JP2016510351A - 基材フィルム、これを含む積層構造およびディスプレイ素子 - Google Patents
基材フィルム、これを含む積層構造およびディスプレイ素子 Download PDFInfo
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- JP2016510351A JP2016510351A JP2015552601A JP2015552601A JP2016510351A JP 2016510351 A JP2016510351 A JP 2016510351A JP 2015552601 A JP2015552601 A JP 2015552601A JP 2015552601 A JP2015552601 A JP 2015552601A JP 2016510351 A JP2016510351 A JP 2016510351A
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- Prior art keywords
- maleimide
- carbon atoms
- repeating unit
- base film
- substituted
- 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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- -1 cyclic olefin Chemical class 0.000 claims abstract description 81
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 40
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229920001577 copolymer Polymers 0.000 claims abstract description 34
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims abstract description 29
- 229920000642 polymer Polymers 0.000 claims abstract description 29
- 239000000758 substrate Substances 0.000 claims abstract description 23
- 230000009477 glass transition Effects 0.000 claims abstract description 21
- 238000002834 transmittance Methods 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 56
- 239000000178 monomer Substances 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 229910044991 metal oxide Inorganic materials 0.000 claims description 18
- 150000004706 metal oxides Chemical class 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 125000000524 functional group Chemical group 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 125000004450 alkenylene group Chemical group 0.000 claims description 5
- 125000004419 alkynylene group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- YNHKVOGCDPODMT-UHFFFAOYSA-N 1-(2-aminoethyl)pyrrole-2,5-dione;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.NCCN1C(=O)C=CC1=O YNHKVOGCDPODMT-UHFFFAOYSA-N 0.000 claims description 4
- FSVFQKGKXHSLTO-UHFFFAOYSA-N 1-(2-methoxy-5-methylphenyl)pyrrole-2,5-dione Chemical compound COC1=CC=C(C)C=C1N1C(=O)C=CC1=O FSVFQKGKXHSLTO-UHFFFAOYSA-N 0.000 claims description 4
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims description 4
