JPH0434568B2 - - Google Patents
Info
- Publication number
- JPH0434568B2 JPH0434568B2 JP6587384A JP6587384A JPH0434568B2 JP H0434568 B2 JPH0434568 B2 JP H0434568B2 JP 6587384 A JP6587384 A JP 6587384A JP 6587384 A JP6587384 A JP 6587384A JP H0434568 B2 JPH0434568 B2 JP H0434568B2
- Authority
- JP
- Japan
- Prior art keywords
- tert
- bis
- butyl
- ozamide
- hydroxy
- 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
Links
- 229920000642 polymer Polymers 0.000 claims description 17
- 239000002667 nucleating agent Substances 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 32
- -1 polyethylene Polymers 0.000 description 25
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000011777 magnesium Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229910052749 magnesium Inorganic materials 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002601 oligoester Polymers 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- KJYSXRBJOSZLEL-UHFFFAOYSA-N (2,4-ditert-butylphenyl) 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 KJYSXRBJOSZLEL-UHFFFAOYSA-N 0.000 description 1
- XRCGPZWJUXJKJF-UHFFFAOYSA-N (2-hydroxy-4-octoxyphenyl)-(2-hydroxyphenyl)methanone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1O XRCGPZWJUXJKJF-UHFFFAOYSA-N 0.000 description 1
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
- WBSRIXCTCFFHEF-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl)methyl-ethoxyphosphinic acid Chemical compound CCOP(O)(=O)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 WBSRIXCTCFFHEF-UHFFFAOYSA-N 0.000 description 1
- PIBKGXNSYQOGKL-UHFFFAOYSA-N 1,3,5-tribenzyl-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC=2C=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)C(=O)N1CC1=CC=CC=C1 PIBKGXNSYQOGKL-UHFFFAOYSA-N 0.000 description 1
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
- JDLQSLMTBGPZLW-UHFFFAOYSA-N 1-(1-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC(O)N1C(C)(C)CC(O)CC1(C)C JDLQSLMTBGPZLW-UHFFFAOYSA-N 0.000 description 1
- TUYBEVLJKZQJPO-UHFFFAOYSA-N 19-(3,5-ditert-butyl-4-hydroxyphenyl)heptatriacontan-19-ylphosphonic acid Chemical compound CCCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCCCCC)(P(O)(O)=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 TUYBEVLJKZQJPO-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- GXURZKWLMYOCDX-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.OCC(CO)(CO)CO GXURZKWLMYOCDX-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- WQYFETFRIRDUPJ-UHFFFAOYSA-N 2-[2-hydroxy-5-(2,4,4-trimethylpentan-2-yl)phenyl]sulfanyl-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(SC=2C(=CC=C(C=2)C(C)(C)CC(C)(C)C)O)=C1 WQYFETFRIRDUPJ-UHFFFAOYSA-N 0.000 description 1
- MQRCHVBRBGNZGJ-UHFFFAOYSA-N 2-[3,5-bis[2-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]ethyl]-2,4,6-trioxo-1,3,5-triazinan-1-yl]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCN2C(N(CCOC(=O)CCC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CCOC(=O)CCC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 MQRCHVBRBGNZGJ-UHFFFAOYSA-N 0.000 description 1
- PHXLONCQBNATSL-UHFFFAOYSA-N 2-[[2-hydroxy-5-methyl-3-(1-methylcyclohexyl)phenyl]methyl]-4-methyl-6-(1-methylcyclohexyl)phenol Chemical compound OC=1C(C2(C)CCCCC2)=CC(C)=CC=1CC(C=1O)=CC(C)=CC=1C1(C)CCCCC1 PHXLONCQBNATSL-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- OVFNLCOUYWXMMV-UHFFFAOYSA-N 2-tert-butyl-4-[14-(5-tert-butyl-4-hydroxy-2-methylphenyl)-17,17-di(tridecyl)triacontan-14-yl]-5-methylphenol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCCCCCCCCCCCC)(CCC(CCCCCCCCCCCCC)(CCCCCCCCCCCCC)CCCCCCCCCCCCC)C1=CC(C(C)(C)C)=C(O)C=C1C OVFNLCOUYWXMMV-UHFFFAOYSA-N 0.000 description 1
- ZDRSNHRWLQQICP-UHFFFAOYSA-N 2-tert-butyl-4-[2-(3-tert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=CC=2)C(C)(C)C)=C1 ZDRSNHRWLQQICP-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
- KEYGKBHQZBQADZ-UHFFFAOYSA-N 4-[16,16-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)-14-methyl-15,15-di(tridecyl)nonacosan-14-yl]-2-tert-butyl-5-methylphenol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCCCCCCCCCCCC)(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C(CCCCCCCCCCCCC)(CCCCCCCCCCCCC)C(C)(CCCCCCCCCCCCC)C1=CC(C(C)(C)C)=C(O)C=C1C KEYGKBHQZBQADZ-UHFFFAOYSA-N 0.000 description 1
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- PTEXCCMDUWJFMV-UHFFFAOYSA-N 4-[[4,6-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]-1,3,5-triazin-2-yl]sulfanylmethyl]-2,6-ditert-butylphenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CSC=2N=C(SCC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)N=C(SCC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)N=2)=C1 PTEXCCMDUWJFMV-UHFFFAOYSA-N 0.000 description 1
- 125000006418 4-methylphenylsulfonyl group Chemical group 0.000 description 1
- DBOSBRHMHBENLP-UHFFFAOYSA-N 4-tert-Butylphenyl Salicylate Chemical compound C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC=CC=C1O DBOSBRHMHBENLP-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
- ZBJWTAUCKHHYRM-UHFFFAOYSA-N 5-tert-butyl-2,2,7-trimethyl-3,4-dihydrochromen-6-ol Chemical compound O1C(C)(C)CCC2=C1C=C(C)C(O)=C2C(C)(C)C ZBJWTAUCKHHYRM-UHFFFAOYSA-N 0.000 description 1
- RPQRJHIRYNYOBG-UHFFFAOYSA-N 5-tert-butyl-2,2-dimethyl-3,4-dihydrochromen-6-ol Chemical compound O1C(C)(C)CCC2=C1C=CC(O)=C2C(C)(C)C RPQRJHIRYNYOBG-UHFFFAOYSA-N 0.000 description 1
- BRAKHETZKOTFMD-UHFFFAOYSA-N 6-tert-butyl-2,2,5-trimethyl-4,5-dihydro-3h-chromen-6-ol Chemical compound C1=CC(C(C)(C)C)(O)C(C)C2=C1OC(C)(C)CC2 BRAKHETZKOTFMD-UHFFFAOYSA-N 0.000 description 1
- FREZFKNZKRBBSQ-UHFFFAOYSA-N 7-tert-butyl-2,2,5-trimethyl-3,4-dihydrochromen-6-ol Chemical compound O1C(C)(C)CCC2=C1C=C(C(C)(C)C)C(O)=C2C FREZFKNZKRBBSQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
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Description
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The present invention relates to a nucleating agent for polymers that can provide a crystalline polymer with excellent mechanical properties, oil resistance, heat resistance, and optical properties such as transparency and gloss. Crystalline polymers such as polyethylene and polypropylene have a high degree of crystallinity, so they have high tensile strength, tear strength, impact strength, bending rigidity,
It has excellent mechanical properties such as torsional rigidity, oil resistance, and heat resistance. However, being crystalline means that there are crystalline and amorphous parts inside the polymer, and the difference in refractive index between the two causes the transmitted light to scatter, making the resulting product opaque. The product surface may become wrinkled or uneven due to crystals, causing diffused reflection and deteriorating the surface gloss. Therefore, various proposals have been made to eliminate these drawbacks, and one example is a method of improving transparency by changing molding conditions. Specifically, we perform high-magnification stretching,
There are methods to rapidly cool the molten resin, or to combine both stretching and quenching, but high-magnification stretching limits the shape and precision of the molded product that can be obtained, and the quenching method etc. must be cooled to below room temperature, which causes dew condensation and complicates the equipment, and the resulting molded products have lower crystallinity, resulting in lower mechanical properties and heat resistance.
