JPH0417234B2 - - Google Patents
Info
- Publication number
- JPH0417234B2 JPH0417234B2 JP60155155A JP15515585A JPH0417234B2 JP H0417234 B2 JPH0417234 B2 JP H0417234B2 JP 60155155 A JP60155155 A JP 60155155A JP 15515585 A JP15515585 A JP 15515585A JP H0417234 B2 JPH0417234 B2 JP H0417234B2
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- parts
- sulfonic acid
- ink
- present
- 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.)
- Expired - Lifetime
Links
- 239000000049 pigment Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 27
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 18
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000000976 ink Substances 0.000 description 33
- 239000000243 solution Substances 0.000 description 9
- 230000008878 coupling Effects 0.000 description 7
- 238000010168 coupling process Methods 0.000 description 7
- 238000005859 coupling reaction Methods 0.000 description 7
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 6
- 229910001626 barium chloride Inorganic materials 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000007796 conventional method Methods 0.000 description 5
- VRLPHBSFRWMMPW-UHFFFAOYSA-N 2-amino-4-chloro-5-methylbenzenesulfonic acid Chemical compound CC1=CC(S(O)(=O)=O)=C(N)C=C1Cl VRLPHBSFRWMMPW-UHFFFAOYSA-N 0.000 description 4
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- VYZCFAPUHSSYCC-UHFFFAOYSA-N 2-amino-5-chloro-4-methylbenzenesulfonic acid Chemical compound CC1=CC(N)=C(S(O)(=O)=O)C=C1Cl VYZCFAPUHSSYCC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229910001631 strontium chloride Inorganic materials 0.000 description 2
- AHBGXTDRMVNFER-UHFFFAOYSA-L strontium dichloride Chemical compound [Cl-].[Cl-].[Sr+2] AHBGXTDRMVNFER-UHFFFAOYSA-L 0.000 description 2
- JYYLQSCZISREGY-UHFFFAOYSA-N 2-amino-4-chlorobenzoic acid Chemical compound NC1=CC(Cl)=CC=C1C(O)=O JYYLQSCZISREGY-UHFFFAOYSA-N 0.000 description 1
- LTPSRQRIPCVMKQ-UHFFFAOYSA-N 2-amino-5-methylbenzenesulfonic acid Chemical compound CC1=CC=C(N)C(S(O)(=O)=O)=C1 LTPSRQRIPCVMKQ-UHFFFAOYSA-N 0.000 description 1
- GWIAAIUASRVOIA-UHFFFAOYSA-N 2-aminonaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(N)=CC=C21 GWIAAIUASRVOIA-UHFFFAOYSA-N 0.000 description 1
- CYHMAWOTYKYTGQ-UHFFFAOYSA-N 3-(chloroamino)benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(NCl)=C1 CYHMAWOTYKYTGQ-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal salt Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Description
（産業上の利用分野）
本発明はインキ組成物に関し、特に増粘及びゲ
ル化が抑制され、優れたインキ適性の有するグラ
ビアインキ又は水性フレキソインキの提供を目的
とする。
〔従来の技術及び発明が解決しようとしている問
題点）
従来、溶性アゾ顔料（この用語はアゾーキ顔料
と同意義である）は、耐溶剤性や耐水性等の各種
物性が良好である為、合成樹脂の着色剤、塗料、
印刷インキ、ゴムの着色剤として広く使用されて
いる。
しかしながら、これらの顔料を各種グラビアイ
ンキ、特に軽包装材用グラビアインキや水性フレ
キソインキ等に使用した場合、これらのインキが
短時間内に増粘或はゲル化して使用不能になると
いう欠点がある。
（問題点を解決する為の手段）
本発明者は、上述の如き従来技術の欠点を解決
すべく鋭意研究の結果、顔料を製造する際のいず
れかの工程において、ある特定の化合物を添加し
て得られた溶性アゾ顔料をインキに用いることに
より、上述の従来技術の欠点が解決されることを
知見して本発明を完成した。
即ち、本発明は、インキベヒクルと顔料とから
なるインキ組成物において、上記顔料が、その製
造中のいずれかの工程において芳香族スルホン酸
のホルマリン縮合物を添加して得られる溶性アゾ
顔料組成物であることを特徴とするインキ組成物
である。
（好ましい実施態様）
本発明を更に詳細に説明すると、本発明におい
て使用し、主として本発明を特徴づける芳香族ス
ルホン酸のホルマリン縮合物とは、例えば、ベン
ゼンスルホン酸、アルキルベンゼンスルホン酸、
ナフタレンスルホン酸（或はそれらのアルカリ金
属塩）をホルマリンで２分子以上縮合したもので
あり、本発明において最も好ましいものはナフタ
レンスルホン酸ホルマリン縮合物である。
本発明における使用する溶性アゾ顔料の製造方
法自体は従来公知の方法に準じてよい。即ち、２
−クロロ−４−アミノトルエン−５−スルホン
酸、２−クロロ−５−アミノトルエン−４−スル
ホン酸、アンスラニル酸、４−クロルアンスラニ
ル酸、４−アミノトルエン−３−スルホン酸、４
−クロロアニリン−３−スルホン酸、２−ナフチ
ルアミン−１−スルホン酸等のジアゾ成分を常法
に従つてジアゾ化し、β−ナフトール、β−オキ
シナフトエ酸、β−ナフトール−３、６−ジスル
ホン酸等のカツプリング成分とカツプリングせし
め染料のナトリウム塩とし、これにカルシウム、
ストロンチウム、バリウム、マンガン、亜鉛、カ
ドミウム、マグネシウム、鉄等の金属の水溶性塩
を加えてレーキ化し、染料を水不溶性のアゾ顔料
とし、以下熟成して溶性アゾ顔料を得る。
本発明で使用する顔料は、その製造工程のいず
れかにおいて、前記の芳香族スルホン酸のホルマ
リン縮合物を添加して得られるものであり、例え
ば、ジアゾ成分の水溶液、カツプリング成分中、
カツプリング後の染料溶液、染料を不溶化した顔
料分散液等のいずれの工程でもよく、最も好まし
い添加時期はカツプリング後の染料水溶液であ
る。添加量は、得られる溶性アゾ顔料100重量部
当たり約0.1〜10重量部である。
又、上記の如くして得られる本発明で使用する
顔料は、未処理の顔料と混合して使用してもよ
い。この場合にも芳香族スルホン酸のホルマリン
縮合物の添加量は、混合した後の顔料組成物100
重量部当たり約0.1〜10重量部となる様にする。
本発明で使用するインキベヒクルは、通常のグ
ラビアインキ或はフレキソインキのベヒクルであ
り、ベクヒルに対する前記顔料の使用量も従来の
インキ組成物と同様でよい。
（作用・効果）
以上の如くして得られる本発明のインキ組成物
は、従来方法で得られる溶性アゾ顔料を使用した
インキ組成物と比較して、色が鮮明でグロスが大
であり、特にグラビアインキ、軽包装グラビアイ
ンキ、水性フレキソインキ等として有用であり、
従来の同種顔料が上記の如きインキを貯蔵中に増
粘或はゲル化させ使用不能になるのに対し、本発
明によるインキ組成物はこの様な欠点が十分に解
決されている。
（実施例）
次に参考例及び実施例を挙げて本発明を更に具
体的に説明する。尚、文中、部又は％とあるのは
特に断りのない限り重量基準である。
参考例 １
２−クロロ−４−アミノトルエン−５−スルホ
ン酸を常法によりジアゾ化し、この中にナフタレ
ンスルホン酸ホルマリン縮合物（得られる溶性ア
ゾ顔料100部に対して１部）を添加し、β−オキ
シナフトエ酸カツプリングし、ナトリウム染料を
作る。その染料溶液を90℃まで昇温し、塩化バリ
ウム溶液（染料１モルに対し塩化バリウム1.4モ
ル）を添加してレーキ化し20分間熟成する。これ
を濾別した後90℃で乾燥し、本発明で使用する顔
料組成物約100部を得た。
参考例 ２
常法によりジアゾ化した２−クロロ−４−アミ
ノトルエン−５−スルホン酸をβ−オキシナフト
エ酸カツプリングしナトリウム染料をつくる。
その染料溶液にナフタレンスルホン酸ホルマリ
ン縮合物（得られる溶性アゾ顔料100部に対して
３部）を添加した後90℃まで昇温し、塩化バリウ
ム溶液（染料１モルに対し塩化バリウム1.4モル
使用）を添加してレーキ化後20分間熟成する。こ
れを濾別した後90℃で乾燥し本発明で使用する顔
料組成物約100部を得た。
参考例 ３
常法によりジアゾ化した２−クロロ−５−アミ
ノトルエン−４−スルホン酸とβ−ナフトールと
をカツプリングしナフトリウム染料をつくる。そ
の染料溶液を95℃に昇温し、塩化バリウム溶液
（染料１モルに対し塩化バリウム1.4モル使用）を
添加しレーキ化する。そしてナフタレンスルホン
酸ホルマリン縮合物（得られる溶性アゾ顔料100
部に対し５部）を添加し20分間熟成する。これを
濾別した後90℃で乾燥して本発明で使用する顔料
組成物約100部を得た。
参考例 ４
常法によりジアゾ化した２−クロロ−４−アミ
ノトルエン−５−スルホン酸とβ−オキシナフト
エ酸とをカツプリングしナトリウム染料をつく
り、それを濾別し得られたプレスケーキを水に懸
濁する。これにナフタレンスルホン酸ホルマリン
縮合物（得られる溶性アゾ顔料100部に対し0.5
部）を添加し50℃に昇温し塩化ストロンチウム溶
液（染料１モルに対して塩化ストロンチウム1.2
モル）を添加し、レーキ化後100℃で30分間熟成
する。これを濾別した後90℃で乾燥して本発明で
使用する顔料組成物約100部を得た。
参考例 ５
参考例３と同様の方法で得た本発明で使用する
顔料組成物50部と、参照例３で使用する未処理の
溶性アゾ顔料50部とを混合して、本発明で使用す
る顔料組成物100部を得た（得られる顔料組成物
100部に対してナフタレンスルホン酸ホルマリン
縮合物2.5部）。
実施例
次に、上記で得られた顔料組成物を用いてグラ
ビアインキ及び水性フレキソインキを以下の如く
調製し、そのインキ物性を調べた結果を以下に示
す。
前記の参考例１，２，３，４及び５において得
られた顔料組成物を夫々下記の方法でインキ化し
て試験した。
試験法
１ 軽包装グラビアインキ
顔料組成物 10部
ポリアミドワニス 58部
硝化綿ワニス 17部
溶剤 15部
スチールボール 200部
上記の成分を内径60mm及び高さ120mmのブリキ
缶に入れ、ペイントシエイカーで30分間分散処理
する。得られたインキをガラス容器に入れ、キレ
ート剤（インキ100部に対し１部）を添加し、40
℃の恒温槽に入れて粘度の経時変化を測定する。
２ 水性フレキソインキ
顔料組成物 18部
スチレン化マイレン酸ワニス 82部
ガラスビーズ 150部
上記の成分を内径45mm及び高さ120mmのブリキ
缶に入れ、ペイントシエイカーで30分間分散処理
する。得られたインキをガラス容器に入れて、40
℃の恒温槽で粘度の経時変化を測定する。
その結果は次表の通りである。
(Industrial Application Field) The present invention relates to an ink composition, and particularly aims to provide a gravure ink or aqueous flexographic ink that is suppressed from thickening and gelation and has excellent ink suitability. [Prior art and problems to be solved by the invention] Conventionally, soluble azo pigments (this term has the same meaning as azo pigment) have been synthesized because they have good physical properties such as solvent resistance and water resistance. resin colorants, paints,
Widely used as a coloring agent in printing inks and rubber. However, when these pigments are used in various gravure inks, especially gravure inks for light packaging materials, water-based flexo inks, etc., there is a drawback that these inks thicken or gel within a short period of time, making them unusable. . (Means for Solving the Problems) As a result of intensive research in order to solve the above-mentioned drawbacks of the prior art, the inventor of the present invention added a certain specific compound in one of the steps of producing pigments. The present invention was completed based on the finding that the above-mentioned drawbacks of the prior art can be solved by using the soluble azo pigment obtained in the ink. That is, the present invention provides an ink composition comprising an ink vehicle and a pigment, which is a soluble azo pigment composition obtained by adding a formalin condensate of an aromatic sulfonic acid to the pigment at any step during its production. An ink composition characterized by: (Preferred Embodiment) To explain the present invention in more detail, the formalin condensate of aromatic sulfonic acid used in the present invention and which mainly characterizes the present invention includes, for example, benzenesulfonic acid, alkylbenzenesulfonic acid,
It is a product obtained by condensing two or more molecules of naphthalene sulfonic acid (or an alkali metal salt thereof) with formalin, and the most preferred one in the present invention is a naphthalene sulfonic acid formalin condensate. The method for producing the soluble azo pigment used in the present invention itself may be based on conventionally known methods. That is, 2
-Chloro-4-aminotoluene-5-sulfonic acid, 2-chloro-5-aminotoluene-4-sulfonic acid, anthranilic acid, 4-chloroanthranilic acid, 4-aminotoluene-3-sulfonic acid, 4
- Diazo components such as chloroaniline-3-sulfonic acid and 2-naphthylamine-1-sulfonic acid are diazotized according to a conventional method to produce β-naphthol, β-oxynaphthoic acid, and β-naphthol-3,6-disulfonic acid. etc. and the sodium salt of the coupling dye, and add calcium,
Water-soluble salts of metals such as strontium, barium, manganese, zinc, cadmium, magnesium, iron, etc. are added to form a lake to turn the dye into a water-insoluble azo pigment, which is then aged to obtain a soluble azo pigment. The pigment used in the present invention is obtained by adding the above-mentioned formalin condensate of aromatic sulfonic acid in any of its manufacturing processes.For example, in an aqueous solution of a diazo component, a coupling component,
Any process such as a dye solution after coupling or a pigment dispersion in which the dye is insolubilized may be used, and the most preferable addition time is an aqueous dye solution after coupling. The amount added is about 0.1 to 10 parts by weight per 100 parts by weight of the soluble azo pigment obtained. Further, the pigment used in the present invention obtained as described above may be used in combination with an untreated pigment. In this case as well, the amount of the formalin condensate of aromatic sulfonic acid added is 100% of the pigment composition after mixing.
The amount should be approximately 0.1 to 10 parts by weight. The ink vehicle used in the present invention is a conventional gravure ink or flexo ink vehicle, and the amount of the pigment used in the vehicle may be the same as in conventional ink compositions. (Action/Effect) The ink composition of the present invention obtained as described above has a clearer color and a higher gloss than an ink composition using a soluble azo pigment obtained by a conventional method. It is useful as gravure ink, light packaging gravure ink, water-based flexo ink, etc.
While conventional pigments of the same kind as described above cause the ink to thicken or gel during storage and become unusable, the ink composition according to the present invention satisfactorily solves these drawbacks. (Example) Next, the present invention will be described in more detail with reference to Reference Examples and Examples. In the text, parts or percentages are based on weight unless otherwise specified. Reference Example 1 2-chloro-4-aminotoluene-5-sulfonic acid is diazotized by a conventional method, and a naphthalenesulfonic acid formalin condensate (1 part per 100 parts of the resulting soluble azo pigment) is added thereto, Coupling with β-oxynaphthoic acid to produce sodium dye. The temperature of the dye solution is raised to 90°C, a barium chloride solution (1.4 mol of barium chloride per 1 mol of dye) is added to form a lake, and the mixture is aged for 20 minutes. This was filtered and dried at 90°C to obtain about 100 parts of the pigment composition used in the present invention. Reference Example 2 Diazotized 2-chloro-4-aminotoluene-5-sulfonic acid is coupled with β-oxynaphthoic acid to produce a sodium dye. After adding a naphthalene sulfonic acid formalin condensate (3 parts per 100 parts of the resulting soluble azo pigment) to the dye solution, the temperature was raised to 90°C, and a barium chloride solution (1.4 moles of barium chloride was used per 1 mole of dye). is added and aged for 20 minutes after turning into a lake. This was filtered and dried at 90°C to obtain about 100 parts of the pigment composition used in the present invention. Reference Example 3 A naphthorium dye is prepared by coupling diazotized 2-chloro-5-aminotoluene-4-sulfonic acid and β-naphthol using a conventional method. The temperature of the dye solution is raised to 95°C, and a barium chloride solution (1.4 mol of barium chloride is used per 1 mol of dye) is added to form a lake. and naphthalene sulfonic acid formalin condensate (resulting soluble azo pigment 100
5 parts) and matured for 20 minutes. This was filtered and dried at 90°C to obtain about 100 parts of the pigment composition used in the present invention. Reference Example 4 A sodium dye was prepared by coupling diazotized 2-chloro-4-aminotoluene-5-sulfonic acid and β-oxynaphthoic acid by a conventional method, and the resulting press cake was poured into water. suspend To this, naphthalene sulfonic acid formalin condensate (0.5 parts per 100 parts of the resulting soluble azo pigment)
The temperature was raised to 50°C, and strontium chloride solution (1.2 parts of strontium chloride per 1 mole of dye) was added.
