CN108299289B - 一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法 - Google Patents

一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法 Download PDF

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CN108299289B
CN108299289B CN201810071562.3A CN201810071562A CN108299289B CN 108299289 B CN108299289 B CN 108299289B CN 201810071562 A CN201810071562 A CN 201810071562A CN 108299289 B CN108299289 B CN 108299289B
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benzenesulfonyloxyaniline
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CN108299289A (zh
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徐叙明
王一键
郑土才
牟忠岳
魏斌
李见
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Leping Safely Pharmaceutical Co ltd
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    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
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Abstract

本发明公开了一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法,化学结构通式如下:式(Ⅰ)
Figure DEST_PATH_IMAGE002
和式(Ⅱ)

Description

一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法
技术领域
本发明涉及一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法,属于染料化工领域。
背景技术
分散染料是一类主要用于涤纶及其混纺织物染色和印花,需借助各种助剂进行商品化加工而应用的不溶于水的染料。分散染料的结构主要有偶氮型、蒽醌型、喹酞酮型、苯乙烯型等,其中杂环分散染料由于具有发色强度高、色泽鲜艳、提升力好、上染率高、匀染性能优良、各项染色牢度优异等特点,成为近几十年来分散染料发展最快的方向之一。吡啶酮类杂环分散染料分散黄114就是一个典型的杂环偶氮结构的分散染料,其耐晒、耐升华、耐洗、耐摩擦等各项性能等级较高,匀染性和提升力较好,可以单独或拼色使用,应用较广。
Figure RE-GDA0001616720710000011
然而,分散黄114的重氮组分间苯磺酰氧基苯胺,国内外均以间氨基苯酚为原料,经氨基的乙酰化保护、羟基的苯磺酸酯化和脱乙酰基三步反应合成,存在反应步骤多、三废污染严重、间氨基苯酚价格高等问题,制约了该染料品种的使用,所以寻找各项性能相近或更优的替代品种具有重要的意义。
Figure RE-GDA0001616720710000012
发明内容
为了克服分散黄114中间体制备技术反应步骤多、三废污染严重、成本高等缺点,本发明提供了一种含磺酸酯基的吡啶酮类偶氮分散染料及其合成方法。
为了达到上述目的,本发明采用的一种含磺酸酯基的吡啶酮类偶氮分散染料的技术方案是:所述吡啶酮类偶氮分散染料的化学结构通式如以下式(Ⅰ)所示,R为3至8个碳的直链或支链烷基,或3至8个总碳数的烷氧基烷基,3至8个总碳数的烷氧基烷基为 2-烷氧基乙基或3-烷氧基丙基或4-烷氧基丁基;
Figure RE-GDA0001616720710000021
本发明采用的另一种含磺酸酯基的吡啶酮类偶氮分散染料的技术方案是:所述吡啶酮类偶氮分散染料的化学结构通式如以下式(Ⅱ)所示,R为3至8个碳的直链或支链烷基,或3至8个总碳数的烷氧基烷基,3至8个总碳数的烷氧基烷基为2-烷氧基乙基或3- 烷氧基丙基或4-烷氧基丁基;
Figure RE-GDA0001616720710000022
在上述式(Ⅰ)和式(Ⅱ)的两个方案中,所述3至8个碳的支链烷基为-CH(CH3)2、 -CH2CH(CH3)2、-CH(CH3)CH2CH3、-CH2CH2CH(CH3)2以及-CH2CH(C2H5)(CH2)3CH3中的一种。
