JPH066684B2 - Ink composition for ink jet printing - Google Patents

Ink composition for ink jet printing

Info

Publication number
JPH066684B2
JPH066684B2 JP59082305A JP8230584A JPH066684B2 JP H066684 B2 JPH066684 B2 JP H066684B2 JP 59082305 A JP59082305 A JP 59082305A JP 8230584 A JP8230584 A JP 8230584A JP H066684 B2 JPH066684 B2 JP H066684B2
Authority
JP
Japan
Prior art keywords
ink
recording
group
atom
jet printing
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 - Fee Related
Application number
JP59082305A
Other languages
Japanese (ja)
Other versions
JPS60226575A (en
Inventor
真英 池應
木代春 中塚
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP59082305A priority Critical patent/JPH066684B2/en
Publication of JPS60226575A publication Critical patent/JPS60226575A/en
Publication of JPH066684B2 publication Critical patent/JPH066684B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Inks, Pencil-Leads, Or Crayons (AREA)

Description

【発明の詳細な説明】 本発明はインクジェットプリント用インク組成物に関す
るものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an ink composition for inkjet printing.

インクジェット記録法は、いわゆるインクと称される記
録媒体液を記録ヘッドに設けられた吐出口から液滴流と
して飛翔させて記録部材に付着させ記録を行うものであ
り、記録時における騒音の発生が小さいという利点があ
る。
In the inkjet recording method, recording medium liquid, which is so-called ink, is ejected as a droplet stream from an ejection port provided in a recording head to adhere to a recording member for recording, and noise is not generated during recording. It has the advantage of being small.

この様な記録法には、種々の方式が提案されている。例
えば、ピエゾ振動子を有する記録ヘッドに記録信号を与
え、該信号に応じて記録媒体液の液滴を発生させて記録
するものや、記録媒体液を静電吸引し、発生した液滴を
記録信号に応じて電界制御し、記録を行うもの、連続振
動発生法によって帯電量が制御された液滴を発生させ、
該液滴を一様の電界が印加された偏向電極間を飛翔させ
て記録を行うものなど多くの方式が知られている。
Various methods have been proposed for such a recording method. For example, a recording signal is applied to a recording head having a piezo-vibrator, and droplets of recording medium liquid are generated in accordance with the signal for recording, or a recording medium liquid is electrostatically suctioned and the generated droplets are recorded. An electric field is controlled and recorded according to a signal, and a droplet whose charge amount is controlled by a continuous vibration generation method is generated,
Many methods are known, such as one in which recording is performed by flying the droplets between deflection electrodes to which a uniform electric field is applied.

上記のインクジェット記録法に適用されるインクは、基
本的には色素とその溶媒とからなり、そのインク物性は
前記色素固有の性質に左右されるところが大である。
The ink applied to the above-mentioned ink jet recording method basically comprises a dye and a solvent thereof, and the physical properties of the ink largely depend on the properties peculiar to the dye.

インクジェット記録法は、吐出オリフィスを目詰まりさ
せないこと、高い濃度の記録画像を与えること、保存中
に物性変化或いは固定分が発生しない事等の諸性質が要
求される。更に、以上の性質に加えて、被記録部材に記
録された際、インクのにじみ、しみが発生しにくいこ
と、すなわち定着性がよいこと、耐水性、耐光性、耐摩
耗性及び高解像度の画像を与えること、臭気、毒性が少
なく、引火性等の安全性に優れていること等の諸性質も
要求される。
The ink jet recording method is required to have various properties such as not clogging the discharge orifice, providing a high density recorded image, and causing no change in physical properties or a fixed amount during storage. Furthermore, in addition to the above properties, when recorded on a recording member, ink bleeding or bleeding is unlikely to occur, that is, good fixability, water resistance, light resistance, abrasion resistance and high resolution images It is also required to have various properties, such as giving odor, low odor and toxicity, and excellent safety such as flammability.

従来の反応染料を含むインクを用いたインクジェット記
録方法において、(例えば、特開昭56−143271、特開
昭56−143272、特開昭56−161193など、)被記録材
部を弱アルカリ塩で前処理したり、不揮発性アミンによ
り前処理を行う方法が知られているが上記の様な諸性質
を同時に十分満足させ得る実用的なインクを得るに至っ
ていない。
In an ink jet recording method using a conventional ink containing a reactive dye (for example, JP-A-56-143271, JP-A-56-143272, JP-A-56-161193, etc.), the recording material portion is treated with a weak alkali salt. A method of performing pretreatment or pretreatment with a non-volatile amine is known, but a practical ink that can sufficiently satisfy the above various properties has not yet been obtained.

