EP1137711A1 - Chlorine and bromine-free flame resistant polycarbonate moulding substances - Google Patents
Chlorine and bromine-free flame resistant polycarbonate moulding substancesInfo
- Publication number
- EP1137711A1 EP1137711A1 EP99972236A EP99972236A EP1137711A1 EP 1137711 A1 EP1137711 A1 EP 1137711A1 EP 99972236 A EP99972236 A EP 99972236A EP 99972236 A EP99972236 A EP 99972236A EP 1137711 A1 EP1137711 A1 EP 1137711A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- acid
- compositions according
- molding compositions
- polycarbonate
- 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.)
- Withdrawn
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 62
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 61
- 238000000465 moulding Methods 0.000 title claims abstract description 27
- 239000000126 substance Substances 0.000 title abstract description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 title description 3
- 229910052801 chlorine Inorganic materials 0.000 title description 3
- 239000000460 chlorine Substances 0.000 title description 3
- 239000003365 glass fiber Substances 0.000 claims abstract description 15
- 239000000654 additive Substances 0.000 claims abstract description 11
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims description 48
- 239000003063 flame retardant Substances 0.000 claims description 26
- 229920000570 polyether Polymers 0.000 claims description 20
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 19
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 229910052708 sodium Inorganic materials 0.000 claims description 15
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 7
- 239000004593 Epoxy Substances 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 238000001746 injection moulding Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 238000006735 epoxidation reaction Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 125000005456 glyceride group Chemical group 0.000 claims description 2
- 239000000944 linseed oil Substances 0.000 claims description 2
- 235000021388 linseed oil Nutrition 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000012778 molding material Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 9
- -1 aliphatic sulfonic acids Chemical class 0.000 description 38
- 229920000642 polymer Polymers 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000011734 sodium Substances 0.000 description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 13
- 239000002253 acid Substances 0.000 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 description 10
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 9
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 8
- 125000005027 hydroxyaryl group Chemical group 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 239000006085 branching agent Substances 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- LVTHXRLARFLXNR-UHFFFAOYSA-M potassium;1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [K+].[O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F LVTHXRLARFLXNR-UHFFFAOYSA-M 0.000 description 5
- 238000005809 transesterification reaction Methods 0.000 description 5
- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 4
- CFOQKXQWGLAKSK-UHFFFAOYSA-N 13-docosen-1-ol Natural products CCCCCCCCC=CCCCCCCCCCCCCO CFOQKXQWGLAKSK-UHFFFAOYSA-N 0.000 description 4
- ZEMPKEQAKRGZGQ-AAKVHIHISA-N 2,3-bis[[(z)-12-hydroxyoctadec-9-enoyl]oxy]propyl (z)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(O)CCCCCC)COC(=O)CCCCCCC\C=C/CC(O)CCCCCC ZEMPKEQAKRGZGQ-AAKVHIHISA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 4
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 4
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 150000003377 silicon compounds Chemical class 0.000 description 4
- 150000003460 sulfonic acids Chemical class 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004431 polycarbonate resin Substances 0.000 description 3
- 229920005668 polycarbonate resin Polymers 0.000 description 3
- 235000011009 potassium phosphates Nutrition 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 238000009849 vacuum degassing Methods 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- CUXYLFPMQMFGPL-WPOADVJFSA-N (9Z,11E,13E)-octadeca-9,11,13-trienoic acid Chemical compound CCCC\C=C\C=C\C=C/CCCCCCCC(O)=O CUXYLFPMQMFGPL-WPOADVJFSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- IKYKEVDKGZYRMQ-PDBXOOCHSA-N (9Z,12Z,15Z)-octadecatrien-1-ol Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCO IKYKEVDKGZYRMQ-PDBXOOCHSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical class CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- PIFPCDRPHCQLSJ-WYIJOVFWSA-N 4,8,12,15,19-Docosapentaenoic acid Chemical compound CC\C=C\CC\C=C\C\C=C\CC\C=C\CC\C=C\CCC(O)=O PIFPCDRPHCQLSJ-WYIJOVFWSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 2
- PIFPCDRPHCQLSJ-UHFFFAOYSA-N Clupanodonic acid Natural products CCC=CCCC=CCC=CCCC=CCCC=CCCC(O)=O PIFPCDRPHCQLSJ-UHFFFAOYSA-N 0.000 description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 235000021353 Lignoceric acid Nutrition 0.000 description 2
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 2
- 229920004049 Makrolon® 2805 Polymers 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000021319 Palmitoleic acid Nutrition 0.000 description 2
- 239000005643 Pelargonic acid Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 235000021342 arachidonic acid Nutrition 0.000 description 2
- 229940114079 arachidonic acid Drugs 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 2
- 229940090949 docosahexaenoic acid Drugs 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 2
