JP2008303460A - Liquid crystal compatible nanoparticle of group 13 element, paste thereof, and manufacturing method of nanoparticle and paste - Google Patents
Liquid crystal compatible nanoparticle of group 13 element, paste thereof, and manufacturing method of nanoparticle and paste Download PDFInfo
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- JP2008303460A JP2008303460A JP2008122808A JP2008122808A JP2008303460A JP 2008303460 A JP2008303460 A JP 2008303460A JP 2008122808 A JP2008122808 A JP 2008122808A JP 2008122808 A JP2008122808 A JP 2008122808A JP 2008303460 A JP2008303460 A JP 2008303460A
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Abstract
Description
本発明は、液晶相溶性第13族元素ナノ粒子及びそのペースト並びにそれらの製法に関する。液晶相溶性第13族元素ナノ粒子は、例えば、液晶特性を改善する為の添加材料として有用な化合物である。 The present invention relates to liquid crystal-compatible Group 13 element nanoparticles, pastes thereof, and methods for producing them. Liquid crystal-compatible Group 13 element nanoparticles are useful compounds as additive materials for improving liquid crystal characteristics, for example.
従来、液晶相溶性粒子及びそのペーストを製造する方法としては、例えば、石英製シュレンク管に、液晶分子と酢酸パラジウム及びエタノールを加えた後、高圧水銀灯にて紫外線照射して、液晶相溶性パラジウムナノ粒子を含む分散液を得た後、当該分散液を濃縮して液晶相溶性パラジウムナノ粒子ペーストを得る方法が開示されている(例えば、特許文献1参照)。しかし、液晶相溶性第13族元素ナノ粒子及び当該粒子を含む液晶相溶性粒子含有ペーストについては、何ら言及されていなかった。
本発明の課題は、即ち、上記問題点を解決し、容易に大量製造が可能な方法にて、液晶相溶性第13族元素ナノ粒子及びその均一な液晶相溶性粒子ペーストを得る、工業的に好適な液晶相溶性第13族元素ナノ粒子及びそのペーストの製法を提供することにある。 The object of the present invention is to industrially obtain liquid crystal-compatible Group 13 element nanoparticles and uniform liquid crystal-compatible particle paste thereof by a method capable of solving the above-mentioned problems and easily mass-producing. An object of the present invention is to provide a suitable liquid crystal compatible Group 13 element nanoparticle and a method for producing the paste.
本発明の課題は、
(1)周期表第13族元素、又は周期表第13族元素及びそれ以外の1種又は複数種の金属元素、
(2)並びに1種又は複数種の液晶分子
を含んでなる液晶相溶性第13族元素ナノ粒子によって解決される。
The subject of the present invention is
(1) Periodic table group 13 element, or periodic table group 13 element and one or more other metal elements,
It is solved by (2) and liquid crystal compatible Group 13 element nanoparticles comprising one or more liquid crystal molecules.
本発明の課題は、又、周期表第13族元素、又は周期表第13族元素及びそれ以外の1種又は複数種の金属塩を、1種又は複数種の液晶分子を含む溶液中で反応させる、液晶相溶性第13族元素ナノ粒子の製法によっても解決される。 Another object of the present invention is to react a group 13 element of the periodic table, or a group 13 element of the periodic table and one or more other metal salts in a solution containing one or more liquid crystal molecules. This can also be solved by a method for producing liquid crystal compatible Group 13 element nanoparticles.
本発明により、容易に大量製造が可能な方法にて、液晶特性を向上させる液晶相溶性第13族元素ナノ粒子及びその均一な液晶相溶性粒子ペーストを得る、工業的に好適な液晶相溶性第13族元素ナノ粒子及びそのペーストの製法を提供することができる。 According to the present invention, liquid crystal compatible Group 13 element nanoparticles that improve liquid crystal characteristics and uniform liquid crystal compatible particle paste thereof are obtained by a method that allows easy mass production. A method for producing Group 13 element nanoparticles and paste thereof can be provided.
本発明において言及する「反応」とは、金属イオンと、反応系内に含まれるその他の物質が、物理的、化学的又は電気的に相互作用し、元素の周辺に液晶分子に集まることによって、当該元素を中心としたナノサイズの粒子を形成することを意味する。 The “reaction” referred to in the present invention means that metal ions and other substances contained in the reaction system interact physically, chemically or electrically, and gather around liquid crystal molecules around the element. It means forming nano-sized particles centering on the element.
本発明の反応において使用する液晶分子としては、例えば、4'-n-ペンチル-4-シアノビフェニル、4'-n-ヘキシルオキシ-4-シアノビフェニル等のシアノビフェニル類;4-n-ペンチル-4'-ビニルビシクロヘキシル、4-n-ペンチル-4'-(4-トリフルオロメトキシフェニル)ビシクロヘキシル等のビシクロヘキシル類;4-(trans-4-n-ペンチルシクロヘキシル)ベンゾニトリル等のシクロヘキシルベンゾニトリル類;4'-n-ペンチル-4-エトキシ-2,3-ジフルオロビフェニル、1-エトキシ-2,3-ジフルオロ-4-(trans-4-n-ペンチルシクロヘキシル)ベンゼン等のフルオロベンゼン類;1,2,8-トリフルオロ-7-n-プロピル-3-(4-n-プロピルシクロヘキシルメトキシ)ナフタレン等のフルオロナフタレン類;4-ブチル安息香酸(4-シアノフェニル)、4-ヘプチル安息香酸(4-シアノフェニル)等のフェニルエステル類;4-カルボキシフェニルエチルカーボネート、4-カルボキシフェニル-n-ブチルカーボネート等の炭酸エステル類;4-(4-n-ペンチルフェニルエチニル)シアノベンゼン、4-(4-n-ペンチルフェニルエチニル)フルオロベンゼン等のフェニルアセチレン類;2-(4-シアノフェニル)-5-n-ペンチルピリミジン、2-(4-シアノフェニル)-5-n-オクチルピリミジン等のフェニルピリミジン類;4,4'-ビス(エトキシカルボニル)アゾベンゼン等のアゾベンゼン類;4,4'-アゾキシアニソール、4,4'-ジヘキシルアゾキシベンゼン等のアゾキシベンゼン類;N-(4-メトキシベンジリデン)-4-n-ブチルアニリン、N-(4-エトキシベンジリデン)-4-n-ブチルアニリン等のシッフ塩基類;N,N'-ビスベンジリデンベンジジン等のベンジジン類;コレステリルアセテート、コレステリルベンゾエート等のコレステリルエステル類;ポリ(4-フェニレンテレフタルアミド)等の液晶高分子類が挙げられる。なお、これらの液晶分子は、単独又は二種以上を混合して使用しても良く、複数種の液晶分子混合物としては、市販品のものをそのまま用いることができる。 Examples of the liquid crystal molecules used in the reaction of the present invention include cyanobiphenyls such as 4′-n-pentyl-4-cyanobiphenyl and 4′-n-hexyloxy-4-cyanobiphenyl; 4-n-pentyl- Bicyclohexyls such as 4'-vinylbicyclohexyl and 4-n-pentyl-4 '-(4-trifluoromethoxyphenyl) bicyclohexyl; cyclohexylbenzo such as 4- (trans-4-n-pentylcyclohexyl) benzonitrile Nitriles; Fluorobenzenes such as 4′-n-pentyl-4-ethoxy-2,3-difluorobiphenyl, 1-ethoxy-2,3-difluoro-4- (trans-4-n-pentylcyclohexyl) benzene; Fluoronaphthalenes such as 1,2,8-trifluoro-7-n-propyl-3- (4-n-propylcyclohexylmethoxy) naphthalene; 4-butylbenzoic acid (4-cyanophenyl), 4-heptylbenzoic acid Phenyl esthetics such as (4-cyanophenyl) Carbonates such as 4-carboxyphenylethyl carbonate and 4-carboxyphenyl-n-butyl carbonate; 4- (4-n-pentylphenylethynyl) cyanobenzene, 4- (4-n-pentylphenylethynyl) fluoro Phenylacetylenes such as benzene; phenylpyrimidines such as 2- (4-cyanophenyl) -5-n-pentylpyrimidine and 2- (4-cyanophenyl) -5-n-octylpyrimidine; 4,4′-bis Azobenzenes such as (ethoxycarbonyl) azobenzene; azoxybenzenes such as 4,4′-azoxyanisole and 4,4′-dihexylazoxybenzene; N- (4-methoxybenzylidene) -4-n-butylaniline Schiff bases such as N- (4-ethoxybenzylidene) -4-n-butylaniline; benzidines such as N, N'-bisbenzylidenebenzidine; co-ordination such as cholesteryl acetate and cholesteryl benzoate Examples include lesteryl esters; liquid crystal polymers such as poly (4-phenylene terephthalamide). In addition, you may use these liquid crystal molecules individually or in mixture of 2 or more types, As a multiple types liquid crystal molecule mixture, a commercially available thing can be used as it is.
本発明の反応は有機溶媒中で反応させることが望ましく、例えば、メタノール、エタノール、イソプロピルアルコール等のアルコール類;アセトン、メチルエチルケトン、メチルイソブチルケトン、アセチルアセトン等のケトン類;酢酸メチル、酢酸エチル、酢酸ブチル、プロピオン酸メチル等のエステル類;N,N-ジメチルホルムアミド、N,N-ジメチルアセトアミド、N-メチルピロリドン等のアミド類;N,N'-ジメチルイミダゾリジノン等の尿素類;ジメチルスルホキシド等のスルホキシド類;スルホラン等のスルホン類;アセトニトリル、プロピオニトリル等のニトリル類;ジエチルエーテル、ジイソプロピルエーテル、テトラヒドロフラン、ジオキサン等のエーテル類;ヘキサン、ヘプタン、シクロヘキサン等の脂肪族炭化水素類;ベンゼン、トルエン、キシレン等の芳香族炭化水素類が挙げられるが、好ましくはニトリル類、エーテル類、芳香族炭化水素類、更に好ましくはエーテル類が使用される。なお、これらの溶媒は、単独又は二種以上を混合して使用しても良い。 The reaction of the present invention is preferably carried out in an organic solvent. For example, alcohols such as methanol, ethanol and isopropyl alcohol; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and acetyl acetone; methyl acetate, ethyl acetate and butyl acetate Esters such as methyl propionate; amides such as N, N-dimethylformamide, N, N-dimethylacetamide and N-methylpyrrolidone; ureas such as N, N′-dimethylimidazolidinone; dimethyl sulfoxide and the like Sulfones such as sulfolane; Nitriles such as acetonitrile and propionitrile; Ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; Aliphatic hydrocarbons such as hexane, heptane and cyclohexane; benzene, Toluene, although aromatic hydrocarbons such as xylene, preferably nitriles, ethers, aromatic hydrocarbons, and more preferably used are ethers. In addition, you may use these solvents individually or in mixture of 2 or more types.
前記有機溶媒を使用する際、その使用量は、液晶分子1gに対して、好ましくは10〜500ml、更に好ましくは20〜200mlである。 When the organic solvent is used, the amount used is preferably 10 to 500 ml, more preferably 20 to 200 ml, with respect to 1 g of liquid crystal molecules.
本発明の反応において使用する周期表第13族元素とは、それらの塩(周期表第13族元素イオンと対イオンからなる塩)を示し、その溶液とは当該塩を有機溶媒に溶解させたものを示す。 The periodic table group 13 element used in the reaction of the present invention indicates a salt thereof (a salt composed of a periodic table group 13 element ion and a counter ion), and the solution thereof is obtained by dissolving the salt in an organic solvent. Show things.
前記周期表第13族元素の塩を溶解させるために使用する有機溶媒としては、反応溶媒と同一又は異なっていても良く、例えば、先に示した本発明の反応に使用する有機溶媒が挙げられ、その使用量は、当該塩を完全に溶解させることができる量ならば特に制限されない。 The organic solvent used to dissolve the group 13 element salt of the periodic table may be the same as or different from the reaction solvent, and examples thereof include the organic solvent used in the reaction of the present invention shown above. The amount used is not particularly limited as long as the salt can be completely dissolved.
本発明は、例えば、1種又は複数種の液晶分子、有機溶媒を混合し、当該混合溶液に周期表第13族元素の塩又は当該塩を溶解させた溶液(溶液中で当該元素はイオンになっていても良い)を添加して加熱攪拌して反応させる等の方法によって行われる。その際の反応温度は、特に制限されないが、好ましくは40〜100℃であり、反応圧力は加圧、常圧又は減圧のいずれでも良い。 In the present invention, for example, one or a plurality of liquid crystal molecules and an organic solvent are mixed, and a solution of a salt of the Group 13 element of the periodic table or the salt dissolved in the mixed solution (the element is converted into an ion in the solution). The reaction may be carried out by adding a reaction mixture by heating and stirring. The reaction temperature at that time is not particularly limited, but is preferably 40 to 100 ° C., and the reaction pressure may be increased, normal or reduced.
本発明の反応によって液晶相溶性第13族元素ナノ粒子を含む分散液が得られるが、該分散液を濃縮することによって、均一な液晶相溶性第13族元素ナノ粒子ペーストを取得することができる。なお、該分散液の濃縮方法は特に限定されないが、好ましくは20〜100℃にて減圧下で行う。 A dispersion containing liquid crystal-compatible group 13 element nanoparticles is obtained by the reaction of the present invention, and a uniform liquid crystal-compatible group 13 element nanoparticle paste can be obtained by concentrating the dispersion. . The method for concentrating the dispersion is not particularly limited, but it is preferably carried out at 20 to 100 ° C. under reduced pressure.
次に、実施例を挙げて本発明を具体的に説明するが、本発明の範囲はこれらに限定されるものではない。 Next, the present invention will be specifically described with reference to examples, but the scope of the present invention is not limited thereto.
実施例1(液晶相溶性タリウムナノ粒子の合成)
攪拌装置、温度計、還流冷却器及び滴下漏斗を備えた内容積100mlのガラス製容器に、複数種の液晶分子混合物(M4(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して還流させ7時間攪拌した(65〜75℃)。反応終了後、反応液を室温まで冷却し、淡黄色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。これを透過型電子顕微鏡により分析した結果、液晶相溶性タリウムナノ粒子の核の粒径は10nm程度であった(図1)。更に、得られた液晶相溶性タリウムナノ粒子分散液を減圧下で濃縮し、淡黄色の均一な液晶相溶性タリウムナノ粒子ペースト0.21gを取得した。
Example 1 (Synthesis of liquid crystal-compatible thallium nanoparticles)
In a glass container having an internal volume of 100 ml equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel, 0.200 g of a liquid crystal molecule mixture (M4 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol, A tetrahydrofuran solution of 0.01 mol / l thallium (I) acetylacetonate in 4.0 ml (0.04 mmol as thallium atoms) was added, and the mixed solution was heated to reflux and stirred for 7 hours (65 to 75 ° C.). After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a light yellow uniform liquid crystal-compatible thallium nanoparticle dispersion. As a result of analyzing this with a transmission electron microscope, the core particle size of the liquid crystal-compatible thallium nanoparticles was about 10 nm (FIG. 1). Further, the obtained liquid crystal-compatible thallium nanoparticle dispersion was concentrated under reduced pressure to obtain 0.21 g of a pale yellow uniform liquid crystal-compatible thallium nanoparticle paste.
実施例2(液晶相溶性アルミニウムナノ粒子の合成)
攪拌装置、温度計、還流冷却器及び滴下漏斗を備えた内容積100mlのガラス製容器に、複数種の液晶分子混合物(M4(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lアルミニウム(III)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(アルミニウム原子として0.04mmol)を加え、当該混合溶液を加熱して還流させ10時間攪拌した(65〜75℃)。反応終了後、反応液を室温まで冷却し、淡黄色の均一な液晶相溶性アルミニウムナノ粒子分散液50mlを得た。これを透過型電子顕微鏡により分析した結果、液晶相溶性アルミニウムナノ粒子の核の粒径は10nm程度であった(図2)。更に、得られた液晶相溶性アルミニウムナノ粒子分散液を減圧下で濃縮し、淡黄色の均一な液晶相溶性アルミニウムナノ粒子ペースト0.21gを取得した。
Example 2 (Synthesis of liquid crystal compatible aluminum nanoparticles)
In a glass container having an internal volume of 100 ml equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel, 0.200 g of a liquid crystal molecule mixture (M4 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol, A tetrahydrofuran solution of 0.01 mol / l aluminum (III) acetylacetonate in 4.0 ml (0.04 mmol as aluminum atoms) was added, and the mixed solution was heated to reflux and stirred for 10 hours (65 to 75 ° C.). After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a light yellow uniform liquid crystal compatible aluminum nanoparticle dispersion. As a result of analysis with a transmission electron microscope, the particle size of the core of the liquid crystal-compatible aluminum nanoparticles was about 10 nm (FIG. 2). Further, the obtained liquid crystal-compatible aluminum nanoparticle dispersion liquid was concentrated under reduced pressure to obtain 0.21 g of a light yellow uniform liquid crystal-compatible aluminum nanoparticle paste.
実施例3(液晶相溶性アルミニウム・イットリウムナノ粒子の合成)
攪拌装置、温度計、還流冷却器及び滴下漏斗を備えた内容積100mlのガラス製容器に、複数種の液晶分子混合物(M4(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lイットリウム(III)アセチルアセトナート水和物のテトラヒドロフラン溶液2.0ml(イットリウム原子として0.02mmol)と0.01mol/lアルミニウム(III)アセチルアセトナートのテトラヒドロフラン溶液2.0ml(アルミニウム原子として0.02mmol)を加え、当該混合溶液を加熱して還流させ9時間攪拌した(65〜75℃)。反応終了後、反応液を室温まで冷却し、淡黄色の均一な液晶相溶性アルミニウム・イットリウムナノ粒子分散液50mlを得た。これを透過型電子顕微鏡により分析した結果、液晶相溶性アルミニウム・イットリウムナノ粒子の核の粒径は5nm程度であった(図3)。更に、得られた液晶相溶性アルミニウム・イットリウムナノ粒子分散液を減圧下で濃縮し、淡黄色の均一な液晶相溶性アルミニウム・イットリウムナノ粒子ペースト0.21gを取得した。
Example 3 (Synthesis of liquid crystal compatible aluminum / yttrium nanoparticles)
In a glass container having an internal volume of 100 ml equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel, 0.200 g of a liquid crystal molecule mixture (M4 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol, 0.01ml / l yttrium (III) acetylacetonate hydrate tetrahydrofuran solution 2.0ml (0.02mmol as yttrium atom) and 0.01mol / l aluminum (III) acetylacetonate tetrahydrofuran solution 2.0ml (0.02mmol as aluminum atom) Was added, and the mixed solution was heated to reflux and stirred for 9 hours (65 to 75 ° C.). After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a light yellow uniform liquid crystal compatible aluminum / yttrium nanoparticle dispersion. As a result of analyzing this with a transmission electron microscope, the core particle size of the liquid crystal compatible aluminum / yttrium nanoparticles was about 5 nm (FIG. 3). Further, the obtained liquid crystal-compatible aluminum / yttrium nanoparticle dispersion liquid was concentrated under reduced pressure to obtain 0.21 g of a pale yellow uniform liquid crystal-compatible aluminum / yttrium nanoparticle paste.
実施例4(液晶相溶性ガリウムナノ粒子の合成)
攪拌装置、温度計、還流冷却器及び滴下漏斗を備えた内容積100mlのガラス製容器に、複数種の液晶分子混合物(M4(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lガリウム(III)アセチルアセトナート水和物のテトラヒドロフラン溶液4.0ml(ガリウム原子として0.04mmol)を加え、当該混合溶液を加熱して還流させ7時間攪拌した(65〜75℃)。反応終了後、反応液を室温まで冷却し、淡黄色の均一な液晶相溶性ガリウムナノ粒子分散液50mlを得た。これを透過型電子顕微鏡により分析した結果、液晶相溶性ガリウムナノ粒子の核の粒径は2〜8nm程度であった(図4)。
Example 4 (Synthesis of liquid crystal compatible gallium nanoparticles)
In a glass container having an internal volume of 100 ml equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel, 0.200 g of a liquid crystal molecule mixture (M4 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol, A tetrahydrofuran solution of 0.01 mol / l gallium (III) acetylacetonate hydrate (4.0 ml) (0.04 mmol as gallium atoms) was added, and the mixed solution was heated to reflux and stirred for 7 hours (65 to 75 ° C.). After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a light yellow uniform liquid crystal compatible gallium nanoparticle dispersion. As a result of analyzing this with a transmission electron microscope, the particle diameter of the nucleus of the liquid crystal-compatible gallium nanoparticles was about 2 to 8 nm (FIG. 4).
実施例5(液晶相溶性インジウムナノ粒子の合成)
攪拌装置、温度計、還流冷却器及び滴下漏斗を備えた内容積100mlのガラス製容器に、複数種の液晶分子混合物(M4(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lインジウム(III)アセチルアセトナート水和物のテトラヒドロフラン溶液4.0ml(インジウム原子として0.04mmol)を加え、当該混合溶液を加熱して還流させ7時間攪拌した(65〜75℃)。反応終了後、反応液を室温まで冷却し、淡黄色の均一な液晶相溶性インジウムナノ粒子分散液50mlを得た。これを透過型電子顕微鏡により分析した結果、液晶相溶性インジウムナノ粒子の核の粒径は2nm程度であった(図5)。
Example 5 (Synthesis of liquid crystal compatible indium nanoparticles)
In a glass container having an internal volume of 100 ml equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel, 0.200 g of a liquid crystal molecule mixture (M4 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol, A tetrahydrofuran solution of 0.01 mol / l indium (III) acetylacetonate hydrate (4.0 ml) (0.04 mmol as indium atoms) was added, and the mixed solution was heated to reflux and stirred for 7 hours (65 to 75 ° C.). After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a light yellow uniform liquid crystal compatible indium nanoparticle dispersion. As a result of analysis with a transmission electron microscope, the particle size of the core of the liquid crystal-compatible indium nanoparticles was about 2 nm (FIG. 5).
実施例6(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(MLC-6292-100(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液6.12mlに、複数種の液晶分子混合物 MLC-6292-100 975mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 1.01gを得た(タリウム原子として0.1重量%)。
Example 6 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
In a jacketed glass container with an internal volume of 100 ml equipped with a stirrer, thermometer and reflux condenser, 0.200 g of liquid crystal molecule mixture (MLC-6292-100 (Merck)), 36.0 ml of tetrahydrofuran and 2- 10 ml of propanol, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) were added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. 975 mg of a plurality of liquid crystal molecule mixtures MLC-6292-100 were added to 6.12 ml of this dispersion, and concentrated and dried under reduced pressure to obtain 1.01 g of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
実施例7(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(MLC-6694-100(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液6.12mlに、複数種の液晶分子混合物 MLC-6694-100 975mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 1.01gを得た(タリウム原子として0.1重量%)。
Example 7 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
In a glass container with a jacket having an internal volume of 100 ml equipped with a stirrer, a thermometer and a reflux condenser, 0.200 g of a mixture of liquid crystal molecules (MLC-6694-100 (Merck)), 36.0 ml of tetrahydrofuran and 2- 10 ml of propanol, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) were added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. To 6.12 ml of this dispersion, 975 mg of a plurality of types of liquid crystal molecule mixture MLC-6694-100 was added and concentrated and dried under reduced pressure to obtain 1.01 g of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
実施例8(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(MLC-7800-100(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液6.12mlに、複数種の液晶分子混合物 MLC-7800-100 975mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 1.01gを得た(タリウム原子として0.1重量%)。
Example 8 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
In a glass container with a jacket with a volume of 100 ml equipped with a stirrer, thermometer, reflux condenser, 0.200 g of liquid crystal molecule mixture (MLC-7800-100 (Merck)), 36.0 ml of tetrahydrofuran and 2- 10 ml of propanol, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) were added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. 975 mg of a plurality of liquid crystal molecule mixtures MLC-7800-100 were added to 6.12 ml of this dispersion, and concentrated and dried under reduced pressure to obtain 1.01 g of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
実施例9(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(MLC-9100-100(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液6.12mlに、複数種の液晶分子混合物 MLC-9100-100 975mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 1.01gを得た(タリウム原子として0.1重量%)。
Example 9 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
A glass container with a jacket with an internal volume of 100 ml equipped with a stirrer, thermometer, reflux condenser, 0.200 g of a mixture of several types of liquid crystal molecules (MLC-9100-100 (Merck)), 36.0 ml of tetrahydrofuran and 2- 10 ml of propanol, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) were added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. 975 mg of a plurality of liquid crystal molecule mixtures MLC-9100-100 were added to 6.12 ml of this dispersion, and concentrated and dried under reduced pressure to obtain 1.01 g of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
実施例10(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(MLC-12100-100(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液6.12mlに、複数種の液晶分子混合物 MLC-12100-100 975mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 1.01gを得た(タリウム原子として0.1重量%)。
Example 10 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
In a glass container with a jacket having an internal volume of 100 ml equipped with a stirrer, thermometer and reflux condenser, 0.200 g of a mixture of liquid crystal molecules (MLC-12100-100 (Merck)), 36.0 ml of tetrahydrofuran and 2- 10 ml of propanol, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) were added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. To 6.12 ml of this dispersion, 975 mg of a plurality of types of liquid crystal molecule mixture MLC-12100-100 were added and concentrated and dried under reduced pressure to obtain 1.01 g of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
実施例11(液晶相溶性タリウムナノ粒子の合成とその添加液晶の調製)
攪拌装置、温度計、還流冷却器を備えた内容積100mlのジャケット付ガラス製容器に、複数種の液晶分子混合物(ZLI-4792(メルク社製))0.200g、テトラヒドロフラン36.0ml及び2-プロパノール10ml、0.01mol/lタリウム(I)アセチルアセトナートのテトラヒドロフラン溶液4.0ml(タリウム原子として0.04mmol)を加え、当該混合溶液を加熱して65℃で7時間攪拌した。反応終了後、反応液を室温まで冷却し、無色の均一な液晶相溶性タリウムナノ粒子分散液50mlを得た。この分散液3.06mlに、複数種の液晶分子混合物 ZLI-4792 488mg添加し減圧下で濃縮、乾燥を行い白色均一の液晶混合物 501mgを得た(タリウム原子として0.1重量%)。
Example 11 (Synthesis of liquid crystal-compatible thallium nanoparticles and preparation of the added liquid crystal)
In a glass container with a jacket with an internal volume of 100 ml equipped with a stirrer, thermometer and reflux condenser, 0.200 g of a mixture of several types of liquid crystal molecules (ZLI-4792 (Merck)), 36.0 ml of tetrahydrofuran and 10 ml of 2-propanol Then, 4.0 ml of 0.01 mol / l thallium (I) acetylacetonate in tetrahydrofuran (0.04 mmol as thallium atoms) was added, and the mixed solution was heated and stirred at 65 ° C. for 7 hours. After completion of the reaction, the reaction solution was cooled to room temperature to obtain 50 ml of a colorless and uniform liquid crystal-compatible thallium nanoparticle dispersion. To this dispersion liquid (3.06 ml), 488 mg of a plurality of liquid crystal molecule mixtures ZLI-4792 were added and concentrated under reduced pressure to dryness to obtain 501 mg of a white uniform liquid crystal mixture (0.1% by weight as thallium atoms).
参考例(液晶相溶性第13族元素ナノ粒子添加液晶の液晶特性の確認)
実施例において製造した液晶相溶性第13族元素ナノ粒子を液晶分子混合物(いずれもメルク社製)に添加して、その挙動を確認した。
確認に用いた装置は、市販のビー・エー・エス株式会社製電気化学アナライザー604Cであり、一般的な液晶セル(2枚のガラス基板の間隔(セルギャップ)が10μm、電極面積が1cm2、ラビング方向がアンチパラレル)を用いた。
Reference example (confirmation of liquid crystal properties of liquid crystal compatible group 13 element nanoparticle added liquid crystal)
The liquid crystal compatible Group 13 element nanoparticles produced in the examples were added to a liquid crystal molecule mixture (both manufactured by Merck & Co., Inc.), and the behavior was confirmed.
The apparatus used for the confirmation was a commercially available electrochemical analyzer 604C manufactured by BAS Co., Ltd., which was a general liquid crystal cell (the distance between two glass substrates (cell gap) was 10 μm, the electrode area was 1 cm 2 , The rubbing direction was anti-parallel).
なお、確認項目は以下の通りである。
誘電率異方性(Δε);公知の方法によって求めた。即ち、インピーダンス−電位測定(1kHz、0.05Vpp、バイアス電圧0〜10V/dv=0.01、20℃)から静電容量−電圧の関係を求め、非特許文献1に記載の方法に従って求めた。その結果を表1に示す。
Dielectric anisotropy (Δε); determined by a known method. That is, the capacitance-voltage relationship was determined from impedance-potential measurement (1 kHz, 0.05 Vpp, bias voltage 0-10 V / dv = 0.01, 20 ° C.), and determined according to the method described in Non-Patent Document 1. The results are shown in Table 1.
以上の結果から、Δεの向上が確認されたことにより、液晶相溶性第13族元素ナノ粒子の添加によって液晶特性が改善されたことが分かる。 From the above results, it can be seen that the improvement of Δε was confirmed, and the liquid crystal characteristics were improved by the addition of the liquid crystal compatible Group 13 element nanoparticles.
本発明は、液晶相溶性第13族元素ナノ粒子及びそのペースト並びにそれらの製法に関する。液晶相溶性第13族元素ナノ粒子は、例えば、液晶特性を改善する為の添加材料として有用な化合物である。 The present invention relates to liquid crystal-compatible Group 13 element nanoparticles, pastes thereof, and methods for producing them. Liquid crystal-compatible Group 13 element nanoparticles are useful compounds as additive materials for improving liquid crystal characteristics, for example.
Claims (6)
(2)並びに1種又は複数種の液晶分子
を含んでなる液晶相溶性第13族元素ナノ粒子。 (1) Periodic table group 13 element, or periodic table group 13 element and one or more other metal elements,
(2) Liquid crystal compatible group 13 element nanoparticles comprising one or more liquid crystal molecules.
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JP2003149683A (en) * | 2001-08-31 | 2003-05-21 | Naoki Toshima | Liquid crystal compatible particle, method for manufacturing the same, and liquid crystal display device |
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JP2008303387A (en) * | 2007-05-10 | 2008-12-18 | Ube Ind Ltd | Liquid crystal-compatible group 3 element nanoparticle, its paste, and method for producing them |
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JP2003149683A (en) * | 2001-08-31 | 2003-05-21 | Naoki Toshima | Liquid crystal compatible particle, method for manufacturing the same, and liquid crystal display device |
JP2005515273A (en) * | 2001-10-24 | 2005-05-26 | ザ・リージェンツ・オブ・ザ・ユニバーシティー・オブ・カリフォルニア | Semiconductor liquid crystal composition and method for producing the same |
JP2006291016A (en) * | 2005-04-08 | 2006-10-26 | Nano Opt Kenkyusho:Kk | Liquid crystal compatible nanorod, method for producing the same, liquid crystal medium, and liquid crystal element |
WO2007108154A1 (en) * | 2006-03-22 | 2007-09-27 | Sharp Kabushiki Kaisha | Fine particle, liquid-crystal composition, and liquid-crystal display element |
JP2008303387A (en) * | 2007-05-10 | 2008-12-18 | Ube Ind Ltd | Liquid crystal-compatible group 3 element nanoparticle, its paste, and method for producing them |
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JPWO2009054142A1 (en) * | 2007-10-25 | 2011-03-03 | スタンレー電気株式会社 | Liquid crystal display device |
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JP2010286585A (en) * | 2009-06-10 | 2010-12-24 | Stanley Electric Co Ltd | Liquid crystal display device with active driving system |
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