所述2-烷氧基乙基为-CH2CH2OCH3、-CH2CH2OCH2CH3、-CH2CH2OCH2CH2CH3、 -CH2CH2OCH(CH3)2、-CH2CH2OCH2CH2CH2CH3、-CH2CH2OCH2CH(CH3)2、-CH2CH2OCH(CH3)CH2CH3、-CH2CH2OCH2CH2CH2CH2CH3、-CH2CH2OCH2CH2CH(CH3)2以及-CH2CH2OCH2CH2CH2CH2CH2CH3中的一种;所述3-烷氧基丙基为-CH2CH2CH2OCH3、 -CH2CH2CH2OCH2CH3、-CH2CH2CH2OCH2CH2CH3、-CH2CH2CH2OCH(CH3)2、 -CH2CH2CH2OCH2CH2CH2CH3、-CH2CH2CH2OCH2CH(CH3)2、 -CH2CH2CH2OCH(CH3)CH2CH3、-CH2CH2CH2OCH2CH2CH2CH2CH3以及 -CH2CH2CH2OCH2CH2CH(CH3)2中的一种;所述4-烷氧基丁基为-CH2CH2CH2CH2OCH3、 -CH2CH2CH2CH2OCH2CH3、-CH2CH2CH2CH2OCH2CH2CH3、-CH2CH2CH2CH2OCH(CH3)2、 -CH2CH2CH2CH2OCH2CH2CH2CH3、-CH2CH2CH2CH2OCH2CH(CH3)2以及 -CH2CH2CH2CH2OCH(CH3)CH2CH3中的一种。
为了制备得到上述式(Ⅰ)和式(Ⅱ)的化合物,本发明还提出了一种含磺酸酯基的吡啶酮类偶氮分散染料的合成方法,即以2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺为原料,以亚硝酸钠与盐酸或亚硝酸钠与硫酸进行重氮化,再与6-羟基-4-甲基-3-氰基-1-取代基R-2- 吡啶酮偶合得到产物,其反应式如下所示:
Figure RE-GDA0001616720710000031
其中,所述2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺与产物中的PhSO2O基团分别在氨基、重氮基和偶氮基的邻位或对位。6-羟基-4-甲基-3-氰基-1-取代-2-吡啶酮氮上的取代基R为3 至8个碳的直链烷基甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基,3至8个碳的支链烷基异丙基、仲丁基、异丁基、异戊基、2-乙基己基,3至8个总碳数的烷氧基烷基,包括2-烷氧基乙基的2-甲氧基乙基、2-乙氧基乙基、2-丙氧基乙基、2-异丙氧基乙基、2-丁氧基乙基、2-异丁氧基乙基、2-仲丁氧基乙基、2-戊氧基乙基、2-异戊氧基乙基、2-己氧基乙基,3-烷氧基丙基的3-甲氧基丙基、3-乙氧基丙基、3-丙氧基丙基、3-异丙氧基丙基、3-丁氧基丙基、3-异丁氧基丙基、3-仲丁氧基丙基、3-戊氧基丙基、3-异戊氧基丙基,4-烷氧基丁基的4-甲氧基丁基、4-乙氧基丁基、4-丙氧基丁基、4-异丙氧基丁基、4-丁氧基丁基、4- 异丁氧基丁基、4-仲丁氧基丁基。
所述2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺与亚硝酸钠的摩尔比为1:1.01~1.10, 2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺与盐酸或硫酸的质量比为1:0.8~3.0;所述重氮化反应的反应温度为-10~40℃,保温时间1~8h,过量的亚硝酸钠用尿素去除。
所述偶合反应中6-羟基-4-甲基-3-氰基-1-取代-2-吡啶酮与2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺的摩尔比为1.01~1.10:1,偶合反应的反应温度为0~100℃,分2~5个阶段保温,总保温时间2~12h。
本发明的设计特点以及有益效果是:2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺作为重氮组分,与常规吡啶酮如3-氰基-4-甲基-6-羟基-2-吡啶酮或3-氰基-4-甲基-6-羟基-1-甲基-2- 吡啶酮等偶合的产物虽然具有分散染料的一般性质,但其综合性能与分散黄114存在很大差距,特别是上染率和提升力较差,不适合作为商品化染料使用。但发明人经过大量的实验研究发现,如果以1位氮上为3至8个碳原子的特定烷基取代的,或含一个醚键的3至8 个总碳原子的特定烷氧基烷基取代的3-氰基-4-甲基-6-羟基-2-吡啶酮代替常规的吡啶酮如 3-氰基-4-甲基-6-羟基-2-吡啶酮或3-氰基-4-甲基-6-羟基-1-甲基-2-吡啶酮,与2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺的重氮盐偶合,则得到的化合物具有与分散黄114相当或更优的综合性能。这可能归因于重氮组分上的苯磺酰氧基与偶合组分1位氮上的3至8个碳数烷基或3至8个总碳数烷氧基烷基与织物纤维共同作用的结果,特别是偶合组分1位氮上3 至8个碳数的烷基或3至8个总碳数的烷氧基烷基增强了与纤维的堆积作用,提高了各项染色牢度、上染率和提升力等。也就是说,本发明提出的含磺酸酯基的吡啶酮类偶氮分散染料品种,综合性能与分散黄114相当或更优。由于分散黄114已是相当成熟的产品,对于本领域技术人员来说,要想得到一种染色综合性能比之分散黄114相当或更优的分散染料,都需要付出极大的努力和创造性劳动。
更为重要的是,重氮组分2-苯磺酰氧基苯胺或4-苯磺酰氧基苯胺分别是邻氨基苯酚或对氨基苯酚的衍生物,以邻氨基苯酚或对氨基苯酚为原料,可以经过与分散黄114的重氮组分3-苯磺酰氧基苯胺类似的三步法生产工艺合成本发明产物。相对于分散黄114的原料间氨基苯酚存在生产工艺复杂、污染严重、价格高昂等严重缺点,本发明分散染料品种重氮组分所用原料邻氨基苯酚和对氨基苯酚,不仅来源丰富、价格低廉,而且生产工艺简单、安全、清洁,因此本发明染料品种的生产成本明显低于分散黄114的生产成本,是一类具有良好发展前景的分散黄114替代品。
总之,本发明合成的含磺酸酯基的吡啶酮类偶氮分散染料,具有原料来源充足、价格低廉的特点,能够大大降低企业生产成本,而且还具有合成工艺简单、产品收率高、三废污染少等特点,具有较高的生产价值,可实行大规模工业化生产,作为分散黄114的替代品。
具体实施方式
下面结合实施例对本发明作进一步描述:
以下实施例所用原料等均为工业级产品,未经进一步纯化。含量测定使用高效液相色谱 (HPLC)归一化法。质谱(MS)分析和元素分析分别使用质谱仪和元素分析仪。
本发明化合物的结构见表1。
表1本发明化合物的结构式,其中PhSO2O基团在偶氮基的2-位或4-位
化合物 PhSO<sub>2</sub>O位置 R
1 2- (CH<sub>2</sub>)<sub>2</sub>CH<sub>3</sub>
2 2- (CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub>
3 2- (CH<sub>2</sub>)<sub>5</sub>CH<sub>3</sub>
4 2- (CH<sub>2</sub>)<sub>7</sub>CH<sub>3</sub>
5(实施例1) 2- CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
6 2- CH<sub>2</sub>CH(C<sub>2</sub>H<sub>5</sub>)(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub>
7 2- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub>
8 2- CH<sub>2</sub>CH<sub>2</sub>OCH(CH<sub>3</sub>)<sub>2</sub>
9 2- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
10 2- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
11 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>
12(实施例2) 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
13 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
14 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
15(实施例3) 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>
16 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub>
17 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
18 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub>
19 2- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
20 4- (CH<sub>2</sub>)<sub>2</sub>CH<sub>3</sub>
21 4- CH(CH<sub>3</sub>)<sub>2</sub>
22 4- (CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub>
23 4- CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub>
24 4- (CH<sub>2</sub>)<sub>4</sub>CH<sub>3</sub>
25(实施例4) 4- (CH<sub>2</sub>)<sub>5</sub>CH<sub>3</sub>
26 4- CH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
27 4- CH<sub>2</sub>CH(C<sub>2</sub>H<sub>5</sub>)(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub>
28 4- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub>
29 4- CH<sub>2</sub>CH<sub>2</sub>OCH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub>
30(实施例5) 4- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