mol) and matured at 100℃ for 30 minutes after lacing. This was filtered and dried at 90°C to obtain about 100 parts of the pigment composition used in the present invention. Reference Example 5 50 parts of the pigment composition used in the present invention obtained in the same manner as Reference Example 3 and 50 parts of the untreated soluble azo pigment used in Reference Example 3 were mixed and used in the present invention. Obtained 100 parts of pigment composition (obtained pigment composition
2.5 parts of naphthalene sulfonic acid formalin condensate per 100 parts). Examples Next, gravure inks and water-based flexo inks were prepared as follows using the pigment compositions obtained above, and the physical properties of the inks were investigated.The results are shown below. The pigment compositions obtained in Reference Examples 1, 2, 3, 4, and 5 were each formed into ink by the following method and tested. Test method 1 Light packaging gravure ink Pigment composition 10 parts Polyamide varnish 58 parts Nitrified cotton varnish 17 parts Solvent 15 parts Steel balls 200 parts Place the above ingredients in a tin can with an inner diameter of 60 mm and a height of 120 mm, and use a paint shaker for 30 minutes. Distributed processing. Place the obtained ink in a glass container, add a chelating agent (1 part to 100 parts of ink), and add 40
Place it in a constant temperature bath at ℃ and measure the change in viscosity over time. 2 Water-based flexographic ink Pigment composition 18 parts Styrenated maleic acid varnish 82 parts Glass beads 150 parts The above ingredients are placed in a tin can with an inner diameter of 45 mm and a height of 120 mm, and dispersed in a paint shaker for 30 minutes. Pour the resulting ink into a glass container and add 40
Measure the change in viscosity over time in a constant temperature bath at ℃. The results are shown in the table below.
【表】
尚、表中の「非実施品」とは、芳香族スルホン
酸のホルマリン縮合物を使用しない以外は、夫々
対応する参考例と同様に製造した顔料を意味して
いる。[Table] In the table, "non-conducted products" refer to pigments produced in the same manner as the corresponding reference examples, except that the formalin condensate of aromatic sulfonic acid was not used.
Claims (1)
物において、上記顔料が、その製造中のいずれか
の工程において芳香族スルホン酸のホルマリン縮
合物を添加して得られる溶性アゾ顔料組成物であ
ることを特徴とするインキ組成物。 ２ 芳香族スルホン酸のホルマリン縮合物が、ナ
フタレンスルホン酸ホルマリン縮合物である特許
請求の範囲第１項に記載のインキ組成物。 ３ 顔料の一部が、芳香族スルホン酸のホルマリ
ン縮合物を添加して得られた溶性アゾ顔料組成物
である特許請求の範囲第１項に記載のインキ組成
物。[Scope of Claims] 1. An ink composition comprising an ink vehicle and a pigment, wherein the pigment is a soluble azo pigment composition obtained by adding a formalin condensate of an aromatic sulfonic acid at any step during its production. An ink composition characterized in that it is a product. 2. The ink composition according to claim 1, wherein the aromatic sulfonic acid formalin condensate is a naphthalene sulfonic acid formalin condensate. 3. The ink composition according to claim 1, wherein a part of the pigment is a soluble azo pigment composition obtained by adding a formalin condensate of aromatic sulfonic acid.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60155155A JPS6218472A (en) | 1985-07-16 | 1985-07-16 | Azo pigment composition |
| JP5060844A JPH0723456B2 (en) | 1985-07-16 | 1993-02-02 | Method for producing azo lake pigment |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60155155A JPS6218472A (en) | 1985-07-16 | 1985-07-16 | Azo pigment composition |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5060844A Division JPH0723456B2 (en) | 1985-07-16 | 1993-02-02 | Method for producing azo lake pigment |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6218472A JPS6218472A (en) | 1987-01-27 |
| JPH0417234B2 true JPH0417234B2 (en) | 1992-03-25 |
Family
ID=15599732
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60155155A Granted JPS6218472A (en) | 1985-07-16 | 1985-07-16 | Azo pigment composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6218472A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4997874A (en) * | 1987-03-24 | 1991-03-05 | Mitsui Toatsu Chemicals, Incorporated | Aqueous suspension and preparation method thereof |
| EP0294931B1 (en) * | 1987-05-06 | 1992-09-02 | MITSUI TOATSU CHEMICALS, Inc. | Self-lubricating thermosetting resin composition |
| DE68919786T2 (en) * | 1988-08-15 | 1995-07-20 | Mitsui Toatsu Chemicals | Odorless salicylic acid copolymers modified by polyvalent metals, their production processes and their use as color developing agents for pressure-sensitive recording paper layers. |
| JPH0736492Y2 (en) * | 1991-05-10 | 1995-08-23 | モリト株式会社 | Strap connection structure |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5986660A (en) * | 1982-10-08 | 1984-05-18 | チバ−ガイギ−・アクチエンゲゼルシヤフト | Manufacture of azo compound |
-
1985
- 1985-07-16 JP JP60155155A patent/JPS6218472A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5986660A (en) * | 1982-10-08 | 1984-05-18 | チバ−ガイギ−・アクチエンゲゼルシヤフト | Manufacture of azo compound |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6218472A (en) | 1987-01-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |