CN1910271A - 三嗪基氨基茋二磺酸混合物 - Google Patents
三嗪基氨基茋二磺酸混合物 Download PDFInfo
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- CN1910271A CN1910271A CNA2005800024927A CN200580002492A CN1910271A CN 1910271 A CN1910271 A CN 1910271A CN A2005800024927 A CNA2005800024927 A CN A2005800024927A CN 200580002492 A CN200580002492 A CN 200580002492A CN 1910271 A CN1910271 A CN 1910271A
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Classifications
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- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/68—Triazinylamino stilbenes
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- 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
- C11D3/42—Brightening agents ; Blueing agents
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
- D06L4/621—Optical bleaching or brightening in aqueous solvents with anionic brighteners
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
- D06M13/358—Triazines
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Paper (AREA)
- Detergent Compositions (AREA)
Abstract
本发明涉及一种荧光增白剂,其包含由两种对称取代的和一种不对称取代的三嗪基氨基茋二磺酸组成的混合物,还涉及某些新的衍生物、它们的制备方法以及这种混合物用于增白人造的或天然的有机材料,尤其是纸张的用途,以及用于纺织材料的荧光增白和改善其防晒保护因子。
Description
本发明涉及一种荧光增白剂,其包含一种由两种对称取代的和一种不对称取代的三嗪基氨基茋二磺酸组成的混合物,还涉及某些新的衍生物、它们的制备方法以及该混合物用于增白人造的或天然的有机材料,尤其是纸张的用途,以及用于纺织材料的荧光增白和改善其防晒保护因子。
在US 3,132,106中已经公开了三嗪基氨基茋磺酸的混合物用于增白纸张。但是这些混合物只限于四磺酸,它尤其适合在制浆应用中增白纸张,对于现代的增白工艺例如涂布或施胶-印刷的应用并不理想。
现在已经令人吃惊地发现,三嗪基氨基茋二磺酸的混合物不仅非常适于在制浆中应用,而且还适合在纸张涂布和施胶-印刷中应用,其中它们表现出非常高的白度,并且此外,它们可以很容易地被配制成稳定的液体组合物。
因此,本发明涉及一种荧光增白剂,它包含一种下式化合物的混合物
其中
R1和R2是不同的并且每个表示-NH2、-NHC1-C4烷基、-N(C1-C4烷基)2、-NHC2-C4羟基烷基、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、吗啉子基、或将氨基上的一个氢原子除去之后得到的氨基酸或氨基酸酰胺残基,每个环被定义为
