CN104364316A - 聚亚芳基硫醚树脂组合物及其制备方法 - Google Patents
聚亚芳基硫醚树脂组合物及其制备方法 Download PDFInfo
- Publication number
- CN104364316A CN104364316A CN201380030747.5A CN201380030747A CN104364316A CN 104364316 A CN104364316 A CN 104364316A CN 201380030747 A CN201380030747 A CN 201380030747A CN 104364316 A CN104364316 A CN 104364316A
- Authority
- CN
- China
- Prior art keywords
- poly
- resin
- arylene sulfide
- resin composition
- ing
- 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
- 239000011342 resin composition Substances 0.000 title claims abstract description 44
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 43
- 229920000412 polyarylene Polymers 0.000 title claims abstract description 42
- 239000011347 resin Substances 0.000 claims abstract description 75
- 229920005989 resin Polymers 0.000 claims abstract description 75
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 41
- 239000011256 inorganic filler Substances 0.000 claims abstract description 13
- 229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 13
- 239000012766 organic filler Substances 0.000 claims abstract description 13
- -1 poly (arylene sulfide Chemical compound 0.000 claims description 90
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 50
- 150000001336 alkenes Chemical class 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 29
- 238000006116 polymerization reaction Methods 0.000 claims description 26
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 17
- 239000005864 Sulphur Substances 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 13
- 239000000376 reactant Substances 0.000 claims description 13
- 239000000835 fiber Substances 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 11
- 230000004927 fusion Effects 0.000 claims description 11
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 10
- 239000011521 glass Substances 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 10
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 10
- 230000003078 antioxidant effect Effects 0.000 claims description 9
- 239000003365 glass fiber Substances 0.000 claims description 9
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 5
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 5
- 229910052796 boron Inorganic materials 0.000 claims description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 5
- 239000004917 carbon fiber Substances 0.000 claims description 5
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 5
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 5
- 239000000454 talc Substances 0.000 claims description 5
- 229910052623 talc Inorganic materials 0.000 claims description 5
- 235000012222 talc Nutrition 0.000 claims description 5
- BBOLNFYSRZVALD-UHFFFAOYSA-N 1,2-diiodobenzene Chemical compound IC1=CC=CC=C1I BBOLNFYSRZVALD-UHFFFAOYSA-N 0.000 claims description 4
- GHICCUXQJBDNRN-UHFFFAOYSA-N 4-iodobenzoic acid Chemical compound OC(=O)C1=CC=C(I)C=C1 GHICCUXQJBDNRN-UHFFFAOYSA-N 0.000 claims description 4