- ADEORFBTPGKHRP-UHFFFAOYSA-N 1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dione Chemical compound O=C1OC2=CC(N(C)C)=CC=C2C(C)=C1N1C(=O)C=CC1=O ADEORFBTPGKHRP-UHFFFAOYSA-N 0.000 claims description 4
- JESXATFQYMPTNL-UHFFFAOYSA-N 2-ethenylphenol Chemical compound OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 claims description 4
- DQYBRTASHMYDJG-UHFFFAOYSA-N Bisindolylmaleimide Chemical compound C1=CC=C2C(C=3C(=O)NC(C=3C=3C4=CC=CC=C4NC=3)=O)=CNC2=C1 DQYBRTASHMYDJG-UHFFFAOYSA-N 0.000 claims description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000005439 maleimidyl group Chemical group C1(C=CC(N1*)=O)=O 0.000 claims description 4
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 claims description 4
- UNCUTNPWBZKJHD-UHFFFAOYSA-N 1-(3-methoxyphenyl)pyrrole-2,5-dione Chemical compound COC1=CC=CC(N2C(C=CC2=O)=O)=C1 UNCUTNPWBZKJHD-UHFFFAOYSA-N 0.000 claims description 3
- AQGZJQNZNONGKY-UHFFFAOYSA-N 1-[4-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=C(N2C(C=CC2=O)=O)C=C1 AQGZJQNZNONGKY-UHFFFAOYSA-N 0.000 claims description 3
- RGNHAWFQWRAADF-UHFFFAOYSA-N 1-[4-[[4-(dimethylamino)phenyl]diazenyl]phenyl]pyrrole-2,5-dione Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=CC=C(N2C(C=CC2=O)=O)C=C1 RGNHAWFQWRAADF-UHFFFAOYSA-N 0.000 claims description 3
- MSUFHYFDQPGXGO-UHFFFAOYSA-N C1(=C(C=CC=C1)N1C(C=CC1=O)=O)N1C(C=CC1=O)=O.C1(=C(C=CC=C1)N1C(C=CC1=O)=O)N1C(C=CC1=O)=O Chemical compound C1(=C(C=CC=C1)N1C(C=CC1=O)=O)N1C(C=CC1=O)=O.C1(=C(C=CC=C1)N1C(C=CC1=O)=O)N1C(C=CC1=O)=O MSUFHYFDQPGXGO-UHFFFAOYSA-N 0.000 claims description 3
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 3
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 3
- CHADEQDQBURGHL-UHFFFAOYSA-N (6'-acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(OC(C)=O)C=C1OC1=CC(OC(=O)C)=CC=C21 CHADEQDQBURGHL-UHFFFAOYSA-N 0.000 claims description 2
- VWIUTSTXVGWCJL-UHFFFAOYSA-N 1-(4-methylphenyl)pyrrole-2,5-dione Chemical compound C1(=CC=C(C=C1)N1C(C=CC1=O)=O)C.C1(=CC=C(C=C1)N1C(C=CC1=O)=O)C VWIUTSTXVGWCJL-UHFFFAOYSA-N 0.000 claims description 2
- VAYJAEOCYWSGBB-UHFFFAOYSA-N 1-(4-phenoxyphenyl)pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1OC1=CC=CC=C1 VAYJAEOCYWSGBB-UHFFFAOYSA-N 0.000 claims description 2
