CN101163755B - 红色还原染料混合物、其制备方法及其在染色含羟基的材料上的用途 - Google Patents
红色还原染料混合物、其制备方法及其在染色含羟基的材料上的用途 Download PDFInfo
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Abstract
本发明涉及包含染料C.I.还原红13以及至少一种选自C.I.还原红1、C.I.还原红10、C.I.还原红14、C.I.还原红15、C.I.还原红23和C.I.还原红32的染料的染料混合物，其制备方法及其在染色和印染含羟基的材料中的用途。
Description
技术领域
本发明涉及红色还原染料的混合物、其制备方法及其在染色含羟基的材料上的用途。
背景技术
市售用于红色色泽的还原染料具有某些性能上的缺点，例如提升性(build-up)不足或当织物-染色和织物-整理设备中皂洗(soaping)时和消费者在皂洗时产生或多或少明显的色调偏移。
因此，对于产生可克服上述缺点的红色色泽的新型产物仍有需求。
发明内容
目前已经发现，令人惊讶的是，含有C.I.还原红13以及C.I.还原红1、C.I.还原红10、C.I.还原红14、C.I.还原红15、C.I.还原红23和/或C.I.还原红32的染料混合物不仅在提升性上展现出乎意料的协同性，即提升性明显地高于个体组份的算术平均值，而且在皂洗之后展现出优异的稳定性。
所述染料已见于染料索引(Colour Index)，且可以作为单个染料由市面上购得。文献也记载了各种利用所述染料的染色方法，参见，例如，WO00/32333和WO03/016614。
因此，本发明提供了包含染料C.I.还原红13以及至少一种选自C.I.还原红1、C.I.还原红10、C.I.还原红14、C.I.还原红15、C.I.还原红23和C.I.还原红32的染料的染料混合物。
优选的染料混合物包含C.I.还原红13和C.I.还原红23。
优选的染料混合物还有包含5重量％至95重量％的C.I.还原红13以及95重量％至5重量％的至少一种选自C.I.还原红1、C.I.还原红10、C.I.还原红14、C.I.还原红15、C.I.还原红23和C.I.还原红32染料的那些染料混合物。
本发明特别优选的染料混合物包含10重量％至50重量％的C.I.还原红13以及50重量％至90重量％的至少一种选自C.I.还原红1、C.I.还原红10、C.I.还原红14、C.I.还原红15、C.I.还原红23和C.I.还原红32的染料。
更为特别优选的染料混合物包含20重量％至30重量％的C.I.还原红13及80重量％至70重量％的C.I.还原红23。
本发明的染料混合物可为固体或液体形态的制剂。在固体形态中，其包括必要量的市售染料中惯用的助剂(例如分散剂、防尘剂)和着色染料。在液体形态(包括存在印染糊料中惯用类型的增稠剂)中，其亦可包括确保这些制剂使用期长的物质，例如用于防止真菌和细菌侵袭的药剂。
在固体形态中，本发明的染料混合物通常以含或不含一种或多种上述助剂的粉末或颗粒形态存在(以下通称为制剂)。制剂中，染料混合物优选是占制剂的20重量％至90重量％。
当本发明的染料混合物存在于水溶液中时，水溶液中染料的总含量通常是多达约50重量％，例如介于5重量％和50重量％之间。
本发明的染料混合物可通过将个体染料以所需的重量比率机械混合而制得。个体染料可以染料粉末或染料溶液或者以配制好的商业形态用途，例如含有惯用助剂的粉末、颗粒或液体品牌。
个别染料是已知的或者可购买得到的、或利用传统方法制得的。
本发明的染料混合物可用于染色和印染含羟基的材料，特别是纤维素材料。其优选用于染色和印染纤维素纤维材料。
本发明的染料混合物，如还原染料所惯用的那些，在应用于待染色的基材之前必须先被还原。可使用典型的化学还原剂，例如无机还原剂，如硫化物(sulfidic)还原剂，或者有机还原剂，例如连二亚硫酸钠和羟基丙酮。然而，必要时，它们也可以通过电化学方法用于染色的目的。
本发明的染料混合物可应用于所有还原染料普遍使用的染色方法中，例如浸染法(exhaust process)或轧蒸法(pad steam process)。
本发明的染料混合物具有显著的优异提升性，明显高于个体组份的算术平均值(协合作用)。本发明的染料混合物在获得红色色调方面相对于现有技术产物的显著改善还在于，皂洗后色调的变化极微。此特征构成了使用本发明的染料混合物染色的织物的显著优势。
实施方式
下列实例是用以举例说明本发明。
实施例1
25份C.I.还原红13和75份C.I.还原红1(均为市售的粉末形态)在适合的容器内混合并彻底搅拌。
实施例2至11
本发明的染料混合物亦可按照类似于实例1所述的方法，混合下表所示量的市售粉末染料(均已含有必需的助剂)而制得。
| 实施例 | C.I.还原红13的份数 | 混合组份 | 份数 |
| 2 | 25 | C.I.还原红1 | 75 |
| 3 | 25 | C.I.还原红10 | 75 |
| 4 | 20 | C.I.还原红14 | 80 |
| 5 | 30 | C.I.还原红15 | 70 |
| 6 | 25 | C.I.还原红23 | 75 |
| 7 | 20 | C.I.还原红32 | 80 |
| 8 | 50 | C.I.还原红23 | 50 |
| 9 | 45 | C.I.还原红10 | 55 |
| 10 | 18 | C.I.还原红32 | 82 |
| 11 | 10 | C.I.还原红23 | 90 |
实施例12
个体染料C.I.还原红13和C.I.还原红23的提升性，与本发明含有25重量％的C.I.还原红13和75重量％的C.I.还原红23的混合物相比较，测定如下：
1.准备染色
用个体染料C.I.还原红13和C.I.还原红23，还有包括25重量％C.I.还原红13和75重量％C.I.还原红23的本发明混合物，以表1所示的浓度，即都以待染色的棉织物的纤维重量计，为0.5％至9％，通过下文的一般性方法指示，准备染色：
将由所示量染料(个体染料或混合物)、18ml/l(深色色泽的情况下多达35ml/l)的38°苛性钠和作为还原剂的6g/l(深色色泽的情况下多达12gml/l)连二亚硫酸钠所组成的染液、及待染色织物(即棉织物)，以20份水对1份织物的浴比(liquor ratio)在室温下加至染色容器中。接着密封染色容器并以2℃/分钟的速率加热至60℃。接着维持在60℃的温度下30分钟(深色色泽的情况下为45分钟)。在此期间，由还原剂所溶解的染料进入纤维中。
随后以冷水冲洗，接着进行氧化反应。为此，在60℃下制备浴比为50∶1的处理液(treating liquor)，以含有2ml/l的50％过氧化氢。氧化反应在这些条件下进行10分钟。染色的最终色调是利用后续的皂洗步骤而建立。在98℃下制备浴比为50∶1的处理液，以含有1g/l市售皂洗剂和0.5g/l碳酸钠。此处理进行20分钟。接着使织物经冲洗、脱水和干燥。
2.色彩强度的测定
各个所得的染色的色泽深度通过比色法测量，并以Kubelka-Munk色彩密度单位(CDU)值表示(参见表1)。个体染料所得的值另外用于算术计算混合物的预期值。观察值和计算值示于表1：
表1
| 25wt％C.I.还原红13和75wt％C.I.还原红23的混合物 | C.I.还原红13 | C.I.还原红23 | |||||
| 观察值 | 计算值 | ||||||
| 浓度(％) | CDU值 | 浓度 | CDU值 | 浓度 | CDU值 | 浓度 | CDU值 |
| 0.5 | 0.694 | 0.5 | 0.607 | 0.5 | 0.73 | 0.5 | 0.566 |
| 1 | 1.247 | 1 | 1.091 | 1 | 1.383 | 1 | 0.993 |
| 2 | 2.096 | 2 | 1.839 | 2 | 2.607 | 2 | 1.583 |
| 3 | 2.904 | 3 | 2.359 | 3 | 3.599 | 3 | 1.946 |
| 5 | 3.873 | 5 | 3.109 | 5 | 4.813 | 5 | 2.541 |
| 7 | 4.407 | 7 | 3.530 | 7 | 5.401 | 7 | 2.906 |
| 9 | 4.802 | 9 | 3.803 | 9 | 5.706 | 9 | 3.169 |
表1所示的数据显示本发明的混合物提供比算术的预测值显然更佳的提升性。本发明的混合物有令人惊讶的协同性。
实施例13
实施例12的本发明染料混合物相较于个体染料的皂洗特征由下述方法测量：
首先，根据实例12所述方法，准备2％浓度下的染色。在各自的染色(包括必要的氧化反应)完成之后，用超量的热水然后是冷水冲洗染色，每次5分钟。为此目的所用的水量并不重要。重要的是不再需要化学剂且除去未固着的染料。接着将染色分成三等份。第一份只进行干燥。第二份在准备好的升高至98℃且含有1g/l市售的衣物清洁剂的水浴中处理1分钟。接着，将第二份自处理浴中移出，并再用过量的热水和冷水冲洗，接着干燥。使第三份进行类似于第二份的处理，除了它在98℃处理浴中保持20分钟。接着，再用热水和冷水冲洗及干燥。于空调室内放置至少4小时后，将3个经不同处理的部份进行比较性比色分析，以测量未经处理的染色与在处理浴中保持1分钟的染色之间的色调差异，以及未经处理的染色与在处理浴中保持20分钟的染色之间的色调差异。
表2和3显示本发明混合物与个体组份的皂洗特性相比较的色彩性质，作为98℃下处理1分钟与20分钟之间的处理时间的函数。根据德国标准说明书DIN 6174和DIN 5033，利用色彩轨迹测量(colorlocus measurement)以比色法评估染色。表中的dC数据表示亮度/清洁度的变化，dH数据表示色调的变化。明确的改良在于皂洗后色调的变化极微，此特征构成了这样染色织物的后续应用上的显著优点。
表2显示未皂洗和在98℃下后皂洗1分钟之间的皂洗特征：
| 25wt％C.I.还原红13和75wt％C.I.还原红23的混合物 | C.I.还原红13 | C.I.还原红23 | |
| dC | -1.8 | -2.3 | 0.6 |
| dH | -0.4 | -3.0 | 0.7 |
表3显示未皂洗和在98℃下后皂洗20分钟之间的皂洗特征：
| 25wt％C.I.还原红13和75wt％C.I.还原红23的混合物 | C.I.还原红13 | C.I.还原红23 | |
| dC | -0.9 | -1.6 | 0.8 |
| dH | 0.1 | -2.2 | 0.7 |
明确的改良在于皂洗后色调的变化极微，此特征构成了这样染色的织物在后续应用中的显著优点。
由于本发明混合物的色调稳定性，提供给使用者显然较高的操作一致性。在还原染料的情况下，由于色调偏移是色调的不可逆变化，本发明的染料混合物亦在织物的后续应用上提供了明确的优点。
Claims (4)
1.一种染料混合物，其包含20重量％至30重量％的C.I.还原红13以及80重量％至70重量％的C.I.还原红23。
2.一种通过机械混合个体染料制备权利要求1的染料混合物的方法。
3.一种染料制剂，其包含根据权利要求1的染料混合物。
4.根据权利要求1的染料混合物在染色和印染含羟基的材料中的用途。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102005026454A DE102005026454A1 (de) | 2005-06-09 | 2005-06-09 | Mischungen roter Küpenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben von Hydroxygruppen-haltigem Material |
| DE102005026454.9 | 2005-06-09 | ||
| PCT/EP2006/062932 WO2006131518A2 (de) | 2005-06-09 | 2006-06-06 | Mischungen roter küpenfarbstoffe, verfahren zu ihrer herstellung und ihre verwendung zum färben von hydroxygruppen-haltigem material |
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| CN101163755B true CN101163755B (zh) | 2011-01-19 |
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| US (1) | US20080189881A1 (zh) |
| EP (1) | EP1893698A2 (zh) |
| JP (1) | JP5312934B2 (zh) |
| KR (1) | KR101287645B1 (zh) |
| CN (1) | CN101163755B (zh) |
| BR (1) | BRPI0608480A2 (zh) |
| CA (1) | CA2611406A1 (zh) |
| DE (1) | DE102005026454A1 (zh) |
| HK (1) | HK1117183A1 (zh) |
| MX (1) | MX2007015567A (zh) |
| TW (1) | TWI395793B (zh) |
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| US20110192488A1 (en) * | 2010-02-09 | 2011-08-11 | Yong Sun | Method for manufacturing towels of low-twist yarns |
| CN101935468B (zh) * | 2010-08-27 | 2013-03-27 | 江苏亚邦染料股份有限公司 | 一种工装用高耐氯漂牢度的藏青色还原染料 |
| CN106317954B (zh) * | 2016-07-26 | 2017-11-17 | 安徽凯奇化工科技股份有限公司 | 一种性能提升的红色还原染料混合物及其制备方法 |
| CN111961353A (zh) * | 2020-09-10 | 2020-11-20 | 安徽汉龙化工科技有限公司 | 一种还原大红r染料及其制备方法 |
| CN115594990A (zh) * | 2022-09-08 | 2023-01-13 | 浙江亿得新材料股份有限公司（Cn） | 一种节能减排型高强度液体还原染料组合物的制备方法及其应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US5948122A (en) * | 1998-11-24 | 1999-09-07 | Novo Nordisk Biotech, Inc. | Enzymatic methods for dyeing with reduced vat and sulfur dyes |
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| JPS5753390A (en) * | 1980-09-18 | 1982-03-30 | Toppan Printing Co Ltd | Thermo-sensitive recording body |
| JPH0652326B2 (ja) * | 1983-12-13 | 1994-07-06 | 三井東圧化学株式会社 | 偏光フィルム |
| JPS6227476A (ja) * | 1985-07-30 | 1987-02-05 | Pentel Kk | 記録用インキ |
| JPH0339747A (ja) * | 1989-07-06 | 1991-02-20 | Brother Ind Ltd | 光硬化型組成物 |
| US6129769A (en) * | 1998-11-24 | 2000-10-10 | Novo Nordisk Biotech, Inc. | Enzymatic methods for dyeing with reduced vat and sulfur dyes |
| US6019800A (en) * | 1998-12-17 | 2000-02-01 | Clariant Finance (Bvi) Limited | Process and composition of sulfur dyes |
| US20020124323A1 (en) | 2001-01-09 | 2002-09-12 | Cliver James D. | Process for patterning textile materials and fabrics made therefrom |
| JP3857921B2 (ja) * | 2001-02-21 | 2006-12-13 | 大日精化工業株式会社 | 樹脂組成物およびそれを用いた成形品 |
| US6780205B2 (en) * | 2001-08-21 | 2004-08-24 | E. I. Du Pont De Nemours And Company | Vat acid dyeing of textile fibers |
| DE10231315A1 (de) * | 2002-07-10 | 2004-02-05 | Carl Freudenberg Kg | Verfahren zur farblichen Gestaltung von synthtischem, textilem Material |
| TWI360722B (en) * | 2003-08-21 | 2012-03-21 | Nissan Chemical Ind Ltd | Dye-containing resist composition and color filter |
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- 2006-06-06 WO PCT/EP2006/062932 patent/WO2006131518A2/de not_active Application Discontinuation
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| US5948122A (en) * | 1998-11-24 | 1999-09-07 | Novo Nordisk Biotech, Inc. | Enzymatic methods for dyeing with reduced vat and sulfur dyes |
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| Publication number | Publication date |
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| EP1893698A2 (de) | 2008-03-05 |
| TWI395793B (zh) | 2013-05-11 |
| WO2006131518A2 (de) | 2006-12-14 |
| KR101287645B1 (ko) | 2013-07-24 |
| ZA200707323B (en) | 2008-11-26 |
| US20080189881A1 (en) | 2008-08-14 |
| BRPI0608480A2 (pt) | 2010-01-05 |
| CA2611406A1 (en) | 2006-12-14 |
| KR20080013893A (ko) | 2008-02-13 |
| MX2007015567A (es) | 2008-03-06 |
| CN101163755A (zh) | 2008-04-16 |
| WO2006131518A3 (de) | 2007-04-12 |
| HK1117183A1 (en) | 2009-01-09 |
| JP2008542513A (ja) | 2008-11-27 |
| TW200643116A (en) | 2006-12-16 |
| JP5312934B2 (ja) | 2013-10-09 |
| DE102005026454A1 (de) | 2006-12-14 |
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