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical class CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 229940043348 myristyl alcohol Drugs 0.000 description 2
- 235000021290 n-3 DPA Nutrition 0.000 description 2
- XGFDHKJUZCCPKQ-UHFFFAOYSA-N n-nonadecyl alcohol Natural products CCCCCCCCCCCCCCCCCCCO XGFDHKJUZCCPKQ-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical class CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229940055577 oleyl alcohol Drugs 0.000 description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 2
- 150000002924 oxiranes Chemical group 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical class CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical class C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000004334 sorbic acid Substances 0.000 description 2
- 235000010199 sorbic acid Nutrition 0.000 description 2
- 229940075582 sorbic acid Drugs 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 2
- 150000004072 triols Chemical class 0.000 description 2
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 2
- 229940005605 valeric acid Drugs 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 description 1
- DJYWKXYRGAMLRE-QXMHVHEDSA-N (z)-icos-9-en-1-ol Chemical compound CCCCCCCCCC\C=C/CCCCCCCCO DJYWKXYRGAMLRE-QXMHVHEDSA-N 0.000 description 1
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical class CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 1
- VPVTXVHUJHGOCM-UHFFFAOYSA-N 2,4-bis[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 VPVTXVHUJHGOCM-UHFFFAOYSA-N 0.000 description 1
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 1
- MAQOZOILPAMFSW-UHFFFAOYSA-N 2,6-bis[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=C(CC=3C(=CC=C(C)C=3)O)C=C(C)C=2)O)=C1 MAQOZOILPAMFSW-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- QPGBFKDHRXJSIK-UHFFFAOYSA-N 2-tert-butylbenzene-1,3-dicarboxylic acid Chemical compound CC(C)(C)C1=C(C(O)=O)C=CC=C1C(O)=O QPGBFKDHRXJSIK-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- ZEKCYPANSOJWDH-UHFFFAOYSA-N 3,3-bis(4-hydroxy-3-methylphenyl)-1H-indol-2-one Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3NC2=O)C=2C=C(C)C(O)=CC=2)=C1 ZEKCYPANSOJWDH-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- XHASMJXNUHCHBL-UHFFFAOYSA-N 4-(1-phenylethyl)phenol Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=CC=C1 XHASMJXNUHCHBL-UHFFFAOYSA-N 0.000 description 1
- ASURBSPIYIISGI-UHFFFAOYSA-N 4-(3,3,5-trimethylcyclohexyl)phenol Chemical compound C1C(C)(C)CC(C)CC1C1=CC=C(O)C=C1 ASURBSPIYIISGI-UHFFFAOYSA-N 0.000 description 1
- WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 1
- SUCTVKDVODFXFX-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfonyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 SUCTVKDVODFXFX-UHFFFAOYSA-N 0.000 description 1
- HVXRCAWUNAOCTA-UHFFFAOYSA-N 4-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=C(O)C=C1 HVXRCAWUNAOCTA-UHFFFAOYSA-N 0.000 description 1
- JSFITYFUKSFPBZ-UHFFFAOYSA-N 4-(7-methyloctyl)phenol Chemical compound CC(C)CCCCCCC1=CC=C(O)C=C1 JSFITYFUKSFPBZ-UHFFFAOYSA-N 0.000 description 1
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 1
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 1
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 1
- XKACUVXWRVMXOE-UHFFFAOYSA-N 4-[2-(4-carboxyphenyl)propan-2-yl]benzoic acid Chemical compound C=1C=C(C(O)=O)C=CC=1C(C)(C)C1=CC=C(C(O)=O)C=C1 XKACUVXWRVMXOE-UHFFFAOYSA-N 0.000 description 1
- DUKMWXLEZOCRSO-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)-1-phenylpropan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)CC1=CC=CC=C1 DUKMWXLEZOCRSO-UHFFFAOYSA-N 0.000 description 1
- XJGTVJRTDRARGO-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]benzene-1,3-diol Chemical compound C=1C=C(O)C=C(O)C=1C(C)(C)C1=CC=C(O)C=C1 XJGTVJRTDRARGO-UHFFFAOYSA-N 0.000 description 1
- JHSDIILQGDBNPD-UHFFFAOYSA-N 4-[2-[4-[tris[4-[2-(4-hydroxyphenyl)propan-2-yl]phenoxy]methoxy]phenyl]propan-2-yl]phenol Chemical compound C=1C=C(OC(OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)(OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)C=CC=1C(C)(C)C1=CC=C(O)C=C1 JHSDIILQGDBNPD-UHFFFAOYSA-N 0.000 description 1
- RQTDWDATSAVLOR-UHFFFAOYSA-N 4-[3,5-bis(4-hydroxyphenyl)phenyl]phenol Chemical compound C1=CC(O)=CC=C1C1=CC(C=2C=CC(O)=CC=2)=CC(C=2C=CC(O)=CC=2)=C1 RQTDWDATSAVLOR-UHFFFAOYSA-N 0.000 description 1
- OBZFGWBLZXIBII-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)-3-methylbutyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CCC(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 OBZFGWBLZXIBII-UHFFFAOYSA-N 0.000 description 1
- NIRYBKWMEWFDPM-UHFFFAOYSA-N 4-[3-(4-hydroxyphenyl)-3-methylbutyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)CCC1=CC=C(O)C=C1 NIRYBKWMEWFDPM-UHFFFAOYSA-N 0.000 description 1
- CIEGINNQDIULCT-UHFFFAOYSA-N 4-[4,6-bis(4-hydroxyphenyl)-4,6-dimethylheptan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)CC(C)(C=1C=CC(O)=CC=1)CC(C)(C)C1=CC=C(O)C=C1 CIEGINNQDIULCT-UHFFFAOYSA-N 0.000 description 1
- LIDWAYDGZUAJEG-UHFFFAOYSA-N 4-[bis(4-hydroxyphenyl)-phenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC(O)=CC=1)C1=CC=CC=C1 LIDWAYDGZUAJEG-UHFFFAOYSA-N 0.000 description 1