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 claims description 2
- MUPFIGLSLOVQLZ-UHFFFAOYSA-N 1-[3-(dimethylamino)propyl]-5-oxopyrrolidine-3-carboxylic acid Chemical compound CN(C)CCCN1CC(C(O)=O)CC1=O MUPFIGLSLOVQLZ-UHFFFAOYSA-N 0.000 claims description 2
- MCBWHWOQHPYIHR-UHFFFAOYSA-N 1-[4-(1H-benzimidazol-2-yl)phenyl]pyrrole-2,5-dione Chemical compound N1=C(NC2=C1C=CC=C2)C2=CC=C(C=C2)N2C(C=CC2=O)=O.N2=C(NC1=C2C=CC=C1)C1=CC=C(C=C1)N1C(C=CC1=O)=O MCBWHWOQHPYIHR-UHFFFAOYSA-N 0.000 claims description 2
- SSZOCHFYWWVSAI-UHFFFAOYSA-N 1-bromo-2-ethenylbenzene Chemical compound BrC1=CC=CC=C1C=C SSZOCHFYWWVSAI-UHFFFAOYSA-N 0.000 claims description 2
- KQJQPCJDKBKSLV-UHFFFAOYSA-N 1-bromo-3-ethenylbenzene Chemical compound BrC1=CC=CC(C=C)=C1 KQJQPCJDKBKSLV-UHFFFAOYSA-N 0.000 claims description 2
- WGGLDBIZIQMEGH-UHFFFAOYSA-N 1-bromo-4-ethenylbenzene Chemical compound BrC1=CC=C(C=C)C=C1 WGGLDBIZIQMEGH-UHFFFAOYSA-N 0.000 claims description 2
- OGVFUFNUTOTCIA-UHFFFAOYSA-N 1-bromo-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(Br)C=C1 OGVFUFNUTOTCIA-UHFFFAOYSA-N 0.000 claims description 2
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 claims description 2
- WQDGTJOEMPEHHL-UHFFFAOYSA-N 1-chloro-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(Cl)C=C1 WQDGTJOEMPEHHL-UHFFFAOYSA-N 0.000 claims description 2
- LVJZCPNIJXVIAT-UHFFFAOYSA-N 1-ethenyl-2,3,4,5,6-pentafluorobenzene Chemical compound FC1=C(F)C(F)=C(C=C)C(F)=C1F LVJZCPNIJXVIAT-UHFFFAOYSA-N 0.000 claims description 2
- IZYHZMFAUFITLK-UHFFFAOYSA-N 1-ethenyl-2,4-difluorobenzene Chemical compound FC1=CC=C(C=C)C(F)=C1 IZYHZMFAUFITLK-UHFFFAOYSA-N 0.000 claims description 2
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 claims description 2
- YNQXOOPPJWSXMW-UHFFFAOYSA-N 1-ethenyl-2-fluorobenzene Chemical compound FC1=CC=CC=C1C=C YNQXOOPPJWSXMW-UHFFFAOYSA-N 0.000 claims description 2
- ZJSKEGAHBAHFON-UHFFFAOYSA-N 1-ethenyl-3-fluorobenzene Chemical compound FC1=CC=CC(C=C)=C1 ZJSKEGAHBAHFON-UHFFFAOYSA-N 0.000 claims description 2
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 2
- JWVTWJNGILGLAT-UHFFFAOYSA-N 1-ethenyl-4-fluorobenzene Chemical compound FC1=CC=C(C=C)C=C1 JWVTWJNGILGLAT-UHFFFAOYSA-N 0.000 claims description 2
