JP2008174634A - Cholesteric liquid crystal composition - Google Patents
Cholesteric liquid crystal composition Download PDFInfo
- Publication number
- JP2008174634A JP2008174634A JP2007009271A JP2007009271A JP2008174634A JP 2008174634 A JP2008174634 A JP 2008174634A JP 2007009271 A JP2007009271 A JP 2007009271A JP 2007009271 A JP2007009271 A JP 2007009271A JP 2008174634 A JP2008174634 A JP 2008174634A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- component
- crystal composition
- cholesteric liquid
- formula
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 87
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 title claims abstract description 54
- 150000001875 compounds Chemical class 0.000 claims abstract description 81
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 41
- 239000002537 cosmetic Substances 0.000 claims abstract description 25
- -1 fatty acid esters Chemical class 0.000 claims description 53
- 125000004432 carbon atom Chemical group C* 0.000 claims description 34
- 150000004665 fatty acids Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 13
- 239000000194 fatty acid Substances 0.000 claims description 13
- 229930195729 fatty acid Natural products 0.000 claims description 13
- 150000001298 alcohols Chemical class 0.000 claims description 10
- 239000000049 pigment Substances 0.000 claims description 9
- 239000000976 ink Substances 0.000 claims description 8
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 150000005846 sugar alcohols Polymers 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 239000003973 paint Substances 0.000 claims description 5
- 229920002545 silicone oil Polymers 0.000 claims description 5
- 229920003169 water-soluble polymer Polymers 0.000 claims description 5
- 150000001408 amides Chemical class 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 150000001413 amino acids Chemical class 0.000 claims description 4
- 150000004292 cyclic ethers Chemical class 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000007921 spray Substances 0.000 claims description 4
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
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- 230000003098 cholesteric effect Effects 0.000 abstract description 10
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- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
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- 229910052623 talc Inorganic materials 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
本発明は、室温や体温付近で特定の波長領域の光を反射するコレステリック液晶組成物およびその用途に関する。 The present invention relates to a cholesteric liquid crystal composition that reflects light in a specific wavelength region at room temperature or in the vicinity of body temperature, and its use.
コレステリック液晶分子は、その液晶状態で螺旋構造を有する。そのため、コレステリック液晶相に光を照射すると、液晶分子の螺旋の回転方向の向きとピッチの長さに対応した特定の波長領域の円偏光の光を反射する。たとえば、可視光を照射した場合、液晶のピッチの長さに対応した青、緑、黄、赤の波長の光を選択的に反射する。これらの色調は、光の吸収により色を呈する顔料や染料とは異なり、また、見る角度により色調が変わる視角依存性を有する。さらに、コレステリック液晶のピッチの長さは、温度や化合物の種類により制御することができるため、可視光だけではなく、近赤外や紫外領域の光も選択的に反射することができる。 Cholesteric liquid crystal molecules have a helical structure in their liquid crystal state. Therefore, when the cholesteric liquid crystal phase is irradiated with light, circularly polarized light in a specific wavelength region corresponding to the direction of the spiral direction of the liquid crystal molecules and the length of the pitch is reflected. For example, when visible light is irradiated, light of blue, green, yellow, and red wavelengths corresponding to the pitch length of the liquid crystal is selectively reflected. These color tones are different from pigments and dyes that exhibit color by light absorption, and have a viewing angle dependency that changes in color tone depending on the viewing angle. Furthermore, since the pitch length of the cholesteric liquid crystal can be controlled by the temperature and the type of compound, not only visible light but also light in the near infrared and ultraviolet regions can be selectively reflected.
こうしたコレステリック液晶の特性を利用して、広い波長域内でさまざまな波長の光を選択的に反射する材料が提供されている。例えば、液晶顔料、塗料、噴霧インク、印刷インク、化粧品、偽造防止用印刷物および装飾品などである。また、液晶表示素子やホログラフィー素子などの光学素子における偏光板、補償板、カラーフィルタなどの光学フィルムなどにも提案されている。既存の材料であるコレステリック液晶顔料については、フレーク状のコレステリック液晶ポリマーや、マイクロカプセル化されたコレステリック液晶が使用されている。これらの用途としては自動車用塗料や化粧料などがある。 Materials that selectively reflect light of various wavelengths within a wide wavelength range have been provided by utilizing such characteristics of cholesteric liquid crystals. Examples thereof include liquid crystal pigments, paints, spray inks, printing inks, cosmetics, anti-counterfeit printed matter, and decorative items. In addition, it has also been proposed for optical films such as polarizing plates, compensation plates, and color filters in optical elements such as liquid crystal display elements and holographic elements. As for the cholesteric liquid crystal pigment which is an existing material, flake-shaped cholesteric liquid crystal polymer and microencapsulated cholesteric liquid crystal are used. These applications include automotive paints and cosmetics.
従来、このようなコレステリック材料として、コレスタノール誘導体やコレステロール誘導体が使用されてきた。たとえば、特開昭５７−３２２１１号公報（特許文献１）には、コレステロールの塩化物とコレステロールの脂肪酸エステルとを含む組成物が、２６℃付近で赤〜緑を呈することが記載されている。 Conventionally, cholestanol derivatives and cholesterol derivatives have been used as such cholesteric materials. For example, JP-A-57-32211 (Patent Document 1) describes that a composition containing a chloride of cholesterol and a fatty acid ester of cholesterol exhibits red to green around 26 ° C.
しかしながら、コレステロールのハロゲン化物は、人体に対する安全性が確認されておらず、化粧料への応用に不向きである。一方、コレスタノール誘導体およびコレステロール脂肪酸エステルは、その人体への安全性や、保湿効果をもつことから、古くから化粧料用材料として使用されている。 However, cholesterol halides have not been confirmed to be safe for the human body and are not suitable for application to cosmetics. On the other hand, cholestanol derivatives and cholesterol fatty acid esters have long been used as cosmetic materials because of their safety to the human body and their moisturizing effect.
特許２８８２６３４号公報（特許文献２）には、コレスタノールオレイン酸エステルと他のコレステロールエステルとの組成物が、化粧料として保水効果および肌荒れ改善効果を奏することが記載されている。 Japanese Patent No. 2882634 (Patent Document 2) describes that a composition of cholestanol oleate and other cholesterol esters exhibits a water retention effect and a rough skin improvement effect as a cosmetic.
特許２６９４２８５号公報（特許文献３）には、コレスタノールもしくはコレステロールの脂肪酸エステルの呈色を化粧料に応用することが記載されている。また、特許文献３には、コレステリック液晶の呈色温度域低下改質剤として、コレスタノールのオレイン酸エステル及び分岐脂肪酸エステルを２０〜８５ｗｔ％含有する液晶組成物の２５℃付近での色調が示されている。 Japanese Patent No. 2694285 (Patent Document 3) describes that coloration of a fatty acid ester of cholestanol or cholesterol is applied to cosmetics. Patent Document 3 shows the color tone at around 25 ° C. of a liquid crystal composition containing 20 to 85 wt% of oleic acid ester and branched fatty acid ester of cholestanol as a color temperature lowering modifier for cholesteric liquid crystal. Has been.