- BOCLKUCIZOXUEY-UHFFFAOYSA-N 4-[tris(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 BOCLKUCIZOXUEY-UHFFFAOYSA-N 0.000 description 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004425 Makrolon Substances 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- CZMYYYBIPCHTOZ-UHFFFAOYSA-N P1(OCC(C2=CC=CC=C2)O1)=O.[K] Chemical compound P1(OCC(C2=CC=CC=C2)O1)=O.[K] CZMYYYBIPCHTOZ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000005819 Potassium phosphonate Substances 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- FVJVAGSQQNKTJZ-UHFFFAOYSA-N [B+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [B+3].[Al+3].[O-][Si]([O-])([O-])[O-] FVJVAGSQQNKTJZ-UHFFFAOYSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910001615 alkaline earth metal halide Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229940114055 beta-resorcylic acid Drugs 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
- 125000005587 carbonate group Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical group OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 1
- DRXDBDATOLWSNZ-UHFFFAOYSA-L dilithium;dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [Li+].[Li+].[O-]P([O-])(=O)C1=CC=CC=C1 DRXDBDATOLWSNZ-UHFFFAOYSA-L 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- OZYJVQJGKRFVHQ-UHFFFAOYSA-L dipotassium trioxidophosphanium Chemical class [K+].[K+].[O-]P([O-])=O OZYJVQJGKRFVHQ-UHFFFAOYSA-L 0.000 description 1
- BJZIJOLEWHWTJO-UHFFFAOYSA-H dipotassium;hexafluorozirconium(2-) Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[Zr+4] BJZIJOLEWHWTJO-UHFFFAOYSA-H 0.000 description 1
- KLKYJMASALXYQR-UHFFFAOYSA-L dipotassium;methyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [K+].[K+].CP([O-])([O-])=O KLKYJMASALXYQR-UHFFFAOYSA-L 0.000 description 1
- RXCBCUJUGULOGC-UHFFFAOYSA-H dipotassium;tetrafluorotitanium;difluoride Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[Ti+4] RXCBCUJUGULOGC-UHFFFAOYSA-H 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
- 229960001078 lithium Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- ACXCWUMCBFSPDP-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;oxiran-2-ylmethyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CC(=C)C(=O)OCC1CO1 ACXCWUMCBFSPDP-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- BRSBTWUVNJWDET-UHFFFAOYSA-N n-(benzenesulfonyl)benzenesulfonamide;potassium Chemical compound [K].C=1C=CC=CC=1S(=O)(=O)NS(=O)(=O)C1=CC=CC=C1 BRSBTWUVNJWDET-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- OQZCJRJRGMMSGK-UHFFFAOYSA-M potassium metaphosphate Chemical compound [K+].[O-]P(=O)=O OQZCJRJRGMMSGK-UHFFFAOYSA-M 0.000 description 1
- 229940099402 potassium metaphosphate Drugs 0.000 description 1
- 229940093916 potassium phosphate Drugs 0.000 description 1
- 229940098424 potassium pyrophosphate Drugs 0.000 description 1
- GGRIQDPLLHVRDU-UHFFFAOYSA-M potassium;2-(benzenesulfonyl)benzenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1 GGRIQDPLLHVRDU-UHFFFAOYSA-M 0.000 description 1
- WGKRYHXNEYRYIV-UHFFFAOYSA-M potassium;2-formylbenzenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C1=CC=CC=C1C=O WGKRYHXNEYRYIV-UHFFFAOYSA-M 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000005368 silicate glass Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229960003339 sodium phosphate Drugs 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- SRLXRNGDZBOSLL-UHFFFAOYSA-N tetranonyl silicate Chemical compound CCCCCCCCCO[Si](OCCCCCCCCC)(OCCCCCCCCC)OCCCCCCCCC SRLXRNGDZBOSLL-UHFFFAOYSA-N 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- ZIZQEDPMQXFXTE-UHFFFAOYSA-H tripotassium;hexafluoroaluminum(3-) Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[Al+3].[K+].[K+].[K+] ZIZQEDPMQXFXTE-UHFFFAOYSA-H 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular 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
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; 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
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
- C08K7/04—Fibres or whiskers inorganic
- C08K7/14—Glass
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/14—Copolymers of styrene with unsaturated esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Definitions
- the present invention relates to glass fiber-reinforced, flame-retardant polycarbonate molding compositions with flame retardants containing epoxy groups, optionally in addition to other flame retardants, antidripping agents and other additives customary for polycarbonate.
- Flame retardants for glass fiber reinforced polycarbonates are described in large numbers in patents and publications.
- aromatic sulfonic acid salts is described in US Pat. Nos. 3,933,734 and 3,940,366.
- the disadvantage of this flame retardant is that fire class V-0 is not always achieved with thin rods and that the additives as ionic salts tend to catalyze transesterification and degradation reactions in polycarbonate.
- alkali salts for the production of flame-retardant polycarbonates has long been known (see for example DE-OS 1 930 257 and US-A 3 775 367, DE-OS 2 049 358 and US-A 3 836 490, DE-OS 2 149 31 1 and GB-PS 1 370 744).
- DE-OS 25 35 261 discloses the production of flame-retardant polycarbonates, to which organic alkali metal salts or organic alkaline earth metal salts or mixtures thereof are added in combination with siloxanes. Flame-retardant polycarbonates also emerge from EP-A 392 252; Both alkali and alkaline earth salts and siloxanes serve as fire protection additives.
- oligomeric or polymeric siloxanes described there lead to severe intolerances even in the smallest dosage.
- volatile, cyclic siloxanes are formed in the finished part by cleavage, which can lead to contact damage in electrical devices.
- flame retardant polycarbonates which contain organic alkali metal salts, organic alkaline earth metal salts or their mixtures and alkali metal or alkaline earth metal halides or organic halides. It can also contain a siloxane that improves flame retardancy.
