JPH0690324B2 - Heat resistant color paste for color filters - Google Patents
Heat resistant color paste for color filtersInfo
- Publication number
- JPH0690324B2 JPH0690324B2 JP59038784A JP3878484A JPH0690324B2 JP H0690324 B2 JPH0690324 B2 JP H0690324B2 JP 59038784 A JP59038784 A JP 59038784A JP 3878484 A JP3878484 A JP 3878484A JP H0690324 B2 JPH0690324 B2 JP H0690324B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- color
- paste
- heat resistant
- color filter
- 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.)
- Expired - Lifetime
Links
- 229920000642 polymer Polymers 0.000 claims description 18
- 229920001721 polyimide Polymers 0.000 claims description 10
- -1 siloxane structure Chemical group 0.000 claims description 10
- 239000012860 organic pigment Substances 0.000 claims description 9
- 239000004642 Polyimide Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000002798 polar solvent Substances 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 239000000049 pigment Substances 0.000 description 9
- 238000004040 coloring Methods 0.000 description 5
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical group C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229920005575 poly(amic acid) Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1067—Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1057—Polyimides containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
- C08G73/1064—Polyimides containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain containing sulfur
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1085—Polyimides with diamino moieties or tetracarboxylic segments containing heterocyclic moieties
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Optical Filters (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】 〔発明の技術分野〕 本発明は、カラーフィルタ用耐熱着色ペーストに関する
ものである。Description: TECHNICAL FIELD OF THE INVENTION The present invention relates to a heat-resistant coloring paste for a color filter.
従来、カラーフィルタ用耐熱着色ペーストとしては、た
とえば特開昭58−46325に示されているように、通常の
ポリイミドワニスに顔料を添加したものが知られてい
る。Conventionally, as a heat-resistant coloring paste for a color filter, as shown in, for example, JP-A-58-46325, an ordinary polyimide varnish to which a pigment is added is known.
通常のポリイミドワニスに顔料を添加したカラーフィル
タではポリイミドワニス自身が黄色に着色しているた
め、赤、緑、青（以下RGBと略す）の光の三原色特に青
（Ｂ）においては、色の濁りが発生し、良好なカラーフ
ィルタが得られなかった。In a color filter in which a pigment is added to a normal polyimide varnish, the polyimide varnish itself is colored in yellow, so that the three primary colors of light of red, green, and blue (hereinafter abbreviated as RGB), particularly blue (B), have muddy colors. Occurred, and a good color filter could not be obtained.
本発明の目的は上記欠点を解消せしめ、基板との接着性
に優れ、光の透過率が高く、かつ色の濁りのない良好な
カラーフィルタ用耐熱着色ペーストを提供せんとするも
のである。An object of the present invention is to solve the above-mentioned drawbacks, to provide a good heat-resistant coloring paste for a color filter, which has excellent adhesion to a substrate, high light transmittance, and is free from color turbidity.
本発明は、上記目的を達成するため、次の構成を有す
る。The present invention has the following configuration to achieve the above object.
すなわち、本発明は、極性溶媒から主としてなる溶剤
と、該溶剤に不溶な有機顔料［１］とポリイミド前駆体
からなるカラーフィルター用耐熱着色ペーストにおい
て、ポリイミド前駆体が一般式 （ここで、R1は芳香族炭化水素環又は複素環であり、R2
は水素又は炭素数１〜10の炭化水素基であり、R3は 99〜95モル％とシロキサン構造を有する脂肪族性の基１
〜５モル％とからなる。）を主たる構成単位として含有
するポリマ［II］で示され、有機顔料［Ｉ］がポリマ
［II］100gに対し10〜300gの割合で混合されてなること
を特徴とするカラーフィルタ用耐熱着色ペーストであ
る。That is, the present invention relates to a heat resistant colored paste for a color filter, which comprises a solvent mainly composed of a polar solvent, an organic pigment [1] insoluble in the solvent and a polyimide precursor, wherein the polyimide precursor is a general formula. (Wherein R 1 is an aromatic hydrocarbon ring or a heterocycle, and R 2
Is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and R3 is Aliphatic group 1 having 99-95 mol% and siloxane structure
.About.5 mol%. ) As a main constituent unit of the polymer [II], and the organic pigment [I] is mixed in a proportion of 10 to 300 g with respect to 100 g of the polymer [II]. Is.