ここで、化粧品分野において、特に唇や皮膚に塗布する化粧料用途としてコレステリック材料が用いられる場合、室温もしくは体温付近でコレステリック反射色を呈する材料が要求される。温度範囲としては０〜６０℃、特に好ましくは２０℃〜４０℃付近で赤〜紫、好ましくは赤〜黄の発色が要求される。このように、コレステリック液晶材料が化粧品用途としてその美的装飾の効果を発揮するためには、温度に対する呈色範囲の制御が求め
られる。
Here, in the cosmetic field, in particular, when a cholesteric material is used as a cosmetic application applied to the lips and skin, a material exhibiting a cholesteric reflection color at room temperature or near body temperature is required. As the temperature range, 0 to 60 ° C., particularly preferably around 20 ° C. to 40 ° C., red to purple, preferably red to yellow is required. Thus, in order for the cholesteric liquid crystal material to exhibit its aesthetic decoration effect as a cosmetic application, control of the coloration range with respect to temperature is required.
特許文献３の実施例に記載されている液晶組成物の大半は、２５℃付近で青〜緑を呈している。このようなコレステリック材料は温度の変化により呈色範囲が大幅に変化する。特許文献３には、温度に対応する呈色域の変化についての記載および体温付近で赤〜黄色を呈する材料についての記載はなく、特許文献３に記載の液晶組成物を化粧料用材料に応用することについて何ら記載も示唆もされていない。
本発明の第一の課題は、室温や体温付近でコレステリック相を示す液晶組成物を提供することである。第二の課題は、前記組成物の組成を変えることで、室温や体温付近で赤〜緑〜青〜紫の広範囲にわたるコレステリック反射帯域の反射色を制御することである。第三の課題は、化粧料として人の唇や皮膚に塗布した際に美的装飾効果を呈する液晶組成物を提供することである。 The first object of the present invention is to provide a liquid crystal composition exhibiting a cholesteric phase near room temperature or body temperature. The second problem is to control the reflection color of the cholesteric reflection band over a wide range from red to green to blue to purple near room temperature or body temperature by changing the composition of the composition. A third problem is to provide a liquid crystal composition that exhibits an aesthetic decoration effect when applied to a human lip or skin as a cosmetic.
本発明者は、上記課題を解決すべく鋭意検討を行った。その結果、特定のコレステロール誘導体もしくはコレスタノール誘導体を含み、特に室温や体温付近の温度範囲で赤〜紫、より好ましくは赤〜黄色の選択反射色を呈するコレステリック液晶組成物が、化粧料として人の唇や皮膚に塗布した際に高い美的装飾効果を発現することを見出した。本発明は、このような知見に基づいて完成させたものであり、具体的には、以下の構成が挙げられる。 The present inventor has intensively studied to solve the above problems. As a result, a cholesteric liquid crystal composition containing a specific cholesterol derivative or cholestanol derivative and exhibiting a selective reflection color of red to purple, more preferably red to yellow, particularly at room temperature or in the vicinity of body temperature, is used as a cosmetic. It was found that when applied to lips and skin, a high aesthetic decoration effect was exhibited. The present invention has been completed based on such knowledge, and specifically includes the following configurations.
［１］ 第１成分として下記式（１）で表される化合物からなる群より選ばれる少なくとも２種と、第２成分として下記式（２）および（３）で表される化合物からなる群より選ばれる少なくとも１種とを含有することを特徴とするコレステリック液晶組成物。 [1] From the group consisting of at least two compounds selected from the group consisting of compounds represented by the following formula (1) as the first component and the compound represented by formulas (2) and (3) below as the second component A cholesteric liquid crystal composition comprising at least one selected from the group.
式（１）中、Ｒ1は炭素数が１〜５の脂肪酸残基を表し、直鎖状であっても分岐鎖状で
あってもよい。
In formula (1), R 1 represents a fatty acid residue having 1 to 5 carbon atoms, and may be linear or branched.
式（２）および（３）中、Ｒ2は独立に炭素数が１３〜２０の脂肪酸残基を表し、直鎖
状であっても分岐鎖状であってもよい。
［２］ 第１成分および第２成分の合計量を１００重量部とした場合、第１成分を１５〜８０重量部の量で含有し、第２成分を２０〜８５重量部の量で含有することを特徴とする項［１］に記載のコレステリック液晶組成物。
In formulas (2) and (3), R 2 independently represents a fatty acid residue having 13 to 20 carbon atoms, and may be linear or branched.
[2] When the total amount of the first component and the second component is 100 parts by weight, the first component is contained in an amount of 15 to 80 parts by weight, and the second component is contained in an amount of 20 to 85 parts by weight. The cholesteric liquid crystal composition according to item [1], wherein:
［３］ 第３成分として下記式（４）および（５）で表される化合物からなる群より選ばれる少なくとも１種をさらに含有することを特徴とする項［１］に記載のコレステリック液晶組成物。 [3] The cholesteric liquid crystal composition according to item [1], further comprising at least one selected from the group consisting of compounds represented by the following formulas (4) and (5) as a third component: .
式（４）中、Ｒ3は炭素数が６〜１２の脂肪酸残基を表し、直鎖状であっても分岐鎖状
であってもよい。式（５）中、Ｒ4は炭素数が１〜１２の脂肪酸残基を表し、直鎖状であ
っても分岐鎖状であってもよい。
In formula (4), R 3 represents a fatty acid residue having 6 to 12 carbon atoms, and may be linear or branched. In formula (5), R 4 represents a fatty acid residue having 1 to 12 carbon atoms, and may be linear or branched.
［４］ 第１成分および第２成分の合計量を１００重量部とした場合、第１成分を１５〜８０重量部の量で含有し、第２成分を２０〜８５重量部の量で含有し、かつ、第３成分を１００重量部以下の量で含有することを特徴とする項［３］に記載のコレステリック液晶組成物。 [4] When the total amount of the first component and the second component is 100 parts by weight, the first component is contained in an amount of 15 to 80 parts by weight, and the second component is contained in an amount of 20 to 85 parts by weight. The cholesteric liquid crystal composition according to item [3], wherein the third component is contained in an amount of 100 parts by weight or less.
［５］ 前記第１成分として、前記式（１）で表され、Ｒ1が炭素数１、２または３の
アルキルである化合物を少なくとも１種含有することを特徴とする項［１］に記載のコレステリック液晶組成物。
[5] The item [1], wherein the first component contains at least one compound represented by the formula (1), wherein R 1 is alkyl having 1, 2 or 3 carbon atoms. Cholesteric liquid crystal composition.
［６］ 前記第１成分において、少なくとも１種の化合物のＲ1で表される脂肪酸残基
の炭素数と、他の少なくとも１種の化合物のＲ1で表される脂肪酸残基の炭素数との差が
２以上であることを特徴とする項［１］に記載のコレステリック液晶組成物。
[6] In the first component, the number of carbon atoms of the fatty acid residue represented by R 1 of at least one compound, and the number of carbon atoms of the fatty acid residue represented by R 1 of at least one other compound; The cholesteric liquid crystal composition according to item [1], wherein the difference is 2 or more.