As another method, an attempt has been made to improve transparency by adding a nucleating agent to the polymer to promote crystallization during crystal solidification of the molten polymer and to reduce the crystal form. The present invention relates to the latter method, that is, to a nucleating agent for polymers represented by the following general formula []. R 1 SO2NHCOCONHSO2R 2 [] (Here, R 1 and R 2 are optionally substituted alkyl groups or aryl groups, and may be the same or different.) The compound represented by the general formula [] is Among the ogizamides, R 1 and R 2 can be () optionally substituted alkyl groups, i.e. methyl, ethyl, propyl, isopropyl,
Butyl, tert-butyl, heptyl, octyl,
An alkyl group having 1 to 20 carbon atoms such as decyl, tridecyl, pentadecyl, and octadecyl, in which a portion of the hydrogen atoms are substituted with an amino group, nitro group, hydroxy group, or halogen such as chlorine, bromine, or fluorine. () an optionally substituted aryl group, such as (a) an optionally substituted phenyl group, i.e., methyl, ethyl, propyl, isopropyl,
Alkyl groups having 1 to 6 carbon atoms such as butyl, isobutyl, tert-butyl, alkoxy groups having 1 to 6 carbon atoms such as methoxy, ethoxy, propoxy, isopropoxy, amino groups, nitro groups, hydroxy groups, chlorine, a phenyl group in which one or more hydrogen atoms constituting the phenyl group may be substituted with a halogen such as bromine or fluorine; An optionally substituted alkyl represented by an amino group, a nitro group, a hydroxy group, an α-naphthyl group, a β-naphthyl group, in which one or more hydrogen atoms constituting the naphthyl group may be substituted with a halogen group or aryl group. R 1 and R 2 are selected from these groups, and may be the same or different. Specifically, such compounds include N,N'-bis(methylsulfonyl)ozamide, N,N'-bis(ethylsulfonyl)
ogizamide, N,N'-bis(propylsulfonyl) ogizamide, N,N'-bis(n-butylsulfonyl) ogizamide, N,N'-bis(t-butylsulfonyl) ogizamide, N,N'-bis(propylsulfonyl) ogizamide, enylsulfonyl)ozamide, N,N'-bis(4-methylphenylsulfonyl)ozamide, N,N'-bis(4-ethylphenylsulfonyl)ozamide, N,N'-bis(4-tert-butylphenyl)ozamide, enylsulfonyl)ozamide, N,
N'-bis(3-methylphenylsulfonyl)ozamide, N,N'-bis(3-tert-butylphenylsulfonyl)ozamide, N,N'-bis(4-methoxyphenylsulfonyl)ozamide,
N,N'-bis(4-ethoxyphenylsulfonyl)ozamide, N,N'-bis(4-propoxyphenylsulfonyl)ozamide, N,N'-
Bis(3-methoxyphenylsulfonyl)ozamide, N,N'-bis(3-ethoxyphenylsulfonyl)ozamide, N,N'-bis(3-propoxyphenylsulfonyl)ozamide, N,
N'-bis(4-chlorophenylsulfonyl)ozamide, N,N'-bis(3-chlorophenylsulfonyl)ozamide, N,N'-bis(3,
4-dichlorophenylsulfonyl)ozamide,
N,N'-bis(3-bromophenylsulfonyl)
ogizamide, N,N'-bis(4-bromophenylsulfonyl) ogizamide, N,N'-bis(3,
4-dibromophenylsulfonyl)ozamide,
N,N'-(3-bromo-4-chlorophenylsulfonyl)ozamide, N-(4-methylphenylsulfonyl)-N'-(4-ethylphenylsulfonyl)ozamide, N-(4-tert-butyl phenylsulfonyl)-N'-(3-ethoxyphenylsulfonyl)ogizamide, N,N'-bis(α-
naphthylsulfonyl)ozamide, N,N'-bis(βnaphthylsulfonyl)ozamide, N,
N'-bis(1-methyl-β-naphthylsulfonyl)ozamide, N,N'-bis(1-ethyl-
β-naphthylsulfonyl)ozamide, N,
N'-bis(1-methoxy-β-naphthylsulfonyl)ozamide, N,N'-bis(1-ethoxy-β-naphthylsulfonyl)ozamide, N,
N'-bis(1-chloro-β-naphthylsulfonyl)ozamide, N,N'-bis(2-chloro-
α-naphthylsulfonyl) ogizamide, among others, N,N'-bis(phenylsulfonyl) ogizamide, N,N'-bis(4-methylphenylsulfonyl) ogizamide,