- oligomeric and polymeric siloxanes described there only work in combination with an organic halide; in combination with a salt alone, they lead to a deterioration in the fire properties.
- DE-OS 29 18 882 and DE-OS 29 18 883 describe flame-retardant thermoplastic mixtures which contain organic halogen compounds, alkali metal or alkaline earth metal salts and an anti-drip agent.
- JP-A 60/149658 discloses polycarbonate resins which contain potassium phosphates, aromatic phosphites, silicon compounds and glass fibers.
- the polycarbonates have improved flame retardancy.
- CH Si (O-nonyl) 3 is mentioned as the silicon compound.
- JP-A 60/186559 discloses polycarbonate resins which contain potassium phosphonates, aromatic phosphites, 4,4-dihydroxydiphenylalkane oligomers and organic silicon compounds.
- the polycarbonate resins are flame retardant.
- Methyl tri (sec) octyloxysilane, tetranonyl silicate and tetridecyl silicate are mentioned as silicon compounds.
- transesterification catalysts especially phosphites
- they have an adverse effect on polycarbonates.
- they cause a deterioration in hydrolysis resistance and in electrical applications can lead to contact damage due to the release of phosphoric acids.
- the silicon compounds described which are characterized by a methyl radical bonded to the silicon and large alkoxy radicals, also have further disadvantages such as
- halogenated phthalimides described in US Pat. No. 5,326,800 produces reliable fire protection, but has the disadvantage of containing halogen and therefore developing corrosive gases in the event of a fire; this also applies to the sole use of halogenated phthalimides described in JP-A 75/1 19041, and the method of using organic alkali metal salts in addition to organic halides described in DE-OS 27 44 016 and US-A 4 1 10 299.
- the task was therefore to develop a chlorine- or bromine-free flame retardant for glass fiber reinforced polycarbonate molding compounds.
- epoxy-containing compounds as flame retardants, optionally in addition to ahphatic or aromatic organic salts, in particular sulfonic acid salts.
- the present invention therefore relates to flame-retardant polycarbonate molding compositions
- the molding compositions according to the invention can contain additives such as thermal stabilizers, UV stabilizers, antioxidants, mold release agents, other flame retardants, antidripping agents, pigments or fillers in the amounts customary for thermoplastic polycarbonates, and also other polymers as blend partners, for example ABS, SAN, EPDM or polyester, in particular those based on terephthalic acid.
- additives such as thermal stabilizers, UV stabilizers, antioxidants, mold release agents, other flame retardants, antidripping agents, pigments or fillers in the amounts customary for thermoplastic polycarbonates, and also other polymers as blend partners, for example ABS, SAN, EPDM or polyester, in particular those based on terephthalic acid.
- Aromatic (co) polycarbonates a) for the purposes of the present invention are both homopolycarbonates and copolycarbonates; which can be linear or branched in a known manner.
- polycarbonates to be used according to the invention are produced in a known manner from diphenols, carbonic acid derivatives, optionally chain terminators and optionally branching agents, with part of the carbonic acid derivatives being replaced by aromatic dicarboxylic acids or derivatives of dicarboxylic acids in order to produce polyester carbonates.
- aromatic polycarbonates including the thermoplastic, aromatic
- Polyester carbonates have average molecular weights M. (determined by measuring the relative viscosity at 25 ° C. in CH 2 C1 2 and a concentration of 0.5 g per 100 ml of CH 2 C1 2 ) from 12,000 to 120,000, preferably from 15,000 up to 80,000 and in particular from 22,000 to 60,000.
- Diphenols suitable for the preparation of the polycarbonates to be used according to the invention are, for example, hydroquinone, resorcinol, dihydroxydiphenyl, bis (hydroxyaryl) alkanes, bis (hydroxyaryl) cycloalkanes, bis (hydroxyaryl) sulfides, bis (hydroxyaryl) ethers, bis (hydroxyaryl) - ketones, bis (hydroxyaryl) sulfones, bis (hydroxyaryl) sulfoxides, ( ⁇ , ⁇ '-bis (hydroxyaryl) diisopropylbenzenes, and also their ring-alkylated and ring-halogenated compounds.
- Preferred diphenols are 4,4'-dihydroxydiphenyl, 2,2-bis (4-hydroxyphenyl) -l-phenyl-propane, l, l-bis (4-hydroxyphenyl) phenylethane, 2,2-bis (4-hydroxyphenyl) - propane, 2,4-bis (4-hydroxyphenyl) -2-methylbutane, l, l-bis (4-hydroxyphenyl) -m / p-diisopropylbenzene, 2,2-bis (3-methyl-4-hydroxyphenyl) propane, Bis (3,5-dimethyl-4-hydroxyphenyl) methane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, bis (3,5-dimethyl-4-hydroxyphenyl) sulfone, 2, 4-bis (3,5-dimethyl-4-hydroxyphenyl) -2-methylbutane, l, l-bis (3,5-dimethyl-4-hydroxyphenyl) -m / p
- diphenols are 4,4'-dihydroxydiphenyl, l, l-bis- (4-hydroxyphenyl) phenylethane, 2,2-bis (4-hydroxyphenyl) propane, 2,2-bis (3,5-dimethyl- 4-hydroxyphenyl) propane, 1,1-bis (4-hydroxyphenyl) cyclohexane and 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane.
- Suitable chain terminators are both monophenols and monocarboxylic acids.
- Suitable monophenols are phenol, alkylphenols such as cresols, p-tert-butylphenol, p-n-octylphenol, p-iso-octylphenol, p-n-nonylphenol and p-iso-nonylphenol,
- Halophenols such as p-chlorophenol, 2,4-dichlorophenol, p-bromophenol and 2,4,6-tribromophenol or mixtures thereof.
- Suitable monocarboxylic acids are benzoic acid, alkylbenzoic acids and halobenzoic acids.
- Preferred chain terminators are the phenols of the formula (V)
- R 3 is H or a branched or unbranched C, -C
- the amount of chain terminator to be used is 0.5 mol% to 10 mol%, based on moles of diphenols used in each case.
- the chain terminators can be added before, during or after phosgenation.
- Suitable branching agents are the trifunctional or trifunctional compounds known in polycarbonate chemistry, in particular those having three or more than three phenolic OH groups.
- Suitable branching agents are, for example, phloroglucin, 4,6-dimethyl-2,4,6-tri (4-hydroxyphenyl) hepten-2, 4,6-dimethyl-2,4,6-tri (4-hydroxyphenyl) heptane, 1, 3,5-tri- (4-hydroxyphenyl) benzene, 1,1,1-tri (4-hydroxyphenyl) ethane, tri (4-hydroxyphenyl) phenylmethane, 2,2-bis- [4,4-bis (4th -hydroxyphenyl) cyclohexyl] propane, 2,4-bis (4-hydroxyphenylisopropyl) phenol, 2,6-bis (2-hydroxy-5'-methylbenzyl) -4-methylphenol, 2- (4-hydroxyphenyl) - 2- (2,4-dihydroxyphenyl) propane.
- the amount of branching agents which may be used is 0.05 mol% to 2.5 mol%, based in turn on moles of diphenols used in each case.
- the branching agents can either be introduced with the diphenols and the chain terminators in the aqueous alkaline phase, or added dissolved in an organic solvent before the phosgenation.
- Aromatic dicarboxylic acids suitable for the production of polyester carbonates are, for example, phthalic acid, terephthalic acid, isophthalic acid, tert-butylisophthalic acid, 3,3'-diphenyldicarboxylic acid, 4,4'-diphenyldicarboxylic acid, 4,4-benzophenone dicarboxylic acid, 3,4'- Benzophenone dicarboxylic acid, 4,4'-diphenyl ether dicarboxylic acid, 4,4'-diphenyl sulfone dicarboxylic acid, 2,2-bis (4-carboxyphenyl) propane, trimethyl-3-phenyl indane-4,5'-dicarboxylic acid.
- aromatic dicarboxylic acids terephthalic acid and / or isophthalic acid are particularly preferably used.
- Dicarboxylic acids are the dicarboxylic acid dihalides and the dicarboxylic acid dialkyl esters, in particular the dicarboxylic acid dichlorides and the dicarboxylic acid dimethyl esters.
- Preferred methods of producing the (co) polycarbonates to be used according to the invention are the interfacial process and the melt transesterification process.
- phosgene is preferably used as the carbonic acid derivative, in the latter case preferably diphenyl carbonate.
- Catalysts, solvents, work-up, reaction conditions etc. for the (co) polycarbonate production are sufficiently described and known in both cases.
- glass fibers b A large number of commercially available glass fiber types and types are suitable as glass fibers b), that is to say cut long glass fibers ("chopped strands") and short glass fibers (“milled fibers”), provided that they are made compatible with polycarbonate by suitable sizes.
- Glass fibers made of E-glass are preferably used to produce the molding compositions according to the invention.
- e-glass is an aluminum-boron-silicate glass with an alkali oxide content of ⁇ 1% by weight. Glass fibers with a diameter of 8 to 20 ⁇ m and a length of 3 to 6 mm (“chopped strands”) are preferably used;
- short glass fibers (“milled fibers”) can also be used, as can suitable glass balls.
- Glass fibers with a diameter of 10 to 17 ⁇ m and a length of 4 to 5 mm are particularly preferably used.
- Preferred (co) polymers c) are those which can be obtained by (co) polymerizing (1) 1-100% by weight, preferably 5-80% by weight, particularly preferably 10-60% by weight, of glycidyl acrylate or glycidyl methacrylate or mixtures thereof, glycidyl methacrylate being preferred, and
- RC -C 24 alkyl, C 7 -C 24 alkaryl or aralkyl (optionally substituted or halogenated), C 6 -C 24 aryl or glycidyl (optionally substituted or halogenated), preferably methyl, butyl or glycidyl,
- R represents H or methyl
- R 2 is C 7 -C 24 alkaryl or aralkyl or C 6 -C 24 aryl (optionally substituted or halogenated), preferably phenyl, and
- RC -C 24 alkyl, C 7 -C 24 alkaryl or aralkyl or C 6 -C 24 aryl (optionally substituted or halogenated), C 2 -C 24 acyl, preferably ethyl or acetyl, with the proviso that 1 to 100 mol%, preferably 5 to 80 mol%, particularly preferably 10 to 60 mol% of the structural units of the formula (I) contained in the (co) polymers are glycidyl esters.
- a (co) polymer can contain several different structural elements of each of types (I), (II) or (III).
- the (co) polymers c) are very particularly preferably prepared by copolymerizing a mixture of
- glycidyl methacrylate, methyl methacrylate, butyl methacrylate and styrene can be used, for example, as (co) polymeric c) copolymers.
- Such copolymers are commercially available.
- the company Anderson (Adrian, Michigan, USA) produces copolymers of this type with a content of approximately 27% by weight of glycidyl methacrylate under the trade name Almatex® PD-7610 and
- Copolymers with a content of approx. 40% by weight glycidyl methacrylate are sold under the trade name Almatex ® AP-3402.
