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CN104119697B - The sapphire blue dye composite of a kind of dispersion, dye preparations and application thereof - Google Patents

The sapphire blue dye composite of a kind of dispersion, dye preparations and application thereof Download PDF

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CN104119697B
CN104119697B CN201410306370.8A CN201410306370A CN104119697B CN 104119697 B CN104119697 B CN 104119697B CN 201410306370 A CN201410306370 A CN 201410306370A CN 104119697 B CN104119697 B CN 104119697B
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blue dye
sapphire blue
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disperse
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CN104119697A (en
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欧其
吕建君
高怀庆
宋瑜
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Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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Zhejiang Longsheng Group Co Ltd
Zhejiang Longsheng Dyestuff Chemical Co Ltd
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Abstract

一种分散宝蓝染料组合物、染料制品及其应用,所述分散宝蓝染料组合物包括组分A和组分B,其中组分A选自结构如式(Ⅰ)所示的染料单体化合物中的一种或多种,组分B选自结构如式(Ⅱ)所示的染料单体化合物中的一种或多种,基于所述的组分A和组分B,组分A的质量分数为1~99%,组分B的质量分数为1~99%。所述分散宝蓝染料制品主要含有如权利要求1所述的分散宝蓝染料组合物和助剂,助剂和分散染料组合物的重量之比为0.2~5:1。所述的分散宝蓝染料制品应用于疏水性纤维材料特别是涤纶/氨纶混纺织物印染时,各项坚牢度优良,特别是水洗牢度突出。 A disperse sapphire blue dye composition, dye product and application thereof, the disperse sapphire blue dye composition includes component A and component B, wherein component A is selected from the dye monomer compounds whose structures are shown in formula (I) One or more, component B is selected from one or more of the dye monomer compounds whose structure is shown in formula (II), based on the described component A and component B, the quality of component A The fraction is 1-99%, and the mass fraction of component B is 1-99%. The disperse sapphire dye product mainly contains the disperse sapphire blue dye composition and an auxiliary agent according to claim 1, and the weight ratio of the auxiliary agent to the disperse dye composition is 0.2 to 5:1. When the disperse sapphire dye product is applied to the printing and dyeing of hydrophobic fiber materials, especially polyester/spandex blended fabrics, it has excellent fastness, especially outstanding washing fastness.

Description

一种分散宝蓝染料组合物、染料制品及其应用A kind of disperse sapphire dye composition, dye product and application thereof

(一)技术领域(1) Technical field

本发明属于分散染料制备领域,尤其涉及一种适于疏水性纤维材料尤其是涤纶及其混纺织物染色和印花的分散宝蓝染料组合物及其制品。The invention belongs to the field of disperse dye preparation, and in particular relates to a disperse sapphire dye composition suitable for dyeing and printing hydrophobic fiber materials, especially polyester and its blended fabrics, and products thereof.

(二)背景技术(2) Background technology

“三高”染色技术对各类纺织产品均是研究的重点,包括目前大量生产的聚酯/纤维素纤维多组分产品,所谓“三高”染色技术,即高固色率、高提升性和高色牢度。对于提升力高的深浓色染料为降低热迁移现象往往导致牢度下降,现如今为开发各种性能更优异的分散染料通常采用分散染料复配增效技术。"Three high" dyeing technology is the focus of research on all kinds of textile products, including the current mass-produced polyester/cellulose fiber multi-component products, the so-called "three high" dyeing technology, that is, high color fixing rate and high promotion and high color fastness. For the deep and concentrated dyes with high lifting power, the fastness is often reduced in order to reduce the thermal migration phenomenon. Nowadays, in order to develop various disperse dyes with better performance, the compounding and synergistic technology of disperse dyes is usually used.

