JPS63145379A - Ink for ink jet printing - Google Patents

Ink for ink jet printing

Info

Publication number
JPS63145379A
JPS63145379A JP61292428A JP29242886A JPS63145379A JP S63145379 A JPS63145379 A JP S63145379A JP 61292428 A JP61292428 A JP 61292428A JP 29242886 A JP29242886 A JP 29242886A JP S63145379 A JPS63145379 A JP S63145379A
Authority
JP
Japan
Prior art keywords
ink
group
formula
tables
reactive dye
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
Application number
JP61292428A
Other languages
Japanese (ja)
Other versions
JPH0655916B2 (en
Inventor
Susumu Nagashima
長嶋 進
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.)
Mitsubishi Kasei Corp
Original Assignee
Mitsubishi Kasei Corp
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 Mitsubishi Kasei Corp filed Critical Mitsubishi Kasei Corp
Priority to JP61292428A priority Critical patent/JPH0655916B2/en
Publication of JPS63145379A publication Critical patent/JPS63145379A/en
Publication of JPH0655916B2 publication Critical patent/JPH0655916B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08Azo dyes
    • C09B62/085Monoazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

PURPOSE:To obtain an ink which has good storage stability and flow characteristics at low temp. and is suitable for use in printing cellulosic fiber materials, consisting mainly of a reactive dye, an anti-drying agent, water and a specified alkali generating agent. CONSTITUTION:An ink consists mainly of a reactive dye, an anti-drying agent, water and an alkali generating agent of formula I. In the formula, X, Y and Z are each H, halogen, cyano, an alkyl or a group of formula II, III, IV or V, provided that there is no case where all of X, Y and Z are H or halogen at the same time; M is Na, K or NH4. The reactive dye is generally used in an amount of 1-30wt.% based on the total amount of the ink. Examples of the anti-drying agent are caprolactone, ethylene glycol monomethyl ether, etc. The agent is used in an amount of 2-60wt.% based on the total amount of the ink. Water is used in an amount of 20-90% based on the weight of the ink.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明はインクジェット捺染用インクに関するものであ
る。詳しくは、特定のアルカリ発生剤を使用する反応性
染料のインク−)エツト捺染用インクに関するものであ
る。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an ink for inkjet textile printing. Specifically, the present invention relates to a reactive dye ink using a specific alkali generator.

(従来の技術と問題点] 直接染料又は酸性染料を含むインク液滴を微小の吐出オ
リフィスから飛翔させて記録を行なう、所謂インクジェ
ット記録方法は従来から実用化されているが、インクジ
ェット捺染は、現在開発途上にあり、ポリエステル繊維
材料を対象とした分散染料を用いるインクジェット捺染
法が提案されているに過ぎない(例えば特開昭50−5
9108号公報参照)。
(Prior art and problems) The so-called inkjet recording method, in which ink droplets containing direct dyes or acid dyes are ejected from minute ejection orifices, has been in practical use for some time, but inkjet textile printing is currently It is still under development, and only an inkjet printing method using disperse dyes has been proposed for polyester fiber materials (for example, Japanese Patent Laid-Open No. 50-5
(See Publication No. 9108).

一方、例えばセルロース線維材料を対象とし、反応性染
料を用いる捺染においては、印捺工種の前又は後にアル
カリによる染料の固着工程が必要であり、この固着工程
の省略化の解決が反応性染料を用いるインクジェット捺
染の重要な技術的課題である。
On the other hand, for example, in printing cellulose fiber materials using reactive dyes, a dye fixing process using an alkali is required before or after printing, and the solution to omitting this fixing process is to use reactive dyes. This is an important technical issue for inkjet textile printing.

(問題点を解決するための手段) 本発明は、反応性染料を用いてセルロース繊維材料を捺
染する方法に好適に使用し得るインクジニット捺染用イ
ンクを得ることを目的として種々検討の結果達改された
もので、その要旨は、反応性染料、乾燥防止剤、水及び
下記一般式[T)で表わされるアルカリ発生剤を主成分
とするインクジェット捺染用インク。
(Means for Solving the Problems) The present invention has been achieved as a result of various studies aimed at obtaining an inkjet printing ink that can be suitably used in a method of printing cellulose fiber materials using reactive dyes. The gist of the ink is an inkjet textile ink whose main components are a reactive dye, an anti-drying agent, water, and an alkali generator represented by the following general formula [T].

(式中X、Y及び2は夫々水素原子、ハロゲン原子、シ
アノ基、アルキル基、−0−OH3基、0  OH20
00M基、 のいずれかを示し、Mはナトリウム原子、カリウム原子
又はアンモニウム基を示す。但し、 X、 Y及び2の
全てがともに、水素原子又はハロゲン原子であることは
ない。) に存する。
(In the formula, X, Y and 2 are respectively hydrogen atom, halogen atom, cyano group, alkyl group, -0-OH3 group, 0 OH20
00M group, where M represents a sodium atom, a potassium atom, or an ammonium group. However, all of X, Y and 2 are not all hydrogen atoms or halogen atoms. ).

本発明を以下詳細に説明する。The present invention will be explained in detail below.

本発明に使用される反応性染料としては、セルロース線
雑用の反応性染料として知られている種々のものが挙げ
られる。即ち、例えば、モノクロルトリアジン系、ジク
ロルトリアジン系、ジクロルキノキサリン系、ビニルス
ルホン系、モノクロルジフルオルビリミジン系、トリク
ロルピリミジン系、メチルスルホニルクロルメチルピリ
ミジン系、モノフルオルトリアジン系等の反応性染料が
使用される。その他、例えば、染料分子中に、一般式%
式%() (式中、Aはトリアジン環の炭素原子に結合して第4級
アンモニウム塩を形成している芳香族系ま念は脂肪族系
の第3級窒素化合物の残基を表わし。
As the reactive dye used in the present invention, there are various known reactive dyes for use in cellulose wires. That is, for example, reactive dyes such as monochlorotriazine, dichlortriazine, dichloroquinoxaline, vinylsulfone, monochlorodifluorobyrimidine, trichlorpyrimidine, methylsulfonylchloromethylpyrimidine, and monofluorotriazine. is used. In addition, for example, in the dye molecule, the general formula %
Formula % () (In the formula, A represents a residue of an aromatic tertiary nitrogen compound which is bonded to the carbon atom of the triazine ring to form a quaternary ammonium salt.

Bはアニオンを表わす。〕 で示される反応性基を有する反応性染料が挙げられる。B represents an anion. ] Examples include reactive dyes having a reactive group represented by:

これら染料の三原色をインクジェット捺染することによ
り、またさらに、これら三原色から得られる黒色とあわ
せて囲包とし所謂、天然色フインク総量の1〜30重景
%重量囲、好ましくは3〜15重量%の範囲である。
By inkjet printing these three primary colors, together with the black obtained from these three primary colors, a so-called enclosure is formed, which is 1 to 30% by weight, preferably 3 to 15% by weight, of the total amount of natural color fink. range.

乾燥防止剤としては、例えば、N−メチル−2−ピロリ
Pン、カプロラクトン、エチレングリコールモノメチル
エーテル、エチレンクリコールジエチルエーテル、ポリ
エチレングリコールモノメチルエーテル、l、6−ヘキ
サンジオールなどの周知の種々の乾燥防止剤が使用され
、その使用量はインク総量の2〜60重量%、好ましく
は5〜50重t%の範囲である。
Examples of anti-drying agents include various well-known anti-drying agents such as N-methyl-2-pyrrolidine, caprolactone, ethylene glycol monomethyl ether, ethylene glycol diethyl ether, polyethylene glycol monomethyl ether, and 1,6-hexanediol. The amount used ranges from 2 to 60% by weight, preferably from 5 to 50% by weight of the total amount of ink.

インク中の水の含有量は1通常インク全重量の20〜9
0%、とくに35〜75%穆度が適当である。
The water content in the ink is usually 20 to 9 of the total weight of the ink.
A purity of 0%, especially 35 to 75% is suitable.

本発明のインクジェット捺染用インクにおいては、上述
の反応性染料、乾燥防止剤及び水の外に、前足(1)式
で示されるアルカIJ R生剤を使用することが必須の
要件である。
In the inkjet printing ink of the present invention, in addition to the above-mentioned reactive dye, anti-drying agent, and water, it is essential to use Alka IJR raw material represented by the formula (1).

これ等のアルカIJ R生剤の使用tは、通常インク全
重量の1〜30%、とくに3〜15%i度が好ましい。
The amount of these Alka IJR raw materials used is usually 1 to 30%, particularly preferably 3 to 15%, of the total weight of the ink.

以上の主成分の他に、従来ジェットインク用として知ら
れている各種の添加剤、例えば、表面張力調整剤、粘度
調整剤、紫外線吸収剤、酸化防止剤、還元防止剤、pH
調整剤、親水性有機溶剤等を適宜併用することができる
In addition to the above main components, there are various additives conventionally known for jet inks, such as surface tension modifiers, viscosity modifiers, ultraviolet absorbers, antioxidants, reduction inhibitors, pH
A regulator, a hydrophilic organic solvent, etc. can be used in combination as appropriate.

本発明のインクは、使用の際に直径10−100μm穆
度の微細ノズルを通過させる九め、その調製にあ穴って
は、逆浸透膜で無機塩を除去した反応性染料を前記の他
の成分と混合溶解し、更にフィルター45過により粗大
粒子金除去することが好ましい。
When the ink of the present invention is used, it is passed through a fine nozzle with a diameter of 10 to 100 μm. It is preferable to mix and dissolve the gold with the following components and further remove coarse particles of gold by passing through a filter 45.

本発明のインクで捺染する被染材としては、セルロース
を含有する布、紙、フィルム、シート等が挙げられる。
Materials to be dyed with the ink of the present invention include cloth, paper, film, sheet, etc. containing cellulose.

これ等の被染材を捺染するには、先ず本発明のインクジ
ェット捺染用インクを用いて被染材を印捺処理し1次い
で例えば高温常圧スチーマ−又は高温高圧スチーマ−等
にエリ高温湿熱条件下で処理する。この高温下での湿熱
処理によって、インク中のアルカリ発生剤が加水分解さ
れ、生成し念アルカリによって、反応性染料が被染材へ
強固に染着され、発色性が良好で諸堅牢度の優れた鮮明
な画像を得ることができる。
In order to print these dyed materials, first, the dyed materials are printed using the inkjet printing ink of the present invention, and then, for example, in a high temperature normal pressure steamer or a high temperature high pressure steamer, etc., the materials are subjected to high temperature, humidity and heat conditions. Process below. Through this moist heat treatment at high temperatures, the alkali generator in the ink is hydrolyzed, and the generated alkali causes the reactive dye to be firmly attached to the dyed material, resulting in good color development and excellent fastness. You can get clear images.

(発明の効果) 本発明のインクジェット捺染用インクは、低温での貯蔵
安定性、流動性等が良好であり、使用時にノズルの目詰
りを生じ九り、ノズル先端周辺部へ乾燥付着したり、被
染材ヘインクが滲み出す等の不都合を生じることがない
(Effects of the Invention) The inkjet textile printing ink of the present invention has good storage stability and fluidity at low temperatures, and when used, it may clog the nozzle, dry and adhere to the area around the nozzle tip, or Inconveniences such as ink oozing out of the dyed material do not occur.

本発明のインクを用いれば、セルロース含有繊給を湿熱
固着の一工程で、直接にインクジェット捺染することが
できる。
By using the ink of the present invention, it is possible to directly inkjet print a cellulose-containing fiber in one step of wet heat fixation.

加えて、セルロース/ポリエステル混紡繊維を本発明の
反応性染料のインクと、分散染料のインクとを併用して
インクジェット捺染する場合、本発明のインクは、前記
のように、アルカリ固着工程を要しないため、分散染料
のアルカリによる分解のおそれがなく、従って、広い範
囲の分散染料を使用することができ、変化に富んだ実用
色を出すことが可能である。また、色調、S度などの染
色再現性が非常に向上するという利点がある1゜特に、
本発明のインクに使用する反応性染料を適宜選択するこ
とにより、従来のアルカリ固着を必要とする反応性染料
と比較し遜色ない濃色性を得ることができる。
In addition, when cellulose/polyester blend fibers are inkjet printed using a combination of the reactive dye ink of the present invention and the disperse dye ink, the ink of the present invention does not require an alkali fixation step, as described above. Therefore, there is no fear that the disperse dye will be decomposed by alkali, and therefore a wide range of disperse dyes can be used, making it possible to produce a wide variety of practical colors. In addition, 1°, which has the advantage of greatly improving dyeing reproducibility such as color tone and S degree,
By appropriately selecting the reactive dye used in the ink of the present invention, it is possible to obtain deep color properties comparable to those of conventional reactive dyes that require alkali fixation.

(実施例) 次に本発明を実施例により更に具体的に説明するが、本
発明は以下の実施例に限定されるものではない1、 なお、実施例における各種評価方法は以下の通りである
(Example) Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the following Examples1. The various evaluation methods in the Examples are as follows. .

fl+   粘  度 株式会社東京計器製造のBL型粘度計を用いてインクの
粘度を下記条件で測定し念。
fl+ Viscosity Measure the viscosity of the ink under the following conditions using a BL type viscometer manufactured by Tokyo Keiki Co., Ltd.

測定湯度   :250 使用ローター :厘l ローター回転数: 60 rpm (2)安定性 インクを用いて下記の試験をし念。Measured hot water temperature: 250 Rotor used: Rin Rotor rotation speed: 60 rpm (2) Stability Please carry out the following test using the ink.

(a)  加熱安定性及び冷却安定性 インクを下記の温度条件下で恒温槽に1時間保持した後
の流動性を観察した。
(a) Heating stability and cooling stability The fluidity of the ink was observed after it was kept in a constant temperature bath for 1 hour under the following temperature conditions.

加熱fAIf:40℃ 冷却温度ニー150 下記の通り評価した。Heating fAIf: 40℃ Cooling temperature knee 150 It was evaluated as follows.

OΔ  × 良好←−−→劣 Tb)  経時安定性 インクt−180日間室温で静置保存し、染料結晶の沈
降性の有無を観察し、下記のとおり評価し穴。
OΔ × Good←−−→Poor Tb) Stable ink over time t-1 Stored at room temperature for 180 days, observed whether or not the dye crystals were sedimented, and evaluated as described below.

OΔ  × 良好←−−→劣 (3)  インクジェット捺染方法 セルロース繊維のアルカリ固着をしない捺染処理:イン
クを市販のオン・デマンド型インクジェット捺染装置を
用いてセルロースブロード布上に作画し、100℃で3
0秒間乾燥し念。
O Δ
Let it dry for 0 seconds.

次にこれを高温高圧スチーミング固着法(103cXI
O分〕で処理し九のち、洗剤2 ?/1の浴で10分間
煮沸洗浄を行ない捺染布を得念。
Next, this is applied using the high-temperature, high-pressure steaming fixation method (103cXI).
After 9 minutes, use detergent 2? The printed fabric was thoroughly washed by boiling for 10 minutes in a 1 bath.

なお、参考までに、上記セルロースブローP布上にイン
クで作画後、その上に重炭酸ソーダ2%を含むインクを
重ね打ちし、以後は上記と全く同様に乾燥し、次いで高
温高圧スチーミング固着し、煮沸洗浄を行なった。
For reference, after drawing with ink on the cellulose blown P cloth, ink containing 2% bicarbonate of soda was overlaid on top of it, dried in exactly the same manner as above, and then fixed by high temperature and high pressure steaming. Cleaned by boiling.

(4)捺染布の滲みの評価方法および濃色性測定法。(4) Method for evaluating bleeding of printed fabric and method for measuring dark color.

(a)  捺染布の滲みの評価方法 前記(3)で得られた捺染布の画像の輪郭を100倍率
の顕微鏡下で観察し、滲みの程度を下記のとおり評価し
念。
(a) Method for evaluating bleeding of printed fabric The outline of the image of the printed fabric obtained in (3) above was observed under a microscope with a magnification of 100, and the degree of bleeding was evaluated as follows.

○    Δ   × 滲み無し     滲み大 (b)  濃色性測定法 前記(3)で得られ危捺染布の表面反射率を色差計(日
本電色工業株式会社製造)Kより測定した。前記(3)
で得られ次捺染布を標準(100)として評価した。
○ Δ × No bleeding Large bleeding (b) Dark color measurement method The surface reflectance of the barely printed fabric obtained in (3) above was measured using a color difference meter K (manufactured by Nippon Denshoku Kogyo Co., Ltd.). (3) above
The second printed fabric obtained in step 1 was evaluated as a standard (100).

(5)  ノズルの目詰り及びノズル先端の周辺への乾
燥付着の評価方法 インクを用いて下記の評価をし次。
(5) Evaluation method for nozzle clogging and dry adhesion around the nozzle tip The following evaluation was performed using ink.

(a)  ノズルの目詰りの評価方法 口径100μmのノズルに、インクを 3.5ゴ/hr の速度で送シ込み、ノズル先端からの
吐出状況から観察した。
(a) Method for evaluating nozzle clogging Ink was fed into a nozzle with an aperture of 100 μm at a speed of 3.5 go/hr, and the discharge status from the tip of the nozzle was observed.

1時間吐出を行なった彼、1時間停止し、再び吐出を行
ない、この時の吐出応答時間を測定し念。
After ejecting for an hour, he stopped for an hour, then started ejecting again, and measured the ejection response time.

最初の1時間の吐出速度の変化と、1時間停止後の再吐
出速度の変化から吐出安定性をみた。
The ejection stability was examined from the change in the ejection speed during the first hour and the change in the re-ejection speed after stopping for one hour.

上述の吐出応答時間と吐出安定性からノズルの目詰シを
評価し念。
Evaluate nozzle clogging based on the ejection response time and ejection stability described above.

吐出安定性  ○  Δ  × 良好←−→不良 吐出応答時間   ○   Δ   ×0秒←lO秒→
吐出しなかった (b)  ノズル先端の周辺への乾燥付着の評価方法 上記(5)の(a)法に従い1時間吐出及び1時間停止
後1時間再吐出を行った後、ノズル先端の周辺をioo
倍率の顕微鏡下で観察し、乾燥付着量を下記のとおシ評
価し念。
Discharge stability ○ Δ × Good←−→Poor discharge response time ○ Δ ×0 seconds←lO seconds→
(b) Evaluation method for dry adhesion around the nozzle tip After discharging for 1 hour, stopping for 1 hour, and re-discharging for 1 hour, the area around the nozzle tip was evaluated according to method (a) in (5) above. ioo
Observe under a microscope with high magnification and evaluate the dry adhesion amount as shown below.

乾燥付着  ○   Δ   × 無し←少量→多量 実施例1〜8 下記組成 反応性染料(次式(イ)−に)の各単独))     
10f乾燥防止剤 0H30÷0H20H20+B  
H10tアルカリ発生剤 Co (CH2002Na 
)2   109酢酸水溶液            
 pH5調整用の混合物を室温下で攪拌混合し、溶解後
、濾過処理しインクを調製した。
Dry adhesion ○ Δ
10f anti-drying agent 0H30÷0H20H20+B
H10t alkali generator Co (CH2002Na
)2 109 acetic acid aqueous solution
The mixture for adjusting pH 5 was stirred and mixed at room temperature, dissolved, and then filtered to prepare an ink.

〔使用し念染料の構造と色調〕[Structure and color tone of the dye used]

(赤色) (赤色) (黄色) (黄色) 上記で得られたインクを用いて前記(11〜(5)に記
載の方法に従って、インクの各種物性、捺染布の滲みお
よび濃色性そしてノズルの目詰りとノズル先端の周辺へ
の乾燥付着性について調べた。その結果は第1表に示す
とおりいずれも良好であっ念。
(Red) (Red) (Yellow) (Yellow) Using the ink obtained above, various physical properties of the ink, bleeding and deep color of the printed fabric, and nozzle We investigated clogging and dry adhesion around the nozzle tip.As shown in Table 1, the results were all good.

また、前記(3)のインクジェット捺染方法において、
参考までに作画後にアルカリ(重炭酸ソーダ)処理を行
なった場合と比較した場合、濃色性において全く遜色が
なかつ念。
Further, in the inkjet textile printing method of (3) above,
For reference, if you compare it with the case of alkaline (soda bicarbonate) treatment after drawing, there is no difference in dark color.

第  1  表Table 1

Claims (1)

【特許請求の範囲】[Claims] (1)反応性染料、乾燥防止剤、水及び下記一般式〔
I 〕で表わされるアルカリ発生剤を主成分とするインク
ジェット捺染用インク。 ▲数式、化学式、表等があります▼・・・・・・・・・
・・・〔 I 〕 (式中X、Y及びZは夫々水素原子、ハロゲン原子、シ
アノ基、アルキル基、▲数式、化学式、表等があります
▼基、 ▲数式、化学式、表等があります▼基、 ▲数式、化学式、表等があります▼基又は▲数式、化学
式、表等があります▼基 のいずれかを示し、Mはナトリウム原子、カリウム原子
又はアンモニウム基を示す。但し、Y、Y及びZの全て
がともに、水素原子又はハロゲン原子であることはない
。)
(1) Reactive dye, anti-drying agent, water and the following general formula [
An ink for inkjet textile printing whose main component is an alkali generator represented by I. ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・・・・
...[I] (In the formula, X, Y and Z are each hydrogen atom, halogen atom, cyano group, alkyl group, ▲There are mathematical formulas, chemical formulas, tables, etc.▼groups, ▲There are mathematical formulas, chemical formulas, tables, etc.▼ Indicates either the group, ▲ there are mathematical formulas, chemical formulas, tables, etc. ▼ group or ▲ there are mathematical formulas, chemical formulas, tables, etc. ▼ group, and M represents a sodium atom, potassium atom, or ammonium group. However, Y, Y and Not all of Z are hydrogen atoms or halogen atoms.)
JP61292428A 1986-12-10 1986-12-10 Ink for ink-jet printing Expired - Lifetime JPH0655916B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61292428A JPH0655916B2 (en) 1986-12-10 1986-12-10 Ink for ink-jet printing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61292428A JPH0655916B2 (en) 1986-12-10 1986-12-10 Ink for ink-jet printing

Publications (2)

Publication Number Publication Date
JPS63145379A true JPS63145379A (en) 1988-06-17
JPH0655916B2 JPH0655916B2 (en) 1994-07-27

Family

ID=17781661

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61292428A Expired - Lifetime JPH0655916B2 (en) 1986-12-10 1986-12-10 Ink for ink-jet printing

Country Status (1)

Country Link
JP (1) JPH0655916B2 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0534428A2 (en) * 1991-09-26 1993-03-31 Canon Kabushiki Kaisha Ink-jet textile printing ink and ink-jet textile printing process
EP0600735A3 (en) * 1992-12-03 1994-11-30 Canon Kk Image output apparatus, image output method, ink jet print method and printed product obtained with said method.
US5443630A (en) * 1993-03-02 1995-08-22 Hoechst Aktiengesellschaft Inkjet single-phase reactive printing
US5521623A (en) * 1991-10-29 1996-05-28 Nur Industries (1987) Ltd. Printing method and apparatus
US5661509A (en) * 1991-06-19 1997-08-26 Nur Advanced Technologies Ltd. Apparatus and process for printing large graphics
WO2002004741A1 (en) * 2000-07-07 2002-01-17 Ciba Specialty Chemicals Holding Inc. Method of printing cellulosic fibre materials without an additional fixing process step

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62260873A (en) * 1985-12-13 1987-11-13 Canon Inc Ink for use in ink jet and ink jet printing method using the same

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62260873A (en) * 1985-12-13 1987-11-13 Canon Inc Ink for use in ink jet and ink jet printing method using the same

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5661509A (en) * 1991-06-19 1997-08-26 Nur Advanced Technologies Ltd. Apparatus and process for printing large graphics
EP0534428A2 (en) * 1991-09-26 1993-03-31 Canon Kabushiki Kaisha Ink-jet textile printing ink and ink-jet textile printing process
US5521623A (en) * 1991-10-29 1996-05-28 Nur Industries (1987) Ltd. Printing method and apparatus
EP0600735A3 (en) * 1992-12-03 1994-11-30 Canon Kk Image output apparatus, image output method, ink jet print method and printed product obtained with said method.
US6024431A (en) * 1992-12-03 2000-02-15 Canon Kabushiki Kaisha Image output apparatus, image output method, ink jet print method and printed product obtained with said method
US5443630A (en) * 1993-03-02 1995-08-22 Hoechst Aktiengesellschaft Inkjet single-phase reactive printing
WO2002004741A1 (en) * 2000-07-07 2002-01-17 Ciba Specialty Chemicals Holding Inc. Method of printing cellulosic fibre materials without an additional fixing process step

Also Published As

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