- epoxy group-containing carboxylic acid esters c preference is given to using compounds which have carboxylic acid residues with 5-36 C atoms, preferably 10-25 C atoms, and residues which are derived from mono- or polyhydric alcohols with 2-25 C- Derive atoms.
- residues which are derived from monohydric alcohols those with 4-35 C atoms, in particular those with 9-24 C atoms, are preferred as residues which are derived from polyhydric alcohols, those of diols, triols or tetrols with 2 up to 20 carbon atoms, preferably 2-5 carbon atoms. Both fully and partially esterified residues of polyhydric alcohols can be contained in the carboxylic acid esters c).
- the carboxylic acid esters c) contain epoxy groups, at least one epoxy group being present per molecule.
- the epoxy groups can be contained in both the fatty acid and alcohol residues.
- the fatty acid residues can also contain hydroxyl groups.
- Examples of carboxylic acid residues occurring in the carboxylic acid esters c) according to the invention are those which are derived from formic acid, acetic acid, n- or i-propionic acid, n- or i-butyric acid, n- or i-valeric acid, carpronic acid, oenanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tri-, decanoic acid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid, stearic acid, nonadecanoic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, Melissinklareklare, acrylic acid, crotonic acid, palmitoleic acid, oleic acid, erucic acid, sorbic acid, linoleic acid, linolenic acid, Elaeostearic acid, arachid
- residues of alcohols which occur in the carboxylic acid esters c) according to the invention are those which are derived from alcohols which can be obtained by hydrogenating the carboxylic acids mentioned, in addition to those which are derived from methanol, ethanol, n- or i-propanol, n - or i-butanol, n- or i-pentanol, hexanols, heptanols, octanols, nonanols, decanol, undecanol, lauryl alcohol, tridecanol, myristyl alcohol, pentadecanols, cetyl alcohol, heptadecanols, stearyl alcohol, oleyl alcohol, erucyl alcohol, ricinol alcohol, ricinol alcohol, ricinol alcohol, ricinol alcohol,
- Linolenyl alcohol nonadecanol, arachidyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, glycerin, trimethylolpropane, pentaerythritol or mixtures thereof.
- the double bonds contained in the carboxylic acid esters c) are preferably epoxidized up to a remaining iodine number of at most 50, preferably at most 20, particularly preferably at most 5. If more than one epoxide group is present in the molecule, the epoxide groups can be partially hydrolyzed to diols, but must at least one non-hydrolyzed epoxy group per molecule.
- Products which can be obtained by epoxidation of natural unsaturated glycerides are particularly preferably used as carboxylic acid esters c).
- Examples include epoxidized linseed oil or epoxidized soybean oil.
- Such products are commercially available, for example under the trade names EDENOL ® (epoxidized fatty acid ester) or SOVERMOL ® (epoxidized, diol-containing fatty acid ester)
- the (co) polyethers c) which have epoxy end groups can have aliphatic, araliphatic or aromatic structural units. As a rule, the units will contain 1 to 40 carbon atoms.
- the (co) polyethers c) can also contain different structural units in statistical or blockwise order.
- a preferred group of polyethers has alkylidene groups with 2 to 18 carbon atoms, in particular structural units containing 2 to 6 carbon atoms.
- Examples include polyethers with methylidene, ethylidene, i- or n-propylidene, i- or n- or neo-butylidene, pentylidene, hexylidene, hexylethylidene, dodecanylidene or
- Dexadecanylidic units Another preferred group of polyethers are those which are prepared using branching agents such as triols, tetrols and pentols as the starting molecule, glycerol, trimethylolpropane and pentaerythritol in particular being preferred monomers. These branched polyethers then have more than two end groups per molecule.
- the end groups of the (co) polyether c) which can be used according to the invention can contain OH groups or O-alkyl, O-alkaryl or O-aralkyl, O-aryl or O-acyl radicals having 1 to 40 C atoms, preferably 1 to 25 carbon atoms. End groups which are derived from natural fatty acids or fatty alcohols are particularly preferred, and glycidyl end groups are very particularly preferred.
- Suitable end groups are those which are derived from acids such as formic acid, acetic acid, n- or i-propionic acid, n- or i-butyric acid, n- or i-valeric acid, carpronic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic tinklare, margaric acid, stearic acid, nonadecanoic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, Melissinklareklare, acrylic acid, crotonic acid, palmitoleic acid, oleic acid, erucic acid, sorbic acid, linoleic acid, linolenic acid, Elaeo- stearic acid, arachidonic acid, Clupanodonic acid, docos
- (co) polyethers which have end groups which are derived from unsaturated alcohols or carboxylic acids, their double bonds are epoxidized up to a remaining iodine number of at most 50, preferably at most 20, particularly preferably at most 5.
- the (co) polyether c) have on average at least one end group with an epoxy function per molecule.
- (Co) polyethers are preferably used, all of whose end groups have epoxy functions.
- the (co) polyethers c) which can be used according to the invention generally have average molecular weights (number average) M n of 100 to 10,000 g / mol.
- (Co) polyethers with average molecular weights M n of 200 to 5000 g / mol are preferably used, particularly preferably those with average molecular weights M n of 300 to 3000 g / mol.
- the (co) polyethers c) according to the invention are commercially available or can be obtained by standard reactions familiar to the person skilled in the art.
- the salts of organic sulfonic acids d) used according to the invention as additional flame retardants preferably correspond to the general formula (IV)
- R is an optionally fluorinated C, -C 24 alkyl, C 7 -C 2 alkaryl or aralkyl, or C 6 -C 24 aryl radical and
- Z is Li, Na, K or NH 4, preferably Na or K.