A代表5-或6-元饱和杂环,它还可以含有一个另外的杂原子并且
M代表氢、碱金属原子、铵或由胺形成的阳离子。
该5-或6-元饱和杂环A优选是吡咯烷子基、派啶子基或特别地是吗啉子基,于是优选的荧光增白剂混合物含有下式的化合物
其中
R1、R2和M如前面所定义。
当R1和/或R2表示氨基酸或氨基酸酰胺残基时,优选是下式的残基
-NR3’-CH(CO2H)-R3(3)或-NR3-CH2CH2CONH2(4),
其中每个
R3和R3’独立地代表氢或具有式-CHR4R5的基团,其中
R4和R5独立地是氢或任选地被一个或两个选自羟基、硫基、甲硫基、氨基、羧基、磺基、苯基、4-羟基苯基、3,5-二碘代-4-羟基苯基、β-吲哚基、β-咪唑基和NH=C(NH2)NH-的取代基所取代的C1-C4烷基。
更优选地,残基R1和/或R2衍生于甘氨酸、丙氨酸、肌氨酸、丝氨酸、半胱氨酸、苯丙氨酸、酪氨酸(4-羟基苯基丙氨酸)、二碘代酪氨酸、色氨酸(β-吲哚基丙氨酸)、组氨酸(β-咪唑基丙氨酸)、α-氨基丁酸、甲硫氨酸、缬氨酸(α-氨基异戊酸)、正缬氨酸、亮氨酸(α-氨基异己酸)、异亮氨酸(α-氨基-β-甲基戊酸)、正亮氨酸(α-氨基-正己酸)、精氨酸、鸟氨酸(α,δ-二氨基戊酸)、赖氨酸(α,ε-二氨基己酸)、天冬氨酸(氨基琥珀酸)、谷氨酸(α-氨基戊二酸)、苏氨酸、羟谷氨酸和牛磺酸及其混合物和旋光异构体,或者衍生于亚氨基二乙酸或N-(丙酰胺基)-N-(2-羟基乙基)胺。
然而,最优选地,R1和/或R2代表-N(C1-C4烷基)2、-NHC2-C4羟基烷基、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、吗啉子基、或是衍生于甘氨酸、肌氨酸、牛磺酸、谷氨酸、天冬氨酸或亚氨基二乙酸或N-(丙酰氨基)-N-(2-羟基乙基)胺的残基,
并且,特别地,R1代表二乙氨基、单-(2-羟基乙基)氨基、二-(2-羟基乙基)氨基、二-(2-羟基丙基)氨基、N-(2-羟基乙基)-N-甲基氨基、吗啉子基、N-(丙酰胺基)-N-(2-羟基乙基)氨基或肌氨酸残基并且R2代表天冬氨酸或甘氨酸残基。
在式(1a)-(1c)的化合物中,M表示氢、锂、钾、钠、铵、单-、二-、三-或四-C1-C4烷基铵、单-、二-或三-C1-C4羟基烷基铵或被C1-C4烷基和C1-C4羟基烷基基团的混合物二-或三-取代的铵,即H2N+(C1-C4烷基)(C1-C4羟基烷基)和HN+(C1-C4烷基)m(C1-C4羟基烷基)n,其中n和m代表1或2,但是优选M表示氢、钾或钠。
在一个最优选的方面,本发明涉及一种荧光增白剂,其包含一种式(2a)、(2b)和(2c)的化合物的混合物,其中R1代表单-(2-羟基乙基)氨基、二-(2-羟基乙基)氨基、二-(2-羟基丙基)氨基、二乙氨基或N-(2-羟基乙基)-N-甲基氨基,R2代表天冬氨酸或甘氨酸残基并且M表示钠。
当R1、R2和/或R3包括C1-C4烷基时,它们可以是支链的或直链的,例如是甲基、乙基、正丙基、异丙基或正丁基;异丁基或叔丁基,而C1-C4烷氧基是例如甲氧基、乙氧基、丙氧基、异丙氧基、正丁氧基、异丁氧基或叔丁氧基。C1-C4羟基烷基可以是例如羟基甲基、羟基乙基、羟基丙基或羟基丁基。
式(1a)、(1b)和(1c)的化合物的混合物可以通过如下方法进行制备:在已知的反应条件下,将氰尿酰氯依次以任何需要的次序,与以下物质中的每一种进行反应:4,4′-二胺基茋-2,2′-二磺酸、合适的杂环化合物例如吡咯烷、派啶或特别是吗啉、氨基化合物R1H和氨基化合物R2H、或者是氨基化合物R1H和R2H的混合物,R1和R2如前面所定义。但是,优选将氰尿酰氯起初与4,4′-二胺基茋-2,2′-二磺酸反应,接着与吗啉进行反应,并且最后与氨基化合物R1H和R2H的混合物进行反应。
