JP2006293025A - Manufacturing method of anisotropic dyestuff film, anisotropic dyestuff film and polarizing element - Google Patents

Manufacturing method of anisotropic dyestuff film, anisotropic dyestuff film and polarizing element Download PDF

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JP2006293025A
JP2006293025A JP2005113800A JP2005113800A JP2006293025A JP 2006293025 A JP2006293025 A JP 2006293025A JP 2005113800 A JP2005113800 A JP 2005113800A JP 2005113800 A JP2005113800 A JP 2005113800A JP 2006293025 A JP2006293025 A JP 2006293025A
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Takeshi Fujiwara
毅 藤原
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Mitsubishi Chemical Corp
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a manufacturing method of an anisotropic dyestuff film with a high dichroic ratio, the anisotropic dyestuff film with the high dichroic ratio and a polarizing element using the same. <P>SOLUTION: The manufacturing method of the anisotropic dyestuff film is characterized by applying a dyestuff solution onto a base material under an environmental condition of ≤1,600 Pa steam pressure. Otherwise the manufacturing method of the anisotropic dyestuff film is characterized by applying the dyestuff solution onto the base material under an environmental condition of ≤50% relative humidity. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

本発明は、異方性色素膜の製造方法に関するもので、詳しくは二色性の高い異方性色素膜を得られる製造方法に関するものである。   The present invention relates to a method for producing an anisotropic dye film, and more particularly to a method for producing an anisotropic dye film having high dichroism.

LCD(液晶表示ディスプレイ)では、表示における旋光性や複屈折性を制御するために直線偏光板や円偏光板が用いられている。OLED(有機EL素子)においても、外光の反射防止のために円偏光板が使用されている。
従来、これらの偏光板(偏光素子)には、ヨウ素や二色性を有する有機色素を、ポリビニルアルコール等の高分子材料に溶解または吸着させ、その膜を一方向にフィルム状に延伸して、色素等を配向させることにより得られる偏光素子が広く使用されてきた。しかしながら、このようにして製造される従来の偏光素子は、用いる色素や高分子材料によっては耐熱性や耐光性が十分でない;液晶装置製造時における膜の貼り合わせの歩留りが悪い;等の問題があった。
In an LCD (liquid crystal display), a linearly polarizing plate and a circularly polarizing plate are used to control optical rotation and birefringence in display. Also in OLED (organic EL element), a circularly polarizing plate is used to prevent reflection of external light.
Conventionally, in these polarizing plates (polarizing elements), iodine or an organic dye having dichroism is dissolved or adsorbed in a polymer material such as polyvinyl alcohol, and the film is stretched in a film shape in one direction. A polarizing element obtained by orienting a dye or the like has been widely used. However, the conventional polarizing element produced in this way has problems such as insufficient heat resistance and light resistance depending on the dye and polymer material used; poor yield of bonding of the films during production of the liquid crystal device; there were.

そのため、ガラスや透明フィルムなどの基材上に、二色性色素を含む溶液を塗布して二色性色素を含む膜を形成し、分子間相互作用などを利用して二色性色素を配向させることにより偏光膜を製造する方法(例えば、特許文献1、2および非特許文献1、2参照)が検討されている。偏光素子としての用途においては、より高い偏光性能を得るために、二色比の高い偏光膜が求められているが、従来の方法で製造された偏光膜は、高い二色比を得ることが出来ず、より優れた偏光性能を得ることはできないという問題点があった。
米国特許第2,400,877号明細書 特表平8−511109号公報 Dreyer,J.F.,Phys.And Colloid Chem.,1948,52,808.,“The Fixing of Molecular Orientation” Dreyer,J.F.,Journal de Physique,1969,4,114.,“Light Polarization From Films of Lyotropic Nematic Liquid Crystals”
Therefore, a solution containing a dichroic dye is applied on a substrate such as glass or transparent film to form a film containing the dichroic dye, and the dichroic dye is oriented using intermolecular interaction or the like. Thus, a method for producing a polarizing film by using (see, for example, Patent Documents 1 and 2 and Non-Patent Documents 1 and 2) has been studied. For use as a polarizing element, a polarizing film having a high dichroic ratio is required in order to obtain higher polarizing performance, but a polarizing film manufactured by a conventional method can obtain a high dichroic ratio. There was a problem that it was not possible to obtain better polarization performance.
US Pat. No. 2,400,877 JP-T 8-511109 Dreyer, JF, Phys. And Colloid Chem., 1948, 52, 808., “The Fixing of Molecular Orientation” Dreyer, JF, Journal de Physique, 1969, 4, 114., “Light Polarization From Films of Lyotropic Nematic Liquid Crystals”

本発明は、欠陥が少なく二色比の高い異方性色素膜(偏光膜)を得る為の製造方法を提供することを課題とする。   An object of the present invention is to provide a production method for obtaining an anisotropic dye film (polarizing film) with few defects and a high dichroic ratio.

本発明者らが、鋭意検討した結果、膜を形成する際の環境条件を制御することにより、欠陥が少なく二色比の高い異方性色素膜を得られることがわかり、本発明に到達した。
すなわち、本発明は、色素溶液を基材上に塗布して異方性色素膜を製造する方法であって、水蒸気圧が1600Pa以下或いは相対湿度が50%以下の環境条件下で塗布することを特徴とする異方性色素膜の製造方法、該製造方法により得られた異方性色素膜および該異方性色素膜を用いた偏光素子に存する。
As a result of intensive studies by the present inventors, it was found that an anisotropic dye film having few defects and a high dichroic ratio can be obtained by controlling the environmental conditions when forming the film, and the present invention has been achieved. .
That is, the present invention is a method for producing an anisotropic dye film by applying a dye solution onto a substrate, which is applied under environmental conditions where the water vapor pressure is 1600 Pa or less or the relative humidity is 50% or less. The present invention resides in a method for producing an anisotropic dye film, an anisotropic dye film obtained by the production method, and a polarizing element using the anisotropic dye film.

本発明の製造方法によれば、欠陥が少なく高い二色比を有する異方性色素膜を得ることができる。
また、表面の平滑性が高い異方性色素膜を得ることができ、偏光素子として使用したときに光の散乱防止の効果がある。
According to the production method of the present invention, an anisotropic dye film having few defects and a high dichroic ratio can be obtained.
Further, an anisotropic dye film having high surface smoothness can be obtained, and when used as a polarizing element, there is an effect of preventing light scattering.

