JPS58187465A - Epoxy resin composition for powder paint having flexibility - Google Patents

Epoxy resin composition for powder paint having flexibility

Info

Publication number
JPS58187465A
JPS58187465A JP7029782A JP7029782A JPS58187465A JP S58187465 A JPS58187465 A JP S58187465A JP 7029782 A JP7029782 A JP 7029782A JP 7029782 A JP7029782 A JP 7029782A JP S58187465 A JPS58187465 A JP S58187465A
Authority
JP
Japan
Prior art keywords
epoxy resin
diglycidyl
dicarboxylic acid
bisphenol
coating
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.)
Granted
Application number
JP7029782A
Other languages
Japanese (ja)
Other versions
JPH0410512B2 (en
Inventor
Shuichi Ishimura
石村 秀一
Masahiko Otsuka
雅彦 大塚
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.)
Asahi Kasei Corp
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi Chemical Industry Co Ltd
Asahi Kasei Kogyo KK
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 Asahi Chemical Industry Co Ltd, Asahi Kasei Kogyo KK filed Critical Asahi Chemical Industry Co Ltd
Priority to JP7029782A priority Critical patent/JPS58187465A/en
Publication of JPS58187465A publication Critical patent/JPS58187465A/en
Publication of JPH0410512B2 publication Critical patent/JPH0410512B2/ja
Granted legal-status Critical Current

Links

Abstract

PURPOSE:The titled composition useful for coating the outer face of steel pipe, etc., having improved adhesivity and corrosion resistance, and resistance to water, acid, and alkali, comprising a bisphenol type epoxy resin having a specific number of epoxy equivalent and a diglycidyl ester of a fatty dicarboxylic acid. CONSTITUTION:(A) 20-90pts.wt. bisphenol type epoxy resin (e.g., bisphenol A type diglycidyl ester-based epoxy resin) having 400-2,500 epoxy equivalents is blended with (B) 80-10pts.wt. diglycidyl ester of 10-25C fatty dicarboxylic acid obtained from (i) a fatty dicarboxylic acid (e.g., diglycidyl decanedioate) and (ii) epichlorohydrin, to give the desired composition. EFFECT:Having improved alkali resistance. USE:For coating steel bar, and for electrical insulating coating compound.

Description

【発明の詳細な説明】 本発明は=I撓性に優れ、かつ密着性、防食性能がよい
新規な粉体塗料用のエポキシ樹脂組成物に関するもので
ある。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel epoxy resin composition for powder coatings which has excellent =I flexibility, adhesion and anti-corrosion performance.

エポキシ樹脂はその優れた性能がら塗料、電気5ト建及
び接着等の各用途に使用されているが、特に塗料への使
用が多い。塗料用途においては近年低公害化及び省資源
のニーズの^まりから次第に粉体塗料への需要が高まり
つつある。
Due to its excellent performance, epoxy resin is used in various applications such as paint, electrical appliances, and adhesives, but it is particularly used in paints. In paint applications, the demand for powder paints has been increasing in recent years due to the growing need for low pollution and resource conservation.

この粉体塗料は通常樹脂成分、#A料及びその他の添加
剤を加熱し、エクストルーダーなどで溶融混練したのち
冷却して得られる固形物を粉砕して得られる。従って使
用される樹脂成分としては。
This powder coating is usually obtained by heating a resin component, #A material, and other additives, melting and kneading them using an extruder, cooling the mixture, and pulverizing the resulting solid material. Therefore, as a resin component to be used.