根据胺R1H和R2H的数量和比例,以及它们是否依次加入或作为混合物同时加入,化合物(1a)、(1b)和(1c)的比例可以有很大变化。因此,本发明涉及一种荧光增白剂,其包含一种式(1a)、(1b)和(1c)的化合物的混合物,其中每种组分以5至80%的摩尔比存在,优选它们以大约下面的比例存在:5-45%的摩尔比的式(1a)的化合物,15-60%摩尔比的式(1b)化合物以及5-45%摩尔比的式(1c)化合物。更优选地,化合物(1a)、(1b)和(1c)以大约下面的比例存在:20-50%摩尔比的式(1a)化合物、30-60%摩尔比的式(1b)化合物以及10-40%摩尔比的式(1c)化合物。
当然,也可以简单地通过将各个组分以所需的比例进行机械混合而获得这些组合物。在这种情况中,有必要获得纯物质形式的各个组分。尽管式(1a)和(1c)的一些组分是已知的化合物,但是除了式(Ib)的化合物以外,其中大部分R1和R2代表从氨基基团上除去了一个氢原子的氨基酸残基的那些对称衍生物中的绝大多数也是新的。
因此,本发明的另一方面是下式的化合物
其中
R1、R2、A和M以及它们的优选如前面所定义,本发明的再一个方面是下式的化合物
其中R2是已经从氨基基团中除去了一个氢原子的氨基酸或氨基酸衍生物,从而该残基衍生于丙氨酸、肌氨酸、丝氨酸、半胱氨酸、苯丙氨酸、酪氨酸(4-羟基苯基丙氨酸)、二碘代酪氨酸、色氨酸(β-吲哚基丙氨酸)、组氨酸(β-咪唑基丙氨酸)、α-氨基丁酸、甲硫氨酸、缬氨酸(α-氨基异戊酸)、正缬氨酸、亮氨酸(α-氨基异己酸)、异亮氨酸(α-氨基-β-甲基戊酸)、正亮氨酸(α-氨基-正己酸)、精氨酸、鸟氨酸(α,δ-二氨基戊酸)、赖氨酸(α,ε-二氨基己酸)、天冬氨酸(氨基琥珀酸)、谷氨酸(α-氨基戊二酸)、苏氨酸或羟谷氨酸及其混合物和旋光异构体,或者衍生于亚氨基二乙酸或N-(丙酰胺基)-N-(2-羟基乙基)胺或相应的丙酸并且杂环A和符号M及它们的优选如前面所定义。
式(1b)的化合物可以通过提纯如上所述获得的混合物得到,或者例如通过以下反应顺序得到:
i)让氰尿酰氯与4-氨基-4’-硝基茋-2,2’-二磺酸反应;
ii)让二氯中间体与合适的杂环化合物例如吡咯烷、派啶或特别是吗啉反应;
iii)让单氯中间体与胺R1H或R2H反应;
iv)将硝基茋还原成氨基茋;
v)与氰尿酰氯反应;
vi)让二氯中间体与合适的杂环化合物例如吡咯烷、派啶或特别是吗啉反应以及
vii)让单氯中间体与胺R1H或R2H反应。
当然,这种反应顺序可以以任何所希望的和实用的顺序进行。
本发明的另一个方面是一种组合物在增白人造或天然有机材料中的用途,该组合物包含水、一种荧光增白剂以及任选的助剂,这种荧光增白剂含有一种式(1a)、(1b)和(1c)的化合物的混合物。
更具体地说,这种增白剂组合物包含水,以及在每一种情况下含有占配方重量的3到35%重量,优选5到25重量的上面定义的荧光增白剂混合物以及0到60%重量,优选5到50%重量的助剂。
合适的助剂包括例如阴离子或非离子型分散剂,来自下列类型:与脂肪醇、高级脂肪酸或烷基酚形成的环氧乙烷加成物或乙二胺环氧乙烷-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、水分保持助剂例如乙二醇、丙三醇或山梨糖醇;或者生物杀伤剂。
用于制备稳定的液体配方以及用于提高混合物的增白效果的其它助剂是例如聚乙二醇。这些聚乙二醇可以具有在很宽范围内改变的平均分子量,例如约200到约2000的平均分子量,约1500的分子量范围是尤其合适的。
对于底材例如纺织品,大部分含式(1a)、(1b)和(1c)的化合物的混合物的组合物是极好的荧光增白剂,可以加入到洗涤剂组合物中,尤其是用于纸张的荧光增白。
当用于纸张的荧光增白时,可以将该组合物以一种纸张涂料组合物的形式涂布到纸浆物质中的纸张底材上,或者直接用于施胶印刷或计量印刷,该组合物含有水、一种荧光增白剂以及任选的助剂,这种荧光增白剂含有化合物(1a)、(1b)和(1c)的混合物。
