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CN100558822C - A kind of disperse blue dye composition - Google Patents

A kind of disperse blue dye composition Download PDF

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CN100558822C
CN100558822C CNB2006101549153A CN200610154915A CN100558822C CN 100558822 C CN100558822 C CN 100558822C CN B2006101549153 A CNB2006101549153 A CN B2006101549153A CN 200610154915 A CN200610154915 A CN 200610154915A CN 100558822 C CN100558822 C CN 100558822C
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component
weight fraction
dye composition
disperse blue
blue dye
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CN1974679A (en
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阮伟祥
阮华森
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Zhejiang Longsheng Group Co Ltd
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Zhejiang Longsheng Group Co Ltd
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Abstract

本发明提供了一种分散蓝染料组合物,基本上由一种或多种结构如式(I)所示的组分A和一种或多种结构如式(II)所示的组分B组成,基于所述的组分A和组分B,所述组分A重量分数为1~99%,所述组分B重量分数为1~99%;采用本发明的分散蓝染料组合物获得的分散染料,可以微粒子化后的液态、乳膏态或者用喷雾干燥法等进行干燥后的粉状、颗粒状态供给染色。用本发明的分散染料组合物制成的分散染料染聚酯纤维材料时,通过调整不同组分间的比例,可获得具有色光艳丽、分散性好、耐晒、耐洗、耐汗渍等优良性能的深蓝色染织物。

Figure 200610154915

The present invention provides a disperse blue dye composition, which is basically composed of one or more components A with structures shown in formula (I) and one or more components B with structures shown in formula (II), based on the components A and B, the weight fraction of the component A is 1-99%, and the weight fraction of the component B is 1-99%; the disperse dye obtained by using the disperse blue dye composition of the present invention can be used for dyeing in a liquid state or cream state after micronization or in a powdery or granular state after drying by a spray drying method. When the disperse dye prepared by the disperse dye composition of the present invention is used to dye polyester fiber materials, a dark blue dyed fabric with excellent properties such as bright color, good dispersibility, light fastness, washing fastness, and sweat resistance can be obtained by adjusting the ratio between different components.

Figure 200610154915

Description

一种分散蓝染料组合物 A kind of disperse blue dye composition

(一)技术领域 (1) Technical field

本发明涉及一种分散蓝染料组合物,尤其涉及一种聚酯纤维印染用的分散蓝染料组合物。The invention relates to a disperse blue dye composition, in particular to a disperse blue dye composition for polyester fiber printing and dyeing.

(二)背景技术 (2) Background technology

在分散染料中,分散蓝C.I.56被公认为是世界范围内重要的蓝色分散染料,用其染色得到的织物能产生特别明亮的高牢度红光蓝色。但另一方面,这只染料也如所有的蒽醌染料一样,存在的突出缺点为染色强度低,导致染色成本增加,尤其是在染深色的时候,成本较高。Among disperse dyes, disperse blue C.I.56 is recognized as an important blue disperse dye in the world, and the fabric dyed with it can produce particularly bright red light blue with high fastness. But on the other hand, this dye, like all anthraquinone dyes, has the outstanding disadvantage of low dyeing strength, which leads to increased dyeing costs, especially when dyeing dark colors, the cost is high.

为了最大限度克服蒽醌染料的缺点,寻找能够代替分散蓝C.I.56的并同样能达到其优异染色性能的染料,所作的尝试如美国专利US5160348,其中采用的技术方案为一组偶氮染料的复配,尽管染色性能有所改善,也降低了染色成本,但在实际染色过程中,该复配染料的同步上色性、重现性仍不能令人满意。In order to overcome the shortcomings of anthraquinone dyes to the greatest extent, and to find dyes that can replace disperse blue C.I.56 and also achieve its excellent dyeing performance, attempts are made such as US Pat. Although the dyeing performance has been improved and the dyeing cost has been reduced, the simultaneous coloring and reproducibility of the compounded dyes are still unsatisfactory in the actual dyeing process.

