DE3037520C2 - - Google Patents
Info
- Publication number
- DE3037520C2 DE3037520C2 DE3037520A DE3037520A DE3037520C2 DE 3037520 C2 DE3037520 C2 DE 3037520C2 DE 3037520 A DE3037520 A DE 3037520A DE 3037520 A DE3037520 A DE 3037520A DE 3037520 C2 DE3037520 C2 DE 3037520C2
- Authority
- DE
- Germany
- Prior art keywords
- styrene
- copolymer
- polyamide
- molecular weight
- copolymers
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920001577 copolymer Polymers 0.000 claims description 129
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 83
- 239000004952 Polyamide Substances 0.000 claims description 72
- 229920002647 polyamide Polymers 0.000 claims description 72
- 229920000642 polymer Polymers 0.000 claims description 50
- 229920002292 Nylon 6 Polymers 0.000 claims description 34
- 229920001169 thermoplastic Polymers 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 239000004416 thermosoftening plastic Substances 0.000 claims description 27
- 239000002245 particle Substances 0.000 claims description 21
- 239000006185 dispersion Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 14
- 239000003365 glass fiber Substances 0.000 claims description 13
- 239000000155 melt Substances 0.000 claims description 12
- 239000002861 polymer material Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 claims description 11
- 150000008064 anhydrides Chemical class 0.000 claims description 7
- -1 styrene compound Chemical class 0.000 claims description 7
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000011342 resin composition Substances 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 150000008065 acid anhydrides Chemical class 0.000 claims 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 description 38
- 239000000203 mixture Substances 0.000 description 35
- 238000000465 moulding Methods 0.000 description 22
- 229920001897 terpolymer Polymers 0.000 description 22
- 238000012360 testing method Methods 0.000 description 22
- 239000004793 Polystyrene Substances 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 15
- OXOBLVKOVYDHQV-UHFFFAOYSA-N methyl 2-methylprop-2-enoate 3-(2-phenylethenyl)furan-2,5-dione Chemical compound COC(=O)C(C)=C.O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 OXOBLVKOVYDHQV-UHFFFAOYSA-N 0.000 description 15
- 238000004898 kneading Methods 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 12
- 229920007962 Styrene Methyl Methacrylate Polymers 0.000 description 12
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 12
- 238000005299 abrasion Methods 0.000 description 12
- ADFPJHOAARPYLP-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;styrene Chemical compound COC(=O)C(C)=C.C=CC1=CC=CC=C1 ADFPJHOAARPYLP-UHFFFAOYSA-N 0.000 description 12
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 12
- 239000000178 monomer Substances 0.000 description 11
- 239000002904 solvent Substances 0.000 description 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 9
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 229920002223 polystyrene Polymers 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 8
- 229930003836 cresol Natural products 0.000 description 8
- 238000005194 fractionation Methods 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000001746 injection moulding Methods 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 230000009257 reactivity Effects 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000001493 electron microscopy Methods 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 239000012778 molding material Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- JQXYBDVZAUEPDL-UHFFFAOYSA-N 2-methylidene-5-phenylpent-4-enoic acid Chemical compound OC(=O)C(=C)CC=CC1=CC=CC=C1 JQXYBDVZAUEPDL-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 238000000635 electron micrograph Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- UMORIIZQJQHCBX-UHFFFAOYSA-N furan-2,5-dione;methyl 2-methylprop-2-enoate;styrene Chemical compound COC(=O)C(C)=C.O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 UMORIIZQJQHCBX-UHFFFAOYSA-N 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229920002959 polymer blend Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- SGVHBQGYRHGVTP-UHFFFAOYSA-N C(C(=C)C)(=O)O.C(=CC1=CC=CC=C1)/C/1=C/C(=O)OC1=O Chemical compound C(C(=C)C)(=O)O.C(=CC1=CC=CC=C1)/C/1=C/C(=O)OC1=O SGVHBQGYRHGVTP-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
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920000305 Nylon 6,10 Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 229920005669 high impact polystyrene Polymers 0.000 description 2
- 239000004797 high-impact polystyrene Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000002076 thermal analysis method Methods 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- CXJAFLQWMOMYOW-UHFFFAOYSA-N 3-chlorofuran-2,5-dione Chemical compound ClC1=CC(=O)OC1=O CXJAFLQWMOMYOW-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical group NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- NSDQVAVGKPQNCX-UHFFFAOYSA-N CCCCOC(=O)C=C.O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 Chemical compound CCCCOC(=O)C=C.O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 NSDQVAVGKPQNCX-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229920006065 Leona® Polymers 0.000 description 1
- 229920009204 Methacrylate-butadiene-styrene Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004687 Nylon copolymer Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 238000012443 analytical study Methods 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001733 carboxylic acid esters Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000763 evoking effect Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- KETWBQOXTBGBBN-UHFFFAOYSA-N hex-1-enylbenzene Chemical compound CCCCC=CC1=CC=CC=C1 KETWBQOXTBGBBN-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical class OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000005266 side chain polymer Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/024—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G
- C08G81/028—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyamide sequences
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12729879A JPS5650931A (en) | 1979-10-04 | 1979-10-04 | New copolymer and its preparation |
| JP12946779A JPS5653134A (en) | 1979-10-09 | 1979-10-09 | Copolymer and its preparation |
| JP54146506A JPS6059257B2 (ja) | 1979-11-14 | 1979-11-14 | ガラス繊維強化樹脂組成物 |
| JP1356080A JPS6047304B2 (ja) | 1980-02-08 | 1980-02-08 | 新規熱可塑性樹脂組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3037520A1 DE3037520A1 (de) | 1981-04-09 |
| DE3037520C2 true DE3037520C2 (en, 2012) | 1991-07-11 |
Family
ID=27456024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803037520 Granted DE3037520A1 (de) | 1979-10-04 | 1980-10-03 | Thermoplastisches polymermaterial und verfahren zu seiner herstellung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4421892A (en, 2012) |
| DE (1) | DE3037520A1 (en, 2012) |
| FR (1) | FR2466482A1 (en, 2012) |
| GB (1) | GB2060649B (en, 2012) |
| IT (1) | IT1132912B (en, 2012) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1172789A (en) * | 1980-09-25 | 1984-08-14 | Hideo Kasahara | POLYMERIC MATERIAL COMPRISING A POLYAMIDE BONDED TO A COPOLYMER CONTAINING AN IMIDE OF AN .alpha.,.beta. UNSATURATED CARBOXYLIC ACID |
| US5104939A (en) * | 1983-11-28 | 1992-04-14 | General Electric Company | Polymer mixture which comprises a polyamide, a polyphenylene ether and an agent to improve the impact strength |