［７］ 前記第１成分として、前記式（１）で表され、Ｒ1がメチルである化合物と、
前記式（１）で表され、Ｒ1が炭素数３のアルキルである化合物とを含有することを特徴
とする項［１］に記載のコレステリック液晶組成物。
[7] As the first component, a compound represented by the formula (1), wherein R 1 is methyl,
The cholesteric liquid crystal composition according to item [1], comprising a compound represented by the formula (1), wherein R 1 is alkyl having 3 carbon atoms.
［８］ 前記第１成分として、前記式（１）で表され、Ｒ1がエチルである化合物と、
前記式（１）で表され、Ｒ1が炭素数４のアルキルである化合物とを含有することを特徴
とする項［１］に記載のコレステリック液晶組成物。
[8] As the first component, a compound represented by the formula (1), wherein R 1 is ethyl,
The cholesteric liquid crystal composition according to item [1], comprising a compound represented by the formula (1), wherein R 1 is alkyl having 4 carbon atoms.
［９］ 前記第２成分として、前記式（２）または（３）で表され、Ｒ2の炭素数が１
７である化合物を少なくとも１種含有することを特徴とする項［１］に記載のコレステリック液晶組成物。
[9] The second component is represented by the formula (2) or (3), and R 2 has 1 carbon atom.
7. The cholesteric liquid crystal composition according to item [1], comprising at least one compound that is 7.
［１０］ 前記第２成分として、前記式（３）で表され、Ｒ2の炭素数が１８、１９ま
たは２０である化合物を少なくとも１種含有することを特徴とする項［１］に記載のコレステリック液晶組成物。
[10] The item [1], wherein the second component contains at least one compound represented by the formula (3), wherein R 2 has 18, 19, or 20 carbon atoms. Cholesteric liquid crystal composition.
［１１］ 前記第３成分として、前記式（４）で表され、Ｒ3の炭素数が６、７、８、
９または１１である化合物を少なくとも１種含有することを特徴とする項［３］に記載のコレステリック液晶組成物。
[11] The third component is represented by the formula (4), and R 3 has 6, 7, 8,
The cholesteric liquid crystal composition according to item [3], comprising at least one compound that is 9 or 11.
［１２］ 前記第３成分として、前記式（５）で表され、Ｒ4の炭素数が１、２、３、
４、６または８である化合物を少なくとも１種含有することを特徴とする項［３］に記載のコレステリック液晶組成物。
[12] The third component is represented by the formula (5), and R 4 has 1, 2, 3,
The cholesteric liquid crystal composition according to item [3], comprising at least one compound that is 4, 6 or 8.
［１３］ 脂肪酸エステル類、炭化水素類、高級アルコール類、低級アルコール類、多価アルコール、シリコーン油類、環状エーテル、ケトン、アミド、アミノ酸および有機アミンから選ばれる少なくとも１種をさらに含むことを特徴とする項［１］に記載のコレステリック液晶組成物。 [13] It further comprises at least one selected from fatty acid esters, hydrocarbons, higher alcohols, lower alcohols, polyhydric alcohols, silicone oils, cyclic ethers, ketones, amides, amino acids and organic amines. The cholesteric liquid crystal composition according to item [1].
［１４］ 液晶顔料、塗料、噴霧インク、印刷インク、化粧品、偽造防止用印刷物および装飾品から選ばれる用途への、項［１］〜［１３］のいずれかに記載のコレステリック液晶組成物の使用。 [14] Use of the cholesteric liquid crystal composition according to any one of items [1] to [13] for use selected from liquid crystal pigments, paints, spray inks, printing inks, cosmetics, anti-counterfeit prints, and decorative products .
［１５］ 項［１］〜［１３］のいずれかに記載のコレステリック液晶組成物を含有することを特徴とする化粧料。
［１６］ 脂肪酸エステル類、炭化水素類、多価アルコール、水、水溶性高分子および多糖類からなる群より選ばれる少なくとも１種の溶剤をさらに含有することを特徴とする項［１５］に記載の化粧料。
[15] A cosmetic comprising the cholesteric liquid crystal composition according to any one of items [1] to [13].
[16] The item [15], further comprising at least one solvent selected from the group consisting of fatty acid esters, hydrocarbons, polyhydric alcohols, water, water-soluble polymers and polysaccharides. Cosmetics.
本発明によれば、室温や体温付近でコレステリック相を呈し、組成を変えることにより、室温や体温付近で赤〜緑〜青〜紫の広範囲にわたるコレステリック反射帯域の反射色を制御することができ、人の唇や皮膚に塗布した際に美的装飾効果を呈する液晶組成物および該液晶組成物を含む化粧料が得られる。 According to the present invention, it exhibits a cholesteric phase near room temperature or body temperature, and by changing the composition, the reflection color of a cholesteric reflection band over a wide range of red to green to blue to purple can be controlled near room temperature or body temperature. A liquid crystal composition exhibiting an aesthetic decoration effect when applied to human lips and skin, and a cosmetic containing the liquid crystal composition are obtained.
以下、本発明に係るコレステリック液晶組成物およびその用途について詳細に説明する。なお、以下においては、式（１）で表される化合物を「化合物（１）」と称することがあり、他の式で表される化合物についても同様に簡略化して称することがある。 Hereinafter, the cholesteric liquid crystal composition according to the present invention and uses thereof will be described in detail. In the following, the compound represented by the formula (1) may be referred to as “compound (1)”, and the compounds represented by other formulas may be referred to in a simplified manner as well.
〔コレステリック液晶組成物〕
本発明のコレステリック液晶組成物は、第１成分として化合物（１）からなる群より選ばれる少なくとも２種と、第２成分として化合物（２）および化合物（３）からなる群より選ばれる少なくとも１種と、必要に応じて第３成分として化合物（４）および化合物（５）からなる群より選ばれる少なくとも１種とを含有する。
[Cholesteric liquid crystal composition]
The cholesteric liquid crystal composition of the present invention has at least two selected from the group consisting of the compound (1) as the first component and at least one selected from the group consisting of the compound (2) and the compound (3) as the second component. And as needed, at least 1 sort (s) chosen from the group which consists of a compound (4) and a compound (5) is contained as a 3rd component.
本発明の液晶組成物は、室温付近（１０〜４０℃程度）で広いコレステリック液晶相域を有し、各構成成分の組成比を変えることで、コレステリック相が反射する光の波長領域を制御することができる。 The liquid crystal composition of the present invention has a wide cholesteric liquid crystal phase region around room temperature (about 10 to 40 ° C.), and controls the wavelength region of light reflected by the cholesteric phase by changing the composition ratio of each component. be able to.
本発明の液晶組成物の第１成分として用いられる化合物（１）は、他の成分に対する良好な相溶性を有し、目的に応じた螺旋ピッチを発現させることができる。上記式（１）中
のＲ1は炭素数１〜５の脂肪酸残基であり、該脂肪酸残基は直鎖状であっても分岐鎖状で
あってもよいし、また飽和であっても不飽和であってもよい。
The compound (1) used as the first component of the liquid crystal composition of the present invention has good compatibility with other components and can exhibit a helical pitch according to the purpose. R 1 in the above formula (1) is a fatty acid residue having 1 to 5 carbon atoms, and the fatty acid residue may be linear or branched, or saturated. It may be unsaturated.
第１成分として化合物（１）および（２）からなる群より選ばれる少なくとも２種の化合物を含有する本発明の液晶組成物は、化合物（１）を１種のみ含有する液晶組成物と比較して、室温付近で赤〜青の広い選択反射領域を制御できる点で優れる。 The liquid crystal composition of the present invention containing at least two compounds selected from the group consisting of compounds (1) and (2) as the first component is compared with a liquid crystal composition containing only one compound (1). Thus, it is excellent in that a wide selective reflection region of red to blue can be controlled near room temperature.
上記第１成分は２種以上の化合物を含むが、そのうちの少なくとも１種は、Ｒ1が炭素
数１、２または３のアルキルである化合物（１）であることが、室温付近で比較的長波長側の赤〜黄緑の選択反射領域を制御できる点で好ましい。また、第１成分において、少なくとも１種の化合物のＲ1で表される脂肪酸残基の炭素数と、他の少なくとも１種の化合
物のＲ1で表される脂肪酸残基の炭素数との差が２以上であることが、室温付近で赤〜青
の広い選択反射領域を制御できる点で好ましい。
The first component includes two or more compounds, and at least one of them is a compound (1) in which R 1 is alkyl having 1, 2 or 3 carbon atoms. This is preferable in that the selective reflection region of red to yellow-green on the wavelength side can be controlled. The difference between the first component, the number of carbon atoms in the fatty acid residue represented by R 1 of at least one compound, the number of carbon atoms in the fatty acid residue represented by R 1 in at least one other compound Is preferably 2 or more in that a wide selective reflection region of red to blue can be controlled near room temperature.
上記第１成分の好ましい組み合わせとしては、たとえば、
・Ｒ1がメチルである化合物（１）、Ｒ1が炭素数３のアルキルである化合物（１）とを含む組み合わせ、
・Ｒ1がメチルである化合物（１）と、Ｒ1が炭素数４のアルキルである化合物（１）とを含む組み合わせ、
・Ｒ1がメチルである化合物（１）と、Ｒ1が炭素数５のアルキルである化合物（１）とを含む組み合わせ、
・Ｒ1が炭素数２のアルキルである化合物（１）と、Ｒ1が炭素数４のアルキルである化合物（１）とを含む組み合わせ、
・Ｒ1が炭素数３のアルキルである化合物（１）、Ｒ1が炭素数５のアルキルである化合物（１）とを含む組み合わせ
などが挙げられる。
As a preferable combination of the first component, for example,
A combination comprising a compound (1) wherein R 1 is methyl and a compound (1) wherein R 1 is alkyl having 3 carbons,
A combination comprising a compound (1) wherein R 1 is methyl and a compound (1) wherein R 1 is alkyl having 4 carbons;
A combination comprising the compound (1) wherein R 1 is methyl and the compound (1) wherein R 1 is alkyl having 5 carbons;
Combinations · R 1 contains a compound is an alkyl having 2 carbon atoms and (1), compounds in which R 1 is alkyl of 4 carbon atoms and (1),
- compounds in which R 1 is alkyl having 3 carbon atoms (1), R 1 is like a combination comprising compound (1) and an alkyl having 5 carbon atoms.
本発明の液晶組成物の第２成分として用いられる化合物（２）および（３）は、液晶組成物の保存安定性を高める点で優れている。本発明の液晶組成物に前記第２成分を含有させることにより、時間経過に伴う液晶組成物の分離、結晶の析出を軽減できる。上記式（２）および（３）中のＲ2は、独立に炭素数が１３〜２０の脂肪酸残基であり、該脂肪酸
残基は直鎖状であっても分岐鎖状であってもよいし、また飽和であっても不飽和であってもよい。
The compounds (2) and (3) used as the second component of the liquid crystal composition of the present invention are excellent in that the storage stability of the liquid crystal composition is improved. By including the second component in the liquid crystal composition of the present invention, separation of the liquid crystal composition and crystal precipitation with time can be reduced. R 2 in the above formulas (2) and (3) is independently a fatty acid residue having 13 to 20 carbon atoms, and the fatty acid residue may be linear or branched. It may be saturated or unsaturated.
本発明の液晶組成物は、第２成分として、Ｒ2の炭素数が１７である化合物（２）およ
び（３）から選ばれる少なくとも１種を含有することが、液晶組成物の保存安定性を高める点で特に好ましい。また、本発明の液晶組成物は、第２成分として、Ｒ2の炭素数が１
８、１９または２０である化合物（３）から選ばれる少なくとも１種を含有することも同様に、液晶組成物の保存安定性を高める点で好ましい。
The liquid crystal composition of the present invention contains at least one selected from the compounds (2) and (3) in which R 2 has 17 carbon atoms as the second component, so that the storage stability of the liquid crystal composition is improved. It is particularly preferable in terms of enhancing. In the liquid crystal composition of the present invention, R 2 has 1 carbon atom as the second component.
It is also preferable to contain at least one selected from the compound (3) which is 8, 19 or 20 from the viewpoint of enhancing the storage stability of the liquid crystal composition.
本発明の液晶組成物の第３成分として必要に応じて用いられる化合物（４）および（５）は、液晶組成物の選択反射の温度領域を広げるために用いられる。上記式（４）中のＲ3は炭素数が６〜１２の脂肪酸残基であり、該脂肪酸残基は直鎖状であっても分岐鎖状で
あってもよいし、また飽和であっても不飽和であってもよい。上記式（５）中のＲ4は炭
素数が１〜１２の脂肪酸残基であり、該脂肪酸残基は直鎖状であっても分岐鎖状であってもよいし、また飽和であっても不飽和であってもよい。
Compounds (4) and (5), which are used as necessary as the third component of the liquid crystal composition of the present invention, are used for expanding the temperature range of selective reflection of the liquid crystal composition. R 3 in the above formula (4) is a fatty acid residue having 6 to 12 carbon atoms, and the fatty acid residue may be linear or branched, and saturated. May also be unsaturated. R 4 in the above formula (5) is a fatty acid residue having 1 to 12 carbon atoms, and the fatty acid residue may be linear or branched, and saturated. May also be unsaturated.
本発明の液晶組成物は、第３成分として、Ｒ3の炭素数が６、７、８、９または１１で
ある化合物（４）から選ばれる少なくとも１種を含有することが、液晶組成物の選択反射領域の上限温度を高くする点で好ましい。また、Ｒ4の炭素数が１、２、３、４、６また
は８である化合物（５）から選ばれる少なくとも１種を含有することが、液晶組成物の選択反射領域の下限温度を低くする点で好ましい。
The liquid crystal composition of the present invention contains, as the third component, at least one selected from the compound (4) in which R 3 has 6, 7, 8, 9, or 11 carbon atoms. This is preferable in that the upper limit temperature of the selective reflection region is increased. Further, containing at least one selected from the compound (5) wherein R 4 has 1, 2, 3, 4 , 6 or 8 lowers the lower limit temperature of the selective reflection region of the liquid crystal composition. This is preferable.