- VIXHMBLBLJSGIB-UHFFFAOYSA-N 1-fluoro-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(F)C=C1 VIXHMBLBLJSGIB-UHFFFAOYSA-N 0.000 claims description 2
- DABFKTHTXOELJF-UHFFFAOYSA-N 1-propylpyrrole-2,5-dione Chemical compound CCCN1C(=O)C=CC1=O DABFKTHTXOELJF-UHFFFAOYSA-N 0.000 claims description 2
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 claims description 2
- NTHFKMZKTASAMH-UHFFFAOYSA-N 2,4-dibromo-1-ethenylbenzene Chemical compound BrC1=CC=C(C=C)C(Br)=C1 NTHFKMZKTASAMH-UHFFFAOYSA-N 0.000 claims description 2
- OMNYXCUDBQKCMU-UHFFFAOYSA-N 2,4-dichloro-1-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C(Cl)=C1 OMNYXCUDBQKCMU-UHFFFAOYSA-N 0.000 claims description 2
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 claims description 2
- DBWWINQJTZYDFK-UHFFFAOYSA-N 2-ethenyl-1,4-dimethylbenzene Chemical compound CC1=CC=C(C)C(C=C)=C1 DBWWINQJTZYDFK-UHFFFAOYSA-N 0.000 claims description 2
- MJZPKYUVFUQNEV-UHFFFAOYSA-N 3-[8-[(dimethylamino)methyl]-6,7,8,9-tetrahydropyrido[1,2-a]indol-3-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione Chemical compound C1=CC=C2C(C3=C(C(NC3=O)=O)C3=CC=C4C=C5N(C4=C3)CCC(C5)CN(C)C)=CN(C)C2=C1 MJZPKYUVFUQNEV-UHFFFAOYSA-N 0.000 claims description 2
- OYXUNEUQIUYJQW-UHFFFAOYSA-N 3-methyl-1-phenylpyrrole-2,5-dione Chemical compound CC=1C(=O)N(C(C1)=O)C1=CC=CC=C1.CC=1C(=O)N(C(C1)=O)C1=CC=CC=C1 OYXUNEUQIUYJQW-UHFFFAOYSA-N 0.000 claims description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
- BPVVTRJJQZINNG-UHFFFAOYSA-N 4-chloro-1-ethenyl-2-methylbenzene Chemical compound CC1=CC(Cl)=CC=C1C=C BPVVTRJJQZINNG-UHFFFAOYSA-N 0.000 claims description 2
- CIVGYTYIDWRBQU-UFLZEWODSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid;pyrrole-2,5-dione Chemical compound O=C1NC(=O)C=C1.N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 CIVGYTYIDWRBQU-UFLZEWODSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 2
- SCIXGGIJMKAGPR-UHFFFAOYSA-N BrC=1C(=O)NC(C1Br)=O.BrC=1C(=O)NC(C1Br)=O Chemical compound BrC=1C(=O)NC(C1Br)=O.BrC=1C(=O)NC(C1Br)=O SCIXGGIJMKAGPR-UHFFFAOYSA-N 0.000 claims description 2
