JPS5940501B2 - Manufacturing method of microcapsules - Google Patents
Manufacturing method of microcapsulesInfo
- Publication number
- JPS5940501B2 JPS5940501B2 JP8562679A JP8562679A JPS5940501B2 JP S5940501 B2 JPS5940501 B2 JP S5940501B2 JP 8562679 A JP8562679 A JP 8562679A JP 8562679 A JP8562679 A JP 8562679A JP S5940501 B2 JPS5940501 B2 JP S5940501B2
- Authority
- JP
- Japan
- Prior art keywords
- microcapsules
- zinc
- methacrylic acid
- acid
- zinc oxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Landscapes
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】
本発明はマイクロカプセルの製造法、特に予め製造した
酸化亜鉛および/または水酸化亜鉛のマイクロカプセル
にメタクリル酸を含浸させて反応させるメタクリル酸亜
鉛の新規なマイクロカプセルの製造法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing microcapsules, and in particular to a novel method for producing microcapsules of zinc methacrylate by impregnating and reacting pre-produced microcapsules of zinc oxide and/or zinc hydroxide with methacrylic acid. Regarding the law.
マイクロカプセルの製造法としては従来から種種の方法
が提案されているが、芯物質の性質によつてはマイクロ
カプセル化がうまく達成できないものがある。Although various methods have been proposed for producing microcapsules, successful microencapsulation may not be achieved depending on the properties of the core material.
例えばソリッドゴルフボール用架橋剤として用いられる
メタクリル酸亜鉛はそのままでマイクロカプセル化する
とメタクリル酸亜鉛の高い凝集力のために満足すべきマ
イクロカプセルを得ることが困難である。本発明は以上
のごときマイクロカプセル化の困難なもの或いは不可能
なものをマイクロカプセル化する技術を提供するもので
ある。For example, when zinc methacrylate, which is used as a crosslinking agent for solid golf balls, is microencapsulated as it is, it is difficult to obtain satisfactory microcapsules due to the high cohesive force of zinc methacrylate. The present invention provides a technique for microencapsulating the above-mentioned materials that are difficult or impossible to microencapsulate.
即ち本発明は水に不溶性の酸化亜鉛および/または水酸
化物を壁材により被覆したマイクロカプセルに、メタク
リル酸を含浸させ、マイクロカプセル内部で酸化亜鉛お
よび/または水酸化亜鉛とメタクリル酸を反応させるこ
とを特徴とするメタクリル酸亜鉛のマイクロカプセルを
製造する方法に関する。本発明における酸化亜鉛および
/または水酸化亜鉛のマイクロカプセルは従来公知の方
法、例えば水性媒体や有機溶剤からのコアセルベーショ
ン法、界面重合法等適宜の方法を用いて製造されたもの
であつてよい。酸化亜鉛および/または水酸化亜鉛を被
覆する壁材は酸化亜鉛および/または水酸化亜鉛の種類
、性質、メタクリル酸の性質およびマイクロカプセル化
法等によつて適宜選定すればよい。That is, the present invention impregnates methacrylic acid into microcapsules coated with water-insoluble zinc oxide and/or hydroxide with a wall material, and reacts the methacrylic acid with zinc oxide and/or zinc hydroxide inside the microcapsules. The present invention relates to a method for producing microcapsules of zinc methacrylate, which is characterized by the following. The microcapsules of zinc oxide and/or zinc hydroxide in the present invention are produced using a conventionally known method, such as a coacervation method from an aqueous medium or an organic solvent, an interfacial polymerization method, etc. good. The wall material to be coated with zinc oxide and/or zinc hydroxide may be appropriately selected depending on the type and properties of zinc oxide and/or zinc hydroxide, the properties of methacrylic acid, the microencapsulation method, and the like.
