KR100351386B1 - 초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 - Google Patents
초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 Download PDFInfo
- Publication number
- KR100351386B1 KR100351386B1 KR1020000021615A KR20000021615A KR100351386B1 KR 100351386 B1 KR100351386 B1 KR 100351386B1 KR 1020000021615 A KR1020000021615 A KR 1020000021615A KR 20000021615 A KR20000021615 A KR 20000021615A KR 100351386 B1 KR100351386 B1 KR 100351386B1
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- catalyst
- hydroxy
- molecular weight
- boron
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 113
- 239000004699 Ultra-high molecular weight polyethylene Substances 0.000 title claims abstract description 37
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title description 16
- -1 ester compound Chemical class 0.000 claims abstract description 87
- 239000010936 titanium Substances 0.000 claims abstract description 66
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 42
- 150000002681 magnesium compounds Chemical class 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 150000003609 titanium compounds Chemical class 0.000 claims abstract description 21
- 150000003377 silicon compounds Chemical class 0.000 claims abstract description 19
- 239000007787 solid Substances 0.000 claims abstract description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 claims abstract description 14
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001639 boron compounds Chemical class 0.000 claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims description 38
- 238000006116 polymerization reaction Methods 0.000 claims description 38
- 239000011777 magnesium Substances 0.000 claims description 23
- 229910052749 magnesium Inorganic materials 0.000 claims description 23
- 150000002430 hydrocarbons Chemical class 0.000 claims description 22
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 150000002902 organometallic compounds Chemical class 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- MYWQGROTKMBNKN-UHFFFAOYSA-N tributoxyalumane Chemical compound [Al+3].CCCC[O-].CCCC[O-].CCCC[O-] MYWQGROTKMBNKN-UHFFFAOYSA-N 0.000 claims description 9
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 7
- 239000005977 Ethylene Substances 0.000 claims description 7
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 7
- 239000004698 Polyethylene Substances 0.000 claims description 7
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 7
- 150000004820 halides Chemical class 0.000 claims description 7
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims description 6
- 229910052796 boron Inorganic materials 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 229920000573 polyethylene Polymers 0.000 claims description 6
- 239000005049 silicon tetrachloride Substances 0.000 claims description 6
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 5
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 claims description 5
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 claims description 5
- DNUPYEDSAQDUSO-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl benzoate Chemical compound OCCOCCOC(=O)C1=CC=CC=C1 DNUPYEDSAQDUSO-UHFFFAOYSA-N 0.000 claims description 4
- LSWRBVSEWBWTDR-UHFFFAOYSA-N 2-hydroxyethyl benzoate Chemical compound OCCOC(=O)C1=CC=CC=C1 LSWRBVSEWBWTDR-UHFFFAOYSA-N 0.000 claims description 4
- LVYLCBNXHHHPSB-UHFFFAOYSA-N 2-hydroxyethyl salicylate Chemical compound OCCOC(=O)C1=CC=CC=C1O LVYLCBNXHHHPSB-UHFFFAOYSA-N 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 claims description 4
- BYLOHCRAPOSXLY-UHFFFAOYSA-N dichloro(diethyl)silane Chemical compound CC[Si](Cl)(Cl)CC BYLOHCRAPOSXLY-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 4
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002002 slurry Substances 0.000 claims description 4
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- JPUHCPXFQIXLMW-UHFFFAOYSA-N aluminium triethoxide Chemical compound CCO[Al](OCC)OCC JPUHCPXFQIXLMW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 238000012685 gas phase polymerization Methods 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 3
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 claims description 3
- 239000004711 α-olefin Substances 0.000 claims description 3
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 2
- WBPAQKQBUKYCJS-UHFFFAOYSA-N 2-methylpropyl 2-hydroxypropanoate Chemical compound CC(C)COC(=O)C(C)O WBPAQKQBUKYCJS-UHFFFAOYSA-N 0.000 claims description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 2
- NJESAXZANHETJV-UHFFFAOYSA-N 4-methylsalicylic acid Chemical compound CC1=CC=C(C(O)=O)C(O)=C1 NJESAXZANHETJV-UHFFFAOYSA-N 0.000 claims description 2
- KGYXYKHTHJPEBX-UHFFFAOYSA-N 5-ethoxy-3-ethoxycarbonyl-3-hydroxy-5-oxopentanoic acid Chemical compound CCOC(=O)CC(O)(CC(O)=O)C(=O)OCC KGYXYKHTHJPEBX-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- YSAVZVORKRDODB-UHFFFAOYSA-N Diethyl tartrate Chemical compound CCOC(=O)C(O)C(O)C(=O)OCC YSAVZVORKRDODB-UHFFFAOYSA-N 0.000 claims description 2
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- CLJRHWKKIIXJAE-UHFFFAOYSA-L [B++]c1ccccc1.[O-]c1ccccc1.[O-]c1ccccc1 Chemical compound [B++]c1ccccc1.[O-]c1ccccc1.[O-]c1ccccc1 CLJRHWKKIIXJAE-UHFFFAOYSA-L 0.000 claims description 2
- TWAWWHJAJPBWRI-UHFFFAOYSA-N [O-]CC.C(C)[B+]CC Chemical compound [O-]CC.C(C)[B+]CC TWAWWHJAJPBWRI-UHFFFAOYSA-N 0.000 claims description 2
- YWJIZGNTGLRZDE-UHFFFAOYSA-N [O-]CC.C(CCC)[B+]CCCC Chemical compound [O-]CC.C(CCC)[B+]CCCC YWJIZGNTGLRZDE-UHFFFAOYSA-N 0.000 claims description 2
- URCMEJLHDQMYPR-UHFFFAOYSA-M [O-]c1ccccc1.[B+](c1ccccc1)c1ccccc1 Chemical compound [O-]c1ccccc1.[B+](c1ccccc1)c1ccccc1 URCMEJLHDQMYPR-UHFFFAOYSA-M 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000004791 alkyl magnesium halides Chemical class 0.000 claims description 2
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 claims description 2
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 2
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 claims description 2
- RXJCTJLNDGRGJJ-UHFFFAOYSA-N bromo(diethoxy)borane Chemical compound CCOB(Br)OCC RXJCTJLNDGRGJJ-UHFFFAOYSA-N 0.000 claims description 2
- SEANWWIVRHMMMF-UHFFFAOYSA-N butoxy(dichloro)borane Chemical compound CCCCOB(Cl)Cl SEANWWIVRHMMMF-UHFFFAOYSA-N 0.000 claims description 2
- XGZGKDQVCBHSGI-UHFFFAOYSA-N butyl(triethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OCC XGZGKDQVCBHSGI-UHFFFAOYSA-N 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- IHVSPFVPBRVZAB-UHFFFAOYSA-N chloro-ethoxy-ethylborane Chemical compound CCOB(Cl)CC IHVSPFVPBRVZAB-UHFFFAOYSA-N 0.000 claims description 2
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 claims description 2
- 125000002704 decyl group Chemical group [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])* 0.000 claims description 2
- INQVIRRTCJMMLP-UHFFFAOYSA-N dibromo(ethoxy)borane Chemical compound CCOB(Br)Br INQVIRRTCJMMLP-UHFFFAOYSA-N 0.000 claims description 2
- PCYQQSKDZQTOQG-NXEZZACHSA-N dibutyl (2r,3r)-2,3-dihydroxybutanedioate Chemical compound CCCCOC(=O)[C@H](O)[C@@H](O)C(=O)OCCCC PCYQQSKDZQTOQG-NXEZZACHSA-N 0.000 claims description 2
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 claims description 2
- CEUSKTVXHGPJDP-UHFFFAOYSA-N dichloro(ethoxy)borane Chemical compound CCOB(Cl)Cl CEUSKTVXHGPJDP-UHFFFAOYSA-N 0.000 claims description 2
- UPEQIHKDLPPPKT-UHFFFAOYSA-N dichloro(phenoxy)borane Chemical compound ClB(Cl)OC1=CC=CC=C1 UPEQIHKDLPPPKT-UHFFFAOYSA-N 0.000 claims description 2
- GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 claims description 2
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical class Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 claims description 2
- ZZNQQQWFKKTOSD-UHFFFAOYSA-N diethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCC)(OCC)C1=CC=CC=C1 ZZNQQQWFKKTOSD-UHFFFAOYSA-N 0.000 claims description 2
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 claims description 2
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 claims description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 claims description 2
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims description 2
- HRHHBUOORHRASE-UHFFFAOYSA-N diphenoxyboron Chemical compound C=1C=CC=CC=1O[B]OC1=CC=CC=C1 HRHHBUOORHRASE-UHFFFAOYSA-N 0.000 claims description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 2
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 2
- MRYSSTRVUMCKKB-UHFFFAOYSA-N ethyl 2-hydroxyhexanoate Chemical compound CCCCC(O)C(=O)OCC MRYSSTRVUMCKKB-UHFFFAOYSA-N 0.000 claims description 2
- MWSMNBYIEBRXAL-UHFFFAOYSA-N ethyl 3-hydroxybenzoate Chemical compound CCOC(=O)C1=CC=CC(O)=C1 MWSMNBYIEBRXAL-UHFFFAOYSA-N 0.000 claims description 2
- HYXRUZUPCFVWAH-UHFFFAOYSA-N ethyl 6-hydroxyhexanoate Chemical compound CCOC(=O)CCCCCO HYXRUZUPCFVWAH-UHFFFAOYSA-N 0.000 claims description 2
- SAXHIDRUJXPDOD-UHFFFAOYSA-N ethyl hydroxy(phenyl)acetate Chemical compound CCOC(=O)C(O)C1=CC=CC=C1 SAXHIDRUJXPDOD-UHFFFAOYSA-N 0.000 claims description 2
- 229940116333 ethyl lactate Drugs 0.000 claims description 2
- 229940005667 ethyl salicylate Drugs 0.000 claims description 2
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 claims description 2
- MYEJNNDSIXAGNK-UHFFFAOYSA-N ethyl-tri(propan-2-yloxy)silane Chemical compound CC(C)O[Si](CC)(OC(C)C)OC(C)C MYEJNNDSIXAGNK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 150000004678 hydrides Chemical group 0.000 claims description 2
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 claims description 2
- 229910001623 magnesium bromide Inorganic materials 0.000 claims description 2
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 claims description 2
- 229910001635 magnesium fluoride Inorganic materials 0.000 claims description 2
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 claims description 2
- 229910001641 magnesium iodide Inorganic materials 0.000 claims description 2
- ATCCIZURPPEVIZ-UHFFFAOYSA-N methyl 3-hydroxy-2-methylpropanoate Chemical compound COC(=O)C(C)CO ATCCIZURPPEVIZ-UHFFFAOYSA-N 0.000 claims description 2
- VBWFYEFYHJRJER-UHFFFAOYSA-N methyl 4-(hydroxymethyl)benzoate Chemical compound COC(=O)C1=CC=C(CO)C=C1 VBWFYEFYHJRJER-UHFFFAOYSA-N 0.000 claims description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- 239000005055 methyl trichlorosilane Substances 0.000 claims description 2
