JPS6137303B2 - - Google Patents

Info

Publication number

JPS6137303B2

JPS6137303B2 JP15386876A JP15386876A JPS6137303B2 JP S6137303 B2 JPS6137303 B2 JP S6137303B2 JP 15386876 A JP15386876 A JP 15386876A JP 15386876 A JP15386876 A JP 15386876A JP S6137303 B2 JPS6137303 B2 JP S6137303B2

Authority

JP

Japan

Prior art keywords

flame

dbde

acid groups

resin composition

polyarylate copolymer

Prior art date

1976-12-15

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.)

Expired

Links

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• 239000003063 flame retardant Substances 0.000 claims description 22
• 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
• KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 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
• QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 12
• 239000011342 resin composition Substances 0.000 claims description 10
• 229930185605 Bisphenol Natural products 0.000 claims description 8
• 239000000203 mixture Substances 0.000 claims description 7
• 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 claims description 6
• 239000004215 Carbon black (E152) Chemical group 0.000 claims description 2
• 125000003118 aryl group Chemical group 0.000 claims description 2
• 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 2
• 229930195733 hydrocarbon Chemical group 0.000 claims description 2
• 150000002430 hydrocarbons Chemical group 0.000 claims description 2
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
• 229920000728 polyester Polymers 0.000 claims description 2
• 229920001230 polyarylate Polymers 0.000 description 29
• 238000000034 method Methods 0.000 description 16
• -1 orthophosphoric acid ester Chemical class 0.000 description 13
• 239000008188 pellet Substances 0.000 description 11
• 238000000465 moulding Methods 0.000 description 8
• 150000001875 compounds Chemical class 0.000 description 7
• 229920000139 polyethylene terephthalate Polymers 0.000 description 7
• 239000005020 polyethylene terephthalate Substances 0.000 description 7
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
• 229920000642 polymer Polymers 0.000 description 6
• 239000000843 powder Substances 0.000 description 6
• 230000000052 comparative effect Effects 0.000 description 5
• QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
• 238000004040 coloring Methods 0.000 description 4
• 239000004033 plastic Substances 0.000 description 4
• 229920003023 plastic Polymers 0.000 description 4
• 238000006116 polymerization reaction Methods 0.000 description 4
• 239000000243 solution Substances 0.000 description 4
• 229920000742 Cotton Polymers 0.000 description 3
• 238000012695 Interfacial polymerization Methods 0.000 description 3
• 238000002485 combustion reaction Methods 0.000 description 3
• USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
• 229910052736 halogen Inorganic materials 0.000 description 3
• 150000002367 halogens Chemical class 0.000 description 3
• 230000001771 impaired effect Effects 0.000 description 3
• 238000001746 injection moulding Methods 0.000 description 3
• 239000000463 material Substances 0.000 description 3
• 238000002844 melting Methods 0.000 description 3
• 230000008018 melting Effects 0.000 description 3
• NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
• 229910052698 phosphorus Inorganic materials 0.000 description 3
• 239000011574 phosphorus Substances 0.000 description 3
• 229920000515 polycarbonate Polymers 0.000 description 3
• 239000004417 polycarbonate Substances 0.000 description 3
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
• 230000002378 acidificating effect Effects 0.000 description 2
• FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 2
• PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
• 238000000354 decomposition reaction Methods 0.000 description 2
• 238000004031 devitrification Methods 0.000 description 2
• 238000010586 diagram Methods 0.000 description 2
• 238000001035 drying Methods 0.000 description 2
• 230000000694 effects Effects 0.000 description 2
• 150000002148 esters Chemical class 0.000 description 2
• 238000011156 evaluation Methods 0.000 description 2
• 238000001125 extrusion Methods 0.000 description 2
• 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
• 238000002347 injection Methods 0.000 description 2
• 239000007924 injection Substances 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000012046 mixed solvent Substances 0.000 description 2
• 235000011007 phosphoric acid Nutrition 0.000 description 2
• OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
• 229920001281 polyalkylene Polymers 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 2
• 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
• RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
• WZDLEYNMGWZAEJ-UHFFFAOYSA-N 4-[1-(4-hydroxy-3,5-dimethylphenyl)ethyl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)C1=CC(C)=C(O)C(C)=C1 WZDLEYNMGWZAEJ-UHFFFAOYSA-N 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
• JKABQGPYSRNZDY-UHFFFAOYSA-N ClC1(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C1(Cl)Cl Chemical compound ClC1(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)C1(Cl)Cl JKABQGPYSRNZDY-UHFFFAOYSA-N 0.000 description 1
• 239000004593 Epoxy Substances 0.000 description 1
• 235000009781 Myrtillocactus geometrizans Nutrition 0.000 description 1
• 240000009125 Myrtillocactus geometrizans Species 0.000 description 1
• 239000004677 Nylon Substances 0.000 description 1
• 229910019142 PO4 Inorganic materials 0.000 description 1
• YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
• 239000004698 Polyethylene Substances 0.000 description 1
• 239000007983 Tris buffer Substances 0.000 description 1
• 239000006096 absorbing agent Substances 0.000 description 1
• 230000002411 adverse Effects 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 229910052783 alkali metal Inorganic materials 0.000 description 1
• 150000001340 alkali metals Chemical class 0.000 description 1
• 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
• 150000001342 alkaline earth metals Chemical class 0.000 description 1
• 239000003963 antioxidant agent Substances 0.000 description 1
• 239000002216 antistatic agent Substances 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
• 239000003086 colorant Substances 0.000 description 1
• 238000000748 compression moulding Methods 0.000 description 1
• 229920001577 copolymer Polymers 0.000 description 1
• 238000002425 crystallisation Methods 0.000 description 1
• 230000008025 crystallization Effects 0.000 description 1
• 230000006866 deterioration Effects 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
• 239000000975 dye Substances 0.000 description 1
• 229920006351 engineering plastic Polymers 0.000 description 1
• CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 description 1
• 239000003112 inhibitor Substances 0.000 description 1
• 238000002955 isolation Methods 0.000 description 1
• QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
• 239000000314 lubricant Substances 0.000 description 1
• 239000000155 melt Substances 0.000 description 1
• 238000002156 mixing Methods 0.000 description 1
• 229920001778 nylon Polymers 0.000 description 1
• 239000012074 organic phase Substances 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 150000002903 organophosphorus compounds Chemical class 0.000 description 1
• 239000012071 phase Substances 0.000 description 1
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
• 239000010452 phosphate Substances 0.000 description 1
• 230000000704 physical effect Effects 0.000 description 1
• 239000000049 pigment Substances 0.000 description 1
• 239000004014 plasticizer Substances 0.000 description 1
• 229920000573 polyethylene Polymers 0.000 description 1
• 239000011347 resin Substances 0.000 description 1
• 229920005989 resin Polymers 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
• ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
• 238000010998 test method Methods 0.000 description 1
• LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
• 238000005406 washing Methods 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1