CN105601911B - 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 - Google Patents
制备单体组合物的方法及其在制备聚酰胺模制品中的用途 Download PDFInfo
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- CN105601911B CN105601911B CN201610007895.0A CN201610007895A CN105601911B CN 105601911 B CN105601911 B CN 105601911B CN 201610007895 A CN201610007895 A CN 201610007895A CN 105601911 B CN105601911 B CN 105601911B
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- monomer
- molded parts
- polyamide molded
- lactams
- caprolactam
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- 239000000203 mixture Substances 0.000 title claims abstract description 106
- 239000000178 monomer Substances 0.000 title claims abstract description 95
- 238000000034 method Methods 0.000 title claims abstract description 84
- 239000004952 Polyamide Substances 0.000 title claims abstract description 64
- 229920002647 polyamide Polymers 0.000 title claims abstract description 63
- 150000003951 lactams Chemical class 0.000 claims abstract description 57
- 239000012190 activator Substances 0.000 claims abstract description 51
- 239000003054 catalyst Substances 0.000 claims abstract description 45
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 30
- 150000002596 lactones Chemical class 0.000 claims abstract description 23
- 125000000129 anionic group Chemical group 0.000 claims abstract description 15
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 75
- 239000000654 additive Substances 0.000 claims description 46
- -1 hydrofining Chemical compound 0.000 claims description 40
- 230000000996 additive effect Effects 0.000 claims description 33
- 239000000945 filler Substances 0.000 claims description 31
- 239000012779 reinforcing material Substances 0.000 claims description 24
- 239000003365 glass fiber Substances 0.000 claims description 21
- 239000008187 granular material Substances 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 13
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 12
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- 239000011734 sodium Substances 0.000 claims description 9
- 229910052708 sodium Inorganic materials 0.000 claims description 9
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 239000004917 carbon fiber Substances 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- MOMGDEWWZBKDDR-UHFFFAOYSA-M sodium;3,4,5,6-tetrahydro-2h-azepin-7-olate Chemical compound [Na+].O=C1CCCCC[N-]1 MOMGDEWWZBKDDR-UHFFFAOYSA-M 0.000 claims description 7
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 239000004744 fabric Substances 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 239000005995 Aluminium silicate Substances 0.000 claims description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 4
- 235000012211 aluminium silicate Nutrition 0.000 claims description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000005056 polyisocyanate Substances 0.000 claims description 4
- 229920001228 polyisocyanate Polymers 0.000 claims description 4
- 239000012312 sodium hydride Substances 0.000 claims description 4
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 4
- 239000000454 talc Substances 0.000 claims description 4
- 229910052623 talc Inorganic materials 0.000 claims description 4
- 235000012222 talc Nutrition 0.000 claims description 4
- 229910052882 wollastonite Inorganic materials 0.000 claims description 4
- 239000010456 wollastonite Substances 0.000 claims description 4
- YKYMGFHOJJOSEB-UHFFFAOYSA-N butan-1-ol;potassium Chemical compound [K].CCCCO YKYMGFHOJJOSEB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 238000010276 construction Methods 0.000 claims description 3
- 235000001055 magnesium Nutrition 0.000 claims description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 3
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 claims description 3
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims description 3
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 claims description 3
- RCOSUMRTSQULBK-UHFFFAOYSA-N sodium;propan-1-olate Chemical compound [Na+].CCC[O-] RCOSUMRTSQULBK-UHFFFAOYSA-N 0.000 claims description 3
- 150000001721 carbon Chemical group 0.000 claims description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- YIFCDKDXYUCWAZ-UHFFFAOYSA-L magnesium;azepan-2-one;dibromide Chemical compound [Mg+2].[Br-].[Br-].O=C1CCCCCN1 YIFCDKDXYUCWAZ-UHFFFAOYSA-L 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 2
- 239000000835 fiber Substances 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- 229920000642 polymer Polymers 0.000 description 22
- 239000000047 product Substances 0.000 description 17
- 238000003756 stirring Methods 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 229910000831 Steel Inorganic materials 0.000 description 9
- 125000002252 acyl group Chemical group 0.000 description 9
- 239000012948 isocyanate Substances 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 239000011261 inert gas Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229910001868 water Inorganic materials 0.000 description 8
- 239000004609 Impact Modifier Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000001746 injection moulding Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- 150000001262 acyl bromides Chemical class 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000003063 flame retardant Substances 0.000 description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000002657 fibrous material Substances 0.000 description 3
- 239000005338 frosted glass Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-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
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical class O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 3
- 229920006393 polyether sulfone Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 150000004040 pyrrolidinones Chemical class 0.000 description 3
- 230000002787 reinforcement Effects 0.000 description 3
- 239000002759 woven fabric Substances 0.000 description 3
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 3
- LSROBYZLBGODRN-UHFFFAOYSA-N 1-aminopyrrolidin-2-one Chemical compound NN1CCCC1=O LSROBYZLBGODRN-UHFFFAOYSA-N 0.000 description 2
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-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
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004695 Polyether sulfone Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 150000001266 acyl halides Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical group 0.000 description 2
- 239000004760 aramid Substances 0.000 description 2
- 229920003235 aromatic polyamide Polymers 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
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- 238000000576 coating method Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 2
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical class O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
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- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
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- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 2
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- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- AWDMDDKZURRKFG-UHFFFAOYSA-N potassium;propan-1-olate Chemical compound [K+].CCC[O-] AWDMDDKZURRKFG-UHFFFAOYSA-N 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
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- 239000004408 titanium dioxide Substances 0.000 description 2
- PCKKNFLLFBDNPA-UHFFFAOYSA-N 1,1-dibutylurea Chemical compound CCCCN(C(N)=O)CCCC PCKKNFLLFBDNPA-UHFFFAOYSA-N 0.000 description 1
- VNMOIBZLSJDQEO-UHFFFAOYSA-N 1,10-diisocyanatodecane Chemical compound O=C=NCCCCCCCCCCN=C=O VNMOIBZLSJDQEO-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- JDTUPLBMGDDPJS-UHFFFAOYSA-N 2-methoxy-2-phenylethanol Chemical compound COC(CO)C1=CC=CC=C1 JDTUPLBMGDDPJS-UHFFFAOYSA-N 0.000 description 1
- 244000198134 Agave sisalana Species 0.000 description 1
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- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- RYNNCVCHGQBRQR-UHFFFAOYSA-N C=C.C1=CC=CC=C1.C=CC=C.C(C=C)#N Chemical group C=C.C1=CC=CC=C1.C=CC=C.C(C=C)#N RYNNCVCHGQBRQR-UHFFFAOYSA-N 0.000 description 1
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- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical group CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 description 1
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- RVOJTCZRIKWHDX-UHFFFAOYSA-N cyclohexanecarbonyl chloride Chemical compound ClC(=O)C1CCCCC1 RVOJTCZRIKWHDX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- OQRWAMBQGTYSRD-UHFFFAOYSA-N dipotassium;oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[K+].[K+].[Ti+4].[Ti+4].[Ti+4].[Ti+4] OQRWAMBQGTYSRD-UHFFFAOYSA-N 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- PIHPSKJRLDSJPX-UHFFFAOYSA-N ethyl n-carbamoylcarbamate Chemical compound CCOC(=O)NC(N)=O PIHPSKJRLDSJPX-UHFFFAOYSA-N 0.000 description 1
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- 150000002366 halogen compounds Chemical class 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- NIPYIXMXODGEES-UHFFFAOYSA-N hexanoyl bromide Chemical compound CCCCCC(Br)=O NIPYIXMXODGEES-UHFFFAOYSA-N 0.000 description 1
- ZTNLXZOJUZAGRP-UHFFFAOYSA-N hydron;piperidin-1-amine;chloride Chemical compound Cl.NN1CCCCC1 ZTNLXZOJUZAGRP-UHFFFAOYSA-N 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- BOQJOCGCWDUQOA-UHFFFAOYSA-L magnesium;3,4,5,6-tetrahydro-2h-azepin-7-olate;bromide Chemical compound [Mg+2].[Br-].O=C1CCCCC[N-]1 BOQJOCGCWDUQOA-UHFFFAOYSA-L 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 229920003208 poly(ethylene sulfide) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000006077 pvc stabilizer Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000011257 shell material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
-
- 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
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
-
- 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
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
- C08G69/20—Anionic polymerisation characterised by the catalysts used
-
- 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
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/24—Pyrrolidones or piperidones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Polyamides (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10186840.4 | 2010-10-07 | ||
| EP10186840 | 2010-10-07 | ||
| EP10194982 | 2010-12-14 | ||
| EP10194982.4 | 2010-12-14 | ||
| CN201180058714.2A CN103237832B (zh) | 2010-10-07 | 2011-10-06 | 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180058714.2A Division CN103237832B (zh) | 2010-10-07 | 2011-10-06 | 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105601911A CN105601911A (zh) | 2016-05-25 |
| CN105601911B true CN105601911B (zh) | 2018-07-10 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201610007895.0A Active CN105601911B (zh) | 2010-10-07 | 2011-10-06 | 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 |
| CN201180058714.2A Active CN103237832B (zh) | 2010-10-07 | 2011-10-06 | 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180058714.2A Active CN103237832B (zh) | 2010-10-07 | 2011-10-06 | 制备单体组合物的方法及其在制备聚酰胺模制品中的用途 |
Country Status (7)
| Country | Link |
|---|---|
| EP (2) | EP2625215B1 (enExample) |
| JP (1) | JP5857055B2 (enExample) |
| KR (1) | KR101855544B1 (enExample) |
| CN (2) | CN105601911B (enExample) |
| BR (1) | BR112013008416B8 (enExample) |
| MY (1) | MY163168A (enExample) |
| WO (1) | WO2012045806A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2729515B1 (de) * | 2011-07-05 | 2016-09-14 | Basf Se | Feste partikel, enthaltend lactam, aktivator und katalysator, sowie verfahren zu deren herstellung und deren verwendung |
| HK1199896A1 (en) * | 2011-09-08 | 2015-07-24 | Lanxess Deutschland Gmbh | Novel compositions for producing cast polyamides |
| EP2666802A1 (de) | 2012-05-22 | 2013-11-27 | Rhein Chemie Rheinau GmbH | Gußpolyamide, Verfahren zu deren Herstellung und deren Verwendung |
| WO2014086757A2 (de) | 2012-12-04 | 2014-06-12 | Basf Se | Verfahren zur herstellung eines faserverstärkten verbundwerkstoffs |
| US9834885B2 (en) | 2012-12-04 | 2017-12-05 | Basf Se | Process for the production of a fiber-reinforced composite material |
| CN103087516B (zh) * | 2013-02-04 | 2015-02-25 | 四川大学 | 尼龙6和天然纤维复合材料的制备方法 |
| US20160325265A1 (en) * | 2013-12-17 | 2016-11-10 | Basf Se | Method for producing polyamides by means of a spray nozzle arrangement for the collision of spray jets |
| KR102611772B1 (ko) * | 2015-05-12 | 2023-12-07 | 바스프 에스이 | 카프로락탐 제제 |
| WO2016180832A1 (de) | 2015-05-12 | 2016-11-17 | Basf Se | Caprolactam formulierungen |
| DE202015106663U1 (de) | 2015-12-07 | 2017-03-08 | Heimbach Gmbh & Co. Kg | Band für den Einsatz in Maschinen |
| CN105348792A (zh) * | 2015-12-11 | 2016-02-24 | 安徽律正科技信息服务有限公司 | 一种塑木复合材料用抗老化增塑剂 |
| EP3196225A1 (de) | 2016-01-20 | 2017-07-26 | LANXESS Deutschland GmbH | Polymerisierbare zusammensetzung |
| CN105646876B (zh) * | 2016-04-08 | 2018-06-19 | 南京工业大学 | 一种有机催化制备聚酯酰胺的方法 |
| EP3235861A1 (de) | 2016-04-18 | 2017-10-25 | LANXESS Deutschland GmbH | Polymerisierbare zusammensetzung |
| CN109789645B (zh) | 2016-08-23 | 2022-08-16 | 巴斯夫欧洲公司 | 通过挤出制备增强的聚酰胺的方法 |
| DE202017001995U1 (de) | 2017-04-13 | 2018-02-01 | Engel Austria Gmbh | Aufschmelz- und Dosiereinheit |
| KR102262512B1 (ko) * | 2017-11-16 | 2021-06-08 | 한화솔루션 주식회사 | 배위-음이온 개환 중합에 의한 폴리아마이드의 제조 방법 및 이에 의해 제조된 폴리아마이드 |
| KR102262504B1 (ko) * | 2017-11-28 | 2021-06-08 | 한화솔루션 주식회사 | 이중 활성기를 지닌 분자량조절제를 이용한 폴리아마이드 제조방법 및 이에 의해 제조된 폴리아마이드 |
| KR102287645B1 (ko) * | 2018-12-18 | 2021-08-06 | 한화솔루션 주식회사 | 실리카계 촉매를 이용한 배위-음이온 개환 중합에 의한 폴리아마이드의 제조방법 및 이에 의해 제조된 폴리아마이드 |
| EP3670574A1 (de) * | 2018-12-20 | 2020-06-24 | L. Brüggemann GmbH & Co. KG | Verfahren zur herstellung eines katalysatorsystems, katalysatorsystem, und dessen verwendung für die herstellung von gusspolyamid |
| CN109575272A (zh) * | 2019-01-07 | 2019-04-05 | 西安远通耐特汽车安全技术有限公司 | 一种浇铸尼龙高效复合催化剂工艺 |
| CN110746648A (zh) * | 2019-10-31 | 2020-02-04 | 河南骏化发展股份有限公司 | 一种用于尼龙6的改性白炭黑的制备方法 |
| DE102020216431B4 (de) | 2020-12-21 | 2023-12-14 | Leoni Bordnetz-Systeme Gmbh | Bordnetzelement sowie Verfahren zur Herstellung eines solchen Bordnetzelements |
| CN115612287B (zh) * | 2021-07-12 | 2024-06-14 | 合肥杰事杰新材料股份有限公司 | 一种改性浇铸尼龙组合物及其制备方法 |
| CN114921060B (zh) * | 2022-04-18 | 2023-11-10 | 宁海宏德新材料科技有限公司 | 一种稳定杆连接杆及稳定杆连接杆总成 |
| CN115637043B (zh) * | 2022-10-28 | 2023-10-27 | 江苏宏盛尼龙有限公司 | 一种高强度超耐磨mc尼龙复合材料及其制备方法 |
| CN116535642B (zh) * | 2023-05-30 | 2025-01-17 | 天津工业大学 | 一种生物基可降解聚酯酰胺的合成方法 |
