JP2574027B2 - Liquid crystal light control material manufacturing method - Google Patents
Liquid crystal light control material manufacturing methodInfo
- Publication number
- JP2574027B2 JP2574027B2 JP1014063A JP1406389A JP2574027B2 JP 2574027 B2 JP2574027 B2 JP 2574027B2 JP 1014063 A JP1014063 A JP 1014063A JP 1406389 A JP1406389 A JP 1406389A JP 2574027 B2 JP2574027 B2 JP 2574027B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- resin
- sheet
- organic compound
- parts
- 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 - Fee Related
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 43
- 239000000463 material Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229920005989 resin Polymers 0.000 claims description 41
- 239000011347 resin Substances 0.000 claims description 41
- 150000002894 organic compounds Chemical class 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 10
- 239000011159 matrix material Substances 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 150000003384 small molecules Chemical class 0.000 description 8
- WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical group N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 238000005191 phase separation Methods 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
- 229910001628 calcium chloride Inorganic materials 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000004634 thermosetting polymer Substances 0.000 description 2
- HMOZDINWBHMBSQ-UHFFFAOYSA-N 2-[3-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC(C=2OCCN=2)=C1 HMOZDINWBHMBSQ-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- VRZVPALEJCLXPR-UHFFFAOYSA-N ethyl 4-methylbenzenesulfonate Chemical compound CCOS(=O)(=O)C1=CC=C(C)C=C1 VRZVPALEJCLXPR-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
Description
【発明の詳細な説明】 ＜産業上の利用分野＞ 本発明は液晶調光材料に関するもので、更に詳しく
は、透明樹脂シート状マトリックス中に液晶が均一に分
散され、電気的又は熱的操作により透明，不透明に変化
し得る液晶調光材料の新規な製造法に関するものであ
る。Description: TECHNICAL FIELD The present invention relates to a liquid crystal light modulating material, and more specifically, a liquid crystal is uniformly dispersed in a transparent resin sheet matrix, and is electrically or thermally operated. The present invention relates to a novel method for producing a liquid crystal light control material that can be changed to transparent or opaque.
＜従来の技術＞ 合成樹脂と液晶とより構成される調光材料については
種々提案されている。<Prior Art> Various light modulating materials including a synthetic resin and a liquid crystal have been proposed.
開口した細長い細孔を有するプラスチックシートの孔
内に液晶を含浸させる方法（特公昭62−45521号）、液
晶をカプセルに封じ込めこれを透明樹脂基板上にコーテ
ィングする方法（公表特許公報58−501631号）、合成樹
脂と液晶との溶液から樹脂を凝固させる間に液晶を相分
離させる方法（公表特許公報63−501512号）等がその代
表的なものである。A method in which liquid crystal is impregnated in the pores of a plastic sheet having open elongated pores (Japanese Patent Publication No. 62-45521), a method in which liquid crystals are encapsulated and coated on a transparent resin substrate (Japanese Patent Publication No. 58-501631). ), A method of phase-separating the liquid crystal while coagulating the resin from a solution of the synthetic resin and the liquid crystal (Publication No. 63-501512), and the like.
しかしながら、特公昭62−45521号では、該プラスチ
ックシートをいったん製造し、次いで液晶を含浸せしめ
ることが必要であり生産性に問題がある。However, in Japanese Patent Publication No. Sho 62-45521, it is necessary to produce the plastic sheet once and then impregnate it with liquid crystal, and there is a problem in productivity.
公表特許公報58−501631の方法は、液晶をカプセルに
封じ込める製造が困難であり、やはり生産性に課題が残
る。In the method disclosed in Japanese Patent Publication No. 58-501631, it is difficult to manufacture a liquid crystal by encapsulating the liquid crystal in a capsule, and the problem still remains in productivity.
また、公表特許公報63−501512号においては、凝固過
程で樹脂と液晶との相構造を抑制する必要があるが、こ
れは技術的にむずかしく、かつ得られた材料の耐久安定
性に問題がある。Further, in the published patent publication 63-501512, it is necessary to suppress the phase structure between the resin and the liquid crystal in the solidification process, but this is technically difficult, and there is a problem in the durability stability of the obtained material. .
＜発明が解決しようとする課題＞ 本発明の目的は、電気的又は熱的操作により透明、不
透明に安定的に変化しうる液晶調光材料を生産性よく製
造する方法を提供することにある。<Problem to be Solved by the Invention> An object of the present invention is to provide a method for producing a liquid crystal light modulating material that can be stably changed transparently and opaquely by electric or thermal operation with high productivity.
＜課題を解決するための手段＞ 本発明者等はかかる点に着目し鋭意検討した結果特定
のシート性組成物中の一成分を相分離させ、液晶成分で
置換処理する方法を見出し本発明に到達した。<Means for Solving the Problems> The inventors of the present invention focused on such a point, and as a result of intensive studies, as a result, found a method of performing phase separation of one component in a specific sheet composition and performing substitution treatment with a liquid crystal component. Reached.
即ち本発明は、透明樹脂（Ａ）と、該樹脂と実質的に
非反応性の低分子有機化合物（Ｂ）とが均一に配合され
てなるシート状物を、低分子有機化合物（Ｂ）の良溶剤
でかつ樹脂（Ａ）の貧溶剤となる液晶（Ｃ）単独もしく
は該液晶（Ｃ）を主として含む液体（Ｄ）で処理するこ
とにより、樹脂（Ａ）マトリックス中に液晶（Ｃ）を相
分離した状態で分散内包せしめることを特徴とする液晶
調光材料の製造方法である。That is, the present invention relates to a sheet-like material in which a transparent resin (A) and a low-molecular organic compound (B) substantially non-reactive with the resin are uniformly blended, and a low-molecular organic compound (B) By treating the liquid crystal (C) alone or a liquid (D) mainly containing the liquid crystal (C), which is a good solvent and a poor solvent for the resin (A), the liquid crystal (C) is dispersed in the resin (A) matrix. This is a method for producing a liquid crystal light modulating material, wherein the liquid crystal light modulating material is included in a dispersed state while being separated.
本発明で用いる透明樹脂（Ａ）とは光透過性である樹
脂を示し、かかる樹脂としては従来公知の種々の熱可塑
性及び熱硬化性ポリマーが使用出来る。熱可塑性ポリマ
ーとしてはポリビニルアルコール、ポリビニルブチラー
ル、ポリアルキル（メタ）アクリレート、ポリビニルク
ロリド、ポリスチレン、ポリオレフィン類、ポリカーボ
ネート等が例示されこれらのうち特にポリビニルアルコ
ールが好ましい。熱硬化性ポリマーとしては、エポキシ
樹脂、ウレタン樹脂、不飽和ポリエステル樹脂、オキサ
ゾリン系樹脂等が例示され、エポキシ樹脂、オキサゾリ
ン系樹脂が好ましい。本発明に於ける液晶（Ｃ）として
は、従来公知のネマチック、スメチック型の液晶が用い
られ特にシアノビフェニル系液晶が好ましく、用いられ
る。The transparent resin (A) used in the present invention indicates a light-transmitting resin, and various kinds of conventionally known thermoplastic and thermosetting polymers can be used as the resin. Examples of the thermoplastic polymer include polyvinyl alcohol, polyvinyl butyral, polyalkyl (meth) acrylate, polyvinyl chloride, polystyrene, polyolefins, polycarbonate, and the like. Of these, polyvinyl alcohol is particularly preferable. Examples of the thermosetting polymer include an epoxy resin, a urethane resin, an unsaturated polyester resin, and an oxazoline-based resin, and an epoxy resin and an oxazoline-based resin are preferable. As the liquid crystal (C) in the present invention, conventionally known nematic and smectic liquid crystals are used, and a cyanobiphenyl-based liquid crystal is particularly preferable and used.
本発明方法に於ては先ず透明樹脂（Ａ）と、該樹脂と
実質的に非反応性である低分子有機化合物（Ｂ）とが均
一に配合されてなるシート状物を形成する。In the method of the present invention, a sheet-like material is first formed in which a transparent resin (A) and a low molecular weight organic compound (B) substantially non-reactive with the resin are uniformly mixed.
ここで低分子有機化合物（Ｂ）としては樹脂（Ａ）と
実質的に非反応性であればよいが大別して、樹脂（Ａ）
と相溶性のある化合物（Ｂ−１）と相溶性がないがもし
くは悪いもの（Ｂ−２）とに大別される。Here, the low molecular weight organic compound (B) may be substantially non-reactive with the resin (A).
The compound (B-1) is incompatible with the compound (B-1) and is incompatible or poor (B-2).
