JP5963903B2 - 光配向膜の製造方法及び位相差膜の製造方法 - Google Patents
光配向膜の製造方法及び位相差膜の製造方法 Download PDFInfo
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- JP5963903B2 JP5963903B2 JP2015079033A JP2015079033A JP5963903B2 JP 5963903 B2 JP5963903 B2 JP 5963903B2 JP 2015079033 A JP2015079033 A JP 2015079033A JP 2015079033 A JP2015079033 A JP 2015079033A JP 5963903 B2 JP5963903 B2 JP 5963903B2
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- LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 1
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- 241000282693 Cercopithecidae Species 0.000 description 1
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- BZMLETGRCRSEDT-UHFFFAOYSA-N FC1=C(C(=O)O)C=CC(=C1)OCCCCCCOC(C(=C)C)=O Chemical compound FC1=C(C(=O)O)C=CC(=C1)OCCCCCCOC(C(=C)C)=O BZMLETGRCRSEDT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
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- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 description 1
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
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- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
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- IPTNXMGXEGQYSY-UHFFFAOYSA-N acetic acid;1-methoxybutan-1-ol Chemical compound CC(O)=O.CCCC(O)OC IPTNXMGXEGQYSY-UHFFFAOYSA-N 0.000 description 1
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- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 238000000113 differential scanning calorimetry Methods 0.000 description 1
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- GLSRFBDXBWZNLH-UHFFFAOYSA-L disodium;2-chloroacetate;2-(4,5-dihydroimidazol-1-yl)ethanol;hydroxide Chemical compound [OH-].[Na+].[Na+].[O-]C(=O)CCl.OCCN1CCN=C1 GLSRFBDXBWZNLH-UHFFFAOYSA-L 0.000 description 1
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- 239000004210 ether based solvent Substances 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- XNICETZFWREDRJ-UHFFFAOYSA-N ethyl 2-[(1-ethoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)N=NC(C)(C)C(=O)OCC XNICETZFWREDRJ-UHFFFAOYSA-N 0.000 description 1
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- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 238000001641 gel filtration chromatography Methods 0.000 description 1
- 229940074050 glyceryl myristate Drugs 0.000 description 1
- 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 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
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- 239000002184 metal Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000001117 oleyl 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])=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])[H] 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 229930015698 phenylpropene Natural products 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- PYJBVGYZXWPIKK-UHFFFAOYSA-M potassium;tetradecanoate Chemical compound [K+].CCCCCCCCCCCCCC([O-])=O PYJBVGYZXWPIKK-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- DCBSHORRWZKAKO-UHFFFAOYSA-N rac-1-monomyristoylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)CO DCBSHORRWZKAKO-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229940096501 sodium cocoamphoacetate Drugs 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 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
