JP3544121B2 - Pigment composition and ink containing the same - Google Patents
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Description
【０００１】
【発明の属する技術分野】
本発明は、顔料組成物及びそれを含むインキに関するものである。
【０００２】
【従来の技術】
顔料組成物としては、極めて多様なものが知られている。例えば特開平６−１６９８６号公報には、有機顔料１００部に炭素数１〜８の脂肪族ジカルボン酸１〜１５部とからなる顔料組成物が、特開平６−１６９８７号公報には、有機顔料１００部に炭素数６〜２１の脂肪酸１〜１５部とからなる顔料組成物が記載されている。 また、水酸基を有する脂肪酸の自己縮合体と有機顔料とからなる顔料組成物もよく知られている。
【０００３】
【発明が解決しようとする課題】
しかしながら、上記公報の顔料組成物は、いずれにしても、それを用いて例えばインキや塗料等の分散体を調製すると、流動性や光沢が不充分となるという欠点があった。
【０００４】
【課題を解決するための手段】
そこで本発明者らは、上記実用に鑑みて鋭意検討したところ、カルボン酸をエステル結合を有する化合物とすることにより、分散媒への親和性がより良好となることを見い出し本発明を完成するに至った。
【０００５】
即ち本発明は、次の発明を提供するものである。
【０００６】
１． 水酸基を有する脂肪酸と脂肪酸とのエステル化合物（Ａ）と、有機顔料（Ｂ）とからなる顔料組成物。
【０００７】
２． 更に水酸基を有する脂肪酸の自己縮合体を含む上記１記載の組成物。
【０００８】
３． エステル化合物（Ａ）が、２つの水酸基を有する脂肪酸と、脂肪酸とのエステル化合物である上記１または２記載の組成物。
【０００９】
４． 有機顔料（Ｂ）がアゾ顔料、フタロシアニン顔料、キナクリドン顔料、ペリレン顔料、インダストロン顔料、アントラキノン顔料からなる群より選択される少なくとも１種の有機顔料である上記１、２または３の組成物。
【００１０】
５． 有機顔料（Ｂ）がアゾ顔料である上記１、２または３記載の組成物。
【００１１】
６． 有機顔料（Ｂ）１００重量部当たり、エステル化合物（Ａ）１〜２０重量部である上記１、２、３、４または５記載の組成物。
【００１２】
７． 液状樹脂ビヒクル（Ｃ）に、着色剤として上記１、２、３、４、５または６記載の組成物が分散した平版インキ。
【００１３】
８． 液状樹脂ビヒクル（Ｃ）が、ロジンを含むフェノール樹脂及び／又はロジン変性フェノール樹脂である上記７記載のインキ。
【００１４】
本発明で表される有機顔料（Ｂ）としては、公知慣用のものがいずれも使用できるが、例えばアゾ顔料、フタロシアニン顔料、キナクリドン顔料、ペリレン顔料、インダストロン顔料、アントラキノン顔料から選ばれる少なくとも一種がある。例えば、アゾ顔料としては、モノアゾレーキ顔料、ジスアゾ顔料、フタロシアニン顔料としては銅フタロシアニンブルーがある。勿論、これら有機顔料としては、表面処理されてないものも、予め表面処理されたものも、いずれも用いることが出来る。
【００１５】
親水性の比較的高い有機顔料、中でもアゾ顔料、特にアゾレーキ顔料を採用した場合には、例えば平版印刷インキの様な印刷インキを調製するに当たってのフラッシング適正に優れ、インキ調製の律速工程であったフラッシング工程を格段に短縮できる点で好ましい。
【００１６】
本発明におけるエステル化合物（Ａ）とは、水酸基を有する脂肪酸と脂肪酸とのエステル化合物である。エステル化合物（Ａ）は、例えば水酸基を有する脂肪酸と、水酸基を有さない脂肪酸とを反応させることにより得ることができる。好ましくは、２つの水酸基を有する脂肪酸と、水酸基を有さない脂肪酸とのエステル化合物である。
【００１７】
ここで表される脂肪酸としては、例えば炭素数６〜２１の飽和あるいは不飽和脂肪酸、好ましくは炭素数１６〜２０の飽和あるいは不飽和脂肪酸が挙げられる。
具体的にはエナント酸、カプロン酸、オクタン酸、ペラルゴン酸、デカン酸、ウンデシル酸、ウンデシレン酸、ラウリル酸、トリデシル酸、トリデセン酸、ミリスチン酸、ペンタデシル酸、ペンタデセン酸、パルミチン酸、ヘプタデシル酸、２ーヘプタデセン酸、ステアリル酸、イソステアリル酸、オレイン酸、リノール酸、ノナデカン酸、リノール酸、リノレン酸、ノナデカン酸、アラキン酸、ベヘン酸を例示することができる。
【００１８】
水酸基を有する脂肪酸としては、例えば水酸基を１つもしくは２つ有する炭素数６〜２１の飽和あるいは不飽和脂肪酸である。具体的には、例えば１２−ヒドロキシステアリン酸、９，１０−ジヒドロキシステアリン酸、ファインアシッド−１００（ミヨシ油脂社製）、ファインアシッド−３００（ミヨシ油脂社製）を例示することができる。
【００１９】
本発明において、エステル化合物（Ａ）として特に好ましいのは、下記式１で表されるものである。但し、式１中、Ｒ１、Ｒ２の炭素数は５〜２０のアルキル基を表し、ｎ及びｍは５〜１５の整数を示す。
【００２０】
【化１】
なおエステル化合物（Ａ）には、水酸基を有する脂肪酸の自己縮合体及び２つの水酸基を有する脂肪酸の自己縮合体と脂肪酸とのエステル化合物が含まれていても構わない。
【００２２】
エステル化合物（Ａ）に、水酸基を有する脂肪酸の自己縮合体及び２つの水酸基を有する脂肪酸の自己縮合体を含むものとしては、具体的には、炭素数が１６〜２０、ｎ＋ｍが１４であるハートールＱＦＡ−２（ハリマ化成社製）を例示することができる。
【００２３】
本発明における顔料組成物は、上記エステル化合物（Ａ）と有機顔料（Ｂ）とを必須成分としてなる。本発明の顔料組成物において、エステル化合物（Ａ）の有機顔料（Ｂ）への添加量は、特に制限されないが、有機顔料１００重量部に対し、１〜２０重量部が好ましい。１重量部より少ないと流動性改良の効果が少なく、また、２０重量部より多く用いても用いた分の効果が得られず、着色力も低下するため好ましくない。
【００２４】
ハートールＱＦＡ−２を用いた場合における、具体的なそれの有機顔料（Ｂ）への添加量は、２〜１０重量部が好ましい。
【００２５】
本発明の顔料組成物は、有機顔料（Ｂ）とエステル化合物（Ａ）を単に混合する方法や、有機顔料（Ｂ）の水性分散体に、エステル化合物（Ａ）を混合する方法、顔料（Ｂ）表面をエステル化合物（Ａ）でコーテイングして表面コーティング顔料をも含む本発明の顔料組成物を得る方法等により得ることができる。
【００２６】
エステル化合物（Ａ）の処理方法は、有機顔料（Ｂ）粉末とエステル化合物（Ａ）を単に混合しても十分目的とする効果が得られるが、各種ロジンもしくは各種界面活性剤を添加した水とともに室温〜８０℃に加熱し、溶融させた溶液を有機顔料水性分散体に添加することにより、顔料（Ｂ）表面をエステル化合物（Ａ）でコーテイングする混合法を行えば、更に良好な結果を得ることができる。
【００２７】
次いで、常法による濾過、水洗により顔料組成物を得るが、このまま使用しても、また、乾燥、粉砕により粉末状で使用してもよい。
【００２８】
本発明の顔料組成物は、例えばインキ、塗料、成形品着色等の公知慣用の用途にいずれも使用できる。
【００２９】
本発明の顔料組成物を用いて印刷インキを調製することが出来る。具体的には、液状樹脂ビヒクル（Ｃ）に、着色剤としての本発明の顔料組成物を分散させることにより平版インキ等の印刷インキを調製することが出来る。印刷インキを調製するに当たって、上記化合物（Ａ）も顔料（Ｂ）も含まない、ビヒクル（Ｃ）を含むインキ配合物に、これら成分（Ａ）と（Ｂ）とを含ませるに当たっては、それらを予め混合してから加えても、別々に加えて含ませるという方法のいずれの方法も採用できる。
