CN108603041B - 高湿牢度分散艳蓝混合物 - Google Patents
高湿牢度分散艳蓝混合物 Download PDFInfo
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- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
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- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
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- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
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- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
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Abstract
本发明涉及包含式(I)和式(II)染料的高湿牢度分散艳蓝混合物,及其制备方法以及在纺织品染色和印花中的应用;
Description
本发明涉及具有艳蓝和绿蓝色调的高湿牢度分散染料混合物。
分散染料及其通过常规的浸染染色,连续染色和直接印花技术用于聚酯及其与其它纤维 (例如纤维素,弹性纤维/氨纶,尼龙和羊毛)的混纺物的染色用途是已知的,例如参见DE 3004655,EP 0827988,EP 0167919或DE 2623251。
然而,它们具有某些应用缺陷,例如在聚酯上的颜色提升力不足(良好的颜色提升力是指染料在染浴中以较高浓度使用时能够提供相应更强的染色能力),或者牢度性能,尤其是湿牢度不能令人满意。
此外,由于在其他纤维上广泛使用的“标准色”酞菁对聚酯纤维的亲和性很低而不能应用于聚酯,故在艳蓝/绿蓝色调区域存在局限性。同样用于该色调区域的蒽醌染料不能提供足够的湿牢度性能。
因此,需要一种分散染料,其在艳蓝,绿蓝色调区域,在染色的聚酯或其与其它纤维如纤维素,尼龙和羊毛的混纺物上,提供改善的颜色深度和良好的坚牢度性能的染色。
因此,本发明涉及一种染料混合物,所述染料混合物包含一种或多种式(I)染料,一种或多种式(II)染料,以及任选的一种或多种式(III)染料和/或一种或多种式(IV)染料;
其中各自独立的,
R1为氢,(C1-C4)-烷基或(C1-C4)-烷氧基,
R2为(C1-C4)-烷基,
R3和R4为(C2-C8)-烷基,
R5为苯基或甲基,
R6为(C4-C10)-烷基,优选支链(C4-C10)-烷基,
R7为甲基,乙基或苯基,
R8为甲基或-CO-R2,
X为NO2或CN,
Y为NO2或CN,
Z为卤素,
n为0,1或2,
m为1或2。
通常,优选的如上所述的染料混合物,其中优选包含至少一种式(IV)染料。
同样优选的,一种染料混合物,包含:
一种或多种式(I)染料,一种或多种式(II)染料,以及任选的一种或多种式(III)染料和/或一种或多种式(IV)染料;
其中各自独立的,
R1为氢,(C1-C2)-烷基或(C1-C2)-烷氧基,
R2为(C1-C2)-烷基,
R3和R4为(C3-C5)烷基,
R5为苯基,
R6为(C6-C8)-烷基,优选支链(C6-C8)-烷基,
R7为甲基或苯基,
R8为氢,甲基或-CO-R2,
X为NO2或CN,
Y为NO2,
z为Cl或Br,
n为0或1,
m为1或2。
此外,对于式(I)至(IV)染料,存在如下所示的优选结构式,并且下文进一步列出了部分基于那些优选结构式的优选混合物。
优选染料混合物,其中一种或多种式(I)染料选自:
甚至更优选的染料混合物,其中结构(I)染料选自:I-1,I-2和I-11。
优选染料混合物,其中一种或多种式(II)染料选自:
特别优选的染料混合物,其中通式(II)染料是II-1。
优选染料混合物,其中包含至少一种式(III)染料,并且其中一种或多种式(III)染料选自:
甚至更优选的染料混合物,其中至少一种结构(III)染料选自:III-1和III-2。
优选染料混合物,其中包含至少一种式(IV)染料,并且其中一种或多种式(IV)染料选自:
甚至更优选的染料混合物,其中至少一种结构(IV)染料选自:IV-1,IV-2,IV-3和IV- 7。
基于这些优选的单一染料,可以获得有利的混合物,特别优选的染料混合物包含:
一种式(I-1)染料,一种式(II-1)染料,以及任选的一种式(III-1)染料和/或一种式 (IV-1)染料;
本发明另一个特别优选的实施方案是,一种染料混合物包含:
一种式(I-2)染料,一种式(II-1)染料,以及任选的一种式(III-1)染料和/或一种式 (IV-1)染料;
