JP2009012996A - Porous fine particles and method for producing the same - Google Patents
Porous fine particles and method for producing the same Download PDFInfo
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- JP2009012996A JP2009012996A JP2007174762A JP2007174762A JP2009012996A JP 2009012996 A JP2009012996 A JP 2009012996A JP 2007174762 A JP2007174762 A JP 2007174762A JP 2007174762 A JP2007174762 A JP 2007174762A JP 2009012996 A JP2009012996 A JP 2009012996A
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- fine particles
- substance
- porous
- resin
- supported
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- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Silicon Compounds (AREA)
Abstract
Description
本発明は被担持物質を多孔質微粒子に内包し、さらにその表面を硬化性化合物もしくは高分子化合物で被覆することにより被担持物質を保持した、または被担持物質と硬化性化合物もしくは高分子化合物の相溶化物とを、多孔質微粒子内に内包することにより被担持物質を保持した、特定の外部要因により被担持物質を放出することができる多孔質微粒子およびその製造方法に関する。 In the present invention, the supported material is held by encapsulating the supported material in porous fine particles and the surface thereof is further coated with a curable compound or polymer compound, or the supported material and the curable compound or polymer compound are retained. The present invention relates to a porous fine particle in which a supported substance is held by encapsulating a compatibilized substance in the porous fine particle, and the supported substance can be released by a specific external factor, and a method for producing the same.
従来、有機物または無機物からなる多孔質微粒子に、色素、香料、機能性物質、農薬、医薬、酵素、生理活性物質などを内包あるいは吸着させた微粒子は、種々の用途に供されてきた。例えば、香料については合成樹脂などに直接混合することが難しい場合には、一旦多孔質微粒子に吸着させた後、樹脂に混合するということが行われていた。防虫剤などの機能性物質についても直接繊維に付着させることが難しい場合には、一旦多孔質微粒子に吸着させて、その後防虫剤を吸着した多孔質微粒子を繊維に付着させることが行われてきた。また、外用剤を多孔質樹脂微粒子に配合して、塗布時の擦り付けや押し付けによる変形を利用して有効成分を微粒子外へ放出することが提案された（例えば、特許文献１など参照。）。しかし、これらの多孔質微粒子に吸着させた色素、香料、機能性物質、農薬、医薬、酵素、生理活性物質などは、速やかに放散されて、その効果を長期間持続させることはできなかった。 Conventionally, fine particles in which pigments, fragrances, functional substances, agricultural chemicals, pharmaceuticals, enzymes, physiologically active substances and the like are encapsulated or adsorbed in porous fine particles made of organic or inorganic substances have been used for various applications. For example, when it is difficult to directly mix a fragrance with a synthetic resin or the like, the fragrance has been once adsorbed on porous fine particles and then mixed with the resin. In the case where it is difficult to directly attach a functional substance such as an insect repellent to the fiber, once it is adsorbed to the porous fine particles, and then the porous fine particles adsorbed with the insect repellent are adhered to the fiber. . In addition, it has been proposed that an external preparation is blended with porous resin fine particles and the active ingredient is released out of the fine particles by using deformation by rubbing or pressing during application (see, for example, Patent Document 1). However, pigments, fragrances, functional substances, agricultural chemicals, pharmaceuticals, enzymes, physiologically active substances and the like adsorbed on these porous fine particles are rapidly released and the effects cannot be sustained for a long time.
さらに、色素、香料、機能性物質、農薬、医薬、酵素、生理活性物質などの被担持物質を透過性物質で被覆した内包物を多孔質微粒子に担持させた徐放性多孔質微粒子あるいは水中において薬剤を徐放する水中薬剤徐放性微粒子が提案された（例えば、特許文献２、特許文献３など参照。）。この多孔質微粒子は徐放効果を長時間持続させる効果はあるものの、吸着させた物質の効果を潜在化させ、何らかの外部要因が加わった際にその効果を速やかに発現させることはできなかった。
Furthermore, in sustained-release porous fine particles in which inclusions in which supported substances such as pigments, fragrances, functional substances, agricultural chemicals, pharmaceuticals, enzymes, and physiologically active substances are coated with permeable substances are supported on porous fine particles or in water In-water drug sustained-release fine particles for slow-release of drugs have been proposed (see, for example,
上述のように、従来採用されてきた多孔質微粒子に色素、香料、機能性物質、農薬、医薬、酵素、生理活性物質などを内包させた微粒子は、一旦保持した被担持物質の放出速度を制御し、徐放性の多孔質微粒子あるいは薬剤を水中で徐放する水中薬剤徐放性微粒子を製造することはできたが、保管時には被担持物質の放出を防止し、熱、光、機械的衝撃などの外部要因により、被担持物質が放出されるという機能をもった微粒子は存在せず、任意の時期に特定の条件を付与することにより、被担持物質を微粒子から速やかに放出するという機能が求められていた。 As mentioned above, fine particles in which pigments, fragrances, functional substances, agricultural chemicals, medicines, enzymes, bioactive substances, etc. are encapsulated in porous fine particles that have been conventionally used, control the release rate of the retained substance once held However, sustained-release porous microparticles or submerged drug sustained-release microparticles that release the drug in water could be manufactured, but during storage, release of the supported substance was prevented, and heat, light, mechanical shock There is no fine particle that has the function of releasing the supported substance due to external factors such as, and the function of quickly releasing the supported substance from the fine particle by applying specific conditions at any time It was sought after.
本発明者らは、上記課題を解決するために種々検討を行った結果、本発明を完成するに至った。すなわち、被担持物質を多孔質微粒子内に内包し、さらにその表面を硬化性化合物または高分子化合物で被覆することにより被担持物質を保持し、特定の外部要因により被担持物質を放出することを特徴とする多孔質微粒子であって、上記多孔質微粒子が、無機物質からなる場合には、無機物質が、二酸化珪素、珪酸カルシウム、アパタイト、アルミナ、ゼオライト、リン酸塩および炭酸塩のいずれか１種または２種以上からなることが好ましい。 As a result of various studies to solve the above problems, the present inventors have completed the present invention. In other words, the supported material is encapsulated in the porous fine particles, and the surface of the supported material is covered with a curable compound or a polymer compound to hold the supported material, and the supported material is released by a specific external factor. When the porous fine particles are characterized by being made of an inorganic substance, the inorganic substance is any one of silicon dioxide, calcium silicate, apatite, alumina, zeolite, phosphate, and carbonate. It is preferable that it consists of seed | species or 2 or more types.
また、上記多孔質微粒子が、有機物質からなる場合には、有機物質が、ポリエチレン、ポリウレタン、セルロース、ポリアミド、ポリビニルホルマール、フェノール樹脂、エポキシ樹脂、尿素樹脂および天然繊維物質のいずれか１種または２種以上からなる複合物であることが好ましい。 Further, when the porous fine particles are made of an organic material, the organic material is any one or two of polyethylene, polyurethane, cellulose, polyamide, polyvinyl formal, phenol resin, epoxy resin, urea resin, and natural fiber material. A composite composed of more than one species is preferable.
さらに、上記被担持物質が、色素、香料、機能性物質、農薬、医薬、酵素および生理活性物質のいずれか１種であることが好ましい。 Furthermore, the supported substance is preferably any one of a pigment, a fragrance, a functional substance, an agrochemical, a pharmaceutical, an enzyme, and a physiologically active substance.
次いで、上記硬化性化合物または高分子化合物が、アクリル樹脂、エポキシ樹脂、フェノール樹脂、メラミン樹脂、シリコン樹脂、ウレタン樹脂、ポリエステル樹脂、ポリアミド樹脂、有機珪素化合物および天然有機高分子化合物のいずれか１種または２種以上からなる複合物であることが好ましい。 Next, the curable compound or the polymer compound is any one of acrylic resin, epoxy resin, phenol resin, melamine resin, silicon resin, urethane resin, polyester resin, polyamide resin, organic silicon compound, and natural organic polymer compound. Or it is preferable that it is a composite which consists of 2 or more types.
本発明の第２は、被担持物質並びに硬化性化合物および高分子化合物のいずれか１種の相溶化物を、多孔質微粒子内に内包することにより、被担持物質を保持し、特定の外部要因により被担持物質を放出することを特徴とする多孔質微粒子であって、上記多孔質微粒子が、無機物質からなる場合には、無機物質が、二酸化珪素、珪酸カルシウム、アパタイト、アルミナ、ゼオライト、リン酸塩および炭酸塩のいずれか１種または２種以上からなることが好ましい。 In the second aspect of the present invention, the supported substance is retained by encapsulating the supported substance and any one of the curable compound and the polymer compound in the porous fine particles, and the specific external factors are retained. When the porous fine particles are made of an inorganic substance, the inorganic substance is silicon dioxide, calcium silicate, apatite, alumina, zeolite, phosphorus, and the like. It is preferable to consist of any one or more of acid salts and carbonates.
また、上記多孔質微粒子が、有機物質からなる場合には、有機物質が、ポリエチレン、ポリウレタン、セルロース、ポリアミド、ポリビニルホルマール、フェノール樹脂、エポキシ樹脂、尿素樹脂および天然繊維物質のいずれか１種または２種以上からなる複合物であることが好ましい。 Further, when the porous fine particles are made of an organic material, the organic material is any one or two of polyethylene, polyurethane, cellulose, polyamide, polyvinyl formal, phenol resin, epoxy resin, urea resin, and natural fiber material. A composite composed of more than one species is preferable.
さらに、上記被担持物質が、色素、香料、機能性物質、農薬、医薬、酵素および生理活性物質のいずれか１種であることが好ましい。 Furthermore, the supported substance is preferably any one of a pigment, a fragrance, a functional substance, an agrochemical, a pharmaceutical, an enzyme, and a physiologically active substance.
次いで、上記硬化性化合物または高分子化合物が、アクリル樹脂、エポキシ樹脂、フェノール樹脂、メラミン樹脂、シリコン樹脂、ウレタン樹脂、ポリエステル樹脂、ポリアミド樹脂、有機珪素化合物および天然有機高分子化合物のいずれか１種または２種以上からなる複合物であることが好ましい。 Next, the curable compound or the polymer compound is any one of acrylic resin, epoxy resin, phenol resin, melamine resin, silicon resin, urethane resin, polyester resin, polyamide resin, organic silicon compound, and natural organic polymer compound. Or it is preferable that it is a composite which consists of 2 or more types.
被担持物質を放出させるための上記特定の外部要因が、熱、機械的破壊、溶媒および光のいずれか１種であることがさらに好ましい。 More preferably, the specific external factor for releasing the supported substance is any one of heat, mechanical destruction, solvent and light.
