JPH046225B2 - - Google Patents
Info
- Publication number
- JPH046225B2 JPH046225B2 JP59166110A JP16611084A JPH046225B2 JP H046225 B2 JPH046225 B2 JP H046225B2 JP 59166110 A JP59166110 A JP 59166110A JP 16611084 A JP16611084 A JP 16611084A JP H046225 B2 JPH046225 B2 JP H046225B2
- Authority
- JP
- Japan
- Prior art keywords
- dye
- grinding aid
- dispersion
- present
- ability
- 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 - Lifetime
Links
- 238000000227 grinding Methods 0.000 claims description 30
- 239000000986 disperse dye Substances 0.000 claims description 24
- 239000012860 organic pigment Substances 0.000 claims description 18
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 10
- 239000000975 dye Substances 0.000 description 29
- 239000006185 dispersion Substances 0.000 description 24
- 239000010419 fine particle Substances 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 13
- 239000004094 surface-active agent Substances 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 238000000889 atomisation Methods 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 239000000049 pigment Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 6
- 230000007774 longterm Effects 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 238000005187 foaming Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000011859 microparticle Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 2
- -1 alkali metal salts Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000011970 polystyrene sulfonate Substances 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000004904 shortening Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- BZOVBIIWPDQIHF-UHFFFAOYSA-N 3-hydroxy-2-methylbenzenesulfonic acid Chemical compound CC1=C(O)C=CC=C1S(O)(=O)=O BZOVBIIWPDQIHF-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229960002796 polystyrene sulfonate Drugs 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
Landscapes
- Coloring (AREA)
Description
［産業上の利用分野］
本発明は有機顔料又は分散染料の粉砕助剤に関
し、更に詳しくは有機顔料又は分散染料ケーキを
水媒体中で微粒子化して均一な分散液状とするの
に優れた微粒子化促進効果を発揮する顔料又は染
料用粉砕助剤に関する。
［従来の技術及び問題点］
通常水不溶性染料である分散染料の製品化は、
染料ケーキをβ−ナフタレンスルホン酸のホルマ
リン縮合物のナトリウム塩（以下SNFと略称す
る）などの比較的低起泡性の界面活性剤を含む水
媒体中で、0.5〜1μ程度の染料粒子径となるまで
微粒子化し、均一分散液状とする方法がよく行わ
れている。しかし、微粒子化促進或いは分散効果
の不十分を補うため多量の界面活性剤を必要と
し、なおかつ微粒子化時間が長くかかる欠点があ
る。この欠点解消の一つの方法として、通常前記
SNFの他に、アルキルナフタレンスルホン酸の
ホルマリン縮合物のナトリウム塩（以下SANFと
略称する）、２−ナフナトール−６−スルホン酸
とクレゾールスルホン酸のホルマリン縮合物のナ
トリウム塩（以下SNCFと略称する）、リグニン
スルホン酸ナトリウム（以下SLSと略称する）な
どの微粒子化促進能の良好な界面活性剤を単独或
いは併用することが行われている。しかし、これ
らの界面活性剤は起泡性が著しく大きいため染料
製造時においては発泡による微粒子化機能の低下
或いは作業の停滞が起こる。又、発泡の大きいも
のは染料製造時のみならず染色作業においても多
大なる悪影響を及ぼす。更に、SNF、SANF、
SNCF、SLSの単独あるいは併用により微粒子化
された液状染料製品は貯蔵或いは製品の流通段階
において染料粒子の沈降による二相分離が起き不
良製品が発生するなどの欠点があつて、このよう
なSNF、SANF、SNCF、SLSの単独或いは併用
した技術でもなお十分満足する効果を得ることが
できない。
最近、有機顔料・分散染料業界では顔料又は染
料製造時に優れた微粒子促進能を発揮する界面活
性剤の出現が強く要望されていた。その理由は、
微粒子化時の界面活性剤の削減或いは微粒子化時
間の短縮による生産性の向上による省資源、省エ
ネルギーを期待しているためである。又、界面活
性剤の削減による染色廃水負荷の低減と染着効率
の低減による染料の有効利用などが期待される。
［問題点を解決するための手段］
本発明者らは、上述のような有機顔料又は分散
染料用粉砕助剤を得るべく鋭意検討した結果、ス
チレンスルホン酸塩の重合体が分散目的によく適
合し、これらを有機顔料又は分散染料製造時に使
用すると極めて優れた微粒子化促進能を発揮する
ことを見いだし本発明に到達したものである。
即ち本発明はスチレンスルホン酸塩の重合体を
必須成分とする有機顔料又は分散染料の粉砕助剤
を提供するものである。
本発明においてスチレンスルホン酸塩の重合体
とは、スチレンスルホン酸塩を重合して得られる
ポリスチレンスルホン酸塩はもちろん、ポリスチ
レンをスルホン化して得られるポリスチレンスル
ホン化物の塩を含む。
即ち、本発明の必須成分であるスチレンスルホ
ン酸塩の重合体はスチレンスルホン酸塩を重合す
るか、或いはポリスチレンをスルホン化すること
により容易に製造することができる。スチレンス
ルホン酸塩の重合体は次の式で表わされる骨格を
有するものである。
分子量は1000〜300万である。ＭはLi、Na、Ｋ
等のアルカリ金属塩類又はNH4、アルキルアミ
ン、アルカノールアミン等を意味する。
本発明に係る粉砕助剤は親水性基としてスルホ
ン酸基を有し、疎水性基は有機顔料又は分散染料
と同種の芳香族化合物から成り、更に極めて大き