- QQFIQWBUKYSUHM-UHFFFAOYSA-N (2,3-diiodophenyl)-phenylmethanone Chemical compound IC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1I QQFIQWBUKYSUHM-UHFFFAOYSA-N 0.000 claims description 3
- UYHYZAYIQAVJCN-UHFFFAOYSA-N 1,2-diiodonaphthalene Chemical compound C1=CC=CC2=C(I)C(I)=CC=C21 UYHYZAYIQAVJCN-UHFFFAOYSA-N 0.000 claims description 3
- GPYDMVZCPRONLW-UHFFFAOYSA-N 1-iodo-4-(4-iodophenyl)benzene Chemical group C1=CC(I)=CC=C1C1=CC=C(I)C=C1 GPYDMVZCPRONLW-UHFFFAOYSA-N 0.000 claims description 3
- CJNZAXGUTKBIHP-UHFFFAOYSA-N 2-iodobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1I CJNZAXGUTKBIHP-UHFFFAOYSA-N 0.000 claims description 3
- KVBWBCRPWVKFQT-UHFFFAOYSA-N 3-iodobenzoic acid Chemical compound OC(=O)C1=CC=CC(I)=C1 KVBWBCRPWVKFQT-UHFFFAOYSA-N 0.000 claims description 3
- 125000003968 arylidene group Chemical group [H]C(c)=* 0.000 claims 3
- 229920006124 polyolefin elastomer Polymers 0.000 abstract 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 23
- 229920000069 polyphenylene sulfide Polymers 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 15
- 238000002360 preparation method Methods 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 10
- 238000005530 etching Methods 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 230000035939 shock Effects 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 5
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 5
- 150000004646 arylidenes Chemical group 0.000 description 5
- 229910052740 iodine Inorganic materials 0.000 description 5
- 239000011630 iodine Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 4
- 238000005728 strengthening Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000006837 decompression Effects 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002861 polymer material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- JLQNHALFVCURHW-UHFFFAOYSA-N cyclooctasulfur Chemical compound S1SSSSSSS1 JLQNHALFVCURHW-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- GXURZKWLMYOCDX-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;dihydroxyphosphanyl dihydrogen phosphite Chemical class OP(O)OP(O)O.OCC(CO)(CO)CO GXURZKWLMYOCDX-UHFFFAOYSA-N 0.000 description 1
- JEVDBSPYZIVTGM-UHFFFAOYSA-N 2,6-diiodonaphthalene Chemical compound C1=C(I)C=CC2=CC(I)=CC=C21 JEVDBSPYZIVTGM-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000010954 commercial manufacturing process Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- QHZOMAXECYYXGP-UHFFFAOYSA-N ethene;prop-2-enoic acid Chemical compound C=C.OC(=O)C=C QHZOMAXECYYXGP-UHFFFAOYSA-N 0.000 description 1
- 235000012438 extruded product Nutrition 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052752 metalloid Inorganic materials 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- AVLRJVPAKJCVMC-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)butan-1-amine Chemical compound C1=CC=C2SC(SNCCCC)=NC2=C1 AVLRJVPAKJCVMC-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- GPNLWUFFWOYKLP-UHFFFAOYSA-N s-(1,3-benzothiazol-2-yl)thiohydroxylamine Chemical compound C1=CC=C2SC(SN)=NC2=C1 GPNLWUFFWOYKLP-UHFFFAOYSA-N 0.000 description 1