在一个优选的方面,本发明提供一种用于荧光增白纸张表面的方法,包括将纸张表面与一种涂料组合物接触,其中该涂料组合物包含一种白色颜料;一种粘合剂分散剂;任选的一种水溶性的助粘合剂;以及足够的的荧光增白剂以保证所处理的纸张含有占白色颜料0.01到1%重量的荧光增白剂,这种荧光增白剂包含根据本发明的式(1a)、(1b)和(1c)的化合物的混合物。
作为根据本发明方法所使用的纸张涂料组合物中的白色颜料组分,优选是无机颜料,例如硅酸铝或硅酸镁,例如陶土和高岭土,以及另外的硫酸钡、缎光白、二氧化钛、碳酸钙(白垩)或滑石粉;以及白色有机颜料。
根据本发明方法使用的纸张涂料组合物还可以含有作为粘合剂的塑性分散体,其中这些塑性分散体基于丁二烯/苯乙烯、丙烯腈/丁二烯/苯乙烯、丙烯酸酯、丙烯酸酯/苯乙烯/丙烯腈、乙烯/氯乙烯以及乙烯/乙酸乙烯酯的共聚物,或者基于均聚物,例如聚氯乙烯、聚偏氯乙烯、聚乙烯和聚乙酸乙烯酯或聚氨酯。优选的粘合剂由苯乙烯/丙烯酸丁酯或苯乙烯/丁二烯/丙烯酸共聚物或苯乙烯/丁二烯橡胶组成。其它聚合物胶乳例如在美国专利说明书3,265,654、3,657,174、3,547,899和3,240,740中描述了。
任选的水溶性保护胶体例如可以是大豆蛋白、酪蛋白、羧甲基纤维素、天然或改性淀粉、壳聚糖或其衍生物,或者尤其是聚乙烯醇。优选的聚乙烯醇保护胶体组分可以具有很宽范围的皂化水平和分子量;例如具有40到100的皂化水平和10,000-100,000的平均分子量。
用于纸张的涂料组合物的配方例如在J.P.Casey “Pulp andPaper”;Chemistry and Chemical Technology,第2版,III卷,第1684-1649页和在“Pulp and Paper Manufacture”第2和第5版,II卷,第497页(McGraw-Hill)中被描述。
根据本发明方法所使用的纸张涂料组合物优选含有10到70%重量的白色颜料。粘合剂的用量优选足以使聚合化合物的固含量最高达白色颜料的1到30%重量,优选5到25%重量。如此计算根据本发明所用的荧光增白剂制剂的数量,使荧光增白剂的重量优选占白色颜料重量的为0.01到1%,更优选占0.05到1%重量,尤其是占0.05到0.6%重量。
通过将组分以任何需要的次序在10到100℃的温度内,优选在20到80℃的温度内混合,可以制备在本发明方法中使用的纸张涂料组合物。这些组分还包括常规的助剂,加入它们可以调节涂料组合物的流变性质例如粘度或水分保持容量。这些助剂例如可以是天然粘合剂,例如淀粉、酪蛋白、蛋白质或明胶、纤维素醚,例如羧烷基纤维素或羟烷基纤维素、藻酸、藻酸盐、聚环氧乙烷或聚环氧乙烷烷基醚、环氧乙烷和环氧丙烷的共聚物、聚乙烯醇、甲醛与脲或三聚氰胺的水溶性缩合产物、聚磷酸盐或聚丙烯酸盐。
根据本发明方法所使用的涂料组合物优选被用于制备涂布印刷纸或书写纸,或者特殊的纸张例如喷墨纸或照相纸,或者纸板。
可以通过任何常规方法,例如用气刀、涂布刮刀、滚轴、刮刀或杆,或者施胶印刷的方法将根据本发明方法所使用的涂料组合物涂在基底上,然后例如用红外干燥机和/或热风干燥机,将涂层在纸张表面温度为70到200℃,优选为90到130℃下干燥至残余水分含量为3-8%。因此,即使在低的干燥温度下也可以达到程度相当高的白度。
通过使用根据本发明的方法,获得的涂层在整个表面上具有分散体荧光增白剂的最佳分布,并因此实现白度水平的增高、高的耐光度和耐高温(例如在60-100℃下稳定24小时)以及良好的耐水渗出性。
在第二个优选的方面,本发明提供一种荧光增白纸张表面的方法,它包括将施胶-印刷中的纸张与一种水溶液接触,其中该水溶液含有胶料、任选的一种无机或有机颜料以及0.1到20克/升的一种荧光增白剂,这种荧光增白剂包含一种根据本发明的式(1a)、(1b)和(1c)的化合物的混合物。优选地,胶料是淀粉、淀粉衍生物或合成胶粘剂,尤其是水溶性共聚物。
在本发明的另一方面中,式(1a)、(1b)和(1c)的化合物的混合物提供了一种增加SPF(防晒保护因子)等级的方法,或者提供了一种荧光增白纺织纤维材料的方法,该方法包括用基于纺织纤维材料重量的0.05到5.0%重量的本发明的如前面所定义的式(1a)、(1b)和(1c)的化合物的一种或多种混合物来处理纺织纤维材料。
根据本发明方法所处理的纺织纤维可以是天然或合成纤维或它们的混合物。天然纤维的例子包括植物纤维例如棉花、粘胶、亚麻、人造丝或亚麻布,优选棉花,以及动物纤维例如羊毛、马海毛、山羊绒、安哥拉山羊毛和丝,优选羊毛。合成纤维包括聚酯、聚酰胺和聚丙烯腈纤维。优选的纺织纤维是棉花、聚酰胺和羊毛纤维。
优选地,根据本发明方法所处理的纺织纤维具有小于200克/平方米的密度以及之前没有以深色调染色。
一些在本发明的方法中使用的式(1a)、(1b)和(1c)的化合物的混合物可以在水中仅仅是微溶的,并且也需要以分散的形式使用。因此,可以将它们与一种合适的分散剂一起用石英球和高速搅拌机方便地进行研磨,将粒径降至1-2微米。
作为用于式(1a)、(1b)和(1c)的化合物的这些少量溶解的混合物的分散剂,可以提及的是:
-酸酯或它们的氧化烯加合物盐,例如,酸酯或它们的4到40摩尔的环氧乙烷与1摩尔苯酚的聚加合物的盐,或者是6到30摩尔的环氧乙烷与1摩尔的4-壬基苯酚、1摩尔的二壬基苯酚或者尤其是与通过将1到3摩尔苯乙烯加到1摩尔苯酚中而制得的1摩尔化合物的加合物的磷酸酯;
-聚苯乙烯磺酸酯;
-脂肪酸氨基乙磺酸酯;
-烷基化的二苯基氧-单-或-二-磺酸盐;
-聚羧酸酯的磺酸盐;
-将1-60摩尔,优选2-30摩尔的环氧乙烷和/或环氧丙烷加到每个具有8到22个碳原子的脂肪胺、脂肪酰胺、脂肪酸或脂肪醇中形成的加成产物,或者是加到三到六价的C3-C6烷醇中形成的加成产物,这些加成产物已经被有机二羧酸或与无机多元酸转化为酸酯;
-木质素磺酸盐以及,特别是,
-甲醛缩合产物,例如,木质素磺酸盐和/或苯酚以及甲醛的缩合产物;甲醛与芳香族磺酸的缩合产物,例如,二甲苯醚磺酸盐和甲醛的缩合产物;萘磺酸和/或萘胺磺酸和甲醛的缩合产物;苯酚磺酸和/或磺化的二羟基二苯基砜和苯酚以及甲酚与甲醛和/或脲的缩合产物;或者是二苯基氧-二磺酸衍生物与甲醛的缩合产物。
根据式(1a)、(1b)和(1c)化合物的混合物的类型,可以有利地在一种中性、碱性或酸性浴中进行处理。该方法通常在温度为20到140℃下进行,例如在水溶液的沸点或其附近,例如在约90℃下进行。
式(1a)、(1b)和(1c)化合物的混合物的溶液或它们在有机溶剂中的乳液也可以在本发明的方法中使用。例如,在染色机中可以使用所谓的溶剂染色法(垫热固化应用)或浸染法。
如果将本发明的方法与织物处理或抛光方法结合在一起,那么通过使用合适的稳定制剂可以有利地进行这种联合处理法,其中该制剂含有一定浓度的式(1a)、(1b)和(1c)的化合物的混合物,以达到需要的改善SPF或白度。
在某些情况中,式(1a)、(1b)和(1c)的化合物的混合物由一种后处理法非常有效地进行制备。这可以包括化学处理例如用酸处理、热处理或联合的热/化学处理。
通常有利地使用式(1a)、(1b)和(1c)的化合物的混合物与辅助剂或膨胀剂形成的混合物,这些辅助剂或膨胀剂例如是硫酸钠、硫酸钠十水合物、氯化钠、碳酸钠、碱金属磷酸盐例如正磷酸钠或正磷酸钾、焦磷酸钠或焦磷酸钾、三聚磷酸钠或三聚磷酸钾,或碱金属硅酸盐例如硅酸钠。
除式(1a)、(1b)和(1c)的化合物的混合物外,在本发明的方法中也可以使用小比例的一种或多种助剂。助剂的例子包括乳化剂、香料、漂白剂、酶、着色染料、遮光剂、另一种荧光增白剂、杀菌剂、非离子型表面活性剂、织物护理成分、抗胶凝剂例如亚硝酸盐或硝酸盐,尤其是硝酸钠,以及抗腐蚀剂例如硅酸钠.
