CN102356123A - 阻燃性发泡苯乙烯系树脂组合物 - Google Patents
阻燃性发泡苯乙烯系树脂组合物 Download PDFInfo
- Publication number
- CN102356123A CN102356123A CN2010800119684A CN201080011968A CN102356123A CN 102356123 A CN102356123 A CN 102356123A CN 2010800119684 A CN2010800119684 A CN 2010800119684A CN 201080011968 A CN201080011968 A CN 201080011968A CN 102356123 A CN102356123 A CN 102356123A
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- CN
- China
- Prior art keywords
- flame
- retardant
- bromine
- organic compound
- styrene resin
- 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.)
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 104
- 239000003063 flame retardant Substances 0.000 title claims abstract description 55
- 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 48
- 239000011342 resin composition Substances 0.000 title abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 49
- 229920005989 resin Polymers 0.000 claims abstract description 49
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 30
- -1 2,3-dibromopropyl group Chemical group 0.000 claims abstract description 25
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 21
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 21
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 23
- 239000000805 composite resin Substances 0.000 claims description 15
- 238000005187 foaming Methods 0.000 claims description 15
- 238000000465 moulding Methods 0.000 claims description 14
- 239000011324 bead Substances 0.000 claims description 12
- CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 claims description 11
- 239000003381 stabilizer Substances 0.000 claims description 9
- 238000001125 extrusion Methods 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- BKLOQHWBOAWCPY-UHFFFAOYSA-N 1-bromo-1-(1-bromo-2-methylpropoxy)-2-methylpropane Chemical class BrC(C(C)C)OC(C(C)C)Br BKLOQHWBOAWCPY-UHFFFAOYSA-N 0.000 claims description 7
- 238000007493 shaping process Methods 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002667 nucleating agent Substances 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 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 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- 239000000454 talc Substances 0.000 claims description 4
- 235000012222 talc Nutrition 0.000 claims description 4
- 229910052623 talc Inorganic materials 0.000 claims description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 3
- 229920002125 Sokalan® Polymers 0.000 claims description 3
- 239000004584 polyacrylic acid Substances 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- OZHJEQVYCBTHJT-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-methylbenzene Chemical compound CC1=C(Br)C(Br)=C(Br)C(Br)=C1Br OZHJEQVYCBTHJT-UHFFFAOYSA-N 0.000 claims description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 2
- HMDJVPMPWUTQKU-UHFFFAOYSA-N 3-bromo-3-phenyl-1,2-dihydroindene Chemical compound C1CC2=CC=CC=C2C1(Br)C1=CC=CC=C1 HMDJVPMPWUTQKU-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- 239000005995 Aluminium silicate Substances 0.000 claims description 2
- MVDXHIJBNLVYIZ-UHFFFAOYSA-N [Br].CC(c1ccccc1)c1ccccc1 Chemical compound [Br].CC(c1ccccc1)c1ccccc1 MVDXHIJBNLVYIZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims description 2
- 229910052570 clay Inorganic materials 0.000 claims description 2
- 230000004927 fusion Effects 0.000 claims description 2
- CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 claims description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000010445 mica Substances 0.000 claims description 2
- 229910052618 mica group Inorganic materials 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- 229960001866 silicon dioxide Drugs 0.000 claims description 2
- 239000012745 toughening agent Substances 0.000 claims description 2
- 238000005829 trimerization reaction Methods 0.000 claims description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims 2
- 241001253206 Andrias Species 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000004088 foaming agent Substances 0.000 abstract description 3
- 239000006260 foam Substances 0.000 description 21
- 238000000034 method Methods 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 229920005990 polystyrene resin Polymers 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 150000003014 phosphoric acid esters Chemical class 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000012508 resin bead Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYGRRCKMMADGBB-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] phosphono hydrogen phosphate Chemical compound OCC(CO)(CO)COP(O)(=O)OP(O)(O)=O VYGRRCKMMADGBB-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 125000005340 bisphosphate group Chemical group 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 235000013844 butane Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000000254 damaging effect Effects 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000013518 molded foam Substances 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- JTYRXXKXOULVAP-UHFFFAOYSA-N 1,2-dibromo-3-phenoxybenzene Chemical compound BrC1=CC=CC(OC=2C=CC=CC=2)=C1Br JTYRXXKXOULVAP-UHFFFAOYSA-N 0.000 description 1
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
- XYXJKPCGSGVSBO-UHFFFAOYSA-N 1,3,5-tris[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C)=C1CN1C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C1=O XYXJKPCGSGVSBO-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- PNZLJNVUTPFUIE-UHFFFAOYSA-N 2,3-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]propyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)OC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 PNZLJNVUTPFUIE-UHFFFAOYSA-N 0.000 description 1
- BDFBPPCACYFGFA-UHFFFAOYSA-N 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine Chemical compound BrC1=CC(Br)=CC(Br)=C1OC1=NC(OC=2C(=CC(Br)=CC=2Br)Br)=NC(OC=2C(=CC(Br)=CC=2Br)Br)=N1 BDFBPPCACYFGFA-UHFFFAOYSA-N 0.000 description 1
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 1
- MQWRRTXMBKVENY-UHFFFAOYSA-N 2-[2-[2-[3-(5-tert-butyl-2-hydroxy-3-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(5-tert-butyl-2-hydroxy-3-methylphenyl)propanoate Chemical compound CC1=CC(C(C)(C)C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C(=C(C)C=C(C=2)C(C)(C)C)O)=C1O MQWRRTXMBKVENY-UHFFFAOYSA-N 0.000 description 1
- VFBJXXJYHWLXRM-UHFFFAOYSA-N 2-[2-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]ethylsulfanyl]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCSCCOC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 VFBJXXJYHWLXRM-UHFFFAOYSA-N 0.000 description 1
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- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 description 1
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Abstract
本发明提供一种阻燃性发泡苯乙烯系树脂组合物,其含有苯乙烯系树脂、含溴阻燃剂及发泡剂,其中,每100重量份的苯乙烯系树脂中配合0.5~10重量份的作为含溴阻燃剂的(a)具有2,3-二溴丙基的含溴有机化合物或全部的溴键合于苯环的溴含量60重量%以上的含溴有机化合物与(b)具有2,3-二溴-2-烷基丙基的含溴有机化合物的混合物。可以得到以少的添加量具有高阻燃性和热稳定性且能够循环使用的苯乙烯系树脂组合物。
Description
技术领域
本发明涉及阻燃性发泡苯乙烯系树脂组合物及其发泡成型体。
背景技术
由于苯乙烯系树脂发泡体是轻型的,所以被用于家电制品或建材等的绝热用途或填土施工法等土木用途等多种领域。
苯乙烯系树脂仅由碳和氢构成,具有一旦着火则产生黑烟并剧烈燃烧的性质。因此,需要根据其用途添加阻燃剂进行阻燃化。作为这样的阻燃剂,含溴化合物被广泛使用,为了以少的添加量赋予高阻燃性,有效的是六溴环十二烷(HBCD)之类的全部的溴原子键合于脂肪族碳的阻燃剂,但这些阻燃剂的热稳定性低,引起树脂劣化、向树脂的着色、因溴化氢气的产生所导致的装置腐蚀等问题。
另一方面,作为热稳定性优异的阻燃剂,也已知有四溴双酚-A-双(2,3-二溴丙基醚)等,但这些阻燃剂与HBCD等阻燃剂相比,阻燃化效果低,所以需要大幅增加添加量。因此,存在不仅苯乙烯系树脂发泡体的物性降低,而且苯乙烯系树脂发泡体成本大幅提高的问题。
苯乙烯系树脂发泡体经过加热熔融、添加发泡剂、冷却及低压条件下的挤出发泡的各工序而被制造。但是,在使用有所述HBCD之类的热稳定性差的阻燃剂的苯乙烯系树脂发泡体中,引起苯乙烯系树脂的分子量下降以及着色等。因此,作为解决所述问题的方法,报告有并用各种热稳定剂的方法(例如,日本特开2006-316251号公报),已经可以制造使用有这些阻燃剂的苯乙烯系树脂发泡体。
但是,近年来,由于环保意识的提高,要求将已使用完的苯乙烯系树脂发泡体再次用作原料。在这样的再生苯乙烯系树脂发泡体的制造中,由于将上次制造时已经经过加热熔融工序的苯乙烯系树脂发泡体进一步加热熔融使用,因此要求比以往更高的热稳定性,仅并用所述热稳定剂不能得到充分的热稳定性。
因此,在日本特开2005-139356号中记载了通过使用四溴双酚A-双(2-甲基烯丙基醚)或四溴双酚A-双(2,3-二溴-2-甲基丙基醚)作为阻燃剂,可以得到循环性优异的苯乙烯系树脂发泡体。但是,可知这些苯乙烯系树脂发泡体的热稳定性不充分。
专利文献1:日本特开2006-316251号公报
专利文献2:日本特开2005-139356号公报
发明内容
本发明是鉴于上述问题而完成的,其目的在于提供一种阻燃性、热稳定性优异且适于循环的发泡苯乙烯系树脂组合物。
本发明提供一种阻燃性发泡苯乙烯系树脂组合物,其特征在于,含有苯乙烯系树脂、含溴阻燃剂及发泡剂,含溴阻燃剂为(a)具有2,3-二溴丙基的含溴有机化合物或全部的溴键合于苯环的溴含量60重量%以上的含溴有机化合物及(b)具有2,3-二溴-2-烷基丙基的含溴有机化合物的混合物,每100重量份的苯乙烯系树脂含有0.5~10重量份的含溴阻燃剂。
发明效果
根据本发明,可以得到一种发泡苯乙烯系树脂组合物,所述发泡苯乙烯系树脂组合物通过并用添加作为阻燃剂的具有2,3-二溴丙基的含溴有机化合物或全部的溴原子键合于苯环的溴含量60重量%以上的含溴有机化合物和具有2,3-二溴-2-烷基丙基的含溴有机化合物,以总量计与将它们分别单独使用的情况相比更少的添加量具有高的阻燃性,且具有能够循环的高的热稳定性。
具体实施方式
本发明的苯乙烯系树脂例如为苯乙烯的均聚物,苯乙烯与邻甲基苯乙烯、间甲基苯乙烯、对甲基苯乙烯、2,4-二甲基苯乙烯、乙基苯乙烯、对叔丁基苯乙烯、α-甲基苯乙烯、α-甲基-对甲基苯乙烯、1,1-二苯基乙烯、对(N,N-二乙氨基乙基)苯乙烯、对(N,N-二乙氨基甲基)苯乙烯等的共聚物,以及它们的混合物,优选含有50重量%以上的苯乙烯单体的树脂,典型的为聚苯乙烯。
进而,可以在上述苯乙烯系树脂中配合橡胶状聚合物。作为橡胶状聚合物,例如可以举出:聚丁二烯、聚异戊二烯、苯乙烯-丁二烯共聚物、苯乙烯-异戊二烯共聚物、丙烯腈-丁二烯共聚物、苯乙烯-异丁烯-丁二烯系共聚物、丁二烯-(甲基)丙烯酸酯共聚物、苯乙烯-丁二烯嵌段共聚物、苯乙烯-异戊二烯嵌段共聚物、丁基橡胶、乙烯-α-烯烃系共聚物(乙烯-丙烯橡胶)、乙烯-α-烯烃-多烯共聚物(乙烯-丙烯-二烯橡胶)、硅酮橡胶、丙烯系橡胶、氢化二烯系橡胶(氢化苯乙烯-丁二烯嵌段共聚物、氢化丁二烯系聚合物等)等。这些橡胶状聚合物可以单独或混合使用2种以上。其使用量在单体成分中优选为30重量%以下,进一步优选为20重量%以下。
本发明的含溴阻燃剂包括(a)具有2,3-二溴丙基的含溴有机化合物或全部的溴原子键合于苯环的溴含量60重量%以上的含溴有机化合物及(b)具有2,3-二溴-2-丙基的含溴有机化合物的混合物。
具有2,3-二溴丙基的含溴化合物(a)包括例如四溴双酚A-双(2,3-二溴丙基醚)、四溴双酚S-双(2,3-二溴丙基醚)、四溴双酚F-双(2,3-二溴丙基醚)、三(2,3-二溴丙基)异氰脲酸酯及三(2,3-二溴丙基)氰脲酸酯。全部的溴原子键合于苯环的溴含量60重量%以上的含溴有机化合物包括例如四溴双酚A、六溴苯、五溴甲苯、聚溴二苯醚、聚溴二苯乙烷、双聚溴苯氧基乙烷、三聚溴苯氧基三嗪、聚溴苯基茚满、聚丙烯酸五溴苄基酯、亚乙基双四溴邻苯二甲酰亚胺。
具有2,3-二溴-2-烷基丙基的含溴有机化合物包括例如四溴双酚A-双(2,3-二溴-2-甲基丙基醚)、四溴双酚S-双(2,3-二溴-2-甲基丙基醚)、四溴双酚F-双(2,3-二溴-2-甲基丙基醚)。
上述含溴有机化合物(a)与上述含溴有机化合物(b)的配合比例以重量基准计优选为10/90~90/10,更优选为20/80~80/20,进一步优选为30/70~80/20。通过设在上述范围内,可以赋予更高的热稳定性。
另外,本发明的阻燃性苯乙烯系树脂发泡体组合物以重量基准计,每100重量份的苯乙烯系树脂含有0.5~10重量份的含溴阻燃剂,优选含有0.5~6重量份。通过设定在上述范围内,可以赋予高阻燃性和高热稳定性。
可以在本发明的阻燃性苯乙烯系树脂发泡体组合物中进一步配合热稳定剂。通过配合热稳定剂,可以进一步提高热稳定性。作为这样的热稳定剂,例如可以举出:磷酸酯化合物、硫醚化合物及受阻酚化合物等。
作为磷酸酯化合物,例如可以举出:三(2,4-二叔丁基苯基)磷酸酯、双(2,4-二叔丁基苯基)季戊四醇二磷酸酯、双[2,4-双(1,1-二甲基乙基)-6-甲基苯基]亚磷酸乙酯、四(2,4-二叔丁基苯基)[1,1-联苯]-4,4’-二基双亚瞵酸酯、双(壬基苯基)季戊四醇二磷酸酯、双硬脂基季戊四醇二磷酸酯、双(2,6-二叔丁基-4-甲基苯基)季戊四醇二磷酸酯、2,2’-亚甲基双(4,6-二叔丁基-1-苯氧基)(2-乙基己氧基)磷、四(十三烷基)-4,4’-亚丁基-双(2-叔丁基-5-甲基苯基)二磷酸酯、六十三烷基-1,1,3-三(3-叔丁基-6-甲基-4-氧基苯基)-3-甲基丙烷三磷酸盐、单(二壬基苯酯)单-对壬基苯基磷酸酯、三(单壬基苯基)磷酸酯、四烷基(C=12~16)-4,4’-异亚丙基-(双苯基)二磷酸酯、亚磷酸单或二苯基单或二烷基(或烷氧基烷基,C=8~13)、二苯基异癸基磷酸酯、三癸基磷酸酯、三苯基磷酸酯等。
