TWI269072B - Use of polymerisable diketopyrrolopyrroles in colour filters - Google Patents
Use of polymerisable diketopyrrolopyrroles in colour filters Download PDFInfo
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- TWI269072B TWI269072B TW092119862A TW92119862A TWI269072B TW I269072 B TWI269072 B TW I269072B TW 092119862 A TW092119862 A TW 092119862A TW 92119862 A TW92119862 A TW 92119862A TW I269072 B TWI269072 B TW I269072B
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- Prior art keywords
- group
- alkyl
- hydrogen
- aryl
- formula
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- 125000000217 alkyl group Chemical group 0.000 claims description 80
- 239000001257 hydrogen Substances 0.000 claims description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims description 50
- 125000003118 aryl group Chemical group 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 30
- 150000002431 hydrogen Chemical class 0.000 claims description 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 22
- 239000000178 monomer Substances 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
- 239000011368 organic material Substances 0.000 claims description 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000005594 diketone group Chemical group 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000006850 spacer group Chemical group 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 210000003298 dental enamel Anatomy 0.000 claims 1
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 claims 1
- 229960000991 ketoprofen Drugs 0.000 claims 1
- 125000003523 triterpene group Chemical group 0.000 claims 1
- 239000000049 pigment Substances 0.000 abstract description 3
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- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 12
- 239000011230 binding agent Substances 0.000 description 10
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- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 8
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
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- 125000002947 alkylene group Chemical group 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 238000003475 lamination Methods 0.000 description 4
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- 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 4
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- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
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- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
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- 229920001727 cellulose butyrate Polymers 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229920001940 conductive polymer Polymers 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 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 3
- 125000004386 diacrylate group Chemical group 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920001220 nitrocellulos Polymers 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 3
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- 229920000098 polyolefin Polymers 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
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- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical group [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
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- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
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- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
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- 150000007513 acids Chemical class 0.000 description 2
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- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
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- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 2
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- 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 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 230000005855 radiation Effects 0.000 description 2
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- 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 2
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Classifications
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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
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/004—Diketopyrrolopyrrole dyes
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Nonlinear Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Mathematical Physics (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Optical Filters (AREA)
- Plural Heterocyclic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| EP02405640 | 2002-07-22 |
Publications (2)
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| TW200405039A TW200405039A (en) | 2004-04-01 |
| TWI269072B true TWI269072B (en) | 2006-12-21 |
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|---|---|---|---|
| TW092119862A TWI269072B (en) | 2002-07-22 | 2003-07-21 | Use of polymerisable diketopyrrolopyrroles in colour filters |
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| EP (1) | EP1523528B1 (enExample) |
| JP (1) | JP4776922B2 (enExample) |
| KR (1) | KR101011941B1 (enExample) |
| CN (1) | CN100453602C (enExample) |
| AT (1) | ATE546497T1 (enExample) |
| AU (1) | AU2003257464A1 (enExample) |
| TW (1) | TWI269072B (enExample) |
| WO (1) | WO2004009710A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP5068528B2 (ja) | 2003-04-10 | 2012-11-07 | チバ ホールディング インコーポレーテッド | 蛍光ジケトピロロピロール |
| JP2007095162A (ja) * | 2005-09-28 | 2007-04-12 | Hitachi Global Storage Technologies Netherlands Bv | 磁気記録媒体及びその製造法 |
| KR100793946B1 (ko) * | 2006-11-17 | 2008-01-16 | 제일모직주식회사 | 액정표시소자 칼럼 스페이서용 감광성 수지 조성물, 이를이용한 액정표시소자 칼럼 스페이서의 제조방법,액정표시소자용 칼럼 스페이서 및 이를 포함하는디스플레이 장치 |
| KR100919715B1 (ko) * | 2007-11-30 | 2009-10-06 | 제일모직주식회사 | 컬러 필터용 감광성 수지 조성물 및 이로부터 제조된 컬러필터 |
| FR2956028B1 (fr) | 2010-02-08 | 2012-03-02 | Oreal | Composition cosmetique incluant au moins un compose fluorophore. |
| JP2011153278A (ja) * | 2010-01-28 | 2011-08-11 | Fujifilm Corp | 顔料微粒子分散体及び光硬化性組成物、これに用いられる新規化合物 |
| US9543521B2 (en) * | 2011-11-15 | 2017-01-10 | Basf Se | Organic semiconductor device and process for its production |
| WO2017202635A1 (en) | 2016-05-25 | 2017-11-30 | Basf Se | Semiconductors |
| CN107840848A (zh) * | 2016-09-18 | 2018-03-27 | 南京工业大学 | 一类吡咯并吡咯二酮聚醚衍生物及其制备方法 |
| CN112313290B (zh) * | 2018-06-25 | 2022-11-04 | 太阳化学有限公司 | 滤色器用红色颜料组合物 |
| CN110791117A (zh) * | 2018-08-01 | 2020-02-14 | 浙江浩川科技有限公司 | 一种芳香亚胺基取代的dpp类有机颜料及合成方法和用途 |
| CN109897043B (zh) * | 2019-03-29 | 2021-08-13 | 华东理工大学 | 含氟吡咯并吡咯二酮季铵盐类化合物及其制备方法与应用 |
| CN112782933B (zh) * | 2019-11-06 | 2024-04-02 | 东友精细化工有限公司 | 着色感光性树脂组合物、滤色器及图像显示装置 |
| JP6928755B1 (ja) * | 2020-03-13 | 2021-09-01 | 東洋インキＳｃホールディングス株式会社 | 顔料分散剤、カラーフィルタ用顔料組成物、着色組成物、およびカラーフィルタ |
| CN116813625A (zh) * | 2023-06-29 | 2023-09-29 | 贵州民族大学 | 一种具有高荧光量子产率的吡咯并吡咯二酮有机染料及其制备方法 |
| CN116969952A (zh) * | 2023-07-31 | 2023-10-31 | 山东凯瑞尔光电科技有限公司 | 一种二苯基吡咯并吡咯二酮衍生物及其颜料组合物 |
| CN117826454B (zh) * | 2023-12-22 | 2025-04-25 | 武汉华星光电技术有限公司 | 显示面板及显示装置 |
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| EP0337951A3 (de) * | 1988-04-15 | 1991-04-24 | Ciba-Geigy Ag | Farbige Polymermikropartikel |
| EP0648770B1 (de) * | 1993-10-13 | 2000-05-17 | Ciba SC Holding AG | Pyrrolo[3,4-c]pyrrole |
| EP0654711B1 (en) * | 1993-11-22 | 1999-06-02 | Ciba SC Holding AG | Compositions for making structured color images and application thereof |
| EP0787731B1 (de) * | 1996-01-30 | 2002-08-07 | Ciba SC Holding AG | Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere |
| DE59704157D1 (de) * | 1996-01-30 | 2001-09-06 | Ciba Sc Holding Ag | Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere |
| EP0811625B1 (en) * | 1996-06-05 | 2002-04-17 | Ciba SC Holding AG | Process for preparing diketopyrrolopyrrole derivatives |
| US5947156A (en) * | 1997-03-11 | 1999-09-07 | Tomczyk; Frederick A. | Holding tank having waste evacuation device |
| US5919944A (en) | 1997-07-30 | 1999-07-06 | Ciba Specialty Chemicals Corporation | Polymerisable diketopyrrolopyrroles |
| EP0952183B1 (de) * | 1998-04-22 | 2005-02-23 | Ciba SC Holding AG | Verzugsfreie Pigmentzusammensetzungen enthaltend Diaryl-diketopyrrolo 3,4c pyrrole |
| AU754087B2 (en) * | 1998-04-22 | 2002-11-07 | Ciba Specialty Chemicals Holding Inc. | Preparation of alkylthio- and/or arylthio-substituted diketo-diaryl-pyrrolopyrroles |
| US6107491A (en) * | 1998-07-20 | 2000-08-22 | Ciba Specialty Chemicals Corporation | Polymerizable diketopyrrolopyrroles |
| TWI290164B (en) * | 1999-08-26 | 2007-11-21 | Ciba Sc Holding Ag | DPP-containing conjugated polymers and electroluminescent devices |
| TW593567B (en) * | 2000-07-31 | 2004-06-21 | Ciba Sc Holding Ag | Dispersant compositions improving the heat stability of transparent pigments |
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2003
- 2003-07-15 AT AT03764989T patent/ATE546497T1/de active
- 2003-07-15 KR KR1020057001203A patent/KR101011941B1/ko not_active Expired - Fee Related
- 2003-07-15 CN CNB038172038A patent/CN100453602C/zh not_active Expired - Fee Related
- 2003-07-15 AU AU2003257464A patent/AU2003257464A1/en not_active Abandoned
- 2003-07-15 WO PCT/EP2003/007638 patent/WO2004009710A1/en not_active Ceased
- 2003-07-15 JP JP2004522457A patent/JP4776922B2/ja not_active Expired - Fee Related
- 2003-07-15 US US10/522,212 patent/US20050255391A1/en not_active Abandoned
- 2003-07-15 EP EP03764989A patent/EP1523528B1/en not_active Expired - Lifetime
- 2003-07-21 TW TW092119862A patent/TWI269072B/zh not_active IP Right Cessation
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2008
- 2008-01-03 US US12/006,520 patent/US7723530B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004009710A1 (en) | 2004-01-29 |
| EP1523528A1 (en) | 2005-04-20 |
| US20080108831A1 (en) | 2008-05-08 |
| JP2005533839A (ja) | 2005-11-10 |
| KR101011941B1 (ko) | 2011-02-08 |
| AU2003257464A1 (en) | 2004-02-09 |
| EP1523528B1 (en) | 2012-02-22 |
| KR20050023458A (ko) | 2005-03-09 |
| CN100453602C (zh) | 2009-01-21 |
| ATE546497T1 (de) | 2012-03-15 |
| US7723530B2 (en) | 2010-05-25 |
| US20050255391A1 (en) | 2005-11-17 |
| JP4776922B2 (ja) | 2011-09-21 |
| CN1668709A (zh) | 2005-09-14 |
| TW200405039A (en) | 2004-04-01 |
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