JPS6210170A - Resin composition - Google Patents

Resin composition

Info

Publication number
JPS6210170A
JPS6210170A JP14819585A JP14819585A JPS6210170A JP S6210170 A JPS6210170 A JP S6210170A JP 14819585 A JP14819585 A JP 14819585A JP 14819585 A JP14819585 A JP 14819585A JP S6210170 A JPS6210170 A JP S6210170A
Authority
JP
Japan
Prior art keywords
monomer
unsatd
methyl
examples
group
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
JP14819585A
Other languages
Japanese (ja)
Other versions
JPH0380825B2 (en
Inventor
Kazuji Kageishi
一二 影石
Suehiko Yasuda
安田 季彦
Tsugio Tanaka
田中 次夫
Naoyuki Kishi
岸 直行
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.)
ATOM KAGAKU TORYO KK
Original Assignee
ATOM KAGAKU TORYO 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 ATOM KAGAKU TORYO KK filed Critical ATOM KAGAKU TORYO KK
Priority to JP14819585A priority Critical patent/JPS6210170A/en
Publication of JPS6210170A publication Critical patent/JPS6210170A/en
Publication of JPH0380825B2 publication Critical patent/JPH0380825B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:To obtain the title compsn. capable of improving pigment dispersion, adhesion, crosslinking properties, water resistance, etc. when it is used as a coating material, by polymerizing an alkyd resin with a particular unsatd. monomer and a polymerizable unsatd. monomer in particular proportions. CONSTITUTION:The title compsn. comprises 5-65wt.% alkyd resin having an oil length of 40-70%, 0.02-8.5wt.% unsatd. monomer of the formula (wherein R<1> is H or a methyl group; R<2>S is an ethyl or propyl group; R<3>-R<4> are each independently H or a methyl or ethyl group) with the balance being a polymerizable unsatd. monomer, Examples of the unsatd. monomer of the above formula include N,N-dimethylaminoethylacrylamide and N,N- dimethylaminopropylacrylamide. Examples of the polymerizable unsatd. monomer constituting the balance include styrene, methyl methacrylate and methyl acrylate. The title compsn. is prepared by solution-polymerizing the above raw materials in an org. solvent using a polymerization initiator.

Description

【発明の詳細な説明】 本発明は加熱または常温乾燥で高光沢を有する強固な被
膜を形成する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 resin composition that forms a strong film with high gloss when heated or dried at room temperature.

更に詳しく説明すれば1本発明は顔料分散性、発色性、
乾燥性、架橋性、基材への密着性、基材と基材の接着性
、耐水性、耐アルカリ性、耐酸性など、塗膜に要求され
る数々の性能にきわめてすぐれたコーティング材料を提
供する樹脂組成物に関するもの1ある。
To explain in more detail, 1 the present invention has pigment dispersibility, color development,
We provide coating materials that have excellent properties required for paint films, such as drying properties, crosslinking properties, adhesion to substrates, adhesion between substrates, water resistance, alkali resistance, acid resistance, etc. There is one related to resin compositions.

すなわち本発明は、油長40〜70%のアルキ。That is, the present invention uses an alkyl oil having an oil length of 40 to 70%.

ラド樹脂5〜65重量%、下記一般式(I)を有する不
飽和単量体0.02〜8.5重量% (式中、 R1は水素原子またはメチル基、 R2はエ
チル基またはプロピル基、H!およびR4は水素原子ま
たはメチル基またはエチル基である)および残部の重合
性不飽和単量体から成る樹脂組成物に関するものである
Rad resin 5-65% by weight, unsaturated monomer having the following general formula (I) 0.02-8.5% by weight (wherein R1 is a hydrogen atom or a methyl group, R2 is an ethyl group or a propyl group, H! and R4 are hydrogen atoms, methyl groups, or ethyl groups) and the remainder is a polymerizable unsaturated monomer.

油長40〜70%のアルキッド樹脂は上市されているも
のを使用することがフきて同等特別の制限を必要としな
いが、以下に示すものが特に好適に用いられる。すなわ
ち、油長50〜65%、数平均分子11000〜200
00.酸成分のうち少なくとも2重量%はテトラヒドロ
無水フタル酸ヲ含有するアルキッド樹脂を用いたとき、
本発明に係る組成物は乾燥性、架橋性、基材への密着性
、その他にもつともすぐれた性能を発揮する。
Commercially available alkyd resins having an oil length of 40 to 70% can be used and no special restrictions are required, but the following are particularly preferably used. That is, oil length 50-65%, number average molecule 11000-200
00. When an alkyd resin containing at least 2% by weight of the acid component is tetrahydrophthalic anhydride,
The composition according to the present invention exhibits excellent performance in terms of drying properties, crosslinking properties, adhesion to substrates, and other properties.

