KR100803647B1 - 열가소성 탄성중합체의 제조방법 - Google Patents
열가소성 탄성중합체의 제조방법 Download PDFInfo
- Publication number
- KR100803647B1 KR100803647B1 KR1020037001074A KR20037001074A KR100803647B1 KR 100803647 B1 KR100803647 B1 KR 100803647B1 KR 1020037001074 A KR1020037001074 A KR 1020037001074A KR 20037001074 A KR20037001074 A KR 20037001074A KR 100803647 B1 KR100803647 B1 KR 100803647B1
- Authority
- KR
- South Korea
- Prior art keywords
- weight
- group
- diorganopolysiloxane
- compatibilizer
- polyamide
- 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.)
- Expired - Lifetime
Links
- 229920002725 thermoplastic elastomer Polymers 0.000 title claims description 31
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 56
- 229920001577 copolymer Polymers 0.000 claims abstract description 50
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims abstract description 47
- 239000003054 catalyst Substances 0.000 claims abstract description 40
- 239000004952 Polyamide Substances 0.000 claims abstract description 36
- 229920002647 polyamide Polymers 0.000 claims abstract description 36
- 229920006122 polyamide resin Polymers 0.000 claims abstract description 28
- 239000000463 material Substances 0.000 claims abstract description 21
- 238000002844 melting Methods 0.000 claims abstract description 19
- 230000008018 melting Effects 0.000 claims abstract description 19
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000012763 reinforcing filler Substances 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 10
- 238000006459 hydrosilylation reaction Methods 0.000 claims abstract description 9
- 239000007822 coupling agent Substances 0.000 claims abstract description 8
- 230000009477 glass transition Effects 0.000 claims abstract description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 6
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 6
- 239000004417 polycarbonate Substances 0.000 claims abstract description 6
- 229920000570 polyether Polymers 0.000 claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 claims abstract description 6
- 239000004814 polyurethane Substances 0.000 claims abstract description 6
- 229920002396 Polyurea Polymers 0.000 claims abstract description 5
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 5
- -1 dimethylsiloxane units Chemical group 0.000 claims description 81
- 238000000034 method Methods 0.000 claims description 52
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 52
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 40
- 238000002156 mixing Methods 0.000 claims description 38
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
- 230000008569 process Effects 0.000 claims description 16
- 229920002292 Nylon 6 Polymers 0.000 claims description 15
- 239000000377 silicon dioxide Substances 0.000 claims description 11
- 229910052710 silicon Inorganic materials 0.000 claims description 10
- 150000008064 anhydrides Chemical class 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000000962 organic group Chemical group 0.000 claims description 9
- 239000010703 silicon Substances 0.000 claims description 9
- 239000004593 Epoxy Substances 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- 229920000299 Nylon 12 Polymers 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 6
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 5
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 claims description 5
- 239000003063 flame retardant Substances 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical group CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- FSIJKGMIQTVTNP-UHFFFAOYSA-N bis(ethenyl)-methyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C=C)C=C FSIJKGMIQTVTNP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 150000007970 thio esters Chemical class 0.000 claims description 4
- WUMMIJWEUDHZCL-UHFFFAOYSA-N 3-prop-2-enyloxolane-2,5-dione Chemical compound C=CCC1CC(=O)OC1=O WUMMIJWEUDHZCL-UHFFFAOYSA-N 0.000 claims description 3