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3016—Polarising elements involving passive liquid crystal elements
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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Description
で示される基であり、Zは−CH=CHCOO−(トランス体)又は−N=N−で示される基であり、p及びqはそれぞれ独立して、1〜12のいずれかの整数であり、m及びnは、0.65≦m≦0.95、0.05≦n≦0.35、m+n=1の関係を満たす共重合体に占める各モノマーのモル分率である。〕
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー、
で示される基であり、Zは−CH=CHCOO−(トランス体)又は−N=N−で示される基であり、p及びqはそれぞれ独立して、1〜12のいずれかの整数であり、m及びnは、0.65≦m≦0.95、0.05≦n≦0.35、m+n=1の関係を満たす共重合体に占める各モノマーのモル分率である。〕
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー、
で示される基であり、p及びqはそれぞれ独立して、1〜12のいずれかの整数であり、m及びnは、0.65≦m≦0.95、0.05≦n≦0.35、m+n=1の関係を満たす共重合体に占める各モノマーのモル分率である。〕
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー、
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー、
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー、
に関する。
で示される基であり、p及びqはそれぞれ独立して、1〜12のいずれかの整数であり、m及びnは、0.65≦m≦0.95、0.05≦n≦0.35、m+n=1の関係を満たす共重合体に占める各モノマーのモル分率である。〕
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマー。
で示される(メタ)アクリル酸モノマー(M1)の所定量と、一般式(III)
で示される(メタ)アクリル酸モノマー(M2)の所定量とを、無溶媒又は溶媒中混合して、重合させることにより、製造することができる。重合は光又は熱を用いて実施することができる。重合工程において、材料や溶媒等を仕込む方法は特に限定されず、重合前に反応容器へ予め全材料を投入した後に重合を開始してもよいし、M1とM2を混合したのち、かかる混合物や溶媒等の一部について重合開始した後に、残りを滴下又は分割投入などの方法により段階的に追加してもよい。
[実施例1]
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸4−[(E)−2−メトキシカルボニルビニル]フェニルエステル5g(11ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸29.6g(96ミリモル)及び2,2’−アゾ−ビス−イソブチロニトリル0.35g(2.1ミリモル)をシクロヘキサノン196gに溶解した。この溶液に窒素を1時間通気した。次いで、80℃に加熱した。10時間後反応液を冷却し、激しく攪拌しつつ、ノルマルヘキサン346gに室温で滴下した。分離した重合体を濾取し、減圧下、50℃での乾燥により、重合体1を26g得た。
上記で得られたポリマーの重量平均分子量(MW)を、ゲル濾過クロマトグラフィー(GPC)を用いて測定した。得られた重量平均分子量(MW)は30700であった。
測定方法は以下の通りである。すなわち、100mL三角フラスコにTHF約60mLを採り、フェノールフタレインを指示薬として、0.1mol/L水酸化ナトリウム水溶液で中和した。ポリマー約1.5gを精秤し、上記溶液に均一に溶解、攪拌し、0.1mol/L水酸化ナトリウム水溶液で滴定を行い、微赤色が約30秒間消えない点を滴定終点とした。
酸価=(0.1×f×A×56.1/B)/(C/100)
A:滴定量(mL)
f:水酸化ナトリウム水溶液の力価
B:ポリマー組成物量(g)(ポリマーを含む、滴定終了後の溶液の量)
C:ポリマー濃度(%)(ポリマー量/ポリマー組成物量×100)
上記で得られたポリマーの酸価は、156mgKOH/gであった。
上記で得られたポリマーの相転移温度を、示差走査熱量測定(DSC)を用いて測定したところ、160〜180℃であった。
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸4−[(E)−2−メトキシカルボニルビニル]フェニルエステルの使用量を8g(17ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸の使用量を21g(69ミリモル)、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.28g(1.7ミリモル)、シクロヘキサノンの使用量を116gとする以外は、実施例1と同様に処理して、重合体2を24g得た。
