JPH11181207A - Antimold resin and antimold paint or adhesive using same - Google Patents

Antimold resin and antimold paint or adhesive using same

Info

Publication number
JPH11181207A
JPH11181207A JP35544797A JP35544797A JPH11181207A JP H11181207 A JPH11181207 A JP H11181207A JP 35544797 A JP35544797 A JP 35544797A JP 35544797 A JP35544797 A JP 35544797A JP H11181207 A JPH11181207 A JP H11181207A
Authority
JP
Japan
Prior art keywords
resin
antimold
weight
alkenyl
adhesive
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.)
Withdrawn
Application number
JP35544797A
Other languages
Japanese (ja)
Inventor
Noboru Daito
昇 大東
Shinji Matsuo
真嗣 松尾
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Steel Chemical and Materials Co Ltd
Original Assignee
Nippon Steel Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nippon Steel Chemical Co Ltd filed Critical Nippon Steel Chemical Co Ltd
Priority to JP35544797A priority Critical patent/JPH11181207A/en
Publication of JPH11181207A publication Critical patent/JPH11181207A/en
Withdrawn legal-status Critical Current

Links

Landscapes

  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

PROBLEM TO BE SOLVED: To provide a resin having strong antimold properties in itself and excellent in safety and antimold paint or antimold adhesive by using the resin. SOLUTION: This antimold resin is obtained by polymerizing a benzoic acid alkenyl ester expressed by the formula (R1 is a hydrogen atom, a hydroxyl residue, a halogen atom or a lower alkyl residue; R2 is a 2-3C alkenyl residue) or copolymerizing the benzoic acid alkenyl ester with other vinyl monomers.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、防かび用樹脂及び
これを用いた防カビ性塗料又は防カビ性接着剤に関す
る。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a mold-resistant resin and a mold-resistant paint or a mold-resistant adhesive using the same.

【0002】[0002]

【従来の技術】近年、生活環境の維持や高度の安全性を
求めるという考え方の下に、至るところで抗菌性や防か
び性を有する物質が使用されている。なかでも、抗菌性
や防かび性を有する樹脂を用いた製品は、風呂や台所と
いった水周り品からOA、家電、自動車、文具、雑貨に
至るまで実に広い分野で使用され、その抗菌作用をもた
らす抗菌剤についても、その目的に応じて、有機系、無
機系、添加型、固定型といったさまざまなものが使用さ
れている。
2. Description of the Related Art In recent years, substances having antibacterial properties and antifungal properties have been used everywhere under the concept of maintaining a living environment and seeking a high degree of safety. Above all, products using antibacterial and mold-resistant resins are used in a wide range of fields, from water-related products such as baths and kitchens to office automation, home appliances, automobiles, stationery, and miscellaneous goods, and bring about their antibacterial effects. Various antibacterial agents such as organic, inorganic, additive, and fixed types are also used depending on the purpose.

【0003】例えば、特開平2−225548号公報等
のイミダゾール系有機抗菌剤や、特開平4−22450
5号公報や特開平4−356561号公報等に見られる
銀、亜鉛等の金属を担持したゼオライト、あるいはカル
ボン酸塩は代表的な抗菌剤であるが、これらの添加型抗
菌剤は、その名のとおり、主材である樹脂とは別に改め
て添加剤として配合しなければならず、原料の多種化や
製造工程の複雑化を引き起こす。
For example, imidazole organic antibacterial agents disclosed in JP-A-2-225548 and JP-A-4-224450.
No. 5, JP-A-4-356561 and the like, zeolites or carboxylate salts supporting metals such as silver and zinc are typical antibacterial agents. As described above, it is necessary to re-mix it as an additive separately from the resin as the main material, which leads to diversification of raw materials and complication of the production process.

