JPS5880361A - Resin composition for powder coating - Google Patents
Resin composition for powder coatingInfo
- Publication number
- JPS5880361A JPS5880361A JP17892781A JP17892781A JPS5880361A JP S5880361 A JPS5880361 A JP S5880361A JP 17892781 A JP17892781 A JP 17892781A JP 17892781 A JP17892781 A JP 17892781A JP S5880361 A JPS5880361 A JP S5880361A
- Authority
- JP
- Japan
- Prior art keywords
- compd
- compound
- parts
- powder coating
- mixt
- 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
Links
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は新規にして有用なる粉体塗料用11N組成物に
関するもので、とくに低温硬化性にすぐれた粉体塗料を
形成させるための組成物に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a new and useful 11N composition for powder coatings, and particularly to a composition for forming powder coatings with excellent low-temperature curability.
験体塗装は粉体塗料を加熱によって溶融平滑化させると
同時に、架橋硬化させるという処理のために、焼付炉を
用いての加熱というものが是非とも必要になる。Trial coating requires heating in a baking oven, as the powder coating is heated to melt and smooth it, while at the same time crosslinking and hardening it.
ところで、昨今における省資源、省エネルギーという時
代的な要求から、焼付温度にしても炉温を下げる、つま
り粉体塗料の硬化性を向上させるという試みがなされて
いる。By the way, in response to the current demands for saving resources and energy, attempts have been made to lower the baking temperature as well as the furnace temperature, that is, to improve the curing properties of powder coatings.
かかる要求を満足させるべく、当咳塗料の硬化性を向上
させようとすると、逆に、塗膜の平滑性が著しく低下し
たり、あるいは該塗料自体が貯蔵中に反応して、極端な
場合には、ゲル化してしまったりするなどの種々の欠陥
も発生し易く、これらの諸性能のバランスを保持させつ
つも、塗料の硬化性を向上させることは極めて困難な課
題である。If an attempt is made to improve the curing properties of the paint in order to satisfy such demands, the smoothness of the paint film will drop significantly, or the paint itself will react during storage, resulting in extreme cases. It is easy to cause various defects such as gelation, and it is extremely difficult to improve the curing properties of the paint while maintaining a balance between these various performances.
しかるに、本発明者らは上述した如き現状に鑑みて鋭意
研究した結果、硬化性にすぐれた、140〜160℃と
いう低温焼付においても十分に架橋硬化し得、しかも諸
性能にすぐれた粉体塗料用樹脂組成物を見出し、本発明
を完成させるに到った。However, as a result of intensive research in view of the current situation as described above, the present inventors have developed a powder coating that has excellent curability, can be sufficiently crosslinked and cured even at low temperature baking of 140 to 160°C, and has excellent performance. The present invention was completed based on the discovery of a resin composition for use in the present invention.
すなわち、本発明はポリエポキシ化合物^およびポリカ
ルボキシ化合物B)からなる樹脂成分の100重量部に
対して、ホスフォネート化合物およびホスファイト化合
物よりなる群から選ばれる少なくとも一種の化合物をα
01〜5亀量部を含有せしめて成る、低温硬化性にすぐ
れた粉体塗料用樹脂組成物を提供するものである。That is, in the present invention, at least one compound selected from the group consisting of phosphonate compounds and phosphite compounds is added to 100 parts by weight of the resin component consisting of the polyepoxy compound^ and the polycarboxy compound B).
The object of the present invention is to provide a resin composition for a powder coating, which contains 01 to 5 parts by weight and has excellent low-temperature curability.
本発明で云うポリエポキシ化合物とは1分子平均少なく
とも2個のエポキシ基を有する化合物であり、従来公知
のエポキシlIwiIおよびグリシジルアクリレート、
グリシジルメタアクリレート、β−メチル!リクジルメ
タアクリレート等のグリシジル基含有ビニル系モノマー
と他の共重合可能な七ツマー類との共重合体が挙げられ
る。エポキシ−脂の具体例としてはビスフェノール人ジ
グリシジルエーテル型エポキシ樹脂、水添ビスフェノー
ル型エポキシ惨脂、エステル型エポキシ樹脂、P−オキ
シ安息香酸グリシジルエステルエーテル、トリグリフジ
ルイソシアヌレート等が挙げられる。The polyepoxy compound referred to in the present invention is a compound having an average of at least two epoxy groups per molecule, and includes conventionally known epoxy lIwiI and glycidyl acrylate,
Glycidyl methacrylate, β-methyl! Examples include copolymers of glycidyl group-containing vinyl monomers such as lyxidyl methacrylate and other copolymerizable heptamers. Specific examples of the epoxy resin include bisphenol diglycidyl ether type epoxy resin, hydrogenated bisphenol type epoxy resin, ester type epoxy resin, P-oxybenzoic acid glycidyl ester ether, triglyfudylisocyanurate, and the like.
ここで云うポリカルボキシ化合物とは1分子平均少なく
とも2個のカルボキシル基または少なくとも1個の酸無
水基を有する化合物のことであり、低分子量の多価カル
ボン酸類およびそれらの酸無水物、カルボキシル基又は
酸無水基を含有するポリエステル樹脂、アクリル酸、メ
タアクリル酸、イタコン酸、クロトン酸等のカルボキシ
ル基含有モノマーと他の共重合可能な七ツマー類との共
重合体等がある。これらの具体例としては、トリメリッ
ト酸、ピロメリット酸、マレイン酸、ベンゾフェノンテ
トラカルボン酸、テトラヒドロ7タル酸、メチルテトラ
ヒドロフタル峡またはこれらの酸無水物、セパシン酸、
デカンシアジッド等の脂肪族2塩基酸等が挙げられる。The polycarboxy compound referred to herein is a compound having an average of at least two carboxyl groups or at least one acid anhydride group per molecule, and includes low molecular weight polycarboxylic acids and their acid anhydrides, carboxyl groups, or Examples include polyester resins containing acid anhydride groups, and copolymers of carboxyl group-containing monomers such as acrylic acid, methacrylic acid, itaconic acid, and crotonic acid with other copolymerizable heptamers. Specific examples of these include trimellitic acid, pyromellitic acid, maleic acid, benzophenonetetracarboxylic acid, tetrahydroheptalic acid, methyltetrahydrophthalic acid or anhydrides thereof, cepacic acid,
Examples include aliphatic dibasic acids such as decanesiazide.
前記ポリエポキシ化合物とポリカルボキシ化合物は任意
に組み合わせて硬化性樹脂を得ることができるが、それ
らはエポキシ基とカルボキシル基の当量比がα5〜t5
の範囲内になる様な比率で使用するのが好ましい。The polyepoxy compound and the polycarboxy compound can be arbitrarily combined to obtain a curable resin, but the equivalent ratio of the epoxy group to the carboxyl group is α5 to t5.
It is preferable to use the ratio within the range of .
他方、前記したホスフォネート化合物およびホスファイ
ト化合物Qはそれぞれ一般式
%式%()
および一般式
P −(OR)s (■〕〔但
し、Rは上記した通りである〕
で示される化合物であり、上記両式中の8として代表的
なものを挙げれば、メチル、エチル、ブチル、ペンチル
、ヘキシルもしくはオクチルなどの如きアルキル基、ま
たはフェニル、イソプロピルフェニルもしくはクレジル
などの如き核置換ないしは非置換のアリール基である。On the other hand, the above-mentioned phosphonate compound and phosphite compound Q are compounds represented by the general formula % () and the general formula P - (OR)s (■) [However, R is as described above], respectively. Typical examples of 8 in the above formulas include alkyl groups such as methyl, ethyl, butyl, pentyl, hexyl, and octyl, and nuclear substituted or unsubstituted aryl groups such as phenyl, isopropylphenyl, and cresyl. It is.
この場合において、Rは同一であっても異なっていても
よ〜翫。In this case, R may be the same or different.
また、Rとしてはエトキシエチルもしくはブトキシブチ
ルなどの如きアルコキシアルキル基、またはクロロプロ
ピルもしくはブロモプロピルなどの如きハロゲン化アル
キル基であってもよい。Further, R may be an alkoxyalkyl group such as ethoxyethyl or butoxybutyl, or a halogenated alkyl group such as chloropropyl or bromopropyl.
これらの化合4mC)は単独であるいは混合して用いら
れるが、211[11の混合の場合には合計で、前記し
たそれぞれ化合物置およびB)の総量100重量部に対
して[101〜5重量部、好ましくはQ、05〜11量
部なる範囲内である。These compounds 4mC) can be used alone or in a mixture, but in the case of a mixture of 211[11], the total amount is 101 to 5 parts by weight per 100 parts by weight of the above-mentioned respective compounds and B). , preferably within a range of 0.5 to 11 parts by weight.
本発明の粉体塗料はポリエポキシ化合物、ポリカルボキ
シ化合物、流動調整剤、顔料およびその他の充填剤をト
ライブレンドした後、好ましくは70〜120”Cの温
度範囲で溶融混線後冷却、微粉砕することによって得ら
れる。The powder coating of the present invention is prepared by tri-blending a polyepoxy compound, a polycarboxy compound, a flow control agent, a pigment, and other fillers, melting the mixture preferably at a temperature of 70 to 120"C, cooling it, and pulverizing it. obtained by
面して得られる粉体塗料を基体に塗着し、14o〜15
0℃で焼付けることにより機械強度の優れた塗膜を得る
ことができる。Apply the obtained powder coating to the substrate,
A coating film with excellent mechanical strength can be obtained by baking at 0°C.
以下に本発明を実施例に従って説明する0例中の部は1
蓋部を示す。The present invention will be explained below according to examples.
The lid is shown.
合成例1(ポリエステル樹脂P−1の合成)ネオペンチ
ルクリコール1046@、1.4−シクロヘキサンジメ
タツール119部、ジメチルテレフタレート1000部
および酢酸亜鉛11部からなる混合物を、生成するメタ
ノールを反応系外に除去しながら150℃で1時間、2
10℃で2時間反応後トリメチロールプロパン47部、
テレフタル61800部およびジブチルスズオキサイド
15部を追加して同温度で4時間、240℃で10時間
加熱して脱水縮合した。ついで反応混合物を180℃に
降温して無水トリメリット酸613部を添加して同温度
で3時間反応し軟化点125℃、酸価62のポリエステ
ル樹脂P−1を得た。Synthesis Example 1 (Synthesis of Polyester Resin P-1) A mixture consisting of neopentyl glycol 1046@, 119 parts of 1,4-cyclohexane dimetatool, 1000 parts of dimethyl terephthalate and 11 parts of zinc acetate was added to the reaction system with methanol to be produced. Heat at 150℃ for 1 hour, 2 hours while removing it outside.
After reaction at 10°C for 2 hours, 47 parts of trimethylolpropane,
61,800 parts of terephthal and 15 parts of dibutyltin oxide were added and heated at the same temperature for 4 hours and then at 240°C for 10 hours to conduct dehydration condensation. Then, the temperature of the reaction mixture was lowered to 180°C, 613 parts of trimellitic anhydride was added, and the mixture was reacted at the same temperature for 3 hours to obtain polyester resin P-1 having a softening point of 125°C and an acid value of 62.
合成例2(ビニル系重合体V−1の合成)70部のキシ
レンと50部の酢酸ブチルからなる混合物を120℃に
加熱し、ここにスチレン30m、イソブチルメタクリレ
ート20部、メチルメタクリレート20部、グリシジル
メタクリレート30部、アゾビスイソブチロニトリル3
部、およびキュメンハイドロパーオキサイド1部からな
る混合物を2時間で滴下し、さらに15時間同m度に保
った後、不揮発分が995%になるまで俗剤を除去し軟
化点108℃、数平均分子量へ800の重合体v−1を
得た。Synthesis Example 2 (Synthesis of Vinyl Polymer V-1) A mixture of 70 parts of xylene and 50 parts of butyl acetate was heated to 120°C, and 30 m of styrene, 20 parts of isobutyl methacrylate, 20 parts of methyl methacrylate, and glycidyl were added to the mixture. 30 parts of methacrylate, 3 parts of azobisisobutyronitrile
and 1 part of cumene hydroperoxide was added dropwise over 2 hours and kept at the same temperature for an additional 15 hours. After removing common agents until the non-volatile content was 995%, the softening point was 108°C, number average. A polymer v-1 with a molecular weight of 800 was obtained.
実施例1〜4、比較例1Examples 1 to 4, Comparative Example 1
Claims (1)
ート化合物およびホスファイト化合物よりなる群から選
ばれる少なくとも1種の化合物から成り、かつ、上記化
合物(4)と上記化合物(5)との総量100重量部に
対して上記化合VQを101〜5重量部なる範囲で用い
ることを特徴とする粉体塗料用樹脂組成物。[Scope of Claims] Consisting of (A) a polyepoxy compound, (B) a polycarboxy compound, and at least one compound selected from the group consisting of (Q phosphonate compound and phosphite compound), and the above compound (4) A resin composition for a powder coating, characterized in that the above compound VQ is used in a range of 101 to 5 parts by weight based on 100 parts by weight of the total amount of the above compound (5).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17892781A JPS5880361A (en) | 1981-11-10 | 1981-11-10 | Resin composition for powder coating |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17892781A JPS5880361A (en) | 1981-11-10 | 1981-11-10 | Resin composition for powder coating |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5880361A true JPS5880361A (en) | 1983-05-14 |
Family
ID=16057067
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17892781A Pending JPS5880361A (en) | 1981-11-10 | 1981-11-10 | Resin composition for powder coating |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5880361A (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5474892A (en) * | 1977-11-05 | 1979-06-15 | Degussa | Method of making glycydillgrouppcontaining acryl resin suitable for making powder lacquer binder by mixing with aliphatic carboxylic acid and same binder containing same resin |
-
1981
- 1981-11-10 JP JP17892781A patent/JPS5880361A/en active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5474892A (en) * | 1977-11-05 | 1979-06-15 | Degussa | Method of making glycydillgrouppcontaining acryl resin suitable for making powder lacquer binder by mixing with aliphatic carboxylic acid and same binder containing same resin |
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