical compound C12CCC3C(C4(Cl)Cl)(Cl)C(Cl)=C(Cl)C4(Cl)C3CCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl UGQQAJOWXNCOPY-UHFFFAOYSA-N 0.000 claims description 6
- 230000005855 radiation Effects 0.000 claims description 6
- 239000000565 sealant Substances 0.000 claims description 6
- 239000004952 Polyamide Substances 0.000 claims description 5
- 239000004743 Polypropylene Substances 0.000 claims description 5
- 125000005724 cycloalkenylene group Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 229910044991 metal oxide Inorganic materials 0.000 claims description 5
- 150000004706 metal oxides Chemical class 0.000 claims description 5
- 239000004645 polyester resin Substances 0.000 claims description 5
- 229920001155 polypropylene Polymers 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000004114 Ammonium polyphosphate Substances 0.000 claims description 4
- 229920000388 Polyphosphate Polymers 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 4
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- OSIVCXJNIBEGCL-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxypiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCCCCCCCC)C(C)(C)C1 OSIVCXJNIBEGCL-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 claims description 4
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 4
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical class NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 claims description 4
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical class OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 claims description 4
- 229920002647 polyamide Polymers 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 239000001205 polyphosphate Substances 0.000 claims description 4
- 235000011176 polyphosphates Nutrition 0.000 claims description 4
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 4
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 4
- 239000013008 thixotropic agent Substances 0.000 claims description 4
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 claims description 4
- YVVYMSXDQGDASK-UHFFFAOYSA-N 1,2,3-tribromo-4-[2-(2,3,4-tribromophenoxy)ethoxy]benzene Chemical compound BrC1=C(Br)C(Br)=CC=C1OCCOC1=CC=C(Br)C(Br)=C1Br YVVYMSXDQGDASK-UHFFFAOYSA-N 0.000 claims description 3
- YUAPUIKGYCAHGM-UHFFFAOYSA-N 1,2-dibromo-3-(2,3-dibromopropoxy)propane Chemical compound BrCC(Br)COCC(Br)CBr YUAPUIKGYCAHGM-UHFFFAOYSA-N 0.000 claims description 3
- NZUPFZNVGSWLQC-UHFFFAOYSA-N 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O NZUPFZNVGSWLQC-UHFFFAOYSA-N 0.000 claims description 3
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 claims description 3
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000004604 Blowing Agent Substances 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical group 0.000 claims description 3
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 3
- 125000002619 bicyclic group Chemical group 0.000 claims description 3
- IUTYMBRQELGIRS-UHFFFAOYSA-N boric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OB(O)O.NC1=NC(N)=NC(N)=N1 IUTYMBRQELGIRS-UHFFFAOYSA-N 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000839 emulsion Substances 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 239000004816 latex Substances 0.000 claims description 3
- 229920000126 latex Polymers 0.000 claims description 3
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 claims description 3
