JPH0776316B2 - Recording liquid - Google Patents
Recording liquidInfo
- Publication number
- JPH0776316B2 JPH0776316B2 JP1240750A JP24075089A JPH0776316B2 JP H0776316 B2 JPH0776316 B2 JP H0776316B2 JP 1240750 A JP1240750 A JP 1240750A JP 24075089 A JP24075089 A JP 24075089A JP H0776316 B2 JPH0776316 B2 JP H0776316B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- recording
- water
- recording liquid
- integer
- 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
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- Inks, Pencil-Leads, Or Crayons (AREA)
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は記録ヘッドのオリフィスから液滴を飛翔させて
記録を行うインクジェット方式或いは筆記用具に使用す
るのに好適な記録液に関する。Description: TECHNICAL FIELD The present invention relates to a recording liquid suitable for use in an ink jet system or a writing instrument for recording by ejecting droplets from an orifice of a recording head.
（従来の技術及びその問題点） インクジェット記録方法は騒音の発生が少なく、普通紙
に対して特別な定着を要すことなく、高速記録が行える
ことから種々のタイプのものが活発に研究されている。(Prior art and its problems) Various types of inkjet recording methods have been actively researched because they do not generate much noise and can perform high-speed recording without requiring special fixing on plain paper. There is.
これらインクジェット記録方法において使用される記録
液としては、粘度、表面張力等の物性値が適正範囲内に
あること、微細な吐出口（オリフィス）を目詰まりさせ
ないこと、鮮明な色調でしかも充分に高い濃度の記録画
像を与えること、保存中に物性変化或いは固形分の析出
等を生じないこと等の諸特性が要求される。The recording liquid used in these ink jet recording methods has physical properties such as viscosity and surface tension within appropriate ranges, does not clog fine discharge ports (orifices), has a clear color tone and is sufficiently high. It is required to provide various characteristics such as giving a recorded image of density and preventing physical property change or precipitation of solid content during storage.
更にこれら特性に加えて、紙に代表される被記録材の種
類を制限せずに記録が行えること、被記録材への定着速
度が大きいこと、耐候性、耐水性、耐摩耗性に優れてい
ること、解像度の優れた画像を与えること等の性質も要
求される。In addition to these characteristics, it is possible to perform recording without limiting the type of recording material typified by paper, to have a high fixing speed on the recording material, and to have excellent weather resistance, water resistance, and abrasion resistance. It is also required to have the properties of providing an image with excellent resolution.
インクジェット記録方法に適する記録液は、基本的には
記録剤としての染料とその溶媒とから組成されるもので
あるから、上記の記録液特性は染料固有の性質に左右さ
れるところが大きい。従って記録液が上記特性を具備す
る様に染料を選択することは斯かる技術分野において極
めて重要な技術である。Since the recording liquid suitable for the ink jet recording method is basically composed of a dye as a recording agent and its solvent, the above-mentioned recording liquid properties are largely influenced by the properties peculiar to the dye. Therefore, selecting a dye so that the recording liquid has the above characteristics is a very important technique in such a technical field.
特に記録画像の経時安定性は重要であり、これまで光褪
色に関しては多くの研究がなされており、徐々に改良さ
れつつある。殊にフタロシアニン系染料は、光には比較
的安定であることが知られており、現在広く利用されて
いる。In particular, the temporal stability of the recorded image is important, and many studies have been conducted so far on the photofading and are gradually being improved. In particular, phthalocyanine dyes are known to be relatively stable to light and are currently widely used.
しかしながら、この様なフタロシアニン系の染料を用い
た記録画像は室内等に掲示しておくと、強い光が殆ど当
たらないにも係らず褪色してしまう現象がある。この現
象は複写機の近くでより顕著であり、鮮明なスカイブル
ー色から緑色にシフトし、同時に印字濃度も低下してし
まう。その為画像は全体に青味を失い、赤味を帯びてく
るという現象が発生し、著しく画像の品位が低下してし
まう為、是非とも解決しなければならない問題である。However, when a recorded image using such a phthalocyanine-based dye is posted in a room or the like, there is a phenomenon that it fades even though it is hardly exposed to strong light. This phenomenon is more prominent in the vicinity of the copying machine, and the clear sky blue color is shifted to green, and at the same time, the print density is reduced. For this reason, the phenomenon that the image loses its bluishness and becomes reddish as a whole and the quality of the image is remarkably deteriorated, which is a problem that must be solved by all means.
従って、本発明の目的は上記従来技術の問題点を解決
し、室内や複写機の近くでも変色や褪色を発生すること
なく、長期間の保存に耐える記録画像が得られる記録液
を提供することにある。Therefore, an object of the present invention is to solve the above-mentioned problems of the prior art, and to provide a recording liquid capable of obtaining a recorded image that can be stored for a long period of time without causing discoloration or fading even indoors or near a copying machine. It is in.
（問題点を解決する為の手段） 上記目的は以下の本発明によって達成される。(Means for Solving Problems) The above object is achieved by the present invention described below.
即ち、本発明は、記録剤と水と水溶性有機溶剤とを必須
成分とする記録液において、前記記録剤として下記一般
式（Ａ）で表される染料を使用することを特徴とする記
録液である。That is, the present invention is a recording liquid containing a recording agent, water and a water-soluble organic solvent as essential components, and a recording liquid comprising a dye represented by the following general formula (A) as the recording agent. Is.
但し式中のＭはニッケル、銅、鉄又はコバルトを、pcは
金属Ｍがその中心に配位したフタロシアニン骨格を、R1
はスルホン酸基、アルコキシ基で置換されてもよいアニ
リノ基又はフェノキシ基を、ＸはOH、NR3R4又はOR5を、
R3、R4は夫々独立して−（CH2CH2O）ｎ−R6基を、R6は
Ｈ、CH3又はCH2OHを、ｌは１乃至３の整数を、ｎは４以
下の整数又は０を、R5は炭素数１乃至３のアルキル基又
は置換してもよいフェニル基又はアニリノ基を、Ｙは水
素原子、リチウム、ナトリウム、カリウム、アンモニウ
ム基又は有機アンモニウム基を、ａは２乃至８の整数
を、ｂは０乃至６の整数を、ａ＋ｂは８以下の整数を表
す。 However, M in the formula is nickel, copper, iron or cobalt, pc is a phthalocyanine skeleton in which the metal M is coordinated in the center, and R 1
Is a sulfonic acid group, an anilino group which may be substituted with an alkoxy group or a phenoxy group, X is OH, NR 3 R 4 or OR 5 ,
R 3 and R 4 are each independently a — (CH 2 CH 2 O) n —R 6 group, R 6 is H, CH 3 or CH 2 OH, l is an integer of 1 to 3, and n is 4 The following integer or 0, R 5 is an alkyl group having 1 to 3 carbon atoms or an optionally substituted phenyl group or anilino group, Y is a hydrogen atom, lithium, sodium, potassium, ammonium group or an organic ammonium group, a represents an integer of 2 to 8, b represents an integer of 0 to 6, and a + b represents an integer of 8 or less.
（作用） 本発明者等は鋭意研究の結果、前記の様な褪色現象を引
き起こす原因は、空気中に存在するオゾン、NOx、SOx等
の酸化性ガスによるものであることを見出した。(Function) As a result of earnest studies, the present inventors have found that the cause of the above-described fading phenomenon is due to oxidizing gases such as ozone, NO x and SO x existing in the air.
そこでこの様な欠点を改善すべくフタロシアニン系染料
に関する詳細な研究を行ったところ、前記一般式（Ａ）
で示されるフタロシアニン染料を含有した記録液が、耐
光性は勿論のこと、オゾン等の酸化性ガス雰囲気下にお
いても変色及び褪色することのない良好な記録画像を与
えることを見出し本発明に至った。Therefore, a detailed study on phthalocyanine dyes was conducted in order to improve such drawbacks.
It was found that a recording liquid containing a phthalocyanine dye represented by the above-mentioned gives not only light resistance but also a good recorded image which is not discolored or discolored even under an oxidizing gas atmosphere such as ozone, and the present invention has been completed. .
（好ましい実施態様） 本発明を主として特徴づける前記一般式（Ａ）で表わさ
れる染料としては、該一般式に包含される限りいずれの
染料でもよいが、好ましい具体例としては、例えば、下
記のNo.1乃至No.6の染料が挙げられる。(Preferred Embodiment) As the dye represented by the general formula (A), which is a main feature of the present invention, any dye may be used as long as it is included in the general formula, but preferable specific examples include, for example, the following No. Examples include dyes No. 1 to No. 6.
本発明の記録液における上述の染料の含有量は、液媒体
成分の種類、記録液に要求される特性等に依存して決定
されるが、一般には記録液全重量に対して、重量パーセ
ントで0.5乃至20％、好ましくは0.5乃至15％、より好ま
しくは１乃至10％の範囲とされる。勿論、これらの特定
の染料は単独でも混合物としても使用でき、更に他の直
接染料、酸性染料等の各種染料を併用して使用すること
が出来る。 The content of the above-mentioned dye in the recording liquid of the present invention is determined depending on the type of liquid medium components, the properties required for the recording liquid, etc., but is generally expressed in weight percent with respect to the total weight of the recording liquid. The range is 0.5 to 20%, preferably 0.5 to 15%, and more preferably 1 to 10%. Of course, these specific dyes can be used alone or as a mixture, and various other dyes such as direct dyes and acid dyes can be used in combination.
本発明の記録液に使用するのに好適な溶媒は、水又は水
と水溶性有機溶剤との混合溶媒であり、特に好適なもの
は水と水溶性有機溶剤と混合溶媒であって、水溶性有機
溶剤として記録液の乾燥防止効果を有する多価アルコー
ルを含有するものである。又、水としては、種々のイオ
ンを含有する一般の水でなく、脱イオン水を使用するの
が好ましい。The solvent suitable for use in the recording liquid of the present invention is water or a mixed solvent of water and a water-soluble organic solvent, and particularly preferable is a mixed solvent of water, a water-soluble organic solvent, and a water-soluble solvent. The organic solvent contains a polyhydric alcohol having an effect of preventing the recording liquid from drying. As the water, it is preferable to use deionized water instead of general water containing various ions.
水と混合して使用される水溶性有機溶剤としては、例え
ば、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、イソ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、イソブチルアルコール等の炭素数１乃至４アル
キルアルコール類；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；アセトン、ジアセトンアルコ
ール等のケトン又はケトアルコール類；テトラヒドロフ
ラン、ジオキサン等のエーテル類；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；エチレングリコール、プロピレングリコー
ル、ブチレングリコール、トリエチレングリコール、1,
2,6−ヘキサントリオール、チオジグリコール、ヘキシ
レングリコール、ジエチレングリコール等のアルキレン
基が２乃至６個の炭素原子を含むアルキレングリコール
類；グリセリン；エチレングリコールメチル（又はエチ
ル）エーテル、ジエチレングリコールメチル（又はエチ
ル）エーテル、トリエチレングリコールモノメチル（又
はエチル）エーテル等の多価アルコールの低級アルキル
エーテル類;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が挙げられる。Examples of the water-soluble organic solvent used by mixing with water include methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, tert-butyl alcohol, isobutyl alcohol and the like. C 1-4 alkyl alcohols; amides such as dimethylformamide and dimethylacetamide; ketones or keto alcohols such as acetone and diacetone alcohol; ethers such as tetrahydrofuran and dioxane; polyalkylene glycols such as polyethylene glycol and polypropylene glycol Kinds; ethylene glycol, propylene glycol, butylene glycol, triethylene glycol, 1,
2,6-hexanetriol, thiodiglycol, hexylene glycol, diethylene glycol and other alkylene glycols having an alkylene group of 2 to 6 carbon atoms; glycerin; ethylene glycol methyl (or ethyl) ether, diethylene glycol methyl (or ethyl ) Ethers, lower alkyl ethers of polyhydric alcohols such as triethylene glycol monomethyl (or ethyl) ether; N-methyl-2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone and the like.
これらの多くの水溶性有機溶剤の中でも、ジエチレング
リコール等の多価アルコール、トリエチレングリコール
モノメチル（又はエチル）エーテル等の多価アルコール
の低級アルキルエーテル、Ｎ−メチル−２−ピロリドン
等の含窒素複素環式ケトンが好ましいものである。多価
アルコール類は、記録液中の水が蒸発し、染料が析出す
ることに基づくノズルの目詰り現象を防止する為の湿潤
剤としての効果が多きい為好ましいものである。Among these many water-soluble organic solvents, polyhydric alcohols such as diethylene glycol, lower alkyl ethers of polyhydric alcohols such as triethylene glycol monomethyl (or ethyl) ether, and nitrogen-containing heterocycles such as N-methyl-2-pyrrolidone The formula ketone is preferred. Polyhydric alcohols are preferable because they have a large effect as a wetting agent for preventing the nozzle clogging phenomenon due to the evaporation of water in the recording liquid and the deposition of the dye.
記録液中の上記水溶性有機溶剤の含有量は、一般には記
録液の全重量に対して重量％で５乃至95％、好ましくは
10乃至80％、より好ましくは15乃至50％の範囲である。
このときの水の含有量は、上記溶剤成分の種類、その組
成或いは所望される記録液の特性に依存して広い範囲で
決定されるが、記録液全重量中で一般に10乃至90％、好
ましくは10乃至70％を占める範囲内とされる。The content of the water-soluble organic solvent in the recording liquid is generally 5 to 95% by weight based on the total weight of the recording liquid, preferably
It is in the range of 10 to 80%, more preferably 15 to 50%.
The content of water at this time is determined in a wide range depending on the kind of the solvent component, its composition or desired properties of the recording liquid, but is generally 10 to 90% in the total weight of the recording liquid, preferably Is within the range of 10 to 70%.
この様な成分から調合される本発明の記録液は、筆記具
用の記録液或いは所胃インクジェット記録用の記録液と
してそれ自体で記録特性（信号応答性、液滴形成の安定
性、吐出安定性、長時間の連続記録性、長時間の記録休
止後の吐出安定性）、保存安定性、被記録材への定着
性、或いは記録画像の色調鮮明性、耐光性、耐候性、耐
水性、耐アルコール性等いずれもバランスのとれた優れ
ものである。そしてこの様な特性を更に改良する為に、
従来から知られている各種添加剤を更に添加含有せしめ
てもよい。The recording liquid of the present invention prepared from such components is used as a recording liquid for writing instruments or a recording liquid for gastric ink jet recording by itself and has recording characteristics (signal responsiveness, stability of droplet formation, ejection stability). , Long-term continuous recording property, ejection stability after long-term recording suspension), storage stability, fixability to recording material, or color tone of recorded images, light fastness, weather fastness, water fastness, fastness It is a well-balanced and excellent alcoholic product. And in order to further improve such characteristics,
Various conventionally known additives may be further added and contained.
例えば、ポリビニルアルコール、セルロース類、水溶性
樹脂等の粘度調整剤；カチオン、アニオン或いはノニオ
ン系の各種界面活性剤、ジエタノールアミン、トリエタ
ノールアミン等の表面張力調整剤；緩衝液によるpH調整
剤、防カビ剤等を挙げることが出来る。For example, viscosity adjusting agents such as polyvinyl alcohol, celluloses and water-soluble resins; various surface active agents such as cationic, anionic or nonionic surfactants, diethanolamine, triethanolamine, etc .; pH adjusting agents with buffer solutions, antifungal agents. Agents and the like can be mentioned.
又、記録液を帯電するタイプのインクジェット方式に使
用される記録液を調合する為には、塩化リチウム、塩化
アンモニウム、塩化ナトリウム等の無機塩類等の比抵抗
調整剤が添加される。Further, in order to prepare a recording liquid used in an ink jet system of a type which charges the recording liquid, a resistivity adjusting agent such as an inorganic salt such as lithium chloride, ammonium chloride or sodium chloride is added.
尚、熱エネルギーの作用によって記録液を吐出させるタ
イプのインクジェット方式に適用する場合には、熱的な
物性値（例えば、比熱、熱膨張係数、熱伝導率等）が調
整されることもある。When applied to an inkjet system of a type in which a recording liquid is ejected by the action of thermal energy, thermal physical property values (for example, specific heat, thermal expansion coefficient, thermal conductivity, etc.) may be adjusted.
以上の如き本発明の記録液は、種々の筆記具、記録器具
等による記録用記録液として有用なものであり、特にイ
ンクジェット用の記録液として有用である。これのイン
クジェット方式は、記録液をノズルより効果的に離脱さ
せて、射程体である被記録材に記録液を付与し得る方式
であれば、いかなる方式でもよい。The recording liquid of the present invention as described above is useful as a recording liquid for recording with various writing instruments, recording instruments and the like, and is particularly useful as an inkjet recording liquid. The ink jet method may be any method as long as it can effectively separate the recording liquid from the nozzle and apply the recording liquid to the recording material that is a range.
（実施例） 次に実施例及び比較例を挙げて本発明を更に詳細に説明
するが、本発明はこれら実施例に限定されるものではな
い。尚、文中％とあるのは特に断りのない限り重量基準
である。(Examples) Next, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to these Examples. In the text,% is based on weight unless otherwise specified.
実施例１ No.1の染料 ４％ ジエチレングリコール 25％ イオン交換水（以後水と略す） 71％ 実施例２ No.2の染料 ３％ ポリエチレングリコール（平均分子量300） ５％ ジエチレングリコール 17％ 水 65％ 実施例３ No.3の染料 ３％ Ｎ−メチル−２−ピロリドン 15％ ジエチレングリコール 15％ 水 67％ 実施例４ No.6の染料 ５％ トリエチレングリコール 28％ 水 67％ 上記の配合各成分は容器の中で充分混合溶解し、孔径0.
45μｍのテフロンフィルターで加圧濾過して本発明の記
録液とした。Example 1 No. 1 dye 4% Diethylene glycol 25% Ion-exchanged water (hereinafter abbreviated as water) 71% Example 2 No. 2 dye 3% Polyethylene glycol (average molecular weight 300) 5% Diethylene glycol 17% Water 65% Example 3 No. 3 dye 3% N-methyl-2-pyrrolidone 15% Diethylene glycol 15% Water 67% Example 4 No. 6 dye 5% Triethylene glycol 28% Water 67% The above ingredients are in containers. It is well mixed and dissolved in a hole diameter of 0.
The recording liquid of the present invention was obtained by pressure filtration with a 45 μm Teflon filter.
これらの記録液を発熱素子をインクの吐出エネルギー源
として利用したインクジェットプリンターBJ−130A（キ
ヤノン製、ノズル数48本）に搭載して下記の被記録材Ａ
及びＢに15mm×30mmのベタ青印字をした後、変褪色の促
進法としてオゾン濃度が常に10±5ppmの範囲に保たれる
遮光された槽内に印字物を120分間放置して試験前後の
印字物の色差ΔＥ＊abを測定（JIS Z 8730に準拠）した
ところ、いずれの場合もΔＥ＊ab値は６以下で変褪色の
程度は少なく、良好な結果が得られた。These recording liquids were mounted on an inkjet printer BJ-130A (manufactured by Canon, 48 nozzles) using a heating element as an ink discharge energy source, and the following recording material A was used.
After printing a solid blue print of 15 mm × 30 mm on B and B, leave the printed matter for 120 minutes in a shaded tank where the ozone concentration is always kept within the range of 10 ± 5 ppm as a method of promoting fading, before and after the test. When the color difference ΔE * ab of the printed matter was measured (in accordance with JIS Z 8730), the ΔE * ab value was 6 or less in all cases, and the degree of discoloration was small, and good results were obtained.
被記録材A:インクジェット用コート紙NM（商品名：三菱
製紙製） 被記録材B:キヤノン製ピクセルプロ用専用指定紙 尚、比較の為に実施例と同様に下記の成分を混合してイ
ンクを調製し、上記と同様の記録装置によって被記録材
Ａ及びＢにベタ印字した。この印字物の試験片として上
記のオゾン試験槽を用い同様の試験を行ったところ、い
ずれの場合もΔＥ＊ab値は20以上を示し激しく変褪色し
た。Recording material A: Ink-jet coated paper NM (trade name: Mitsubishi Paper Mills) Recording material B: Canon Pixel Pro specified paper for comparison In addition, for comparison, the following components were mixed and ink Was prepared, and solid printing was performed on recording materials A and B by the same recording apparatus as described above. When the same test was carried out using the above ozone test tank as a test piece of this printed matter, the ΔE * ab value was 20 or more in all cases, and the color was severely discolored.
比較例１ CI.Direct Blue199 ４％ ジエチレングリコール 30％ 水 66％ 比較例２ CI.Direct Blue86 ５％ ポリエチレングリコール（平均分子量300） 10％ ジエチレングリコール 20％ 水 65％ （発明の効果） 以上の通り、本発明の記録液はインクジェット記録用、
筆記具用等に適している。Comparative Example 1 CI.Direct Blue199 4% Diethylene glycol 30% Water 66% Comparative Example 2 CI.Direct Blue86 5% Polyethylene glycol (average molecular weight 300) 10% Diethylene glycol 20% Water 65% (Effect of the invention) As described above, the present invention The recording liquid is for inkjet recording,
Suitable for writing instruments.
特にインクジェット記録に用いた場合、記録特性（吐出
安定性、長時間の連続記録性）、保存安定性は勿論のこ
と、記録画像の耐光性、耐水性等いずれも良好であり、
とりわけオゾン等の酸化性ガスに対しても極めて安定で
優れた印字を得ることが出来、非常に有用である。Particularly when used for ink jet recording, not only recording characteristics (ejection stability, long-term continuous recording property) and storage stability, but also light resistance, water resistance, etc. of a recorded image are good,
In particular, it is very useful because it is possible to obtain excellent printing that is extremely stable even against oxidizing gas such as ozone.
Claims (1)
とする記録液において、前記記録剤として下記一般式
（Ａ）で表される染料を使用することを特徴とする記録
液。 （但し式中のＭはニッケル、銅、鉄又はコバルトを、Pc
は金属Ｍがその中心に配位したフタロシアニン骨格を、
R1はスルホン酸基、アルコキシ基で置換されてもよいア
ニリノ基又はフェノキシ基を、ＸはOH、NR3R4又はOR
5を、R3、R4は夫々独立してCH2CH2OnR6基を、R6は
Ｈ、CH3又はCH2OHを、ｌは１乃至３の整数を、ｎは４以
下の整数又は０を、R5は炭素数１乃至３のアルキル基又
は置換してもよいフェニル基又はアニリノ基を、Ｙは水
素原子、リチウム、ナトリウム、カリウム、アンモニウ
ム基又は有機アンモニウム基を、ａは２乃至８の整数
を、ｂは０乃至６の整数を、ａ＋ｂは８以下の整数を表
す。）1. A recording liquid comprising a recording agent, water and a water-soluble organic solvent as essential components, wherein a dye represented by the following general formula (A) is used as the recording agent. (However, M in the formula is nickel, copper, iron or cobalt, and Pc
Is a phthalocyanine skeleton with a metal M coordinated in its center,
R 1 is a sulfonic acid group, an anilino group which may be substituted with an alkoxy group or a phenoxy group, and X is OH, NR 3 R 4 or OR
5, the R 3, R 4 are independently a CH 2 CH 2 O n R 6 group, R 6 is H, a CH 3 or CH 2 OH, l an integer of 1 to 3, n is 4 or less Is an integer or 0, R 5 is an alkyl group having 1 to 3 carbon atoms or an optionally substituted phenyl group or an anilino group, Y is a hydrogen atom, lithium, sodium, potassium, ammonium group or organic ammonium group, a Is an integer of 2 to 8, b is an integer of 0 to 6, and a + b is an integer of 8 or less. )
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1240750A JPH0776316B2 (en) | 1989-09-19 | 1989-09-19 | Recording liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1240750A JPH0776316B2 (en) | 1989-09-19 | 1989-09-19 | Recording liquid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03103484A JPH03103484A (en) | 1991-04-30 |
| JPH0776316B2 true JPH0776316B2 (en) | 1995-08-16 |
Family
ID=17064152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1240750A Expired - Fee Related JPH0776316B2 (en) | 1989-09-19 | 1989-09-19 | Recording liquid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0776316B2 (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL108630A0 (en) * | 1993-02-18 | 1994-05-30 | Fmc Corp | Insecticidal substituted 2,4-diaminoquinazolines |
| JPH09316377A (en) * | 1996-05-30 | 1997-12-09 | Nippon Kayaku Co Ltd | Recording liquid containing copper phthalocyanine compound |
| JP2001262018A (en) | 2000-03-21 | 2001-09-26 | Fuji Photo Film Co Ltd | Ink for ink jet, its production method, and ink jet recording method |
| JP2001271002A (en) | 2000-03-27 | 2001-10-02 | Fuji Photo Film Co Ltd | Coloring composition, ink for ink jet and method for ink jet recording |
| JP2001342373A (en) | 2000-03-30 | 2001-12-14 | Fuji Photo Film Co Ltd | Coloring composition, ink for ink jet, ink jet recording method and method for protecting ink jet recorded image from fading-out by ozone gas |
| JP4077600B2 (en) | 2000-05-23 | 2008-04-16 | 富士フイルム株式会社 | Ink jet ink and ink jet recording method |
| US7086726B2 (en) | 2002-04-09 | 2006-08-08 | Fuji Photo Film Co., Ltd. | Inkjet recording method |
| US7425233B2 (en) | 2006-02-16 | 2008-09-16 | Brother Kogyo Kabushiki Kaisha | Cyan ink for ink-jet recording |
| JP2009235122A (en) | 2008-03-25 | 2009-10-15 | Fujifilm Corp | Ink composition, ink set, and image recording method |
| JP5334526B2 (en) * | 2008-10-24 | 2013-11-06 | 日本化薬株式会社 | Porphyrazine coloring matter, ink composition containing the same, and colored body |
| JP2011111611A (en) | 2009-11-30 | 2011-06-09 | Brother Industries Ltd | Water-based ink set for ink-jet recording, ink cartridge, and ink-jet recording apparatus |
| US8430953B2 (en) | 2009-11-30 | 2013-04-30 | Brother Kogyo Kabushiki Kaisha | Water-based ink for ink-jet recording, ink cartridge, and ink-jet recording apparatus |
| US8449664B2 (en) | 2009-11-30 | 2013-05-28 | Brother Kogyo Kabushiki Kaisha | Water-based ink for ink-jet recording, ink cartridge, and ink-jet recording apparatus |
| JP5682748B2 (en) | 2010-09-30 | 2015-03-11 | ブラザー工業株式会社 | Aqueous ink set for ink jet recording, ink jet recording method and ink jet recording apparatus |
| CN104419259A (en) * | 2013-09-06 | 2015-03-18 | 北京联创佳艺影像新材料技术有限公司 | Method for processing dye high in fastness to ozone and application of dye in digital ink jet industry |
-
1989
- 1989-09-19 JP JP1240750A patent/JPH0776316B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03103484A (en) | 1991-04-30 |
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