- RIXYJAYTVXSVPF-UHFFFAOYSA-N C(C)(C)(C)N1C(C=CC1=O)=O.C(C)(C)(C)N1C(C=CC1=O)=O Chemical compound C(C)(C)(C)N1C(C=CC1=O)=O.C(C)(C)(C)N1C(C=CC1=O)=O RIXYJAYTVXSVPF-UHFFFAOYSA-N 0.000 claims description 2
- PUFLHHMIMIKZFQ-UHFFFAOYSA-N C(C)C1=C(C=CC=C1)N1C(C=CC1=O)=O.C(C)C1=C(C=CC=C1)N1C(C=CC1=O)=O Chemical compound C(C)C1=C(C=CC=C1)N1C(C=CC1=O)=O.C(C)C1=C(C=CC=C1)N1C(C=CC1=O)=O PUFLHHMIMIKZFQ-UHFFFAOYSA-N 0.000 claims description 2
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- QDBYRFYLQRZBSA-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=C1)N1C(C=CC1=O)=O.[N+](=O)([O-])C1=CC=C(C=C1)N1C(C=CC1=O)=O Chemical compound [N+](=O)([O-])C1=CC=C(C=C1)N1C(C=CC1=O)=O.[N+](=O)([O-])C1=CC=C(C=C1)N1C(C=CC1=O)=O QDBYRFYLQRZBSA-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- QROGIFZRVHSFLM-UHFFFAOYSA-N trans-beta-methyl styrene Natural products CC=CC1=CC=CC=C1 QROGIFZRVHSFLM-UHFFFAOYSA-N 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- 229910000071 diazene Inorganic materials 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- UFFVWIGGYXLXPC-UHFFFAOYSA-N 1-[2-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1N1C(=O)C=CC1=O UFFVWIGGYXLXPC-UHFFFAOYSA-N 0.000 claims 1
- SRXJYTZCORKVNA-UHFFFAOYSA-N 1-bromoethenylbenzene Chemical compound BrC(=C)C1=CC=CC=C1 SRXJYTZCORKVNA-UHFFFAOYSA-N 0.000 claims 1
- BOVQCIDBZXNFEJ-UHFFFAOYSA-N 1-chloro-3-ethenylbenzene Chemical compound ClC1=CC=CC(C=C)=C1 BOVQCIDBZXNFEJ-UHFFFAOYSA-N 0.000 claims 1
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Abstract
Description
qは、0〜4の整数であり、
mは、50〜5000であり、
R1〜R4は、それぞれ独立して、極性作用基または非極性作用基であるか、
R1とR2、R3とR4からなる群より選択された一つ以上の組み合わせが互いに連結されて炭素数1〜10のアルキリデングループを形成するか、またはR1またはR2がR3およびR4のうちのいずれか一つと連結されて炭素数4〜12の飽和または不飽和脂肪族環、または炭素数6〜24の芳香族環を形成することができる。
[実施例1]
(1)環状オレフィン系重合体の製造
常温で反応器に、エキソ比率が71モル%である5−ノルボルネン−2−カルボン酸ブチルエステル(100g)と、エキソ比率が71モル%である5−ノルボルネン−2−カルボン酸メチルエステル(900g)を投入し、トルエン(3000g)を入れた。追加的に1−オクチン(10.8g)を入れて反応器の内部を窒素で置換した後、前記反応器を105℃に昇温した。次に、触媒であるパラジウムアセテートトリマー(0.288g)、トリシクロヘキシルホスフィニウムテトラキス(ペンタフルオロフェニル)ボレート(2.46g)をジクロロメタンに溶解した後、これを前記反応器に投入して18時間攪拌しながら反応させた。18時間反応後、前記反応物をアセトンとエタノールを用いて白色の重合体沈殿物を得た。この沈殿物をフィルターで濾過して回収した重合体を真空オーブンで60℃で24時間乾燥して5−ノルボルネン−2−カルボン酸ブチルエステルと、5−ノルボルネン−2−カルボン酸メチルエステルとの共重合体を製造した。
前記(1)で得られた5−ノルボルネン−2−カルボン酸ブチルエステルと、5−ノルボルネン−2−カルボン酸メチルエステルとの共重合体80重量%と、マレイミド単量体含有量が15重量%であるスチレン−マレイミド共重合体20重量%を混合し、メチレンクロライド(MC)溶媒に溶かして固形分含有量が20重量%になるようにした。そして、この溶液を0.45μm孔(pore)を有するフィルターを用いてきれいにフィルターし、コーティング溶液を製造した。
5−ノルボルネン−2−カルボン酸ブチルエステルおよび5−ノルボルネン−2−カルボン酸メチルエステルの含有量およびエキソ比率を下記表1のように異にしたことを除いては、実施例1と同様な方法で5−ノルボルネン−2−カルボン酸ブチルエステルと5−ノルボルネン−2−カルボン酸メチルエステルとの共重合体を製造した。
前記実施例1〜5および比較例1〜2で製造した基材フィルムのそれぞれを下記の測定法で提示する方法により物性を測定し、その結果を下記表2に示した。
アクソメトリクス社(Axomatrix社)のアクソスキャン(Axoscan)を用いて前記実施例で得られた基材フィルムのそれぞれの位相差値を測定し、フィルムの厚さと共に測定した。
ヘーズメーター(Hazemeter)を用いて、前記実施例および比較例で得られた基材フィルムのそれぞれの光透過度を測定した。
ヘーズメーターを用いて、前記実施例および比較例で得られた基材フィルムのそれぞれの透明度を測定した。
プリズムカプラー(Prism coupler)を用いて前記実施例で得られた基材フィルムのそれぞれの屈折率を測定した。
TMA(Thermal mechanical analyzer)を用いて前記実施例および比較例で得られた基材フィルムのそれぞれのガラス転移温度を測定した。この時、温度によるフィルムのオンセットポイント(On−set point)を確認した。
COP上に実施例1および比較例1で製造した基材フィルムのそれぞれをコーティングした後、前記基材フィルムに3Mテープを付けてから瞬間的に引き剥がした後、フィルムの状態を確認する方法で接着力をテストした。
Claims (19)
- 環状オレフィン系繰り返し単位を有する重合体と、スチレン系繰り返し単位およびマレイミド系繰り返し単位を含む共重合体と、を含む基材フィルムであって、
前記環状オレフィン系繰り返し単位の中のエキソ異性体含有量が50モル%以上であり、
前記基材フィルム上に透明金属酸化物系伝導性フィルムが形成される基材フィルム。 - 前記環状オレフィン系繰り返し単位を有する重合体は、下記の化学式2で表されるノルボルネン系単量体を単独で付加重合して製造されたホモ重合体または2種以上を付加共重合して製造された共重合体である、請求項1に記載の基材フィルム。
qは、0〜4の整数であり、
R1〜R4は、それぞれ独立して、極性作用基または非極性作用基であるか、
R1とR2、R3とR4からなる群より選択された一つ以上の組み合わせが互いに連結されて炭素数1〜10のアルキリデングループを形成するか、またはR1またはR2がR3およびR4のうちのいずれか一つと連結されて炭素数4〜12の飽和または不飽和脂肪族環、または炭素数6〜24の芳香族環を形成することができる。) - 前記環状オレフィン系繰り返し単位の中のエキソ異性体含有量が50〜100モル%である、請求項1に記載の基材フィルム。
- 前記環状オレフィン系繰り返し単位を有する重合体は、10,000〜1,000,000の重量平均分子量を有する、請求項1に記載の基材フィルム。
- 前記スチレン系繰り返し単位およびマレイミド系繰り返し単位を含む共重合体において、スチレン系繰り返し単位を1〜50重量%含む、請求項1に記載の基材フィルム。
- 前記スチレン系繰り返し単位とマレイミド系繰り返し単位を含む共重合体は、500〜1,000,000の重量平均分子量を有する、請求項1に記載の基材フィルム。
- 前記環状オレフィン系繰り返し単位を有する重合体と、スチレン系繰り返し単位およびマレイミド系繰り返し単位を含む共重合体とは、99:1〜50:50の重量比で混合される、請求項1に記載の基材フィルム。
- 前記非極性作用基は、水素、ハロゲン、置換または非置換の炭素数1〜20の線状または分枝状アルキル、置換または非置換の炭素数2〜20の線状または分枝状アルケニル、置換または非置換の炭素数2〜20の線状または分枝状アルキニル、置換または非置換の炭素数3〜12のシクロアルキル、炭素数6〜40のアリール、および置換または非置換の炭素数7〜15のアラルキルからなる群より選択される、請求項2に記載の基材フィルム。
- 前記極性作用基は、−R5OR6、−OR6、−OC(O)OR6、−R5OC(O)OR6、−C(O)OR6、−R5C(O)OR6、−C(O)R6、−R5C(O)R6、−OC(O)R6、−R5OC(O)R6、−(R5O)p−OR6、−(OR5)p−OR6、−C(O)−O−C(O)R6、−R5C(O)−O−C(O)R6、−SR6、−R5SR6、−SSR6、−R5SSR6、−S(=O)R6、−R5S(=O)R6、−R5C(=S)R6−、−R5C(=S)SR6、−R5SO3R6、−SO3R6、−R5N=C=S、−N=C=S、−NCO、−R5−NCO、−CN、−R5CN、−NNC(=S)R6、−R5NNC(=S)R6、−NO2、−R5NO2、
前記極性作用基中、
pは、それぞれ独立して、1〜10の整数であり、