本发明还有另一个特别优选的实施方案是,一种染料混合物包含:
一种或多种式(I-a)染料,一种式(II-1)染料,一种或多种式(IV)染料,以及任选的一种或多种式(III)染料;
其中各自独立的
R1为氢或(C1-C2)-烷氧基,
R2为(C1-C2)-烷基,
X为NO2或CN,
Y为NO2或CN,
z为Cl或Br,
n为0或1,
m为1或2。
本发明染料混合物组分的范围(基于染料混合物中染料总量的重量%)是:
优选的重量%范围:
优选的重量%范围:
对于包含至少一种结构(III)染料的混合物,优选的范围是:
更优选的:
对于包含至少一种结构(IV)染料的混合物,优选的范围是:
更优选的:
包含至少一种结构(III)染料和至少一种结构(IV)染料的混合物,优选具有以下组成:
本发明染料混合物中的单一染料是已知的,并且可以根据已知方法制备,例如参考文献: EP 0 167 913,DE 26 10 675,DE 29 36 489和EP 0 591 736。
在每种染料混合物中,如果染料混合物由上述染料组成,则组分I至IV加起来为100%,而如果加入另外的染料(例如作为调色组分),则组分I至IV加起来小于100%。在这种情况下,基于染料混合物的所有染料的重量,调色组分的含量优选小于10wt%,更优选小于 5wt%,最优选小于2wt%。
通过混合单一染料可以获得本发明的染料混合物。
因此一种制备如上所述染料混合物的方法也构成本发明的一个方面,所述方法包括:
a)混合染料混合物的组分,
b)步骤a)中获得的混合物的均质。
一般来说,有三种优选的可能性:
1)
a)将所需的式(I)至(IV)组分与分散剂混合,
b)将步骤a)中获得的混合物均质和研磨,
c)将步骤b)中获得的研磨混合物喷雾干燥。
2)
或者,所有单一组分(I)至(IV)可以如上文1)a)至c)所述进行处理。
然后可以将各步骤c)制得的式(I)至(IV)组分作为干组分混合。
3)
作为另一种选择,两种方法的结合是可能的,其中主要的式(I)至(IV)组分根据方法 1)a)和b)处理,次要的式(I)至(IV)组分可作为根据方法2)a)b)和c)处理的干粉末加到主要组分的浆料中,然后将得到的总混合物喷雾干燥。
用于染色或印花含甲酰胺基和/或羟基的材料的方法,包括使含甲酰胺基和/或羟基的材料与如下所述的染料混合物和/或如上所述的水溶液接触,构成本发明的另一个方面。
当本发明的染料混合物用于染色时,染料混合物通过分散剂和润湿剂以常规方式分散在水性介质中以制备用于染色的染浴或用于纺织品印花的印花浆料。
分散剂的典型实例是:木质素-磺酸盐,萘磺酸/甲醛缩合物和苯酚/甲酚/磺胺酸/甲醛缩合物,润湿剂的典型实例是:磺化或磷酸化的烷基芳基乙氧基化物,可能存在的其他成分的典型实例是:无机盐,除尘剂如矿物油或壬醇,有机液体和缓冲剂。基于染料混合物的重量,分散剂的含量可以为30至500%。基于染料混合物的重量,除尘剂的用量可以为0至5%。
在染色聚酯纤维和纤维混纺产品,如包含聚酯纤维的混纺织物产品的混纺纱织物的情况下,那些纤维和/或纤维混纺产品可以通过常用的染色方法获得具有良好色牢度的染色,例如高温染色方法,载体染色方法和热溶胶染色方法。在某些情况下,向染浴中加入酸性物质可以使染色更成功。
合适的工艺条件可有利地选自以下:
(i)浸染,在pH为4至8.5,温度为125至140℃下进行10至120min的染色,并且在 1至2bar的压力下,任选加入螯合剂;
(ii)连续染色,在pH为4至8.5,温度为190至225℃下进行15s至5min的染色,任选加入迁移抑制剂;
(iii)直接染色,在pH为4至6.5,温度为160至185℃下进行4至15min高温汽蒸,或者在温度190至225℃下用干热进行15s至5min烘烤固色,或者在温度120至140℃和1至2bar下进行10至45min压力蒸汽,任选加入基于染料混合物重量5~100wt%的润湿剂和增稠剂(如藻酸盐);
(iv)拔染印花(通过将染料混合物轧染到纺织材料上,干燥和套印),在pH为4至6.5下进行,任选加入迁移抑制剂和增稠剂;
(v)载体染色,使用载体如甲基萘,二苯胺或2-苯基苯酚在pH为4至7.5,温度为95至100℃下进行,任选加入螯合剂;
(vi)常压染色,乙酸乙酯,三乙酸酯和尼龙在pH为4至7.5,温度约为85℃(醋酸)或温度约为90℃(三乙酸酯和尼龙)下进行15至90min的染色,任选加入螯合剂。
在所有上述方法中,染料混合物作为分散体施用,所述分散体包含0.001至20%,优选 0.005至16%的染料混合物在水性介质中。
包含如上所述的染料混合物的用于染色的水溶液构成本发明的另一个方面。
除了上述施用方法之外,染料混合物可以通过喷墨印花施加到合成纺织材料和纤维混合物上,任选地对基材进行预处理以帮助印花。对于喷墨应用,应用介质可包括水和水溶性有机溶剂,优选重量比为1:99至99:1,更优选1:95至2:1,尤其是在1:90到1:1范围内。优选的,水溶性有机溶剂包括C1-C4-链烷醇,尤其是甲醇或乙醇;酮,尤其是丙酮或甲基乙基酮,2-吡咯烷酮或N-甲基吡咯烷酮;二醇,尤其是乙二醇,丙二醇,1,3-丙二醇,2,3- 丁二醇,硫二甘醇或二乙二醇;二醇醚,尤其是乙二醇单甲醚,丙二醇单甲醚或二乙二醇单甲醚;尿素;砜,尤其是双-(2-羟乙基)砜,或者它们的混合物。
因此,包含如上所述的染料混合物的用于数字纺织品印花的油墨构成本发明的另一个方面。
本发明的染料混合物也可以使用超临界二氧化碳施加到纺织材料上,在这种情况下,可以任选地省略染料配制剂。
本发明的另一方面是如上所述的染料混合物和/或如上所述的水溶液用于纤维以及纤维混纺物的染色,所述纤维选自:合成纤维:尼龙,尼龙-6,尼龙-6.6和芳纶纤维;植物纤维,种子纤维,棉花,有机棉,木棉,椰壳纤维;韧皮纤维,亚麻,大麻,黄麻,洋麻,苎麻,藤;叶纤维,剑麻,赫纳昆叶纤维,芭蕉;茎纤维,竹子;来自动物的纤维,羊毛,有机羊毛,丝绸,羊绒羊毛,羊驼毛纤维,马海毛,安哥拉纤维以及毛皮和皮革材料;制造,再生和再循环纤维,纤维素纤维;纸纤维,纤维素再生纤维,粘胶人造纤维,醋酸纤维和三乙酸纤维以及莱赛尔纤维。
相应的,以物理结合形式包含有如上所述的染料混合物的纤维,所述纤维选自合成纤维:尼龙,尼龙-6,尼龙-6.6和芳纶纤维;植物纤维,种子纤维,棉花,有机棉,木棉,椰壳纤维;韧皮纤维,亚麻,大麻,黄麻,洋麻,苎麻,藤;叶纤维,剑麻,赫纳昆叶纤维,芭蕉;茎纤维,竹子;来自动物的纤维,羊毛,有机羊毛,丝绸,羊绒羊毛,羊驼毛纤维,马海毛,安哥拉纤维以及毛皮和皮革材料;制造,再生和再循环纤维,纤维素纤维;纸纤维,纤维素再生纤维,粘胶人造纤维,醋酸纤维和三乙酸纤维以及莱赛尔纤维,含有此类纤维的纤维和混纺物是本发明的另一个方面。
用本发明的染料混合物染色的特别优选的纺织材料是芳族聚酯或其与任何上述纤维或混纺材料的纤维的混纺物。特别优选的纤维混纺物包括聚酯纤维素,如聚酯-棉和聚酯-羊毛。纺织材料或其混纺物可以是丝状物,松散纤维,纱线或机织或针织织物的形式。
特别地,在聚酯纤维中,不仅普通聚酯纤维(常规旦尼尔纤维),而且微纤维(细旦纤维,小于0.6旦尼尔)作为纤维被提及,其可以用本发明的染料混合物成功染色。
以下实施例将进一步说明本发明,但不限制范围。除非另有说明,份数和百分比均以重量计。重量份与体积份的关系是千克与升的关系。
实施例1
使用与DE4403083和EP07821369中描述的那些类似的方法进行式I-1和II-1染料的合成。
为了便于施用,将47.4份合成好的分离染料与47.4份Reax 85A(木质素磺酸盐分散剂) 和0.5份硫酸(至pH 6)用玻璃珠研磨来制备染料粉末。在研磨至合适的粒度范围后,加入 0.5份流动性防尘浓缩物(矿物基油除尘剂),并将分散体喷雾干燥获得具有4.2份残余水分的粉末。
将1.19g含有式I-1染料的粉末和0.51g含有式II-1染料的粉末加到1000ml去离子水中,然后机械混合,制得染色液。在用乙酸钠和乙酸调节至pH 4.5后,将5g 100%聚酯材料在 50ml染液中染色。在130℃下染色60分钟,然后漂洗,还原清洗和干燥,获得鲜艳的蓝色色调。
实施例2
使用类似于DE4403083,EP07821369,JP58038754,JP51150530中描述的方法,进行式 I-2,II-1和IV-2染料的合成。
为了便于施用,如实施例1中所述制备染料粉末。
将0.68g含有式I-2染料的粉末、0.17g含有式II-1染料的粉末、0.85g含有式IV-2染料的粉末加入到1000ml去离子水中,然后机械混合,制得染色液。在用乙酸钠和乙酸调节至pH 4.5后,将5g 100%聚酯材料在50ml染液中染色。在130℃下染色60分钟,然后漂洗,还原清洗和干燥,获得鲜艳的海军蓝色调。
使用分散剂和除尘剂将下表的所有实施例制备成如上所述的制剂。
实施例 | 染料(a) | % | 染料(b) | % | 染料(c) | % | 染料(d) | % |
3 | I-1 | 80 | II-1 | 20 | ||||
4 | I-1 | 60 | II-1 | 40 | ||||
5 | I-1 | 50 | II-1 | 50 | ||||
6 | I-1 | 30 | II-1 | 70 | ||||
7 | I-2 | 80 | II-1 | 20 | ||||
8 | I-11 | 75 | II-1 | 25 | ||||
9 | I-2 | 70 | II-1 | 30 | ||||
10 | I-2 | 60 | II-1 | 40 | ||||
11 | I-2 | 50 | II-1 | 50 | ||||
12 | I-2 | 30 | II-1 | 70 | ||||
13 | I-2 | 70 | II-1 | 15 | IIA-1 | 15 | ||
14 | I-2 | 60 | II-1 | 20 | IIA-1 | 20 | ||
15 | I-1 | 40 | II-1 | 30 | III-1 | 30 | ||
16 | I-1 | 70 | II-1 | 10 | III-1 | 20 | ||
17 | I-1 | 40 | II-1 | 10 | IV-1 | 50 | ||
18 | I-1 | 20 | II-1 | 5 | IV-1 | 75 | ||
19 | I-1 | 15 | II-1 | 5 | IV-1 | 80 | ||
20 | I-1 | 40 | II-1 | 10 | IV-2 | 50 | ||
21 | I-1 | 20 | II-1 | 5 | IV-2 | 75 | ||
22 | I-1 | 15 | II-1 | 5 | IV-2 | 80 | ||
23 | I-1 | 20 | II-1 | 10 | III-1 | 20 | IV-1 | 50 |
24 | I-1 | 10 | II-1 | 3 | III-1 | 17 | IV-1 | 70 |
25 | I-1 | 15 | II-1 | 5 | III-1 | 20 | IV-1 | 60 |
26 | I-1 | 10 | II-1 | 3 | III-1 | 17 | IV-2 | 70 |
27 | I-2 | 40 | II-1 | 30 | III-1 | 30 | ||
28 | I-2 | 70 | II-1 | 10 | III-1 | 20 | ||
29 | I-2 | 40 | II-1 | 10 | IV-1 | 50 | ||
30 | I-2 | 20 | II-1 | 5 | IV-1 | 75 | ||
31 | I-2 | 15 | II-1 | 5 | IV-1 | 80 | ||
32 | I-2 | 40 | II-1 | 10 | IV-2 | 50 | ||
33 | I-2 | 20 | II-1 | 5 | IV-2 | 75 | ||
34 | I-2 | 15 | II-1 | 5 | IV-2 | 80 | ||
35 | I-2 | 20 | II-1 | 10 | III-1 | 20 | IV-1 | 50 |
36 | I-2 | 10 | II-1 | 3 | III-1 | 17 | IV-1 | 70 |
37 | I-2 | 15 | II-1 | 5 | III-1 | 20 | IV-1 | 60 |
38 | I-2 | 10 | II-1 | 3 | III-1 | 17 | IV-2 | 70 |
Claims (8)
2.根据权利要求1所述的染料混合物,基于染料混合物中染料总量的重量%,各组分范围是:
(I-1):7至50
(II-1):2至30
(IV-1):20至75。
3.根据权利要求1所述的染料混合物的制备方法,包括:
a)混合染料混合物的组分,
b)步骤a)中获得的混合物的均质。
4.用于染色的水溶液,包含根据权利要求1所述的染料混合物。
5.用于染色或印花含甲酰胺基和/或羟基的材料的方法,包括使含甲酰胺基和/或羟基的材料与根据权利要求1所述的染料混合物和/或根据权利要求4所述的水溶液接触。
6.用于数字纺织品印花的油墨,包含根据权利要求1所述的染料混合物。
7.根据权利要求1所述的染料混合物和/或根据权利要求4所述的水溶液在纤维以及纤维混纺物的染色中的应用,所述纤维选自:合成纤维;植物纤维;来自动物的纤维;再生和再循环纤维。
8.纤维和含有所述纤维的混纺物,所述纤维选自:合成纤维;植物纤维;来自动物的纤维;再生和再循环纤维,所述纤维以物理结合形式包含有根据权利要求1所述的染料混合物。
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PCT/EP2016/077798 WO2017097554A1 (en) | 2015-12-10 | 2016-11-16 | High wet fast brilliant blue disperse dye mixtures |
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CN201680081055.7A Active CN108603041B (zh) | 2015-12-10 | 2016-11-16 | 高湿牢度分散艳蓝混合物 |
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US (1) | US10611916B2 (zh) |
EP (2) | EP3178886A1 (zh) |
KR (1) | KR20180100315A (zh) |
CN (1) | CN108603041B (zh) |
CO (1) | CO2018007198A2 (zh) |
TW (1) | TWI717436B (zh) |
WO (1) | WO2017097554A1 (zh) |
Families Citing this family (4)
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ES2814375T3 (es) * | 2017-10-02 | 2021-03-26 | Dystar Colours Distrib Gmbh | Mezclas de colorantes de dispersión rápida con alta humedad |
CN109971214B (zh) * | 2018-12-21 | 2020-11-20 | 浙江龙盛集团股份有限公司 | 一种分散深蓝染料组合物、染料制品及其应用 |
EP3715423B1 (en) * | 2019-03-27 | 2022-05-11 | DyStar Colours Distribution GmbH | High wet fast disperse dye mixtures of n-[4-(5-fluoro-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and n-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives |
CN110922786B (zh) * | 2019-12-13 | 2021-04-09 | 约克夏(浙江)染化有限公司 | 黑色分散染料组合物、分散染料及其制备方法和用途 |
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2015
- 2015-12-10 EP EP15199282.3A patent/EP3178886A1/en not_active Withdrawn
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2016
- 2016-11-16 CO CONC2018/0007198A patent/CO2018007198A2/es unknown
- 2016-11-16 WO PCT/EP2016/077798 patent/WO2017097554A1/en active Application Filing
- 2016-11-16 CN CN201680081055.7A patent/CN108603041B/zh active Active
- 2016-11-16 EP EP16797858.4A patent/EP3387072A1/en active Pending
- 2016-11-16 KR KR1020187018323A patent/KR20180100315A/ko active IP Right Grant
- 2016-11-16 US US15/532,813 patent/US10611916B2/en not_active Expired - Fee Related
- 2016-12-08 TW TW105140688A patent/TWI717436B/zh active
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CN1090305A (zh) * | 1992-09-29 | 1994-08-03 | Basf公司 | 吡啶染料的用途 |
US5703238A (en) * | 1994-02-02 | 1997-12-30 | Basf Aktiengesellschaft | Preparation of pyridine dyes |
JPH0820669A (ja) * | 1994-06-27 | 1996-01-23 | Basf Ag | 染料調合物 |
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Also Published As
Publication number | Publication date |
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WO2017097554A1 (en) | 2017-06-15 |
CO2018007198A2 (es) | 2018-09-20 |
US20180273762A1 (en) | 2018-09-27 |
EP3178886A1 (en) | 2017-06-14 |
TWI717436B (zh) | 2021-02-01 |
TW201734145A (zh) | 2017-10-01 |
US10611916B2 (en) | 2020-04-07 |
CN108603041A (zh) | 2018-09-28 |
EP3387072A1 (en) | 2018-10-17 |
KR20180100315A (ko) | 2018-09-10 |
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