な分子量を有する線状ポリマーであることが重要
である。疎水性基が芳香族系でないポリアクリル
酸ソーダ或いはポリアリルスルホン酸ソーダ等で
は微粒子化促進能や長期分散安定性が小さいので
好ましくない。更に分子量の極めて大きいことも
重要である。オリゴマー程度の低分子量領域では
微粒子化促進能や長期分散安定性が小さいので好
ましくない。逆に大きすぎても増粘作用が顕著と
なり実用上好ましくない。
本発明の有機顔料又は分散染料組成物中の粉砕
助剤の配合量は特に限定されないが、顔料又は染
料に対する粉砕助剤の割合が重量比で100：５〜
50が適当である。
［発明の効果］
本発明に係る粉砕助剤は有機顔料又は分散染料
製造時で有機顔料又は分散染料ケーキの微粒子化
に際し、優れた微粒子化促進能を発揮し、得られ
た分散液は長期保存中において極めて良好な分散
安定性を示す。又、起泡性が小さいため、有機顔
料又は分散染料製造時の作業性への影響が小さ
く、染色時の泡によるトラブルも極めて少ない。
このように優れた粉砕助剤の出現によつて微粒子
化時間の短縮による生産性の向上、省資源、省エ
ネルギー及び顔料、染料製品中の粉砕助剤の削減
による顔料、染料製品の小型化、それによる運
搬、貯蔵経費の低減、染色廃水負荷の減少及び染
着率の向上による染料の有効利用、液状顔料・染
料製品の分散安定化による染料再現性の向上など
工業的価値の高い顔料、染料組成物を得ることが
できる。
本発明においては有機顔料又は分散染料の製造
時に用いられる粉砕助剤として多種のビニル系ポ
リマーのうち芳香族スルホン酸を有するビニル系
ポリマーであるものを限定して用いたことに特徴
がある。このように基本骨格を限定して用いたこ
とにより、従来解決することのできなかつた有機
顔料又は分散染料の微粒子促進能を著しく増大せ
しめることが可能になり、液状製品の長期保存安
定性を著しく高めることが可能になつたのであ
る。この効果の大きさは実施例にも示した如く公
知の有機顔料又は分散染料用分散剤では発現しえ
ないものである。例えば実施例１においては本発
明に係る粉砕助剤と共に、公知のSNF、SANF、
SNCF及びSLSについて、微粒子化促進能の評価
の結果を示してあるが、第１、２、３及び４表に
見られる通り、公知の分散染料用分散剤のいずれ
よりも本発明に係る粉砕助剤の微粒子化能がより
優れていることを示している。このことは本発明
に係る粉砕助剤が分散染料製造の技術に最も適用
されうるものであることを示しているのである。
又、本発明に係る粉砕助剤は微粒子化促進能にお
いて著効を示すという効果のほかに、液状製品の
長期保存時の分散安定性に優れるという別の効果
を発現する。実施例３に公知の分散染料用分散剤
とともに本発明に係るスチレンスルホン酸塩の重
合体の長期保存における分散安定性が評価されて
いるが、公知の分散染料用分散剤のいずれよりも
本発明に係るスチレンスルホン酸塩の重合体は分
散安定性が優れていることを示している。
［実施例］
以下、本発明を本発明の有機顔料又は分散染料
用粉砕助剤として用いられるスチレンスルホン酸
塩の重合体の製造例と実施例により更に詳細に説
明するが、本発明はその要旨を越えない限り以下
によつて制約されるものではない。尚、例中
「部」とあるのは全て重量部を示すものである。
製造例 １
スチレンスルホン酸ソーダ200部をイオン交換
水800部に溶解し、窒素シール下で60℃に昇温し、
次いで過硫酸アンモニウム1.4部を添加して、65
℃で３時間反応させた。平均分子量約100万のポ
リスチレンスルホン酸ソーダを得た。
製造例 ２
スチレンスルホン酸ソーダ200部をイオン交換
水800部に溶解し、窒素シール下で60℃に昇温し、
次いで過硫酸アンモニウム16部を添加して、65℃
で３時間反応させた。平均分子量約10万のポリス
チレンスルホン酸ソーダを得た。
製造例 ３
スチレンスルホン酸ソーダ200部をイオン交換
水800部に溶解し、窒素シール下で60℃に昇温し、
次いで過硫酸アンモニウム50部を添加して、65℃
で３時間反応させた。平均分子量約１万のポリス
チレンスルホン酸ソーダを得た。
実施例 １
前記製造例で製造した粉砕助剤を用いて各種の
分散染料ケーキを下記容量にて微粒子化し、得ら
れた分散液の微粒子化状態を調べ微粒子化能を判
定した。
配合条件
[Industrial Application Field] The present invention relates to a grinding aid for organic pigments or disperse dyes, and more specifically, it relates to a grinding aid for organic pigments or disperse dyes. This invention relates to a grinding aid for pigments or dyes that exhibits a promoting effect. [Prior art and problems] The commercialization of disperse dyes, which are usually water-insoluble dyes, requires
The dye cake is soaked in an aqueous medium containing a relatively low foaming surfactant such as sodium salt of formalin condensate of β-naphthalene sulfonic acid (hereinafter abbreviated as SNF) to a dye particle size of about 0.5 to 1μ. A commonly used method is to micronize particles until they become uniformly dispersed in liquid form. However, it requires a large amount of surfactant to promote micronization or compensate for insufficient dispersion effect, and has the drawback that it takes a long time to create micronization. One way to overcome this drawback is to
In addition to SNF, the sodium salt of a formalin condensate of alkylnaphthalenesulfonic acid (hereinafter abbreviated as SANF), the sodium salt of a formalin condensate of 2-nafnatel-6-sulfonic acid and cresolsulfonic acid (hereinafter abbreviated as SNCF) A surfactant having a good ability to promote microparticle formation, such as sodium ligninsulfonate (hereinafter abbreviated as SLS), is used alone or in combination. However, since these surfactants have extremely high foaming properties, during the production of dyes, the ability to form fine particles due to foaming deteriorates or work stagnates. Moreover, those with large foaming have a great adverse effect not only during dye production but also during dyeing operations. Furthermore, SNF, SANF,
Liquid dye products made into fine particles by using SNCF or SLS alone or in combination have drawbacks such as two-phase separation due to sedimentation of dye particles during storage or product distribution, resulting in defective products. Even with SANF, SNCF, and SLS alone or in combination, it is still not possible to obtain a sufficiently satisfactory effect. Recently, in the organic pigment/disperse dye industry, there has been a strong demand for a surfactant that exhibits an excellent ability to promote fine particles during the production of pigments or dyes. The reason is,
This is because it is expected that resources and energy can be saved by improving productivity by reducing the amount of surfactant used during atomization or by shortening the atomization time. In addition, it is expected that the load on dyeing wastewater will be reduced by reducing the amount of surfactant used, and that dyes will be used more effectively by reducing the dyeing efficiency. [Means for Solving the Problems] As a result of intensive studies to obtain a grinding aid for organic pigments or disperse dyes as described above, the present inventors found that a polymer of styrene sulfonate is well suited for the purpose of dispersion. However, the inventors have discovered that when these are used in the production of organic pigments or disperse dyes, they exhibit an extremely excellent ability to promote fine particle formation, and have thus arrived at the present invention. That is, the present invention provides a grinding aid for organic pigments or disperse dyes, which contains a polymer of styrene sulfonate as an essential component. In the present invention, the styrene sulfonate polymer includes not only polystyrene sulfonate obtained by polymerizing styrene sulfonate, but also salts of polystyrene sulfonates obtained by sulfonating polystyrene. That is, the polymer of styrene sulfonate, which is an essential component of the present invention, can be easily produced by polymerizing styrene sulfonate or by sulfonating polystyrene. The polymer of styrene sulfonate has a skeleton represented by the following formula. The molecular weight is 10 to 3 million. M is Li, Na, K
It means alkali metal salts such as NH 4 , alkylamines, alkanolamines, etc. The grinding aid according to the present invention has a sulfonic acid group as a hydrophilic group, the hydrophobic group is composed of an aromatic compound of the same type as an organic pigment or a disperse dye, and furthermore, it is a linear polymer having an extremely large molecular weight. is important. Sodium polyacrylate, sodium polyallylsulfonate, etc. whose hydrophobic groups are not aromatic are not preferred because their ability to promote fine particle formation and long-term dispersion stability are low. Furthermore, it is also important that the molecular weight is extremely large. Low molecular weight regions such as oligomers are not preferred because their ability to promote fine particle formation and long-term dispersion stability are low. On the other hand, if it is too large, the thickening effect becomes significant, which is not preferred in practice. The blending amount of the grinding aid in the organic pigment or disperse dye composition of the present invention is not particularly limited, but the ratio of the grinding aid to the pigment or dye is from 100:5 to 100:5 by weight.
50 is appropriate. [Effect of the invention] The grinding aid according to the present invention exhibits an excellent ability to promote atomization of organic pigments or disperse dye cakes during the production of organic pigments or disperse dyes, and the resulting dispersion liquid can be stored for a long period of time. It shows extremely good dispersion stability. In addition, since the foamability is low, there is little effect on workability during production of organic pigments or disperse dyes, and troubles caused by foam during dyeing are extremely small.
The advent of such excellent grinding aids has led to improvements in productivity by shortening the atomization time, resource and energy savings, and miniaturization of pigment and dye products by reducing the amount of grinding aids in pigment and dye products. Pigments and dye compositions with high industrial value, such as reducing transportation and storage costs, reducing dyeing wastewater load and improving dyeing rate, making effective use of dyes, and improving dye reproducibility by stabilizing the dispersion of liquid pigments and dye products. can get things. The present invention is characterized in that, among various vinyl polymers, vinyl polymers having aromatic sulfonic acid are used as grinding aids used in the production of organic pigments or disperse dyes. By using a limited basic skeleton in this way, it has become possible to significantly increase the ability of organic pigments or disperse dyes to promote fine particles, which has not been possible in the past, and to significantly improve the long-term storage stability of liquid products. It became possible to increase it. As shown in the examples, this effect cannot be achieved with known organic pigments or dispersants for disperse dyes. For example, in Example 1, in addition to the grinding aid according to the present invention, known SNF, SANF,
The results of the evaluation of the ability to promote fine particle formation for SNCF and SLS are shown, and as seen in Tables 1, 2, 3, and 4, the crushing aid of the present invention is better than any of the known dispersants for disperse dyes. This shows that the agent has a better ability to form fine particles. This shows that the grinding aid according to the present invention is most applicable to the technology of producing disperse dyes.
Moreover, in addition to the effect that the grinding aid according to the present invention is extremely effective in promoting fine particle formation, it also exhibits another effect of being excellent in dispersion stability during long-term storage of liquid products. In Example 3, the dispersion stability during long-term storage of the styrene sulfonate polymer according to the present invention was evaluated together with known dispersants for disperse dyes. It has been shown that the styrene sulfonate polymer according to the above has excellent dispersion stability. [Example] The present invention will be explained in more detail below with reference to production examples and examples of a polymer of styrene sulfonate used as a grinding aid for organic pigments or disperse dyes of the present invention. The following shall not be restricted as long as it does not exceed: In addition, all "parts" in the examples indicate parts by weight. Production example 1 200 parts of sodium styrene sulfonate was dissolved in 800 parts of ion-exchanged water, and the temperature was raised to 60°C under a nitrogen blanket.
Then add 1.4 parts of ammonium persulfate to 65
The reaction was carried out at ℃ for 3 hours. Sodium polystyrene sulfonate with an average molecular weight of about 1 million was obtained. Production example 2 200 parts of sodium styrene sulfonate was dissolved in 800 parts of ion-exchanged water, and the temperature was raised to 60°C under a nitrogen blanket.
Then add 16 parts of ammonium persulfate and heat to 65°C.
The mixture was allowed to react for 3 hours. Sodium polystyrene sulfonate with an average molecular weight of about 100,000 was obtained. Production example 3 200 parts of sodium styrene sulfonate was dissolved in 800 parts of ion-exchanged water, and the temperature was raised to 60°C under a nitrogen blanket.
Then add 50 parts of ammonium persulfate and heat at 65°C.
The mixture was allowed to react for 3 hours. Sodium polystyrene sulfonate having an average molecular weight of about 10,000 was obtained. Example 1 Various disperse dye cakes were atomized using the grinding aid produced in the above production example in the following volumes, and the state of atomization of the obtained dispersion liquid was examined to determine the atomization ability. Mixing conditions
【表】
微粒子化条件
五ケ嵐製作所製サンドグラインダー
1500rpm×３〜10時間
上記の如く微粒子化後、オツタワサンドを濾別
し、染料分散液を得た。次いで堀場製作所製自動
粒度分布測定装置でその染料分散液の平均粒子径
を求め微粒子化促進能を判定した。尚、比較のた
め他の界面活性剤（粉砕助剤）単独で使用した場
合の結果も併記した。
その結果は第１〜４表の通りであつた。[Table] Micronization conditions Sand grinder manufactured by Gokarashi Seisakusho 1500 rpm x 3 to 10 hours After micronization as described above, the Otsutawa sand was filtered to obtain a dye dispersion. Next, the average particle diameter of the dye dispersion was determined using an automatic particle size distribution analyzer manufactured by Horiba, Ltd., and the ability to promote microparticle formation was determined. For comparison, results obtained when other surfactants (grinding aids) were used alone are also shown. The results were as shown in Tables 1-4.
【表】【table】
【表】【table】
【表】【table】
【表】
上記第１〜４表から明らかなように、分散染料
ケーキの微粒子化において、本発明の粉砕助剤は
SNF或いは他の粉砕助剤（界面活性剤）を使用
した場合と比較して少量の粉砕助剤量及び短時間
で優れた微粒子化促進能を示す。
実施例 ２
実施例１で得られた微粒子化後の染料分散液を
60℃で４時間熱処理を行い、比較的濃厚系におけ
る染料分散液の熱安定性を調べた。評価は熱によ
る状態の変化及び実施例１で用いた堀場製作所製
遠心式自動粒度分布測定装置で平均粒子径を求め
染料粒子の凝集状態より判定した。尚、第５表は
C.I.Disperse Red 60：粉砕助剤＝100：25及び
100：50の混合比で10時間微粒子化して得られた
染料分散液の結果を示すものである。[Table] As is clear from Tables 1 to 4 above, the grinding aid of the present invention is effective in making disperse dye cake into fine particles.
Compared to the case of using SNF or other grinding aids (surfactants), it shows excellent ability to promote fine particle formation with a small amount of grinding aid and in a short time. Example 2 The dye dispersion after micronization obtained in Example 1 was
Heat treatment was performed at 60°C for 4 hours to examine the thermal stability of the dye dispersion in a relatively concentrated system. The evaluation was based on the change in state due to heat and the agglomeration state of the dye particles by determining the average particle diameter using the automatic centrifugal particle size distribution analyzer manufactured by Horiba, Ltd. used in Example 1. Furthermore, Table 5 is
CIDisperse Red 60: Grinding aid = 100:25 and
This figure shows the results of a dye dispersion obtained by micronization for 10 hours at a mixing ratio of 100:50.
【表】
上記第５表から明らかなように、本発明の粉砕
助剤を用いて製造された分散染料は比較的濃厚な
染料分散液において、SNF或いは他の界面活性
剤を使用した場合に比較して優れた分散安定性を
示す。
実施例 ３
実施例１に基づいて染料：粉砕助剤＝100：50
の混合比で10時間微粒子化を行ない各種染料分散
液を調製した。得られた染料分散液を50mlの沈降
試験管に入れ25℃で30日間静置し、比較的濃厚系
における染料分散液の長期安定性を調べた。評価
は全層に対する上澄層の割合より沈降率求め安定
性を判定した。
沈降率＝上澄層の距離／全層の距離×100
その結果は第６表の通りである。[Table] As is clear from Table 5 above, the disperse dye produced using the grinding aid of the present invention has a higher concentration in a relatively concentrated dye dispersion than when SNF or other surfactants are used. and exhibits excellent dispersion stability. Example 3 Based on Example 1 Dye: Grinding aid = 100:50
Various dye dispersions were prepared by micronization for 10 hours at a mixing ratio of . The resulting dye dispersion was placed in a 50 ml sedimentation test tube and allowed to stand at 25°C for 30 days to examine the long-term stability of the dye dispersion in a relatively concentrated system. For evaluation, stability was determined by determining the sedimentation rate from the ratio of the supernatant layer to the total layer. Sedimentation rate = distance of supernatant layer/distance of total layer x 100 The results are shown in Table 6.
【表】
上記第６表から明らかなように、本発明の粉砕
助剤を用いて製造された分散染料は比較的濃厚な
染料分散液でSNF或いはその他の界面活性剤を
使用した場合に比較して優れた分散安定性を示
す。
実施例 ４
前記製造例で製造した粉砕助剤を用いて有機顔
料C.I.Pigment Yellow1を実施例１と同一条件で
微粒子化し、得られた分散液の微粒子化状態を調
べ、微粒子化能を判定した。
その結果は第７表の通りであつた。
第７表から明らかなように、この有機顔料の微
粒子化において、本発明の粉砕助剤はSNF或い
は他の粉砕助剤（界面活性剤）を使用した場合と
比較して、少量の粉砕助剤量及び短時間で優れた
微粒子化促進能を示す。[Table] As is clear from Table 6 above, the disperse dye produced using the grinding aid of the present invention has a relatively concentrated dye dispersion compared to the case where SNF or other surfactants are used. It shows excellent dispersion stability. Example 4 Organic pigment CIPigment Yellow 1 was atomized under the same conditions as in Example 1 using the grinding aid produced in the above production example, and the state of atomization of the resulting dispersion was examined to determine the ability to form atomization. The results were as shown in Table 7. As is clear from Table 7, the grinding aid of the present invention requires a smaller amount of grinding aid than when SNF or other grinding aids (surfactants) are used to make the organic pigment into fine particles. Shows excellent ability to promote microparticle formation in small amounts and in a short period of time.
Claims (1)
の重合体を必須成分とする有機顔料又は分散染料
の粉砕助剤。1. A grinding aid for organic pigments or disperse dyes containing a polymer of styrene sulfonate with a molecular weight of 10,000 to 3,000,000 as an essential component.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59166110A JPS6143663A (en) | 1984-08-08 | 1984-08-08 | Grinding auxiliary for pigment or dye and pigment or dye composition containing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59166110A JPS6143663A (en) | 1984-08-08 | 1984-08-08 | Grinding auxiliary for pigment or dye and pigment or dye composition containing same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6143663A JPS6143663A (en) | 1986-03-03 |
| JPH046225B2 true JPH046225B2 (en) | 1992-02-05 |
Family
ID=15825204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59166110A Granted JPS6143663A (en) | 1984-08-08 | 1984-08-08 | Grinding auxiliary for pigment or dye and pigment or dye composition containing same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6143663A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55160062A (en) * | 1979-05-01 | 1980-12-12 | Japan Exlan Co Ltd | Dispersant for dye |
| JPS5795396A (en) * | 1980-12-05 | 1982-06-14 | Sumitomo Chemical Co | Dispersant of paper coating pigment |
| JPS58208351A (en) * | 1982-05-28 | 1983-12-05 | Sanyo Shikiso Kk | Pigment composition |
| JPS598748A (en) * | 1982-06-22 | 1984-01-18 | インペリアル・ケミカル・インダストリ−ズ・ピ−エルシ− | Dispersion of organic solid particle in aqueous medium |
| JPS5947254A (en) * | 1982-09-10 | 1984-03-16 | Sanyo Shikiso Kk | Composition for coloring polyester |
-
1984
- 1984-08-08 JP JP59166110A patent/JPS6143663A/en active Granted
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55160062A (en) * | 1979-05-01 | 1980-12-12 | Japan Exlan Co Ltd | Dispersant for dye |
| JPS5795396A (en) * | 1980-12-05 | 1982-06-14 | Sumitomo Chemical Co | Dispersant of paper coating pigment |
| JPS58208351A (en) * | 1982-05-28 | 1983-12-05 | Sanyo Shikiso Kk | Pigment composition |
| JPS598748A (en) * | 1982-06-22 | 1984-01-18 | インペリアル・ケミカル・インダストリ−ズ・ピ−エルシ− | Dispersion of organic solid particle in aqueous medium |
| JPS5947254A (en) * | 1982-09-10 | 1984-03-16 | Sanyo Shikiso Kk | Composition for coloring polyester |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6143663A (en) | 1986-03-03 |
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