TW467927B - Process for preparing polyamides - Google Patents
Process for preparing polyamides Download PDFInfo
- Publication number
- TW467927B TW467927B TW087114299A TW87114299A TW467927B TW 467927 B TW467927 B TW 467927B TW 087114299 A TW087114299 A TW 087114299A TW 87114299 A TW87114299 A TW 87114299A TW 467927 B TW467927 B TW 467927B
- Authority
- TW
- Taiwan
- Prior art keywords
- prepolymer
- patent application
- item
- reactor
- scope
- Prior art date
Links
- 239000004952 Polyamide Substances 0.000 title claims abstract description 24
- 229920002647 polyamide Polymers 0.000 title claims abstract description 24
- 238000004519 manufacturing process Methods 0.000 title description 6
- 238000000034 method Methods 0.000 claims abstract description 75
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 50
- 229920000642 polymer Polymers 0.000 claims abstract description 43
- 208000003481 exhibitionism Diseases 0.000 claims abstract description 38
- 239000000178 monomer Substances 0.000 claims abstract description 37
- 239000012535 impurity Substances 0.000 claims abstract description 35
- 239000007788 liquid Substances 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 238000002425 crystallisation Methods 0.000 claims abstract description 20
- 230000008025 crystallization Effects 0.000 claims abstract description 19
- 239000012071 phase Substances 0.000 claims abstract description 17
- 239000012808 vapor phase Substances 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 239000002243 precursor Substances 0.000 claims abstract description 10
- 239000012298 atmosphere Substances 0.000 claims abstract description 7
- 238000009835 boiling Methods 0.000 claims abstract description 5
- 239000007791 liquid phase Substances 0.000 claims abstract description 5
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 3
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical group O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 58
- 238000006116 polymerization reaction Methods 0.000 claims description 37
- 239000007790 solid phase Substances 0.000 claims description 36
- 239000007789 gas Substances 0.000 claims description 31
- 229920002292 Nylon 6 Polymers 0.000 claims description 29
- 229920000768 polyamine Polymers 0.000 claims description 27
- 239000000047 product Substances 0.000 claims description 25
- 238000011049 filling Methods 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 239000007787 solid Substances 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 14
- 230000002079 cooperative effect Effects 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 11
- 239000011261 inert gas Substances 0.000 claims description 11
- 239000006227 byproduct Substances 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 9
- 238000000605 extraction Methods 0.000 claims description 7
- 239000012530 fluid Substances 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 5
- 125000005219 aminonitrile group Chemical group 0.000 claims description 4
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- 229920006039 crystalline polyamide Polymers 0.000 claims description 3
- 229920002098 polyfluorene Polymers 0.000 claims description 3
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- 238000005576 amination reaction Methods 0.000 claims description 2
- 235000015497 potassium bicarbonate Nutrition 0.000 claims description 2
- 239000011736 potassium bicarbonate Substances 0.000 claims description 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 238000005474 detonation Methods 0.000 claims 1
- CVOQYKPWIVSMDC-UHFFFAOYSA-L dipotassium;butanedioate Chemical compound [K+].[K+].[O-]C(=O)CCC([O-])=O CVOQYKPWIVSMDC-UHFFFAOYSA-L 0.000 claims 1
- 230000002996 emotional effect Effects 0.000 claims 1
- 238000012856 packing Methods 0.000 claims 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 22
- 238000002360 preparation method Methods 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 5
- 229920006158 high molecular weight polymer Polymers 0.000 abstract description 2
- 239000003039 volatile agent Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 description 57
- 239000012632 extractable Substances 0.000 description 38
