NO750022L - - Google Patents
Info
- Publication number
- NO750022L NO750022L NO750022A NO750022A NO750022L NO 750022 L NO750022 L NO 750022L NO 750022 A NO750022 A NO 750022A NO 750022 A NO750022 A NO 750022A NO 750022 L NO750022 L NO 750022L
- Authority
- NO
- Norway
- Prior art keywords
- weight
- bis
- hydroxyphenyl
- mixture
- rubber
- Prior art date
Links
- 239000000203 mixture Substances 0.000 claims description 62
- 239000004417 polycarbonate Substances 0.000 claims description 46
- 229920000515 polycarbonate Polymers 0.000 claims description 46
- 239000004800 polyvinyl chloride Substances 0.000 claims description 34
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 34
- 229920001971 elastomer Polymers 0.000 claims description 24
- 239000005060 rubber Substances 0.000 claims description 24
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 14
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 229920002959 polymer blend Polymers 0.000 claims description 12
- 229920005992 thermoplastic resin Polymers 0.000 claims description 10
- -1 vinyl compound Chemical class 0.000 claims description 10
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- 229920000578 graft copolymer Polymers 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 7
- 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 claims description 6
- 229930185605 Bisphenol Natural products 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 5
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000005062 Polybutadiene Substances 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003158 alcohol group Chemical group 0.000 claims description 4
- 229920002857 polybutadiene Polymers 0.000 claims description 4
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 3
- 150000003923 2,5-pyrrolediones Chemical class 0.000 claims description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 2
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 claims description 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- 150000002688 maleic acid derivatives Chemical class 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 238000005266 casting Methods 0.000 description 21
- 229920005989 resin Polymers 0.000 description 13
- 239000011347 resin Substances 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
- 238000000465 moulding Methods 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- 238000002156 mixing Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- OBZFGWBLZXIBII-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)-3-methylbutyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CCC(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 OBZFGWBLZXIBII-UHFFFAOYSA-N 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 125000005907 alkyl ester group Chemical group 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 238000000265 homogenisation Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920003246 polypentenamer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000006077 pvc stabilizer Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- 238000009757 thermoplastic moulding Methods 0.000 description 2
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- WEERVPDNCOGWJF-UHFFFAOYSA-N 1,4-bis(ethenyl)benzene Chemical compound C=CC1=CC=C(C=C)C=C1 WEERVPDNCOGWJF-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- WQDGTJOEMPEHHL-UHFFFAOYSA-N 1-chloro-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(Cl)C=C1 WQDGTJOEMPEHHL-UHFFFAOYSA-N 0.000 description 1
- XHAFIUUYXQFJEW-UHFFFAOYSA-N 1-chloroethenylbenzene Chemical compound ClC(=C)C1=CC=CC=C1 XHAFIUUYXQFJEW-UHFFFAOYSA-N 0.000 description 1
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- OMNYXCUDBQKCMU-UHFFFAOYSA-N 2,4-dichloro-1-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C(Cl)=C1 OMNYXCUDBQKCMU-UHFFFAOYSA-N 0.000 description 1
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical class OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical class OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 description 1
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical class OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- KQSIVRHDEPHUII-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenoxy)-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(OC=2C=C(C)C(O)=C(C)C=2)=C1 KQSIVRHDEPHUII-UHFFFAOYSA-N 0.000 description 1
- SUCTVKDVODFXFX-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfonyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 SUCTVKDVODFXFX-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
- BWCAVNWKMVHLFW-UHFFFAOYSA-N 4-[1-(4-hydroxy-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C2(CCCCC2)C=2C=C(C)C(O)=C(C)C=2)=C1 BWCAVNWKMVHLFW-UHFFFAOYSA-N 0.000 description 1
- WZDLEYNMGWZAEJ-UHFFFAOYSA-N 4-[1-(4-hydroxy-3,5-dimethylphenyl)ethyl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)C1=CC(C)=C(O)C(C)=C1 WZDLEYNMGWZAEJ-UHFFFAOYSA-N 0.000 description 1
- QMWRDLYNCDEYCT-UHFFFAOYSA-N 4-[1-(4-hydroxy-3,5-dimethylphenyl)propyl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(CC)C1=CC(C)=C(O)C(C)=C1 QMWRDLYNCDEYCT-UHFFFAOYSA-N 0.000 description 1
- CDQGZJGHIVUWQA-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)butan-2-yl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)(CC)C1=CC(C)=C(O)C(C)=C1 CDQGZJGHIVUWQA-UHFFFAOYSA-N 0.000 description 1
- KYCJUTSSXFLUBE-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)nonan-2-yl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)(CCCCCCC)C1=CC(C)=C(O)C(C)=C1 KYCJUTSSXFLUBE-UHFFFAOYSA-N 0.000 description 1
- IKBBPMBHKIPMNE-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)octan-2-yl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)(CCCCCC)C1=CC(C)=C(O)C(C)=C1 IKBBPMBHKIPMNE-UHFFFAOYSA-N 0.000 description 1
- RQTDWDATSAVLOR-UHFFFAOYSA-N 4-[3,5-bis(4-hydroxyphenyl)phenyl]phenol Chemical compound C1=CC(O)=CC=C1C1=CC(C=2C=CC(O)=CC=2)=CC(C=2C=CC(O)=CC=2)=C1 RQTDWDATSAVLOR-UHFFFAOYSA-N 0.000 description 1
- SOZKIWWCQLPYBB-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)butyl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(C)CCC1=CC(C)=C(O)C(C)=C1 SOZKIWWCQLPYBB-UHFFFAOYSA-N 0.000 description 1
- VRBCXGSFUDATQS-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)hexan-3-yl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(CC)(CCC)C1=CC(C)=C(O)C(C)=C1 VRBCXGSFUDATQS-UHFFFAOYSA-N 0.000 description 1
- OJYXCTGERVXAHP-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)pentan-3-yl]-2,6-dimethylphenol Chemical compound C=1C(C)=C(O)C(C)=CC=1C(CC)(CC)C1=CC(C)=C(O)C(C)=C1 OJYXCTGERVXAHP-UHFFFAOYSA-N 0.000 description 1
- CIEGINNQDIULCT-UHFFFAOYSA-N 4-[4,6-bis(4-hydroxyphenyl)-4,6-dimethylheptan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)CC(C)(C=1C=CC(O)=CC=1)CC(C)(C)C1=CC=C(O)C=C1 CIEGINNQDIULCT-UHFFFAOYSA-N 0.000 description 1
- SXLMGHJLHUZRMZ-UHFFFAOYSA-N 4-[4-(4-hydroxy-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C2CCC(CC2)C=2C=C(C)C(O)=C(C)C=2)=C1 SXLMGHJLHUZRMZ-UHFFFAOYSA-N 0.000 description 1
- PMZXJPLGCUVUDN-UHFFFAOYSA-N 4-ethenyl-1,2-dimethylbenzene Chemical compound CC1=CC=C(C=C)C=C1C PMZXJPLGCUVUDN-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- GWFGDXZQZYMSMJ-UHFFFAOYSA-N Octadecansaeure-heptadecylester Natural products CCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC GWFGDXZQZYMSMJ-UHFFFAOYSA-N 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- JWAPUVVSOVJCJB-UHFFFAOYSA-N bis(4-hydroxy-3,5-dimethylphenyl)methanone Chemical group CC1=C(O)C(C)=CC(C(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 JWAPUVVSOVJCJB-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- YIEXROAWVNRRMJ-UHFFFAOYSA-N buta-1,3-diene;butyl prop-2-enoate Chemical compound C=CC=C.CCCCOC(=O)C=C YIEXROAWVNRRMJ-UHFFFAOYSA-N 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- RDVQTQJAUFDLFA-UHFFFAOYSA-N cadmium Chemical compound [Cd][Cd][Cd][Cd][Cd][Cd][Cd][Cd][Cd] RDVQTQJAUFDLFA-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000010028 chemical finishing Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- MQKMBXOZOISLIV-UHFFFAOYSA-N dioctadecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCCCCCCC MQKMBXOZOISLIV-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000016507 interphase Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 235000013872 montan acid ester Nutrition 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 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
- 238000011282 treatment Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
Description
Oppfinnelsen vedrører termoplastiske støpeblandingerThe invention relates to thermoplastic molding compounds
med høy dimensjonsstabilitet overfor varme og høy støtstyrke og fremstillet av vinylkloridpolymere og visse polykarbonater. Støpe-blandingene kan inneholde elastifiseringsstoffer som kautsjuk og/eller kautsjukmodifiserte termoplastiske harpikser for å øke deres seighét og snittslagstyrke. with high dimensional stability to heat and high impact strength and made from vinyl chloride polymers and certain polycarbonates. The casting mixtures may contain elastifiers such as rubber and/or rubber-modified thermoplastic resins to increase their toughness and shear strength.
Frysetemperaturen (glassoverføringstemperaturen) av polyvinylklorid er ca. 80°C, således at dets dimensjonsstabilitet overfor varme (Vicat-temperaturer rundt 75 til 84°C avhengig av K-verdi og formulering) er utilstrekkelig for mange formål. Forsøk er derfor gjort for å forbedre dimensjonsstabiliteten overfor varme ved å modifisere molekylstrukturen (kopolymerisering), utføring av kjemiske etterbehandlinger' eller tilsetninger av termoplaster med en høyere glassoverføringstemperatur (G. Kunne et al5Kunststoffe volum 63 (1973), side 139-1^2). Delvise resultater er oppnådd ved etterklorering og kryssbinding såvel som ved kopolymerisering ved. maleinimider (Vicat-temperaturer ca. 90°C). Det er også blitt forsøkt å blande PVC med andre termoplaster. Teknisk verdifulle produkter ble imidlertid bare oppnådd i få tilfeller. The freezing temperature (glass transition temperature) of polyvinyl chloride is approx. 80°C, so that its dimensional stability to heat (Vicat temperatures around 75 to 84°C depending on K value and formulation) is insufficient for many purposes. Attempts have therefore been made to improve the dimensional stability against heat by modifying the molecular structure (copolymerisation), carrying out chemical finishing treatments' or adding thermoplastics with a higher glass transition temperature (G. Kunne et al5Kunststoffe volume 63 (1973), page 139-1^2) . Partial results have been obtained by post-chlorination and cross-linking as well as by copolymerization with. maleinimides (Vicat temperatures approx. 90°C). Attempts have also been made to mix PVC with other thermoplastics. However, technically valuable products were only obtained in a few cases.
Støpeblandingen ifølge oppfinnelsen består av:The molding mixture according to the invention consists of:
(a) 20 - 90 vekt% (basert på a) og b)) av polyvinylklorid(a) 20 - 90% by weight (based on a) and b)) of polyvinyl chloride
og kopolymere av vinylklorid og opp til 30 vekt% av en and copolymers of vinyl chloride and up to 30% by weight of a
eller flere kopolymeriserbare vinylforbindelser; (b) 10 - 80 vekt% (basert på a) og b)) av et polykarbonat, or more copolymerizable vinyl compounds; (b) 10 - 80% by weight (based on a) and b)) of a polycarbonate,
hvori minst 50 vekt% av strukturenhetene har formel (1): in which at least 50% by weight of the structural units have formula (1):
CH,£K^CH,£K^
— 0 -<y y_x—<^y— 0 - c — (1)— 0 -<y y_x—<^y— 0 - c — (1)
CH 3 CH 3
hvori X betyr en enkeltbinding, -0-, -CO-, -S02-, C-^- C-^q alkylen, Cl~C10alky1idenJC5~ C]_5 cykloalkylen, C^- C-^ cykloalkyliden, C5~C20cykloalkylalkyliden , eller wherein X means a single bond, -0-, -CO-, -SO2-, C-^- C-^q alkylene, Cl~C10alkylideneJC5~ C]_5 cycloalkylene, C^- C-^ cycloalkylidene, C5~C20cycloalkylalkylidene, or
og and
(c) 0 - 100 vekt% basert på blandingene (a) og (b), kautsjuk og/eller en kautsjuk-modifisert termoplastisk harpiks. Spesielt foretrukne støpeblandinger består av: (a) 30 - 90 vekt% av en vinylklorid homo- eller kopolymer, hvori opptil 30 vekt% av andre vinylforbindelser er blitt polymerisert; (b) 10 - 70 vekt$ av et polykarbonat med .formel (2): (c) 0-100% by weight based on the mixtures (a) and (b), rubber and/or a rubber-modified thermoplastic resin. Particularly preferred casting mixtures consist of: (a) 30 - 90% by weight of a vinyl chloride homo- or copolymer, wherein up to 30% by weight of other vinyl compounds have been polymerized; (b) 10 - 70% by weight of a polycarbonate of formula (2):
hvor n betyr ca. 30 til 1000 where n means approx. 30 to 1000
eller et polykarbonat, hvori minst 50 vekt$ av strukturenhetene har formel (2) og de gjenværende stående strukturenheter med formel (2 a) or a polycarbonate, in which at least 50% by weight of the structural units have formula (2) and the remaining standing structural units have formula (2 a)
og and
. (c) 10 til 50 vekt$, basert på blandingen av (a) og (b) av en kautsjuk og/eller en kautsjukmodifisert termoplastisk harpiks. . (c) 10 to 50 wt%, based on the mixture of (a) and (b) of a rubber and/or a rubber-modified thermoplastic resin.
Støpeblandingene ifølge oppfinnelsen kan fremstilles ved å .oppløse deres polymere komponenter i egnede oppløsningsmidler og fordampe oppløsningen ved gjensidig utfelling. Hvis ønsket kan kompo- The molding compositions according to the invention can be prepared by dissolving their polymeric components in suitable solvents and evaporating the solution by mutual precipitation. If desired, compo-
nentene altså blandes mekanisk ved vanlige metoder.The nents are therefore mixed mechanically by usual methods.
Støpeblandinger som har en høy slagstyrke og høy snittslagseighet og i mange tilfeller kan også være transparente, kan oppnås ved'tilsetning av kautsjuk eller visse kautsjukmodifiserte harpikser. Uten tilsetning av kautsjuk eller kautsjukmodifiserte harpikser har de dannede støpeforbindelser som kan være transparente vanligvis en lavere støtstyrke. Casting compounds which have a high impact strength and high shear strength and in many cases can also be transparent can be obtained by the addition of rubber or certain rubber-modified resins. Without the addition of rubber or rubber-modified resins, the molded compounds formed, which may be transparent, usually have a lower impact strength.