(三)发明内容(3) Contents of the invention

为解决上述问题,本发明提供了一种分散宝蓝染料组合物、由该组合物制得的分散宝蓝染料制品及其应用,该分散宝蓝染料制品,应用于疏水性纤维材料特别是涤纶/氨纶混纺织物印染时,各项坚牢度优良,特别是水洗牢度突出。In order to solve the above problems, the invention provides a disperse sapphire dye composition, a disperse sapphire dye product made from the composition and applications thereof, the disperse sapphire dye product is applied to hydrophobic fiber materials, especially polyester/spandex blends When the fabric is printed and dyed, the fastness is excellent, especially the washing fastness is outstanding.

本发明采用的技术方案是:The technical scheme adopted in the present invention is:

一种分散宝蓝染料组合物,其特征在于:包括组分A和组分B,其中组分A选自结构如式(Ⅰ)所示的染料单体化合物中的一种或多种,组分B选自结构如式(Ⅱ)所示的染料单体化合物中的一种或多种,基于所述的组分A和组分B,组分A的质量分数为1~99%,组分B的质量分数为1~99%;A disperse sapphire dye composition, characterized in that it includes component A and component B, wherein component A is selected from one or more of the dye monomer compounds whose structure is shown in formula (I), component B is selected from one or more of the dye monomer compounds whose structure is shown in formula (II), based on the component A and component B, the mass fraction of component A is 1 to 99%, and the component The mass fraction of B is 1-99%;

上述式(Ⅰ)中,R1为H、C1~C4的烷基、C1~C4的烷氧基或CF3;R2为C1~C8的烷基或-(CH2)m-O-R8;R3为C1~C8的烷基、-(CH2)n-O-R9或-(CH2)p-Ph;R8、R9各自独立选自C1~C4的烷基,m、n、p各自独立为2或3;In the above formula (I), R 1 is H, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or CF 3 ; R 2 is C 1 -C 8 alkyl or -(CH 2 ) m -OR 8 ; R 3 is an alkyl group of C 1 to C 8 , -(CH 2 ) n -OR 9 or -(CH 2 ) p -Ph; R 8 and R 9 are each independently selected from C 1 to C The alkyl group of 4 , m, n, p are each independently 2 or 3;

上述式(Ⅱ)中,X为Cl或Br,R4为H或C1~C4的烷氧基,R5、R6各自独立为C1~C4的烷基、C1~C4的烷氧基取代的C1~C4的烷基或苯基,R7为C1~C4烷基。In the above formula (II), X is Cl or Br, R 4 is H or C 1 to C 4 alkoxy, R 5 and R 6 are independently C 1 to C 4 alkyl, C 1 to C 4 C 1 -C 4 alkyl or phenyl substituted by alkoxy, R 7 is C 1 -C 4 alkyl.

作为优选,式(I)中,R1为甲基,R2、R3为C6H13Preferably, in formula (I), R 1 is methyl, and R 2 and R 3 are C 6 H 13 .

作为优选,式(II)中,X为Br,R4为H,R5、R6各自独立为甲基或乙基,R7为甲基。Preferably, in formula (II), X is Br, R 4 is H, R 5 and R 6 are each independently methyl or ethyl, and R 7 is methyl.

进一步,本发明所述的分散宝蓝染料组合物,由组分A和组分B组成,基于所述的组分A和组分B,组分A的质量分数为1~99%,优选1-70%,更优选为5-45%;组分B的质量分数为1~99%,优选30-99%,更优选为55-95%。Further, the disperse sapphire blue dye composition of the present invention is composed of component A and component B, based on the component A and component B, the mass fraction of component A is 1 to 99%, preferably 1- 70%, more preferably 5-45%; the mass fraction of component B is 1-99%, preferably 30-99%, more preferably 55-95%.

本发明所述的组分A优选自下式(Ⅰ-1)~(Ⅰ-10)中的一种或多种:Component A of the present invention is preferably selected from one or more of the following formulas (I-1) to (I-10):

所述组分B优选自下式(Ⅱ-1)~(Ⅱ-8)中的一种或多种:The component B is preferably selected from one or more of the following formulas (II-1) to (II-8):

Ph代表苯基。Ph represents phenyl.

