JP2019119765A - 熱硬化性組成物、硬化膜および表示装置 - Google Patents
熱硬化性組成物、硬化膜および表示装置 Download PDFInfo
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- JP2019119765A JP2019119765A JP2017253690A JP2017253690A JP2019119765A JP 2019119765 A JP2019119765 A JP 2019119765A JP 2017253690 A JP2017253690 A JP 2017253690A JP 2017253690 A JP2017253690 A JP 2017253690A JP 2019119765 A JP2019119765 A JP 2019119765A
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
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- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 description 1
- WTNDADANUZETTI-UHFFFAOYSA-N cyclohexane-1,2,4-tricarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)C(C(O)=O)C1 WTNDADANUZETTI-UHFFFAOYSA-N 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 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
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 125000005022 dithioester group Chemical group 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
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- BDJSOPWXYLFTNW-UHFFFAOYSA-N methyl 3-methoxypropanoate Chemical compound COCCC(=O)OC BDJSOPWXYLFTNW-UHFFFAOYSA-N 0.000 description 1
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- 238000000465 moulding Methods 0.000 description 1
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- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
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- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003003 phosphines Chemical group 0.000 description 1
- 150000004714 phosphonium salts Chemical group 0.000 description 1
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- 239000000049 pigment Substances 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
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- 230000000379 polymerizing effect Effects 0.000 description 1
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- 230000001737 promoting effect Effects 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
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- 125000005493 quinolyl group Chemical group 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
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- 239000003566 sealing material Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 238000004544 sputter deposition Methods 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
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
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- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