【００３０】
平版インキは、本発明の顔料組成物３〜４０重量％、液状樹脂ビヒクル（Ｃ）即ちインキ用ビヒクル４５〜９７重量％、その他の補助剤や体質顔料０〜２０重量％から調製することが出来る。また、さらに必要に応じてインキ用溶剤、ドライヤー、レベリング改良剤、増粘剤等の公知の添加剤を適宜配合して平版インキとすることが出来る。
【００３１】
ビヒクル（Ｃ）としては、液状樹脂を必須成分として含むものであれば、公知慣用のものがいずれも使用できるが、例えば変性されていてもよいアルキッド樹脂、変性されていてもよいフェノール樹脂、石油樹脂等が挙げられる。また例えば飽和アルキッド樹脂と各種乾性油との混合物の様な、乾性油と液状樹脂との混合物、及び／又は乾性油変性アルキッド樹脂、フェノール樹脂と各種ロジンとの混合物の様な、ロジンとフェノール樹脂との混合物、及び／又はロジン変性フェノール樹脂が挙げられる。
【００３２】
平版インキを調製するに際して本発明で用いるのに好適なものは、ロジンとフェノール樹脂との混合物、及び／又は、ロジン変性フェノール樹脂であり、特に好ましくは後者である。
【００３３】
インキの調製に当たっては、例えばｎ−パラフィン、イソパラフィン、アロマティック、ナフテン、α−オレフィン等の溶剤が通常併用される。必要に応じてアマニ油、桐油、大豆油等の植物油をさらに併用することが出来る。
【００３４】
これらは、通常、インキ用ビヒクル２０〜５０重量％、上記パラフィン等の溶剤１０〜６０重量％、植物油０〜３０重量％となる様に調製される。
【００３５】
【実施例】
以下、本発明を実施例により、より詳細に説明する。以下、％及び部は、いずれも重量基準とする。
【００３６】
実施例１
２ーアミノー５ーメチルベンゼンスルホン酸４０．０部を水４００部に分散後、２０％塩酸４４．０部を加え、０℃に保ちながら３０％亜硝酸ソーダ水溶液５０．２部を滴下し、ジアゾ液を得た。次に、２ーヒドロキシナフトエ酸４１．２部を６０℃で水４８４部に分散後、４８％苛性ソーダ水溶液２３部を加えてカップラー溶液を得た。
【００３７】
このカップラー溶液を０℃に冷却し、撹拌しながら上記ジアゾ液を滴下し０℃で６０分間撹拌してカップリング反応を終了させた後、１０％ロジンソーダ水溶液８０部を添加し、６０分撹拌して懸濁液を得た。この懸濁液に塩化カルシウム３７．２部を水１４０部に溶解した液を加え、６０分間撹拌してレーキ化反応を終了した（アゾレーキ顔料の生成）。
【００３８】
レーキ化反応終了後、７０℃で６０分間加熱しつつ撹拌し、ハートールＱＦＡ−２（ハリマ化成社製、前記式１においてＲ１及びＲ２は炭素数１６〜２０で、ｎ＋ｍが１４の成分を含有する）５部を１０％ロジンソーダ溶液２０部とともに７０℃で分散した溶液を添加し、７０℃で６０分混合した。塩酸によりｐＨを７．６に調整した後、さらに７０℃で３０分間混合し、濾過、水洗を行い顔料組成物の水ペーストを得た。
【００３９】
こうして得られたものは、ロジンと、エステル化合物（Ａ）と、水酸基を有する脂肪酸の自己縮合体と、２つの水酸基を有する脂肪酸の自己縮合体とで表面処理されたアゾレーキ顔料である。
【００４０】
比較例１
実施例１のエステル化合物（Ａ）を同量のステアリン酸に変えた以外は同様の操作を行い顔料組成物の水ペーストを得た。
【００４１】
比較例２
実施例１のエステル化合物（Ａ）を同量の１２−ヒドロキシステアリン酸自己縮合体に変えた以外は同様の操作を行い顔料組成物の水ペーストを得た。
【００４２】
試験例１
実施例１及び比較例１、２で得られた各顔料組成物を用いて平版インキの調製を実施した。
【００４３】
（フラッシング適性）
