JP2017538833A - ポリ（オキシアルキレン）ポリマー加工用添加剤、組成物及び方法 - Google Patents
ポリ（オキシアルキレン）ポリマー加工用添加剤、組成物及び方法 Download PDFInfo
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- JP2017538833A JP2017538833A JP2017532830A JP2017532830A JP2017538833A JP 2017538833 A JP2017538833 A JP 2017538833A JP 2017532830 A JP2017532830 A JP 2017532830A JP 2017532830 A JP2017532830 A JP 2017532830A JP 2017538833 A JP2017538833 A JP 2017538833A
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- polymer
- poly
- oxyalkylene
- metal salt
- composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 197
- 125000005702 oxyalkylene group Chemical group 0.000 title claims abstract description 164
- 239000000654 additive Substances 0.000 title claims abstract description 116
- 238000010094 polymer processing Methods 0.000 title claims abstract description 104
- 238000000034 method Methods 0.000 title claims abstract description 53
- 229920000642 polymer Polymers 0.000 claims abstract description 197
- 229910052751 metal Inorganic materials 0.000 claims abstract description 120
- 239000002184 metal Substances 0.000 claims abstract description 119
- 150000003839 salts Chemical class 0.000 claims abstract description 112
- 230000000996 additive effect Effects 0.000 claims abstract description 97
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 63
- 229920000098 polyolefin Polymers 0.000 claims abstract description 62
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 54
- 150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 42
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 40
- -1 alkyl sulfate ester Chemical class 0.000 claims abstract description 38
- 238000001125 extrusion Methods 0.000 claims abstract description 31
- 230000007547 defect Effects 0.000 claims abstract description 11
- 229920001223 polyethylene glycol Polymers 0.000 claims description 35
- 239000002202 Polyethylene glycol Substances 0.000 claims description 32
- 229920002313 fluoropolymer Polymers 0.000 claims description 27
- 239000004811 fluoropolymer Substances 0.000 claims description 27
- 239000003963 antioxidant agent Substances 0.000 claims description 25
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- 150000001735 carboxylic acids Chemical class 0.000 claims description 19
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 13
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- 150000001412 amines Chemical class 0.000 claims description 6
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- 150000004706 metal oxides Chemical class 0.000 claims description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 6
- 238000012545 processing Methods 0.000 claims description 6
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 60
- 125000000217 alkyl group Chemical group 0.000 description 22
- 150000003460 sulfonic acids Chemical class 0.000 description 16
- 239000004594 Masterbatch (MB) Substances 0.000 description 14
- 239000000178 monomer Substances 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 12
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- 239000000155 melt Substances 0.000 description 12
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 239000003446 ligand Substances 0.000 description 9
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 7
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- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 230000015556 catabolic process Effects 0.000 description 6
- 238000006731 degradation reaction Methods 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000000395 magnesium oxide Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000002981 blocking agent Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
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- 229920000573 polyethylene Polymers 0.000 description 5
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- 238000012360 testing method Methods 0.000 description 5
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 4
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- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 238000006653 Ziegler-Natta catalysis Methods 0.000 description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 229920001400 block copolymer Polymers 0.000 description 4
- 239000008116 calcium stearate Substances 0.000 description 4
- 235000013539 calcium stearate Nutrition 0.000 description 4
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 238000007172 homogeneous catalysis Methods 0.000 description 4
- 239000012968 metallocene catalyst Substances 0.000 description 4
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920001610 polycaprolactone Polymers 0.000 description 4
- 239000004632 polycaprolactone Substances 0.000 description 4
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- 239000000377 silicon dioxide Substances 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000001246 bromo group Chemical group Br* 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 125000002346 iodo group Chemical group I* 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 238000010128 melt processing Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- 229920002959 polymer blend Polymers 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 159000000000 sodium salts Chemical group 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- 229910052726 zirconium Inorganic materials 0.000 description 3
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 2
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
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- 150000001768 cations Chemical class 0.000 description 2
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- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
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- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
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- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- 238000002360 preparation method Methods 0.000 description 1
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- KEFOZNJTQPJEOB-UHFFFAOYSA-N pyridine-2,3-diimine Chemical compound N=C1C=CC=NC1=N KEFOZNJTQPJEOB-UHFFFAOYSA-N 0.000 description 1
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- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 description 1
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- AIMUHNZKNFEZSN-UHFFFAOYSA-M sodium;decane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCS([O-])(=O)=O AIMUHNZKNFEZSN-UHFFFAOYSA-M 0.000 description 1
- CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 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 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
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- 230000004580 weight loss Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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- UXDZLUCNRYCZCG-UHFFFAOYSA-L zinc;phthalate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1C([O-])=O UXDZLUCNRYCZCG-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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| JP2018532019A (ja) | 2015-10-13 | 2018-11-01 | スリーエム イノベイティブ プロパティズ カンパニー | フルオロポリマー加工用添加剤、組成物、及び方法 |
| TW201815845A (zh) | 2016-05-17 | 2018-05-01 | ３Ｍ新設資產公司 | 包括二氟亞乙烯與四氟乙烯的共聚物之組成物及其使用方法 |
| WO2020193087A1 (en) * | 2019-03-25 | 2020-10-01 | Huntsman International Llc | Polyether polyol |
| CN117999312A (zh) | 2021-07-14 | 2024-05-07 | 诺瓦化学品(国际)股份有限公司 | 不含含氟聚合物的聚合物加工助剂 |
| CA3220464A1 (en) | 2021-08-12 | 2023-02-16 | Nova Chemicals Corporation | Block copolymer polymer processing aids |
| EP4408925A1 (en) | 2021-09-30 | 2024-08-07 | ExxonMobil Chemical Patents Inc. | Polyethylene glycol-based polymer processing aid masterbatches |
| EP4408921A1 (en) | 2021-09-30 | 2024-08-07 | ExxonMobil Chemical Patents Inc. | Fluoropolymer-free processing aids for ethylene-based polymers |
| WO2023111736A1 (en) * | 2021-12-16 | 2023-06-22 | 3M Innovative Properties Company | Melt processible compositions comprising a nonfluorinated polymer processing additive and methods of use |
| WO2023149985A1 (en) | 2022-02-07 | 2023-08-10 | Exxonmobil Chemical Patents Inc. | Polyethylene glycol-based polymer processing aids |
| WO2023154744A1 (en) | 2022-02-14 | 2023-08-17 | Exxonmobil Chemical Patents Inc. | Polyethylene glycol-based polymer processing aids |
| CN119365321A (zh) | 2022-06-10 | 2025-01-24 | 诺瓦化学品(国际)股份有限公司 | 不含氟的聚合物加工助剂 |
| JP2025533218A (ja) * | 2022-10-11 | 2025-10-03 | ノバ ケミカルズ（インターナショナル）ソシエテ アノニム | ポリマー加工助剤としての金属塩 |
| EP4450539B1 (en) | 2023-04-21 | 2025-10-29 | Borealis GmbH | Blown film |
| EP4450538A1 (en) | 2023-04-21 | 2024-10-23 | Borealis AG | Blown film |
| WO2024228073A1 (en) * | 2023-05-04 | 2024-11-07 | 3M Innovative Properties Company | Melt-processible compositions containing polymer processing additives and light stabilizers |
| WO2025003837A1 (en) | 2023-06-26 | 2025-01-02 | Nova Chemicals (International) S.A. | Polar polymers as processing aids in polyethylene |
| EP4488328A1 (en) | 2023-07-03 | 2025-01-08 | Ingenia Polymers International S.A. | Fluorine-free and silicone-free polymer processing aids |
| WO2025015088A1 (en) * | 2023-07-11 | 2025-01-16 | Equistar Chemicals, Lp | Polymer processing aids for lldpe compositions |
| EP4501584A1 (en) | 2023-08-04 | 2025-02-05 | Ingenia Polymers International S.A. | Poly(vinyl ester) polymer processing aids for polyolefins |
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- 2015-12-17 EP EP15828428.1A patent/EP3234004B1/en active Active
- 2015-12-17 BR BR112017013203-6A patent/BR112017013203A2/pt not_active Application Discontinuation
- 2015-12-17 KR KR1020177017477A patent/KR20170097058A/ko not_active Withdrawn
- 2015-12-17 WO PCT/US2015/066423 patent/WO2016100691A1/en not_active Ceased
- 2015-12-17 CA CA2971399A patent/CA2971399A1/en not_active Abandoned
- 2015-12-17 US US15/537,506 patent/US10982079B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024147358A1 (ja) | 2023-01-05 | 2024-07-11 | ダイキン工業株式会社 | 加工助剤、マスターバッチ、熱可塑性樹脂組成物及びフィルム |
| KR20250124865A (ko) | 2023-01-05 | 2025-08-20 | 다이킨 고교 가부시키가이샤 | 가공 보조제, 마스터 배치, 열가소성 수지 조성물 및 필름 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2971399A1 (en) | 2016-06-23 |
| RU2017121329A3 (enExample) | 2019-01-21 |
| US20170342245A1 (en) | 2017-11-30 |
| EP3234004A1 (en) | 2017-10-25 |
| BR112017013203A2 (pt) | 2018-01-02 |
| WO2016100691A1 (en) | 2016-06-23 |
| KR20170097058A (ko) | 2017-08-25 |
| EP3234004B1 (en) | 2020-07-01 |
| RU2017121329A (ru) | 2019-01-21 |
| US10982079B2 (en) | 2021-04-20 |
| CN107108983A (zh) | 2017-08-29 |
| CN107108983B (zh) | 2020-11-03 |
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