这些任选助剂中的每个的数量应不超过所处理纤维重量的1%,优选为所处理纤维重量的0.01到1%。
本发明的方法,除了提供对皮肤的保护外,还延长了根据本发明处理的织物产品的使用寿命。特别地,可以改善所处理的纺织纤维材料的抗撕裂强度和/或耐晒性。
本发明还提供一种由根据本发明方法处理的纤维制备的织物纤维以及由这种织物制备的衣服产品。
这些织物和由这些织物制得的衣服产品通常具有20及以上的SPF等级,而未处理的棉织物,例如,通常具有2到4的SPF等级.
本发明的荧光增白剂是特别有利的,因为它们不仅表现出非常高的增白能力、良好的直染性和不褪色性,而且另外在很多情况中还表现出所需要的非常高的水溶性,因此能够迅速地制备稳定的浓缩液体制剂。
下面的实施例用来说明本发明,而不是以任何方式对本发明进行限制;除非另有说明,份数和百分数以重量计。
制备制备实施例
实施例1
将120克氰尿酰氯溶解在753克甲基乙基酮中所形成的溶液倾倒入400克冰/水中并且在70分钟内用1041克11%的4,4′-二胺基茋-2,2′-二磺酸二钠盐的水溶液处理得到的悬浮液。在加入过程中将温度升到10℃并且通过加入总量为64毫升的20%的碳酸钠水溶液使pH保持在4.0。
然后在15℃向得到的悬浮液中缓慢地加入56.6克吗啉并且然后在60分钟内将反应混合物加热到72℃。然后继续再搅拌30分钟,通过加入51毫升的50%的氢氧化钠水溶液使pH保持在7.0-7.5。蒸馏出甲基乙基酮之后,将反应混合物冷却至25℃并且将沉淀的固体过滤并且干燥。得到251克活性含量为88.2%的4,4′-二[(4-吗啉子基-6-氯-1,3,5-三唑-2-基)氨基]茋-2,2′-二磺酸二钠盐。
将上述所得到的9-2克4,4′-二[(4-吗啉子基-6-氯-1,3,5-三唑-2-基)氨基]茋-2,2′-二磺酸二钠盐悬浮在20毫升水中。向得到的悬浮液中加入1.26克二乙醇胺、1.60克天冬氨酸和2.93克30%的氢氧化钠水溶液。然后将混合物加热到94℃并且在该温度下搅拌5个小时,通过加入总量为3.0克的30%的氢氧化钠水溶液使pH保持在8.0-8.5。然后冷却混合物,蒸发水并且在真空下干燥残余物,得到14.0克荧光增白剂(101),它包括含有25%的化合物(101a)、47%的化合物(101b)和22%的化合物(101c)的混合物,根据HPLC分析,还含有4.7%的水。
实施例2-9
通过实施实施例1中所描述的方法,但是在最后的步骤中使用等量的合适的胺R1H和R2H,得到下面式(2a)-(2c)的荧光增白剂混合物,如下面的表1中所总结的:
其中M在每种情况中都代表钠。
表1
脚注:1根据HPLC,组分(104a)-(104c)的总量达到了分离的材料的94%,但没有确定单独的比率。
2根据HPLC,组分(109a)-(109c)的总量达到分离的材料的95%,但没有确定单独的比率。
应用实施例14-33
向固含量为70%并且由70%的碳酸钙和30%的粘土组成的涂布颜料中,加入占颜料重量的0.2份的聚乙烯醇和9份的SBR粘合剂,接着加入不同份数的上述实施例的荧光增白剂。在搅拌15分钟之后将涂布颜料搅匀,使用实验室的刮刀涂布机以6米/分钟的涂布速度对85克/平方米不含荧光增白剂的以中性胶料为基底的纸进行涂布,由此获得13-18±0.5克/平方米的涂布量。干燥之后,用Datacolor Elrepho 3000分光光度计测定CIE白度和ISO-荧光值。
在下面的表2中总结了结果:
表2
实施例序号 | %FWA/实施例 | W(CIE) | F(ISO) |
无 | 74.3 | 0.0 | |
14 | 0.2/实施例2 | 92.6 | 5.3 |
15 | 0.4/实施例2 | 96.6 | 6.8 |