本発明の第３は、被担持物質を内包した多孔質微粒子を硬化性化合物および高分子化合物のいずれか１種を用いて被覆することを特徴とする多孔質微粒子の製造方法であって、上記硬化性化合物または高分子化合物が、アクリル樹脂、エポキシ樹脂、フェノール樹脂、メラミン樹脂、シリコン樹脂、ウレタン樹脂、ポリエステル樹脂、ポリアミド樹脂、有機珪素化合物および天然有機高分子化合物のいずれか１種または２種以上からなる複合物であることが好ましい。 According to a third aspect of the present invention, there is provided a method for producing porous fine particles characterized in that the porous fine particles encapsulating a supported substance are coated with any one of a curable compound and a polymer compound. The curable compound or polymer compound is one or two of acrylic resin, epoxy resin, phenol resin, melamine resin, silicon resin, urethane resin, polyester resin, polyamide resin, organic silicon compound, and natural organic polymer compound. A composite comprising the above is preferred.
本発明の第４は、被担持物質並びに硬化性化合物および高分子化合物のいずれか１種の相溶化物を多孔質微粒子に内包させ多孔質微粒子内で硬化物を調製することを特徴とする多孔質微粒子の製造方法であって、上記硬化性化合物または高分子化合物が、アクリル樹脂、エポキシ樹脂、フェノール樹脂、メラミン樹脂、シリコン樹脂、ウレタン樹脂、ポリエステル樹脂、ポリアミド樹脂、有機珪素化合物および天然有機高分子化合物のいずれか１種または２種以上からなる複合物であることが好ましい。 According to a fourth aspect of the present invention, a porous material is characterized in that a material to be supported, a compatibilized material of any one of a curable compound and a polymer compound is encapsulated in porous fine particles, and a cured product is prepared in the porous fine particles. The curable compound or polymer compound is an acrylic resin, epoxy resin, phenol resin, melamine resin, silicon resin, urethane resin, polyester resin, polyamide resin, organic silicon compound and natural organic compound. A composite composed of any one or more of the molecular compounds is preferable.
本発明の多孔質微粒子は、被担持物質を長期間安定的に保持し、被担持物質を必要とする際には、特定の外的要因を与えることにより、外部に速やかに放出することができるという有用な微粒子である。このことは、被担持物質が触媒あるいはインディケーターなどの場合には、極めて有用である。 The porous fine particles of the present invention can hold a supported substance stably for a long period of time, and when a supported substance is required, can be quickly released to the outside by giving a specific external factor. This is a useful fine particle. This is extremely useful when the supported material is a catalyst or an indicator.
本発明における被担持物質とは、多孔質微粒子に内包される色素、香料、機能性物質、農薬、医薬、酵素、生理活性物質などをいい、色素としては各種染料、香料としては植物から抽出された精油、合成香料など、機能性物質としては反応を制御するための触媒、染料と組み合わせて使用する発色剤、消色剤、難燃剤、消泡剤、帯電防止剤など、農薬としては防虫剤、昆虫忌避剤、猫忌避剤など、医薬としては抗菌剤、消毒剤など、酵素としてはジャスターゼ、プロテアーゼ、セルラーゼ、リパーゼなど、生理活性物質としてはビタミンＢ1、ビタミンＢ2、ビタミンＢ6、ビタミンＢ12、 ビタミンＣなどの水溶性ビタミン類、ビタミンＡ、ビタミンＤ、ビタミンＥなどの脂溶性ビタミン類、リジン、グルタミン酸などのアミノ酸類などを例示することができる。 The supported substance in the present invention refers to a pigment, a fragrance, a functional substance, an agrochemical, a pharmaceutical, an enzyme, a physiologically active substance and the like encapsulated in porous fine particles, and the pigment is extracted from various dyes and the fragrance is extracted from a plant. As an agrochemical, an insecticide is used as a functional substance such as a catalyst for controlling the reaction, a color former used in combination with a dye, a color erasing agent, a flame retardant, an antifoaming agent, an antistatic agent, etc. , Insect repellents, cat repellents, antibacterial agents, disinfectants, etc. as medicines, enzymes such as jastase, protease, cellulase, lipase, etc., bioactive substances such as vitamin B 1 , vitamin B 2 , vitamin B 6 , vitamins B 12, water-soluble vitamins such as vitamin C, vitamin a, vitamin D, fat-soluble vitamins such as vitamin E, lysine, an amino acid or the like such as glutamic acid It can Shimesuru.
本発明における多孔質微粒子とは、図１乃至図３の模式図に示したように、無機物質または有機物質の粒子骨格からなり、多孔質微粒子が無機物質からなる場合には、炭酸カルシウム、炭酸バリウムなどの炭酸塩、ケイ酸カルシウム、ケイ酸バリウム、ケイ酸マグネシウムなどのケイ酸塩、リン酸カルシウム、リン酸バリウム、リン酸マグネシウム、リン酸ジルコニウム、アパタイトなどのリン酸塩、金属酸化物として二酸化ケイ素、アルミナなどを、例示することができる。多孔質微粒子が有機物質からなる場合には、ポリエチレン、ポリウレタン、セルロース、ポリアミド、ポリビニルホルマール、フェノール樹脂、エポキシ樹脂、尿素樹脂および天然繊維物質などを例示することができる。なお、天然繊維物質としては、各種木材の粉砕チップをあげることができる。 The porous fine particles in the present invention are composed of a particle skeleton of an inorganic substance or an organic substance as shown in the schematic diagrams of FIGS. 1 to 3, and when the porous fine particles are made of an inorganic substance, calcium carbonate, carbonic acid Carbonates such as barium, silicates such as calcium silicate, barium silicate and magnesium silicate, phosphates such as calcium phosphate, barium phosphate, magnesium phosphate, zirconium phosphate and apatite, silicon dioxide as metal oxide Alumina and the like can be exemplified. When the porous fine particles are made of an organic substance, examples thereof include polyethylene, polyurethane, cellulose, polyamide, polyvinyl formal, phenol resin, epoxy resin, urea resin, and natural fiber substance. In addition, as a natural fiber substance, the grinding | pulverization chip | tip of various wood can be mention | raise | lifted.
本発明における硬化性化合物あるいは高分子化合物とは、被担持物質を内包した多孔質微粒子の表面を被覆するため、あるいは被担持物質を相溶させる物質をいい、被担持物質の保護と拡散防止の効果を持つ物質であって、特定の外部要因を受けた際に破壊されることで被担持物質の放出を行うことができる物質をいう。硬化性化合物あるいは高分子化合物としては、アクリル樹脂、エポキシ樹脂、フェノール樹脂、メラミン樹脂、シリコン樹脂、ウレタン樹脂、ポリエステル樹脂、ポリアミド樹脂、有機珪素化合物、天然有機高分子化合物などが挙げることができる。 The curable compound or polymer compound in the present invention refers to a material that covers the surface of the porous fine particles encapsulating the supported material, or that compatibilizes the supported material, and protects the supported material and prevents diffusion. A substance that has an effect and can release a supported substance by being destroyed when subjected to a specific external factor. Examples of the curable compound or polymer compound include acrylic resin, epoxy resin, phenol resin, melamine resin, silicon resin, urethane resin, polyester resin, polyamide resin, organic silicon compound, and natural organic polymer compound.
これらの樹脂をより詳細に例示すると、エポキシ樹脂としては、ノボラック型エポキシ樹脂、ビスフェノール型エポキシ樹脂、ビフェニル型エポキシ樹脂、グリシジルアミン型樹脂を挙げることができる。フェノール樹脂としては、ノボラック型フェノール樹脂、ビスフェノール樹脂などが挙げられる。シリコン樹脂としては、自己架橋型、付加重合型などを挙げることができる。アクリル樹脂としては、ポリメタクリル酸エステル、ポリアクリル酸エステルなどを挙げることができる。また、有機珪素化合物としては、テトラエトキシシラン、テトラメトキシシラン、ブチルシリケート、アルキルアルコキシシラン、ポリシロキサンオリゴマーなどを挙げることができる。 When these resins are illustrated in more detail, examples of the epoxy resin include novolac type epoxy resins, bisphenol type epoxy resins, biphenyl type epoxy resins, and glycidylamine type resins. Examples of the phenol resin include novolak type phenol resins and bisphenol resins. Examples of the silicone resin include a self-crosslinking type and an addition polymerization type. Examples of the acrylic resin include polymethacrylic acid ester and polyacrylic acid ester. Examples of the organosilicon compound include tetraethoxysilane, tetramethoxysilane, butyl silicate, alkylalkoxysilane, and polysiloxane oligomer.
本発明にいう天然有機高分子化合物とは、セルロースおよびセルロース誘導体、タンパク質、などであって、ゼラチン、アラビアゴム、シェラック、蝋、パラフィンワックス、セレシンワックスなどを挙げることができる。 The natural organic polymer compound referred to in the present invention includes cellulose, cellulose derivatives, proteins, and the like, and examples thereof include gelatin, gum arabic, shellac, wax, paraffin wax, and ceresin wax.
本発明にいう相溶化物とは、被担持物質と硬化性化合物または高分子化合物が、完全に溶け合ったもので、放置しても被担持物質と分離しない状態のものをいう。 The compatibilized product as used in the present invention refers to a material in which a supported material and a curable compound or a polymer compound are completely dissolved and are not separated from the supported material even if left to stand.
本発明にいう複合物とは、被担持物質と硬化性化合物または高分子化合物の混合物を指し、存在状態において各成分が分離している場合も含めたものをいう。 The composite referred to in the present invention refers to a mixture of a supported substance and a curable compound or a polymer compound, and includes a case where each component is separated in the existing state.
本発明の多孔質微粒子の製造において、被担持物質を被覆する硬化性化合物あるいは高分子化合物は、被担持物質の物理的、化学的特性および使用条件に基づいて選定するが、多孔質微粒子を被覆した後に硬化して皮膜を形成するもの、または溶媒除去により皮膜を形成するものを用いることが好ましい。また、被担持物質と相溶させて製造する場合においては、被担持物質と相溶するかもしくは溶剤中で相溶するものを用いることが好ましい。 In the production of the porous fine particles of the present invention, the curable compound or polymer compound that coats the supported material is selected based on the physical and chemical characteristics of the supported material and the use conditions. It is preferable to use a material that is cured to form a film, or that forms a film by removing the solvent. In the case of manufacturing by being compatible with the supported material, it is preferable to use a material compatible with the supported material or in a solvent.
多孔質微粒子の製造方法としては、被担持物質を多孔質に内包させた後、膜剤により被覆させる方法、膜剤に被担持物質を相溶させたものを多孔質微粒子に内包させる方法のいずれの手法を用いてもよく、被担持物質の物理的、化学的特性および使用条件に基づいて選定を行えばよく、また被担持物質を内包した多孔質微粒子の表面をさらに膜剤で被覆してもよい。 As a method for producing porous fine particles, either a method in which a supported substance is encapsulated in a porous form and then coated with a film agent, or a method in which a supported substance is mixed in a film agent is encapsulated in porous fine particles. This method may be used, and the selection may be made based on the physical and chemical characteristics of the supported substance and the use conditions, and the surface of the porous fine particles enclosing the supported substance may be further coated with a film agent. Also good.
多孔質微粒子に被担持物質を内包させる方法としては、特に限定はないが、被担持物質を融点以上に加熱し、液状化させたものを多孔質微粒子に圧入する方法、あるいは溶媒に溶解させたものを多孔質微粒子に圧入させた後に溶媒を取り除く方法などが挙げられる。 The method for encapsulating the supported substance in the porous fine particles is not particularly limited. However, the supported substance is heated to a melting point or higher and the liquefied material is pressed into the porous fine particles or dissolved in a solvent. For example, a method of removing the solvent after the material is pressed into the porous fine particles can be mentioned.
本発明の詳細を実施例に基づいて説明するが、本発明の趣旨はこれに限定されるものではない。 Details of the present invention will be described based on examples, but the gist of the present invention is not limited thereto.
（実施例１）
発色剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径４μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／４）４０重量部を投入した。これとは別に、被担持物質として用意した発色剤（ビスフェノールＡ）３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。さらに、ガラス転移温度（Ｔg）１００℃のアクリル樹脂３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した発色剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させた。次いで、アクリル樹脂溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させてアクリル樹脂を皮膜物質とする発色剤内包シリカ微粒子を得た。
Example 1
Preparation of color former-containing porous fine particles In a vacuum chamber, 40 parts by weight of porous silica (MCB-FP / 4 manufactured by Enex Co., Ltd.) having an average particle diameter of 4 μm and a specific surface area of 300 m 2 / g was charged. Separately, 30 parts by weight of a color former (bisphenol A) prepared as a supported material was dissolved in 100 parts by weight of methyl ethyl ketone. Furthermore, what melt | dissolved 30 weight part of acrylic resins with a glass transition temperature (Tg) of 100 degreeC in 100 weight part of methyl ethyl ketone was prepared. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared solution of the color former was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure in the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated. Next, the acrylic resin solution was put into a vacuum chamber and allowed to permeate with stirring under reduced pressure. Next, the pressure inside the vacuum chamber was reduced again while being heated to 60 ° C., and methyl ethyl ketone was evaporated and separated to obtain color former-encapsulating silica fine particles having an acrylic resin as a coating material.
（実施例２）
ロイコ染料内包多孔質微粒子の調製
真空チャンバー内に平均粒径４μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／４）４０重量部を投入した。これとは別に、被担持物質として用意したロイコ染料（クリスタルバイオレット）３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。さらに、ガラス転移温度（Ｔｇ）１００℃のアクリル樹脂３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製したロイコ染料の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させた。次いで、アクリル樹脂溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させてアクリル樹脂を皮膜物質とするロイコ染料内包シリカ微粒子を得た。
(Example 2)
Preparation of leuco dye-containing porous fine particles In a vacuum chamber, 40 parts by weight of porous silica (MCB-FP / 4 manufactured by Enex Co., Ltd.) having an average particle size of 4 μm and a specific surface area of 300 m 2 / g was charged. Separately, 30 parts by weight of leuco dye (crystal violet) prepared as a supported substance was dissolved in 100 parts by weight of methyl ethyl ketone. Furthermore, what melt | dissolved 30 weight part of acrylic resins with a glass transition temperature (Tg) of 100 degreeC in 100 weight part of methyl ethyl ketone was prepared. While the vacuum chamber was kept under reduced pressure, the previously prepared leuco dye solution was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure in the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated. Next, the acrylic resin solution was put into a vacuum chamber and allowed to permeate with stirring under reduced pressure. Next, the inside of the vacuum chamber was again decompressed while being heated to 60 ° C., and methyl ethyl ketone was evaporated and separated to obtain leuco dye-containing silica fine particles having an acrylic resin as a coating material.
（実施例３）
イミダゾール内包多孔質微粒子の調製
真空チャンバー内に平均粒径１８μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネッ
クス社製ＭＣＢ−ＦＰ／１８）５０重量部を投入した。これとは別に、被担持物質として用意したイミダゾール（四国化成社製 ２Ｅ４ＭＺ）２０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。さらに、ビスフェノール型エポキシ樹脂（ジャパンエポキシレジン社製 ＪＥＲ８２８）３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製したイミダゾールの溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させた。次いで、エポキシ樹脂溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させ、さらに、８０℃で２時間加熱してエポキシ樹脂を硬化させ皮膜物質とし、イミダゾール内包シリカ微粒子を得た。
(Example 3)
Preparation of Imidazole-Encapsulated
（実施例４）
硬化剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径６μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／６）４５重量部を投入した。これとは別に、被担持物質として用意した硬化剤（ジアミノジフェニルスルホン）４５重量部をメチルエチルケトン２００重量部に溶解したものを用意した。さらに、ビスフェノール型エポキシ樹脂（ジャパンエポキシレジン社製 ＪＥＲ８２８）１０重量部を純水１００重量部に分散したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した硬化剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させた。次いで、エポキシ樹脂溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を８０℃に加熱しながら減圧し、純水を蒸発分離させ、さらに、１００℃で３時間加熱してエポキシ樹脂を硬化させ皮膜物質とし、硬化剤内包シリカ微粒子を得た。
Example 4
Preparation of Curing Agent-Incorporated Porous Fine Particles 45 parts by weight of porous silica (MCB-FP / 6 manufactured by Enex Co., Ltd.) having an average particle diameter of 6 μm and a specific surface area of 350 m 2 / g was put into a vacuum chamber. Separately from this, a solution prepared by dissolving 45 parts by weight of a curing agent (diaminodiphenyl sulfone) prepared as a supported substance in 200 parts by weight of methyl ethyl ketone was prepared. Furthermore, what disperse | distributed 10 weight part of bisphenol type epoxy resins (Japan Epoxy Resin company make JER828) in 100 weight part of pure water was prepared. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared solution of the curing agent was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure in the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated. Next, the epoxy resin solution was put into a vacuum chamber and permeated with stirring under reduced pressure. Next, the inside of the vacuum chamber is again decompressed while being heated to 80 ° C. to evaporate and separate pure water, and further heated at 100 ° C. for 3 hours to cure the epoxy resin to obtain a coating substance, whereby hardener-encapsulating silica fine particles are obtained. It was.
（実施例５）
除草剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径５０μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネッ
クス社製ＭＣＢ−ＦＰ／５０）５０重量部を投入した。これとは別に、被担持物質として用意した除草剤（２，４−ジクロロフェノキシ酢酸）３０重量部を純水１００重量部に溶解したものを用意した。さらに、ゼラチン（ゼライス社製 ＡＵ−Ｇ）２０重量部を純水２００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した除草剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を８０℃に加熱しながら減圧し、水を蒸発分離させた。次いで、ゼラチン溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を８０℃に加熱しながら減圧し、純水を蒸発分離させ、徐々に冷却しながらゼラチンを硬化させ皮膜物質とし、除草剤内包シリカ微粒子を得た。
(Example 5)
Preparation of herbicide-containing porous
（実施例６）
食品香料内包多孔質微粒子の調製
真空チャンバー内に平均粒径３μｍ、比表面積２５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／３）５０重量部を投入した。これとは別に、被担持物質として用意した食品香料（バニラエッセンス）１０重量部と寒天（松木寒天社製）１０重量部を純水１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した食品香料の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を８０℃に加熱しながら減圧し、純水を蒸発分離させた。徐々に冷却しながらゼラチンを硬化させ皮膜物質とし、食品香料内包シリカ微粒子を得た。
(Example 6)
Preparation of food fragrance-encapsulating porous
（実施例７）
難燃剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径６μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／６）４５重量部を投入した。これとは別に、被担持物質として用意した難燃剤（ペンタブロモジフェニルエーテル）４５重量部をメチルエチルケトン２００重量部に溶解したものを用意した。さらに、ビスフェノール型エポキシ樹脂（ジャパンエポキシレジン社製ＪＥＲ８２８）１０重量部を純水１００重量部に分散したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した難燃剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させた。次いで、エポキシ樹脂溶液を真空チャンバーに投入し、減圧下で攪拌しながら浸透させた。次に、再び真空チャンバー内を８０℃に加熱しながら減圧し、純水を蒸発分離させ、さらに、１００℃で３時間加熱してエポキシ樹脂を硬化させ皮膜物質とし、難燃剤内包シリカ微粒子を得た。
(Example 7)
Preparation of flame retardant-containing porous fine particles 45 parts by weight of porous silica (MCB-FP / 6 manufactured by Enex Co., Ltd.) having an average particle diameter of 6 μm and a specific surface area of 350 m 2 / g was put into a vacuum chamber. Separately from this, a solution prepared by dissolving 45 parts by weight of a flame retardant (pentabromodiphenyl ether) prepared as a supported substance in 200 parts by weight of methyl ethyl ketone was prepared. Further, 10 parts by weight of a bisphenol type epoxy resin (JER828 manufactured by Japan Epoxy Resin Co., Ltd.) dispersed in 100 parts by weight of pure water was prepared. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared flame retardant solution was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure in the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated. Next, the epoxy resin solution was put into a vacuum chamber and permeated with stirring under reduced pressure. Next, the inside of the vacuum chamber is again decompressed while being heated to 80 ° C. to evaporate and separate pure water, and further heated at 100 ° C. for 3 hours to cure the epoxy resin to form a coating material, thereby obtaining flame retardant encapsulating silica fine particles. It was.
（比較例１）
発色剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径４μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／４）４０重量部を投入した。これとは別に、被担持物質として用意した発色剤（ビスフェノールＡ）３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した発色剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させ発色剤内包シリカ微粒子を得た。
(Comparative Example 1)
Preparation of color former-containing porous fine particles In a vacuum chamber, 40 parts by weight of porous silica (MCB-FP / 4 manufactured by Enex Co., Ltd.) having an average particle diameter of 4 μm and a specific surface area of 300 m 2 / g was charged. Separately, 30 parts by weight of a color former (bisphenol A) prepared as a supported material was dissolved in 100 parts by weight of methyl ethyl ketone. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared solution of the color former was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure inside the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated to obtain color former-encapsulating silica fine particles.
（比較例２）
ロイコ染料内包多孔質微粒子の調製
真空チャンバー内に平均粒径４μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／４）４０重量部を投入した。これとは別に、被担持物質として用意したロイコ染料（クリスタルバイオレット）３０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製したロイコ染料の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させロイコ染料内包シリカ微粒子を得た。
(Comparative Example 2)
Preparation of leuco dye-containing porous fine particles In a vacuum chamber, 40 parts by weight of porous silica (MCB-FP / 4 manufactured by Enex Co., Ltd.) having an average particle size of 4 μm and a specific surface area of 300 m 2 / g was charged. Separately, 30 parts by weight of leuco dye (crystal violet) prepared as a supported substance was dissolved in 100 parts by weight of methyl ethyl ketone. While the vacuum chamber was kept under reduced pressure, the previously prepared leuco dye solution was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure in the vacuum chamber was reduced while heating to 60 ° C., and methyl ethyl ketone was evaporated and separated to obtain silica particles encapsulating leuco dye.
（比較例３）
イミダゾール内包多孔質微粒子の調製
真空チャンバー内に平均粒径１８μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネッ
クス社製ＭＣＢ−ＦＰ／１８）５０重量部を投入した。これとは別に、被担持物質として用意したイミダゾール（四国化成社製 ２Ｅ４ＭＺ）２０重量部をメチルエチルケトン１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製したイミダゾールの溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させイミダゾール内包シリカ微粒子を得た。
(Comparative Example 3)
Preparation of Imidazole-Encapsulated
（比較例４）
硬化剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径６μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／６）４５重量部を投入した。これとは別に、被担持物質として用意した硬化剤（ジアミノジフェニルスルホン）４５重量部をメチルエチルケトン２００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した硬化剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させ硬化剤内包シリカ微粒子を得た。
(Comparative Example 4)
Preparation of Curing Agent-Incorporated Porous Fine Particles 45 parts by weight of porous silica (MCB-FP / 6 manufactured by Enex Co., Ltd.) having an average particle diameter of 6 μm and a specific surface area of 350 m 2 / g was put into a vacuum chamber. Separately from this, a solution prepared by dissolving 45 parts by weight of a curing agent (diaminodiphenyl sulfone) prepared as a supported substance in 200 parts by weight of methyl ethyl ketone was prepared. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared solution of the curing agent was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The pressure inside the vacuum chamber was reduced while heating to 60 ° C. to evaporate and separate methyl ethyl ketone to obtain hardener-encapsulating silica fine particles.
（比較例５）
除草剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径５０μｍ、比表面積３００ｍ2/ｇの多孔質シリカ（エネッ
クス社製ＭＣＢ−ＦＰ／５０）５０重量部を投入した。これとは別に、被担持物質として用意した除草剤（２，４−ジクロロフェノキシ酢酸）３０重量部を純水１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した除草剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を８０℃に加熱しながら減圧し、水を蒸発分離させ除草剤内包シリカ微粒子を得た。
(Comparative Example 5)
Preparation of herbicide-containing porous
（比較例６）
食品香料内包多孔質微粒子の調製
真空チャンバー内に平均粒径３μｍ、比表面積２５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／３）５０重量部を投入した。これとは別に、被担持物質として用意した食品香料（バニラエッセンス）１０重量部を純水１００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した食品香料の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を８０℃に加熱しながら減圧し、純水を蒸発分離させ食品香料内包シリカ微粒子を得た。
(Comparative Example 6)
Preparation of food fragrance-encapsulating porous
（比較例７）
難燃剤内包多孔質微粒子の調製
真空チャンバー内に平均粒径６μｍ、比表面積３５０ｍ2/ｇの多孔質シリカ（エネック
ス社製ＭＣＢ−ＦＰ／６）４５重量部を投入した。これとは別に、被担持物質として用意した難燃剤（ペンタブロモジフェニルエーテル）４５重量部をメチルエチルケトン２００重量部に溶解したものを用意した。真空チャンバー内を減圧下におきながら、先に調製した難燃剤の溶液を加え、多孔質シリカに充分浸透させた後、３０分間攪拌して大気圧に戻した。真空チャンバー内を６０℃に加熱しながら減圧し、メチルエチルケトンを蒸発分離させ難燃剤内包シリカ微粒子を得た。
(Comparative Example 7)
Preparation of flame retardant-containing porous fine particles 45 parts by weight of porous silica (MCB-FP / 6 manufactured by Enex Co., Ltd.) having an average particle diameter of 6 μm and a specific surface area of 350 m 2 / g was put into a vacuum chamber. Separately from this, a solution prepared by dissolving 45 parts by weight of a flame retardant (pentabromodiphenyl ether) prepared as a supported substance in 200 parts by weight of methyl ethyl ketone was prepared. While keeping the inside of the vacuum chamber under reduced pressure, the previously prepared flame retardant solution was added and sufficiently infiltrated into the porous silica, and then stirred for 30 minutes to return to atmospheric pressure. The inside of the vacuum chamber was depressurized while being heated to 60 ° C., and methyl ethyl ketone was evaporated and separated to obtain flame retardant-encapsulating silica fine particles.
（試験例１）
発色剤内包シリカ微粒子、ロイコ染料内包シリカ微粒子による発色性試験
実施例１及び２、比較例１及び２で得られた発色剤内包シリカ微粒子、ロイコ染料内包シリカ微粒子及び発色剤、ロイコ染料を混合し、長期保管性、耐水性および加熱時、溶剤添加時の発色応答性について評価したところ、膜剤を使用することにより長期保管性の向上、耐水性の向上が確認された。また加熱時、溶剤添加時には容易に発色することが確認された。発色試験の結果を表１に示した。
(Test Example 1)
Color development test with color former-encapsulated silica fine particles and leuco dye-encapsulated silica fine particles Example 1 and 2, color former-encapsulated silica fine particles obtained in Comparative Examples 1 and 2, leuco dye-encapsulated silica fine particles, color former, and leuco dye were mixed. Evaluation of long-term storage stability, water resistance, and color development response upon heating and addition of a solvent confirmed that long-term storage stability and water resistance were improved by using a film agent. In addition, it was confirmed that the color was easily developed during heating and when the solvent was added. The results of the color development test are shown in Table 1.
（試験例２）
イミダゾール内包シリカ微粒子によるエポキシ樹脂の硬化試験
実施例３及び比較例３で得られたイミダゾール内包シリカ微粒子及びイミダゾール（未処理）を硬化触媒に用いて液状エポキシ樹脂（JER製 ＪＥＲ８２８）の硬化促進試験を実施した。エポキシ樹脂に対してイミダゾールが５ｐｈｒになるように添加し、常温(２５℃)及び昇温時（１０℃/分）の粘度変化を測定したところ、膜剤を使用することにより、常温での反応性を制御し、高温時の反応性を維持していることが確認された。硬化試験の結果を図４及び図５に示した。
(Test Example 2)
Curing acceleration test of epoxy resin with imidazole-encapsulated silica particles Using imidazole-encapsulated silica particles and imidazole (untreated) obtained in Example 3 and Comparative Example 3 as a curing catalyst, a curing acceleration test of liquid epoxy resin (JER828 made by JER) Carried out. Addition of imidazole to epoxy resin to 5 phr and measure the viscosity change at room temperature (25 ° C) and at elevated temperature (10 ° C / min). It was confirmed that the reactivity was controlled and the reactivity at high temperature was maintained. The results of the curing test are shown in FIGS.
（試験例３）
硬化剤内包シリカ微粒子によるエポキシ樹脂の硬化試験
実施例４及び比較例４で得られた硬化剤内包シリカ微粒子および硬化剤（未処理）を硬化剤に用いて液状エポキシ樹脂（JER製 ＪＥＲ８２８）の硬化促進試験を実施した。エポキシ樹脂に対して硬化剤が７０ｐｈｒになるように添加し、恒温(７０℃)、昇温時（１０℃/分）の粘度変化を測定したところ、膜剤を使用することにより、恒温(７０℃)での反応性を制御し、高温時の反応性を維持していることが確認された。硬化試験の結果を図５及び図６に示した。
(Test Example 3)
Curing test of epoxy resin with curing agent-encapsulated silica fine particles Curing of liquid epoxy resin (JER828 made by JER) using curing agent-encapsulated silica fine particles and curing agent (untreated) obtained in Example 4 and Comparative Example 4 as curing agents An accelerated test was conducted. The curing agent was added to the epoxy resin so as to be 70 phr, and the viscosity change at a constant temperature (70 ° C.) and when the temperature was increased (10 ° C./min) was measured. It was confirmed that the reactivity at high temperature was controlled and the reactivity at high temperature was maintained. The results of the curing test are shown in FIGS.
（試験例４）
除草剤内包シリカ微粒子による成分保持試験
実施例５及び比較例５で得られた除草剤内包シリカ微粒子を用いて、除草剤成分の長期保持試験を実施した。除草剤成分残存量の比較と散布時の除草剤の溶出性の試験をしたところ、常温放置条件では除草剤の減量はなく、散布時（水付加）により除草剤成分の溶出が確認された。除草剤成分の揮発を防止できることが判明した。除草剤有効成分量は、水抽出による溶出量を測定し、その試験結果を表２に示した。
(Test Example 4)
Component retention test using herbicide-encapsulated silica fine particles Using the herbicide-encapsulated silica fine particles obtained in Example 5 and Comparative Example 5, a long-term retention test of herbicide components was performed. Comparison of the amount of herbicide component remaining and the test of herbicide elution at the time of spraying showed no loss of herbicide under normal temperature conditions, and the elution of the herbicide component was confirmed by spraying (water addition). It has been found that the herbicide components can be prevented from volatilizing. The amount of herbicide active ingredient was measured by the amount of elution by water extraction, and the test results are shown in Table 2.
（試験例５）
食品香料内包シリカ微粒子による、香気保持、加熱時の発香試験
実施例６及び比較例６で得られた食品香料内包シリカ微粒子を用いて、香気成分の長期保持試験及び加熱時の香気試験を実施した。長期放置後の過熱による香気の確認をしたところ、長期保管後においても香料の劣化、減少がなく、加熱時に香気が確認された。その試験結果を表３に示した。
(Test Example 5)
Fragrance test at the time of aroma retention and heating with silica fine particles encapsulated in food fragrance Using the silica fine particles encapsulated in food fragrance obtained in Example 6 and Comparative Example 6, a long-term retention test of aroma components and an aroma test at heating did. The fragrance was confirmed by overheating after being left for a long time. As a result, the fragrance was not deteriorated or decreased even after long-term storage, and the fragrance was confirmed during heating. The test results are shown in Table 3.
（試験例６）
難燃剤内包シリカ微粒子による、難燃性、耐洗濯試験
実施例７及び比較例７で得られた難燃剤内包シリカ微粒子を、バインダーを用いて生地加工を行った。加工生地の複数回の洗濯後の難燃性を試験したところ、洗濯後も難燃性の維持をしていることが確認された。その試験結果を表４に示した。
(Test Example 6)
Flame retardancy and washing resistance test using flame retardant-encapsulated silica fine particles The flame retardant-encapsulated silica fine particles obtained in Example 7 and Comparative Example 7 were processed into a fabric using a binder. When the fire resistance of the processed fabric after multiple washings was tested, it was confirmed that the fire resistance was maintained even after washing. The test results are shown in Table 4.
以上の結果より、本発明により確立された製造方法で得られる多孔質微粒子は、微粒子内の被担持物質を強く保持するとともに、特定の条件を与えることにより被担持物質を放出し、その機能を発現することが判明した。 From the above results, the porous fine particles obtained by the production method established according to the present invention strongly hold the supported substance in the fine particles, and release the supported substance by giving specific conditions, and the function thereof is reduced. It was found to develop.
１．多孔質微粒子
２．多孔質微粒子骨格
３．被担持物質
４．硬化性化合物または高分子化合物
５．被担持物質と硬化性化合物または高分子化合物の相溶化物
1. 1. Porous
Claims (13)
The porous material according to any one of claims 10 to 12, wherein the supported substance is any one of a pigment, a fragrance, a functional substance, an agricultural chemical, a medicine, an enzyme, and a physiologically active substance. Fine particles.
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