CN1481423A - 制造的天然聚合物和合成的疏水性纤维材料的染色或者印刷 - Google Patents
制造的天然聚合物和合成的疏水性纤维材料的染色或者印刷 Download PDFInfo
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- CN1481423A CN1481423A CNA018209475A CN01820947A CN1481423A CN 1481423 A CN1481423 A CN 1481423A CN A018209475 A CNA018209475 A CN A018209475A CN 01820947 A CN01820947 A CN 01820947A CN 1481423 A CN1481423 A CN 1481423A
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- general formula
- dye
- dyestuff
- natural polymer
- printing
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- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 claims description 6
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 12
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 2
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
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- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 239000002131 composite material Substances 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 230000019612 pigmentation Effects 0.000 description 2
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- 238000012545 processing Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 1
- DGMOBVGABMBZSB-UHFFFAOYSA-N 2-methylpropanoyl chloride Chemical compound CC(C)C(Cl)=O DGMOBVGABMBZSB-UHFFFAOYSA-N 0.000 description 1
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- 244000215068 Acacia senegal Species 0.000 description 1
- 235000006491 Acacia senegal Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
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- 230000001680 brushing effect Effects 0.000 description 1
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- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/34—Anthraquinone acridones or thioxanthrones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/34—Anthraquinone acridones or thioxanthrones
- C09B5/347—Anthraquinone acridones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3437—Six-membered rings condensed with carbocyclic rings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- 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
- D06P1/20—Anthraquinone dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/40—Cellulose acetate
- D06P3/42—Cellulose acetate using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/922—Polyester fiber
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Coloring (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
本发明涉及制造的天然聚合物或者合成的疏水性纤维材料的染色或者印刷方法,其特征在于包括使用通式(I)的染料,其中R1是氢、羟基或者基团-NHCO-R6,其中R6是C1-C6烷基或者未取代的或者C1-C4烷基-或者卤素-取代的苯基,R2是氢、羟基或者基团W-R7,其中W是-NHCO-或者-S-,和R7是C1-C6烷基或者未取代的或者C1-C4烷基-或者卤素-取代的苯基,R3是氢,R4是氢或者羟基,R5是氢、卤素、甲氧基、苯氧基或者苯硫基,或者R3和R4结合成通式(II)的基团,其中环A和B可以独立地带有其他取代基,涉及这些染料用于制造的天然聚合物或者合成的疏水性纤维材料的三色染色和塑料材料的本体染色的用途,和涉及塑料材料和制造的天然聚合物或者合成纤维材料的固体on-tone混合物的产生方法。
Description
本发明涉及制造的天然聚合物或者合成的疏水性纤维材料的染色或者印刷方法。
可用于染色或者印刷制造的天然聚合物或者合成的疏水性纤维材料的染料,特别是分散染料,即不含水-加溶基团的染料,是众所周知的。
然而,已经认识到,由这些染料得到的染品或者印刷品不能始终完全满足最高的要求,特别是耐热光性方面的要求。因此需要新的产生具有好的一般牢度的耐热光染品或者印刷品的方法。
现在已经令人惊奇地发现,本发明的方法生产的染品或者印刷品实质上满足了上述标准。
其中,
R1是氢、羟基或者基团-NHCO-R6,其中R6是C1-C6烷基或者未取代的或者C1-C4烷基-或者卤素-取代的苯基,
R2是氢、羟基或者基团W-R7,其中W是-NHCO-或者-S-和R7是C1-C6烷基或者未取代的或者C1-C4烷基-或者卤素取代的苯基,
R3是氢,
R4是氢或者羟基,
R5是氢、卤素、甲氧基、苯氧基或者苯硫基,或者
R3和R4结合形成以下通式的基团:
其中,环A和B可以独立地带有其他取代基。
对于环A和B,有用的任选的取代基尤其包括卤素、C1-C4烷基和C1-C4烷氧基。它们可以存在不止一次。
C1-C6烷基R6和R7包括例如甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、叔戊基(1,1-二甲基丙基)、1,1,3,3-四甲基丁基、新戊基、己基、1-甲基戊基、环戊基、环己基和相关异构体。
作为苯基上的取代基或者作为环A和B上的取代基,C1-C4烷基是甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基和叔丁基。
作为环A和B上的取代基,C1-C4烷氧基是例如甲氧基、乙氧基、丙氧基和丁氧基。
卤素是溴、碘和特别是氯。
C1-C6硫代烷基W-R7是例如甲硫基、乙硫基、丙硫基或者丁硫基。
通式(1)的染料中,以下通式的蓝色染料是优选的 和
尤其优选通式(2)和(7)的染料。
按照本发明使用的染料是已知的或者可通过已知方法制备。
通式(7)的染料是新的并且形成本发明主题的一部分。
通式(7)的染料可以类似于已知化合物、通过本身已知的方法制备。
通式(7)的染料可以例如通过以下通式的化合物:
在发烟硫酸/氯磺酸中闭环,然后使得到的以下通式的中间体:
与通式(CH3)2-CH-COCl的化合物反应来制备。
通式(50)的化合物是已知的并且可通过已知方法制备。
通式(1)的染料适用于染色和印刷制造的天然聚合物和特别是合成的疏水性纤维材料,特别是纺织材料。
包含这类制造的天然聚合物或者合成的疏水性纤维材料的由混纺织物组成的纺织材料同样可以用本发明的染料染色或者印刷。
有用的制造的天然聚合物纺织材料尤其是醋酸纤维素和纤维素三醋酸酯。
合成的疏水性纺织材料尤其是线性芳香族聚酯,例如由对苯二甲酸和二醇、尤其是乙二醇形成的聚酯,或者对苯二甲酸和1,4-双(羟甲基)-环己烷的缩合产物;聚碳酸酯,例如由α,α-二甲基-4,4’-二-羟基二苯基甲烷和光气形成的那些;或者基于聚氯乙烯或者聚酰胺的纤维。
按照本发明使用的通式(1)的染料按照已知染色方法用于纺织材料。例如,聚酯纤维在通常的阴离子或者非离子分散剂存在下,在有或者没有通常的载体存在下,于80和140℃之间的温度、优选120和135℃之间的温度,从含水分散体中吸净(exhaust)染色。醋酸纤维素优选在60至85℃之间染色,纤维素三醋酸酯于最高115℃下染色。