- PFAUUICEGIRNHU-UHFFFAOYSA-N methyl(phenylmethoxy)silicon Chemical compound C[Si]OCC1=CC=CC=C1 PFAUUICEGIRNHU-UHFFFAOYSA-N 0.000 claims description 2
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 claims description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229960000969 phenyl salicylate Drugs 0.000 claims description 2
- 239000005054 phenyltrichlorosilane Substances 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- 229960003415 propylparaben Drugs 0.000 claims description 2
- 229940095064 tartrate Drugs 0.000 claims description 2
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 claims description 2
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 claims description 2
- SGCFZHOZKKQIBU-UHFFFAOYSA-N tributoxy(ethenyl)silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)C=C SGCFZHOZKKQIBU-UHFFFAOYSA-N 0.000 claims description 2
- ZOYFEXPFPVDYIS-UHFFFAOYSA-N trichloro(ethyl)silane Chemical compound CC[Si](Cl)(Cl)Cl ZOYFEXPFPVDYIS-UHFFFAOYSA-N 0.000 claims description 2
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 claims description 2
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical class Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 claims description 2
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 claims description 2
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 claims description 2
- 239000001069 triethyl citrate Substances 0.000 claims description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000013769 triethyl citrate Nutrition 0.000 claims description 2
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 claims description 2
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 claims description 2
- 239000005051 trimethylchlorosilane Substances 0.000 claims description 2
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 235000001055 magnesium Nutrition 0.000 claims 6
- OMSUIQOIVADKIM-UHFFFAOYSA-N ethyl 3-hydroxybutyrate Chemical compound CCOC(=O)CC(C)O OMSUIQOIVADKIM-UHFFFAOYSA-N 0.000 claims 2
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims 1
- 241000720950 Gluta Species 0.000 claims 1
- LDLDJEAVRNAEBW-UHFFFAOYSA-N Methyl 3-hydroxybutyrate Chemical compound COC(=O)CC(C)O LDLDJEAVRNAEBW-UHFFFAOYSA-N 0.000 claims 1
- WIOHBOKEUIHYIC-UHFFFAOYSA-N diethyl 2,2-bis(hydroxymethyl)propanedioate Chemical compound CCOC(=O)C(CO)(CO)C(=O)OCC WIOHBOKEUIHYIC-UHFFFAOYSA-N 0.000 claims 1
- 239000004816 latex Substances 0.000 claims 1
- 229920000126 latex Polymers 0.000 claims 1
- 229930014626 natural product Natural products 0.000 claims 1
- KIWATKANDHUUOB-UHFFFAOYSA-N propan-2-yl 2-hydroxypropanoate Chemical compound CC(C)OC(=O)C(C)O KIWATKANDHUUOB-UHFFFAOYSA-N 0.000 claims 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 39
- 229920000642 polymer Polymers 0.000 abstract description 28
- 238000009826 distribution Methods 0.000 abstract description 16
- 239000010419 fine particle Substances 0.000 abstract description 8
- 230000003197 catalytic effect Effects 0.000 abstract description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 9
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 235000011147 magnesium chloride Nutrition 0.000 description 5
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- 239000011949 solid catalyst Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 229920006158 high molecular weight polymer Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- SQOOCOWOFKBMOB-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl benzoate Chemical compound OCCOCCOCCOC(=O)C1=CC=CC=C1 SQOOCOWOFKBMOB-UHFFFAOYSA-N 0.000 description 1
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- ITRVINFUWRYGKJ-UHFFFAOYSA-N [O-]CCCC.[O-]CCCC.C(CCC)[B+2] Chemical compound [O-]CCCC.[O-]CCCC.C(CCC)[B+2] ITRVINFUWRYGKJ-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N carbon tetrachloride Substances ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- LWDVSPMGNLWXKP-UHFFFAOYSA-N chloro(diethoxy)borane Chemical class CCOB(Cl)OCC LWDVSPMGNLWXKP-UHFFFAOYSA-N 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- OLLQYIBTJXUEEX-UHFFFAOYSA-N diethyl 3-hydroxypentanedioate Chemical compound CCOC(=O)CC(O)CC(=O)OCC OLLQYIBTJXUEEX-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 230000006353 environmental stress Effects 0.000 description 1
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- NJBNJRILTKLNQZ-UHFFFAOYSA-N propyl 4-hydroxybenzoate Chemical compound CCCOC(=O)C1=CC=C(O)C=C1.CCCOC(=O)C1=CC=C(O)C=C1 NJBNJRILTKLNQZ-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/16—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of silicon, germanium, tin, lead, titanium, zirconium or hafnium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/02—Ethene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Catalysts (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020000021615A KR100351386B1 (ko) | 2000-04-24 | 2000-04-24 | 초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 |
| CNB008195633A CN1189486C (zh) | 2000-04-24 | 2000-12-28 | 用于制备超高分子量聚乙烯的催化剂和利用其制备超高分子量聚乙烯的方法 |