- YWWOEPOBDHZQEJ-UHFFFAOYSA-N s-(4-cyclohexyl-1,3-benzothiazol-2-yl)thiohydroxylamine Chemical compound C1=CC=C2SC(SN)=NC2=C1C1CCCCC1 YWWOEPOBDHZQEJ-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/02—Polythioethers; Polythioether-ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/04—Polysulfides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
- C08L23/0869—Acids or derivatives thereof
- C08L23/0884—Epoxide containing esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Epoxy Resins (AREA)
Abstract
Description
Claims (21)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2012-0062213 | 2012-06-11 | ||
KR1020120062213A KR101944898B1 (ko) | 2012-06-11 | 2012-06-11 | 폴리아릴렌 설파이드 수지 조성물 및 이의 제조 방법 |
PCT/KR2013/004976 WO2013187631A1 (ko) | 2012-06-11 | 2013-06-05 | 폴리아릴렌 설파이드 수지 조성물 및 이의 제조 방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104364316A true CN104364316A (zh) | 2015-02-18 |
CN104364316B CN104364316B (zh) | 2018-04-17 |
Family
ID=49758409
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201380030747.5A Active CN104364316B (zh) | 2012-06-11 | 2013-06-05 | 聚亚芳基硫醚树脂组合物及其制备方法 |
Country Status (9)
Country | Link |
---|---|
US (1) | US9650515B2 (zh) |
EP (1) | EP2860221B1 (zh) |
JP (1) | JP6348487B2 (zh) |
KR (1) | KR101944898B1 (zh) |
CN (1) | CN104364316B (zh) |
ES (1) | ES2914025T3 (zh) |
HK (1) | HK1206768A1 (zh) |
TW (1) | TWI613256B (zh) |
WO (1) | WO2013187631A1 (zh) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106554512A (zh) * | 2015-09-30 | 2017-04-05 | 中国石油化工股份有限公司 | 纳米复合材料及其制备方法及橡胶组合物和硫化橡胶及它们的应用 |
CN106554513A (zh) * | 2015-09-30 | 2017-04-05 | 中国石油化工股份有限公司 | 纳米复合材料及其制备方法及橡胶组合物和硫化橡胶及它们的应用 |
CN108463485A (zh) * | 2015-11-23 | 2018-08-28 | Sk化学株式会社 | 聚亚芳基硫醚树脂及其制备方法 |
CN110283457A (zh) * | 2013-09-26 | 2019-09-27 | Dic株式会社 | 聚芳硫醚树脂组合物及其成形品、以及表面安装电子部件 |
CN112867763A (zh) * | 2018-10-19 | 2021-05-28 | Sk化学株式会社 | 聚亚芳基硫醚树脂组合物 |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6467343B2 (ja) | 2012-08-07 | 2019-02-13 | エスケー ケミカルズ カンパニー リミテッド | ポリアリーレンスルフィドの製造方法 |
KR20140037776A (ko) * | 2012-09-19 | 2014-03-27 | 에스케이케미칼주식회사 | 폴리아릴렌 설파이드계 수지 조성물 및 성형품 |
JP6210341B2 (ja) * | 2013-08-30 | 2017-10-11 | Dic株式会社 | 多層成形体及びそれを用いた燃料用部品 |
WO2015049941A1 (ja) * | 2013-10-01 | 2015-04-09 | Dic株式会社 | ポリアリーレンスルフィド樹脂組成物及びその成形品、並びに電気自動車部品 |
JP6845403B2 (ja) * | 2015-02-26 | 2021-03-17 | Dic株式会社 | ポリアリーレンスルフィド樹脂及びその製造方法、並びに、ポリ(アリーレンスルホニウム塩)及びその製造方法 |
EP3292172B1 (en) | 2015-12-11 | 2023-05-24 | Ticona LLC | Crosslinkable polyarylene sulfide composition |
JP6896731B2 (ja) | 2015-12-11 | 2021-06-30 | ティコナ・エルエルシー | ポリアリーレンスルフィド組成物 |
US11383491B2 (en) | 2016-03-24 | 2022-07-12 | Ticona Llc | Composite structure |
KR102663395B1 (ko) * | 2019-02-18 | 2024-05-08 | 현대모비스 주식회사 | 차량 헤드램프 부재용 폴리아릴렌 설파이드 수지 조성물 및 이를 이용하여 제조된 차량 헤드램프 부재 |
KR20210100814A (ko) | 2020-02-07 | 2021-08-18 | 에스케이케미칼 주식회사 | 폴리아릴렌 설파이드 수지의 중합금지제 |
KR20220055828A (ko) | 2020-10-27 | 2022-05-04 | 에이치디씨폴리올 주식회사 | 폴리아릴렌 설파이드 수지 및 이의 제조방법 |
KR102571437B1 (ko) * | 2021-07-19 | 2023-08-25 | 도레이첨단소재 주식회사 | 필러 고함량 폴리페닐렌설파이드 복합 수지 및 이를 이용한 성형품 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08151518A (ja) * | 1994-11-28 | 1996-06-11 | Idemitsu Petrochem Co Ltd | ポリアリーレンスルフィド樹脂組成物 |
EP1243618A1 (en) * | 2000-06-29 | 2002-09-25 | Idemitsu Petrochemical Co., Ltd. | Polyarylene sulfide resin composition |
CN1165584C (zh) * | 1998-12-24 | 2004-09-08 | 出光石油化学株式会社 | 电子部件密封用的聚芳硫醚树脂组合物 |
JP2008214383A (ja) * | 2007-02-28 | 2008-09-18 | Dic Corp | ポリアリ−レンスルフィド樹脂組成物 |
JP2011020401A (ja) * | 2009-07-17 | 2011-02-03 | Dic Corp | 多層成形体及びそれを用いた燃料用部品 |
CN102224202A (zh) * | 2008-11-21 | 2011-10-19 | Dic株式会社 | 聚芳硫醚树脂组合物和流体管道构件 |
WO2011148929A1 (ja) * | 2010-05-26 | 2011-12-01 | Dic株式会社 | ブロー中空成形品用樹脂組成物、ブロー中空成形品および製造方法 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2583941A (en) | 1946-11-13 | 1952-01-29 | Jr Thurlow M Gordon | Device for detecting variations in fluid pressure |
US2513188A (en) | 1948-09-10 | 1950-06-27 | Macallum Alexander Douglas | Mixed phenylene sulfide resins |
US4276397A (en) * | 1980-07-07 | 1981-06-30 | Celanese Corporation | Blend of polyarylene sulfide and wholly aromatic polyester |
CA1262006A (en) * | 1985-08-20 | 1989-09-26 | Norio Ogata | Method for producing of polyarylene sulfides |
JPH0635511B2 (ja) * | 1986-02-12 | 1994-05-11 | 出光石油化学株式会社 | ポリアリ−レンスルフイドの製造方法 |
EP0228268B1 (en) * | 1985-12-27 | 1990-05-23 | Toray Industries, Inc. | A polyphenylene sulfide resin composition and a process for producing it |
JPS62153344A (ja) * | 1985-12-27 | 1987-07-08 | Toray Ind Inc | ポリフエニレンスルフイド組成物 |
JPS62153343A (ja) * | 1985-12-27 | 1987-07-08 | Toray Ind Inc | 樹脂組成物 |
US4746758A (en) | 1986-09-29 | 1988-05-24 | Eastman Kodak Company | Processes for preparing iodinated aromatic compounds |
AU628032B2 (en) * | 1987-10-19 | 1992-09-10 | Eastman Chemical Company | Copoly(arylene sulfide) and a process for the preparation thereof |
US4786713A (en) * | 1987-11-06 | 1988-11-22 | Eastman Kodak Company | Copoly(arylene sulfidex-disulfide) |
JPH0639566B2 (ja) * | 1990-05-15 | 1994-05-25 | ゼネラル エレクリック カンパニイ | カルボキシ官能化ポリフエニレン樹脂と、エチレン―グリシジルメタクリレート共重体とのブレンド |
KR920004510A (ko) | 1990-08-09 | 1992-03-27 | 야마구찌 도시아끼 | 내충격성 폴리페닐렌 술피드 수지 조성물 |
US5175243A (en) | 1990-11-14 | 1992-12-29 | Phillips Petroleum Company | Process for preparing arylene sulfide polymers with halo benzene containing deactivating group |
US6699946B1 (en) * | 1991-12-13 | 2004-03-02 | Solvay (Societe Anonyme) | Polyphenylene sulphide-based compositions with improved impact strength and process for preparing them |
JP3779336B2 (ja) * | 1993-09-30 | 2006-05-24 | 大日本インキ化学工業株式会社 | 官能基含有ポリアリーレンスルフィドの製造法 |
JPH10513611A (ja) | 1995-09-27 | 1998-12-22 | テキサス インスツルメンツ インコーポレイテッド | Z軸電導フィルムを含むマイクロ電子組立体 |
US8877306B2 (en) | 2006-03-09 | 2014-11-04 | Manoj Ajbani | Compatibalized blends of polyphenylene sulfide and thermoplastic vulcanizate |
JP4296527B2 (ja) * | 2006-08-17 | 2009-07-15 | Dic株式会社 | 酸基含有ポリアリ−レンスルフィド樹脂の製造方法 |
CN101578321B (zh) * | 2007-01-04 | 2012-02-15 | Sk化学株式会社 | 具有极好发光度的聚亚芳基硫醚树脂及其制备方法 |
US20090214863A1 (en) | 2008-02-22 | 2009-08-27 | Chevron Phillips Chemical Company Lp | Polyphenylene Sulfide Coatings |
KR101539709B1 (ko) | 2008-12-31 | 2015-07-28 | 에스케이케미칼 주식회사 | 고강도 폴리페닐렌설파이드/폴리에틸렌 테레프탈레이트 블렌드 수지 조성물 및 이의 제조 방법 |
CN102652153B (zh) | 2009-12-10 | 2014-10-08 | 宝理塑料株式会社 | 聚芳硫醚系树脂组合物及嵌入成型品 |
JP2011173946A (ja) | 2010-02-23 | 2011-09-08 | Toray Ind Inc | ポリフェニレンサルファイド樹脂組成物および成形体 |
JP2012177015A (ja) * | 2011-02-25 | 2012-09-13 | Polyplastics Co | ポリアリーレンサルファイド樹脂組成物 |
JP6467343B2 (ja) | 2012-08-07 | 2019-02-13 | エスケー ケミカルズ カンパニー リミテッド | ポリアリーレンスルフィドの製造方法 |
-
2012
- 2012-06-11 KR KR1020120062213A patent/KR101944898B1/ko active IP Right Grant
-
2013
- 2013-06-05 US US14/406,579 patent/US9650515B2/en active Active
- 2013-06-05 ES ES13803433T patent/ES2914025T3/es active Active
- 2013-06-05 WO PCT/KR2013/004976 patent/WO2013187631A1/ko active Application Filing
- 2013-06-05 EP EP13803433.5A patent/EP2860221B1/en active Active
- 2013-06-05 JP JP2015515947A patent/JP6348487B2/ja active Active
- 2013-06-05 CN CN201380030747.5A patent/CN104364316B/zh active Active
- 2013-06-11 TW TW102120794A patent/TWI613256B/zh active
-
2015
- 2015-07-31 HK HK15107368.2A patent/HK1206768A1/zh not_active IP Right Cessation
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08151518A (ja) * | 1994-11-28 | 1996-06-11 | Idemitsu Petrochem Co Ltd | ポリアリーレンスルフィド樹脂組成物 |
CN1165584C (zh) * | 1998-12-24 | 2004-09-08 | 出光石油化学株式会社 | 电子部件密封用的聚芳硫醚树脂组合物 |
EP1243618A1 (en) * | 2000-06-29 | 2002-09-25 | Idemitsu Petrochemical Co., Ltd. | Polyarylene sulfide resin composition |
JP2008214383A (ja) * | 2007-02-28 | 2008-09-18 | Dic Corp | ポリアリ−レンスルフィド樹脂組成物 |
CN102224202A (zh) * | 2008-11-21 | 2011-10-19 | Dic株式会社 | 聚芳硫醚树脂组合物和流体管道构件 |
JP2011020401A (ja) * | 2009-07-17 | 2011-02-03 | Dic Corp | 多層成形体及びそれを用いた燃料用部品 |
WO2011148929A1 (ja) * | 2010-05-26 | 2011-12-01 | Dic株式会社 | ブロー中空成形品用樹脂組成物、ブロー中空成形品および製造方法 |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110283457A (zh) * | 2013-09-26 | 2019-09-27 | Dic株式会社 | 聚芳硫醚树脂组合物及其成形品、以及表面安装电子部件 |
CN110283457B (zh) * | 2013-09-26 | 2023-03-31 | Dic株式会社 | 聚芳硫醚树脂组合物及其成形品、以及表面安装电子部件 |
CN106554512A (zh) * | 2015-09-30 | 2017-04-05 | 中国石油化工股份有限公司 | 纳米复合材料及其制备方法及橡胶组合物和硫化橡胶及它们的应用 |
CN106554513A (zh) * | 2015-09-30 | 2017-04-05 | 中国石油化工股份有限公司 | 纳米复合材料及其制备方法及橡胶组合物和硫化橡胶及它们的应用 |
CN106554513B (zh) * | 2015-09-30 | 2019-06-28 | 中国石油化工股份有限公司 | 纳米复合材料及其制备方法及橡胶组合物和硫化橡胶及它们的应用 |
CN108463485A (zh) * | 2015-11-23 | 2018-08-28 | Sk化学株式会社 | 聚亚芳基硫醚树脂及其制备方法 |