以下に記載する構成要件の説明は、本発明の実施態様の一例(代表例)であり、これらの内容に特定はされない。
尚、本発明でいう異方性色素膜とは、色素膜の厚み方向及び任意の直交する面内2方向の立体座標系における合計3方向から選ばれる任意の2方向における電磁気学的性質に異方性を有する色素膜である。電磁気学的性質としては、吸収、屈折などの光学的性質、抵抗、容量などの電気的性質などが挙げられる。吸収、屈折などの光学的異方性を有する膜としては、例えば、直線偏光膜、円偏光膜、位相差膜、導電異方性膜などがある。
The description of the constituent requirements described below is an example (representative example) of the embodiment of the present invention, and the contents are not specified.
The anisotropic dye film referred to in the present invention differs from the electromagnetic properties in any two directions selected from a total of three directions in the three-dimensional coordinate system of the thickness direction of the dye film and any two in-plane orthogonal directions. It is a dye film having a directivity. Examples of electromagnetic properties include optical properties such as absorption and refraction, and electrical properties such as resistance and capacitance. Examples of the film having optical anisotropy such as absorption and refraction include a linearly polarizing film, a circularly polarizing film, a retardation film, and a conductive anisotropic film.

すなわち、本発明は、偏光膜、位相差膜、導電異方性膜に用いられることが好ましく、偏光膜に用いられることがより好ましい。
本発明は、色素溶液を基材上に塗布して異方性色素膜を製造する方法であって、水蒸気圧が1600Pa以下或いは相対湿度が50%以下の環境条件下で塗布することを特徴とする異方性色素膜の製造方法に関する。
That is, the present invention is preferably used for a polarizing film, a retardation film, and a conductive anisotropic film, and more preferably used for a polarizing film.
The present invention is a method for producing an anisotropic dye film by applying a dye solution onto a substrate, characterized in that the dye solution is applied under an environmental condition where the water vapor pressure is 1600 Pa or less or the relative humidity is 50% or less. The present invention relates to a method for producing an anisotropic dye film.

(基材)
基材としては、ガラスやトリアセテート樹脂、アクリル樹脂、ポリエステル樹脂、トリアセチルセルロース又はウレタン系の樹脂フィルム等が挙げられる。また、この基材表面には、色素の配向方向を制御するために、「液晶便覧」(丸善株式会社、平成12年10月30日発行)226頁〜239頁などに記載の公知の方法により、配向処理層を施しておいてもよい。
基材上に色素溶液を塗布して形成するが、色素溶液とは、通常、色素及び溶剤を含むものをいい、さらに添加剤を含んでいてもよい。
(Base material)
Examples of the substrate include glass, triacetate resin, acrylic resin, polyester resin, triacetyl cellulose, or urethane-based resin film. Moreover, in order to control the orientation direction of a pigment | dye, in order to control the orientation direction of a pigment | dye on this base material surface, the known method as described in "Liquid Crystal Handbook" (Maruzen Co., Ltd., issued on October 30, 2000) pp. An alignment treatment layer may be provided.
The dye solution is formed on the substrate by coating, and the dye solution usually contains a dye and a solvent, and may further contain an additive.

(色素)
色素溶液に用いられる色素としては、通常二色性色素が用いられる。また、色素は、配向制御のため液晶相を有する色素であることが好ましい。ここで、液晶相を有する色素とは、溶剤中でリオトロピック液晶性を示す色素を意味する。
色素として、具体的には、アゾ系色素、スチルベン系色素、シアニン系色素、フタロシアニン系色素、縮合多環系色素(ペリレン系、オキサジン系)等が挙げられる。これら色素の中でも、異方性色素膜中で高い分子配列をとりうるアゾ系色素が好ましい。
アゾ系色素とは、アゾ基を少なくとも1個以上持つ色素をいう。その一分子中のアゾ基の数は、色調および製造面の観点から、2以上が好ましく、6以下が好ましく、さらに好ましくは4以下である。
アゾ系色素の中でも、下記式(1)で表されるトリスアゾ色素が好ましい。
(Dye)
As the dye used in the dye solution, a dichroic dye is usually used. The dye is preferably a dye having a liquid crystal phase for alignment control. Here, the dye having a liquid crystal phase means a dye exhibiting lyotropic liquid crystallinity in a solvent.
Specific examples of the dye include azo dyes, stilbene dyes, cyanine dyes, phthalocyanine dyes, and condensed polycyclic dyes (perylene and oxazine dyes). Among these dyes, azo dyes that can take a high molecular arrangement in the anisotropic dye film are preferable.
An azo dye means a dye having at least one azo group. The number of azo groups in one molecule is preferably 2 or more, preferably 6 or less, more preferably 4 or less, from the viewpoint of color tone and production.
Of the azo dyes, trisazo dyes represented by the following formula (1) are preferable.

Figure 2006293025
Figure 2006293025

(式中、D1およびE1は、それぞれ独立に、置換基を有していてもよいフェニレン基、または置換基を有していてもよいナフチレン基を表し、
1はカルボキシ基、スルホ基、またはリン酸基を表し、
1はハロゲン原子、水酸基、ニトロ基、置換基を有していてもよいアミノ基、置換基
を有していてもよい炭素数1〜4のアルキル基、置換基を有していてもよい炭素数1〜3のアルコキシ基、カルボキシ基、或いはスルホ基を表し、Q2およびQ3はそれぞれ独立に、水素原子、置換基を有していてもよい炭素数1〜4のアルキル基、或いは置換基を有していてもよいフェニル基を表し、pは0または1を表し、tは1または2を表す。)尚、本発明において、置換基を有していてもよいとは、置換基を1以上有していてもよいことを意味する。
(In the formula, D 1 and E 1 each independently represent a phenylene group which may have a substituent, or a naphthylene group which may have a substituent,
G 1 represents a carboxy group, a sulfo group, or a phosphate group,
Q 1 may have a halogen atom, a hydroxyl group, a nitro group, an amino group which may have a substituent, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or a substituent. Represents an alkoxy group having 1 to 3 carbon atoms, a carboxy group, or a sulfo group, and Q 2 and Q 3 are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms that may have a substituent, or The phenyl group which may have a substituent is represented, p represents 0 or 1, and t represents 1 or 2. In the present invention, “may have a substituent” means having one or more substituents.

ここで、上記式(1)で表されるトリスアゾ色素について説明する。
該トリスアゾ色素は、通常黒色の水溶性二色性色素である。該トリスアゾ色素は、分子長軸の両端の特定位置に他の分子に強い引力を与える置換基を配した分子構造、およびD1,E1に疎水性を有するため、互いの分子同士が疎水性による相互作用(疎水性相互作用)を有し、分子同士が会合状態を作りやすくなっている。
Here, the trisazo dye represented by the above formula (1) will be described.
The trisazo dye is usually a black water-soluble dichroic dye. The trisazo dye has a molecular structure in which substituents giving strong attractive force to other molecules are arranged at specific positions on both ends of the molecular long axis, and D 1 and E 1 have hydrophobicity, so that each molecule is hydrophobic. Interaction (hydrophobic interaction), making it easy for molecules to form an associated state.

上記式(1)において、D1およびE1は、置換基を有していてもよいフェニレン基または置換基を有していてもよいナフチレン基を表す。フェニレン基としては1,4−フェニレン基が好ましく、ナフチレン基としては1,4−ナフチレン基が、疎水性相互作用を示すために好ましい。このフェニレン基の置換基としては、置換基を有していてもよい、炭素数1〜4のアルキル基(例えば、メチル基、エチル基、n−プロピル基、n−ブチル基等)、置換基を有していてもよい、炭素数1〜4のアルコキシ基(例えば、メトキシ基、エトキシ基、n−プロポキシ基、n−ブトキシ基等)、置換基を有していてもよい、炭素数2〜7のアシルアミノ基(例えばアセチルアミノ基、ベンゾイルアミノ基等)等の極性の小さい基がリオトロピック液晶を形成する上での疎水性相互作用による会合性向上の点で好ましい。 In the above formula (1), D 1 and E 1 represent a phenylene group which may have a substituent or a naphthylene group which may have a substituent. As the phenylene group, a 1,4-phenylene group is preferable, and as the naphthylene group, a 1,4-naphthylene group is preferable in order to exhibit a hydrophobic interaction. As a substituent of this phenylene group, an optionally substituted alkyl group having 1 to 4 carbon atoms (for example, methyl group, ethyl group, n-propyl group, n-butyl group, etc.), substituent group An alkoxy group having 1 to 4 carbon atoms (for example, a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group, etc.), or a substituent that may have a carbon number of 2 A group having a small polarity such as an acylamino group of ˜7 (for example, acetylamino group, benzoylamino group, etc.) is preferable from the viewpoint of improving associative property due to hydrophobic interaction in forming a lyotropic liquid crystal.

ナフチレン基の置換基としては、置換基を有していてもよい、炭素数1〜4のアルコキシ基(例えば、メトキシ基、エトキシ基等)等の極性の小さい基がリオトロピック液晶を形成する上での疎水性相互作用による会合性向上の点で好ましい。前記アルキル基、アルコキシ基、アシルアミノ基の有し得る置換基としては、ヒドロキシ基、アルキル基、アルコキシ基等が挙げられる。   As a substituent of the naphthylene group, a group having a small polarity such as an alkoxy group having 1 to 4 carbon atoms (for example, methoxy group, ethoxy group, etc.) which may have a substituent forms a lyotropic liquid crystal. From the viewpoint of improving the association property due to the hydrophobic interaction. Examples of the substituent that the alkyl group, alkoxy group, and acylamino group may have include a hydroxy group, an alkyl group, and an alkoxy group.

1としては、スルホ基、カルボキシ基、リン酸基が上記のように強い引力を与える置
換基であることから好ましく、広いpH範囲で引力を与えるという点で特に好ましくはスルホ基が挙げられる。
1は、ハロゲン原子、水酸基、ニトロ基、置換基を有していてもよいアミノ基(好ま
しくはアセチルアミノ基、ベンゾイルアミノ基等のアシルアミノ基)、置換基を有していてもよい、炭素数1〜4のアルキル基(例えば、メチル基、エチル基等)、置換基を有していてもよい、炭素数1〜3のアルコキシ基、カルボキシ基およびスルホ基を表し、特に好ましくは水素原子、水酸基、カルボキシ基、スルホ基が挙げられる。前記アルキル基、アルコキシ基の有し得る置換基としては、ヒドロキシ基、アルキル基、アルコキシ基等が挙げられる。ここで、本発明において、置換基を有していてもよいとは、置換基を1以上有していてもよいことを意味する。
G 1 is preferably a sulfo group, a carboxy group, or a phosphate group because they are substituents that give a strong attractive force as described above, and a sulfo group is particularly preferable in that it gives an attractive force in a wide pH range.
Q 1 is a halogen atom, a hydroxyl group, a nitro group, an amino group which may have a substituent (preferably an acylamino group such as an acetylamino group or a benzoylamino group), a carbon which may have a substituent, Represents an alkyl group having 1 to 4 carbon atoms (for example, a methyl group, an ethyl group, etc.), an optionally substituted alkoxy group having 1 to 3 carbon atoms, a carboxy group, and a sulfo group, and particularly preferably a hydrogen atom. , Hydroxyl group, carboxy group, and sulfo group. Examples of the substituent that the alkyl group and alkoxy group may have include a hydroxy group, an alkyl group, and an alkoxy group. Here, in the present invention, “may have a substituent” means that it may have one or more substituents.

2およびQ3は、それぞれ独立に、水素原子、置換基を有していてもよい、炭素数1〜4のアルキル基(例えば、メチル基、エチル基等)、置換基を有していてもよいフェニル基であり、特に好ましくはQ2あるいはQ3のいずれかが水素原子であることが挙げられる。前記アルキル基およびフェニル基の有し得る置換基としては、ヒドロキシ基、カルボキシ基、スルホ基が挙げられる。 Q 2 and Q 3 each independently have a hydrogen atom, an optionally substituted alkyl group having 1 to 4 carbon atoms (for example, a methyl group, an ethyl group, etc.) or a substituent. A particularly preferred phenyl group, and particularly preferred is that either Q 2 or Q 3 is a hydrogen atom. Examples of the substituent that the alkyl group and the phenyl group may have include a hydroxy group, a carboxy group, and a sulfo group.

pは、0または1を表し、tは1または2の数を表す。
前記式(1)で表されるアゾ色素は黒色を示すものであるが、中でも異方性色素膜に使用するためには刺激純度0%〜12%の色素であることが好ましい。即ち、刺激純度0%〜12%の色素を使用すれば、特に、異なる分子を混合することによる分子配向の乱れがなく、高い二色性を示すことができる。
p represents 0 or 1, and t represents a number of 1 or 2.
The azo dye represented by the formula (1) exhibits a black color, but among them, a dye having an excitation purity of 0% to 12% is preferable for use in an anisotropic dye film. That is, when a dye having a stimulus purity of 0% to 12% is used, there is no disorder of molecular orientation caused by mixing different molecules, and high dichroism can be exhibited.

ここで、刺激純度とは、色度図より標準の光の色度座標Nと求めた色素の色度座標Cを直線で結び、その延長のスペクトル軌跡との交点に対応する波長を主波長とし、各点の比率からを算出する。色度座標Cは、水に色素を加え色素水溶液とし、この水溶液の可視光透過率を分光光度計で測定し、CIE1964 XYZ表色系、D65標準光源下での色度xyを算出して得ることができる。色素の刺激純度とは、色素を水に加えて色素水溶液として測定、算出されたものをいう。また、その算出法としては、日本色彩学会編「新編
色彩科学ハンドブック」財団法人東京大学出版会、1989年11月25日(第2回改訂)発行、104ページから105ページなどに記載の公知の方法により求めることができる。
Here, the stimulus purity refers to the wavelength corresponding to the intersection with the extended spectral locus as a principal wavelength by connecting the chromaticity coordinate N of the standard light and the chromaticity coordinate C of the obtained pigment from a chromaticity diagram. Calculate from the ratio of each point. The chromaticity coordinates C are obtained by adding a dye to water to obtain an aqueous dye solution, measuring the visible light transmittance of this aqueous solution with a spectrophotometer, and calculating the chromaticity xy under the CIE1964 XYZ color system, D65 standard light source. be able to. The stimulating purity of a pigment means that measured and calculated as a pigment aqueous solution by adding the pigment to water. In addition, as a calculation method thereof, a publicly known publication described in “New Color Science Handbook” edited by the Japan Color Society, published by the University of Tokyo Press, November 25, 1989 (2nd revision), pages 104 to 105, etc. It can be determined by a method.

