JP5532533B2 - ポリアミド樹脂組成物およびその成形品 - Google Patents
ポリアミド樹脂組成物およびその成形品 Download PDFInfo
- Publication number
- JP5532533B2 JP5532533B2 JP2007195748A JP2007195748A JP5532533B2 JP 5532533 B2 JP5532533 B2 JP 5532533B2 JP 2007195748 A JP2007195748 A JP 2007195748A JP 2007195748 A JP2007195748 A JP 2007195748A JP 5532533 B2 JP5532533 B2 JP 5532533B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- polyamide resin
- resin composition
- mol
- dendritic polyester
- 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 - Fee Related
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- 229920006122 polyamide resin Polymers 0.000 title claims description 68
- 239000011342 resin composition Substances 0.000 title claims description 48
- 239000004645 polyester resin Substances 0.000 claims description 78
- 229920001225 polyester resin Polymers 0.000 claims description 78
- 125000003368 amide group Chemical group 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 31
- 229920000728 polyester Polymers 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 16
- 239000011256 inorganic filler Substances 0.000 claims description 14
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 239000003365 glass fiber Substances 0.000 claims description 11
- 238000000465 moulding Methods 0.000 claims description 10
- 229920000305 Nylon 6,10 Polymers 0.000 claims description 9
- 229920000572 Nylon 6/12 Polymers 0.000 claims description 8
- 238000002347 injection Methods 0.000 claims description 7
- 239000007924 injection Substances 0.000 claims description 7
- 241000790917 Dioxys <bee> Species 0.000 claims description 6
- 238000000748 compression moulding Methods 0.000 claims description 6
- 238000001746 injection moulding Methods 0.000 claims description 6
- 150000001491 aromatic compounds Chemical class 0.000 claims description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 55
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 50
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 50
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 45
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 45
- 229920005989 resin Polymers 0.000 description 41
- 239000011347 resin Substances 0.000 description 41
- -1 metaxylenediamine Chemical compound 0.000 description 38
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 37
- 238000003756 stirring Methods 0.000 description 34
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 30
- 238000002844 melting Methods 0.000 description 30
- 230000008018 melting Effects 0.000 description 30
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 27
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 25
- 239000000835 fiber Substances 0.000 description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 24
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 23
- 239000000203 mixture Substances 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 22
- 239000002253 acid Substances 0.000 description 20
- 238000010438 heat treatment Methods 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 19
- 238000004821 distillation Methods 0.000 description 18
- 239000004973 liquid crystal related substance Substances 0.000 description 18
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 17
- 230000002528 anti-freeze Effects 0.000 description 16
- 239000004677 Nylon Substances 0.000 description 15
- 229920002302 Nylon 6,6 Polymers 0.000 description 15
- 125000000524 functional group Chemical group 0.000 description 15
