JPS5853026B2 - Method for producing liquid preparation of fluorescent whitening dye - Google Patents
Method for producing liquid preparation of fluorescent whitening dyeInfo
- Publication number
- JPS5853026B2 JPS5853026B2 JP14776778A JP14776778A JPS5853026B2 JP S5853026 B2 JPS5853026 B2 JP S5853026B2 JP 14776778 A JP14776778 A JP 14776778A JP 14776778 A JP14776778 A JP 14776778A JP S5853026 B2 JPS5853026 B2 JP S5853026B2
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- fluorescent whitening
- group
- dye
- hydroxy
- liquid preparation
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Description
【発明の詳細な説明】
本発明は式(I)で表わされる螢光増白剤の新規な*液
状調整物の製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a process for the production of a novel *liquid preparation of a fluorescent brightener of formula (I).
式(I)で表わされる4・4′−ヒス置換トリアジニル
アミノスチルベン−2・2′−ジスルホン酸またはその
塩の化合物群はセルロース性物質、半合成または合成物
質の螢光増白染料として繊維、パルプ、紙等の増白染色
、あるいは洗剤への増白剤としての添加などに使用され
、視感白度を著しく向上させることができるために商品
価値を高める手段として欠かすことができない。The compound group of 4,4'-his-substituted triazinylaminostilbene-2,2'-disulfonic acid or its salts represented by formula (I) can be used as a fluorescent whitening dye for cellulosic materials, semi-synthetic materials, or synthetic materials. It is used for brightening dyeing textiles, pulp, paper, etc., or as a brightening agent in detergents, and is indispensable as a means of increasing commercial value because it can significantly improve visual whiteness.
(式0)中、XおよびYは同じかまたは相異なって、ヒ
ドロキシ基、脂肪族ヒドロキシ残基、または芳香族ヒド
ロキシ残基、アミノ基、脂肪族または芳香族アミン残基
、複素環式アミン残基、脂環式アミン残基、またはハロ
ゲン原子を表わし、これらのアルコールまたはアミン残
基はさらにハロゲン原子、ヒドロキシ基、スルファモイ
ル基、カルバモイル基、低級アルコキシ基、またはスル
ホン酸基を置換基として有することができる。(Formula 0), X and Y are the same or different and are a hydroxy group, an aliphatic hydroxy residue, an aromatic hydroxy residue, an amino group, an aliphatic or aromatic amine residue, a heterocyclic amine residue. represents a group, an alicyclic amine residue, or a halogen atom, and these alcohol or amine residues further have a halogen atom, hydroxy group, sulfamoyl group, carbamoyl group, lower alkoxy group, or sulfonic acid group as a substituent. I can do it.
またMは水素原子またはアルカリ金属原子を表わす。Moreover, M represents a hydrogen atom or an alkali metal atom.
)従来、式(1)で表わされろ螢光増白染料の液状品の
製造は公知の合成方法によって反応を終えた後、反応生
成液に多量の塩を添加して塩析を行うか、または酸を加
えて酸析を行なうなどして、析出する螢光増白染料の結
晶を一旦固体として分離取り出したのちに、水、エチレ
ングリコール、プロピレングリコール等の溶剤、脂肪族
アルキルアミン、ヒドロキシアルキルアミン等、さらに
所望によっては尿素、その他の溶解助剤を混合して再び
溶解させ、場合によっては必要な濃度に達するまで濃縮
する方法で螢光増白染料の液状品が製造され実用に供せ
られている。) Conventionally, liquid products of the fluorescent whitening dye represented by formula (1) are produced by completing the reaction by a known synthesis method, and then adding a large amount of salt to the reaction product solution to perform salting out, or After the precipitated fluorescent whitening dye crystals are separated as a solid by performing acid precipitation by adding an acid, water, a solvent such as ethylene glycol or propylene glycol, an aliphatic alkylamine, or a hydroxyalkylamine are used. If desired, urea or other solubilizing agents may be mixed in to dissolve the dye again, and in some cases, liquid fluorescent whitening dyes may be produced and put into practical use by concentrating the dye until the required concentration is reached. ing.
