JPH03199270A - Dye dispersion - Google Patents
Dye dispersionInfo
- Publication number
- JPH03199270A JPH03199270A JP1344656A JP34465689A JPH03199270A JP H03199270 A JPH03199270 A JP H03199270A JP 1344656 A JP1344656 A JP 1344656A JP 34465689 A JP34465689 A JP 34465689A JP H03199270 A JPH03199270 A JP H03199270A
- Authority
- JP
- Japan
- Prior art keywords
- salt
- formaldehyde
- formula
- dye dispersion
- general 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
- 239000006185 dispersion Substances 0.000 title claims abstract description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000002270 dispersing agent Substances 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 239000007859 condensation product Substances 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 238000010186 staining Methods 0.000 abstract description 9
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 abstract 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 description 13
- 239000000975 dye Substances 0.000 description 8
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 239000004744 fabric Substances 0.000 description 5
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 239000000986 disperse dye Substances 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- VKOUCJUTMGHNOR-UHFFFAOYSA-N Diphenolic acid Chemical compound C=1C=C(O)C=CC=1C(CCC(O)=O)(C)C1=CC=C(O)C=C1 VKOUCJUTMGHNOR-UHFFFAOYSA-N 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
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- -1 aromatic aminosulfonic acids Chemical class 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、染料分散物に関するものであり、特に高温分
散性に優れ、汚染性が少なく、しかも均染性に優れる分
散剤を含有する染料分散物に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a dye dispersion, and in particular a dye containing a dispersant that has excellent high-temperature dispersibility, little staining, and excellent level dyeing property. Regarding dispersions.
従来から、ポリエステル繊維等の染色に主として分散染
料が使用されている。これは分散染料の染料自身は、水
に不溶、あるいは難溶であるため、分散剤を用いて、水
に安定を分散できるようにしたものである。Conventionally, disperse dyes have been mainly used for dyeing polyester fibers and the like. This is because the disperse dye itself is insoluble or poorly soluble in water, so a dispersant is used to make it possible to stably disperse it in water.
この場合の分散剤として、リグニンスルホン酸や、ナフ
タレンスルホン酸ホルマリン縮合物等が使用されてきた
。As the dispersant in this case, ligninsulfonic acid, naphthalenesulfonic acid formalin condensate, etc. have been used.
リグニンスルホン酸は、高温分散性に優れ、ポリエステ
ル繊維等の染色時のような高温域でも良好な分散性を示
す。しかし一方で、布を汚染する傾向がある。Lignosulfonic acid has excellent high-temperature dispersibility, and shows good dispersibility even in a high-temperature range such as when dyeing polyester fibers. However, on the other hand, it tends to contaminate the fabric.
また、ナフタレンスルホン酸ホルマリン縮合物は、常温
域での汚染性は少なく、この点ではムれているが、高温
分散性については問題かあり、高温域では分散性が極度
に低下する。Further, naphthalene sulfonic acid formalin condensates have little staining property at room temperature and are excellent in this respect, but there are problems with high temperature dispersibility, and dispersibility is extremely reduced at high temperatures.
このリグニンスルホン酸、ナフタレンスルホン酸ホルマ
リン縮合物の他に、クレゾール、2−ヒドロキシナフタ
レン、亜硫酸塩及びホルマリンからなる縮合生成物(特
開昭54−30983号)などが開発されているが、高
温分散性、汚染性。In addition to this lignin sulfonic acid, naphthalene sulfonic acid formalin condensate, condensation products consisting of cresol, 2-hydroxynaphthalene, sulfite, and formalin have been developed (Japanese Patent Application Laid-open No. 30983/1983). sex, contamination.
均染性のいずれかにおいて、不充分であった。The level dyeing property was unsatisfactory.
そこで本発明者らは、高温域においても優れた分散性を
示し、しかも汚染性が少なく、均染性に優れる染料分散
物について、鋭意検討の結果、本発明に到達したもので
ある。Therefore, the present inventors have conducted extensive studies on dye dispersions that exhibit excellent dispersibility even in high temperature ranges, have little staining properties, and have excellent level dyeing properties, and as a result, have arrived at the present invention.
即ち、本発明は、一般式(1)
c式中Xは
OOH
のいずれかを示す(但しR+ 、R2,Riは夫々独立
して水素、またはアルキル基、R4はアルキル基を示す
)]
であられされる化合物、またはその塩に、一般式(II
)
(式中、Yは水素、またはアルキル基を示す)で表わさ
れる芳香族アミノスルホン酸、またはその塩をアルカリ
触媒下、ホルムアルデヒドとの反応により得られる縮合
生成物を分散剤として含有することを特徴とする染料分
散物を提供するものである。That is, the present invention provides a general formula (1) in which X represents any one of OOH (wherein R+, R2, and Ri each independently represent hydrogen or an alkyl group, and R4 represents an alkyl group). or a salt thereof, the general formula (II
) (In the formula, Y represents hydrogen or an alkyl group) A condensation product obtained by reacting an aromatic aminosulfonic acid or a salt thereof with formaldehyde under an alkali catalyst is contained as a dispersant. The present invention provides a dye dispersion with characteristics.
本発明に用いる一般式(1)で表わされる化合物として
は、2.2−ビス(4−ヒドロキシフェニル)プロパン
、4.4’−ジヒドロキシジフェニルスルホン、44゛
−ジヒドロキシビフェニル、4゜4′−ジヒドロキシジ
フェニルメタン、4,4−ビス(4−ヒドロキシフェニ
ル)吉草酸、4.4−ビス(4−ヒドロキシフェニル)
酪酸が好んで用いられるが、これらの組み合わせにより
、その性状を変化させることも可能である。Examples of the compound represented by the general formula (1) used in the present invention include 2,2-bis(4-hydroxyphenyl)propane, 4,4'-dihydroxydiphenylsulfone, 44'-dihydroxybiphenyl, 4'4'-dihydroxy Diphenylmethane, 4,4-bis(4-hydroxyphenyl)valeric acid, 4,4-bis(4-hydroxyphenyl)
Although butyric acid is preferably used, it is also possible to change its properties by combining these.
また、本発明において、縮合反応は、一般式(II)で
表わされる芳香族アミノスルホン酸またはその塩100
重量部に対し、一般式(I)で表わされるビスフェノー
ル類またはその塩20から150重量部、ホルムアルデ
ヒド20から65重量部の割合で行うが適当である。Further, in the present invention, the condensation reaction is carried out using an aromatic aminosulfonic acid represented by the general formula (II) or a salt thereof
Suitably, the proportion is 20 to 150 parts by weight of the bisphenol represented by the general formula (I) or a salt thereof and 20 to 65 parts by weight of formaldehyde based on the weight part.
また、用いるアルカリ触媒は、金属水酸化物、アンモニ
ウム基の水酸化物等でよいが、一般式(U)で表わされ
る芳香族アミノスルホン酸1モルに対し、(1,5から
2,0モル当量使用するのが好ましい。The alkali catalyst to be used may be a metal hydroxide, an ammonium group hydroxide, etc.; Preferably, equivalent amounts are used.
これらの縮合反応は、通常、反応温度60から110℃
、反応時間2から15時間で行う。These condensation reactions are usually carried out at a reaction temperature of 60 to 110°C.
, reaction time is from 2 to 15 hours.
本発明の方法によって得られる分散剤を含有する染料分
散物は、下記の効果を有する。The dye dispersion containing the dispersant obtained by the method of the present invention has the following effects.
■)染色時の高い温度域でも優れた分散性を示し、ター
リング、染めむら等の障害が起こらない。■) It shows excellent dispersibility even in the high temperature range during dyeing, and problems such as tarring and uneven dyeing do not occur.
2)ポリエステル繊維や木綿の汚染が少なく、淡色の染
色時においても優れた効果を示す。2) There is little staining of polyester fibers and cotton, and it shows excellent effects even when dyeing light colors.
3)本発明の組成物は低起泡性のものであり染色作業に
使用する際染色トラブルがなく、また汚染に染色できる
。3) The composition of the present invention has low foaming properties and does not cause dyeing troubles when used in dyeing work, and can be dyed without staining.
なお本発明の方法によって得られる分散剤は、単独使用
だけでなく、ナフタレンスルホン酸ホルマリン縮合物、
リグニンスルホン酸、またクレゾール、シエファー酸ソ
ーダ、水酸化ナトリウム及びホルマリンからなる縮合生
成物、その他公知の界面活性剤と併用使用することがで
きる。The dispersant obtained by the method of the present invention can be used not only alone, but also as naphthalene sulfonic acid formalin condensate,
It can be used in combination with ligninsulfonic acid, a condensation product consisting of cresol, sodium schiefate, sodium hydroxide and formalin, and other known surfactants.
以下、分散剤の合成例、及び実施例によって本発明の詳
細な説明する。Hereinafter, the present invention will be explained in detail with reference to dispersant synthesis examples and examples.
合成例1
撹拌装置、還流装置、温度計、ホルムアルデヒド水溶液
滴下装置のついた反応器に下記の物質を所定量仕込んだ
。Synthesis Example 1 A predetermined amount of the following substances was charged into a reactor equipped with a stirring device, a reflux device, a thermometer, and a formaldehyde aqueous solution dropping device.
・4−アミノベンゼンスルホン酸
173.20g (1+ol)
・2,2−ビス(4−ヒドロキシフェニル)プロパン
114. Is g (0,5mol)・
95%水酸化ナトリウム 42.IIg (lr6o
11この後、水を上記物質と水との重量比が0.30.
7になるように仕込んだ(水、768.74 g )。・4-Aminobenzenesulfonic acid 173.20g (1+ol) ・2,2-bis(4-hydroxyphenyl)propane
114. Is g (0.5 mol)・
95% Sodium Hydroxide 42. IIg (lr6o
11 After this, water was added to the water at a weight ratio of 0.30.
(water, 768.74 g).
この固液に、温度90℃にて、35%ホルムアルデヒド
水溶液171.43g (ホルムアルデヒド、2mol
)を1時間で仕込んだ。Add 171.43 g of a 35% formaldehyde aqueous solution (formaldehyde, 2 mol) to this solid liquid at a temperature of 90°C.
) was prepared in one hour.
次に温度102℃にて9時間還流させ、縮合物の水溶液
を得た。Next, the mixture was refluxed at a temperature of 102° C. for 9 hours to obtain an aqueous solution of the condensate.
また合成例1の2.2−ビス(4−ヒドロキシフェニル
)プロパンを第1表記載の化合物に変える他は、モル比
等同様にして、合成例2〜6を得た。Further, Synthesis Examples 2 to 6 were obtained in the same manner as in Synthesis Example 1 except that 2,2-bis(4-hydroxyphenyl)propane was replaced with the compound listed in Table 1, including the molar ratio.
第1表
実施例1
合成例1〜6の縮合物水溶液を、スプレードライヤーで
粉末化し、粉末化した試料の布への汚染性の試験を行っ
た。Table 1 Example 1 The aqueous condensate solutions of Synthesis Examples 1 to 6 were pulverized using a spray dryer, and the pulverized samples were tested for staining on cloth.
また比較サンプルとして、ナフタレンスルホン酸ホルマ
リン低縮合物(以下NSFと略)、部分脱スルホンリグ
ニンスルホン酸(以下LIGと略)の汚染性試験を同時
に行った。In addition, as comparative samples, staining tests were conducted on naphthalene sulfonic acid formalin low condensate (hereinafter abbreviated as NSF) and partially desulfonated lignin sulfonic acid (hereinafter abbreviated as LIG).
汚染性の試験法は以下の通りである。The contamination test method is as follows.
分散剤600■(絶乾II)を水に溶解し酢酸を用いて
pH5,0に調整した後、全量を250m1にする。8
gの試験布と共に、染色試験機に仕込み、105℃にて
1時間染色した後、試験布を乾燥し、白色度を測定する
。Dispersant 600 ml (absolutely dry II) was dissolved in water and the pH was adjusted to 5.0 using acetic acid, and the total volume was made up to 250 ml. 8
The test cloth was loaded into a dyeing tester together with the test cloth of g, and after dyeing at 105° C. for 1 hour, the test cloth was dried and the whiteness was measured.