本発明の液晶組成物は、上記第１成分および第２成分を必須成分とし、第１成分と第２成分との合計含有量を１００重量部とした場合、第１成分を好ましくは５〜９５重量部、より好ましくは１５〜８０重量部、さらに好ましくは３０〜７０重量部の量で含有し、第２成分を好ましくは５〜９５重量部、より好ましくは２０〜８５重量部、さらに好ましくは３０〜７０重量部の量で含有する。上記液晶組成物が、第１成分および第２成分を前記範囲で含有することにより、室温付近で赤〜青の広い選択反射領域呈する液晶組成物を提供できる。 In the liquid crystal composition of the present invention, when the first component and the second component are essential components and the total content of the first component and the second component is 100 parts by weight, the first component is preferably 5 to 95. Parts by weight, more preferably 15-80 parts by weight, still more preferably 30-70 parts by weight, and the second component is preferably 5-95 parts by weight, more preferably 20-85 parts by weight, still more preferably. It is contained in an amount of 30 to 70 parts by weight. When the liquid crystal composition contains the first component and the second component in the above range, a liquid crystal composition exhibiting a wide selective reflection region of red to blue can be provided near room temperature.
また、本発明の液晶組成物は、上記第１成分および第２成分の合計含有量１００重量部に対して、第３成分を好ましくは１００重量部以下、より好ましくは１〜５０重量部、さらに好ましくは５〜４０重量部の量で含有してもよい。上記液晶組成物が、第３成分を前記範囲で含有することにより、液晶組成物の選択反射領域の温度範囲を広げることができる。 The liquid crystal composition of the present invention is preferably 100 parts by weight or less, more preferably 1 to 50 parts by weight, and more preferably 1 to 50 parts by weight with respect to 100 parts by weight of the total content of the first component and the second component. Preferably, it may be contained in an amount of 5 to 40 parts by weight. When the liquid crystal composition contains the third component in the above range, the temperature range of the selective reflection region of the liquid crystal composition can be expanded.
上記化合物（１）〜（５）は、フーベン・ヴァイル（Houben Wyle, Methoden der Organischen Chemie, Georg Thieme Verlag, Stuttgart）、オーガニック・リアクションズ（Organic Reactions, John Wily & Sons Inc.）、オーガニック・シンセセーズ（Organic Syntheses, John Wily & Sons, Inc.）、コンプリヘンシブ・オーガニック・シンセシス
（Comprehensive Organic Synthesis, Pergamon Press）、新実験化学講座（丸善）など
に記載された、有機化学における合成方法を適切に組み合わせることにより合成できる。
The above compounds (1) to (5) are produced by Houben Wyle (Methoden der Organischen Chemie, Georg Thieme Verlag, Stuttgart), Organic Reactions (Organic Reactions, John Wily & Sons Inc.), Organic Synthise (Organic). Synthes, John Wily & Sons, Inc.), Comprehensive Organic Synthesis (Pergamon Press), New Experimental Chemistry Course (Maruzen), etc. Can be synthesized.
具体的には、化合物（１）、（２）および（４）は、下記スキーム１に従って合成することができる。 Specifically, the compounds (1), (2) and (4) can be synthesized according to the following scheme 1.
上記合成スキーム１に示すように、コレステロール[a]と等量の脂肪族酸[b]とのエステル化によって化合物（１）、（２）および（４）を合成することができる。また、化合物（３）および（５）は、上記コレステロール[a]の代わりに下記のコレスタノール[c]を用いて同様のエステル化反応を行なうことにより合成することができる。 As shown in Synthesis Scheme 1 above, compounds (1), (2) and (4) can be synthesized by esterification of cholesterol [a] with an equal amount of aliphatic acid [b]. Compounds (3) and (5) can be synthesized by conducting the same esterification reaction using the following cholestanol [c] instead of the cholesterol [a].
本発明の液晶組成物は溶剤を含有してもよい。溶剤としては、たとえば、脂肪酸エステル類、炭化水素類、高級アルコール類、低級アルコール類、多価アルコール、シリコーン油類、環状エーテル、ケトン、アミド、アミノ酸および有機アミンなどが挙げられる。これらは、１種単独で用いても２種以上を混合して用いてもよい。 The liquid crystal composition of the present invention may contain a solvent. Examples of the solvent include fatty acid esters, hydrocarbons, higher alcohols, lower alcohols, polyhydric alcohols, silicone oils, cyclic ethers, ketones, amides, amino acids, and organic amines. These may be used alone or in combination of two or more.
〔用途〕
本発明のコレステリック液晶組成物の用途としては、色材一般、たとえば、液晶顔料、塗料、噴霧インク、印刷インクなどが挙げられる。また、化粧料、偽造防止用印刷物、装飾品に使用することもできる。これらの中でも、室温や体温付近の温度範囲で赤〜紫、より好ましくは赤〜黄色の選択反射色を呈することから、化粧料として好適に用いることができる。
[Use]
Applications of the cholesteric liquid crystal composition of the present invention include color materials in general, for example, liquid crystal pigments, paints, spray inks, printing inks and the like. It can also be used for cosmetics, anti-counterfeit printed matter, and decorative items. Among these, since it exhibits a selective reflection color of red to purple, more preferably red to yellow in a temperature range near room temperature or body temperature, it can be suitably used as a cosmetic.
本発明の化粧料は、上述した本発明のコレステリック液晶組成物を含む。また、上記液晶組成物以外にも、本発明の効果を損なわない範囲において、一般的な化粧品に用いられる成分、たとえば、体質顔料、着色剤、酸化防止剤、酸化防止助剤、紫外線吸収剤、金属イオン封鎖剤、界面活性剤、保存安定剤、防腐剤、希釈剤、可塑剤、保湿剤、粘度調整剤、感触調整剤、増粘剤、皮膜剤、エステル油、液体油脂、固体油脂、ロウ、水溶性高分子、環状エーテル、ケトン、アミド、アミノ酸、有機アミン、多価アルコール、多糖類、高分子エマルジョン、ｐＨ調整剤、ビタミン類、皮膚栄養剤、香料、水、種々の抽出エキスなどを、用途に応じて含有してもよい。 The cosmetic of the present invention contains the above-described cholesteric liquid crystal composition of the present invention. In addition to the liquid crystal composition, components used in general cosmetics, for example, extender pigments, colorants, antioxidants, antioxidant assistants, ultraviolet absorbers, as long as the effects of the present invention are not impaired. Sequestering agent, surfactant, storage stabilizer, preservative, diluent, plasticizer, moisturizer, viscosity modifier, feel modifier, thickener, film agent, ester oil, liquid fat, solid fat, wax Water soluble polymers, cyclic ethers, ketones, amides, amino acids, organic amines, polyhydric alcohols, polysaccharides, polymer emulsions, pH adjusters, vitamins, skin nutrients, fragrances, water, various extract extracts, etc. Depending on the application, it may be contained.
体質顔料としては、たとえば、硫酸バリウム、炭酸バリウム、炭酸カルシウム、炭酸マグネシウム、シリカ、酸化チタン、マイカ、セリサイト、タルクなどが挙げられる。これらの体質顔料は、１種単独で用いても２種以上を組み合わせて用いてもよい。 Examples of extender pigments include barium sulfate, barium carbonate, calcium carbonate, magnesium carbonate, silica, titanium oxide, mica, sericite, and talc. These extender pigments may be used alone or in combination of two or more.
着色剤としては、たとえば、溶性アゾ、不溶性アゾ、ポリアゾ、フタロシアニン、アンスラキノン、チオインジゴ、ペリレン、ペリノン、ジオキサジン、キナクリドン、イソインドリノン、キノフタロン、ジケトピロロピロール、アンスラキノン、ペリノン、キノフタロン、アゾ、カーボンブラックなどが挙げられる。 Examples of the colorant include soluble azo, insoluble azo, polyazo, phthalocyanine, anthraquinone, thioindigo, perylene, perinone, dioxazine, quinacridone, isoindolinone, quinophthalone, diketopyrrolopyrrole, anthraquinone, perinone, quinophthalone, azo, Carbon black etc. are mentioned.
酸化防止剤としては、たとえば、２，２−メチレンビス（４−メチル−６−ｔ−ブチルフェノール）、２，６−ジ−ｔ−ブチル−４−メチルフェノール（ＢＨＴ）などが挙げられる。 Examples of the antioxidant include 2,2-methylenebis (4-methyl-6-tert-butylphenol), 2,6-di-tert-butyl-4-methylphenol (BHT), and the like.
紫外線吸収剤としては、たとえば、２−（３−ｔ−ブチル−５−メチル−２−ヒドロキシフェニル）−５−クロロベンゾトリアゾール、アルコキシベンゾフェノン類などが挙げられる。 Examples of the ultraviolet absorber include 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenones and the like.
保湿剤としては、たとえば、動物油、植物油、合成油等の起源及び、固形油、半固形油、液体油、揮発性油等の性状を問わず、炭化水素類、油脂類、ロウ類、硬化油類、エステ
ル油類、脂肪酸類、低級アルコール類、グリコール類、グリセロール類、高級アルコール類、シリコーン油類、フッ素系油類、ラノリン誘導体類、植物ステロール誘導体類等が挙げられる。
Examples of humectants include hydrocarbons, fats and oils, waxes, and hardened oils, regardless of the origin of animal oils, vegetable oils, synthetic oils, and properties such as solid oils, semi-solid oils, liquid oils, and volatile oils. , Ester oils, fatty acids, lower alcohols, glycols, glycerols, higher alcohols, silicone oils, fluorine-based oils, lanolin derivatives, plant sterol derivatives, and the like.
具体的には、流動パラフィン、スクワラン、ワセリン、ポリイソブチレン、ポリブテン、パラフィンワックス、セレシンワックス、マイクロクリスタリンワックス、モンタンワックス、フィシャトロプスワックス等の炭化水素類；モクロウ、オリーブ油、ヒマシ油、ミンク油、マカデミアンナッツ油等の油脂類；ミツロウ、カルナウバワックス、キャンデリラワックス、ゲイロウ等のロウ類；ホホバ油、イソオクタン酸セチル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、ミリスチン酸オクチルドデシル、トリオクタン酸グリセリル、ジイソステアリン酸ジグリセリル、トリイソステアリン酸ジグリセリル、トリベヘン酸グリセリル、ロジン酸ペンタエリトリットエステル、ジオクタン酸ネオペンチルグリコール、コレステロール脂肪酸エステル、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル・ベヘニル・オクチルドデシル）等のエステル油類；ステアリン酸、ラウリン酸、ミリスチン酸、ベヘニン酸、イソステアリン酸、オレイン酸、１２−ヒドロキシステアリン酸等の脂肪酸類；ステアリルアルコール、セチルアルコール、ラウリルアルコール、オレイルアルコール、イソステアリルアルコール、ベヘニルアルコール等の高級アルコール類；低重合度ジメチルポリシロキサン、高重合度ジメチルポリシロキサン、メチルフェニルポリシロキサン、デカメチルシクロペンタシロキサン、オクタメチルシクロテトラシロキサン、フッ素変性シリコーン等のシリコーン油類；パーフルオロポリエーテル、パーフルオロデカン、パーフルオロオクタン等のフッ素系油剤類；ラノリン、酢酸ラノリン、ラノリン脂肪酸イソプロピル、ラノリンアルコール等のラノリン誘導体類；シトステロール誘導体；カンペステロール誘導体；スティグマステロール誘導体；エタノール、イソプロピルアルコール等のアルコール類；プロピレングリコール、１，３−ブチレングリコール、ジプロピレングリコール、ポリエチレングリコール等のグリコール類；グリセリン、ジグリセリン、ポリグリセリン等のグリセロール類；ソルビットなどが挙げられる。これらは、１種単独で用いても２種以上を組み合わせて用いてもよい。 Specifically, hydrocarbons such as liquid paraffin, squalane, petrolatum, polyisobutylene, polybutene, paraffin wax, ceresin wax, microcrystalline wax, montan wax, Fichatropus wax; molasses, olive oil, castor oil, mink oil, Fats and oils such as macadamian nut oil; waxes such as beeswax, carnauba wax, candelilla wax, gay wax; jojoba oil, cetyl isooctanoate, isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, glyceryl trioctanoate, diisostearate Diglyceryl acid, diglyceryl triisostearate, glyceryl tribehenate, rosin acid pentaerythritol ester, neopentyl glycol dioctanoate, cholesterol Fatty acid esters, ester oils such as N-lauroyl-L-glutamate di (cholesteryl, behenyl, octyldodecyl); stearic acid, lauric acid, myristic acid, behenic acid, isostearic acid, oleic acid, 12-hydroxystearic acid, etc. Fatty acids: Higher alcohols such as stearyl alcohol, cetyl alcohol, lauryl alcohol, oleyl alcohol, isostearyl alcohol, behenyl alcohol; low polymerization dimethylpolysiloxane, high polymerization dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane , Silicone oils such as octamethylcyclotetrasiloxane and fluorine-modified silicones; fluorine-based compounds such as perfluoropolyether, perfluorodecane and perfluorooctane Lanolin derivatives such as lanolin, lanolin acetate, lanolin fatty acid isopropyl and lanolin alcohol; sitosterol derivatives; campesterol derivatives; stigmasterol derivatives; alcohols such as ethanol and isopropyl alcohol; propylene glycol, 1,3-butylene glycol, And glycols such as dipropylene glycol and polyethylene glycol; glycerols such as glycerin, diglycerin and polyglycerin; and sorbit. These may be used alone or in combination of two or more.
粘度調整剤および感触調整剤として、例えば、植物系高分子（例えば、アラビアガム、トラガカントガム、ガラクタン、グアガム、キャロブガム、カラヤガム、カラギーナン、ペクチン、カンテン、クインスシード(マルメロ)、アルゲコロイド(カッソウエキス)、デンプン(コメ、トウモロコシ、バレイショ、コムギ)、グリチルリチン酸、ヒアルロン酸、ヒアルロン酸誘導体；微生物系高分子（例えば、キサンタンガム、デキストラン、サクシノグルカン、ブルラン等）；動物系高分子（例えば、コラーゲン、カゼイン、アルブミン、ゼラチン等）などが挙げられる。 Viscosity modifiers and feel modifiers include, for example, plant polymers (eg, gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), algae colloid (gypsum extract), starch (Rice, corn, potato, wheat), glycyrrhizic acid, hyaluronic acid, hyaluronic acid derivatives; microbial polymers (eg, xanthan gum, dextran, succinoglucan, bullulan, etc.); animal polymers (eg, collagen, casein, Albumin, gelatin, etc.).
半合成の水溶性高分子としては、例えば、デンプン系高分子（例えば、カルボキシメチルデンプン、メチルヒドロキシプロピルデンプン等）；セルロース系高分子（メチルセルロース、エチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルセルロース、セルロース硫酸ナトリウム、ヒドロキシプロピルセルロース、カルボキシメチルセルロース、カルボキシメチルセルロースナトリウム、結晶セルロース、セルロース末等）；アルギン酸系高分子（例えば、アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル等）；ヒアルロン酸ナトリウムなどが挙げられる。 Semi-synthetic water-soluble polymers include, for example, starch polymers (eg, carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate) Hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder and the like); alginic acid polymers (for example, sodium alginate, propylene glycol alginate, etc.); sodium hyaluronate and the like.
合成の水溶性高分子としては、例えば、ビニル系高分子（例えば、ポリビニルアルコール、ポリビニルメチルエーテル、ポリビニルピロリドン、カルボキシビニルポリマー等）；ポリオキシエチレン系高分子（例えば、ポリエチレングリコールのポリオキシエチレン−ポリオキシプロピレン共重合体等）；アクリル系高分子（例えば、ポリアクリル酸ナトリウム、ポリエチルアクリレート、ポリアクリルアミド等）；ポリエチレンイミン；カチオンポリマーなどが挙げられる。 Examples of the synthetic water-soluble polymer include vinyl polymers (for example, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer, etc.); polyoxyethylene polymers (for example, polyoxyethylene-polyethylene glycol) Polyoxypropylene copolymer, etc.); acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.
増粘剤としては、例えば、アラビアガム、カラギーナン、カラヤガム、トラガカントガム、キャロブガム、クインスシード（マルメロ）、カゼイン、デキストリン、ゼラチン、ペクチン酸ナトリウム、アラギン酸ナトリウム、メチルセルロース、エチルセルロース、ＣＭＣ、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、ＰＶＡ、ＰＶＭ、ＰＶＰ、ポリアクリル酸ナトリウム、カルボキシビニルポリマー、ローカストビーンガム、グアーガム、タマリントガム、ジアルキルジメチルアンモニウム硫酸セルロース、キサンタンガム、ケイ酸アルミニウムマグネシウム、ベントナイト、ヘクトライト、ケイ酸A1Mg(ビーガム)、ラポナイト、無水ケイ酸、コンドロイチン硫酸ナトリウム、カルボキシビニルポリマー、アルキル変性カルボキシビニルポリマーなどが挙げられる。 Examples of thickeners include gum arabic, carrageenan, caraya gum, gum tragacanth, carob gum, quince seed (malmello), casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, cellulose dialkyldimethylammonium sulfate, xanthan gum, magnesium magnesium silicate, bentonite, hectorite, silicate A1Mg (vee gum), Laponite, silicic anhydride, sodium chondroitin sulfate, carboxyvinyl polymer, alkyl-modified alkyl Such as ball carboxyvinyl polymers.
本発明の化粧料は、例えば、口紅、リップクリーム、リップグロス、アイシャドウ、アイライナー、マスカラ、頬紅、液状ファンデーションなどに好適に用いることができる。 The cosmetic of the present invention can be suitably used for, for example, lipstick, lip balm, lip gloss, eye shadow, eyeliner, mascara, blusher, liquid foundation and the like.
以下、実施例に基づいて本発明をより具体的に説明するが、本発明はこれら実施例に何ら限定されるものではない。なお、実施例および比較例で用いたコレステロール誘導体およびコレスタノール誘導体は以下のとおりである。 EXAMPLES Hereinafter, although this invention is demonstrated more concretely based on an Example, this invention is not limited to these Examples at all. The cholesterol derivatives and cholestanol derivatives used in Examples and Comparative Examples are as follows.
＜コレステロール誘導体およびコレスタノール誘導体＞
化合物（１−１）：コレステロール酢酸エステル
化合物（１−２）：コレステロールプロピオン酸エステル
化合物（１−３）：コレステロール酪酸エステル
化合物（１−４）：コレステロール吉草酸エステル
化合物（２−１）：コレステロールオレイン酸エステル
化合物（２−２）：コレステロールリノール酸エステル
化合物（２−３）：コレステロール２−ヘキシルデカン酸エステル
化合物（２−４）：コレステロールイソステアリン酸エステル
化合物（３−１）：コレスタノールオレイン酸エステル
化合物（３−２）：コレスタノールリノール酸エステル
化合物（３−３）：コレスタノールリノレイン酸エステル
化合物（４−１）：コレステロールヘプタン酸エステル
化合物（４−２）：コレステロールノナン酸エステル
化合物（５−１）：コレスタノール酢酸エステル
化合物（５−２）：コレスタノール酪酸エステル
化合物（５−３）：コレスタノールノナン酸エステル
〔実施例１〕
化合物（１−１）５重量部、化合物（１−３）５重量部、化合物（３−１）５重量部および化合物（３−４）３重量部を混合して液晶組成物を調製した。得られた組成物は、２２℃で赤色の反射色を示し、３５℃で朱色の反射色を示した。結果を表１−１に示す。
<Cholesterol derivatives and cholestanol derivatives>
Compound (1-1): Cholesterol acetate compound (1-2): Cholesterol propionate compound (1-3): Cholesterol butyrate compound (1-4): Cholesterol valerate compound (2-1): Cholesterol Oleic acid ester compound (2-2): Cholesterol linoleic acid ester compound (2-3): Cholesterol 2-hexyldecanoic acid ester compound (2-4): Cholesterol isostearic acid ester compound (3-1): Cholestanol oleic acid ester Compound (3-2): Cholestanol linoleic acid ester compound (3-3): Cholestanol linolenic acid ester compound (4-1): Cholesterol heptanoic acid ester compound (4-2): Cholesterol nonanoic acid ester compound (5- 1 : Cholestanol acid ester compound (5-2): cholestanol butyric ester compound (5-3): cholestanol nonanoic acid ester Example 1
A liquid crystal composition was prepared by mixing 5 parts by weight of the compound (1-1), 5 parts by weight of the compound (1-3), 5 parts by weight of the compound (3-1) and 3 parts by weight of the compound (3-4). The resulting composition showed a red reflection color at 22 ° C. and a vermilion reflection color at 35 ° C. The results are shown in Table 1-1.
〔実施例２〜１１〕
表１−１に示す組成を有する組成物を調製し、実施例１と同様にして反射色を調べた。結果を表１−１に示す。
[Examples 2 to 11]
A composition having the composition shown in Table 1-1 was prepared, and the reflection color was examined in the same manner as in Example 1. The results are shown in Table 1-1.
〔比較例１〜７〕
表１−２に示す組成を有する組成物を調製し、実施例１と同様にして反射色を調べた。結果を表１−２に示す。
[Comparative Examples 1-7]
A composition having the composition shown in Table 1-2 was prepared, and the reflection color was examined in the same manner as in Example 1. The results are shown in Table 1-2.
表１に示すように、第１成分として化合物（１）を２種と、第２成分として化合物（２）および／または（３）を少なくとも１種とからなる実施例１、５、６、７、９の組成物
は、いずれも室温付近で赤〜オレンジ（黄）のコレステリック液晶の選択反射色を呈することを確認した。
As shown in Table 1, Examples 1, 5, 6, and 7 comprising two types of compounds (1) as the first component and at least one type of compounds (2) and / or (3) as the second component. , 9 were confirmed to exhibit selective reflection colors of red to orange (yellow) cholesteric liquid crystals near room temperature.
これに対して、第１成分が１種のみである場合（比較例１〜７）、比較例６のように室温付近で結晶化しやすく、また多くの場合、比較例７のように室温付近で緑〜紫の可視光領域内で比較的短波長の選択反射色を呈する傾向にあることが確認された。 On the other hand, when the first component is only one kind (Comparative Examples 1 to 7), it is easy to crystallize near room temperature as in Comparative Example 6, and in many cases, near the room temperature as in Comparative Example 7. It was confirmed that there was a tendency to exhibit a selective reflection color having a relatively short wavelength in the visible light region of green to purple.
したがって、第１成分として化合物（１）２種と、第２成分として少なくとも化合物（２）１種とを調製することで、室温付近で、赤〜オレンジ（黄）の可視光領域内で比較的長波長の選択反射色を呈する本発明のコレステリック液晶組成物を得ることができる。 Therefore, by preparing two types of compound (1) as the first component and at least one type of compound (2) as the second component, it is relatively within the visible light region of red to orange (yellow) near room temperature. The cholesteric liquid crystal composition of the present invention exhibiting a long wavelength selective reflection color can be obtained.
また、第１成分として化合物（１）を２種と、第２成分として化合物（２）および／または（３）を少なくとも１種と、第３成分として化合物（４）および／または（５）を少なくとも１種とからなる実施例２、３、４、８、１０、１１の組成物は、いずれも室温付近で赤、オレンジ、黄緑、青緑のコレステリック液晶の選択反射色を呈することが確認された。このように第３成分を加えることで、室温付近でのコレステリック液晶の選択反射色の波長領域を制御できる。 Further, two types of compounds (1) as the first component, at least one type of compounds (2) and / or (3) as the second component, and compounds (4) and / or (5) as the third component It was confirmed that the compositions of Examples 2, 3, 4, 8, 10, and 11 comprising at least one of them exhibited selective reflection colors of cholesteric liquid crystals of red, orange, yellow green, and blue green near room temperature. It was done. By adding the third component in this way, the wavelength region of the selective reflection color of the cholesteric liquid crystal near room temperature can be controlled.
Claims (16)
もよい。）
状であってもよい。） At least two selected from the group consisting of compounds represented by the following formula (1) as the first component and at least selected from the group consisting of compounds represented by the following formulas (2) and (3) as the second component A cholesteric liquid crystal composition containing one kind.
てもよく、Ｒ4は炭素数が１〜１２の脂肪酸残基を表し、直鎖状であっても分岐鎖状であ
ってもよい。） The cholesteric liquid crystal composition according to claim 1, further comprising at least one selected from the group consisting of compounds represented by the following formulas (4) and (5) as a third component.
である化合物を少なくとも１種含有することを特徴とする請求項１に記載のコレステリック液晶組成物。 2. The cholesteric liquid crystal composition according to claim 1, wherein the first component contains at least one compound represented by the formula (1) and R 1 is alkyl having 1, 2 or 3 carbon atoms. object.
と、他の少なくとも１種の化合物のＲ1で表される脂肪酸残基の炭素数との差が２以上で
あることを特徴とする請求項１に記載のコレステリック液晶組成物。 In the first component, the difference between the number of carbon atoms of at least one and number of carbon atoms in the fatty acid residue represented by R 1 in compound, fatty acid residue represented by R 1 in at least one other compound The cholesteric liquid crystal composition according to claim 1, wherein the cholesteric liquid crystal composition is 2 or more.
１）で表され、Ｒ1が炭素数３のアルキルである化合物とを含有することを特徴とする請
求項１に記載のコレステリック液晶組成物。 As the first component, a compound represented by the formula (1), wherein R 1 is methyl, and the formula (
2. The cholesteric liquid crystal composition according to claim 1, comprising a compound represented by 1), wherein R 1 is alkyl having 3 carbon atoms.
１）で表され、Ｒ1が炭素数４のアルキルである化合物とを含有することを特徴とする請
求項１に記載のコレステリック液晶組成物。 As the first component, a compound represented by the formula (1), wherein R 1 is ethyl, and the formula (
The cholesteric liquid crystal composition according to claim 1, comprising a compound represented by 1), wherein R 1 is alkyl having 4 carbon atoms.
化合物を少なくとも１種含有することを特徴とする請求項１に記載のコレステリック液晶組成物。 2. The cholesteric liquid crystal composition according to claim 1, wherein the second component contains at least one compound represented by the formula (2) or (3), wherein R 2 has 17 carbon atoms. .
ある化合物を少なくとも１種含有することを特徴とする請求項１に記載のコレステリック液晶組成物。 2. The cholesteric liquid crystal composition according to claim 1, wherein the second component contains at least one compound represented by the formula (3) and wherein R 2 has 18, 19, or 20 carbon atoms. .
１である化合物を少なくとも１種含有することを特徴とする請求項３に記載のコレステリック液晶組成物。 The third component is represented by the formula (4), and R 3 has a carbon number of 6, 7, 8, 9 or 1
The cholesteric liquid crystal composition according to claim 3, comprising at least one compound which is 1.
は８である化合物を少なくとも１種含有することを特徴とする請求項３に記載のコレステリック液晶組成物。 4. The compound according to claim 3, wherein the third component contains at least one compound represented by the formula (5), wherein R 4 has 1, 2, 3, 4 , 6 or 8. The cholesteric liquid crystal composition described.
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| WO2011040013A1 (en) * | 2009-09-30 | 2011-04-07 | 株式会社ナノエッグ | Novel liquid crystal composition |
| US8048336B2 (en) | 2009-04-28 | 2011-11-01 | Chisso Corporation | Polymerizable cholesteric liquid crystal composition and its use |
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| JPH05310529A (en) * | 1992-04-28 | 1993-11-22 | Mikimoto Pharmaceut Co Ltd | Cosmetic or ornamentation |
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| US8048336B2 (en) | 2009-04-28 | 2011-11-01 | Chisso Corporation | Polymerizable cholesteric liquid crystal composition and its use |
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