作为硫醚化合物,例如可以举出:二月桂基-3,3’-硫代二丙酸酯、二肉豆蔻基-3,3’-硫代二丙酸酯、二硬脂基-3,3’-硫代二丙酸酯、季戊四醇四(3-十二烷基硫代丙酸酯)、双十三烷基-3,3’-硫代二丙酸酯、2-巯基苯并咪唑等。
作为受阻酚化合物,例如可以举出:1,6-乙二醇-双[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]、三乙二醇-双[3-(3-叔丁基-5-甲基-4-羟基苯基)丙酸酯]、甘油三[3-(3,5-二叔丁基-4-羟基苯基)-丙酸酯]、季戊四醇四[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]、十八烷基-3-(3,5-二叔丁基-4-羟基苯基)丙酸酯、硫代二亚乙基双[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]、N,N’-己烷-1,6-二基双[3-(3,5-二叔丁基-4-羟基苯基)丙酰胺]、2,4-二甲基-6-(1-甲基十五烷基)苯酚、二乙基[[3,5-双(1,1-二甲基乙基)-4-羟基苯基]甲基]膦酸酯、二乙基双[[3,5-双(1,1-二甲基乙基)-4-羟基苯基]甲基]膦酸钙、3,3’,3”,5,5’,5”-六叔丁基-a,a’,a”-(-2,4,6-三基)三对甲酚、4,6-双(辛基硫代甲基)-邻甲酚、亚乙基双(氧乙烯)双[3-(5-叔丁基-4-羟基-间甲苯基)丙酸酯]、六亚甲基双[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]、1,3,5-三(3,5-二叔丁基-4-羟基苄基)-1,3,5-三嗪-2,4,6(1H,3H,5H)-三酮、1,3,5-三[(4-叔丁基-3-羟基-2,6-二甲苯基)甲基]-1,3,5-三嗪-2,4,6(1H,3H,5H)-三酮、2,6-二叔丁基-4-(4,6-双(辛基硫代)-1,3,5-三嗪-2-基氨基)苯酚等。
使用热稳定剂的情况的添加量优选每100重量份的苯乙烯系树脂为0.01~0.5重量份。
另外,可以在本发明的阻燃性苯乙烯系树脂发泡体组合物中进一步配合阻燃助剂。通过配合阻燃助剂,可以更加提高含溴阻燃剂的阻燃效果。作为这样的阻燃助剂,可以举出:三氧化锑、五氧化锑、硼酸锌、水合氧化铝、氧化钼等。使用阻燃助剂的情况的添加量优选每100重量份的苯乙烯系树脂为0.01~5重量份。
已知溴系阻燃剂的阻燃效果通过自由基发生剂或酞菁金属络合物被增强。作为这样的自由基发生剂,为过氧化枯烯、氢过氧化枯烯、过氧化二叔丁基、过氧化二叔己基、2,5-二甲基-2,5-二(叔丁基过氧化)-己炔-3、过氧化二枯基、2,3-二甲基-2,3-二苯基丁烷等,酞菁金属络合物的例子为酞菁铁、酞菁锰、酞菁钴等。优选过氧化二枯基、2,3-二甲基-2,3-二苯基丁烷及酞菁铁。其量优选每100重量份苯乙烯系树脂为0.01~0.5重量份。
本发明的阻燃性发泡苯乙烯树脂组成剂可以通过挤出发泡法或珠粒发泡法形成为发泡成型体。在挤出发泡法的情况下,通过将溴系阻燃剂及其它添加剂与苯乙烯系树脂在挤出机内熔融混合,压入发泡剂后从挤出机的喷嘴向大气中挤出,从而进行发泡成形。在珠粒发泡法的情况下,将通过悬浮聚合得到的苯乙烯系树脂珠粒在除溴系阻燃剂及发泡剂以外的添加剂的乳化分散液中浸渍,接着,在高压釜中压入发泡剂并浸渍,使将水分离而得到的珠粒在100℃的水蒸气中预发泡后,在成型模内通过用高温的加压水蒸气进行加热发泡进行成型。
在此,作为发泡剂,例如可以举出:丙烷、丁烷、异丁烷、戊烷、环戊烷、己烷、环己烷、1-氯-1,1-二氟乙烷、单氯二氟甲烷、单氯-1,2,2,2-四氟乙烷、1,1-二氟乙烷、1,1,1,2-四氟乙烷、1,1,3,3,3-五氟丙烷、二氯甲烷、1,2-二氯乙烷、二甲醚、二乙醚、乙基甲基醚等挥发性有机发泡剂、水、氮、二氧化碳等无机发泡剂、偶氮化合物等化学发泡剂等。这些发泡剂可以单独使用或将2种以上并用。发泡剂的配合量由于根据需要的发泡体的性能和成型方法而改变,因此没有限定,但优选相对于每100重量份的聚苯乙烯系树脂为0.01~0.5摩尔,更优选为0.05~0.3摩尔。
