JPH0339364A - Concentrated solution of fluorescent white dye - Google Patents
Concentrated solution of fluorescent white dyeInfo
- Publication number
- JPH0339364A JPH0339364A JP1172968A JP17296889A JPH0339364A JP H0339364 A JPH0339364 A JP H0339364A JP 1172968 A JP1172968 A JP 1172968A JP 17296889 A JP17296889 A JP 17296889A JP H0339364 A JPH0339364 A JP H0339364A
- Authority
- JP
- Japan
- Prior art keywords
- concentrated solution
- parts
- present
- bis
- formula
- 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
- 239000002253 acid Substances 0.000 claims abstract description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 7
- -1 alkali metal salt Chemical class 0.000 claims abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000000243 solution Substances 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 4
- 238000012216 screening Methods 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は濃厚溶液に関する。更に詳しくは４．４′ビス
（２−、５−ジスルフノアニリノ）−４−フェノキシ−
１，３，５−）リアノニル−６−アミノ〕スチルベン−
２，２’ −ジスルフォン酸又はこのアルカリ金属塩の
濃厚溶液に関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to concentrated solutions. More specifically, 4.4'bis(2-,5-disulfnoanilino)-4-phenoxy-
1,3,5-)ryanonyl-6-amino]stilbene-
Concerning concentrated solutions of 2,2'-disulfonic acid or its alkali metal salts.
従来の技術
下記式（１）で示される化合物は優れた蛍光白色染料で
あって、
通常粉体の
（式（１）においてＭはＨ又はアルカリ金属を示す）形
で市場に供給され、染色使用時には秤量、溶解の過程を
経て水溶液として使用される。しかるに粉体を取り扱う
常として、それらの操作には粉体が飛散したり、また溶
解に時間がかかるなどの作業上好ましからざる欠点が付
随する。Prior Art The compound represented by the following formula (1) is an excellent fluorescent white dye, and is usually supplied to the market in the form of a powder (M in formula (1) represents H or an alkali metal) and used for dyeing. Sometimes it is used as an aqueous solution after a process of weighing and dissolving. However, as usual when handling powder, these operations are accompanied by undesirable disadvantages such as scattering of the powder and time required for dissolution.
発明が解決しようとする！Ｉ題
本発明の目的とすることは、粉体の飛散による作業環境
の低下を起さず、かつ溶解性を高め、高濃度での使用を
可能にして、自動化機器に容易に対応できるような式（
１）の化合物の濃厚なる溶液を提供することである。Invention tries to solve! Title I The object of the present invention is to provide a method that does not degrade the working environment due to powder scattering, increases solubility, enables use at high concentrations, and is easily compatible with automated equipment. formula(
1) to provide a concentrated solution of the compound.
課題を解決するための手段
本発明者らは式（１）の化合物の安定な濃厚溶液を得る
べく鋭意研究を重ねた結果本発明に至ったものである。Means for Solving the Problems The present inventors have conducted extensive research in order to obtain a stable concentrated solution of the compound of formula (1), and as a result they have arrived at the present invention.
即ち本発明は４．４′ ビス（２−（２゜５−・ジスル
フノアニリノ）−４−フユノキシーＬ３．５−トリアジ
ニル−６−アξノ〕スチルベン−２，２′ −ジスルフ
ォン酸又はそのアルカリ金属塩及びアルカノ−ルアξン
を含有することを特徴とする蛍光白色染料の濃厚溶液を
提供する。That is, the present invention provides 4.4' bis(2-(2°5-disulfnoanilino)-4-fuunoxy L3.5-triazinyl-6-aξno]stilbene-2,2'-disulfonic acid or A concentrated solution of a fluorescent white dye is provided, characterized in that it contains an alkali metal salt thereof and an alkanol anion.
本発明の詳細な説明する。The present invention will be described in detail.
本発明において式（１）の化合物は例えば特公昭５０−
３３８１４に記載の方法によって製造される６式（１）
の化合物のＮａ塩を鉱酸により酸析して式（１）の化合
物においてＭが水素であるものを得るか、これを更に水
中において水酸化アルカリで処理して式（１）の化合物
においてＭがアルカリ金属である化合物を得る。In the present invention, the compound of formula (1) is, for example,
Formula 6 (1) produced by the method described in 33814
Either the Na salt of the compound of formula (1) is precipitated with a mineral acid to obtain a compound of formula (1) in which M is hydrogen, or this is further treated with alkali hydroxide in water to obtain a compound of formula (1) in which M is hydrogen. is an alkali metal.
本発明においてはＭがＨ又はＬｌであるものを用いるの
が好ましい０式（１） の化合物の濃厚溶液中に占める
割合は通常１０〜５０％、好ましくは１５〜３５％（重
量比）である。In the present invention, it is preferable to use a compound in which M is H or Ll. The proportion of the compound of formula (1) in the concentrated solution is usually 10 to 50%, preferably 15 to 35% (weight ratio). .
本発明においてアルカノ−ルアごンの例としてはモノエ
タノールアミン、ジェタノールアミン、トリエタノール
アミン、トリイソプロパノ−１レアミン、メチルジエタ
ノｌ−ルアミン等が挙げられるがトリエタノ−ルアえン
、トリイソプロノくノールアミンの使用が好ましい。In the present invention, examples of alkanolamine include monoethanolamine, jetanolamine, triethanolamine, triisopropanolamine, methyldiethanolamine, etc. Use is preferred.
本発明の濃厚溶液においてアルカノールアミンの好まし
い含有率は５〜２５％より好ましくは８〜１６％（重量
比）である。In the concentrated solution of the present invention, the preferred content of alkanolamine is 5 to 25%, more preferably 8 to 16% (weight ratio).
本発明の濃厚溶液においてはアルカノールアミンの他に
必要によりグリコール類、尿素等の通常の溶解剤、防か
び剤等を加えることが出来る。グリコール類の例として
はエチレングリコール、ジメｔングリコール、ポリエチ
レングリコール等が。In the concentrated solution of the present invention, in addition to the alkanolamine, conventional solubilizers such as glycols and urea, fungicides, etc. can be added as necessary. Examples of glycols include ethylene glycol, dimethane glycol, and polyethylene glycol.
あげられ、これらは濃厚溶液に１〜１０％（重量比）必
要により添加される。又尿素は必要により濃厚溶液に１
〜１５％（重量比）の範囲で添加される。These are added to the concentrated solution in an amount of 1 to 10% (weight ratio) as necessary. Also, if necessary, add urea to a concentrated solution.
It is added in a range of ~15% (weight ratio).
又水は通常４０〜７０％（重量比）の含有率になるよう
に加えられる。Further, water is usually added at a content of 40 to 70% (by weight).
本発明の濃厚溶液は前記した薬剤及び水を単に混合する
ことによって得られる。なお混合したあと必要によりろ
過を行って狭雑物等不溶性物質を除去してもよい。The concentrated solutions of the present invention are obtained by simply mixing the agents described above and water. After mixing, if necessary, filtration may be performed to remove insoluble substances such as impurities.
本発明の濃厚溶液は粉塵が立たないのはもちろん長期間
保存しても式（１）で示される化合物（蛍光白色染料）
が沈澱をおこしたり分解したりすることがない、又低温
保存における凍結、高温保存における水分蒸発をおこし
にくい。The concentrated solution of the present invention not only does not generate dust, but also retains the compound represented by formula (1) (fluorescent white dye) for a long period of time.
It does not precipitate or decompose, and does not easily freeze during low-temperature storage or evaporate during high-temperature storage.
実施例 以下に実施例によって本発明を説明する。Example The present invention will be explained below by way of examples.
実施例１
４．４′−ビス［２−、５−ジスルフノアニリノ）−４
−フェノキシ−１，３，５−トリアジニル−６−アミノ
］スチルベンー２１２′−ジスルフエン酸のウェットケ
ーキ５０部（染料分２５部、水分２５部）にトリエタノ
−ルア電ン１２部、ポリエチレングリコール３部、更に
水３５部を添加して、１〜２時間攪拌をすることにより
、溶解をさせた後、スクリーニングにより不溶残渣を除
去する。Example 1 4.4'-bis[2-,5-disulfnoanilino)-4
- 50 parts of wet cake of phenoxy-1,3,5-triazinyl-6-amino]stilbene-212'-disulfenoic acid (25 parts of dye, 25 parts of water), 12 parts of triethanolamine, 3 parts of polyethylene glycol, Further, 35 parts of water is added and stirred for 1 to 2 hours to dissolve the mixture, and then insoluble residues are removed by screening.
このようにして得た本発明の濃厚溶液は極めて安定であ
り、−１０℃〜６０’Ｃでの長期保存（半年以上）に耐
え、透明な溶液状を保持した。また染色性、物理的性質
の劣化も認められなかった。The concentrated solution of the present invention thus obtained was extremely stable, endured long-term storage (more than half a year) at -10°C to 60'C, and maintained a transparent solution form. Furthermore, no deterioration in dyeability or physical properties was observed.
実施例２
式（１）の化合物（ＭがＨのもの）５０部（染料分３０
部、水２０部）に、トリエタノールアミン１０部、ジエ
チレングリコール１部、尿素８部、更に水２０部を加え
、１〜２時間攪拌をすることにより、熔解をさせ、スク
リーニングをした後で、濃度調整のため水１１部を加え
て、全液量１００部の本発明の濃厚溶液を得た。このも
のは実施例１の目的物と同様の優れた性質を示した。Example 2 50 parts of the compound of formula (1) (where M is H) (dye content: 30
20 parts of water), 10 parts of triethanolamine, 1 part of diethylene glycol, 8 parts of urea, and 20 parts of water were added and stirred for 1 to 2 hours to dissolve. After screening, the concentration was determined. For adjustment, 11 parts of water was added to obtain a concentrated solution of the present invention having a total liquid volume of 100 parts. This product showed the same excellent properties as the target product of Example 1.
実施例３
４．４′−ビス（２−、５−ジスルフノアニリノ）−４
−フェノキシ−１，３，５−）リアノニル−６−アミノ
〕スチルベン−２，２′ −ジスルフオン＃１５０部（
染料分３０部、水分２０部）にトリエタノ〜ルアミツ１
４部、更に水３０部を添加して、１〜２時間攪拌をする
ことにより、溶解させた後、スクリニングにより不溶残
渣を除去する。Example 3 4.4'-bis(2-,5-disulfnoanilino)-4
-phenoxy-1,3,5-)ryanonyl-6-amino]stilbene-2,2'-disulfone #150 parts (
30 parts of dye, 20 parts of water) and 1 part of triethanol
After adding 4 parts and further 30 parts of water and stirring for 1 to 2 hours to dissolve the mixture, insoluble residues are removed by screening.
最後に濃度調整のため水６部を加えて、全液量１００部
の本発明の濃厚溶液を得た。Finally, 6 parts of water was added to adjust the concentration to obtain a concentrated solution of the present invention with a total volume of 100 parts.
このようにして得た濃厚溶液は極めて安定であり、−１
０”Ｃ〜６０゛Ｃでの長期保存（半年以上）に耐え、透
明な溶液を保持した。また染色性、物理的性質の劣化も
認められなカコった。The concentrated solution thus obtained is extremely stable and -1
It withstood long-term storage (more than half a year) at 0''C to 60℃ and maintained a clear solution.No deterioration in dyeability or physical properties was observed.
実施例４
ルアミツ１０部、ジエチレンクリコール２部、更に水３
０部を加え、１〜２時間撹拌をすることにより、溶解を
させ、スクリーニングをした後で、濃度調整のため水８
部を加えて、全液量１００部の本発明の濃厚溶液を得た
。このものは実施例１と同様の優れた性質を示した。Example 4 10 parts of Ruamitz, 2 parts of diethylene glycol, and 3 parts of water
After adding 0 parts and stirring for 1 to 2 hours to dissolve and screening, add 8 parts of water to adjust the concentration.
1 part was added to obtain a concentrated solution of the present invention having a total volume of 100 parts. This product showed the same excellent properties as Example 1.
実施例５
式（１）の化合物においてＭがＨ及びＬｌが混在してい
る化合物についても実施例４と同様にして本発明の濃厚
溶液を得た。Example 5 A concentrated solution of the present invention was obtained in the same manner as in Example 4 for a compound of formula (1) in which M was a mixture of H and Ll.
発明の効果
４．４′−ビス（２−、５−ジスルフノアニリノ）−４
−フェノキシ−１，３，５−）リアノニル−６−アξノ
〕スチルベン−２，２′ −ジスルフオン酸又はそのア
ルカリ金属塩について長期保存にも安定な濃厚溶液が得
られた。Effect of the invention 4.4'-bis(2-,5-disulfnoanilino)-4
A concentrated solution of -phenoxy-1,3,5-)ryanonyl-6-ano]stilbene-2,2'-disulfonic acid or its alkali metal salt, which is stable even during long-term storage, was obtained.
Claims (1)
）−４−フェノキシ−１、３、５−トリアジニル−６−
アミノ〕スチルベン−２、２′−ジスルフォン酸又はそ
のアルカリ金属塩及びアルカノールアミンを含有するこ
とを特徴とする蛍光白色染料の濃厚溶液[Claims] 1,4,4'bis[2-(2,5-disulfnoanilino)-4-phenoxy-1,3,5-triazinyl-6-
A concentrated solution of a fluorescent white dye characterized by containing amino]stilbene-2,2'-disulfonic acid or an alkali metal salt thereof and an alkanolamine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1172968A JPH0791485B2 (en) | 1989-07-06 | 1989-07-06 | Concentrated solution of fluorescent white dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1172968A JPH0791485B2 (en) | 1989-07-06 | 1989-07-06 | Concentrated solution of fluorescent white dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0339364A true JPH0339364A (en) | 1991-02-20 |
| JPH0791485B2 JPH0791485B2 (en) | 1995-10-04 |
Family
ID=15951697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1172968A Expired - Fee Related JPH0791485B2 (en) | 1989-07-06 | 1989-07-06 | Concentrated solution of fluorescent white dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0791485B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013051491A1 (en) * | 2011-10-04 | 2013-04-11 | 日本化薬株式会社 | Water-based direct dye composition |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60158266A (en) * | 1984-01-28 | 1985-08-19 | Shin Nisso Kako Co Ltd | Method for lowering salt content of aqueous solution of stilbene derivative and production of concentrated aqueous solution of stilbene derivative |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE597219A (en) | 1959-11-20 |
-
1989
- 1989-07-06 JP JP1172968A patent/JPH0791485B2/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60158266A (en) * | 1984-01-28 | 1985-08-19 | Shin Nisso Kako Co Ltd | Method for lowering salt content of aqueous solution of stilbene derivative and production of concentrated aqueous solution of stilbene derivative |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013051491A1 (en) * | 2011-10-04 | 2013-04-11 | 日本化薬株式会社 | Water-based direct dye composition |
| JPWO2013051491A1 (en) * | 2011-10-04 | 2015-03-30 | 日本化薬株式会社 | Aqueous direct dye composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0791485B2 (en) | 1995-10-04 |
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| Date | Code | Title | Description |
|---|---|---|---|
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