溶溶性のある化合物（Ｂ−１）の場合には樹脂（Ａ）
と該化合物（Ｂ−１）とを適当な割合で混合し場合によ
っては加熱することにより両者を均一に混合出来るの
で、この様にして得た均一組成物を従来公知の方法、例
えば流延法、溶融押出し法等によってシート状物に成形
出来る。この場合の両者の配合割合は重量比でA/B＝0.0
5〜３程度である。次に低分子有機化合物（Ｂ）が樹脂
（Ａ）と相溶性がないかもしくは悪いもの（Ｂ−２）の
場合であるがこの場合 （ｉ）樹脂（Ａ）と低分子化合物（Ｂ−２）をそのまま
例えば溶融状態で機械的に混合する方法 （ii）両者の共通の低沸点良溶剤に均一に溶解し例えば
流延法によりシート状物にした後溶剤だけを蒸発させる
方法、 （iii）前記の相溶性のある化合物（Ｂ−１）と樹脂
（Ａ）とが均一に配合されてなるシート状物を形成し、
次いで該シート状物を、樹脂（Ａ）と相溶性がないかも
しくは悪い低分子化合物（Ｂ−２）で処理することによ
り樹脂（Ａ）中に低分子化合物（Ｂ−２）を相分離した
形で均一に導入する方法、或は （iv）樹脂（Ａ）と無機化合物とをそのまま又は両者の
共溶剤を用い均一に配合しシート状物を形成した後、そ
のまま又は溶剤を蒸発させた後無機化合物を溶解し得る
低分子有機化合物（Ｂ−２）単独若しくはこれを含む溶
剤で処理することによって樹脂（Ａ）中に低分子有機化
合物（Ｂ−２）を相分離した形で均一に導入する方法 等があり、これらのうち、（ii）〜（iv）の方法がより
好ましい。本発明に於ては低分子有機化合物（Ｂ）とし
ては常圧下の沸点が150℃以下であることが好ましく、1
00℃以下であることが特に好ましい。In the case of the soluble compound (B-1), the resin (A)
The compound (B-1) and the compound (B-1) can be mixed uniformly at an appropriate ratio and, in some cases, heated, so that the homogeneous composition thus obtained can be mixed with a conventionally known method, for example, a casting method. It can be formed into a sheet by a melt extrusion method or the like. In this case, the mixing ratio of both is A / B = 0.0 in weight ratio.
It is about 5 to 3. Next, the case where the low molecular weight organic compound (B) is incompatible or inferior to the resin (A) (B-2). In this case, (i) the resin (A) and the low molecular weight compound (B-2) (Ii) a method of mechanically mixing as it is in a molten state, (ii) a method of uniformly dissolving both in a common low-boiling good solvent, for example, forming a sheet by a casting method, and evaporating only the solvent; (iii) Forming a sheet-like material in which the compatible compound (B-1) and the resin (A) are uniformly blended,
Next, the low molecular compound (B-2) was phase-separated in the resin (A) by treating the sheet-like material with the low molecular compound (B-2) having no or poor compatibility with the resin (A). Or (iv) mixing the resin (A) and the inorganic compound as they are or uniformly using a cosolvent of both to form a sheet, and then as it is or after evaporating the solvent The low-molecular-weight organic compound (B-2) which can dissolve the inorganic compound is treated alone or with a solvent containing the same to uniformly introduce the low-molecular-weight organic compound (B-2) into the resin (A) in a phase-separated form. And methods (ii) to (iv) are more preferable. In the present invention, the low molecular weight organic compound (B) preferably has a boiling point under normal pressure of 150 ° C. or less,
It is particularly preferred that the temperature is not higher than 00 ° C.
本発明ではこの様にして得られたシート状物を次いで
該シート状物を構成する低分子有機化合物（Ｂ）の良溶
剤でかつ樹脂（Ａ）の貧溶剤となる液晶（Ｃ）単独もし
くは液晶（Ｃ）を主として含む液体（Ｄ）で処理するこ
とにより、樹脂（Ａ）マトリックス中に液晶（Ｃ）を相
分離した状態で分散内包せしめる。In the present invention, the sheet-like material thus obtained is then used alone or as a liquid crystal (C), which is a good solvent for the low molecular weight organic compound (B) and a poor solvent for the resin (A). By treating with the liquid (D) mainly containing (C), the liquid crystal (C) is dispersed and included in the resin (A) matrix in a state of phase separation.
低分子有機化合物（Ｂ）が樹脂（Ａ）と相溶性である
場合（Ｂ−１）この処理の際樹脂（Ａ）と低分子化合物
（Ｂ）とが相分離し低分子化合物（Ｂ）が液晶（Ｃ）も
しくは液晶（Ｃ）を含む液体（Ｄ）で置換されることに
より樹脂（Ａ）マトリックス中に液晶（Ｃ）が相分離し
た状態で均一に分散内包される。When the low molecular weight organic compound (B) is compatible with the resin (A) (B-1) During this treatment, the resin (A) and the low molecular weight compound (B) undergo phase separation, and the low molecular weight compound (B) becomes By being replaced with the liquid crystal (C) or the liquid (D) containing the liquid crystal (C), the liquid crystal (C) is uniformly dispersed and included in the resin (A) matrix in a state of phase separation.
又低分子有機化合物（Ｂ）が、樹脂（Ａ）と相溶しな
いかもしくは悪い場合（Ｂ−２）には、この処理によっ
て樹脂（Ａ）中に相分離して存在する低分子有機化合物
（Ｂ−２）が液晶（Ｃ）もしくは液晶（Ｃ）を含む液体
（Ｄ）で置換されることにより樹脂（Ａ）マトリックス
中に液晶（Ｃ）が相分離した状態で均一に分散内包され
る。When the low-molecular-weight organic compound (B) is not compatible or bad with the resin (A) (B-2), the low-molecular-weight organic compound ( By substituting the liquid crystal (C) or the liquid (D) containing the liquid crystal (C) for the B-2), the liquid crystal (C) is uniformly dispersed and included in the resin (A) matrix in a state of phase separation.
ここで場合によって液晶（Ｃ）と共に使用される液体
（Ｄ）としては、低分子有機化合物（Ｂ）及び液晶
（Ｃ）の良溶剤でかつ樹脂（Ａ）の貧溶剤であることが
必要であり、又沸点が好ましくは150℃以下、特に好ま
しくは100℃以下である低沸点液体であることが好まし
い。液晶（Ｃ）が低分子有機化合物（Ｂ）の良溶剤でか
つ樹脂（Ａ）の貧溶剤であれば液晶（Ｃ）単独で使用出
来るがそうでない場合には上記液体（Ｄ）と混合して使
用する必要がある。又この系に着色剤、安定剤等の各種
添加剤を配合しておくことにより樹脂（Ａ）中に配合す
ることも可能である。Here, the liquid (D) used together with the liquid crystal (C) in some cases needs to be a good solvent for the low molecular organic compound (B) and the liquid crystal (C) and a poor solvent for the resin (A). Further, it is preferable that the liquid is a low-boiling liquid having a boiling point of preferably 150 ° C. or lower, particularly preferably 100 ° C. or lower. If the liquid crystal (C) is a good solvent for the low molecular weight organic compound (B) and a poor solvent for the resin (A), the liquid crystal (C) can be used alone, but if not, it is mixed with the liquid (D). Must be used. Further, by blending various additives such as a colorant and a stabilizer into this system, it is also possible to blend them in the resin (A).
本発明に於て低分子有機化合物（Ｂ）としては（ハロ
ゲン化）炭化水素類、アルコール類、ケトン類、エーテ
ル類、エステル類等の有機溶剤等が好ましい例としてあ
げられる。具体的には、Ｎ−メチルピロリドン、メタノ
ール、アセトン等が例示できる。In the present invention, preferable examples of the low molecular weight organic compound (B) include organic solvents such as (halogenated) hydrocarbons, alcohols, ketones, ethers and esters. Specific examples include N-methylpyrrolidone, methanol, acetone and the like.
また、本発明に用いる液体（Ｄ）としては、（ハロゲ
ン化）炭化水素類、アルコール類、ケトン類、エーテル
類、エステル類等の有機溶剤及び水が好ましい例として
あげられる。具体的にはアセトン、クロロホルム等が例
示できる。Preferred examples of the liquid (D) used in the present invention include (halogenated) hydrocarbons, organic solvents such as alcohols, ketones, ethers, and esters, and water. Specific examples include acetone and chloroform.
＜実施例＞ 以下実施例をあげ本発明を具体的に説明する。<Example> Hereinafter, the present invention will be described specifically with reference to examples.
実施例中「部」は全て「重量部」を意味する。 In the examples, "parts" means "parts by weight".
実施例１ ポリビニルアルコール10部をＮ−メチルピロリドン10
0部を溶解し、ガラス板上にシート状に流延した。次い
で該シート状物をシアノビフェニル系液晶（メルク販売
E8）25部及びアセトン15部の混合液に浸漬し１時間放置
した。この間にシート状物は透明状から白色に変化し
た。次いで該シート状物を80℃で乾燥した。得られたシ
ートは冷却時白色不透明であるが約80℃に加熱すると透
明となり可塑性を有していた。Example 1 10 parts of polyvinyl alcohol was replaced with N-methylpyrrolidone 10
0 parts were melted and cast into a sheet on a glass plate. Next, the sheet-like material is subjected to cyanobiphenyl-based liquid crystal (Merck sales
E8) It was immersed in a mixed solution of 25 parts and 15 parts of acetone and left for 1 hour. During this time, the sheet changed from transparent to white. Next, the sheet was dried at 80 ° C. The resulting sheet was white and opaque when cooled, but became transparent and plastic when heated to about 80 ° C.
実施例２ ポリビニルアルコール５部、塩化カルシウム５部を水
90部に均一に溶解し、次いでガラス板上に展開してシー
ト状物とし170℃に加熱して水を蒸発せしめた。次いで
該シート状物をメタノールに浸漬しメタノールの還流下
30分処理した。このときシート状物は白色不透明であっ
た。次いで該シート状物をメタノールが蒸発しない状態
でシアノビフェニル系液晶（メルク販売E8）10部、クロ
ロホルム10部の混合液に浸漬した。１時間後取り出し、
60℃で乾燥処理したところ不透明のシート得られた。こ
の様にして得たシート（厚さ25μ）を２板の酸化インジ
ウムすずをコートした導電性ガラス板に絶縁層としてウ
レタン系接着剤を介してはさみ込んだ、ガラス板の導電
性表面に100Vの電圧を印加したところシートは白色不透
明から透明に変化し、電圧印加をやめると再び白色不透
明となり可逆性を有していた。Example 2 5 parts of polyvinyl alcohol and 5 parts of calcium chloride were dissolved in water.
The mixture was uniformly dissolved in 90 parts and then spread on a glass plate to form a sheet, which was heated to 170 ° C. to evaporate water. Then, the sheet is immersed in methanol and refluxed with methanol.
Treated for 30 minutes. At this time, the sheet was white and opaque. Next, the sheet was immersed in a mixture of 10 parts of cyanobiphenyl-based liquid crystal (E8 sold by Merck) and 10 parts of chloroform in a state where methanol did not evaporate. Take it out one hour later,
After drying at 60 ° C., an opaque sheet was obtained. The sheet (thickness: 25μ) obtained in this manner was sandwiched between two conductive glass plates coated with indium tin oxide as an insulating layer via a urethane-based adhesive, and a voltage of 100 V was applied to the conductive surface of the glass plate. When a voltage was applied, the sheet changed from white opaque to transparent. When the voltage was stopped, the sheet became white opaque again and had reversibility.
実施例３ ポリビニルアルコール20部、トリエチレングリコール
30部、塩化カルシウム10部を230℃に加熱し均一に混合
しＴダイを有するルーダーから押出することにより厚さ
約20μのシートを得た。次いで該シートをメタノールに
還流下30分間浸漬した。その間にシートは白色不透明と
なった。次いで該シートをメタノールが蒸発しない状態
でシアノビフェニル系結晶（メルク販売K21）70部クロ
ロホルム部の混合液に浸漬し50℃で30分間放置した。得
られたシートを80℃に加熱乾燥したところ、このシート
は加熱時透明であったが冷却すると不透明となった。又
実施例２と同時にして電圧印加とすると透明となり可逆
性を有していた。Example 3 20 parts of polyvinyl alcohol, triethylene glycol
30 parts and 10 parts of calcium chloride were heated to 230 ° C., mixed uniformly, and extruded from a ruder having a T-die to obtain a sheet having a thickness of about 20 μ. Next, the sheet was immersed in methanol for 30 minutes under reflux. During that time, the sheet became white and opaque. Next, the sheet was immersed in a mixed solution of 70 parts of a cyanobiphenyl-based crystal (Merck K21) and a chloroform part in a state where methanol did not evaporate, and allowed to stand at 50 ° C. for 30 minutes. When the obtained sheet was heated and dried at 80 ° C., the sheet was transparent when heated, but became opaque when cooled. When a voltage was applied simultaneously with Example 2, the film became transparent and had reversibility.
実施例４ ｍ−フェニレンビス（２−オキサゾリン）156部、1,1
8−オクタデカンジカルボン酸172部、塩化カルシウム50
部及びｐ−トルエンスルホン酸エチル7.2部を酸化イン
ジウムすずをコートした導電性ガラス板上に加熱溶解し
てコートし更に150℃で30分間加熱し硬化させた。次い
でこれをシアノビフェニル系液晶（メルク販売K21）20
部とアセトン20部との混合液に浸漬しアセトンの還流下
30分処理し、80℃で乾燥した。得られたガラス板の樹脂
層は80℃では透明になるが冷却すると不透明になり可逆
性を有していた。次に別の導電性ガラス板をウレタン接
着剤を介して樹脂層がはさまれるように積層し、ガラス
板の導電性表面に100Vの電圧をかけたところ樹脂層は不
透明から透明に変化し、この変化は可逆性を有してい
た。Example 4 m-phenylenebis (2-oxazoline) 156 parts, 1,1
172 parts of 8-octadecanedicarboxylic acid, calcium chloride 50
And 7.2 parts of ethyl p-toluenesulfonate were heated and coated on a conductive glass plate coated with indium tin oxide, and then cured by heating at 150 ° C. for 30 minutes. Next, this was converted to a cyanobiphenyl liquid crystal (Merck sales K21) 20.
Immersion in a mixed solution of 20 parts of acetone and 20 parts of acetone under reflux of acetone
Treated for 30 minutes and dried at 80 ° C. The resin layer of the obtained glass plate became transparent at 80 ° C., but became opaque when cooled, and had reversibility. Next, another conductive glass plate is laminated so that the resin layer is sandwiched via urethane adhesive, and when a voltage of 100 V is applied to the conductive surface of the glass plate, the resin layer changes from opaque to transparent, This change was reversible.
＜発明の効果＞ 本発明により、電気的又は熱的操作により透明、不透
明に可逆的に安定に変化する液晶調光材料を、生産性よ
く製造することができる。<Effects of the Invention> According to the present invention, a liquid crystal light modulating material that changes stably transparently, opaquely, and reversibly by electric or thermal operation can be manufactured with high productivity.
Claims (1)
応性の低分子有機化合物（Ｂ）とが均一に配合されてな
るシート状物を、低分子有機化合物（Ｂ）の良溶剤でか
つ樹脂（Ａ）の貧溶剤となる液晶（Ｃ）単独もしくは該
液晶（Ｃ）を主として含む液体（Ｄ）で処理することに
より、樹脂（Ａ）マトリックス中に液晶（Ｃ）を相分離
した状態で分散内包せしめることを特徴とする液晶調光
材料の製造方法。1. A sheet comprising a transparent resin (A) and a low molecular weight organic compound (B) which is substantially non-reactive with the resin is uniformly mixed with a low molecular weight organic compound (B). By treating the liquid crystal (C) alone or a liquid (D) mainly containing the liquid crystal (C), which is a good solvent and a poor solvent for the resin (A), the liquid crystal (C) is dispersed in the resin (A) matrix. A method for producing a liquid crystal light modulating material, wherein the liquid crystal light modulating material is dispersed and included in a separated state.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1014063A JP2574027B2 (en) | 1989-01-25 | 1989-01-25 | Liquid crystal light control material manufacturing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1014063A JP2574027B2 (en) | 1989-01-25 | 1989-01-25 | Liquid crystal light control material manufacturing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02195323A JPH02195323A (en) | 1990-08-01 |
| JP2574027B2 true JP2574027B2 (en) | 1997-01-22 |
Family
ID=11850632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1014063A Expired - Fee Related JP2574027B2 (en) | 1989-01-25 | 1989-01-25 | Liquid crystal light control material manufacturing method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2574027B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101476899B1 (en) * | 2010-03-29 | 2014-12-26 | 라벤브릭 엘엘씨 | Polymer-stabilized thermotropic liquid crystal device |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES8802407A1 (en) * | 1985-09-17 | 1988-05-16 | Univ Kent State Ohio | Liq. crystal light modulating materials |
-
1989
- 1989-01-25 JP JP1014063A patent/JP2574027B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH02195323A (en) | 1990-08-01 |
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