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001568 phenolic resin Chemical group 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- 229920005749 polyurethane resin Polymers 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 claims description 3
- DJKGDNKYTKCJKD-BPOCMEKLSA-N (1s,4r,5s,6r)-1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid Chemical compound ClC1=C(Cl)[C@]2(Cl)[C@H](C(=O)O)[C@H](C(O)=O)[C@@]1(Cl)C2(Cl)Cl DJKGDNKYTKCJKD-BPOCMEKLSA-N 0.000 claims description 2
- BGGGMYCMZTXZBY-UHFFFAOYSA-N (3-hydroxyphenyl) phosphono hydrogen phosphate Chemical compound OC1=CC=CC(OP(O)(=O)OP(O)(O)=O)=C1 BGGGMYCMZTXZBY-UHFFFAOYSA-N 0.000 claims description 2
- ORYGKUIDIMIRNN-UHFFFAOYSA-N 1,2,3,4-tetrabromo-5-(2,3,4,5-tetrabromophenoxy)benzene Chemical compound BrC1=C(Br)C(Br)=CC(OC=2C(=C(Br)C(Br)=C(Br)C=2)Br)=C1Br ORYGKUIDIMIRNN-UHFFFAOYSA-N 0.000 claims description 2
- FYQOHJWNKFULEZ-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC(C)(O)CON1C(C)(C)CC(O)CC1(C)C FYQOHJWNKFULEZ-UHFFFAOYSA-N 0.000 claims description 2
- FUVBNYKKKZSBCG-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC(C)(O)CON1C(C)(C)CC(=O)CC1(C)C FUVBNYKKKZSBCG-UHFFFAOYSA-N 0.000 claims description 2
- OKELZJLBUAZSCL-UHFFFAOYSA-N 1-cyclohexyloxy-2,2,6,6-tetramethyl-n-octadecylpiperidin-4-amine Chemical compound CC1(C)CC(NCCCCCCCCCCCCCCCCCC)CC(C)(C)N1OC1CCCCC1 OKELZJLBUAZSCL-UHFFFAOYSA-N 0.000 claims description 2
- SCSMZMBYJMIJTK-UHFFFAOYSA-N 2,4,9,10,11-pentaoxa-5,8-diaza-1lambda5,3lambda5-diphosphatricyclo[6.1.1.13,5]undecane 1,3-dioxide Chemical compound O1P(=O)(O2)ON2CCN2OP1(=O)O2 SCSMZMBYJMIJTK-UHFFFAOYSA-N 0.000 claims description 2
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical group OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 claims description 2
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 claims description 2
- CCJKFLLIJCGHMO-UHFFFAOYSA-N 2-[diethoxyphosphorylmethyl(2-hydroxyethyl)amino]ethanol Chemical compound CCOP(=O)(OCC)CN(CCO)CCO CCJKFLLIJCGHMO-UHFFFAOYSA-N 0.000 claims description 2
- XIRDTMSOGDWMOX-UHFFFAOYSA-N 3,4,5,6-tetrabromophthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(Br)C(Br)=C1C(O)=O XIRDTMSOGDWMOX-UHFFFAOYSA-N 0.000 claims description 2
- WZHHYIOUKQNLQM-UHFFFAOYSA-N 3,4,5,6-tetrachlorophthalic acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(O)=O WZHHYIOUKQNLQM-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
- 229910003849 O-Si Inorganic materials 0.000 claims description 2
- YHDJLQXSHIIBAQ-UHFFFAOYSA-N OP(O)OP(O)O.C1(=CC=CC=C1)C1=C(C(=C(C(=C1O)C1=CC=CC=C1)O)C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound OP(O)OP(O)O.C1(=CC=CC=C1)C1=C(C(=C(C(=C1O)C1=CC=CC=C1)O)C1=CC=CC=C1)C1=CC=CC=C1 YHDJLQXSHIIBAQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910003872 O—Si Inorganic materials 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 2
- KGUHWHHMNQPSRV-UHFFFAOYSA-N [1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 KGUHWHHMNQPSRV-UHFFFAOYSA-N 0.000 claims description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 2
- DVXRGUXKOSSOHV-UHFFFAOYSA-N bis[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] decanedioate Chemical compound C1C(C)(C)N(OCC(C)(O)C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 DVXRGUXKOSSOHV-UHFFFAOYSA-N 0.000 claims description 2
- WUXGYZUOHKJTEY-UHFFFAOYSA-N bis[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] hexanedioate Chemical compound C1C(C)(C)N(OCC(C)(O)C)C(C)(C)CC1OC(=O)CCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 WUXGYZUOHKJTEY-UHFFFAOYSA-N 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004465 cycloalkenyloxy group Chemical group 0.000 claims description 2
- 150000004985 diamines Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000004088 foaming agent Substances 0.000 claims description 2
- VUNCWTMEJYMOOR-UHFFFAOYSA-N hexachlorocyclopentadiene Chemical class ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002443 hydroxylamines Chemical class 0.000 claims description 2
- 239000012948 isocyanate Chemical group 0.000 claims description 2
- 150000002513 isocyanates Chemical group 0.000 claims description 2
- 150000004658 ketimines Chemical group 0.000 claims description 2
- 125000005647 linker group Chemical group 0.000 claims description 2
- 239000013521 mastic Substances 0.000 claims description 2
- 239000004570 mortar (masonry) Substances 0.000 claims description 2
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 claims description 2
- 150000002917 oxazolidines Chemical group 0.000 claims description 2
- 150000003017 phosphorus Chemical class 0.000 claims description 2
- 229920000768 polyamine Polymers 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 2
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 2
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- 239000011787 zinc oxide Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/18—Fireproof paints including high temperature resistant paints
-
- 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
-
- 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
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
-
- 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
- C08K5/02—Halogenated hydrocarbons
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37135502P | 2002-04-10 | 2002-04-10 | |
| US60/371,355 | 2002-04-10 | ||
| US41693302P | 2002-10-08 | 2002-10-08 | |
| US60/416,933 | 2002-10-08 | ||
| US42644502P | 2002-11-14 | 2002-11-14 | |
| US60/426,445 | 2002-11-14 | ||
| PCT/EP2003/003492 WO2003085039A1 (en) | 2002-04-10 | 2003-04-03 | Flame retardant coatings |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2479946A1 true CA2479946A1 (en) | 2003-10-16 |
Family
ID=28795012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002479946A Abandoned CA2479946A1 (en) | 2002-04-10 | 2003-04-03 | Flame retardant coatings |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1492840A1 (enExample) |
| JP (1) | JP2005522532A (enExample) |
| KR (1) | KR20040106339A (enExample) |
| CN (1) | CN1646615A (enExample) |
| AU (1) | AU2003224035A1 (enExample) |
| BR (1) | BR0309237A (enExample) |
| CA (1) | CA2479946A1 (enExample) |
| MX (1) | MXPA04009834A (enExample) |
| WO (1) | WO2003085039A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104530794A (zh) * | 2014-12-23 | 2015-04-22 | 姜云华 | 非膨胀型乳胶防火涂料 |
| RU2782533C1 (ru) * | 2021-11-30 | 2022-10-28 | Общество С Ограниченной Ответственностью "Фарро-Тм" (Ооо "Фарро-Тм") | Огнезащитная вспучивающаяся композиция на основе эпоксидной смолы, модифицированной эпоксифосфазеном |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006024621A1 (en) * | 2004-09-03 | 2006-03-09 | Ciba Specialty Chemicals Holding Inc. | In-can stabilizers |
| GB0428009D0 (en) * | 2004-12-21 | 2005-01-26 | W & J Leigh & Co | Intumescent coating compositions |