16 | 0.2/实施例3 | 93.4 | 5.5 |
17 | 0.4/实施例3 | 97.4 | 7.0 |
18 | 0.2/实施例4 | 93.1 | 5.6 |
19 | 0.4/实施例4 | 96.3 | 6.8 |
20 | 0.2/实施例6 | 93.3 | 5.6 |
21 | 0.4/实施例6 | 97.1 | 6.9 |
22 | 0.2/实施例7 | 93.3 | 5.6 |
23 | 0.4/实施例7 | 95.4 | 6.4 |
24 | 0.2/实施例8 | 92.7 | 5.4 |
25 | 0.4/实施例8 | 96.5 | 6.8 |
26 | 0.2/实施例10 | 93.5 | 5.7 |
27 | 0.4/实施例10 | 96.3 | 6.8 |
28 | 0.2/实施例11 | 92.4 | 5.3 |
29 | 0.4/实施例11 | 94.1 | 6.7 |
30 | 0.2/实施例12 | 92.8 | 5.5 |
31 | 0.4/实施例12 | 96.2 | 6.7 |
32 | 0.2/实施例13 | 93.0 | 5.5 |
33 | 0.4/实施例13 | 97.0 | 6.9 |
上述结果清楚地显示,当用于纸张的涂布时,本发明的荧光增白剂获得良好的增白效果。
Claims (16)
2、根据权利要求1的荧光增白剂,它含有下式化合物的混合物
其中
R1、R2和M如权利要求1中所定义。
3、根据权利要求1或2的组合物,其中脂肪族氨基酸或氨基酸酰胺残基是下式的残基
-NR3’-CH(CO2H)-R3(3)或-NR3-CH2CH2CONH2 (4),
其中每个
R3和R3’独立地代表氢或具有式-CHR4R5的基团,其中
R4和R5独立地是氢或任选地被一个或两个选自羟基、硫基、甲硫基、氨基、羧基、磺基、苯基、4-羟基苯基、3,5-二碘代-4-羟基苯基、β-吲哚基、β-咪唑基和NH=C(NH2)NH-的取代基所取代的C1-C4烷基。
4、根据权利要求3的组合物,其中残基R1和/或R2衍生于甘氨酸、丙氨酸、肌氨酸、丝氨酸、半胱氨酸、苯丙氨酸、酪氨酸(4-羟基苯基丙氨酸)、二碘代酪氨酸、色氨酸(β-吲哚基丙氨酸)、组氨酸(β-咪唑基丙氨酸)、α-氨基丁酸、甲硫氨酸、缬氨酸(α-氨基异戊酸)、正缬氨酸、亮氨酸(α-氨基异己酸)、异亮氨酸(α-氨基-β-甲基戊酸)、正亮氨酸(α-氨基-正己酸)、精氨酸、鸟氨酸(α,δ-二氨基戊酸)、赖氨酸(α,ε-二氨基己酸)、天冬氨酸(氨基琥珀酸)、谷氨酸(α-氨基戊二酸)、苏氨酸、羟谷氨酸和牛磺酸及其混合物和旋光异构体,或者衍生于亚氨基二乙酸或N-(丙酰胺基)-N-(2-羟基乙基)胺。
5、根据权利要求1或2的组合物,其中
R1和R2代表-N(C1-C4烷基)2、-NHC2-C4羟基烷基、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、吗啉子基、或是由甘氨酸、肌氨酸、牛磺酸、谷氨酸、天冬氨酸、亚氨基二乙酸或N-(丙酰氨基)-N-(2-羟基乙基)胺衍生的残基。
6、根据权利要求5的组合物,其中
R1代表单-(2-羟基乙基)氨基、二-(2-羟基乙基)氨基、二-(2-羟基丙基)氨基、二乙胺、N-(2-羟基乙基)-N-甲基氨基、吗啉子基、N-(丙酰胺基)-N-(2-羟基乙基)氨基或肌氨酸残基,并且
R2代表天冬氨酸或甘氨酸残基。
7、根据权利要求1到6中任一项的组合物,其中
M表示氢、锂、钾、钠、铵、单-、二-、三-或四-C1-C4烷基铵、单-、二-或三-C1-C4羟基烷基铵或被C1-C4烷基和C1-C4羟基烷基基团的混合物二-或三-取代的铵。
8、根据权利要求7的组合物,其中
M表示氢、钾或钠。
9、制备式(1a)、(1b)和(1c)的化合物的混合物的方法,通过如下方法进行制备:在已知的反应条件下,将氰尿酰氯依次以任何需要的次序,与以下物质中的每一种进行反应:4,4′-二胺基茋-2,2′-二磺酸、合适的杂环化合物、氨基化合物R1H和氨基化合物R2H、或者氨基化合物R1H和R2H的混合物,R1和R2如权利要求1中所定义。
11、下式的化合物
其中
其中R2是从氨基基团上除去一个氢原子而得到的氨基酸或氨基酸衍生物,其中该残基衍生于丙氨酸、肌氨酸、丝氨酸、半胱氨酸、苯丙氨酸、酪氨酸(4-羟基苯基丙氨酸)、二碘代酪氨酸、色氨酸(β-吲哚基丙氨酸)、组氨酸(β-咪唑基丙氨酸)、α-氨基丁酸、甲硫氨酸、缬氨酸(α-氨基异戊酸)、正缬氨酸、亮氨酸(α-氨基异己酸)、异亮氨酸(α-氨基-β-甲基戊酸)、正亮氨酸(α-氨基-正己酸)、精氨酸、鸟氨酸(α,δ-二氨基戊酸)、赖氨酸(α,ε-二氨基己酸)、天冬氨酸(氨基琥珀酸)、谷氨酸(α-氨基戊二酸)、苏氨酸或羟谷氨酸及其混合物和旋光异构体,或者衍生于亚氨基二乙酸或N-(丙酰胺基)-N-(2-羟基乙基)胺或相应的丙酸,杂环A和符号M如权利要求1中所定义。
12、一种组合物在增白人造或天然有机材料中的用途,其中该组合物含有水、荧光增白剂以及任选的助剂,其中荧光增白剂含有根据权利要求1到8中的任一项的式(1a)、(1b)和(1c)的化合物的混合物、根据权利要求10的式(1b)的化合物或根据权利要求11的(1c)的化合物。
13、根据权利要求12的用途,用作纸浆、施胶-印刷、计量印刷或涂布应用中的纸张的荧光增白剂。
14、纸张,其已经被根据权利要求1到8中任一项的式(1a)、(1b)和(1c)的化合物的混合物、根据权利要求10的式(1b)的化合物或根据权利要求11的(1c)的化合物所荧光增白。
15、根据权利要求12的用途,用于提高纺织纤维材料的防晒保护因子(SPF)等级或用于纺织纤维材料的荧光增白。
16、一种由用根据权利要求1到8中任一项的式(1a)、(1b)和(1c)的化合物的混合物、根据权利要求10的式(1b)的化合物或根据权利要求11的(1c)的化合物进行了处理的纤维制得的织物。
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CN107188863A (zh) * | 2017-06-16 | 2017-09-22 | 贺州学院 | 一种甲基丙烯酸乙酯季铵盐荧光增白剂及其制备方法与应用 |
CN107188862A (zh) * | 2017-06-16 | 2017-09-22 | 贺州学院 | 一种吗啉基多用途荧光增白剂及其制备方法与应用 |
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CN103562188A (zh) * | 2011-04-27 | 2014-02-05 | 克拉里安特国际有限公司 | 新型双-(三嗪基氨基)-二苯乙烯衍生物 |
CN107188863A (zh) * | 2017-06-16 | 2017-09-22 | 贺州学院 | 一种甲基丙烯酸乙酯季铵盐荧光增白剂及其制备方法与应用 |
CN107188862A (zh) * | 2017-06-16 | 2017-09-22 | 贺州学院 | 一种吗啉基多用途荧光增白剂及其制备方法与应用 |
CN107188863B (zh) * | 2017-06-16 | 2021-04-20 | 贺州学院 | 一种甲基丙烯酸乙酯季铵盐荧光增白剂及其制备方法与应用 |
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