本发明所述的分散宝蓝染料组合物,更优选其由组分A和组分B组成,其中:Disperse sapphire blue dye composition of the present invention, more preferably it is made up of component A and component B, wherein:

组分A选自式(Ⅰ-1)~(Ⅰ-2)中的至少一种;Component A is selected from at least one of formulas (I-1) to (I-2);

组分B选自式(Ⅱ-1)~(Ⅱ-4)中的至少一种;Component B is selected from at least one of formulas (II-1) to (II-4);

基于以上组分A和组分B,组分A的质量百分含量为5-45%,组分B的质量百分含量为55~95%。Based on the above component A and component B, the mass percentage of component A is 5-45%, and the mass percentage of component B is 55-95%.

本发明所述的分散宝蓝染料组合物,作为商品出售或应用于纺织材料着色时,通常还需要加入助剂进行后处理。因此,本发明还提供了一种分散宝蓝染料制品,其主要含有所述的分散宝蓝染料组合物和助剂,助剂和分散染料组合物的重量之比为0.2~5:1。所述的助剂为分散染料复配时常用的分散剂、扩散剂及其它表面活性剂等,优选的助剂为下列之一或其中两种以上的混合物:萘磺酸甲醛缩合物、木质素磺酸盐、烷基萘磺酸甲醛缩合物(如甲基萘磺酸甲醛缩合物(分散剂MF))、萘磺酸甲醛缩合物(扩散剂NNO)、苄基萘磺酸甲醛缩合物(扩散剂CNF)、木质素磺酸钠(木质素85A、木质素83A)等。When the disperse sapphire blue dye composition of the present invention is sold as a commodity or applied to the coloring of textile materials, it is usually necessary to add auxiliary agents for post-treatment. Therefore, the present invention also provides a disperse sapphire blue dye product, which mainly contains the disperse sapphire blue dye composition and an auxiliary agent, and the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5:1. Described auxiliary agent is the commonly used dispersant, diffusion agent and other surfactants etc. when compounding disperse dyes, preferred auxiliary agent is the following one or the mixture of two or more thereof: naphthalenesulfonic acid formaldehyde condensate, lignin Sulfonate, alkylnaphthalenesulfonate formaldehyde condensate (such as methylnaphthalenesulfonate formaldehyde condensate (dispersant MF)), naphthalenesulfonate formaldehyde condensate (diffusion agent NNO), benzylnaphthalenesulfonate formaldehyde condensate ( Diffusion agent CNF), sodium lignosulfonate (lignin 85A, lignin 83A), etc.

本发明具体推荐所述分散宝蓝染料制品由重量比为1:0.2~5的分散宝蓝染料组合物和助剂组成,其中分散宝蓝染料组合物由组分A和组分B组成,组分A选自式(Ⅰ-1)~(Ⅰ-10)中的一种或多种;组分B选自式(Ⅱ-1)~(Ⅱ-8)中的一种或多种;基于组分A和组分B,组分A的质量百分含量为1~70%,组分B的质量百分含量为30~99%。The present invention specifically recommends that the disperse sapphire blue dye product is composed of a disperse sapphire blue dye composition and an auxiliary agent in a weight ratio of 1:0.2 to 5, wherein the disperse sapphire blue dye composition is composed of component A and component B, and component A is selected from From one or more of formulas (I-1) to (I-10); component B is selected from one or more of formulas (II-1) to (II-8); based on component A and component B, the mass percentage of component A is 1-70%, and the mass percentage of component B is 30-99%.

