JP5206492B2 - ポリフェニレンスルフィド樹脂組成物の製造方法およびポリフェニレンスルフィド樹脂組成物 - Google Patents
ポリフェニレンスルフィド樹脂組成物の製造方法およびポリフェニレンスルフィド樹脂組成物 Download PDFInfo
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- JP5206492B2 JP5206492B2 JP2009044996A JP2009044996A JP5206492B2 JP 5206492 B2 JP5206492 B2 JP 5206492B2 JP 2009044996 A JP2009044996 A JP 2009044996A JP 2009044996 A JP2009044996 A JP 2009044996A JP 5206492 B2 JP5206492 B2 JP 5206492B2
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- Prior art keywords
- polyphenylene sulfide
- sulfide resin
- resin composition
- weight
- 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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- 239000004734 Polyphenylene sulfide Substances 0.000 title claims description 187
- 229920000069 polyphenylene sulfide Polymers 0.000 title claims description 187
- 239000011342 resin composition Substances 0.000 title claims description 81
- 238000004519 manufacturing process Methods 0.000 title claims description 24
- 229920005989 resin Polymers 0.000 claims description 186
- 239000011347 resin Substances 0.000 claims description 186
- 229920005672 polyolefin resin Polymers 0.000 claims description 82
- 125000000524 functional group Chemical group 0.000 claims description 62
- 125000004018 acid anhydride group Chemical group 0.000 claims description 57
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 56
- 239000002245 particle Substances 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 52
- 125000003700 epoxy group Chemical group 0.000 claims description 36
- 238000004898 kneading Methods 0.000 claims description 31
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 18
- 238000001746 injection moulding Methods 0.000 claims description 17
- 150000001336 alkenes Chemical class 0.000 claims description 16
- 238000002347 injection Methods 0.000 claims description 15
- 239000007924 injection Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 10
- 239000005977 Ethylene Substances 0.000 claims description 10
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 4
- 238000005259 measurement Methods 0.000 claims description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 51
- -1 isocyanate compound Chemical class 0.000 description 48
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 24
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- 239000004593 Epoxy Substances 0.000 description 15
- 150000001491 aromatic compounds Chemical class 0.000 description 15
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- 150000008044 alkali metal hydroxides Chemical class 0.000 description 13
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 13
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 10
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
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- 238000011084 recovery Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 description 5
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- 230000001771 impaired effect Effects 0.000 description 5
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- 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 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 229930003836 cresol Natural products 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229920000412 polyarylene Polymers 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XQXPVVBIMDBYFF-UHFFFAOYSA-N 4-hydroxyphenylacetic acid Chemical compound OC(=O)CC1=CC=C(O)C=C1 XQXPVVBIMDBYFF-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229930185605 Bisphenol Natural products 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- 229910000831 Steel Inorganic materials 0.000 description 3
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 3
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- 150000008064 anhydrides Chemical class 0.000 description 3
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- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
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- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 2
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- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
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- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
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- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
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| JP5310326B2 (ja) * | 2008-09-08 | 2013-10-09 | 東レ株式会社 | ポリフェニレンスルフィド樹脂組成物、その製造方法 |
| JP5156772B2 (ja) * | 2010-02-16 | 2013-03-06 | 東レ株式会社 | 溶着部を有する低膨潤樹脂成形体 |
| JP5400664B2 (ja) * | 2010-03-01 | 2014-01-29 | 古河電気工業株式会社 | フィルム状成形体及び積層体 |
| EP2692799B1 (en) * | 2011-06-29 | 2016-06-15 | Toray Industries, Inc. | Polyphenylene sulfide resin composition and molding comprising same |
| US9493646B2 (en) * | 2012-04-13 | 2016-11-15 | Ticona Llc | Blow molded thermoplastic composition |
| US9494260B2 (en) * | 2012-04-13 | 2016-11-15 | Ticona Llc | Dynamically vulcanized polyarylene sulfide composition |
| KR102064026B1 (ko) * | 2012-04-13 | 2020-01-08 | 티코나 엘엘씨 | 자동차 적용례를 위한 폴리아릴렌 설파이드 구성요소 |
| JP6040671B2 (ja) * | 2012-09-25 | 2016-12-07 | 東ソー株式会社 | 難燃性ポリアリーレンスルフィド樹脂成物及びそれよりなる複合体 |
| US9718225B2 (en) * | 2013-08-27 | 2017-08-01 | Ticona Llc | Heat resistant toughened thermoplastic composition for injection molding |
| CN105492538B (zh) * | 2013-08-30 | 2018-06-19 | Dic株式会社 | 用水部件用树脂组合物及流体用配管 |
| CN112020428B (zh) * | 2018-04-25 | 2023-04-04 | Dic株式会社 | 聚芳硫醚树脂组合物、成型品、复合成型品和它们的制造方法 |
| JP7188617B2 (ja) * | 2019-11-19 | 2022-12-13 | Dic株式会社 | 二軸延伸積層フィルム、積層体およびそれらの製造方法 |
| WO2023120029A1 (ja) * | 2021-12-24 | 2023-06-29 | Dic株式会社 | ポリアリーレンスルフィド樹脂組成物、及びポリアリーレンスルフィド樹脂組成物の製造方法 |
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| JPH0718087A (ja) * | 1993-07-05 | 1995-01-20 | Nippon Petrochem Co Ltd | 樹脂組成物の製造方法 |
| JP4609743B2 (ja) * | 1999-10-12 | 2011-01-12 | 東レ株式会社 | 樹脂構造体およびその用途 |
| JP3931622B2 (ja) * | 2001-10-26 | 2007-06-20 | 東レ株式会社 | 樹脂構造体 |
| JP2004002560A (ja) * | 2002-05-31 | 2004-01-08 | Idemitsu Petrochem Co Ltd | ポリアリーレンスルフィド樹脂組成物 |
| JP2004143372A (ja) * | 2002-10-28 | 2004-05-20 | Dainippon Ink & Chem Inc | ポリアリーレンスルフィド樹脂組成物及び成形物品 |
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| JP4600015B2 (ja) * | 2003-12-02 | 2010-12-15 | 東レ株式会社 | 樹脂組成物およびその製造方法 |
| WO2007129695A1 (ja) * | 2006-05-10 | 2007-11-15 | Toray Industries, Inc. | 二軸配向ポリアリーレンスルフィドフィルム |
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