- 229910000831 Steel Inorganic materials 0.000 description 24
- 239000010959 steel Substances 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000012546 transfer Methods 0.000 description 14
- 238000010791 quenching Methods 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 10
- 230000008901 benefit Effects 0.000 description 10
- 239000000155 melt Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- KBMSFJFLSXLIDJ-UHFFFAOYSA-N 6-aminohexanenitrile Chemical compound NCCCCCC#N KBMSFJFLSXLIDJ-UHFFFAOYSA-N 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- -1 hexanohexanonitrile Chemical compound 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 230000000171 quenching effect Effects 0.000 description 8
- 230000005514 two-phase flow Effects 0.000 description 8
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 7
- 229910001220 stainless steel Inorganic materials 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 7
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 238000005187 foaming Methods 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000004736 wide-angle X-ray diffraction Methods 0.000 description 5
- 238000005054 agglomeration Methods 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000962 poly(amidoamine) Polymers 0.000 description 4
- 238000003746 solid phase reaction Methods 0.000 description 4
- 238000005496 tempering Methods 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- 235000011089 carbon dioxide Nutrition 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 150000003951 lactams Chemical class 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000003809 water extraction Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229960004365 benzoic acid Drugs 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 235000015170 shellfish Nutrition 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000002411 thermogravimetry Methods 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 1
- DVPHDWQFZRBFND-DMHDVGBCSA-N 1-o-[2-[(3ar,5r,6s,6ar)-2,2-dimethyl-6-prop-2-enoyloxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[4-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chlorophenyl)-4-oxoazetidin-3-yl]oxy-4-oxobutanoyl]oxyethyl] 4-o-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chloropheny Chemical group C1([C@H]2[C@H](C(N2SC(C)CC)=O)OC(=O)CCC(=O)OC(COC(=O)CCC(=O)O[C@@H]2[C@@H](N(C2=O)SC(C)CC)C=2C(=CC=CC=2)Cl)[C@@H]2[C@@H]([C@H]3OC(C)(C)O[C@H]3O2)OC(=O)C=C)=CC=CC=C1Cl DVPHDWQFZRBFND-DMHDVGBCSA-N 0.000 description 1
- WBIGZXWZARXXBI-UHFFFAOYSA-N 2,2-dimethylpentane-1,1-diamine Chemical compound CCCC(C)(C)C(N)N WBIGZXWZARXXBI-UHFFFAOYSA-N 0.000 description 1
- GTACSIONMHMRPD-UHFFFAOYSA-N 2-[4-[2-(benzenesulfonamido)ethylsulfanyl]-2,6-difluorophenoxy]acetamide Chemical compound C1=C(F)C(OCC(=O)N)=C(F)C=C1SCCNS(=O)(=O)C1=CC=CC=C1 GTACSIONMHMRPD-UHFFFAOYSA-N 0.000 description 1
- FHKPTEOFUHYQFY-UHFFFAOYSA-N 2-aminohexanenitrile Chemical compound CCCCC(N)C#N FHKPTEOFUHYQFY-UHFFFAOYSA-N 0.000 description 1
- BUGIFNPYQVKODR-UHFFFAOYSA-N 2-methylhexane-1,6-diamine Chemical compound NCC(C)CCCCN BUGIFNPYQVKODR-UHFFFAOYSA-N 0.000 description 1
- BRQDVKRZXTYBPC-UHFFFAOYSA-N 2-pyridin-2-ylethylphosphane Chemical compound PCCC1=CC=CC=N1 BRQDVKRZXTYBPC-UHFFFAOYSA-N 0.000 description 1
- IMDMRSKUJKZQQE-UHFFFAOYSA-N 2-pyridin-2-ylethylphosphonic acid Chemical compound OP(O)(=O)CCC1=CC=CC=N1 IMDMRSKUJKZQQE-UHFFFAOYSA-N 0.000 description 1
- KTFJPMPXSYUEIP-UHFFFAOYSA-N 3-benzoylphthalic acid Chemical compound OC(=O)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1C(O)=O KTFJPMPXSYUEIP-UHFFFAOYSA-N 0.000 description 1
- LTZQJVGOFCCDQA-UHFFFAOYSA-N 3-methylhexane-1,6-diamine Chemical compound NCCC(C)CCCN LTZQJVGOFCCDQA-UHFFFAOYSA-N 0.000 description 1
- LKJKDWUEGGOHFB-UHFFFAOYSA-N 4-tert-butylbenzene-1,3-dicarboxylic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1C(O)=O LKJKDWUEGGOHFB-UHFFFAOYSA-N 0.000 description 1
- DZCPFKFMCCYUOU-UHFFFAOYSA-N 5-methylnonane-1,1-diamine Chemical compound CCCCC(C)CCCC(N)N DZCPFKFMCCYUOU-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- XDOLZJYETYVRKV-UHFFFAOYSA-N 7-Aminoheptanoic acid Chemical compound NCCCCCCC(O)=O XDOLZJYETYVRKV-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 101710130081 Aspergillopepsin-1 Proteins 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- FBBAMWACWXEPLL-UHFFFAOYSA-N C1(=CC=CC=2C3=CC=CC=C3CC12)C(C(N)N)CCC Chemical compound C1(=CC=CC=2C3=CC=CC=C3CC12)C(C(N)N)CCC FBBAMWACWXEPLL-UHFFFAOYSA-N 0.000 description 1
- 102100031007 Cytosolic non-specific dipeptidase Human genes 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000668842 Lepidosaphes gloverii Species 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 229920006102 Zytel® Polymers 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- BYNPVFHVZRNRQD-UHFFFAOYSA-N acetic acid;benzene Chemical compound CC(O)=O.C1=CC=CC=C1 BYNPVFHVZRNRQD-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical compound CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004093 cyano group Chemical group *C#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
- 230000007423 decrease Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- KEIQPMUPONZJJH-UHFFFAOYSA-N dicyclohexylmethanediamine Chemical compound C1CCCCC1C(N)(N)C1CCCCC1 KEIQPMUPONZJJH-UHFFFAOYSA-N 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 1
- GATNOFPXSDHULC-UHFFFAOYSA-N ethylphosphonic acid Chemical compound CCP(O)(O)=O GATNOFPXSDHULC-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000005243 fluidization Methods 0.000 description 1
- 238000005242 forging Methods 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- DOTMOQHOJINYBL-UHFFFAOYSA-N molecular nitrogen;molecular oxygen Chemical compound N#N.O=O DOTMOQHOJINYBL-UHFFFAOYSA-N 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 235000012149 noodles Nutrition 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006126 semicrystalline polymer Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000002023 wood 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
- C08G69/04—Preparatory processes
- C08G69/06—Solid state polycondensation
-
- 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
- C08G69/04—Preparatory processes
-
- 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
-
- 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
- C08G69/28—Preparatory processes
-
- 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
- C08G69/28—Preparatory processes
- C08G69/30—Solid state polycondensation
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Compounds Of Unknown Constitution (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5773197P | 1997-08-28 | 1997-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW467927B true TW467927B (en) | 2001-12-11 |
Family
ID=22012410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW087114299A TW467927B (en) | 1997-08-28 | 1998-09-04 | Process for preparing polyamides |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP1007582B2 (enExample) |
| JP (1) | JP4326692B2 (enExample) |
| KR (1) | KR100580410B1 (enExample) |
| CN (1) | CN1315910C (enExample) |
| AT (1) | ATE253610T1 (enExample) |
| AU (1) | AU745310B2 (enExample) |
| BR (1) | BR9814444A (enExample) |
| DE (1) | DE69819521T9 (enExample) |
| ES (1) | ES2210798T3 (enExample) |
| MX (1) | MXPA00001368A (enExample) |
| TW (1) | TW467927B (enExample) |
| WO (1) | WO1999010408A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10021191A1 (de) | 2000-05-03 | 2001-11-08 | Basf Ag | Verfahren zur Herstellung eines Polymers unter Verwendung von Caprolactam |
| CN100509917C (zh) * | 2000-12-20 | 2009-07-08 | 东丽株式会社 | 聚酰胺预聚物、聚酰胺及其制造方法 |
| US7468405B2 (en) * | 2002-10-23 | 2008-12-23 | Atofina | Increase in the melting point and the enthalpy of melting of polyamides by a water treatment |
| DE102004006955A1 (de) | 2004-02-12 | 2005-09-01 | Basf Ag | Kontinuierliches Verfahren zur Herstellung von Polyamiden |
| CN1315912C (zh) * | 2005-09-21 | 2007-05-16 | 中北大学 | 嵌段共聚酰胺及其制备方法 |
| ATE492584T1 (de) | 2006-10-24 | 2011-01-15 | Basf Se | Verwendung von wendelrohrverdampfern bei der herstellung von polyamiden |
| FR2914308B1 (fr) * | 2007-03-27 | 2009-05-01 | Rhodia Recherches & Tech | Procede de fabrication de polyamide |
| KR101672066B1 (ko) | 2008-12-12 | 2016-11-02 | 바스프 에스이 | 락탐 및 디아민과 디카르복실산의 염으로부터 코폴리아미드의 연속 제조 방법 |