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸4−[(E)−2−メトキシカルボニルビニル]フェニルエステルの使用量を10g(21ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸の使用量を15.3g(50ミリモル)、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.23g(1.4ミリモル)、シクロヘキサノンの使用量を101.2g及びノルマルヘキサンの使用量を253gとする以外は、実施例1と同様に処理して、重合体3を24g得た。
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸4−[(E)−2−メトキシカルボニルビニル]フェニルエステル2g(4ミリモル)、2−フルオロ−4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸5.6g(17ミリモル)、2,2’−アゾ−ビス−イソブチロニトリル0.11g(0.6ミリモル)、シクロヘキサノン116g及びノルマルヘキサン76gを用いて、実施例1と同様に処理して、重合体4を5g得た。
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]−(E)−桂皮酸4−シアノフェニルエステル10g(23ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸28g(92ミリモル)を用いて、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.38g(2.3ミリモル)、シクロヘキサノンの使用量を153gとする以外は、実施例1と同様に処理して、重合体5を22g得た。
ポリ[1−[6−[4−[(E)−2−ヒドロキシカルボニルビニル]フェノキシ]ヘキシルオキシカルボニル]−1−メチルエチレン](重合体6)
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]−(E)−桂皮酸20g(23ミリモル)を用いて、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.2g(1.2ミリモル)、シクロヘキサノンの使用量を80gとする以外は、実施例1と同様に処理して、重合体6を17g得た。
ポリ[1−[6−[4−[(E)−2−ヒドロキシカルボニルビニル]フェノキシ]ヘキシルオキシカルボニル]−1−メチルエチレン−CO−1−[6−[4−カルボキシフェノキシ]ヘキシルオキシカルボニル]−1−メチルエチレン](重合体7)
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]−(E)−桂皮酸10g(30ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸37g(120ミリモル)を用いて、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.5g(3.0ミリモル)、シクロヘキサノンの使用量を187gとする以外は、実施例1と同様に処理して、重合体7を40g得た。
4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]−(E)−桂皮酸4−メトキシフェニルエステル10.0g(23ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸27.9g(91ミリモル)を用いて、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.5g(3ミリモル)、シクロヘキサノンの使用量を152gとする以外は、実施例1と同様に処理して、重合体8を25g得た。
1−(4−メトキシフェニルアゾ)−4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]ベンゼン10.0g(25ミリモル)、4−[6−(2−メチルアクリロイルオキシ)ヘキシルオキシ]安息香酸30.9g(100ミリモル)を用いて、2,2’−アゾ−ビス−イソブチロニトリルの使用量を0.4g(3ミリモル)、シクロヘキサノンの使用量を123gとする以外は、実施例1と同様に処理して、重合体9を33g得た。
重合体1〜9を、それぞれシクロヘキサノンに5重量%の濃度で溶解させ、光配向膜用組成物1〜9とした。
光配向膜用組成物1をガラス基板上にスピンコーターを用いて、約100nmの厚みになるように塗布した。その後、80℃で乾燥させ、続いて直線偏光UV光線を40mJ/cm2照射した。次いで、150℃で10分間加熱処理を行い、配向を誘起し光配向膜1を作製した。
下記式(VI−a)で示される二官能液晶性アクリレート
<ポリマーの溶解性>
重合体1〜7の1、5、10、20%における各種溶剤に対する溶解性を目視にて評価し、完全に溶解したものを○、溶け残りがあるものを△、不溶なものが×として記録した。結果を表1に示す(○、△、×の意味するところは、以後の表において同じ)。
重合体1〜7を用いて作製した光配向膜の最適偏光露光量と限界偏光露光量について、作製した光配向膜上に位相差膜を作製し、その配向性から評価を行った。最も配向性の高い偏光露光量を最適偏光露光量とし、配向性が低下し始める露光量を限界偏光露光量とし、結果を表4に示す。
重合体1〜7を用いて作製した光配向膜上への位相差膜の作製に際し、その焼成工程の前後における複屈折率の保持率を評価した。複屈折率の測定は、偏光解析装置OPTIPRO(シンテック株式会社製)を用いて行った(以後の実験において同じ)。結果を表6に示す。
Claims (3)
- 一般式(I−c)
で示される繰り返し単位を有する共重合性(メタ)アクリル酸ポリマーを含んでなる光配向膜用組成物を基材に塗布して膜を形成する工程、
該膜に異方性を有する光を照射する工程、及び、
該膜を加熱処理する工程
を含んでなる光配向膜の製造方法。 - 加熱処理の温度が、120℃〜170℃の温度である、請求項1記載の製造方法。
- 請求項1または2の製造方法により得られる光配向膜上に液晶性化合物を配向させる工程をさらに含んでなる位相差膜の製造方法。
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JP5784323B2 (ja) * | 2011-02-23 | 2015-09-24 | 大阪有機化学工業株式会社 | 位相差フィルム用組成物 |
EP2716625B1 (en) * | 2011-05-31 | 2020-11-11 | DIC Corporation | Cinnamic acid derivative, polymer thereof, and liquid crystal alignment layer comprising cured product thereof |
WO2013081066A1 (ja) * | 2011-11-29 | 2013-06-06 | 日産化学工業株式会社 | 液晶配向膜の製造方法、液晶配向膜及び液晶表示素子 |
JP6268089B2 (ja) * | 2012-07-24 | 2018-01-24 | 日産化学工業株式会社 | 液晶配向膜の製造方法 |
KR101515527B1 (ko) | 2012-08-21 | 2015-04-27 | 주식회사 엘지화학 | 광학 이방성 필름 |
CN104603167B (zh) * | 2012-08-27 | 2016-12-07 | Lg化学株式会社 | 光取向共聚物、光学各向异性膜及其制备方法 |
CN107473969B (zh) * | 2012-10-05 | 2020-10-16 | 日产化学工业株式会社 | 具有水平电场驱动型液晶显示元件用液晶取向膜的基板的制造方法 |
WO2014077248A1 (ja) * | 2012-11-14 | 2014-05-22 | 日産化学工業株式会社 | 光反応性組成物、それを用いた光配向膜、及び光学異方性膜 |
KR20140101291A (ko) * | 2013-02-08 | 2014-08-19 | 제이엔씨 주식회사 | 감광성 폴리머 및 광 배향성 위상차 필름 |
JP2014206715A (ja) * | 2013-03-19 | 2014-10-30 | 日産化学工業株式会社 | 横電界駆動型液晶表示素子用液晶配向膜を有する基板の製造方法 |
US20160054495A1 (en) * | 2013-04-11 | 2016-02-25 | Sumitomo Chemical Company, Limited | Orientation film forming composition |
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WO2014185410A1 (ja) * | 2013-05-13 | 2014-11-20 | 日産化学工業株式会社 | 横電界駆動型液晶表示素子用液晶配向膜を有する基板の製造方法 |
TWI628209B (zh) * | 2013-05-13 | 2018-07-01 | 日產化學工業股份有限公司 | 具有橫向電場驅動型液晶顯示元件用液晶配向膜之基板的製造方法 |
JPWO2014192922A1 (ja) * | 2013-05-31 | 2017-02-23 | 日産化学工業株式会社 | 横電界駆動型液晶表示素子用液晶配向膜を有する基板の製造方法 |
CN105492964B (zh) * | 2013-06-05 | 2020-04-10 | 日产化学工业株式会社 | 具有横向电场驱动型液晶表示元件用液晶取向膜的基板的制造方法 |
JP6409780B2 (ja) * | 2013-10-04 | 2018-10-24 | 日産化学株式会社 | 重合性液晶化合物、液晶性重合体、液晶性組成物、及び単層塗布型水平配向フィルム |
KR20170008274A (ko) * | 2014-05-23 | 2017-01-23 | 디아이씨 가부시끼가이샤 | 화상 표시 장치 및 그것에 사용하는 배향 재료 |
KR102145981B1 (ko) * | 2014-10-31 | 2020-08-20 | 엘지디스플레이 주식회사 | 배향막용 화합물, 배향막, 배향막의 제조 방법 및 배향막을 포함하는 액정표시장치 |
TWI685525B (zh) * | 2014-11-12 | 2020-02-21 | 日商日產化學工業股份有限公司 | 液晶配向劑、液晶配向膜及液晶顯示元件 |
KR102587604B1 (ko) * | 2015-03-11 | 2023-10-11 | 닛산 가가쿠 가부시키가이샤 | 경화막 형성 조성물, 배향재 및 위상차재 |
JP6672815B2 (ja) * | 2015-04-14 | 2020-03-25 | Jsr株式会社 | 液晶配向剤、液晶配向膜及び液晶素子 |
JP2018109788A (ja) * | 2018-03-16 | 2018-07-12 | 日産化学工業株式会社 | 横電界駆動型液晶表示素子用液晶配向膜を有する基板の製造方法 |
CN112789532B (zh) * | 2019-01-09 | 2023-10-20 | 株式会社Lg化学 | 用于生产光学各向异性膜的方法 |
TW202204451A (zh) * | 2020-06-15 | 2022-02-01 | 日商大阪有機化學工業股份有限公司 | 新穎聚合物和使用此之光配向膜及相位差膜 |
KR20230067726A (ko) | 2021-11-08 | 2023-05-17 | 주식회사 클랩 | 광배향 화합물, 이의 제조방법, 이를 이용한 액정 광배향제 및 이를 포함하는 위상차 필름 |
Family Cites Families (16)
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JP3471878B2 (ja) * | 1994-01-14 | 2003-12-02 | 富士写真フイルム株式会社 | 光学補償シート、その製造方法及びそれを用いた液晶表示素子 |
US6107427A (en) * | 1995-09-15 | 2000-08-22 | Rolic Ag | Cross-linkable, photoactive polymer materials |
JP2990270B2 (ja) * | 1997-09-24 | 1999-12-13 | 工業技術院長 | 配向樹脂膜及びその製造方法並びにその配向樹脂膜を用いた光学素子 |
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JP4520314B2 (ja) * | 2004-01-22 | 2010-08-04 | 大日本印刷株式会社 | 液晶表示素子 |
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US7582078B2 (en) * | 2006-02-14 | 2009-09-01 | Boston Scientific Scimed, Inc. | Medical device employing liquid crystal block copolymers and method of making the same |
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