(三)发明内容 (3) Contents of the invention

为解决现有技术中分散蓝染料的上述不足,本发明提供了一种拼混后同步上色性好、配伍性佳、重现性好且成本低的分散蓝染料组合物。In order to solve the above-mentioned shortcomings of disperse blue dyes in the prior art, the invention provides a disperse blue dye composition with good synchronous coloring property, good compatibility, good reproducibility and low cost after blending.

为达到发明目的本发明采用的技术方案是:For achieving the purpose of the invention, the technical scheme adopted by the present invention is:

一种分散蓝染料组合物,基本上由一种或多种结构如式(I)所示的组分A和一种或多种结构如式(II)所示的组分B组成,基于所述的组分A和组分B,所述组分A重量分数为1~99%,所述组分B重量分数为1~99%;A kind of disperse blue dye compsn, be made up of one or more structures such as the component A shown in formula (I) and one or more structures such as the component B shown in formula (II), based on the The above-mentioned component A and component B, the weight fraction of the component A is 1-99%, and the weight fraction of the component B is 1-99%;

Figure C20061015491500081
Figure C20061015491500081

式(I)中,X、Y各自独立为硝基、氰基或卤素;In formula (I), X and Y are each independently nitro, cyano or halogen;

Z为-NHCOR3或-OR4,其中R3、R4为C1~C4的烷基;Z is -NHCOR 3 or -OR 4 , wherein R 3 and R 4 are C 1 -C 4 alkyl groups;

W为氢或C1~C4的烷氧基;W is hydrogen or C 1 -C 4 alkoxy;

R1、R2相互独立为C1~C4的烷基或C1~C4烷基中一个H被取代的取代烷基,所述取代烷基中取代基为羟基、或氰基、或-OCOR5、或C1~C4的烷氧基,其中R5为C1~C4的烷基;R 1 and R 2 are independently C 1 to C 4 alkyl or a substituted alkyl in which one H is substituted in the C 1 to C 4 alkyl, and the substituent in the substituted alkyl is hydroxyl, or cyano, or -OCOR 5 , or C 1 -C 4 alkoxy, wherein R 5 is C 1 -C 4 alkyl;

式(II)中,R6为硝基或卤素;In formula (II), R 6 is nitro or halogen;

R7为C1~C3烷氧基;R 7 is C 1 -C 3 alkoxy;

R8为氢、或-NHCOR11、或C1~C4的烷基;R11为C1~C4的烷基;R 8 is hydrogen, or -NHCOR 11 , or C 1 -C 4 alkyl; R 11 is C 1 -C 4 alkyl;

R9、R10为C1~C4的烷基或C1~C4烷基中一个H被取代的取代烷基,所述取代烷基中取代基为烷氧基或烷氧碳酰基。R 9 and R 10 are a C 1 -C 4 alkyl group or a substituted alkyl group in which one H of the C 1 -C 4 alkyl group is substituted, and the substituent in the substituted alkyl group is an alkoxy group or an alkoxycarbonyl group.

优选的,所述分散蓝染料组合物由重量分数60~95%的组分A和重量分数5~40%的组分B组成。Preferably, the disperse blue dye composition is composed of component A with a weight fraction of 60-95% and component B with a weight fraction of 5-40%.

所述分散蓝染料组合物中还可含有一种或多种结构如式(III)所示的组分C,基于所述的组分A、组分B和组分C,所述组分A重量分数为60~95%,所述组分B重量分数为1~30%,所述组分C重量分数为1~15%;Also can contain one or more components C shown in formula (III) in the disperse blue dye composition, based on described component A, component B and component C, described component A The weight fraction is 60-95%, the weight fraction of the component B is 1-30%, and the weight fraction of the component C is 1-15%;

式(III)中,In formula (III),

V为氰基或硝基;V is cyano or nitro;

R12为甲基或乙酰氨基;R 12 is methyl or acetylamino;

R13、R14各自独立为乙基、或氰乙基、或甲氧基乙基、或烯丙基、或羟乙基、或丁基。R 13 and R 14 are each independently ethyl, or cyanoethyl, or methoxyethyl, or allyl, or hydroxyethyl, or butyl.