- salts of organic sulfonic acids d) are: sodium or potassium perfluorobutane sulfonate, sodium or potassium perfluoromethane sulfonate, sodium or potassium diphenyl sulfone sulfonate, sodium or potassium 2-formylbenzenesulfonate, sodium or potassium (N-benzenesulfonyl) benzenesulfonamide.
- Sodium or potassium perfluorobutane sulfonate is particularly preferably used.
- the salts of organic sulfonic acids d) can of course also be used in combination with salts of other organic or inorganic acids.
- examples of such salts are sodium or potassium methylphosphonate, sodium or potassium (2-phenylethylene) phosphonate, lithium phenylphosphonate, trisodium or tripotassium hexafluoroaluminate, disodium or dipotassium hexafluorotitanate, disodium or dipotassium hexafluorosilicate, disodium or dipotassium hexafluorozirconate, sodium or potassium tetrafluoroborate, sodium or potassium hexafluorophosphate, sodium or potassium pyrophosphate, sodium or potassium metaphosphate, lithium or sodium or potassium phosphate.
- the present invention also relates to a process for the preparation of the molding compositions according to the invention, in which the components of the molding compositions according to the invention and, if appropriate, further additives are mixed either simultaneously or successively, either in bulk or in solution, and then the mixtures either at temperatures between 260 ° C. and 360 ° C melt compounded or melt extruded at temperatures between 250 ° C and 320 ° C.
- the molding compositions according to the invention can also be prepared in solution by the (co) polycarbonates a), dissolved in a solvent for polycarbonate, simultaneously or successively with the other components b), c) and d ) and optionally other additives are mixed and the solvent is then removed (for example by evaporating the polycarbonate solution) and the mixture obtained is granulated.
- the molding compositions according to the invention can be processed to flame-retardant moldings on the customary processing machines by known methods under the processing parameters customary for polycarbonate.
- the molding compositions are particularly suitable for injection molding and extrusion articles which have to meet increased requirements with regard to flame resistance.
- Examples of such shaped bodies are foils, plates, hollow chamber plates, lights, housings for electrical devices or the like.
- the molded parts are used in a wide variety of areas, for example in the electrical, electronics, lighting, computer, construction, vehicle and / or aircraft sectors. Examples
- the amounts in the examples relate to the weight of the total mixture.
- test bars each were then subjected to a flammability test in accordance with UL 94 (flammability of solid plastic samples, Underwriter Laboratories).
- Example 1 is a comparison test with halogen-containing flame retardant
- Polymer A glycidyl methacrylate / methyl methacrylate / butyl methacrylate / styrene
- Polymer B glycidyl methacrylate / methyl methacrylate / butyl methacrylate / styrene copolymer with approx. 40% by weight glycidyl methacrylate (Almatex ® AP-
- Example 1 is a comparison test with halogen-containing flame protection
- Polymer A glycidyl methacrylate / methyl methacrylate / butyl methacrylate / styrene
- Polymer B glycidyl methacrylate methyl methacrylate / butyl methacrylate / styrene copolymer with approx. 40% by weight glycidyl methacrylate (Almatex® AP-
- Example 1 is a comparison test with halogen-containing flame retardant
- Ester A epoxidized fatty acid 2-ethylhexyl ester, Edenol B 35 ®, Henkel KGaA, D-40191 Dusseldorf
- Ester B epoxidized linseed oil, Edenol®B 316, Henkel KGaA, D-40191 Düsseldorf
- Ester C epoxidized soybean oil, Edenol®D 16, Henkel KGaA, D-40191 Düsseldorf
- Ester A epoxidized 2-ethylhexyl fatty acid, Edenol®B 35, Henkel KGaA, D-40191 Düsseldorf
- Ester B epoxidized linseed oil, Edenol®B 316, Henkel KGaA, D-40191 Düsseldorf
- Ester C epoxidized soybean oil, Edenol D 16 ®, Henkel KGaA, D-40191 Dusseldorf Examples C1 to C9
- test specimens with the dimensions 127 ⁇ 12 mm. 10 test bars each were then subjected to a flammability test in accordance with UL 94 (flammability of solid plastic samples, Underwriter Laboratories).
- Example 1 is a comparison test with halogen-containing flame retardant
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
Claims
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19852406 | 1998-11-13 | ||
DE19852405 | 1998-11-13 | ||
DE19852404 | 1998-11-13 | ||
DE19852406 | 1998-11-13 | ||
DE19852405 | 1998-11-13 | ||
DE19852404 | 1998-11-13 | ||
PCT/EP1999/008357 WO2000029483A1 (en) | 1998-11-13 | 1999-11-02 | Chlorine and bromine-free flame resistant polycarbonate moulding substances |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1137711A1 true EP1137711A1 (en) | 2001-10-04 |
Family
ID=27218810
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP99972236A Withdrawn EP1137711A1 (en) | 1998-11-13 | 1999-11-02 | Chlorine and bromine-free flame resistant polycarbonate moulding substances |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1137711A1 (en) |
JP (1) | JP2002530458A (en) |
KR (1) | KR20010082298A (en) |
CN (1) | CN1326487A (en) |
AU (1) | AU1159000A (en) |
BR (1) | BR9915318A (en) |
WO (1) | WO2000029483A1 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7728059B2 (en) | 2006-02-14 | 2010-06-01 | Sabic Innovative Plastics Ip B.V. | Polycarbonate compositions and articles formed therefrom |
CN102181139B (en) * | 2011-01-27 | 2013-12-11 | 上海锦湖日丽塑料有限公司 | Glass fiber reinforcement polycarbonate resin and preparation method thereof |
RU2020112985A (en) | 2017-10-27 | 2021-11-29 | ОУЭНС КОРНИНГ ИНТЕЛЛЕКЧУАЛ КАПИТАЛ, ЭлЭлСи | ADHESIVE COMPOSITIONS CONTAINING WEAKLY COORDINATING ANION SALTS AND THEIR APPLICATION |
KR102007099B1 (en) * | 2017-12-28 | 2019-08-02 | 롯데첨단소재(주) | Thermoplastic resin composition and article produced therefrom |
CN114787262A (en) * | 2019-12-17 | 2022-07-22 | 科思创知识产权两合公司 | Polycarbonate compositions containing fillers and triacylglycerols containing epoxy groups |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3839247A (en) * | 1973-01-05 | 1974-10-01 | Gen Electric | Water-clear hydrolytically stable polycarbonate composition containing an aromatic or aliphatic epoxy stabilizer |
US4197232A (en) * | 1974-08-09 | 1980-04-08 | General Electric Company | Flame retardant polycarbonate composition |
DE3041298A1 (en) * | 1979-11-08 | 1981-05-21 | General Electric Co., Schenectady, N.Y. | Polycarbonate with improved hydrolytic stability - contains di:epoxy ether and opt. organo-phosphite colour stabiliser |
GB2165253A (en) * | 1984-10-01 | 1986-04-09 | Mobay Chemical Corp | Glass fiber reinforced polycarbonates |
US4722955A (en) * | 1985-04-15 | 1988-02-02 | The Dow Chemical Company | Thermally stable carbonate polymer composition |
US4894401A (en) * | 1986-12-22 | 1990-01-16 | General Electric Company | Color stabilized irradiated polycarbonate compositions |
JPH05117382A (en) * | 1991-10-29 | 1993-05-14 | Nippon G Ii Plast Kk | Copolymerized polycarbonate, its production and composition composed thereof |
JPH08319406A (en) * | 1995-05-26 | 1996-12-03 | Kanegafuchi Chem Ind Co Ltd | Flame-retardant resin composition |
-
1999
- 1999-11-02 WO PCT/EP1999/008357 patent/WO2000029483A1/en not_active Application Discontinuation
- 1999-11-02 KR KR1020017006040A patent/KR20010082298A/en not_active Application Discontinuation
- 1999-11-02 BR BR9915318-1A patent/BR9915318A/en not_active Application Discontinuation
- 1999-11-02 CN CN99813200A patent/CN1326487A/en active Pending
- 1999-11-02 EP EP99972236A patent/EP1137711A1/en not_active Withdrawn
- 1999-11-02 JP JP2000582464A patent/JP2002530458A/en active Pending
- 1999-11-02 AU AU11590/00A patent/AU1159000A/en not_active Abandoned
Non-Patent Citations (1)
Title |
---|
See references of WO0029483A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO2000029483A1 (en) | 2000-05-25 |
BR9915318A (en) | 2001-08-07 |
KR20010082298A (en) | 2001-08-29 |
AU1159000A (en) | 2000-06-05 |
JP2002530458A (en) | 2002-09-17 |
CN1326487A (en) | 2001-12-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1169386B1 (en) | Flame-resistant thermoplastic moulding material | |
US7288579B2 (en) | Method for reducing haze in a fire resistant polycarbonate composition | |
EP2785783B1 (en) | Ethylene-propylene-maleic acid anhydride copolymer as impact modifier in glass-fiber reinforced, flame-retardant polycarbonates for the ee sector | |
EP2207844B1 (en) | Flame-retardant polycarbonates comprising polyols | |
WO2013079599A1 (en) | Polycarbonate compositions having an improved surface | |
EP0712901B1 (en) | Flame retardant polycarbonate moulding compositions | |
DE10118787A1 (en) | Antiflame anti-electrostatic polycarbonate composition useful for preparation of profiled bodies and as a master batch for polycarbonate addition | |
DE102008054329A1 (en) | Composition, useful e.g. in lamp housings, electrical circuit breakers and power strips, comprises polycarbonate, organosilane oligomer and flame retardant additive | |
WO2000029483A1 (en) | Chlorine and bromine-free flame resistant polycarbonate moulding substances | |
EP0531861B1 (en) | Flame retardant polycarbonate moulding compositions | |
EP2035499A1 (en) | Method for producing impact-modified polyalkylene terephthalate/polycarbonate compositions | |
EP1200517B1 (en) | Polycarbonate molding compounds with good demolding properties and molded bodies and semifinished products produced from the same | |
EP0034265B1 (en) | Synergetically active mixtures of materials and their use in rendering polycarbonate moulding masses antistatic | |
EP4355827A1 (en) | Flame-retardant polycarbonate compositions having a high cti | |
DE10113168A1 (en) | Use of zwitterionic compound as mold release agent in thermoplastic molding compositions e.g. for making optical storage disks |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20010613 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
TPAD | Observations filed by third parties |
Free format text: ORIGINAL CODE: EPIDOS TIPA |
|
TPAD | Observations filed by third parties |
Free format text: ORIGINAL CODE: EPIDOS TIPA |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
17Q | First examination report despatched |
Effective date: 20040109 |
|
18W | Application withdrawn |
Effective date: 20040203 |
|
RBV | Designated contracting states (corrected) |
Designated state(s): BE DE ES NL |