JPH04318814A - Liquid crystal composition - Google Patents
Liquid crystal compositionInfo
- Publication number
- JPH04318814A JPH04318814A JP8655591A JP8655591A JPH04318814A JP H04318814 A JPH04318814 A JP H04318814A JP 8655591 A JP8655591 A JP 8655591A JP 8655591 A JP8655591 A JP 8655591A JP H04318814 A JPH04318814 A JP H04318814A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- polymer
- crystal composition
- substrates
- mesogen
- 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.)
- Pending
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 title claims abstract description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 27
- 239000002243 precursor Substances 0.000 claims abstract description 14
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 6
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 5
- 235000010290 biphenyl Nutrition 0.000 claims abstract description 3
- 239000004305 biphenyl Substances 0.000 claims abstract description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 6
- 150000002790 naphthalenes Chemical class 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 18
- 239000000178 monomer Substances 0.000 abstract description 4
- 239000004642 Polyimide Substances 0.000 abstract description 3
- 229920001721 polyimide Polymers 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 2
- PFHGSLLQOWAHOO-UHFFFAOYSA-N (4-phenylphenyl)methyl 2-methylprop-2-enoate Chemical compound C1=CC(COC(=O)C(=C)C)=CC=C1C1=CC=CC=C1 PFHGSLLQOWAHOO-UHFFFAOYSA-N 0.000 abstract 1
- 238000001354 calcination Methods 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000004528 spin coating Methods 0.000 abstract 1
- 230000005684 electric field Effects 0.000 description 11
- 238000002834 transmittance Methods 0.000 description 7
- 238000000034 method Methods 0.000 description 5
- -1 4-biphenylmethanol methacrylic acid Chemical compound 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- GXANCFOKAWEPIS-UHFFFAOYSA-N 2-[(4-phenylphenoxy)methyl]oxirane Chemical group C1OC1COC(C=C1)=CC=C1C1=CC=CC=C1 GXANCFOKAWEPIS-UHFFFAOYSA-N 0.000 description 1
- 239000004983 Polymer Dispersed Liquid Crystal Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は、液晶と高分子を配向分
散させた調光表示素子に用いる、液晶組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid crystal composition for use in a dimming display element in which a liquid crystal and a polymer are aligned and dispersed.
【0002】0002
【従来の技術】近年液晶と高分子を互いに分散させた調
光表示素子が注目されている。この調光表示素子に動作
原理は液晶と高分子の屈折率の差を利用しており、電界
印加により屈折率が一致した場合には透過状態を示し、
電界除去により屈折率が相違した場合には散乱状態を示
すことがすでに知られている。一方、最近我々は電界無
印加時に透過し電界印加時に散乱する逆のモードの表示
素子を発明した。この表示素子は液晶と高分子を秩序よ
く配向分散するように以下のように改良作製された。ま
ず高分子前駆体と液晶を混合し2枚の少なくとも1方を
配向処理した対向電極を有する基板の間に封入する。こ
の際液晶が基板の配向に沿って配列するが同時に高分子
前駆体も同一方向に配列する。この状態のまま紫外線重
合すると電界印加時に散乱するようなモードの表示素子
が形成される。電界印加時に透過するモードに比べこの
表示素子はコントラストが良く、明るく、さらにしきい
特性も優れているのが特徴である。2. Description of the Related Art In recent years, dimming display elements in which liquid crystals and polymers are mutually dispersed have attracted attention. The operating principle of this dimming display element utilizes the difference in refractive index between liquid crystal and polymer, and when the refractive index matches when an electric field is applied, it exhibits a transparent state.
It is already known that a scattering state occurs when the refractive index differs due to removal of an electric field. On the other hand, we have recently invented a display element with the opposite mode, which transmits light when no electric field is applied and scatters when an electric field is applied. This display element was improved and manufactured as follows so that the liquid crystal and polymer were aligned and dispersed in an orderly manner. First, a polymer precursor and a liquid crystal are mixed and sealed between two substrates having opposing electrodes, at least one of which has been subjected to alignment treatment. At this time, the liquid crystals are aligned along the orientation of the substrate, and at the same time, the polymer precursors are also aligned in the same direction. If ultraviolet polymerization is carried out in this state, a display element with a scattering mode when an electric field is applied is formed. This display element is characterized by better contrast, brightness, and superior threshold characteristics compared to the mode that transmits when an electric field is applied.
【0003】0003
【発明が解決しようとする課題】しかしながら、この表
示素子は駆動電圧が高く、低いものでも12V前後の電
圧を必要としていたので、デジタル時計、電卓などの低
電圧駆動の表示素子への適用は困難であった。また例え
高電圧で駆動しても低分子である液晶に継続して過剰の
電圧が印加されるわけであるから焼き付きや耐熱性、信
頼性などに影響し、素子特性を著しく低下させると考え
られる。一方、低電圧駆動だけを考えると、2枚の基板
の配向膜表面を向かい合わせた際に形成される間隙(以
後この間隙をセル厚と呼ぶ)を薄くしたり、あるいは高
分子の濃度を減少するなどの方法が考えられるが逆にコ
ントラストが悪くなり根本的な解決法であるとはいえな
い。[Problem to be solved by the invention] However, this display element requires a high driving voltage, and even a low one requires a voltage of around 12V, so it is difficult to apply it to display elements driven at low voltage such as digital watches and calculators. Met. Furthermore, even if driven at a high voltage, excessive voltage is continuously applied to the low-molecular liquid crystal, which is thought to affect burn-in, heat resistance, reliability, etc., and significantly deteriorate device characteristics. . On the other hand, when considering only low-voltage driving, it is necessary to thin the gap formed when the alignment film surfaces of two substrates face each other (hereinafter referred to as the cell thickness), or reduce the concentration of polymer. Although it is conceivable to do this, the contrast deteriorates and it cannot be said to be a fundamental solution.
【0004】そこで本発明の目的とするところは、メソ
ゲン部と重合部のヘテロ原子との間にメチレン鎖を1つ
介在させた高分子前駆体を用いることにより駆動電圧を
下げるところにある。Accordingly, an object of the present invention is to lower the driving voltage by using a polymer precursor in which one methylene chain is interposed between the mesogenic part and the heteroatom of the polymerization part.
【0005】[0005]
【課題を解決するための手段】液晶と高分子を互いに配
向分散させた調光表示素子に用いる液晶組成物において
、メソゲン部と、重合部のヘテロ原子との間にメチレン
鎖を1つ介在させた高分子前駆体を少なくとも1種用い
ることを特徴とする。また、メソゲン部はビフェニルあ
るいはナフタレン誘導体であり、重合部は光硬化型ある
いは熱硬化型であることを特徴とする。[Means for solving the problem] In a liquid crystal composition used for a dimming display element in which a liquid crystal and a polymer are aligned and dispersed with each other, one methylene chain is interposed between a mesogenic part and a heteroatom of a polymerized part. It is characterized by using at least one type of polymer precursor. Further, the mesogen portion is a biphenyl or naphthalene derivative, and the polymerization portion is a photocuring type or a thermosetting type.
【0006】以下、実施例により本発明の詳細を示す。[0006] The details of the present invention will be explained below with reference to Examples.
【0007】[0007]
(実施例1)本実施例では高分子前駆体に光硬化型のも
のを用いた例を示す。図1に本発明の表示素子における
断面図を示した。素子の作製法について説明する。まず
表面の平坦な基板1及び基板8の表面に電極層2及び電
極7を蒸着法により形成した。これらの基板表面に配向
膜3および6としてポリイミド(日本合成ゴム社製JI
B)の2%溶液を2000RPMにてスピンコートした
。これらの基板を150℃にて焼成した。その後この配
向膜表面をさらしで1方向にこすった。こする方向は2
枚の基板を組み合わせたときにこする方向がほぼ平行と
なるようにした。セル厚を10μmになるように固定し
た。この間隙に4−ビフェニルメタノールメタクリル酸
エステルと液晶(LV−R2:ロディック社製)1:1
0を100℃にて混合したものを封入して徐冷し液晶/
モノマー混合物を配向させ、室温にて紫外線を照射した
ところ、液晶と高分子が相分離し、ほとんど透明な素子
を作製できた。(Example 1) This example shows an example in which a photocurable polymer precursor is used. FIG. 1 shows a cross-sectional view of the display element of the present invention. The method for manufacturing the device will be explained. First, the electrode layer 2 and the electrode 7 were formed on the flat surfaces of the substrate 1 and the substrate 8 by a vapor deposition method. Polyimide (JI manufactured by Japan Synthetic Rubber Co., Ltd.) was used as alignment films 3 and 6 on the surfaces of these substrates.