优选的,所述分散蓝染料组合物由重量分数60~95%的组分A、重量分数1~30%的组分B和重量分数1~15%的组分C组成。Preferably, the disperse blue dye composition is composed of component A with a weight fraction of 60-95%, component B with a weight fraction of 1-30%, and component C with a weight fraction of 1-15%.

更优选的,所述分散蓝染料组合物由重量分数65~95%的组分A、重量分数1~25%的组分B和重量分数1~10%的组分C组成。More preferably, the disperse blue dye composition is composed of component A with a weight fraction of 65-95%, component B with a weight fraction of 1-25%, and component C with a weight fraction of 1-10%.

所述组分A优选为下列之一或其中两种或两种以上的组合物:The component A is preferably one of the following or a combination of two or more thereof:

Figure C20061015491500092
Figure C20061015491500092

Figure C20061015491500101
Figure C20061015491500101

Figure C20061015491500111
Figure C20061015491500111

所述组分B优选为下列之一或其中两种或两种以上的组合物:The component B is preferably one of the following or a combination of two or more thereof:

Figure C20061015491500112
Figure C20061015491500112

Figure C20061015491500121
Figure C20061015491500121

所述组分C优选为下列之一或其中两种或两种以上的组合物:The component C is preferably one of the following or a combination of two or more of them:

Figure C20061015491500122
Figure C20061015491500122

更优选的,所述分散蓝染料组合物为重量分数60~95%的化合物(I-1)和重量分数5~40%的化合物(II-1)的混合物;或者,所述分散蓝染料组合物为重量分数65~95%的化合物(I-1)、重量分数1~25%的化合物(II-1)和重量分数1~10%的化合物(III-1)混合物。More preferably, the disperse blue dye composition is a mixture of compound (I-1) with a weight fraction of 60 to 95% and a compound (II-1) with a weight fraction of 5 to 40%; or, the disperse blue dye composition The product is a mixture of compound (I-1) with a weight fraction of 65-95%, compound (II-1) with a weight fraction of 1-25% and compound (III-1) with a weight fraction of 1-10%.

由于染料行业的特殊性,很难也没有必要制成纯品,通常会带有一些制备过程中的杂质,本发明所述的染料组合物制成成品时也允许含有少量的水份及微量的物理杂质。Due to the particularity of the dye industry, it is difficult and unnecessary to make a pure product, which usually contains some impurities in the preparation process. When the dye composition of the present invention is made into a finished product, it is also allowed to contain a small amount of water and a small amount of physical impurities.

配制本发明的分散染料组合物时,所使用的组分A、组分B和组分C可方便地按本领域技术人员熟知地方式合成,其中单体A、B也可以参照专利JP58040360和GB2030163中介绍的方法制备,也可采购市售商品。When preparing the disperse dye composition of the present invention, the used component A, component B and component C can be easily synthesized in a manner well known to those skilled in the art, wherein monomers A and B can also refer to patents JP58040360 and GB2030163 Prepared by the method described in , or purchase commercially available goods.

本发明所述的分散蓝染料组合物,应用时一般需要加入助剂进行分散,以获得分散染料。例如将结构式(I)、(II)和结构式(III)所表示的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,获得分散染料;另外也可将结构式(I)、(II)和结构式(III)所表示的原染料分别在助剂、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,获得分散染料。通常,助剂与原染料重量之比为0.8~5∶1。The disperse blue dye composition of the present invention generally needs to be dispersed by adding an auxiliary agent during application to obtain a disperse dye. For example, after mixing the raw dyes represented by structural formulas (I), (II) and structural formula (III) according to the above-mentioned ratio, pulverize them with a sand mill or a grinder in the presence of auxiliary agents, water or other wetting agents machine to micronize to obtain disperse dyes; in addition, the original dyes represented by structural formula (I), (II) and structural formula (III) can be used in a sand mill or in the presence of auxiliary agents, water or other wetting agents. A pulverizer such as a grinder is subjected to a micronization treatment, and then mixed at the above-mentioned ratio to obtain a disperse dye. Usually, the weight ratio of the auxiliary agent to the original dyestuff is 0.8-5:1.

所述的助剂为分散染料复配时常用的分散剂、扩散剂等,优选下列之一或其任意几种的混合物:萘磺酸甲醛缩合物、烷基萘磺酸甲醛缩合物、苄基萘磺酸甲醛缩合物、木质素磺酸盐等阴离子分散剂。具体地,萘磺酸甲醛缩合物如扩散剂NNO,烷基萘磺酸甲醛缩合物如分散剂MF(甲基萘磺酸甲醛缩合物)、苄基萘磺酸甲醛缩合物如扩散剂CNF等,木质素磺酸盐如木质素磺酸钠(如市售分散剂Reax 83A、Reax 85A)等。The auxiliary agent is a commonly used dispersant, diffusing agent, etc. when compounding disperse dyes, preferably one of the following or a mixture of any of them: naphthalenesulfonic acid formaldehyde condensate, alkylnaphthalenesulfonic acid formaldehyde condensate, benzyl Anionic dispersants such as naphthalenesulfonic acid formaldehyde condensate and lignosulfonate. Specifically, naphthalenesulfonic acid formaldehyde condensate such as diffusion agent NNO, alkylnaphthalenesulfonic acid formaldehyde condensate such as dispersant MF (methylnaphthalenesulfonic acid formaldehyde condensate), benzylnaphthalenesulfonic acid formaldehyde condensate such as diffusion agent CNF, etc. , lignosulfonate such as sodium lignosulfonate (such as commercially available dispersants Reax 83A, Reax 85A), etc.

采用本发明的分散蓝染料组合物获得的分散染料,可以微粒子化后的液态、乳膏态或者用喷雾干燥法等进行干燥后的粉状、颗粒状态供给染色。用本发明的分散染料组合物制成的分散染料染聚酯纤维材料时,通过调整不同组分间的比例,可获得具有色光艳丽、分散性好、耐晒、耐洗、耐汗渍等优良性能的深蓝色染织物。The disperse dye obtained by using the disperse blue dye composition of the present invention can be supplied for dyeing in a liquid state after micronization, a cream state, or a powder state or a particle state after drying by a spray drying method or the like. When the disperse dyes prepared from the disperse dye composition of the present invention are used to dye polyester fiber materials, by adjusting the ratio of different components, excellent performances such as bright color, good dispersibility, light resistance, wash resistance, and sweat resistance can be obtained. dark blue dyed fabric.

(四)具体实施方式 (4) Specific implementation methods

下面结合具体实施例对本发明进行进一步描述,但本发明的保护范围并不仅限于此:The present invention is further described below in conjunction with specific embodiment, but protection scope of the present invention is not limited thereto:

实施例1:Example 1:

将89克式(I-1)的组分A、11克式(II-1)的组分B、195克的木质素磺酸钠,加水拼混后,用研磨机研磨分散,喷雾干燥,即得成品。该染料能提供给织物各项牢度性能优良的深蓝色。Component A of 89 grams of formula (I-1), component B of 11 grams of formula (II-1), sodium lignosulfonate of 195 grams, after adding water and blending, grind and disperse with grinder, spray dry, That is the finished product. The dye can provide a deep blue color with excellent fastness properties to the fabric.

Figure C20061015491500141
Figure C20061015491500141

实施例2:Example 2:

将84克式(I-1)的组分A、10克式(II-1)的组分B、6克式(III-1)的组分C、195克的木质素磺酸钠,加水拼混后,用研磨机研磨分散,喷雾干燥,即得成品。该染料能提供给织物各项牢度性能优良的深蓝色。Component A of 84 grams of formula (I-1), component B of 10 grams of formula (II-1), component C of 6 grams of formula (III-1), sodium lignosulfonate of 195 grams, add water After blending, use a grinder to grind and disperse, and spray dry to obtain the finished product. The dye can provide a deep blue color with excellent fastness properties to the fabric.

Figure C20061015491500142
Figure C20061015491500142

Figure C20061015491500151
Figure C20061015491500151

实施例3~12:Embodiment 3~12:

按照表1所示数据,将组分A、组分B、组分C、助剂、加水拼混后,用研磨机进行研磨分散,然后喷雾干燥,制得成品。According to the data shown in Table 1, after blending component A, component B, component C, additives, and water, grind and disperse with a grinder, and then spray dry to obtain a finished product.

表1Table 1

Figure C20061015491500152
Figure C20061015491500152

Figure C20061015491500161
Figure C20061015491500161

实施例24:Example 24:

各取0.5克实施例1~23制得的分散染料分散在500毫升水中,吸取20毫升后与60毫升的水混合,用醋酸调染浴PH为5,升温至70℃同时放入2克聚酯纤维进行染色,于30分钟内由70℃升温到130℃,保温30分钟,冷却至90℃时开始取样。观察样布色光,采用国标GB/T3921-1997、GB/T3920-1997、GB/T3922-1997、GB/T8427-1998分别测试其耐洗、耐摩擦、耐汗渍、耐日晒牢度,结果见表2。Take 0.5 grams of the disperse dyes prepared in Examples 1 to 23 and disperse them in 500 milliliters of water, absorb 20 milliliters and mix them with 60 milliliters of water, adjust the pH of the dyeing bath to 5 with acetic acid, heat up to 70°C and put 2 grams of poly The ester fiber is dyed, the temperature is raised from 70°C to 130°C within 30 minutes, the temperature is kept for 30 minutes, and the sampling starts when it is cooled to 90°C. Observe the color and light of the sample cloth, and use the national standard GB/T3921-1997, GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 to test its fastness to washing, rubbing, perspiration and sunlight respectively. The results are shown in Table 2.

表2Table 2

Figure C20061015491500162
Figure C20061015491500162

Figure C20061015491500171
Figure C20061015491500171

测试结果表明:本发明提供的分散蓝染料各项坚牢度性能优良,复配效果显著。The test results show that the disperse blue dye provided by the invention has excellent fastness properties, and the compounding effect is remarkable.

Claims (6)