一般式(I)を有する不飽和単量体には、N、N−ジメ
チルアミノエチルアクリルアミド、N、N−ジメチルア
ミンプロピルアクリルアミド、N、N−ジメチルアミノ
エチルメタクリルアミド、N、N−ジメチルアミノプロ
ピルメタクリルアミドなどがあり。
Unsaturated monomers having general formula (I) include N,N-dimethylaminoethyl acrylamide, N,N-dimethylaminepropylacrylamide, N,N-dimethylaminoethylmethacrylamide, N,N-dimethylaminopropyl Examples include methacrylamide.

該単量体は単独f用いても2種以上の混合物として用い
てもよい。該単量体は0.02〜8.5重f%。
The monomers may be used alone or as a mixture of two or more. The monomer has a weight f% of 0.02 to 8.5%.

好ましくは0.2〜5.0重量%で用いればよい。該単
量体は組成物に顔料分散性1発色性、基材への密着性を
付与するのにきわめて優れた効果がある。
Preferably, it may be used in an amount of 0.2 to 5.0% by weight. This monomer has extremely excellent effects in imparting pigment dispersibility, color development, and adhesion to substrates to the composition.

0.02重量%以下の場合には、顔料分散性1発色性、
基材への密着性など特徴おる性質が全て失なわれ、8.
5重量%以上雫は耐水性、耐アルカリ性、耐酸性、耐油
性などの化学的性質が著しく悪くなる。
If it is 0.02% by weight or less, pigment dispersibility 1 color development property,
8. All characteristic properties such as adhesion to the base material are lost.
If the amount exceeds 5% by weight, chemical properties such as water resistance, alkali resistance, acid resistance, oil resistance, etc. will deteriorate significantly.

残部の重合性不飽和単量体には、スチレン−メタクリル
酸メチル、メタクリル酸エチル、メタクリル酸エチル、
メタクリル酸シクロヘキシル、アクリル酸メチル、アク
リル酸エチル、アクリル酸ゾチル、アクリル酸2−エチ
ルヘキシルなどがあシ、該単量体は単独〒用いても2種
以上の混合物として用いてもよい。
The remaining polymerizable unsaturated monomers include styrene-methyl methacrylate, ethyl methacrylate, ethyl methacrylate,
Examples include cyclohexyl methacrylate, methyl acrylate, ethyl acrylate, zotyl acrylate, and 2-ethylhexyl acrylate. These monomers may be used alone or in a mixture of two or more.

本発明による樹脂組成物は伺等の特別な方法を必要とせ
ず通常の方法フ調製することが1きる。
The resin composition according to the present invention can be prepared by conventional methods without requiring special methods such as preparation.

すなわち、−例を挙げれば、トルエン、キシレンのよう
な有機溶媒中フ過酸化ベンゾイル、アゾビスイソゾチロ
ニトリルのような重合開始剤を用い。
That is, - using a polymerization initiator such as benzoyl peroxide, azobisisozotyronitrile, for example, in an organic solvent such as toluene, xylene.

重合温度60〜160℃を溶液重合を実施することによ
り簡単に得ることが1きる。
A polymerization temperature of 60 to 160° C. can be easily obtained by carrying out solution polymerization.

本発明に係る樹脂組成物は、必要であれば以上で述べた
原料の他に、カップリング剤、塗料添加剤、顔料のよう
な公知の充填材料、添加剤を使用しても同等支障ない。
In the resin composition according to the present invention, if necessary, in addition to the raw materials described above, known fillers and additives such as coupling agents, paint additives, and pigments may be used without any problem.

以下に、実施例および比較例によって本発明を更に詳し
く説明する。
The present invention will be explained in more detail below using Examples and Comparative Examples.

実施例および比較例f用いる アルキッド樹脂の調製 窒素導入管、温度計、攪拌機、水分離用コンデンサーを
備えた11四つロフラスコに表(I)の原料を仕込み1
90℃に昇温する。190℃で90分間保持した後、2
50℃に昇温する。適宜生成水を除去しながら250℃
フ反応を7時間続けた後。
Examples and Comparative Examples f Preparation of Alkyd Resin to be Used The raw materials shown in Table (I) were charged into a four-bottle flask equipped with a nitrogen inlet tube, a thermometer, a stirrer, and a condenser for water separation.
Raise the temperature to 90°C. After holding at 190°C for 90 minutes, 2
Raise the temperature to 50°C. 250℃ while removing generated water as appropriate.
After continuing the reaction for 7 hours.

常温まで冷却して塗料用シンナーA(アトム化学塗料■
の商品)を202.8.9添加し、実施例および比較例
f用いるアルキッド樹脂を調製した。
Cool to room temperature and use paint thinner A (Atom chemical paint).
(product) was added on August 9, 2020 to prepare alkyd resins used in Examples and Comparative Example f.

表(I)アルキッド樹脂の原料 蒼1)日本ゼオン■社の商品名 実施例および比較例 窒素導入管、温度計、攪拌機、逆流冷却管を備えた11
四つロフラスコに1表(2)の原料を仕込み115°C
に昇温する。次い11表(3)の原料を180分間でフ
ラスコ内に滴下し、115℃の温度全維持した′1まで
更に60分間反応を続ける。更に、キシしン40f  
t−ブチルパーオキシベンゾニー)0.8.!i’の混
合物を60分毎に6回添加し、この後180分間反応を
行なう。常温まで冷却し実施例および比較例の組成物と
する。
Table (I) Raw materials for alkyd resin Ao 1) Product name of Nippon Zeon Corporation Examples and comparative examples
Prepare the ingredients listed in Table 1 (2) in a four-roof flask and heat to 115°C.
The temperature rises to Next, the raw materials shown in Table 11 (3) were added dropwise into the flask over 180 minutes, and the reaction was continued for an additional 60 minutes until '1', where the temperature was maintained at 115°C. Furthermore, Kishin 40f
t-butylperoxybenzony) 0.8. ! The mixture of i' is added six times every 60 minutes, after which the reaction is carried out for 180 minutes. Cool to room temperature to obtain compositions of Examples and Comparative Examples.

尚、表+21 、 (310通し番号で実施例および比
較例の組成物を表わすものとする。
In addition, in Table 21, (310 serial numbers represent the compositions of Examples and Comparative Examples.

表(3)面下仕込原料 実施例および比較例の組成物を用いて各種試験を行なっ
た。試験の結果を表(4)に示す。
Table (3) Various tests were conducted using the compositions of the subsurface charging raw materials Examples and Comparative Examples. The test results are shown in Table (4).

尚、試験方法および試験結果の評価は次のとりり1ある
The test method and evaluation of test results are as follows.

1、 付着性:被膜厚30〜40μになるよう組成物を
ガラス板に塗布し、20°c、65%RHのもとマフ日
間乾燥し、ビパン目試験により評価した。表(4)中1
分母は塗布されたザパン目の数、分子は塗布乾燥後に剥
離したときに塗膜の残ったゴパン目の数である。
1. Adhesion: The composition was applied to a glass plate to a film thickness of 30 to 40 μm, dried for a few days at 20° C. and 65% RH, and evaluated by a bipolar eye test. Table (4) Middle 1
The denominator is the number of coated gopans, and the numerator is the number of gopans that remain in the coating when the coating is peeled off after drying.

2、耐水性:被膜厚30〜40μになるよう組成物を脱
脂した鉄板に塗布し、20°C165%RHのもとで4
日間乾燥した後、6日間水中に浸漬した。このものを常
温で2時間乾燥した後、被膜変化を調べた。
2. Water resistance: The composition was applied to a degreased iron plate to a film thickness of 30 to 40μ, and was heated at 20°C and 165%RH.
After drying for a day, it was immersed in water for 6 days. After drying this product at room temperature for 2 hours, changes in the film were examined.

二 6、顔料分散性二組酸物にPWC(顔料重量含有率)が
60%になるようチタン白を混合し、デシルパーを用い
て60分間混練を行なった。
26. Titanium white was mixed with the pigment-dispersible acid compound so that the PWC (pigment weight content) was 60%, and kneaded for 60 minutes using a Decilper.

このもの全つぶゲージを粒度測定した。A法、B法とも
値が小さい方が顔料分散性がすぐれている。
The particle size of this product was measured using a whole crush gauge. In both methods A and B, the smaller the value, the better the pigment dispersibility.

4、架橋性:組成物100IにCoドライヤー(Co含
有蓋8%)0.2.!i’添加し・、よく攪拌混合した
後ガラス板上に被膜厚60〜40μになるよう塗布した
。20℃、65%RHのもとで乾燥させながら、30分
毎にキシレンを用いてラビング試験を行ない、被膜が溶
解しなくなる時間を求めた。この時間が短かい程架橋性
にすぐれている。
4. Crosslinking property: Composition 100I with Co dryer (Co-containing lid 8%) 0.2. ! After adding i' and stirring and mixing thoroughly, the mixture was coated on a glass plate to a film thickness of 60 to 40 μm. While drying at 20° C. and 65% RH, a rubbing test was performed using xylene every 30 minutes to determine the time until the film stopped dissolving. The shorter this time, the better the crosslinking properties.

5、接着性:被膜厚10〜20μになるよう組成物を′
脱脂したアルミニウム板を塗布し1時間乾燥した。その
上に同様のアルミニウム板を重ね十分に圧着した後、1
50℃160分保持し、次い〒常温までゆつくシと冷却
した。
5. Adhesion: Apply the composition to a coating thickness of 10 to 20μ.
A degreased aluminum plate was applied and dried for 1 hour. After stacking a similar aluminum plate on top of it and crimping it thoroughly, 1
The mixture was held at 50°C for 160 minutes, and then slowly cooled to room temperature.

接着性はJIS K6854に従い、ピーリング・テス
トで評価した。値が大きい程接着力が大〒ある。
Adhesion was evaluated by a peel test according to JIS K6854. The larger the value, the greater the adhesive force.

表(4)各種試験の結果 表(4)の結果かられかるように1本発明に係る樹脂組
成物は、目的とする全ての要求、すなわち付着性、耐水
性、顔料分散性−架橋性、接着性にきわめてすぐれた性
能をいかんなく発揮している。
Table (4) Results of various tests As can be seen from the results of Table (4), the resin composition according to the present invention meets all the desired requirements, namely adhesion, water resistance, pigment dispersibility, crosslinkability, It exhibits excellent adhesion performance.

Claims (1)

【特許請求の範囲】 油長40〜70%のアルキッド樹脂5〜65重量%、下
記一般式( I )を有する不飽和単量体0.02〜8.
5重量% ▲数式、化学式、表等があります▼( I ) (式中、R^1は水素原子またはメチル基、R^2はエ
チル基またはプロピル基、R^3およびR^4は水素原
子またはメチル基またはエチル基である)および残部の
重合性不飽和単量体から成る樹脂組成物。
[Scope of Claims] 5 to 65% by weight of an alkyd resin having an oil length of 40 to 70%, and 0.02 to 8% of an unsaturated monomer having the following general formula (I).
5% by weight ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R^1 is a hydrogen atom or methyl group, R^2 is an ethyl group or propyl group, R^3 and R^4 are hydrogen atoms or a methyl group or an ethyl group) and the remainder a polymerizable unsaturated monomer.
JP14819585A 1985-07-08 1985-07-08 Resin composition Granted JPS6210170A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14819585A JPS6210170A (en) 1985-07-08 1985-07-08 Resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14819585A JPS6210170A (en) 1985-07-08 1985-07-08 Resin composition

Publications (2)

Publication Number Publication Date
JPS6210170A true JPS6210170A (en) 1987-01-19
JPH0380825B2 JPH0380825B2 (en) 1991-12-26

Family

ID=15447381

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14819585A Granted JPS6210170A (en) 1985-07-08 1985-07-08 Resin composition

Country Status (1)

Country Link
JP (1) JPS6210170A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH047527U (en) * 1990-05-10 1992-01-23
EP0832159A4 (en) * 1995-06-07 2000-04-12 Sherwin Williams Co Automotive coatings from non-aqueous dispersions
US8288468B2 (en) 2008-10-09 2012-10-16 Nuplex Resins B.V. Aqueous hybrid dispersions

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH047527U (en) * 1990-05-10 1992-01-23
EP0832159A4 (en) * 1995-06-07 2000-04-12 Sherwin Williams Co Automotive coatings from non-aqueous dispersions
US8288468B2 (en) 2008-10-09 2012-10-16 Nuplex Resins B.V. Aqueous hybrid dispersions

Also Published As

Publication number Publication date
JPH0380825B2 (en) 1991-12-26

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