R5は、置換または非置換の炭素数1〜20の線状または分枝状アルキレン、置換または非置換の炭素数2〜20の線状または分枝状アルケニレン、置換または非置換の炭素数2〜20の線状または分枝状アルキニレン、置換または非置換の炭素数3〜12のシクロアルキレン、置換または非置換の炭素数6〜40のアリーレン、置換または非置換の炭素数7〜15のアラルキレン、置換または非置換の炭素数1〜20のアルコキシレン、および置換または非置換の炭素数1〜20のカルボニルオキシレンからなる群より選択され、
R6、R7およびR8は、それぞれ独立して、水素、ハロゲン、置換または非置換の炭素数1〜20の線状または分枝状アルキル、炭素数2〜20の線状または分枝状アルケニル、置換または非置換の炭素数2〜20の線状または分枝状アルキニル、置換または非置換の炭素数3〜12のシクロアルキル、置換または非置換の炭素数6〜40のアリール、置換または非置換の炭素数7〜15のアラルキル、置換または非置換の炭素数1〜20のアルコキシ、および置換または非置換の炭素数1〜20のカルボニルオキシからなる群より選択される、請求項2に記載の基材フィルム。 - 前記化学式2で表されるノルボルネン系単量体は、カルボン酸アルキルエステル作用基を含む単量体、極性作用基を含む単量体、アセテート基を含む単量体、アルキル基を含む単量体、およびアリール基を含む単量体からなる群より選択された1種の単量体を含む、請求項2に記載の基材フィルム。
- 前記スチレン系繰り返し単位は、スチレン、α−メチルスチレン、3−メチルスチレン、4−メチルスチレン、2,4−ジメチルスチレン、2,5−ジメチルスチレン、2−メチル−4−クロロスチレン、2,4,6−トリメチルスチレン、cis−β−メチルスチレン、trans−β−メチルスチレン、4−メチル−α−メチルスチレン、4−フルオロ−α−メチルスチレン、4−クロロ−α−メチルスチレン、4−ブロモ−α−メチルスチレン、4−t−ブチルスチレン、2−フルオロスチレン、3−フルオロスチレン、4−フルオロスチレン、2,4−ジフルオロスチレン、2,3,4,5,6−ペンタフルオロスチレン、2−クロロスチレン、3−クロロスチレン、4−クロロスチレン、2,4−ジクロロスチレン、2,6−ジクロロスチレン、オクタクロロスチレン、2−ブロモスチレン、3−ブロモスチレン、4−ブロモスチレン、2,4−ジブロモスチレン、α−ブロモスチレン、β−ブロモスチレン、2−ヒドロキシスチレン、および4−ヒドロキシスチレンからなる群より選択された化合物から誘導された繰り返し単位である、請求項1に記載の基材フィルム。
- 前記マレイミド系繰り返し単位は、(R)−(+)−N−(1−フェニルエチル)マレイミド((R)−(+)−N−(1−phenylethyl)maleimide)、(S)−(−)−N−(1−フェニルエチル)マレイミド((S)−(−)−N−(1−phenylethyl)maleimide)、1,1’−(メチレンジ−4,1−フェニレン)ビス−マレイミド(1,1’−(methylenedi−4,1−phenylene)bis−maleimide)、1−(2−メトキシ−5−メチルフェニル)マレイミド(1−(2−methoxy−5−methylphenyl)maleimide)、2,3−ジブロモ−N−メチルマレイミド(2,3−dibromo−N−methylmaleimide)、2,3−ジブロモマレイミド(2,3−dibromomaleimide)、2,3−ジクロロ−N−フェニルマレイミド(2,3−dichloro−N−phenylmaleimide)、2−メチル−N−フェニルマレイミド(2−methyl−N−phenylmaleimide)、4−ジメチルアミノフェニルアゾフェニル−4’−マレイミド(4−dimethylaminophenylazophenyl−4’−maleimide)、ビオチン−マレイミド(biotin−maleimide)、ビスインドリルマレイミドIヒドロクロライド(bisindolylmaleimide I hydrochlorid)、ビスインドリルマレイミドII(bisindolylmaleimide II)、ビスインドリルマレイミドIV(bisindolylmaleimide IV)、ビスインドリルマレイミドV(bisindolylmaleimide V)、ビスインドリルマレイミドVII(bisindolylmaleimide VII)、ビスインドリルマレイミドVIII(bisindolylmaleimide VIII)、アセテート(acetate)、ビスインドリルマレイミドX(bisindolylmaleimide X)、ヒドロクロライド(hydrochloride)、ビスインドリルマレイミドXI(bisindolylmaleimide XI)、フルオレセインジアセテート5−マレイミド(fluorescein diacetate 