| ES2671738T3 (es) * | 2013-02-08 | 2018-06-08 | Uhde Inventa-Fischer Gmbh | Reactor con tubo de condensación vertical y procedimiento para la polimerización de poliamidas en un reactor de este tipo |
| TW201500389A (zh) | 2013-05-01 | 2015-01-01 | Invista Tech Sarl | 用於將添加劑倂入至聚合物之方法及所產生之聚合物產物 |
| CN104130394B (zh) | 2013-05-01 | 2017-10-20 | 英威达纺织（英国）有限公司 | 聚合物生产装置的改装 |
| KR102234828B1 (ko) | 2013-06-12 | 2021-04-01 | 바스프 에스이 | 지방족 또는 부분 방향족 폴리아미드의 연속 제조 방법 |
| SI3008107T1 (sl) | 2013-06-12 | 2018-10-30 | Basf Se | Postopek za kontinuirano pripravo alifatskih ali delno aromatskih poliamidnih oligomerov |
| KR102380950B1 (ko) * | 2014-07-29 | 2022-03-30 | 디에스엠 아이피 어셋츠 비.브이. | 나일론 염의 제조 방법 및 그의 중합 |
| CN105885037B (zh) * | 2015-05-12 | 2019-12-03 | 上海凯赛生物技术股份有限公司 | 一种聚酰胺5x的生产设备及方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2361717A (en) † | 1940-09-12 | 1944-10-31 | Du Pont | Process for making polyamides |
| US2689939A (en) † | 1952-12-12 | 1954-09-21 | Fox Prod Co | Battery testing apparatus |
| US3031433A (en) * | 1958-04-18 | 1962-04-24 | Du Pont | Solid phase polymerization of polyamides |
| US3113843A (en) † | 1959-01-27 | 1963-12-10 | Du Pont | Apparatus for separating a vapor from a viscous material such as molten polymer |
| FR1293914A (fr) † | 1960-07-01 | 1962-05-18 | Chemstrand Corp | Procédé pour la préparation continue de polymères linéaires synthétiques, en particulier de la classe des polyamides |
| NL275240A (enExample) † | 1961-02-28 | |||
| BE630688A (enExample) † | 1962-04-05 | |||
| FR1421362A (fr) † | 1963-08-31 | 1965-12-17 | British Nylon Spinners Ltd | Procédé de fabrication de polyamides linéaires à poids moléculaire élevé |
| US3501441A (en) † | 1968-05-06 | 1970-03-17 | Monsanto Co | Process for preparing a polyamide |
| US3993462A (en) † | 1971-05-03 | 1976-11-23 | Imperical Chemical Industries Ltd. | Polymer-gas separator |
| DE2443566A1 (de) * | 1974-09-12 | 1976-04-01 | Basf Ag | Verfahren zum kontinuierlichen herstellen von polyamiden |
| DE3306906A1 (de) * | 1983-02-26 | 1984-08-30 | Basf Ag, 6700 Ludwigshafen | Verfahren zum kontinuierlichen herstellen von polylactamen |
| US5403910A (en) * | 1993-03-25 | 1995-04-04 | E. I. Du Pont De Nemours & Company | Low temperature nylon polymerization process |
| DE4405161A1 (de) * | 1994-02-18 | 1995-08-24 | Huels Chemische Werke Ag | Verfahren zur kontinuierlichen hydrolytischen Polymerisation von Laurinlactam |
| DE4430480A1 (de) * | 1994-08-27 | 1996-02-29 | Basf Ag | Hochmolekulare Polyamide aus Nitrilen |
-
1998
- 1998-08-21 WO PCT/US1998/017377 patent/WO1999010408A1/en not_active Ceased
- 1998-08-21 JP JP2000507729A patent/JP4326692B2/ja not_active Expired - Fee Related
- 1998-08-21 EP EP98939419A patent/EP1007582B2/en not_active Expired - Lifetime
- 1998-08-21 AT AT98939419T patent/ATE253610T1/de not_active IP Right Cessation
- 1998-08-21 AU AU87848/98A patent/AU745310B2/en not_active Ceased
- 1998-08-21 CN CNB988084449A patent/CN1315910C/zh not_active Expired - Fee Related
- 1998-08-21 BR BR9814444-8A patent/BR9814444A/pt active Search and Examination
- 1998-08-21 ES ES98939419T patent/ES2210798T3/es not_active Expired - Lifetime
- 1998-08-21 DE DE69819521T patent/DE69819521T9/de active Active
- 1998-08-21 KR KR1020007001994A patent/KR100580410B1/ko not_active Expired - Fee Related
- 1998-09-04 TW TW087114299A patent/TW467927B/zh not_active IP Right Cessation
-
2000
- 2000-02-08 MX MXPA00001368 patent/MXPA00001368A/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA00001368A (es) | 2000-10-31 |
| JP4326692B2 (ja) | 2009-09-09 |
| AU8784898A (en) | 1999-03-16 |
| DE69819521T3 (de) | 2012-01-05 |
| ATE253610T1 (de) | 2003-11-15 |
| KR20010023356A (ko) | 2001-03-26 |
| CN1268149A (zh) | 2000-09-27 |
| DE69819521T2 (de) | 2004-09-23 |
| ES2210798T3 (es) | 2004-07-01 |
| JP2001514281A (ja) | 2001-09-11 |
| EP1007582A1 (en) | 2000-06-14 |
| BR9814444A (pt) | 2001-10-23 |
| KR100580410B1 (ko) | 2006-05-16 |
| EP1007582B1 (en) | 2003-11-05 |
| EP1007582B2 (en) | 2011-06-29 |
| WO1999010408A1 (en) | 1999-03-04 |
| DE69819521D1 (de) | 2003-12-11 |
| DE69819521T9 (de) | 2012-03-08 |
| AU745310B2 (en) | 2002-03-21 |
| CN1315910C (zh) | 2007-05-16 |
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