JPS61250061A - Novel disazo compound - Google Patents
Novel disazo compoundInfo
- Publication number
- JPS61250061A JPS61250061A JP61094995A JP9499586A JPS61250061A JP S61250061 A JPS61250061 A JP S61250061A JP 61094995 A JP61094995 A JP 61094995A JP 9499586 A JP9499586 A JP 9499586A JP S61250061 A JPS61250061 A JP S61250061A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compounds
- mixture
- compound
- integer
- 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
- -1 disazo compound Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 22
- 238000004043 dyeing Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 6
- QPQKUYVSJWQSDY-CCEZHUSRSA-N 4-(phenylazo)aniline Chemical compound C1=CC(N)=CC=C1\N=N\C1=CC=CC=C1 QPQKUYVSJWQSDY-CCEZHUSRSA-N 0.000 claims 1
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 5
- 238000007639 printing Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 238000010016 exhaust dyeing Methods 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 229920001747 Cellulose diacetate Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002169 ethanolamines Chemical group 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Substances [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/12—Disazo dyes from other coupling components "C"
- C09B31/14—Heterocyclic components
- C09B31/153—Heterocyclic components containing a six-membered ring with one nitrogen atom as the only ring hetero-atom
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0055—Mixtures of two or more disazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
本発明は分散染料として適する新規ジスアゾ化合物に関
する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to novel disazo compounds suitable as disperse dyes.
本発明忙よれば、下記式ｌで示される化合物が提供され
る。According to the present invention, a compound represented by the following formula 1 is provided.
上式中、ｎは２〜９の整数を表す。In the above formula, n represents an integer of 2 to 9.
好ましくはｎは３〜５の整数であシ、さらに好ましくは
ｎは３である。Preferably n is an integer of 3 to 5, more preferably n is 3.
式Ｉの化合物は、式Ｉにおいてｎが０または１であシ、
好ましくはｎが１である他の化合物と組み合わせること
ができる。Compounds of formula I are such that in formula I, n is 0 or 1;
It can be combined with other compounds, preferably where n is 1.
好ましい式Ｉの化合物の混合物は、ｎが２〜９である式
■の化合物５０〜８０重量％（好ましくは、このうち少
なくとも２０％がｎが３である化合物である）およびｎ
が０またはｌである式■の化合物２０〜５０１％を含む
。A preferred mixture of compounds of formula I comprises 50 to 80% by weight of compounds of formula I, where n is 2 to 9 (preferably at least 20% of these are compounds where n is 3) and n
It contains 20-501% of the compound of formula (1) where is 0 or l.
本発明に係る好ましい混合物は、１）３０〜８０％のｎ
が３である式Ｉの化合物、１ｒ）ｏ〜５（ｌのｈが２．
４１？、は５である式Ｉの化合物、および１１１）２０
〜５０ｑ６のｎが１である式■の化合物を含み。Preferred mixtures according to the invention are: 1) 30-80% n
is 3, 1r) o to 5 (h in l is 2.
41? is 5, and 111)20
~50q6, where n is 1, including compounds of formula (1).
成分１）および１１）が少々くとも５０％を構成する混
合物である。It is a mixture in which components 1) and 11) constitute at least 50%.
本発明に係るさらに好ましい混合物は、５０〜８０％の
ｎが３である式■の化合物および２０〜５０チのｎが１
である式Ｉの化合物を含むものである。A further preferred mixture according to the invention is a compound of formula (1) in which 50-80% of n is 3 and 20-50% of n is 1.
Compounds of formula I are included.
式■は式■の化合物の１つの互変異性形で示されておシ
、疑問を避けるためにこの明細書に訃いては式Ｉはすべ
ての互変異性形を意味するものとする。Formula (1) represents one tautomeric form of the compound of formula (2); for the avoidance of doubt, in this specification, formula I shall mean all tautomeric forms.
