JPS62172077A - Printing ink composition - Google Patents
Printing ink compositionInfo
- Publication number
- JPS62172077A JPS62172077A JP61013891A JP1389186A JPS62172077A JP S62172077 A JPS62172077 A JP S62172077A JP 61013891 A JP61013891 A JP 61013891A JP 1389186 A JP1389186 A JP 1389186A JP S62172077 A JPS62172077 A JP S62172077A
- Authority
- JP
- Japan
- Prior art keywords
- modified
- triazine
- parts
- printing ink
- acid
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 15
- 238000007639 printing Methods 0.000 title claims description 40
- 239000008187 granular material Substances 0.000 claims abstract description 18
- 239000007864 aqueous solution Substances 0.000 claims abstract description 13
- 238000000227 grinding Methods 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 18
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 17
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims description 6
- 239000011236 particulate material Substances 0.000 claims 1
- -1 triazine compound Chemical class 0.000 abstract description 8
- 239000000976 ink Substances 0.000 description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 16
- 239000000243 solution Substances 0.000 description 10
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 8
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000011010 flushing procedure Methods 0.000 description 4
- 229960002449 glycine Drugs 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000004471 Glycine Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000013618 particulate matter Substances 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 125000004849 alkoxymethyl group Chemical group 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 238000007645 offset printing Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- RWNLZGABRBZBGD-UHFFFAOYSA-N (triazin-4-ylamino)methanol Chemical class OCNC1=CC=NN=N1 RWNLZGABRBZBGD-UHFFFAOYSA-N 0.000 description 1
- MSKNUZSVGYXUBM-UHFFFAOYSA-N 1-aminocyclohexa-3,5-diene-1,2-dicarboxylic acid Chemical compound OC(=O)C1(N)C=CC=CC1C(O)=O MSKNUZSVGYXUBM-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- CXOWHCCVISNMIX-UHFFFAOYSA-N 2-aminonaphthalene-1-carboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(N)=CC=C21 CXOWHCCVISNMIX-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- 206010024229 Leprosy Diseases 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- NJYZCEFQAIUHSD-UHFFFAOYSA-N acetoguanamine Chemical compound CC1=NC(N)=NC(N)=N1 NJYZCEFQAIUHSD-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- ZGUNAGUHMKGQNY-UHFFFAOYSA-N alpha-phenylglycine Chemical compound OC(=O)C(N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- MASBWURJQFFLOO-UHFFFAOYSA-N ammeline Chemical compound NC1=NC(N)=NC(O)=N1 MASBWURJQFFLOO-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VVOLVFOSOPJKED-UHFFFAOYSA-N copper phthalocyanine Chemical compound [Cu].N=1C2=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC=1C1=CC=CC=C12 VVOLVFOSOPJKED-UHFFFAOYSA-N 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 235000018977 lysine Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 235000008729 phenylalanine Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、印刷インキ組成物に関し、更に詳しくは耐水
性に優れた印刷インキ組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a printing ink composition, and more particularly to a printing ink composition with excellent water resistance.
（従来の技術）
従来、印刷インキとしては平版印刷インキが広く使用さ
れているが、このような平版印刷インキは、インキの水
に対する反発性を利用した印刷方式で使用されるもので
あり、湿し水に対して十分な耐水性が要求されている。(Prior art) Conventionally, lithographic printing inks have been widely used as printing inks, but such lithographic printing inks are used in printing methods that take advantage of the ink's water repellency, and are Sufficient water resistance is required.
（発明が解決しようとしている問題点）平版印刷インキ
の多くは、顔料の水性スラリーをインキベヒクルによっ
てフラッシングし、顔料を水相から油相に移行させ、水
分を除去する。いわゆるフラッシング方法により製造さ
れている。(Problem to be Solved by the Invention) Many lithographic printing inks involve flushing an aqueous slurry of pigment with an ink vehicle to transfer the pigment from the aqueous phase to the oil phase and remove water. It is manufactured by the so-called flushing method.
この際、フラッシング効率を向上させるためにある程面
親水性を有する界面活性物質を使用することがあり、そ
の結果、得られる印刷インキは、印刷時に水負けを生じ
て、印刷不良を生じることが多い・
従って、フラッシング方法による平版印刷インキであっ
ても、印刷時に水負けを生ぜず、十分な耐水性を有する
平版印刷インキが要望されている。At this time, in order to improve the flushing efficiency, a surface active substance having a certain degree of surface hydrophilicity may be used, and as a result, the resulting printing ink may suffer from water loss during printing, resulting in printing defects. Therefore, there is a need for a lithographic printing ink that does not cause water loss during printing and has sufficient water resistance even when used by the flushing method.
本発明者は上記の従来技術の欠点を解決し、十分な耐水
性を有する印刷インキを得るべく鋭意研究の結果１従来
の印刷インキ中に特定の粒状物を添加することによって
、従来の印刷インキの耐水性を著しく向上させ得ること
を知見して本発明を完成した。The inventor of the present invention solved the above-mentioned drawbacks of the prior art and as a result of intensive research to obtain a printing ink with sufficient water resistance, 1. By adding specific particulate matter to the conventional printing ink, The present invention was completed based on the finding that the water resistance of the material can be significantly improved.
（問題点を解決するための手段）
すなわち１本発明は、アミノカルボン酸変性縮合性トリ
アジン系低分子化合物および／またはそれらの初期縮合
物を硬化させてなる粒状物を添加してなる印刷インキ組
成物である。(Means for Solving the Problems) That is, the present invention provides a printing ink composition containing granules obtained by curing an aminocarboxylic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate thereof. It is a thing.
本発明の詳細な説明すると、本発明で使用し主として本
発明を特徴づける粒状物とは、アミノカルボン酸変性縮
合性トリアジン系低分子化合物および／またはそれらの
初期縮合物を１通常の方法で硬化させ、粒状化して得ら
れるものである。To explain the present invention in detail, the granules used in the present invention and which mainly characterize the present invention are made by curing aminocarboxylic acid-modified condensable triazine-based low-molecular compounds and/or their initial condensates by a conventional method. It is obtained by granulating it.
このような粒状物の製造に使用する。変性前の縮合性ト
リアジン系低分子化合物またはそれらの初期縮合物とし
ては、従来公知のトリアジン系アミ／化合物のメチロー
ル化物、アルコキシ化物、ハロゲノメチル化物等の如く
、メチロール基を有する化合物およびメチロール基を変
性した各種の誘導体およびトリアジン系アミン化合物が
使用される。Used in the production of such granules. The condensable triazine-based low molecular weight compounds or their initial condensates before modification include compounds having a methylol group, such as methylolated products, alkoxylated products, halogenomethylated products, etc. of conventionally known triazine-based amino/compounds, and compounds containing a methylol group. Various modified derivatives and triazine-based amine compounds are used.
トリアジン系アミン化合物としては、１，３゜５−トリ
アジン系アミン化合物が好ましいものであり、例えばメ
ラミン（２，４，６４リアミノ−１、３、５−ｓ−）リ
アジン）、アンメリン（２，４−ジアミノ−６−ヒドロ
キシ−１，３゜５−ｓ−）リアジン）、アンメライド−
（２−モノアミノ−４，６−シヒドロキシー１．３．５
−ｓ−トリアジン）、ベンゾグアナミン（２，４−ジア
ミノ−６−フェニル−１，３，５−３−）リアジン）、
アセトグアナミン（２，４−ジアミノ−６−メチル−１
，３，５−ｓ−１リアジン）、−＋＋＋？
れる。As the triazine-based amine compound, 1,3゜5-triazine-based amine compounds are preferred, such as melamine (2,4,64 riamino-1,3,5-s-)riazine), ammeline (2,4 -diamino-6-hydroxy-1,3゜5-s-)riazine), ammelide-
(2-monoamino-4,6-cyhydroxy 1.3.5
-s-triazine), benzoguanamine (2,4-diamino-6-phenyl-1,3,5-3-)riazine),
Acetoguanamine (2,4-diamino-6-methyl-1
, 3,5-s-1 riazine), -+++? It will be done.
上記において、メラミンおよびベンゾグアナミンが最も
々ｌヱしいトリアジン系アミ／化合物である。従って縮
合性トリアジン系低分子化合物およびそれらの初期縮合
物として最も好ましい化合物は、２〜６個のメチロール
基を有するメチロールメラミンおよびそのアルコキシメ
チル誘導体、２〜４個のメチロール基を有するメチロー
ルベンゾグアナミンおよびそのアルコキシメチル誘導体
およびそれらの初期縮合物である。In the above, melamine and benzoguanamine are the most important triazine compounds. Therefore, the most preferred compounds as condensable triazine-based low-molecular compounds and their initial condensates are methylolmelamine having 2 to 6 methylol groups and its alkoxymethyl derivatives, methylolbenzoguanamine having 2 to 4 methylol groups and its Alkoxymethyl derivatives and their initial condensates.
本発明で好適に用いられるアミノカルボン酸としは、分
子中にアミ７基と同時にカルボン酸基を有する化合物を
いい、例えば、グリシン、セリン、システィン２ アス
パラギン酸、グルタミン酸、リシン、フェニルアラニン
、アントラニル酸、アミ／アクリル醜、アミノアジピン
醜、アミノこはく酸、アミノ酢酸、アミンサリチル酸、
アミノプロピオン酸、アミ７安息香酸２アミノフタル酸
、アミノフェニル酢酸、アミノナフトエ酸、アミ／ナフ
タレンカルボン酸等が挙げられ、その他のいずれの７ミ
ノカルポン酸でもよい。The aminocarboxylic acid preferably used in the present invention refers to a compound having both an amide group and a carboxylic acid group in the molecule, such as glycine, serine, cysteine 2 aspartic acid, glutamic acid, lysine, phenylalanine, anthranilic acid, Amino/acrylic ugly, aminoadipine ugly, aminosuccinic acid, aminoacetic acid, amine salicylic acid,
Examples include aminopropionic acid, ami7benzoic acid, 2-aminophthalic acid, aminophenylacetic acid, aminonaphthoic acid, ami/naphthalenecarboxylic acid, and any other 7minocarboxylic acid.
また特に好ましいものはアミノカルボン酸で変性したメ
チロールアミノトリアジン系化合物ないレアルコキシメ
チルアミノトリアジン系化合物およびそれらの初期縮合
物であり、例えば、メラミンを使用して得られるアミノ
カルボン酸変性メチロールメラミンとは、メチロールメ
ラミンの製造時或いは製造後にメチロールメラミン１モ
ル割合あたりたとえば約０．０５〜３モル割合のアミノ
酸カルボン酸を加えて反応させて得られるものである。Particularly preferred are methylolaminotriazine compounds modified with aminocarboxylic acids, realkoxymethylaminotriazine compounds, and their initial condensates.For example, aminocarboxylic acid-modified methylolmelamine obtained using melamine is particularly preferred. It is obtained by adding, for example, about 0.05 to 3 mol of amino acid carboxylic acid per 1 mol of methylol melamine during or after the production of methylol melamine.
本発明で使用する粒状物は、上記の如きアミノカルボン
酸変性トリアジン系低分子化合物および／またはそれら
の初期縮合物を硬化させて得られるものであり、その好
ましい製造方法は、これらの７ミノ力ルポン酸変性縮合
性トリアジン系低分子化合物および／またはそれらの初
期縮合物の水溶液を作成し、該水溶液のｐＨを酸性化、
好ましくはｐＨ４〜６程度に酸性化することによって、
上記のアミノカルボン酸変性縮合性トリアジン系低分子
化合物またはそれらの初期縮合物が互いに重縮合して水
に不溶性の粒状物を生じる。The granules used in the present invention are obtained by curing the above-mentioned aminocarboxylic acid-modified triazine-based low-molecular compounds and/or their initial condensates, and a preferred method for producing them is preparing an aqueous solution of a luponic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate thereof, acidifying the pH of the aqueous solution;
By acidifying preferably to about pH 4 to 6,
The above aminocarboxylic acid-modified condensable triazine-based low-molecular compounds or their initial condensates are polycondensed with each other to produce water-insoluble granules.
特に好ましい方法は、上記の如きアミノカルボン酸変性
縮合性トリアジン系低分子化合物および／またはそれら
の初期縮合物を水性媒体中で生成させ、約５〜４０重量
％程度の濃度の水溶液を調製し、該水溶液を酸性の水溶
液中に滴下し、強く撹拌することによって０．００５〜
１００ミクロンの粒径の微細な粒状物が生成する。滴下
速度や撹拌速度あるいは滴下液および酸性水溶液のｐＨ
や温度を調製することによって、その粒径を０．００５
〜１００ミクロンの範囲で自由に調製することが可能で
ある。A particularly preferred method is to produce an aminocarboxylic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate thereof in an aqueous medium to prepare an aqueous solution having a concentration of about 5 to 40% by weight, By dropping the aqueous solution into an acidic aqueous solution and stirring strongly,
Fine granules with a particle size of 100 microns are produced. Dripping speed, stirring speed, or pH of the dropping liquid and acidic aqueous solution
By adjusting the temperature and temperature, the particle size can be reduced to 0.005.
It is possible to freely prepare in the range of ~100 microns.
また上記の７ミノ力ルポン酸変性縮合性トリアジン系低
分子化合物および／またはそれらの初期縮合物の水溶液
に癩を加えて、最終的に混合液のｐＨを酸性、好ましく
は４〜６のｐＨとすることによってバルク状樹脂が得ら
れるが、この場合には、このバルク状樹脂をボールミル
、サンドミルその他の公知の摩砕手段によって摩砕する
ことによって、好ましくは０．０５〜１００ミクロンの
本発明で使用する粒状物を得ることができる。また上記
のバルク状樹脂を乾燥した後、各種の粉砕機により乾式
粉砕しても粒径０．００５〜１００ミクロンの本発明で
使用するの粒状物を得ることができる。In addition, leprosy is added to the aqueous solution of the above-mentioned 7 minoluponic acid-modified condensable triazine-based low-molecular compounds and/or their initial condensates, and the pH of the mixture is finally adjusted to acidic, preferably to a pH of 4 to 6. In this case, by grinding this bulk resin with a ball mill, sand mill, or other known grinding means, the resin of the present invention preferably has a particle size of 0.05 to 100 microns. The granules used can be obtained. Furthermore, after drying the above-mentioned bulk resin, the granules used in the present invention having a particle size of 0.005 to 100 microns can be obtained by dry pulverizing with various types of pulverizers.
本発明では、このようなアミノカルボン酸変性縮合性ト
リアジン系低分子化合物および／または初期縮合物を粒
状物に硬化させるに際し、従来の縮合性トリアジン系低
分子化合物の微細粒状硬化における必須条件である各種
界面活性剤を使用する必要がないことを別な重要な特徴
としている。In the present invention, when curing such an aminocarboxylic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate into a granular material, it is necessary to cure the conventional condensable triazine-based low-molecular-weight compound in fine granular form. Another important feature is that there is no need to use various surfactants.
すなわち、従来技術の如く界面活性時等を何ら使用しな
いでも樹脂の硬化時に粒子が互いに粘着して粗大化した
りあるいはゲル化したすせず、均一微細な粒状物が生成
されるのは、縮合性トリアジン系低分子化合物が７ミノ
カルボン酸により適度に変性され、その結果親木性と疎
水性のバランスが適当に保たれているためであると考え
られる。In other words, even if no surfactant is used as in the conventional technology, the particles stick to each other and become coarse or gelatinized during curing of the resin, and uniform fine particles are produced due to condensation. This is thought to be because the triazine-based low-molecular-weight compound is moderately modified with the 7-minocarboxylic acid, and as a result, the balance between wood-philicity and hydrophobicity is maintained appropriately.
上記の如き粒状物を添加する印刷インキとは３従来公知
の印刷インキであればいずれでもよく、本発明の効果が
最も顕著に達成されるのは、平版印刷インキである。平
版印刷インキとは、醸化重合型の樹脂や乾性油等を主体
とし、その他必要に応じて有機溶剤、ドライヤー、その
他の添加剤を含有するインキベヒクル中に顔料を分散さ
せたものであり、従来公知の平版印刷インキはすべて本
発明の対象になり得るものである。The printing ink to which the above-mentioned particulate matter is added may be any of the three conventionally known printing inks, and the effects of the present invention are most clearly achieved with lithographic printing inks. Lithographic printing ink is one in which pigments are dispersed in an ink vehicle that is mainly composed of fermented polymerized resin, drying oil, etc., and also contains organic solvents, dryers, and other additives as necessary. All conventionally known lithographic printing inks are applicable to the present invention.
本発明では、このような平版印刷インキ中に上記の特定
の粒状物を添加することにより、これらの平版印刷イン
キの耐水性が著しく改良されることを知見したものであ
る。前記粒状物の平版印刷インキへの添加量は、平版印
刷インキ１００重量部あたり、０．１〜２０重量部、好
ましくは０．５〜１０重量部の範囲である。添加量が０
．１重量部未満では本発明の所期の効果が十分でなく、
また２０重量部を越える添加量では、平版印刷インキの
印刷適性が低下するものであった。In the present invention, it has been discovered that the water resistance of these lithographic printing inks can be significantly improved by adding the above-mentioned specific particulate matter to these lithographic printing inks. The amount of the granular material added to the lithographic printing ink is in the range of 0.1 to 20 parts by weight, preferably 0.5 to 10 parts by weight, per 100 parts by weight of the lithographic printing ink. Added amount is 0
．． If it is less than 1 part by weight, the desired effect of the present invention will not be sufficient;
Furthermore, if the amount added exceeds 20 parts by weight, the printability of the lithographic printing ink deteriorates.
また、このような粒状物の平版印刷インキへの添加に際
しては、製品としての平版印刷インキに添加してもよい
し、また平版印刷インキの製造時に添加してもよいし、
また、平版印刷インキのインキベヒクルの一部と粒状物
とを予め混合し、この混合物を平版印刷インキあるいは
その原料に添加する等いずれの時期でも同効である。Further, when adding such particulates to lithographic printing ink, they may be added to the lithographic printing ink as a product, or may be added during the production of the lithographic printing ink,
Furthermore, the same effect can be obtained by mixing part of the ink vehicle of the lithographic printing ink with the granular material in advance and adding this mixture to the lithographic printing ink or its raw material.
（作用争効果）
以上の如き本発明によれば、その耐水性が著しく改良さ
れた印刷インキ組成物が提供され、このような印刷イン
キ組成物を使用することにより。(Operations and Effects) According to the present invention as described above, a printing ink composition whose water resistance is significantly improved is provided, and by using such a printing ink composition.
印刷時に印刷インキの水負け、あるいは湿し水中への印
刷インキの乳化等の問題が生じないので優れた印刷適性
で優れた印刷物を与えることができる。Since problems such as water loss of printing ink or emulsification of printing ink in dampening water do not occur during printing, it is possible to provide excellent printed matter with excellent printability.
次に参考例およ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１部または％とあるのは特に断りの
ない限り重量基準である。Next, the present invention will be explained in more detail with reference to Reference Examples and Examples. It should be noted that 1 part or % in the text is based on weight unless otherwise specified.
参考例１
メラミン４０部、３５％ホルマリン１００部、メタノー
ル２０部および水２８部を混合撹拌し、８０℃に昇温し
で無色透明に溶解した０次にこの溶液を４５℃に冷却し
、グリシン２．５部を加えて反応させ、初期縮合物が生
成するまで反応を行い２そのｖｋ２０％水酸化ナトリウ
ム水溶液５゜８部およびメタノール２０部を加えて反応
を終了させた。この溶液を２倍にした４００部の溶液を
。Reference Example 1 40 parts of melamine, 100 parts of 35% formalin, 20 parts of methanol and 28 parts of water were mixed and stirred, the temperature was raised to 80°C, and a colorless and transparent solution was dissolved.Then, this solution was cooled to 45°C, and glycine The reaction was continued until an initial condensate was formed, and then 5.8 parts of a 20% sodium hydroxide aqueous solution and 20 parts of methanol were added to terminate the reaction. Double this solution to 400 parts.
ｐＨを５．６〜６．０に調整し、９０℃にて１００部の
水中に激しく撹拌を行いながら滴下し、更に１時間９０
℃で硬化させ、ろ過、および乾燥させて、０，１〜０．
２ｊＬｍの本発明で使用する粒状物を得た。The pH was adjusted to 5.6 to 6.0, and the solution was added dropwise to 100 parts of water at 90°C with vigorous stirring, and then left at 90°C for another 1 hour.
Cure, filter and dry at 0.1-0.
2jLm of granules used in the present invention were obtained.
参考例２
メチル化メチロールメラミン樹脂の８０％水溶液５０部
を５０％メタノール水溶液４０部で稀釈溶解し、その溶
液にグリシン２部を加え、４５〜５０℃で６０分間反応
させた後、２０％水酸化ナトリウム水溶液５部を加えて
中和した。冷却後メタノール１０部を加えて反応を終了
させ、それらの初期縮合物の溶液を得た。この溶液は約
４０％の固形分を有し、水で稀釈しても透明な溶解状態
を保った。Reference Example 2 50 parts of an 80% aqueous solution of methylated methylolmelamine resin was diluted and dissolved in 40 parts of a 50% methanol aqueous solution, 2 parts of glycine was added to the solution, and after reacting at 45 to 50°C for 60 minutes, 20% water was added. 5 parts of sodium oxide aqueous solution was added to neutralize. After cooling, 10 parts of methanol was added to terminate the reaction, and a solution of these initial condensates was obtained. This solution had a solids content of approximately 40% and remained clear and dissolved even when diluted with water.
上記の樹脂溶液１００部を１００部の水で稀釈して滴下
液とした。この滴下液４００部を５０℃の水２，０００
部中に撹拌しつつ滴下する。滴下終了後９０℃まで昇温
させ、液のｐＨを５．６０〜６．０に調整し、９０℃に
て１時間撹拌を行い濾過、水洗し、１００℃で乾燥し、
本発明で使用する微細な粒状物を得た。100 parts of the above resin solution was diluted with 100 parts of water to prepare a dropping liquid. Add 400 parts of this dropping solution to 2,000 parts of water at 50°C.
Add dropwise to the solution while stirring. After the dropwise addition was completed, the temperature was raised to 90°C, the pH of the liquid was adjusted to 5.60 to 6.0, the mixture was stirred at 90°C for 1 hour, filtered, washed with water, and dried at 100°C.
Fine granules used in the present invention were obtained.
実施例１
銅フタロシアニンブルー顔料の
フラッシドカラー（顔料分５６％）３４．８部オフセッ
ト平版インキ用調合ワニス
６２．０部
５％コバルトドライヤー ０．２部８％マンガ
ンドライヤー １．０部参考例１の粒状物
１．０部インキソルベント
１．０゜合 計 １０
０部上記成分から常法に従って、オフセット平版インキ
を得た。Example 1 Flashed color of copper phthalocyanine blue pigment (pigment content 56%) 34.8 parts Mixed varnish for offset lithographic ink 62.0 parts 5% Cobalt dryer 0.2 parts 8% Manganese dryer 1.0 parts Reference example 1 of granules
1.0 part ink solvent vent
1.0゜Total 10
0 parts An offset lithographic ink was obtained from the above components according to a conventional method.
上記において、オフセット平版インキ用調合ワニスは下
記の配合のものである。In the above, the blended varnish for offset lithographic ink has the following composition.
ロジン変性フェノール樹脂 ３５部乾性油
２５部乾性油変性イソフタル
酸アルキッド １０部インキソルベント
２９．５部アルミニ ムキレート ０．５合
計 ｉｏｏ部上記で
得たインキを使用してオフセット印刷機にて上質紙に印
刷したところ、印刷インキの水負けは全く発生ぜず１部
川な藍色の印刷物を得た。Rosin modified phenolic resin 35 parts drying oil
25 parts drying oil-modified isophthalic acid alkyd 10 parts ink solvent vent
29.5 parts Aluminum Mukilate 0.5 total IOO parts When the ink obtained above was printed on high-quality paper using an offset printing machine, there was no water loss of the printing ink and the result was a deep blue color. I got a print of it.
実施例２
カーボンブラック顔料のワニス分散物
９４部
５％コバルトドライヤー ０．２部８％マンガ
ンドライヤー １．０部参考例２の粒状物
１．０部インキソルベント
３．８部合 計 １０
０部上記成分から常法に従って、充分均一に混合および
混練し、カーボンブラックインキを得た。これを用いて
オフセット印刷機にて印刷したところ、水負けは全く発
生せず、黒度の高い墨色の印刷物が得られた。Example 2 Varnish dispersion of carbon black pigment 94 parts 5% cobalt dryer 0.2 parts 8% manganese dryer 1.0 parts Granules of Reference Example 2
1.0 part ink solvent vent
3.8 parts total 10
0 parts The above components were thoroughly and uniformly mixed and kneaded according to a conventional method to obtain carbon black ink. When this was used to print on an offset printing machine, no water loss occurred and a black printed matter with a high degree of blackness was obtained.
出願人 大日精化工業株式会社
代理人 弁理士 吉 １）勝 広”＋角：’、；’、、
＝：ｊApplicant Dainichiseika Chemical Co., Ltd. Agent Patent Attorney Yoshi 1) Katsuhiro” + angle: ',;',,
=:j
Claims (3)
化合物および／またはそれらの初期縮合物を硬化させて
なる粒状物を添加してなる印刷インキ組成物。(1) A printing ink composition containing a particulate material obtained by curing an aminocarboxylic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate thereof.