Pol ykarbonater■ Pol ycarbonates■
Egnede polykarbonater ifølge oppfinnelsen er homo-eller ko-polykarbonater og blandinger av forskjellige homo- og ko-polykarbonater. Polykarbonatene har vanligvis■molekylvekter på 10.000 til 200.000 (gjennomsnittlig molekylvekt), fortrinnsvis '20.000 til 80.000. De kan eksempelvis fremstilles ved mellomfase-polykondensasjonsfremgangsmåte fra fosgen og bisfénoler (se DOS nr. 2.063.050, 2.063.052, 1.570.703, 2.211.956,.2.211.957 og 2.248.817 Suitable polycarbonates according to the invention are homo- or co-polycarbonates and mixtures of different homo- and co-polycarbonates. The polycarbonates usually have molecular weights of 10,000 to 200,000 (average molecular weight), preferably 20,000 to 80,000. They can, for example, be produced by the interphase polycondensation process from phosgene and bisphenols (see DOS no. 2,063,050, 2,063,052, 1,570,703, 2,211,956, 2,211,957 and 2,248,817
og fransk patent nr. I.56I.518). Polykarbonatenhetene med formel (1) kan eksempelvis være basert på følgende bisfénoler: Bis-(3,5-dimetyl-4-hydroksyfeny1) and French Patent No. I.56I.518). The polycarbonate units with formula (1) can, for example, be based on the following bisphenols: Bis-(3,5-dimethyl-4-hydroxypheny1)
bis-(3,5-dimetyl-4-hydroksyfenyl)-eter bis-(3,5-dimethyl-4-hydroxyphenyl) ether
bis-(3,5-dimety1-4-hydroksyfenyl)-karbonyl bis-(3,5-dimethyl-4-hydroxyphenyl)-carbonyl
bis-(3,5-dimety1-4-hydroksyfenyl)-sulfon bis-(3,5-dimethyl-4-hydroxyphenyl)sulfone
bis-(3,5-dimety1-4-hydroksyfenyl)-metan bis-(3,5-dimethyl-4-hydroxyphenyl)-methane
1,1-bis-(3,5-dimetyl-4-hydroksyfenyl)-etan 1,1-bis-(3,5-dimethyl-4-hydroxyphenyl)-ethane
1.1- bis-(3,5-dimety1-4-hydroksyfenyl)-propan 1,1-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane
2.2- bis-(3,5-dimety1-4-hydroksyfenyl)-propan 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane
2.2- bis-(3,5-dimetyl-4-hydroksyfenyl)-butan 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-butane
2,4-bis-(3,5-dimety1-4-hydroksyfenyl)-2-metylbutan 2,4-bis-(3,5-dimethyl-4-hydroxyphenyl)-2-methylbutane
2,4-bis-(3,5-dimety1-4-hydroksyfenyl)-butan 2,4-bis-(3,5-dimethyl-4-hydroxyphenyl)-butane
3.3- bis-(3,5-dimety1-4-hydroksyfenyl)-pentan 3,3-bis-(3,5-dimethyl-4-hydroxyphenyl)-pentane
3 , 3-bis-(3,5-dimetyl-4-hydroksyfeny1)-heksan 3,3-bis-(3,5-dimethyl-4-hydroxyphenyl)-hexane
4.4- bis-(3,5-dimetyl-4-hydroksyfenyl)-heptan 4.4-bis-(3,5-dimethyl-4-hydroxyphenyl)-heptane
2,2-bis-(3,5-dimety1-4-hydroksyfenyl)-oktan 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-octane
2,2-bis-(3,5-dimetyl-4-hydroksyfenyl)-nonan 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-nonane
■2,2-bis-(3,5-dimety1-4-hydroksyfenyl)-dekan ■2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-decane
l,l-bis-(3,5-dimety1-4-hydroksyfenyl)-cykloheksan 1,1-bis-(3,5-dimethyl-4-hydroxyphenyl)-cyclohexane
1,4-bis-(3,5_dimetyl-4-hydroksyfeny1)-cykloheksan 1,4-bis-(3,5-dimethyl-4-hydroxyphenyl)-cyclohexane
a, a ' -bis - ( 3 , 5-dimety 1-4-hy droksy f enyl) -p_-diisopropylbenzen a,a'-bisp(3,5-dimety1-4-hydroksyfenyl)-m-diisopropylbenzen. α,α'-bis-(3,5-dimethyl 1-4-hydroxyphenyl)-p_-diisopropylbenzene α,α'-bisp(3,5-dimethyl-4-hydroxyphenyl)-m-diisopropylbenzene.
Følgende foretrekkes: Bis-(3,5-dimety1-4-hydroksyfenyl)-metan The following are preferred: Bis-(3,5-dimethyl-4-hydroxyphenyl)-methane
2,2-bis-(3,5-dimetyl-4-hydroksyfenyl)-propan 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane
2,4-bis-(3,5-dimetyl-4-hydroksyfenyl)-2-metylbutan 2,4-bis-(3,5-dimethyl-4-hydroxyphenyl)-2-methylbutane
1.1- bis-(3,5-dimetyl-4-hydroksyfenyl)-cykloheksan og 1.1-bis-(3,5-dimethyl-4-hydroxyphenyl)-cyclohexane and
a,a'-bis-(3,5-dimety1-4-hydroksyfeny1)-p-diisopropylbenzen. 2.2- bis-(3 s5-dimetyl-4-hydroksyfenyl)-propan er spesielt foretrukket. α,α'-bis-(3,5-dimethyl-4-hydroxyphenyl)-p-diisopropylbenzene. 2,2-bis-(3s5-dimethyl-4-hydroxyphenyl)-propane is particularly preferred.
I tillegg til enheter med formel (1) kan polykarbonatene inneholde opptil 50 vekt$ av enheter, avledet fra.andre bisfénoler, f.eks. de hvori minst en ortostillirig av fenylgruppene ikke er sub-, stituert eller substituert med halogen (f.eks. klor eller brom). Følgende er eksempler: In addition to units of formula (1), the polycarbonates can contain up to 50% by weight of units derived from other bisphenols, e.g. those in which at least one of the ortho phenyl groups is unsubstituted, substituted or substituted by halogen (e.g. chlorine or bromine). The following are examples:
Hydrokinon, resorcinol,Hydroquinone, resorcinol,
dihydroksydifeny1,dihydroxydipheny1,
bis-(hydroksyfe.nyl)-alkaner,bis-(hydroxyphenyl)alkanes,
bis-(hydroksyfeny1)-cykloalkaner,bis-(hydroxyphenyl)-cycloalkanes,
bis-(hydroksyfenyl)-sulfider,bis-(hydroxyphenyl)sulfides,
bis-(hydroksyfeny1)-etere,bis-(hydroxyphenyl) ethers,
bis-(hydroksyfenyl)-ketoner,bis-(hydroxyphenyl) ketones,
bis-(hydroksyfenyl)-sulfoksyder,bis-(hydroxyphenyl) sulfoxides,
bis-(hydroksyfenyl)-sulfoner og bis-(hydroxyphenyl)-sulfones and
a,a'-bis-(hydroksyfeny1)-diisopropylbenzener.α,α'-bis-(hydroxyphenyl)-diisopropylbenzenes.
Følgende er spesielt foretrukket: 2,2-bis-(4-hydroksyfenyl)-propan, The following are particularly preferred: 2,2-bis-(4-hydroxyphenyl)-propane,
1.1- bis-(4-hydroksyfeny1)-cykloheksan, 1.1- bis-(4-hydroxyphenyl)-cyclohexane,
2.2- bis-(3,5-diklor-4-hydroksyfeny1)-propan, 2.2- bis-(3,5-dichloro-4-hydroxyphenyl)-propane,
2,2-bis-(3,5-dibrom-4-hydroksyfeny1)-propan, 2,2-bis-(3,5-dibromo-4-hydroxyphenyl)-propane,
ot,a'-bis-(4-hydroksyfenyl) -£-di is opropy lbenzen og ot,a'-bis-(4-hydroxyphenyl)-£-di is opropyl lbenzene and
2,2-bis-(3-mety1-4-hydroksyfenyl)-propan.2,2-bis-(3-methyl-4-hydroxyphenyl)-propane.
Disse og andre aromatiske dihydroksyforbindelser og polykarbonater herav er omtalt i US-patenter nr. 3-028.'365s 2.999-835, 3.148.172, 3.271.368, 2.991.273, 3.271,367, 3.780.078, 3.014.891 og These and other aromatic dihydroxy compounds and polycarbonates thereof are disclosed in US Patent Nos. 3-028,'365s 2,999-835, 3,148,172, 3,271,368, 2,991,273, 3,271,367, 3,780,078, 3,014,891 and
.2.999-846 og i DOS nr. 1.570.703- .2.999-846 and in DOS no. 1.570.703-
Polykarbonatene kan være forgrenet ved å inkorporere mindre mengder av polyhydroksylforbindelser, f.eks. 0,05 til 2,0 mol% The polycarbonates may be branched by incorporating smaller amounts of polyhydroxyl compounds, e.g. 0.05 to 2.0 mol%
(basert på mengden av anvendte bisfénoler). Polykarbonater av denne type er omtalt eksempelvis i DOS nr. 1.570.533, 2.116.974 og 2.113-347, i tyske patenter nr. 885-442 og 1.079-821 og US-patent nr. 3^544.514. Følgende er eksempler på noen egnede polyhydroksylforbindelser: Floroglucinol, 4,6-dimetyl-2,4,6-tri-(4-hydroksyfenyl)-hepten-(2) , 4,6-dimetyl-2,4,6-tri-(4-hydroksyfeny1)-heptan, 1, 3 , 5-tri-(4-hy droksy f enyl)-benzen, 1,1,. l-t r i- (4-hydroksy feny 1)-etan , tri- (4-hydroksyfenyD-fenylmetan, 2 , 2-bis-_/~4 , 4 - (4 , 4 '-dihydroksydifeny1)-cykloheksyl7-propan, 2,4-bis-(4-hydroksyfenyl-4-isopropyl)-fenol, 2 ,6-bis - (2 '-hy dr oksy-5 ' -me ty lbenzy 1) -4-me ty 1-f enol, 2 , 4 -di-dihy droksy benzensyre, 2-(4-hydroksyfeny1)-2-(2,4-dihydroksyfeny1)-propan og 1, 4-bis - ( 4 ' , 4 " -dihy droksy -?t ri feny 1-me tyl) -benzen . (based on the amount of bisphenols used). Polycarbonates of this type are mentioned, for example, in DOS no. 1,570,533, 2,116,974 and 2,113-347, in German patents no. 885-442 and 1,079-821 and US patent no. 3^544,514. The following are examples of some suitable polyhydroxyl compounds: Phloroglucinol, 4,6-dimethyl-2,4,6-tri-(4-hydroxyphenyl)-heptene-(2) , 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl)-heptane, 1,3,5-tri-(4-hydroxyphenyl)-benzene, 1,1,. l-t r i-(4-hydroxypheny1)-ethane , tri-(4-hydroxyphenyD-phenylmethane, 2 , 2-bis-_/~4 , 4 - (4 , 4 '-dihydroxydipheny1)-cyclohexyl7-propane, 2 ,4-bis-(4-hydroxyphenyl-4-isopropyl)-phenol, 2 ,6-bis - (2 '-hy dr oxy-5 '-methylbenzy 1)-4-methyl 1-phenol, 2 . -methyl) -benzene .
