JP2000154289A - Flame-retardant resin composition - Google Patents
Flame-retardant resin compositionInfo
- Publication number
- JP2000154289A JP2000154289A JP10331120A JP33112098A JP2000154289A JP 2000154289 A JP2000154289 A JP 2000154289A JP 10331120 A JP10331120 A JP 10331120A JP 33112098 A JP33112098 A JP 33112098A JP 2000154289 A JP2000154289 A JP 2000154289A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- weight
- group
- carbon atoms
- flame
- 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.)
- Granted
Links
- 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 37
- 239000003063 flame retardant Substances 0.000 title claims abstract description 37
- 239000011342 resin composition Substances 0.000 title claims abstract description 34
- 229920005989 resin Polymers 0.000 claims abstract description 56
- 239000011347 resin Substances 0.000 claims abstract description 56
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 51
- -1 benzofuranone compound Chemical class 0.000 claims abstract description 39
- 229920001955 polyphenylene ether Polymers 0.000 claims abstract description 35
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 238000004898 kneading Methods 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 150000002148 esters Chemical class 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
- 239000011159 matrix material Substances 0.000 claims abstract description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 33
- 239000004793 Polystyrene Substances 0.000 claims description 26
- 229920002223 polystyrene Polymers 0.000 claims description 26
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 238000002844 melting Methods 0.000 claims description 13
- 229910019142 PO4 Inorganic materials 0.000 claims description 11
- 239000010452 phosphate Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000004615 ingredient Substances 0.000 abstract 4
- 238000013329 compounding Methods 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 238000000465 moulding Methods 0.000 description 7
- 239000008188 pellet Substances 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000005060 rubber Substances 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical group C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 4
- 229920002959 polymer blend Polymers 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- XRUGBBIQLIVCSI-UHFFFAOYSA-N 2,3,4-trimethylphenol Chemical compound CC1=CC=C(O)C(C)=C1C XRUGBBIQLIVCSI-UHFFFAOYSA-N 0.000 description 2
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 230000001588 bifunctional effect Effects 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
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 150000002366 halogen compounds Chemical class 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FGHOOJSIEHYJFQ-UHFFFAOYSA-N (2,4-ditert-butylphenyl) dihydrogen phosphite Chemical compound CC(C)(C)C1=CC=C(OP(O)O)C(C(C)(C)C)=C1 FGHOOJSIEHYJFQ-UHFFFAOYSA-N 0.000 description 1
- DAZHWGHCARQALS-UHFFFAOYSA-N (2-methylphenyl) (4-methylphenyl) phenyl phosphate Chemical compound C1=CC(C)=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1 DAZHWGHCARQALS-UHFFFAOYSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 1
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-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
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- PTRQSJPGZBGYIW-UHFFFAOYSA-N 3,5-dipropyl-7-oxabicyclo[2.2.1]hepta-1(6),2,4-triene Chemical compound CCCC1=C(O2)C(CCC)=CC2=C1 PTRQSJPGZBGYIW-UHFFFAOYSA-N 0.000 description 1
- UQOJJIXQYQVMKV-UHFFFAOYSA-N 3-(3,4-dimethylphenyl)-3h-1-benzofuran-2-one Chemical compound C1=C(C)C(C)=CC=C1C1C2=CC=CC=C2OC1=O UQOJJIXQYQVMKV-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- WNFDFOPVGKYQOF-UHFFFAOYSA-N C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)P(O)(O)O Chemical compound C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)P(O)(O)O WNFDFOPVGKYQOF-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004609 Impact Modifier Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- LPRHLAXCXZTKNI-UHFFFAOYSA-N dibutyl methyl phosphate Chemical compound CCCCOP(=O)(OC)OCCCC LPRHLAXCXZTKNI-UHFFFAOYSA-N 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- JQVXMIPNQMYRPE-UHFFFAOYSA-N ethyl dimethyl phosphate Chemical compound CCOP(=O)(OC)OC JQVXMIPNQMYRPE-UHFFFAOYSA-N 0.000 description 1
- ANPYQJSSFZGXFE-UHFFFAOYSA-N ethyl dipropyl phosphate Chemical compound CCCOP(=O)(OCC)OCCC ANPYQJSSFZGXFE-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920005669 high impact polystyrene Polymers 0.000 description 1
- 239000004797 high-impact polystyrene Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- IELLVVGAXDLVSW-UHFFFAOYSA-N tricyclohexyl phosphate Chemical compound C1CCCCC1OP(OC1CCCCC1)(=O)OC1CCCCC1 IELLVVGAXDLVSW-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- QJAVUVZBMMXBRO-UHFFFAOYSA-N tripentyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OCCCCC QJAVUVZBMMXBRO-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- RXPQRKFMDQNODS-UHFFFAOYSA-N tripropyl phosphate Chemical compound CCCOP(=O)(OCCC)OCCC RXPQRKFMDQNODS-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、難燃性、流動性、
耐熱性、機械的特性に優れた難燃性樹脂組成物に関す
る。[0001] The present invention relates to flame retardancy, fluidity,
The present invention relates to a flame-retardant resin composition having excellent heat resistance and mechanical properties.
【0002】[0002]
【従来の技術】一般に熱可塑性樹脂は流動性、耐熱性、
機械的特性のバランスに優れたものが産業用に求められ
ている。また、火災の問題から難燃性が要求され、最近
では特に環境面からハロゲン系化合物を含有しない難燃
性樹脂が求められている。2. Description of the Related Art Generally, thermoplastic resins have fluidity, heat resistance,
What has a good balance of mechanical properties is demanded for industrial use. In addition, fire retardancy is required due to the problem of fire. Recently, a flame retardant resin containing no halogen compound has been demanded particularly from an environmental point of view.
【0003】ポリフェニレンエーテル系樹脂組成物は機
械的特性、電気的特性、耐酸、耐アルカリ性、耐熱性等
に優れ、しかも吸水性が低く寸法安定性が良いなどの性
質を備えており、またハロゲン系化合物を用いずに難燃
化し易いことから環境面でも優れており、電気製品、コ
ンピュータやワープロなどのOA機器のハウジングシャ
ーシ材料などとして幅広く利用されている。[0003] Polyphenylene ether resin compositions have properties such as excellent mechanical properties, electrical properties, acid resistance, alkali resistance, heat resistance, etc., and low water absorption and good dimensional stability. Since it is easily flame-retarded without using a compound, it is also excellent in environmental aspects, and is widely used as a housing chassis material for OA equipment such as electric appliances, computers and word processors.
【0004】ポリフェニレンエーテル樹脂は流動性が良
くないため、一般には特公昭43−17812号や米国
特許第3383435号に示されているとおり、ポリス
チレンとのポリマーブレンド組成物として利用される。
また、ポリフェニレンエーテル自身は難燃性を有する
が、ポリスチレンとのポリマーブレンド物は難燃性が十
分でないため、難燃性が必要な用途には、一般にリン酸
エステル系難燃剤を添加した難燃性樹脂組成物として提
供される。Polyphenylene ether resins have poor fluidity and are generally used as a polymer blend composition with polystyrene, as shown in JP-B-43-17812 and US Pat. No. 3,383,435.
In addition, polyphenylene ether itself has flame retardancy, but polymer blends with polystyrene have insufficient flame retardancy. Provided as a conductive resin composition.