前記式(1)で表されるアゾ色素は、刺激純度0%以上12%以下の色素であれば好ましいが、刺激純度は0%以上、更に好ましくは9%以下、最も好ましくは6%以下である。
また、前記式(1)で表される色素の分子量は、遊離酸の形で、通常595以上、通常1500以下、好ましくは1200以下である。
The azo dye represented by the formula (1) is preferably a dye having a stimulus purity of 0% to 12%, but the stimulus purity is 0% or more, more preferably 9% or less, and most preferably 6% or less. is there.
The molecular weight of the dye represented by the formula (1) is usually 595 or more, usually 1500 or less, preferably 1200 or less in the form of a free acid.

また、本発明における色素は、色素溶液として使用するため溶剤に可溶であることが好ましく、水溶性であることが更に好ましい。従って、水溶性を与える置換基として、スルホ基、カルボキシ基、リン酸基等の酸性基、アミノ酸基等の塩基性基、水酸基等の可溶性基を有する色素が好ましく、水溶性の高さから、特にスルホ基、カルボキシ基を有することが好ましい。   Moreover, since the pigment | dye in this invention is used as a pigment | dye solution, it is preferable that it is soluble in a solvent, and it is still more preferable that it is water-soluble. Accordingly, as a substituent that imparts water solubility, a dye having an acidic group such as a sulfo group, a carboxy group, or a phosphoric acid group, a basic group such as an amino acid group, or a soluble group such as a hydroxyl group is preferable. In particular, it preferably has a sulfo group or a carboxy group.

本発明における色素の分子量は、塩型をとらない遊離の状態で通常200以上、特に350以上で、通常5000以下、特に3500以下であることが、色調および製造面の観点から好ましい。
また、色素は、その配向の緩和時間が10秒以下であることが好ましい。本発明において、配向の緩和時間とは粟屋裕著「高分子素材の偏光顕微鏡入門」(株式会社アグネ技術センター出版、2001年10月15日発行)などに記載の、クロスニコル下での偏光顕微鏡で観察したときに色素溶液に1000[1/s]のずりを10秒かけた後の光線透過率がずりを
かける前の光線透過率に戻る時間を表す。
The molecular weight of the dye in the present invention is preferably 200 or more, particularly 350 or more, and usually 5000 or less, particularly 3500 or less in a free state that does not take a salt form, from the viewpoints of color tone and production.
In addition, the dye preferably has a relaxation time of 10 seconds or less. In the present invention, the orientation relaxation time is a polarization microscope under crossed Nicols, as described in Hiroya Ashiya “Introduction to Polarizing Microscopes of Polymer Materials” (published by Agne Technology Center, Inc., published on October 15, 2001). Represents the time when the light transmittance after applying 1000 [1 / s] to the dye solution for 10 seconds when it is observed at is returned to the light transmittance before applying the shear.

本発明において、上述したような色素は単独で使用することができるが、これらの2種以上を併用してもよく、また、配向を低下させない程度に上記例示色素以外の色素を配合して用いることもでき、これにより各種の色相を有する異方性色素膜を製造することができる。
他の色素を配合する場合の配合用色素の例としては、C.I.Direct Yellow 12、C.I.Direct Yellow 34、C.I.Direct Yellow 86、C.I.Direct Yellow 142、C.I.Direct
Yellow 132、C.I.Acid Yellow 25、C.I.Direct Orange 39、C.I.Direct Orange 72、C.I.Direct Orange 79,、C.I.Acid Orange 28、C.I.Direct Red 39、C.I.Direct Red 79、C.I.Direct
Red 81、C.I.Direct Red 83、C.I.Direct Red
89、C.I.Acid Red 37、C.I.Direct Violet 9、C.I.Direct Violet 35、C.I.Direct Violet 48、C.I.Direct Violet 57、C.I.Direct Blue 1、C.I.Direct Blue 67、C.I.Direct Blue 83、C.I.Direct Blue 90、C.I.Direct Green 42、C.I.Direct Green 51、C.I.Direct Green 59等が挙げられる。
In the present invention, the above-described dyes can be used alone, but two or more of these may be used in combination, and dyes other than the above exemplified dyes are blended and used to such an extent that the orientation is not lowered. Thus, anisotropic dye films having various hues can be produced.
Examples of blending dyes when blending other dyes include C.I. I. Direct Yellow 12, C.I. I. Direct Yellow 34, C.I. I. Direct Yellow 86, C.I. I. Direct Yellow 142, C.I. I. Direct
Yellow 132, C.I. I. Acid Yellow 25, C.I. I. Direct Orange 39, C.I. I. Direct Orange 72, C.I. I. Direct Orange 79, C.I. I. Acid Orange 28, C.I. I. Direct Red 39, C.I. I. Direct Red 79, C.I. I. Direct
Red 81, C.I. I. Direct Red 83, C.I. I. Direct Red
89, C.I. I. Acid Red 37, C.I. I. Direct Violet 9, C.I. I. Direct Violet 35, C.I. I. Direct Violet 48, C.I. I. Direct Violet 57, C.I. I. Direct Blue 1, C.I. I. Direct Blue 67, C.I. I. Direct Blue 83, C.I. I. Direct Blue 90, C.I. I. Direct Green 42, C.I. I. Direct Green 51, C.I. I. Direct Green 59 etc. are mentioned.

(溶剤)
溶剤としては、水、水混和性のある有機溶剤、或いはこれらの混合物が適している。有機溶剤の具体例としては、メチルアルコール、エチルアルコール、イソプロピルアルコール、グリセリン等のアルコール類、エチレングリコール、ジエチレングリコール等のグリコール類、メチルセロソルブ、エチルセロソルブ等のセロソルブ類などの単独又は2種以上の混合溶剤が挙げられる。
(solvent)
As the solvent, water, a water-miscible organic solvent, or a mixture thereof is suitable. Specific examples of the organic solvent include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol and glycerin, glycols such as ethylene glycol and diethylene glycol, cellosolves such as methyl cellosolve and ethyl cellosolve, or a mixture of two or more. A solvent is mentioned.

(濃度)
色素溶液中の色素の濃度としては、通常0.01重量%以上、特に0.1重量%以上であることが好ましく、通常50重量%以下、特に30重量%以下であることが好ましい。色素濃度が低すぎると得られる異方性色素膜において十分な二色性を得ることができず、高すぎると粘度が高くなり均一な薄膜塗布が難しくなったり、色素が析出する恐れがある。
(concentration)
The concentration of the dye in the dye solution is usually 0.01% by weight or more, particularly preferably 0.1% by weight or more, and usually 50% by weight or less, particularly preferably 30% by weight or less. If the dye concentration is too low, sufficient dichroism cannot be obtained in the obtained anisotropic dye film. If the dye concentration is too high, the viscosity becomes high and uniform thin film coating may be difficult, or the dye may precipitate.