【0004】一方、特開平5−156103号公報や特
開平7−278396号公報等には、4級アンモニウム
塩やホスホニウム塩系のビニルモノマーや(メタ)アク
ロレイン等の抗菌性モノマーを共重合させた固定型抗菌
剤が提案されている。これらは、抗菌剤としての機能を
有しながら樹脂主材にもなり得る多機能型抗菌剤ともい
うことができ、添加型に比べて製造工程の簡略化等で優
位であるが、抗菌作用が十分でなかったり、残存モノマ
ーが人体に対して刺激性や有毒性を有する場合があり、
必ずしも満足できるものではない。
On the other hand, in JP-A-5-156103 and JP-A-7-278396, antibacterial monomers such as quaternary ammonium salts and phosphonium salt vinyl monomers and (meth) acrolein are copolymerized. Fixed antibacterial agents have been proposed. These can be referred to as multifunctional antibacterial agents which can be a resin main material while having the function of an antibacterial agent, and are superior to the additive type due to simplification of the manufacturing process and the like. Insufficient or residual monomers may be irritating or toxic to the human body,
Not always satisfactory.

【0005】[0005]

【発明が解決しようとする課題】そこで、本発明者ら
は、樹脂それ自体が高い防かび性能を発揮する固定型防
かび剤を開発すべく鋭意検討した結果、特定の芳香族カ
ルボン酸アルケニルエステルをモノマーとした樹脂が高
い防かび性能を持つことを見出し、本発明を完成させ
た。
The inventors of the present invention have made intensive studies to develop a fixed fungicide in which the resin itself exhibits high fungicidal properties, and as a result, a specific aromatic carboxylic acid alkenyl ester was obtained. It has been found that a resin containing as a monomer has high fungicidal performance, and the present invention has been completed.

【0006】従って、本発明の目的は、樹脂それ自体が
高い防かび性能を有し、安全性にも優れた防かび用樹脂
を提供することにある。また、本発明の他の目的は、こ
のような防かび用樹脂を用いた防カビ性塗料又は防カビ
性接着剤を提供することにある。
Accordingly, an object of the present invention is to provide a fungicide resin having high mold-proofing properties and excellent safety. Another object of the present invention is to provide a mildew-resistant paint or a mildew-resistant adhesive using such a mildew-resistant resin.

【0007】[0007]

【課題を解決するための手段】すなわち、本発明は、下
記の一般式(1)
That is, the present invention provides the following general formula (1):

【化3】 (但し、式中R1 は、水素原子、ヒドロキシ基、ハロゲ
ン原子又は低級アルキル基を示し、R2 は炭素数2又は
3のアルケニル基を示す)で表される安息香酸アルケニ
ルエステル類を重合させて得られる防かび用樹脂であ
る。
Embedded image (Wherein R 1 represents a hydrogen atom, a hydroxy group, a halogen atom or a lower alkyl group, and R 2 represents an alkenyl group having 2 or 3 carbon atoms). It is a fungicide resin obtained by the above method.

【0008】また、本発明は、下記の一般式(1)Further, the present invention provides the following general formula (1)

【化4】 (但し、式中R1 及びR2 は前記と同じである)で表さ
れる安息香酸アルケニルエステル類と他のビニル系モノ
マーとを共重合させて得られ、かつ、樹脂中の安息香酸
アルケニルエステル類単位が10重量%以上である防か
び用樹脂である。
Embedded image Wherein R 1 and R 2 are the same as described above, and obtained by copolymerizing an alkenyl benzoate represented by the formula (I) and another vinyl monomer, and alkenyl benzoate in the resin A fungicide resin having a class unit of 10% by weight or more.

【0009】更に、本発明は、他のビニル系モノマーが
酢酸ビニルであり、かつ、樹脂中の安息香酸アルケニル
エステル類単位が10〜50重量%の範囲である防かび
用樹脂である。そして、本発明は、このような防かび用
樹脂を必須の成分として含有する防かび性塗料、防かび
性接着剤、若しくは防かび用フィルムである。
Further, the present invention is a fungicide resin wherein the other vinyl monomer is vinyl acetate, and the alkenyl benzoate units in the resin are in the range of 10 to 50% by weight. The present invention is a fungicidal paint, a fungicide adhesive or a fungicide film containing such a fungicide resin as an essential component.

【0010】本発明において、上記一般式(1)で表わ
される安息香酸アルケニルエステル類は、樹脂構成単位
となるだけでなく、そのもの自身が防かび性能を持つ機
能性モノマーである。このような安息香酸アルケニルエ
ステル類としては、具体的には、その芳香族カルボン酸
の部分が安息香酸、クロロ安息香酸、ブロモ安息香酸、
ヒドロキシ安息香酸、メチル安息香酸、エチル安息香
酸、イソプロピル安息香酸、イソブチル安息香酸、t−
ブチル安息香酸等であるものが挙げられるが、安価な点
で安息香酸が好ましい。また、R2 で示されるアルケニ
ル基の部分としては、具体的には、ビニル基、アリル
基、イソプロペニル基等が挙げられるが、反応性(ビニ
ル重合性)の点でビニル基が好ましい。
In the present invention, the alkenyl benzoate represented by the general formula (1) is a functional monomer having not only a resin constitutional unit but also a fungicide itself. As such alkenyl benzoates, specifically, the aromatic carboxylic acid moiety is benzoic acid, chlorobenzoic acid, bromobenzoic acid,
Hydroxybenzoic acid, methylbenzoic acid, ethylbenzoic acid, isopropylbenzoic acid, isobutylbenzoic acid, t-
Examples thereof include butyl benzoic acid and the like, but benzoic acid is preferred because of its low cost. Specific examples of the alkenyl group represented by R 2 include a vinyl group, an allyl group, and an isopropenyl group, and a vinyl group is preferable in terms of reactivity (vinyl polymerizability).

【0011】本発明の防かび用樹脂は、モノマーとして
上記安息香酸アルケニルエステル類を単独で用いたホモ
ポリマーであってもよいが、それぞれの用途に応じて、
他のビニル系モノマーと共重合させて樹脂の物性を改良
することが好ましい。
The fungicide resin of the present invention may be a homopolymer using the alkenyl benzoate alone as a monomer.
It is preferable to improve the physical properties of the resin by copolymerizing with another vinyl monomer.

【0012】このような目的で共重合させる他のビニル
系モノマーについては、特に制限はなく、従来のビニル
重合性モノマーから任意に選択することができる。例え
ば、スチレン、α−メチルスチレン、ジビニルベンゼ
ン、ビニルトルエン、クロロスチレン、ビニルナフタリ
ン等の芳香族ビニル化合物や、アクリロニトリル、メタ
クリロニトリル等のシアン化ビニル化合物や、メチル
(メタ)アクリレート、エチル(メタ)アクリレート、
アミノ(メタ)アクリレート、シクロヘキシル(メタ)
アクリレート、フェニル(メタ)アクリレート等の(メ
タ)アクリル酸エステル化合物や、マレイン酸やフマル
酸等の不飽和カルボン酸エステル、酢酸ビニルやフタル
酸ジアリル等のカルボン酸アルケニルエステルや、その
他ビニルエーテル類等が挙げられる。これらのビニル系
モノマーは、単独で使用できるだけでなく、2種以上を
混合して用いることもできる。
The other vinyl monomers copolymerized for such a purpose are not particularly limited, and can be arbitrarily selected from conventional vinyl polymerizable monomers. For example, aromatic vinyl compounds such as styrene, α-methylstyrene, divinylbenzene, vinyltoluene, chlorostyrene, and vinylnaphthalene; vinyl cyanide compounds such as acrylonitrile and methacrylonitrile; methyl (meth) acrylate; ) Acrylate,
Amino (meth) acrylate, cyclohexyl (meth)
(Meth) acrylate compounds such as acrylate and phenyl (meth) acrylate; unsaturated carboxylic esters such as maleic acid and fumaric acid; alkenyl esters of carboxylic acids such as vinyl acetate and diallyl phthalate; and other vinyl ethers. No. These vinyl monomers can be used alone or in combination of two or more.

【0013】上記他のビニル系モノマーの選択は、樹脂
の用途によって決定され、例えば、塗料や接着剤の用途
に使用する場合は、酢酸ビニルが好適である。また、建
築材料や家具等の用途を目的として板材、シート材、成
形体材等の形状の製品を成形する場合には、スチレン類
や、アクリレート類や、シアン化ビニル類等が好適であ
る。
The selection of the above-mentioned other vinyl monomers is determined by the use of the resin. For example, when used for paints and adhesives, vinyl acetate is preferred. In the case where a product having a shape such as a plate material, a sheet material, or a molded material is formed for the purpose of building materials, furniture, and the like, styrenes, acrylates, and vinyl cyanides are preferable.

【0014】他のビニル系モノマーを共重合させる場
合、樹脂全体の中で安息香酸アルケニルエステル類から
生ずる構成単位が占める割合は、10重量%以上、好ま
しくは10〜50重量%の範囲であるのがよい。この安
息香酸アルケニルエステル類から生ずる構成単位が10
重量%未満であるとその防かび性が希薄になり、効果が
発揮できない場合があり、また、50重量%を越える
と、場合によっては上記他のビニル系モノマーから生じ
る樹脂が所望の物性を発揮し得ない場合がある。
When another vinyl monomer is copolymerized, the proportion of the constituent units derived from alkenyl benzoates in the whole resin is at least 10% by weight, preferably from 10 to 50% by weight. Is good. When the structural unit derived from the alkenyl benzoate is 10 units
If the amount is less than 50% by weight, the antifungal property may be reduced and the effect may not be exhibited. If the amount exceeds 50% by weight, a resin derived from the above-mentioned other vinyl monomer may exhibit desired physical properties. May not be possible.

【0015】本発明の防かび用樹脂には、その他の配合
可能な樹脂、例えば、ポリ塩化ビニルやポリエチレン等
を配合し、押し出し機やニーダー、ロール等を用いてブ
レンドし、防かび性能を有するポリマーアロイとして用
いることもできる。この場合においても、樹脂全体に占
める安息香酸アルケニルエステル類から生ずる構成単位
の割合は、10重量%以上、好ましくは10〜50重量
%の範囲であるのがよい。
The mold-preventing resin of the present invention is blended with other compoundable resins, for example, polyvinyl chloride or polyethylene, and blended by using an extruder, a kneader, a roll, or the like, and has fungicidal properties. It can also be used as a polymer alloy. Also in this case, the ratio of the constituent unit derived from the alkenyl benzoate in the whole resin is preferably 10% by weight or more, and more preferably 10 to 50% by weight.

【0016】本発明の防かび用樹脂又はこれを配合した
樹脂組成物には、これらの樹脂又は樹脂組成物の加工性
や得られた成形物の物性を改良する目的で、必要によ
り、酸化防止剤、紫外線吸収剤、重合促進剤、その他の
添加物を、本発明の目的を損なわない程度において配合
してもよい。
The antifungal resin or the resin composition containing the same according to the present invention may contain, if necessary, an antioxidant for the purpose of improving the processability of the resin or the resin composition and the physical properties of the obtained molded product. An agent, an ultraviolet absorber, a polymerization accelerator, and other additives may be added to such an extent that the object of the present invention is not impaired.

【0017】本発明の防かび用樹脂は、従来からの重合
方法、例えば、塊状重合、溶液重合、懸濁重合、乳化重
合等の方法で得ることができる。この重合に際しては、
ラジカル発生剤を触媒として使用することが好ましく、
使用できるラジカル重合開始剤としてはベンゾイルパー
オキサイド、アセチルパーオキサイド、ジイソプロピル
パーオキシジカーボネート等の過酸化物や、2,2−ア
ゾビスイソブチロニトリル、2,2−アゾビス−2,4
−ジメチルバレロニトリル等のアゾ系化合物等を挙げる
ことができる。これらのラジカル重合開始剤はその1種
のみを用いてもよいほか、2種以上を併用してもよく、
モノマーに対して0.05〜10重量%、好ましくは
0.1〜5重量%の範囲で使用される。また、必要によ
り重合促進剤や連鎖移動剤等を併用してもよい。
The fungicide resin of the present invention can be obtained by conventional polymerization methods such as bulk polymerization, solution polymerization, suspension polymerization and emulsion polymerization. In this polymerization,
It is preferable to use a radical generator as a catalyst,
Examples of usable radical polymerization initiators include peroxides such as benzoyl peroxide, acetyl peroxide and diisopropyl peroxydicarbonate, 2,2-azobisisobutyronitrile, and 2,2-azobis-2,4.
And azo compounds such as dimethylvaleronitrile. These radical polymerization initiators may be used alone or in combination of two or more.
It is used in the range of 0.05 to 10% by weight, preferably 0.1 to 5% by weight, based on the monomer. If necessary, a polymerization accelerator or a chain transfer agent may be used in combination.

【0018】本発明の防かび用樹脂は、かびの発生を抑
える用途に用いられる。具体的には、長期間使用される
建材や家具等の用途、あるいは湿気の多いところで使用
される浴室用品、洗濯用品等の用途が挙げられる。樹脂
はその目的、用途に従い、成形品やフィルム、シート等
に加工されて使用される。
The fungicide resin of the present invention is used for suppressing the occurrence of mold. Specific examples include uses such as building materials and furniture used for a long period of time, and uses such as bathroom articles and laundry articles used in humid places. The resin is used after being processed into a molded product, a film, a sheet or the like according to its purpose and application.

【0019】本発明の防かび性塗料は、上記樹脂を必須
の成分とする塗料である。この樹脂の配合割合は、塗料
中の全固形分の50重量%以上、又は全固形分中に占め
る安息香酸アルケニルエステル類から生ずる構成単位の
割合が10重量%以上、好ましくは10〜50重量%の
範囲であるようにすることが好ましい。なお、塗料には
通常配合される顔料、溶剤等が配合されてよいことは当
然である。
The fungicidal paint of the present invention is a paint containing the above resin as an essential component. The mixing ratio of this resin is 50% by weight or more of the total solids in the coating material, or 10% by weight or more, preferably 10 to 50% by weight of the constituent units derived from alkenyl benzoates in the total solids. Is preferably within the range. It should be noted that a pigment, a solvent, and the like, which are usually blended, may be blended in the paint.

【0020】また、本発明の防かび性接着剤は、上記樹
脂を必須の成分とする接着剤である。この樹脂の配合割
合は、接着剤中の全固形分の50重量%以上、又は全固
形分中に占める安息香酸アルケニルエステル類から生ず
る構成単位の割合が10重量%以上、好ましくは10〜
50重量%の範囲であるようにすることが好ましい。な
お、接着剤には通常配合される溶剤等が配合されてよい
ことは当然であり、また、粘着剤的に接着させる作用を
有するものも含まれる。
The mold-proof adhesive of the present invention is an adhesive containing the above resin as an essential component. The mixing ratio of this resin is 50% by weight or more of the total solids in the adhesive, or 10% by weight or more, preferably 10 to 10% by weight of the constituent unit derived from alkenyl benzoates in the total solids.
Preferably, it is in the range of 50% by weight. It is to be noted that a solvent or the like which is usually compounded may be mixed in the adhesive, and an adhesive having an action of bonding as an adhesive is also included.

【0021】本発明の樹脂が持つ防かび性能について
は、その具体的機構は明らかではないが、1つには加水
分解により樹脂鎖から安息香酸骨格を持つ芳香族カルボ
ン酸が遊離し、この芳香族カルボン酸が抗菌作用を発揮
するものと推測される。安息香酸やその塩等は防腐剤と
して広く安全に使用されていることはよく知られている
ところであり、本発明の防かび性樹脂については、その
推定機構から、かびが発生する雰囲気下で半永久的にそ
の効果が発揮され、かつ、人体に対する高い安全性が確
保されるものと期待される。
Although the specific mechanism of the antifungal property of the resin of the present invention is not clear, one of them is that an aromatic carboxylic acid having a benzoic acid skeleton is liberated from the resin chain by hydrolysis, and this aromatic carboxylic acid is released. It is presumed that the aromatic carboxylic acid exerts an antibacterial action. It is well known that benzoic acid and its salts are widely and safely used as preservatives. The antifungal resin of the present invention is considered to be semi-permanent in an atmosphere in which mold is generated, based on its estimation mechanism. It is expected that the effect will be exhibited effectively and high safety for the human body will be ensured.

【0022】[0022]

【発明の実施の形態】以下、実施例及び比較例に基づい
て、本発明の最適な実施の形態を具体的に説明する。
BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, an optimum embodiment of the present invention will be specifically described based on examples and comparative examples.

【0023】〔防かび性樹脂の調製〕 実施例1〜3及び比較例1 表1に示す組成の単量体混合物100重量部に過酸化ベ
ンゾイル0.1重量部を加え、窒素雰囲気下に70℃で
6時間塊状重合させ、実施例1〜3及び比較例1の防か
び性樹脂を得た。
[Preparation of Mold-Resistant Resin] Examples 1 to 3 and Comparative Example 1 0.1 part by weight of benzoyl peroxide was added to 100 parts by weight of a monomer mixture having the composition shown in Table 1, and 70 parts by weight under a nitrogen atmosphere. The bulk polymerization was carried out at a temperature of 6 ° C. for 6 hours to obtain the fungicidal resins of Examples 1 to 3 and Comparative Example 1.

【0024】実施例4〜7及び比較例2 表1に示す組成の単量体混合物100重量部と、n−ド
デシル硫酸ナトリウム2.5重量部と、水500重量部
とを重合装置に仕込み、窒素雰囲気下で十分に乳化させ
た後、1.5重量部の過硫酸カリウムを添加し、70℃
で6時間乳化重合させた。得られた重合物を塩酸水溶液
中に展開し、析出した樹脂を濾別し、水洗して実施例4
〜7及び比較例2の防かび性樹脂を得た。
Examples 4 to 7 and Comparative Example 2 100 parts by weight of a monomer mixture having the composition shown in Table 1, 2.5 parts by weight of sodium n-dodecyl sulfate, and 500 parts by weight of water were charged into a polymerization apparatus. After sufficient emulsification under a nitrogen atmosphere, 1.5 parts by weight of potassium persulfate was added, and 70 ° C.
For 6 hours. The obtained polymer was developed in an aqueous hydrochloric acid solution, and the precipitated resin was separated by filtration and washed with water.
To 7 and Comparative Example 2 were obtained.

【0025】比較例3及び応用例1 比較例3及び応用例1としては、表1に示す市販品のポ
リ塩化ビニル(チッソ(株)製、重合度1200)を単
独で(比較例3)、及びこれと実施例4の防かび性樹脂
とをブレンドして得られた樹脂組成物(応用例1)をそ
れぞれ用いた。
Comparative Example 3 and Application Example 1 As Comparative Example 3 and Application Example 1, commercially available polyvinyl chloride (manufactured by Chisso Corporation, polymerization degree 1200) shown in Table 1 was used alone (Comparative Example 3). And a resin composition (Application Example 1) obtained by blending this with the fungicidal resin of Example 4.

【0026】〔試験片の調製〕上記実施例1〜7及び比
較例1〜3並びに応用例1でそれぞれ得られた防かび性
樹脂をテトラヒドロフラン(THF)に溶解して10〜
12重量%THF樹脂溶液を調製し、バーコーターにて
ガラス板上に塗布して膜厚約0.35mmの樹脂フィル
ムを得た。これを、室温で24時間風乾した後、更に1
0トル(Torr.)の減圧下に40℃で8時間乾燥し、3
0mm×30mm×35μmのフィルム状試験片を作成
した。
[Preparation of test piece] The fungicide resin obtained in each of Examples 1 to 7 and Comparative Examples 1 to 3 and Application Example 1 was dissolved in tetrahydrofuran (THF) and dissolved in
A 12 wt% THF resin solution was prepared and applied on a glass plate with a bar coater to obtain a resin film having a thickness of about 0.35 mm. After air drying at room temperature for 24 hours,
Dry at 40 ° C. for 8 hours under reduced pressure of 0 Torr.
A 0 mm × 30 mm × 35 μm film specimen was prepared.

【0027】〔かび抵抗性試験〕かび抵抗性試験は、J
IS Z2911(「かび抵抗性試験方法」)に準拠し
て行った。 (a)使用菌株 発酵研究所より入手したクラドスポリウム クラドス
ポリオイデス(Cladospoium cladosporioides 、IFO N
o. 6348)、及び、ケトミウム グロボスム(Cha
etomium globosum 、IFO No. 6347)の2種類を用
いた。
[Mold resistance test]
The test was carried out in accordance with IS Z2911 ("mold resistance test method"). (A) Bacterial strain used Cladospoium cladosporioides (IFON) obtained from the Fermentation Research Institute
o. 6348) and ketomium globosum (Cha
etomium globosum and IFO No. 6347) were used.

【0028】(b)胞子けんだく液の調製 ポテトデキストロース斜面培地で10日間培養した菌株
5白金耳を採取し、この菌株を0.005%スルホこは
く酸ジオクチルナトリウム水溶液10mlに加え、激し
く混合した後ガーゼで濾過した。上記2種の菌株及び
について、それぞれ別々に上記調製を行い、等量の濾
液を混合して胞子けんだく液とした。
(B) Preparation of sporangium solution Five platinum loops of the strain cultured on a potato dextrose slant medium for 10 days were collected, added to 10 ml of a 0.005% aqueous solution of dioctyl sodium sulfosuccinate and mixed vigorously. Filtered through gauze. The above-mentioned two strains and the above-mentioned strains were separately prepared, and an equal amount of the filtrate was mixed to obtain a spore suspension.

【0029】(c)かび抵抗性試験 30mm×30mmに加工した試験片の表面に胞子けん
だく液0.5mlを撒きかけ、温度28℃、湿度95〜
99%で4週間培養し、試料のかび抵抗性の判定を行っ
た。
(C) Mold resistance test Spray 0.5 ml of spore suspension liquid on the surface of a test piece processed to 30 mm × 30 mm, temperature 28 ° C., humidity 95 to
After culturing at 99% for 4 weeks, the samples were evaluated for mold resistance.

【0030】(d)胞子けんだく液の確認 ポテトデキストロース平面培地に、上記(b)で調製し
た胞子けんだく液1mlを撒きかけ、7日後に観察し
た。菌糸が全面に密に繁殖していることを認め、この試
験の有効性を確認した。 (e)判定 かび抵抗性試験の結果は、表2のように3段階で評価し
た。結果を表1に示す。
(D) Confirmation of spore solution 1 ml of the spore solution prepared in the above (b) was sprayed on a potato dextrose flat medium, and observed 7 days later. The mycelium was found to be growing densely over the entire surface, confirming the effectiveness of this test. (E) Judgment The results of the mold resistance test were evaluated in three stages as shown in Table 2. Table 1 shows the results.

【0031】[0031]

【表1】 [Table 1]

【0032】[0032]

【表2】 [Table 2]

【0033】[0033]

【発明の効果】本発明の防かび性樹脂は、樹脂それ自体
が防かび性能に優れており、安全性にも優れていること
から、幅広い分野、例えば成形材料、フィルム、接着
剤、塗料等の分野において工業的に極めて有用なもので
ある。
As described above, the mold-resistant resin of the present invention is excellent in mold-preventing performance and safety, and therefore is widely used in a wide range of fields, such as molding materials, films, adhesives, and paints. Industrially very useful in the field of

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI C09D 131/02 C09D 131/02 C09J 131/02 C09J 131/02 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI C09D 131/02 C09D 131/02 C09J 131/02 C09J 131/02

Claims (5)