本発明におけるポリマ［II］とは、前記一般式で示され
る構造を有し、加熱あるいは適当な触媒によりイミド環
や、その他の環状構造を有するポリマ（以後ポリイミド
系ポリマと呼称する。）となり得るものである。The polymer [II] in the present invention may be a polymer having a structure represented by the above general formula and having an imide ring or other cyclic structure by heating or a suitable catalyst (hereinafter referred to as a polyimide-based polymer). It is a thing.
上記一般式中、R1は少なくとも２個以上の炭素原子を有
する３価または４価の有機基である。ポリイミド系ポリ
マの耐熱性の面から、R1はポリマ主鎖のカルボニル基と
の結合が芳香族環あるいは芳香族複素環から直接行なわ
れる構造を有するものが好ましい。したがって、R1とし
ては、芳香族環または芳香族複素環を含有し、かつ炭素
数６〜30の３価または４価の基が好ましい。In the above general formula, R 1 is a trivalent or tetravalent organic group having at least two carbon atoms. From the viewpoint of heat resistance of the polyimide-based polymer, R 1 preferably has a structure in which the bond with the carbonyl group of the polymer main chain is directly formed from an aromatic ring or an aromatic heterocycle. Therefore, R 1 is preferably a trivalent or tetravalent group containing an aromatic ring or an aromatic heterocycle and having 6 to 30 carbon atoms.
R1のより好ましい具体例としては、 （式中、結合手はポリマ主鎖のカルボニル基との結合を
表わし、COOR2は結合手に対してオルト位に位置する
が、この結合手は上記構造式には記載していない。） などが挙げられるが、これらに限定されない。As a more preferable specific example of R 1 , (In the formula, the bond represents a bond with the carbonyl group of the polymer main chain, and COOR 2 is located at the ortho position with respect to the bond, but this bond is not described in the above structural formula.) But is not limited to these.
またポリマ［II］は、一般式中のR1がこれらのうちただ
１種から構成されていてもよいし、２種以上から構成さ
れる共重合体であってもよい。In the polymer [II], R 1 in the general formula may be composed of only one of these, or may be a copolymer composed of two or more.
R1として特に望ましいのは である（ただし、式中の結合手の定義については前述と
同様である）。Particularly desirable as R 1 (However, the definition of the bond in the formula is the same as above).
上記一般式中、R2は水素又は炭素数１〜10の置換または
無置換の炭化水素基である。R2の好ましい具体例として
は、 −CH3、−C2H5、−C3H7、−CH2CH2OCH3 −CH2CH2OC2H5、−C4H9 などが挙げられる。In the above general formula, R 2 is hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms. Specific preferred examples of R 2 include —CH 3 , —C 2 H 5 , —C 3 H 7 , —CH 2 CH 2 OCH 3 —CH 2 CH 2 OC 2 H 5 , and —C 4 H 9. To be
上記一般式中、R3は （以下、［ジフェニルスルホン基」と称する）99〜95モ
ル％とシロキサン構造を有する脂肪族性の基１〜５モル
％とからなる。In the above general formula, R3 is It is composed of 99 to 95 mol% (hereinafter referred to as "diphenylsulfone group") and 1 to 5 mol% of an aliphatic group having a siloxane structure.
つまり、R3がジフェニルスルホン基のみからなるポリマ
［II］の接着性を向上させるために、耐熱性を低下させ
ない範囲で、シロキサン構造を有する脂肪族ジアミンを
共重合するのである。That is, in order to improve the adhesiveness of the polymer [II] in which R3 is only a diphenylsulfone group, an aliphatic diamine having a siloxane structure is copolymerized within a range that does not lower the heat resistance.
シロキサン構造を有する脂肪族ジアミンの好ましい具体
例として、 などが挙げられる。上記脂肪族ジアミンの共重合量はジ
アミン成分の１〜５モル％が耐熱性の面から必要であ
る。すなわち、ジフェニルスルホン基が99％を越え、シ
ロキサン構造を有する脂肪族性の基が１％未満であると
接着性が低下する。逆にジフェニルスルホン基が95％未
満でシロキサン構造を有する脂肪族性の基が５％を越え
ると耐熱性が低下する。As a preferred specific example of the aliphatic diamine having a siloxane structure, And so on. From the viewpoint of heat resistance, the copolymerization amount of the aliphatic diamine is required to be 1 to 5 mol% of the diamine component. That is, if the diphenylsulfone group exceeds 99% and the aliphatic group having a siloxane structure is less than 1%, the adhesiveness decreases. On the contrary, if the diphenylsulfone group is less than 95% and the aliphatic group having a siloxane structure exceeds 5%, the heat resistance is lowered.