| CN118638409B (zh) * | 2024-06-28 | 2025-02-21 | 江苏利德尔新材料科技有限公司 | 一种改性尼龙轮及其制备方法 |
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| US3567696A (en) * | 1967-03-25 | 1971-03-02 | Plate Gmbh Dr | Storable polyamide-forming compositions and process for the production of polyamides |
| CN1161979A (zh) * | 1996-01-25 | 1997-10-15 | 埃姆斯·英芬塔股份有限公司 | 用于阴离子型内酰胺聚合的液相多组份体系 |
| CN1104455C (zh) * | 1997-04-15 | 2003-04-02 | 埃姆斯·英芬塔股份有限公司 | 用于内酰胺聚合的液体系统的生产方法 |
| CN101538364A (zh) * | 2008-02-20 | 2009-09-23 | 莱茵化学莱茵瑙有限公司 | 用特殊活化剂制备浇铸聚酰胺 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| NL124646C (enExample) | 1959-07-14 | |||
| DE2040188A1 (de) * | 1970-08-13 | 1972-02-17 | Bayer Ag | Verfahren zur Herstellung von polymerisierbaren,bei Temperaturen von 70 bis 120 deg.C stabilen Lactam-Katalysator-Cokatalysator-Schmelzen |
| DE2732662A1 (de) * | 1977-07-20 | 1979-02-01 | Veba Chemie Ag | Isocyanuratgruppen - und endstaendig- blockierte isocyanatgruppen-enthaltende verbindungen |
| JPS5996132A (ja) * | 1982-11-25 | 1984-06-02 | Mitsuboshi Belting Ltd | 耐衝撃性ポリアミドの製造法 |
| NL8302929A (nl) * | 1983-08-20 | 1985-03-18 | Stamicarbon | Werkwijze voor het bereiden van een n-gesubstitueerde carbamoyl-lactam verbinding. |
| DE3923422A1 (de) * | 1989-07-15 | 1991-01-24 | Bayer Ag | Lactamschmelzen mit erhoehter viskositaet und ihre verwendung |
| DE4404221A1 (de) * | 1994-02-10 | 1995-08-17 | Bayer Ag | Verfahren zur Herstellung von Gußpolyamid mit erhöhter Steifigkeit |
| FR2814466B1 (fr) * | 2000-09-22 | 2003-01-10 | Atofina | Procede de polymerisation anionique de lactames |
| JP3926286B2 (ja) * | 2003-04-02 | 2007-06-06 | 日本ポリペンコ株式会社 | 帯電防止性モノマーキャストナイロン成形体 |
| WO2007143054A2 (en) * | 2006-05-31 | 2007-12-13 | E. I. Du Pont De Nemours And Company | Preparation of polyamide block copolymers |
| JP5677979B2 (ja) * | 2009-02-02 | 2015-02-25 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | ポリマーの製造方法及びその製造方法に用いる反応器 |
-
2011
- 2011-10-06 CN CN201610007895.0A patent/CN105601911B/zh active Active
- 2011-10-06 CN CN201180058714.2A patent/CN103237832B/zh active Active
- 2011-10-06 EP EP11764573.9A patent/EP2625215B1/de active Active
- 2011-10-06 MY MYPI2013001234A patent/MY163168A/en unknown
- 2011-10-06 WO PCT/EP2011/067446 patent/WO2012045806A1/de not_active Ceased
- 2011-10-06 KR KR1020137011514A patent/KR101855544B1/ko active Active
- 2011-10-06 BR BR112013008416A patent/BR112013008416B8/pt active IP Right Grant
- 2011-10-06 JP JP2013532191A patent/JP5857055B2/ja active Active
- 2011-10-06 EP EP14170929.5A patent/EP2789641B1/de active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3567696A (en) * | 1967-03-25 | 1971-03-02 | Plate Gmbh Dr | Storable polyamide-forming compositions and process for the production of polyamides |
| CN1161979A (zh) * | 1996-01-25 | 1997-10-15 | 埃姆斯·英芬塔股份有限公司 | 用于阴离子型内酰胺聚合的液相多组份体系 |
| CN1104455C (zh) * | 1997-04-15 | 2003-04-02 | 埃姆斯·英芬塔股份有限公司 | 用于内酰胺聚合的液体系统的生产方法 |
| CN101538364A (zh) * | 2008-02-20 | 2009-09-23 | 莱茵化学莱茵瑙有限公司 | 用特殊活化剂制备浇铸聚酰胺 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103237832B (zh) | 2016-02-03 |
| BR112013008416A2 (pt) | 2016-06-28 |
| WO2012045806A1 (de) | 2012-04-12 |
| MY163168A (en) | 2017-08-15 |
| EP2625215B1 (de) | 2019-02-13 |
| BR112013008416B8 (pt) | 2020-06-30 |
| JP5857055B2 (ja) | 2016-02-10 |
| CN105601911A (zh) | 2016-05-25 |
| EP2625215A1 (de) | 2013-08-14 |
| CN103237832A (zh) | 2013-08-07 |
| JP2013538928A (ja) | 2013-10-17 |
| KR101855544B1 (ko) | 2018-05-04 |
| KR20130118326A (ko) | 2013-10-29 |
| EP2789641B1 (de) | 2020-03-11 |
| BR112013008416B1 (pt) | 2020-06-09 |
| EP2789641A1 (de) | 2014-10-15 |
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