ES2641954T5 - Productos moldeados - Google Patents
Productos moldeados Download PDFInfo
- Publication number
- ES2641954T5 ES2641954T5 ES12858493T ES12858493T ES2641954T5 ES 2641954 T5 ES2641954 T5 ES 2641954T5 ES 12858493 T ES12858493 T ES 12858493T ES 12858493 T ES12858493 T ES 12858493T ES 2641954 T5 ES2641954 T5 ES 2641954T5
- Authority
- ES
- Spain
- Prior art keywords
- polyamide resin
- acid
- molding
- parts
- mass
- 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.)
- Active
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- 229920006122 polyamide resin Polymers 0.000 claims description 73
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 52
- 229920005989 resin Polymers 0.000 claims description 46
- 239000011347 resin Substances 0.000 claims description 46
- 239000004953 Aliphatic polyamide Substances 0.000 claims description 33
- 229920003231 aliphatic polyamide Polymers 0.000 claims description 33
- 238000000465 moulding Methods 0.000 claims description 28
- 239000011342 resin composition Substances 0.000 claims description 20
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 16
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 claims description 16
- 150000004985 diamines Chemical class 0.000 claims description 13
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 9
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 9
- 238000001746 injection moulding Methods 0.000 claims description 9
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 8
- 229920002292 Nylon 6 Polymers 0.000 claims description 7
- 238000000071 blow moulding Methods 0.000 claims description 6
- 238000000748 compression moulding Methods 0.000 claims description 5
- MLXUAMJSJWGSEX-UHFFFAOYSA-N 10-(7-azabicyclo[3.3.1]nona-1(9),2,4-trien-7-yl)-10-oxodecanamide Chemical compound C1=CC(CN(C(=O)CCCCCCCCC(=O)N)C2)=CC2=C1 MLXUAMJSJWGSEX-UHFFFAOYSA-N 0.000 claims description 3
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- NRNFFDZCBYOZJY-UHFFFAOYSA-N p-quinodimethane Chemical group C=C1C=CC(=C)C=C1 NRNFFDZCBYOZJY-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 238000002844 melting Methods 0.000 description 24
- 230000008018 melting Effects 0.000 description 24
- 238000010438 heat treatment Methods 0.000 description 20
- 238000010521 absorption reaction Methods 0.000 description 18
- 238000000034 method Methods 0.000 description 18
- 239000000126 substance Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- -1 aliphatic diamine Chemical class 0.000 description 14
- 230000009477 glass transition Effects 0.000 description 14
- 238000011156 evaluation Methods 0.000 description 12
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 10
- 238000002425 crystallisation Methods 0.000 description 10
- 230000008025 crystallization Effects 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000004952 Polyamide Substances 0.000 description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 229920002647 polyamide Polymers 0.000 description 8
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 6
- 238000004898 kneading Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 239000001361 adipic acid Substances 0.000 description 5
- 235000011037 adipic acid Nutrition 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 238000006068 polycondensation reaction Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- NRMSFXMULXCZAZ-UHFFFAOYSA-N 10-(3-azabicyclo[3.2.2]nona-1(7),5,8-trien-3-yl)-10-oxodecanamide Chemical compound C1N(C(=O)CCCCCCCCC(=O)N)CC2=CC=C1C=C2 NRMSFXMULXCZAZ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 239000011261 inert gas Substances 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 3
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- 229960002684 aminocaproic acid Drugs 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 238000007654 immersion Methods 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 150000003951 lactams Chemical class 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 229920006012 semi-aromatic polyamide Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 2
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 2
- XDOLZJYETYVRKV-UHFFFAOYSA-N 7-Aminoheptanoic acid Chemical compound NCCCCCCC(O)=O XDOLZJYETYVRKV-UHFFFAOYSA-N 0.000 description 2
- VWPQCOZMXULHDM-UHFFFAOYSA-N 9-aminononanoic acid Chemical compound NCCCCCCCCC(O)=O VWPQCOZMXULHDM-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 229920000572 Nylon 6/12 Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229940064002 calcium hypophosphite Drugs 0.000 description 2
- 229910001382 calcium hypophosphite Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 2
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000011152 fibreglass Substances 0.000 description 2
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 2
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 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 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- CNALVHVMBXLLIY-IUCAKERBSA-N tert-butyl n-[(3s,5s)-5-methylpiperidin-3-yl]carbamate Chemical compound C[C@@H]1CNC[C@@H](NC(=O)OC(C)(C)C)C1 CNALVHVMBXLLIY-IUCAKERBSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- VETPHHXZEJAYOB-UHFFFAOYSA-N 1-n,4-n-dinaphthalen-2-ylbenzene-1,4-diamine Chemical compound C1=CC=CC2=CC(NC=3C=CC(NC=4C=C5C=CC=CC5=CC=4)=CC=3)=CC=C21 VETPHHXZEJAYOB-UHFFFAOYSA-N 0.000 description 1
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- IIHKGAZZIDXOAT-UHFFFAOYSA-N NCC12CCCCC2(CCCC1)CN Chemical compound NCC12CCCCC2(CCCC1)CN IIHKGAZZIDXOAT-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920001007 Nylon 4 Polymers 0.000 description 1
- 229920003189 Nylon 4,6 Polymers 0.000 description 1
- 229920000305 Nylon 6,10 Polymers 0.000 description 1
- 239000005700 Putrescine Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- WPWNSTTVSOUHRP-UHFFFAOYSA-N [1-(aminomethyl)naphthalen-2-yl]methanamine Chemical compound C1=CC=CC2=C(CN)C(CN)=CC=C21 WPWNSTTVSOUHRP-UHFFFAOYSA-N 0.000 description 1
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 description 1
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001334 alicyclic compounds Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
- QCTBMLYLENLHLA-UHFFFAOYSA-N aminomethylbenzoic acid Chemical compound NCC1=CC=C(C(O)=O)C=C1 QCTBMLYLENLHLA-UHFFFAOYSA-N 0.000 description 1