ロジン変性フェノール樹脂を含むインキ用ビヒクル２３０部を１リットルテストフラッシャーに入れ、６０℃に調製後、各顔料組成物１３０部の水ペーストを加え撹拌した。排水後、１５０℃、７０ｍｍＨｇで１時間減圧加熱撹拌して、インキ中の水分及び顔料中の結晶水を除去した。冷却後、ビヒクル６１部、インキ溶剤１０部を添加し撹拌後、フラッシュベースを得た。
【００４４】
作製したフラッシュベース６６部、インキ用ビヒクル及びインキ溶剤計３４部を３本ロールにて練肉分散し、タックが７．０の平版用濃色インキを得た。
【００４５】
（流動性）
ガラス板流動性６０分値を測定した。ガラス板流動性は、インキ１ｇをヘラを用いて１分間混練した後、傾斜角７０°で設置したガラス板の上方に置き、６０分間放置したときに下方に流動したインキの長さ（インキの上端から下端までの長さ）である。なお数値が大きいほど流動性が良いことを示す。
【００４６】
（光沢性）
アート紙にプルフバウにて展色刷した時の光沢を測定した。数値が大きいほど光沢が良いことを示す。
【００４７】
これらインキ試験の評価結果を表１にまとめた。
【００４８】
【表１】
フラッシング時間は、比較例１の顔料組成物及び比較例２の顔料組成物に比べ実施例１の顔料組成物が最も短かった。またフラッシング排水の着色度は、実施例１の顔料が最も小さかった。このことは、有機顔料のエステル化合物（Ａ）表面処理によりインキビヒクルへの濡れが向上したことを意味する。
【００５０】
流動性は、比較例１の顔料組成物及び比較例２の顔料組成物に比べ実施例１の顔料組成物が最も良好であった。光沢は比較例１及び比較例２に比べ実施例１が最も高かった。これらのことから、アゾレーキ顔料の場合には、インキ流動性の向上のみならず、光沢向上やインキ調製時のフラッシング時間の短縮化がはかれることがわかる。
【００５１】
実施例２
銅フタロシアニン（Ｃ．Ｉ．Ｐｉｇｍｅｎｔ Ｂｌｕｅ １５：３）１００部を含むウエットケーキを水２０００部に添加し、撹拌によりスラリー状にしたものに、同上のハートールＱＦＡ−２（ハリマ化成社製）５部をカチオン界面活性剤アーカード２Ｃ７５（ライオンアクゾ社製）５部と水１００部とともに７０℃で溶融した溶液を添加し、７０℃で６０分混合した。濾過、水洗後乾燥し顔料組成物を得た。
【００５２】
比較例３
実施例２のエステル化合物（Ａ）を同量のステアリン酸に変えた以外は同様の操作を行い顔料組成物を得た。
【００５３】
比較例４
実施例２のエステル化合物（Ａ）を同量の１２−ヒドロキシステアリン酸自己縮合体に変えた以外は同様の操作を行い顔料組成物を得た。
【００５４】
試験例２
実施例２及び比較例３、４で得られた各顔料組成物を用いて、平版インキの調製を実施した。即ち、各顔料組成物１８部、上記と同じインキ用ビヒクル及びインキ溶剤計８２部を３本ロールにて練肉分散し、タック７．０の平版用濃色インキを得た。
【００５５】
インキ試験の評価結果を表２にまとめた。
【００５６】
【表２】
ガラス板流動性６０分値は、比較例３の顔料組成物及び比較例４の顔料組成物に比べ実施例２の顔料組成物が最も高く良好であった。これから、フタロシアニン顔料の場合には、インキ流動性の向上がはかれることがわかる。
【００５８】
【発明の効果】
本発明の顔料組成物は、特定のエステル化合物（Ａ）を含んでいるので、ステアリン酸やヒドロキシステアリン酸自己縮合体を含んでなる従来の顔料組成物に比べて、分散媒への親和性に優れるという格別顕著な効果を奏する。
【００５９】
従って、この様な顔料組成物から印刷インキを調製すると、インキビヒクルへの濡れが向上し、流動性の良好な、着色剤の水ペースト、及びインキが提供できる。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a pigment composition and an ink containing the same.
[0002]
[Prior art]
Extremely various pigment compositions are known. For example, JP-A-6-16986 discloses a pigment composition comprising 100 parts of an organic pigment and 1 to 15 parts of an aliphatic dicarboxylic acid having 1 to 8 carbon atoms, and JP-A-6-16987 discloses an organic pigment. A pigment composition comprising 100 parts of 1 to 15 parts of a fatty acid having 6 to 21 carbon atoms is described. Pigment compositions comprising a self-condensate of a fatty acid having a hydroxyl group and an organic pigment are also well known.
[0003]
[Problems to be solved by the invention]
However, in any case, the pigment composition disclosed in the above publication has a drawback that when it is used to prepare a dispersion such as an ink or a paint, fluidity and gloss become insufficient.
[0004]
[Means for Solving the Problems]
Therefore, the present inventors have conducted intensive studies in view of the above practical use, and found that by using a carboxylic acid as a compound having an ester bond, the affinity for a dispersion medium becomes better, and to complete the present invention. Reached.
[0005]
That is, the present invention provides the following inventions.
[0006]
1. A pigment composition comprising an ester compound (A) of a fatty acid having a hydroxyl group and a fatty acid, and an organic pigment (B).
[0007]
2. 2. The composition according to the above 1, further comprising a self-condensate of a fatty acid having a hydroxyl group.
[0008]
3. 3. The composition according to the above 1 or 2, wherein the ester compound (A) is an ester compound of a fatty acid having two hydroxyl groups and a fatty acid.
[0009]
4. The composition according to the above 1, 2, or 3, wherein the organic pigment (B) is at least one organic pigment selected from the group consisting of azo pigments, phthalocyanine pigments, quinacridone pigments, perylene pigments, industrone pigments, and anthraquinone pigments.
[0010]
5. 4. The composition according to the above 1, 2, or 3, wherein the organic pigment (B) is an azo pigment.
[0011]
6. The composition according to the above 1, 2, 3, 4 or 5, wherein the amount of the ester compound (A) is 1 to 20 parts by weight per 100 parts by weight of the organic pigment (B).
[0012]
7. A lithographic ink in which the composition according to the above 1, 2, 3, 4, 5, or 6 is dispersed as a colorant in a liquid resin vehicle (C).
[0013]
8. 8. The ink according to the above 7, wherein the liquid resin vehicle (C) is a rosin-containing phenol resin and / or a rosin-modified phenol resin.
[0014]
As the organic pigment (B) represented by the present invention, any of known organic pigments can be used. For example, at least one kind selected from azo pigments, phthalocyanine pigments, quinacridone pigments, perylene pigments, industrone pigments, and anthraquinone pigments can be used. is there. For example, azo pigments include monoazo lake pigments, disazo pigments, and phthalocyanine pigments include copper phthalocyanine blue. Of course, any of these organic pigments that have not been surface-treated or those that have been surface-treated in advance can be used.
[0015]
When organic pigments having relatively high hydrophilicity, especially azo pigments, especially azo lake pigments, were employed, the flushing was excellent in preparing printing inks such as lithographic printing inks, and this was the rate-limiting step of ink preparation. This is preferable in that the flushing step can be significantly reduced.
[0016]
The ester compound (A) in the present invention is an ester compound of a fatty acid having a hydroxyl group and a fatty acid. The ester compound (A) can be obtained, for example, by reacting a fatty acid having a hydroxyl group with a fatty acid having no hydroxyl group. Preferably, it is an ester compound of a fatty acid having two hydroxyl groups and a fatty acid having no hydroxyl group.
[0017]
Examples of the fatty acid represented here include saturated or unsaturated fatty acids having 6 to 21 carbon atoms, preferably saturated or unsaturated fatty acids having 16 to 20 carbon atoms.
Specifically, enanthic acid, caproic acid, octanoic acid, pelargonic acid, decanoic acid, undecylic acid, undecylenic acid, lauric acid, tridecylic acid, tridecenoic acid, myristic acid, pentadecylic acid, pentadecenoic acid, palmitic acid, heptadecylic acid, -Heptadecenoic acid, stearyl acid, isostearyl acid, oleic acid, linoleic acid, nonadecanoic acid, linoleic acid, linolenic acid, nonadecanoic acid, arachinic acid, and behenic acid.
[0018]
The fatty acid having a hydroxyl group is, for example, a saturated or unsaturated fatty acid having 6 to 21 carbon atoms having one or two hydroxyl groups. Specifically, for example, 12-hydroxystearic acid, 9,10-dihydroxystearic acid, Fine Acid-100 (manufactured by Miyoshi Oil & Fat Co., Ltd.) and Fine Acid-300 (manufactured by Miyoshi Oil & Fat Co., Ltd.) can be exemplified.
[0019]
In the present invention, particularly preferred as the ester compound (A) is a compound represented by the following formula 1. Here, in Formula 1, R 1 and R 2 each represent an alkyl group having 5 to 20 carbon atoms, and n and m each represent an integer of 5 to 15.
[0020]
Embedded image
The ester compound (A) may contain a self-condensate of a fatty acid having a hydroxyl group and an ester compound of a self-condensate of a fatty acid having two hydroxyl groups and a fatty acid.
[0022]
Specific examples of the ester compound (A) containing a self-condensate of a fatty acid having a hydroxyl group and a self-condensate of a fatty acid having two hydroxyl groups include, but are not limited to, Hartole having 16 to 20 carbon atoms and n + m of 14; QFA-2 (manufactured by Harima Chemicals, Inc.) can be exemplified.
[0023]
The pigment composition of the present invention contains the ester compound (A) and the organic pigment (B) as essential components. In the pigment composition of the present invention, the amount of the ester compound (A) added to the organic pigment (B) is not particularly limited, but is preferably 1 to 20 parts by weight based on 100 parts by weight of the organic pigment. If the amount is less than 1 part by weight, the effect of improving the fluidity is small, and if the amount is more than 20 parts by weight, the effect of the amount used is not obtained, and the coloring power is undesirably reduced.
[0024]
In the case of using Hartle QFA-2, the specific addition amount to the organic pigment (B) is preferably 2 to 10 parts by weight.
[0025]
The pigment composition of the present invention includes a method of simply mixing the organic pigment (B) and the ester compound (A), a method of mixing the ester compound (A) in an aqueous dispersion of the organic pigment (B), ) The surface can be coated with an ester compound (A) to obtain a pigment composition of the present invention which also contains a surface coating pigment.
[0026]
In the treatment method of the ester compound (A), the desired effect can be sufficiently obtained by simply mixing the organic pigment (B) powder and the ester compound (A). However, together with water to which various rosins or various surfactants are added, Even better results are obtained if a mixing method is used in which the surface of the pigment (B) is coated with the ester compound (A) by heating the mixture to room temperature to 80 ° C. and adding the melted solution to the aqueous organic pigment dispersion. be able to.
[0027]
Subsequently, the pigment composition is obtained by filtration and washing with a conventional method, and the pigment composition may be used as it is, or may be used in a powder form by drying and pulverization.
[0028]
The pigment composition of the present invention can be used for any of known and commonly used applications such as coloring of inks, paints and molded articles.
[0029]
Printing inks can be prepared using the pigment composition of the present invention. Specifically, a printing ink such as a lithographic ink can be prepared by dispersing the pigment composition of the present invention as a colorant in the liquid resin vehicle (C). In preparing the printing ink, the ink composition containing the vehicle (C), which does not contain the compound (A) or the pigment (B), contains these components (A) and (B). Any method can be employed, such as mixing beforehand or adding separately.
[0030]
The lithographic ink can be prepared from 3 to 40% by weight of the pigment composition of the present invention, 45 to 97% by weight of the liquid resin vehicle (C), that is, a vehicle for the ink, 0 to 20% by weight of other auxiliaries and extenders. . Further, if necessary, known additives such as an ink solvent, a dryer, a leveling improver, and a thickener may be appropriately blended to prepare a lithographic ink.
[0031]
As the vehicle (C), any known and commonly used one may be used as long as it contains a liquid resin as an essential component. Examples thereof include an optionally modified alkyd resin, an optionally modified phenol resin, and a petroleum oil. Resins. Also, rosin and phenolic resins, such as a mixture of a drying oil and a liquid resin, such as a mixture of a saturated alkyd resin and various drying oils, and / or a mixture of a drying oil-modified alkyd resin, a phenolic resin and various rosins. And / or a rosin-modified phenolic resin.