Blandingene ifølge oppfinnelsen kan inneholde vinylkloridpolymere. som er dannet ved emulsjon, suspensjon eller masse-polymerisasjon og som har K-verdier ifølge Fikentscher, på fra 50 til 80 bestemt i cykloheksanon ( 1% oppløsning ved 23°C).- Egnede vinyl'-kloridpolymere av denne type er polyvinylklorid og kopolymere av vinylklorid oppnådd fra minst 70 vekt% av vinylklorid og ikke mer enn 30 vekt% av-en vinylforbindelse. Følgende er eksempler på vinylforbindelser som er egnet for kopolymerisasjon med vinylklorid: Vinylidenklorid og vinylidenfluorid, vinylestere som vinylacetat, vinylpropionat eller vinylbenzoat, akrylsyre eller metakrylsyre og alkylestere herav, amider og nitriler av akryl- og metakrylsyre,-malein-syreestere og semiestere, maleinimider, vinyletere og olefinisk umettede hydrokarboner som etylen, propylen eller butylen. Reklorert polyvinylklorid er også egnet. The mixtures according to the invention may contain vinyl chloride polymers. which are formed by emulsion, suspension or mass polymerization and which have K values according to Fikentscher, of from 50 to 80 determined in cyclohexanone (1% solution at 23°C).- Suitable vinyl chloride polymers of this type are polyvinyl chloride and copolymers of vinyl chloride obtained from at least 70% by weight of vinyl chloride and not more than 30% by weight of a vinyl compound. The following are examples of vinyl compounds suitable for copolymerization with vinyl chloride: Vinylidene chloride and vinylidene fluoride, vinyl esters such as vinyl acetate, vinyl propionate or vinyl benzoate, acrylic acid or methacrylic acid and their alkyl esters, amides and nitriles of acrylic and methacrylic acid, -maleic acid esters and semi-esters, maleimides, vinyl ethers and olefinically unsaturated hydrocarbons such as ethylene, propylene or butylene. Rechlorinated polyvinyl chloride is also suitable.
Kautsjuker egnet for bruk ifølge oppfinnelsen erRubbers suitable for use according to the invention are
spesielt naturlig kautsjuk og syntetiske kautsjuker. De følgende syntetiske kautsjuker kan eksempelvis benyttes: Polypentenamer, etylen-propylen-dienkautsjuk (dien f.eks. 1,5-heksadien, norbornadien, etyliden norbornen), dienkautsjuker, f.eks. homopolymere av konjugerte diener, inneholdende 4-8 karbonatomer, som butadien, isopren, piperylen og■kloropren, kopolymere av slike diener med hverandre og kopolymere av slike diener med styren, akryl eller metakrylforbindelser (f.eks. akrylonitril, metakrylonitril, akrylsyre, metakrylsyre, butylakrylat eller metylmetakrylat) eller isobutylen. Spesielt foretrukkede kautsjuker er butadien, butadienstyren, butadien-metylmetakrylat, butadien-butylakrylat, etylen-propylen-dien, polypentenamer og butadien-akrylonitrilkaut-sjuker, hvorav noen kan enten inneholde små mengder av andre monomere kondensert med dem, f.eks. divinylbenzen og metakrylsyre i tilfellet av sistnevnte kautsjuk. Det er også egnet elastomere polyuretaner, silikonkautsjuker, polyeterkautsjuker og klorert lavtrykkspolyetylen especially natural rubber and synthetic rubbers. The following synthetic rubbers can be used, for example: Polypentenamer, ethylene-propylene-diene rubber (diene e.g. 1,5-hexadiene, norbornadiene, ethylidene norbornene), diene rubbers, e.g. homopolymers of conjugated dienes, containing 4-8 carbon atoms, such as butadiene, isoprene, piperylene and ■chloroprene, copolymers of such dienes with each other and copolymers of such dienes with styrene, acrylic or methacrylic compounds (e.g. acrylonitrile, methacrylonitrile, acrylic acid, methacrylic acid , butyl acrylate or methyl methacrylate) or isobutylene. Particularly preferred rubbers are butadiene, butadiene styrene, butadiene-methyl methacrylate, butadiene-butyl acrylate, ethylene-propylene-diene, polypentenamer and butadiene-acrylonitrile rubbers, some of which may either contain small amounts of other monomers condensed with them, e.g. divinylbenzene and methacrylic acid in the case of the latter rubber. Elastomeric polyurethanes, silicone rubbers, polyether rubbers and chlorinated low-pressure polyethylene are also suitable.
med et klorinnhold på 20 til 50 vekt#, såvel som kopolymere.av etylen og vinylacetat med et vinylacetatinnhold på 15 til 65 vekt%,- fortrinnsvis 30 til 65 vekt%. ■ with a chlorine content of 20 to 50% by weight, as well as copolymers of ethylene and vinyl acetate with a vinyl acetate content of 15 to 65% by weight, preferably 30 to 65% by weight. ■
Følgende er kautsjukmodifiserte termoplastiske harpikser som kan benyttes overensstemmende med oppfinnelsen: (A) Podningspolymere av vinylforbindelser (a) på kautsjuk (b); eller (B) Blandinger av podningspolymere (A) og termoplastiske harpikser (c) som fremstilles ved polymerisering av vinylforbindelser (a), eller (C) Blandinger av kautsjuker (b) med termoplastiske harpikser (c). The following are rubber-modified thermoplastic resins that can be used in accordance with the invention: (A) Graft polymers of vinyl compounds (a) on rubber (b); or (B) Blends of graft polymers (A) and thermoplastic resins (c) produced by polymerization of vinyl compounds (a), or (C) Blends of rubbers (b) with thermoplastic resins (c).
De følgende er eksempler på egnede vinylforbindelser The following are examples of suitable vinyl compounds
(a): (a):
1. Styren og dets derivater, f.eks. a-metylstyren, a-klor-styren, p_-klorstyren, 2,4-diklorstyren, p-metylstyren, 3,4-dimetyl-styren, o- og p-divinylbenzen, p-metyl-a-metylstyren og p_-klor-a-metylstyren. 2. Akryl- og metakrylforbindelser, f.eks. akryl- og metakrylsyre, akrylonitril, metakryldnitril, metylmetakrylat, etylakrylat, n-og isopropylakrylat, n- og isobutylakrylat, 2-etylheksylakrylat, metylmetakrylat, etylmetakrylat, n- og isopropylmetakrylat, n- og iso-butylmetakrylat, cykloheksylmetakrylat og iso-bornylmetakrylat. 3. Vinylklorid eller vinylmonomere som kan være kopolymerisert med vinylklorid. 1. Styrene and its derivatives, e.g. α-methylstyrene, α-chlorostyrene, p_-chlorostyrene, 2,4-dichlorostyrene, p-methylstyrene, 3,4-dimethylstyrene, o- and p-divinylbenzene, p-methyl-α-methylstyrene and p_chloro -α-methylstyrene. 2. Acrylic and methacrylic compounds, e.g. acrylic and methacrylic acid, acrylonitrile, methacrylonitrile, methyl methacrylate, ethyl acrylate, n- and isopropyl acrylate, n- and isobutyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, n- and isopropyl methacrylate, n- and iso-butyl methacrylate, cyclohexyl methacrylate and iso-bornyl methacrylate. 3. Vinyl chloride or vinyl monomers which may be copolymerized with vinyl chloride.
Harpiksene og podningspolymerene kan fremstilles ved vanlig radikalpolymerisasjon, f.eks. ved oppløsningsmiddelfri opp-løsning, oppløsning/utfelling, suspensjon eller emulsjonspolymeri-sasjon. De podningspolymere eller kautsjuk og harpiksene kan blandes ved hj.elp av vanlige metoder, f.eks. på valser eller knaere eller ved å blande egnede latekser, deretter isolering av produktene ved gjen-' sidig utfelling. The resins and grafting polymers can be prepared by ordinary radical polymerization, e.g. by solvent-free dissolution, dissolution/precipitation, suspension or emulsion polymerisation. The graft polymers or rubbers and resins can be mixed using conventional methods, e.g. on rollers or kneaders or by mixing suitable latexes, then isolation of the products by mutual precipitation.
Dé følgende kautsjukmodifiserte harpikser foretrekkes: Podningspolymere av styren, a-metylstyren, akrylonitril,'metakryl-syreester eller blandinger herav på en kautsjuk, f.eks. polybutadien The following rubber-modified resins are preferred: Graft polymers of styrene, α-methylstyrene, acrylonitrile, methacrylic acid ester or mixtures thereof on a rubber, e.g. polybutadiene
eller en butadienkopolymer og blandinger av slike podningspolymere med polystyren eller styrenkopolymere. or a butadiene copolymer and mixtures of such graft polymers with polystyrene or styrene copolymers.
Fortrinnsvis har de foretrukkede kautsjukmodifiserte følgende sammensetning: Preferably, the preferred rubber-modified ones have the following composition:
I. Podningspolymere av:I. Graft polymers of:
(I 1) 5 - 90 vektt}fortrinnsvis 10 - 60 vekt% av en kautsjuk- elastisk butadienpolymer eller kopolymer inneholdende opptil 50 vekt# av kopolymerisert styren, akrylonitril og/eller alkylestere av akryl- eller metakrylsyre, inneholdende 1 til 10 C-atomer i alkoholgruppen som (I 1) 5 - 90% by weight, preferably 10 - 60% by weight of a rubber-elastic butadiene polymer or copolymer containing up to 50% by weight of copolymerized styrene, acrylonitrile and/or alkyl esters of acrylic or methacrylic acid, containing 1 to 10 C atoms in the alcohol group which
podningsbasis oggraft base and
(I 2) 10 - 95 vekt%, fortrinnsvis 40 - 90 vekt% av en monomer blanding av (I 2) 10 - 95% by weight, preferably 40 - 90% by weight of a monomeric mixture of
(I 2.1) 50 - 100 vektdeler av styren, a-metylstyren, C-^- C-^q (I 2.1) 50 - 100 parts by weight of styrene, α-methylstyrene, C-^- C-^q
alkylestere av akryl- og metakrylsyre og blandinger herav, (I 2.2) 0-50 vektdeler av akrylonitril, metakrylonitril, - C-j^q alkylestere av akryl eller metakrylsyre eller blandinger herav som er polymerisert i nærvær av (I 1). alkyl esters of acrylic and methacrylic acid and mixtures thereof, (I 2.2) 0-50 parts by weight of acrylonitrile, methacrylonitrile, - C-j^q alkyl esters of acrylic or methacrylic acid or mixtures thereof which have been polymerized in the presence of (I 1).
II. Blandinger av:II. Mixtures of:
(II 1). 5 - 80 vekt# av polymer (I) og (II 2) 20-95 vekt% av en termoplastisk polymer eller kopolymer av monomere (12). (II 1). 5-80% by weight of polymer (I) and (II 2) 20-95% by weight of a thermoplastic polymer or copolymer of monomers (12).
III. Blandinger av:III. Mixtures of:
(III 1) 5 - 60 vekt% av en kautsjuk ifølge (I 1) og (III 2) 40 - 95 vekt% av en termoplastisk polymer ifølge (II 2). (III 1) 5 - 60% by weight of a rubber according to (I 1) and (III 2) 40 - 95% by weight of a thermoplastic polymer according to (II 2).
Polykarbonater inneholdende strukturenheter med formelPolycarbonates containing structural units of formula
(1) er overraskende meget forenlig med polyvinylklorid med det resul-tat at støpeblandingen ifølge oppfinnelsen har gode fysikalske egenskaper. • Noen av støpeblandingene er overraskende også transparente, spesielt når det benyttes polykarbonater basert på 2 ,2-bis-(3,5-dimety1-4-hydroksyfeny1)-propan eller 2,4-bis-(3,5-dimety1-4-hydroksy-fenyl)-2-metylbutan. Polykarbonater inneholdende strukturenheter med formel (1), eksempelvis de som er basert på 2,2-bis-(3,5_dimetyl-4-hydroksyfeny1)-propan og 2,4-bis-(3,5-dimety1-4-hydroksyfeny1)-2-metylbutan kan oppløses sammen med PVC i et PVC-oppløsningsmiddel. (1) is surprisingly very compatible with polyvinyl chloride, with the result that the casting mixture according to the invention has good physical properties. • Some of the molding compounds are surprisingly also transparent, especially when using polycarbonates based on 2,2-bis-(3,5-dimethyl1-4-hydroxyphenyl)-propane or 2,4-bis-(3,5-dimethyl1-4 -hydroxy-phenyl)-2-methylbutane. Polycarbonates containing structural units of formula (1), for example those based on 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane and 2,4-bis-(3,5-dimethyl-4-hydroxyphenyl) -2-methylbutane can be dissolved together with PVC in a PVC solvent.
Det finner ikke sted noen faseseparering. Polykarbonater basert på bisfenol A har ikke disse egenskaper. No phase separation takes place. Polycarbonates based on bisphenol A do not have these properties.
En annen overraskende kvalitet ved støpeblandingen ifølge oppfinnelsen er den letthet hvormed de kan opparbeides; således kan blandingen av polyvinylklorid og eksempelvis polykarbonater basert på o,o,o',o'-tetrametylsubstituerte bisfénoler opparbeides termoplastisk ved 240 - 260°C, mens det rene polykarbonat kan opparbeides bare ved temperaturer høyere ved ca. 300 - 330°C. Another surprising quality of the casting mixture according to the invention is the ease with which they can be worked up; thus, the mixture of polyvinyl chloride and, for example, polycarbonates based on o,o,o',o'-tetramethyl-substituted bisphenols can be processed thermoplastically at 240 - 260°C, while the pure polycarbonate can only be processed at higher temperatures at approx. 300 - 330°C.
Støpeblandingen ifølge' oppfinnelsen har overraskende høy varmemotstandstemperaturer. Vicat-temperaturer ifølge DIN 53 460 (5 kp! på 130 - 135°C oppnås med polykarbonatinnhold på ca. 50 vekt$. Sammenlignet med polyvinylklorid er støpeforbindelsene klart for-bedret i deres hårdhet, tensilstyrke, fleksuralstyrke og E-modulus. The casting mixture according to the invention has surprisingly high heat resistance temperatures. Vicat temperatures according to DIN 53 460 (5 kp!) of 130 - 135°C are achieved with a polycarbonate content of about 50% by weight. Compared to polyvinyl chloride, the molding compounds are clearly improved in their hardness, tensile strength, flexural strength and E-modulus.
Uansett forholdene hvori komponentene blandes er noen støpeblandinger for en stor grad transparente, spesielt når det benyttes polykarbonater, basert på 2,2-bis-(3,5-dimetyl-4-hydroksy-fenyl)-propan og 2,4-bis-(3,5-dimetyl-4-hydroksyfenyl)-2-metylbutan. Regardless of the conditions in which the components are mixed, some molding compounds are to a large extent transparent, especially when polycarbonates are used, based on 2,2-bis-(3,5-dimethyl-4-hydroxy-phenyl)-propane and 2,4-bis- (3,5-dimethyl-4-hydroxyphenyl)-2-methylbutane.
Støpeblandinger fremstillet av polyvinylklorid og over-nevnte polykarbonater har imidlertid ikke en tilstrekkelig støtstyrke for alle formål. However, casting mixtures made from polyvinyl chloride and the above-mentioned polycarbonates do not have a sufficient impact strength for all purposes.
Seighet og snittslagseighet kan imidlertid forbedres betraktelig ved å tilsette kautsjukmodifiserte termoplastiske harpikser. However, toughness and shear strength can be improved considerably by adding rubber-modified thermoplastic resins.
Tilsetningen av slike harpikser ødelegger vanligvis støpeblandingens transparens således at det oppnås mere eller mindre opake produkter. I de transparente støpeblandinger ifølge oppfinnelsen finnes overraskende at transparenten beholdes etter tilsetning av kautsjukmodifiserte harpikser som har praktisk talt samme refrak-sjonsindeks som støpeblandingen. The addition of such resins usually destroys the transparency of the molding mixture so that more or less opaque products are obtained. In the transparent casting mixtures according to the invention, it is surprisingly found that the transparency is retained after the addition of rubber-modified resins which have practically the same refractive index as the casting mixture.
Støpeblandingen ifølge oppfinnelsen er betraktelig mere flammeresistente enn rene polykarbonater og vesentlig resistente overfor syrer, alkalier og oppløsningsmidler. The casting mixture according to the invention is considerably more flame resistant than pure polycarbonates and substantially resistant to acids, alkalis and solvents.
I polymerblandingen ifølge oppfinnelsen danner kautsjuken vanligvis en separat fase som er finfordelt i polymerblandingen. In the polymer mixture according to the invention, the rubber usually forms a separate phase which is finely divided in the polymer mixture.
Kautsjuken kan være tilstede i form av individuelle pellets ved agglomerater av pellets eller i form av andre regulære eller irregulære partikler og agglomerater eller også i form av nettverk-lignende partikler, hvori andre polymere er innleiret. Par-tikkelstørrelsen er vanligvis 0,01 til 20^um, fortrinnsvis 0,03 til lO^um. De kan bestå av en eller flere forskjellige typer, avhengig av den anvendte metode for fremstilling av polymerblandingen og valget av individuelle komponenter og individuelle partikkeltyper kan variere meget vesentlig fra hverandre i form, størrelse og fordeling av partikkelstørrelse. To polymerblandinger som har samme kautsjuk-innhold og forøvrig er identisk i sammensetning kan adskille vesentlig fra hverandre i deres egenskaper på grunn av forskjellig kautsjuk-fase, f.eks. kan de adskilles i seighet og overflateglans. The rubber can be present in the form of individual pellets in agglomerates of pellets or in the form of other regular or irregular particles and agglomerates or also in the form of network-like particles, in which other polymers are embedded. The particle size is usually 0.01 to 20 µm, preferably 0.03 to 10 µm. They can consist of one or more different types, depending on the method used for producing the polymer mixture and the choice of individual components and individual particle types can vary significantly from one another in shape, size and particle size distribution. Two polymer mixtures which have the same rubber content and are otherwise identical in composition can differ significantly in their properties due to different rubber phases, e.g. can they be separated in toughness and surface gloss.
Mens kautsjukinnholdet vanligvis danner en separat faseWhile the rubber content usually forms a separate phase
i polymerblandingen ifølge oppfinnelsen kan de andre polymerkompo- in the polymer mixture according to the invention, the other polymer compo-
nenter av blandingen danne en felles fase, hvori de forskjellige polymere kan være omtrent molekyldispergert eller de kan danne flere faser. nents of the mixture form a common phase, in which the different polymers can be approximately molecularly dispersed or they can form several phases.
Hver av disse'faser kan bestå av en omtrent molekyldispergert blanding av forskjellige polymere. Each of these phases can consist of an approximately molecularly dispersed mixture of different polymers.
Støpeblandingen ifølge oppfinnelsen kan oppnås ved å blande polykarbonatet med polyvinylklorid ved tilsetning av et vanlig stabiliseringssystem, etterfulgt av homogenisering i blandeapparatur, som valser, blandeskruer, blandeekstrudere, innvendige blandere eller knaere. På grunn av at det anvendes driftstemperaturer opp til 260°C er det tilrådelig å sette den totale mengde nødvendige stabilisator til polyvinylkloridet og blande kraftig i en høyspeedblander (temperatur opp til 150°C) før polyvinylkloridet blandes med polykarbonatet. Eksempelvis kan polyvinylkloridet settes som et stabilisert granulat til den vanligvis pulverformede eller granulatformede polykarbonat og denne blanding kan deretter homogeniseres. Alternativt kan de to polymere smeltes separat, eksempelvis i ekstrudere og de to smelter kan deretter kombineres eller polykarbonatet eller polyvinylkloridet kan først smeltes separat, f.eks. på valser og den annen komponent kan deretter tilsettes. The casting mixture according to the invention can be obtained by mixing the polycarbonate with polyvinyl chloride by adding a common stabilization system, followed by homogenization in mixing equipment, such as rollers, mixing screws, mixing extruders, internal mixers or kneaders. Because operating temperatures up to 260°C are used, it is advisable to add the total amount of required stabilizer to the polyvinyl chloride and mix vigorously in a high-speed mixer (temperature up to 150°C) before mixing the polyvinyl chloride with the polycarbonate. For example, the polyvinyl chloride can be added as a stabilized granule to the usually powdered or granulated polycarbonate and this mixture can then be homogenised. Alternatively, the two polymers can be melted separately, for example in extruders and the two melts can then be combined or the polycarbonate or polyvinyl chloride can first be melted separately, e.g. on rollers and the second component can then be added.
Støpeblandingen ifølge oppfinnelsen kan også fremstilles ved oppløsninger ved å oppløse deres komponenter i et oppløsnings-middel eller oppløsningsmiddelblanding og deretter, å isolere dem ved tilsetning av et ikke oppløsningsmiddel eller ved å helle oppløs-ningen dråpevis i et utfellingsmiddel eller ved å fordampe oppløs-ningsmiddel. The casting mixture according to the invention can also be prepared by solutions by dissolving their components in a solvent or solvent mixture and then isolating them by adding a non-solvent or by pouring the solution dropwise into a precipitating agent or by evaporating the solvent .
Støpeblandingene kan opparbeides som pulvere eller granu-later for å danne formede produkter av enhver type ved vanlige termoplastiske formingsmetoder. The molding compounds can be worked up as powders or granules to form shaped products of any type by conventional thermoplastic molding methods.
Kautsjukmodifiserte harpikser oppnås vanligvis i en pulverformet sprø form og kan benyttes som sådan uten spesiell for-håndsregel for blanding eller termoplastisk homogeniseringsprosess. Hvis ønsket, derimot, kan polyvinylkloridet eller polykarbonatet først blandes med harpiksen. Støpeforbindelsene ifølge oppfinnelsen kan stabiliseres ved hjelp av vanlige polyvinylkloridstabilisatorer, basert på bly, barium/kadmium, kalsium/sink, organo-tinnforbindelser eller organiske PVC-stabilisatorer som benyttes enten alene eller i kombina-sjon. Valg av smøremiddel avhenger også av nødvendigheten av PVC. Stabiliseringen av PVC er spesielt viktig, fordi avhengig av mengden anvendt polykarbonat, opparbeidelsestemperaturen av støpeblandingene ligger like opp til den øvre.toleransegrense for PVC. I mange tilfeller ville det være nødvendig å benytte en høyere totalkonsentrasjon av stabilisator enn for ren PVC. Rubber-modified resins are usually obtained in a powdered friable form and can be used as such without special pre-mixing or thermoplastic homogenization process. If desired, however, the polyvinyl chloride or polycarbonate may first be mixed with the resin. The casting compounds according to the invention can be stabilized by means of usual polyvinyl chloride stabilizers, based on lead, barium/cadmium, calcium/zinc, organo-tin compounds or organic PVC stabilizers which are used either alone or in combination. The choice of lubricant also depends on the necessity of the PVC. The stabilization of PVC is particularly important, because depending on the amount of polycarbonate used, the processing temperature of the casting mixtures is just up to the upper tolerance limit for PVC. In many cases, it would be necessary to use a higher total concentration of stabilizer than for pure PVC.
Tilsetning av farvepigmenter, fyllstoffer, glassfibre, antistatiske stoffer, ildhemmende midler og plastifiseringsmiddel er mulig prinsippielt for å oppnå spesielle egenskaper eller effekter. The addition of color pigments, fillers, glass fibres, antistatic substances, flame retardants and plasticizers is possible in principle to achieve special properties or effects.
Fysikalske eller kjemiske drivmidler kan også tilsettes til støpeblandingene ifølge oppfinnelsen for å danne en skumstruktur under egnede driftsbetingelser. Physical or chemical propellants can also be added to the casting mixtures according to the invention to form a foam structure under suitable operating conditions.
Driftstemperaturene som er nødvendig for forblandings-prosessen, f.eks. inkorporering av PVC-stabilisator og hvis indikert homogenisering av den totale blanding før den utsettes for varme i den høye kursblanderen ligger innen området på 20 til 50°C. Den' etterfølgende opparbeidelse av produktet til et granulat eller av-sluttede deler bør fortrinnsvis utføres ved temperaturer ikke høyere enn 260°C, idet den nødvendige temperatur avhenger bådé av viskosi-teten og det anvendte polykarbonat og mengden herav. Med relativt lite polykarbonatinnhold på opp til ca. 30% kan produktet opparbeides på omtrent samme måte som PVC med en høy K-verdi, men hvis mengden polykarbonat er høy må den anvendte temperatur likeledes bli høyere. På grunn av den resulterende høye termiske belastning bør den totale tid som anvendes for opparbeidelse av produktet holdes så kort som mulig, selv hvis produktet er blitt tilfredsstillende stabilisert. The operating temperatures necessary for the premixing process, e.g. incorporation of PVC stabilizer and if indicated homogenization of the total mixture prior to exposure to heat in the high course mixer is within the range of 20 to 50°C. The subsequent processing of the product into a granule or finished parts should preferably be carried out at temperatures not higher than 260°C, the required temperature depending both on the viscosity and the polycarbonate used and the quantity thereof. With a relatively low polycarbonate content of up to approx. 30%, the product can be processed in much the same way as PVC with a high K value, but if the amount of polycarbonate is high, the temperature used must likewise be higher. Because of the resulting high thermal load, the total time used for processing the product should be kept as short as possible, even if the product has been satisfactorily stabilized.
Støpeblandingen ifølge oppfinnelsen utgjør en klasse av kjemiske stoffer som har den videste praktiske anvendelse. Som eksempler kan nevnes fremstilling av plater, seksjoner og rør, spesielt for bygningsindustrien, hvor den høye varmemotstandstemperatur er spesielt viktig. I..-dette felt er det ikke bare vanlig å kompensere The casting mixture according to the invention constitutes a class of chemical substances which have the widest practical application. Examples include the production of plates, sections and pipes, especially for the building industry, where the high heat resistance temperature is particularly important. In this field, it is not only common to compensate
. for en nedbrytende effekt på varmeødeleggelsestemperaturen av PVC ved å benytte støtstyrkemodifiserer, men også inkludering av polykarbonat åpner nye områder for anvendelse for PVC samt at:: fordelen av lav pris ikke tidligere kunne benyttes på grunn av den lave dimensjonsstabilitet overfor varme. Materialet kan også benyttes i pak-ningsindustrien i form av flasker, containere og folier som i motset-ning til PVC kan bringes i kontakt med varmt innhold. Det er også . for a degrading effect on the heat destruction temperature of PVC by using impact strength modifiers, but also the inclusion of polycarbonate opens up new areas of application for PVC and that:: the advantage of low price could not previously be used due to the low dimensional stability against heat. The material can also be used in the packaging industry in the form of bottles, containers and foils which, unlike PVC, can be brought into contact with hot contents. It is also
utallige mulige anvendelser for materialet i form av injeksjonsstøpte artikler for spesielle formål, hvor det er nødvendig med ekstrem di-mens j onsstabilitet overfor varme i tillegg til høy transparens. Den høye motstand av støpeblandingene overfor hydrolyse muliggjør dem å countless possible applications for the material in the form of injection-molded articles for special purposes, where extreme dimensional stability against heat is required in addition to high transparency. The high resistance of the casting mixtures to hydrolysis enables them to
benyttes i konstruksjon av kjemisk apparatur som lagringsbeholdere for syrer, alkalier og ventileringssystemer for korrosive avgasser. På det elektriske området,'materialets høye tilpasningsmotstand kommer til sin rett. Anvendelsen av materialet fra oppløsning ved støping, utspredningsbelegg eller trykning for fremstilling, av .belegg eller folier skal også nevnes som mulig anvendelse. used in the construction of chemical equipment as storage containers for acids, alkalis and ventilation systems for corrosive exhaust gases. In the electrical area, the material's high adaptation resistance comes into its own. The use of the material from dissolution in casting, spread coating or printing for the production of coatings or foils must also be mentioned as a possible use.
Eksempler:Examples:
For å fremstille støpeblandingene omtalt i eksemplene blir en stabilisert polyvinylkloridblanding først fremstilt og deretter opparbeidet i en homogen masse med polykarbonatet eller andre komponenter på valser. De enkelte produkter fremstilles som følger: A.. Polyvinylklorid. To produce the casting mixtures mentioned in the examples, a stabilized polyvinyl chloride mixture is first prepared and then worked up into a homogeneous mass with the polycarbonate or other components on rollers. The individual products are manufactured as follows: A.. Polyvinyl chloride.
100 vektdeler av suspensjonspolyvinylklorid med en.K-verdi på 68 blandes i 5 minutter i en høykursblander med 2000 omdrei-ninger pr. minutt med tilsetning av et stabilisatorsystem som består av: 100 parts by weight of suspension polyvinyl chloride with a K value of 68 are mixed for 5 minutes in a high-speed mixer at 2,000 revolutions per minute. minute with the addition of a stabilizer system consisting of:
6,0 vektdeler di-n-oktyl-tinn-ditioglykolsyreester,6.0 parts by weight of di-n-octyl-tin-dithioglycolic acid ester,
1,5 vektdeler stearylstearat,1.5 parts by weight of stearyl stearate,
1,0 vektdeler distearylftalat,1.0 parts by weight distearyl phthalate,
0,3 vektdeler montansyreester og0.3 parts by weight montanic acid ester and
0,2 vektdeler polyetylenvoks.0.2 parts by weight polyethylene wax.
Temperaturen stiger til 120°C. Blandingen avkjøles deretter til værelsestemperatur, mens blanderens hastighet reduseres, (ca. 500 omdreininger/minutt). The temperature rises to 120°C. The mixture is then cooled to room temperature, while the speed of the mixer is reduced (approx. 500 revolutions/minute).
Den resulterende polyvinylkloridblanding finnes å ha følgende mekaniske egenskaper: Kuletrykkhårdhet DIN 53 456 kp/cm<2>1317 The resulting polyvinyl chloride mixture is found to have the following mechanical properties: Ball compressive hardness DIN 53 456 kp/cm<2>1317
.Slagstyrke DIN 53 453 cmkp/cm<2>.Impact strength DIN 53 453 cmkp/cm<2>
Værelsestemperatur 10 prøver ikke bruttRoom temperature 10 samples not broken
- 20°C 3/10 brutt- 20°C 3/10 broken
- 40°C 42 Snittslagstyrke DIN 53 453 cmkp/cm - 40°C 42 Average impact strength DIN 53 453 cmkp/cm
Værelsestemperatur 2Room temperature 2
Vicat DIN 53 460 °C l kp 86Vicat DIN 53 460 °C l kp 86
5 kp 74 Bøyestyrke DIN 53 452 950. 5 kp 74 Bending strength DIN 53 452 950.
Tagging mm 3,8Tagging etc. 3.8
Tensilstyrke DIN 53 455 kp/cm<2>653Tensile strength DIN 53 455 kp/cm<2>653
Forlengelse DIN 53 455 % 4Extension DIN 53 455% 4
B. Polykarbonat.B. Polycarbonate.
Polykarbonat basert på 2,2-bis-(3,5-dimety1-4-hydroksy-fenyl)-propan i pulverform.' Den relative viskositet er nrel= 1,30 (bestemt på en oppløsning av 0,5 g av polykarbonatet i 100 ml metylenklorid). Polycarbonate based on 2,2-bis-(3,5-dimethyl-4-hydroxy-phenyl)-propane in powder form. The relative viscosity is nrel=1.30 (determined on a solution of 0.5 g of the polycarbonate in 100 ml of methylene chloride).
CP Kautsjukmodifisert harpiks I.CP Rubber modified resin I.
En podningspolymer av 50 vektdeler polybutadien, 36 vektdeler styren og l4 vektdeler akrylonitril. A graft polymer of 50 parts by weight polybutadiene, 36 parts by weight styrene and 14 parts by weight acrylonitrile.
D. Kautsjukmodifisert harpiks II.D. Rubber modified resin II.
Podningspolymer av 30 vektdeler polybutadien, 45 vektdeler styren og 25 vektdeler metylmetakrylat. Grafting polymer of 30 parts by weight polybutadiene, 45 parts by weight styrene and 25 parts by weight methyl methacrylate.
Eksempel 1.Example 1.
80 vektdeler polyvinylkloridblanding A blandes først med 20 vektdeler av polykarbonat B i ett minutt i en høykursblander med ca..1500 omdreininger/minutt og homogeniseres deretter i laboratorie-valse til sammen 5 minutter. Valsetemperaturen er 260°C. Det oppnås et kontinuerlig transparent ark. Dette ark foroppvarmes deretter uten trykk i en høytrykkspresse ved 210°C i 3 minutter og presses deretter i ytterligere 3 minutter under press for å danne en plate fra hvilke det dannes prøver. Platene som dannes er transparente. • Deres mekaniske data er angitt i tabell 1. 80 parts by weight of polyvinyl chloride mixture A are first mixed with 20 parts by weight of polycarbonate B for one minute in a high-speed mixer at approx. 1500 revolutions/minute and then homogenized in a laboratory roller for a total of 5 minutes. The rolling temperature is 260°C. A continuous transparent sheet is obtained. This sheet is then preheated without pressure in a high pressure press at 210°C for 3 minutes and then pressed for a further 3 minutes under pressure to form a plate from which samples are formed. The plates that form are transparent. • Their mechanical data is listed in Table 1.
Eksempel 2- 5.Example 2-5.
Blandingene fremstilles fra følgende komponenter som angitt i eksempel 1: The mixtures are prepared from the following components as indicated in example 1:
Støpeblandinger av høy transparens oppnås i alle tilfeller. De mekaniske egenskaper er vist i tabell 1. Molding mixtures of high transparency are achieved in all cases. The mechanical properties are shown in table 1.
Eksempel 6.Example 6.
50 vektdeler av polykarbonat A oppløses i metylenklorid og 50 vektdeler av suspensjonspolyvinylklorid med en K-verdi på 68 oppløses i cyklopentanon. Oppløsningene kombineres under omrøring. Polymerblandingen utføres ved å innføre oppløsningen-dråpevis i metanol. Den finfordelte pblymerblanding tørkes i 20 timer ved 60°C og 15 timer ved 80°C under vakuum. 50 parts by weight of polycarbonate A are dissolved in methylene chloride and 50 parts by weight of suspension polyvinyl chloride with a K value of 68 are dissolved in cyclopentanone. The solutions are combined with stirring. The polymer mixture is carried out by introducing the solution dropwise into methanol. The finely divided polymer mixture is dried for 20 hours at 60°C and 15 hours at 80°C under vacuum.
Por å opparbeide produktet blandes 100 vektdeler av den utfelte polymerblanding med stabilisator og smøresystem angitt i. eksempel 1 i høykursblander som angitt i eksempel 1 og den resulterende blanding homogeniseres på en valse i 5 minutter ved 240DC. Det dannede valseark er transparent og opparbeides til pressede plater som angitt ovenfor. Platenes .mekaniske egenskaper■er angitt i tabell 1. In order to work up the product, 100 parts by weight of the precipitated polymer mixture with stabilizer and lubrication system specified in example 1 are mixed in a high-speed mixer as specified in example 1 and the resulting mixture is homogenized on a roller for 5 minutes at 240 DC. The formed rolled sheet is transparent and is processed into pressed plates as indicated above. The plates' mechanical properties are listed in table 1.
Eksempel 7 - 12.Example 7 - 12.
Polyvinylklorid (A), polykarbonat (B) og harpiks (D) Polyvinyl chloride (A), polycarbonate (B) and resin (D)
. blandes ved fremgangsmåten angitt i eksempel 1:. mixed by the procedure indicated in example 1:
De resulterende støpeblandinger er transparente og i tillegg til den store hårdhet og fleksible styrke angitt ovenfor ut-merker de seg ved høy seighet og snittslagseighet. De mekaniske egenskaper er angitt i tabell 2. The resulting casting mixtures are transparent and, in addition to the great hardness and flexible strength indicated above, they are distinguished by high toughness and shear strength. The mechanical properties are indicated in table 2.
Eksempel 13 - 17-.Example 13 - 17-.
Opake støpeblandinger fremstilles på samme måte som i eksemplene 7 - 12, men det 'benyttes harpiks C: Opaque casting mixtures are prepared in the same way as in examples 7 - 12, but resin C is used:
. De mekaniske egenskaper er vist i tabell 3. - . The mechanical properties are shown in table 3. -
Claims (11)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2402176A DE2402176C3 (en) | 1974-01-17 | 1974-01-17 | PVC molding compounds with high heat resistance |
Publications (1)
Publication Number | Publication Date |
---|---|
NO750022L true NO750022L (en) | 1975-08-11 |
Family
ID=5905014
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO750022A NO750022L (en) | 1974-01-17 | 1975-01-03 |
Country Status (16)
Country | Link |
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JP (1) | JPS579390B2 (en) |
AT (1) | AT351267B (en) |
BE (1) | BE824398A (en) |
BR (1) | BR7500301A (en) |
CA (1) | CA1048187A (en) |
CH (1) | CH597301A5 (en) |
DD (1) | DD116843A5 (en) |
DE (1) | DE2402176C3 (en) |
DK (1) | DK10575A (en) |
ES (1) | ES433864A1 (en) |
FR (1) | FR2258421B1 (en) |
GB (1) | GB1491332A (en) |
IT (1) | IT1026338B (en) |
NL (1) | NL173968C (en) |
NO (1) | NO750022L (en) |
SE (1) | SE398510B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2928464A1 (en) * | 1979-07-13 | 1981-01-29 | Bayer Ag | USE OF SPECIAL RAW BISPHENOLS FOR THE PRODUCTION OF POLYCARBONATES |
DE3118697A1 (en) * | 1981-05-12 | 1982-12-02 | Bayer Ag, 5090 Leverkusen | "THERMOPLASTIC MOLDS BASED ON POLYCARBONATE, POLYALKYLENE TEREPHTHALATE AND, IF NECESSARY, ONE OR MORE POLYMERISATES" |
-
1974
- 1974-01-17 DE DE2402176A patent/DE2402176C3/en not_active Expired
-
1975
- 1975-01-03 NO NO750022A patent/NO750022L/no unknown
- 1975-01-14 GB GB1525/75A patent/GB1491332A/en not_active Expired
- 1975-01-14 JP JP599175A patent/JPS579390B2/ja not_active Expired
- 1975-01-15 BE BE152390A patent/BE824398A/en not_active IP Right Cessation
- 1975-01-15 IT IT47676/75A patent/IT1026338B/en active
- 1975-01-15 DD DD183649A patent/DD116843A5/xx unknown
- 1975-01-15 CA CA217,942A patent/CA1048187A/en not_active Expired
- 1975-01-15 NL NLAANVRAGE7500482,A patent/NL173968C/en not_active IP Right Cessation
- 1975-01-16 SE SE7500454A patent/SE398510B/en unknown
- 1975-01-16 DK DK10575*BA patent/DK10575A/da unknown
- 1975-01-16 CH CH49675A patent/CH597301A5/xx not_active IP Right Cessation
- 1975-01-16 BR BR301/75A patent/BR7500301A/en unknown
- 1975-01-16 ES ES433864A patent/ES433864A1/en not_active Expired
- 1975-01-17 AT AT32475A patent/AT351267B/en not_active IP Right Cessation
- 1975-01-17 FR FR7501527A patent/FR2258421B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CA1048187A (en) | 1979-02-06 |
FR2258421A1 (en) | 1975-08-18 |
NL7500482A (en) | 1975-07-21 |
FR2258421B1 (en) | 1980-11-07 |
BE824398A (en) | 1975-07-15 |
CH597301A5 (en) | 1978-03-31 |
DE2402176C3 (en) | 1981-05-21 |
DE2402176B2 (en) | 1980-07-17 |
ES433864A1 (en) | 1976-11-16 |
AT351267B (en) | 1979-07-10 |
SE7500454L (en) | 1975-07-18 |
NL173968B (en) | 1983-11-01 |
AU7729575A (en) | 1976-07-15 |
DD116843A5 (en) | 1975-12-12 |
JPS579390B2 (en) | 1982-02-20 |
DK10575A (en) | 1975-09-15 |
JPS50102690A (en) | 1975-08-14 |
IT1026338B (en) | 1978-09-20 |
BR7500301A (en) | 1975-11-04 |
NL173968C (en) | 1984-04-02 |
DE2402176A1 (en) | 1975-08-14 |
SE398510B (en) | 1977-12-27 |
GB1491332A (en) | 1977-11-09 |
ATA32475A (en) | 1978-12-15 |
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