JPH02227467A - Pigment dispersion - Google Patents
Pigment dispersionInfo
- Publication number
- JPH02227467A JPH02227467A JP4660889A JP4660889A JPH02227467A JP H02227467 A JPH02227467 A JP H02227467A JP 4660889 A JP4660889 A JP 4660889A JP 4660889 A JP4660889 A JP 4660889A JP H02227467 A JPH02227467 A JP H02227467A
- Authority
- JP
- Japan
- Prior art keywords
- ink
- pigment
- pigment dispersion
- formula
- resins
- 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
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 44
- 239000006185 dispersion Substances 0.000 title claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 239000000976 ink Substances 0.000 claims description 56
- 229920005989 resin Polymers 0.000 claims description 14
- 239000011347 resin Substances 0.000 claims description 14
- 238000007639 printing Methods 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 5
- PZTQVMXMKVTIRC-UHFFFAOYSA-L chembl2028348 Chemical group [Ca+2].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 PZTQVMXMKVTIRC-UHFFFAOYSA-L 0.000 claims description 4
- 235000010187 litholrubine BK Nutrition 0.000 claims description 4
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 4
- 239000000020 Nitrocellulose Substances 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 229920001220 nitrocellulos Polymers 0.000 claims description 3
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229920006122 polyamide resin Polymers 0.000 claims description 2
- -1 polypropylene Polymers 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 238000007646 gravure printing Methods 0.000 abstract 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 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 230000001603 reducing effect Effects 0.000 description 3
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- SMMANLSONJQFJC-UHFFFAOYSA-N 1-[(2-carboxy-3-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid Chemical compound C1=CC=C2C(CC3=C4C=CC=CC4=CC(O)=C3C(=O)O)=C(C(O)=O)C(O)=CC2=C1 SMMANLSONJQFJC-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 101150050192 PIGM gene Proteins 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 238000010068 moulding (rubber) Methods 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000001062 red colorant Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、特にグラビア印刷インキやフレキソ印刷イン
キの粘度適性及び光沢、鮮明性等の皮膜適性を向上した
顔料分散体に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention particularly relates to a pigment dispersion that improves viscosity suitability for gravure printing inks and flexographic printing inks, and film suitability such as gloss and sharpness.
（従来の技術）
従来、溶性アゾ顔料は合成樹脂成形物、塗料、印刷イン
キ、ゴム成形物等の赤色系着色剤として広く使用されて
いる。(Prior Art) Soluble azo pigments have been widely used as red colorants for synthetic resin moldings, paints, printing inks, rubber moldings, and the like.
これらのうち、印刷インキ、特にグラビアインキやフレ
キソインキの場合には高速印刷が行われるので、その粘
度が低く、また製造時から使用時まで相当時間経過する
ことがあるので粘度の経時変化が少ない、いわゆる粘度
適性が要求されている。また、これらのインキの印刷皮
膜には光沢、鮮明性等の、いわゆる皮膜適性が必要とさ
れる。Among these, printing inks, especially gravure inks and flexo inks, are printed at high speeds, so their viscosity is low, and since a considerable amount of time may pass from the time of manufacture to the time of use, there is little change in viscosity over time. , so-called viscosity suitability is required. Furthermore, the printed film of these inks requires so-called film suitability such as gloss and sharpness.
これらのインキには、上記の粘度適性、皮膜適性等を満
たずのに適したベヒクルが使用され、このベヒクルには
樹脂、可塑剤その他の添加剤を含有され、一般にはこの
ベヒクルの一部と顔料を練肉し、その残余の成分を加え
て、印刷に適する粘度にして使用される。For these inks, a suitable vehicle is used that does not satisfy the above-mentioned viscosity suitability, film suitability, etc., and this vehicle contains resins, plasticizers, and other additives. It is used by grinding the pigment and adding the remaining ingredients to a viscosity suitable for printing.