式■の化合物は公知の化合物から公知の方法によって、
例えば、ｐ−アミンベンゼンなジアゾ化し、ジアゾ化さ
れたアミンベンゼンを下記式■。The compound of formula (■) can be prepared by a known method from a known compound.
For example, p-aminebenzene is diazotized, and the diazotized aminebenzene is expressed by the following formula (2).
〔上式中、記号は前記規定に同一のものを表す〕で示さ
れる化合物とカップリングさせることにより、製造する
ことができる・
本発明に係る染料の染色製剤中への配合は、公知の方法
によって１例えば、分散剤および／またはフィラーの存
在下にミリングすることにより行うことができる。製剤
は噴霧乾燥されてもよく。It can be produced by coupling with a compound represented by [In the above formula, the symbols represent the same ones as defined above]. The dye according to the present invention can be incorporated into a dyeing preparation by a known method. For example, it can be carried out by milling in the presence of a dispersant and/or filler. The formulation may be spray dried.
あるいは真空乾燥されてもよい。これらの染色製剤は水
をほとんど加えずに、または多量の水を加えて、いわゆ
る長浴または短浴に対して用いることができる。Alternatively, it may be vacuum dried. These dyeing preparations can be used with little addition of water or with the addition of large amounts of water, for so-called long or short baths.
本発明に係る染料は吸尽染色、ノ臂ジングまたは捺染に
用いることができる。The dyes according to the invention can be used for exhaust dyeing, printing or printing.
本発明に係る染料は全合成ｔたは半合成疎水性高分子材
料からなる繊維材料によく吸尽する。本発明に係る染料
は、線状芳香族ポリエステル、セルロース２捧アセテー
トまたはセルローストリアセテートからなる繊維材料の
吸尽染色、パジングまたは捺染に用いることができる。The dyes according to the invention absorb well into fiber materials made of fully synthetic or semi-synthetic hydrophobic polymeric materials. The dye according to the present invention can be used for exhaust dyeing, padding or printing of fiber materials made of linear aromatic polyester, cellulose diacetate or cellulose triacetate.
染色、・臂ジングまたは捺染は１例えば、フランス特許
１４４５３７１に記載されているような、公知の方法に
従って実施することができる。Dyeing, dyeing or printing can be carried out according to known methods, for example as described in French Patent No. 1,445,371.
本発明に係る染料によシ得られる染色物は、良好な堅牢
度特性、特に良好な日光堅牢度、良好な熱固着、良好な
昇華堅牢度および良好な耐プリーツ堅牢度を有する。本
発明の染料は、良好なビルドアップ、急速吸尽および高
い固着速度を有し。The dyeings obtained with the dyes according to the invention have good fastness properties, in particular good light fastness, good heat set, good sublimation fastness and good pleat fastness. The dyes of the invention have good build-up, rapid exhaustion and high fixation rate.
染浴から十分に吸尽する。Drain enough from the dye bath.
下記の例によって本発明をさらに説明する。例中特記し
ない限り、部およびチは重量で示し、温度は℃である。The invention is further illustrated by the following examples. In the examples, unless otherwise specified, parts and parts are by weight, and temperatures are in °C.
１容量部は１重量部の水の容量に等しい。One part by volume is equal to one part by weight of water.
以下余白
例１
下記式１ａの化合物を下記のようにして製造することが
できる。Margin Example 1 Below, a compound of the following formula 1a can be produced as follows.
３２部の４−アミノベンゼンヲ１５０ 部の１５４ＨＣ
１中で１夜間攪拌し、混合物を３５０部の氷／水混合物
に添加した。次に、混合物（一部品板している）を３４
容量部の水性５−ｎ−亜硝酸ナトリウム溶液により５〜
１０１１で約３０分間でジアゾ化した。結晶物質は溶解
した。32 parts of 4-aminobenzene 150 parts of 154HC
1 overnight and the mixture was added to 350 parts of an ice/water mixture. Next, mix the mixture (partially plated) for 34 hours.
by volume of aqueous 5-n-sodium nitrite solution.
1011 for about 30 minutes. The crystalline material dissolved.
２時間後、生成したやや過剰の亜硝酸を少量のアミドス
ルホン酸で破壊し、暗赤褐色のジアゾニウム塩溶液を濾
過した。After 2 hours, the slightly excess nitrous acid produced was destroyed with a small amount of amidosulfonic acid, and the dark reddish-brown diazonium salt solution was filtered.
３００部の水中４０．９部の１−γ−ｎ−ブトキシーｎ
−プロピルー３−シアノ−６−ヒドロキシ−４−メチル
ピリドン−２（モノエタノールアミン塩形）の溶液（３
８，６１１０６部を冷却しながら（温度を１０’以下に
保持）約１時間にわたり。40.9 parts of 1-γ-n-butoxyn in 300 parts of water
-Propyl-3-cyano-6-hydroxy-4-methylpyridone-2 (monoethanolamine salt form) solution (3
8,61106 parts with cooling (maintaining temperature below 10') over about 1 hour.
上記のジアゾニウム塩溶液と反応させた。It was reacted with the above diazonium salt solution.
酢酸ナトリウムの添加により出を３〜６に保持した。混
合物を冷却せずに数時間攪拌し、溶解しない染料を濾別
し、水で塩がなくなるまで洗浄した。得られた式１１の
λ は４５８μｍでありた。The output was kept at 3-6 by addition of sodium acetate. The mixture was stirred for several hours without cooling, the undissolved dye was filtered off and washed free of salt with water. The obtained λ of Equation 11 was 458 μm.
ｆｌｌｊｌ！
例２
式１＆の化合物（例１に規定）と下記式２ａの化合物の
６０：４０部混合物を下記のようにして製造することが
できる。flljl! Example 2 A 60:40 parts mixture of a compound of formula 1& (as specified in Example 1) and a compound of formula 2a below can be prepared as follows.
３００部の水中４０．９部の１−ｒ−ｎ−ブトキシ−ｎ
−プロピル−３−シアノ−６−ヒドロキシ−４−メチル
ビリドン−２の溶液１０５部を用いる代わＤに、１−γ
−ｎ−ブトキシ−ｎ−プロピルー３−シアノ−６−ヒド
ロキシ−４−メチルピリドン−２の３８，６壬水溶液６
３．６部と１−γ−エトキシーｎ−プロピルー３−シア
ノ−６−ヒドロキシ−４−メチルビリドン−２の５１．
’ｌ水溶液２８．２部とを３００部の水中で一緒に混合
した混合物を例１の操作に用いた。40.9 parts of 1-r-n-butoxy-n in 300 parts of water
-Propyl-3-cyano-6-hydroxy-4-methylpyridone-2 instead of using 105 parts of a solution of 1-γ
-n-butoxy-n-propyl-3-cyano-6-hydroxy-4-methylpyridone-2 in 38,6 ml aqueous solution 6
3.6 parts of 1-γ-ethoxy n-propyl-3-cyano-6-hydroxy-4-methylpyridone-2.
A mixture of 28.2 parts of aqueous solution and 300 parts of water was used in the operation of Example 1.
例３〜１９
下記式Ｉ
で示される化合物（ｎは下記の表中に示されている）お
よびそれらの混合物を、それぞれ適当な出発原料から例
１または２の方法と順位の方法により製造することがで
きた。Examples 3 to 19 Compounds of the following formula I (where n is indicated in the table below) and mixtures thereof are prepared from appropriate starting materials by a sequential process as in Example 1 or 2, respectively. was completed.
以下余白
例番号 ｎ 壬 λ ｎｍａｘ
５ ３３Ｌ／３
表 続き
ディスノや−ス
レッド ７３
適用例
例２の染料混合物の１６係水性ペ一スト２５０部をガラ
スピーズミル中で、粒子の平均径が１μｍになるまで６
０部の市販のリグニンスルホン酸塩分散剤とともにミリ
ングした。がラスビーズを濾別し、−を７〜８にした。Below is the blank example number n 壬 λ nmax 5 33L/3 Table Continued Disnoya-Thread 73 Application Example 250 parts of the 16 hydrophobic paste of the dye mixture of Example 2 was placed in a glass pease mill until the average diameter of the particles was 1 μm. up to 6
Milled with 0 parts of commercially available lignin sulfonate dispersant. The russian beads were filtered out and - was set to 7-8.
次に、この製剤を熱学噴霧乾燥機中で乾燥した。得られ
た微細粉末け４５４の純粋染料混合物を含んでいた。This formulation was then dried in a thermal spray dryer. The resulting fine powder contained 454 grams of pure dye mixture.
上記のようにして製造された製剤１部を４０００部の水
に攪拌し、ｐｌ（５に緩衝し、６０°の温度の染浴とし
た。One part of the preparation prepared as described above was stirred in 4000 parts of water, buffered to pl (5) and made into a dyebath at a temperature of 60°.
１００部のポリエステル布帛を染浴中に入れ、閉じた容
器中１３０６で１時間染色した。冷却、洗浄、鹸化、２
回目の洗浄および乾燥後、良好な堅牢度特性を有する均
一な染色物が得られた。100 parts of polyester fabric were placed in the dyebath and dyed with 1306 for 1 hour in a closed container. Cooling, washing, saponification, 2
After a second washing and drying, a uniform dyeing with good fastness properties was obtained.
以下余白Below margin
Claims (1)
I の化合物。 ３、ｎが３である特許請求の範囲第１または第２項記載
の式 I の化合物。 ４、下記式 I 、 ▲数式、化学式、表等があります▼（ I ） で示される化合物であって、ａ）ｎが２〜９の整数であ
る化合物、およびｂ）ｎが０または１である化合物の混
合物。 ５、５０〜８０％（混合物の合計重量に対して）の成分
ａ）および２０〜５０％（混合物の合計重量に対して）
の成分ｂ）が存在する、特許請求の範囲第４項記載の混
合物。 ６、ｉ）式 I においてｎが３である化合物３０〜８０
％、 ｉｉ）式 I においてｎが２、４または５である化合物
０〜５０％、および ｉｉｉ）式 I においてｎが１である化合物２０〜５０
％を含み、成分ｉ）およびｉｉ）が合計で少なくとも５
０％を構成する、特許請求の範囲第４項記載の混合物。 ７、下記式 I 、 ▲数式、化学式、表等があります▼（ I ） 〔上式中、ｎは２〜９の整数を表す〕 で示される化合物を製造するにあたり、ｐ−アミノアゾ
ベンゼンをジアゾ化し、ジアゾ化されたアミノアゾベン
ゼンを下記式II、 ▲数式、化学式、表等があります▼（II） 〔上式中、ｎは前記規定に同一のものを表す〕で示され
る化合物とカップリングさせることを含む方法。 ８、下記式、 ▲数式、化学式、表等があります▼（ I ） 〔上式中ｎは２〜９の整数を表す〕 で示される化合物、またはａ）上記式 I においてｎが
２〜９の整数である化合物およびｂ）上記式 I におい
てｎが０または１である化合物の混合物と、分散剤また
はフィラーとを含む染色製剤。 ９、下記式 I 、 ▲数式、化学式、表等があります▼（ I ） 〔上式中ｎは２〜９の整数を表す〕 で示される化合物、またはａ）上記式 I においてｎが
２〜９の整数である化合物およびｂ）上記式 I におい
てｎが０または１である化合物を、基材に適用すること
を含む、基材の染色方法。[Claims] 1. Compound represented by the following formula I ▲ Numerical formula, chemical formula, table, etc. ▼ (I) In the above formula, n represents an integer from 2 to 9. 2. The formula according to claim 1, where n is 3 to 5.
Compound I. 3. A compound of formula I according to claim 1 or 2, wherein n is 3. 4. Compounds represented by the following formula I, ▲Mathematical formulas, chemical formulas, tables, etc.▼(I), where a) n is an integer from 2 to 9, and b) n is 0 or 1. mixture of compounds. 5. 50-80% (relative to the total weight of the mixture) of component a) and 20-50% (relative to the total weight of the mixture)
5. A mixture according to claim 4, wherein component b) is present. 6, i) Compounds 30 to 80 in which n is 3 in formula I
%, ii) 0 to 50% of compounds in which n is 2, 4 or 5 in formula I, and iii) 20 to 50% of compounds in which n is 1 in formula I
% and components i) and ii) in total of at least 5
5. A mixture according to claim 4, comprising 0%. 7. In producing the compound represented by the following formula I, ▲Mathematical formula, chemical formula, table, etc.▼(I) [In the above formula, n represents an integer from 2 to 9], p-aminoazobenzene is diazotized. , coupling diazotized aminoazobenzene with a compound represented by the following formula II, ▲Mathematical formula, chemical formula, table, etc.▼(II) [In the above formula, n represents the same thing as defined above] method including. 8. A compound represented by the following formula, ▲Mathematical formula, chemical formula, table, etc.▼(I) [In the above formula, n represents an integer of 2 to 9], or a) A compound represented by the above formula I, where n is 2 to 9. A dyeing preparation comprising a mixture of compounds which are integers and b) compounds of the above formula I in which n is 0 or 1 and a dispersant or filler. 9. Compounds represented by the following formula I, ▲Mathematical formulas, chemical formulas, tables, etc.▼(I) [In the above formula, n represents an integer of 2 to 9], or a) In the above formula I, n is 2 to 9 and b) a compound in which n is 0 or 1 in the above formula I, to the substrate.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3515370.9 | 1985-04-27 | ||
| DE3515370 | 1985-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS61250061A true JPS61250061A (en) | 1986-11-07 |
Family
ID=6269368
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61094995A Pending JPS61250061A (en) | 1985-04-27 | 1986-04-25 | Novel disazo compound |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS61250061A (en) |
| FR (1) | FR2581073A1 (en) |
| GB (1) | GB2174406B (en) |
| IT (1) | IT1203776B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3505899A1 (en) * | 1985-02-21 | 1986-08-21 | Cassella Ag, 6000 Frankfurt | MIX OF YELLOW DISPERSION DYES |
| DE4329915A1 (en) * | 1993-09-04 | 1995-03-09 | Basf Ag | Color mixtures containing azo dyes of the same color with a coupling component from the diaminopyridine series |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH552661A (en) * | 1968-11-12 | 1974-08-15 | Ciba Geigy Ag | PROCESS FOR PRODUCING NEW AZO DYES. |
| DE1917278B2 (en) * | 1969-04-03 | 1974-06-27 | Basf Ag, 6700 Ludwigshafen | Monoazo dyes, processes for their production and dye preparations |
| DE2801951A1 (en) * | 1978-01-18 | 1979-07-19 | Basf Ag | AZO DYES |
| DE3505899A1 (en) * | 1985-02-21 | 1986-08-21 | Cassella Ag, 6000 Frankfurt | MIX OF YELLOW DISPERSION DYES |
-
1986
- 1986-04-18 FR FR8605753A patent/FR2581073A1/en active Pending
- 1986-04-24 GB GB8610005A patent/GB2174406B/en not_active Expired
- 1986-04-25 JP JP61094995A patent/JPS61250061A/en active Pending
- 1986-04-28 IT IT47941/86A patent/IT1203776B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IT8647941A0 (en) | 1986-04-28 |
| GB8610005D0 (en) | 1986-05-29 |
| IT1203776B (en) | 1989-02-23 |
| GB2174406B (en) | 1989-07-12 |
| FR2581073A1 (en) | 1986-10-31 |
| GB2174406A (en) | 1986-11-05 |
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