好ましくはメタクリル酸のカプセル内部への透過性に優
れたもの、例えば、水性媒体を用いて浸透させるときは
アリル基を有するカルボン酸類、例えばアクリル酸、メ
タクリル酸またはエタクリル酸、アリル基を有するアミ
ド、エステル、ニトリルを少くとも一成分として有する
重合体である。桂皮酸、クロトン酸、マレイン酸、フマ
ール酸またはそのエステルをアリル基を有するカルボン
酸類の代りに部分的に使用してもよい。これらの重合体
は酸化亜鉛および/または水酸化亜鉛を水性媒体を用い
てコアギユレーシヨン法で製造するときは水溶性のもの
、例えばポリカルボン酸のナトリウムないしアンモニウ
ム塩等として用い、その水溶液に水に不溶性の芯物質を
分散させた後、塩置換、酸性化、加熱等の手段によつて
重合体を不溶化してもよい。Preferably, methacrylic acid has excellent permeability into the capsule, such as carboxylic acids having an allyl group such as acrylic acid, methacrylic acid or ethacrylic acid, amides having an allyl group when permeating the capsule using an aqueous medium. It is a polymer containing at least one component of ester or nitrile. Cinnamic acid, crotonic acid, maleic acid, fumaric acid or esters thereof may be used partially in place of the allyl group-containing carboxylic acids. When producing zinc oxide and/or zinc hydroxide by the coagulation method using an aqueous medium, these polymers are used as water-soluble ones, such as sodium or ammonium salts of polycarboxylic acids, and their aqueous solutions are used. After dispersing the water-insoluble core material, the polymer may be made insolubilized by salt substitution, acidification, heating, or the like.
もちろん従来から一般に用いられているゼラチン、ロジ
ン、アラビアゴム、CMClシエラツクPVAlメチル
セルロースアルギン酸ソーダ等から適宜選定して用いて
もよい。Of course, the material may be appropriately selected from conventionally commonly used gelatin, rosin, gum arabic, CMCl Sierra, PVAl, methyl cellulose, sodium alginate, etc.
有機溶剤からの相分離にはエチルセルロース、ポリエチ
レン、ゴム、ポリアクリル酸エステル類、ポリビニルア
セテート等から適宜選定すればよい。For phase separation from an organic solvent, an appropriate material may be selected from ethyl cellulose, polyethylene, rubber, polyacrylic acid esters, polyvinyl acetate, and the like.
この様にして製造されたマイクロカプセルは、次いで無
溶媒下あるいは適宜の溶剤、例えば壁材を溶解せず、メ
タクリル酸を溶解する溶剤(通常水を主成分とする溶剤
)中でメタクリル酸を含浸させる。酸化亜鉛および/ま
たは水酸化亜鉛はマイクロカプセル内部でメタクリル酸
と反応し、メタクリル酸亜鉛(正塩)のマイクロカプセ
ルが形成される。本発明方法によるメタクリル酸亜鉛の
マイクロカプセルの製造例を以下に説明する。The microcapsules produced in this way are then impregnated with methacrylic acid without a solvent or in an appropriate solvent, such as a solvent that does not dissolve the wall material but dissolves methacrylic acid (usually a solvent whose main component is water). let Zinc oxide and/or zinc hydroxide reacts with methacrylic acid inside the microcapsules to form microcapsules of zinc methacrylate (normal salt). An example of manufacturing zinc methacrylate microcapsules by the method of the present invention will be described below.
酸化亜鉛および/または水酸化亜鉛をポリアクリル酸、
ポリメタクリル酸、アクリル酸とアクリル酸エステルの
共重合物ないしポリアクリル酸エステルの部分けん化物
等の重合体の水溶性塩の水溶液に分散させ、次いで酢酸
亜鉛、酢酸アルミニウム、塩化カルシウム等の水溶性金
属塩を加えて重合体を水に不溶性にし、生じた沈澱物を
水洗し、水に不溶性の金属塩のマイクロカプセルを得、
これを所要のカルボン酸例えばアクリル酸、メタクリル
酸等の水溶液に浸漬することによつてカルボン酸の金属
塩のマイクロカプセルが得られる。Zinc oxide and/or zinc hydroxide with polyacrylic acid,
It is dispersed in an aqueous solution of a water-soluble salt of a polymer such as polymethacrylic acid, a copolymer of acrylic acid and acrylic ester, or a partially saponified product of polyacrylic ester, and then a water-soluble salt such as zinc acetate, aluminum acetate, calcium chloride, etc. A metal salt is added to make the polymer insoluble in water, and the resulting precipitate is washed with water to obtain microcapsules of a water-insoluble metal salt.
By immersing this in an aqueous solution of a required carboxylic acid, such as acrylic acid or methacrylic acid, microcapsules of a metal salt of carboxylic acid can be obtained.
この方法は、例えば金属酸化物や水酸化物は微細粉末と
して得られ易いが、カルボン酸金属塩としては微細粉末
として得難い場合、該カルボン酸金属塩の微細マイクロ
カプセルを得る方法として有用である。特にソリツドゴ
ルフボール用ゴムの架橋剤として有用なメタクリル酸亜
鉛のマイクロカプセルの製造に有用である。実施例 1
活性亜鉛華(粒径0.1μm以下)500g、水道水1
kgおよび界面活性剤(エマルピンW:バイエル社製)
2f!をボールミルに入れ1時間まわす。This method is useful as a method for obtaining fine microcapsules of metal carboxylates, for example, when metal oxides and hydroxides are easily obtained as fine powders, but metal carboxylates are difficult to obtain as fine powders. It is particularly useful for producing microcapsules of zinc methacrylate useful as a crosslinking agent for rubber for solid golf balls. Example 1 Activated zinc white (particle size 0.1 μm or less) 500 g, tap water 1
kg and surfactant (Emalpin W: manufactured by Bayer AG)
2f! Place in a ball mill and run for 1 hour.
これにポリアクリル酸ソーダ(重合度2700〜750
0)の5%水溶液6009を加え、更に1時間ボールミ
ル中で混合する。次いで酢酸亜鉛2?水溶液5009を
添加し1時間混合し生成した沈澱をよく洗浄し140℃
で4時間乾燥粉砕し、活性亜鉛華のマイクロカプセルを
得る。このマイクロカプセル1401にエマルピンWO
.99を含むメタクリル酸18.9gを添加し反応させ
る。生成物は微細なマイクロカプセルの集合体であり、
X線回析により2θ−100および11で近辺にピーク
が確認された。上記生成物を170メツシユに粉砕し、
ゴム(JSRBROl)100重量部に対し、20,4
0および60重量配合し、それぞれ6インチロールで混
練した。Add to this sodium polyacrylate (degree of polymerization 2700-750)
Add 5% aqueous solution 6009 of 0) and mix in a ball mill for an additional hour. Next, zinc acetate 2? Add aqueous solution 5009, mix for 1 hour, thoroughly wash the formed precipitate, and heat to 140°C.
The powder was dried and ground for 4 hours to obtain active zinc white microcapsules. Emulpin WO in this microcapsule 1401
.. 18.9 g of methacrylic acid containing 99% was added and reacted. The product is an aggregate of fine microcapsules,
X-ray diffraction confirmed peaks near 2θ-100 and 11. The above product was ground into 170 mesh;
20.4 parts per 100 parts by weight of rubber (JSRBROl)
0 and 60 weights were blended and kneaded using 6 inch rolls.
Claims (1)
覆したマイクロカプセルをメタクリル酸を含浸させ、マ
イクロカプセル内部で該酸化亜鉛および/または水酸化
亜鉛とメタクリル酸とを反応させることを特徴とするメ
タクリル酸亜鉛のマイクロカプセルを製造する方法。 2 壁材がアリル基を有するカルボン酸を少なくとも一
構成成分とするポリマーである第1項記載の方法。[Claims] 1. Impregnating a microcapsule coated with zinc oxide and/or zinc hydroxide with a wall material with methacrylic acid, and reacting the zinc oxide and/or zinc hydroxide with methacrylic acid inside the microcapsule. A method for producing microcapsules of zinc methacrylate, characterized by: 2. The method according to item 1, wherein the wall material is a polymer containing at least one component of a carboxylic acid having an allyl group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8562679A JPS5940501B2 (en) | 1979-07-05 | 1979-07-05 | Manufacturing method of microcapsules |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8562679A JPS5940501B2 (en) | 1979-07-05 | 1979-07-05 | Manufacturing method of microcapsules |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5610112A JPS5610112A (en) | 1981-02-02 |
| JPS5940501B2 true JPS5940501B2 (en) | 1984-10-01 |
Family
ID=13864036
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8562679A Expired JPS5940501B2 (en) | 1979-07-05 | 1979-07-05 | Manufacturing method of microcapsules |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5940501B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0629173B2 (en) * | 1986-11-20 | 1994-04-20 | 花王株式会社 | Granules |
| JP5607485B2 (en) * | 2009-10-15 | 2014-10-15 | 堺化学工業株式会社 | Coated inorganic powder, aqueous composition and cosmetic |
| JP5646271B2 (en) * | 2009-10-15 | 2014-12-24 | 堺化学工業株式会社 | Coated zinc oxide particles, aqueous compositions and cosmetics |
-
1979
- 1979-07-05 JP JP8562679A patent/JPS5940501B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5610112A (en) | 1981-02-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4205060A (en) | Microcapsules containing medicament-polymer salt having a water-insoluble polymer sheath, their production and their use | |
| US4305851A (en) | Process for preparing a solid golf ball | |
| US4866023A (en) | Process for the shaping agglomeration of particulate solids and solids produced by the process | |
| JPS6023859B2 (en) | Method for manufacturing microcapsules | |
| CN102941046B (en) | Preparation method for micro/nano-capsule with metal ion complex capsule wall | |
| JP4633987B2 (en) | Method for producing thermally expandable microcapsules | |
| GB2025887A (en) | Microencapsulation process | |
| CN110934153B (en) | Zirconium phosphate carrier, zirconium phosphate copper-carrying antibacterial agent, zirconium phosphate antibacterial agent, preparation method and application thereof | |
| JPS5940501B2 (en) | Manufacturing method of microcapsules | |
| CN110105486B (en) | Conductive aluminum lithium ion adsorption column material and preparation method thereof | |
| CN118949336A (en) | A perfluorohexanone microcapsule fire extinguishing medium and its preparation process | |
| CN101381092A (en) | A method for preparing spherical yttrium oxide with large particle size and large specific surface area | |
| IE802433L (en) | Crosslinked unsaturated polyester | |
| JP6285568B2 (en) | Bio-adhesion inhibiting paint for underwater structures, bio-adhesion inhibiting coating film, and method for producing bio-adhesion inhibiting paint for underwater structures | |
| EP1469031A2 (en) | Granulation of nonionic cellulose ether | |
| US4229545A (en) | Matrix amphoteric thermally regenerable ion exchange resins | |
| JP3847371B2 (en) | Water-absorbent resin composition, method for producing the same, and hygiene article using the same | |
| JPH06312128A (en) | Microcapsule and its manufacture | |
| JP7431904B2 (en) | thermally expandable microcapsules | |
| JP2925657B2 (en) | Preparation of synthetic capsaicins and their microcapsules in the same bath | |
| JP3186783B2 (en) | Manufacturing method of microcapsules | |
| JPS5951333B2 (en) | Method for manufacturing microcapsules | |
| JPH0427424A (en) | Microbead and its production | |
| JPH07171379A (en) | Microcapsule manufacturing method | |
| KR880000153B1 (en) | Making method of fertilisers |