- 229960003375 aminomethylbenzoic acid Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- ZGUQEYPHBOYTSS-UHFFFAOYSA-K calcium sodium triacetate Chemical compound C(C)(=O)[O-].[Na+].[Ca+2].C(C)(=O)[O-].C(C)(=O)[O-] ZGUQEYPHBOYTSS-UHFFFAOYSA-K 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 229920006177 crystalline aliphatic polyamide Polymers 0.000 description 1
- 229920006038 crystalline resin Polymers 0.000 description 1
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- GEQHKFFSPGPGLN-UHFFFAOYSA-N cyclohexane-1,3-diamine Chemical compound NC1CCCC(N)C1 GEQHKFFSPGPGLN-UHFFFAOYSA-N 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- CHSILQAFIZTLJN-UHFFFAOYSA-N heptadecane-1,17-diamine Chemical compound NCCCCCCCCCCCCCCCCCN CHSILQAFIZTLJN-UHFFFAOYSA-N 0.000 description 1
- ATJCASULPHYKHT-UHFFFAOYSA-N hexadecane-1,16-diamine Chemical compound NCCCCCCCCCCCCCCCCN ATJCASULPHYKHT-UHFFFAOYSA-N 0.000 description 1
- POIZGMCHYSVWDU-UHFFFAOYSA-N icosane-1,20-diamine Chemical compound NCCCCCCCCCCCCCCCCCCCCN POIZGMCHYSVWDU-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 description 1
- CHDRADPXNRULGA-UHFFFAOYSA-N naphthalene-1,3-dicarboxylic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC(C(O)=O)=C21 CHDRADPXNRULGA-UHFFFAOYSA-N 0.000 description 1
- ABMFBCRYHDZLRD-UHFFFAOYSA-N naphthalene-1,4-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1 ABMFBCRYHDZLRD-UHFFFAOYSA-N 0.000 description 1
- DFFZOPXDTCDZDP-UHFFFAOYSA-N naphthalene-1,5-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1C(O)=O DFFZOPXDTCDZDP-UHFFFAOYSA-N 0.000 description 1
- VAWFFNJAPKXVPH-UHFFFAOYSA-N naphthalene-1,6-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC2=CC(C(=O)O)=CC=C21 VAWFFNJAPKXVPH-UHFFFAOYSA-N 0.000 description 1
- JSKSILUXAHIKNP-UHFFFAOYSA-N naphthalene-1,7-dicarboxylic acid Chemical compound C1=CC=C(C(O)=O)C2=CC(C(=O)O)=CC=C21 JSKSILUXAHIKNP-UHFFFAOYSA-N 0.000 description 1
- KHARCSTZAGNHOT-UHFFFAOYSA-N naphthalene-2,3-dicarboxylic acid Chemical compound C1=CC=C2C=C(C(O)=O)C(C(=O)O)=CC2=C1 KHARCSTZAGNHOT-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- WPUMVKJOWWJPRK-UHFFFAOYSA-N naphthalene-2,7-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=CC2=CC(C(=O)O)=CC=C21 WPUMVKJOWWJPRK-UHFFFAOYSA-N 0.000 description 1
- VCAISILSXYFPGO-UHFFFAOYSA-N nonadecane-1,19-diamine Chemical compound NCCCCCCCCCCCCCCCCCCCN VCAISILSXYFPGO-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- CJYCVQJRVSAFKB-UHFFFAOYSA-N octadecane-1,18-diamine Chemical compound NCCCCCCCCCCCCCCCCCCN CJYCVQJRVSAFKB-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229920000052 poly(p-xylylene) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000001175 rotational moulding Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229920006114 semi-crystalline semi-aromatic polyamide Polymers 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- UYCAUPASBSROMS-AWQJXPNKSA-M sodium;2,2,2-trifluoroacetate Chemical compound [Na+].[O-][13C](=O)[13C](F)(F)F UYCAUPASBSROMS-AWQJXPNKSA-M 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- BPSKTAWBYDTMAN-UHFFFAOYSA-N tridecane-1,13-diamine Chemical compound NCCCCCCCCCCCCCN BPSKTAWBYDTMAN-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 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
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C43/00—Compression moulding, i.e. applying external pressure to flow the moulding material; Apparatus therefor
- B29C43/003—Compression moulding, i.e. applying external pressure to flow the moulding material; Apparatus therefor characterised by the choice of material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
- B29C45/0001—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor characterised by the choice of material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C49/00—Blow-moulding, i.e. blowing a preform or parison to a desired shape within a mould; Apparatus therefor
- B29C49/0005—Blow-moulding, i.e. blowing a preform or parison to a desired shape within a mould; Apparatus therefor characterised by the material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C51/00—Shaping by thermoforming, i.e. shaping sheets or sheet like preforms after heating, e.g. shaping sheets in matched moulds or by deep-drawing; Apparatus therefor
- B29C51/10—Forming by pressure difference, e.g. vacuum
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2077/00—Use of PA, i.e. polyamides, e.g. polyesteramides or derivatives thereof, as moulding material
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyamides (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011275249 | 2011-12-16 | ||
| JP2011275249 | 2011-12-16 | ||
| PCT/JP2012/080262 WO2013088932A1 (ja) | 2011-12-16 | 2012-11-22 | 成形品 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| ES2641954T3 ES2641954T3 (es) | 2017-11-14 |
| ES2641954T9 ES2641954T9 (es) | 2018-09-28 |
| ES2641954T5 true ES2641954T5 (es) | 2021-06-21 |
Family
ID=48612387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES12858493T Active ES2641954T5 (es) | 2011-12-16 | 2012-11-22 | Productos moldeados |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20140342145A1 (enExample) |
| EP (1) | EP2792714B2 (enExample) |
| JP (1) | JP6156150B2 (enExample) |
| KR (2) | KR20190089225A (enExample) |
| CN (1) | CN103987782B (enExample) |
| BR (1) | BR112014013991A8 (enExample) |
| ES (1) | ES2641954T5 (enExample) |
| MX (1) | MX345572B (enExample) |
| NO (1) | NO2792714T3 (enExample) |
| TW (1) | TWI593751B (enExample) |
| WO (1) | WO2013088932A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011043467A1 (ja) * | 2009-10-09 | 2011-04-14 | 宇部興産株式会社 | 着色ポリイミド成形体及びその製造方法 |
| EP3006507B1 (de) * | 2014-10-10 | 2018-12-19 | Ems-Patent Ag | Verstärkte polyamidformmassen sowie daraus hergestellte spritzgussteile |
| JP2016169291A (ja) * | 2015-03-12 | 2016-09-23 | 三菱瓦斯化学株式会社 | ポリアミド樹脂組成物及びその製造方法、フィルム、並びに多層フィルム |
| CN104830054B (zh) * | 2015-03-26 | 2018-05-18 | 金发科技股份有限公司 | 一种聚酰胺组合物 |
| JP6041077B1 (ja) * | 2015-05-08 | 2016-12-07 | 三菱瓦斯化学株式会社 | ハニカム構造体及びサンドイッチ構造体ならびにそれらを製造するためのハニカム用基材 |
| JP6703389B2 (ja) * | 2015-10-20 | 2020-06-03 | ダイセルポリマー株式会社 | 成形品の製造方法 |
| JP6691771B2 (ja) * | 2015-12-25 | 2020-05-13 | 三菱エンジニアリングプラスチックス株式会社 | ポリアミド樹脂組成物、キット、成形品の製造方法、成形品およびポリアミド樹脂組成物の製造方法 |
| FR3057573A1 (fr) * | 2016-10-19 | 2018-04-20 | Arkema France | Utilisation de fibres de verre a section circulaire dans un melange comprenant un polyamide semi-aromatique et un polyamide aliphatique pour ameliorer les proprietes mecaniques dudit melange |