- 229920001778 nylon Polymers 0.000 description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 15
- 238000006068 polycondensation reaction Methods 0.000 description 15
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 11
- 229910001873 dinitrogen Inorganic materials 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 229920006111 poly(hexamethylene terephthalamide) Polymers 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 238000004898 kneading Methods 0.000 description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 239000005749 Copper compound Substances 0.000 description 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 6
- 150000001880 copper compounds Chemical class 0.000 description 6
- 239000003063 flame retardant Substances 0.000 description 6
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 229920000139 polyethylene terephthalate Polymers 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 229920005992 thermoplastic resin Polymers 0.000 description 6
- 239000005711 Benzoic acid Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 235000010233 benzoic acid Nutrition 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000008188 pellet Substances 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 4
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 4
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 4
- KAUQJMHLAFIZDU-UHFFFAOYSA-N 6-Hydroxy-2-naphthoic acid Chemical compound C1=C(O)C=CC2=CC(C(=O)O)=CC=C21 KAUQJMHLAFIZDU-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- VERMEZLHWFHDLK-UHFFFAOYSA-N benzene-1,2,3,4-tetrol Chemical compound OC1=CC=C(O)C(O)=C1O VERMEZLHWFHDLK-UHFFFAOYSA-N 0.000 description 4
- 230000000903 blocking effect Effects 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000012765 fibrous filler Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 230000001771 impaired effect Effects 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- XBNGYFFABRKICK-UHFFFAOYSA-N 2,3,4,5,6-pentafluorophenol Chemical compound OC1=C(F)C(F)=C(F)C(F)=C1F XBNGYFFABRKICK-UHFFFAOYSA-N 0.000 description 3
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 3
- 229920000049 Carbon (fiber) Polymers 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 3
- 229920000299 Nylon 12 Polymers 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- 230000021736 acetylation Effects 0.000 description 3
- 238000006640 acetylation reaction Methods 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000010425 asbestos Substances 0.000 description 3
- 239000004917 carbon fiber Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000000919 ceramic Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229940074391 gallic acid Drugs 0.000 description 3
- 235000004515 gallic acid Nutrition 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000002894 organic compounds Chemical class 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
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- 229910052895 riebeckite Inorganic materials 0.000 description 3
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 3
- 229910010271 silicon carbide Inorganic materials 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 2
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 2
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 2
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- XCZKKZXWDBOGPA-UHFFFAOYSA-N 2-phenylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(C=2C=CC=CC=2)=C1 XCZKKZXWDBOGPA-UHFFFAOYSA-N 0.000 description 2