| GB0428005D0 (en) | 2004-12-21 | 2005-01-26 | W & J Leigh & Co | Intumescent coating compositions |
| CA2626497C (en) | 2005-10-21 | 2018-05-15 | Calix Pty Ltd. | A material compound comprising a solid solution of mgo and caco3 and a method of fabricating the same |
| US8807993B2 (en) | 2006-03-31 | 2014-08-19 | Calix Ltd. | System and method for the calcination of minerals |
| WO2007116938A1 (ja) | 2006-04-06 | 2007-10-18 | Kaneka Corporation | 椅子張り生地用難燃性交織織物 |
| GB0804935D0 (en) * | 2008-03-17 | 2008-04-16 | Intumescent Systems Ltd | Fire and flame resistant linings |
| FI125776B2 (fi) | 2008-06-27 | 2023-07-28 | Metsaeliitto Osuuskunta | Menetelmä puulevyn käsittelemiseksi |
| KR101177487B1 (ko) | 2008-09-26 | 2012-08-29 | 코오롱인더스트리 주식회사 | 난연성 라이오셀 섬유 및 이를 이용한 직물의 제조방법 |
| US9144796B1 (en) | 2009-04-01 | 2015-09-29 | Johnson Matthey Public Limited Company | Method of applying washcoat to monolithic substrate |
| CN101987915B (zh) * | 2009-07-30 | 2012-09-05 | E.I.内穆尔杜邦公司 | 包含多元醇和共稳定剂的聚合物组合物 |
| FR2954319B1 (fr) * | 2009-12-22 | 2012-01-20 | Febex S A | Procede de preparation de thpx |
| US20120082795A1 (en) * | 2010-10-01 | 2012-04-05 | Ppg Industries Ohio, Inc. | Method for using a primer comprising a self-emulsified polyester microgel |
| KR101314446B1 (ko) | 2010-12-24 | 2013-10-07 | (주)엘지하우시스 | 팽창성 흑연을 포함하여 우수한 난연성능을 갖는 합성목재 및 이를 제조하는 방법 |
| WO2012127126A1 (fr) * | 2011-02-21 | 2012-09-27 | Lafarge Gypsum International | Element resistant a des transferts d'air et des transferts thermohydriques pour le domaine de la construction, notamment des murs légers ou des façades légères |
| JP6145685B2 (ja) * | 2011-05-09 | 2017-06-14 | 三菱ケミカル株式会社 | (メタ)アクリル酸エステルおよびその重合体 |
| CN103608505A (zh) | 2011-06-22 | 2014-02-26 | 株式会社钟化 | 仿麂皮风格阻燃性交织织物 |
| CN103059443A (zh) * | 2011-10-20 | 2013-04-24 | 常熟市筑紫机械有限公司 | 一种具有良好阻燃性的聚氯乙烯电线电缆材料 |
| JP6316138B2 (ja) * | 2013-08-08 | 2018-04-25 | 積水化学工業株式会社 | 難燃性塗料組成物 |
| CN103640291A (zh) * | 2013-12-19 | 2014-03-19 | 江苏凯伦建材股份有限公司 | 一种阻燃型tpo防水材料及其施工方法 |
| CN103788820A (zh) * | 2014-01-20 | 2014-05-14 | 南通天明光电科技有限公司 | 防火阻燃绝缘电缆涂料 |
| CN103773180B (zh) * | 2014-01-20 | 2015-11-18 | 南通天明光电科技有限公司 | 耐磨耐热抗划伤鼠标外壳涂料 |
| CN103992667A (zh) * | 2014-05-16 | 2014-08-20 | 吴江市英力达塑料包装有限公司 | 一种环保型涂料及其制备方法 |
| CN104119767A (zh) * | 2014-06-25 | 2014-10-29 | 蚌埠凯盛工程技术有限公司 | 一种抗黄变阻燃粉末涂料 |
| CN104652166B (zh) * | 2014-07-26 | 2016-05-04 | 青岛科技大学 | 一种耐水性好的阻燃纸的制备方法 |
| CN104177899B (zh) * | 2014-07-31 | 2016-05-18 | 马晓权 | 一种汽车座椅用阻燃剂 |
| CN104194633B (zh) * | 2014-08-27 | 2016-08-24 | 苏州诚晟信息技术有限公司 | 一种抗紫外线防火涂料及其制备方法 |
| CN104449220A (zh) * | 2014-11-24 | 2015-03-25 | 天长市开林化工有限公司 | 一种固化速度快的环氧树脂改性涂料 |
| DE102014119314B4 (de) * | 2014-12-22 | 2018-06-28 | Köster Bauchemie AG | Zusammensetzung zur Beschichtung und Abdichtung von Oberflächen, deren Verwendung und Verfahren zur Beschichtung und Abdichtung |
| US20170003349A1 (en) * | 2015-07-02 | 2017-01-05 | GM Global Technology Operations LLC | Arc suppression and protection of integrated flex circuit fuses for high voltage applications under chemically harsh environments |
| CN105838229A (zh) * | 2016-04-29 | 2016-08-10 | 李强 | 一种水性阻燃聚氨酯涂料及其制备方法 |
| JP6920894B2 (ja) * | 2017-06-12 | 2021-08-18 | ニッタ化工品株式会社 | ゴム部材 |
| CN110452585A (zh) * | 2018-03-05 | 2019-11-15 | 张忠强 | 一种用于木质铅笔的涂料及其涂布方法 |
| MX2021015422A (es) * | 2019-06-13 | 2022-02-21 | Arxada Llc | Tablero de fibras orientado (osb) al retardante de llama. |