| DE60031719T DE60031719T2 (de) | 2000-04-24 | 2000-12-28 | Katalysator zur herstellung von ultrahochmolekularem polyethylen und verfahren zur herstellung von ultrahochmolekularem polyethylen mit hilfe dieses katalysators |
| AT00986045T ATE344282T1 (de) | 2000-04-24 | 2000-12-28 | Katalysator zur herstellung von ultrahochmolekularem polyethylen und verfahren zur herstellung von ultrahochmolekularem polyethylen mit hilfe dieses katalysators |
| EP00986045A EP1276776B1 (en) | 2000-04-24 | 2000-12-28 | Catalyst for producing an ultra high molecular weight polyethylene and method for producing an ultra high molecular weight polyethylene using the same |
| PCT/KR2000/001544 WO2001081432A1 (en) | 2000-04-24 | 2000-12-28 | Catalyst for producing an ultra high molecular weight polyethylene and method for producing an ultra high molecular weight polyethylene using the same |
| JP2001578518A JP3699934B2 (ja) | 2000-04-24 | 2000-12-28 | 超高分子量ポリエチレン製造用触媒及びこれを利用した超高分子量ポリエチレン製造方法 |
| RU2002131459/04A RU2243237C2 (ru) | 2000-04-24 | 2000-12-28 | Катализатор для получения полиэтилена сверхвысокой молекулярной массы и способ получения полиэтилена сверхвысокой молекулярной массы |
| US09/801,198 US6559249B2 (en) | 2000-04-24 | 2001-03-06 | Catalyst for producing an ultrahigh molecular weight polyethylene (UHWMP) and method for producing an UHWMP using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020000021615A KR100351386B1 (ko) | 2000-04-24 | 2000-04-24 | 초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20010097493A KR20010097493A (ko) | 2001-11-08 |
| KR100351386B1 true KR100351386B1 (ko) | 2002-09-05 |
Family
ID=19666485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020000021615A Expired - Lifetime KR100351386B1 (ko) | 2000-04-24 | 2000-04-24 | 초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6559249B2 (enExample) |
| EP (1) | EP1276776B1 (enExample) |
| JP (1) | JP3699934B2 (enExample) |
| KR (1) | KR100351386B1 (enExample) |
| CN (1) | CN1189486C (enExample) |
| AT (1) | ATE344282T1 (enExample) |
| DE (1) | DE60031719T2 (enExample) |
| RU (1) | RU2243237C2 (enExample) |
| WO (1) | WO2001081432A1 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101144513B1 (ko) * | 2007-01-04 | 2012-05-11 | 주식회사 엘지화학 | 초고분자량 폴리에틸렌 중합용 촉매, 이의 제조방법 및이를 이용한 초고분자량 폴리에틸렌 중합 방법 |
| KR101305620B1 (ko) | 2011-03-08 | 2013-09-09 | 대한유화공업 주식회사 | 고강도 폴리에틸렌 수지와 그 제조 방법 및 상기 수지를 이용한 폴리에틸렌 섬유 |
| KR20200061585A (ko) * | 2018-11-26 | 2020-06-03 | 롯데케미칼 주식회사 | 입경이 작은 폴리에틸렌 중합용 촉매의 제조방법 |
| KR20230111499A (ko) * | 2022-01-18 | 2023-07-25 | 한화토탈에너지스 주식회사 | 초고분자량 폴리에틸렌의 중합 방법 및 그 촉매의 제조방법 |
Families Citing this family (68)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100524293B1 (ko) | 1999-05-27 | 2005-10-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| KR100546499B1 (ko) * | 1999-05-27 | 2006-01-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| CA2388704C (en) | 1999-10-23 | 2005-05-17 | Samsung General Chemicals Co., Ltd. | An improved catalyst for homo- and co-polymerization of olefin |
| KR100359932B1 (ko) * | 2000-06-15 | 2002-11-07 | 삼성종합화학주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| KR100389477B1 (ko) | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합체 및 공중합체 제조방법 |
| KR100389475B1 (ko) | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 |
| KR100389476B1 (ko) | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합체 및 공중합체 제조방법 |
| KR100389962B1 (ko) | 2000-11-10 | 2003-07-02 | 삼성종합화학주식회사 | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 |
| KR100421551B1 (ko) | 2000-12-16 | 2004-03-09 | 삼성아토피나주식회사 | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 |
| JP3921448B2 (ja) | 2000-12-22 | 2007-05-30 | サムソン ジェネラル ケミカルズ カンパニー リミテッド | 難燃性ポリプロピレン樹脂組成物 |
| WO2002051882A1 (en) | 2000-12-22 | 2002-07-04 | Samsung General Chemicals Co., Ltd. | Chelate catalyst for olefin polymerization and olefin polymerization method using the same |
| KR20020096590A (ko) * | 2001-06-21 | 2002-12-31 | 삼성종합화학주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| KR100496776B1 (ko) | 2001-06-21 | 2005-06-22 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| KR100530794B1 (ko) | 2001-06-21 | 2005-11-23 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
| KR100530795B1 (ko) | 2001-12-26 | 2005-11-23 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합 방법 |
| KR100543429B1 (ko) * | 2002-12-11 | 2006-01-20 | 삼성토탈 주식회사 | 초고분자량 폴리에틸렌 중합용 촉매 및 이를 이용한초고분자량 폴리에틸렌의 제조방법 |
| CN1301273C (zh) * | 2004-05-13 | 2007-02-21 | 于勇 | 超高分子量聚乙烯的制备方法及其后处理工艺 |
| DE602005017489D1 (de) * | 2004-06-16 | 2009-12-17 | Basell Poliolefine Srl | Komponenten und katalysatoren zur olefinpolymerisation |
| US7153803B2 (en) * | 2004-06-28 | 2006-12-26 | Engelhard Corporation | High activity and good hydrogen response Ziegler-Natta polyethylene catalyst |
| DE602005027125D1 (de) | 2004-12-28 | 2011-05-05 | Asahi Kasei Chemicals Corp | Ethylencopolymerpulver mit ultrahohem molekulargewicht |
| US8034886B2 (en) | 2005-11-04 | 2011-10-11 | Ticona Gmbh | Process for manufacturing high to ultra high molecular weight polymers using novel bridged metallocene catalysts |
| US7598329B2 (en) * | 2005-11-04 | 2009-10-06 | Ticona Gmbh | Process for manufacturing ultra high molecular weight polymers using novel bridged metallocene catalysts |
| KR100723367B1 (ko) * | 2006-04-19 | 2007-05-30 | 삼성토탈 주식회사 | 올레핀 중합 및 공중합 방법 |
| KR100723366B1 (ko) * | 2006-04-19 | 2007-05-30 | 삼성토탈 주식회사 | 올레핀 중합 및 공중합 방법 |
| RU2310665C1 (ru) * | 2006-05-15 | 2007-11-20 | Общество с ограниченной ответственностью "Томскнефтехим" (ООО "Томскнефтехим") | Катализатор полимеризации и сополимеризации этилена, способ получения твердого компонента катализатора и способ получения полиэтилена сверхвысокой молекулярной массы |
| CN101245116B (zh) * | 2007-02-16 | 2010-05-26 | 北京金鼎科化工科技有限公司 | 一种用于制备超高分子量聚乙烯的催化体系 |
| EP2279215B1 (en) * | 2008-03-14 | 2011-11-16 | Saudi Basic Industries Corporation | A catalyst system and a process for the production of polyethylene in the presence of this catalyst system |
| US20110159287A1 (en) * | 2008-04-17 | 2011-06-30 | Saudi Basic Industries Corporation | Process for the Production of Ultra High Molecular Weight Polyethylene |
| RU2532543C2 (ru) * | 2009-04-17 | 2014-11-10 | Чайна Петролеум Энд Кемикал Корпорейшн | Компонент катализатора, применяемый для полимеризации олефинов, способ его получения и катализатор, содержащий такой компонент |
| EP2284199A1 (en) | 2009-08-14 | 2011-02-16 | Saudi Basic Industries Corporation | A catalyst system and a process for the production of polyethylene |
| RU2567391C2 (ru) | 2009-08-21 | 2015-11-10 | Чайна Петролеум Энд Кемикал Корпорейшн | Компонент катализатора для полимеризации этилена, приготовление такового и катализатор, включающий компонент катализатора |
| WO2011144431A1 (en) * | 2010-05-18 | 2011-11-24 | Basell Poliolefine Italia Srl | Process for the preparation of ultra high molecular weight polyethylene |
| US8993704B2 (en) | 2010-07-06 | 2015-03-31 | Ticona Gmbh | High molecular weight polyethylene fibers and membranes, their production and use |
| BR112012032832A2 (pt) | 2010-07-06 | 2016-11-08 | Ticona Gmbh | polietileno de ultra-alto peso molecular, sua produção e uso. |
| US9034999B2 (en) | 2010-07-06 | 2015-05-19 | Ticona Gmbh | Process for producing high molecular weight polyethylene |
| WO2012004675A2 (en) | 2010-07-06 | 2012-01-12 | Ticona Gmbh | Process for producing high molecular weight polyethylene |
| BR112012032539A2 (pt) | 2010-07-06 | 2016-11-22 | Ticona Gmbh | processo para produção de polietileno de alto peso molecular |
| CN102958957B (zh) | 2010-07-06 | 2015-09-02 | 提克纳有限公司 | 产生高分子量聚乙烯的方法 |
| CN102344506A (zh) * | 2010-07-30 | 2012-02-08 | 中国石油化工股份有限公司 | 用于乙烯聚合的催化剂组分及其催化剂 |
| CN102344507A (zh) * | 2010-07-30 | 2012-02-08 | 中国石油化工股份有限公司 | 一种用于乙烯聚合反应的催化剂组分及其催化剂 |
| KR102127722B1 (ko) * | 2010-09-16 | 2020-06-29 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 올레핀 중합용 촉매 담체, 고체 촉매 성분 및 촉매 |
| US20140329921A1 (en) | 2011-12-19 | 2014-11-06 | Ticona Gmbh | Process for producing high molecular weight polyethylene |
| CN102872916B (zh) * | 2012-09-01 | 2014-11-05 | 万华化学集团股份有限公司 | 一种复合催化剂及其制备方法,以及采用该复合催化剂催化丁二烯三聚反应的方法 |
| EP2938642A4 (en) * | 2012-12-31 | 2016-09-14 | Reliance Ind Ltd | ZIEGLER-NATTA HETEROGENEOUS CATALYST SYSTEM AND OLEFIN POLYMERIZATION METHOD USING THE SAME |
| JP6318559B2 (ja) * | 2013-11-11 | 2018-05-09 | 東ソー株式会社 | 超高分子量ポリエチレン微粒子及びその製造方法 |
| US10544243B2 (en) | 2014-02-17 | 2020-01-28 | Reliance Industries Limited | Heterogeneous Ziegler-Natta catalyst composition, a process for its preparation and a process for polymerizing olefin using the same |
| KR102379360B1 (ko) * | 2014-09-11 | 2022-03-25 | 릴라이언스 인더스트리즈 리미티드 | 폴리에틸렌을 제조하기 위한 지글러-나타 촉매 조성물 |
| JP6620145B2 (ja) | 2014-09-23 | 2019-12-11 | サビック グローバル テクノロジーズ ベスローテン フェンノートシャップ | 超高分子量ポリエチレンを製造するための連続方法 |
| CN107075018B (zh) | 2014-09-30 | 2020-08-11 | 博里利斯股份公司 | 用于聚合超高分子量聚乙烯的方法 |
| KR101699157B1 (ko) | 2015-04-10 | 2017-01-24 | 대한유화 주식회사 | 메탈로센 촉매 제조방법 및 이를 이용한 초 고분자량 폴리에틸렌의 제조방법 |
| US9518171B1 (en) | 2015-09-11 | 2016-12-13 | Tda Research, Inc. | Continuous fiber-polyolefin composites and methods of making |
| US10196577B2 (en) | 2015-09-30 | 2019-02-05 | Celanese Sales Germany Gmbh | Low friction squeak free assembly |
| US11008408B2 (en) * | 2016-03-28 | 2021-05-18 | Toho Titanium Co., Ltd. | Alkoxymagnesium, method for producing alkoxymagnesium, solid catalyst component for olefin polymerization, olefin polymerization catalyst, and method for producing olefin polymer |
| CN107417813A (zh) * | 2016-05-23 | 2017-12-01 | 北京利和知信科技有限公司 | 一种用于烯烃聚合的固体催化剂组分及催化剂 |
| CN106222782B (zh) * | 2016-08-19 | 2019-07-16 | 中国科学院化学研究所 | 一种增溶型超高分子量超细丙烯聚合物制备的纤维及其制备方法 |
| CN106317620B (zh) * | 2016-08-19 | 2019-06-04 | 中国科学院化学研究所 | 一种增溶型超高分子量超细丙烯聚合物制备的膜及其制备方法 |
| CN106317562B (zh) * | 2016-08-19 | 2019-03-22 | 中国科学院化学研究所 | 一种增溶型超高分子量超细聚乙烯制备的膜及其制备方法 |
| CN106319667B (zh) * | 2016-08-19 | 2019-07-16 | 中国科学院化学研究所 | 一种增溶型超高分子量超细聚乙烯制备的纤维及其制备方法 |
| CN106279474B (zh) * | 2016-08-19 | 2019-06-04 | 中国科学院化学研究所 | 增溶型超高分子量超细聚乙烯及其制备方法 |
| KR102292650B1 (ko) | 2016-08-19 | 2021-08-23 | 인스티튜트 오브 케미스트리, 차이니즈 아카데미 오브 사이언시즈 | 초고분자량, 초미세입경을 갖는 폴리에틸렌 및 그 제조방법과 응용 |
| CN106279475B (zh) * | 2016-08-19 | 2019-06-04 | 中国科学院化学研究所 | 增溶型超高分子量超细丙烯聚合物及其制备方法 |
| KR101882110B1 (ko) * | 2016-12-26 | 2018-07-25 | 한화토탈 주식회사 | 초고분자량 폴리에틸렌의 제조 방법 |
| BR112020003046B1 (pt) * | 2017-08-14 | 2023-11-14 | Braskem America, Inc | Componente de pré-catalisador sólido e sistema de catalisador para uso em polimerização olefínica |
| US11214633B2 (en) | 2019-09-10 | 2022-01-04 | Braskem America, Inc. | Ziegler-Natta catalyst systems and methods of controlling particle size |
| CN111909294B (zh) * | 2020-07-22 | 2023-03-28 | 北京锦吾新材科技有限公司 | 超高分子量聚乙烯的催化剂及催化剂的制备方法与应用 |
| EP4286420A4 (en) * | 2021-02-01 | 2025-01-08 | China Petroleum & Chemical Corporation | ULTRA-HIGH MOLECULAR WEIGHT POLYETHYLENE AND PRODUCTION PROCESS THEREOF |
| CN114621372B (zh) * | 2021-02-01 | 2024-04-09 | 中国石油化工股份有限公司 | 超高分子量乙烯均聚物及其制备方法 |
| CN116769087A (zh) * | 2023-07-13 | 2023-09-19 | 湖北昱泓高新材料科技有限公司 | 一种用于制备超高分子量聚乙烯的催化剂的制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4962167A (en) * | 1987-11-13 | 1990-10-09 | Nippon Oil Company, Limited | Process for preparing ultra-high molecular weight polyethylene |
| KR0165142B1 (ko) * | 1992-01-16 | 1999-03-20 | 홍고오 무쓰비 | 폴리올레핀의 제조방법 |
Family Cites Families (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL163522B (nl) | 1970-07-20 | 1980-04-15 | Montedison Spa | Werkwijze om een katalysator te bereiden voor de polymerisatie van alkenen-1. |
| NL7114641A (enExample) | 1970-10-29 | 1972-05-03 | ||
| US4226963A (en) | 1971-06-25 | 1980-10-07 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha-olephins |
| US4107414A (en) | 1971-06-25 | 1978-08-15 | Montecatini Edison S.P.A. | Process for the stereoregular polymerization of alpha olefins |
| US4187196A (en) | 1971-06-25 | 1980-02-05 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha-olefins |
| NL160286C (enExample) | 1971-06-25 | |||
| US4156063A (en) | 1971-06-25 | 1979-05-22 | Montecanti Edison, S.p.A. | Process for the stereoregular polymerization of alpha olefins |
| US4107413A (en) | 1971-06-25 | 1978-08-15 | Montedison S.P.A. | Process for the stereoregular polymerization of alpha olefins |
| BE785673A (fr) | 1971-06-30 | 1973-01-02 | Naphtachimie Sa | Catalyseurs de polymerisation des olefines prepares a partir decomposesorganomagnesiens |
| US4071674A (en) | 1972-09-14 | 1978-01-31 | Mitsui Petrochemical Industries Ltd. | Process for polymerization or copolymerization of olefin and catalyst compositions used therefor |
| US4071672A (en) | 1972-11-10 | 1978-01-31 | Mitsui Petrochemical Industries Ltd. | Process for polymerizing or copolymerizing olefins |
| GB1492618A (en) | 1974-02-01 | 1977-11-23 | Mitsui Petrochemical Ind | Process for preparing highly stereoregular polyolefins and catalyst used therefor |
| US4157435A (en) | 1974-08-10 | 1979-06-05 | Mitsui Petrochemical Industries, Ltd. | Process for preparing highly stereoregular polyolefins and catalyst used therefor |
| US4076924A (en) | 1974-09-03 | 1978-02-28 | Mitsui Petrochemical Industries Ltd. | Process for polymerization or copolymerizing olefins containing at least 3 carbon atoms |
| JPS565404B2 (enExample) * | 1975-02-14 | 1981-02-04 | ||
| US4069169A (en) | 1975-11-24 | 1978-01-17 | Mitsui Petrochemical Industries Ltd. | Process for preparation of catalyst component supported on high performance carrier |
| DE2553104A1 (de) | 1975-11-26 | 1977-06-08 | Mitsui Petrochemical Ind | Verfahren zur herstellung einer auf einen traeger mit hoher leistungsfaehigkeit aufgebrachten katalysatorkomponente |
| GB1603724A (en) | 1977-05-25 | 1981-11-25 | Montedison Spa | Components and catalysts for the polymerisation of alpha-olefins |
| IT1114822B (it) | 1977-07-04 | 1986-01-27 | Montedison Spa | Componenti di catalizzatori per la polimerizzazione delle alfa-olefine |
| IT1098272B (it) | 1978-08-22 | 1985-09-07 | Montedison Spa | Componenti,di catalizzatori e catalizzatori per la polimerizzazione delle alfa-olefine |
| FR2436794A1 (fr) | 1978-09-22 | 1980-04-18 | Naphtachimie Sa | Procede de polymerisation de l'ethylene et produits en resultant |
| JPS6037804B2 (ja) | 1979-04-11 | 1985-08-28 | 三井化学株式会社 | オレフイン重合触媒用担体の製法 |
| JPS56811A (en) | 1979-06-18 | 1981-01-07 | Mitsui Petrochem Ind Ltd | Preparation of olefin polymer or copolymer |
| JPS5883006A (ja) | 1981-11-13 | 1983-05-18 | Mitsui Petrochem Ind Ltd | オレフインの重合方法 |
| US4518706A (en) | 1982-09-30 | 1985-05-21 | E. I. Du Pont De Nemours And Company | Hydrocarbon soluble catalyst supports and resultant polymerization catalysts |
| US4477639A (en) | 1983-05-27 | 1984-10-16 | Shell Oil Company | Olefin polymerization catalyst component and composition and method of preparation |
| US4988656A (en) | 1984-03-23 | 1991-01-29 | Amoco Corporation | Olefin polymerization catalyst |
| US5013702A (en) | 1984-03-23 | 1991-05-07 | Amoco Corporation | Olefin polymerization catalyst |
| US4866022A (en) | 1984-03-23 | 1989-09-12 | Amoco Corporation | Olefin polymerization catalyst |
| GB2176443B (en) | 1985-06-10 | 1990-11-14 | Canon Kk | Liquid jet recording head and recording system incorporating the same |
| JPH06104693B2 (ja) | 1986-01-06 | 1994-12-21 | 東邦チタニウム株式会社 | オレフイン類重合用触媒 |
| EP0268685B2 (en) | 1986-05-06 | 1996-08-07 | Toho Titanium Co. Ltd. | Catalyst for polymerizing olefins |
| JPS62267305A (ja) | 1986-05-15 | 1987-11-20 | Sumitomo Chem Co Ltd | オレフイン重合体の製造法 |
| JPH0780936B2 (ja) * | 1986-08-26 | 1995-08-30 | 三井石油化学工業株式会社 | オレフインの重合方法 |
| JPH0832737B2 (ja) | 1986-10-08 | 1996-03-29 | 東邦チタニウム株式会社 | オレフイン類重合用固体触媒成分 |
| IT1203330B (it) | 1987-02-06 | 1989-02-15 | Enichem Base Spa | Componente di catalizzatore e catalizzatore per la polimerizzazione dell'etilene o la co-polimerizzazione dell-etilene con alfa-olefine |
| JP2502624B2 (ja) | 1987-09-22 | 1996-05-29 | 東燃株式会社 | オレフイン重合用触媒成分 |
| DE3888145T2 (de) | 1987-12-26 | 1994-06-01 | Toho Titanium Co Ltd | Katalysator-Feststoff für Olefinpolymerisation und Olefinpolymerisationskatalysator. |
| US4912074A (en) | 1988-01-15 | 1990-03-27 | Mobil Oil Corporation | Catalyst composition for preparing high density or medium density olefin polymers |
| ES2052004T5 (es) | 1988-06-17 | 2002-05-16 | Mitsui Chemicals Inc | Procedimiento de preparacion de poliolefinas y catalizador de polimerizacion. |
| US5134104A (en) | 1988-06-28 | 1992-07-28 | Sumitomo Chemical Company, Limited | Liquid catalyst component, catalyst system containing said component and process for producing ethylene-α-olefin copolymer using said catalyst system |
| IT1227259B (it) | 1988-09-30 | 1991-03-28 | Himont Inc | Catalizzatori per la polimerizzazione di olefine. |
| FR2651001B1 (fr) | 1989-08-17 | 1993-03-12 | Bp Chemicals Sa | Procede de preparation d'un catalyseur de type ziegler-natta a base de vanadium et de titane |
| US4946816A (en) | 1989-08-21 | 1990-08-07 | Amoco Corporation | Morphology-controlled olefin polymerization catalyst |
| IT1241062B (it) | 1990-01-10 | 1993-12-29 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| JP2958923B2 (ja) | 1990-04-27 | 1999-10-06 | 東邦チタニウム株式会社 | オレフィン類重合用固体触媒成分及び触媒 |
| US5081090A (en) | 1990-07-23 | 1992-01-14 | Amoco Corporation | Dry olefin polymerization catalyst |
| US5124297A (en) | 1990-12-07 | 1992-06-23 | Amoco Corporation | Olefin polymerization and copolymerization catalyst |
| US5182245A (en) | 1991-06-26 | 1993-01-26 | Amoco Corporation | Olefin polymerization and copolymerization catalyst |
| US5175332A (en) | 1991-12-16 | 1992-12-29 | Dow Corning Corporation | Cycloalkoxysilanes |
| IT1262934B (it) | 1992-01-31 | 1996-07-22 | Montecatini Tecnologie Srl | Componenti e catalizzatori per la polimerizzazione di olefine |
| US5968862A (en) | 1992-06-10 | 1999-10-19 | Chevron Chemical Company | Transition metal-magnesium catalyst precursors for the polymerization of olefins |
| JP3280477B2 (ja) | 1992-08-31 | 2002-05-13 | 三井化学株式会社 | オレフィン重合用固体状チタン触媒成分の調製方法 |
| TW302375B (enExample) * | 1992-10-05 | 1997-04-11 | Mitsui Petroleum Chemicals Ind | |
| TW300235B (enExample) | 1992-12-04 | 1997-03-11 | Mitsui Petroleum Chemicals Ind | |
| DE69316330T2 (de) | 1992-12-14 | 1998-08-20 | Dow Corning | Verfahren zur Herstellung von dicycloalkylsubstituierten Silanen |
| IT1256665B (it) * | 1992-12-28 | 1995-12-12 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| EP0606125B1 (en) | 1993-01-08 | 1997-05-21 | Shell Internationale Researchmaatschappij B.V. | Use of titanium and zirconium compounds as homogeneous catalyst and novel titanium and zirconium compounds |
| US5459116A (en) | 1993-05-07 | 1995-10-17 | Samsung General Chemicals Co., Ltd. | Highly active catalyst for the polymerization of olefins and method for the preparation of the same |
| US5419116A (en) | 1993-07-02 | 1995-05-30 | The United States Of America As Represented By The Secretary Of The Navy | Miniscale ballistic motor testing method for rocket propellants |
| DE4332786A1 (de) | 1993-09-27 | 1995-03-30 | Hoechst Ag | Verfahren zur Herstellung von ultrahochmolekularem Polyethylen mit hoher Schüttdichte |
| JPH08143618A (ja) * | 1994-11-24 | 1996-06-04 | Showa Denko Kk | エチレン共重合用触媒およびエチレン共重合体の製造方法 |
| DE69520332T2 (de) | 1994-11-25 | 2001-08-09 | Japan Polyolefins Co. Ltd., Tokio/Tokyo | Katalysator zur Polymerisation von Olefinen und Verfahren zur Herstellung von Polyolefinen unter dessen Verwendung |
| US5502128A (en) | 1994-12-12 | 1996-03-26 | University Of Massachusetts | Group 4 metal amidinate catalysts and addition polymerization process using same |
| US6063725A (en) * | 1995-11-07 | 2000-05-16 | Mitsui Chemicals, Inc. | Olefin polymerization catalyst system |
| KR100430845B1 (ko) * | 1997-05-09 | 2004-07-21 | 삼성아토피나주식회사 | 알파올레핀중합및공중합용촉매 |
| KR100430844B1 (ko) * | 1997-05-09 | 2004-07-23 | 삼성아토피나주식회사 | 올레핀중합및공중합용촉매 |
| KR100705475B1 (ko) * | 1998-12-30 | 2007-12-20 | 삼성토탈 주식회사 | 올레핀 중합 및 공중합용 촉매 |
| KR100546499B1 (ko) * | 1999-05-27 | 2006-01-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 |
-
2000
- 2000-04-24 KR KR1020000021615A patent/KR100351386B1/ko not_active Expired - Lifetime
- 2000-12-28 AT AT00986045T patent/ATE344282T1/de not_active IP Right Cessation
- 2000-12-28 DE DE60031719T patent/DE60031719T2/de not_active Expired - Lifetime
- 2000-12-28 EP EP00986045A patent/EP1276776B1/en not_active Expired - Lifetime
- 2000-12-28 CN CNB008195633A patent/CN1189486C/zh not_active Expired - Lifetime
- 2000-12-28 RU RU2002131459/04A patent/RU2243237C2/ru active
- 2000-12-28 WO PCT/KR2000/001544 patent/WO2001081432A1/en not_active Ceased
- 2000-12-28 JP JP2001578518A patent/JP3699934B2/ja not_active Expired - Lifetime
-
2001
- 2001-03-06 US US09/801,198 patent/US6559249B2/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4962167A (en) * | 1987-11-13 | 1990-10-09 | Nippon Oil Company, Limited | Process for preparing ultra-high molecular weight polyethylene |
| KR0165142B1 (ko) * | 1992-01-16 | 1999-03-20 | 홍고오 무쓰비 | 폴리올레핀의 제조방법 |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101144513B1 (ko) * | 2007-01-04 | 2012-05-11 | 주식회사 엘지화학 | 초고분자량 폴리에틸렌 중합용 촉매, 이의 제조방법 및이를 이용한 초고분자량 폴리에틸렌 중합 방법 |
| KR101305620B1 (ko) | 2011-03-08 | 2013-09-09 | 대한유화공업 주식회사 | 고강도 폴리에틸렌 수지와 그 제조 방법 및 상기 수지를 이용한 폴리에틸렌 섬유 |
| KR20200061585A (ko) * | 2018-11-26 | 2020-06-03 | 롯데케미칼 주식회사 | 입경이 작은 폴리에틸렌 중합용 촉매의 제조방법 |
| KR102754018B1 (ko) * | 2018-11-26 | 2025-01-14 | 롯데케미칼 주식회사 | 입경이 작은 폴리에틸렌 중합용 촉매의 제조방법 |
| KR20230111499A (ko) * | 2022-01-18 | 2023-07-25 | 한화토탈에너지스 주식회사 | 초고분자량 폴리에틸렌의 중합 방법 및 그 촉매의 제조방법 |
| KR102785613B1 (ko) * | 2022-01-18 | 2025-03-26 | 한화토탈에너지스 주식회사 | 초고분자량 폴리에틸렌의 중합 방법 및 그 촉매의 제조방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1276776B1 (en) | 2006-11-02 |
| KR20010097493A (ko) | 2001-11-08 |
| JP2004501227A (ja) | 2004-01-15 |
| CN1189486C (zh) | 2005-02-16 |
| RU2002131459A (ru) | 2004-03-10 |
| ATE344282T1 (de) | 2006-11-15 |
| DE60031719T2 (de) | 2007-09-06 |
| US6559249B2 (en) | 2003-05-06 |
| DE60031719D1 (de) | 2006-12-14 |
| EP1276776A1 (en) | 2003-01-22 |
| EP1276776A4 (en) | 2003-07-09 |
| WO2001081432A1 (en) | 2001-11-01 |
| JP3699934B2 (ja) | 2005-09-28 |
| US20020045537A1 (en) | 2002-04-18 |
| RU2243237C2 (ru) | 2004-12-27 |
| CN1452637A (zh) | 2003-10-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100351386B1 (ko) | 초고분자량 폴리에틸렌 제조용 촉매 및 이를 이용한초고분자량 폴리에틸렌 제조방법 | |
| KR100389962B1 (ko) | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 | |
| KR100546499B1 (ko) | 에틸렌 중합 및 공중합용 촉매 | |
| KR100353960B1 (ko) | 에틸렌 중합체 및 공중합체의 제조방법 | |
| KR100361224B1 (ko) | 에틸렌 중합 및 공중합용 촉매의 제조방법 | |
| KR100389475B1 (ko) | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 | |
| JP2004501227A5 (enExample) | ||
| KR100524293B1 (ko) | 에틸렌 중합 및 공중합용 촉매 | |
| KR100389476B1 (ko) | 에틸렌 중합체 및 공중합체 제조방법 | |
| KR100389477B1 (ko) | 에틸렌 중합체 및 공중합체 제조방법 | |
| KR100359932B1 (ko) | 에틸렌 중합 및 공중합용 촉매 | |
| KR100361225B1 (ko) | 에틸렌 중합 및 공중합용 촉매의 제조방법 | |
| KR20090092023A (ko) | 에틸렌 중합 및 공중합용 촉매의 제조방법 | |
| KR100827539B1 (ko) | 에틸렌 중합 또는 공중합용 고체 착물 바나듐 티타늄촉매의 제조방법 | |
| KR100715265B1 (ko) | 에틸렌 중합 및 공중합 방법 | |
| KR101265405B1 (ko) | 에틸렌 중합 및 공중합용 촉매의 제조방법 | |
| KR100743912B1 (ko) | 에틸렌 중합 및 공중합용 촉매 | |
| KR20040067429A (ko) | 에틸렌 중합 및 공중합 방법 | |
| KR20090092024A (ko) | 에틸렌 중합 및 공중합용 촉매의 제조방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 20000424 |
|
| PA0201 | Request for examination | ||
| PG1501 | Laying open of application | ||
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 20020530 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20020822 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20020822 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| PR1001 | Payment of annual fee |
Payment date: 20050629 Start annual number: 4 End annual number: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 20060627 Start annual number: 5 End annual number: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20070621 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20080623 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20090630 Start annual number: 8 End annual number: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20100629 Start annual number: 9 End annual number: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 20110706 Start annual number: 10 End annual number: 10 |
|
| PR1001 | Payment of annual fee |
Payment date: 20120710 Start annual number: 11 End annual number: 11 |
|
| FPAY | Annual fee payment |
Payment date: 20130624 Year of fee payment: 12 |
|
| PR1001 | Payment of annual fee |
Payment date: 20130624 Start annual number: 12 End annual number: 12 |
|
| FPAY | Annual fee payment |
Payment date: 20140703 Year of fee payment: 13 |
|
| PR1001 | Payment of annual fee |
Payment date: 20140703 Start annual number: 13 End annual number: 13 |
|
| FPAY | Annual fee payment |
Payment date: 20150626 Year of fee payment: 14 |
|
| PR1001 | Payment of annual fee |
Payment date: 20150626 Start annual number: 14 End annual number: 14 |
|
| FPAY | Annual fee payment |
Payment date: 20160628 Year of fee payment: 15 |
|
| PR1001 | Payment of annual fee |
Payment date: 20160628 Start annual number: 15 End annual number: 15 |
|
| FPAY | Annual fee payment |
Payment date: 20180626 Year of fee payment: 17 |
|
| PR1001 | Payment of annual fee |
Payment date: 20180626 Start annual number: 17 End annual number: 17 |
|
| FPAY | Annual fee payment |
Payment date: 20190624 Year of fee payment: 18 |
|
| PR1001 | Payment of annual fee |
Payment date: 20190624 Start annual number: 18 End annual number: 18 |
|
| PC1801 | Expiration of term |
Termination date: 20201024 Termination category: Expiration of duration |