N,N'-bis(4-methoxyphenylsulfonyl)ozamide, N,N'-bis(4-chlorophenylsulfonyl)ozamide, N,N'-bis(β-naphthylsulfonyl)ozamide as a nucleating agent. Highly effective. To produce the compound of general formula [], a sulfonamide represented by RSO2NH2 and oxalyl chloride (clcococl) are reacted in an organic solvent such as an ether, a nitrile, or an aromatic hydrocarbon. It can be manufactured by The polymer to which the nucleating agent of the present invention can be blended may be any known crystalline polymer, but polyolefin is particularly preferred since it exhibits a remarkable nucleating effect. Examples of polyolefin include ethylene, propylene, 1-butene, 1
-Pentene, 1-hexene, 1-octene, 1-
Decene, 1-dodecene, 1-tetradecene, 1-
Homopolymers of α-olefins such as octadecene, 3-methyl-1-butene, 3-methyl-1-pentene, 4-methyl-1-pentene, copolymers of two or more comonomers, and even α-olefins. Copolymers of olefins and other copolymerizable monomers, such as styrene, acrylonitrile, vinyl chloride, vinyl acetate, acrylic esters, methacrylic esters, etc., or copolymers of the above or other thermoplastic resins. Any polyolefins such as blends, block copolymers, and graft copolymers may be used. The proportion of the nucleating agent added to the polymer is not particularly limited, but in order to fully exhibit its effect, not impair the excellent properties of the polymer itself, and maintain economic advantage. is generally 0.001 to 5 parts by weight per 100 parts by weight of polymer, especially
A range of 0.05 to 2 parts by weight is preferred. A well-known method can be used to mix the nucleating agent and the polymer. For example, the two may be mixed using a ribbon blender, tumbler blender, Henschel mixer, etc., or after mixing, the nucleating agent and the polymer may be mixed using an extruder, Banbury mixer, etc.
Melt and mix using a mixer, two-roll, etc., or dissolve it in a hydrocarbon or aromatic solvent and mix it into a polymer solution, and then use a single-screw extruder, vented extruder, two-screw extruder, three-screw extruder, Extrusion molding, injection molding, and blow molding using conical twin-screw extruders, co-kneaders, plateifiers, mixtruders, twin-screw conical screw extruders, planetary screw extruders, gear-type extruders, screwless extruders, etc. Performs molding, etc. The nucleating agent of the present invention may be used in combination with various other known compounding agents. Examples of such compounding agents include phenolic or sulfur antioxidants. As a phenolic antioxidant,
For example, 2,6-di-tert-butyl-p-cresol, stearyl (3,3-dimethyl-4-hydroxybenzyl) thioglycolate, stearyl-β-(4-hydroxy-3,5-di-tert-butyl phenol) propionate, distearyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, 2,4,6-tris(3',
5'-di-tert-butyl-4'-hydroxybenzylthio)-1,3,5-triazine, distearyl (4-hydroxy-3-methyl-5-tert-butylbenzyl) malonate, 2,2'- methylenebis(4-methyl-6-tert-butylphenol),
4,4'-methylenebis(2,6-di-tert-butylphenol), 2,2'-methylenebis[6-(1
-methylcyclohexyl)p-cresol], bis[3,5-bis(4-hydroxy-3-tert-
butylphenyl) butylic acid] glycol ester, 4,4'-butylidene bis[6-tert-
butyl-m-cresol), 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane, bis[2-tert-butyl-
4-methyl-6-(2-hydroxy-3-tert-
Butyl-5-methylbenzyl)phenyl] terephthalate, 1,3,5-tris(2,6-dimethyl-3-hydroxy-4-tert-butyl)benzyl isocyanurate, 1,3,5-tris(3,
5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, tetrakis [methylene-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]
Methane, 1,3,5-tris [3,5-di-tert
-butyl-4-hydroxybenzyl)isocyanurate, 1,3,5-tris[(3,5-di-