A 2% solution of B) was spin coated at 2000 RPM. These substrates were fired at 150°C. Thereafter, the surface of this alignment film was rubbed in one direction using a bleaching method. The direction of rubbing is 2.
When the two substrates are combined, the rubbing directions are almost parallel. The cell thickness was fixed at 10 μm. In this gap, 4-biphenylmethanol methacrylic acid ester and liquid crystal (LV-R2: manufactured by Roddick) 1:1
0 mixed at 100℃ and slowly cooled to form a liquid crystal/
When the monomer mixture was aligned and irradiated with ultraviolet rays at room temperature, the liquid crystal and polymer phase separated, creating an almost transparent device.
【0008】次に素子の駆動方法であるが、2つの電極
間に10KHz 6Vなる交流電界を印加した。光透
過時で0Vを印加した。透過率80%が得られた。光散
乱時では透過率3%が得られた。従来の、メチレン鎖を
介在していない光硬化型ビフェニル誘導体4−フェニル
フェノールメタクリル酸エステルで、同様に素子を作製
した場合、同程度の透過率を得るためには20Vの交流
電界を必要としたので低電圧化されており改善されてい
る。Next, regarding the method of driving the device, an alternating current electric field of 10 KHz and 6 V was applied between two electrodes. 0V was applied when light was transmitted. A transmittance of 80% was obtained. A transmittance of 3% was obtained during light scattering. When a device was similarly made using the conventional photocurable biphenyl derivative 4-phenylphenol methacrylate ester without intervening methylene chains, an AC electric field of 20 V was required to obtain the same transmittance. Therefore, the voltage has been lowered and it has been improved.
【0009】ここで高分子前駆体は本実施例で用いたも
の以外でも使用することができる。つまり液晶の配列と
ほぼ同一方向、あるいは別方向の場合でもおおよそ揃っ
た方向に配列するものであれば何等問題ない。また重合
部位であるが光硬化型重合部位として用いることができ
る全ての官能基が使用できる。[0009] Here, polymer precursors other than those used in this example can also be used. In other words, there is no problem as long as the liquid crystals are aligned in approximately the same direction as the liquid crystal, or even in a different direction, as long as they are aligned in approximately the same direction. Further, as a polymerization site, all functional groups that can be used as a photocurable polymerization site can be used.
【0010】ここで用いる配向膜はポリイミドに限らず
、ポリビニルアルコールなど、液晶を配向させる力のあ
るものであれば何でも良い。また配向処理は片面の基板
のみでも効果はある。両面の基板表面を配向処理する場
合には互いの配向処理方向についてはカイラル成分の含
量と関係するのでその都度最適化する必要がある。[0010] The alignment film used here is not limited to polyimide, and may be of any material, such as polyvinyl alcohol, as long as it has the ability to align liquid crystals. Furthermore, the alignment treatment is effective even if only one side of the substrate is used. When the surfaces of both substrates are subjected to alignment treatment, it is necessary to optimize each orientation direction each time because it is related to the content of the chiral component.