5−maleimide)、マレイミド(maleimide)、N,N’−(o−フェニレン)ジマレイミド(N,N’−(o−phenylene)dimaleimide)、N,N’−(p−フェニレン)ジマレイミド(N,N’−(p−phenylene)dimaleimide)、N,N’−1,2−フェニレンジマレイミド(N,N’−1,2−phenylenedimaleimide)、N,N’−1,3−フェニレンジマレイミド(N,N’−1,3−phenylenedimaleimide)、N,N’−1,4−フェニレンジマレイミド(N,N’−1,4−phenylenedimaleimide)、N−(1−ナフチル)−マレイミド(N−(1−naphthyl)−maleimide)、N−(1−ピレニル)−マレイミド(N−(1−pyrenyl)maleimide)、N−(2,3−キシリル)マレイミド(N−(2,3−xylyl)maleimide)、N−(2−アミノエチル)マレイミドトリフルオロアセテート塩(N−(2−aminoethyl)maleimide trifluoroacetate salt)、N−(2−エチルフェニル)マレイミド(N−(2−ethylphenyl)maleimide)、N−(2−メトキシフェニル)マレイミド(N−(2−methoxyphenyl)maleimide)、N−(3−フルオランチル)マレイミド(N−(3−fluoranthyl)maleimide)、N−(3−メトキシフェニル)マレイミド(N−(3−methoxyphenyl)maleimide)、N−(4−アニリノ−1−ナフチル)マレイミド(N−(4−anilino−1−naphthyl)maleimide)、N−(4−クロロフェニル)−マレイミド(N−(4−chlorophenyl)−maleimide)、N−(4−エチルフェニル)マレイミド(N−(4−ethylphenyl)maleimide)、N−(4−フルオロフェニル)マレイミド(N−(4−fluorophenyl)maleimide)、N−(4−ヨードフェニル)マレイミド(N−(4−iodophenyl)maleimide)、N−(4−ニトロフェニル)マレイミド(N−(4−nitrophenyl)maleimide)、N−(4−フェノキシフェニル)マレイミド(N−(4−phenoxyphenyl)maleimide)、N−(7−ジメチルアミノ−4−メチル−3−クマリニル)マレイミド(N−(7−dimethylamino−4−methyl−3−coumarinyl)maleimide)、N−(7−ジメチルアミノ−4−メチルクマリン−3−イル)−マレイミド(N−(7−dimethylamino−4−methylcoumarin−3−yl)−maleimide)、N−(9−アクリジニル)マレイミド(N−(9−acridinyl)maleimide)、N−(オルト−トリル)−マレイミド(N−(ortho−tolyl)−maleimide)、N−(パラ−トリル)−マレイミド(N−(para−tolyl)−maleimide)、N−ベンジル−2,3−ジブロモマレイミド(N−benzyl−2,3−dibromomaleimide)、N−ベンジルマレイミド(N−benzylmaleimide)、N−ブチルマレイミド(N−butylmaleimide)、N−シクロヘキシルマレイミド(N−cyclohexylmaleimide)、N−エチルマレイミド(N−ethylmaleimide)、N−ヒドロキシマレイミド(N−hydroxymaleimide)、N−メトキシカルボニルマレイミド(N−methoxycarbonylmaleimide)、N−メチルマレイミド(N−methylmaleimide)、N−フェニルマレイミド(N−phenylmaleimide)、N−プロピルマレイミド(N−propylmaleimide)、N−tert−ブチルマレイミド(N−tert−butylmaleimide)、N−[4−(2−ベンズイミダゾリル)フェニル]マレイミド(N−[4−(2−benzimidazolyl)phenyl]maleimide)、およびストレプトアビジン−マレイミド(streptavidin−maleimide)からなる群より選択された化合物から誘導された繰り返し単位である、請求項1に記載の基材フィルム。
- 250℃以上のガラス転移温度を有する、請求項1に記載の基材フィルム。
- 400〜800nmにおける光透過度が90%以上である、請求項1に記載の基材フィルム。
- 厚さが20〜200μmである、請求項1に記載の基材フィルム。
- 前記透明金属酸化物系伝導性フィルムは、ITOフィルム、ATOフィルム、IZOフィルム、酸化スズフィルム、酸化亜鉛フィルム、酸化チタンフィルム、および酸化アンチモンフィルムからなる群より選択される1種以上である、請求項1に記載の基材フィルム。
- 前記基材フィルムは、タッチパネル用ITOフィルムの基材またはディスプレイ素子の基材として用いられる、請求項1に記載の基材フィルム。
- 請求項1に記載の基材フィルムと、
前記基材フィルム上に形成された透明金属酸化物系伝導性フィルムと、を含む積層構造。 - 請求項18に記載の積層構造を含むディスプレイ素子。
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