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- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/133305—Flexible substrates, e.g. plastics, organic film
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133509—Filters, e.g. light shielding masks
- G02F1/133514—Colour filters
- G02F1/133519—Overcoatings
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- G—PHYSICS
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- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
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- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Crystallography & Structural Chemistry (AREA)
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Optical Filters (AREA)
- Epoxy Resins (AREA)
- Epoxy Compounds (AREA)
Abstract
Description
本発明はまた、(3):固形分の全質量に対して1〜20質量%のカップリング剤(F)を含有することを特徴とする、(1)又は(2)に記載の熱硬化性組成物に関する。
本発明はまた、(4):(A)成分、(B)成分、および(C)成分を含むエポキシ化合物の全質量に対して、(A)成分の含有量が5〜50質量%であり、(B)成分の含有量が10〜40質量%であり、(C)成分の含有量が10〜70質量%であることを特徴とする、(1)〜(3)のいずれかに記載の熱硬化性組成物に関する。
本発明はまた、(5):(1)〜(4)のいずれかに記載の熱硬化性組成物を硬化させてなることを特徴とする、硬化膜に関する。
本発明はまた、(6):(5)記載の硬化膜を有することを特徴とする、表示装置に関する。
(A)成分のエポキシ化合物は、一般式(1)で表される、mの平均値が0〜1のエポキシ化合物である。
mの平均値は、(A)成分のエポキシ当量から算出することができる。
ビスナフトールフルオレン型エポキシ化合物の場合
(エポキシ当量)×2=(mの平均値)×506.6+562.7
ビスフェノールフルオレン型エポキシ化合物の場合
(エポキシ当量)×2=(mの平均値)×406.5+462.5
攪拌装置、コンデンサー、油水分離管を備えた減圧反応ができる反応容器に9,9−ビス(4−ヒドロキシナフチル)フルオレン451質量部、エピクロルヒドリン555質量部を仕込み、完全に溶解した後、系内を減圧にして20kPa、73℃にし、その後、129.2質量部の49%NaOH水溶液を3時間かけて滴下した。反応中は、還流状態で行い還流留出した水とエピクロルヒドリンとを油水分離管で分離し、エピクロルヒドリンは反応容器に戻し、水は系外に除いて反応させた。反応終了後、エピクロルヒドリンを留去し、トルエン600質量部に溶解した。その後生成した塩を除去し、更に水洗した後、49%NaOH溶液36.5質量部と水14.5質量部とを投入して80℃で3時間、加熱撹拌して精製した。精製後、水洗を繰り返し、塩類などの不純物を洗浄した。洗浄したトルエン溶液からトルエンを回収してエポキシ化合物380質量部を得た(エポキシ化合物(A)−1)。得られた樹脂のエポキシ当量は296g/eqであった。
合成例1において、9,9−ビス(4−ヒドロキシナフチル)フルオレン451質量部のかわりに9,9−ビス(4−ヒドロキシフェニル)フルオレン350質量部を用いた以外は、合成例1と同様に反応、精製することにより、エポキシ化合物(A)−2を得た。得られた樹脂のエポキシ当量は257g/eqであった。
表1〜表5に示す組成によって配合を行い、室温で3時間攪拌混合して固形分成分を溶剤に溶解させ、熱硬化性組成物を作製した。組成の数値は質量部であり、固形分の合計が100質量部となるように記載されている。固形分成分の中にははじめから溶剤(プロピレングリコールモノメチルエーテルアセテート)に溶解した状態で合成されたものもあるが、その場合は組成の数値には固形分としての質量部を示し、持ち込まれる溶剤分は溶剤の質量部に含めて記した。実施例の配合に使用した成分を以下に示す。
(A)−1:合成例1で調製した一般式(1)において、mの平均値が0.06であるビスナフトールフルオレン型エポキシ化合物
(A)−2:合成例2で調製した一般式(1)において、mの平均値が0.12であるビスフェノールフルオレン型エポキシ化合物
(B)−1:(3’,4’−エポキシシクロヘキシルメチル)3,4−エポキシシクロヘキサンカルボキシレート(ダイセル社製 セロキサイド2021P、エポキシ当量135)
(B)−2:ビスフェノールA型エポキシ化合物(三菱ケミカル製JER828、エポキシ当量190)
(C)−1:2,2−ビス(ヒドロキシメチル)−1−ブタノールの1,2−エポキシ−4−(2−オキシラニル)シクロヘキサン付加物(株式会社ダイセル製、EHPE3150、Mw:約1400、エポキシ当量:170〜190g/eq)
(C)−2:グリシジルメタクリレート:メチルメタクリレート:n−ブチルメタクリレート=5:3:2の共重合組成のグリシジルメタクリレート共重合ポリマー(Mw:約9000、エポキシ当量:295g/eq)
(C)−3:ビスフェノールA型エポキシ樹脂(三菱ケミカル株式会社製、JER1001、Mw:約900、エポキシ当量:450〜500g/eq)
(D):無水トリメリット酸
(E):1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エンのオクチル酸塩
(F):3−(グリシジルオキシ)プロピルトリメトキシシラン
(G)−1:プロピレングリコールモノメチルエーテルアセテート
(G)−2:3−メトキシプロピオン酸メチル
(G)−3:ジエチレングリコールエチルメチルエーテル
(S):フッ素系界面活性剤(DIC株式会社製、メガファックF−556)
カラーフィルター基板として、ブラックマトリクス及びレッド・グリーン・ブルーの画素およびモザイク状にブルーの画素が無いパターンが形成されており、画素上で高さ2.5μmの凹凸が生じているものを用意した。上記熱硬化性組成物をカラーフィルター基板にスピンコーターを用いて塗布し、90℃のホットプレートで2分間乾燥させて試験片を作製した。このとき、画素上に膜厚1.5μmの硬化膜が得られるように塗布条件(スピン回転数)を調節した。次に試験片を230℃の熱風オーブンで30分間焼成し、熱硬化性組成物の硬化膜を得た。
◎(良好) :凹凸の高さの差は0.10μm以下だった
○(やや良好) :凹凸の高さの差は0.10μmを超え0.15μm以下だった
△(やや不良) :凹凸の高さの差は0.15μmを超え0.20μm以下だった
×(不良) :凹凸の高さの差は0.2μmを超えていた
上記熱硬化性組成物を無アルカリガラス基板にスピンコーターを用いて塗布し、90℃のホットプレートで2分間乾燥させて試験片を作製した。このとき、膜厚1.5μmの硬化膜が得られるように塗布条件(スピン回転数)を調節した。次に試験片を230℃の熱風オーブンで30分間焼成し、熱硬化性組成物の硬化膜を得た。試験片の硬化膜を10mg削り取ってサンプリングし、これを大気気流下、室温から120℃を10℃/分で昇温して120℃において30分保持後、120℃から230℃を10℃/分で230℃にて3時間保持した際の重量減少を、熱重量分析装置(商品名株式会社リガク社製 示差熱天秤 Thermo plus EVO2)で測定し、次の基準により3段階評価を行った。
◎ :重量減少は5%未満だった
○ :重量減少は5%以上7%未満だった
△ :重量減少は7%以上10%未満だった
× :重量減少は10%以上だった
上記発ガス性評価と同様にして熱硬化性組成物の硬化膜が形成された試験片を作製した。試験片をN−メチルピロリドンに40℃で30分間浸漬させた後、硬化膜の状態を観察し、次の基準により3段階評価を行った。
○ :外観に変化なく膜厚変化が2%以内だった
△ :外観に変化はなかったが膜厚変化が2%を超えていた
× :外観に変化が見られた
上記発ガス性評価と同様にして熱硬化性組成物の硬化膜が形成された試験片を作製した。環境試験機を用いて試験片を121℃で湿度100%の環境下に5時間保持した後、硬化膜に対してクロスカット−テープ剥離試験を行い、ASTM D3359の基準により5Bから0Bまでの6段階にて評価を行った。
上記発ガス性評価と同様にして熱硬化性組成物の硬化膜が形成された試験片を作製した。試験片の硬化膜を40mg削り取ってサンプリングし、これを液晶(メルク社製「MLC−6608」)1gに浸漬させて100℃で72時間保持した後、液晶の電圧保持率を測定し、次の基準により3段階評価を行った。
○ :電圧保持率は95%以上だった
△ :電圧保持率は90%以上95%未満だった
× :電圧保持率は90%未満だった
上記発ガス性評価と同様にして熱硬化性組成物の硬化膜が形成された試験片を作製した。波長400nmにおける硬化膜の透過率を分光光度計で測定し、次の基準により3段階評価を行った。
○ :透過率は95%以上だった
△ :透過率は93%以上95%未満だった
× :透過率は93%未満だった
Claims (6)
- 下記一般式(1)で表されるmの平均値が0〜1であるエポキシ化合物(A)、常温で液状のエポキシ化合物(B)、(A)成分または(B)成分以外で重量平均分子量が900〜20000かつエポキシ当量が150〜500g/eqであるエポキシ化合物(C)、多価カルボン酸、多価カルボン酸の無水物、および多価カルボン酸の熱分解性エステルからなる群より選ばれる硬化剤(D)、ならびに硬化促進剤(E)を含有することを特徴とする熱硬化性組成物。
- 固形分の全質量に対して、(A)成分、(B)成分、(C)成分を含むエポキシ化合物の合計含有量が55〜85質量%であり、(D)成分の含有量が5〜40質量%であり、(E)成分の含有量が0.01〜2質量%であることを特徴とする、請求項1記載の熱硬化性組成物。
- 固形分の全質量に対して1〜20質量%のカップリング剤(F)を含有することを特徴とする、請求項1又は2に記載の熱硬化性組成物。
- (A)成分、(B)成分、および(C)成分を含むエポキシ化合物の全質量に対して、(A)成分の含有量が5〜50質量%であり、(B)成分の含有量が10〜40質量%であり、(C)成分の含有量が10〜70質量%であることを特徴とする、請求項1〜3のいずれか1項に記載の熱硬化性組成物。
- 請求項1〜4のいずれか1項に記載の熱硬化性組成物を硬化させてなることを特徴とする、硬化膜。
- 請求項5記載の硬化膜を有することを特徴とする、表示装置。
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