| NL8401545A (nl) * | 1984-05-14 | 1985-12-02 | Gen Electric | Polymeermengsel dat een polyfenyleenether en een polyamide bevat. |
| US5719233A (en) * | 1984-05-21 | 1998-02-17 | General Electric Company | Modified polyphenylene ether-polyamide compositions and process |
| US4602058A (en) * | 1984-07-02 | 1986-07-22 | The Dow Chemical Company | Compatibility and stability of blends of polyamide and ethylene copolymers |
| US4642358A (en) * | 1984-09-27 | 1987-02-10 | General Electric Company | Acyl modified polyphenylene ether composition |
| US4600741A (en) * | 1984-09-27 | 1986-07-15 | General Electric Company | Polyphenylene ether-polyamide blends |
| US5227428A (en) * | 1985-05-10 | 1993-07-13 | Monsanto Company | Rubber modified nylon composition |
| US4713415A (en) * | 1985-05-10 | 1987-12-15 | Monsanto Company | Rubber modified nylon composition |
| DE3604349A1 (de) | 1986-02-12 | 1987-08-13 | Basf Ag | Thermoplastische formmassen |
| US5248728A (en) * | 1986-03-07 | 1993-09-28 | General Electric Company | Impact modified polyphenylene ether-polyamide compositions |
| US5324782A (en) * | 1986-03-07 | 1994-06-28 | General Electric Company | Impact modified polyphenylene ether-polyamide compositions |
| US4874810A (en) * | 1986-03-07 | 1989-10-17 | General Electric Company | Impact modified polyphenylene ether-polyamide compositions |
| EP0272241A3 (en) * | 1986-12-19 | 1989-10-18 | Monsanto Company | Color stable polymer blend |
| NL8603246A (nl) * | 1986-12-20 | 1988-07-18 | Stamicarbon | Thermoplastische polymeermengsels. |
| EP0276988B1 (en) * | 1987-01-27 | 1992-09-09 | Asahi Kasei Kogyo Kabushiki Kaisha | Flame-resistant polyamide resin composition |
| DE3787275T2 (de) * | 1987-03-18 | 1994-03-17 | Asahi Chemical Ind | Schlagzähe Polyamidharz-Zusammensetzung und Verfahren zu deren Herstellung. |
| US5126407A (en) * | 1987-07-14 | 1992-06-30 | E. I. Du Pont De Nemours And Company | Nylon compositions for blowmolding |
| US5122570A (en) * | 1987-07-14 | 1992-06-16 | E. I. Du Pont De Nemours And Company | Nylon compositions for blowmolding |
| US4857575A (en) * | 1987-10-09 | 1989-08-15 | General Electric Company | Stabilized polyphenylene ether-polyamide compositions |
| CA1326922C (en) * | 1988-03-10 | 1994-02-08 | Akihiro Wada | Resin composition |
| DE3827669A1 (de) * | 1988-08-16 | 1990-02-22 | Bayer Ag | Thermoplastische interpolymere und ihre verwendung in mischungen aus polyamid und styrol-co- und/oder -pfropfpolymerisaten |
| EP0359129A3 (en) * | 1988-09-07 | 1991-08-28 | BASF Corporation | Modified polyamide compositions, their preparation and printing inks containing them |
| US5183847A (en) * | 1988-09-21 | 1993-02-02 | Basf Corporation | Modified carboxylated rosin polyamide/acrylics |
| JPH0345640A (ja) * | 1989-07-14 | 1991-02-27 | Mitsubishi Monsanto Chem Co | ガラス繊維強化熱可塑性樹脂組成物 |
| DE3923769C1 (en, 2012) * | 1989-07-18 | 1991-03-28 | Ems-Inventa Ag, Zuerich, Ch | |
| CA2041610A1 (en) * | 1990-05-04 | 1991-11-05 | Elisabeth S. Papazoglou | Process for the preparation of polyamide blends having improved low temperature properties |
| US5216075A (en) * | 1990-05-04 | 1993-06-01 | Arco Chemical Technology, L.P. | Impact resistant polyblends of polyamides, acid copolymers and anhydride functionalized elastomers |
| DE4119146C2 (de) * | 1991-06-11 | 2001-01-11 | Rehau Ag & Co | Polymer-Mischungen Verfahren zu ihrer Herstellung und ihre Verwendung |
| FR2742446B1 (fr) * | 1995-12-14 | 1999-01-15 | Coatex Sa | Utilisation de copolymeres de styrene et d'anhydride maleique comme agents dispersants et/ou de traitement de charges minerales. compositions thermoplastiques les contenant |
| BE1009904A3 (nl) * | 1995-12-29 | 1997-10-07 | Dsm Nv | Rubber gemodificeerde polyamide polymeersamenstelling. |
| FR2795076B1 (fr) * | 1999-06-21 | 2001-08-10 | Atofina | Dispersions cationiques hydrophobes stabilisees par des copolymeres maleimides de faible masse moleculaire, pour le collage du papier |
| DE10251294B4 (de) * | 2002-11-04 | 2007-05-16 | Ems Chemie Ag | Polyamidformmasse und deren Verwendung |
| EP1504892A1 (en) * | 2003-08-07 | 2005-02-09 | Usinor | A metal-polyamide/polyethylene-metal laminate |
| KR101953727B1 (ko) | 2008-08-18 | 2019-03-05 | 프로덕티브 리서치 엘엘씨 | 성형가능한 경량 복합체 |
| JP5911019B2 (ja) | 2009-12-28 | 2016-04-27 | プロダクティブ リサーチ エルエルシー． | 複合材料を溶接するプロセス及び該プロセス由来の物品 |
| KR102032405B1 (ko) | 2010-02-15 | 2019-10-16 | 프로덕티브 리서치 엘엘씨 | 성형가능한 경량 복합 재료 시스템 및 방법 |
| US9005768B2 (en) | 2011-02-21 | 2015-04-14 | Productive Research | Composite materials including regions differing in properties and methods |
| US9233526B2 (en) | 2012-08-03 | 2016-01-12 | Productive Research Llc | Composites having improved interlayer adhesion and methods thereof |
| AU2016205389B2 (en) | 2015-01-06 | 2019-09-12 | Lawter, Inc. | Polyamide resins for coating of sand or ceramic proppants used in hydraulic fracturing |
| EP3299398B1 (en) | 2015-05-19 | 2019-08-14 | Denka Company Limited | Copolymer for use as polymer blend compatibilizer, and resin composition |
| CN109721940B (zh) * | 2018-12-06 | 2021-03-30 | 华南理工大学 | 一种rABS/PBT/ASG复合材料及其制备方法 |
| US11338552B2 (en) | 2019-02-15 | 2022-05-24 | Productive Research Llc | Composite materials, vehicle applications and methods thereof |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2524045A (en) * | 1946-06-05 | 1950-10-03 | Wingfoot Corp | Multichain polyamide resins |
| NL270024A (en, 2012) * | 1960-10-07 | 1900-01-01 | ||
| US3539664A (en) * | 1968-02-14 | 1970-11-10 | Allied Chem | Homogeneous nylon graft copolymers onto ethylene copolymer backbones |
| DE1769515C3 (de) * | 1968-06-05 | 1979-05-03 | Veba-Chemie Ag, 4660 Gelsenkirchen- Buer | Formkörper und Überzüge aus duroplastischen Kunststoffen |
| US3644571A (en) * | 1970-03-19 | 1972-02-22 | Gulf Research Development Co | Process of heating caprolactam graft copolymers to increase melt strength |
| DE2245957A1 (de) | 1972-09-19 | 1974-03-28 | Basf Ag | Thermoplastische formmassen und schichtstoffe |
| JPS51125466A (en) * | 1974-11-13 | 1976-11-01 | Du Pont | Process for preparing graftcopolymer |
| US3972961A (en) * | 1974-11-13 | 1976-08-03 | E. I. Du Pont De Nemours And Company | Process for the preparation of graft copolymers |
| USRE30322E (en) | 1974-11-13 | 1980-07-01 | E. I. Du Pont De Nemours And Company | Novel elastomeric graft copolymers |
| US3966839A (en) * | 1975-01-30 | 1976-06-29 | Foster Grant Co., Inc. | Homogeneous blends of polyamides with vinyl aromatic resins |
| JPS51143061A (en) * | 1975-05-23 | 1976-12-09 | Du Pont | Reinforced multiiphase thermoplastic compound |
| DE2612011A1 (de) * | 1976-03-20 | 1977-09-22 | Bayer Ag | Verfahren zur herstellung von schlagzaehen thermoplastischen formmassen |
-
1980
- 1980-09-18 GB GB8030196A patent/GB2060649B/en not_active Expired
- 1980-10-03 DE DE19803037520 patent/DE3037520A1/de active Granted
- 1980-10-03 FR FR8021263A patent/FR2466482A1/fr active Granted
- 1980-10-03 IT IT25108/80A patent/IT1132912B/it active
-
1982
- 1982-05-06 US US06/375,685 patent/US4421892A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| IT8025108A0 (it) | 1980-10-03 |
| GB2060649A (en) | 1981-05-07 |
| DE3037520A1 (de) | 1981-04-09 |
| GB2060649B (en) | 1983-07-13 |
| FR2466482A1 (fr) | 1981-04-10 |
| FR2466482B1 (en, 2012) | 1983-07-22 |
| US4421892A (en) | 1983-12-20 |
| IT1132912B (it) | 1986-07-09 |
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