JP2701387B2 - Recording liquid - Google Patents

Recording liquid

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Publication number
JP2701387B2
JP2701387B2 JP30842888A JP30842888A JP2701387B2 JP 2701387 B2 JP2701387 B2 JP 2701387B2 JP 30842888 A JP30842888 A JP 30842888A JP 30842888 A JP30842888 A JP 30842888A JP 2701387 B2 JP2701387 B2 JP 2701387B2
Authority
JP
Japan
Prior art keywords
recording liquid
group
recording
dye
ammonium
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
JP30842888A
Other languages
Japanese (ja)
Other versions
JPH02153977A (en
Inventor
浩 滝本
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 Chemical Corp
Original Assignee
Mitsubishi Chemical 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 Chemical Corp filed Critical Mitsubishi Chemical Corp
Priority to JP30842888A priority Critical patent/JP2701387B2/en
Publication of JPH02153977A publication Critical patent/JPH02153977A/en
Application granted granted Critical
Publication of JP2701387B2 publication Critical patent/JP2701387B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Ink Jet (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明はインクジェット記録に適した染料を用いた記
録液に関する。
Description: TECHNICAL FIELD The present invention relates to a recording liquid using a dye suitable for ink jet recording.

〔従来の技術〕[Conventional technology]

インクジェット記録方式は騒音が少いこと、ランニン
グコストが安いこと、カラー化が容易であること等の特
徴があり、近年急速に普及しつつある。インクジェット
記録に用いるカラーインクとしては通常イエロー、マゼ
ンダ、シアン、ブラックの4色が用いられ、各色とも品
質の改良が検討されている。
The ink jet recording method has features such as low noise, low running cost, and easy colorization, and has been rapidly spreading in recent years. Generally, four colors of yellow, magenta, cyan, and black are used as color inks used for ink jet recording, and improvement in quality of each color is being studied.

〔発明が解決しようとする課題〕[Problems to be solved by the invention]

イエローのカラーインクについても色調が鮮明、着色
濃度が高い、耐光性及び溶解性の良好な染料が求められ
ているが、これらの多くの要求を同時に満足する染料は
まだ得られていない。このため、特開昭55−152766号、
特開昭57−5770号、特開昭59−174664号、特開昭59−17
2563号、特開昭60−199077号、特開昭60−243174号等の
多くの特許出願によってこれら市場の要求を完全に満足
する試みがなされているが充分でない。
As for the yellow color ink, a dye having a clear color tone, a high coloring density, and good light fastness and solubility has been demanded, but a dye satisfying many of these requirements at the same time has not yet been obtained. For this reason, JP-A-55-152766,
JP-A-57-5770, JP-A-59-174664, JP-A-59-17
Many patent applications such as JP-A No. 2563, JP-A-60-199077, and JP-A-60-243174 have attempted to completely satisfy these market requirements, but they have not been sufficient.

本発明は、染料の溶解性が高く、長期間保存した場合
でも安全であり、かつ印字された画像が鮮明でかつ濃度
が高く、しかも耐光性にも優れた記録液の提供を目的と
するものである。
An object of the present invention is to provide a recording liquid which has high solubility of a dye, is safe even when stored for a long period of time, and has a sharp printed image, high density, and excellent light fastness. It is.

〔課題を解決するための手段〕[Means for solving the problem]

本発明は水性媒体及び下記一般式〔I〕 (式中、DはSO3M基で置換されたフェニル基又はナフチ
ル基を表わし、Rは水素原子、低級アルキル基又はヒド
ロキシ低級アルキル基を表わし、Mはアルカリ金属、ア
ンモニウム又はアンモニウムの1ないし4個の水素原子
が炭素数2以下のアルキル基及び/又はヒドロキシアル
キル基で置換されているアンモニウムを表わす。) で示される染料の少くとも1種を含有することを特徴と
するインクジェット記録用記録液に関する。
The present invention relates to an aqueous medium and the following general formula (I) (Wherein, D represents a phenyl group or a naphthyl group substituted by an SO 3 M group, R represents a hydrogen atom, a lower alkyl group or a hydroxy lower alkyl group, and M represents an alkali metal, ammonium or ammonium 1 to 4). Wherein at least one hydrogen atom is an ammonium substituted with an alkyl group and / or a hydroxyalkyl group having 2 or less carbon atoms.) A recording liquid for ink-jet recording comprising at least one dye represented by the formula: About.

以下、本発明を詳細に説明する。 Hereinafter, the present invention will be described in detail.

上記一般式〔I〕中、Mで表わされるアミン塩として
はアンモニウム又はアンモニウムの1ないし4個の水素
原子が炭素数2以下のアルキル基及び/又はヒドロキシ
アルキル基で置換されているものを表わす。フェニル基
又はナフチル基は少くとも1個のSO3M基を有するが、通
常2個以上有するのが好ましい。
In the above general formula [I], the amine salt represented by M is ammonium or an ammonium salt in which 1 to 4 hydrogen atoms of ammonium are substituted by an alkyl group and / or a hydroxyalkyl group having 2 or less carbon atoms. The phenyl or naphthyl group has at least one SO 3 M group, but preferably has at least two.

本発明に使用する一般式〔I〕の染料の具体例として
は以下の様なものが挙げられる。
Specific examples of the dye of the general formula [I] used in the present invention include the following.

これらの染料は「新染料化学」(技報堂出版、細田豊
著)のp396に記載の方法に準じて製造することができ
る。
These dyes can be manufactured according to the method described in p.396 of "New Dye Chemistry" (published by Gihodo Publishing, Yutaka Hosoda).

本発明の記録液において、上記染料の含有量として
は、記録液全重量に対して0.5〜5wt%の範囲、好ましく
は1〜3wt%の範囲が挙げられる。
In the recording liquid of the present invention, the content of the dye is in the range of 0.5 to 5% by weight, preferably in the range of 1 to 3% by weight based on the total weight of the recording liquid.

本発明の記録液に用いられる水性媒体としては、水の
他水溶性有機溶剤として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、シ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(#400)、グリ
セリン、N−メチル−ピロリドン、N−エチル−ピロリ
ドン、N−ビニル−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
好ましく、水溶性有機溶剤の含有量としては、記録液全
重量に対し、10〜50重量%の範囲が挙げられる。
The aqueous medium used in the recording liquid of the present invention includes water and water-soluble organic solvents other than water, such as ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, silyethylene glycol, polyethylene glycol (# 200), and polyethylene glycol (# 400). Contains glycerin, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, N-vinyl-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, etc. Preferably, the content of the water-soluble organic solvent is in the range of 10 to 50% by weight based on the total weight of the recording liquid.

さらに本発明の記録液は記録液全重量に対し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、又0.001〜0.5重量%の界面活性剤を添加するこ
とにより印字後の速乾性及び印字品位を改良することが
できる。
Further, the recording liquid of the present invention is 0.1 to 10% based on the total weight of the recording liquid.
Urea, thiourea by weight, preferably 0.5-5% by weight,
By adding a compound selected from biuret and semicarbazide or adding a surfactant in an amount of 0.001 to 0.5% by weight, quick drying after printing and print quality can be improved.

〔発明の効果〕〔The invention's effect〕

本発明の記録液は、インクジェット記録用に用いら
れ、色調が鮮明でかつ画像濃度が高く、記録画像の耐光
性に優れている他、記録液としての保存安定性も良好で
ある。
The recording liquid of the present invention is used for ink jet recording, and has a clear color tone, a high image density, excellent light resistance of a recorded image, and good storage stability as a recording liquid.

また、本発明の記録液は著しく鮮明な黄色であるた
め、特開昭57−30773号公報等に記載されている、耐光
性には優れているものの色調が暗味である含金属系マゼ
ンタ色記録液と本発明の記録液とを併用した場合でも鮮
明な赤色の印字物を形成することが可能である。
Further, since the recording liquid of the present invention is remarkably sharp yellow, a metal-containing magenta color described in Japanese Patent Application Laid-Open No. 57-30773 is excellent in light resistance but dark in color tone. Even when the recording liquid and the recording liquid of the present invention are used in combination, a clear red printed matter can be formed.

〔実施例〕〔Example〕

本発明を以下の実施例で更に詳細に説明するが、本発
明はこれら実施例により何等限定されるものではない。
The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

実施例1 記録液の組成 使用量(重量%) エチレングリコールモノアリルエーテル 25 エチレングリコール 22 前記No.1の染料 2 水 残量 合計 100 上記の各成分を容器の中で充分混合溶解し、孔径1μ
のテフロンフィルターで加圧||過したのち、真空ポンプ
及び超音波洗浄機を用いて脱気処理し記録液を調製し
た。
Example 1 Composition of Recording Liquid Amount Used (% by Weight) Ethylene Glycol Monoallyl Ether 25 Ethylene Glycol 22 Dye of No. 1 2 Water Total Remaining 100 The above components were thoroughly mixed and dissolved in a container, and the pore size was 1 μm.
And then degassing was performed using a vacuum pump and an ultrasonic cleaner to prepare a recording solution.

得られた記録液を用いて、インクジェットプリンター
(IO−735、シャープ株式会社製造)を用いて電子写真
用紙(富士ゼロックス(株)製造)にインクジェット記
録を行ない、下記(a),(b)及び(c)の方法に従
って、諸評価を行った。
Using the obtained recording liquid, inkjet recording was performed on electrophotographic paper (manufactured by Fuji Xerox Co., Ltd.) using an inkjet printer (IO-735, manufactured by Sharp Corporation), and the following (a), (b) and Various evaluations were performed according to the method (c).

(a)記録画像の耐光性 キセノンフェードメーター(スガ試験機(株)製造)
を用いて印字物を100時間照射した後の変退色は小さか
った。
(A) Light fastness of recorded image Xenon fade meter (manufactured by Suga Test Instruments Co., Ltd.)
The discoloration and discoloration after irradiating the printed matter for 100 hours by using were small.

(b)記録液の保存安定性 記録液のテフロン容器に密閉し5℃と60℃で1カ月保
存したのちでも不溶分の析出は認められなかった。
(B) Storage stability of the recording solution Even after the recording solution was sealed in a Teflon container and stored at 5 ° C. and 60 ° C. for one month, no precipitation of insoluble components was observed.

実施例2 記録液の組成 使用料(重量%) グリセリン 10 エチレングリコール 10 前記No.2の染料 1 水 残量 合計 100 実施例1と同様にして上記組成の記録液を調製し、
(a),(b)の検討を行った結果、いずれも良好な結
果を得た。
Example 2 Composition of recording liquid Usage fee (% by weight) Glycerin 10 Ethylene glycol 10 Dye of No. 2 1 Water Total 100 The recording liquid having the above composition was prepared in the same manner as in Example 1.
As a result of the examination of (a) and (b), good results were obtained in each case.

実施例3 記録液の組成 使用量(重量%) ジエチレングリコールモノブチルエーテル 5 グリセリン 15 前記No.3の染料 3 水 残量 合計 100 実施例1の方法に従って、上記の組成から成る記録液
を調製し、実施例1に記載の(a),(b)の方法に従
って、評価を行なった結果、いずれも良好であった。
Example 3 Composition of recording liquid Amount used (% by weight) Diethylene glycol monobutyl ether 5 Glycerin 15 Dye of No. 3 3 Water Total remaining 100 According to the method of Example 1, a recording liquid having the above composition was prepared. As a result of evaluation according to the methods (a) and (b) described in Example 1, all were good.

実施例4〜6 実施例1におけるNo.1の染料の代りに各々No.4,5,6を
用いて、実施例1と同様にして評価を行った結果、いず
れも良好であった。
Examples 4 to 6 In the same manner as in Example 1 except that Nos. 4, 5, and 6 were used instead of No. 1 dye in Example 1, the results were all good.

実施例7 実施例1におけるNo.1の染料の代りに下記の構造 の染料を用いてマゼンタ色記録液を調整し実施例1の黄
色記録液と共に実施例1の方法に従って重ね印字した。
Example 7 The following structure was used instead of No. 1 dye in Example 1. A magenta recording solution was prepared using the above dye, and overprinted with the yellow recording solution of Example 1 according to the method of Example 1.

本発明の黄色の記録液と上記の染料を用いたマゼンタ
色記録液の重ね印字部分は鮮明な赤色であり実施例1の
(a)の方法に従って耐光性の評価を行ったが著しく良
好であった。
The overprinted portion of the yellow recording liquid of the present invention and the magenta recording liquid using the above dye was a clear red color, and the light resistance was evaluated in accordance with the method of Example 1 (a). Was.

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】水性媒体及び下記一般式〔I〕 (式中、DはSO3M基で置換されたフェニル基又はナフチ
ル基を表わし、Rは水素原子、低級アルキル基又はヒド
ロキシ低級アルキル基を表わし、Mはアルカリ金属、ア
ンモニウム又はアンモニウムの1ないし4個の水素原子
が炭素数2以下のアルキル基及び/又はヒドロキシアル
キル基で置換されているアンモニウムを表わす。) で示される染料の少くとも1種を含有することを特徴と
するインクジェット記録用記録液。
An aqueous medium and the following general formula [I] (Wherein, D represents a phenyl group or a naphthyl group substituted by an SO 3 M group, R represents a hydrogen atom, a lower alkyl group or a hydroxy lower alkyl group, and M represents an alkali metal, ammonium or ammonium 1 to 4). Wherein at least one hydrogen atom is an ammonium group substituted with an alkyl group and / or a hydroxyalkyl group having 2 or less carbon atoms.) A recording liquid for inkjet recording comprising at least one dye represented by the formula: .
JP30842888A 1988-12-06 1988-12-06 Recording liquid Expired - Fee Related JP2701387B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP30842888A JP2701387B2 (en) 1988-12-06 1988-12-06 Recording liquid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP30842888A JP2701387B2 (en) 1988-12-06 1988-12-06 Recording liquid

Publications (2)

Publication Number Publication Date
JPH02153977A JPH02153977A (en) 1990-06-13
JP2701387B2 true JP2701387B2 (en) 1998-01-21

Family

ID=17980934

Family Applications (1)

Application Number Title Priority Date Filing Date
JP30842888A Expired - Fee Related JP2701387B2 (en) 1988-12-06 1988-12-06 Recording liquid

Country Status (1)

Country Link
JP (1) JP2701387B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015135633A1 (en) * 2014-03-08 2015-09-17 Clariant International Ltd Novel pyridone dyes

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4115938A1 (en) * 1991-05-16 1992-11-19 Metallgesellschaft Ag ENZYMATIC METHOD FOR REDUCING THE CONTENT OF PHOSPHORUS-CONTAINING COMPONENTS IN VEGETABLE AND ANIMAL OILS
GB9922136D0 (en) * 1999-09-20 1999-11-17 Avecia Ltd Compounds, compositions and use
JP5572987B2 (en) * 2008-05-14 2014-08-20 住友化学株式会社 Azo compound or salt thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3578431D1 (en) * 1984-05-03 1990-08-02 Basf Ag COLOR SALTS OF ANIONIC DYES.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015135633A1 (en) * 2014-03-08 2015-09-17 Clariant International Ltd Novel pyridone dyes
CN106458906A (en) * 2014-03-08 2017-02-22 科莱恩国际有限公司 Novel pyridone dyes

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JPH02153977A (en) 1990-06-13

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