貯蔵温度(通常は室温であるが)において耐ブロッキン
グ性が良好であり、かつ溶融粘度の低い樹脂が望ましい
。こうした要求に適合する樹脂としてエポキシ樹脂、ポ
リエステル樹脂等の熱硬化性樹脂、及び塩化ビニル樹脂
、ポリエチレン等の熱口1塑性樹脂があげられるが、耐
食性を要求される用途には、エポキシ樹脂が用いられる
。この耐食を要求される用途において、最近常湿乃至は
一20℃位の低温時の折曲げ加工性あるいは輌撃強さ仁
優れる塗膜が望まれる様になって来ており、従来のエポ
キシ糸塗料では対応できなくなって来た。
Resins that have good anti-blocking properties and low melt viscosity at storage temperatures (usually room temperature) are desirable. Resins that meet these requirements include thermosetting resins such as epoxy resins and polyester resins, and hot-mouth plastic resins such as vinyl chloride resins and polyethylene, but epoxy resins are used for applications that require corrosion resistance. It will be done. In applications that require corrosion resistance, there has recently been a demand for coatings that have excellent bending workability and impact strength at normal humidity or at low temperatures of about 120 degrees Celsius, and conventional epoxy threads have been used. It has become impossible to deal with the problem with paint.

本発明者らは、これらの欠点即ち耐食性と可撓性を両立
させうる粉体塗料用のエポキシ樹脂を鋭意検討をした結
果]本発明を見い出すに到ったものである。
The present inventors have made extensive studies on epoxy resins for powder coatings that can overcome these drawbacks, that is, have both corrosion resistance and flexibility, and as a result, they have discovered the present invention.

即ち本発明は、 (Atエポキシ当量がVOθ〜2jθ
θであるビスフェノール型のエボキV−脂コθ〜90重
量部と(Bl炭素数/θ〜2jの脂肪族ジカルボン酸の
ジグリシジルエーテル/θ〜lθ重置部を混合してなる
可撓性を有する粉体塗料用のエポキシ樹脂組成物である
That is, the present invention provides (At epoxy equivalent is VOθ~2jθ
The flexibility obtained by mixing 90 parts by weight of bisphenol-type EBOKI V-fatty θ, which is θ, and (Bl carbon number / diglycidyl ether of aliphatic dicarboxylic acid with θ ~ 2j / θ ~ lθ overlapped part) This is an epoxy resin composition for powder coatings.

本発明で用いられるエポキシ樹脂としては、/分子中に
平均[7て2個のエポキシ基を有する化合物であり、代
表的な例としては、エピクロルヒドリンとビスフェノー
ル系化合物との縮合物が挙げられる。この場合のビスフ
ェノール系化合物としては例えば+ 2.2’−ビス(
¥、¥’−ヒドロキシフェニル)フロパン(通称ビスフ
ェノール人)、ハロゲン化ビスフェノールに−2,2’
−ビス(ダ、y′−ヒドロキシフェニル)メタン(通称
ビスフェノールF ) 、 2.2’−□ビス(4t、
ダ′−ヒト自キシフェニル)スルフォン(通称ビスフェ
ノールS)を挙ケることができる。好ましくは、ヒスフ
ェノールA型ジグリシジルエーテル系エボキン樹脂であ
り、粉体塗料として供する為には、エポキシ当量がりO
O〜2jOθのものが好ましい。この様なエポキシ樹脂
としては、旭化成工業株式会社製の商品名AgRJ乙/
(エポキシ当量ゲタθ〜jOθ)。
The epoxy resin used in the present invention is a compound having an average of 2 epoxy groups in the molecule, and a typical example is a condensate of epichlorohydrin and a bisphenol compound. In this case, the bisphenol compound is, for example, +2.2'-bis(
¥, ¥'-hydroxyphenyl) furopane (commonly known as bisphenol), halogenated bisphenol -2,2'
-bis(da,y'-hydroxyphenyl)methane (commonly known as bisphenol F), 2.2'-□bis(4t,
Da'-human autoxyphenyl) sulfone (commonly known as bisphenol S) can be mentioned. Preferably, it is a hisphenol A type diglycidyl ether type Evoquin resin, and in order to use it as a powder coating, the epoxy equivalent is O.
O~2jOθ is preferable. Such epoxy resins include the product name AgRJ Otsu/manufactured by Asahi Kasei Corporation.
(Epoxy equivalent gain θ~jOθ).

AERIA4t(エポキシ当量デθθ〜/θθθ)。AERIA4t (epoxy equivalent de θθ~/θθθ).

A13Rjt<7(エポキシ当量/730〜.2/jθ
)等をあげることができる。
A13Rjt<7 (epoxy equivalent/730~.2/jθ
), etc.

エポキシ当量がグθθ以下では粉体塗料としての耐ブロ
ッキング性が悪く実用的ではなく、又、2soo以Eで
は焼付けの際の流れ性が悪く良好な塗面を形成しないと
いう欠点を有する。
If the epoxy equivalent is less than 2000, the anti-blocking property as a powder coating is poor and it is not practical, and if the epoxy equivalent is more than 2 soo, the powder has poor flowability during baking and does not form a good coated surface.

本発明で用いられる脂肪族ジカルボン酸のジグリシジル
エステルは、炭素数が/θ〜2jの脂肪族ジカルボン酸
とエピクロルヒドリンから得られるものである。脂肪族
ジカルボン酸の例としては例えばジグリシジルデカンジ
オエート、ジグリシジルウンデカンジオエート、ジグリ
シジルドデカンジオエート、ジグリシジルテトラデカン
ジオエート、ジグリシジルペンタデカンジオエート、i
/ジグリシジルブタデカンジオエート、ジグリシジルド
デカンジオエート等の直鎖状の脂肪族ジカルボン酸のジ
グリシジルエステル及び、ジグリシジル(3−メチルデ
カン)ジオエート、ジグリシジル(り議−ジエチルウン
デカン)ジオエート等の分岐鎖を有する脂肪族ジカルボ
ン酸のジグリシジルエステルをあげる拳ができる。好ま
しくは炭素数が/グル20のものである。炭素数が9以
下では一1撓性が1分でなく、2乙以Eでは耐薬品性。
The diglycidyl ester of aliphatic dicarboxylic acid used in the present invention is obtained from an aliphatic dicarboxylic acid having a carbon number of /θ to 2j and epichlorohydrin. Examples of aliphatic dicarboxylic acids include diglycidyl decanedioate, diglycidyl undecanedioate, diglycidyl dodecanedioate, diglycidyl tetradecanedioate, diglycidyl pentadecanedioate, i
/Diglycidyl esters of linear aliphatic dicarboxylic acids such as diglycidyl butadecanedioate and diglycidyl dodecanedioate, and branched chains such as diglycidyl (3-methyldecane)dioate and diglycidyl (dimethylundecane)dioate. The diglycidyl esters of aliphatic dicarboxylic acids can be made into fists. Preferably, the number of carbon atoms is 20/glue. If the number of carbon atoms is 9 or less, the flexibility will be less than 1 minute, and if the number of carbon atoms is 2 or more, the chemical resistance will be less than 1 minute.

表面硬さが低いという欠点を有している。It has the disadvantage of low surface hardness.

本発明の組成物は囚成分/(B)成分の重量比がコθ/
fθ〜9θ/10の範囲であり、目的に応じて選択すれ
ばよい。
The composition of the present invention has a weight ratio of the prisoner component/component (B) of θ/
It is in the range of fθ to 9θ/10, and may be selected depending on the purpose.

本発明の組成物を得る方法は特に限定するものではなく
通常行われている溶融ブレンド、乾式ブレンド、半乾式
ブレンドのいづれの方法でも得られる。
The method for obtaining the composition of the present invention is not particularly limited, and it can be obtained by any of the commonly used methods such as melt blending, dry blending, and semi-dry blending.

本発明においては特に硬化剤を限定するものではなく一
般に使用されている1例えばノボラック型フェノール樹
脂、ジシアンジアミド、イミダゾール類、ヒドラジド類
、芳香族アミン類、酸無水物類等を用いる串ができる。
In the present invention, the curing agent is not particularly limited, and skewers can be made using commonly used curing agents, such as novolak type phenolic resin, dicyandiamide, imidazoles, hydrazides, aromatic amines, acid anhydrides, etc.

本発明においては、増量剤、流れ調整剤、補強剤、充て
ん剤及び顔料の添加は可能である。これらの添加剤の例
としては、ガラス繊維、アスベスト繊維、炭素繊維、ポ
リエチレン粉1石英粉、鉱物性ケイ酸塩1例えば雲母、
アスベスト粉及びスレート粉、カオリン、酸化アルミニ
ウム、水酸化アルミニウム2三酸化アンチモン、シリカ
、二酸化チタン、カーボンブラック、酸化物着色顔料。
According to the invention, the addition of extenders, flow control agents, reinforcing agents, fillers and pigments is possible. Examples of these additives include glass fibers, asbestos fibers, carbon fibers, polyethylene powder 1 quartz powder, mineral silicates 1 e.g. mica,
Asbestos powder and slate powder, kaolin, aluminum oxide, aluminum hydroxide, antimony trioxide, silica, titanium dioxide, carbon black, oxide color pigments.

金属粉及びポリエステル樹脂、アクリル樹脂等をあげる
ことができる。
Examples include metal powder, polyester resin, acrylic resin, and the like.

本発明における組成物を用いた塗膜は、良好なi’I撓
性、密着性及び優れた防食性を示し、耐水性、耐酸性、
耐アルカリ性も良好である。
The coating film using the composition of the present invention exhibits good i'I flexibility, adhesion, and excellent corrosion resistance, and has water resistance, acid resistance,
It also has good alkali resistance.

本発明による樹脂組成物の用途としては、特に限定する
ものではなく、鋼管の外面塗装、棒鋼の引り電気絶縁塗
料のように幅広い用途に適用できる。
The use of the resin composition according to the present invention is not particularly limited, and can be applied to a wide range of uses such as external coating of steel pipes and electrical insulation coating for steel bars.

以ド実施例により本発明をさらに詳細に説明する。実施
例中特にことわらない限り部は重量部を表わす。
The present invention will now be explained in more detail with reference to Examples. In the examples, unless otherwise specified, parts represent parts by weight.

実施例/〜グ エポキシ当19jθのビスフェノールA型エポキシ樹脂
A、E、R,−664t (旭化成社鯛;商品名)と炭
素数/lの飽和脂肪族ジカルボン酸のジグリシジルエス
テルを表−/に示す如く配合し、ジンアンジアミド及び
促進剤としてコーメチルイミダゾールを配合して、粉体
塗料を作成し/lθ℃/2θ分間の焼付けにより、塗膜
性能を調べた。その結果を表−/に示した。
Example/~Bisphenol A type epoxy resin A, E, R, -664t (Asahi Kasei Co., Ltd. Tai; trade name) with 19jθ per guepoxy and diglycidyl ester of saturated aliphatic dicarboxylic acid with carbon number/l are shown in Table-/ A powder coating was prepared by blending dianediamide and comethylimidazole as an accelerator, and the film performance was examined by baking at 1θ°C/2θ minutes. The results are shown in Table-/.

(以下余白) 比較例/ 実施例/と同様の方法で、下記に示す配合で塗料化して
、フィルム特性を調べた。
(The following is a blank space) Comparative Example/In the same manner as in Example/, a paint was made with the formulation shown below, and the film characteristics were examined.

配合 AER−j≦グ     700部 ジシアンジアミド        9部コーメチルイミ
ダゾール    0.2部フィルム特性 伸び4A         j僑 引張り強さ       jwwJ 実施例j、比較例λ 実施例3及び比較例/で得られたlkMを一20℃での
性能を調べた。その結果を下記に−示す。
Blend AER-j≦G 700 parts Dicyandiamide 9 parts Co-methylimidazole 0.2 parts Film property elongation 4A j Tensile strength jwwJ Example j, Comparative example λ The lkM obtained in Example 3 and Comparative example/ is -20 The performance at ℃ was investigated. The results are shown below.