ン系低分子化合物および／またはそれらの初期縮合物の
水溶液を酸性化して硬化させ、必要に応じて更に粉砕あ
るいは磨砕して得られる粒状物である特許請求の範囲第
（１）項に記載の印刷インキ組成物。(2) A granule obtained by acidifying and curing an aqueous solution of an aminocarboxylic acid-modified condensable triazine-based low-molecular compound and/or an initial condensate thereof, and further crushing or grinding as necessary. The printing ink composition according to claim (1).
化合物が、アミノカルボン酸変性メチロールメラミンま
たはそれらの初期縮合物である特許請求の範囲第（１）
項に記載の印刷インキ組成物。(3) Claim No. 1, wherein the aminocarboxylic acid-modified condensable triazine-based low-molecular compound is aminocarboxylic acid-modified methylolmelamine or an initial condensate thereof.
The printing ink composition described in .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61013891A JPH064797B2 (en) | 1986-01-27 | 1986-01-27 | Printing ink composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61013891A JPH064797B2 (en) | 1986-01-27 | 1986-01-27 | Printing ink composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62172077A true JPS62172077A (en) | 1987-07-29 |
| JPH064797B2 JPH064797B2 (en) | 1994-01-19 |
Family
ID=11845809
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61013891A Expired - Fee Related JPH064797B2 (en) | 1986-01-27 | 1986-01-27 | Printing ink composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH064797B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07126569A (en) * | 1993-10-29 | 1995-05-16 | Pentel Kk | Color pencil lead |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59159863A (en) * | 1983-03-01 | 1984-09-10 | Daikin Ind Ltd | Composition for printing ink |
| JPS60118768A (en) * | 1983-12-01 | 1985-06-26 | Orient Kagaku Kogyo Kk | Water resistance-imparting additive |
| JPS60231721A (en) * | 1984-05-01 | 1985-11-18 | Dainichi Seika Kogyo Kk | Fine spherical cured resin particle and its production |
-
1986
- 1986-01-27 JP JP61013891A patent/JPH064797B2/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59159863A (en) * | 1983-03-01 | 1984-09-10 | Daikin Ind Ltd | Composition for printing ink |
| JPS60118768A (en) * | 1983-12-01 | 1985-06-26 | Orient Kagaku Kogyo Kk | Water resistance-imparting additive |
| JPS60231721A (en) * | 1984-05-01 | 1985-11-18 | Dainichi Seika Kogyo Kk | Fine spherical cured resin particle and its production |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07126569A (en) * | 1993-10-29 | 1995-05-16 | Pentel Kk | Color pencil lead |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH064797B2 (en) | 1994-01-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1326951C (en) | Phthalocyanine pigment preparations | |
| CN1080748C (en) | Carbon black reacted with diazonium salts and products | |
| JP2003511513A (en) | Modified pigments having steric and amphiphilic groups | |
| JP2000512327A (en) | Modified carbon product and amphiphilic ion-containing composition | |
| US4891070A (en) | Lignin amine salt as binder for aqueous printing ink composition | |
| TW201221583A (en) | Ultra-fine yellow pigment composition, pigment dispersion containing ultra-fine yellow pigment composition and preparation method for the ultra-fine yellow pigment composition | |
| US8236198B2 (en) | Fluorescent nanoscale particles | |
| CN101896556A (en) | Equiaxial isoindoline yellow pigment | |
| CN112771126B (en) | Pigment and method for producing same | |
| JP2000063688A (en) | Process for preparing n,n'-dimethylperylene-3,4,9,10- tetracarboxylic diimide in transparent pigment form | |
| CN1118522C (en) | Process for preparing green pigment composition containing no halogen | |
| JP2004510012A (en) | Azo orange pigment composition | |
| EP2206751A1 (en) | Coloring composition, method for production thereof, and coloring method | |
| CN1085235C (en) | Pigment granulation | |
| JPS62172077A (en) | Printing ink composition | |
| JPS61183362A (en) | Easily dispersible organic pigment | |
| JP2019502799A (en) | Process for producing azoic pigments | |
| JPH0796661B2 (en) | Printing ink composition | |
| US5021090A (en) | Water-based diarylide pigment compositions | |
| CN114466843B (en) | Isoindoline derivatives | |
| JPS6121569B2 (en) | ||
| JPH01138270A (en) | Production of surface-treated organic pigment | |
| JP3882358B2 (en) | Pigment composition and aqueous pigment dispersion using the same | |
| US5066768A (en) | Preparation method of spherical melamine resin particulates having crosslinked structure | |
| JPS61136555A (en) | Surface modifier for organic pigment |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |