JP4636303B2 - Polystyrene resin coating composition - Google Patents
Polystyrene resin coating composition Download PDFInfo
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- JP4636303B2 JP4636303B2 JP2004084535A JP2004084535A JP4636303B2 JP 4636303 B2 JP4636303 B2 JP 4636303B2 JP 2004084535 A JP2004084535 A JP 2004084535A JP 2004084535 A JP2004084535 A JP 2004084535A JP 4636303 B2 JP4636303 B2 JP 4636303B2
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Description
本発明は、残留フェノール類の含有量が少なく、密着性に優れたポリスチレン樹脂用塗料組成物に関する。 The present invention relates to a coating composition for polystyrene resin having a low content of residual phenols and excellent adhesion.
ポリスチレン樹脂は、加工性や経済性に優れ、種々の包装容器、梱包材料、トレー、搬送用通い箱等に使用されているが、燃えやすいという欠点がある。この欠点を解決する手段として、難燃性に優れるフェノール樹脂系塗料を塗工する方法が挙げられるが、一般に、該フェノール樹脂系塗料には刺激性・腐食性の強いフェノール類が残留している為、使用に際して十分に留意する必要があった。 Polystyrene resin is excellent in processability and economy, and is used in various packaging containers, packing materials, trays, returnable boxes for transportation, etc., but has a drawback of being easily burned. As a means for solving this drawback, there is a method of applying a phenol resin paint having excellent flame retardancy. Generally, phenolic resins having strong irritation and corrosive properties remain in the phenol resin paint. Therefore, it was necessary to pay sufficient attention when using it.
上記問題点の解決のため、残留フェノール類の含有量が少ないレゾール樹脂の製造方法が提供されている（例えば、特許文献１参照。）が、該レゾール樹脂をフェノール樹脂系塗料として用いると、本来の目的であるポリスチレン樹脂に塗工した場合の密着性に劣り、実用レベルではなく、解決方法が求められている。 In order to solve the above problems, a method for producing a resole resin with a low content of residual phenols is provided (see, for example, Patent Document 1). However, when the resole resin is used as a phenol resin-based paint, Therefore, it is inferior in adhesion when coated on polystyrene resin, which is the purpose of the above, and there is a demand for a solution rather than a practical level.
上記実状に鑑み、本発明の課題は、ポリスチレン樹脂との密着性に優れ、残留フェノール類の含有量が少ないレゾール樹脂を用いたポリスチレン樹脂用塗料組成物を提供することにある。 In view of the above situation, an object of the present invention is to provide a coating composition for polystyrene resin using a resol resin which is excellent in adhesiveness with a polystyrene resin and has a low content of residual phenols.
本発明者等は、前記の課題を解決すべく、鋭意検討の結果、残留フェノール類の含有量が１重量％以下であるレゾール樹脂アルコール溶液に２５℃で液状のケトン類（ｂ１）及び／又はエステル類（ｂ２）からなるカルボニル基含有化合物を添加した塗料組成物は、ポリスチレン樹脂に対する優れた密着性を有することを見出し、本発明を完成させた。 In order to solve the above-mentioned problems, the present inventors have intensively studied, and as a result, ketones (b1) and / or liquids at 25 ° C. in a resole resin alcohol solution having a residual phenol content of 1% by weight or less. The coating composition to which the carbonyl group-containing compound consisting of esters (b2) was added was found to have excellent adhesion to polystyrene resin, and the present invention was completed.
即ち、本発明は、残留フェノール類の含有量が１重量％以下であるレゾール樹脂アルコール溶液（Ａ）と２５℃で液状のケトン類（ｂ１）及び／又はエステル類（ｂ２）からなるカルボニル基含有化合物（Ｂ）とを含有することを特徴とするポリスチレン樹脂用塗料組成物を提供するものである。
That is, the present invention includes a carbonyl group comprising a resole resin alcohol solution (A) having a residual phenol content of 1% by weight or less and a ketone (b1) and / or ester (b2) liquid at 25 ° C. The present invention provides a coating composition for polystyrene resin, comprising a compound (B).
本発明によれば、残留フェノール類の含有量が少なく、取り扱いに優れたレゾール樹脂を用いたフェノール樹脂系塗料組成物であって、ポリスチレン樹脂に対する密着性に優れ、ポリスチレン樹脂の欠点である易燃性を解決する方法を提供することが出来る。 According to the present invention, a phenolic resin-based coating composition using a resol resin having a low residual phenol content and excellent handling, excellent adhesion to a polystyrene resin, and easy combustion which is a drawback of the polystyrene resin. It is possible to provide a method for solving the sex.