[0032]
Suitable for use in the present invention in preparing a lithographic ink are a mixture of rosin and a phenolic resin and / or a rosin-modified phenolic resin, the latter being particularly preferred.
[0033]
In preparing the ink, a solvent such as n-paraffin, isoparaffin, aromatic, naphthene, or α-olefin is usually used in combination. If necessary, vegetable oils such as linseed oil, tung oil, soybean oil and the like can be further used in combination.
[0034]
These are usually prepared so that the ink vehicle is 20 to 50% by weight, the solvent such as the paraffin is 10 to 60% by weight, and the vegetable oil is 0 to 30% by weight.
[0035]
【Example】
Hereinafter, the present invention will be described in more detail with reference to examples. Hereinafter, all percentages and parts are based on weight.
[0036]
Example 1
After dispersing 40.0 parts of 2-amino-5-methylbenzenesulfonic acid in 400 parts of water, 44.0 parts of 20% hydrochloric acid was added, and while maintaining the temperature at 0 ° C, 50.2 parts of a 30% aqueous sodium nitrite solution was added dropwise. A liquid was obtained. Next, 41.2 parts of 2-hydroxynaphthoic acid was dispersed in 484 parts of water at 60 ° C., and 23 parts of a 48% aqueous sodium hydroxide solution was added to obtain a coupler solution.
[0037]
The coupler solution was cooled to 0 ° C., the above diazo solution was added dropwise with stirring, and the mixture was stirred at 0 ° C. for 60 minutes to terminate the coupling reaction. Then, 80 parts of a 10% rosin soda aqueous solution was added, and the mixture was stirred for 60 minutes. To obtain a suspension. A solution obtained by dissolving 37.2 parts of calcium chloride in 140 parts of water was added to the suspension, and the mixture was stirred for 60 minutes to complete the lake formation reaction (formation of an azo lake pigment).
[0038]
After the completion of the lake-forming reaction, the mixture is stirred while heating at 70 ° C. for 60 minutes, and the components of Hartole QFA-2 (manufactured by Harima Chemicals, Inc., wherein R 1 and R 2 in Formula 1 have 16 to 20 carbon atoms and n + m is 14) A solution obtained by dispersing 5 parts of the mixture at 70 ° C. together with 20 parts of a 10% rosin soda solution was added and mixed at 70 ° C. for 60 minutes. After adjusting the pH to 7.6 with hydrochloric acid, the mixture was further mixed at 70 ° C. for 30 minutes, filtered and washed with water to obtain a water paste of the pigment composition.
[0039]
The azo lake pigment thus obtained is surface-treated with rosin, an ester compound (A), a self-condensate of a fatty acid having a hydroxyl group, and a self-condensate of a fatty acid having two hydroxyl groups.
[0040]
Comparative Example 1
The same operation was carried out except that the ester compound (A) in Example 1 was changed to the same amount of stearic acid to obtain a water paste of the pigment composition.
[0041]
Comparative Example 2
A water paste of a pigment composition was obtained in the same manner as in Example 1, except that the ester compound (A) was changed to the same amount of a 12-hydroxystearic acid self-condensate.
[0042]
Test example 1
A lithographic ink was prepared using each of the pigment compositions obtained in Example 1 and Comparative Examples 1 and 2.
[0043]
(Flushing suitability)
230 parts of an ink vehicle containing a rosin-modified phenol resin was placed in a 1-liter test flasher, and after adjusting the temperature to 60 ° C., a water paste of 130 parts of each pigment composition was added and stirred. After draining, the mixture was heated and stirred under reduced pressure at 150 ° C. and 70 mmHg for 1 hour to remove water in the ink and water of crystallization in the pigment. After cooling, 61 parts of a vehicle and 10 parts of an ink solvent were added, and after stirring, a flash base was obtained.
[0044]
66 parts of the prepared flash base, 34 parts of the ink vehicle and 34 parts of the ink solvent were kneaded and dispersed with three rolls to obtain a lithographic dark ink having a tack of 7.0.
[0045]
(Liquidity)
The glass plate fluidity 60 minutes value was measured. The flowability of the glass plate was measured by mixing 1 g of the ink with a spatula for 1 minute, placing the mixture on a glass plate placed at an inclination angle of 70 °, and flowing the ink downward when left for 60 minutes. Length from the upper end to the lower end). The larger the value, the better the fluidity.
