JPH0613650B2 - Thermosetting coating composition - Google Patents
Thermosetting coating compositionInfo
- Publication number
- JPH0613650B2 JPH0613650B2 JP61014691A JP1469186A JPH0613650B2 JP H0613650 B2 JPH0613650 B2 JP H0613650B2 JP 61014691 A JP61014691 A JP 61014691A JP 1469186 A JP1469186 A JP 1469186A JP H0613650 B2 JPH0613650 B2 JP H0613650B2
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- coating
- coating composition
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- thermosetting
- dimedone
- Prior art date
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Description
【発明の詳細な説明】 産業上の利用分野 本発明は熱硬化性塗料組成物に関し、特に塗膜の「ワ
キ」や仕上り外観を改良し、更に黄変のない塗膜の得る
ことができる熱硬化性塗料組成物に関する。Description: TECHNICAL FIELD The present invention relates to a thermosetting coating composition, and more particularly to a heat-curable coating composition capable of improving the “armpit” and finish appearance of the coating film and further obtaining a coating film without yellowing. It relates to a curable coating composition.
従来の技術 塗料硬化過程に於いて、塗料組成物中に存在する空気、
揮発成分、更には熱硬化性塗料の場合、硬化反応により
生成する揮発成分などが塗膜に「ワキ」を発生させるこ
とは公知のことであり、かかる「ワキ」発生を防止する
手段として、例えば特公昭52−41769号公報によれば、
塗膜の「ワキ」を防止する為に、ベンゾインを含有する
と効果がある旨記載されている。しかしながら塗料組成
中に、ベンゾインを含有させると塗膜が黄変する為、淡
彩色及びクリヤーの塗料に適用することは実際上不可能
である。Conventional technology In the coating curing process, air present in the coating composition,
In the case of volatile components, moreover, in the case of thermosetting coatings, it is known that volatile components generated by the curing reaction generate "armpits" in the coating film, and as a means for preventing such "armpits", for example, According to Japanese Patent Publication No. 52-41769,
It is described that the inclusion of benzoin is effective in order to prevent "washiness" of the coating film. However, when benzoin is contained in the coating composition, the coating film turns yellow, so that it is practically impossible to apply it to light-colored and clear coating materials.
発明が解決しようとする問題点 前記したように、塗膜の「ワキ」の発生を防止するため
にベンゾインを塗料中に配合させると「ワキ」発生の防
止には効果が認められるものの、加熱溶融時に塗膜が黄
褐色に変色して、塗膜が黄変して、特にクリヤー塗料が
淡彩色塗料にはベンゾインを使用できないという問題が
あった。従って、本発明はかかる従来技術の問題を解決
して塗膜の「ワキ」の発生を防止すると共に塗膜の変色
も起さない熱硬化性塗料組成物を提供することを目的と
する。Problems to be Solved by the Invention As described above, when benzoin is added to the coating material in order to prevent the occurrence of “armpit” in the coating film, the effect of preventing the “armpit” is recognized, but it is melted by heating. At times, the coating film turns yellowish brown and the coating film turns yellow, and there is a problem that benzoin cannot be used especially for clear paints as light paints. Therefore, it is an object of the present invention to provide a thermosetting coating composition that solves the problems of the prior art and prevents the occurrence of "armpits" in the coating film and does not cause discoloration of the coating film.
問題点を解決するための手段 本発明に従えば、有機溶剤型又は水性の塗料樹脂及び硬
化剤を含んで成る有機溶剤型又は水性の熱硬化性塗料組
成物において、シクロヘキサンジオール、シクロヘキサ
ントリオール、テレフタル酸ジメチル、フルオレン及び
フルオレン誘導体、2, 3−ジメチルナフタレン、1, 2,
4, 5−テトラメチルベンゼン、無水コハク酸並びにジメ
ドン及びジメドン誘導体の群から選ばれた少なくとも一
種を0.05〜３重量％含むことを特徴とする有機溶剤型又
は水性の熱硬化性塗料組成物が提供される。Means for Solving the Problems According to the present invention, an organic solvent-based or water-based thermosetting coating composition comprising an organic solvent-based or water-based coating resin and a curing agent is provided, which comprises cyclohexanediol, cyclohexanetriol, and terephthalate. Dimethyl acid, fluorene and fluorene derivatives, 2,3-dimethylnaphthalene, 1, 2,
Provided is an organic solvent-based or water-based thermosetting coating composition containing 0.05 to 3% by weight of at least one selected from the group of 4,5-tetramethylbenzene, succinic anhydride, dimedone and dimedone derivatives. To be done.
本発明に従えば、また、粉体用塗料樹脂及び硬化剤を含
んで成る熱硬化性粉体塗料組成物において、シクロヘキ
サンジオール、シクロヘキサントリオール、テレフタル
酸ジメチル、フルオレン及びフルオレン誘導体、2, 3−
ジメチルナフタレン、1, 2, 4, 5−テトラメチルベンゼ
ン、無水コハク酸並びにジメドン及びジメドン誘導体の
群から選ばれた少なくとも一種を0.05〜３重量％含むこ
とを特徴とする熱硬化性粉体塗料組成物が提供される。According to the present invention, a thermosetting powder coating composition comprising a powder coating resin and a curing agent is also provided, wherein cyclohexanediol, cyclohexanetriol, dimethyl terephthalate, fluorene and a fluorene derivative, 2, 3-
Thermosetting powder coating composition characterized by containing 0.05 to 3% by weight of at least one selected from the group of dimethylnaphthalene, 1,2,4,5-tetramethylbenzene, succinic anhydride, dimedone and dimedone derivatives. Things are offered.
発明の構成及びその作用の説明 本発明に従えば、前記した如く、シクロヘキサンジオー
ル、シクロヘキサントリオール、テレフタル酸ジメチ
ル、フルオレン及びフルオレン誘導体（例えばシクロヘ
キサン−1,4−ジオール、シクロヘキサン−1,2,4−トリ
オール、９−フルオレニルアルコール）、2,3−ジメチ
ルナフタレン、1,2,4,5 −テトラメチルベンゼン、無水
コハク酸、並びに／又はジメドン及びジメドン誘導体
（例えば2,2−ジメチル−1,3−プロパンジオール、ジメ
ドンモノオキシム）などの添加剤を塗料組成物中に0.05
〜３重量％、好ましくは０．１〜３重量％配合すること
により、塗料の加熱溶融時に変色を起すことなく、従っ
て塗膜に黄変などの変色を起すことない塗料組成物を得
ることができる。しかも、これらの化合物を塗料組成物
中に配合すると塗料の加熱溶融時に低粘度溶融物となる
ためか揮散成分などの逸散が容易になり、塗膜への「ワ
キ」の発生がなくなる。更に、本発明によれば溶融時に
粘度が低下するためか、塗膜の仕上り外観も著しく向上
する。これらの化合物は塗料組成物に0.05〜３重量％の
量で配合するが、この配合量が0.05重量％未満の時は所
望の「ワキ」発生防止効果が得られにくいので好ましく
なく、逆に３重量％を越えると、耐水性、耐溶剤性等の
塗膜性能が劣るので好ましくない。According to the present invention, according to the present invention, as described above, cyclohexanediol, cyclohexanetriol, dimethyl terephthalate, fluorene and fluorene derivatives (for example, cyclohexane-1,4-diol, cyclohexane-1,2,4- Triol, 9-fluorenyl alcohol), 2,3-dimethylnaphthalene, 1,2,4,5-tetramethylbenzene, succinic anhydride, and / or dimedone and dimedone derivatives (eg 2,2-dimethyl-1, Addition of additives such as 3-propanediol and dimedone monooxime to the coating composition at 0.05
By adding 3 to 3% by weight, preferably 0.1 to 3% by weight, it is possible to obtain a coating composition that does not cause discoloration when the coating composition is heated and melted, and thus does not cause discoloration such as yellowing of the coating film. it can. In addition, if these compounds are blended in the coating composition, it may become a low-viscosity melt when the coating composition is heated and melted, and the volatilization components and the like may be easily diffused, so that "chucking" does not occur in the coating film. Further, according to the present invention, the finished appearance of the coating film is remarkably improved, probably because the viscosity is lowered during melting. These compounds are compounded in the coating composition in an amount of 0.05 to 3% by weight, but if the compounding amount is less than 0.05% by weight, it is difficult to obtain the desired effect of preventing the occurrence of "armpits". If it exceeds 5% by weight, coating properties such as water resistance and solvent resistance are deteriorated, which is not preferable.
これらの化合物は塗料組成物中に任意の方法で配合する
ことができ、例えば塗料製造時に他の配合剤と一緒に添
加したり、有機溶剤などの媒質に分散させて添加した
り、或いは塗料用樹脂の精製時に添加したりすることが
できる。These compounds can be blended into the coating composition by any method, for example, they are added together with other compounding agents at the time of coating production, dispersed in a medium such as an organic solvent, or added for coating. It can be added during the purification of the resin.
なお、本発明の塗料組成物には前記した化合物のほか
に、前記特公昭52−41769号公報に記載のベンゾインを
変色に支障のない範囲で少量（例えば０．５重量％以下
の量）配合することもでき、かくすることによってベン
ゾインは塗料用の各原料と一緒に溶剤型または粉体塗料
として混合する前に配合するのが簡便である。In addition to the above-mentioned compounds, the coating composition of the present invention contains a small amount (for example, 0.5% by weight or less) of benzoin described in JP-B-52-41769 within a range that does not hinder discoloration. By doing so, it is convenient for benzoin to be blended together with each raw material for paints before being mixed as a solvent type or powder paint.
本発明の塗料組成物に配合することができる塗料樹脂の
種類には特に限定はなく、従来一般的に使用されている
塗料樹脂、例えばエポキシ樹脂、アクリル樹脂、ポリエ
ステル樹脂、アルキド樹脂等を従来汎用されている配合
量の範囲でそのまま使用することができる。There is no particular limitation on the type of coating resin that can be blended in the coating composition of the present invention, and conventionally used coating resins such as epoxy resin, acrylic resin, polyester resin, alkyd resin, etc. It can be used as it is in the range of the compounded amount.
本発明の塗料には、従来の塗料に一般的に配合される添
加剤、例えばウレタン、メラミン、ポリアミン、多価カ
ルボン散等の硬化剤、その他必要ならば硬化促進剤、顔
料、染料、光輝剤、帯電防止剤、表面調整剤などを配合
することができ、特にクリヤー塗料及び淡彩色塗料の配
合に好適である。なお、顔料には、特に限定はないが、
例えば青色系原料（例えば、銅クタロシアニン等）、白
色系顔料（例えば、酸化チタン等）などを好んで用いる
ことができる。The coating composition of the present invention includes additives commonly used in conventional coating compositions, for example, curing agents such as urethane, melamine, polyamine, and polycarboxylic acid, and other curing accelerators, pigments, dyes, and brighteners if necessary. , An antistatic agent, a surface conditioner and the like can be blended, and it is particularly suitable for blending clear paints and light color paints. The pigment is not particularly limited,
For example, a blue-based raw material (for example, copper phthalocyanine) or a white-based pigment (for example, titanium oxide) can be preferably used.
本発明の熱硬化性塗料組成物は従来の塗料と何等変るこ
となく実施することができ、例えば従来公知の溶剤型塗
料、粉体塗料、水性塗料として実施できる。その配合例
を例示すると、 (1) アルキド樹脂が40〜90部、メラミン樹脂が60〜10
部、酸化チタンが10〜70部、表面調整剤が１部、上記化
合物が１部から成る溶剤型アルキド塗料をサンドグライ
ンドミルにて分散し均一な塗料とする。The thermosetting coating composition of the present invention can be carried out without any change from conventional coating compositions, for example, conventionally known solvent-based coating compositions, powder coating compositions and water-based coating compositions. An example of the formulation is (1) 40 to 90 parts of alkyd resin and 60 to 10 parts of melamine resin.
Parts, 10 to 70 parts of titanium oxide, 1 part of surface conditioner, and 1 part of the above compound are dispersed in a sand grind mill to form a uniform paint.
(2) アクリル樹脂が10〜95部、ジカルボン酸が30〜５
部、表面調整剤が１部、上記化合物が１部から成る配合
物をスーパーミキサー等で乾式混合し、次いで、エクス
トルニーダー、ホットロール等で溶融混合した後、冷却
して、粉砕機で粉砕することによって粉体塗料とする。(2) 10 to 95 parts of acrylic resin and 30 to 5 of dicarboxylic acid
Parts, the surface conditioner is 1 part, and the compound consisting of 1 part is dry-mixed with a super mixer or the like, then melt-mixed with an extruder, hot roll, etc., cooled, and ground with a grinder. To obtain a powder coating.
(3) 水性アクリル樹脂が45〜95部、メラミン樹脂が55
〜５部、酸化チタンが10〜70部、表面調整剤が１部、上
記化合物が１部から成る水性アクリル塗料をサンドグラ
インドミル等にて分散し均一な塗料とする。(3) 45-95 parts of water-based acrylic resin, 55 of melamine resin
-5 parts, titanium oxide 10-70 parts, surface conditioner 1 part, and the above compound 1 part are dispersed in a sand grind mill or the like to obtain a uniform paint.
実施例 以下、実施例に従って本発明を説明するが、本発明の技
術的範囲をこれらの実施例に限定するものでないことは
いうまでもない。なお、以下の例において「部」は重量
部を表す。Examples Hereinafter, the present invention will be described according to examples, but it goes without saying that the technical scope of the present invention is not limited to these examples. In addition, in the following examples, "part" represents a weight part.
実施例１〜10及び比較例１〜２ アクリル樹脂＊１82部、1,10−デカンジカルボン酸16
部、モダフロー（モンサント社製流れ調整剤）１部、チ
ヌビン 328（チバガイギー社製紫外線吸収剤）１部並び
に下記第１表に示す種類及び配合量（部）の添加剤を配
合して粉体クリヤー塗料を調製した。Examples 1-10 and Comparative Examples 1-2 Acrylic resin * 1 82 parts, 1,10-decanedicarboxylic acid 16
Parts, Modaflow (Monsanto flow control agent) 1 part, Tinuvin 328 (Ciba Geigy UV absorber) 1 part, and the types and blending amounts (parts) of additives shown in Table 1 below, and powder clear A paint was prepared.
この粉体塗料をSPC−１鋼板にリン酸亜鉛処理、電着塗
膜、中塗塗膜及び白色上塗塗膜を順次施したテストピー
スに塗装し、150 ℃で30分間焼付けて膜厚100 μｍの塗
膜を得た。This powder coating was applied to a test piece of SPC-1 steel plate, which was sequentially coated with zinc phosphate, electrodeposition coating, intermediate coating and white top coating, and baked at 150 ° C for 30 minutes to obtain a film thickness of 100 μm. A coating film was obtained.
＊１：グリシジルメタクリレート20部、メチルメタクリ
レート30部、ブチルメタクリレート20部及びスチレン30
部を溶液重合法にて重合した後、減圧下で溶剤を除去し
粉砕したアクリル樹脂を使用。* 1 : glycidyl methacrylate 20 parts, methyl methacrylate 30 parts, butyl methacrylate 20 parts and styrene 30
After the parts were polymerized by the solution polymerization method, the solvent was removed under reduced pressure and the crushed acrylic resin was used.
得られた塗膜を以下の方法で評価試験し、結果を第１表
に示した。なお、目視判定の試験については以下の如く
評価した。The obtained coating film was evaluated by the following method, and the results are shown in Table 1. The visual judgment test was evaluated as follows.
○……良好 △……やや良好 ×……不良 (1) 黄変性：膜厚100 μにおける塗膜の黄変を目視及
び色差計（スガ試験機(株)製）Δｂを用いて測定した。A: Good B: Somewhat good B: Bad (1) Yellowing: The yellowing of the coating film at a film thickness of 100 μ was measured visually and using a color difference meter (manufactured by Suga Test Instruments Co., Ltd.) Δb.
(2) ワキ限界膜厚：連続的に膜厚が異なるよう塗料を
塗布し、焼付後、ワキの発生していない最大膜厚を評価
した。(2) Armpit limit film thickness: The paint was applied so that the film thickness was continuously different, and after baking, the maximum film thickness without occurrence of armpits was evaluated.
(3) ゴバン目密着：JIS-K-5400 6,15法にて試験。100
個のマス目の上にセロハンテープを圧着後、テープを
剥離し、試験型上の残存マス目を数える。100／100は剥
離なしを示す。(3) Eyelet contact: Tested according to JIS-K-5400 6,15 method. 100
After the cellophane tape is pressure-bonded onto each square, the tape is peeled off and the remaining squares on the test die are counted. 100/100 means no peeling.
(4) 耐湿性：背面及び周囲をシールした試験片を50
℃、98％ＲＨ耐湿試験機に 240時間放置し、ブリスタ
ー、ツヤびけを評価する。(4) Moisture resistance: 50
Leave it in a 98% RH humidity tester for 240 hours at ℃ and evaluate blister and gloss.
(5)耐溶剤性：キシロールを含ませたガーゼを、塗膜上
で10回往復させた後、塗膜のツヤびけ、傷跡を評価す
る。(5) Solvent resistance: Gauze impregnated with xylol is reciprocated 10 times on the coating film, and then gloss and scratches on the coating film are evaluated.
(6) ウェザオメーターテスト：JIS-K-5400 9,2法にて
試験。サンシャイン型ウェザオメーター（スガ試験機
(株)製）3000時間試験する。(6) Weatherometer test: Tested by JIS-K-5400 9,2 method. Sunshine weatherometer (Suga testing machine
Tested for 3000 hours.
実施例11〜14及び比較例３〜４ 以下の原料から調製した水産基価80及び酸価10のアルキ
ド樹脂45部、 メラミン（三井東圧(株)製ユーバン20SE60）13部、酸化
チタン（石原産業(株)製タイペークＣＲ−97）35部並び
に以下の第２表に示す種類及び量（部）の添加剤２部を
配合して溶剤系ソリット塗料（白）を調製した。 Examples 11-14 and Comparative Examples 3-4 45 parts of an alkyd resin having a marine product base value of 80 and an acid value of 10 prepared from the following raw materials, 13 parts of melamine (Uban 20SE60 manufactured by Mitsui Toatsu Co., Ltd.), 35 parts of titanium oxide (Taipec CR-97 manufactured by Ishihara Sangyo Co., Ltd.) and 2 parts of additives of the types and amounts (parts) shown in Table 2 below. Was mixed to prepare a solvent-based solid paint (white).
この塗料をSPC-1鋼板にリン酸亜鉛処理、電着塗膜及び
中塗塗膜を施したテストピースに塗装し、140 ℃で30分
間焼付けて膜厚40μｍの塗膜を得た。得られた塗膜を前
記方法で評価し結果を第２表に示した。This paint was applied to a test piece obtained by applying zinc phosphate treatment, electrodeposition coating and intermediate coating to SPC-1 steel sheet and baked at 140 ° C. for 30 minutes to obtain a coating having a thickness of 40 μm. The resulting coating film was evaluated by the above method and the results are shown in Table 2.
発明の効果 本発明に従った熱硬化性塗料組成物は、熱硬化型クリヤ
ー塗料及び淡彩色塗料において、「ワキ」がなく且つ仕
上り良好及び黄変のない優れた塗膜を得ることができ、
また仕上り外観（特に平滑性）も極めて良好である。 EFFECT OF THE INVENTION The thermosetting coating composition according to the present invention, in the thermosetting clear coating and the light-colored coating, it is possible to obtain an excellent coating film without "armpit" and having a good finish and no yellowing,
The finished appearance (especially smoothness) is also very good.
Claims (2)
を含んで成る有機溶剤型又は水性の熱硬化性塗料組成物
において、シクロヘキサンジオール、シクロヘキサント
リオール、テレフタル酸ジメチル、フルオレン及びフル
オレン誘導体、2, 3−ジメチルナフタレン、1, 2, 4, 5
−テトラメチルベンゼン、無水コハク酸並びにジメドン
及びジメドン誘導体の群から選ばれた少なくとも一種を
0.05〜３重量％含むことを特徴とする有機溶剤型又は水
性の熱硬化性塗料組成物。1. An organic solvent-based or water-based thermosetting coating composition comprising an organic solvent-based or water-based coating resin and a curing agent, wherein cyclohexanediol, cyclohexanetriol, dimethyl terephthalate, fluorene and a fluorene derivative, 2 , 3-dimethylnaphthalene, 1, 2, 4, 5
-At least one selected from the group of tetramethylbenzene, succinic anhydride and dimedone and dimedone derivatives.
An organic solvent-based or water-based thermosetting coating composition comprising 0.05 to 3% by weight.
硬化性粉体塗料組成物において、シクロヘキサンジオー
ル、シクロヘキサントリオール、テレフタル酸ジメチ
ル、フルオレン及びフルオレン誘導体、2, 3−ジメチル
ナフタレン、1, 2, 4, 5−テトラメチルベンゼン、無水
コハク酸並びにジメドン及びジメドン誘導体の群から選
ばれた少なくとも一種を0.05〜３重量％含むことを特徴
とする熱硬化性粉体塗料組成物。2. A thermosetting powder coating composition comprising a powder coating resin and a curing agent, wherein cyclohexanediol, cyclohexanetriol, dimethyl terephthalate, fluorene and fluorene derivatives, 2,3-dimethylnaphthalene, 1 A thermosetting powder coating composition comprising 0.05 to 3% by weight of at least one selected from the group consisting of 2,2,4,5-tetramethylbenzene, succinic anhydride, dimedone and dimedone derivatives.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61014691A JPH0613650B2 (en) | 1986-01-28 | 1986-01-28 | Thermosetting coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61014691A JPH0613650B2 (en) | 1986-01-28 | 1986-01-28 | Thermosetting coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62174280A JPS62174280A (en) | 1987-07-31 |
| JPH0613650B2 true JPH0613650B2 (en) | 1994-02-23 |
Family
ID=11868213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61014691A Expired - Fee Related JPH0613650B2 (en) | 1986-01-28 | 1986-01-28 | Thermosetting coating composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0613650B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004067828A (en) * | 2002-08-05 | 2004-03-04 | Nippon Perunotsukusu Kk | Epoxy resin powder coating |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2835828C2 (en) * | 1978-08-16 | 1983-08-11 | Danfoss A/S, 6430 Nordborg | Pressure relief valve |
-
1986
- 1986-01-28 JP JP61014691A patent/JPH0613650B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62174280A (en) | 1987-07-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |