JPS63280769A - Water soluble monoazo dye - Google Patents
Water soluble monoazo dyeInfo
- Publication number
- JPS63280769A JPS63280769A JP11793087A JP11793087A JPS63280769A JP S63280769 A JPS63280769 A JP S63280769A JP 11793087 A JP11793087 A JP 11793087A JP 11793087 A JP11793087 A JP 11793087A JP S63280769 A JPS63280769 A JP S63280769A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- dye
- group
- lower alkyl
- present
- 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
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 abstract description 23
- 238000004043 dyeing Methods 0.000 abstract description 17
- 239000000835 fiber Substances 0.000 abstract description 11
- 150000001875 compounds Chemical class 0.000 abstract description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract description 6
- 229920002678 cellulose Polymers 0.000 abstract description 5
- 239000001913 cellulose Substances 0.000 abstract description 5
- 239000012736 aqueous medium Substances 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 4
- 150000001412 amines Chemical class 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 238000000034 method Methods 0.000 description 6
- 239000000985 reactive dye Substances 0.000 description 6
- 238000002845 discoloration Methods 0.000 description 5
- 239000004744 fabric Substances 0.000 description 4
- 210000004744 fore-foot Anatomy 0.000 description 4
- -1 monoazo compound Chemical class 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 210000002683 foot Anatomy 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000283986 Lepus Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000005517 mercerization Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 210000001364 upper extremity Anatomy 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は新規な構造を有する中庸黄色系の水溶性モノア
ゾ色累に関するものであり、詳しくは構造中にピールス
ルホン型反応基を有し、特にセルロースまたは含窒素繊
維の染色に適した水溶性モノアゾ色累に関するものであ
る。Detailed Description of the Invention (Industrial Field of Application) The present invention relates to a medium yellow water-soluble monoazo colorant having a novel structure, specifically having a peel sulfone type reactive group in the structure, In particular, it relates to a water-soluble monoazo color scheme suitable for dyeing cellulose or nitrogen-containing fibers.
（従来の技術）
セルロースまたは含窒素繊維を含有する繊維類を染色す
る場合１通常、水溶性の反応性染料が用いられるが、こ
の反応性染料としては、均染性に優れ、且つ、被染物を
濃厚に染色することができ、しかも、染色物の各種堅牢
度も良好なものが要求される。このような反応性染料の
特性は染料の基本骨格、置換基、反応基及びこれらの組
合せによｐ微妙に異なり、従来１種々の構造の染料が提
案されている。(Prior art) When dyeing fibers containing cellulose or nitrogen-containing fibers, 1 a water-soluble reactive dye is usually used. It is required that the dyed product can be dyed deeply and that the dyed product has good fastness properties. The properties of such reactive dyes vary slightly depending on the dye's basic skeleton, substituents, reactive groups, and combinations thereof, and dyes with various structures have been proposed in the past.
例えば、特開昭！９−９４／７ＩＩ号には下記構造式〔
ア〕、〔イ〕で示されるナツタシンアゾベンゼン系反応
性染料が示されている。For example, Tokukai Akira! No. 9-94/7II has the following structural formula [
Natsutashin azobenzene-based reactive dyes shown in A] and [B] are shown.
・・・・・・〔ア〕
しかしながら、前足構造式〔ア〕の反応性染料は均染性
は良好であるものの１例えば、被染物にアイロンをかけ
た際の熱変色性は満足すべきものではない。一方、前足
構造式〔イ〕の反応染料は熱変色性は小さいが、均染性
がやや不十分である上、被染物をシルケット加工する際
の強アルカリ水に対する変色性の点で満足すべきもので
はない。・・・・・・[A] However, although the reactive dye with the forefoot structural formula [A] has good level dyeing properties, for example, the thermochromic property when ironing the dyed object is not satisfactory. do not have. On the other hand, the reactive dye with the forefoot structural formula [A] has a small thermochromic property, but its level dyeing properties are somewhat insufficient, and its discoloration property against strong alkaline water when mercerizing the dyed material is unsatisfactory. isn't it.
（発明が解決しようとする問題点）
本発明は上記実情に鑑み、反応性染料として用い之場合
、均染性が良好で、熱変色性が小さく、且つ、染色後に
シルケット加工をする際の強アルカリ水に対する変色性
も小さい総合的に優れた黄色系の水溶性色素を提供しよ
うとするものである。(Problems to be Solved by the Invention) In view of the above-mentioned circumstances, the present invention has been developed to provide a dye that, when used as a reactive dye, has good level dyeing properties, low thermochromic property, and has a high resistance to mercerization after dyeing. The present invention aims to provide an overall excellent yellow-based water-soluble dye that exhibits little discoloration with alkaline water.
（問題点を解決するための手段）
本発明者等は１種々検討した結果、特定の構造を持つ新
規なモノアゾ化合物を用いることにより１本発明の上記
の目的が達成されることを見い出し１本発明を完成する
に至った。(Means for Solving the Problems) As a result of various studies, the present inventors have found that the above objects of the present invention can be achieved by using a novel monoazo compound having a specific structure. The invention was completed.
すなわち１本発明は遊離酸の形で、下記一般式〔■〕
〔式中、Ｘは−ＮＨＣＯＮＨ１基または−ＮＨＢＯ，Ｒ
’基（ここで、Ｒ４は低級アルキル基である）を表わし
。That is, 1. the present invention is in the form of a free acid, represented by the following general formula [■] [wherein, X is -NHCONH1 group or -NHBO,R
' group (wherein R4 is a lower alkyl group);
Ｒ１は水素原子または低級アルキル基を表わし。R1 represents a hydrogen atom or a lower alkyl group.
ＶおよびＲｓは水素原子、低級アルキル基、低級アルコ
キシ基ま之はハロゲン原子を表わし、Ｙは一〇Ｈ−ＯＨ
，基または一０ＨＩＯＨ，０８０３Ｈ基を表わし。V and Rs represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, and a halogen atom, and Y is 10H-OH.
, group or -0HIOH,0803H group.
ｎは１〜３の整数を表わす。〕で示される水溶性モノア
ゾ色ＩＫ存する。n represents an integer from 1 to 3. ] There is a water-soluble monoazo color IK shown in the following.
以下１本発明の詳細な説明するに、前足一般式（：Ｉ）
ＫオはルＲ” 、 Ｒ” 、 Ｆ”オＬ（ｉ Ｒ’
カ低級アルキル基を表わす場合、低級アルキル基とは。The following is a detailed explanation of the present invention.Forefoot general formula (:I)
K o is le R”, R”, F” o L (i R'
When representing a lower alkyl group, what is a lower alkyl group?
例えば、メチル基、エチル基、プロピル基等の炭素数／
〜ダの直鎖または分岐状のアルキル基を意味する。For example, carbon number/of methyl group, ethyl group, propyl group, etc.
- means a linear or branched alkyl group.
ＰおよびＲ３が低級アルコキシ基の場合は１例えば、メ
トキシ基、エトキシ基、プロポキシ基などの炭素数／−
４＜の直鎖または分岐状のアルコキシ基が挙げられ、ま
た ＢｔおよびＨａで表わされるハロゲン原子としては
１通常、弗素原子。When P and R3 are lower alkoxy groups, 1, for example, the number of carbon atoms in methoxy, ethoxy, propoxy, etc./-
Examples include linear or branched alkoxy groups with <4>, and the halogen atom represented by Bt and Ha is usually a fluorine atom.
塩素原子、臭素原子が挙げられるる
本発明の前足一般式ＣＩ）で表わされるモノアゾ色素は
例えば、一般式〔］〕
（式中、Ｘは前足一般式〔Ｉ〕におけると同一の意義を
有する。）で示される色素類と下記一般式〔菖〕
ＨｔＮ ＋ ｃ４垢５ｏ３Ｈ・・・・・・〔Ｉ〕（式中
、ｎは前足一般式ｍＫおけると同一の意義を有する。）
で表わされるアミン類を水性媒質中、３０〜ｌＩｏ℃の
温度で縮合させ下記一般式［ＩＶＩ
・・・・・・（ＩＶＩ
（式中、Ｘおよびｎは前足一般式（ＩＮＫおけると同一
の意義を有する。）となし、これに下記一般式〔ｖ〕
Ｓ Ｏ，Ｙ
（式中、只１−Ｒ１、Ｒ３およびＹは前足一般式〔Ｉ〕
におけると同一の意義を有する。）で表わされる化合物
を水系媒質中９０〜ｑｓｃｏ渦度で縮合させることによ
り容易に製造される。The monoazo dye represented by the paw general formula CI) of the present invention, which includes a chlorine atom and a bromine atom, is, for example, the general formula []] (wherein, X has the same meaning as in the paw general formula [I]). ) and the following general formula [iris] HtN + c4 5o3H... [I] (wherein, n has the same meaning as in the forefoot general formula mK.)
The amines represented by are condensed in an aqueous medium at a temperature of 30 to 10°C to form the following general formula [IVI ...... (IVI (wherein, X and n have the same meaning as in the front foot general formula (INK) ), and this has the following general formula [v] SO,Y (wherein 1-R1, R3 and Y are the front leg general formula [I]
has the same meaning as in . ) in an aqueous medium at a vorticity of 90 to qsco.