(添加剤)
色素溶液には、さらに必要に応じて、界面活性剤、pH調整剤等の添加剤が配合されていてもよい。添加剤により、濡れ性、塗布性を向上させることができる。
界面活性剤としては、アニオン性、カチオン性およびノニオン性のいずれも使用可能である。その添加濃度は、目的の効果を得るために十分であって、かつ色素分子の配向を阻害しない量として、色素溶液中の濃度として通常0.05重量%以上、0.5重量%以下が好ましい。
また、色素溶液中での色素の造塩や凝集などの不安定性を抑制する等の目的のために、通常公知の酸、アルカリ等のpH調整剤などを、色素溶液の構成成分の混合の前後或いは混合中のいずれかで添加してpH調整を行ってもよい。
(Additive)
The dye solution may further contain additives such as a surfactant and a pH adjuster as necessary. Additives can improve wettability and coatability.
As the surfactant, any of anionic, cationic and nonionic can be used. The concentration of the additive is sufficient to obtain the desired effect, and the concentration in the dye solution is usually 0.05% by weight or more and 0.5% by weight or less as an amount that does not inhibit the orientation of the dye molecules. .
In addition, for the purpose of suppressing instability such as salt formation and aggregation of the dye in the dye solution, generally known pH adjusters such as acids and alkalis are mixed before and after mixing the components of the dye solution. Alternatively, the pH may be adjusted by adding either during mixing.

さらに、上記以外の添加剤として、“Additive for Coating”,Edited by J.Bieleman,Willey-VCH(2000)記載の公知の添加剤を用いることもできる。
また、保湿効果を有する添加剤を配合することができる。例えばグリセリン、尿素、エチレングリコールなどが挙げられる。これら保湿効果を有する添加剤を使用する場合には、色素溶液が吸湿してしまう可能性が高く、下記詳述の通り色素溶液の性状が変化する可能性がある。よって、この様な添加剤を配合する場合には、特に本発明の効果が期待できる。
Furthermore, as additives other than those described above, known additives described in “Additive for Coating”, Edited by J. Bieleman, Willey-VCH (2000) can also be used.
Moreover, the additive which has a moisturizing effect can be mix | blended. Examples include glycerin, urea, ethylene glycol and the like. When these additives having a moisturizing effect are used, there is a high possibility that the dye solution will absorb moisture, and the properties of the dye solution may change as described in detail below. Therefore, the effect of the present invention can be expected particularly when such additives are blended.

(異方性色素膜の製造方法)
本発明において、色素溶液を基材に塗布する方法としては、原崎勇次著「コーティング工学」(株式会社朝倉書店、1971年3月20日発行)253頁〜277頁や市村國宏監修「分子協調材料の創製と応用」(株式会社シーエムシー出版、1998年3月3日発行)118頁〜149頁などに記載の公知の方法や、例えば、予め配向処理を施した基材上に、スピンコート法、スプレーコート法、バーコート法、ロールコート法、ブレードコート法などで塗布する方法が挙げられる。
(Method for producing anisotropic dye film)
In the present invention, as a method of applying the dye solution to the substrate, Yuji Harasaki, “Coating Engineering” (Asakura Shoten Co., Ltd., published on March 20, 1971) pp. 253-277 and “Molecular Cooperation” supervised by Kunihiro Ichimura. Materials Creation and Application ”(CMC Publishing Co., Ltd., published on March 3, 1998), pages 118 to 149, etc., for example, spin coating on a substrate previously subjected to orientation treatment Examples thereof include a coating method such as a coating method, a spray coating method, a bar coating method, a roll coating method, and a blade coating method.

(環境条件)
本発明は、色素溶液を基材上に塗布する際、水蒸気圧が1600Pa以下の環境条件下で塗布することを特徴とする。好ましくは1000Pa以下、更に好ましくは500Pa以下、最も好ましくは300Pa以下である。尚、従来、塗布は通常の室内で行われており、ドライ雰囲気で行われるものではなかったため、その環境は、水蒸気圧が1600Paよりも高い、或いは、相対湿度が50%よりも高いものであった。ここで、本発明で言う環境条件とは、膜が形成される周囲の環境のことであり、望ましくは塗布時の塗布装置の中の塗布部と基材部の環境のことであり、さらに望ましくは塗布時の塗布装置が設置されている環境のことである。
(Environmental condition)
The present invention is characterized in that, when the dye solution is applied onto the substrate, it is applied under an environmental condition where the water vapor pressure is 1600 Pa or less. Preferably it is 1000 Pa or less, More preferably, it is 500 Pa or less, Most preferably, it is 300 Pa or less. Conventionally, since the application is performed in a normal room and not in a dry atmosphere, the environment is such that the water vapor pressure is higher than 1600 Pa or the relative humidity is higher than 50%. It was. Here, the environmental condition referred to in the present invention refers to the surrounding environment in which the film is formed, preferably the environment of the coating part and the substrate part in the coating apparatus during coating, and more preferably Is an environment where a coating apparatus is installed at the time of coating.

また、本発明は、色素溶液を基材上に塗布する際、相対湿度が50RH%以下の環境条件下で塗布することを特徴とする。好ましくは30RH%以下、更に好ましくは20RH%以下、特に好ましくは10RH%以下である。尚、水蒸気圧が1600Pa以下及び相対湿度が50RH%以下の両方を満たすことが更に好ましい。
上記の通り、環境条件として水蒸気圧或いは相対湿度を制御することにより、異方性色素膜の二色比を向上させ、かつ、欠陥の少ない異方性色素膜を得ることができる。
In addition, the present invention is characterized in that when the dye solution is applied on the substrate, it is applied under an environmental condition where the relative humidity is 50 RH% or less. Preferably it is 30 RH% or less, More preferably, it is 20 RH% or less, Most preferably, it is 10 RH% or less. It is more preferable that the water vapor pressure is 1600 Pa or less and the relative humidity is 50 RH% or less.
As described above, by controlling the water vapor pressure or the relative humidity as the environmental conditions, it is possible to improve the dichroic ratio of the anisotropic dye film and obtain an anisotropic dye film with few defects.

