JP7627659B2 - フッ化ビニリデン系樹脂多層フィルム、自動車内外装用フィルム、自動車用部品及び自動車 - Google Patents
フッ化ビニリデン系樹脂多層フィルム、自動車内外装用フィルム、自動車用部品及び自動車 Download PDFInfo
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- JP7627659B2 JP7627659B2 JP2021542783A JP2021542783A JP7627659B2 JP 7627659 B2 JP7627659 B2 JP 7627659B2 JP 2021542783 A JP2021542783 A JP 2021542783A JP 2021542783 A JP2021542783 A JP 2021542783A JP 7627659 B2 JP7627659 B2 JP 7627659B2
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- Prior art keywords
- vinylidene fluoride
- resin
- fluoride resin
- layer
- film
- 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.)
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- 239000011347 resin Substances 0.000 title claims description 270
- 229920005989 resin Polymers 0.000 title claims description 270
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 title claims description 169
- 239000010410 layer Substances 0.000 claims description 165
- 239000002344 surface layer Substances 0.000 claims description 92
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 60
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 33
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 29
- 229920001577 copolymer Polymers 0.000 claims description 27
- 239000002033 PVDF binder Substances 0.000 claims description 12
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 12
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 4
- 238000002845 discoloration Methods 0.000 description 38
- -1 Tinuvin 1577ED) Chemical compound 0.000 description 29
- 230000000903 blocking effect Effects 0.000 description 28
- 150000001875 compounds Chemical class 0.000 description 26
- 239000013078 crystal Substances 0.000 description 24
- 125000001424 substituent group Chemical group 0.000 description 21
- 239000000178 monomer Substances 0.000 description 20
- 238000012360 testing method Methods 0.000 description 20
- 238000000034 method Methods 0.000 description 15
- 230000008859 change Effects 0.000 description 14
- 239000011737 fluorine Substances 0.000 description 13
- 229910052731 fluorine Inorganic materials 0.000 description 13
- 125000005395 methacrylic acid group Chemical group 0.000 description 13
- 125000000962 organic group Chemical group 0.000 description 12
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 11
- 125000003545 alkoxy group Chemical group 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 10
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- 238000001816 cooling Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- 230000006750 UV protection Effects 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 239000006096 absorbing agent Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 238000002441 X-ray diffraction Methods 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- 239000012790 adhesive layer Substances 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- SITYOOWCYAYOKL-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(3-dodecoxy-2-hydroxypropoxy)phenol Chemical compound OC1=CC(OCC(O)COCCCCCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 SITYOOWCYAYOKL-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 4
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 4
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- 125000005843 halogen group Chemical group 0.000 description 4
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- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 3
- 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 description 3
- LEVFXWNQQSSNAC-UHFFFAOYSA-N 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexoxyphenol Chemical compound OC1=CC(OCCCCCC)=CC=C1C1=NC(C=2C=CC=CC=2)=NC(C=2C=CC=CC=2)=N1 LEVFXWNQQSSNAC-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 125000004423 acyloxy group Chemical group 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
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- 239000004611 light stabiliser Substances 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
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- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- ZSSVCEUEVMALRD-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy)phenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 ZSSVCEUEVMALRD-UHFFFAOYSA-N 0.000 description 2
- ZBUFTVMOMCQOFV-UHFFFAOYSA-N 2-[4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-yl]-5-(2-ethylhexoxy)phenol Chemical compound OC1=CC(OCC(CC)CCCC)=CC=C1C1=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 ZBUFTVMOMCQOFV-UHFFFAOYSA-N 0.000 description 2