【0011】ここで用いる液晶は屈折率異方性△nので
きるだけ大きいものがよい。また液晶の誘電異方性は正
のものを用いることができる。液晶分子の構造とモノマ
ーの構造が似ている物同士を用いると透過状態での透過
率あるいは反射率を向上させることができる。液晶の含
有量は高分子モノマーに対して50〜95%が最適であ
る。液晶含有量がこれより少ないと電界に対して応答し
なくなり、またこれより多いとコントラストが取れなく
なる。The liquid crystal used here preferably has a refractive index anisotropy Δn as large as possible. Further, a liquid crystal having positive dielectric anisotropy can be used. By using materials whose liquid crystal molecule structure and monomer structure are similar, it is possible to improve the transmittance or reflectance in the transmission state. The optimal content of liquid crystal is 50 to 95% based on the polymer monomer. If the liquid crystal content is less than this, it will not respond to an electric field, and if it is more than this, contrast will not be obtained.
【0012】本実施例ではカイラル成分を混合していな
いが0.1〜1%の範囲で添加した場合しきい特性の向
上がみられた。
(実施例2)本実施例では高分子前駆体に熱硬化型のも
のを用いた例を示す。実施例1における基板と同じもの
を用いて素子を作製した。ここではエポキシ系樹脂とし
て4−グリシドキシビフェニルを用い、硬化剤として1
21(油化シェル社製)を用いた。これらの1:1混合
物と液晶(LV−R2:ロディック社製)を1.5:8
.5の割合で100℃にて混合し、これを基板に封入し
て徐冷し液晶/高分子前駆体の混合物を配向させ1日室
温で放置し、ほとんど透明な素子を作製した。In this example, no chiral component was mixed, but when it was added in the range of 0.1 to 1%, the threshold characteristics were improved. (Example 2) This example shows an example in which a thermosetting polymer precursor is used. A device was manufactured using the same substrate as in Example 1. Here, 4-glycidoxybiphenyl was used as the epoxy resin, and 1
21 (manufactured by Yuka Shell Co., Ltd.) was used. A 1:1 mixture of these and a liquid crystal (LV-R2: manufactured by Roddick) at a ratio of 1.5:8
.. The liquid crystal/polymer precursor mixture was mixed at 100° C. in a ratio of 5 to 5 and then sealed in a substrate and slowly cooled to align the liquid crystal/polymer precursor mixture and left at room temperature for one day to produce an almost transparent element.
【0013】次に素子の駆動方法であるが、2つの電極
間に10KHz 15Vなる交流電界を印加した。光
透過時で0Vを印加した。透過率80%が得られた。光
散乱時では透過率5%が得られた。従来の、メチレン鎖
を介在していない熱硬化型ビフェニル誘導体1″,2″
−エポキシエチル 4−ビフェニル エーテルで、
同様に素子を作製した場合、同程度の透過率を得るため
には26Vの交流電界を必要としたので低電圧化されて
おり改善されている。Next, regarding the method for driving the device, an alternating current electric field of 10 KHz and 15 V was applied between the two electrodes. 0V was applied when light was transmitted. A transmittance of 80% was obtained. A transmittance of 5% was obtained during light scattering. Conventional thermosetting biphenyl derivatives 1″, 2″ without intervening methylene chains
-epoxyethyl 4-biphenyl ether,
When a device was similarly manufactured, an alternating current electric field of 26 V was required to obtain the same level of transmittance, so the voltage has been lowered, which is an improvement.
【0014】ここで用いる高分子前駆体であるが液晶と
ほぼ同一方向あるいは違う方向でもおおよそ揃った方向
に配列するものであれば問題なく使用できる。また重合
部位は熱硬化するものであれば何でも良い。The polymer precursor used here can be used without any problem as long as it is aligned in substantially the same direction as the liquid crystal or in a different direction. Moreover, any polymerization site may be used as long as it is thermosettable.
【0015】以上の実施例では2枚の基板を用いたが、
1枚の基板上に液晶/高分子層を形成することもできる
。また配向膜は両側基板に形成する必要はなく片側基板
処理だけでも効果を発揮する。またセル厚についてもこ
こに示した値でなくとも良く、用途に合わせて決めれば
良い。Although two substrates were used in the above embodiment,
It is also possible to form a liquid crystal/polymer layer on one substrate. Further, it is not necessary to form the alignment film on both substrates, and the effect can be exerted even if only one substrate is processed. Further, the cell thickness does not have to be the value shown here, and can be determined depending on the application.
【0016】本発明は以上の実施例のみならず、ディス
プレイ、調光素子、ライトバルブ、調光ミラーなどに応
用が可能である。The present invention can be applied not only to the above embodiments but also to displays, light control elements, light valves, light control mirrors, and the like.
【0017】[0017]
【発明の効果】以上述べたように本発明によれば、メソ
ゲン部と、重合部のヘテロ原子との間にメチレン鎖を1
つ介在した高分子前駆体を用いることにより、駆動電圧
の低い調光表示素子を作製することが可能となった。Effects of the Invention As described above, according to the present invention, one methylene chain is formed between the mesogenic part and the heteroatom of the polymerization part.
By using a polymer precursor with two intervening polymers, it has become possible to produce a dimmable display element with a low driving voltage.
【0018】本発明は、高分子分散型液晶素子あるいは
液晶分散型高分子素子のなかで、単純マトリックス型表
示素子の作製に有用な基本技術になるとともに、アクテ
ィブマトリックス型表示素子など大画面表示を可能にす
る技術に対しても効果を与えると考れられる。The present invention is a basic technology useful for producing simple matrix type display elements among polymer dispersed liquid crystal elements or liquid crystal dispersed polymer elements, and is also useful for large screen displays such as active matrix type display elements. It is thought that this will also have an effect on the technology that makes it possible.
【図1】本発明の調光表示素子の断面を示す概念図であ
る。FIG. 1 is a conceptual diagram showing a cross section of a dimming display element of the present invention.
1 基板 2 電極 3 配向膜 4 高分子 5 液晶 6 配向膜 7 電極 8 基板 1 Board 2 Electrode 3 Alignment film 4 Polymer 5 Liquid crystal 6 Alignment film 7 Electrode 8 Board
Claims (4)
表示素子に用いる液晶組成物に於いて、メソゲン部(芳
香環部)と、重合部のヘテロ原子との間にメチレン鎖を
1つ介在させた高分子前駆体を少なくとも1種用いたこ
とを特徴とする液晶組成物。Claim 1: In a liquid crystal composition used for a dimming display element in which a liquid crystal and a polymer are aligned and dispersed with each other, one methylene chain is inserted between a mesogenic part (aromatic ring part) and a heteroatom of a polymerized part. 1. A liquid crystal composition comprising at least one polymer precursor interposed therein.
する請求項1記載の液晶組成物。2. The liquid crystal composition according to claim 1, wherein the polymerization portion is of a photocurable type.
する請求項1記載の液晶組成物。3. The liquid crystal composition according to claim 1, wherein the polymerization portion is thermosetting.
タレン誘導体であることを特徴とする請求項1記載の液
晶組成物。4. The liquid crystal composition according to claim 1, wherein the mesogenic portion is a biphenyl or naphthalene derivative.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8655591A JPH04318814A (en) | 1991-04-18 | 1991-04-18 | Liquid crystal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8655591A JPH04318814A (en) | 1991-04-18 | 1991-04-18 | Liquid crystal composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04318814A true JPH04318814A (en) | 1992-11-10 |
Family
ID=13890257
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8655591A Pending JPH04318814A (en) | 1991-04-18 | 1991-04-18 | Liquid crystal composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04318814A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002054140A2 (en) * | 2001-01-02 | 2002-07-11 | The University Of Akron | Polyimide lcd alignment layers |
JP2012082387A (en) * | 2010-09-14 | 2012-04-26 | Dic Corp | High refractive index composition for optical material, and cured product thereof |
-
1991
- 1991-04-18 JP JP8655591A patent/JPH04318814A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002054140A2 (en) * | 2001-01-02 | 2002-07-11 | The University Of Akron | Polyimide lcd alignment layers |
WO2002054140A3 (en) * | 2001-01-02 | 2002-10-03 | Univ Akron | Polyimide lcd alignment layers |
JP2012082387A (en) * | 2010-09-14 | 2012-04-26 | Dic Corp | High refractive index composition for optical material, and cured product thereof |
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