另外,在制造本发明的阻燃性苯乙烯系树脂发泡成型体时,在发泡剂的基础上,也可进一步配合发泡成核剂进行。作为这样的发泡成核剂,例如可以举出:滑石、膨润土、高岭土、云母、二氧化硅、粘土、硅藻土等。在使用发泡成核剂的情况下,使用量优选相对于每100重量份的聚苯乙烯系树脂为0.01~20重量份,更优选0.1~10重量份。
在不损伤本发明的效果的范围内,可以在本发明的阻燃性发泡苯乙烯系树脂组合物中并用(a)及(b)以外的含溴有机化合物、磷酸酯、有机硅化合物、水合金属化合物等。
另外,在不损伤不发明的效果的范围内,可以在本发明的阻燃性发泡苯乙烯系树脂组合物中配合光稳定剂、紫外线吸收剂、紫外线稳定剂、重金属钝化剂、抗冲击改善剂、着色剂、润滑剂、抗滴落剂、结晶成核剂、抗静电剂、相容剂等公知的树脂添加剂。
实施例
以下,举出实施例及比较例对本发明进行具体说明,但本发明不限定于这些实施例及比较例。
实施例及比较例中使用的原料如下所述。
(A)苯乙烯系树脂
(A1)
GP-PS;PSJ聚苯乙烯G9305(PS Japan(株)制)
(A2)
苯乙烯系树脂珠粒(根据下述方法制造)
在带搅拌机的5L高压釜中装入2000g离子交换水、4g磷酸三钙、0.5g十二烷基苯磺酸钠后,边搅拌边将作为催化剂预先溶解有6g过氧化苯甲酰(BPO)的2000g苯乙烯单体加入到其中,在100℃下悬浮聚合8小时。过滤得到的聚苯乙烯系树脂珠粒,用蒸馏水洗涤后进行干燥,进而,通过用筛进行分级并在0.3~1.0mm的粒径范围内挑选,从而得到苯乙烯系树脂珠粒(A2)。通过GPC分析的重均分子量(Mw)为290,000。
(B)含溴有机化合物
(a)-1
四溴双酚-A-双(2,3-二溴丙基)醚;PYROGUARD SR-720(第一工业制药(株)制)
(a)-2
四溴双酚-S-双(2,3-二溴丙基)醚;NoNen PR-2(丸菱油化工业(株)制)
(a)-3
三(2,3-二溴丙基)异氰脲酸酯;TAIC-6B(日本化成(株)制)
(a)-4
2,4,6-三(2,4,6-三溴苯氧基)-1,3,5-三嗪;PYROGUARD SR-245(第一工业制药(株)制)
(a)-5
1,2-双(2,4,6-三溴苯氧基)乙烷;FF-680(Chemtura Japan(株)制)
(a)-6
四溴双酚A;FR-1524(ICL-IP JAPAN(株)制)
(a)-7
聚丙烯酸五溴苄基酯;FR-1025(ICL-IP JAPAN(株)制)
(b)-1
四溴双酚-A-双(2,3-二溴-2-甲基丙基)醚;PYROGUARD SR-130(第一工业制药(株)制)
(C)热稳定剂
三(2,4-二叔丁基苯基)磷酸酯与季戊四醇四[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]的混合物;IRGANOX B 225(汽巴精化(株)制)
(E)阻燃增强剂
2,3-二甲基-2,3-二苯基丁烷;Nofmer BC-90(日油(株)制)
(F)发泡剂
异丁烷
(发泡成核剂)
滑石MS(日本滑石工业(株)制)
(添加剂)
己二酸二辛酯;DOA(大八化学公司制)
<试验片制作方法>
(挤出发泡成型体)
在由口径65mm串联连接于口径90mm的两级挤出机的口径65mm的挤出机中投入除发泡剂以外的表1及表2所述的原料,通过加热至200℃而进行熔融、增塑化、混炼,从而制成苯乙烯系树脂组合物。接着,在65mm挤出机前端(与口径90mm的挤出机的口模相反的一侧)通过其它线路压入规定量的发泡剂,在口径90mm的挤出机中将树脂温度冷却至120℃,由在口径90mm挤出机前端设置的厚度方向2.5mm、宽度方向45mm的长方形截面的模唇(die lip)向大气中挤出,从而得到长方体状的苯乙烯系树脂的挤出发泡成型体。
(珠粒法发泡成型体)
在具备搅拌机的高压釜中装入100重量份蒸馏水、苯乙烯系树脂珠粒和除发泡剂之外的表3所记载的原料,再装入规定量的热稳定剂及配合剂,在室温下搅拌,使配合剂乳化分散后,投入100g分级的聚苯乙烯系树脂珠粒,在温度100℃下持续搅拌5小时并浸渍配合剂。在其中压入10g发泡剂,在115℃下进行8小时的发泡剂浸渍。将分离水而得到的聚苯乙烯系树脂珠粒用100℃的蒸汽加热使其预发泡后,将发泡物加入到成型模内,利用115℃的加压蒸汽使其加热熔敷而得到立方体状发泡成型体。
另外,发泡成型体的评价根据下述方法进行。
<成型性>
通过目测对发泡成型体的状态如下进行评价。
○:无裂纹、裂缝、空隙等,稳定地得到良好的发泡体。
×:气体从模具中喷出,不能稳定地得到发泡体。另外,在发泡体上有裂纹或裂缝、空隙等。
<阻燃性>
根据JIS K-7201测定氧指数。
○:氧指数为26以上
×:氧指数低于26
<分子量下降率>
通过GPC分析测定发泡成型前的苯乙烯系树脂和阻燃性苯乙烯系树脂发泡成型体的分子量,算出聚苯乙烯系树脂成型前后的重均分子量(Mw)的下降率(%)。
<循环性>
将通过珠粒法发泡成型的立方体用切割机切片制成板材,在用双轴辊压缩板材的基础上,用粉碎机进行粗碎。将粗碎后的回收树脂投入到实验室混料挤出机(laboratory plastomill)中,在200℃下混炼,5分后取出,进行冷却,对冷却的树脂进行GPC分析求出重均分子量,算出分子量的下降率。
○:重均分子量的保持率为70%以上
×:重均分子量的保持率低于70%
表1
表2
表3
表4
由表1及表3可知,实施例1~13的挤出发泡成型体在成型性、阻燃性及热稳定性的所有项中均优异。
另一方面,如表2及表4记载的比较例1~5及比较例10~14所示,在仅使用一种含溴有机化合物的挤出发泡成型体中,不能得到同时满足阻燃性、成型性、热稳定性的成型体。另外,如比较例6~9及比较例15~18所示,即使在并用两种不具有2,3-二溴-2-烷基丙基结构的含溴有机化合物的情况下,也不能得到同时满足阻燃性、成型性、热稳定性的成型体。
[表5]
由表5可知,实施例14中的珠粒法发泡成型体在成型性、阻燃性及热稳定性的所有项中均优异。
另一方面,如比较例19及20所示,在仅使用一种含溴有机化合物的珠粒法发泡成型体中,不能得到同时满足阻燃性、成型性、假设有循环的热稳定性的成型体。
工业上的可利用性
本发明的发泡苯乙烯系树脂发泡体组合物可以得到即使阻燃剂的添加量少也具有高的阻燃性且具有适于循环的高的热稳定性的苯乙烯系树脂发泡体。因此,可以用于以家电制品或建材等绝热用途或填土施工法等土木用途为代表的各种用途。
Claims (10)
1.一种阻燃性发泡苯乙烯系树脂组合物,其含有苯乙烯系树脂、含溴阻燃剂及发泡剂,其特征在于,所述含溴阻燃剂为(a)具有2,3-二溴丙基的含溴有机化合物或全部的溴键合于苯环的溴含量60重量%以上的含溴有机化合物与(b)具有2,3-二溴-2-烷基丙基的含溴有机化合物的混合物,而且每100重量份苯乙烯系树脂中含有0.5~10重量份的含溴阻燃剂。
2.如权利要求1所述的阻燃性发泡苯乙烯系树脂组合物,其中,所述全部的溴原子键合于苯环的溴含量60%以上的含溴有机化合物选自由四溴双酚A、六溴苯、五溴甲苯、聚溴二苯基醚、聚溴二苯基乙烷、双聚溴苯氧基乙烷、三聚溴苯氧基三嗪、聚溴苯基茚满、聚丙烯酸五溴苄基酯及亚乙基双四溴邻苯二甲酰亚胺构成的组。
3.如权利要求1所述的阻燃性发泡苯乙烯系树脂组合物,其中,所述具有2,3-二溴丙基的含溴有机化合物选自由四溴双酚A-双(2,3-二溴丙基醚)、四溴双酚S-双(2,3-二溴丙基醚)、四溴双酚F-双(2,3-二溴丙基醚)、三(2,3-二溴丙基)异氰脲酸酯及三(2,3-二溴丙基醚)构成的组。
4.如权利要求1~3中任一项所述的阻燃性发泡苯乙烯系树脂组合物,其中,所述具有2,3-二溴-2-烷基丙基的含溴有机化合物选自由四溴双酚A-双(2,3-二溴-2-甲基丙基醚)、四溴双酚S-双(2,3-二溴-2-甲基丙基醚)及四溴双酚F-双(2,3-二溴-2-甲基丙基醚)构成的组。
5.如权利要求1所述的阻燃性发泡苯乙烯系树脂组合物,其中,所述含溴阻燃剂中,(a)具有2,3-二溴丙基的含溴有机化合物或全部的溴原子键合于苯环的溴含量60重量%以上的含溴有机化合物相对于(b)具有2,3-二溴-2-烷基丙基的含溴有机化合物的比(a)/(b),以重量基准计为90/10~10/90。
6.如权利要求1~5中的任一项所述的阻燃性发泡苯乙烯系树脂组合物,其中,每100重量份的苯乙烯系树脂还含有0.01~0.5重量份的选自磷化物类化合物、硫醚化合物及受阻酚化合物的热稳定剂。
7.如权利要求1~5中的任一项所述的阻燃性发泡苯乙烯系树脂组合物,其中,每100重量份的苯乙烯系树脂还含有0.01~0.5重量份的选自由酞菁金属络盐及自由基发生剂构成的组中的阻燃增强剂。
8.如权利要求1~5中的任一项所述的阻燃性发泡苯乙烯系树脂组合物,其中,每100重量份的苯乙烯系树脂还含有0.01~20重量份的选自由滑石、膨润土、高岭土、云母、二氧化硅、粘土及硅藻土构成的组中的发泡成核剂。
9.一种发泡成型体,其是将不含发泡剂的权利要求1~8中的任一项所述的阻燃性发泡苯乙烯系树脂在挤出机中熔融,压入发泡剂后从挤出机的口模向大气挤出发泡而得到的。
10.一种发泡成型体,其是通过将权利要求1~8中的任一项所述的阻燃性发泡苯乙烯系树脂组合物的珠粒用水蒸气加热而预发泡后,在成型模内进行发泡成形而得到的。
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