- 229920000572 Nylon 6/12 Polymers 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- ZMUCVNSKULGPQG-UHFFFAOYSA-N dodecanedioic acid;hexane-1,6-diamine Chemical compound NCCCCCCN.OC(=O)CCCCCCCCCCC(O)=O ZMUCVNSKULGPQG-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 1
- NZYMWGXNIUZYRC-UHFFFAOYSA-N hexadecyl 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NZYMWGXNIUZYRC-UHFFFAOYSA-N 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 229920001169 thermoplastic Polymers 0.000 abstract description 16
- 239000004416 thermosoftening plastic Substances 0.000 abstract description 16
- 229920002379 silicone rubber Polymers 0.000 abstract description 13
- 150000003377 silicon compounds Chemical class 0.000 abstract description 4
- 239000000203 mixture Substances 0.000 description 67
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 41
- 229920001778 nylon Polymers 0.000 description 30
- 239000000758 substrate Substances 0.000 description 30
- 239000004677 Nylon Substances 0.000 description 28
- 229920005989 resin Polymers 0.000 description 28
- 239000011347 resin Substances 0.000 description 28
- 229920001971 elastomer Polymers 0.000 description 26
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 21
- 239000000806 elastomer Substances 0.000 description 20
- 230000000052 comparative effect Effects 0.000 description 19
- 150000002430 hydrocarbons Chemical class 0.000 description 16
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 15
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 14
- 229920001400 block copolymer Polymers 0.000 description 11
- 229910052697 platinum Inorganic materials 0.000 description 10
- 229920002554 vinyl polymer Polymers 0.000 description 10
- 229920000578 graft copolymer Polymers 0.000 description 9
- 150000002989 phenols Chemical class 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- 229920005992 thermoplastic resin Polymers 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 238000007906 compression Methods 0.000 description 7
- 230000006835 compression Effects 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000004014 plasticizer Substances 0.000 description 7
- 239000005060 rubber Substances 0.000 description 7
- 239000004945 silicone rubber Substances 0.000 description 7
- 239000004971 Cross linker Substances 0.000 description 6
- 238000007792 addition Methods 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 238000010926 purge Methods 0.000 description 6
- 229920006342 thermoplastic vulcanizate Polymers 0.000 description 6
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- OKOBUGCCXMIKDM-UHFFFAOYSA-N Irganox 1098 Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NCCCCCCNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 OKOBUGCCXMIKDM-UHFFFAOYSA-N 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 150000008282 halocarbons Chemical group 0.000 description 5
- 125000006038 hexenyl group Chemical group 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 5
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004594 Masterbatch (MB) Substances 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 230000007246 mechanism Effects 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229910052990 silicon hydride Inorganic materials 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 3
- BQBSIHIZDSHADD-UHFFFAOYSA-N 2-ethenyl-4,5-dihydro-1,3-oxazole Chemical compound C=CC1=NCCO1 BQBSIHIZDSHADD-UHFFFAOYSA-N 0.000 description 3
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 3
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920002302 Nylon 6,6 Polymers 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 229920005573 silicon-containing polymer Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- SLUKQUGVTITNSY-UHFFFAOYSA-N 2,6-di-tert-butyl-4-methoxyphenol Chemical compound COC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SLUKQUGVTITNSY-UHFFFAOYSA-N 0.000 description 2
- ROHFBIREHKPELA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid;methane Chemical compound C.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O ROHFBIREHKPELA-UHFFFAOYSA-N 0.000 description 2
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 2
- HCILJBJJZALOAL-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)-n'-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyl]propanehydrazide Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 HCILJBJJZALOAL-UHFFFAOYSA-N 0.000 description 2
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 229910004283 SiO 4 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 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 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 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 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000001470 diamides Chemical class 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical group 0.000 description 2
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 229910052736 halogen Chemical group 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
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- 239000011591 potassium Substances 0.000 description 1
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- 238000011069 regeneration method Methods 0.000 description 1
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- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- FBEIPJNQGITEBL-UHFFFAOYSA-J tetrachloroplatinum Chemical compound Cl[Pt](Cl)(Cl)Cl FBEIPJNQGITEBL-UHFFFAOYSA-J 0.000 description 1
- DJZKNOVUNYPPEE-UHFFFAOYSA-N tetradecane-1,4,11,14-tetracarboxamide Chemical compound NC(=O)CCCC(C(N)=O)CCCCCCC(C(N)=O)CCCC(N)=O DJZKNOVUNYPPEE-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920006345 thermoplastic polyamide Polymers 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
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Abstract
Description
실시예 | 상용화제(g) | 인장 강도(MPa) | 신도(%) | 최종 토크(m-g) |
비교 실시예 A1 | 0 | 7.3 | 37 | 5,500 |
실시예 A2 | 상용화제 1 EXP-29(2g) | 13.6 | 178 | 6,500 |
시료명 | 상용화제 | 인장 강도 (MPa) | 신도 (%) | 최종 토크 (m-g) |
(비교) 실시예 A32 | 없음 | 13.4 | 174 | 6500 |
A33 | 상용화제 14 | 14.2 | 201 | 10500 |
A34 | 상용화제 15 | 13.2 | 191 | 5000 |
실시예 | 상용화제의 양 (g) | 인장 강도 (MPa) | 신도 (%) | 최종 토크 (m-g) |
(비교) 실시예 B8 | 0 | 11.0 | 99 | 5,200 |
실시예 B9 | 1.1 | 14.6 | 122 | 6,000 |
실시예 | X(g) | 인장 강도 (MPa) | 신도 (%) | 최대 토크 (m-g) |
실시예 D11 | 0 | 7.4 | 47 | 6,000 |
실시예 D12 | 1 | 11.4 | 130 | 7,000 |
Claims (24)
- 융점 또는 유리 전이 온도가 25℃ 내지 275℃인 유동학적으로 안정한 폴리아미드 수지(A),가소도가 30 이상이고 분자내에 알케닐 그룹이 평균 2개 이상인 디오가노폴리실록산 검(B') 100중량부와 강화 충전재(B") 5 내지 200중량부를 포함하는 실리콘 기재(B)[실리콘 기재 대 폴리아미드 수지의 중량비는 35:65 내지 85:15이다],각각 폴리아미드 수지 100중량부에 대해, 분자내에 에틸렌계 불포화 그룹, 에폭시, 무수물, 실란올, 카복실, 하이드록실, 탄소수 1 내지 20의 알콕시 또는 옥사졸린으로부터 독립적으로 선택된 그룹을 2개 이상 함유하는 분자량 800 미만의 커플링제(i) 0.1 내지 5중량부, 분자내에 에폭시, 무수물, 실란올, 카복실, 아민, 탄소수 1 내지 20의 알콕시 또는 옥사졸린으로부터 선택된 그룹을 하나 이상 갖는 관능성 디오가노폴리실록산(ii) 0.1 내지 10중량부 또는 디오가노폴리실록산 블록 하나 이상과 폴리아미드, 폴리에테르, 폴리우레탄, 폴리우레아, 폴리카보네이트 및 폴리아크릴레이트로부터 선택된 블록 하나 이상을 포함하는 공중합체(iii) 0.1 내지 10중량부로부터 선택된 상용화제(C),분자내에 규소 결합된 수소 그룹이 평균 2개 이상인 오가노하이드리도 실리콘 화합물(D) 및하이드로실릴화 촉매(E)를 혼합[성분(D)와 성분(E)는 디오가노폴리실록산(B')을 경화시키기에 충분한 양으로 존재한다]하는 단계(Ⅰ) 및디오가노폴리실록산(B')을 동적 경화시키는 단계(Ⅱ)를 포함하는, 열가소성 탄성중합체의 제조방법.
- 제1항에 있어서, 실리콘 기재(B) 대 폴리아미드 수지(A)의 중량비가 35:65 내지 75:25인, 열가소성 탄성중합체의 제조방법.
- 제2항에 있어서, 폴리아미드가 나일론 6, 나일론 6/6, 나일론 6/12 및 나일론 12로 이루어진 그룹으로부터 선택되는, 열가소성 탄성중합체의 제조방법.
- 제2항에 있어서, 디오가노폴리실록산(B')이 디메틸실록산 단위 및 메틸비닐실록산 단위로 본질적으로 이루어진 공중합체와 디메틸실록산 단위 및 메틸헥세닐실록산 단위로 본질적으로 이루어진 공중합체로 이루어진 그룹으로부터 선택된 검이고, 강화 충전재(B")가 열분해법 실리카인, 열가소성 탄성중합체의 제조방법.
- 제4항에 있어서, 오가노하이드리도 실리콘 성분(D)이 메틸하이드리도실록산 단위로 본질적으로 이루어진 중합체와 디메틸실록산 단위 및 메틸하이드리도실록산 단위로 본질적으로 이루어진 공중합체로 이루어진 그룹으로부터 선택되고, 규소 결합된 수소를 0.5 내지 1.7중량% 함유하고 점도가 25℃에서 2 내지 500mPa ·s이며, 촉매(E)가 염화제1백금과 디비닐테트라메틸디실록산의 중화된 착물인, 열가소성 탄성중합체의 제조방법.