（発明が解決しようとする課題）
しかしながら、溶性アゾ顔料は、グラビア印刷インキや
フレキソ印刷インキ等に使用した場合、インキ調製直後
の粘度が高かったり、あるいはインキが短時間内に増粘
あるいはゲル化して使用不能となるという場合があった
。また、一般には溶性アゾ顔料とベヒクルとの親和性、
すなわち漏れが良くないので、印刷皮膜の光沢、鮮明性
に欠けるところがあった。(Problems to be Solved by the Invention) However, when soluble azo pigments are used in gravure printing inks, flexographic printing inks, etc., the viscosity is high immediately after the ink is prepared, or the ink thickens or gels within a short period of time. There were cases where it became unusable. In addition, in general, the affinity between the soluble azo pigment and the vehicle,
That is, since leakage was not good, the printed film sometimes lacked gloss and clarity.
顔料とベヒクルの一部を練肉する際、β−オキシナフト
エ酸、低級アルキル基、アルコキシ基またはハロゲン原
子で置換されたβ−オキシナフトエ酸、α−オキシナフ
トエ酸等のオキシナフトエ酸類を添加する事により、得
られる顔料分散体の粘度を低下させようとする試みが特
開昭６２−１８７７７６号公報に開示されている。しか
しながら上記オキシナフトエ酸類を添加する方法では、
練肉直後の顔料分散体の粘度を低下させる事は可能であ
るが、顔料分散体を長時間貯蔵する事により生ずる増粘
、ゲル化、印刷皮膜の不透明化、光沢の欠如等の現象十
分に改善することができない。When kneading a portion of the pigment and vehicle, oxynaphthoic acids such as β-oxynaphthoic acid, β-oxynaphthoic acid substituted with a lower alkyl group, alkoxy group, or halogen atom, and α-oxynaphthoic acid are added. Accordingly, an attempt to reduce the viscosity of the resulting pigment dispersion is disclosed in JP-A-62-187776. However, in the above method of adding oxynaphthoic acids,
Although it is possible to reduce the viscosity of the pigment dispersion immediately after grinding, it is difficult to prevent phenomena such as thickening, gelation, opacity of the printed film, and lack of gloss that occur when the pigment dispersion is stored for a long time. cannot be improved.
（問題を解決するための手段）
本発明は、上記課題を解決するために、溶性アゾ顔料と
、下記一般式（Ｉ）で表わされる化合物を含有すること
を特徴とする顔料分散体、特にさらにベヒクルを含有す
るグラビアインキ又はフレキソインキを提供するもので
ある。(Means for Solving the Problems) In order to solve the above problems, the present invention provides a pigment dispersion characterized by containing a soluble azo pigment and a compound represented by the following general formula (I), particularly, A gravure or flexographic ink containing a vehicle is provided.
Ｃｌ１ｌ ｃｎｚ
（式中、Ｘは−ＣＨ，−、−ＣＨｌ−、−Ｃ−又はＣＨ
ｌ
Ｃ）１２− ＣＨ２−を表わし、ナフタレン環は式中の
置換基のほかは未置換又は他の置換基を有する。）この
際、溶性アゾ顔料１００重量部に対し０．１ないし５０
重量部の上記一般式（Ｉ）で表わされる化合物を含有す
ることが、顔料粒子の分散を良くして低粘度および経時
粘度安定性に優れた顔料分散体を得るのに好ましい。Cl1l cnz (wherein, X is -CH, -, -CHl-, -C- or CH
1C)12-CH2-, and the naphthalene ring is unsubstituted or has other substituents other than the substituents in the formula. ) At this time, 0.1 to 50 parts by weight per 100 parts by weight of the soluble azo pigment.
It is preferable to contain part by weight of the compound represented by the above general formula (I) in order to improve the dispersion of pigment particles and obtain a pigment dispersion having low viscosity and excellent viscosity stability over time.
次に本発明の詳細な説明する。Next, the present invention will be explained in detail.
本発明の顔料分散体は、溶性アゾ顔料と上記−般式（Ｉ
）の化合物を少なくとも含有するが、これらにさらにベ
ヒクルを加えたインキ、特にグラビアインキやフレキソ
インキに著しい効果がある。The pigment dispersion of the present invention comprises a soluble azo pigment and the above general formula (I
It has a remarkable effect on inks that contain at least the compounds listed above and a vehicle added thereto, especially gravure inks and flexo inks.
これらのインキに使用されるベヒクルは樹脂、溶剤、可
塑剤等の添加剤を含有するが、樹脂としては、ウレタン
系樹脂、ニトロセルロース系ｈｄ ＢＦｊ、ポリアミド
系樹脂、塩素化ポリプロピレン系樹脂、塩化ゴム、アク
リル系樹脂、塩化ビニル−酢酸ビニル共重合樹脂等から
選ばれる１種または２種以上の樹脂が挙げられる。The vehicles used in these inks contain additives such as resins, solvents, and plasticizers, and the resins include urethane resins, nitrocellulose HD BFJ, polyamide resins, chlorinated polypropylene resins, and chlorinated rubber. , acrylic resins, vinyl chloride-vinyl acetate copolymer resins, and the like.
本発明の顔料分散体に使用される溶性アゾ顔料としては
、例えば既に上布されている、等が挙げられ、代表的に
はブリリアントカーミン６Ｂ系顔料（Ｃ，１，Ｐｉｇｍ
ｅｎｔ Ｒｅｄ ５７：１）である、なお本発明におい
てインキの調色のために溶性アゾ顔料以外の有機および
または無機顔料を併用する事もできる。Examples of the soluble azo pigment used in the pigment dispersion of the present invention include those that have already been coated, and a typical example is brilliant carmine 6B pigment (C, 1, Pigm
In addition, in the present invention, organic and/or inorganic pigments other than soluble azo pigments can also be used in combination to adjust the color of the ink.
本発明において使用される有機溶剤としては、芳香族炭
化水素、エステル、ケトン、アルコール等から選ばれる
１種または２種以上の溶剤が挙げられる。具体的には、
トルエン、キシレン、酢酸エチル、酢酸ブチル、メチル
ブチルケトン、メチルエチルケトン、イソプロピルアル
コール、メタノール、エタノール等が挙げられる。Examples of the organic solvent used in the present invention include one or more solvents selected from aromatic hydrocarbons, esters, ketones, alcohols, and the like. in particular,
Examples include toluene, xylene, ethyl acetate, butyl acetate, methyl butyl ketone, methyl ethyl ketone, isopropyl alcohol, methanol, and ethanol.
本発明において使用される一般式（Ｉ）に属する化合物
としては、Ｘが
ｌｈ
ある、またナフタレン環は置換基、好ましくは低級アル
キル基、ハロゲン原子等を有していてもよい。In the compound belonging to the general formula (I) used in the present invention, X is lh, and the naphthalene ring may have a substituent, preferably a lower alkyl group, a halogen atom, etc.
上記一般式（Ｉ）で表わされる化合物は溶性アゾ顔料１
００重量部に対して、０．１〜５０重量部好ましくは０
．５〜２０重量部を、上記溶性アゾ顔料、樹脂、溶剤等
からなるインキ配合物にその練肉前、練肉と同時、また
は練肉後に添加または導入する。０．１重量部未満では
でき上がったインキの粘度低減効果、経時粘度安定化効
果が大きくない場合があり、５０重量部を超えると、着
色力の低下につながることがある。The compound represented by the above general formula (I) is a soluble azo pigment 1
0.1 to 50 parts by weight, preferably 0.00 parts by weight
．． 5 to 20 parts by weight is added or introduced into the ink formulation consisting of the above-mentioned soluble azo pigment, resin, solvent, etc. before, at the same time as, or after the mixing. If it is less than 0.1 part by weight, the effect of reducing the viscosity of the finished ink and the effect of stabilizing the viscosity over time may not be great, and if it exceeds 50 parts by weight, it may lead to a decrease in coloring power.
一般式（りで表わされる化合物の添加時期としては、上
記の如くインキ製造時でも良いが、顔料の製造時でも良
い、特に顔料をベヒクルの樹脂、あるいはさらに溶剤の
一部等インキの他の成分の一部又は全部を加えて練肉す
る時に添加するのが粘度低減及び経時粘度安定化効果に
おいて優れているため望ましい。The compound represented by the general formula (R) may be added at the time of ink production as described above, but it may also be at the time of pigment production. It is desirable to add some or all of the above ingredients when kneading the meat because it is excellent in reducing viscosity and stabilizing viscosity over time.
顔料をベヒクルの樹脂等と練肉する際に一般式（Ｉ）で
表わされる化合物を添加する方法としては、顔料への添
加、樹脂および溶剤の組成物への添加、溶剤への添加、
顔料と樹脂と溶剤の組成物への添加等により行う事がで
きる。尚、顔料製造時のうち、特開昭６２−１３８５６
０号公報、特開昭６１−１８１８６４号公報に示されて
いる方法、すなわちカンプリング反応による染料合成以
前に一般式（Ｉ）１で表わされる化合物を添加した場合
は、全く粘度低減効果が認められない。従って染料合成
工程以後の工程で添加する必要がある。Methods for adding the compound represented by general formula (I) when kneading the pigment with a vehicle resin include addition to the pigment, addition to a composition of resin and solvent, addition to a solvent,
This can be done by adding a pigment, a resin, and a solvent to a composition. In addition, during pigment production, JP-A-62-13856
No. 0 and JP-A No. 61-181864, that is, when the compound represented by general formula (I) 1 is added before dye synthesis by camping reaction, no viscosity reducing effect is observed. I can't do it. Therefore, it is necessary to add it in a step after the dye synthesis step.
（実施例） 次に本発明の詳細な説明する。(Example) Next, the present invention will be explained in detail.
なお、以下「部」は重量部、％は重量％を示す。Hereinafter, "part" means part by weight, and "%" means percent by weight.
〈実施例■〉
ブリリアントカーミノ６Ｂｆｌ１１００部、ニトロセル
ロース系グラビアニス３００部、溶剤（トルエン：酢酸
エチル：イソプロピルアルコール（ＩＰＡ） ＝６ ：
２ ： ２） ４００部、下記構造式（Ｉ−１）で表
わされる４、４′−メチレンビス（３−ヒドロキシ−２
−ナフトエ酸）１．５部をスチールボール１５００部と
ともにペイントコンディショナーに仕込み、６０分練肉
した。<Example ■> 1100 parts of Brilliant Carmino 6Bfl, 300 parts of nitrocellulose gravure varnish, solvent (toluene: ethyl acetate: isopropyl alcohol (IPA) = 6:
2: 2) 400 parts, 4,4'-methylenebis(3-hydroxy-2) represented by the following structural formula (I-1)
- Naphthoic acid) was added to a paint conditioner together with 1500 parts of steel balls and kneaded for 60 minutes.
練肉後ポリアミド系グラビアニスを４００部加えてグラ
ビアインキを作製した。作製直後のインキの粘度及び５
０℃で７日間保存後のインキの粘度をＢ型粘度計（６０
ｒｐｍ、センチボイズ（Ｃ，Ｐ、））を用いて測定した
結果を表１に示す。After kneading, 400 parts of polyamide gravure varnish was added to prepare gravure ink. Viscosity of ink immediately after preparation and 5
The viscosity of the ink after storage at 0°C for 7 days was measured using a B-type viscometer (60
Table 1 shows the results measured using rpm and centivoise (C, P, )).
〈実施例２〉
４．４′−メチレンビス（３−ヒドロキシ−２ナフトエ
酸）を０．７部使用した以外は実施例１と同様にしてイ
ンキを作製した。このインキについても実施例１と同様
に測定した結果を表１に示す。<Example 2> An ink was prepared in the same manner as in Example 1, except that 0.7 parts of 4.4'-methylenebis(3-hydroxy-2-naphthoic acid) was used. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
〈実施例゛３〉
４．４′−メチレンビス（３−ヒドロキシ−２−ナフト
エ酸）を０．３部使用した以外は実施例１と同様にして
インキを作製した。このインキについても実施例１と同
様に測定した結果を表１に示す。<Example 3> An ink was prepared in the same manner as in Example 1, except that 0.3 parts of 4.4'-methylenebis(3-hydroxy-2-naphthoic acid) was used. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
〈実施例４〉
４．４′−メチレンビス（３−ヒドロキシ−２−ナフト
エ酸）を１０部使用した以外は実施例１と同様にしてイ
ンキを作製した。このインキについても実施例１と同様
に測定した結果を表１に示す。<Example 4> An ink was prepared in the same manner as in Example 1 except that 10 parts of 4.4'-methylenebis(3-hydroxy-2-naphthoic acid) was used. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
〈実施例５〉
４．４′−メチレンビス（３−ヒドロキシ−２−ナフト
エ酸）を３０部使用した以外は実施例１と同様にしてイ
ンキを作製した。このインキについても実施例１と同様
に測定した結果を表１に示す。<Example 5> An ink was prepared in the same manner as in Example 1 except that 30 parts of 4.4'-methylenebis(3-hydroxy-2-naphthoic acid) was used. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
〈比較例１〉
４．４′−メチレンビス（３−ヒドロキシ−２ナフトエ
酸）を使用しない事以外は実施例１と同様にしてインキ
を作製した。このインキについても実施例１と同様に測
定した結果を表１に示す。<Comparative Example 1> An ink was prepared in the same manner as in Example 1 except that 4.4'-methylenebis(3-hydroxy-2naphthoic acid) was not used. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
く比較例２〉
４．４′−メチレンビス（３−ヒドロキシ−２−ナフト
エ酸）の代わりに、２−ヒドロキシ−３−ナフトエ酸を
５部使用した事以下は、実施例１と同様にしてインキを
作製した。このインキについても実施例１と同様に測定
した結果を表１に示す。Comparative Example 2> 4. Ink was prepared in the same manner as in Example 1 except that 5 parts of 2-hydroxy-3-naphthoic acid was used instead of 4'-methylenebis(3-hydroxy-2-naphthoic acid). was created. This ink was also measured in the same manner as in Example 1, and the results are shown in Table 1.
（このｌａｘ入Ｔ−余白）
〈実施例６〉
ブリリアントカーミノ６Ｂ１００部、ウレタン系樹脂ニ
ス５００部、４．４’−メチレンビス（２−ヒドロキシ
−３−ナフトエ酸）３部をスチールビーズ２０００部と
ともにペイントコンディショナーに仕込み、６０分練肉
した。、練肉後ウレタン系樹脂ニス２００部、溶剤（メ
チルエチルケトン：トルエン：ＴＰＡ ＝５ ： ３
： ２） ２００部を加えてグラビアインキを作製した
。(This T-margin with lax) <Example 6> 100 parts of Brilliant Carmino 6B, 500 parts of urethane resin varnish, 3 parts of 4,4'-methylenebis(2-hydroxy-3-naphthoic acid) together with 2000 parts of steel beads Added to paint conditioner and kneaded for 60 minutes. , 200 parts of urethane resin varnish after kneading, solvent (methyl ethyl ketone: toluene: TPA = 5: 3
: 2) A gravure ink was prepared by adding 200 parts.
得られたインキを透明フィルムに展色し、色濃度を、ブ
レタグ濃度計（反射式濃度計）にて測定するとともに、
彩度（Ｃ０）を分光光度計にて測定し、また透明性を目
視判定（５：非常に透明、４：３３明、３：標準、２：
不透明、ｌ：非常に不透明）した。また、得られたイン
キの粘度をＢ型粘度計にて測定するとともに、５０℃７
日間保存後の粘度も測定した。上記結果を表２に示す。The obtained ink was spread on a transparent film, and the color density was measured using a Bretag densitometer (reflection densitometer).