31 4- CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
32 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>
33 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
34 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
35 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
36 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
37(实施例6) 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH(CH<sub>3</sub>)<sub>2</sub>
38 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
39 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>
40 4- CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub>
实施例1化合物5的合成
2-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-异丁基-2-吡啶酮偶合
1000mL四口瓶中加入180mL盐酸、99.6克(0.4摩尔)2-苯磺酰氧基苯胺,搅拌30min,冷却至8℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应3h,检测终点,过滤,备用。另将84.5克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-异丁基-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,10℃以下滴加重氮液,控制pH为5左右。5℃保温1h,10℃保温1h,再60℃保温2h,过滤,热水洗涤,抽干,得染料滤饼化合物5。重结晶所得精品的分析结果如下:MS(m/z):467[M+H]+,元素分析C23H22N4O5S:实测值C 59.42,H 4.65,N 12.19,S 7.11,计算值C 59.23,H 4.72,N 12.02,S 6.87。
实施例2化合物12的合成
2-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-(3-丙氧基丙基)-2-吡啶酮偶合
1000mL四口瓶中加入160mL盐酸、99.6克(0.4摩尔)2-苯磺酰氧基苯胺,搅拌30min,冷却至6℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应4h,检测终点,过滤,备用。另将102.5克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-(3-丙氧基丙基)-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,10℃以下滴加重氮液,控制pH 5左右。6℃保温2h,再80℃保温1h,过滤,热水洗涤,抽干,得染料滤饼化合物12。重结晶所得精品的分析结果如下:MS(m/z):511[M+H]+,元素分析C25H26N4O6S:实测值C 58.75,H 5.29,N 11.10,S 6.46,计算值C 58.82,H 5.10,N 10.98,S 6.27。
实施例3化合物15的合成
2-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-(4-甲氧基丁基)-2-吡啶酮偶合
1000mL四口瓶中加入60mL硫酸、140mL水、99.6克(0.4摩尔)2-苯磺酰氧基苯胺,搅拌30min,冷却至5℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应2h,检测终点,过滤,备用。另将96.8克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-(4-甲氧基丁基)-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,12℃以下滴加重氮液,控制pH 5左右。5℃保温 1h,10℃保温1h,再80℃保温1h,过滤,热水洗涤,抽干,得染料滤饼化合物15。重结晶所得精品的分析结果如下:MS(m/z):497[M+H]+,元素分析C24H24N4O6S:实测值C 58.19, H 4.79,N11.44,S 6.70,计算值C 58.06,H 4.84,N 11.29,S 6.45。
实施例4化合物25的合成
4-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-己基-2-吡啶酮偶合
1000mL四口瓶中加入150mL盐酸、99.6克(0.4摩尔)4-苯磺酰氧基苯胺,搅拌30min,冷却至5℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应2h,检测终点,过滤,备用。另将95.9克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-己基-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,10℃以下滴加重氮液,控制pH 5左右。5℃保温2h,再80℃保温1h,过滤,热水洗涤,抽干,得染料滤饼化合物25。重结晶所得精品的分析结果如下:MS(m/z):495[M+H]+,元素分析C25H26N4O5S:实测值C 60.94,H 5.41,N 11.55,S 6.52,计算值C 60.73,H5.26,N 11.34,S 6.48。
实施例5化合物30的合成
4-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-(2-异戊氧基乙基)-2-吡啶酮偶合
1000mL四口瓶中加入50mL硫酸、150mL水、99.6克(0.4摩尔)4-苯磺酰氧基苯胺,搅拌30min,冷却至5℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应2h,检测终点,过滤,备用。另将96.8克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-(2-异戊氧基乙基)-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,8℃以下滴加重氮液,控制pH 5左右。5℃保温 1h,再70℃保温3h,过滤,热水洗涤,抽干,得染料滤饼化合物30。重结晶所得精品的分析结果如下:MS(m/z):525[M+H]+,元素分析C26H28N4O6S:实测值C 59.79,H 5.48,N 10.87, S 6.28,计算值C 59.54,H 5.34,N 10.69,S 6.11。
实施例6化合物37的合成
4-苯磺酰氧基苯胺与3-氰基-4-甲基-6-羟基-1-(4-异丙氧基丁基)-2-吡啶酮偶合
1000mL四口瓶中加入140mL盐酸、99.6克(0.4摩尔)4-苯磺酰氧基苯胺,搅拌40min,冷却至6℃以下,保持在该温度下滴加亚硝酸钠溶液,滴完保温反应2h,检测终点,过滤,备用。另将108.2克(0.41摩尔)3-氰基-4-甲基-6-羟基-1-(4-异丙氧基丁基)-2-吡啶酮加入水中,加入液碱搅拌使完全溶解,8℃以下滴加重氮液,控制pH 5左右。6℃保温1h,10℃保温1h,再80℃保温1.5h,过滤,热水洗涤,抽干,得染料滤饼化合物37。重结晶所得精品的分析结果如下:MS(m/z):525[M+H]+,元素分析C26H28N4O6S:实测值C 59.73,H 5.55,N10.89,S 6.28,计算值C 59.54,H 5.34,N 10.69,S 6.11。
将本发明所合成的染料滤饼和分散剂或木质素按1:1.5比例进行砂磨,扩散性达到 4级以上,干燥。称取1克样品,加水溶解并稀释到500毫升的容量瓶中,移取20毫升与60毫升水混合,用醋酸调染浴pH为5,升温至70℃同时放入2克涤纶布进行染色,于30 分钟内由70℃升温到130℃,保温45分钟,冷却至90℃时拿出布样。布样经还原清冼后,采用国标GB/T 3921-2008、GB/T 3920-2008、GB/T 3922-2013及GB/T 8427-2008所规定的方法分别测试其耐洗、耐摩擦、耐汗渍、耐升华和耐日晒牢度,结果见表2。
表2本发明化合物的染色性能
Figure RE-GDA0001616720710000101
等同条件下,分散黄114的水洗牢度、摩擦牢度、汗渍牢度、升华牢度和日晒牢度分别为 4-5级、4-5级、4-5级、5级和6级。由表中数据可见,本发明分散染料品种的水洗牢度和汗渍牢度全部优于分散黄114,分别达到了5级,摩擦牢度和升华牢度与分散黄114相当或更优,日晒牢度与分散黄114相当或略低,综合性能比分散黄114相当或略优。
本发明提出的含磺酸酯基的吡啶酮类偶氮分散染料品种,综合性能比分散黄114更加优越,而且本发明结构的偶氮分散染料,其重氮组分为邻氨基苯酚或对氨基苯酚的衍生物,具有来源丰富、价格低廉的突出特点,因此本发明染料品种的生产成本明显低于分散黄114的生产成本,具有良好的发展前景。
上述实施例只为说明本发明的技术构思及特点,其目的在于让熟悉此项技术的人士能够了解本发明的内容并据以实施,并不能以此限制本发明的保护范围。凡根据本发明精神实质所作的等效变化或修饰,都应涵盖在本发明的保护范围之内。

Claims (1)

1.一种含磺酸酯基的吡啶酮类偶氮分散染料,其特征在于:所述吡啶酮类偶氮分散染料的化学结构通式如以下式(Ⅰ)所示,R为3至8个碳的直链,或3至8个总碳数的烷氧基烷基;
Figure 743370DEST_PATH_IMAGE001
(Ⅰ);
所述3至8个碳的直链为-(CH2 ) 3 CH3、-(CH2 ) 5 CH3、-(CH2 ) 7CH3
所述3至8个总碳数的烷氧基烷基为-CH2CH2OCH2CH3、-CH2CH2OCH(CH3)2、-CH2CH2CH2OCH2CH2CH(CH3)2、-CH2CH2CH2CH2OCH2 CH(CH3)2
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