上記効果が得られる理由は以下の通りと推測される。上記塗布時の水蒸気圧や相対湿度を制御することにより、色素膜を形成時に色素溶液が吸湿するのを防ぐことができる。これにより、色素溶液の粘弾性などの液物性の変化を防ぐことが出来るため、再現性よく、二色比が高く、欠陥の少ない色素膜を形成することができるものと推測される。
このように、環境条件を水蒸気圧が1600Pa以下或いは相対湿度が50RH%以下とする方法としては、例えば、クリーンルームやドライルームなどの湿度の制御が可能な空間で塗布する方法が挙げられる。
また、塗布時の温度は、通常0℃以上、好ましくは10℃以上、通常80℃以下、好ましくは40℃以下である。
The reason why the above effect is obtained is assumed as follows. By controlling the water vapor pressure and the relative humidity at the time of application, it is possible to prevent the dye solution from absorbing moisture when forming the dye film. Thereby, since it is possible to prevent changes in liquid properties such as viscoelasticity of the dye solution, it is presumed that a dye film having high reproducibility, high dichroic ratio and few defects can be formed.
As described above, examples of a method for setting the environmental condition to have a water vapor pressure of 1600 Pa or less or a relative humidity of 50 RH% or less include a method of applying in a space where the humidity can be controlled, such as a clean room or a dry room.
Moreover, the temperature at the time of application is usually 0 ° C. or higher, preferably 10 ° C. or higher, usually 80 ° C. or lower, preferably 40 ° C. or lower.

(乾燥)
塗布して形成された塗膜は、通常乾燥する。乾燥の条件としては、配向の緩和や熱対流等によると考えられる塗膜の配向の乱れを防ぐことから、水蒸気圧が1600Pa以下の環境条件下で乾燥させることが好ましい。好ましくは1000Pa以下、更に好ましくは500Pa以下、最も好ましくは300Pa以下である。また、同様に、相対湿度が50RH%以下の環境条件下で乾燥させることが好ましい。好ましくは30RH%以下、更に好ましくは20RH%以下、特に好ましくは10RH%以下である。該水蒸気圧及び相対湿度の制御方法としては、前記の塗布時のものと同様である。
(Dry)
The coating film formed by coating is usually dried. As drying conditions, it is preferable to dry under an environmental condition where the water vapor pressure is 1600 Pa or less in order to prevent disorder of the orientation of the coating film, which is considered to be due to relaxation of orientation and thermal convection. Preferably it is 1000 Pa or less, More preferably, it is 500 Pa or less, Most preferably, it is 300 Pa or less. Similarly, it is preferable to dry under an environmental condition where the relative humidity is 50 RH% or less. Preferably it is 30 RH% or less, More preferably, it is 20 RH% or less, Most preferably, it is 10 RH% or less. The method for controlling the water vapor pressure and the relative humidity is the same as that at the time of application.

該乾燥条件により、塗膜を形成後、急速に塗膜を乾燥することが出来ると推測される。この急速な乾燥により、配向の緩和や熱対流等によると考えられる塗膜の配向の乱れを防ぐことができる。これにより、高い配向性を有する異方性色素膜が得ることができ、またこの異方性色素膜は高い二色比を奏するものと推測される。
また、乾燥は、通常0℃以上、好ましくは10℃以上、通常180℃以下、好ましくは120℃以下で行う。上限を超えると結晶構造が変化する又は基材が変形する恐れがあり好ましくなく、下限を下回ると塗膜中の会合体同士の相互作用が強くなることにより乾燥時の応力が強くなり色素膜の歪が多くなる恐れがあり好ましくない。
It is estimated that the coating film can be dried rapidly after the coating film is formed under the drying conditions. By this rapid drying, it is possible to prevent the orientation disorder of the coating film considered to be due to the relaxation of orientation, thermal convection and the like. Thereby, an anisotropic dye film having high orientation can be obtained, and this anisotropic dye film is presumed to exhibit a high dichroic ratio.
The drying is usually performed at 0 ° C. or higher, preferably 10 ° C. or higher, usually 180 ° C. or lower, preferably 120 ° C. or lower. If the upper limit is exceeded, the crystal structure may change or the substrate may be deformed, and if it is lower than the lower limit, the interaction between the aggregates in the coating becomes stronger, which increases the stress during drying and There is a risk of increasing distortion, which is not preferable.

乾燥方法としては、減圧処理を使用することが好ましい。減圧処理の方法としては、例えば以下のような方法が挙げられる。色素溶液を基材上に塗布し得られた塗膜を、減圧処理装置に入れて減圧処理する。例えば、図3や図4のような減圧処理装置を使用することができる。減圧処理装置の詳細については、特開2004-169975号公報に記載された方法が
挙げられる。
As a drying method, it is preferable to use a reduced pressure treatment. Examples of the decompression method include the following methods. The coating film obtained by applying the dye solution on the substrate is put in a reduced pressure processing apparatus and subjected to a reduced pressure treatment. For example, a decompression processing apparatus as shown in FIGS. 3 and 4 can be used. Details of the decompression apparatus include the method described in JP-A-2004-169975.

減圧条件については、最終的に到達する圧力が好ましくは2×104Pa以下、さらに好ましくは1×104Pa以下、特に好ましくは1×103Pa以下である。また、好ましくは1Pa以上、更に好ましくは1×101Pa以上である。減圧処理条件については、特願2004−372264号に記載されている。
また乾燥方法として風乾を使用することも好ましい。風乾の方法としては、色素膜の表面が乱れないように、望ましくは露点−30℃以下の空気を0.6MPa以下で使用するのが望ましい。
Regarding the pressure reduction condition, the pressure finally reached is preferably 2 × 10 4 Pa or less, more preferably 1 × 10 4 Pa or less, and particularly preferably 1 × 10 3 Pa or less. Further, it is preferably 1 Pa or more, more preferably 1 × 10 1 Pa or more. The decompression conditions are described in Japanese Patent Application No. 2004-372264.
It is also preferable to use air drying as a drying method. As an air drying method, it is desirable to use air having a dew point of −30 ° C. or lower at 0.6 MPa or lower so that the surface of the dye film is not disturbed.

さらに乾燥方法として基材加熱を併用してもよい。これにより、塗膜の温度を180℃以下、望ましくは120℃以下にすることが好ましい。
尚、本発明においては、乾燥後、更に延伸処理、光配向等の処理を施して色素の配向性を向上させてもよい。
Furthermore, substrate heating may be used in combination as a drying method. Thereby, it is preferable that the temperature of the coating film is 180 ° C. or lower, desirably 120 ° C. or lower.
In the present invention, after drying, treatments such as stretching and photo-alignment may be further performed to improve the orientation of the dye.

(異方性色素膜)
本発明の異方性色素膜の膜厚は、通常乾燥後の膜厚で、好ましくは10nm以上、さらに好ましくは50nm以上で、好ましくは30μm以下、さらに好ましくは1μm以下である。異方性色素膜の膜厚が30μmを超えると、膜内で色素分子の均一な配向を得ることが難しくなるおそれがあり、10nmを下回ると均一な膜厚とすることが難しくなるおそれがあるため、好ましくない。
(Anisotropic dye film)
The film thickness of the anisotropic dye film of the present invention is usually a film thickness after drying, preferably 10 nm or more, more preferably 50 nm or more, preferably 30 μm or less, more preferably 1 μm or less. If the thickness of the anisotropic dye film exceeds 30 μm, it may be difficult to obtain uniform orientation of the dye molecules within the film, and if it is less than 10 nm, it may be difficult to obtain a uniform film thickness. Therefore, it is not preferable.

