JPH07304973A - Benzisothiazole monoazo dye - Google Patents
Benzisothiazole monoazo dyeInfo
- Publication number
- JPH07304973A JPH07304973A JP6119584A JP11958494A JPH07304973A JP H07304973 A JPH07304973 A JP H07304973A JP 6119584 A JP6119584 A JP 6119584A JP 11958494 A JP11958494 A JP 11958494A JP H07304973 A JPH07304973 A JP H07304973A
- Authority
- JP
- Japan
- Prior art keywords
- group
- dye
- monoazo dye
- hydrogen atom
- fastness
- 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.)
- Pending
Links
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
- C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
- C09B29/0077—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with one nitrogen and one sulfur as heteroatoms
- C09B29/0081—Isothiazoles or condensed isothiazoles
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
- C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
- C09B29/0813—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
- C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
- C09B29/0814—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by N
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、諸堅牢度に優れた水不
溶性の赤紫色乃至青色系モノアゾ染料に関する。又、本
発明は特にポリエステル極細繊維を通常の繊度のポリエ
ステル繊維と同様に洗濯堅牢度及びアルカリ汗堅牢度に
優れた赤紫色乃至青色に染色することのできる分散染料
に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water-insoluble magenta or blue monoazo dye having various fastnesses. Further, the present invention particularly relates to a disperse dye capable of dyeing ultrafine polyester fibers in a reddish purple or blue color which is excellent in fastness to washing and fastness to alkaline sweat in the same manner as polyester fibers having a normal fineness.
【0002】[0002]
【従来の技術】近年、ポリエステル繊維の発展は目覚ま
しく、様々の特性を備えた繊維製品を得るために、極細
繊維、異収縮繊維或は異形断面繊維など種々の繊維が製
造されている。特に極細繊維については0.3デニール
以下のウルトラマイクロファイバーと呼ばれる超極細繊
維も種々生産されている。これらの繊径が細くなった極
細繊維は従来の染料で染色した場合、洗濯堅牢度等の湿
潤堅牢度が大巾に低下するという問題が生じている。2. Description of the Related Art In recent years, the development of polyester fibers has been remarkable, and various fibers such as ultrafine fibers, irregular shrinkage fibers or irregular cross-section fibers have been manufactured in order to obtain fiber products having various characteristics. In particular, as for ultrafine fibers, various ultrafine fibers called ultramicrofibers having a denier of 0.3 or less are also produced. When these ultrafine fibers having a small fiber diameter are dyed with a conventional dye, there arises a problem that the wet fastness such as the fastness to washing is significantly reduced.
【0003】[0003]
【発明が解決しようとする課題】本発明は、良好な洗濯
堅牢度を有し、しかもアルカリ汗堅牢度及び耐光堅牢度
を有する赤紫色乃至青色の分散染料を提供することを目
的とするものである。又本発明は、特に0.3デニール
以下の極細繊維を洗濯、アルカリ汗及び日光に堅牢な赤
紫色乃至青色に染色するのに適した染料を提供すること
を目的とするものである。SUMMARY OF THE INVENTION It is an object of the present invention to provide a reddish purple to blue disperse dye having good washing fastness, alkaline sweat fastness and light fastness. is there. It is another object of the present invention to provide a dye suitable for washing ultrafine fibers having a denier of 0.3 denier or less, and for dyeing reddish purple or blue which is fast against laundry, alkaline sweat and sunlight.
【0004】[0004]
【課題を解決するための手段】本発明は、下記一般式
〔I〕The present invention has the following general formula [I]:
【0005】[0005]
【化2】 [Chemical 2]
【0006】〔式中、Pはハロゲン原子又はニトロ基を
表わし、Qは水素原子又はハロゲン原子を表わし、Xは
水素原子、ハロゲン原子、メチル基又はNHZ基(ここ
でZはC1 〜C4 アルキルスルホニル基、フェニルスル
ホニル基、C1 〜C4 アルキルカルボニル基、C1 〜C
2 アルコキシC1 〜C2 アルキルカルボニル基、フェニ
ルカルボニル基又はアミノカルボニル基を表わす。)を
表わし、Yは水素原子又はC1 〜C2 アルコキシ基を表
わし、Rはフェニル基、フェノキシ基又はベンジル基を
表わす。〕にて示されるモノアゾ染料を要旨とするもの
である。[In the formula, P represents a halogen atom or a nitro group, Q represents a hydrogen atom or a halogen atom, and X represents a hydrogen atom, a halogen atom, a methyl group or an NHZ group (where Z is C 1 to C 4). Alkylsulfonyl group, phenylsulfonyl group, C 1 -C 4 alkylcarbonyl group, C 1 -C
2 alkoxy represents a C 1 -C 2 alkylcarbonyl group, a phenylcarbonyl group or an aminocarbonyl group. ), Y represents a hydrogen atom or a C 1 -C 2 alkoxy group, and R represents a phenyl group, a phenoxy group or a benzyl group. ] The subject is a monoazo dye represented by the following.
【0007】前記一般式〔I〕に於て、P又はQで表わ
されるハロゲン原子としては、塩素原子または臭素原子
が挙げられるが、特に臭素原子が好ましい。一般式
〔I〕中のXで表わされるNHZ基のZとしてのC1 〜
C4 アルキルスルホニル基としてはメチルスルホニル
基、エチルスルホニル基、n−プロピルスルホニル基、
i−プロピルスルホニル基、n−ブチルスルホニル基及
びsec−ブチルスルホニル基等のC1 〜C4 直鎖状又
は分岐鎖状のアルキルスルホニル基が挙げられる。又C
1 〜C4 アルキルカルボニル基としてはメチルカルボニ
ル基、エチルカルボニル基、n−プロピルカルボニル
基、i−プロピルカルボニル基、n−ブチルカルボニル
基及びi−ブチルカルボニル基等のC1 〜C4 直鎖状ま
たは分岐鎖状のアルキルカルボニル基が挙げられる。In the general formula [I], the halogen atom represented by P or Q includes a chlorine atom or a bromine atom, and a bromine atom is particularly preferable. C 1 as Z of the NHZ group represented by X in the general formula [I]
As the C 4 alkylsulfonyl group, a methylsulfonyl group, an ethylsulfonyl group, an n-propylsulfonyl group,
Examples thereof include C 1 to C 4 linear or branched alkylsulfonyl groups such as i-propylsulfonyl group, n-butylsulfonyl group and sec-butylsulfonyl group. Also C
1 -C 4 alkylcarbonyl As the group methylcarbonyl group, ethylcarbonyl group, n- propyl group, i- propyl group, C 1 -C 4 linear, such as n- butyl group, and i- butyl group Alternatively, a branched alkylcarbonyl group may be mentioned.
【0008】特に好ましくはC1 〜C2 アルキルスルホ
ニル基及びC1 〜C2 アルキルカルボニル基が挙げられ
る。又ZとしてのC1 〜C2 アルコキシC1 〜C2 アル
キルカルボニル基としては、メトキシメチルカルボニル
基、エトキシメチルカルボニル基、メトキシエチルカル
ボニル基及びエトキシエチルカルボニル基が挙げられる
が、特にメトキシメチルカルボニル基が好ましい。Particularly preferred are C 1 -C 2 alkylsulfonyl group and C 1 -C 2 alkylcarbonyl group. Examples of the C 1 -C 2 alkoxy C 1 -C 2 alkylcarbonyl group as Z include a methoxymethylcarbonyl group, an ethoxymethylcarbonyl group, a methoxyethylcarbonyl group and an ethoxyethylcarbonyl group, and particularly a methoxymethylcarbonyl group. Is preferred.