| FR3057572A1 (fr) | 2016-10-19 | 2018-04-20 | Arkema France | Utilisation d'un polyamide semi-aromatique dans un melange de polyamide aliphatique comprenant des fibres de verre a section circulaire pour limiter le gauchissement |
| DE112017005273B4 (de) | 2016-12-27 | 2023-01-05 | Sumitomo Riko Company Limited | Schlauch zum Leiten eines Kältemittels |
| US11447632B2 (en) | 2017-07-31 | 2022-09-20 | Mitsubishi Gas Chemical Company, Inc. | Easily tearable film, multilayer film, packaging material, and container |
| CN107383365A (zh) * | 2017-08-09 | 2017-11-24 | 无锡殷达尼龙有限公司 | 一种半芳香族聚酰胺树脂及其制备方法 |
| WO2019172354A1 (ja) * | 2018-03-09 | 2019-09-12 | 東洋紡株式会社 | ポリアミド樹脂組成物 |
| WO2020225358A1 (en) * | 2019-05-08 | 2020-11-12 | Solvay Specialty Polymers Usa, Llc | Hot-water moldable polyamide molding compositions |
| KR102738646B1 (ko) | 2019-07-23 | 2024-12-06 | 주식회사 엘지에너지솔루션 | 차량 배터리 화재 감지 장치 및 감지 방법 |
| WO2021187616A1 (ja) * | 2020-03-19 | 2021-09-23 | 宇部興産株式会社 | ポリアミド樹脂組成物 |
| JP7779255B2 (ja) | 2020-03-19 | 2025-12-03 | Ube株式会社 | ポリアミド樹脂組成物 |
| CN113717519B (zh) * | 2020-05-25 | 2024-08-23 | 三菱工程塑料株式会社 | 激光熔敷用透光性树脂组合物、成型品、组合物组合及成型品的制造方法 |
| US20230407088A1 (en) * | 2020-12-07 | 2023-12-21 | Toyobo Mc Corporation | Polyamide resin composition |
| FR3126003B1 (fr) | 2021-08-09 | 2025-03-07 | Arkema France | Polyamide de rigidité élevée à sorption d’eau réduite |
| JP7742744B2 (ja) * | 2021-09-16 | 2025-09-22 | グローバルポリアセタール株式会社 | 樹脂組成物、成形品および成形品の製造方法 |
| CN114957973B (zh) * | 2022-06-09 | 2023-09-15 | 江门市德众泰尼龙有限公司 | 一种汽车水室料及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| NL103099C (enExample) * | 1957-04-11 | |||
| DE1669543A1 (de) * | 1966-01-29 | 1971-07-22 | Teijin Ltd | Polyamidmassen fuer Form-,Press- und UEberzugszwecke |
| JPS5129192B2 (enExample) | 1971-11-08 | 1976-08-24 | ||
| US3939901A (en) * | 1973-04-19 | 1976-02-24 | White Motor Corporation | Method and apparatus for cooling and deaerating internal combustion engine coolant |
| JPS5432458B2 (enExample) * | 1974-11-26 | 1979-10-15 | ||
| US3968071A (en) † | 1975-11-20 | 1976-07-06 | Mitsubishi Gas Chemical Company, Inc. | Polyamide resin molding composition |
| JPS6086161A (ja) * | 1983-10-19 | 1985-05-15 | Mitsubishi Chem Ind Ltd | ポリアミド樹脂組成物 |
| JPS62223262A (ja) * | 1986-03-26 | 1987-10-01 | Mitsubishi Gas Chem Co Inc | 成形材料用ポリアミド樹脂組成物 |
| JPS63137955A (ja) | 1986-12-01 | 1988-06-09 | Mitsubishi Gas Chem Co Inc | 成形用ポリアミド樹脂組成物 |
| JPS63137956A (ja) * | 1986-12-01 | 1988-06-09 | Mitsubishi Gas Chem Co Inc | 成形用ポリアミド樹脂組成物 |
| CA1288885C (en) * | 1986-12-01 | 1991-09-10 | Kenichi Narita | Molding polyamide resin composition |
| JPS63223262A (ja) * | 1987-03-10 | 1988-09-16 | 有限会社鈴木左官タイル工店 | コンクリ−ト、モルタル等の塗面ならし工法及び塗面ならし器具 |
| JPH03269056A (ja) | 1990-03-20 | 1991-11-29 | Mitsubishi Kasei Corp | ポリアミド樹脂組成物 |
| AU638120B2 (en) * | 1990-05-21 | 1993-06-17 | Mitsubishi Gas Chemical Company, Inc. | Polyamide resin, and polyamide resin compositions |
| US5147944A (en) * | 1990-10-16 | 1992-09-15 | Mitsubishi Gas Chemical Company, Inc. | Polyamide resin, and polyamide resin compositions |
| JPH06297660A (ja) * | 1993-04-13 | 1994-10-25 | Kureha Chem Ind Co Ltd | ポリアミド系混合樹脂からなる層を有する食品包装用二軸延伸フィルム |
| US5994209A (en) | 1996-11-13 | 1999-11-30 | Applied Materials, Inc. | Methods and apparatus for forming ultra-shallow doped regions using doped silicon oxide films |
| US6855755B1 (en) * | 1999-08-04 | 2005-02-15 | Mitsubishi Engineering-Plastics Corporation | Polyamide resin composition having improved weathering resistance and its molded products |
| CN1322027C (zh) * | 2003-05-06 | 2007-06-20 | 三菱瓦斯化学株式会社 | 燃料阻隔用聚酰胺树脂及由其构成的多层成型体 |
| JP4444723B2 (ja) * | 2004-04-20 | 2010-03-31 | 豊田合成株式会社 | 樹脂成形品 |
| JP2006028327A (ja) * | 2004-07-15 | 2006-02-02 | Unitika Ltd | 精密部品用成形材料 |
| FR2884518B1 (fr) * | 2005-04-14 | 2007-09-21 | Arkema Sa | Structure barriere a base de polyamide mxd.10 |
| CN101454132B (zh) * | 2006-05-25 | 2012-02-29 | 三菱工程塑料株式会社 | 纤维强化热塑性树脂成型品 |
| PH12012502306A1 (en) * | 2006-05-31 | 2015-05-08 | Mitsubishi Gas Chemical Co | Polyamide resin composition |
| JP5200335B2 (ja) * | 2006-05-31 | 2013-06-05 | 三菱瓦斯化学株式会社 | ポリアミド樹脂組成物 |
| JP5664243B2 (ja) * | 2008-09-18 | 2015-02-04 | 三菱瓦斯化学株式会社 | ポリアミド樹脂 |
| JP5555432B2 (ja) | 2009-02-16 | 2014-07-23 | 三菱エンジニアリングプラスチックス株式会社 | ポリアミド樹脂組成物 |
| WO2010137703A1 (ja) * | 2009-05-28 | 2010-12-02 | 三菱瓦斯化学株式会社 | ポリアミド樹脂 |
| JP5407789B2 (ja) † | 2009-11-16 | 2014-02-05 | 三菱瓦斯化学株式会社 | 耐加水分解性に優れる熱可塑性樹脂組成物 |
| WO2012014772A1 (ja) † | 2010-07-27 | 2012-02-02 | 三菱瓦斯化学株式会社 | ポリアミド樹脂 |
| JP5625668B2 (ja) * | 2010-09-17 | 2014-11-19 | 三菱瓦斯化学株式会社 | ポリアミド樹脂組成物およびその成形方法 |
| JP5621449B2 (ja) * | 2010-09-17 | 2014-11-12 | 三菱瓦斯化学株式会社 | ポリアミド樹脂組成物ペレットの製造方法 |
| JP2014506944A (ja) * | 2011-02-17 | 2014-03-20 | ディーエスエム アイピー アセッツ ビー.ブイ. | ポリアミド組成物 |
-
2012
- 2012-11-22 KR KR1020197021044A patent/KR20190089225A/ko not_active Ceased
- 2012-11-22 KR KR1020147019493A patent/KR20140107445A/ko not_active Ceased
- 2012-11-22 NO NO12858493A patent/NO2792714T3/no unknown
- 2012-11-22 BR BR112014013991A patent/BR112014013991A8/pt active Search and Examination
- 2012-11-22 EP EP12858493.5A patent/EP2792714B2/en active Active
- 2012-11-22 CN CN201280062303.5A patent/CN103987782B/zh active Active
- 2012-11-22 JP JP2013549188A patent/JP6156150B2/ja active Active
- 2012-11-22 US US14/365,967 patent/US20140342145A1/en not_active Abandoned
- 2012-11-22 MX MX2014006923A patent/MX345572B/es active IP Right Grant
- 2012-11-22 ES ES12858493T patent/ES2641954T5/es active Active
- 2012-11-22 WO PCT/JP2012/080262 patent/WO2013088932A1/ja not_active Ceased
- 2012-12-07 TW TW101146123A patent/TWI593751B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013088932A1 (ja) | 2013-06-20 |
| KR20140107445A (ko) | 2014-09-04 |
| EP2792714A1 (en) | 2014-10-22 |
| JPWO2013088932A1 (ja) | 2015-04-27 |
| KR20190089225A (ko) | 2019-07-30 |
| MX345572B (es) | 2017-02-03 |
| EP2792714B9 (en) | 2018-04-04 |
| CN103987782B (zh) | 2018-02-06 |
| EP2792714B2 (en) | 2020-09-23 |
| BR112014013991A2 (pt) | 2017-06-13 |
| CN103987782A (zh) | 2014-08-13 |
| TWI593751B (zh) | 2017-08-01 |
| ES2641954T3 (es) | 2017-11-14 |
| EP2792714B1 (en) | 2017-08-23 |
| MX2014006923A (es) | 2014-09-11 |
| US20140342145A1 (en) | 2014-11-20 |
| HK1200477A1 (en) | 2015-08-07 |
| ES2641954T9 (es) | 2018-09-28 |
| EP2792714A4 (en) | 2015-07-08 |
| NO2792714T3 (enExample) | 2018-01-20 |
| TW201331296A (zh) | 2013-08-01 |
| BR112014013991A8 (pt) | 2017-06-13 |
| JP6156150B2 (ja) | 2017-07-05 |
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