- UYEMGAFJOZZIFP-UHFFFAOYSA-N 3,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC(O)=C1 UYEMGAFJOZZIFP-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
- LULAYUGMBFYYEX-UHFFFAOYSA-N 3-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 2
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 description 2
- BDBZTOMUANOKRT-UHFFFAOYSA-N 4-[2-(4-aminocyclohexyl)propan-2-yl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1C(C)(C)C1CCC(N)CC1 BDBZTOMUANOKRT-UHFFFAOYSA-N 0.000 description 2
- GDBUZIKSJGRBJP-UHFFFAOYSA-N 4-acetoxy benzoic acid Chemical compound CC(=O)OC1=CC=C(C(O)=O)C=C1 GDBUZIKSJGRBJP-UHFFFAOYSA-N 0.000 description 2
- MBRGOFWKNLPACT-UHFFFAOYSA-N 5-methylnonane-1,9-diamine Chemical compound NCCCCC(C)CCCCN MBRGOFWKNLPACT-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229910021595 Copper(I) iodide Inorganic materials 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 101000837308 Homo sapiens Testis-expressed protein 30 Proteins 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920000571 Nylon 11 Polymers 0.000 description 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- 229920000577 Nylon 6/66 Polymers 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 239000004734 Polyphenylene sulfide Substances 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 102100028631 Testis-expressed protein 30 Human genes 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 description 2
- RQMBBMQDXFZFCC-UHFFFAOYSA-N [4-(4-acetyloxyphenyl)phenyl] acetate Chemical group C1=CC(OC(=O)C)=CC=C1C1=CC=C(OC(C)=O)C=C1 RQMBBMQDXFZFCC-UHFFFAOYSA-N 0.000 description 2
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000007824 aliphatic compounds Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001408 amides Chemical group 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 229960004050 aminobenzoic acid Drugs 0.000 description 2
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- TZYHIGCKINZLPD-UHFFFAOYSA-N azepan-2-one;hexane-1,6-diamine;hexanedioic acid Chemical compound NCCCCCCN.O=C1CCCCCN1.OC(=O)CCCCC(O)=O TZYHIGCKINZLPD-UHFFFAOYSA-N 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
- 239000011324 bead Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- UYQMSQMCIYSXOW-UHFFFAOYSA-N benzene-1,2,4,5-tetrol Chemical compound OC1=CC(O)=C(O)C=C1O UYQMSQMCIYSXOW-UHFFFAOYSA-N 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
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000002734 clay mineral Substances 0.000 description 2
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- YEOCHZFPBYUXMC-UHFFFAOYSA-L copper benzoate Chemical compound [Cu+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 YEOCHZFPBYUXMC-UHFFFAOYSA-L 0.000 description 2
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- 229920001296 polysiloxane Polymers 0.000 description 1
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- 235000011056 potassium acetate Nutrition 0.000 description 1
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- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
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- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
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- 239000002356 single layer Substances 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
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- 239000004575 stone Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