| US11851901B2 (en) * | 2020-04-16 | 2023-12-26 | Mark Castellucci, SR. | Honeycomb structures and clamp for same |
| CN111560182A (zh) * | 2020-05-30 | 2020-08-21 | 东联北方科技(北京)有限公司 | 一种外墙腻子 |
| JP6993601B1 (ja) * | 2020-08-13 | 2022-01-13 | 株式会社ジェイエスピー | ポリオレフィン系樹脂発泡粒子、その製造方法及びポリオレフィン系樹脂発泡粒子成形体 |
| CN112538094A (zh) * | 2020-12-15 | 2021-03-23 | 江苏长能节能新材料科技有限公司 | 三聚氰胺烷基磷酸酯及其制备方法与应用 |
| CN112592514A (zh) * | 2020-12-15 | 2021-04-02 | 江苏长能节能新材料科技有限公司 | 磷氮阻燃剂及其制备方法与应用 |
| CN113150645A (zh) * | 2021-03-27 | 2021-07-23 | 青岛金大鹏粉体科技有限公司 | 一种海水用环氧型粉末涂料及其制备方法 |
| KR102428471B1 (ko) * | 2021-09-06 | 2022-08-02 | 한태웅 | 안전 기능이 개선된 테트라포드 |
| KR102428472B1 (ko) * | 2021-09-06 | 2022-08-02 | 한태웅 | 안전기능이 개선된 인공어초 복합형 테트라포드 |
| JPWO2023095772A1 (enExample) * | 2021-11-25 | 2023-06-01 | ||
| KR20250124112A (ko) | 2022-12-16 | 2025-08-19 | 미쯔비시 가스 케미칼 컴파니, 인코포레이티드 | 에폭시 수지 조성물 및 도료 |
| KR102643838B1 (ko) * | 2023-06-13 | 2024-03-06 | 박영진 | 우수한 난연성을 보여주는 변성 실리콘 접착제 조성물 및 이들의 제조 |
| CN117466596B (zh) * | 2023-10-31 | 2024-09-06 | 重庆欧斯克宁保温建材有限公司 | 一种保温材料及其制备方法 |
| WO2025211586A1 (ko) * | 2024-04-02 | 2025-10-09 | 연세대학교 산학협력단 | 셀룰로오스에 특화된 멜라민 수지 기반의 인산계 난연 코팅제 및 이의 제조 방법 |
| CN118222147A (zh) * | 2024-04-02 | 2024-06-21 | 山东奔腾漆业股份有限公司 | 涂料组合物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5096950A (en) * | 1988-10-19 | 1992-03-17 | Ciba-Geigy Corporation | Polyolefin compositions stabilized with NOR-substituted hindered amines |
| US5077340A (en) * | 1989-03-21 | 1991-12-31 | Ciba-Geigy Corporation | Ethylenically unsaturated compounds containing 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine moieties, and polymers, copolymers and stabilized compositions |
| DE69026747T2 (de) * | 1989-03-21 | 1996-11-14 | Ciba Geigy Ag | Nichtwandernde 1-Hydrocarbyloxy-gehinderte Amineverbindungen als Polymerstabilisatoren |
| US5393812A (en) * | 1993-08-31 | 1995-02-28 | Hercules Incorporated | Flame retardant, light stable composition |
| BR9810957A (pt) * | 1997-06-30 | 2000-09-26 | Ciba Sc Holding Ag | "composições retardadoras de chama" |
-
2003
- 2003-04-03 BR BR0309237-2A patent/BR0309237A/pt not_active IP Right Cessation
- 2003-04-03 CN CNA03808015XA patent/CN1646615A/zh active Pending
- 2003-04-03 CA CA002479946A patent/CA2479946A1/en not_active Abandoned
- 2003-04-03 JP JP2003582223A patent/JP2005522532A/ja not_active Withdrawn
- 2003-04-03 EP EP03720419A patent/EP1492840A1/en not_active Withdrawn
- 2003-04-03 KR KR10-2004-7016133A patent/KR20040106339A/ko not_active Withdrawn
- 2003-04-03 WO PCT/EP2003/003492 patent/WO2003085039A1/en not_active Ceased
- 2003-04-03 MX MXPA04009834A patent/MXPA04009834A/es unknown
- 2003-04-03 AU AU2003224035A patent/AU2003224035A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104530794A (zh) * | 2014-12-23 | 2015-04-22 | 姜云华 | 非膨胀型乳胶防火涂料 |
| RU2782533C1 (ru) * | 2021-11-30 | 2022-10-28 | Общество С Ограниченной Ответственностью "Фарро-Тм" (Ооо "Фарро-Тм") | Огнезащитная вспучивающаяся композиция на основе эпоксидной смолы, модифицированной эпоксифосфазеном |
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA04009834A (es) | 2004-12-07 |
| EP1492840A1 (en) | 2005-01-05 |
| CN1646615A (zh) | 2005-07-27 |
| BR0309237A (pt) | 2005-02-09 |
| JP2005522532A (ja) | 2005-07-28 |
| WO2003085039A1 (en) | 2003-10-16 |
| AU2003224035A1 (en) | 2003-10-20 |
| KR20040106339A (ko) | 2004-12-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |