JPH05125318A - Recording liquid - Google Patents
Recording liquidInfo
- Publication number
- JPH05125318A JPH05125318A JP29177091A JP29177091A JPH05125318A JP H05125318 A JPH05125318 A JP H05125318A JP 29177091 A JP29177091 A JP 29177091A JP 29177091 A JP29177091 A JP 29177091A JP H05125318 A JPH05125318 A JP H05125318A
- Authority
- JP
- Japan
- Prior art keywords
- recording liquid
- group
- recording
- weight
- substituted
- 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
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は記録液に関するものであ
る。詳しくはインクジェット記録に適した記録液に関す
るものである。FIELD OF THE INVENTION The present invention relates to a recording liquid. Specifically, it relates to a recording liquid suitable for inkjet recording.
【０００２】[0002]
【従来の技術】直接染料や酸性染料等の水溶性染料を含
む記録液の液滴を微小な吐出オリフィスから飛翔させて
記録を行う、所謂インクジェット記録方法が実用化され
ている。この記録液に関しては、電子写真用紙等のＰＰ
Ｃ（プレイン ペーパー コピア）用紙、ファンホール
ド紙（コンピューター等の連続用紙）等の一般事務用に
汎用される記録紙に対する定着が速く、しかも印字物の
印字品位が良好であること、即ち印字に滲みがなく輪郭
がはっきりしていることが要求されると共に、記録液と
しての保存時の安定性も優れていることが必要であり、
従って使用できる溶剤が著しく制限される。2. Description of the Related Art A so-called ink jet recording method has been put into practical use, in which a recording liquid droplet containing a water-soluble dye such as a direct dye or an acid dye is ejected from a minute ejection orifice to perform recording. Regarding this recording liquid, PP such as electrophotographic paper is used.
Fast fixing to general-purpose office-use recording paper such as C (plain paper copier) paper and fan-hold paper (continuous paper for computers etc.) and good print quality, that is, bleeding in print It is required that the contour be clear and the contour is clear, and that stability during storage as a recording liquid is also excellent.
Therefore, the solvent that can be used is extremely limited.
【０００３】一方、記録液用の染料に関しては、上記の
ような限られた溶剤に対して充分な溶解性を有すると共
に、記録液として長期間保存した場合にも安定であり、
また印字された画像の濃度が高く、しかも耐水性、耐光
性に優れていること等が要求されるが、これ等の多くの
要求を同時に満足させることは困難であった。このため
種々の方法（例えば特開昭５５−１４４０６５号、特開
昭５７−３０７７３号、特開昭５７−２０７６６０号、
特開昭５８−１４７４７０号、特開昭６２−１９０２６
９号、特開昭６２−１９０２７１号、特開昭６２−１９
０２７２号、特開昭６２−２５００８２号、特開昭６２
−２４６９７５号、特開昭６２−２５７９７１号、特開
昭６２−２８８６５９号、特開昭６３−８４６３号、特
開昭６３−２２８６７号、特開昭６３−２２８７４号、
特開昭６３−３０５６７号、特開昭６３−３３４８４
号、特開昭６３−６３７６４号、特開昭６３−１０５０
７９号、特開昭６４−３１８７７号、特開平１−９３３
８９号、特開平１−２１０４６４号、特開平２−１４０
２７０号等）が提案されているが、市場の要求を充分に
満足するには至っていない。On the other hand, dyes for recording liquids have sufficient solubility in the above limited solvents and are stable even when stored as recording liquids for a long period of time.
Further, it is required that the printed image has a high density and is excellent in water resistance and light resistance, but it has been difficult to satisfy many of these requirements at the same time. Therefore, various methods (for example, JP-A-55-144065, JP-A-57-30773, JP-A-57-207660,
JP-A-58-147470, JP-A-62-19026
9, JP-A-62-190271, JP-A-62-19.