【0009】Yで表わされるC1 〜C2 アルコキシ基と
してはメトキシ基又はエトキシ基が挙げられる。一般式
〔I〕で示されるモノアゾ染料の中でも特にPがニトロ
基、Qが水素原子、XがC1 〜C2 アルキルカルボニル
アミノ基、メトキシメチルカルボニルアミノ基、Yが水
素原子でRがフェニル基である染料が特に好ましい。前
記一般式〔I〕で示されるモノアゾ染料は、例えば下記
一般式〔II〕Examples of the C 1 -C 2 alkoxy group represented by Y include a methoxy group and an ethoxy group. Among the monoazo dyes represented by the general formula [I], P is a nitro group, Q is a hydrogen atom, X is a C 1 -C 2 alkylcarbonylamino group, methoxymethylcarbonylamino group, Y is a hydrogen atom and R is a phenyl group. Particularly preferred are dyes The monoazo dye represented by the general formula [I] is, for example, the following general formula [II]
【0010】[0010]
【化3】 [Chemical 3]
【0011】(式中、P及びQは前記と同様の意義を有
する。)で示されるアミン類を常法に従ってジアゾ化
し、次いで下記一般式〔III 〕The amines represented by the formula (P and Q have the same meanings as described above) are diazotized by a conventional method, and then the following general formula [III]
【0012】[0012]
【化4】 [Chemical 4]
【0013】(式中、X、Y及びRは前記と同様の意義
を有する。)で示されるアニリン類とカップリングする
ことにより製造することができる。本発明のモノアゾ染
料により染色し得る繊維類としては、ポリエチレンテレ
フタレート、ポリブチレンテレフタレート、テレフタル
酸と1,4−ビス−(ヒドロキシメチル)シクロヘキサ
ンとの重縮合物などよりなるポリエステル繊維、ナイロ
ン等のポリアミド系繊維、あるいは木綿、絹、羊毛など
の天然繊維と上記ポリエステル繊維との混紡品、混織品
などの混合繊維製品が挙げられる。It can be produced by coupling with an aniline represented by the formula (wherein X, Y and R have the same meanings as described above). The fibers dyeable with the monoazo dye of the present invention include polyethylene terephthalate, polybutylene terephthalate, polyester fibers made of polycondensates of terephthalic acid and 1,4-bis- (hydroxymethyl) cyclohexane, polyamides such as nylon. Examples include mixed fiber products such as a mixed fiber product of a system fiber or a natural fiber such as cotton, silk and wool and the above polyester fiber, a mixed woven product and the like.
【0014】ポリエステル繊維としては、通常の繊度の
レギュラーデニール繊維から1デニール以下のファイン
デニールファイバー、更に0.3デニール以下のウルト
ラマイクロファイバーと呼ばれる超極細繊維も良好に染
色することのできる繊維として挙げることができる。本
発明の染料を用いて染色を実施するにあたっては、常法
により、分散剤を使用し、前記一般式〔I〕で示される
モノアゾ染料を水性媒体中に分散させて染色浴または捺
染糊を調製し、浸染または捺染を行なえばよい。As the polyester fiber, a regular denier fiber having a normal fineness to a fine denier fiber having a denier of 1 denier or less, and an ultrafine fiber called an ultramicro fiber having a denier of 0.3 denier or less can be satisfactorily dyed. be able to. In carrying out dyeing with the dye of the present invention, a dispersant is used by a conventional method to disperse the monoazo dye represented by the general formula [I] in an aqueous medium to prepare a dyeing bath or a printing paste. However, it may be dyed or printed.
【0015】例えば、浸染を行なう場合には、高温染色
法、キャリヤー染色法、サーモゾル染色法などの通常の
染色処理法を適用することにより、ポリエステル繊維な
いしはその混紡品、混織品に堅牢度のすぐれた染色を施
すことができる。また、場合により、染色浴に酸性物質
を添加しておくことにより、さらに好結果が得られるこ
とがある。For example, in the case of dyeing, by applying a usual dyeing treatment method such as a high temperature dyeing method, a carrier dyeing method and a thermosol dyeing method, the polyester fiber or a blended fabric or a blended fabric thereof has excellent fastness. Can be dyed. Further, depending on the case, better results may be obtained by adding an acidic substance to the dyeing bath.
【0016】本発明のモノアゾ染料を用いて上記の浸染
または捺染により得られた染布は、洗濯堅牢度に優れ、
また、耐アルカリ汗堅牢度、耐光堅牢度、耐昇華堅牢
度、及び耐水堅牢度等の諸堅牢度に優れたものである。
更に、この染布に後加工を施した場合でも、本発明では
湿潤堅牢度が大幅に低下すると言うことはない。なお、
本発明のモノアゾ染料は同系統の染料あるいは他系統の
染料と併用してもよい。The dyed cloth obtained by the above dyeing or printing using the monoazo dye of the present invention is excellent in washing fastness,
Further, it is excellent in various fastnesses such as alkali sweat fastness, light fastness, sublimation fastness, and water fastness.
Further, even when the dyed cloth is post-processed, the wet fastness is not significantly lowered in the present invention. In addition,
The monoazo dye of the present invention may be used in combination with a dye of the same system or a dye of another system.
【0017】[0017]
【実施例】次に、本発明を実施例により更に具体的に説
明するが、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。 実施例1EXAMPLES Next, the present invention will be described more specifically by way of examples, but the present invention is not limited to the following examples unless it exceeds the gist. Example 1
【0018】[0018]
【化5】 [Chemical 5]
【0019】上記構造式で表わされるモノアゾ染料0.
025gをナフタレンスルホン酸−ホルムアルデヒド縮
合物0.025g及び高級アルコール硫酸エステル0.
025gを含む水200ml中に分散させ、染色浴を調
製した。この染色浴に繊径が2デニールと0.01デニ
ールのポリエステル繊維の交織布10gを浸漬し、13
5℃で30分間染色した後、ソーピング、水洗及び乾燥
を行なったところ、異デニール間で同色性と同濃度性の
良好な鮮明な青色の染布が得られた。なお、上記の染料
にて染色された上記、交織布の洗濯堅牢度は4+ 級と優
れたものであった。Monoazo dye represented by the above structural formula:
0.025 g of naphthalenesulfonic acid-formaldehyde condensate and higher alcohol sulfate ester of 0.
A dyeing bath was prepared by dispersing in 200 ml of water containing 025 g. 10 g of a mixed woven fabric of polyester fibers having a diameter of 2 denier and 0.01 denier was immersed in this dyeing bath, and 13
After dyeing at 5 ° C. for 30 minutes, soaping, washing with water and drying were carried out, and a clear blue dyed fabric having the same color and the same density between different denier was obtained. The washing fastness of the above-mentioned interwoven cloth dyed with the above dye was excellent at 4 + grade.
【0020】尚、洗濯堅牢度はAATCC2A法でのナ
イロン布の汚染度を判定した。尚、本発明実施例で使用
したモノアゾ染料は以下の方法に依り製造した。アミノ
−ベンゾニトロイソチアゾール2.0gを96%硫酸5
ml及び85%オルトリン酸2mlの混合物に添加し、
これに0〜5℃でニトロシル硫酸(43%)3.2gを
滴下する。次いで0〜5℃で3時間撹拌する。The fastness to washing was determined by determining the degree of stain of the nylon cloth by the AATCC2A method. The monoazo dye used in the examples of the present invention was manufactured by the following method. 2.0 g of amino-benzonitroisothiazole was added to 96% sulfuric acid 5 g.
ml and 2% of 85% orthophosphoric acid added to the mixture,
3.2 g of nitrosylsulfuric acid (43%) is added dropwise thereto at 0 to 5 ° C. Then, the mixture is stirred at 0 to 5 ° C for 3 hours.
【0021】残存する亜硫酸を破壊する為尿素を添加
し、これをN,N−ジベンゾイルオキシエチルアミノ−
m−アセトアニリド4.5gをメタノール200mlに
溶解した溶液に0〜5℃で滴下し、2時間撹拌した後濾
別、水洗、乾燥し、目的とする染料を得た。該染料の最
大波長(λmax :アセトン)は591nmであった。 比較例1Urea was added to destroy residual sulfurous acid, and this was added to N, N-dibenzoyloxyethylamino-
4.5 g of m-acetanilide was added dropwise to a solution prepared by dissolving 200 ml of methanol at 0 to 5 ° C., stirred for 2 hours, filtered, washed with water and dried to obtain a target dye. The maximum wavelength (λmax: acetone) of the dye was 591 nm. Comparative Example 1
【0022】[0022]
【化6】 [Chemical 6]
【0023】上記構造式で示される染料についても実施
例1に準じて染色評価をしたところ、洗濯堅牢度は2〜
3級と劣るものであった。 実施例2〜23 実施例1に準じて表−1に記載の各染料を合成し、実施
例1と同様にしてウルトラマイクロファイバー交織布を
染色した。その結果、洗濯堅牢度は4+ 以上であった。The dye represented by the above structural formula was also evaluated for dyeing in accordance with Example 1, and the fastness to washing was 2 to 2.
It was inferior to the third grade. Examples 2 to 23 The dyes shown in Table 1 were synthesized according to Example 1, and the ultra microfiber mixed woven fabric was dyed in the same manner as in Example 1. As a result, the wash fastness was 4 + or more.
【0024】[0024]
【表1】 [Table 1]
【0025】[0025]
【表2】 [Table 2]
【0026】[0026]
【表3】 [Table 3]
【0027】[0027]
【発明の効果】本発明は良好な諸堅牢度を具えた水不溶
性の赤紫色乃至青色の染料を提供するものであり、ポリ
エステル繊維、特に通常の繊度のレギュラーデニールフ
ァイバーから、1デニール以下のファインデニールファ
イバー、更に0.3デニール以下のウルトラマイクロフ
ァイバーと呼ばれる繊維まで同色性、同濃度性に優れ、
良好な洗濯堅牢度とアルカリ汗堅牢度を有する染色を可
能とするものであり、合成繊維染色加工技術に貢献する
ところ大である。INDUSTRIAL APPLICABILITY The present invention provides a water-insoluble magenta or blue dye having various fastnesses, and is made of polyester fibers, particularly regular denier fibers of ordinary fineness and fineness of 1 denier or less. Denier fibers, and even fibers called ultra microfibers of 0.3 denier or less have excellent color and density characteristics,
It enables dyeing with good wash fastness and alkali sweat fastness, and is a major contribution to synthetic fiber dyeing processing technology.
Claims (3)
水素原子又はハロゲン原子を表わし、Xは水素原子、ハ
ロゲン原子、メチル基又はNHZ基(ここでZはC1 〜
C4 アルキルスルホニル基、フェニルスルホニル基、C
1 〜C4 アルキルカルボニル基、C1 〜C2 アルコキシ
C1 〜C2 アルキルカルボニル基、フェニルカルボニル
基又はアミノカルボニル基を表わす。)を表わし、Yは
水素原子又はC1 〜C2 アルコキシ基を表わし、Rはフ
ェニル基、フェノキシ基又はベンジル基を表わす。〕に
て示されるモノアゾ染料。1. The following general formula [I]: [In the formula, P represents a halogen atom or a nitro group, Q represents a hydrogen atom or a halogen atom, X represents a hydrogen atom, a halogen atom, a methyl group or an NHZ group (where Z is C 1 to
C 4 alkylsulfonyl group, phenylsulfonyl group, C
1 -C 4 alkylcarbonyl group, C 1 -C 2 alkoxy C 1 -C 2 alkylcarbonyl group, a phenylcarbonyl group or an aminocarbonyl group. ), Y represents a hydrogen atom or a C 1 -C 2 alkoxy group, and R represents a phenyl group, a phenoxy group or a benzyl group. ] The monoazo dye shown by these.
基、Qが水素原子、XがC1 〜C2 アルキルカルボニル
アミノ基、メトキシメチルカルボニルアミノ基、Yが水
素原子そしてRがフェニル基であるモノアゾ染料。2. In the general formula [I], P is a nitro group, Q is a hydrogen atom, X is a C 1 -C 2 alkylcarbonylamino group, methoxymethylcarbonylamino group, Y is a hydrogen atom and R is a phenyl group. Is a monoazo dye.
いる0.3デニール以下のポリエステル繊維の染色法。3. A method for dyeing polyester fibers having a denier of 0.3 or less using the monoazo dye according to claim 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6119584A JPH07304973A (en) | 1994-05-09 | 1994-05-09 | Benzisothiazole monoazo dye |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6119584A JPH07304973A (en) | 1994-05-09 | 1994-05-09 | Benzisothiazole monoazo dye |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH07304973A true JPH07304973A (en) | 1995-11-21 |
Family
ID=14764986
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6119584A Pending JPH07304973A (en) | 1994-05-09 | 1994-05-09 | Benzisothiazole monoazo dye |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH07304973A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR19980051475A (en) * | 1996-12-23 | 1998-09-15 | 성재갑 | Blue Disperse Dye Composition |
CN1305972C (en) * | 2004-11-10 | 2007-03-21 | 浙江龙盛集团股份有限公司 | Composite disperse red dye |
-
1994
- 1994-05-09 JP JP6119584A patent/JPH07304973A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR19980051475A (en) * | 1996-12-23 | 1998-09-15 | 성재갑 | Blue Disperse Dye Composition |
CN1305972C (en) * | 2004-11-10 | 2007-03-21 | 浙江龙盛集团股份有限公司 | Composite disperse red dye |
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