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- JUWGUJSXVOBPHP-UHFFFAOYSA-B titanium(4+);tetraphosphate Chemical compound [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O JUWGUJSXVOBPHP-UHFFFAOYSA-B 0.000 description 1
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- 229960002675 xylitol Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Description
1.アミド基濃度が7以上のポリアミド樹脂(a)100重量部に対して、無機充填材(b)10〜200重量部、ならびに下記構造単位(I)から構成される芳香族オキシカルボニル単位(S)、下記構造単位(II)および(VI)から構成される芳香族および脂肪族ジオキシ単位(T)、下記構造単位(IV)から構成される芳香族ジカルボニル単位(U)、および、3官能以上の有機残基(D)とを含み、かつ、Dの含有率が樹状ポリエステルを構成する全単量体に対して7.5〜40モル%の範囲にあり、溶融液晶性を示す樹状ポリエステル樹脂(c)0.01〜30重量部を配合してなるポリアミド樹脂組成物。
2.前記樹状ポリエステル樹脂(c)において、Dの含有量を1モルとした場合にS、TおよびUそれぞれの含有量p、qおよびrがp+q+r=1〜10モルの範囲にあることを特徴とする1記載のポリアミド樹脂組成物。
4.前記樹状ポリエステル樹脂(c)が式(3)で示される基本骨格を含有することを特徴とする1または2に記載のポリアミド樹脂組成物。
5.前記樹状ポリエステル樹脂(c)のDで表される有機残基が芳香族化合物由来の構造単位であることを特徴とする1〜4いずれか1に記載のポリアミド樹脂組成物。
6.前記樹状ポリエステル樹脂(c)のDで表される有機残基が式(4)または(7)で表される有機残基であることを特徴とする5に記載のポリアミド樹脂組成物。
8.前記無機充填材(b)がガラス繊維であることを特徴とする1〜7のいずれか1に記載のポリアミド樹脂組成物。
9.1〜8いずれか1に記載のポリアミド樹脂組成物を射出成形、射出圧縮成形および圧縮成形から選ばれるいずれかの方法で成形してなる成形品。
10.1〜8いずれか1に記載のポリアミド樹脂組成物からなることを特徴とする水回り部材。
ン、2,2−ビス(4−アミノシクロヘキシル)プロパン、ビス(アミノプロピル)ピペラジン、アミノエチルピペラジンなどの脂肪族、脂環族、芳香族のジアミン、およびアジピン酸、スペリン酸、アゼライン酸、セバシン酸、ドデカン二酸、テレフタル酸、イソフタル酸、2−クロロテレフタル酸、2−メチルテレフタル酸、5−メチルイソフタル酸、5−ナトリウムスルホイソフタル酸、ヘキサヒドロテレフタル酸、ヘキサヒドロイソフタル酸などの脂肪族、脂環族、芳香族のジカルボン酸が挙げられる。
攪拌翼、留出管を備えた反応容器にp−ヒドロキシ安息香酸48.0g(0.35モル)、4,4’−ジヒドロキシビフェニル30.9g(0.17モル)、テレフタル酸5.41g(0.033モル)、固有粘度が約0.6dl/gのPET10.4g(0.054モル)、トリメシン酸42.0g(0.20モル)、および無水酢酸76.3g(フェノール性水酸基合計の1.1当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で1.5時間反応させた後、280℃まで昇温して脱酢酸重縮合反応を行った。4時間攪拌し、酢酸の理論留出量の約76%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(C−1)を得た。
攪拌翼、留出管を備えた反応容器にp−ヒドロキシ安息香酸48.0g(0.35モル)、4,4’−ジヒドロキシビフェニル30.9g(0.17モル)、テレフタル酸5.41g(0.033モル)、固有粘度が約0.6dl/gのPET10.4g(0.054モル)、トリメシン酸42.0g(0.20モル)、および無水酢酸76.3g(フェノール性水酸基合計の1.1当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で1.5時間反応させた後、250℃まで昇温して脱酢酸縮合反応を行った。反応器内温が250℃に達した後、安息香酸14.7g(0.12モル)を加えて280℃まで昇温させた。酢酸の理論留出量の100%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(C−2)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸66.3g(0.48モル)、4,4’−ジヒドロキシビフェニル8.38g(0.045モル)、テレフタル酸7.48g(0.045モル)、固有粘度が約0.6dl/gのポリエチレンテレフタレ−ト14.41g(0.075モル)および無水酢酸62.48g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、トリメシン酸31.52g(0.15モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出して、樹状ポリエステル樹脂(C−3)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸58.01g(0.42モル)、4,4’−ジヒドロキシビフェニル23.46g(0.126モル)、ハイドロキノン5.95g(0.054モル)、テレフタル酸19.44g(0.117モル)、イソフタル酸(0.063モル)および無水酢酸79.63g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、トリメシン酸31.52g(0.15モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し樹状ポリエステル樹脂(C−4)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸60.50g(0.44モル)、6−ヒドロキシ−2−ナフトエ酸30.49g(0.162モル)、4,4’−ジヒドロキシビフェニル18.62g(0.10モル)および無水酢酸61.25g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、トリメシン酸31.52g(0.176モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(C−5)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸58.01g(0.42モル)、4,4’−ジヒドロキシビフェニル23.46g(0.126モル)、ハイドロキノン5.95g(0.054モル)、テレフタル酸19.44g(0.117モル)、イソフタル酸(0.063モル)および無水酢酸79.63g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、トリメシン酸15.13g(0.072モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(C−6)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸58.01g(0.42モル)、4,4’−ジヒドロキシビフェニル23.46g(0.126モル)、ハイドロキノン5.95g(0.054モル)、テレフタル酸19.44g(0.117モル)、イソフタル酸(0.063モル)および無水酢酸79.63g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、α−レゾルシル酸23.12g(0.15モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(C−7)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸66.3g(0.48モル)、4,4’−ジヒドロキシビフェニル8.38g(0.045モル)、テレフタル酸7.48g(0.045モル)、固有粘度が約0.6dl/gのポリエチレンテレフタレ−ト14.41g(0.075モル)および無水酢酸62.48g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、直鎖状の液晶樹脂(D−1)を得た。