【0005】しかしながら、必要な難燃性能を満足させ
るために、ポリフェニレンエーテルの配合比率を高めた
り、難燃剤を多量に添加するなどの手段を取る必要があ
った。その結果、物性バランスが劣るものとなり、また
経済的にも良くなかった。特に、ポリフェニレンエーテ
ルに非難燃性のポリスチレンを多量にポリマーブレンド
したものはリン酸エステル系難燃剤を添加しても、難燃
化することが難しいため難燃化助剤を添加するなどの手
段が取られていた。However, in order to satisfy the required flame retardancy, it was necessary to take measures such as increasing the blending ratio of polyphenylene ether and adding a large amount of a flame retardant. As a result, the physical property balance was inferior and the economy was not good. In particular, in the case of polymer blends of polyphenylene ether with a large amount of non-flame-retardant polystyrene, even if a phosphate ester-based flame retardant is added, it is difficult to make it flame-retardant. Had been taken.
【0006】[0006]
【発明が解決しようとする課題】本発明は、流動性、耐
熱性、機械的特性等のバランスに優れ、かつハロゲン系
化合物を含まずに高度の難燃性を有する難燃性樹脂組成
物を提供することである。DISCLOSURE OF THE INVENTION The present invention provides a flame-retardant resin composition having a good balance of fluidity, heat resistance, mechanical properties and the like, and having a high degree of flame retardancy without containing a halogen compound. To provide.
【0007】[0007]
【課題を解決するための手段】本発明者らは上記課題を
達成する技術を鋭意検討した結果、加熱溶融混練りによ
り得られる難燃性樹脂組成物において、その組成物を構
成するポリフェニレンエーテルおよびポリスチレンの分
子量を特定することにより可能となることを見いだし本
発明を完成した。Means for Solving the Problems As a result of intensive studies on the technology for achieving the above-mentioned object, the present inventors have found that in a flame-retardant resin composition obtained by heating, melt-kneading, a polyphenylene ether and a polyphenylene ether constituting the composition are used. The present inventors have found that it becomes possible by specifying the molecular weight of polystyrene, and have completed the present invention.
【0008】すなわち、本発明は、加熱溶融混練りして
得られた樹脂組成物であって、(A)重量平均分子量が
少なくとも60000のポリフェニレンエーテル樹脂
と、(B)マトリックスポリスチレンの重量平均分子量
が少なくとも200000であるスチレン系樹脂との混
合樹脂成分100重量部に対し、(C)リン酸エステル
系難燃剤2〜30重量部を含有してなる難燃性樹脂組成
物を開発することにより達成された。That is, the present invention relates to a resin composition obtained by heat-melting and kneading, wherein (A) a polyphenylene ether resin having a weight average molecular weight of at least 60,000, and (B) a matrix polystyrene having a weight average molecular weight of Achieved by developing a flame-retardant resin composition comprising (C) 2 to 30 parts by weight of a phosphate ester-based flame retardant with respect to 100 parts by weight of a mixed resin component with a styrene-based resin that is at least 200,000. Was.
【0009】本発明の(A)ポリフェニレンエーテル樹
脂とは、一般式(III)及び/または(IV)で表さ
れる繰り返し単位を有する単独重合体、あるいは共重合
体であるThe (A) polyphenylene ether resin of the present invention is a homopolymer or a copolymer having a repeating unit represented by the general formula (III) and / or (IV).
【0010】[0010]
【化3】 Embedded image
【0011】[0011]
【化4】 Embedded image
【0012】(ここで、R1、R2、R3、R4、R5、R6
は独立に炭素1〜4のアルキル基、アリール基、ハロゲ
ン、水素を表す。但し、R5、R6は同時に水素ではな
い。) ポリフェニレンエーテル樹脂の単独重合体の代表例とし
ては、ポリ(2,6−ジメチル−1,4−フェニレン)
エーテル、ポリ(2−メチル−6−エチル−14−フェ
ニレン)エーテル、ポリ(2,6−ジエチル−1,4−
フェニレン)エーテル、ポリ(2−エチル−6−n−プ
ロピル−1,4−フェニレン)エーテルポリ(2,6−
ジ−n−プロピル−1,4−フェニレン)エーテル、ポ
リ(2−メチル−6−n−ブチル−1,4−フェニレ
ン)エーテル、ポリ(2−エチル−6−イソプロピル−
1,4−フェニレン)エーテル、ポリ(2−メチル−6
−クロロエチル−1,4−フェニレン)エーテル、ポリ
(2−メチル−6−ヒドロキシエチル−1,4−フェニ
レン)エーテル、ポリ(2−メチル−6−クロロエチル
−1,4−フェニレン)エーテル等のホモポリマーが挙
げられる。(Where R 1 , R 2 , R 3 , R 4 , R 5 , R 6
Independently represents an alkyl group having 1 to 4 carbon atoms, an aryl group, halogen, or hydrogen. However, R 5 and R 6 are not simultaneously hydrogen. A typical example of the homopolymer of the polyphenylene ether resin is poly (2,6-dimethyl-1,4-phenylene).
Ether, poly (2-methyl-6-ethyl-14-phenylene) ether, poly (2,6-diethyl-1,4-
Phenylene) ether, poly (2-ethyl-6-n-propyl-1,4-phenylene) etherpoly (2,6-
Di-n-propyl-1,4-phenylene) ether, poly (2-methyl-6-n-butyl-1,4-phenylene) ether, poly (2-ethyl-6-isopropyl-)
1,4-phenylene) ether, poly (2-methyl-6)
-Chloroethyl-1,4-phenylene) ether, poly (2-methyl-6-hydroxyethyl-1,4-phenylene) ether, and homo (poly (2-methyl-6-chloroethyl-1,4-phenylene) ether) Polymers.
【0013】この中で、ポリ(2,6−ジメチル−1,
4−フェニレン)エーテルが好ましく、特開昭63−3
01222号公報等に記載されている、2−(ジアルキ
ルアミノメチル)−6−メチルフェニレンエーテルユニ
ットや2−(N−アルキル−N−フェニルアミノメチ
ル)−6−メチルフェニレンエーテルユニット等を部分
構造として含んでいるポリフェニレンエーテルは特に好
ましい。Among them, poly (2,6-dimethyl-1,1)
4-phenylene) ether is preferred.
Nos. 2- (dialkylaminomethyl) -6-methylphenylene ether unit and 2- (N-alkyl-N-phenylaminomethyl) -6-methylphenylene ether unit described in JP-A-01222 and the like as a partial structure. Containing polyphenylene ethers are particularly preferred.
【0014】ここでポリフェニレンエーテル共重合体と
は、フェニレンエーテル構造を主単量単位とする共重合
体である。その例としては、2,6−ジメチルフェノー
ルと2,3,6−トリメチルフェノールとの共重合体、
2,6−ジメチルフェノールとo−クレゾールとの共重
合体あるいは2,6−ジメチルフェノールと2,3,6
−トリメチルフェノール及びo−クレゾールとの共重合
体等がある。Here, the polyphenylene ether copolymer is a copolymer having a phenylene ether structure as a main unit. Examples thereof include copolymers of 2,6-dimethylphenol and 2,3,6-trimethylphenol,
Copolymer of 2,6-dimethylphenol and o-cresol or 2,6-dimethylphenol and 2,3,6
-Copolymers with trimethylphenol and o-cresol.
【0015】本発明においてはポリフェニレンエーテル
樹脂の一部又は全部を、特開平2−276823号公
報、特開昭63−108059号公報、特開昭59−5
9724号公報等に記載されている、炭素−炭素二重結
合を持つ化合物により変性したポリフェニレンエーテル
に置き換えて用いることができる。In the present invention, a part or the whole of the polyphenylene ether resin may be used as described in JP-A-2-276823, JP-A-63-108059, and JP-A-59-5.
It can be used in place of polyphenylene ether modified with a compound having a carbon-carbon double bond described in JP-A-9724 and the like.
【0016】本発明の(A)ポリフェニレンエーテル樹
脂は、加熱溶融混練りして得られた後の最終樹脂組成物
において、重量平均分子量が少なくとも60000、好
ましくは65000以上であることが必要である。重量
平均分子量が60000以下の場合は、難燃性が劣るた
め本発明が達成できない。分子量の上限は、成形流動性
が許される範囲内であれば大きいほど好ましいが、重量
平均分子量が100000を超えて性能が向上すること
はない。The polyphenylene ether resin (A) of the present invention must have a weight average molecular weight of at least 60,000, preferably 65,000 or more in the final resin composition obtained by heat-melting and kneading. When the weight average molecular weight is 60,000 or less, the present invention cannot be achieved because of poor flame retardancy. The upper limit of the molecular weight is preferably larger as long as the molding fluidity is allowed, but the weight average molecular weight exceeds 100,000 and the performance is not improved.
【0017】分子量の測定は、市販されている分子量既
知の単分散ポリスチレンを基準として、ゲル・パーミエ
ーション・クロマトグラフィーを用いて行い、ポリスチ
レン換算分子量として求めることができる。The molecular weight can be measured by gel permeation chromatography based on commercially available monodisperse polystyrene having a known molecular weight, and can be determined as a polystyrene equivalent molecular weight.
【0018】本発明の(B)スチレン系樹脂とは、スチ
レン系化合物、スチレン系化合物と共重合可能な化合物
をゴム質重合体存在または非存在下に重合して得られる
重合体である。さらに、本発明の(B)スチレン系樹脂
は、加熱溶融混練りして得られた後の最終樹脂組成物に
おいて、重量平均分子量が少なくとも200000、好
ましくは230000以上でであることが必要である。The styrene resin (B) of the present invention is a polymer obtained by polymerizing a styrene compound or a compound copolymerizable with the styrene compound in the presence or absence of a rubbery polymer. Further, the (B) styrene-based resin of the present invention needs to have a weight average molecular weight of at least 200,000, preferably 230,000 or more in the final resin composition obtained by heat-melting and kneading.
【0019】スチレン系化合物の具体例としては、スチ
レン、α−メチルスチレン、2,4−ジメチルスチレ
ン、モノクロロスチレン、p−メチルスチレン、p−t
ert−ブチルスチレン、エチルスチレン等が挙げら
れ、最も好ましいのはスチレンである。また、スチレン
系化合物と共重合可能な化合物としては、メチルメタク
リレート、エチルメタクリレート等のメタクリル酸エス
テル類;アクリロニトリル、メタクリロニトリル等の不
飽和ニトリル化合物類;無水マレイン酸等の酸無水物等
が挙げられ、スチレン系化合物とともに使用される。共
重合可能な化合物の使用量は、スチレン系化合物との合
計量に対して20重量%以下が好ましく、さらに好まし
くは15重量%以下である。Specific examples of the styrene compound include styrene, α-methylstyrene, 2,4-dimethylstyrene, monochlorostyrene, p-methylstyrene, pt
tert-Butylstyrene, ethylstyrene and the like can be mentioned, and styrene is most preferable. Examples of the compound copolymerizable with the styrene compound include methacrylic esters such as methyl methacrylate and ethyl methacrylate; unsaturated nitrile compounds such as acrylonitrile and methacrylonitrile; and acid anhydrides such as maleic anhydride. And used together with styrenic compounds. The amount of the copolymerizable compound to be used is preferably 20% by weight or less, more preferably 15% by weight or less, based on the total amount with the styrene compound.
【0020】また、ゴム質重合体としては共役ジエン系
ゴムあるいは共役ジエンと芳香族ビニル化合物との共重
合体あるいはエチレン−プロピレン共重合体系ゴム等が
挙げられる。具体的には特に、ポリブタジェンおよびス
チレン−ブタジェン共重合体が好ましい。また、不飽和
ゴム質重合体を用いる場合に、部分的に水添したゴムを
用いることが好ましい。Examples of the rubbery polymer include a conjugated diene rubber, a copolymer of a conjugated diene and an aromatic vinyl compound, and an ethylene-propylene copolymer rubber. Specifically, polybutadiene and a styrene-butadiene copolymer are particularly preferred. When an unsaturated rubbery polymer is used, it is preferable to use a partially hydrogenated rubber.
【0021】該スチレン系樹脂として特に好ましいの
は、ポリスチレンおよびゴム変性ポリスチレンである。Particularly preferred as the styrene resin are polystyrene and rubber-modified polystyrene.
【0022】ポリフェニレンエーテルとポリスチレンと
をポリマーブレンドするには、ポリフェニレンエーテル
の溶融温度が高く、かつ溶融粘度が高いことから大きな
剪断力が伴うためため、同時に溶融混練りするポリスチ
レンの分子量は低下し、市販されているポリフェニレン
エーテルとポリスチレンとのポリマーブレンド物におけ
るポリスチレンの重量平均分子量は一般に200000
以下である。In the polymer blending of polyphenylene ether and polystyrene, a high shearing force is involved due to the high melting temperature and high melt viscosity of polyphenylene ether, so that the molecular weight of polystyrene melt-kneaded at the same time decreases, The weight average molecular weight of polystyrene in a commercially available polymer blend of polyphenylene ether and polystyrene is generally 200,000.
It is as follows.
【0023】本発明は、ポリスチレンの重量平均分子量
が、加熱溶融混練りして得られた後の最終樹脂組成物に
おいて、重量平均分子量が少なくとも200000、好
ましくは220000以上にすることにより、重量平均
分子量が少なくとも60000のポリフェニレンエーテ
ル樹脂および有効なリン酸エステル系難燃剤との組み合
わせにより、機械的特性だけでなく、著しい難燃性の向
上を見出した。加熱溶融混練りして得られた後の最終樹
脂組成物において、ポリスチレンの重量平均分子量が少
なくとも200000以上にするには、従来の製造方法
では難しく、好ましい製法としては、第一段階として、
(A)ポリフェニレンエーテル樹脂50〜100重量%
と、(B)スチレン系樹脂0〜50重量%との混合樹脂
成分100重量部に対し、(C)リン酸エステル系難燃
剤5〜50重量部を加熱溶融混練りした樹脂混合物
(I)を得て、さらに第二段階として、追加の(B)ス
チレン系樹脂を加熱溶融混練りすることによって得る方
法が挙げられる。さらに好ましい製法は、(A)ポリフ
ェニレンエーテル樹脂と、(B)スチレン系樹脂との混
合樹脂成分100重量部に対し、(D)ベンゾフラノン
化合物を0.01〜3重量部を添加して加熱溶融混練り
する方法である。According to the present invention, the weight average molecular weight of polystyrene is adjusted to at least 200,000, preferably 220000 or more in the final resin composition obtained by heat-melting and kneading. Found that the combination of a polyphenylene ether resin with a minimum of 60,000 and an effective phosphate ester-based flame retardant not only improved mechanical properties but also markedly improved flame retardancy. In the final resin composition obtained by heat-melting and kneading, it is difficult to obtain a weight average molecular weight of polystyrene of at least 200,000 or more by a conventional production method. As a preferable production method, as a first step,
(A) 50 to 100% by weight of polyphenylene ether resin
And (B) a resin mixture (I) obtained by heat-melting and kneading 5 to 50 parts by weight of a phosphate ester-based flame retardant with respect to 100 parts by weight of a mixed resin component of 0 to 50% by weight of a styrene resin. Then, as a second step, there is a method in which an additional (B) styrene-based resin is obtained by heat-melting and kneading. A more preferred production method is to add 0.01 to 3 parts by weight of a benzofuranone compound (D) to 100 parts by weight of a mixed resin component of (A) a polyphenylene ether resin and (B) a styrene-based resin, and heat and mix them. It is a method of kneading.
【0024】本発明の(C)リン酸エステル系難燃剤と
は、難燃性向上に有効なリン酸エステル化合物全般を指
す。例えばトリメチルホスフェート、トリエチルホスフ
ェート、トリプロピルホスフェート、トリブチルホスフ
ェート、トリペンチルホスフェート、トリヘキシルホス
フェート、トリシクロヘキシルホスフェート、トリフェ
ニルホスフェート、トリクレジルホスフェート、トリキ
シレニルホスフェート、クレジルジフェニルホスフェー
ト、ジクレジルフェニルホスフェート、ジメチルエチル
ホスフェート、メチルジブチルホスフェート、エチルジ
プロピルホスフェート、ヒドロキシフェニルジフェニル
ホスフェート等のリン酸エステルやこれらを各種置換基
で変性した化合物、各種の縮合タイプのリン酸エステル
化合物が挙げられるが、縮合リン酸エステル化合物が好
ましい。[0024] The (C) phosphate ester flame retardant of the present invention means all phosphate ester compounds effective for improving flame retardancy. For example, trimethyl phosphate, triethyl phosphate, tripropyl phosphate, tributyl phosphate, tripentyl phosphate, trihexyl phosphate, tricyclohexyl phosphate, triphenyl phosphate, tricresyl phosphate, trixylenyl phosphate, cresyl diphenyl phosphate, dicresyl phenyl phosphate, Phosphoric acid esters such as dimethylethyl phosphate, methyldibutylphosphate, ethyldipropylphosphate, hydroxyphenyldiphenylphosphate, compounds modified with these various substituents, and various condensed type phosphoric acid ester compounds. Ester compounds are preferred.
【0025】これらの中で、一般式(V)で表されるリ
ン酸エステル化合物が特に好ましい。Of these, the phosphate compound represented by the general formula (V) is particularly preferred.
【0026】[0026]
【化5】 Embedded image
【0027】(式中、Q1、Q2、Q3、Q4は、炭素
数1から6のアルキル基、または水素を表し、R1、R
2、R3、R4はメチル基、または水素を表す。nは1
以上の整数を、n1、n2は0から2の整数を示し、m
1、m2、m3、m4は、1から3の整数を示す。)で
表される。(Wherein Q1, Q2, Q3 and Q4 represent an alkyl group having 1 to 6 carbon atoms or hydrogen;
2, R3 and R4 represent a methyl group or hydrogen. n is 1
N1 and n2 represent integers from 0 to 2;
1, m2, m3, and m4 each represent an integer of 1 to 3. ).
【0028】一般式(V)におけるQ1、Q2、Q3、
Q4のうち特に好ましいのは水素、またはメチル基であ
る。In the general formula (V), Q1, Q2, Q3,
Particularly preferred among Q4 is hydrogen or a methyl group.
【0029】一般式(V)におけるR1、R2で好まし
いのは水素であり、R3、R4で好ましいのははメチル
基である。In formula (V), R1 and R2 are preferably hydrogen, and R3 and R4 are preferably a methyl group.
【0030】一般式(V)におけるnは1以上の整数で
あってその数により耐熱性、加工性が異なってくる。好
ましいnの範囲は1〜5である。また該リン酸エステル
はn量体の混合物であってもかまわない。In the general formula (V), n is an integer of 1 or more, and heat resistance and workability vary depending on the number. The preferred range of n is 1-5. Further, the phosphoric ester may be a mixture of n-mers.
【0031】(C)成分としての好ましいリン酸エステ
ル化合物は、“特定の二官能フェノール”による結合構
造と“特定の単官能フェノール”による末端構造を有
す。The preferred phosphoric ester compound as the component (C) has a bonding structure of “specific bifunctional phenol” and a terminal structure of “specific monofunctional phenol”.
【0032】“特定の二官能フェノール”としては、
2,2−ビス(4−ヒドロキシフェニル)プロパン〔通
称ビスフェノールA〕、2,2−ビス(4−ヒドロキシ
−3−メチルフェニル)プロパン、ビス(4−ヒドロキ
シフェニル)メタン、ビス(4−ヒドロキシ−3,5−
ジメチルフェニル)メタン、1,1−ビス(4−ヒドロ
キシフェニル)エタンなどのビスフェノール類が挙げら
れるが、これに限定されない。特にビスフェノールAが
好ましい。As the “specific bifunctional phenol”,
2,2-bis (4-hydroxyphenyl) propane [commonly known as bisphenol A], 2,2-bis (4-hydroxy-3-methylphenyl) propane, bis (4-hydroxyphenyl) methane, bis (4-hydroxy- 3,5-
Bisphenols such as, but not limited to, dimethylphenyl) methane and 1,1-bis (4-hydroxyphenyl) ethane. Particularly, bisphenol A is preferable.
【0033】“特定の単官能フェノール”としては、無
置換フェノール、モノアルキルフェノール、ジアルキル
フェノール、トリアルキルフェノールを単独または2種
以上の混合物として使用できる。特にフェノール、クレ
ゾール、ジメチルフェノール(混合キシレノール)、
2,6−ジメチルフェノール、トリメチルフェノールが
好ましい。As the "specific monofunctional phenol", unsubstituted phenol, monoalkylphenol, dialkylphenol, and trialkylphenol can be used alone or as a mixture of two or more. Especially phenol, cresol, dimethylphenol (mixed xylenol),
2,6-dimethylphenol and trimethylphenol are preferred.
【0034】これらのリン系化合物は単独あるいは2種
以上組み合わせて用いることができる。また、リン酸エ
ステル化合物以外の他の難燃剤、さらには滴下防止剤と
してのポリテトラフルオロエチレン、シリコン樹脂、フ
ェノール樹脂、ガラス繊維、カーボン繊維等の併用も有
効である。These phosphorus compounds can be used alone or in combination of two or more. It is also effective to use a flame retardant other than the phosphoric acid ester compound, and a combination of polytetrafluoroethylene, a silicone resin, a phenol resin, glass fiber, carbon fiber, and the like as a dripping inhibitor.
【0035】(C)成分の配合量は、(A)および
(B)の合計量100重量部に対して2〜30重量部、
好ましくは3〜20重量部、さらに好ましくは4〜15
重量部である。2重量%未満では難燃効果が不十分であ
り、30重量%以上では耐熱性や機械的特性が損なわ
れ、経済的にも不利であり好ましくない。The component (C) is used in an amount of 2 to 30 parts by weight based on 100 parts by weight of the total of (A) and (B).
Preferably 3 to 20 parts by weight, more preferably 4 to 15 parts by weight.
Parts by weight. If it is less than 2% by weight, the flame retardant effect is insufficient, and if it is more than 30% by weight, heat resistance and mechanical properties are impaired, which is economically disadvantageous and not preferable.
【0036】本発明の難燃性樹脂組成物は、第一段階と
して、(A)ポリフェニレンエーテル樹脂50〜100
重量%と、(B)スチレン系樹脂0〜50重量%との混
合樹脂成分100重量部に対し、(C)リン酸エステル
系難燃剤5〜50重量部を加熱溶融混練りした樹脂混合
物(I)とし、さらに第二段階として、樹脂混合物
(I)に追加の(B)スチレン系樹脂やその他の配合物
を加熱溶融混練りすることにより樹脂混合物(II)と
する方法で、最終組成物としての本発明難燃性樹脂組成
物を得ることがより好ましい。この方法によれば、第一
段階おいては多量のリン酸エステル系難燃剤の存在によ
り剪断発熱が抑制され、第二段階では加熱溶融混練りす
るときの温度を低く設定でき、また低剪断速度での溶融
混練りが可能なため、本発明難燃性樹脂組成物を得られ
易い。The flame-retardant resin composition of the present invention comprises, as a first step, (A) a polyphenylene ether resin 50 to 100
(C) 5 to 50 parts by weight of a phosphate ester-based flame retardant and 100 parts by weight of a mixed resin component of (B) a styrene-based resin in an amount of 0 to 50% by weight. In a second step, a resin mixture (II) is prepared by heating and melt-kneading an additional (B) styrene resin or other compound to the resin mixture (I) to obtain a final composition. It is more preferable to obtain the flame-retardant resin composition of the present invention. According to this method, in the first step, the heat generated by shearing is suppressed due to the presence of a large amount of the phosphoric ester-based flame retardant, and in the second step, the temperature at the time of heat-melting and kneading can be set low, and the low shear rate Since it is possible to perform the melt-kneading in the above, it is easy to obtain the flame-retardant resin composition of the present invention.
【0037】本発明の難燃性樹脂組成物を得るために、
(A)ポリフェニレンエーテル樹脂と(B)スチレン系
樹脂との合計量100重量部に対して、(D)一般式
(I)、In order to obtain the flame-retardant resin composition of the present invention,
With respect to 100 parts by weight of the total amount of (A) the polyphenylene ether resin and (B) the styrene resin, (D) the general formula (I):
【0038】[0038]
【化6】 Embedded image
【0039】(式中、R1は未置換の、または炭素原子
数1ないし4のアルキル基、炭素原子数1ないし4のア
ルコキシ基、炭素原子数1ないし4のアルキルチオ基、
ヒドロキシ基、アミノ基、炭素原子数1ないし4のアル
キルアミノ基、フェニルアミノ基、あるいはR1は一般
式(II)(Wherein R 1 is an unsubstituted or C 1 -C 4 alkyl group, C 1 -C 4 alkoxy group, C 1 -C 4 alkylthio group,
A hydroxy group, an amino group, an alkylamino group having 1 to 4 carbon atoms, a phenylamino group, or R 1 has the general formula (II)
【0040】[0040]
【化7】 Embedded image
【0041】で表される基を表し、R2、R3、R4およ
びR5はおのおの互いに独立して水素原子、ヒドロキシ
基、炭素原子数1ないし25のアルキル基、炭素原子数
7ないし9のフェニルアルキル基、未置換炭素原子数5
ないし8のシクロアルキル基、炭素原子数1ないし18
のアルコキシ基、炭素原子数1ないし18のアルキルチ
オ基、炭素原子数1ないし4のアルキルアミノ基を表
す。また、一般式(II)のR6、R7、R8、R9はおの
おの互いに独立して水素原子、ヒドロキシ基、炭素原子
数1ないし18のアルキル基、炭素原子数1ないし18
のアルコキシ基、炭素原子数1ないし18のアルキルチ
オ基、炭素原子数3ないし4のアルケニルオキシ基、炭
素原子数3ないし4のアルキニルオキシ基、フェニル
基、ベンゾイル基、ベンゾイルオキシ基を表し、R10は
水素原子、炭素原子数1ないし18のアルキル基、炭素
原子数1ないし18のアルキルチオ基、フェニル基、シ
クロヘキシル基を表す。)で表されるベンゾフラノン化
合物を0.01〜3重量部を添加して加熱溶融混練りす
ることは、難燃性、機械的特性さらには耐熱性を維持し
ながら成形流動性を向上させることからより好ましい。Wherein R 2 , R 3 , R 4 and R 5 each independently represent a hydrogen atom, a hydroxy group, an alkyl group having 1 to 25 carbon atoms, an alkyl group having 7 to 9 carbon atoms, Phenylalkyl group, unsubstituted carbon atom 5
To 8 cycloalkyl groups, 1 to 18 carbon atoms
Represents an alkoxy group, an alkylthio group having 1 to 18 carbon atoms and an alkylamino group having 1 to 4 carbon atoms. In the general formula (II), R 6 , R 7 , R 8 , and R 9 each independently represent a hydrogen atom, a hydroxy group, an alkyl group having 1 to 18 carbon atoms, an alkyl group having 1 to 18 carbon atoms.
R 10 represents an alkoxy group having 1 to 18 carbon atoms, an alkylthio group having 1 to 18 carbon atoms, an alkenyloxy group having 3 to 4 carbon atoms, an alkynyloxy group having 3 to 4 carbon atoms, a phenyl group, a benzoyl group or a benzoyloxy group; Represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkylthio group having 1 to 18 carbon atoms, a phenyl group, or a cyclohexyl group. The addition of 0.01 to 3 parts by weight of the benzofuranone compound represented by the formula (1) to heat-melt kneading improves the molding fluidity while maintaining flame retardancy, mechanical properties, and heat resistance. More preferred.
【0042】(D)ベンゾフラノン化合物の製法および
具体例としては、特開平7−233160号公報に記述
されており、5,7−ジ−ターシャリ−ブチル−3−
(3,4−ジ−メチル−フェニル)−3H−ベンゾフラ
ン−2−オンおよびその異性体との混合物が好ましく、
チバ・スペシャルティ・ケミカルズ株式会社よりHP−
136として市販されている。The production method and specific examples of (D) the benzofuranone compound are described in JP-A-7-233160, and 5,7-di-tert-butyl-3-.
Preferred are mixtures with (3,4-di-methyl-phenyl) -3H-benzofuran-2-one and its isomers,
HP- from Ciba Specialty Chemicals Co., Ltd.
136.
【0043】本発明の難燃性樹脂組成物には、ガラス繊
維、ガラスフレーク、カオリンクレー、タルク等の無機
充填剤やその他の繊維状補強剤等を配合し、流動性と耐
熱性に優れた高強度複合体を得ることができる。また、
耐衝撃付与剤としてスチレン系熱可塑性エラストマー、
例えばスチレン−ブタジエンブロック共重合体、スチレ
ン−イソプレンブロック共重合体およびそれらの水素添
加エラストマーが好適に用いられる。The flame retardant resin composition of the present invention is blended with an inorganic filler such as glass fiber, glass flake, kaolin clay, and talc, and other fibrous reinforcing agents, and has excellent fluidity and heat resistance. A high strength composite can be obtained. Also,
Styrene-based thermoplastic elastomer as impact modifier,
For example, styrene-butadiene block copolymers, styrene-isoprene block copolymers, and hydrogenated elastomers thereof are preferably used.
【0044】本発明の樹脂組成物には、更に他の特性を
付与するため、または本発明の効果を損なわない範囲で
他の添加剤、例えば可塑剤、酸化防止剤、及び紫外線吸
収剤などの安定剤、帯電防止剤、離型剤、染顔料、ある
いはその他の樹脂を添加することができる。To the resin composition of the present invention, other additives, such as a plasticizer, an antioxidant, and an ultraviolet absorber, for imparting other properties or within the range not impairing the effects of the present invention. Stabilizers, antistatic agents, release agents, dyes and pigments, or other resins can be added.
【0045】本発明の組成物の製造方法は、特に規定す
るものではなく、押出機、加熱ロール、ニーダー、バン
バリーミキサー等の混練機を用いて混練製造することが
できる。その中でも押出機による混練りが、生産性の面
で好ましい。混練り温度は、230〜360℃の範囲、
好ましくは240〜320℃の範囲である。The method for producing the composition of the present invention is not particularly limited, and the composition can be kneaded and manufactured using a kneader such as an extruder, a heating roll, a kneader, and a Banbury mixer. Among them, kneading with an extruder is preferable in terms of productivity. The kneading temperature is in the range of 230 to 360 ° C,
Preferably it is the range of 240-320 degreeC.
【0046】[0046]
【実施例】以下、実施例によって本発明を具体的に説明
するが、本発明は以下の例に限定されるものではない。EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to the following examples.
【0047】得られた樹脂組成物の物性評価は、以下の
方法及び条件で行った。The physical properties of the obtained resin composition were evaluated by the following methods and conditions.
【0048】(1)ポリフェニレンエーテルおよびポリ
スチレンの分子量 分子量の測定は、クロロホルム溶液とし、市販されてい
る分子量既知の単分散ポリスチレンを基準として、コン
ピューター処理で自動化されたゲル・パーミエーション
・クロマトグラフィーを用いて分析し、ポリスチレン換
算分子量として分析結果を得た。(1) Molecular weight of polyphenylene ether and polystyrene The molecular weight was measured using a chloroform solution, and gel permeation chromatography, which was automated by computer processing, based on commercially available monodisperse polystyrene having a known molecular weight. The analysis result was obtained as the molecular weight in terms of polystyrene.
【0049】(2)難燃性 UL−94 垂直燃焼試験に基ずき、1/16インチ厚
みの射出成形試験片を用いて測定した。難燃性のレベル
は、V−0が最も優れ、V−1、V−2のランクになる
にしたがって劣る。(2) Flame Retardancy Based on the UL-94 vertical combustion test, the flame retardancy was measured using a 1/16 inch thick injection molded test piece. As for the flame retardancy level, V-0 is the best, and becomes worse as the rank becomes V-1 or V-2.
【0050】(3)成形流動性 SSP:厚み1.6mm、巾12.7mm、流動方向の
長さ127mmの成形片を射出成形した際、この成形片
を完全充填するのに必要な最低成形圧力(以下、SSP
と略す。圧力はゲージ圧力kg/cm2で示す。)を測
定し、成形流動性の尺度とした。SSPの値が低いほど
成形流動性に優れることを意味する。(3) Molding fluidity SSP: Minimum molding pressure required to completely fill this molded piece when injection molding a 1.6 mm thick, 12.7 mm wide, 127 mm long flow direction piece (Hereafter, SSP
Abbreviated. The pressure is shown in gauge pressure kg / cm 2 . ) Was measured and used as a measure of molding fluidity. The lower the SSP value, the better the molding fluidity.
【0051】(4)耐熱温度 ASTM D648に基づき荷重18.6kg/cm2
にて荷重たわみ温度を測定し、耐熱性の尺度とした。(4) Heat resistance temperature 18.6 kg / cm 2 based on ASTM D648
, The deflection temperature under load was measured and used as a measure of heat resistance.
【0052】(5)曲げ強度 ASTM D790に基づき測定した。(5) Bending strength Measured according to ASTM D790.
【0053】(6)落錘衝撃強度 50mm×90mm×厚み2.5mmの平板成形片を用
い、東洋精機製作所(株)製、商品名、グラフィックイ
ンパクトテスターにより全吸収エネルギー値(J:ジュ
ール)を測定した。(6) Drop weight impact strength Using a flat molded piece of 50 mm × 90 mm × 2.5 mm in thickness, the total absorbed energy value (J: joule) was measured by a graphic impact tester manufactured by Toyo Seiki Seisaku-sho, Ltd. It was measured.
【0054】実施例および比較例で用いた各成分は以下
のものを用いた。The following components were used in Examples and Comparative Examples.
【0055】(1)ポリフェニレンエーテル樹脂 PPE−1:30℃のクロロホルム溶液で測定したηs
p/cが0.54のポリ−2,6−ジメチル−1,4−
フェニレンエーテル PPE−2:30℃のクロロホルム溶液で測定したηs
p/cが0.43のポリ−2,6−ジメチル−1,4−
フェニレンエーテル (2)スチレン系樹脂 PS−1:重量平均分子量360,000のホモポリス
チレン PS−2:重量平均分子量280,000のホモポリス
チレン PS−3:重量平均分子量190,000のホモポリス
チレン HIPS−1:ゴム含量12%、30℃、トルエン溶液
で測定したマトリックスポリスチレンのηsp/cが
0.64、体積平均ゴム粒子径が1.5μmのゴム補強
ポリスチレン HIPS−2:ゴム含量8%、30℃、トルエン溶液で
測定したマトリックスポリスチレンのηsp/cが0.
9、体積平均ゴム粒子径が1.6μmのゴム補強ポリス
チレン (3)リン酸エステル系難燃剤 FR−1:化学式(VI)で表されるn=1〜3の混合
物(1) Polyphenylene ether resin PPE-1: ηs measured with a chloroform solution at 30 ° C.
poly-2,6-dimethyl-1,4- having a p / c of 0.54
Phenylene ether PPE-2: ηs measured with chloroform solution at 30 ° C
poly-2,6-dimethyl-1,4- having a p / c of 0.43
Phenylene ether (2) Styrene resin PS-1: Homopolystyrene having a weight average molecular weight of 360,000 PS-2: Homopolystyrene having a weight average molecular weight of 280,000 PS-3: Homopolystyrene having a weight average molecular weight of 190,000 HIPS-1 : Rubber content 12%, rubber-reinforced polystyrene having a ηsp / c of 0.64 and a volume-average rubber particle diameter of 1.5 μm measured at 30 ° C. in toluene solution HIPS-2: rubber content 8%, 30 ° C. The ηsp / c of the matrix polystyrene measured with a toluene solution is 0.
9. Rubber-reinforced polystyrene having a volume average rubber particle diameter of 1.6 μm (3) Phosphate ester flame retardant FR-1: a mixture of n = 1 to 3 represented by the chemical formula (VI)
【0056】[0056]
【化8】 Embedded image
【0057】FR−2:化学式(VII)で表される化
合物FR-2: Compound represented by chemical formula (VII)
【0058】[0058]
【化9】 Embedded image
【0059】(4)ベンゾフラノン化合物として、チバ
・スペシャルティー・ケミカルズ(株)製、商品名 H
P−136を用いた。(4) As a benzofuranone compound, trade name H, manufactured by Ciba Specialty Chemicals Co., Ltd.
P-136 was used.
【0060】実施例1 表1に示す組成で、加熱シリンダーの最高温度を320
℃に設定したスクリュー直径40mmの二軸押出機に供
給し、スクリュー回転数300rpmで溶融混練りし、
第一段の混合物ペレットを得た。次に、この第一段で得
られたペレットに表1に示す追加の成分を配合して、加
熱シリンダーの最高温度260℃に設定したスクリュー
直径40mmの単軸押出機に供給して100rpmで第
二段の溶融混練りを行い、樹脂組成物ペレットを得た。Example 1 With the composition shown in Table 1, the maximum temperature of the heating cylinder was 320
° C. screw supplied to a twin screw extruder with a diameter of 40 mm, melt-kneaded at a screw rotation speed of 300 rpm,
A first stage mixture pellet was obtained. Next, the pellets obtained in the first stage were blended with the additional components shown in Table 1, and fed to a single-screw extruder having a screw diameter of 40 mm set to a maximum temperature of a heating cylinder of 260 ° C., and the first pellet was extruded at 100 rpm. Two-stage melt-kneading was performed to obtain resin composition pellets.
【0061】得られた樹脂組成物ペレットについて、ポ
リフェニレンエーテルおよびポリスチレンの分子量を測
定した。With respect to the obtained resin composition pellets, the molecular weights of polyphenylene ether and polystyrene were measured.
【0062】樹脂組成物ペレットを、シリンダー温度2
40℃および金型温度60℃に設定された型締め圧力8
0トンの射出成形機により射出成形を行い、成形流動性
の評価と得られた成形片を用いて物性を評価した。結果
を表1に示した。The resin composition pellets were heated at a cylinder temperature of 2
Mold clamping pressure set to 40 ° C and mold temperature 60 ° C 8
Injection molding was performed using a 0-ton injection molding machine, and the molding fluidity was evaluated and the physical properties were evaluated using the obtained molded pieces. The results are shown in Table 1.
【0063】比較例1 実施例1において、全成分を一段階で、加熱シリンダー
の最高温度を320℃に設定したスクリュー直径40m
mの二軸押出機に供給し、スクリュー回転数300rp
mで溶融混練りして樹脂組成物ペレットを得た。COMPARATIVE EXAMPLE 1 In Example 1, all the components were mixed in one step, and the maximum temperature of the heating cylinder was set at 320 ° C., and the screw diameter was 40 m.
m to a twin screw extruder with a screw rotation speed of 300 rpm
m to obtain a resin composition pellet.
【0064】比較例2 実施例1において、第二段の溶融混練り時に添加するポ
リスチレンを替えて同様に評価し、表1の結果を得た。Comparative Example 2 The same evaluation as in Example 1 was carried out except that the polystyrene added during the melt kneading in the second stage was changed, and the results shown in Table 1 were obtained.
【0065】比較例3 実施例1において、2種類のポリフェニレンエーテルを
用いて、同様に評価し、表1の結果を得た。Comparative Example 3 In Example 1, two kinds of polyphenylene ethers were evaluated in the same manner, and the results shown in Table 1 were obtained.
【0066】実施例2 比較例1において、HP−136を0.2重量部および
トリス(2,4−ジ−t−ブチルフェニルフォスファイ
ト)を0.8重量部添加して同様に評価し、表1の結果
を得た。Example 2 Comparative Example 1 was evaluated by adding 0.2 parts by weight of HP-136 and 0.8 parts by weight of tris (2,4-di-t-butylphenylphosphite). The results in Table 1 were obtained.
【0067】実施例3 実施例1において、第二段の溶融混練り時にHP−13
6を0.2重量部およびトリス(2,4−ジ−t−ブチ
ルフェニルフォスファイト)を0.8重量部添加して同
様に評価し、表1の結果を得た。Example 3 In Example 1, HP-13 was used during the second stage of melt kneading.
6 and 0.2 parts by weight of tris (2,4-di-t-butylphenyl phosphite) were added and evaluated in the same manner. The results shown in Table 1 were obtained.
【0068】実施例4 実施例3において、組成および第二段で追加のポリスチ
レンを変更して同様に評価し、表1の結果を得た。Example 4 Example 3 was evaluated in the same manner as in Example 3 except that the composition and the additional polystyrene were changed in the second stage, and the results shown in Table 1 were obtained.
【0069】実施例5、比較例4 実施例1と同様の混練り方法により、難燃剤種、組成を
変更し、第二段で異なるHIPSを追添加して比較し
た。同様に評価して、表2に示す結果を得た。Example 5 and Comparative Example 4 The kind and composition of the flame retardant were changed by the same kneading method as in Example 1, and a different HIPS was additionally added in the second stage for comparison. Evaluation was performed in the same manner, and the results shown in Table 2 were obtained.
【0070】[0070]
【表1】 [Table 1]
【0071】[0071]
【表2】 [Table 2]
【0072】[0072]
【発明の効果】本発明の樹脂組成物は、従来のポリフェ
ニレンエーテル樹脂、スチレン系樹脂およびリン酸エス
テル系難燃剤とから成る組成物に比べて著しく難燃性に
優れ、成形加工性、機械的特性、耐熱性に優れた材料を
提供する。The resin composition of the present invention has remarkably excellent flame retardancy as compared with a conventional composition comprising a polyphenylene ether resin, a styrene-based resin and a phosphate ester-based flame retardant, and has excellent moldability and mechanical properties. Provide materials with excellent properties and heat resistance.
───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4F070 AA18 AA52 AB22 AC20 AC39 AC66 AE07 AE30 FA03 FA17 FB03 FB05 FB06 FB07 FC05 4J002 BC03W BC05W BC06W BC07W BC08W BC09W BC11W BN06W BN09W BN14W CH07X EL077 EW046 FD027 FD136 ──────────────────────────────────────────────────続 き Continued on front page F term (reference) 4F070 AA18 AA52 AB22 AC20 AC39 AC66 AE07 AE30 FA03 FA17 FB03 FB05 FB06 FB07 FC05 4J002 BC03W BC05W BC06W BC07W BC08W BC09W BC11W BN06W BN09W BN14W CH07X EL077 EW07
Claims (6)
であって、(A)重量平均分子量が少なくとも6000
0のポリフェニレンエーテル樹脂と、(B)マトリック
スポリスチレンの重量平均分子量が少なくとも2000
00であるスチレン系樹脂との混合樹脂成分100重量
部に対し、(C)リン酸エステル系難燃剤2〜30重量
部を含有してなる難燃性樹脂組成物。1. A resin composition obtained by heat-melting and kneading, wherein (A) the weight-average molecular weight is at least 6,000.
Polyphenylene ether resin having a weight average molecular weight of at least 2,000
A flame-retardant resin composition comprising (C) 2 to 30 parts by weight of a phosphate ester-based flame retardant per 100 parts by weight of a mixed resin component with a styrene-based resin which is 00.
0〜50重量%と、(B)スチレン系樹脂が50〜90
重量%との混合樹脂成分100重量部に対し、(C)リ
ン酸エステル系難燃剤2〜30重量部からなる請求項1
記載の難燃性樹脂組成物。2. The method according to claim 1, wherein (A) the polyphenylene ether resin is 1
0 to 50% by weight, and (B) 50 to 90% of the styrene resin.
2. A composition comprising 2 to 30 parts by weight of (C) a phosphoric ester-based flame retardant per 100 parts by weight of a mixed resin component based on 100% by weight.
The flame-retardant resin composition according to the above.
エーテル樹脂50〜100重量%と、(B)スチレン系
樹脂0〜50重量%との混合樹脂成分100重量部に対
し、(C)リン酸エステル系難燃剤5〜50重量部を加
熱溶融混練りした樹脂混合物(I)を得て、さらに第二
段階として、追加の(B)スチレン系樹脂を加熱溶融混
練りすることによって得られた樹脂混合物(II)であ
って、最終組成物としての請求項1記載の難燃性樹脂組
成物。3. As a first step, (C) phosphoric acid is added to 100 parts by weight of a mixed resin component of (A) 50 to 100% by weight of a polyphenylene ether resin and (B) 0 to 50% by weight of a styrene resin. A resin mixture (I) obtained by heat-melting and kneading 5 to 50 parts by weight of an ester-based flame retardant is obtained, and as a second step, a resin obtained by heat-melting and kneading an additional (B) styrene resin. The flame-retardant resin composition according to claim 1, which is a mixture (II), which is a final composition.
(B)スチレン系樹脂との合計量100重量部に対し
て、(D)一般式(I)、 【化1】 (式中、R1は未置換の、または炭素原子数1ないし4
のアルキル基、炭素原子数1ないし4のアルコキシ基、
炭素原子数1ないし4のアルキルチオ基、ヒドロキシ
基、アミノ基、炭素原子数1ないし4のアルキルアミノ
基、フェニルアミノ基、あるいはR1は一般式(II) 【化2】 で表される基を表し、R2、R3、R4およびR5はおのお
の互いに独立して水素原子、ヒドロキシ基、炭素原子数
1ないし25のアルキル基、炭素原子数7ないし9のフ
ェニルアルキル基、未置換炭素原子数5ないし8のシク
ロアルキル基、炭素原子数1ないし18のアルコキシ
基、炭素原子数1ないし18のアルキルチオ基、炭素原
子数1ないし4のアルキルアミノ基を表す。また、一般
式(II)のR6、R7、R8、R9はおのおの互いに独立
して水素原子、ヒドロキシ基、炭素原子数1ないし18
のアルキル基、炭素原子数1ないし18のアルコキシ
基、炭素原子数1ないし18のアルキルチオ基、炭素原
子数3ないし4のアルケニルオキシ基、炭素原子数3な
いし4のアルキニルオキシ基、フェニル基、ベンゾイル
基、ベンゾイルオキシ基を表し、R10は水素原子、炭素
原子数1ないし18のアルキル基、炭素原子数1ないし
18のアルキルチオ基、フェニル基、シクロヘキシル基
を表す。)で表されるベンゾフラノン化合物を0.01
〜3重量部を添加して加熱溶融混練りすることにより得
られる樹脂組成物であって、最終組成物としての請求項
1記載の難燃性樹脂組成物。4. A method according to claim 1, wherein (A) a polyphenylene ether resin and (B) a styrene-based resin in a total amount of 100 parts by weight. (Wherein R 1 is unsubstituted or has 1 to 4 carbon atoms)
An alkyl group, an alkoxy group having 1 to 4 carbon atoms,
An alkylthio group having 1 to 4 carbon atoms, a hydroxy group, an amino group, an alkylamino group having 1 to 4 carbon atoms, a phenylamino group, or R 1 has the general formula (II): Wherein R 2 , R 3 , R 4 and R 5 each independently represent a hydrogen atom, a hydroxy group, an alkyl group having 1 to 25 carbon atoms, or a phenylalkyl having 7 to 9 carbon atoms. Group, an unsubstituted cycloalkyl group having 5 to 8 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, an alkylthio group having 1 to 18 carbon atoms, and an alkylamino group having 1 to 4 carbon atoms. In the general formula (II), R 6 , R 7 , R 8 , and R 9 each independently represent a hydrogen atom, a hydroxy group, a carbon atom of 1 to 18;
Alkyl group having 1 to 18 carbon atoms, alkylthio group having 1 to 18 carbon atoms, alkenyloxy group having 3 to 4 carbon atoms, alkynyloxy group having 3 to 4 carbon atoms, phenyl group, benzoyl R 10 represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkylthio group having 1 to 18 carbon atoms, a phenyl group, or a cyclohexyl group. The benzofuranone compound represented by
The flame-retardant resin composition according to claim 1, which is a resin composition obtained by adding 3 to 3 parts by weight and melting and kneading with heat, as a final composition.
重量平均分子量が少なくとも70000のポリ(2,6
−ジメチル−1,4−フェニレン)エーテルであり、
(B)スチレン系樹脂が、マトリックスポリスチレンの
重量平均分子量が少なくとも230000のゴム変性ポ
リスチレンおよびホモポリスチレンであることを特徴と
する請求項1記載の難燃性樹脂組成物。5. The method according to claim 1, wherein (A) the polyphenylene ether resin is
Poly (2,6) having a weight average molecular weight of at least 70,000
-Dimethyl-1,4-phenylene) ether,
The flame-retardant resin composition according to claim 1, wherein (B) the styrene-based resin is a rubber-modified polystyrene and a homopolystyrene having a weight average molecular weight of matrix polystyrene of at least 230,000.
ジ−ターシャリ−ブチル−3−(ジ−メチル−フェニ
ル)−3H−ベンゾフラン−2−オンである請求項1記
載の難燃性樹脂組成物。6. The method according to claim 1, wherein (D) the benzofuranone compound is 5,7-
The flame-retardant resin composition according to claim 1, which is di-tert-butyl-3- (di-methyl-phenyl) -3H-benzofuran-2-one.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP33112098A JP4219454B2 (en) | 1998-11-20 | 1998-11-20 | Flame retardant resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP33112098A JP4219454B2 (en) | 1998-11-20 | 1998-11-20 | Flame retardant resin composition |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2000154289A true JP2000154289A (en) | 2000-06-06 |
JP2000154289A5 JP2000154289A5 (en) | 2005-10-27 |
JP4219454B2 JP4219454B2 (en) | 2009-02-04 |
Family
ID=18240100
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP33112098A Expired - Lifetime JP4219454B2 (en) | 1998-11-20 | 1998-11-20 | Flame retardant resin composition |
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JP (1) | JP4219454B2 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002079315A1 (en) * | 2000-11-13 | 2002-10-10 | Akzo Nobel N.V. | Blend of organophosphorus flame retardant, lactone stabilizer, and phosphate compatibilizer |
JP2004136641A (en) * | 2002-08-22 | 2004-05-13 | Asahi Kasei Chemicals Corp | Method for producing novel resin composition and resin composition thereof |
JP2004136643A (en) * | 2002-08-22 | 2004-05-13 | Asahi Kasei Chemicals Corp | Method for producing flame-retardant resin composition |
JP2005154584A (en) * | 2003-11-26 | 2005-06-16 | Asahi Kasei Chemicals Corp | Polyphenylene ether resin composition |
US7544728B2 (en) | 2006-04-19 | 2009-06-09 | Asahi Kasei Chemicals Corporation | Production process of polyphenylene ether composition |
JP2009256691A (en) * | 2009-08-12 | 2009-11-05 | Asahi Kasei Chemicals Corp | Parts for transmission medium converting device |
JP2010126578A (en) * | 2008-11-26 | 2010-06-10 | Dic Corp | Polyphenylene ether based resin composition and molded product thereof |
JP4812217B2 (en) * | 2000-03-03 | 2011-11-09 | サプレスタ エルエルシー | Benzofuranone stabilization of phosphate esters |
JP2016037536A (en) * | 2014-08-06 | 2016-03-22 | 旭化成ケミカルズ株式会社 | Flame retardant resin composition and method for producing the same |
-
1998
- 1998-11-20 JP JP33112098A patent/JP4219454B2/en not_active Expired - Lifetime
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4812217B2 (en) * | 2000-03-03 | 2011-11-09 | サプレスタ エルエルシー | Benzofuranone stabilization of phosphate esters |
WO2002079315A1 (en) * | 2000-11-13 | 2002-10-10 | Akzo Nobel N.V. | Blend of organophosphorus flame retardant, lactone stabilizer, and phosphate compatibilizer |
JP2004136641A (en) * | 2002-08-22 | 2004-05-13 | Asahi Kasei Chemicals Corp | Method for producing novel resin composition and resin composition thereof |
JP2004136643A (en) * | 2002-08-22 | 2004-05-13 | Asahi Kasei Chemicals Corp | Method for producing flame-retardant resin composition |
JP2005154584A (en) * | 2003-11-26 | 2005-06-16 | Asahi Kasei Chemicals Corp | Polyphenylene ether resin composition |
US7544728B2 (en) | 2006-04-19 | 2009-06-09 | Asahi Kasei Chemicals Corporation | Production process of polyphenylene ether composition |
JP2010126578A (en) * | 2008-11-26 | 2010-06-10 | Dic Corp | Polyphenylene ether based resin composition and molded product thereof |
JP2009256691A (en) * | 2009-08-12 | 2009-11-05 | Asahi Kasei Chemicals Corp | Parts for transmission medium converting device |
JP2016037536A (en) * | 2014-08-06 | 2016-03-22 | 旭化成ケミカルズ株式会社 | Flame retardant resin composition and method for producing the same |
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