本発明者らは、上記の条件を満足するインク、即ち、連
続吐出安定性、長期保存安定性、画像の濃度、鮮明度、
耐水性、耐光性に優れた実用的なインクを得るべく鋭意
検討した結果、本発明に到達した。
The present inventors have found that inks satisfying the above conditions, that is, continuous ejection stability, long-term storage stability, image density, sharpness,
As a result of intensive studies to obtain a practical ink having excellent water resistance and light resistance, the present invention has been achieved.

すなわち、本発明は、水、親水性有機溶剤および/また
は(II)で示される反応性基を有する反応染料を含有する
ことを特徴とするインクジェットプリント用インク組成
物である。
That is, the present invention is an ink composition for inkjet printing, which comprises water, a hydrophilic organic solvent, and / or a reactive dye having a reactive group represented by (II).

(式中、Xは窒素原子、硫黄原子または酸素原子を介し
て結合している繊維を染色する条件下に脱離可能な基、
Aはセルロースと反応しない置換基または酸結合剤の存
在下で反応する基を有する置換基を表わす) -SO2CH2CH2Y (II) (式中、Yは窒素原子または硫黄原子を介して結合して
いる脱離可能な基またはハロゲン原子を表わす) 本発明において、一般式(I),(II)が結合している発色
団(色素母体)としては、アゾ系、含金アゾ系、アント
ラキノン系、フタロシアニン系、ホルマザン系、オキサ
ジン系等の色素母体が用いられ、これらは少なくとも1
個以上のスルホン酸基又はカルボン酸基のような水溶性
基を有するものである。
(In the formula, X is a group capable of leaving under a condition for dyeing a fiber bonded via a nitrogen atom, a sulfur atom or an oxygen atom,
A represents a substituent which does not react with cellulose or a substituent having a group which reacts in the presence of an acid binder) -SO 2 CH 2 CH 2 Y (II) (wherein Y is a nitrogen atom or a sulfur atom) In the present invention, the chromophore (dye base) to which the general formulas (I) and (II) are bound is an azo type or a metal-containing azo type. , Anthraquinone-based, phthalocyanine-based, formazan-based, oxazine-based dye bases are used, and at least 1
It has one or more water-soluble groups such as sulfonic acid groups or carboxylic acid groups.

一方、置換基Aの例としては、アルキル基、アリールチ
オ基、アルコキシ基、アリールオキシ基および置換され
てもよいアミノ基などがあげられる。
On the other hand, examples of the substituent A include an alkyl group, an arylthio group, an alkoxy group, an aryloxy group and an optionally substituted amino group.

次に、本発明において使用される反応染料の例を示す。
いずれも遊離酸の形で示す。
Next, examples of reactive dyes used in the present invention are shown.
Both are shown in the form of the free acid.

(イ)反応性基〔I〕のみを有する染料 NO.1 NO.2 NO.3 NO.4 NO.5 NO.6 NO.7 NO.8 (ロ)反応性基〔II〕のみを有する染料。(A) Dye NO.1 having only reactive group [I] NO.2 NO.3 NO.4 NO.5 NO.6 NO.7 NO.8 (B) A dye having only a reactive group [II].

NO.9 NO.10 NO.11 NO.12 NO.13 NO.14 NO.15 NO.16 NO.17 NO.18 (ハ)反応性基〔I〕と〔II〕を有する染料 NO.19 NO.20 NO.21 NO.22 NO.23 NO.24 NO.25 NO.26 NO.27 (ニ)反応性基〔I〕又は〔II〕とその他の反応性基を有す
る染料 NO.28 NO.29 NO.30 NO.31 NO.32 NO.33 NO.34 NO.35 NO.36 NO.37 (構造式中(CuPc)は銅フタロシアニン核を示す。) 本発明においてこれらの反応染料は、インク中に2種以
上含有してもよい。
NO.9 NO.10 NO.11 NO.12 NO.13 NO.14 NO.15 NO.16 NO.17 NO.18 (C) Dye No. 19 having reactive groups [I] and [II] NO.20 NO.21 NO.22 NO.23 NO.24 NO.25 NO.26 NO.27 (D) Dye NO.28 having a reactive group [I] or [II] and another reactive group NO.29 NO.30 NO.31 NO.32 NO.33 NO.34 NO.35 NO.36 NO.37 ((CuPc) in the structural formula represents a copper phthalocyanine nucleus.) In the present invention, two or more kinds of these reactive dyes may be contained in the ink.

これらの反応染料の含有量は、インク全重量に対して好
ましくは、0.1〜20wt%、更に好ましくは、0.5
〜10wt%の範囲である。
The content of these reactive dyes is preferably 0.1 to 20 wt% with respect to the total weight of the ink, and more preferably 0.5.
It is in the range of 10 wt%.

本発明において、水の含有量は、インク全重量に対して
5〜90wt%、好ましくは、20〜70wt%の範囲内とす
ることが望ましい。
In the present invention, the content of water is in the range of 5 to 90 wt%, preferably 20 to 70 wt% with respect to the total weight of the ink.

本発明において、親水性有機溶剤としては次のものが例
としてあげられる。
In the present invention, examples of the hydrophilic organic solvent include the following.

メチルアルコール、エチルアルコール、n−プロピルア
ルコール、iso−プロピルアルコール、n−ブチルアル
コール、sec−ブチルアルコール、tert−ブチルアルコ
ール、iso−ブチルアルコール、ペンチルアルコール、
ヘキシルアルコール、ヘプチルアルコール、オクチルア
ルコール、ノニルアルコール、デシルアルコール等の炭
素数1〜10のアルキルアルコール類;エチルエーテ
ル、ブチルエーテル、エチレングリコールジエチルエー
テル、エチレングリコールジモノエチルエーテル等のエ
ーテル系溶剤;アセトン、メチルエチルケトン、メチル
プロピルケトン、メチルアミルケトン、シクロヘキサン
等のケトン系溶剤;ギ酸エチル、メチルアセテート、エ
チルアセテート、プロピルアセテート、ブチルアセテー
ト、フェニルアセテート、エチレングリコールモノエチ
ルエーテルアセテート、乳酸エチル等のエステル系溶
剤;エチレングリコール、ジエチレングリコール、プロ
ピレングリコール、グリセリン、等の多価アルコール
類;ジメチルホルムアミド、ジメチルアセトアミド、等
のアミド類;ポリエチレングリコール、ポリプロピレン
グリコール、等のポリアルキレングリコール類;ジエタ
ノールアミン、トリエタノールアミン、等のアミン類;
ピロリドン、N−メチル−2−ピロリドン、1,3−ジ
メチル−2−イミダゾリジノン、等の含窒素環状化合
物;ブチロラクトン、バレロラクトン、カプロラクト
ン、ヘプタラクトン、オクタラクトン、ノナラクトン、
等の分子内エステル化合物等の各種有機溶剤。
Methyl alcohol, ethyl alcohol, n-propyl alcohol, iso-propyl alcohol, n-butyl alcohol, sec-butyl alcohol, tert-butyl alcohol, iso-butyl alcohol, pentyl alcohol,
C1-C10 alkyl alcohols such as hexyl alcohol, heptyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol; ether solvents such as ethyl ether, butyl ether, ethylene glycol diethyl ether, ethylene glycol dimonoethyl ether; acetone, Ketone solvents such as methyl ethyl ketone, methyl propyl ketone, methyl amyl ketone, and cyclohexane; ester solvents such as ethyl formate, methyl acetate, ethyl acetate, propyl acetate, butyl acetate, phenyl acetate, ethylene glycol monoethyl ether acetate, ethyl lactate; Polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol and glycerin; dimethylformami , Dimethylacetamide, amides and the like; polyethylene glycol, polypropylene glycol, polyalkylene glycols and the like; diethanolamine, triethanolamine, amines and the like;
Nitrogen-containing cyclic compounds such as pyrrolidone, N-methyl-2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone; butyrolactone, valerolactone, caprolactone, heptalactone, octalactone, nonalactone,
Various organic solvents such as intramolecular ester compounds.

これらの有機溶剤の使用量は、インク全重量に対して、
10〜70重量%、好ましくは、20〜50重量%の範
囲である。
The amount of these organic solvents used is based on the total weight of the ink.
It is in the range of 10 to 70% by weight, preferably 20 to 50% by weight.

また、上記した各種有機溶剤は、前述した諸性質を有す
るインク組成物を得られる範囲内において必要に応じて
適宜2種以上を混合して使用してもよい。
In addition, the above-mentioned various organic solvents may be appropriately used by mixing two or more kinds within the range where an ink composition having the above-mentioned various properties can be obtained.

更に、本発明で使用するインクには、上記の必須成分の
他に従来公知の各種添加剤、例えば表面強力調整剤、粘
度調整剤、紫外線吸収剤等を適宜併用することができ
る。
Further, in the ink used in the present invention, various conventionally known additives such as a surface strength adjusting agent, a viscosity adjusting agent, an ultraviolet absorber and the like can be appropriately used in addition to the above-mentioned essential components.

本発明において被記録材としては、紙、板紙、セルロー
ス系繊維、フィルム等があげられ、これらは水性アルカ
リ液やコーティング剤による前処理、撥水加工等が施さ
れていてもよい。
In the present invention, examples of the recording material include paper, paperboard, cellulosic fiber, film and the like, which may be subjected to pretreatment with an aqueous alkaline solution or a coating agent, water repellent treatment and the like.

更に画像の鮮明性、耐水性、耐光性を向上させるため
に、被記録材部を加熱しながらインクを吐出するか、あ
るいは吐出後に被記録材部を加熱してもよい。加熱源と
しては、紫外線、可視光線、赤外線、高周波等の電磁波
エネルギーや電子ビーム及び常圧蒸気、高圧蒸気、熱
風、加熱した液体または加熱ローラ等の高熱体およびこ
れらの組み合せが有効に用いられる。更に加熱温度は6
0〜250℃、好ましくは90〜230℃、更に好まし
くは、100〜210℃である。加熱時間は、低温領域
になるほど加熱時間を長くすると有効であり、0.5〜
120分好ましくは1〜90分、更に好ましくは、3〜
60分である。
Further, in order to improve the sharpness, water resistance and light resistance of the image, the ink may be ejected while heating the recording material portion, or the recording material portion may be heated after the ejection. As the heating source, electromagnetic wave energy such as ultraviolet rays, visible rays, infrared rays, and high frequencies, electron beams, atmospheric pressure steam, high pressure steam, hot air, heated liquids or high heat bodies such as heating rollers, and combinations thereof are effectively used. Furthermore, the heating temperature is 6
The temperature is 0 to 250 ° C, preferably 90 to 230 ° C, and more preferably 100 to 210 ° C. Regarding the heating time, it is effective to increase the heating time as the temperature gets lower,
120 minutes, preferably 1 to 90 minutes, more preferably 3 to
60 minutes.

本発明のインクのpHは3〜12、好ましくは、4〜1
0、更に好ましくは、5〜8である。
The pH of the ink of the present invention is 3 to 12, preferably 4 to 1.
0, and more preferably 5-8.

本発明によれば、従来の反応染料では得られなかった諸
堅牢性、たとえば、耐水性、耐光性、耐摩耗性にすぐ
れ、かつ鮮明度のすぐれた画像を得ることができた。
According to the present invention, it is possible to obtain an image having various fastnesses which are not obtained by the conventional reactive dyes, for example, water resistance, light resistance, abrasion resistance and sharpness.

以下、実施例によって本発明を具体的に説明する。文
中、部は重量関係を表わす。
Hereinafter, the present invention will be specifically described with reference to examples. In the text, parts indicate weight relationships.

実施例1 上記成分を充分混合溶解し、1μのメンブランフィルタ
ーで吸引過し、超音波で脱気処理を行い、pHを7に調
整して記録液100部を得た。
Example 1 The above components were thoroughly mixed and dissolved, suctioned through a 1 μm membrane filter, degassed by ultrasonic waves and adjusted to pH 7 to obtain 100 parts of a recording liquid.

得られたインクをピエゾ振動子によって記録液を噴出さ
せる加圧振動型記録ヘッドを有する記録装置により中質
紙(本州製紙製、白牡丹)上に記録した。
The obtained ink was recorded on a medium-quality paper (Hakushu Paper Co., Ltd., Hakubotan) by a recording device having a pressure vibration type recording head in which a recording liquid was ejected by a piezoelectric vibrator.

連続吐出安定性に優れ、画像の鮮明さ、濃さ、定着性、
耐水性、耐光性等も良好な結果が得られた。
Excellent continuous discharge stability, image sharpness, density, fixability,
Good results were obtained with respect to water resistance, light resistance, and the like.

実施例2 実施例1と同様な方法でインク100部を作成した。Example 2 100 parts of ink was prepared in the same manner as in Example 1.

得られたインクを実施例1と同様な記録装置を用い被記
録材として綿ブロードを使用し、その後、180℃で5
分間高温乾燥処理を行った。
The ink thus obtained was used in the same recording apparatus as in Example 1 except that cotton broad cloth was used as a recording material.
A high temperature drying process was performed for a minute.

得られた染色物の画像は、耐水性、濃さ及び鮮明度が良
好であった。
The image of the obtained dyed product was good in water resistance, darkness and sharpness.

実施例3 実施例1と同様な方法でインク100部を作成し実施例
2と同様な記録装置と被記録材を用いて記録した。その
後、被記録材を130℃で5分間高圧スチーミング処理を
行った。
Example 3 100 parts of the ink was prepared in the same manner as in Example 1 and recording was performed using the same recording apparatus and recording material as in Example 2. Then, the recording material was subjected to high-pressure steaming treatment at 130 ° C. for 5 minutes.

得られた染色物の画像は、耐水性、濃さ及び鮮明度が良
好であった。
The image of the obtained dyed product was good in water resistance, darkness and sharpness.

実施例4〜10 実施例1と同様の方法で下表の組成の記録液を調合し、
実施例2と同様な方法で記録を行った。これらは全て記
録性、画像の耐水性、濃さ、鮮明度の優れたものであっ
た。
Examples 4 to 10 A recording liquid having the composition shown in the following table was prepared in the same manner as in Example 1,
Recording was performed in the same manner as in Example 2. All of these had excellent recording properties, water resistance of images, darkness, and sharpness.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】水、親水性有機溶剤および一般式(I)お
よび/または(II)で示される反応性基を有する反応染
料を含有することを特徴とするインクジェットプリント
用インク組成物。 (式中、Xは窒素原子、硫黄原子または酸素原子を介し
て結合している繊維を染色する条件下に脱離可能な基、
Aはセルロースと反応しない置換基または酸結合剤の存
在下で反応する基を有する置換基を表わす) −SOCHCHY (II) (式中、Yは窒素原子または硫黄原子を介して結合して
いる脱離可能な基またはハロゲン原子を表わす)
1. An ink composition for ink jet printing, comprising water, a hydrophilic organic solvent and a reactive dye having a reactive group represented by the general formula (I) and / or (II). (In the formula, X is a group capable of leaving under a condition for dyeing a fiber bonded via a nitrogen atom, a sulfur atom or an oxygen atom,
A represents a substituent that does not react with cellulose or a group that reacts in the presence of an acid binder) —SO 2 CH 2 CH 2 Y (II) (wherein Y is a nitrogen atom or a sulfur atom) Represents a releasable group or halogen atom bonded together)
JP59082305A 1984-04-24 1984-04-24 Ink composition for ink jet printing Expired - Fee Related JPH066684B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP59082305A JPH066684B2 (en) 1984-04-24 1984-04-24 Ink composition for ink jet printing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59082305A JPH066684B2 (en) 1984-04-24 1984-04-24 Ink composition for ink jet printing

Publications (2)

Publication Number Publication Date
JPS60226575A JPS60226575A (en) 1985-11-11
JPH066684B2 true JPH066684B2 (en) 1994-01-26

Family

ID=13770837

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59082305A Expired - Fee Related JPH066684B2 (en) 1984-04-24 1984-04-24 Ink composition for ink jet printing

Country Status (1)

Country Link
JP (1) JPH066684B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020102788A1 (en) 2018-11-17 2020-05-22 International Imaging Materials, Inc. Outdoor durable inkjet inks

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0742428B2 (en) * 1985-12-13 1995-05-10 キヤノン株式会社 Inkjet printing method
JP2789731B2 (en) * 1988-12-09 1998-08-20 住友化学工業株式会社 Monoazo compound and method for dyeing or printing fiber material using the same
DE4001644A1 (en) * 1990-01-20 1991-07-25 Staedtler Fa J S Water based ink contg. direct dyestuff with lactam as drying inhibitor - eliminating need for toxic inhibitor or preservative
US5223026A (en) * 1991-07-30 1993-06-29 Xerox Corporation Ink jet compositions and processes
JPH05239391A (en) * 1992-03-02 1993-09-17 Kanebo Ltd Ink for ink jet printing
JPH08199084A (en) * 1995-01-24 1996-08-06 Sumitomo Chem Co Ltd Reactive anthraquinone dye mixture and method for dyeing or printing with same
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