攪拌翼、留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸66.3g(0.48モル)、4,4’−ジヒドロキシビフェニル8.38g(0.045モル)、テレフタル酸7.48g(0.045モル)、固有粘度が約0.6dl/gのポリエチレンテレフタレ−ト14.41g(0.075モル)および無水酢酸62.48g(フェノール性水酸基合計の1.00当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた後、トリメシン酸6.62g(0.032モル)を加えて260℃まで昇温し、3時間攪拌し、酢酸の理論留出量の91%が留出したところで加熱、攪拌を停止し、内容物を冷水中に吐出し、樹状ポリエステル樹脂(D−2)を得た。
撹拌翼、冷却器を備えた反応容器を窒素置換した後、トリメチロールプロパン5部、2,2’−ビス(ヒドロキシメチル)ヘプタン酸50部、ステアリン酸7部およびp−トルエンスルホン酸0.2部を仕込み、窒素気流下、140℃で撹拌しながら2時間反応し、さらに140℃、67Paで1時間反応させ、樹状樹脂(D−3)を得た。D−3を分析した結果、数平均分子量1900であった。
攪拌翼および留出管を備えた500mLの反応容器にp−ヒドロキシ安息香酸66.30g(0.48モル)、4,4’−ジヒドロキシビフェニル8.38g(0.045モル)、テレフタル酸7.48g(0.045モル)、固有粘度が約0.6dl/gのポリエチレンテレフタレ−ト14.40g(0.075モル)、α−レゾルシル酸42.72g(0.28モル)および無水酢酸78.26g(フェノール性水酸基合計の1.08当量)を仕込み、窒素ガス雰囲気下で攪拌しながら145℃で2時間反応させた。その後、260℃まで昇温し、3時間攪拌し、理論留出量の91%の酢酸が留出したところで、安息香酸25.6g(0.21モル;理論アセトキシ末端に対して1.000倍)を添加し、酢酸を100%まで留出させたところで、加熱および攪拌を停止し、内容物を冷水中に吐出して樹状ポリエステル樹脂(C−8)を得た。
住友重機社製SG75H−MIVを用いて、シリンダー温度をアミド基濃度が7以上のポリアミド樹脂の融点+20℃に設定し、射出圧力を30MPaに設定し、金型温度を80℃で、200mm長×10mm幅×1mm厚の棒流動試験片を用い、保圧0での棒流動長を測定した。流動長が大きいほど流動性に優れることを示している。
ASTM D−638に準じて試験機テンシロンUTA−2.5T(オリエンテック製)により、ASTM1号ダンベル試験片を、室温23℃、湿度50%の恒温室内にて、試料評点間距離114mm、歪み速度10mm/minで引張試験を行い、求めた値である。
ロングライフクーラント(LLC)50%水溶液中でASTM1号ダンベル片を130℃/1000時間処理した後の引張強度および強度保持率を測定し、耐不凍液性の目安とした。
強度保持率の計算方法
(処理後引張強度−処理前引張強度)/処理前引張強度×100=強度保持率(%)。
下に示す各成分を表1,表2に記載の各割合でポリアミド樹脂と他の樹脂をドライブレンドした後、日本製鋼所社製TEX30型2軸押出機のメインフィーダー(上流)より供給し、無機充填材をシリンダー途中のサイドフィーダー(中流)を用いて供給する方法でシリンダー設定温度をアミド基濃度が7以上のポリアミド樹脂の融点+20℃(実施例13はシリンダー設定温度290℃)、スクリュー回転数200rpmに設定して溶融混練を行い、ダイから吐出されるガットは即座に水浴にて冷却し、ストランドカッターによりペレット化した。得られたペレットは80℃で12時間減圧乾燥したペレットを用い、射出成形(住友重機社製SG75H−MIV、シリンダー温度をアミド基濃度が7以上のポリアミド樹脂の融点+20℃、金型温度80℃)により試験片を調製した。各サンプルの流動性、機械特性を評価した結果は表1,表2に示すとおりである。
下に示す各成分を表3に記載の各割合でポリアミド樹脂と他の樹脂をドライブレンドした後、日本製鋼所社製TEX30型2軸押出機のメインフィーダー(上流)より供給し、無機充填材をシリンダー途中のサイドフィーダー(中流)を用いて供給する方法でシリンダー設定温度をアミド基濃度が7以上のポリアミド樹脂の融点+20℃(実施例18はシリンダー設定温度290℃)、スクリュー回転数200rpmに設定して溶融混練を行い、ダイから吐出されるガットは即座に水浴にて冷却し、ストランドカッターによりペレット化した。得られたペレットは80℃で12時間減圧乾燥したペレットを用い、射出成形(住友重機社製SG75H−MIV、シリンダー温度をアミド基濃度が7以上のポリアミド樹脂の融点+20℃、金型温度80℃)により試験片を調製した。各サンプルの流動性、機械特性を評価した結果は表3に示すとおりである。
A−1:融点223℃、98%硫酸1g/dlでの相対粘度3.3のナイロン610樹脂(東レ製CM2021)
A−2:融点215℃、98%硫酸1g/dlでの相対粘度3.4のナイロン612樹脂(ダイセル・デグサ製“VESTAMID”D18)
同様に、アミド基濃度が7以上のポリアミド樹脂(a)以外の樹脂は以下の通りである。
E−1:融点265℃、98%硫酸1g/dlでの相対粘度2.90のナイロン66樹脂(東レ製CM3001N)
E−2:融点280℃、MFR=200g/10分(315.5℃、5kg荷重)のPPS樹脂。
B−1:ガラス繊維(日本電気硝子(株)製T―747GH)
B−2:ガラス繊維(日本電気硝子(株)製T−292H)
C−1:参考例1
C−2:参考例2
C−3:参考例3
C−4:参考例4
C−5:参考例5
C−6:参考例6
C−7:参考例7
C−8:参考例11。
D−1:参考例8
D−2:参考例9
D−3:参考例10
D−4:Perstorp社製の分子量3500のハイパーブランチポリマー(BOLTORN H30)
Claims (10)
- 前記樹状ポリエステル樹脂(c)において、Dの含有量を1モルとした場合にS、TおよびUそれぞれの含有量p、qおよびrがp+q+r=1〜10モルの範囲にあることを特徴とする請求項1記載のポリアミド樹脂組成物。
- 前記樹状ポリエステル樹脂(c)のDで表される有機残基が芳香族化合物由来の構造単位であることを特徴とする請求項1〜4いずれか1項に記載のポリアミド樹脂組成物。
- アミド基濃度が7以上のポリアミド樹脂(a)がナイロン610またはナイロン612であることを特徴とする請求項1〜6いずれか1項に記載のポリアミド樹脂組成物。
- 前記無機充填材(b)がガラス繊維であることを特徴とする請求項1〜7いずれか1項に記載のポリアミド樹脂組成物。
- 請求項1〜8いずれか1項に記載のポリアミド樹脂組成物を射出成形、射出圧縮成形および圧縮成形から選ばれるいずれかの方法で成形してなる成形品。
- 請求項1〜8いずれか1項に記載のポリアミド樹脂組成物からなることを特徴とする水回り部材。
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