0272, JP 62-250082, JP 62
-246975, JP-A-62-257971, JP-A-62-288659, JP-A-63-8463, JP-A-63-22867, JP-A-63-22874,
JP-A-63-30567, JP-A-63-33484
No. 63-63764 and 63-1050.
79, JP-A-64-31877, JP-A-1-933.
89, JP-A-1-210464, JP-A-2-140
No. 270, etc.) have been proposed, but they have not yet fully satisfied the demands of the market.
【０００４】[0004]
【発明が解決しようとする課題】本発明は、インクジェ
ット記録用、筆記用等として、普通紙に記録した場合に
も印字品位が良好であると共に、記録画像の濃度が高
く、耐光性やとりわけ耐水性及び記録画像の色調に優れ
ており、長期間保存した場合の安定性が良好である、ブ
ラックの記録液を提供することを目的とするものであ
る。DISCLOSURE OF THE INVENTION The present invention has good print quality even when recorded on plain paper for ink jet recording, writing, etc., and has a high density of recorded images, light resistance and especially water resistance. It is an object of the present invention to provide a black recording liquid which has excellent properties and color tone of a recorded image and has good stability when stored for a long period of time.
【０００５】[0005]
【課題を解決するための手段】本発明者は、記録液成分
として特定の染料を使用した場合に、上記の目的が達成
されることを確認し本発明を達成したものである。即ち
本発明の要旨は、水性媒体と前記請求項１において一般
式〔Ｉ〕で表わされる染料の少くとも１種を含有する記
録液に存する。以下本発明を詳細に説明する。一般式
〔Ｉ〕においてＭで示されるアルカリ金属としてはＮ
ａ，Ｋ，Ｌｉ等が挙げられ、また有機アミン塩の例とし
ては、アンモニウム基の３個もしくは４個の水素原子
が、炭素数１〜４のアルキル基及び／又は炭素数１〜４
のヒドロキシアルキル基で置換された基が挙げられる。
これ等の染料の具体例としては、例えば以下の（イ）〜
（ホ）に示す構造のアゾ染料が挙げられる。The present inventor has accomplished the present invention by confirming that the above object can be achieved when a specific dye is used as a recording liquid component. That is, the gist of the present invention resides in a recording liquid containing an aqueous medium and at least one kind of the dye represented by the general formula [I] in claim 1. The present invention will be described in detail below. The alkali metal represented by M in the general formula [I] is N
a, K, Li and the like, and as an example of the organic amine salt, 3 or 4 hydrogen atoms of an ammonium group are an alkyl group having 1 to 4 carbon atoms and / or 1 to 4 carbon atoms.
And a group substituted with a hydroxyalkyl group.
Specific examples of these dyes include, for example, the following (a) to
An azo dye having a structure shown in (e) can be mentioned.
【０００６】[0006]
【化２】 [Chemical 2]
【０００７】一般式〔Ｉ〕で示されるアゾ染料は、それ
自体周知の方法〔例えば、細田豊著「新染料化学」（昭
和４８年１２月２１日 技報堂発行）第３９６〜４０９
頁参照〕に従って、ジアゾ化、カップリング工程を経て
製造することができる。記録液中における前記一般式
〔Ｉ〕の染料の含有量としては、記録液全量に対して
０．５〜５重量％、特に２〜４重量％程度が好ましい。
本発明の記録液に用いられる溶剤としては、水及び水溶
性有機溶剤として、例えば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、ジエチレングリ
コール、トリエチレングリコール、ポリエチレングリコ
ール（＃２００）、ポリエチレングリコール（＃４０
０）、グリセリン、Ｎ−メチル−ピロリドン、Ｎ−エチ
ル−ピロリドン、１，３−ジメチル−イミダゾリジノ
ン、エチレングリコールモノアリルエーテル、エチレン
グリコールモノメチルエーテル、ジエチレングリコール
モノメチルエーテル等を含有しているのが好ましい。こ
れ等の水溶性有機溶剤は、通常記録液の全量に対して１
０〜５０重量％の範囲で使用される。一方、水は記録紙
の全量に対して４５〜８９．５重量％の範囲で使用され
る。The azo dye represented by the general formula [I] can be obtained by a method known per se [for example, Yutaka Hosoda, "New Dye Chemistry" (published by Gihodo on December 21, 1973) Nos. 396-409.
Refer to page], and can be manufactured through the diazotization and coupling steps. The content of the dye of the general formula [I] in the recording liquid is preferably 0.5 to 5% by weight, more preferably 2 to 4% by weight, based on the total amount of the recording liquid.
The solvent used in the recording liquid of the present invention includes water and water-soluble organic solvents such as ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol (# 200), polyethylene glycol (# 40).
0), glycerin, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, etc. are preferably contained. . The amount of these water-soluble organic solvents is usually 1 with respect to the total amount of the recording liquid.
It is used in the range of 0 to 50% by weight. On the other hand, water is used in the range of 45 to 89.5% by weight with respect to the total amount of recording paper.
【０００８】本発明の記録液に、その全量に対して０．
１〜１０重量％、好ましくは０．５〜５重量％の尿素、
チオ尿素、ビウレット、セミカルバジドから選ばれる化
合物を添加したり、また０．００１〜５．０重量％の界
面活性剤を添加することによって、印字後の速乾性及び
印字品位をより一層改良することができる。The recording liquid of the present invention contains 0.
1-10 wt% urea, preferably 0.5-5 wt% urea,
By adding a compound selected from thiourea, biuret and semicarbazide, or by adding 0.001 to 5.0% by weight of a surfactant, the quick-drying property after printing and the printing quality can be further improved. it can.
【０００９】[0009]
【実施例】以下本発明を実施例について更に詳細に説明
するが、本発明はその要旨を超えない限りこれ等の実施
例に限定されるものではない。 実施例１ エチレングリコールモノアリルエーテル２５重量部、エ
チレングリコール２２重量部、前記（イ）式の染料３．
５重量部に水を加えて全量が１００重量部となるように
調整し、この組成物を充分に混合して溶解し、孔径１μ
ｍのテフロンフィルターで加圧濾過した後、真空ポンプ
及び超音波洗浄機で脱気処理して記録液を調整した。得
られた記録液を使用し、インクジェットプリンター（商
品名ＨＧ−３０００、エプソン社製）を用いて電子写真
用紙（富士ゼロックス社製）にインクジェット記録を行
い、下記（ａ）、（ｂ）及び（ｃ）の方法による諸評価
を行なった結果を示す。 （ａ）記録画像の耐光性：キャノンフェードメーター
（スガ試験機社製）を用い、記録紙に１００時間照射し
た。照射後の変退色は小さかった。EXAMPLES The present invention will now be described in more detail with reference to examples, but the present invention is not limited to these examples as long as the gist thereof is not exceeded. Example 1 25 parts by weight of ethylene glycol monoallyl ether, 22 parts by weight of ethylene glycol, dye of the formula (a) 3.
Water was added to 5 parts by weight to adjust the total amount to 100 parts by weight, and the composition was thoroughly mixed and dissolved to give a pore size of 1 μm.
After pressure filtration with a Teflon filter of m., the recording liquid was adjusted by deaeration with a vacuum pump and an ultrasonic cleaner. Using the obtained recording liquid, inkjet recording was performed on an electrophotographic paper (manufactured by Fuji Xerox Co., Ltd.) using an inkjet printer (trade name HG-3000, manufactured by Epson Corporation), and the following (a), (b) and ( The results of various evaluations by the method of c) are shown. (A) Light resistance of recorded image: A recording sheet was irradiated with a Canon fade meter (manufactured by Suga Test Instruments Co., Ltd.) for 100 hours. The discoloration and fading after irradiation was small.
【００１０】（ｂ）記録画像の耐水性：水中に記録紙を
５分間浸漬した後の画像の滲みを調べた。画像の滲みは
僅かであり、また濃度の低下も小さかった。(B) Water resistance of recorded image: The bleeding of the image was examined after the recording paper was immersed in water for 5 minutes. Image bleeding was slight and the decrease in density was small.
【００１１】（ｃ）記録液の保存安定性：記録液をテフ
ロン容器中に密閉し、５℃及び６０℃で１月間保存した
後の変化を調べた。不溶物の析出は認められなかった。 実施例２ グリセリン１０重量部、エチレングリコール１０重量
部、前記（ロ）式の染料５重量部に水を加えて全量を１
００重量部となし、この組成物を実施例１に記載の方法
により処理して記録液を調製し、実施例１の（ａ）〜
（ｃ）による諸評価を行なった。その結果、実施例１と
同様に何れも良好な結果が得られた。(C) Storage stability of recording liquid: The recording liquid was sealed in a Teflon container, and changes after storage for 1 month at 5 ° C. and 60 ° C. were examined. No precipitation of insoluble matter was observed. Example 2 Water was added to 10 parts by weight of glycerin, 10 parts by weight of ethylene glycol, and 5 parts by weight of the dye of the formula (b) to make the total amount 1
This composition was treated by the method described in Example 1 to prepare a recording liquid.
Various evaluations according to (c) were performed. As a result, good results were obtained as in Example 1.
【００１２】実施例３ ジエチレングリコールモノブチルエーテル５重量部、グ
リセリン１５重量部、前記（ハ）式の染料２重量部に水
を加えて全量を１００重量部となし、この組成物を実施
例１に記載の方法により処理して記録液を調製し、実施
例１の（ａ）〜（ｃ）による諸評価を行なった。その結
果、実施例１と同様に何れも良好な結果を得た。Example 3 5 parts by weight of diethylene glycol monobutyl ether, 15 parts by weight of glycerin, and 2 parts by weight of the dye of the formula (C) were added water to make 100 parts by weight. This composition was described in Example 1. The recording liquid was prepared by the method described in (1) above, and various evaluations according to (a) to (c) of Example 1 were performed. As a result, good results were obtained in the same manner as in Example 1.
【００１３】実施例４〜５ 実施例１において用いた前記（イ）式の染料の代わり
に、前記（ニ）式及び（ホ）式の染料をそれぞれ使用し
た以外は、実施例１の方法により記録液を調製し、実施
例１の（ａ）〜（ｃ）による諸評価を行なった。その結
果、実施例１と同様に何れも良好な結果を得た。Examples 4 to 5 According to the method of Example 1, except that the dyes of the above formulas (d) and (e) were used in place of the dyes of the above formula (a) used in Example 1, respectively. A recording liquid was prepared and various evaluations according to Example 1 (a) to (c) were performed. As a result, good results were obtained in the same manner as in Example 1.
【００１４】[0014]
【発明の効果】本発明の記録液は、インクジェット記録
用、筆記用具用として用いられ、普通紙に記録した場合
の記録画像の印字濃度及びその耐光性、耐水性が優れて
いる外、記録液としての保存安定性も良好である。INDUSTRIAL APPLICABILITY The recording liquid of the present invention is used for ink jet recording and writing instruments, and is excellent in print density of a recorded image and its light resistance and water resistance when recorded on plain paper. The storage stability is also good.
Claims (1)
染料から選ばれる少なくとも１種の染料を含有すること
を特徴とする記録液。 【化１】 （式中Ｒ1はＨ、Ｃｌ、ＣＨ3 又はＯＣＨ3 を表わし、
Ｒ2は炭素数１〜６のアルキル基、フェニル基、トリル
基又はアニシル基を表わし、Ｘは−ＣＯ−又は−ＳＯ2
−を表わし、Ｒ3はＨ、ＣＯＯＭ基で置換されていても
よいフェニル基又はＣＯＯＭ基で置換された炭素数１〜
３のアルキル基を表わし、Ｒ4はＨ又はＣＯＯＭ基で置
換された炭素数１〜３のアルキル基を表わし、ｍは１又
は２を表わし、ｎは０又は１を表わし、Ｍはアルカリ金
属、ＮＨ4 又は有機アミン塩の基を表わす。）1. A recording liquid containing an aqueous medium and at least one dye selected from the dyes represented by the following general formula [I]. [Chemical 1] (In the formula, R 1 represents H, Cl, CH 3 or OCH 3 ,
R 2 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group or an anisyl group, and X represents —CO— or —SO 2
Represents-, R 3 is H, a phenyl group which may be substituted with a COOM group, or a carbon number of 1 to which a COOM group is substituted.
3 represents an alkyl group, R 4 represents an alkyl group having 1 to 3 carbon atoms substituted with H or a COOM group, m represents 1 or 2, n represents 0 or 1, M represents an alkali metal, Represents NH 4 or an organic amine salt group. )
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29177091A JP3092258B2 (en) | 1991-11-07 | 1991-11-07 | Recording liquid |
| EP98101815A EP0844288B1 (en) | 1991-11-07 | 1992-09-29 | Recording liquid |
| DE69229917T DE69229917T2 (en) | 1991-11-07 | 1992-09-29 | RECORDING FLUID |
| EP92920392A EP0611811B1 (en) | 1991-11-07 | 1992-09-29 | Recording fluid |
| PCT/JP1992/001247 WO1993009192A1 (en) | 1991-11-07 | 1992-09-29 | Recording fluid |
| EP98101817A EP0844289B1 (en) | 1991-11-07 | 1992-09-29 | Recording liquid |
| DE69233374T DE69233374T2 (en) | 1991-11-07 | 1992-09-29 | recording liquid |
| DE69233532T DE69233532T2 (en) | 1991-11-07 | 1992-09-29 | recording liquid |
| US08/238,734 US5478384A (en) | 1991-11-07 | 1994-05-05 | Recording liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29177091A JP3092258B2 (en) | 1991-11-07 | 1991-11-07 | Recording liquid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05125318A true JPH05125318A (en) | 1993-05-21 |
| JP3092258B2 JP3092258B2 (en) | 2000-09-25 |
Family
ID=17773199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP29177091A Expired - Fee Related JP3092258B2 (en) | 1991-11-07 | 1991-11-07 | Recording liquid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3092258B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0771860A2 (en) | 1995-11-02 | 1997-05-07 | Seiko Epson Corporation | Ink composition excellent in reproduction of black color and ink jet recording method using the same |
| EP0761771A3 (en) * | 1995-08-25 | 1997-05-28 | Orient Chemical Ind | Disazo-dye composition and black aqueous ink composition containing the same |
| JP2002535432A (en) * | 1999-01-21 | 2002-10-22 | アベシア・リミテッド | Compound |
| US6761759B2 (en) | 2001-03-30 | 2004-07-13 | Seiko Epson Corporation | Ink composition, ink jet recording method and recorded matter |
-
1991
- 1991-11-07 JP JP29177091A patent/JP3092258B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0761771A3 (en) * | 1995-08-25 | 1997-05-28 | Orient Chemical Ind | Disazo-dye composition and black aqueous ink composition containing the same |
| EP0771860A2 (en) | 1995-11-02 | 1997-05-07 | Seiko Epson Corporation | Ink composition excellent in reproduction of black color and ink jet recording method using the same |
| JP2002535432A (en) * | 1999-01-21 | 2002-10-22 | アベシア・リミテッド | Compound |
| US6761759B2 (en) | 2001-03-30 | 2004-07-13 | Seiko Epson Corporation | Ink composition, ink jet recording method and recorded matter |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3092258B2 (en) | 2000-09-25 |
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