US10822457B2 (en) | 2015-11-23 | 2020-11-03 | Sk Chemicals Co., Ltd. | Polyarylene sulfide resin and preparation method thereof |
CN108463485B (zh) * | 2015-11-23 | 2021-07-20 | Sk化学株式会社 | 聚亚芳基硫醚树脂及其制备方法 |
US11390714B2 (en) | 2015-11-23 | 2022-07-19 | Hdc Polyall Co., Ltd. | Polyarylene sulfide resin and preparation method thereof |
CN112867763A (zh) * | 2018-10-19 | 2021-05-28 | Sk化学株式会社 | 聚亚芳基硫醚树脂组合物 |
Also Published As
Publication number | Publication date |
---|---|
KR101944898B1 (ko) | 2019-02-01 |
JP6348487B2 (ja) | 2018-06-27 |
WO2013187631A1 (ko) | 2013-12-19 |
ES2914025T3 (es) | 2022-06-07 |
TWI613256B (zh) | 2018-02-01 |
US9650515B2 (en) | 2017-05-16 |
EP2860221B1 (en) | 2022-04-06 |
EP2860221A4 (en) | 2016-01-13 |
TW201402695A (zh) | 2014-01-16 |
CN104364316B (zh) | 2018-04-17 |
EP2860221A1 (en) | 2015-04-15 |
KR20130138538A (ko) | 2013-12-19 |
HK1206768A1 (zh) | 2016-01-15 |
US20150141550A1 (en) | 2015-05-21 |
JP2015524014A (ja) | 2015-08-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN104364316A (zh) | 聚亚芳基硫醚树脂组合物及其制备方法 | |
JP6810100B2 (ja) | ポリアリーレンスルフィドを含むペレットを含有するコンパウンディング組成物の射出物である製品 | |
JP6467343B2 (ja) | ポリアリーレンスルフィドの製造方法 | |
JP5655003B2 (ja) | ポリアリーレンスルフィドの製造方法 | |
JP6397412B2 (ja) | ポリアリーレンスルフィド系樹脂組成物および成形品 | |
TWI542634B (zh) | 聚苯硫樹脂組成物之製造方法 | |
TWI617597B (zh) | 逸氣產生量少的聚芳硫醚 | |
JP5206492B2 (ja) | 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 | |
JP2019522099A (ja) | ポリフェニレンスルフィドの製造方法及びそれから製造された高粘度のポリフェニレンスルフィド | |
JP2013522385A (ja) | 再利用可能なポリアリーレンスルフィドおよびその製造方法 | |
JP6901480B2 (ja) | ポリアリーレンスルフィドおよび成形品 | |
JP7100222B2 (ja) | ポリアリーレンスルフィド系樹脂組成物および成形品 | |
JP7013242B2 (ja) | 金属との優れた接着性を有するポリアリーレンスルフィド組成物 | |
CN109071792A (zh) | 砜聚合物及制造方法 | |
JP6707655B2 (ja) | 金属に対して優れた接着性を有するポリアリーレンスルフィド組成物 | |
KR20220007274A (ko) | 폴리아릴렌 설파이드 공중합체, 이의 제조방법, 및 이로부터 제조된 성형품 | |
JP2002179912A (ja) | 樹脂組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
REG | Reference to a national code |
Ref country code: HK Ref legal event code: DE Ref document number: 1206768 Country of ref document: HK |
|
GR01 | Patent grant | ||
GR01 | Patent grant | ||
REG | Reference to a national code |
Ref country code: HK Ref legal event code: GR Ref document number: 1206768 Country of ref document: HK |
|
CP01 | Change in the name or title of a patent holder |
Address after: Gyeonggi Do, South Korea Patentee after: SK discovery Corp. Address before: Gyeonggi Do, South Korea Patentee before: SK CHEMICALS Co.,Ltd. |
|
CP01 | Change in the name or title of a patent holder | ||
TR01 | Transfer of patent right |
Effective date of registration: 20220601 Address after: Gyeonggi Do, South Korea Patentee after: SK CHEMICALS Co.,Ltd. Address before: Gyeonggi Do, South Korea Patentee before: SK discovery Corp. Effective date of registration: 20220601 Address after: Ulsan, Korea Patentee after: HDC polymerization Co.,Ltd. Address before: Gyeonggi Do, South Korea Patentee before: SK CHEMICALS Co.,Ltd. |
|
TR01 | Transfer of patent right |