JPH11189503A - Antimicrobial phenolic resin molding material - Google Patents

Antimicrobial phenolic resin molding material

Info

Publication number
JPH11189503A
JPH11189503A JP35837597A JP35837597A JPH11189503A JP H11189503 A JPH11189503 A JP H11189503A JP 35837597 A JP35837597 A JP 35837597A JP 35837597 A JP35837597 A JP 35837597A JP H11189503 A JPH11189503 A JP H11189503A
Authority
JP
Japan
Prior art keywords
molding material
antibacterial
phenolic resin
resin molding
phenylphenol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP35837597A
Other languages
Japanese (ja)
Inventor
Masatoshi Yamoto
正俊 矢元
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.)
Sumitomo Bakelite Co Ltd
Original Assignee
Sumitomo Bakelite 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 Sumitomo Bakelite Co Ltd filed Critical Sumitomo Bakelite Co Ltd
Priority to JP35837597A priority Critical patent/JPH11189503A/en
Publication of JPH11189503A publication Critical patent/JPH11189503A/en
Pending legal-status Critical Current

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  • Apparatus For Disinfection Or Sterilisation (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain a phenolic resin molding material which gives excellent antimicrobial and fungicidal effects to daily life goods, e.g. kitchen goods, lacquer wares or the like, and moldings touched by the public in use and lasts the effects. SOLUTION: This antimicrobial phenolic resin molding material comprises the following phenolic compounds as antimicrobial ingredients in an amount of 0.1-1.3 pts.wt. based on the whole molding material. (1) 3-methyl-3- isopropylphenol, (2) 2-isopropyl-5-methylphenol, (3) o-phenylphenol, (4) o- phenylphenol sodium salt, (5) methylphenol, (6) p-chlorophenol, (7) 2,4,6- tribromophenol, (8) 4-chloro-2-(phenylmethyl)phenol, (9) monochloro-2-phenylphenol and (10) 4-chloro-3,5-dimethylphenol.

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、漆器、厨房をはじ
めとした日常生活品、または不特定多数の人が触れる用
途の成形品に用いられる抗菌性に優れたフェノール樹脂
に関するものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a phenolic resin having excellent antibacterial properties, which is used for lacquer ware, kitchen and other daily necessities, or molded articles for use by an unspecified number of people.

【0002】[0002]

【従来の技術】フェノール樹脂成形材料は、耐熱性、成
形加工性、外観の面から漆器・厨房分野をはじめとした
日常生活品に広く使われている。これらは日常の生活の
なかで手にとられるものばかりであり、特に不特定多数
の人々が手にする物品については抗菌性作用を示すこと
が必要不可欠となってきている。加えて平成8年夏の食
中毒の大流行を踏まえて、抗菌性を付与した成形材料の
要求が高まっている。
2. Description of the Related Art Phenolic resin molding materials are widely used in daily life products such as lacquerware and kitchens in terms of heat resistance, moldability and appearance. These are only available in daily life, and it has become essential to exhibit antibacterial action, especially for articles that are held by an unspecified number of people. In addition, in view of the outbreak of food poisoning in the summer of 1996, there is an increasing demand for molding materials having antibacterial properties.

【0003】一方、フェノール樹脂は、元来他のプラス
チックと比較し樹脂自体が抗菌作用を持っているため、
むしろ抗菌剤として使用されることもあったが、硬化さ
せたものは実際の抗菌効果はそれほど強いものではな
く、他の抗菌性化合物入りのプラスチックと比べ効果が
低いといえる。従ってフェノール樹脂に抗菌効果を付与
した材料の要望が強くなってきている。
On the other hand, phenolic resin originally has an antibacterial action as compared with other plastics,
Rather, they were sometimes used as antibacterial agents, but the cured ones did not have a strong antibacterial effect, and were less effective than plastics containing other antibacterial compounds. Accordingly, there is a growing demand for a material having an antibacterial effect added to a phenol resin.