本発明で用いる残留フェノール類の含有量が１％以下のレゾール樹脂（Ａ）としては、その製造方法として特に限定されるものではないが、工業的に効率よく生産できる手法として、前記特許文献１に記載されている方法、即ち、アルデヒド類とフェノールとを［アルデヒド類／フェノール類］＝０．３〜０．６（モル比）で反応させて得られたノボラック樹脂（ａ１）とアルデヒド類（ａ２）とを反応させて得られたレゾール樹脂であることが好ましく、更に、レゾール樹脂の溶解性、塗料化の際の作業性、経済性の面から、該レゾール樹脂のアルコール溶液、特にメタノール溶液及び／又はエタノール溶液が好ましく、市販品としてはフェノライトＰＺ１００１（大日本インキ化学工業株式会社製）が挙げられる。また、レゾール樹脂有効成分とアルコール類との割合は、作業性等に優れる点から、レゾール樹脂有効成分／アルコール類（重量比）が３０／７０〜９０／１０であることが好ましい。 The resol resin (A) having a content of residual phenols of 1% or less used in the present invention is not particularly limited as a production method thereof. The novolak resin (a1) obtained by reacting the aldehyde and phenol with [aldehydes / phenols] = 0.3 to 0.6 (molar ratio) and the aldehyde ( It is preferable that it is a resol resin obtained by reacting with a2). Furthermore, from the viewpoint of the solubility of the resole resin, the workability at the time of coating, and the economy, an alcohol solution of the resole resin, particularly a methanol solution And / or an ethanol solution is preferable, and Phenolite PZ1001 (Dainippon Ink Chemical Co., Ltd.) is mentioned as a commercial item. Moreover, it is preferable that the ratio of a resole resin active ingredient and alcohol is 30 / 70-90 / 10 in the point which is excellent in workability | operativity etc. and resole resin active ingredient / alcohol (weight ratio).
本発明で用いる２５℃で液状のカルボニル基含有化合物（Ｂ）としては、特に限定されるものではないが、ケトン類（ｂ１）、エステル類（ｂ２）が挙げられ、具体的には、ケトン類としてはメチルイソブチルケトン、メチルエチルケトンを用いることが好ましく、エステル類（ｂ２）としては酢酸エチル、酢酸ブチルを用いることが好ましい。 The carbonyl group-containing compound (B) that is liquid at 25 ° C. used in the present invention is not particularly limited, but includes ketones (b1) and esters (b2). Specifically, ketones It is preferable to use methyl isobutyl ketone and methyl ethyl ketone, and it is preferable to use ethyl acetate and butyl acetate as the esters (b2).
前記レゾール樹脂アルコール溶液（Ａ）と前記カルボニル基含有化合物（Ｂ）との使用割合としては、特に制限されるものではないが、得られる塗料組成物の作業性、塗膜としたときの乾燥性、密着性に優れ、更に、ポリスチレン樹脂の表面侵食を起こしにくい点から、前記レゾール樹脂アルコール溶液（Ａ）中の有効樹脂成分と前記カルボニル基含有化合物（Ｂ）との重量比（Ａ）／（Ｂ）が５０／３０〜９９．９／０．１であることが好ましく、特に８０／２０〜９９／１であることが好ましい。 The use ratio of the resol resin alcohol solution (A) and the carbonyl group-containing compound (B) is not particularly limited, but the workability of the resulting coating composition and the drying properties when used as a coating film are not particularly limited. The weight ratio of the effective resin component in the resole resin alcohol solution (A) to the carbonyl group-containing compound (B) (A) / ( B) is preferably 50/30 to 99.9 / 0.1, particularly preferably 80/20 to 99/1.
本発明のポリスチレン樹脂用塗料組成物には、更に硬化を速やかに進行させる等の目的で、酸硬化剤（Ｃ）を併用することが好ましい。前記酸硬化剤（Ｃ）としては、例えば、パラトルエンスルホン酸、フェノールスルホン酸、ドデシルベンゼンスルホン酸、ジノニルナフタレンスルホン酸、ジノニルナフタレンジスルホン酸等の有機酸、硫酸、リン酸等の無機酸が挙げられる。酸硬化剤（Ｃ）の添加量としては、特に制限されるものではないが、レゾール樹脂固形分に対して０．５〜１０重量％であることが好ましい。 In the polystyrene resin coating composition of the present invention, an acid curing agent (C) is preferably used in combination for the purpose of further rapid curing. Examples of the acid curing agent (C) include organic acids such as paratoluenesulfonic acid, phenolsulfonic acid, dodecylbenzenesulfonic acid, dinonylnaphthalenesulfonic acid, dinonylnaphthalenedisulfonic acid, and inorganic acids such as sulfuric acid and phosphoric acid. Is mentioned. The addition amount of the acid curing agent (C) is not particularly limited, but is preferably 0.5 to 10% by weight with respect to the resol resin solid content.
本発明のポリスチレン樹脂用塗料組成物には、必要に応じて、水酸化アルミニウム、ホウ酸、赤リン等の難燃剤、炭酸カルシウム、クレー、カオリン等の充填剤や、染料、顔料等を添加しても用いても良い。 If necessary, the polystyrene resin coating composition of the present invention may contain a flame retardant such as aluminum hydroxide, boric acid or red phosphorus, a filler such as calcium carbonate, clay or kaolin, a dye or a pigment. Or may be used.
本発明のポリスチレン樹脂塗料組成物の製造方法及び使用方法としては、特に限定されるものではないが、例えば、レゾール樹脂アルコール溶液（Ａ）、２５℃で液状のカルボニル基含有化合物（Ｂ）、必要に応じて配合されるその他充填剤、添加剤等をディススパー等の攪拌機で混合する方法が挙げられる。また、顔料等で着色する場合には、予めレゾール樹脂アルコール溶液（Ａ）の一部と顔料等を、ロール練りし顔料等を均一に分散させたミルベースを作製した後、このミルベースと残りのレゾール樹脂アルコール溶液（Ａ）、２５℃で液状のカルボニル基含有化合物（Ｂ）、必要に応じて添加されるその他充填剤や添加剤をディススパー等の攪拌機で混合する方法が挙げられる。酸硬化剤（Ｃ）を用いる場合には、上記で得られた均一混合物に酸硬化剤（Ｃ）を加え、必要に応じてメタノール等の有機溶剤を加え、所望の粘度に調整する方法が好ましい。前記で得られたポリスチレン樹脂用塗料組成物は、例えばスプレー塗装等により、ポリスチレン樹脂に容易に塗布することができ、これを５０〜１５０℃で１〜２０分乾燥することにより、塗膜とすることが出来る。 Although it does not specifically limit as a manufacturing method and usage method of the polystyrene resin coating composition of this invention, For example, a resole resin alcohol solution (A), a carbonyl group containing compound (B) liquid at 25 degreeC, required A method of mixing other fillers, additives and the like blended according to the above with a stirrer such as disperser. In addition, when coloring with a pigment or the like, after preparing a mill base in which a part of the resol resin alcohol solution (A) and the pigment are kneaded in advance to uniformly disperse the pigment, the mill base and the remaining resole Examples thereof include a method in which a resin alcohol solution (A), a carbonyl group-containing compound (B) that is liquid at 25 ° C., and other fillers and additives that are added as necessary are mixed with a stirrer such as a disperser. In the case of using the acid curing agent (C), a method of adding the acid curing agent (C) to the homogeneous mixture obtained above and adding an organic solvent such as methanol as necessary to adjust to a desired viscosity is preferable. . The polystyrene resin coating composition obtained above can be easily applied to polystyrene resin, for example, by spray coating or the like, and dried at 50 to 150 ° C. for 1 to 20 minutes to form a coating film. I can do it.
次に、実施例及び比較例によって本発明をさらに詳細に説明する。例中「部」と表示しているものはそれぞれ重量部を表す。なお本発明はこれらの実施例に限定されるものではない。 Next, the present invention will be described in more detail with reference to examples and comparative examples. In the examples, “parts” are represented by parts by weight. The present invention is not limited to these examples.
実施例１
フェノライトＰＺ１００１（大日本インキ化学工業株式会社製レゾール樹脂メタノール溶液、有効成分５０％、残留フェノール量０．８％）１００部、ホウ酸５部、メチルエチルケトン５部をディスパーで混合し、２５℃での粘度が４５０ｍＰａ・ｓの組成物を作製した。またパラトルエンスルホン酸５０部をメタノール５０部に溶かし、酸硬化剤を作製した。前記組成物１００部と酸硬化剤１０部を混合して、ポリスチレン樹脂用塗料組成物（１）を得た。
Example 1
Phenolite PZ1001 (Dainippon Ink & Chemicals, Inc. resol resin methanol solution, active ingredient 50%, residual phenol amount 0.8%) 100 parts, boric acid 5 parts, methyl ethyl ketone 5 parts are mixed with a disper at 25 ° C A composition having a viscosity of 450 mPa · s was prepared. Further, 50 parts of paratoluenesulfonic acid was dissolved in 50 parts of methanol to prepare an acid curing agent. 100 parts of the composition and 10 parts of an acid curing agent were mixed to obtain a polystyrene resin coating composition (1).