The saturation (C0) was measured with a spectrophotometer, and the transparency was visually judged (5: very transparent, 4: 33 bright, 3: standard, 2:
opaque, l: very opaque). In addition, the viscosity of the obtained ink was measured using a B-type viscometer, and
The viscosity after storage for days was also measured. The above results are shown in Table 2.
〈比較例３〉
４．４′−メチレンビス（３−ヒドロキシ−２＝ナフト
エ酸）を使用しない事以外は実施例６と同様にしてイン
キ化を行った。作製したインキの粘度及び展色物の濃度
、彩度（Ｃ”）、透明性を評価した結果を表２に示す。Comparative Example 3 An ink was formed in the same manner as in Example 6 except that 4.4'-methylenebis(3-hydroxy-2=naphthoic acid) was not used. Table 2 shows the results of evaluating the viscosity of the produced ink, the density of the color spread, the saturation (C''), and the transparency.
（この頁以下余白）
〈実施例７〉
実施例１において使用したブリリアントカーミン６Ｂに
代えＣ，１，Ｐｉｇａ＋ｅｎｔ Ｒｅｄ ４８：２を使
用するＬともに、４．４’−メチレンビス（２−ヒドロ
キシ−３−ナフトエ酸）に代え下記構造式（Ｉ−２）で
表わされる化合物
このインキについても実施例７と同様に測定した結果を
表３に示す。(Margins below this page) <Example 7> C,1, Piga+ent Red 48:2 was used instead of brilliant carmine 6B used in Example 1. Both L and 4,4'-methylenebis(2-hydroxy-3- A compound represented by the following structural formula (I-2) in place of (naphthoic acid) This ink was also measured in the same manner as in Example 7, and the results are shown in Table 3.
〈実施例８〉
実施例１において使用したブリリアントカーミン６Ｂに
代え（，１，Ｐｉｇｍｅｎｔ Ｒｅｄ ５３を使用する
とともに４．４′−メチレンビス（３−ヒドロキシ−２
−ナフトエ酸）に代え下記構造式（Ｉ−３）で表わされ
る化合物
を３部使用しインキを作製した。<Example 8> In place of brilliant carmine 6B used in Example 1, Pigment Red 53 (1, Pigment Red 53) was used, and 4,4'-methylenebis(3-hydroxy-2
-naphthoic acid) and using 3 parts of a compound represented by the following structural formula (I-3) to prepare an ink.
作製したインキを透明フィルムに展色し光沢を測定する
とともに、作製直後と５０℃７日間保存後のインキ粘度
をＢ型粘度計を用いて測定したところ、表３に示す結果
を得た。The produced ink was spread on a transparent film and the gloss was measured, and the ink viscosity immediately after production and after storage at 50° C. for 7 days was measured using a B-type viscometer, and the results shown in Table 3 were obtained.
〈比較例４〉
構造式（Ｉ−２）で表わされる化合物を使用しない事以
外は実施例７と同様にしてインキを作製した。<Comparative Example 4> An ink was prepared in the same manner as in Example 7 except that the compound represented by structural formula (I-2) was not used.
を３部使用しインキを作製した。An ink was prepared using 3 parts of the following.
このインキについても実施例７と同様にして測定した結
果を表３に示す。This ink was also measured in the same manner as in Example 7, and the results are shown in Table 3.
く比較例５〉
構造式（Ｉ−３）で表わされる化合物を使用しない事以
外は実施例８と同様にしてインキを作製した。Comparative Example 5> An ink was prepared in the same manner as in Example 8 except that the compound represented by structural formula (I-3) was not used.
このインキについても実施例７と同様にして測定した結
果を表３に示す。This ink was also measured in the same manner as in Example 7, and the results are shown in Table 3.
（この頁以下余白）
（発明の効果）
本発明によれば、上記一般式（Ｉ）で示される化合物を
溶性アゾ顔料と併用した顔料分散体、特にグラビアイン
キ、フレキソインキはその作製直後の粘度が低く、また
、長期保存してもその経時変化が少な（、グラビア印刷
、フレキソ印刷の粘度適性に優れている。また、その印
刷皮膜は光沢、鮮明性において優れている。このように
して、印刷性に優れ、美麗な印刷物を与えるインキを提
供することができる。(Margins below this page) (Effect of the invention) According to the present invention, a pigment dispersion using the compound represented by the above general formula (I) in combination with a soluble azo pigment, particularly gravure ink and flexo ink, has a viscosity immediately after its preparation. It has a low viscosity and shows little change over time even after long-term storage (it has excellent viscosity suitability for gravure printing and flexographic printing. Also, its printing film has excellent gloss and clarity. In this way, It is possible to provide an ink that has excellent printability and gives beautiful printed matter.
平成１年３月 １ 日March 1, 1999
Claims (1)
る化合物を含有することを特徴とする顔料分散体。 ▲数式、化学式、表等があります▼（ I ） （式中、Ｘは−ＣＨ＿２−、▲数式、化学式、表等があ
ります▼、▲数式、化学式、表等があります▼又は−Ｃ
Ｈ＿２−ＣＨ＿２−を表わし、ナフタレン環は式中の置
換基のほかは未置換又は他の置換基を有する。）２、溶
性アゾ顔料１００重量部に対して一般式（ I ）で表さ
れる化合物を０．１〜５０重量部含有することを特徴と
する請求項１記載の顔料分散体。 ３、樹脂および有機溶剤を少なくとも含有するベヒクル
を含有することを特徴とする請求項１又は２記載の顔料
分散体。 ４、ベヒクルに含有される樹脂が印刷インキに用いられ
るウレタン系樹脂、ニトロセルロース系樹脂、ポリアミ
ド系樹脂、塩素化ポリプロピレン系樹脂、塩化ゴム、ア
クリル系樹脂、塩化ビニル−酢酸ビニル共重合樹脂から
選ばれる１種または２種以上からなることを特徴とする
請求項３記載の顔料分散体。 ５、グラビアインキ又はフレキソインキであることを特
徴とする請求項４記載の顔料分散体。 ６、溶性アゾ顔料がブリリアントカーミン６Ｂ系顔料で
ある請求項１ないし５いずれかに記載の顔料分散体。[Scope of Claims] 1. A pigment dispersion characterized by containing a soluble azo pigment and a compound represented by the following general formula (I). ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula,
It represents H_2-CH_2-, and the naphthalene ring is unsubstituted or has other substituents other than the substituents in the formula. 2. The pigment dispersion according to claim 1, which contains 0.1 to 50 parts by weight of the compound represented by formula (I) per 100 parts by weight of the soluble azo pigment. 3. The pigment dispersion according to claim 1 or 2, which contains a vehicle containing at least a resin and an organic solvent. 4. The resin contained in the vehicle is selected from urethane resins used in printing inks, nitrocellulose resins, polyamide resins, chlorinated polypropylene resins, chlorinated rubber, acrylic resins, and vinyl chloride-vinyl acetate copolymer resins. The pigment dispersion according to claim 3, characterized in that it consists of one or more types. 5. The pigment dispersion according to claim 4, which is a gravure ink or a flexographic ink. 6. The pigment dispersion according to any one of claims 1 to 5, wherein the soluble azo pigment is a brilliant carmine 6B pigment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4660889A JP2730140B2 (en) | 1989-03-01 | 1989-03-01 | Pigment dispersion |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4660889A JP2730140B2 (en) | 1989-03-01 | 1989-03-01 | Pigment dispersion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02227467A true JPH02227467A (en) | 1990-09-10 |
| JP2730140B2 JP2730140B2 (en) | 1998-03-25 |
Family
ID=12752019
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4660889A Expired - Fee Related JP2730140B2 (en) | 1989-03-01 | 1989-03-01 | Pigment dispersion |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2730140B2 (en) |
-
1989
- 1989-03-01 JP JP4660889A patent/JP2730140B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2730140B2 (en) | 1998-03-25 |
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