【0004】このような抗菌性フェノール樹脂成形材料
には、無機系の抗菌剤として単体金属の微粒子や金属イ
オン担持ゼオライトが用いられているが、金属の微粒子
は細菌との接触面積が小さいため、安定した抗菌効果が
得られるとは言い難く、加えて成形機や金型の摩耗、硬
化物の摩耗特性が大きいという不具合がある。金属イオ
ン担持ゼオライトでは、金属イオンを担持する空洞が1
0〜20μmと小さく、銀イオンと細菌との接触に時間
がかかるため、殺菌までに時間がかかる。また、その空
洞は細菌との接触により銀イオンから抗菌性のない銀化
合物が生成し、かつ空洞が小さいために空洞がふさが
れ、抗菌力の持続性にも難点があった。
In such an antibacterial phenolic resin molding material, fine particles of a single metal or zeolite carrying a metal ion are used as an inorganic antibacterial agent. However, since the fine particles of a metal have a small contact area with bacteria, It is difficult to say that a stable antibacterial effect can be obtained, and in addition, there is a problem that abrasion of a molding machine and a mold and abrasion characteristics of a cured product are large. In the metal ion-supporting zeolite, one cavity for supporting metal ions is provided.
Since it is as small as 0 to 20 μm and it takes time to contact silver ions with bacteria, it takes time to sterilize. In addition, the cavities formed silver compounds having no antibacterial properties from silver ions due to contact with bacteria, and the small cavities closed the cavities, so that there was a difficulty in maintaining the antibacterial activity.

【0005】[0005]

【発明が解決しようとする課題】このように本発明の目
的は、フェノール樹脂に抗菌剤を添加することにより、
厨房、漆器をはじめとした日常生活品や不特定多数の人
が触れる用途の成形品に、優れた抗菌性、防黴性を有
し、その効果の持続性のあるフェノール樹脂成形材料を
提供することにある。抗菌効果に対しては、銀イオンに
よって活性酸素が発現し、その活性酸素が細菌のタンパ
ク質を破壊していると考え、フェノール化合物によって
も同様の効果が見込まれると考えた。従って、本発明
は、フェノール化合物を含有させることによりフェノー
ル樹脂成形材料に抗菌性を付与するものである。
As described above, an object of the present invention is to provide a phenol resin by adding an antibacterial agent thereto.
Provide phenolic resin molding materials with excellent antibacterial properties and antifungal properties, and long-lasting effects for molded articles for daily life products such as kitchens and lacquerware, and for use by many unspecified people. It is in. With respect to the antibacterial effect, it was considered that active oxygen was expressed by silver ions, and that the active oxygen destroyed bacterial proteins, and the same effect could be expected with phenolic compounds. Therefore, the present invention imparts antibacterial properties to a phenolic resin molding material by containing a phenolic compound.

【0006】[0006]

【課題を解決するための手段】本発明は、抗菌性フェノ
ール樹脂成形材料において、抗菌成分として下記に示す
(1)〜(10)の1種又は2種以上のフェノール化合
物を含有することを特徴とする抗菌性フェノール樹脂成
形材料に、関するものである。 (1)3−メチル−3−イソプロピルフェノール、
(2)2−イソプロピル−5−メチルフェノール、
(3)o−フェニルフェノール、(4)o−フェニルフェ
ノール ナトリウム塩、(5)メチルフェノール、
(6)p−クロロフェノール、(7)2,4,6−トリ
ブロモフェノール、(8)4−クロロ−2−(フェニル
メチル)フェノール、(9)モノクロロ−2−フェニル
フェノール、(10)4−クロロ−3,5−ジメチルフ
ェノール。
The present invention is characterized in that an antibacterial phenolic resin molding material contains one or more phenolic compounds of the following (1) to (10) as antibacterial components. The present invention relates to an antibacterial phenolic resin molding material. (1) 3-methyl-3-isopropylphenol,
(2) 2-isopropyl-5-methylphenol,
(3) o-phenylphenol, (4) sodium salt of o-phenylphenol, (5) methylphenol,
(6) p-chlorophenol, (7) 2,4,6-tribromophenol, (8) 4-chloro-2- (phenylmethyl) phenol, (9) monochloro-2-phenylphenol, (10) 4 -Chloro-3,5-dimethylphenol.

【0007】以下、本発明の抗菌性フェノール樹脂成形
材料について説明する。上記のフェノール化合物は1種
もしくは2種以上組み合わせてもよい。抗菌化合物の添
加量は成形材料全体に対して0.1〜3重量部が好まし
い。0.1重量部未満ではその抗菌効果が小さく、3重
量部を越えてもその効果は向上せずコスト高となってし
まう。フェノール化合物は一般的に抗菌性を有している
が、その分毒性も強いため、厨房や漆器をはじめとした
日常生活品や不特定多数の人が触れる用途の成形品に対
しては安全性が低い。ところが、本発明者の研究によれ
ば、上記の10種のフェノール化合物は毒性が比較的低
く、かつ、細菌や黴に対して広い抗菌、防黴作用を有し
ていることが見いだされた。
Hereinafter, the antibacterial phenol resin molding material of the present invention will be described. The above phenol compounds may be used alone or in combination of two or more. The addition amount of the antibacterial compound is preferably 0.1 to 3 parts by weight based on the whole molding material. If the amount is less than 0.1 part by weight, the antibacterial effect is small, and if it exceeds 3 parts by weight, the effect is not improved and the cost is increased. Phenolic compounds generally have antibacterial properties, but are also highly toxic. Is low. However, according to the study of the present inventors, it has been found that the above-mentioned ten phenol compounds have relatively low toxicity and have a broad antibacterial and antifungal action against bacteria and fungi.

【0008】用いるフェノール樹脂の種類は特に限定さ
れず、ノボラック型フェノール樹脂、レゾール型フェノ
ール樹脂等を単独あるいは併用して使用する。150〜
190℃の高温下で自己硬化しないフェノール樹脂に対
しては、硬化剤としてヘキサメチレンテトラミンを使用
する。
The type of the phenol resin to be used is not particularly limited, and a novolak type phenol resin, a resol type phenol resin or the like is used alone or in combination. 150 ~
Hexamethylenetetramine is used as a curing agent for phenolic resins that do not self-cur at a high temperature of 190 ° C.

【0009】更に、充填材についてみると、有機質充填
材は、木粉、パルプ、有機繊維、布細片、熱可塑性樹脂
粉末、熱硬化性樹脂硬化物の粉末などが用途に応じて使
用されている。一方、無機質充填材においては、炭酸カ
ルシウム、クレー、シリカ、アルミナ、水酸化アルミニ
ウム、ガラスなどの粉末、ガラス繊維などが使用されて
いるが、シリカ、アルミナ、ガラスなどの硬質のもの、
炭酸カルシウム、クレーなど比較的軟質のものがあり、
用途や要求特性に応じて選択使用されている。これらの
有機質充填材と無機質充填材とを必要に応じて、単独あ
るいは併用して使用する。
Further, regarding the filler, as the organic filler, wood powder, pulp, organic fiber, cloth flakes, thermoplastic resin powder, powder of a cured thermosetting resin, etc. are used depending on the application. I have. On the other hand, in the inorganic filler, calcium carbonate, clay, silica, alumina, aluminum hydroxide, powders such as glass, glass fibers and the like are used, silica, alumina, hard materials such as glass,
There are relatively soft things such as calcium carbonate and clay,
It is selected and used depending on the application and required characteristics. These organic fillers and inorganic fillers are used alone or in combination as needed.

【0010】[0010]

【実施例】以下に本発明を詳しく説明するために実施例
を示すが、これをもって本発明を限定するものではな
い。表1に配合割合(重量部)を示す。
EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention. Table 1 shows the mixing ratio (parts by weight).

【0011】<実施例1>樹脂成分として、フェノール
ノボラック樹脂43重量部に対し、ヘキサメチレンテト
ラミン7重量部を加えて、充填材として木粉、炭酸カル
シウムを配合し、抗菌化合物として3−メチル−3−イ
ソプロピルフェノールを2重量部添加し、加熱ロールに
より混練して、フェノール樹脂成形材料を得た。この成
形材料をトランスファー成形により、φ70×2mmの
円盤状成形品を作製した。
<Example 1> As a resin component, 7 parts by weight of hexamethylenetetramine was added to 43 parts by weight of a phenol novolak resin, and wood flour and calcium carbonate were added as fillers. 2 parts by weight of 3-isopropylphenol was added and kneaded with a heating roll to obtain a phenolic resin molding material. The molding material was subjected to transfer molding to produce a disc-shaped molded article of φ70 × 2 mm.

【0012】<実施例2>抗菌化合物として、o-フェニ
ルフェノールを2重量部添加すること以外は、実施例1
と同様の方法を実施した。
<Example 2> Example 1 was repeated except that 2 parts by weight of o-phenylphenol was added as an antibacterial compound.
The same method as described above was performed.

【0013】<比較例1>抗菌化合物を添加しないこと
以外は、実施例1と同様の方法を実施した。
<Comparative Example 1> A method similar to that of Example 1 was carried out except that no antibacterial compound was added.

【0014】<比較例2>空試験としてガラス性シャー
レにて抗菌化合物を用いないで実施した。
<Comparative Example 2> A blank test was performed in a glass petri dish without using an antibacterial compound.

【0015】[0015]

【表1】 [Table 1]

【0016】これらの成形材料から得た成形品を抗菌
性、防黴性と抗菌保持性について評価し、表2の結果を
得た。比較例1は一般的なフェノール樹脂成形材料であ
るが、空試験である比較例2と比べて99%近い滅菌効
果を示したが、実施例に示す成形品に比較して抗菌性が
不十分である。実施例で得られた成形品の場合は、最近
及び黴は皆無といえるほどまでに死滅する。
Molded articles obtained from these molding materials were evaluated for antibacterial properties, antifungal properties and antibacterial retention, and the results shown in Table 2 were obtained. Comparative Example 1 is a general phenolic resin molding material, but showed a sterilization effect of nearly 99% as compared with Comparative Example 2 which was a blank test, but had insufficient antibacterial properties as compared with the molded articles shown in Examples. It is. In the case of the molded article obtained in the example, the mold has recently died and almost no mold has died.

【0017】[0017]

【表2】 [Table 2]

【0018】(測定方法)抗菌性能のテスト方法は、φ
70×2mmの円盤状成形品の上に無菌性生理食塩水を
培地として、大腸菌を放置し、放置した直後の生菌数と
24時間経過後の生菌数をカウントし、死滅しているか
どうかをみた。防黴性のテスト方法は、φ70×2mm
の円盤状成形品の上にクロコウジカビを移植し、1ヶ月
後にクロコウジカビが増殖しているかどうかをみた。抗
菌持続性のテスト方法は、成形品にウェザーメーターで
紫外線を照射し、高湿(40℃、湿度90%、1ヶ月)
及び加熱(70℃、1ヶ月)にてそれぞれ成形品を処理
(環境促進テスト)し、その後前記の抗菌性テストを実
施し、抗菌性が持続されているかどうかをみた。
(Measurement method) The test method for antibacterial performance is φ
Escherichia coli was allowed to stand on a 70 × 2 mm disk-shaped molded article using sterile physiological saline as a medium, and the number of viable bacteria immediately after standing and the number of viable bacteria after 24 hours were counted to determine whether or not the cells had died. I saw The test method of antifungal property is φ70 × 2mm
Was transplanted onto the disk-shaped molded product of No. 1, and after one month, whether or not the Aspergillus niger was growing was examined. The test method of the antibacterial durability is to irradiate the molded product with ultraviolet light with a weather meter and to have high humidity (40 ° C, humidity 90%, 1 month)
Then, the molded article was processed (environmental acceleration test) by heating and heating (70 ° C., 1 month), and then the above-mentioned antibacterial test was carried out to determine whether or not the antibacterial property was maintained.

【0019】[0019]

【発明の効果】上記の実施例からも明らかなように、本
発明により得られた抗菌性フェノール樹脂成形材料は、
大腸菌、黄色ブドウ球菌、クロコウジカビなどに対し、
優れた抗菌性及び防黴性を有する。このことから漆器、
厨房をはじめとした日常生活品、または不特定多数の人
が触れる成形品向けに好適に使用できる。
As is clear from the above examples, the antibacterial phenolic resin molding material obtained by the present invention is:
Against E. coli, Staphylococcus aureus, Aspergillus, etc.
Has excellent antibacterial and antifungal properties. From this, lacquerware,
It can be suitably used for daily necessities such as kitchens or molded articles touched by an unspecified number of people.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 抗菌性フェノール樹脂成形材料におい
て、抗菌成分として下記に示す(1)〜(10)の1種
又は2種以上のフェノール化合物を含有することを特徴
とする抗菌性フェノール樹脂成形材料。 (1)3−メチル−3−イソプロピルフェノール、
(2)2−イソプロピル−5−メチルフェノール、
(3)o−フェニルフェノール、(4)o−フェニルフェ
ノール ナトリウム塩、(5)メチルフェノール、
(6)p−クロロフェノール、(7)2,4,6−トリ
ブロモフェノール、(8)4−クロロ−2−(フェニル
メチル)フェノール、(9)モノクロロ−2−フェニル
フェノール、(10)4−クロロ−3,5−ジメチルフ
ェノール。
1. An antimicrobial phenolic resin molding material, which comprises one or more phenolic compounds of the following (1) to (10) as an antimicrobial component: . (1) 3-methyl-3-isopropylphenol,
(2) 2-isopropyl-5-methylphenol,
(3) o-phenylphenol, (4) sodium salt of o-phenylphenol, (5) methylphenol,
(6) p-chlorophenol, (7) 2,4,6-tribromophenol, (8) 4-chloro-2- (phenylmethyl) phenol, (9) monochloro-2-phenylphenol, (10) 4 -Chloro-3,5-dimethylphenol.
【請求項2】 前記フェノール化合物をフェノール樹脂
に対して、0.1〜3重量部含有することを特徴とする
請求項1記載の抗菌性フェノール樹脂成形材料。
2. The antibacterial phenolic resin molding material according to claim 1, wherein the phenolic compound is contained in an amount of 0.1 to 3 parts by weight based on the phenolic resin.
JP35837597A 1997-12-25 1997-12-25 Antimicrobial phenolic resin molding material Pending JPH11189503A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP35837597A JPH11189503A (en) 1997-12-25 1997-12-25 Antimicrobial phenolic resin molding material

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP35837597A JPH11189503A (en) 1997-12-25 1997-12-25 Antimicrobial phenolic resin molding material

Publications (1)

Publication Number Publication Date
JPH11189503A true JPH11189503A (en) 1999-07-13

Family

ID=18458969

Family Applications (1)

Application Number Title Priority Date Filing Date
JP35837597A Pending JPH11189503A (en) 1997-12-25 1997-12-25 Antimicrobial phenolic resin molding material

Country Status (1)

Country Link
JP (1) JPH11189503A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007004753A1 (en) * 2005-06-30 2007-01-11 Dongbu Hitek Co., Ltd. Alkylphenol derivatives having phytopathogenic fungi activities
JP2015507609A (en) * 2011-12-01 2015-03-12 ローム アンド ハース カンパニーRohm And Haas Company Antimicrobial composition of orthophenylphenol and silver

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007004753A1 (en) * 2005-06-30 2007-01-11 Dongbu Hitek Co., Ltd. Alkylphenol derivatives having phytopathogenic fungi activities
JP2015507609A (en) * 2011-12-01 2015-03-12 ローム アンド ハース カンパニーRohm And Haas Company Antimicrobial composition of orthophenylphenol and silver

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