本发明所述的分散宝蓝染料制品的制备方法如下:The preparation method of disperse sapphire blue dye product of the present invention is as follows:

将组分A和组分B所表示的染料单体化合物(原染料)按上述的配比混合后,在助剂、水或其它润湿剂的存在下用砂磨机或研磨机等粉碎机进行微粒子化;另外也可将组分A和组分B所表示的染料单体化合物分别在助剂、水或其它润湿剂的存在下用砂磨机或研磨机等粉碎机进行微粒子化处理后以上述的比例进行混合。本发明所述的分散宝蓝染料组合物,用砂磨机或研磨机研磨后可为液状,喷雾干燥后可为粉状、颗粒状。这是本领域技术人员公知的制备方法。After mixing the dye monomer compounds (primary dyes) represented by component A and component B according to the above ratio, use a pulverizer such as a sand mill or a grinder in the presence of auxiliary agents, water or other wetting agents Micronization; In addition, the dye monomer compounds represented by component A and component B can also be micronized with a pulverizer such as a sand mill or a grinder in the presence of auxiliary agents, water or other wetting agents. Then mix in the above proportions. The disperse sapphire blue dye composition of the present invention can be liquid after grinding with a sand mill or a grinder, and can be powder or granular after spray drying. This is a preparation method well known to those skilled in the art.

本发明所述的式(I)、式(Ⅱ)所示的原染料,可采用本领域熟知的方式合成,也可按照专利JP01077583A、JP50111378A、JP58104954A中介绍的方法制备,也可采用市售产品。The original dyes represented by formula (I) and formula (II) of the present invention can be synthesized by methods well known in the art, or can be prepared according to the methods introduced in patents JP01077583A, JP50111378A, JP58104954A, or commercially available products .

本发明还提供了所述分散宝蓝染料制品在疏水性纤维材料尤其是涤/氨纶印染中的应用。The invention also provides the application of the disperse sapphire blue dye product in the printing and dyeing of hydrophobic fiber materials, especially polyester/spandex.

本发明所述的分散宝蓝染料组合物制成的分散宝蓝染料制品,用于疏水性材料纤维特别是涤/氨纶的染色和印花,色光艳丽,同步上染率好,提升力好,适合深色染色,水洗牢度突出。The disperse sapphire blue dye product made from the disperse sapphire blue dye composition of the present invention is used for dyeing and printing of hydrophobic material fibers, especially polyester/spandex, and has bright shade, good simultaneous dyeing rate, good lifting power, and is suitable for dark colors Dyeing, washing fastness is outstanding.

(四)具体实施方案(4) Specific implementation plan

下面结合具体实施例对本发明作进一步的描述,但本发明的保护范围并不限于此。The present invention will be further described below in conjunction with specific examples, but the protection scope of the present invention is not limited thereto.

实施例1-18Examples 1-18

按照下表1所示计量数据,将式(Ⅰ)、(Ⅱ)所示的分散染料的原染料、助剂,加水充分混合,用砂磨机进行研磨分散,然后进行干燥,得到分散宝蓝染料制品。According to the measurement data shown in the following table 1, the raw dyes and auxiliary agents of the disperse dyes shown in the formulas (I) and (II) are fully mixed with water, ground and dispersed with a sand mill, and then dried to obtain disperse royal blue dyes products.

表1 单位:(克)Table 1 Unit: (gram)

对比例1~4:Comparative examples 1 to 4:

将CN103740136A中公开的实施例4作为对比例1。Example 4 disclosed in CN103740136A was used as Comparative Example 1.

将CN103408968A中公开的实施例1、实施例4作为对比例2、3;The embodiment 1 and embodiment 4 disclosed in CN103408968A are used as comparative examples 2 and 3;

将CN102732061A中公开的实施例1作为对比例4。Take Example 1 disclosed in CN102732061A as Comparative Example 4.

染色实施例19:Dyeing Example 19:

称取1.5克实施例1-18、对比例1~4的分散染料制品,各自分散在500毫升水中,吸取20毫升后与60毫升的水混合,用醋酸调pH至4.5,放入2克涤纶/氨纶织物,升温至70℃,继续以约2℃/min梯度升温至130℃,保温染色45分钟。然后降温至80℃左右用热水洗10min,烘干。采用标准ISO105-X12、AATCC61-2A、ISO105-P01分别测试其耐摩擦、耐水洗、耐升华色牢度,结果见表2。Weigh 1.5 grams of the disperse dye products of Examples 1-18 and Comparative Examples 1-4, disperse them in 500 milliliters of water respectively, absorb 20 milliliters and mix them with 60 milliliters of water, adjust the pH to 4.5 with acetic acid, put 2 grams of polyester / Spandex fabric, heat up to 70°C, continue to heat up to 130°C with a gradient of about 2°C/min, and keep warm for 45 minutes. Then cool down to about 80°C, wash with hot water for 10 minutes, and dry. Standards ISO105-X12, AATCC61-2A, and ISO105-P01 were used to test the color fastness to rubbing, washing, and sublimation respectively. The results are shown in Table 2.