[0046]
(Glossy)
The gloss was measured when color-printed on art paper with Pulfbau. The larger the value, the better the gloss.
[0047]
Table 1 summarizes the evaluation results of these ink tests.
[0048]
[Table 1]
The flushing time of the pigment composition of Example 1 was the shortest compared with the pigment composition of Comparative Example 1 and the pigment composition of Comparative Example 2. The coloring degree of the flushing wastewater was the smallest for the pigment of Example 1. This means that the surface treatment of the organic pigment with the ester compound (A) improved the wetting of the organic pigment with the ink vehicle.
[0050]
As for the fluidity, the pigment composition of Example 1 was the best in comparison with the pigment composition of Comparative Example 1 and the pigment composition of Comparative Example 2. Example 1 had the highest gloss compared to Comparative Examples 1 and 2. From these facts, it can be seen that in the case of the azo lake pigment, not only the ink fluidity is improved, but also the gloss is improved and the flushing time during the preparation of the ink is shortened.
[0051]
Example 2
A wet cake containing 100 parts of copper phthalocyanine (CI Pigment Blue 15: 3) was added to 2,000 parts of water and slurried by stirring, and 5 parts of the same Hartle QFA-2 (manufactured by Harima Chemicals) was added. Was added at 70 ° C. together with 5 parts of a cationic surfactant Arcard 2C75 (manufactured by Lion Akzo) and 100 parts of water, followed by mixing at 70 ° C. for 60 minutes. After filtration, washing with water and drying, a pigment composition was obtained.
[0052]
Comparative Example 3
A pigment composition was obtained in the same manner as in Example 2, except that the ester compound (A) was changed to the same amount of stearic acid.
[0053]
Comparative Example 4
A pigment composition was obtained in the same manner as in Example 2, except that the ester compound (A) was changed to the same amount of the 12-hydroxystearic acid self-condensate.
[0054]
Test example 2
A lithographic ink was prepared using each of the pigment compositions obtained in Example 2 and Comparative Examples 3 and 4. That is, 18 parts of each pigment composition, 82 parts of the same ink vehicle and the same ink solvent as described above were kneaded and dispersed with a three-roll mill to obtain a lithographic dark ink having a tack of 7.0.
[0055]
Table 2 summarizes the evaluation results of the ink test.
[0056]
[Table 2]
The 60-minute glass plate fluidity value of the pigment composition of Example 2 was higher than the pigment composition of Comparative Example 3 and the pigment composition of Comparative Example 4, and was excellent. This indicates that in the case of the phthalocyanine pigment, the ink fluidity can be improved.
[0058]
【The invention's effect】
Since the pigment composition of the present invention contains the specific ester compound (A), it has a higher affinity for a dispersion medium than a conventional pigment composition containing stearic acid or a hydroxystearic acid self-condensate. It has a particularly remarkable effect of being superior.
[0059]
Therefore, when a printing ink is prepared from such a pigment composition, wetting to the ink vehicle is improved, and a water paste of a colorant and an ink having good fluidity can be provided.
Claims (8)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13664698A JP3544121B2 (en) | 1998-05-19 | 1998-05-19 | Pigment composition and ink containing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13664698A JP3544121B2 (en) | 1998-05-19 | 1998-05-19 | Pigment composition and ink containing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH11323238A JPH11323238A (en) | 1999-11-26 |
| JP3544121B2 true JP3544121B2 (en) | 2004-07-21 |
Family
ID=15180196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13664698A Expired - Fee Related JP3544121B2 (en) | 1998-05-19 | 1998-05-19 | Pigment composition and ink containing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3544121B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY149045A (en) * | 2005-04-06 | 2013-07-15 | Malaysian Palm Oil Board | Surface-treated pigment and process for producing the same |
| WO2009119472A1 (en) * | 2008-03-28 | 2009-10-01 | Dic株式会社 | Lithographic printing ink |
| US9187578B2 (en) | 2009-04-16 | 2015-11-17 | Dic Corporation | Polymer modified pigment and production process of the same |
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1998
- 1998-05-19 JP JP13664698A patent/JP3544121B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH11323238A (en) | 1999-11-26 |
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