得られた結果を第2表に示した。The results obtained are shown in Table 2.
第2表
実施例2
合成例1〜6の縮合物水溶液をスプレードライヤーで粉
末化したもの、及び比較サンプルとして、NSF及びL
IGの高温分散性の比較を行った。Table 2 Example 2 The condensate aqueous solutions of Synthesis Examples 1 to 6 were powdered using a spray dryer, and as comparative samples, NSF and L
A comparison was made of the high temperature dispersibility of IG.
試験法は以下の通りである。The test method is as follows.
染料1分散剤、及び水を所定料混合し、微粒化後ろ過し
、スプレードライで乾燥した(入口温度100〜150
℃、出口温度50〜55℃)。Dye 1 dispersant and water were mixed in a prescribed amount, atomized, filtered, and dried by spray drying (inlet temperature 100-150
°C, outlet temperature 50-55 °C).
その後、スペック試験、及び熱処理後(80℃。After that, spec test and heat treatment (80℃).
15時間)、スペック試験を行った。15 hours), a spec test was conducted.
結果を第3表に示した。The results are shown in Table 3.
第3表
びその縮合物を提供したが、本発明はこれら縮合物の用
途発明に係わるもので、高温域でも優れた分散性を示し
、均染性に優れ、しかも汚染性の少ない染料分散物を提
供したものである。Although Table 3 and its condensates have been provided, the present invention relates to the invention of the use of these condensates, and is directed to a dye dispersion that exhibits excellent dispersibility even in a high temperature range, has excellent level dyeing properties, and has little staining property. This is what was provided.
C発明の効果〕
本出願人は特願平1−279230 (平成1年lO月
26日付)をもって新規なビスフェノール類と芳香族ア
ミノスルホン酸からなる縮合物の製造法及手続補正書(
自発)
平成2年4月12日
平成1年
特許願
第344656号
発明の名称
染
料
分
散
物
補正の内容
本朝明細書中下記事項を訂正します。C Effects of the Invention] The present applicant filed a patent application No. 1-279230 (dated October 26, 1999) for an amendment to the manufacturing method and procedure for a new condensate consisting of bisphenols and aromatic aminosulfonic acids (
(Spontaneous) April 12, 1990 Patent Application No. 344656 of 1999 Name of the invention Dye dispersion Contents of amendment The following matters in the specification will be corrected this morning.
記 1、明細書第5頁15行目に 「また、」とあるを削除。Record 1. On page 5, line 15 of the specification Delete "Also."
2、明細書第6頁18行目に 「汚染にJとあるを「均染に」と訂正。2. On page 6, line 18 of the specification ``The word J in contamination has been corrected to ``evenly stained.''
3、明細書第8頁3行目に 「102℃」とあるを「100℃」と訂正。3. On page 8, line 3 of the specification. "102℃" was corrected to "100℃".
4、同頁の第1表を次の如く訂正。4. Revised Table 1 on the same page as follows.
第 1 表 補正の内容 all M <7) a r ノー=7へ覧 5゜ 明細書第10頁末行に 「スプレードライ」 とあるを 「スプレードラ イヤー」 と訂正。Table 1 Contents of correction all M <7) a r No=7 5゜ At the end of page 10 of the specification "Spray Dry" A certain thing "Spray Dra" Year” Corrected.
Claims (2)
表等があります▼、▲数式、化学式、表等があります▼
、またはO のいずれかを示す(但しR_1、R_2、R_3は夫々
独立して水素、またはアルキル基、R_4はアルキル基
を示す)] であらわされる化合物、またはその塩に 一般式(II) ▲数式、化学式、表等があります▼(II) (式中、Yは水素、またはアルキル基を示す)で示され
る化合物またはその塩とホルムアルデヒドとの反応によ
り得られる縮合生成物を分散剤として含有することを特
徴とする染料分散物。(1) General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I)
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼
, or O (where R_1, R_2, R_3 are each independently hydrogen or an alkyl group, and R_4 is an alkyl group)] or a salt thereof, the general formula (II) ▲Math. , chemical formulas, tables, etc. ▼ (II) Containing a condensation product obtained by reacting a compound represented by (in the formula, Y represents hydrogen or an alkyl group) or a salt thereof with formaldehyde as a dispersant. A dye dispersion characterized by:
の2種以上と、一般式(II)で表わされる化合物または
その塩、およびホルムアルデヒドとの反応により得られ
る縮合物を分散剤として含有することを特徴とする染料
分散物。(2) Contains as a dispersant a condensate obtained by reacting two or more compounds represented by general formula (I) or salts thereof, a compound represented by general formula (II) or a salt thereof, and formaldehyde. A dye dispersion characterized by:
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1344656A JPH0662880B2 (en) | 1989-12-27 | 1989-12-27 | Dye dispersion |
US07/566,760 US5153299A (en) | 1989-09-01 | 1990-08-14 | Production of novel condensates comprising bisphenols and aromatic aminosulfonic acids, condensates and dispersant, additive and water-reducing agent based thereon |
GB9018212A GB2236533B (en) | 1989-09-01 | 1990-08-20 | Bisphenol condensates |
DE4027667A DE4027667C2 (en) | 1989-09-01 | 1990-08-31 | Condensates based on aromatic aminosulfonic acids, bisphenols and formaldehyde, processes for their preparation and color dispersions containing these condensates, additives and water-reducing agents |
US07/895,133 US5233012A (en) | 1989-09-01 | 1992-06-08 | Production of novel condensates comprising bisphenols and aromatic aminosulfonic acids, condensates and dispersant, additive and water-reducing agent based thereon |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1344656A JPH0662880B2 (en) | 1989-12-27 | 1989-12-27 | Dye dispersion |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH03199270A true JPH03199270A (en) | 1991-08-30 |
JPH0662880B2 JPH0662880B2 (en) | 1994-08-17 |
Family
ID=18370962
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1344656A Expired - Fee Related JPH0662880B2 (en) | 1989-09-01 | 1989-12-27 | Dye dispersion |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0662880B2 (en) |
-
1989
- 1989-12-27 JP JP1344656A patent/JPH0662880B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JPH0662880B2 (en) | 1994-08-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4308203A (en) | Sulfonated lignin dispersants and dyestuffs | |
JPH0523306B2 (en) | ||
US4386037A (en) | Sulphonic acids of tolyl ether sulphones | |
EP0144093B1 (en) | Storage-stable printing pastes and their use | |
US3872056A (en) | Manufacture of phenol/formaldehyde resins | |
US4338091A (en) | Process for lowering the viscosity of sulfonated lignins | |
JPH03199270A (en) | Dye dispersion | |
US3775056A (en) | Disperse dyes and sulfosuccinate semi esters of polyalkylene glyol ethers of alkylphenols or phenol-formaldehyde condensates | |
US2120741A (en) | Derivatives of dyestuffs containing hydroxyl groups and process of making same | |
US4391718A (en) | Sulphonated mono-hydric diaryl phenol formaldehyde condensates, their preparation, their use as dispersing agents and formulations containing them | |
US2475228A (en) | Dinitro monoazo compound | |
JPH03255119A (en) | Dye dispersion | |
US4002424A (en) | Solution of isomer mixture of naphthylazophenylazonaphthyl disulfonate dye | |
JPS62132968A (en) | Disazo compound and dye composition containing same | |
US1973148A (en) | Products adapted fob the produc | |
US2263616A (en) | Composition comprising ice color coupling components | |
US2107898A (en) | Azo compounds and process for dyeing therewith | |
US4359321A (en) | Dye compositions and method of using same | |
JPS6036225B2 (en) | Basic dye liquid composition | |
US2125509A (en) | Diazobiguanides | |
JP2002285029A (en) | Dye didpersing agent | |
US2367073A (en) | Arylazoaroylguanylureas and their salts | |
US2220042A (en) | Unite | |
US3876625A (en) | Process for the manufacture of cobalt-complex azo compounds | |
US4492586A (en) | Dyestuffs and dyeing method using lignin adduct dispersant |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
LAPS | Cancellation because of no payment of annual fees |