実施例3   比較例コ 一20℃での塗膜性能 廿■曲げ性       λ゛曙e   /θ■e以上
デュポン東撃    jOtx以L   10om(オ
θ0fX凭インチ) 実施例6,7 A、W、R,−、< j 4tと炭素数/θ及びコjの
飽和脂肪族ジカルボン酸のジグリシジルエステルを重量
比で乙θ/ダθの比率で混合し、硬化剤に無水トリメリ
ツ)Mを用いて粉体塗料を作成し20θ℃/10分間の
焼付けにより塗膜を得た。得られた塗膜のθ℃での塗膜
性能を調べた。その結果を表−2に示す。
Example 3 Comparative Example - Coating film performance at 20°C Bendability λ゛ake / θ■ e or more DuPont Togeki jOtx or less L 10 om (O θ0 f x 0 inches) Examples 6, 7 A, W, R , −, < j 4t and diglycidyl ester of saturated aliphatic dicarboxylic acid having carbon number/θ and coj are mixed in a weight ratio of O θ/Da θ, and powdered using anhydrous trimeric acid) M as a hardening agent. A body paint was prepared and a coating film was obtained by baking at 20θ°C for 10 minutes. The coating performance of the obtained coating film at θ°C was investigated. The results are shown in Table-2.

Claims (1)

【特許請求の範囲】 囚 エポキシ5鰍がグθ0−23θθであるビスフェノ
ール型のエポキシ樹脂−0〜90重量部と (B)  炭素数/θ〜2jの脂肪族ジカルボン酸のジ
グリシジルニス1ル!0〜10重量部を混合してなる可
撓性を有する粉体塗料用エポキシ拘脂組成物
[Claims] Epoxy 5 - 0 to 90 parts by weight of a bisphenol-type epoxy resin having a ratio of 0 to 23 θθ and (B) diglycidyl varnish of an aliphatic dicarboxylic acid having carbon number/θ to 2j! Flexible epoxy resin composition for powder coatings prepared by mixing 0 to 10 parts by weight
JP7029782A 1982-04-28 1982-04-28 Epoxy resin composition for powder paint having flexibility Granted JPS58187465A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7029782A JPS58187465A (en) 1982-04-28 1982-04-28 Epoxy resin composition for powder paint having flexibility

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7029782A JPS58187465A (en) 1982-04-28 1982-04-28 Epoxy resin composition for powder paint having flexibility

Publications (2)

Publication Number Publication Date
JPS58187465A true JPS58187465A (en) 1983-11-01
JPH0410512B2 JPH0410512B2 (en) 1992-02-25

Family

ID=13427378

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7029782A Granted JPS58187465A (en) 1982-04-28 1982-04-28 Epoxy resin composition for powder paint having flexibility

Country Status (1)

Country Link
JP (1) JPS58187465A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01190724A (en) * 1988-01-26 1989-07-31 Sumitomo Bakelite Co Ltd Flexible epoxy resin powder composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5092932A (en) * 1973-12-19 1975-07-24
JPS532447A (en) * 1976-06-24 1978-01-11 Akzo Nv Production of peroxidised diacyl paste
JPS53143699A (en) * 1977-05-20 1978-12-14 Dainippon Ink & Chem Inc Preparation of solid epoxy resin useful for powder coating and having improved weather resistance
JPS5584371A (en) * 1978-12-20 1980-06-25 Dainippon Ink & Chem Inc Epoxy resin composition for powdered paint

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5092932A (en) * 1973-12-19 1975-07-24
JPS532447A (en) * 1976-06-24 1978-01-11 Akzo Nv Production of peroxidised diacyl paste
JPS53143699A (en) * 1977-05-20 1978-12-14 Dainippon Ink & Chem Inc Preparation of solid epoxy resin useful for powder coating and having improved weather resistance
JPS5584371A (en) * 1978-12-20 1980-06-25 Dainippon Ink & Chem Inc Epoxy resin composition for powdered paint

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01190724A (en) * 1988-01-26 1989-07-31 Sumitomo Bakelite Co Ltd Flexible epoxy resin powder composition

Also Published As

Publication number Publication date
JPH0410512B2 (en) 1992-02-25

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