（作用）
本発明のモノアゾ色素は償維、布などを染色するための
染料１紙１合成樹脂を着色するための色素、更に、イン
クジェット式プリンター用などの色素として広く利用す
ることができるが。(Function) The monoazo dye of the present invention can be widely used as a dye for dyeing fibers, fabrics, etc., dyes for coloring one paper, one synthetic resin, and further as a dye for inkjet printers.
特に染料としての適性が侵れている。In particular, its suitability as a dye has been compromised.
本発明のモノアゾ色素を染料として用いる場合には、対
象となる繊維としては、木綿、ビスコースレーヨン、キ
エブラアンモニウムレーヨン、麻などのセルロース系繊
維、更にポリアミド、羊毛、絹等の含窒素繊維が挙げら
れるが。When using the monoazo dye of the present invention as a dye, target fibers include cellulose fibers such as cotton, viscose rayon, Kiebra ammonium rayon, and hemp, as well as nitrogen-containing fibers such as polyamide, wool, and silk. I can mention it.
セルロース繊維が特に望ましい。また、これらの繊維は
１例えばポリエステル、トリアセテート、ポリアクリロ
ニトリルなどの混合繊維として用いられていても差し支
え危い。Cellulose fibers are particularly preferred. Moreover, these fibers may be used as mixed fibers of polyester, triacetate, polyacrylonitrile, etc., without causing any problems.
本発明のモノアゾ色素を用いてセルロースまたは含窒素
繊維類を染色するには１通常１重炭酸ソーダ、炭酸ソー
ダ等の無機アルカリ、またハトリエチルアミン等の有＋
＆塩基よりなる酸結合剤を用い、これら酸結合剤のイネ
右下、常法に従って染色することができる。In order to dye cellulose or nitrogen-containing fibers using the monoazo dye of the present invention, usually 1 an inorganic alkali such as sodium bicarbonate or sodium carbonate, or a dye such as hatriethylamine, etc.
Using acid binders consisting of &bases, the lower right side of rice can be dyed using these acid binders according to a conventional method.
本発明の色素を用いる染色法とし、では、特に浸染法が
好適であり、染色温度は通常、ダ０〜ｔｏ℃程度が好適
である。As a dyeing method using the dye of the present invention, dip dyeing is particularly suitable, and the dyeing temperature is usually about 0 to 0°C.
さらに、本発明の色素は、コールドパッドバッチ法、パ
ッドスチーム法、捺染法などの染色法に適用することも
できる。Furthermore, the dye of the present invention can also be applied to dyeing methods such as a cold pad batch method, a pad steam method, and a textile printing method.
（実施例）
次に１本発明を実施例により具体的に説明するが１本発
明はその要旨を超えない限り以下の実施例に限定される
ものではない。(Examples) Next, the present invention will be specifically explained by examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof.
実施例１
構造式
ＣλｍａｘグＯｓ ｎｍ）で示されるモノアゾ色素０．
３？を水３ｏｏ−に溶解し、芒硝２０ｆｆを加え溶解し
て調製した染浴に綿布１５ｉを浸漬し３０分を要してＳ
Ｏ℃迄昇湛した。次いで、炭酸ンーダ１１．！ｆを添加
しＳＯＣで／時間染色した後水洗、ノーピング、水洗、
乾燥を行ない、黄色の均染性良好な染色物を得九。Example 1 A monoazo dye represented by the structural formula Cλmax (Os nm) 0.
3? 15 pieces of cotton cloth was immersed in a dye bath prepared by dissolving it in 300 - of water, adding 20 ff of Glauber's salt and dissolving it, and dyeing it for 30 minutes.
The temperature rose to 0°C. Next, carbonate powder 11. ! After adding f and dyeing with SOC/hour, washing with water, noping, washing with water,
After drying, a yellow dyed product with good level dyeing properties was obtained.
また、この染色物にアイロンをかけても熱変色がなく、
更に、これを３係水酸化ナトリウム水溶液中に浸漬処理
（２０℃×５分間）とし。In addition, there is no heat discoloration even when this dyed material is ironed.
Furthermore, this was immersed in a trivalent sodium hydroxide aqueous solution (20° C. for 5 minutes).
未処理布との色相変化を比較したが、その変化ｕ ｌ￥
’１１； Ｋ ′Ｊ′＠ ７ｆ）−ｚ ｆ／−・
゛ 、グなお、ここで用いたモノア１色素は下記構造
〜≠Ｏ℃の温度で、液性を炭酸ナトリウムでｐＨＥに保
ちつつｉｏ時間攪拌し反ゆを行ない。I compared the hue change with untreated cloth, and the change was
'11; K 'J'@7f)-z f/-・
Note that the Monoa 1 dye used here has the following structure and is stirred and boiled at a temperature of ~≠0° C. for io hours while maintaining the liquid at pHE with sodium carbonate.
下記間逍式
で示される化合物とした恢３−（β−ヒドロキ酢酸ナト
リウムでｐＨｊ〜乙に保ちつつ１０時間攪拌し反えを行
りた後塩化カリウムで塩析して製造し次。A compound represented by the following formula was prepared by stirring and boiling for 10 hours with sodium β-hydroxyacetate while maintaining the pH at j~B, and then salting out with potassium chloride.
実施例コ
第１表に示す本発明のモノアゾ色素（遊ｆｍ酸の形で示
す。）を実施例１の方法に準じて合成し、実施例／と同
様の方法で綿布を染色したところ、各々、均一で濃厚な
染色ができ、得られた染色物にアイロンをかけても熱変
色はなく。Example 1 The monoazo dyes (shown in the form of free fm acid) of the present invention shown in Table 1 were synthesized according to the method of Example 1, and cotton fabric was dyed in the same manner as in Example 1. , uniform and deep dyeing is possible, and there is no heat discoloration even when the dyed material is ironed.
強アルカリ処理後の色相変化も小さかりた。The hue change after strong alkali treatment was also small.
（発明の効果）
本発明のモノ了ゾ色累を用いセルロース、゛または含窒
素繊維染色した場合、均染性良好で熱やアルカリ水に対
する変色が小さい堅牢な黄色の染色物を得ることができ
る。(Effects of the Invention) When cellulose, ゛ or nitrogen-containing fibers are dyed using the monochromatic color complex of the present invention, a durable yellow dyed product with good level dyeing properties and little discoloration due to heat or alkaline water can be obtained. .
出願人 三菱化成工業株式会社 代理人 弁理士 長谷用 − （ほか７名）Applicant: Mitsubishi Chemical Industries, Ltd. Agent: Patent Attorney Hase - (7 others)
Claims (1)
〕 〔式中、Ｘは−ＮＨＣＯＮＨ＿２基または−ＮＨＳＯ＿
２Ｒ＾４基（ここで、Ｒ＾４は低級アルキル基である）
を表わし、Ｒ＾１は水素原子または低級アルキル基を表
わし、Ｒ＾２およびＲ＾３は水素原子、低級アルキル基
、低級アルコキシ基またはハロゲン原子を表わし、Ｙは
−ＣＨ＝ＣＨ＿２基または−ＣＨ＿２ＣＨ＿２ＯＳＯ＿
３Ｈ基を表わし、ｎは１〜３の整数を表わす〕で示され
る水溶性モノアゾ色素。(1) In the form of free acid, the following general formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・〔I
] [In the formula, X is -NHCONH_2 group or -NHSO_
2R^4 group (where R^4 is a lower alkyl group)
, R^1 represents a hydrogen atom or a lower alkyl group, R^2 and R^3 represent a hydrogen atom, a lower alkyl group, a lower alkoxy group, or a halogen atom, and Y represents a -CH=CH_2 group or -CH_2CH_2OSO_
3H group, and n represents an integer of 1 to 3] A water-soluble monoazo dye.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62117930A JPH0751678B2 (en) | 1987-05-14 | 1987-05-14 | Water-soluble monoazo dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62117930A JPH0751678B2 (en) | 1987-05-14 | 1987-05-14 | Water-soluble monoazo dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63280769A true JPS63280769A (en) | 1988-11-17 |
| JPH0751678B2 JPH0751678B2 (en) | 1995-06-05 |
Family
ID=14723724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62117930A Expired - Lifetime JPH0751678B2 (en) | 1987-05-14 | 1987-05-14 | Water-soluble monoazo dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0751678B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5721344A (en) * | 1995-07-26 | 1998-02-24 | Ilford A.G. | Ink compositions containing azo dyes for ink jet printing |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5996174A (en) * | 1982-11-24 | 1984-06-02 | Mitsubishi Chem Ind Ltd | Reactive dye for cellulose fiber |
-
1987
- 1987-05-14 JP JP62117930A patent/JPH0751678B2/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5996174A (en) * | 1982-11-24 | 1984-06-02 | Mitsubishi Chem Ind Ltd | Reactive dye for cellulose fiber |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5721344A (en) * | 1995-07-26 | 1998-02-24 | Ilford A.G. | Ink compositions containing azo dyes for ink jet printing |
| US5844100A (en) * | 1995-07-26 | 1998-12-01 | Ilford Imaging Switzerland Gmbh | Ink compositions containing azo dyes for ink jet printing |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0751678B2 (en) | 1995-06-05 |
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