【特許請求の範囲】[Claims] 【請求項1】 下記の一般式(1) 【化1】 (但し、式中R1 は、水素原子、ヒドロキシ基、ハロゲ
ン原子又は低級アルキル基を示し、R2 は炭素数2又は
3のアルケニル基を示す)で表される安息香酸アルケニ
ルエステル類を重合させて得られる防かび用樹脂。
1. The following general formula (1): (Wherein R 1 represents a hydrogen atom, a hydroxy group, a halogen atom or a lower alkyl group, and R 2 represents an alkenyl group having 2 or 3 carbon atoms). Mold-proof resin obtained by
【請求項2】 下記の一般式(1) 【化2】 (但し、式中R1 及びR2 は前記と同じである)で表さ
れる安息香酸アルケニルエステル類と他のビニル系モノ
マーとを共重合させて得られ、かつ、樹脂中の安息香酸
アルケニルエステル類単位が10重量%以上である防か
び用樹脂。
2. The following general formula (1): Wherein R 1 and R 2 are the same as described above, and obtained by copolymerizing an alkenyl benzoate represented by the formula (I) and another vinyl monomer, and alkenyl benzoate in the resin A fungicide resin having a class unit of 10% by weight or more.
【請求項3】 他のビニル系モノマーが酢酸ビニルであ
り、かつ、樹脂中の安息香酸アルケニルエステル類単位
が10〜50重量%の範囲である請求項2に記載の防か
び用樹脂。
3. The fungicide resin according to claim 2, wherein the other vinyl monomer is vinyl acetate, and the alkenyl benzoate unit in the resin is in the range of 10 to 50% by weight.
【請求項4】 請求項3記載の樹脂を必須の成分として
含有する防かび性塗料。
4. A fungicidal paint containing the resin according to claim 3 as an essential component.
【請求項5】 請求項3記載の樹脂を必須の成分として
含有する防かび性接着剤。
5. A fungicidal adhesive containing the resin according to claim 3 as an essential component.
JP35544797A 1997-12-24 1997-12-24 Antimold resin and antimold paint or adhesive using same Withdrawn JPH11181207A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP35544797A JPH11181207A (en) 1997-12-24 1997-12-24 Antimold resin and antimold paint or adhesive using same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP35544797A JPH11181207A (en) 1997-12-24 1997-12-24 Antimold resin and antimold paint or adhesive using same

Publications (1)

Publication Number Publication Date
JPH11181207A true JPH11181207A (en) 1999-07-06

Family

ID=18444011

Family Applications (1)

Application Number Title Priority Date Filing Date
JP35544797A Withdrawn JPH11181207A (en) 1997-12-24 1997-12-24 Antimold resin and antimold paint or adhesive using same

Country Status (1)

Country Link
JP (1) JPH11181207A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019001755A (en) * 2017-06-16 2019-01-10 住友ベークライト株式会社 Antifungal agent, antifungal resin film, antifungal laminate film and antifungal package

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019001755A (en) * 2017-06-16 2019-01-10 住友ベークライト株式会社 Antifungal agent, antifungal resin film, antifungal laminate film and antifungal package

Similar Documents

Publication Publication Date Title
US7282538B2 (en) Preparation method of functional master batch of polyolefin and its application
JP2001504531A (en) Antibacterial polymer
EP0516074B1 (en) Aqueous dispersions of carbonylgroup-containing copolymers, further containing aminoxy-curing agents
JP2014506612A (en) Method for producing antimicrobial acrylic material
EP0193126A1 (en) Primer composition for olefin resin
WO2012165526A1 (en) Acrylic resin composition, molded object thereof, process for producing film, and acrylic resin film
JP4818621B2 (en) Method for producing emulsion polymerization latex, method for producing powder and resin molded body
JPWO2019208674A1 (en) Antimicrobial resin and coating material
JP2008231307A (en) Acrylic resin film and laminated molding formed through laminating the same
DE2223630C2 (en) Aqueous dispersions of alkaline crosslinkable copolymers
JPH11181207A (en) Antimold resin and antimold paint or adhesive using same
JP2637574B2 (en) Emulsion type paint composition
JP2018123061A (en) Polymeric antibacterial/antifungal agent, and use thereof
JPH061928A (en) Cationic micro-emulsion composition and its production
JP4092073B2 (en) Aqueous emulsion for adhesive and composition thereof
CN1205293C (en) Pressure-sensitive adhesive agent with improved stripping strength and adhesiveness
JP3442170B2 (en) Film-forming aid for acrylic aqueous dispersion and method for producing the same
EP0618238A1 (en) Aqueous crosslinking resin composition
JP3811220B2 (en) Moisture-proof adhesive composition and method for producing porous laminate using the same
JP4272304B2 (en) Aqueous resin dispersion and coating composition using the same
JP2004148221A (en) Aldehyde adsorbent and its application
EP2451846B1 (en) Copolymerization of silyl functional components in aqueous polymerization systems
EP0547091A1 (en) Flame retardant brominated styrene-based latices
JPH01153778A (en) Aqueous adhesive
JP2022133971A (en) Antimicrobial material

Legal Events

Date Code Title Description
A300 Withdrawal of application because of no request for examination

Free format text: JAPANESE INTERMEDIATE CODE: A300

Effective date: 20050301