1.一种分散蓝染料组合物,基本上由一种或多种结构如式(I)所示的组分A、组分B和一种或多种结构如式(III)所示的组分C组成,基于所述的组分A、组分B和组分C,所述组分A重量分数为60~95%,所述组分B重量分数为1~30%,所述组分C重量分数为1~15%;1. A disperse blue dye composition, substantially composed of one or more structures such as the group shown in formula (I) as component A, component B and one or more structures as shown in formula (III) Composition C, based on the component A, component B and component C, the weight fraction of the component A is 60-95%, the weight fraction of the component B is 1-30%, the component C weight fraction is 1~15%;
Figure C2006101549150002C1
Figure C2006101549150002C1
Figure C2006101549150002C2
Figure C2006101549150002C2
式(I)中,X、Y各自独立为硝基、氰基或卤素;In formula (I), X and Y are each independently nitro, cyano or halogen; Z为-NHCOR3或-OR4,其中R3、R4为C1~C4的烷基;Z is -NHCOR 3 or -OR 4 , wherein R 3 and R 4 are C 1 -C 4 alkyl groups; W为氢或C1~C4的烷氧基;W is hydrogen or C 1 -C 4 alkoxy; R1、R2相互独立为C1~C4的烷基或C1~C4烷基中一个H被取代的取代烷基,所述取代烷基中取代基为羟基、或氰基、或-OCOR5、或C1~C4的烷氧基,其中R5为C1~C4的烷基;R 1 and R 2 are independently C 1 to C 4 alkyl or a substituted alkyl in which one H is substituted in the C 1 to C 4 alkyl, and the substituent in the substituted alkyl is hydroxyl, or cyano, or -OCOR 5 , or C 1 -C 4 alkoxy, wherein R 5 is C 1 -C 4 alkyl; 式(III)中,In formula (III), V为氰基或硝基;V is cyano or nitro; R12为甲基或乙酰氨基;R 12 is methyl or acetylamino; R13、R14各自独立为乙基、或氰乙基、或甲氧基乙基、或烯丙基、或羟乙基、或丁基;R 13 and R 14 are each independently ethyl, or cyanoethyl, or methoxyethyl, or allyl, or hydroxyethyl, or butyl; 所述组分B为下列之一或其中两种或两种以上的混合物:The component B is one of the following or a mixture of two or more thereof:
Figure C2006101549150003C1
Figure C2006101549150003C1
2.如权利要求1所述的分散蓝染料组合物,其特征在于所述分散蓝染料组合物由重量分数60~95%的组分A、重量分数1~30%的组分B和重量分数1~15%的组分C组成。2. disperse blue dye composition as claimed in claim 1 is characterized in that described disperse blue dye composition is made up of component A of weight fraction 60~95%, component B and weight fraction of 1~30% of weight fraction Composition of 1-15% component C. 3.如权利要求2所述的分散蓝染料组合物,其特征在于所述分散蓝染料组合物由重量分数65~95%的组分A、重量分数1~25%的组分B和重量分数1~10%的组分C组成。3. disperse blue dye composition as claimed in claim 2 is characterized in that described disperse blue dye composition is made up of component A of weight fraction 65~95%, component B of weight fraction 1~25% and weight fraction Composition of 1-10% component C. 4.如权利要求1~3之一所述的分散蓝染料组合物,其特征在于所述组分A为下列之一或其中两种或两种以上的组合物:4. The disperse blue dye composition according to any one of claims 1 to 3, characterized in that said component A is one of the following or a combination of two or more thereof:
Figure C2006101549150004C1
Figure C2006101549150004C1
Figure C2006101549150005C1
Figure C2006101549150005C1
5.如权利要求1~3之一所述的分散蓝染料组合物,其特征在于所述组分C为下列之一或其中两种或两种以上的组合物:5. The disperse blue dye composition as claimed in one of claims 1 to 3, characterized in that said component C is one of the following or a combination of two or more thereof: 6.如权利要求1所述的分散蓝染料组合物,其特征在于所述分散蓝染料组合物为重量分数65~95%的化合物(I-1)、重量分数1~25%的化合物(II-1)和重量分数1~10%的化合物(III-1)的混合物:6. disperse blue dye composition as claimed in claim 1 is characterized in that described disperse blue dye composition is the compound (I-1) of weight fraction 65~95%, the compound (II) of weight fraction 1~25%. -1) and the mixture of compound (III-1) with weight fraction 1~10%:
Figure C2006101549150006C2
Figure C2006101549150006C2
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CN101100560B (en) * 2007-07-24 2010-08-11 浙江龙盛染料化工有限公司 Deep color dispersion dyes composition
CN101982511B (en) * 2010-09-18 2013-12-04 浙江万丰化工有限公司 Blue disperse dye complex
CN102229756B (en) * 2011-04-29 2013-12-25 浙江闰土股份有限公司 Mesothermal disperse blue dye composition
CN104710837A (en) * 2013-12-31 2015-06-17 江苏吉华化工有限公司 Disperse blue dye composition
CN104559321B (en) * 2015-01-29 2017-01-18 浙江昱泰染化科技有限公司 Disperse black dye composition, dye product and application
CN106479219B (en) * 2015-08-24 2018-06-29 杭州福莱蒽特精细化工有限公司 A kind of high dye uptake it is dark blue to black disperse dye composition
CN105670341B (en) * 2015-12-31 2018-04-20 浙江闰土股份有限公司 A kind of blue disperse dye composition, blue disperse dye and its preparation method and application
CN105585876B (en) * 2015-12-31 2018-05-25 浙江闰土股份有限公司 A kind of disperse dye composition, disperse dyes and its preparation method and application
CN105602284B (en) * 2015-12-31 2017-12-12 浙江闰土股份有限公司 A kind of blue disperse dye composition, blue disperse dye and its production and use
CN106084886B (en) * 2016-06-12 2017-08-29 沈金火 A kind of blue disperse dye mixture and disperse dyes
CN109880401A (en) * 2019-03-02 2019-06-14 浙江欧亚数码科技有限公司 A kind of dispersed blue dye and its preparation process
CN110305500B (en) * 2019-06-20 2021-03-19 杭州吉华江东化工有限公司 Dye composition, disperse dye product containing dye composition and application of disperse dye product

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