JP6759349B2 - 安定性に優れた量子ドット含有ポリマーフィルム - Google Patents
安定性に優れた量子ドット含有ポリマーフィルム Download PDFInfo
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- 239000002096 quantum dot Substances 0.000 title claims description 20
- 229920006254 polymer film Polymers 0.000 title description 3
- 239000012071 phase Substances 0.000 claims description 68
- 239000011347 resin Substances 0.000 claims description 49
- 229920005989 resin Polymers 0.000 claims description 49
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 44
- 239000002105 nanoparticle Substances 0.000 claims description 22
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000008385 outer phase Substances 0.000 claims description 19
- 230000004888 barrier function Effects 0.000 claims description 16
- 239000004065 semiconductor Substances 0.000 claims description 14
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 13
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 13
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 12
- 239000008384 inner phase Substances 0.000 claims description 9
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 9
- 239000000377 silicon dioxide Substances 0.000 claims description 9
- 238000005191 phase separation Methods 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 6
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 claims description 6
- 125000004386 diacrylate group Chemical group 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical group CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- 238000013112 stability test Methods 0.000 description 17
- 238000012360 testing method Methods 0.000 description 11
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical compound CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 229910002012 Aerosil® Inorganic materials 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- -1 T g = 110 ° C.) Chemical compound 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000007779 soft material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- CMVNWVONJDMTSH-UHFFFAOYSA-N 7-bromo-2-methyl-1h-quinazolin-4-one Chemical compound C1=CC(Br)=CC2=NC(C)=NC(O)=C21 CMVNWVONJDMTSH-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- RMRJXGBAOAMLHD-IHFGGWKQSA-N buprenorphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]11CC[C@]3([C@H](C1)[C@](C)(O)C(C)(C)C)OC)CN2CC1CC1 RMRJXGBAOAMLHD-IHFGGWKQSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- ISRJTGUYHVPAOR-UHFFFAOYSA-N dihydrodicyclopentadienyl acrylate Chemical compound C1CC2C3C(OC(=O)C=C)C=CC3C1C2 ISRJTGUYHVPAOR-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- KHAYCTOSKLIHEP-UHFFFAOYSA-N docosyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=C KHAYCTOSKLIHEP-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
- C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
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Description
本願は、2016年2月12日に出願された米国仮出願第62/294,783号の利益を主張する。当該米国仮出願は、引用を以て全体として本明細書の一部となる。
IPM:イソプロピルミリステート
YR011:昭和電工株式会社(東京都港区芝大門)製アクリレート官能化シリカナノ粒子樹脂
AEROSIL(登録商標)R106:ヒュームドシリカ(EVONIK DEGUSSA GMBH Rellinghauser Strasse 1−11 45128 Essen FED REP GERMANY)
CN104:サートマー社のビスフェノールAエポキシジアクリレートオリゴマー(Sartomer Technology USA,LLC Suite 202,103 Foulk Rd.,Wilmington Delaware 19803)
CN104B80:サートマー社のビスフェノールAエポキシジアクリレート混合物
CN104C80:CN104と2−ヒドロキシエチルアクリレート(HEA)の80/20混合物
CN104E70C5:CN104、2−ヒドロキシメチルメタクリレート(HEMA)及び2−ヒドロキシエチルアクリレート(HEA)の70/20/5混合物
CN146:サートマー社の単官能性接着促進アクリルオリゴマー
SR833S:トリシクロデカンジメタノールジアクリレート(フリーラジカルにより重合可能な低粘度二官能アクリレートモノマー)
LMA:ラウリルメタクリレート
TMPTMA:トリメチロールプロパントリメタクリレート
IRG651:BASF社のIRGACURE(登録商標)651(2,2−ジメトキシ−1,2−ジフェニルエタン−1−オン)光開始剤(BASF SE Carl−Bosch−Strasse 38 Ludwigshafen GERMANY)
IRG819:BASF社のIRGACURE(登録商標)819(ビス(2,4,6−トリメチルベンゾイル)−フェニルホスフィンオキシド)光開始剤
IBOA:イソボルニルアクリレート
YR301:昭和電工株式会社の別のアクリレート官能化シリカナノ粒子樹脂
TMPTA:トリメチロールプロパントリアクリレート
CITHROL DPHS:PEG 30ジポリヒドロキシステアレート界面活性剤(Croda International Plc,Snaith,Goole,East Yorkshire DN14 9AA UK)
IPM:イソプロピルミリステート
TCDMDA:トリシクロデカンジメタノールジアクリレート
LA:ラウリルアクリレート
HEA:2−ヒドロキシエチルアクリレート
HEMA:2−ヒドロキシエチルメタクリレート
4−hydroxy−TEMPO:フリーラジカル阻害剤(4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン 1−オキシル、又は「TEMPOL」)
調製した樹脂を表3に記載する。
Claims (16)
- ラウリルメタクリレート及びトリメチロールプロパントリメタクリレートを含む硬化した内相に分散した複数の半導体ナノ粒子と、
アクリレート官能化シリカナノ粒子樹脂を含む外相と、
を含んでおり、
内相と外相は相分離している、フィルム。 - 酸素バリアフィルムを更に含む、請求項1に記載のフィルム。
- ラウリルメタクリレート及びトリメチロールプロパントリメタクリレートを含む硬化した内相に分散した複数の半導体ナノ粒子と、
ポリエステルアクリレートオリゴマー及びトリシクロデカンジメタノールジアクリレートを含む外相と、
を含んでおり、
内相と外相は相分離している、フィルム。 - 前記外相は、ポリエステルアクリレートオリゴマー及びトリシクロデカンジメタノールジアクリレートを実質的に等量で含む、請求項3に記載のフィルム。
- 酸素バリアフィルムを更に含む、請求項3に記載のフィルム。
- 前記複数の半導体ナノ粒子が赤色発光量子ドットを含む、請求項3に記載のフィルム。
- 前記複数の半導体ナノ粒子が赤色発光量子ドット及び緑色発光量子ドットを含む、請求項3に記載のフィルム。
- イソボルニルアクリレートを含む内相に分散した複数の半導体ナノ粒子と、
前記内相との相分離をもたらす樹脂を含む外相と、
を含むフィルム。 - 前記外相がアクリレート官能化シリカナノ粒子樹脂を含む、請求項8に記載のフィルム。
- 前記外相が、ビスフェノールAエポキシジアクリレートオリゴマー及び2−ヒドロキシエチルアクリレートを含む、請求項8に記載のフィルム。
- 前記外相が、80%のビスフェノールAエポキシジアクリレートオリゴマーと20%の2−ヒドロキシエチルアクリレートとを含む、請求項10に記載のフィルム。
- 前記内相がラウリルアクリレートを更に含む、請求項8に記載のフィルム。
- 前記外相がアクリレート官能化シリカナノ粒子樹脂を含んでおり、前記内相は、実質的にイソボルニルアクリレート及び半導体ナノ粒子からなる、請求項8に記載のフィルム。
- 光開始剤を更に含む、請求項13に記載のフィルム。
- 前記光開始剤は、ビス(2,4,6−トリメチルベンゾイル)−フェニルホスフィンオキシドである、請求項14に記載のフィルム。
- 前記内相が安定化添加剤を更に含む、請求項8に記載のフィルム。
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