実施例２
実施例１のメチルエチルケトンを酢酸ブチルに代えた以外は同じ方法で、粘度４３０ｍＰａ・ｓの組成物を得た後、実施例１と同様にして酸硬化剤を加え、ポリスチレン樹脂用塗料組成物（２）を得た。
Example 2
A composition having a viscosity of 430 mPa · s was obtained in the same manner except that methyl ethyl ketone in Example 1 was replaced with butyl acetate. Then, an acid curing agent was added in the same manner as in Example 1, and a polystyrene resin coating composition (2 )
比較例１
実施例１のメチルエチルケトンをメタノールに代えた以外は同じ方法で、粘度４２０ｍＰａ・ｓの組成物を得た後、実施例１と同様にして酸硬化剤を加え、比較用塗料組成物を得た。
Comparative Example 1
A composition having a viscosity of 420 mPa · s was obtained in the same manner except that methyl ethyl ketone in Example 1 was replaced with methanol, and then an acid curing agent was added in the same manner as in Example 1 to obtain a comparative coating composition.
実施例、比較例で得た塗料組成物について、以下の方法にて、ポリスチレン樹脂との密着性を測定した。その測定結果を表１に示す。 About the coating composition obtained by the Example and the comparative example, the adhesiveness with a polystyrene resin was measured with the following method. The measurement results are shown in Table 1.
ポリスチレン樹脂表面との密着性の測定方法
塗布量３０ｇ／ｍ２になるように、市販の発泡ポリスチレン板にスプレー塗装し、８０℃で５分間乾燥した。得られた塗膜について、密着性及び硬度をＪＩＳ Ｋ６９１１の碁盤目試験及び鉛筆硬度にて評価した。
Method for Measuring Adhesiveness with Surface of Polystyrene Resin Spray coating was applied to a commercially available polystyrene foam plate so that the coating amount was 30 g / m 2 and dried at 80 ° C. for 5 minutes. About the obtained coating film, adhesiveness and hardness were evaluated by the cross cut test and pencil hardness of JISK6911.
Claims (7)
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| Application Number | Priority Date | Filing Date | Title |
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| JP2004084535A JP4636303B2 (en) | 2004-03-23 | 2004-03-23 | Polystyrene resin coating composition |
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| JP2004084535A JP4636303B2 (en) | 2004-03-23 | 2004-03-23 | Polystyrene resin coating composition |
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| JP4636303B2 true JP4636303B2 (en) | 2011-02-23 |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58219251A (en) * | 1982-06-14 | 1983-12-20 | Sumitomo Bakelite Co Ltd | Aqueous emulsion of thermosetting resin |
| JPS62238742A (en) * | 1986-04-09 | 1987-10-19 | タキロン株式会社 | Heat-resistant film or sheet |
| JPH0312266A (en) * | 1989-06-08 | 1991-01-21 | Sumitomo Bakelite Co Ltd | Powder painting method |
| JPH107826A (en) * | 1996-06-24 | 1998-01-13 | Hitachi Chem Co Ltd | Surface coating material and fiber-reinforced phenol resin molding using the same |
| JP2001259517A (en) * | 2000-03-16 | 2001-09-25 | Kawamura Inst Of Chem Res | Thermosetting resin coating film having uneven structure on surface and its production method |
| JP2003137948A (en) * | 2001-10-31 | 2003-05-14 | Dainippon Ink & Chem Inc | Method for producing resole resin |
-
2004
- 2004-03-23 JP JP2004084535A patent/JP4636303B2/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58219251A (en) * | 1982-06-14 | 1983-12-20 | Sumitomo Bakelite Co Ltd | Aqueous emulsion of thermosetting resin |
| JPS62238742A (en) * | 1986-04-09 | 1987-10-19 | タキロン株式会社 | Heat-resistant film or sheet |
| JPH0312266A (en) * | 1989-06-08 | 1991-01-21 | Sumitomo Bakelite Co Ltd | Powder painting method |
| JPH107826A (en) * | 1996-06-24 | 1998-01-13 | Hitachi Chem Co Ltd | Surface coating material and fiber-reinforced phenol resin molding using the same |
| JP2001259517A (en) * | 2000-03-16 | 2001-09-25 | Kawamura Inst Of Chem Res | Thermosetting resin coating film having uneven structure on surface and its production method |
| JP2003137948A (en) * | 2001-10-31 | 2003-05-14 | Dainippon Ink & Chem Inc | Method for producing resole resin |
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| JP2005272515A (en) | 2005-10-06 |
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