ポリマ［II］の具体的な例として、3,3′,4,4′−ベン
ゾフェノンテトラカルボン酸二無水物と3,3′（または
4,4′−）ジアミノジフェニルスルホンおよびビス（３
−アミノプロピル）テトラメチルジシロキサン、 などから合成されるポリアミド酸が好ましく用いられ
る。Specific examples of the polymer [II] include 3,3 ′, 4,4′-benzophenonetetracarboxylic dianhydride and 3,3 ′ (or
4,4 '-) diaminodiphenyl sulfone and bis (3
A polyamic acid synthesized from -aminopropyl) tetramethyldisiloxane, etc. is preferably used.
ポリマ［II］は、前記一般式で示されるもののみから成
るものであってもよいし、他の構造単位との共重合体で
あってもよい。共重合に用いられる構造単位の量は、最
終加熱処理によって得られるポリイミド系ポリマの耐熱
性及び透明性等を著しく損なわない範囲、好ましくは０
〜20モル％で選択するのが望ましい。共重合に用いられ
る構造単位の種類としては、ポリエーテルアミド酸、ポ
リエステルアミド酸の構造単位が典型的な例として挙げ
られるが、これらには限定されない。The polymer [II] may be composed of only the compound represented by the above general formula, or may be a copolymer with another structural unit. The amount of the structural unit used for the copolymerization is within a range that does not significantly impair the heat resistance and transparency of the polyimide-based polymer obtained by the final heat treatment, preferably 0.
It is desirable to select in the range of ˜20 mol%. Typical types of structural units used for the copolymerization include, but are not limited to, structural units of polyether amic acid and polyester amic acid.
またポリマ溶液にするための溶剤としては、溶解性の面
から主として極性溶媒が望ましい。極性溶媒の例とし
て、ジメチルスルホキシド、ジメチルホルムアミド、ジ
メチルアセトアミド、Ｎ−メチル２−ピロリドン、ヘキ
サメチルホスホロアミドなどが好ましく用いられる。Further, as the solvent for forming the polymer solution, a polar solvent is preferable mainly from the viewpoint of solubility. As examples of polar solvents, dimethylsulfoxide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, hexamethylphosphoramide and the like are preferably used.
有機顔料［Ｉ］は、光の三原色であるＲ（赤）Ｇ（緑）
Ｂ（青）いずれかの着色性能を有し、ポリマ［II］の溶
液に添加し、基板上に塗布、300℃で10分間熱処理した
際、分解、発泡、著しい変色を引き起こさないような耐
熱性にすぐれたものを言う。顔料の粒径としては１ミク
ロン以下が好ましい。The organic pigment [I] has three primary colors of light, R (red) and G (green).
Heat resistance that has either B (blue) coloring ability, does not cause decomposition, foaming, or significant discoloration when added to a polymer [II] solution, applied on a substrate, and heat-treated at 300 ° C for 10 minutes Say good ones. The particle size of the pigment is preferably 1 micron or less.
有機顔料［Ｉ］の例としては、たとえばＲ（赤）として
は、Color Index NO 73905 Pigment Red 209,46500 Pi
gment Violet 19で示されるキナクリドン系顔料、Ｇ
（緑）としては、Color Index NO 74160 Pigment Green
36,74260 Pigment Green 7で示されるフタロシアニン
グリーン系顔料、Ｂ（青）としては、Color Index No 7
4160 Pigment Blue 15−3,Color Index NO 74160 Pigme
nt Blue 15−４、で示されるフタロシアニンブルー系顔
料等が挙げられる。As an example of the organic pigment [I], for example, R (red) is Color Index NO 73905 Pigment Red 209,46500 Pi
quinacridone pigments indicated by gment Violet 19, G
As (green), Color Index NO 74160 Pigment Green
36,74260 Pigment Green 7 Phthalocyanine green pigment, B (blue) is Color Index No 7
4160 Pigment Blue 15−3, Color Index NO 74160 Pigme
nt Blue 15-4, a phthalocyanine blue pigment, and the like.
