JPH03287676A - Ink jet recording fluid - Google Patents

Ink jet recording fluid

Info

Publication number
JPH03287676A
JPH03287676A JP2088593A JP8859390A JPH03287676A JP H03287676 A JPH03287676 A JP H03287676A JP 2088593 A JP2088593 A JP 2088593A JP 8859390 A JP8859390 A JP 8859390A JP H03287676 A JPH03287676 A JP H03287676A
Authority
JP
Japan
Prior art keywords
recording liquid
pigment
water
formula
compound
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
JP2088593A
Other languages
Japanese (ja)
Other versions
JP2841678B2 (en
Inventor
Hiroshi Takimoto
滝本 浩
Tomio Yoneyama
富雄 米山
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 JP8859390A priority Critical patent/JP2841678B2/en
Priority to DE69115960T priority patent/DE69115960T2/en
Priority to EP91104257A priority patent/EP0448055B1/en
Priority to US07/672,554 priority patent/US5125968A/en
Publication of JPH03287676A publication Critical patent/JPH03287676A/en
Application granted granted Critical
Publication of JP2841678B2 publication Critical patent/JP2841678B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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

Abstract

PURPOSE:To obtain the title fluid which gives a recorded image with enhanced light resistance and water resistance and has good shelf stability and delivery stability by incorporating a specified dispersant therein. CONSTITUTION:The title fluid contains an aqueous medium, a pigment, and a compound of formula I (wherein R<1> is 8-20C alkyl; n is an integer of 1 to 3; M is Na or NH4) and/or a compound of formula II (wherein R<2> is 8-20C alkyl; m is an integer of 1 to 3; M is Na or NH4). The compounds of formulas I and II are used as the dispersant. As the aqueous medium, water and a water- soluble organic solvent (e.g. ethylene glycol or glycerin) are employed. The amounts of the pigment and the solvent respectively are about 0.5-10wt.% and about 0-50wt.% based on the total weight of the recording fluid. The amount of the dispersant is about 30-100wt.% based on the weight of the pigment.

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分散剤を用いた記
録液に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a recording liquid using a dispersant suitable for inkjet recording.

〔従来の技術〕[Conventional technology]

インクジェット記録方式は騒音が少ないこと、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
記録に用いる記録液の着色剤としては、通常、酸性染料
、直接性染料等の水溶性染料が用いられているが、耐光
性、耐水性等堅牢性の面で十分とはいえず、改良が検討
されている。
The inkjet recording method has characteristics such as low noise, low running cost, and easy color printing, and has rapidly become popular in recent years. Water-soluble dyes such as acid dyes and direct dyes are usually used as colorants in recording liquids used in inkjet recording, but they are not sufficient in terms of fastness such as light fastness and water resistance, so improvements are needed. is being considered.

水溶性染料の耐光性、耐水性を改良するため、例えば特
開昭64−62372、特開昭64−48873、特開
昭64−16880、特開昭63−289079等に記
載されている如く、多くの提案がなされているが未だ十
分ではない。
In order to improve the light resistance and water resistance of water-soluble dyes, for example, as described in JP-A-64-62372, JP-A-64-48873, JP-A-64-16880, JP-A-63-289079, etc. Although many proposals have been made, they are still not sufficient.

一方、着色剤として顔料を用いる方法も古くから研究さ
れており、例えば特開昭47−12104、特開昭56
−14’7B59、特開昭56−147863、特開昭
56−147869、特開昭56−157468、特開
昭57−21466、特開昭62−74973等多くの
出願がなされている。
On the other hand, methods using pigments as colorants have been studied for a long time, such as JP-A-47-12104 and JP-A-56.
Many applications have been filed, including JP-A-14'7B59, JP-A-56-147863, JP-A-56-147869, JP-A-56-157468, JP-A-57-21466, and JP-A-62-74973.

着色剤として顔料を用いた場合、耐光性、耐水性は、染
料に比べて格段に向上するものの記録液としての保存安
定性が劣るため実用化されるまでに至っていない。
When a pigment is used as a coloring agent, the light resistance and water resistance are significantly improved compared to dyes, but the storage stability as a recording liquid is poor, so it has not been put into practical use.

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

本発明は記録した画像の耐光性、耐水性が高く、かつ記
録液としての保存安定性、吐出安定性に、優れたインク
ジェット用記録液の提供を目的とするものであり、この
目的は特定分散剤を用いることにより達せられるとの新
規な知見に基くものである。
The purpose of the present invention is to provide an inkjet recording liquid that has high light resistance and water resistance for recorded images, and has excellent storage stability and ejection stability as a recording liquid. This is based on the new finding that this can be achieved by using agents.

〔課題を解決するための手段] 本発明の要旨は水性媒体、顔料並びに下記一般式(I) R’−CIICll−÷CHt+rSOsM・・・CI
) H (式中、R1は炭素数8〜20のアルキル基を表わしn
は、1〜3の整数を表わしMは、Na又はNH,を表わ
す。)で示される化合物及び/又は下記一般式(n) R”−Ctl=CEI+CH,h−SO3M    ・
(II )(式中、R2は炭素数8〜20のアルキル基
を表わしmは1〜3の整数を表わしMはNa又はNH。
[Means for Solving the Problems] The gist of the present invention is an aqueous medium, a pigment, and the following general formula (I) R'-CIICll-÷CHt+rSOsM...CI
) H (wherein R1 represents an alkyl group having 8 to 20 carbon atoms, and n
represents an integer of 1 to 3, and M represents Na or NH. ) and/or the following general formula (n) R”-Ctl=CEI+CH, h-SO3M ・
(II) (In the formula, R2 represents an alkyl group having 8 to 20 carbon atoms, m represents an integer of 1 to 3, and M is Na or NH.

を表わす。)で示される化合物を含有するインクジェッ
ト用記録液に存する。
represents. ) exists in an inkjet recording liquid containing a compound represented by the following.

以下本発明の詳細な説明する。The present invention will be explained in detail below.

本発明の記録液において用いられる顔料としては、アゾ
系、フタロシアニン系、キナクリドン系の他力−ボンブ
ラックが挙げられるが、とりわけPigment  Y
ellow−74,−154;Pigment  Re
d−5,−122;Pigment  Blue−15
が好ましい。
Pigments used in the recording liquid of the present invention include azo-based, phthalocyanine-based, and quinacridone-based pigment blacks, and in particular Pigment Y
yellow-74, -154; Pigment Re
d-5,-122; Pigment Blue-15
is preferred.

上記顔料の含有量としては、記録液全重量に対して0.
5〜10−tχの範囲、好ましくは1〜7wtχの範囲
が挙げられる。
The content of the above pigment is 0.0% based on the total weight of the recording liquid.
The range is 5 to 10-tχ, preferably 1 to 7 wtχ.

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II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、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(#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、水溶性有機溶削の含有量としては、記
録液全重量に対し、0〜50重量%の範囲が挙げられる
In addition to water, examples of the aqueous medium used in the recording liquid of the present invention include water-soluble solvents such as ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol (#200), and polyethylene glycol (#400).
, glycerin, N-methyl-pyrrolidone, N-ethyl-
It preferably contains pyrrolidone, N-vinyl-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, etc., and the content of water-soluble organic abrasion Examples of the amount include a range of 0 to 50% by weight based on the total weight of the recording liquid.

本発明の記録液に用いられる分散剤は、前記−般式(1
)及び(it)で表わされる化合物であるが、式中R1
及びR8で示される炭素数8〜20のアル°キル基は直
鎖状でも分岐状でも良く、これらの具体例として以下の
化合物が挙げられる。
The dispersant used in the recording liquid of the present invention has the above-mentioned general formula (1
) and (it), in which R1
The alkyl group having 8 to 20 carbon atoms represented by R8 and R8 may be linear or branched, and specific examples thereof include the following compounds.

Nal   CtJzsCH2fJl−CF]z−SO
3NaH Nα2  C1□HzsCHzCH−CHz−CL−5
OJLH No、3   CsH+tCHzCt(CHzCHzC
HzSOJaH Nα4   Cl8H37−CH2CHCH2SO3N
Nal CtJzsCH2fJl-CF]z-SO
3NaH Nα2 C1□HzsCHzCH-CHz-CL-5
OJLH No, 3 CsH+tCHzCt(CHzCHzC
HzSOJaH Nα4 Cl8H37-CH2CHCH2SO3N
.

0I( No、5   CzHz3−C)l=cH−CHz−5
OJaNα6   C14H29−CFI=CH−CH
2CH2−So+1N84Nil 7   Cl zH
zs−C)l=cH−C)IzSO3Na尚この様な化
合物としては、リポランPB−800(商品名;ライオ
ン■製)、リポランLB−840(商品名;ライオン■
製)、リポランPJ400(商品名;ライオン■製)等
が市販されておりこれらを適宜利用することもできる。
0I (No, 5 CzHz3-C)l=cH-CHz-5
OJaNα6 C14H29-CFI=CH-CH
2CH2-So+1N84Nil7ClzH
zs-C)l=cH-C)IzSO3Na Examples of such compounds include Liporan PB-800 (product name; manufactured by Lion ■), Liporan LB-840 (product name; Lion ■)
(manufactured by Lion Corporation), Liporan PJ400 (trade name; manufactured by Lion ■), etc. are commercially available, and these can also be used as appropriate.

本発明の記録液において、これらの分散剤の含有量とし
ては顔料の重量に対して30〜100重量%の範囲、好
ましくは30〜70重量%の範囲が挙げられる。
In the recording liquid of the present invention, the content of these dispersants is in the range of 30 to 100% by weight, preferably in the range of 30 to 70% by weight, based on the weight of the pigment.

これらの一般式CI)及び(II)で表わされる分散剤
は、単独で用いても良いが、両者を併用することによっ
てより一層の効果を得ることができる。
The dispersants represented by these general formulas CI) and (II) may be used alone, but even greater effects can be obtained by using both in combination.

更に本発明の記録液に0.5〜20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。
Furthermore, by adding 0.5 to 20% by weight of a surfactant to the recording liquid of the present invention, quick drying properties and print quality after printing can be improved.

又、本発明の記録液に尿素、カプロラクタムを添加する
ことにより吐出安定性を、更に改良することができる。
Further, by adding urea or caprolactam to the recording liquid of the present invention, the ejection stability can be further improved.

〔発明の効果〕〔Effect of the invention〕

本発明の記録液は、インクジェット記録用として用いら
れ、記録画像の耐光性、耐水性に優れている他記録液と
しての保存安定性、吐出安定性も著しく良好である。
The recording liquid of the present invention is used for inkjet recording, and has excellent light resistance and water resistance of recorded images, as well as extremely good storage stability and ejection stability as a recording liquid.

〔実施例〕〔Example〕

本発明を以下の実施例により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 explained in more detail with reference to the following examples, but the present invention is not limited to these examples in any way.

実施例1 記録液の組成      使用量(g)ポリエチレング
リコール (#200)       15 阻1の化合物           1.5Pigme
nt  Red  122    4水       
         残量合計    100 上記の各成分を容器にとり平均0.5−径のガラスピー
ズ130m1.と共にサンドグラインダー(五十嵐機械
製造■製造)を用いて20時間粉砕処理を行った。孔径
3μ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 (g) Polyethylene glycol (#200) 15 Compound 1.5 Pigme
nt Red 122 4 water
Total remaining amount: 100 Place each of the above ingredients in a container and add 130 ml of glass beads with an average diameter of 0.5. At the same time, pulverization treatment was performed for 20 hours using a sand grinder (manufactured by Igarashi Machinery Co., Ltd.). After pressurizing through a Teflon filter with a pore size of 3 μm, a recording liquid was prepared by degassing using a vacuum pump and an ultrasonic cleaner.

得られた記録液を用いて、インクジェットプリンター(
10−735、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■製造)にインクジェット記録
を行ない、下記(a)、[有]J及び(C)の方法に従
って、諸評価を行った。
Using the obtained recording liquid, inkjet printer (
Inkjet recording was carried out on electrophotographic paper (manufactured by Fuji Xerox ■) using an inkjet paper (manufactured by Fuji Xerox Corporation) using an inkjet recording paper (manufactured by Sharp Corporation), and various evaluations were performed according to the following methods (a), J and (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■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 resistance of recorded images After the printed matter was irradiated for 100 hours using a xenon fade meter (manufactured by Suga Shikenki ■), there was little discoloration or fading.

(b)  保存安定性 記録液をテフロン容器に密閉し、60°Cで2ケ月保存
した後でもゲル化することなく、又、沈降物も認められ
なかった。
(b) Storage stability Even after the recording liquid was sealed in a Teflon container and stored at 60°C for 2 months, no gelation occurred and no sediment was observed.

(C)  吐出安定性 室温下48時間の連続吐出を行ったが終始安定した高品
質の記録が行えた。
(C) Ejection Stability Continuous ejection was performed for 48 hours at room temperature, and stable high-quality recording was achieved from beginning to end.

比較例1 実施例1における陥1の化合物の代りにナフタレンスル
ホン酸ホルマリン縮合物系分散剤であるディスコール3
0(第一工業製薬■製)を用いて記録液を調整し、実施
例1と同様の評価を行った結果、60°C3日で沈降物
が生じ、室温上連続吐出においては15時間で吐出不能
となった。
Comparative Example 1 In place of compound No. 1 in Example 1, Discor 3, which is a naphthalene sulfonic acid formalin condensate-based dispersant, was used.
0 (manufactured by Daiichi Kogyo Seiyaku ■) and evaluated in the same way as in Example 1. As a result, sedimentation occurred after 3 days at 60°C, and the discharge occurred in 15 hours when continuously discharged at room temperature. It became impossible.

比較例2 実施例1におけるNo、1の化合物の代りにオキシエチ
レン・オキシプロピレンブロックポリマー量分散剤であ
るプロノン204(日本油脂■製)ヲ用いて記録液を調
整し、実施例1と同様の評価を行った結果、60°C7
日で沈降物を生じ、室温上連続吐出においては20時間
で吐出不能となった。
Comparative Example 2 A recording liquid was prepared by using Pronone 204 (manufactured by NOF ■), which is an oxyethylene/oxypropylene block polymer dispersant, in place of compound No. 1 in Example 1, and the same procedure as in Example 1 was made. As a result of evaluation, 60°C7
Precipitates formed within a few days, and discharging became impossible after 20 hours of continuous discharging at room temperature.

実施例2 記録液の組成      使用量(g)ジエチレングリ
コール       2ONα2の化合物      
      IPigment  Blue  15 
  3水                     
 残量合計    100 上記組成物を用い、実施例1と同様にして記録液を調整
し、(a)、 (b)、 (C)の諸評価を行った結果
いずれも良好であった。
Example 2 Composition of recording liquid Amount used (g) Diethylene glycol 2ONα2 compound
IPigment Blue 15
3 water
Total remaining amount: 100 Using the above composition, a recording liquid was prepared in the same manner as in Example 1, and various evaluations (a), (b), and (C) were performed, and all of the results were good.

比較例3 実施例2におけるNα2の化合物の代りにポリスチレン
スルホン酸ソーダ系分散剤であるポリナスPS−1(東
洋曹達工業株制)を用いて記録液を調整し、実施例1と
同様の評価を行った結果、60°C4日で沈降物を生じ
、又室゛温下達続吐出においては13時間で吐出不能と
なった。
Comparative Example 3 A recording liquid was prepared using Polynas PS-1 (Toyo Soda Kogyo Co., Ltd.), which is a sodium polystyrene sulfonate dispersant, in place of the Nα2 compound in Example 2, and the same evaluation as in Example 1 was conducted. As a result, sediment was formed after 4 days at 60°C, and discharging became impossible after 13 hours when the temperature was lowered to room temperature.

実施例3 記録液の組成      使用量(g)NCL4の化合
物           0.5No、6の化合物  
         0.5Pigment  Yell
ow−74水                残量合
計    100 実施例4 記録液の組成      使用量(g)No、 1の化
合物           0.5阻3の化合物   
        1.ONO,7の化合物      
     1.5カーボンブラツク         
  6ε−カプロラクタム         5水  
              残量合計    100 上記組成物を用い、実施例1と同様にして記録液を調整
し、諸評価を行った結果、実施例1と同様いずれも良好
であった。
Example 3 Composition of recording liquid Amount used (g) Compound of NCL4 Compound of No. 0.5, Compound of No. 6
0.5Pigment Yellow
ow-74 water Total remaining amount 100 Example 4 Composition of recording liquid Usage amount (g) No. 1 Compound 0.5-3 Compound
1. Compound of ONO,7
1.5 carbon black
6ε-caprolactam 5 water
Total remaining amount: 100 Using the above composition, a recording liquid was prepared in the same manner as in Example 1, and various evaluations were performed.

Claims (1)

【特許請求の範囲】[Claims] (1)水性媒体、顔料並びに下記一般式〔 I 〕▲数式
、化学式、表等があります▼・・・〔 I 〕 (式中、R^1は炭素数8〜20のアルキル基を表わし
nは、1〜3の整数を表わし、Mは、Na又はNH_4
を表わす。)で示される化合物及び/又は下記一般式〔
II〕 ▲数式、化学式、表等があります▼・・・〔II〕 (式中、R^2は炭素数8〜20のアルキル基を表わし
mは1〜3の整数を表わしMはNa又はNH_4を表わ
す。)で示される化合物を含有することを特徴とするイ
ンクジェット用記録液。
(1) Aqueous medium, pigment, and the following general formula [I]▲Mathematical formula, chemical formula, table, etc.▼...[I] (In the formula, R^1 represents an alkyl group having 8 to 20 carbon atoms, and n is , represents an integer from 1 to 3, and M is Na or NH_4
represents. ) and/or the following general formula [
II] ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[II] (In the formula, R^2 represents an alkyl group having 8 to 20 carbon atoms, m represents an integer of 1 to 3, and M is Na or NH_4 An inkjet recording liquid characterized by containing a compound represented by:
JP8859390A 1990-03-20 1990-04-03 Inkjet recording liquid Expired - Fee Related JP2841678B2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP8859390A JP2841678B2 (en) 1990-04-03 1990-04-03 Inkjet recording liquid
DE69115960T DE69115960T2 (en) 1990-03-20 1991-03-19 Recording liquid for ink jet recording
EP91104257A EP0448055B1 (en) 1990-03-20 1991-03-19 Recording liquid for ink jet recording
US07/672,554 US5125968A (en) 1990-03-20 1991-03-20 Recording liquid for ink jet recording

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP8859390A JP2841678B2 (en) 1990-04-03 1990-04-03 Inkjet recording liquid

Publications (2)

Publication Number Publication Date
JPH03287676A true JPH03287676A (en) 1991-12-18
JP2841678B2 JP2841678B2 (en) 1998-12-24

Family

ID=13947130

Family Applications (1)

Application Number Title Priority Date Filing Date
JP8859390A Expired - Fee Related JP2841678B2 (en) 1990-03-20 1990-04-03 Inkjet recording liquid

Country Status (1)

Country Link
JP (1) JP2841678B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008525650A (en) * 2004-12-23 2008-07-17 クラリアント インターナショナル リミティド Dispersant for polyester oligomer
US7723403B2 (en) 2006-06-12 2010-05-25 Canon Kabushiki Kaisha Ink-jet recording pigment ink

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008525650A (en) * 2004-12-23 2008-07-17 クラリアント インターナショナル リミティド Dispersant for polyester oligomer
US7723403B2 (en) 2006-06-12 2010-05-25 Canon Kabushiki Kaisha Ink-jet recording pigment ink

Also Published As

Publication number Publication date
JP2841678B2 (en) 1998-12-24

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