tert-butyl-4-hydroxyphenyl)propionyloxyethyl]isocyanurate, 2-octylthio-4,6-di(4-hydroxy-3,
Phenols such as 5-tert-butyl)phenoxy-1,3,5-triazine, 4,4'-thiobis(6-tert-butyl-m-cresol), and 4,
Polyhydric phenol carbonate oligoesters such as 4'-butylidene bis(2-tert-butyl-5-methylphenol) carbonate oligoesters (for example, polymerization degree of 2, 3, 4, 5, 6, 7, 8, 9, 10, etc.) Examples include esters. Examples of sulfur-based antioxidants include dialkylthiodipropionates such as dilauryl, dimyristyl, and distearyl; and polyhydric alcohols of alkylthiopropionic acids such as butyl, octyl, lauryl, and stearyl (e.g., glycerin, trimethylolethane, trimethylolpropane, and pentyl). Erythritol, trishydroxyethyl isocyanurate) (eg pentaerythritote tetralauryl thiopropionate). Alternatively, phosphorus-containing compounds may be used in combination, such as trioctyl phosphite, trilauryl phosphite, tridecyl phosphite, octyl-diphenyl phosphite, tris(2,4-
di-tert-butylphenyl) phosphite, triphenyl phosphite, tris(butoxyethyl) phosphite, tris(nonylphenyl) phosphite, distearylpentaerythritol diphosphite, tetra(tridecyl)-1,1,
3-tris(2-methyl-5-tert-butyl-4
-hydroxyphenyl)butane diphosphite,
Tetra( C12 - C15 mixed alkyl)-4,4'-isopropylidene diphenyl diphosphite, Tetra(tridecyl)-4,4'-butylidenebis(3-methyl-6-tert-butylphenol) diphosphite, Tris (3,5-di-tert-butyl-4-
hydroxyphenyl) phosphite, tris(mono-dimixed nonylphenyl) phosphite, hydrogenated-4,4'-isopropylidene diphenol polyphosphite, bis(octylphenyl) bis[4,4'-butylidene bis(3- Methyl-6-tert
-butylphenol)]ã»1,6-hexanediol diphosphite, phenylã»4,4â²-isopropylidene diphenolã»pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, tris[4,4'-isopropylidene bis(2
-tert-butylphenol)] phosphite, phenyl diisodecyl phosphite, di(nonylphenyl) pentaerythritol diphosphite, tris(1,3-di-stearoyloxyisopropyl) phosphite, 4,4'-isopropylidene bis(2- tert-butylphenol). Di(nonylphenyl)phosphite, 9,10-di-
Hydro-9-oxa-10-phosphenanthrene-
10-Ogizamide, tetrakis (2,4-di-tert
-butylphenyl)-4,4'-biphenylene diphosphonite and the like. Also, 6-hydroxychroman derivatives such as various tocopherols α, β, γ, Ύ and mixtures thereof, 2-(4-methyl-pent-3-enyl)
2,5-dimethyl substituted product, 2,5,8-trimethyl substituted product, 2,5, -6-hydroxychroman
7,8-tetramethyl substituted product, 2,2,7-trimethyl-5-tert-butyl-6-hydroxychroman, 2,2,5-trimethyl-7-tert-butyl-6-hydroxychroman, 2,2 , 5-trimethyl-6-tert-butyl-6-hydroxychroman, 2,2-dimethyl-5-tert-butyl-6
-Hydroxychroman, etc., or the general formula MxAly(OH)2X+3y-2z(A)zã»aH2O (where M is Mg, Ca or Zn, A is an anion other than a hydroxyl group, x, y and z are positive numbers, (a represents 0 or a positive number), such as Mg 6 Al 2 (OH) 16 CO 3ã»4H 2 O, Mg 8 Al 2 (OH) 20 CO 3ã»5H 2 O, Mg 5 Al 2 (OH) 14 CO 3ã»4H 2 O, Mg 10 Al 2 (OH) 22 (CO 3 ) 2ã»4H 2 O, Mg 6 Al 2 (OH) 16 HPO 4ã»4H 2 O, Ca 6 Al 2 (OH) ) 16 CO 3ã»4H 2 O, Zn 6 Al 2 (OH) 16 CO 3ã»4H 2 O, Zn 6 Al 2 (OH) 16 SO 4ã»4H 2 O, Mg 6 Al 2 (OH) 16 SO 4ã»4H 2 O, Mg 6 Al 2 (OH) 12 CO 3.3H 2 O, etc. may be used in combination. In addition, a light stabilizer may be used in combination, for example, 2-
Hydroxy-4-methoxybenzophenone, 2-
Hydroxybenzophenones such as hydroxy-4-n-octoxybenzophenone, 2,2'-di-hydroxy-4-n-octoxybenzophenone, 2,4-dihydroxybenzophenone, 2
-(2'-hydroxy-3'-tert-butyl-5'-methylphenyl)-5-chlorobenzotriazole,
2-(2'-hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole, 2
-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(2'-hydroxy-3',5'-
Benzotriazoles such as di-tert-aminophenyl) benzotriazole, phenyl salicylate, p-tert-butylphenyl salicylate,
2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate,
hexadecyl-3,5-di-tert-butyl-4-
Benzoates such as hydroxybenzoate,
2,2'-thiobis(4-tert-octylphenol) Ni salt, [2,2'-thiobis(4-tert-octylphenolate)]-n-butylamine Ni,
Nickel compounds such as (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonic acid monoethyl ester Ni salt, methyl α-cyano-β-methyl-β-(p-methoxyphenyl) acrylate, etc. substituted acrylonitrilic acid and oxalic acid dianilides such as N-2-ethylphenyl-N'-2-ethoxy-5-tert-phenyl oxalic acid diamide, N-2-ethylphenyl-N'-2-ethoxyphenyl oxalic acid diamide, Bis (2, 2,
6,6-tetramethyl-4-piperidine) sebaciate, poly[{6-(1,3,3-tetramethylbutyl)imino}-1,3,5-triazine-2,
4-diyl {4-(2,2,6,6-tetramethylpiperidyl)imino}hexamethylene], 2-
Examples include hindered amine compounds such as a condensate of (4-hydroxy-2,2,6,6-tetramethyl-1-piperidyl)ethanol and dimethyl succinate. A lubricant may be used in combination to improve moldability, such as aliphatic hydrocarbons such as paraffin wax, polyethylene wax, and polypropylene wax, capric acid, lauric acid, myristic acid, palmitic acid, and margarine. acids, higher fatty acids such as stearic acid, arachidic acid, behenic acid or their metal salts, i.e. lithium salts, calcium salts, sodium salts, magnesium salts, potassium salts etc., fats such as palmityl alcohol, cetyl alcohol, stearyl alcohol group alcohols, caproic acid amide, caprylic acid amide, capric acid amide, lauric acid amide, myristic acid amide, balmicylic acid amide,
Examples include aliphatic amides such as stearic acid amide, esters of aliphatic and alcohol, fluorine compounds such as fluoroalkylcarboxylic acid or its metal salt, and fluoroalkylsulfonic acid metal salt. Other known nucleating agents, antistatic agents, plasticizers, slipping agents, antiblocking agents, flame retardants, inorganic or organic fillers, pigments,
Compounds that are commonly blended, such as dyes, can also be used in combination. The content of the present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples, and can take any form as long as it does not impair its purpose. Examples 1 to 6 and Comparative Example 1 Melt flow rate 2.10g/10min (ASTM D
1238, E), density 0.920g/ cm3 (ASTM D
0.3 parts by weight of the compounds shown in Table 1 were added to 100 parts by weight of the ethylene/4-methyl-1-pentene copolymer (1505), and the mixture was melt-mixed using an extruder and pelletized. The pellets were press-molded into a sheet with a thickness of 1 mm at 200°C, and the following tests were conducted. The results are shown in Table 1. Crystallization temperature (TC): Differential scanning calorimeter (DSC)
Temperature showing the exothermic peak determined from the exothermic curve at a cooling rate of 10°C/min. Haze: ASTM D 1003-52 Rigidity: ASTM D 1043-72
ãè¡šããtableã
ãè¡šã
å®æœäŸïŒã14åã³æ¯èŒäŸ ïŒ
ã¡ã«ããããŒã¬ãŒã1.2ïœïŒ10minïŒASTM 
1238ãïŒãå¯åºŠ0.91ïœïŒcm3ã®ããªãããã¬ã³
ïŒäžäºç³æ²¹ååŠããªãã
J300ïŒ100éééšã«ç¬¬ïŒ
è¡šã«ç€ºãååç©ã0.3éééšé
åããå®æœäŸïŒãš
åæ§ã®è©Šéšãè¡ã€ããçµæã第ïŒè¡šã«ç€ºãã[Table] Examples 7 to 14 and Comparative Example 2 Melt flow rate 1.2g/10min (ASTM D
1238, L), 100 parts by weight of polypropylene (Mitsui Petrochemical Polypropylene J300) with a density of 0.91 g/cm 3
The same test as in Example 1 was conducted using 0.3 parts by weight of the compounds shown in the table. The results are shown in Table 2.
ãè¡šã
å®æœäŸ15ã18åã³æ¯èŒäŸ ïŒ
ããããã也ç¥ããããªãšãã¬ã³ãã¬ãã¿ã¬ãŒ
ãïŒäžäºPETæš¹èãJ155ãäžäºãããïŒæ ªïŒè£œïŒ
ã«å¯Ÿãã第ïŒè¡šã«ç€ºãååç©ãïŒéééšé
åãã
æŒåºæž©åºŠ285âã§é ç²ããããã®ãã¬ãããã
DSCãçšããŠçµæ¶å床ïŒTCïŒã枬å®ããããŸ
ãã次ã«ç€ºãæ¹æ³ã«ããè©Šæã®50ééïŒ
ãçµæ¶å
ãããŸã§ã®æéïŒt1ïŒïŒïŒã枬å®ãããçµæã第
ïŒè¡šã«ç€ºãã
1/2çµæ¶åæéïŒt1ïŒïŒïŒïŒè±åå
æ³çµæ¶åé床
枬å®è£
眮ïŒã³ã¿ã補äœæã¢ãã«MKâ701ïŒã䜿
çšããè©Šæã280âã§ïŒåéå ç±æº¶èããéæž©é
床500âïŒminã§110âãšãŸã§éäžããã該枩床ã§
çµæ¶åãããè©Šæã®50ééïŒ
ãçµæ¶åãããŸã§ã®
æéã枬å®ããã[Table] Examples 15 to 18 and Comparative Example 3 Pre-dried polyethylene terephthalate (Mitsui PET Resin, J155, manufactured by Mitsui PET Co., Ltd.)
1 part by weight of the compound shown in Table 3 was added to
Granulation was carried out at an extrusion temperature of 285°C. From this pellet
Crystallinity (TC) was measured using DSC. In addition, the time (t1/2) until 50% by weight of the sample crystallized was measured by the method shown below. The results are shown in Table 3. 1/2 crystallization time (t1/2): Using a depolarization method crystallization rate measuring device (Kotaki Seisakusho model MK-701), melt the sample by heating at 280â for 5 minutes, and cool down at a cooling rate of 500â/min. The temperature is lowered to 110°C, crystallized at this temperature, and the time until 50% by weight of the sample crystallizes is measured.
Claims (1)
ãªããŒçšé æ žå€ã R1SO2NHCOCONHSO2R2 ãã ïŒããã§R1ïŒR2ã¯çœ®æããŠããŠãããã¢ã«ã
ã«åºãŸãã¯ã¢ãªãŒã«åºã§ãã€ãŠãååäžãŸãã¯ç°
ãªã€ãŠããŠããããïŒ ïŒ R1ããã³R2ã眮æããŠããŠãããã¢ãªãŒã«
åºã§ããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®ããªããŒçš
é æ žå€ã[Claims] 1. A nucleating agent for polymers, characterized by being represented by the general formula []. R 1 SO2NHCOCONHSO2R 2 [] (Here, R 1 and R 2 are optionally substituted alkyl groups or aryl groups, and may be the same or different.) 2 R 1 and R 2 are substituted The nucleating agent for polymers according to claim 1, which is an optionally aryl group.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6587384A JPS60210636A (en) | 1984-04-04 | 1984-04-04 | Nucleating agent for polymer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6587384A JPS60210636A (en) | 1984-04-04 | 1984-04-04 | Nucleating agent for polymer |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60210636A JPS60210636A (en) | 1985-10-23 |
JPH0434568B2 true JPH0434568B2 (en) | 1992-06-08 |
Family
ID=13299527
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6587384A Granted JPS60210636A (en) | 1984-04-04 | 1984-04-04 | Nucleating agent for polymer |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60210636A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002031213A (en) * | 2000-07-13 | 2002-01-31 | Starlite Co Ltd | Synthetic resin-made gear |
EP2077298B1 (en) | 2006-09-28 | 2014-09-24 | Adeka Corporation | Polyester resin composition |
WO2012073904A1 (en) * | 2010-12-02 | 2012-06-07 | æ ªåŒäŒç€ŸAdeka | Polyester resin composition and molded body of same |
-
1984
- 1984-04-04 JP JP6587384A patent/JPS60210636A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS60210636A (en) | 1985-10-23 |
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