JPH07749B2 - Liquid composition of direct dye - Google Patents
Liquid composition of direct dyeInfo
- Publication number
- JPH07749B2 JPH07749B2 JP61085097A JP8509786A JPH07749B2 JP H07749 B2 JPH07749 B2 JP H07749B2 JP 61085097 A JP61085097 A JP 61085097A JP 8509786 A JP8509786 A JP 8509786A JP H07749 B2 JPH07749 B2 JP H07749B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- liquid composition
- direct dye
- water
- glycol
- 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.)
- Expired - Fee Related
Links
- 239000007788 liquid Substances 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 title claims description 24
- 239000000982 direct dye Substances 0.000 title claims description 9
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 18
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000047 product Substances 0.000 description 12
- 239000013078 crystal Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 238000004043 dyeing Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000004040 coloring Methods 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000010446 mirabilite Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005185 salting out Methods 0.000 description 2
- 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
- 229920000297 Rayon Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011487 hemp 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
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000002964 rayon Substances 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
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- QTFHTNFVUCUDIR-UHFFFAOYSA-K trisodium 6-[(2,4-diaminophenyl)diazenyl]-3-[[4-[4-[[7-[(2,4-diaminophenyl)diazenyl]-1-hydroxy-3-sulfonatonaphthalen-2-yl]diazenyl]-2-sulfonatoanilino]phenyl]diazenyl]-4-hydroxynaphthalene-2-sulfonate Chemical group C1=CC(=CC=C1NC2=C(C=C(C=C2)N=NC3=C(C=C4C=CC(=CC4=C3[O-])N=NC5=C(C=C(C=C5)N)N)S(=O)(=O)O)S(=O)(=O)[O-])N=NC6=C(C=C7C=CC(=CC7=C6[O-])N=NC8=C(C=C(C=C8)N)N)S(=O)(=O)O.[Na+].[Na+].[Na+] QTFHTNFVUCUDIR-UHFFFAOYSA-K 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
Description
【発明の詳細な説明】 産業上の利用分野 本発明は液状組成物に関する。更に詳しくは特定の構造
を有する直接染料の液状組成物に関する。TECHNICAL FIELD OF THE INVENTION The present invention relates to liquid compositions. More specifically, it relates to a liquid composition of a direct dye having a specific structure.
従来の技術 紙、木綿、麻等を黒色に染色する為に数多くの直接染料
が市場で使用されているが特に次式 で示される直接染料（C.I.ダイレクトブラック22）もそ
のすぐれた染着性と色相の鮮明さ（純黒）の故に多量に
使用されている。Conventional technology Many direct dyes are used in the market to dye paper, cotton, linen, etc. in black. The direct dye (CI Direct Black 22) shown in is also used in large amounts because of its excellent dyeing properties and sharp hue (pure black).
水溶性の直接染料は一般的には染料を合成したあと塩
析、酸析などを行って結晶を析出せしめこれを過して
プレスケーキを得、これを乾燥して粉末状の染料原末を
えるかあるいは反応液をそのままあるいは濃縮してスプ
レー乾燥して顆粒状の染料原末をえるかしたあとそれら
に食塩、芒硝等の無機塩、界面活性剤その他の添加剤を
加えて濃度を調整して製品化されている。しかしながら
このような製品は乾燥品であるためその製造時あるいは
使用時において粉塵が発生しやすく取扱いが困難であ
り、又衛生上も好ましくないという欠点がある。In general, water-soluble direct dyes are prepared by synthesizing dyes and then salting out, acidifying, etc. to precipitate crystals, which are then passed through to obtain a press cake, which is dried to obtain powdered dye bulk powder. Or the reaction solution as it is or concentrated and spray-dried to obtain granular dye powder, and then add salt, inorganic salt such as Glauber's salt, surfactant and other additives to adjust the concentration. Have been commercialized. However, since such a product is a dried product, it has a drawback that dust is liable to be produced during its manufacture or use, it is difficult to handle, and it is not preferable in terms of hygiene.
前記式で示されるC.I.ダイレクトブラック22についても
その液状品の調製法につき種々提案されているがこの染
料は水に対する溶解性が十分でないため濃厚でかつ長時
間の放置にも十分耐えるような液状組成物がまだ見出さ
れていない。Various proposals have been made for the method of preparing a liquid product of CI Direct Black 22 represented by the above formula, but since this dye has insufficient solubility in water, it has a liquid composition that is thick and sufficiently resistant to standing for a long time. Things have not been found yet.
発明が解決しようとする問題点 C.I.ダイレクトブラック22につき十分濃厚でかつ長時間
放置しても粘度上昇、結晶析出等をおこさない安定な液
状組成物調製法の開発が望まれている。Problems to be Solved by the Invention It is desired to develop a stable liquid composition preparation method for CI Direct Black 22 which is sufficiently thick and does not cause viscosity increase, crystal precipitation, etc. even when left for a long time.
問題点を解決するための手段 本発明者らは前記したような問題点を解決すべく鋭意研
究を重ねた結果、本発明に至ったものである。即ち本発
明は、遊離酸として式（１） で示される直接染料５〜40重量％、エチレングリコー
ル、ジエチレングリコール又はトリエチレングリコール
から選ばれる１種又は２種10〜40重量％、分子量200乃
至600ポリエチレングリコール10〜30重量％、水酸化リ
チウム0.1〜10重量％及び水10〜50重量％を含有するこ
とを特徴とする直接染料の液状組成物 を提供する。Means for Solving the Problems The inventors of the present invention have achieved the present invention as a result of intensive studies to solve the above problems. That is, the present invention provides the free acid of the formula (1) 5-40% by weight of direct dye, 10-40% by weight of one or two kinds selected from ethylene glycol, diethylene glycol or triethylene glycol, molecular weight 200-600 polyethylene glycol 10-30% by weight, lithium hydroxide 0.1- A liquid composition of a direct dye, characterized in that it contains 10% by weight and 10 to 50% by weight of water.
本発明の液状組成物につき詳細に説明する。The liquid composition of the present invention will be described in detail.
本発明の液状組成物を調製するにあたって式（１）で示
されるC.I.ダイレクトブラック22は公知の方法によって
合成したあと必要によっては反応液に食塩、芒硝等の中
性塩又は塩酸、硫酸等の鉱酸あるいはこれらの両者を加
えて結晶を析出せしめた後、反応液を過してえたプレ
スケーキを用いてもよいが、C.I.ダイレクトブラック22
は水に対する溶解性が十分小さいので中性塩、鉱酸等を
加えることなく反応液をそのまま過してプレスケーキ
をえてそれを本発明の液状組成物調製の為に使用するの
が塩の混入が少ないので好ましい。なおプレスケーキを
乾燥してから用いることも出来るが乾燥品を用いること
は粉塵の発生が起こりプレスケーキを用いるのに比べ何
の益ももたらさない。In preparing the liquid composition of the present invention, the CI direct black 22 represented by the formula (1) is synthesized by a known method and then, if necessary, a neutral salt such as salt, mirabilite or a mineral such as hydrochloric acid or sulfuric acid is added to the reaction solution. After precipitating crystals by adding an acid or both of them, a press cake obtained by passing the reaction solution may be used, but CI Direct Black 22
Since the solubility in water is sufficiently small, it is necessary to pass the reaction solution as it is without adding a neutral salt, mineral acid, etc. to form a press cake and use it for the preparation of the liquid composition of the present invention. Is preferable because it is less. Note that the press cake can be used after drying, but using a dried product does not bring any benefit compared to using a press cake because dust is generated.
本発明の組成物にはエチレングリコール、ジエチレング
リコール又はトリエチレングリコールから選ばれる１種
又は２種が必須の成分として上記した割合で添加され
る。One or two kinds selected from ethylene glycol, diethylene glycol or triethylene glycol is added to the composition of the present invention as an essential component in the above-mentioned ratio.
更にポリエチレングリコールとしては分子量200乃至60
0、より好ましくは200乃至500のものを用いるのが好ま
しい。Further, polyethylene glycol has a molecular weight of 200 to 60.
It is preferable to use 0, more preferably 200 to 500.
本発明の液状組成物は前記したようにしてえられたC.I.
ダイレクトブラック22 ５〜40重量％より好ましくは10
〜35重量％、エチレングリコール、ジエチレングリコー
ル又はトリエチレングリコールから選ばれる１種又は２
種10〜40重量％、より好ましくは15〜30重量％、分子量
200乃至600のポリエチレングリコール10〜30重量％、よ
り好ましくは15〜25重量％及び水酸化リチウム0.1〜10
重量％、より好ましくは１〜５重量％を水10〜50重量
％、より好ましくは20〜40重量％に任意の順序で加えて
調製される。この場合プレスケーキ状のC.I.ダイレクト
ブラック22が用いられたときはそのプレスケーキ中の含
水量に見合う水を減らした水を用いて前記した含有量に
調整される。なお液状組成物を調製するにあたり必要に
応じて過を行って夾雑物を除いたりあるいは均一な液
状組成物になるのを早めるために例えば40〜60℃に加熱
することも出来る。The liquid composition of the present invention is a CI obtained as described above.
Direct Black 22 5 to 40% by weight, more preferably 10
~ 35% by weight, one or two selected from ethylene glycol, diethylene glycol or triethylene glycol
Species 10-40% by weight, more preferably 15-30% by weight, molecular weight
200 to 600 polyethylene glycol 10 to 30% by weight, more preferably 15 to 25% by weight and lithium hydroxide 0.1 to 10
%, More preferably 1 to 5% by weight, added to water 10 to 50% by weight, more preferably 20 to 40% by weight in any order. In this case, when the press cake-like CI Direct Black 22 is used, the content is adjusted to the above-mentioned content by using water having a reduced water content corresponding to the water content in the press cake. When preparing the liquid composition, it may be heated to, for example, 40 to 60 ° C., if necessary, in order to remove impurities and accelerate the formation of a uniform liquid composition.
このようにして調製された本発明の液状組成物は通常pH
7〜13を示し長時間放置しておいても結晶の析出、液の
粘度上昇等をおこすことがなく、又それを用いた染色物
の濃度低下、色相変化等を来すようなこともない。従っ
て製品化したあと実際に染色、着色等に使用する迄の間
に時間が経過しても何の支障もなく、それらを実施する
ことができる。又乾燥品を扱うことによる包装、計量、
溶解等における粉塵、衛生上の問題等も完全に解決され
るものである。The liquid composition of the present invention thus prepared usually has a pH value of
It shows 7 to 13 and does not cause precipitation of crystals, increase in viscosity of the liquid, etc. even if left for a long time, nor decrease in concentration of dyed products using it, change in hue, etc. . Therefore, after the product is commercialized, it can be carried out without any trouble even if time elapses before it is actually used for dyeing, coloring and the like. Also, by handling dry products, packaging, weighing,
Dust, hygiene problems, etc. in dissolution etc. can be completely solved.
本発明の液状組成物は常法による紙；綿、麻、レーヨン
等のセルローズ系繊維：皮革等の染色又は着色に用いら
れ、又筆記具、プリンター等用のインキ調製の為の色材
として用いることも出来るものである。The liquid composition of the present invention is used in a conventional paper; cellulosic fibers such as cotton, hemp and rayon: used for dyeing or coloring leather and the like, and also used as a coloring material for preparing ink for writing instruments, printers and the like. It is also possible.
実施例 実施例によって本発明を具体的に説明するが、本発明が
これらの実施例のみに限定されるものではない。Examples The present invention will be specifically described by way of examples, but the present invention is not limited to these examples.
実施例1. 公知の方法により製造して得た次式 で示されるC.I.ダイレクトブラック22の反応液を塩析せ
ず過したプレスケーキ170g（102gの乾燥品を含有）に
水を加えて300gとなし55〜60℃に加熱した。これに水酸
化リチウム11g、ジエチレングリコール82.5g、ポリエチ
レングリコール300（分子量300）110gを加え撹拌して均
一な液状となした後、120メッシュの金網を通して過
し46.5gの水を加え、本発明の液状組成物550gを得た。Example 1. The following formula obtained by a known method The water was added to 170 g of the press cake (containing 102 g of dried product) which had passed through without salting out the reaction solution of CI Direct Black 22 shown in to 300 g and was heated to 55 to 60 ° C. To this, 11 g of lithium hydroxide, 82.5 g of diethylene glycol, and 110 g of polyethylene glycol 300 (molecular weight 300) were added and stirred to form a uniform liquid, which was then passed through a 120-mesh wire netting and 46.5 g of water was added to form the liquid of the present invention. 550 g of composition was obtained.
このものはC.I.ダイレクトブラック22を102g含有しその
pHは12であった。このものは、室温では勿論のこと、−
５℃、60℃の恒温室に６ケ月保存しても何ら変化（結晶
の析出、液の粘度上昇）が認められなかった。又６ケ月
経過後にこのものをセルロース繊維の染色に供しても染
色物の色相変化、濃度低下が認められなかった。This product contains 102 g of CI Direct Black 22
The pH was 12. Of course, at room temperature,
No change (precipitation of crystals, increase in viscosity of liquid) was observed even after storage in a thermostatic chamber at 5 ° C and 60 ° C for 6 months. Further, even after 6 months, this product was subjected to dyeing of cellulose fibers, and no change in hue or decrease in density was observed.
実施例2. 実施例１と同様にして得たプレスケーキ170g（120gの乾
燥品を含有）に水を加えて300gとなし55〜60℃に加熱し
た。これに水酸化リチウム11g、エチレングリコール22.
5g、ジエチレングリコール60.0g、ポリエチレングリコ
ール400（分子量400）110gを加え撹拌して均一な液状と
なした後、120メッシュの金網を通して過し、水765g
を加えて本発明の液状組成物580gを得た。このものはC.
I.ダイレクトブラック22を102gを含有しそのpHは12を示
した。Example 2 Water was added to 170 g of press cake (containing 120 g of dried product) obtained in the same manner as in Example 1 to make 300 g, and the mixture was heated to 55 to 60 ° C. Add 11g of lithium hydroxide and 22. of ethylene glycol.
After adding 5 g, diethylene glycol 60.0 g, polyethylene glycol 400 (molecular weight 400) 110 g and stirring to make a uniform liquid, pass through a 120 mesh wire net and water 765 g
Was added to obtain 580 g of the liquid composition of the present invention. This one is C.
I. Direct Black 22 contained 102 g and had a pH of 12.
この液状組成物は実施例１と同様６ケ月に亘って安定な
性質を示した。This liquid composition showed stable properties for 6 months as in Example 1.
実施例3. 実施例１と同様な方法により調製し、下記組成の液状組
成物515gを得た。このものはC.I.ダイレクトブラック22
102gを含有し、pH12.5を示した。このものは６ケ月に
亘り安定な性質を示した。Example 3 Prepared by the same method as in Example 1 to obtain 515 g of a liquid composition having the following composition. This one is CI Direct Black 22
It contained 102 g and had a pH of 12.5. This product showed stable properties for 6 months.
C.I.ダイレクトブラックプレスケーキ（乾燥品102gを含
有） 170 ｇ トレエチレングリコール 82.5g ポリエチレングリコール（分子量400） 110 ｇ 水酸化リチウム ８ ｇ 水 144.5g 実施例４〜8. 実施例１に準じて次の組成の液状組成物をえた。このも
のは室温にて６ケ月放置しても安定で（結晶の析出、粘
度の上昇がない）それらは６ケ月経過後セルロース繊維
の染色に供しても濃度低下、色相変化がみられなかっ
た。CI Direct Black Press Cake (containing 102 g of dried product) 170 g Toreethylene glycol 82.5 g Polyethylene glycol (molecular weight 400) 110 g Lithium hydroxide 8 g Water 144.5 g Examples 4 to 8. The following compositions according to Example 1 To obtain a liquid composition. These were stable even after being left at room temperature for 6 months (no precipitation of crystals and increase in viscosity). Even after being subjected to dyeing of cellulose fibers after 6 months, they showed no decrease in density and no change in hue.
発明の効果 長時間の放置に耐える濃厚なC.I.ダイレクトブラック22
の濃厚溶液がえられた。 Effects of the invention Dense CI direct black 22 that can stand for a long time
A thick solution of was obtained.
Claims (1)
トリエチレングリコールから選ばれる１種又は２種10〜
40重量％ （３）分子量200乃至600のポリエチレングリコール 10〜30重量％ （４）水酸化リチウム 0.1〜10重量％ （５）水 10〜50重量％ を含有することを特徴とする直接染料の液状組成物。1. A free acid of the formula (1) Direct dye represented by 5 to 40% by weight (2) 1 type or 2 types selected from ethylene glycol, diethylene glycol or triethylene glycol 10 to
40% by weight (3) polyethylene glycol having a molecular weight of 200 to 600 10 to 30% by weight (4) lithium hydroxide 0.1 to 10% by weight (5) water 10 to 50% by weight, a direct dye liquid Composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61085097A JPH07749B2 (en) | 1986-04-15 | 1986-04-15 | Liquid composition of direct dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61085097A JPH07749B2 (en) | 1986-04-15 | 1986-04-15 | Liquid composition of direct dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62241969A JPS62241969A (en) | 1987-10-22 |
| JPH07749B2 true JPH07749B2 (en) | 1995-01-11 |
Family
ID=13849102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61085097A Expired - Fee Related JPH07749B2 (en) | 1986-04-15 | 1986-04-15 | Liquid composition of direct dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07749B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102863819A (en) * | 2012-08-31 | 2013-01-09 | 无锡新德印染制品有限公司 | Dye solution for textile printing and dyeing |
| CN102911510B (en) * | 2012-10-25 | 2014-05-28 | 上海贝通色彩科技有限公司 | Ink-jet dye compound and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6039098B2 (en) * | 1978-07-20 | 1985-09-04 | 株式会社日本化学工業所 | Trisazo dye solution composition |
-
1986
- 1986-04-15 JP JP61085097A patent/JPH07749B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62241969A (en) | 1987-10-22 |
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