表2 单位:级Table 2 Unit: Grade

测试结果表明:本发明提供的宝蓝分散染料制品应用于疏水性织物,特别是涤纶/氨纶混纺织物时,各项色牢度性能优异,适合作为高档染料。The test results show that when the sapphire blue disperse dye product provided by the invention is applied to hydrophobic fabrics, especially polyester/spandex blended fabrics, it has excellent color fastness properties and is suitable as a high-grade dye.

Claims (9)

1. disperseing a sapphire blue dye composite, including component A and component B, wherein component A is selected from structure as shown in formula I One or more in dye monomer compound, based on described component A and component B, the mass fraction of component A is 1~99%, The mass fraction of component B is 1~99%;
In above-mentioned formula I, R1For H, C1~C4Alkyl, C1~C4Alkoxyl or CF3;R2For C1~C8Alkyl or-(CH2)m- O-R8;R3For C1~C8Alkyl ,-(CH2)n-O-R9Or-(CH2)p-Ph;R8、R9It is each independently selected from C1~C4Alkyl, m, n, P each stands alone as 2 or 3;
One or more in following formula (II-1)~(II-8) of described component B:
Ph represents phenyl.
2. the sapphire blue dye composite of dispersion as claimed in claim 1, it is characterised in that: the sapphire blue dye composite of described dispersion Being made up of component A and component B, based on described component A and component B, the mass fraction of component A is 1~99%, the matter of component B Amount mark is 1~99%.
3. the sapphire blue dye composite of dispersion as claimed in claim 1 or 2, it is characterised in that: the mass fraction of component A is 1- 70%, the mass fraction of component B is 30-99%.
4. the sapphire blue dye composite of dispersion as claimed in claim 1 or 2, it is characterised in that: the mass fraction of component A is 5- 45%, the mass fraction of component B is 55-95%.
5. the sapphire blue dye composite of dispersion as claimed in claim 1 or 2, it is characterised in that: described component A is selected from following formula One or more in (I-1)~(I-10):
6. disperseing a sapphire blue dye preparations, it mainly contains the sapphire blue dye composite of dispersion as claimed in claim 1 and helps The weight ratio of agent, auxiliary agent and disperse dye composition is 0.2~5:1.
7. as claimed in claim 6 disperse sapphire blue dye preparations, it is characterised in that: described auxiliary agent selected from one of following or its In two or more mixture: naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products, LOMAR PWA EINECS 246-676-2 Formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sodium lignin sulfonate.
8. the sapphire blue dye preparations of dispersion as claimed in claim 7, it is characterised in that: the sapphire blue dye preparations of described dispersion is by weight Form than the sapphire blue dye composite of dispersion and the auxiliary agent for 1:0.2~5, wherein disperse sapphire blue dye composite by component A and group Divide B composition, one or more in formula (I-1)~(I-10) of component A;Component B is in formula (II-1)~(II-8) One or more;Based on component A and component B, the weight/mass percentage composition of component A is 1~70%, the weight/mass percentage composition of component B It is 30~99%.
9. dispersion as claimed in claim 6 sapphire blue dye preparations application in hydrophobic fiber material is printed and dyed.
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CN105693547A (en) * 2015-11-19 2016-06-22 浙江闰土研究院有限公司 Novel compound crystal form and preparing method and application thereof
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CN113527908B (en) * 2021-06-30 2023-11-21 浙江龙盛集团股份有限公司 Disperse blue dye composition and dye product

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