- DFANMEUHPMJFDO-UHFFFAOYSA-N 6-[4,6-bis(4-hexoxy-2-hydroxy-3-methylphenyl)-1,3,5-triazin-2-yl]-3-hexoxy-2-methylphenol Chemical compound OC1=C(C)C(OCCCCCC)=CC=C1C1=NC(C=2C(=C(C)C(OCCCCCC)=CC=2)O)=NC(C=2C(=C(C)C(OCCCCCC)=CC=2)O)=N1 DFANMEUHPMJFDO-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 229940126062 Compound A Drugs 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- 229920006370 Kynar Polymers 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
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- 238000005034 decoration Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 2
- 238000002149 energy-dispersive X-ray emission spectroscopy Methods 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 2
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- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 2
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- 150000002989 phenols Chemical class 0.000 description 2
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- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
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- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 2
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- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
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- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
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- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical group OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 description 1
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- WIYQWPDKLHFVLY-UHFFFAOYSA-N 4-phenylbenzenecarboximidamide;hydrochloride Chemical compound Cl.C1=CC(C(=N)N)=CC=C1C1=CC=CC=C1 WIYQWPDKLHFVLY-UHFFFAOYSA-N 0.000 description 1
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
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- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
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| EP (1) | EP4023439B1 (https=) |
| JP (1) | JP7627659B2 (https=) |
| CN (1) | CN114126866A (https=) |
| WO (1) | WO2021039533A1 (https=) |
Citations (6)
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| JP2004223919A (ja) | 2003-01-23 | 2004-08-12 | Denki Kagaku Kogyo Kk | 樹脂積層体 |
| WO2016024592A1 (ja) | 2014-08-13 | 2016-02-18 | 三菱レイヨン株式会社 | 積層フィルム、積層成形品及びその製造方法 |
| JP2016535799A (ja) | 2013-10-09 | 2016-11-17 | アルケマ フランス | 紫外線吸収剤を含有するフッ素化組成物および透明保護層としてのこの使用 |
| WO2017043467A1 (ja) | 2015-09-11 | 2017-03-16 | 三菱レイヨン株式会社 | 積層フィルム及び積層成形品 |
| JP2018079591A (ja) | 2016-11-15 | 2018-05-24 | 三菱ケミカル株式会社 | フッ素系樹脂成形体及びその製造方法 |
| WO2019107302A1 (ja) | 2017-11-28 | 2019-06-06 | デンカ株式会社 | フッ化ビニリデン系樹脂多層フィルム |
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| JP4114176B2 (ja) | 1995-03-15 | 2008-07-09 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 光安定剤としてのビフェニル基で置換されたトリアジン |
| JP4949545B2 (ja) * | 1999-10-19 | 2012-06-13 | 三菱樹脂株式会社 | 化粧シート用フィルム |
| JP2004066525A (ja) * | 2002-08-02 | 2004-03-04 | Toppan Printing Co Ltd | 化粧シートおよび化粧板 |
| EP1308084A1 (en) | 2002-10-02 | 2003-05-07 | Ciba SC Holding AG | Synergistic UV absorber combination |
| JP2004160883A (ja) | 2002-11-14 | 2004-06-10 | Asahi Denka Kogyo Kk | 光学記録材料 |
| CN105451990B (zh) | 2013-07-30 | 2017-11-21 | 电化株式会社 | 多层片材及其制造方法、太阳能电池用背板以及太阳能电池组件 |
| JP6348383B2 (ja) * | 2014-09-11 | 2018-06-27 | デンカ株式会社 | 農業用フッ素含有多層フィルム、その製造方法及び農業用被覆資材 |
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2020
- 2020-08-19 US US17/637,489 patent/US20220274388A1/en not_active Abandoned
- 2020-08-19 CN CN202080051728.0A patent/CN114126866A/zh active Pending
- 2020-08-19 JP JP2021542783A patent/JP7627659B2/ja active Active
- 2020-08-19 EP EP20856862.6A patent/EP4023439B1/en active Active
- 2020-08-19 WO PCT/JP2020/031281 patent/WO2021039533A1/ja not_active Ceased
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004223919A (ja) | 2003-01-23 | 2004-08-12 | Denki Kagaku Kogyo Kk | 樹脂積層体 |
| JP2016535799A (ja) | 2013-10-09 | 2016-11-17 | アルケマ フランス | 紫外線吸収剤を含有するフッ素化組成物および透明保護層としてのこの使用 |
| WO2016024592A1 (ja) | 2014-08-13 | 2016-02-18 | 三菱レイヨン株式会社 | 積層フィルム、積層成形品及びその製造方法 |
| WO2017043467A1 (ja) | 2015-09-11 | 2017-03-16 | 三菱レイヨン株式会社 | 積層フィルム及び積層成形品 |
| JP2018079591A (ja) | 2016-11-15 | 2018-05-24 | 三菱ケミカル株式会社 | フッ素系樹脂成形体及びその製造方法 |
| WO2019107302A1 (ja) | 2017-11-28 | 2019-06-06 | デンカ株式会社 | フッ化ビニリデン系樹脂多層フィルム |
Also Published As
| Publication number | Publication date |
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| JPWO2021039533A1 (https=) | 2021-03-04 |
| WO2021039533A1 (ja) | 2021-03-04 |
| EP4023439A4 (en) | 2022-10-12 |
| EP4023439B1 (en) | 2024-09-18 |
| CN114126866A (zh) | 2022-03-01 |
| EP4023439A1 (en) | 2022-07-06 |
| US20220274388A1 (en) | 2022-09-01 |
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