JPH03103489A - Cholesteric liquid crystal composition - Google Patents
Cholesteric liquid crystal compositionInfo
- Publication number
- JPH03103489A JPH03103489A JP1344711A JP34471189A JPH03103489A JP H03103489 A JPH03103489 A JP H03103489A JP 1344711 A JP1344711 A JP 1344711A JP 34471189 A JP34471189 A JP 34471189A JP H03103489 A JPH03103489 A JP H03103489A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- group
- type
- crystal composition
- carbonate
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 14
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 title claims description 8
- 150000002148 esters Chemical class 0.000 claims abstract description 8
- 150000001334 alicyclic compounds Chemical class 0.000 claims abstract 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 3
- 150000001733 carboxylic acid esters Chemical class 0.000 claims abstract 3
- 125000001475 halogen functional group Chemical group 0.000 claims abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 2
- 239000004973 liquid crystal related substance Substances 0.000 claims description 20
- 230000003098 cholesteric effect Effects 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- -1 fatty acid ester Chemical class 0.000 claims 12
- 239000002131 composite material Substances 0.000 claims 8
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims 4
- 229930195729 fatty acid Natural products 0.000 claims 4
- 239000000194 fatty acid Substances 0.000 claims 4
- 239000005643 Pelargonic acid Substances 0.000 claims 3
- 125000005910 alkyl carbonate group Chemical group 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 150000002430 hydrocarbons Chemical group 0.000 claims 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 150000004651 carbonic acid esters Chemical class 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical group C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 1
- 239000003973 paint Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 239000004753 textile Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 5
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000003086 colorant Substances 0.000 abstract 1
- 238000004040 coloring Methods 0.000 description 5
- 239000013078 crystal Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000002775 capsule Substances 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000003431 steroids Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003637 steroidlike Effects 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Artificial Filaments (AREA)
- Multicomponent Fibers (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、安定で長期間保存使用可能な、−５℃〜＋４
５℃のうち任意の呈色範囲を有する、コレステリック液
晶組成物に関するものである。[Detailed Description of the Invention] [Industrial Field of Application] The present invention provides a stable and long-term storage-usable temperature range of -5°C to +4°C.
The present invention relates to a cholesteric liquid crystal composition having an arbitrary coloring range within 5°C.
従来は、温度変化によって呈色を変化させるコレステリ
ック液品の長期実用に供されているものはマイクロカプ
セル化されており、印刷の場合その印圧により、カプセ
ルが破壊し易いので大きな制約を受けていた。Conventionally, cholesteric liquid products that have been in practical use for a long time and which change color depending on temperature changes have been microencapsulated, and in the case of printing, the capsules are easily destroyed by the printing pressure, so there are major restrictions. Ta.
又、マイクロカプセル化された液晶を実際に使用出来る
状態にするには液状バインダーの中に分散させる必要が
あり、液晶の含有量として見ろと全体量の３０重量％位
までが実用されている。In addition, in order to make the microencapsulated liquid crystal usable, it is necessary to disperse it in a liquid binder, and the content of the liquid crystal is up to about 30% by weight of the total amount in practical use.
従って、塗布された面は乱反射によって透明性を損なう
と共に、マイクロカプセル化工程におけるカプセル殻の
汚染着色の為にも、透明性を減ずる。Therefore, the coated surface loses its transparency due to diffused reflection and also due to contamination and coloration of the capsule shell during the microencapsulation process.
従ってコレステリック呈色液晶が本来もっている大きな
光の屈折率（水晶の約２０倍）に基づく宝石の様な美し
い呈色も失われて、装飾′的価値を減じてしまう。Therefore, the beautiful jewel-like coloring that cholesteric coloring liquid crystals inherently have due to their large light refractive index (approximately 20 times that of quartz crystals) is lost, reducing their decorative value.
しかし、従来はステロイド系コレステリック混合液晶で
室温付近で使用されるものはマイクロカプセル化しなけ
れば不安定で短期間で固化結晶してしまい、実用品とし
ての適性を欠いていた。However, conventional steroid cholesteric mixed liquid crystals used at around room temperature were unstable and solidified into crystals in a short period of time unless microencapsulated, making them unsuitable for practical use.
それは一般に使用されるステロイド系混合液晶の混合前
の単一物質としての夫々は、概して常温では固体であり
、低いもので５０℃前後、高い方では２００℃前後の温
度がないと液晶とはならない。Each of the commonly used steroid-based mixed liquid crystals as a single substance before mixing is generally solid at room temperature, and does not become liquid crystal unless the temperature is around 50°C at a low temperature and around 200°C at a high temperature. .
これらの中より選出されたものを配合率を決め、均一に
溶解混合することによって、凝固点温度を引き下げ、あ
らかじめ設定された温度範囲で呈色させるのである。By determining the blending ratio of those selected from among these and uniformly dissolving and mixing them, the freezing point temperature is lowered and the color develops within a preset temperature range.
この様に注意深くして得られたものも一旦呈色温度以下
に放置すれば容易に固化結晶してしまい、もはや呈色温
度に戻しても液晶とはならない。Even if the product is carefully obtained in this way, once it is left at a temperature below the coloring temperature, it will easily solidify and crystallize, and it will no longer become a liquid crystal even if the temperature is returned to the coloring temperature.
このことは、Ｃｈ・エステル混合液晶系は岩石学などで
取り扱われる融解をともなわないで組成や結晶が変化す
る変成分化作用や、再結晶作用と同一原理で、それが速
やかに進行する為との知見を得ている。This suggests that the Ch/ester mixed liquid crystal system is based on the same principle as the metamorphism and recrystallization, in which the composition and crystals change without melting, which are treated in petrology, and that these processes proceed rapidly. Gaining knowledge.
マイクロカプセル化を必要とする最も主要な理由はこれ
ら固化結晶するはずの液晶を微粒子化することによって
、もはや普通の状況下では固化結晶し得ない状態に固定
することである。（他物質も液体では微粒子である限り
凝固点以下の温度に下がっても固体化することなく液体
のままであり続ける。）
又、ステロイド系混合液晶より安定性のすぐれている呈
色性キラルネマチック液晶は呈色レンジ巾が極く狭いも
のしか得られず用途が限られる。The most important reason why microencapsulation is necessary is to make these liquid crystals, which are supposed to solidify and crystallize, into fine particles, thereby fixing them in a state where they cannot solidify and crystallize under normal circumstances. (As long as other liquid substances are fine particles, they will not solidify and will remain liquid even if the temperature drops below the freezing point.) In addition, color-forming chiral nematic liquid crystals are more stable than steroidal mixed liquid crystals. However, it is possible to obtain only a very narrow color range, and its uses are limited.
Claims (1)
後記する） 式Ｒ・ＣＯＯ・Ｃｈ（但しＲは一般式がＣｎＨ＿２＿ｎ
＿・＿１で表されるメタン列炭化水素基である）で示さ
れるＣｈ・アルキルカルボン酸の４≦ｎ≦１１であるも
の。 式Ｒ′・ＣＯＯ・Ｃｈ（但しＲ′は一般式がＣ＿ｎＨ＿
２＿ｎ＿−＿１で表されるエチレン列炭化水素基である
）で示されるＣｈ・アルケニルカルボン酸の４≦ｎ≦１
７であるもの。 及び、Ｃｈ・３−クロルプロピオネート、Ｃｈ・ハロ。 以上の群のうちから、少なくとも１種類の選ばれたエス
テルなどの合計が２０重量％以上。 （Ｂ）Ｃｈ・脂肪族アルコール炭酸エステルにおいて 式Ｒ・Ｏ・ＣＯＯ・Ｃｈ（但しＲは一般式がＣ＿ｎＨ＿
ｎ＿＋＿１で表されるメタン列炭化水素基である）で示
されるＣｈ・アルキルカーボネートの３≦ｎ≦１８であ
るもの。 及び、式Ｒ′・Ｏ−ＣＯＯ−Ｃｈ（但しＲ′は一般式が
ＣｎＨ＿２＿ｎ＿−＿１で表されるエチレン列炭化水素
基である）で示されるＣｈ・アルケニルカーボネートの
３≦ｎ≦１８。 以上の群のうちから、少なくとも１種類の選ばれたエス
テルの合計が１０重量％以上。 （Ｃ）Ｃｈ・炭素環式化合物のカルボン酸エステル及び
炭酸エステルにおいて 式 ▲数式、化学式、表等があります▼ （式中Ｐはゼロ又は１であり、Ｑはゼロ又は１であり、
Ｐ＋Ｑはゼロ又は１であり、 或いは２であり、Ｓはゼロ又は１であり、 Ｔはゼロまたは１であり、Ｓ＋Ｔは１であり、 ｎは０〜６であり、ｍは０〜２であり、 Ｘは炭素原子１〜４個を有するアルキル基であり、或い
は炭素原子１〜３個を有するアルコキシル基であり、或
いはニトロ基であり、或いはアミノ基であり、或いはカ
ルボキシル基であり、或いはハロ基である）で示される
エステル。 並びに、Ｃｈ・４〜７員環脂環式化合物のカルボン酸エ
ステル、及び炭酸エステル。 並びに、Ｃｈ・４〜７員環脂環式化合物ジカルボン酸水
素であるモノエステル。 以上の群のうちから、少なくとも１種類の選ばれたエス
テルの合計が５重量％以上。 上記の（Ａ）＋（Ｂ）＋（Ｃ）の合計のＣｈ・エステル
などの種類が、少なくとも６種類となるように配合して
主成分とすることを特徴とするコレステリック液晶組成
物。 （上記Ｃｈ・はＣ＿２＿７Ｈ＿４＿５で示されるコレス
テリル、又はコレスタニルを含むコレステリルである。 又Ｃｈ・エステルなどにはＣｈ・ハロを含む。） ２ Ｃｈ・脂肪酸エステルの一種類が、Ｃｈ・ペラルゴ
ン酸であり、Ｃｈ・脂肪族アルコール炭酸エステルの一
種類が、Ｃｈ・ラウリルカーボネートである請求項１記
載のコレステリック液晶組成物。 ３ Ｃｈ・脂肪酸エステルの一種類が、Ｃｈ・ペラルゴ
ン酸であり、Ｃｈ・脂肪族アルコール炭酸エステルの一
種類が、Ｃｈ・オレイルカーボネートである請求項１記
載のコレステリック液晶組成物。 ４ Ｃｈ・脂肪酸エステルの一種類が、Ｃｈ・ペラルゴ
ン酸であり、Ｃｈ・炭素環式化合物カルボン酸エステル
の一種類がＣｈ・安息香酸である請求項１記載のコレス
テリック液晶組成物。 ５ Ｃｈ・アルキルカルボン酸、及びＣｈ・アルキルカ
ーボネートであってアルキル基側にエチル基の側鎖を有
するＣｈ・エステルを、２．０〜２５．０％の範囲で配
合した請求項１記載のコレステリック液晶組成物。 ６ 透明性高分子物質及び液晶組成物の混合若しくは複
合から主要部が成り立ち、液晶組成物が請求項１記載の
コレステリック液晶組成物であることを特徴とする呈色
性液晶複合加工物。 ７ 主要部が請求項６記載の呈色性液晶複合加工物から
成るフィルムである呈色性液晶複合加工物。 ８ 主要部が請求項６記載の呈色性液晶複合加工物から
成る、繊維製品である呈色性液晶複合加工物。 ９ 主要部が請求項６記載の呈色性液晶複合加工物から
成る塗料及びインキである呈色性液晶複合加工物。[Claims] 1(A) In Ch/fatty acid ester, etc. (Ch. will be described later) Formula R/COO/Ch (However, R has the general formula CnH_2_n
A Ch.alkylcarboxylic acid represented by _·_1), where 4≦n≦11. Formula R'・COO・Ch (However, R' has the general formula C_nH_
4≦n≦1 of Ch alkenylcarboxylic acid represented by 2_n_-_1)
Something that is 7. and Ch.3-chloropropionate, Ch.halo. The total content of at least one type of ester selected from the above group is 20% by weight or more. (B) In the Ch/aliphatic alcohol carbonate ester, the formula R/O/COO/Ch (wherein the general formula of R is C_nH_
A Ch alkyl carbonate represented by methane group hydrocarbon group represented by n_+_1, where 3≦n≦18. and 3≦n≦18 of Ch.alkenyl carbonate represented by the formula R'.O-COO-Ch (wherein R' is an ethylene series hydrocarbon group whose general formula is represented by CnH_2_n_-_1). The total content of at least one type of ester selected from the above group is 10% by weight or more. (C) There are formulas, chemical formulas, tables, etc. for carboxylic acid esters and carbonate esters of Ch-carbocyclic compounds. (In the formula, P is zero or 1, Q is zero or 1,
P+Q is zero or 1, or 2, S is zero or 1, T is zero or 1, S+T is 1, n is 0 to 6, and m is 0 to 2. , X is an alkyl group having 1 to 4 carbon atoms, or an alkoxyl group having 1 to 3 carbon atoms, or a nitro group, or an amino group, or a carboxyl group, or a halo ester represented by ). and carboxylic acid esters and carbonic acid esters of Ch.4- to 7-membered ring alicyclic compounds. and a monoester which is Ch.4- to 7-membered cyclic alicyclic compound dicarboxylic acid hydrogen. The total content of at least one type of ester selected from the above group is 5% by weight or more. A cholesteric liquid crystal composition characterized in that a total of at least 6 types of Ch esters, etc. (A) + (B) + (C) as described above are blended as main components. (The above Ch. is cholesteryl represented by C_2_7H_4_5 or cholesteryl containing cholestanyl. Also, Ch. esters etc. include Ch. halo.) 2 One type of Ch. fatty acid ester is Ch. pelargonic acid, The cholesteric liquid crystal composition according to claim 1, wherein one type of Ch/aliphatic alcohol carbonate is Ch/lauryl carbonate. 2. The cholesteric liquid crystal composition according to claim 1, wherein one type of 3 Ch fatty acid ester is Ch pelargonic acid, and one type of Ch fatty alcohol carbonate ester is Ch oleyl carbonate. 2. The cholesteric liquid crystal composition according to claim 1, wherein one type of 4 Ch fatty acid ester is Ch pelargonic acid, and one type of Ch carbocyclic compound carboxylic acid ester is Ch benzoic acid. 5. The cholesteric according to claim 1, which contains a Ch alkyl carboxylic acid and a Ch alkyl carbonate having an ethyl group side chain on the alkyl group side in a range of 2.0 to 25.0%. liquid crystal composition. 6. A color-forming liquid crystal composite product, characterized in that the main part thereof is a mixture or composite of a transparent polymer substance and a liquid crystal composition, and the liquid crystal composition is the cholesteric liquid crystal composition according to claim 1. 7. A color-forming liquid crystal composite product, the main part of which is a film comprising the color-forming liquid crystal composite product according to claim 6. 8. A color-forming liquid crystal composite product which is a textile product, the main part of which is comprised of the color-forming liquid crystal composite product according to claim 6. 9. A color-forming liquid crystal composite product, the main part of which is a paint or ink comprising the color-forming liquid crystal composite product according to claim 6.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15518689 | 1989-06-17 | ||
| JP1-155186 | 1989-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03103489A true JPH03103489A (en) | 1991-04-30 |
Family
ID=15600366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1344711A Pending JPH03103489A (en) | 1989-06-17 | 1989-12-30 | Cholesteric liquid crystal composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03103489A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4934298A (en) * | 1972-07-28 | 1974-03-29 | ||
| JPS5732211A (en) * | 1980-06-23 | 1982-02-20 | Amerikan Saamomiitaa Co Inc | Cholesteric liquid crystal blend |
-
1989
- 1989-12-30 JP JP1344711A patent/JPH03103489A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4934298A (en) * | 1972-07-28 | 1974-03-29 | ||
| JPS5732211A (en) * | 1980-06-23 | 1982-02-20 | Amerikan Saamomiitaa Co Inc | Cholesteric liquid crystal blend |
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