CN1382237A - 荧光增白剂混合物 - Google Patents
荧光增白剂混合物 Download PDFInfo
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- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
- C07C255/51—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings containing at least two cyano groups bound to the carbon skeleton
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- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/40—Dyes ; Pigments
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- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
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- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/65—Optical bleaching or brightening with mixtures of optical brighteners
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- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
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Abstract
本发明涉及一种荧光增白剂的混合物,它包含20~70wt%的式(1)化合物、30~80%的式(2)化合物以及0.1~10%的式(3)化合物,包含该混合物的组合物以及该组合物用于增白合成纤维,尤其是聚酯的应用。
Description
本发明涉及基于氰基取代的1,4-双苯乙烯基苯的各种异构体的荧光增白剂混合物。
荧光增白剂常常以两种或更多种组分的混合物形式使用,因为此种混合物可表现出比各个单一组分各自的总和更高的白度。
譬如,GB 2200660描述了一种2,3’-、2,4’和4,4’-二氰基-1,4-双二苯乙烯基苯的混合物,不过其组成因制备方法而受到限制,同时US 5695686描述了一种含有另一些异构体的,同样也由于制备方法所致而不对称的类似混合物。再有,DE 19609956描述了一种极其复杂的混合物,含有高达5种不同的二氰基取代二苯乙烯基苯异构体。
二氰基取代的二苯乙烯基苯的此类混合物的组成之所以重要不仅由于它们的增白效果,而且由于其色调,其可或多或少发红或者发绿,而最终用户是否喜欢却至关重要。
而且,包含30~60wt%的式(1)化合物、30~60%的式(2)化合物和0.1~5%的式(3)化合物的混合物尤其令人感兴趣,而包含40~45wt%的式(1)化合物、55~60%的式(2)化合物和0.1~3%的式(3)化合物,或者替代地,50~60wt%的式(1)化合物、35~45%的式(2)化合物和0.1~3%的式(3)化合物的混合物,已发现是最理想的。
本发明单个组分(1)~(3)是通过对苯二甲醛与2-二烷基膦酰甲基苄腈的缩合,然后生成的2-氰基-4’-甲酰茋中间体再与2-,3-或4-二烷基膦酰甲基苄腈进行缩合而制成,整个过程用以下路线表示:
其中R代表甲基、乙基、丙基或丁基,优选甲基或乙基。
对苯二甲醛与2-二烷基膦酰甲基苄腈的第一缩合是在低级醇,如甲醇、乙醇、正-或异丙醇或正-、仲-或叔丁醇,优选甲醇,作为溶剂中,并在碱金属氢氧化物,如氢氧化锂、氢氧化钾或氢氧化钠存在下进行的。反应后,2-氰基-4’-甲酰基茋从反应混合物中沉淀,并通过过滤离析出来。
第二缩合步骤在偶极非质子溶剂中,例如在二甲基甲酰胺、二甲基亚砜、N-甲基吡咯烷酮或四甲基脲,优选在二甲基甲酰胺中,在强碱如C1~C5-醇钠或醇钾,尤其是在甲醇钠,的存在下进行。
然而,也可通过对苯二甲醛与各种异构二烷基膦酰甲基苄腈的混合物的缩合直接获得各种异构体的混合物。
而且,包含30~60wt%的式(1)化合物、30~60%的式(2)化合物和0.1~5%的式(3)化合物的混合物尤其令人感兴趣,而包含40~45wt%的式(1)化合物、55~60%的式(2)化合物和0.1~3%的式(3)化合物,或者替代地,50~60wt%的式(1)化合物、35~45%的式(2)化合物和0.1~3%的式(3)化合物的混合物,已发现是最理想的。
正如荧光增白剂混合物习惯上那样,可通过将各单个组分分散在液体介质中,优选在水中,而加工成市售形式。这可通过各单个组分分别分散,然后将如此获得的分散体合并在一起来实现。然而,也可将各单个组分混合在一起,然后将它们一起分散。分散操作按传统方式在球磨、胶体磨、珠磨之类的设备中进行。
因此,本发明还提供一种增白剂组合物,它包含水,以及每种情况以配制物重量为基准,3~25wt%,优选5~15wt%上面定义的荧光增白剂混合物,和0~60%,优选5~50wt%的助剂。
合适的助剂包括,例如:阴离子或非离子分散剂,选自环氧乙烷与脂肪醇、高级脂肪酸或烷基酚的加成产物或者乙二胺环氧乙烷-环氧丙烷加成物、N-乙烯基吡咯烷酮与3-乙烯基丙酸的共聚物,保水助剂如乙二醇、甘油或山梨醇,或者生物杀伤剂。
本发明混合物以及包含它们的组合物适合用来增白由合成纤维制成的纺织材料,尤其是由线型聚酯制成的那些。然而,这些混合物和组合物也可用于增白包含线型聚酯的混纺织物。
本发明混合物采用施加荧光增白剂通常所采用的方法来施加,例如,采用在染色机中进行的尽染法,或者通过浸轧-热固色法。该处理可方便地在一种该化合物以细分散颗粒形式存在的水介质中,作为悬浮体、微分散体或者视情况而定的溶液中实施。若适合的话,处理期间可加入分散剂、稳定剂、润湿剂以及其他助剂。该处理一般在约20℃~140℃,优选110~130℃的温度,例如在浴液的沸点温度或其附近实施。在该混合物采用浸轧-热固色法施加时,热固色优选在170~200℃的温度实施。
下面的例子旨在举例说明本发明;份数和百分率指重量而言,除非另有说明。
A.制备实施例
实施例1:2-氰基-4’-甲酰基茋
在氮气氛下,在1.5L烧瓶中加入480mL甲醇,然后在搅拌下加入43.4g 85%的氢氧化钾粉末。氢氧化钾溶解,并且温度升高到43℃。将该无色溶液冷却至2℃,并加入82.1g 98%的对苯二甲醛。在搅拌和冷却维持在2℃条件下、用2小时向生成的澄清溶液中内滴加144.8g 2-二甲基膦酰甲基-苄腈在120mL甲醇中的溶液。在2℃搅拌2h后,将温度升高到25℃,再搅拌混合物2h。随后,将温度升高到40℃,并在此温度再继续搅拌2h。然后,用180mL甲醇稀释该混合物,将悬浮体在室温下搅拌过夜。随后,抽滤沉淀,用2份250mL甲醇洗涤并吸干。获得140g湿滤饼,相当于78.3g干的2-氰基-4’-甲酰基茋。
在氮气氛下,在1.5L烧瓶中加入100mL甲醇,然后依次加入360mL N,N-二甲基甲酰胺和131.8g 3-二甲基膦酰甲基-苄腈和115.2g实施例1中获得的湿滤饼。将悬浮体温热至40℃,然后在冷却至40~44℃条件下,用40min时间滴加99.0g 30%的甲醇钠在甲醇中的溶液。起初,生成红色溶液。加入开始10min后,发生自发结晶,温度暂时升高到49℃。将生成的悬浮体随后在40~43℃再搅拌4h,然后在室温搅拌过夜。用400mL甲醇稀释后,通过加入1.0g 100%的甲酸使混合物变为酚酞试验中性,冷却至0℃,并过滤。滤饼用2份250mL甲醇洗涤。在70℃的真空中干燥后,获得89.0g淡黄的式(1)产物。
通过将上面实施例2中的3-二甲基膦酰甲基-苄腈替换为4-或2-二甲基膦酰甲基-苄腈,可类似地获得式(2)和(3)的相应化合物。
B.应用实施例
a)尽染法
聚酯织物(Terylen540型)在染色设备中进行处理,其中温度为室温;浴比,1∶20;水浴含有0.1wt%式(1)、(2)和(3)荧光增白剂按表1给出的比例组成的混合物,呈细分散形式;整个过程在1g/L脂肪醇聚乙二醇醚作为分散剂的存在下进行。用30min将温度从室温升高到110,在此温度下保持30min,随后用15min冷却至40℃。然后,将纺织材料在流动水中清洗30s,然后在70℃干燥。
如此处理的聚酯织物显示高白度,按Ganz(见表1)测定,带有中性发蓝的色调。
b)浸轧-热溶染色法
聚酯织物(Terylen 540型)在室温用浸轧堆放工艺进行处理,其中水浴含有1.2g/1%式(1)、(2)和(3)荧光增白剂按表1给出的比例组成的混合物,呈分散形式并在1g/L磺化二羧酸烷基酯的碱金属盐存在下。pinch-off效应是65%。随后将织物样品在70℃干燥30min,然后在180℃热固色30s。
如此处理的聚酯织物显示高白度,按Ganz(见表1)测定,带有中性发蓝的色调。
表1
实施例 | 化合物(1)% | 化合物(2)% | 化合物(3)% | 白度方法a) | 白度方法b) |
3 | 39.4 | 60.0 | 0.6 | 215 | 210 |
4 | 59.2 | 40.0 | 0.8 | 216 | 212 |
Claims (9)
2.权利要求1的混合物,它包含30~60wt%的式(1)化合物、30~60%的式(2)化合物和0.1~5%的式(3)化合物。
3.权利要求1或2的混合物,它包含35~45wt%的式(1)化合物、50~60%的式(2)化合物和0.1~3%的式(3)化合物。
4.权利要求1或2的混合物,它包含50~60wt%的式(1)化合物、35~45%的式(2)化合物和0.1~3%的式(3)化合物。
5.制备权利要求1定义的荧光增白剂混合物的方法,它包括:对苯二甲醛与2-二烷基膦酰甲基苄腈的缩合,然后生成的2-氰基-4’-甲酰基茋中间体再与2-、3-或4-二烷基膦酰甲基苄腈进行缩合。
6.一种组合物,它包含水、权利要求1~4的荧光增白剂的混合物,以及任选的助剂。
7.权利要求6的组合物,它包含水和,每种情况以配制物重量为基准,3~25wt%,优选5~15wt%上面定义的荧光增白剂混合物,和0~60%,优选5~50wt%的助剂。
8.权利要求1~4中任何一项的混合物用于增白合成纤维的应用。
9.权利要求8的混合物用于增白聚酯纤维的应用。
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DE2929599A1 (de) * | 1979-07-21 | 1981-02-05 | Hoechst Ag | Mischungen von optischen aufhellern, deren herstellung und verwendung |
CH650792A5 (en) * | 1979-12-13 | 1985-08-15 | Ciba Geigy Ag | Optical brighteners from bisstyrylbenzene compounds and preparation thereof |
DE3001065A1 (de) * | 1980-01-12 | 1981-07-16 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von optischen aufhellern |
US4778622A (en) * | 1986-03-21 | 1988-10-18 | Ciba-Geigy Corporation | Mixtures of fluorescent whitening agents |
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DE3878540D1 (de) | 1987-11-27 | 1993-03-25 | Ciba Geigy Ag | Aufhellerdispersion. |
DE4330968A1 (de) * | 1993-09-13 | 1995-03-16 | Basf Ag | Aufhellermischungen auf Basis von Bisstyrylverbindungen |
DE4426004A1 (de) * | 1994-07-22 | 1996-01-25 | Basf Ag | Verfahren zum optischen Aufhellen von Polyamiden |
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DE60037742D1 (de) | 2008-02-21 |
WO2001031111A1 (en) | 2001-05-03 |
TWI250237B (en) | 2006-03-01 |
DE60037742T2 (de) | 2009-01-22 |
BR0014989B1 (pt) | 2010-10-05 |
US6783698B1 (en) | 2004-08-31 |
MXPA02004063A (es) | 2002-10-11 |
JP2003513111A (ja) | 2003-04-08 |
ES2298164T3 (es) | 2008-05-16 |
EP1224353B1 (en) | 2008-01-09 |
EP1224353A1 (en) | 2002-07-24 |
ZA200203205B (en) | 2002-11-22 |
CN1267598C (zh) | 2006-08-02 |
AR026215A1 (es) | 2003-01-29 |
BR0014989A (pt) | 2002-06-18 |
AU1385101A (en) | 2001-05-08 |
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