- 제3항에 있어서, 실리콘 기재(B) 대 폴리아미드 수지(A)의 중량비가 40:60 내지 70:30인, 열가소성 탄성중합체의 제조방법.
- 제1항 내지 제6항 중의 어느 한 항에 있어서, 장애 페놀, 티오에스테르, 장애 아민, 2,2'-(1,4-페닐렌)비스(4H-3,1-벤즈옥사진-4-온) 및 3,5-디-3급-부틸-4-하이드록시벤조산 헥사데실 에스테르로부터 선택된 안정화제(F)가 폴리아미드와 실리콘 기재 100중량부당 0.02중량부 내지 5중량부로 혼합 단계(I)에서 포함되는, 열가소성 탄성중합체의 제조방법.
- 제1항에 있어서, 상용화제가 알릴 글리시딜 에테르, 알릴 석신산 무수물, CH2=CH-(CH2)8-CO-NH-(CH2)6-NH-CO-(CH2)8-CH=CH2, 에폭시-관능성 폴리디메틸실록산, 아민-관능성 폴리디메틸실록산, 석신산 무수물-관능성 폴리디메틸실록산, 폴리아미드-폴리디메틸실록산 공중합체 및 폴리(알킬렌 옥사이드)-폴리디메틸실록산 공중합체로부터 선택되는, 열가소성 탄성중합체의 제조방법.
- 제7항에 있어서, 상용화제가 알릴 글리시딜 에테르, 알릴 석신산 무수물, CH2=CH-(CH2)8-CO-NH-(CH2)6-NH-CO-(CH2)8-CH=CH2, 에폭시-관능성 폴리디메틸실록산, 아민-관능성 폴리디메틸실록산, 석신산 무수물-관능성 폴리디메틸실록산, 폴리아미드-폴리디메틸실록산 공중합체 및 폴리(알킬렌 옥사이드)-폴리디메틸실록산 공중합체로부터 선택되는, 열가소성 탄성중합체의 제조방법.
- 제1항에 있어서, 난연제가 혼합 단계(I)에서 포함되는, 열가소성 탄성중합체의 제조방법.
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US09/616,625 US6362288B1 (en) | 2000-07-26 | 2000-07-26 | Thermoplastic silicone elastomers from compatibilized polyamide resins |
US09/616,625 | 2000-07-26 | ||
PCT/US2001/023301 WO2002008335A2 (en) | 2000-07-26 | 2001-07-24 | Thermoplastic silicone elastomers from compatibilized polyamide resins |
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KR20030022310A KR20030022310A (ko) | 2003-03-15 |
KR100803647B1 true KR100803647B1 (ko) | 2008-02-19 |
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EP (1) | EP1305367B1 (ko) |
JP (1) | JP5031970B2 (ko) |
KR (1) | KR100803647B1 (ko) |
CN (1) | CN1188468C (ko) |
AT (1) | ATE297965T1 (ko) |
AU (1) | AU2001280738A1 (ko) |
CA (1) | CA2416880C (ko) |
DE (1) | DE60111536T2 (ko) |
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Also Published As
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ATE297965T1 (de) | 2005-07-15 |
AU2001280738A1 (en) | 2002-02-05 |
EP1305367B1 (en) | 2005-06-15 |
CN1188468C (zh) | 2005-02-09 |
US20020091205A1 (en) | 2002-07-11 |
US6362288B1 (en) | 2002-03-26 |
EP1305367A2 (en) | 2003-05-02 |
CN1429253A (zh) | 2003-07-09 |
JP5031970B2 (ja) | 2012-09-26 |
WO2002008335A3 (en) | 2002-06-06 |
DE60111536D1 (de) | 2005-07-21 |
KR20030022310A (ko) | 2003-03-15 |
MXPA02010449A (es) | 2004-09-10 |
JP2004504468A (ja) | 2004-02-12 |
CA2416880C (en) | 2009-12-15 |
WO2002008335A2 (en) | 2002-01-31 |
US6649704B2 (en) | 2003-11-18 |
DE60111536T2 (de) | 2006-03-16 |
CA2416880A1 (en) | 2002-01-31 |
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