本発明の異方性色素膜は、必要に応じ、保護層を設けて使用する。この保護層は、例えば、トリアセテート、アクリル、ポリエステル、ポリイミド、トリアセチルセルロース又はウレタン系のフィルム等の透明な高分子膜によりラミネーションして形成され、実用に供される。   The anisotropic dye film of the present invention is used with a protective layer provided if necessary. This protective layer is formed by lamination with a transparent polymer film such as triacetate, acrylic, polyester, polyimide, triacetyl cellulose, or urethane film, and is put to practical use.

(偏光素子)
また、本発明の異方性色素膜をLCDやOLEDなどの各種の表示素子に用いる場合には、これらの表示素子を構成する電極基板などに直接、該異方性色素膜を形成したり、該異方性色素膜を形成した基材をこれら表示素子の構成部材として用いればよい。
本発明の異方性色素膜は、光吸収の異方性を利用し直線偏光、円偏光、楕円偏光等を得る偏光膜として機能する他、膜形成プロセスと基材や色素を含有する色素溶液の選択により、屈折異方性や伝導異方性などの各種異方性膜として機能化が可能となり、様々な種類の、多様な用途に使用可能な偏光素子とすることができる。
本発明の偏光素子は、本発明の異方性色素膜を用いたものであるが、本発明の異方性色素膜を基材上に形成して本発明の偏光素子とする場合、形成された異方性色素膜そのものを使用してもよく、また上記の様な保護層のほか、粘着層、反射防止層など、様々な機能の有する層を積層形成し、積層体として使用してもよい。
(Polarizing element)
Further, when the anisotropic dye film of the present invention is used for various display elements such as LCD and OLED, the anisotropic dye film is directly formed on an electrode substrate constituting these display elements, A base material on which the anisotropic dye film is formed may be used as a constituent member of these display elements.
The anisotropic dye film of the present invention functions as a polarizing film that obtains linearly polarized light, circularly polarized light, elliptically polarized light, etc. by utilizing the anisotropy of light absorption, as well as a film forming process and a dye solution containing a substrate and a dye. Thus, it is possible to make it functional as various anisotropic films such as refraction anisotropy and conduction anisotropy, and it is possible to obtain various kinds of polarizing elements that can be used for various purposes.
The polarizing element of the present invention uses the anisotropic dye film of the present invention, but is formed when the anisotropic dye film of the present invention is formed on a substrate to form the polarizing element of the present invention. In addition to the protective layer as described above, a layer having various functions such as an adhesive layer and an antireflection layer may be laminated and used as a laminate. Good.

次に、実施例により本発明をさらに具体的に説明するが、本発明はその要旨を超えない限り以下の実施例に限定されるものではない。
また、二色比(D)はヨウ素系偏光素子を入射光学系に配した分光光度計(大塚電子社製「瞬間マルチ測光システムMCPD2000」)で異方性色素膜の透過率を測定した後、次式により計算した。
EXAMPLES Next, although an Example demonstrates this invention further more concretely, this invention is not limited to a following example, unless the summary is exceeded.
In addition, the dichroic ratio (D) was measured after measuring the transmittance of the anisotropic dye film with a spectrophotometer (Otsuka Electronics Co., Ltd. “instant multi-photometry system MCPD2000”) in which an iodine polarizing element is arranged in the incident optical system. The following formula was used for calculation.

二色比(D)=Az/Ay
Az=−log(Tz)
Ay=−log(Ty)
Tz:色素膜の吸収軸方向の偏光に対する透過率
Ty:色素膜の偏光軸方向の偏光に対する透過率
以下において「部」は「重量部」を示す。
Dichroic ratio (D) = Az / Ay
Az = -log (Tz)
Ay = -log (Ty)
Tz: transmittance for polarized light in the absorption axis direction of the dye film
Ty: Transmittance for polarized light in the polarization axis direction of the dye film In the following, “part” means “part by weight”.

(実施例1)
水80.8部に下記例示色素(I)15部とガラクトース5部とノニオン系界面活性剤エマルゲン109P(花王社製)0.2部を撹拌溶解させて色素溶液を得た。
Example 1
In 80.8 parts of water, 15 parts of the following exemplified dye (I), 5 parts of galactose and 0.2 part of nonionic surfactant Emulgen 109P (manufactured by Kao Corporation) were stirred and dissolved to obtain a dye solution.

Figure 2006293025
Figure 2006293025

ガラス製基板(75mm×25mm、厚さ1mm)上にシルク印刷法によりポリイミドの配向膜が形成された基材(ポリイミド膜厚 約800Å)に、予め布でラビング処理を施したものを用意しておき、これに前記色素溶液を水蒸気圧が317Pa、相対湿度が10%RH及び温度が25℃の環境条件でバーコータ(テスター産業社製「No.2」使用)で塗布し異方性色素膜を得た。その後、25℃、317Pa及び10%RHの環境条件で、乾燥させることにより膜厚約0.4μmの異方性色素膜を得た。水蒸気圧及び相対湿度は、タバイエスペック(株)(現エスペック(株))社製環境試験室エスペックEX−DSP6−12Eにより制御した。
得られた異方性色素膜の二色比を測定したところ図1及び図2のような結果を得た。二色比は8であった。高い二色比が得られることがわかった。
Prepare a base material (polyimide film thickness of about 800 mm), on which a polyimide alignment film is formed by a silk printing method on a glass substrate (75 mm x 25 mm, thickness 1 mm), and then rubbed with a cloth in advance. In addition, the above dye solution was coated with a bar coater (using “No. 2” manufactured by Tester Sangyo Co., Ltd.) under the environmental conditions of a water vapor pressure of 317 Pa, a relative humidity of 10% RH and a temperature of 25 ° C. Obtained. Then, the anisotropic dye film | membrane with a film thickness of about 0.4 micrometer was obtained by making it dry on environmental conditions of 25 degreeC, 317 Pa, and 10% RH. The water vapor pressure and the relative humidity were controlled by an environmental test room ESPEC EX-DSP6-12E manufactured by Tabay Espec Corp. (currently Espec Corp.).
When the dichroic ratio of the obtained anisotropic dye film was measured, the results as shown in FIGS. 1 and 2 were obtained. The dichroic ratio was 8. It was found that a high dichroic ratio was obtained.

(実施例2)
塗布時の環境条件を、水蒸気圧が1583Pa、相対湿度が50%RH及び25℃にしたこと及び乾燥時の環境条件を水蒸気圧が1583Pa、相対湿度が50%RH及び25℃にしたこと以外は、実施例1と同様にして異方性色素膜を得た。
得られた異方性色素膜の二色比を測定したところ図1及び図2のような結果を得た。二色比は7であった。高い二色比が得られることがわかった。
(Example 2)
The environmental conditions at the time of application were, except that the water vapor pressure was 1583 Pa, the relative humidity was 50% RH and 25 ° C., and the environmental conditions at the time of drying were that the water vapor pressure was 1583 Pa, the relative humidity was 50% RH and 25 ° C. In the same manner as in Example 1, an anisotropic dye film was obtained.
When the dichroic ratio of the obtained anisotropic dye film was measured, the results as shown in FIGS. 1 and 2 were obtained. The dichroic ratio was 7. It was found that a high dichroic ratio was obtained.

(比較例1)
塗布時の環境条件を、水蒸気圧が2691Pa、相対湿度が85%RH及び25℃にしたこと及び乾燥時の環境条件を水蒸気圧が2691Pa、相対湿度が85%RH及び25℃にしたこと以外は、実施例1と同様にして異方性色素膜を得た。
得られた異方性色素膜の二色比を測定したところ図1及び図2のような結果を得た。二色比は3であり、実施例1、2に比べて二色比は低かった。
実施例1、実施例2及び比較例1の結果から、塗布時の環境条件を水蒸気圧が1600Pa以下或いは相対湿度が50RH%以下に制御することにより、二色比の高い異方性色素膜が得られることがわかった。また、水蒸気圧或いは相対湿度が低いほど高い二色比が得られることがわかった。
(Comparative Example 1)
The environmental conditions at the time of application were, except that the water vapor pressure was 2691 Pa, the relative humidity was 85% RH and 25 ° C., and the environmental conditions at the time of drying were that the water vapor pressure was 2691 Pa, the relative humidity was 85% RH and 25 ° C. In the same manner as in Example 1, an anisotropic dye film was obtained.
When the dichroic ratio of the obtained anisotropic dye film was measured, the results as shown in FIGS. 1 and 2 were obtained. The dichroic ratio was 3, and the dichroic ratio was lower than in Examples 1 and 2.
From the results of Example 1, Example 2 and Comparative Example 1, an anisotropic dye film having a high dichroic ratio can be obtained by controlling the environmental conditions at the time of application to a water vapor pressure of 1600 Pa or less or a relative humidity of 50 RH% or less. It turns out that it is obtained. It was also found that a higher dichroic ratio was obtained as the water vapor pressure or relative humidity was lower.

水蒸気圧と二色比の関係を示したグラフGraph showing the relationship between water vapor pressure and dichroic ratio 相対湿度と二色比の関係を示したグラフGraph showing the relationship between relative humidity and dichroic ratio 減圧処理装置の例を示す図The figure which shows the example of the decompression processing equipment 減圧処理装置の例を示す図The figure which shows the example of the decompression processing equipment

符号の説明Explanation of symbols

1 上部チャンバー
2 下部チャンバー
3 ステージ
4 塗布基板
5 昇降シャフト
6 真空シール部材
7 排気ポート
8 真空シール部材
9 気体導入ポート
10 気流制御板
11 副減圧室
12 開閉弁
13 減圧室
DESCRIPTION OF SYMBOLS 1 Upper chamber 2 Lower chamber 3 Stage 4 Coating substrate 5 Lifting shaft 6 Vacuum seal member 7 Exhaust port 8 Vacuum seal member 9 Gas introduction port 10 Airflow control plate 11 Sub decompression chamber 12 Open / close valve 13 Decompression chamber

Claims (7)

色素溶液を基材上に塗布して異方性色素膜を製造する方法であって、水蒸気圧が1600Pa以下の環境条件下で塗布することを特徴とする異方性色素膜の製造方法。 A method for producing an anisotropic dye film by applying a dye solution onto a substrate, wherein the anisotropic dye film is applied under an environmental condition having a water vapor pressure of 1600 Pa or less. 色素溶液を基材上に塗布して異方性色素膜を製造する方法であって、相対湿度が50%以下の環境条件下で塗布することを特徴とする異方性色素膜の製造方法。 A method for producing an anisotropic dye film by applying a dye solution onto a substrate, wherein the anisotropic dye film is applied under an environmental condition having a relative humidity of 50% or less. 塗布後、水蒸気圧が1600Pa以下の環境条件下で乾燥させることを特徴とする、請求項1または2に記載の異方性色素膜の製造方法。 3. The method for producing an anisotropic dye film according to claim 1, wherein after the application, the water vapor pressure is dried under an environmental condition of 1600 Pa or less. 塗布後、相対湿度が50%以下の環境条件下で乾燥させることを特徴とする、請求項1または2に記載の異方性色素膜の製造方法。 The method for producing an anisotropic dye film according to claim 1 or 2, wherein after the coating, the film is dried under an environmental condition of a relative humidity of 50% or less. 色素溶液に含まれる色素が液晶相を有する色素である、請求項1〜4のいずれか一項に記載の異方性色素膜の製造方法。 The method for producing an anisotropic dye film according to claim 1, wherein the dye contained in the dye solution is a dye having a liquid crystal phase. 請求項1〜5のいずれか一項に記載の製造方法により製造された異方性色素膜。 The anisotropic dye film manufactured by the manufacturing method as described in any one of Claims 1-5. 請求項6に記載の異方性色素膜を用いた偏光素子。 A polarizing element using the anisotropic dye film according to claim 6.
JP2005113800A 2005-04-11 2005-04-11 Manufacturing method of anisotropic dyestuff film, anisotropic dyestuff film and polarizing element Pending JP2006293025A (en)

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* Cited by examiner, † Cited by third party
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WO2008102631A1 (en) * 2007-02-19 2008-08-28 Nitto Denko Corporation Process for producing optical layered product and image display
WO2016171126A1 (en) * 2015-04-20 2016-10-27 日本化薬株式会社 Composition containing dichroic dye, dye film produced using same, and polarizing element comprising said dye film

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JPH0354506A (en) * 1989-07-24 1991-03-08 Nippon Kayaku Co Ltd Polarizing plate
JPH1114830A (en) * 1997-06-25 1999-01-22 Nippon Kayaku Co Ltd Production of polarizing plate
JP2001159713A (en) * 1999-09-21 2001-06-12 Japan Chemical Innovation Institute New micropattern polarizing device

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0354506A (en) * 1989-07-24 1991-03-08 Nippon Kayaku Co Ltd Polarizing plate
JPH1114830A (en) * 1997-06-25 1999-01-22 Nippon Kayaku Co Ltd Production of polarizing plate
JP2001159713A (en) * 1999-09-21 2001-06-12 Japan Chemical Innovation Institute New micropattern polarizing device

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008102631A1 (en) * 2007-02-19 2008-08-28 Nitto Denko Corporation Process for producing optical layered product and image display
US7911569B2 (en) 2007-02-19 2011-03-22 Nitto Denko Corporation Method of producing optical laminate and image displaying apparatus
WO2016171126A1 (en) * 2015-04-20 2016-10-27 日本化薬株式会社 Composition containing dichroic dye, dye film produced using same, and polarizing element comprising said dye film
CN107532009A (en) * 2015-04-20 2018-01-02 日本化药株式会社 Composition containing dichroism pigment, the pigmented film made using said composition and the polarizer with the pigmented film
CN107532009B (en) * 2015-04-20 2020-04-24 日本化药株式会社 Composition containing dichroic dye, dye film produced using the composition, and polarizing element having the dye film

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