有機顔料［Ｉ］は、ポリマ［II］100gに対し、10〜300g
好ましくは30〜200gの割合で混合される。10g未満では
カラーフィルタとしての性能が出ず、300gを越えて添加
すると顔料の均一分散が困難となり、膜形成能が損われ
る。Organic pigment [I] is 10 to 300 g per 100 g of polymer [II].
It is preferably mixed at a rate of 30 to 200 g. If it is less than 10 g, the performance as a color filter does not appear, and if it exceeds 300 g, it becomes difficult to uniformly disperse the pigment, and the film forming ability is impaired.
以上［Ｉ］、［II］から成る２つの構成要素以外に、カ
ラーフィルタとしての性能、耐熱性を著しく損わない範
囲で、必要に応じて界面活性剤、接着改良剤等を少量添
加してもよい。界面活性剤としては、“フロラードFC−
430"（3M社製）、接着改良剤としては“SH6020"（東レ
シリコーン製）“KBE−903"（信越シリコーン製）等が
典型的例として挙げられる。In addition to the above two components consisting of [I] and [II], a small amount of a surfactant, an adhesion improver, etc. may be added, if necessary, within a range that does not significantly impair the performance as a color filter and heat resistance. Good. As a surfactant, "Florard FC-
Typical examples include 430 "(manufactured by 3M), and adhesion improvers such as" SH6020 "(manufactured by Toray Silicone) and" KBE-903 "(manufactured by Shin-Etsu Silicone).
次に本発明のカラーフィルタ用耐熱着色ペーストの製造
方法としては、約50℃前後に加熱した溶媒中に撹拌しな
がら例えば3,3′−ジアミノジフェニルスルホン等のポ
リマを構成するための一成分を添加溶解し、次にピロメ
リット酸二無水物等のポリマを構成するための一成分を
添加し、ポリアミド酸を重合する。これに有機顔料
［Ｉ］を三本ロールを使用して混練し、所望のカラーフ
ィルタ用耐熱着色ペーストを得る。Next, as a method for producing a heat-resistant colored paste for a color filter of the present invention, one component for forming a polymer such as 3,3′-diaminodiphenylsulfone while stirring in a solvent heated to about 50 ° C. Add and dissolve, then add one component for forming a polymer such as pyromellitic dianhydride, and polymerize the polyamic acid. The organic pigment [I] is kneaded with this using a triple roll to obtain a desired heat resistant color paste for color filters.
なお、本発明のカラーフィルタ用着色ペーストにおける
耐熱性とは、300℃以上、好ましくは300℃で20分以上の
熱処理が可能なことを言う。The heat resistance of the color filter color paste of the present invention means that heat treatment at 300 ° C. or higher, preferably 300 ° C. for 20 minutes or longer is possible.
本発明のカラーフィルタ用耐熱着色ペーストは上述した
ように、特定の基板との接着性に優れ、透明性にすぐれ
たポリマ溶液と耐熱性にすぐれた有機顔料を添加、混合
したことにより、次のごとき優れた効果を得ることがで
きる。すなわち、最も問題が発生しやすいＢ（青）フィ
ルタにおいて色の濁りのないフィルタが作成できるよう
になる。As described above, the heat-resistant coloring paste for the color filter of the present invention has excellent adhesiveness to a specific substrate, and a polymer solution having excellent transparency and an organic pigment having excellent heat resistance are added and mixed, You can get the excellent effect. That is, it is possible to create a filter with no color turbidity in the B (blue) filter that is most prone to problems.
なお、本発明の効果は次の基準により評価したものであ
る。The effects of the present invention are evaluated according to the following criteria.
1.色の濁り 作成したカラーフィルタ用着色ペーストを５×5cm、暑
さ1mmの透明ガラス板上に少量滴下し、スピナー（ミカ
サ製 IH−DS型）で6000rpm×１分で塗布、150℃、200
℃、300℃各30分熱処理したサンプルについて、目視に
より色の濁りの有無を調べた。1. Color turbidity A small amount of the prepared color filter paste for color filters was dropped on a transparent glass plate of 5 x 5 cm and 1 mm in heat, and applied with a spinner (Mikasa IH-DS type) at 6000 rpm x 1 minute, 150 ° C 200
Samples that had been heat-treated at 30 ° C. and 300 ° C. for 30 minutes each were visually examined for color turbidity.