按照本发明使用的染料仅仅最低限度地(即使有的话)染色邻近的羊毛和棉,即具有很好的羊毛和棉保留,因此它们还能有利地用于染色聚酯-羊毛和聚酯-纤维素的混纺织物。
按照本发明使用的染料适用于通过热溶胶、吸净和连续过程染色并且适用于印刷方法。吸净方法是优选的。液比取决于装置、基材和构成形式。然而,液比可以在宽范围内选择,例如从4∶1至100∶1,但是优选在6∶1至25∶1之间。
可用于染浴或者印刷膏剂的单独的染料的量取决于色调的预定深度可以在宽范围内变化。有利的量通常是0.01%至15%重量和特别是0.1%至10%重量,基于纤维重量或者基于印刷膏剂的重量。
提及的纺织材料可以是各种加工形式,例如纤维、纱或者纤网或者作为织造或成毛圈针织织物。
在使用之前将按照本发明使用的染料转化成染料制剂是有利的。为此,将染料粉碎,使其粒径在0.01和10微米、优选平均在0.1和1微米之间。所述粉碎可以在分散剂存在下进行。例如,将干燥的染料与分散剂粉碎或者以与分散剂的膏剂形式捏和,然后在减压下干燥或者通过喷雾干燥。如此制备的制剂可以通过搀水制备印刷膏剂和染浴。
印刷使用通常的增稠剂,例如改性或者非改性天然产品,例如藻酸盐、英国树胶、阿拉伯树胶、结晶树胶、角豆树豆粉末、黄蓍胶、羧甲基纤维素、羟乙基纤维素、淀粉或者合成产品例如聚丙烯酰胺、聚丙烯酸或者其共聚物或者聚乙烯醇。
按照本发明使用的染料为所述材料、特别是聚酯材料提供用户牢度十分优异的均匀的蓝色或者红色色调,例如尤其具有好的升华牢度和很好的耐光性。显著特征是很好的耐洗牢度。本发明的染料还具有突出的优异的吸净和组成(build-up)。
按照本发明使用的染料还可用于与其它染料一起产生拼色色泽或者与适合的黄色染料一起用于三色染色。
本发明另外提供通过所述方法染色或者印刷的制造的天然聚合物或者合成的疏水性纤维材料、优选聚酯纺织材料。
本发明另外提供用于制造的天然聚合物和特别是合成的疏水性纤维材料的三色染色或者印刷的方法,其特征在于,其包括使用至少一种通式(2)、(3)、(4)、(5)或者(6)的蓝色-染色染料,
的红色-染色染料,
通式(11)至(26)的染料是已知的或者可以类似于已知染料通过本身已知的方法制备。
三色原理是适当选择的黄色-或者橙色-、红色-和蓝色-染色染料的加色混合物,借此通过适合选择染料组分的用量比例可以配合任何希望的可见光谱色彩。
本发明三色方法的优选实施方案的特征在于,通式(2)的蓝色-染色染料与通式(7)的红色-染色染料以及通式(26)的黄色-染色染料一起使用。
本发明三色方法的另一个优选实施方案的特征在于,通式(2)的蓝色-染色染料与通式(14)的红色-染色染料以及通式(26)的黄色-染色染料一起使用。
本发明进一步提供三色染料混合物,其包含至少一种通式(2)至(6)的蓝色-染色染料以及至少一种通式(7)至(25)的红色-染色染料和通式(26)的黄色-染色染料。
本发明用于三色染色或者印刷的方法可以分别应用于通常的染色和印刷方法。染色液或者印刷膏剂,除水和染料之外,可以包含其他添加剂,例如润湿剂、防泡沫剂、均化剂或者影响纺织材料性能的试剂,例如软化剂、阻燃剂或者污垢、水和油驱避剂,以及软水剂和天然的或者合成的增稠剂,例如藻酸盐和纤维素醚。
本发明用于三色染色或者印刷的方法还可用于从小浴比染色,例如在连续染色工艺或者间歇和连续泡沫染色工艺中。
优选染色,特别是通过吸净工艺的染色。
染色优选于pH为3至7、特别是3至5下进行。液比可以在宽范围内变化,例如从5∶1至50∶1、优选5∶1到30∶1。染色优选在100至140℃、特别是120到135℃下进行。
本发明的三色混合物同样可用于本体着色塑料。
用于本发明三色方法的染料在三色染色或者印刷中具有在各种浓度下突出的优异的色彩稳定性、好的牢度和分散性,和尤其具有十分优异的相容性和均匀颜色组成。
本发明的染料和按照本发明使用的染料还具有突出的适合于塑料本体着色的优点,其中所述本体-染色塑料具有与从浴中印刷或者染色的制造的天然聚合物或者合成的疏水性纤维材料一样的色彩和条件配色和相同的牢度,借此所述染料不仅可以分别地使用而且可以三色混合物的形式使用。
因此,本发明还提供生产塑料材料和制造的天然聚合物或者合成纤维材料、特别是纺织材料的配色(tone-in-tone)染色混合物的方法,其特征在于,其包括本体着色塑料材料和从使用与通式(1)相同的染料的染浴印刷或者染色制造的天然聚合物或者合成的纤维材料。
这类混合物可以包括例如塑料部件和家用家具例如安乐椅或者三件套的被覆材料,或者汽车的塑料板或者配件和座罩。
用于本发明目的的配色染色具有CIELAB座标,其中ΔE≤2.0(按照German industrial standard DIN6174)。
为了通过吸净染色获得配色染色,应该根据染料的吸色率决定染料量,其通常在80和99.9%之间和对于聚酯材料通常在90和99.9%之间。
对于制造的天然聚合物或者合成纤维材料,上述描述和优选方案也是有效的。
可用于本体染色的塑料包括例如可染色的、介电常数≥2.5的高分子量有机材料(聚合物),特别是聚酯、聚碳酸酯(PC)、聚苯乙烯(PS)、聚甲基丙烯酸甲酯(PMMA)、聚酰胺、聚乙烯、聚丙烯、苯乙烯/丙烯腈(SAN)或者丙烯腈/丁二烯/苯乙烯(ABS)。优选聚酯和聚酰胺。尤其优选通过对苯二甲酸和二醇、特别是乙二醇缩聚得到的线性芳香族聚酯,或者对苯二甲酸和1,4-双(羟甲基)环己烷的缩合产物,例如聚对苯二甲酸乙二醇酯(PET)或者聚对苯二甲酸丁二醇酯(PBTP);聚碳酸酯,例如由α,α-二甲基-4,4’-二-羟基二苯基甲烷和光气形成的聚碳酸酯;或者基于聚氯乙烯或者聚酰胺的聚合物,例如尼龙6或者尼龙6.6。
非常特别优选基于线性芳香族聚酯的塑料,例如由对苯二甲酸和二醇、尤其是乙二醇形成的那些,或者对苯二甲酸和1,4-双(羟甲基)-环己烷的缩合产物。
例如通过使用辊炼机或者混合或者研磨设备,将所述三色混合物混合到基材中,借此将染料溶解或者精细地分散在塑料中来对塑料进行染色。然后将塑料与混合的染料以常规方式,例如通过砑光、压制、挤出、刷涂、纺丝、流延或者注塑进行加工,借此使染色的材料形成其最终形状。染料的混合也可以在实际加工步骤之前进行,例如通过连续地直接同时将固体、例如粉末状的染料和造粒的或者粉末状的塑料以及任选地其他物质例如添加剂计量到挤出机的进口区,其中混合仅仅在加工之前进行。然而,通常优选的是将染料事先混合到塑料中,因为可获得更均匀染色的基材。
本发明进一步提供染色的或者印刷的疏水性纤维材料、优选聚酯纺织材料,以及通过上述方法提供的本体染色的塑料。
以下实施例举例说明本发明。份和百分数是重量份和百分数,除非另有说明。温度以摄氏度表示。重量份与体积份的关系如克与立方厘米的关系。
实施例1:
在反应器中装入145.0重量份的浓硫酸和70.0重量份的氯磺酸。将36.0重量份的以下通式的化合物:
于25℃加入,随后将该混合物于25-30℃搅拌2小时。然后,将其排出到1500重量份的冰/水上,将沉淀产品在抽吸下滤出、洗涤到中性并干燥。
将17.0重量份的通式(53)的化合物加入20重量份的吡啶和150重量份的硝基苯中,并将混合物加热到110℃。在大约30分钟内,于110℃滴加7.2重量份的异丁酰氯在15重量份的硝基苯中的溶液。随后将混合物搅拌2小时。
将反应混合物冷却到20-40℃,直接过滤或者在用甲醇稀释之后过滤,用甲醇和水洗涤滤渣,然后干燥。由此提供18.0重量份的以下通式的染料:
其将聚酯染成具有耐光性的红色色调。
实施例2:
在包含0.07g的通式(7)的染料、0.058g的通式(2)的染料、0.57g的通式(26)的染料、1g/l的硫酸铵和0.5g/l市售可得的均化剂并用80%甲酸将pH调节到4.5-5的溶液中,将100g的聚酯织物在室温下和以20∶1的液比浸渍。然后,以3℃/分钟的速率将溶液加热到60℃,随后以2℃/分钟的速率加热到130℃。将溶液于140℃保持60分钟。将溶液随后冷却到40℃,用水洗涤染色的聚酯织物,并在包含5ml/l的30%氢氧化钠溶液、2g/l的85%连二亚硫酸钠溶液和1g/l的市售可得的洗衣洗涤剂的浴中于70-80℃还原澄清(reduction cleared)20分钟。随后将完成的染品用水洗涤,然后干燥。获得的染品是米黄色的并且具有好的全面坚牢度,特别是优异的耐光性。
实施例3:
在包含0.086g的通式(14)的染料、0.181g的通式(2)的染料、0.41g的通式(26)的染料、1g/l的硫酸铵和0.5g/l市售可得的均化剂并用80%甲酸将pH调节到4.5-5的溶液中,将100g的聚酯织物在室温下和以20∶1的液比浸渍。然后,以3℃/分钟的速率将溶液加热到60℃,随后以2℃/分钟的速率加热到130℃。将溶液于140℃保持60分钟。将溶液随后冷却到40℃,用水洗涤染色的聚酯织物,并在包含5ml/l的30%氢氧化钠溶液、2g/l的85%连二亚硫酸钠溶液和1g/l的市售可得的洗衣洗涤剂的浴中于70-80℃还原澄清20分钟。随后将完成的染品用水洗涤,然后干燥。获得的染品是深灰色的并且具有好的全面坚牢度、特别是优异的耐光性。
实施例4:
将1200.00g的聚酯切片(PET Arnite D04-300,DSM)于130℃预干燥4小时,随后与0.24g的通式(7)的染料在辊筒中于60转/分混合15分钟直到均匀。将该均匀混合物在包括6个加热区的双螺杆25mm挤出机(来自Collin,D 85560 Ebersberg)上于275℃的最高温度下挤出,用水骤冷,在Turb Etuve TE25造粒机(来自MAPAG AG,CH 3001 Bern)中造粒,随后于130℃干燥4小时。由此提供红色聚酯切片,其具有好的全面坚牢度,特别是很好的耐光牢度和耐热光牢度。
实施例5:
重复实施例2,使用0.7g的通式(2)的染料代替所述染料混合物。获得的染品是蓝色的并且具有好的全面坚牢度,特别是优异的耐光性。
Claims (9)
3.以下通式的染料:
6.三色染料混合物,其包含至少一种通式(2)至(6)的蓝色-染色染料以及至少一种通式(7)至(25)的红色-染色染料和通式(26)的黄色-染色染料。
7.用于生产配色染色的塑料材料和制造的天然聚合物或者合成的纤维材料的混合物的方法,其特征在于,包括将塑料材料本体染色和在使用与权利要求1通式(1)相同的染料的染浴中将制造的天然聚合物或者合成的纤维材料印刷或者染色。
8.使用权利要求1的方法染色或者印刷的制造的天然聚合物或者合成的疏水性纤维材料、优选聚酯纺织材料。
9.用于生产配色染色的塑料材料和制造的天然聚合物或者合成的纤维材料的混合物的方法,其特征在于,包括将塑料材料本体染色和在使用与权利要求6相同的三色混合物的染浴中将制造的天然聚合物或者合成的纤维材料印刷或者染色。
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CH2510/00 | 2000-12-22 | ||
CH25102000 | 2000-12-22 | ||
CH2510/2000 | 2000-12-22 |
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CN1481423A true CN1481423A (zh) | 2004-03-10 |
CN1247704C CN1247704C (zh) | 2006-03-29 |
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CNB018209475A Expired - Fee Related CN1247704C (zh) | 2000-12-22 | 2001-12-13 | 纤维材料的染色或印刷方法及三色染料混合物 |
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US (1) | US6893472B2 (zh) |
EP (1) | EP1343846A1 (zh) |
JP (1) | JP3929401B2 (zh) |
KR (1) | KR100800984B1 (zh) |
CN (1) | CN1247704C (zh) |
AU (1) | AU2002217107A1 (zh) |
BR (1) | BR0116401B1 (zh) |
CA (1) | CA2430606C (zh) |
MX (1) | MXPA03005532A (zh) |
WO (1) | WO2002051942A1 (zh) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
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MXPA04009117A (es) * | 2002-03-22 | 2004-12-07 | Ciba Sc Holding Ag | Tintes de antraquinona. |
JP4503296B2 (ja) * | 2002-03-22 | 2010-07-14 | チバ ホールディング インコーポレーテッド | アントラキノン染料 |
ATE408652T1 (de) | 2003-04-22 | 2008-10-15 | Huntsman Adv Mat Switzerland | Pigment / farbstoff mischungen |
US20050155163A1 (en) * | 2004-01-21 | 2005-07-21 | Griffin Bruce O. | Dye mixtures |
DE102005025270A1 (de) * | 2005-06-02 | 2006-12-07 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Heißlichtechte blaue Dispersionsfarbstoffe |
KR101523756B1 (ko) * | 2013-05-31 | 2015-06-04 | 한국생산기술연구원 | 내열성, 내약품성이 향상을 위하여 공유결합이 유도된 컬러필터용 유기 염료 및 이의 조성물 |
CN111304934A (zh) * | 2020-04-03 | 2020-06-19 | 晋江市祺烽线带有限公司 | 一种涤纶纱的染色方法 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB713512A (en) | 1951-07-30 | 1954-08-11 | Cassella Farbwerke Mainkur Ag | Vat dyestuffs of the anthraquinone series |
DE1149328B (de) * | 1961-08-02 | 1963-05-30 | Cassella Farbwerke Mainkur Ag | Verfahren zum Bedrucken und Faerben von Textilien aus Polyestern aromatischer Dicarbonseuren |
BE595479A (zh) * | 1959-09-29 | |||
DE1278391B (de) * | 1961-07-14 | 1968-09-26 | Cassella Farbwerke Mainkur Ag | Faerben und Bedrucken von Fasergut aus hochmolekularen Polyestern |
FR1301068A (fr) * | 1961-08-04 | 1962-08-10 | Cassella Farbwerke Mainkur Ag | Nouveaux colorants anthraquinoniques et leur préparation |
BE627049A (zh) | 1962-01-12 | |||
CH570436A5 (zh) * | 1972-07-07 | 1975-12-15 | Ciba Geigy Ag | |
DE59701206D1 (de) * | 1996-07-12 | 2000-04-13 | Ciba Sc Holding Ag | Verfahren zum Trichromie-Färben oder -Bedrucken |
-
2001
- 2001-12-13 KR KR1020037008421A patent/KR100800984B1/ko not_active IP Right Cessation
- 2001-12-13 US US10/451,170 patent/US6893472B2/en not_active Expired - Lifetime
- 2001-12-13 BR BRPI0116401-5B1A patent/BR0116401B1/pt not_active IP Right Cessation
- 2001-12-13 EP EP01272008A patent/EP1343846A1/en not_active Withdrawn
- 2001-12-13 AU AU2002217107A patent/AU2002217107A1/en not_active Abandoned
- 2001-12-13 WO PCT/EP2001/014690 patent/WO2002051942A1/en active Application Filing
- 2001-12-13 CN CNB018209475A patent/CN1247704C/zh not_active Expired - Fee Related
- 2001-12-13 CA CA2430606A patent/CA2430606C/en not_active Expired - Fee Related
- 2001-12-13 MX MXPA03005532A patent/MXPA03005532A/es active IP Right Grant
- 2001-12-13 JP JP2002553424A patent/JP3929401B2/ja not_active Expired - Fee Related
Also Published As
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US20040068808A1 (en) | 2004-04-15 |
CA2430606C (en) | 2011-01-11 |
BR0116401A (pt) | 2003-11-11 |
MXPA03005532A (es) | 2003-10-24 |
AU2002217107A1 (en) | 2002-07-08 |
JP3929401B2 (ja) | 2007-06-13 |
KR100800984B1 (ko) | 2008-02-05 |
KR20030064858A (ko) | 2003-08-02 |
MX233178B (zh) | 2005-12-20 |
CA2430606A1 (en) | 2002-07-04 |
US6893472B2 (en) | 2005-05-17 |
JP2004526874A (ja) | 2004-09-02 |
BR0116401B1 (pt) | 2014-09-16 |
WO2002051942A1 (en) | 2002-07-04 |
EP1343846A1 (en) | 2003-09-17 |
CN1247704C (zh) | 2006-03-29 |
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