しかしながら、この方法はわずられしいr過、洗浄、取
り出し操作等のための多大な用水、それに伴なう排水問
題、さらに再溶解、濃縮という手間のかかる製品化の手
順をふむ必要がありそのために要するエネルギーは著し
く大きい。However, this method requires a large amount of water for troublesome filtration, washing, and take-out operations, resulting in drainage problems, and the time-consuming steps of redissolving and concentrating products. The energy required for this is significantly large.
また水に難溶性の螢光増白染料は、水溶性が小さいため
に液状化自体が困難な場合もある。Furthermore, since the fluorescent whitening dye is poorly soluble in water, it may be difficult to liquefy it due to its low water solubility.
ペヌレス型あるいはスプレー型乾燥機などで乾燥して得
られた微細な染料原体がそのまま又用いられる場合もあ
るが、これは微細な粒子の飛散等により環境を汚染した
り、また著しく取り扱いの不便な形態である。In some cases, the fine dyestuff obtained by drying with a Penules-type or spray-type dryer is used as it is, but this contaminates the environment due to the scattering of fine particles, and is extremely inconvenient to handle. It is a form of
さらに、比較的水に対する溶解度の低い螢光増白染料に
おいては、湿r塊をアニオン性あるいは非イオン性の分
散剤共存下機械的に微粒化した水性ペーストの形で製品
化されるが、前記の如き反応液からの分離操作に加えて
、繁雑で多大なエネルギーを要する微粒化操作が必要で
あり、しかもこの方法で製造される製品は、貯蔵時の安
定性に乏しく、染料原体や含有塩の沈降等の問題、経時
的な粘度増加等の難点がある。Furthermore, fluorescent whitening dyes with relatively low solubility in water are commercialized in the form of an aqueous paste, which is obtained by mechanically atomizing wet R agglomerates in the coexistence of an anionic or nonionic dispersant. In addition to the separation operation from the reaction solution, a complicated and energy-consuming atomization operation is required, and the products manufactured by this method have poor stability during storage, and the dye raw materials and ingredients There are problems such as salt precipitation and viscosity increase over time.
さらに水に懸濁状のいわゆる、ペーストタイプの製品の
場合、螢光増白染料の結晶性(変態)の問題も無視でき
ない、永い貯蔵の期間では望ましくない性質を備えた結
晶型に換してゲル化したり、著しいチキソトロピーとな
り流動性を失い使用に耐えなくなる。Furthermore, in the case of so-called paste-type products suspended in water, the problem of crystallinity (transformation) of fluorescent whitening dyes cannot be ignored, and during long storage periods, they convert into crystalline forms with undesirable properties. It gels or becomes extremely thixotropic, losing fluidity and becoming unusable.
本発明者らはこのように、困難であるかまたは非常に手
間のかかる螢光増白染料の液状調整物を簡便な方法で行
うべく、しかも長期の保存に耐える安定した低粘度の液
状調整物を得るべく、鋭意検討した結果本発明に到達し
た。In this way, the present inventors have developed a stable, low-viscosity liquid preparation that can withstand long-term storage, in order to easily prepare a liquid preparation of a fluorescent whitening dye that is difficult or extremely time-consuming. As a result of intensive studies, the present invention was arrived at.
すなわち、本発明は式(I)で表わされる螢光増白染料
を含有する水性液に沈殿剤の共存下、水性2相系を生成
し得る非イオン性界面活性剤を添加することにより式(
I)で表わされる螢光増白染料を含む該非イオン性界面
活性剤層(コアセルベート層)を生成せしめ、これを分
離することを特徴とする螢光増白染料の液状調製物の製
造方法である。That is, the present invention provides a fluorescent whitening dye represented by the formula (I) by adding a nonionic surfactant capable of forming an aqueous two-phase system in the coexistence of a precipitant to an aqueous solution containing a fluorescent whitening dye represented by the formula (I).
1. A method for producing a liquid preparation of a fluorescent whitening dye, which comprises forming a nonionic surfactant layer (coacervate layer) containing the fluorescent whitening dye represented by I) and separating it. .
本発明にいう式(I)で表わされる螢光増白染料の代表
例には表1に示すようなものを挙げることができる。Representative examples of the fluorescent whitening dye represented by formula (I) according to the present invention include those shown in Table 1.
これらは何れも通常の方法で、例えば塩化シアヌールの
アセトン溶液を冷水中に分散懸濁せしめ、これに炭酸ソ
ーダの存在下に4・4′−ジアミノスチルベン−2・2
′−ジスルホン酸塩水溶液を滴加し、ついで、アミノ化
合物および/またはヒドロキシ化合物をアルカリ剤の存
在下に反応せしめることにより得られる。All of these can be prepared using a conventional method, for example, by dispersing and suspending an acetone solution of cyanuric chloride in cold water, and adding 4,4'-diaminostilbene-2,2 to this in the presence of soda carbonate.
It is obtained by adding dropwise an aqueous solution of '-disulfonate, and then reacting an amino compound and/or a hydroxy compound in the presence of an alkaline agent.
またアセトンを使用しない方法や、反応の順序が入れ替
った場合でも何ら本発明の方法の適用に影響はない。Further, even if acetone is not used or the order of the reactions is changed, the application of the method of the present invention is not affected in any way.
水溶液または水懸濁液中の螢光増白染料の濃度は実質的
には制限されるものではないが、水易溶性螢光増白染料
の場合は好ましくはその水飽和溶解度以下が有利である
。The concentration of the fluorescent whitening dye in the aqueous solution or aqueous suspension is not substantially limited, but in the case of readily water-soluble fluorescent whitening dyes it is advantageous to preferably be below its water saturation solubility. .
この場合完全に透明な液状調整品が得られる。In this case, a completely transparent liquid preparation is obtained.
また水溶液または水懸濁液は必ずしも中性である必要は
なく、アルカリ性または中性で高い水溶解度をもつ螢光
増白染料の場合はアルカリ性または中性にして完全に溶
解させるのが好ましい。Furthermore, the aqueous solution or aqueous suspension does not necessarily have to be neutral; in the case of a fluorescent whitening dye that is alkaline or neutral and has high water solubility, it is preferably alkaline or neutral to completely dissolve it.
本発明にいう水性2相系を生成しうる非イオン界面活性
剤とは、所謂コアセルベーション法により染料をコアセ
ルベート層中に含んで塩類等の沈殿剤の効果により平衝
溶液と分離し得る非イオン性界面活性剤をいう。The nonionic surfactant capable of producing an aqueous two-phase system as used in the present invention refers to a nonionic surfactant that can contain a dye in a coacervate layer by the so-called coacervation method and be separated from an equilibrium solution by the effect of a precipitant such as a salt. An ionic surfactant.
コアセルベーション法は、f(、G、 Bungenb
erg de jong &H。The coacervation method is f(,G, Bungenb
erg de jong &H.
R,Kruyt ;prod、 Acad 、 Sci
、 Amsterdam。R, Kruyt; prod, Acad, Sci.
, Amsterdam.
32巻、849ページ(1929)あるいはり。Volume 32, page 849 (1929) Ori.
G、Dervichian : Re5earch 、
2巻、210ページ(1949)に公知であり、染料
がコアセルベート層にカプセル化される現象もR,Ca
5ty :American、 Dyestuff 、
Reporter、 49巻、952ページ(1960
)に知られている。G. Dervichian: Re5earch,
2, p. 210 (1949), and the phenomenon in which a dye is encapsulated in a coacervate layer is also known from R, Ca.
5ty: American, Dyestuff,
Reporter, volume 49, page 952 (1960
) is known.
しかし、この方法で水溶性螢光増白染料を含有する水溶
液または水懸濁液から塩類等の沈殿剤の効果によって直
接該染刺の液状調整物を製造する方法は全く新規である
。However, this method of producing a liquid preparation of dyed stings directly from an aqueous solution or aqueous suspension containing a water-soluble fluorescent whitening dye by the effect of a precipitant such as a salt is completely new.
このような用途に使用出来る非イオン性界面活性剤は前
述のような性能を備えていれば良いが代表的なものとし
てポリエチレングリコール型と呼ばれる疎水性基原料と
しての高級アルコール、高級チオアルコール、アルキル
フェノール、ポリプロピレングリコール、高級脂肪酸、
高級アミン、または高級脂肪族酸アミドと、親水性基原
料としてのアルキレンオキシド、例えば、エチレンオキ
シドまたはプロピレンオキシドを適宜な重合度に反応さ
せた重合物または共重合物;多価アルコール脂肪酸エス
テル型と呼ばれる疎水性基原料としての高級脂肪酸と親
水性基原料としてのグリセリン、ソルビタンノルビトー
ルとのエステルまたは部分エステル;
または前記両者の折中である化学構造を有する多価アル
コールエステルエーテル型ともいえる多価アルコール高
級脂肪酸エステルのエチレンオキシド重合物等を挙げる
ことができろ。Nonionic surfactants that can be used for such purposes only need to have the above-mentioned performance, but representative examples include polyethylene glycol type higher alcohols, higher thioalcohols, and alkylphenols as hydrophobic base materials. , polypropylene glycol, higher fatty acids,
A polymer or copolymer obtained by reacting a higher amine or a higher aliphatic acid amide with an alkylene oxide as a hydrophilic base material, such as ethylene oxide or propylene oxide, to an appropriate degree of polymerization; called a polyhydric alcohol fatty acid ester type. An ester or partial ester of a higher fatty acid as a hydrophobic base material and glycerin or sorbitan norbitol as a hydrophilic base material; or a polyhydric alcohol which can be said to be a polyhydric alcohol ester ether type having a chemical structure that is in between the above two. Examples include ethylene oxide polymers of higher fatty acid esters.
また、本発明にいう沈殿剤とは前述のコアセルベート層
の析出、分離を助けるものであり、無機塩、有機塩等の
電解質を指す。Further, the precipitant as used in the present invention is one that assists in the precipitation and separation of the above-mentioned coacervate layer, and refers to electrolytes such as inorganic salts and organic salts.
無機塩の例としては塩化ナトリウム、硫酸ナトリウム、
塩化アンモニウム、塩化カルシウム、硫酸カリウム、リ
ン酸ナトリウム等、有機塩としては酢酸ナトリウム等を
挙げることができる。Examples of inorganic salts include sodium chloride, sodium sulfate,
Examples of organic salts include ammonium chloride, calcium chloride, potassium sulfate, sodium phosphate, and sodium acetate.
次に本発明方法の実施態様例について述べる。Next, embodiments of the method of the present invention will be described.
まず螢光増白染料、水性2相系を生成しうる非イオン性
界面活性剤、沈殿剤を水に添加し、攪拌して溶解または
懸濁させる。First, a fluorescent whitening dye, a nonionic surfactant capable of forming an aqueous two-phase system, and a precipitant are added to water and dissolved or suspended by stirring.
その際添加順序はいずれからでもよいが、好ましくは螢
光増白染料、該非イオン界面活性剤、沈殿剤の順に添加
する。At this time, the addition order may be arbitrary, but preferably the fluorescent whitening dye, the nonionic surfactant, and the precipitant are added in this order.
また螢光増白染料が水溶液中の合成反応で得られる場合
工業的に有利には、反応終了後の反応混合液から螢光増
白染料を分離せずに、反応終了液に直接該非イオン界面
活性剤を添加し、さらに必要に応じて沈殿剤を添加する
。In addition, when the fluorescent whitening dye is obtained by a synthesis reaction in an aqueous solution, it is industrially advantageous to directly add the nonionic interface to the reaction finished liquid without separating the fluorescent whitening dye from the reaction mixture after the completion of the reaction. An activator is added and, if necessary, a precipitant is added.
通常反応終了液には多量の沈殿剤として働く食塩等の塩
分が混在しているのでこの場合、使用する沈殿剤がはる
かに少なくてすむかあるL・は全(不要という利点があ
る。Usually, the reaction-completed solution contains a large amount of salt such as common salt, which acts as a precipitant, so in this case, much less precipitant is needed, and L. has the advantage of not being necessary.
該水溶液または懸濁液はさらに有利には使用した非イオ
ン性界面活性剤の基点以上に、好ましくは80〜100
℃に10分間〜3時間好ましくは30分間〜1時間加熱
する。The aqueous solution or suspension furthermore advantageously has a surfactant that is greater than the base point of the nonionic surfactant used, preferably from 80 to 100
C. for 10 minutes to 3 hours, preferably 30 minutes to 1 hour.
螢光増白染料を含む該非イオン界面活性剤層(コアセル
ベート層)は、使用する沈殿剤の量により上層または下
層に加熱前、加熱中または加熱終了後冷却中に分離する
。The nonionic surfactant layer (coacervate layer) containing the fluorescent whitening dye is separated into an upper layer or a lower layer depending on the amount of precipitant used before heating, during heating, or during cooling after heating.
分液操作は公知のどのような方法を用いてもよいが有利
にはデカンテーション法がとられる。Any known method may be used for the separation operation, but decantation is advantageously used.
本発明方法によれば、工業的有利に式(I)で表わされ
る螢光増白染料の衛生的で取り扱いの容易な液状調整物
が得られる。According to the process of the invention, a hygienic and easy-to-handle liquid preparation of the fluorescent whitening dye of the formula (I) is obtained with industrial advantage.
また、この液状調整物は高濃度かつ低粘度であり、透明
感において優れしかも経時的な変化をほとんど生じない
かあるいは全く生じないという利点を有するが、その増
白性はいささかもそこなわれろものではない。In addition, this liquid preparation has the advantage of having high concentration and low viscosity, excellent transparency, and little or no change over time, but its whitening properties are not impaired in the slightest. It's not a thing.
またこの液状調整物は、従来品同様、パルプ染色、洗剤
基材増白、洗たく増白等の染色分野に適用できる。In addition, this liquid preparation, like conventional products, can be applied to dyeing fields such as pulp dyeing, detergent base whitening, and washing whitening.
次に本発明の実施例について説明する。Next, examples of the present invention will be described.
実施例 1
式(I)
で表わされる螢光増白染料乾燥品41を水10001に
添加し、攪拌しながら10%カセイソーダ水を用いて液
のpHを9に調整し完溶させた。Example 1 Dried fluorescent whitening dye product 41 represented by formula (I) was added to 10,001 liters of water, and while stirring, the pH of the liquid was adjusted to 9 using 10% caustic soda water to completely dissolve.
この水溶液にポリオキシエチレンノニルフェノール(P
OE 基数10)8fを加え、さらに無水硫酸ソーダ4
(lを加え、溶液を80℃で1時間加熱しtも室温まで
冷却静置後、下層に沈降分層した螢光増白染料の非イオ
ン界面活性剤をデカンテーション法により分離した。Polyoxyethylene nonylphenol (P) is added to this aqueous solution.
OE Base 10) Add 8f, and then add 4 ml of anhydrous sodium sulfate.
The solution was heated at 80° C. for 1 hour, cooled to room temperature and allowed to stand, and the nonionic surfactant of the fluorescent whitening dye, which had settled into a lower layer, was separated by a decantation method.
流動性の良好な透明感ある螢光増白染料液状物16′?
が得られた。Fluorescent whitening dye liquid with good fluidity and transparency 16'?
was gotten.
このものは長期保存しても全く安定であり何らの変化を
も認められなかった。This product was completely stable even after long-term storage, and no changes were observed.
なお上層の水層はほとんど無色透明で、螢光はほとんど
認められず螢光増白染料を含んでいなかった。The upper aqueous layer was almost colorless and transparent, with almost no fluorescence observed and did not contain any fluorescent whitening dye.
ここで得られた液状調整物1.02を熱湯50Pによく
攪拌しながら加えさらに水を加えて全量を500m1(
原液)とした。Add 1.02 ml of the liquid preparation obtained here to 50 liters of boiling water while stirring well, and then add water to bring the total volume to 500 ml (
undiluted solution).
この原液5TILlをパルプ離解液(あらかじめ細くち
ぎった乾燥パルプ10?と水450m1をミキサーに入
れ2分間処理したもの)450mlに電動攪拌機でかき
まぜながら加え、さらに水で全量を5001rLlとし
、室温で15分間染色した。Add 5 TIL of this stock solution to 450 ml of pulp disintegration solution (10 cm of dry pulp that has been torn into thin pieces in advance and 450 ml of water in a mixer and process for 2 minutes) while stirring with an electric stirrer, then add water to make a total volume of 5001 rL, and leave for 15 minutes at room temperature. Stained.
常法によりサイジング、希釈、抄紙、フーチング、圧縮
、乾燥を行なった。Sizing, dilution, paper making, footing, compression, and drying were performed by conventional methods.
得られた紙葉は良好な白変を有していた。The obtained paper sheet had good white discoloration.
実施例 2
ジアミノスチルベンジスルホン酸ソーダ(1,0モル比
)に水溶液中で塩化シアヌル(2,02モル*比)、ス
ルファニルアミド(2,0モル比)、およびジェタノー
ルアミン(2,0モル比)を公知の方法により反応させ
、実施例10式(1)で示される螢光増白染料を含有す
る反応終了液を得た。Example 2 Cyanuric chloride (2.02 molar* ratio), sulfanilamide (2.0 molar ratio), and jetanolamine (2.0 molar ratio) were added to sodium diaminostilbendisulfonate (1.0 molar ratio) in an aqueous solution. ) was reacted by a known method to obtain a reaction-completed solution containing a fluorescent whitening dye represented by formula (1) of Example 10.
この反応終了液1000f(実施例1中の式(1)で示
される螢光増白染料65P、塩化ナトリウム32y、硫
酸ナトリウム201を含有する)に実施例1で用いたポ
リオキシエチレンノニルフェノール(POE基数10)
130グを加え80℃で1時間加熱、攪拌した。The polyoxyethylene nonylphenol used in Example 1 (POE group number 10)
130 g was added, and the mixture was heated and stirred at 80° C. for 1 hour.
室温まで冷却静置後、下層に沈降分層した非イオン界面
活性剤層250グをデカンテーション法により分離した
。After cooling to room temperature and standing still, 250 g of the nonionic surfactant layer that had settled and separated into the lower layer was separated by a decantation method.
得られた下層の液状調整品は流動性良好であり、長期間
の保存にも安定で析出物も認められなかった。The obtained lower layer liquid product had good fluidity, was stable even during long-term storage, and no precipitates were observed.
なお上層の水層は透明であり螢光はほとんどみられなか
った。The upper water layer was transparent and almost no fluorescence was observed.
実施例 3
実施例1で用いた螢光増白染料に対して、ポリオキシエ
チレンノニルフェノール(POE 基数10)のかわり
にポリオキシエチレンラウリン酸エステル(POE基数
15)を用いた他は、実施例1と同様に処理したところ
、同様に流動性の良好な、透明な液状調整品が得られ、
長期に保存しても全く変化しなかった。Example 3 Example 1 was performed except that polyoxyethylene lauric acid ester (POE number of groups 15) was used instead of polyoxyethylene nonylphenol (POE number of groups 10) for the fluorescent whitening dye used in Example 1. When treated in the same manner as above, a transparent liquid preparation with good fluidity was obtained.
There was no change at all even after long-term storage.
実施例 4
螢光増白染料として式(2)
で表わされる螢光増白染料乾燥品4y、非イオン界面活
性剤としてポリオキシエチレンポリプロピレングリコー
ル(ポリプロピレン単位の分子量2000、エチレンオ
キサイド鎖の含有率20%)8fを用いた他は、実施例
1と同様に処理し、流動性良好な螢光増白染料の液状調
整物を得た。Example 4 A dried fluorescent whitening dye 4y represented by the formula (2) was used as a fluorescent whitening dye, and polyoxyethylene polypropylene glycol (molecular weight of polypropylene unit 2000, content of ethylene oxide chain 20) was used as a nonionic surfactant. %) 8f was used, and the same procedure as in Example 1 was carried out to obtain a liquid preparation of a fluorescent whitening dye with good fluidity.
このものは長期に保存した場合も変化しなかった。This substance did not change even when stored for a long time.
ここで得られた液状調整物0.32 rを70 ’Cの
熱湯20?に加え、下記の組成よりなる洗剤4゜?を加
えて65℃で30分間ねった。Add 0.32 r of the liquid preparation obtained here to 20 ml of boiling water at 70'C. In addition to this, detergent 4゜? has the following composition. was added and kneaded at 65°C for 30 minutes.
アルキル<’/ゼ7フルホ’ 20部(重量)酸ナ
トリウム
乾燥後得られた洗剤は優秀な白変を有していた。The detergent obtained after drying had an excellent white discoloration.
Claims (1)
液に沈殿剤の共存下、水性2相系を生成し得る非イオン
性界面活性剤を添加して螢光増白染料を含む該非イオン
界面活性剤層(コアセルベート層)を生成せしめ、これ
を分離することを特徴とする螢光増白染料の液状調整物
の製造方法。 (式(1)中XおよびYは同じかまたは相異なって、ヒ
ドロキシ基、脂肪族ヒドロキシ残基または芳香族ヒドロ
キシ残基、アミノ基、脂肪族または芳香族アミン残基、
複素環式アミン残基、脂環式アミン残基またはハロゲン
原子を表わし、これらのヒドロキシ残基またはアミン残
基はさらにハロゲン原子、ヒドロキシ基、スルファモイ
ル基、カルバモイル基、低級アルコキシ基またはスルホ
ン酸基を置換基として有することができる。 またMは水素原子またはアルカリ金属原子を表わす。 )。[Claims] 1. A nonionic surfactant capable of forming an aqueous two-phase system is added to an aqueous solution containing a fluorescent whitening dye represented by formula (I) in the coexistence of a precipitant. 1. A method for producing a liquid preparation of a fluorescent whitening dye, which comprises forming a nonionic surfactant layer (coacervate layer) containing a photowhitening dye and separating this layer. (In formula (1), X and Y are the same or different, a hydroxy group, an aliphatic hydroxy residue or an aromatic hydroxy residue, an amino group, an aliphatic or aromatic amine residue,
It represents a heterocyclic amine residue, an alicyclic amine residue, or a halogen atom, and these hydroxy residues or amine residues further represent a halogen atom, a hydroxy group, a sulfamoyl group, a carbamoyl group, a lower alkoxy group, or a sulfonic acid group. It can be included as a substituent. Moreover, M represents a hydrogen atom or an alkali metal atom. ).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14776778A JPS5853026B2 (en) | 1978-12-01 | 1978-12-01 | Method for producing liquid preparation of fluorescent whitening dye |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14776778A JPS5853026B2 (en) | 1978-12-01 | 1978-12-01 | Method for producing liquid preparation of fluorescent whitening dye |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5575452A JPS5575452A (en) | 1980-06-06 |
JPS5853026B2 true JPS5853026B2 (en) | 1983-11-26 |
Family
ID=15437706
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14776778A Expired JPS5853026B2 (en) | 1978-12-01 | 1978-12-01 | Method for producing liquid preparation of fluorescent whitening dye |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5853026B2 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2399646C2 (en) * | 2004-12-09 | 2010-09-20 | Клариант Файненс (Бви) Лимитед | Aqueous dispersion of optical bleaching agent |
JP5245148B2 (en) * | 2007-08-07 | 2013-07-24 | ライオン株式会社 | Liquid softener composition |
-
1978
- 1978-12-01 JP JP14776778A patent/JPS5853026B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS5575452A (en) | 1980-06-06 |
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