Claims (1)
に不溶な有機顔料［Ｉ］とポリイミド前駆体からなるカ
ラーフィルター用耐熱着色ペーストにおいて、該ポリイ
ミド前駆体が一般式 （ここで、R1は芳香族炭化水素環又は複素環であり、R2
は水素又は炭素数１〜10の炭化水素基であり、R3は 99〜95モル％とシロキサン構造を有する脂肪族性の基１
〜５モル％とからなる。）を主たる構成単位として含有
するポリマ［II］で示され、有機顔料［Ｉ］がポリマ
［II］100gに対し10〜300gの割合で混合されてなること
を特徴とするカラーフィルタ用耐熱着色ペースト。1. A heat resistant colored paste for a color filter comprising a solvent mainly composed of a polar solvent, an organic pigment [I] insoluble in the solvent and a polyimide precursor, wherein the polyimide precursor has a general formula. (Wherein R 1 is an aromatic hydrocarbon ring or a heterocycle, and R 2
Is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and R3 is Aliphatic group 1 having 99-95 mol% and siloxane structure
.About.5 mol%. ) As a main constituent unit of the polymer [II], and the organic pigment [I] is mixed in a proportion of 10 to 300 g with respect to 100 g of the polymer [II]. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59038784A JPH0690324B2 (en) | 1984-03-02 | 1984-03-02 | Heat resistant color paste for color filters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59038784A JPH0690324B2 (en) | 1984-03-02 | 1984-03-02 | Heat resistant color paste for color filters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60184202A JPS60184202A (en) | 1985-09-19 |
| JPH0690324B2 true JPH0690324B2 (en) | 1994-11-14 |
Family
ID=12534921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59038784A Expired - Lifetime JPH0690324B2 (en) | 1984-03-02 | 1984-03-02 | Heat resistant color paste for color filters |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0690324B2 (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6284123A (en) * | 1985-10-09 | 1987-04-17 | Sumitomo Bakelite Co Ltd | Resin material of low cure shrinkage |
| US4827118A (en) * | 1986-07-10 | 1989-05-02 | Minolta Camera Kabushiki Kaisha | Light-sensitive device having color filter and manufacturing method thereof |
| KR960005891B1 (en) * | 1987-01-12 | 1996-05-03 | 브루어 사이언스, 인코포레이티드 | Optical Filters for Microelectronics |
| JPH01229203A (en) * | 1988-03-09 | 1989-09-12 | Mitsui Toatsu Chem Inc | Filter produced from polyimide resin |
| JPH01231005A (en) * | 1988-03-11 | 1989-09-14 | Mitsui Toatsu Chem Inc | polyimide resin filter |
| JPH01247461A (en) * | 1988-03-30 | 1989-10-03 | Japan Synthetic Rubber Co Ltd | Colored resin composition |
| JP2701967B2 (en) * | 1990-07-30 | 1998-01-21 | 三菱電機株式会社 | Color paste for color filters |
| US5269844A (en) * | 1990-07-30 | 1993-12-14 | Mitsubishi Denki Kabushiki Kaisha | Colored paste |
| JP2700945B2 (en) * | 1990-08-30 | 1998-01-21 | キヤノン株式会社 | Substrate with color filter |
| JP2782291B2 (en) * | 1990-08-30 | 1998-07-30 | キヤノン株式会社 | Ferroelectric liquid crystal color panel |
| JP2808483B2 (en) * | 1990-08-30 | 1998-10-08 | キヤノン株式会社 | Liquid crystal element |
| US5721089A (en) * | 1990-11-16 | 1998-02-24 | Canon Kabushiki Kaisha | Photosensitive material, color filter and liquid crystal device having the color filter |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5636203B2 (en) * | 1973-05-21 | 1981-08-22 | ||
| JPS57144526A (en) * | 1981-03-04 | 1982-09-07 | Hitachi Ltd | Liquid crystal display element |
| JPS5817416A (en) * | 1981-07-24 | 1983-02-01 | Toray Ind Inc | Liquid crystal display element |
| JPS5846325A (en) * | 1981-09-14 | 1983-03-17 | Sharp Corp | Cell structure of color liquid crystal display device |
| JPS5929225A (en) * | 1982-08-11 | 1984-02-16 | Matsushita Electric Ind Co Ltd | Production of color filter for liquid crystal display panel |
-
1984
- 1984-03-02 JP JP59038784A patent/JPH0690324B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60184202A (en) | 1985-09-19 |
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