CN101880475B - Active scarlet dye composition - Google Patents

Active scarlet dye composition Download PDF

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Publication number
CN101880475B
CN101880475B CN2010102125728A CN201010212572A CN101880475B CN 101880475 B CN101880475 B CN 101880475B CN 2010102125728 A CN2010102125728 A CN 2010102125728A CN 201010212572 A CN201010212572 A CN 201010212572A CN 101880475 B CN101880475 B CN 101880475B
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component
formula
components
quality percentage
dye composition
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CN101880475A (en
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欧其
王晓红
章建新
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ZHEJIANG KEYONG CHEMICAL INDUSTRY Co Ltd
Shanghai Kehua Dyestuff Industry Co Ltd
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ZHEJIANG KEYONG CHEMICAL INDUSTRY Co Ltd
Shanghai Kehua Dyestuff Industry Co Ltd
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Abstract

The invention provides an active scarlet dye composition which mainly comprises one or a plurality of components A the structures of which are shown as a formula (I) and one or a plurality of components B the structures of which are shown as a formula (II). Based on the components A and the components B, the mass percent of the components A is 1 to 99 percent, and the mass percent of the components B is 1 to 99 percent; the advantages of the invention are mainly embodied as follows: compared with traditional dye with the same colour, the active scarlet dye shows favorable enhancement property and wet resistance, such as superior washing resistance, solarization resistance, friction resistance, perspiration resistance and colour fastness of chlorine water resistance; especially, the performance of the staining colour fastness of white cloth is outstanding; and moreover, the invention does not contain cancerogenic aromatic amine components and conforms to the requirement of environmental protection.

Description

A kind of active scarlet dye composition
(1) technical field
The present invention relates to a kind of active scarlet dye compositions nitrogenous or printing and dyeing of hydroxyl filamentary material that are applicable to.
(2) background technology
One of reactive dyestuffs ecological dyeing free-revving engine is the security for energy-saving and emission-reduction and raising product.Along with some traditional dyestuffs, for example directly, reduction and thioxine dyes application reduce rapidly, the reactive dyestuffs application enlarges rapidly, and the kind of many dark colors and strong color also extensively adopts reactive dyeing.Due to reactive dye color fixing mechanism and characteristics, reactive dyeing and stamp that the application used is used, while particularly printing and dyeing dark heavy colour kind, the degree of fixation of dyeing, enhancing and colour fastness are not high, not only bring dyeing efficiency and Cost Problems, more outstanding is to produce serious ecological problem.For addressing the above problem, the dyestuff industry has been released a series of dyestuffs, and what have is the compound of one-component, more be the composite of multi-component dyes.But for the stamp of medium-to-high grade fabric, particularly need the imitative wax seal flower of rich and gaudy color and luster, still have the nonconforming problems of wet colour fastness such as poor, washable, the anti-chlorine of lifting force, rub resistance and perspiration resistance.Therefore the dyestuff of developing high fixation, high lifting and high humidity fastness becomes the emphasis of current exploitation.
(3) summary of the invention
The purpose of this invention is to provide a kind of lovely luster, enhancing is good, moisture resistant fastness is excellent active scarlet dye composition, dyeing and stamp that it is applicable to nitrogenous or hydroxyl filamentary material, be particularly useful for imitative wax seal flower and automatization printing technology.
The technical solution used in the present invention is:
A kind of active scarlet dye composition, mainly by one or more structures, suc as formula the component A shown in (I) and one or more structures, suc as formula the B component shown in (II), formed, based on described component A and B component, the quality percentage composition of component A is 1~99%, and the quality percentage composition of B component is 1~99%;
In formula (I):
R 1for H, SO 3m 3, Cl or-NO 2, R 2for H or C 1~C 4alkyl, R 3for H, C 1~C 4alkyl, C 1~C 4alkyl amido ,-NO 2or SO 3m 4, X 1for Cl or F, M 1~M 4independent separately is H, Na or K;
In formula (II):
In formula (II), X 2for Cl or F, R 4for H or C 1~C 4alkyl, R 5for CH 2sO 3m 7,-COOM 8or-CONH 2; M 5~M 8independent separately is H, Na or K.
Preferably, based on described component A and B component, the quality percentage composition of component A is 40~99%, and the quality percentage composition of B component is 1~60%.
More preferred, based on described component A and B component, the quality percentage composition of component A is 50~99%, and the quality percentage composition of B component is 1~50%.
The dye composition of described formula (I) and formula (II), sulfonic acid that can be free or the form of sulfonate exist, and preferably the form with sulfonate exists, and described salt can be an alkali metal salt, is particularly preferably sodium salt.The dyestuff of formula (I) and formula (II) is the known dye monomer, maybe can be synthetic by mode well known to those skilled in the art, or with reference to the method described in patent DE3702620, JP59155465 or similarly method preparation.
Described active scarlet dye composition also can be comprised of component A, B component and auxiliary agent, and described auxiliary agent is one of following or two or more mixture wherein: Dispersant MF, dispersing agent NNO, sulfonated lignin, pH buffer reagent, dust-proofing agent, thickening material, stablizer, mould inhibitor.Concrete auxiliary agent kind those of ordinary skills can be selected according to general knowledge.
The large red reactive dyestuffs that utilize active scarlet dye composition of the present invention to make, can the form with solid or liquid preparation exist by this area usual manner, when existing with the solid preparation form, usually can comprise for the water-soluble dye electrolytic salt of reactive dyestuffs particularly, as sodium-chlor, Repone K and sodium sulfate, and can further comprise the auxiliary agent be generally used in commercially available dyestuff, as Dispersant MF, dispersing agent NNO, sulfonated lignin, the pH buffer reagent is as sodium acetate, sodium bicarbonate, SODIUM PHOSPHATE, MONOBASIC, and dust-proofing agent etc.; When existing with the liquid preparation form, can comprise thickening material commonly used, stablizer and mould inhibitor etc.Stating auxiliary can add separately, but also the multiple combination of arbitrary proportion adds, auxiliary be well known to the skilled person for being added into the kind of reactive dyestuffs.
In the solid preparation form, powder or the particle form to comprise electrolytic salt, can comprise auxiliary agent usually, also can not comprise auxiliary agent and in use add auxiliary agent again.With respect to this solid preparation, the quality percentage composition of the mixture of dye monomer compound can be 15~95%.
In the liquid preparation form, with respect to this liquid preparation, the quality percentage composition of the mixture of dye monomer compound can be 5~55%.
Wherein, component A is preferably one of following or two or more mixture wherein:
Figure BDA0000022833720000041
Figure BDA0000022833720000051
B component is preferably one of following or two or more mixture wherein:
Figure BDA0000022833720000062
Preferably, described component A is compound (I-1), and B component is compound (II-1); Based on described component A and B component, the quality percentage composition of component A is 50~99%, and the quality percentage composition of B component is 1~50%;
Bright red dye composition of the present invention, can prepare by conventional methods, for example, by synthetic liquid dyes monomer A, dye monomer B, perhaps liquid dyes monomer A, dye monomer B and auxiliary agent are allocated in proportion, be uniformly mixed to even and obtain aqueous goods, or further dry powdery or the granular product of obtaining; Or directly by solid-state as powdery or granular dye monomer A, dye monomer B, or further add after auxiliary agent and carry out mechanically mixing according to said ratio and form.
Dye composition A of the present invention and compd B compatibleness are good, avidity, dye uptake, degree of fixation and enhancing to fiber approach, level-dyeing property is good, be applicable to the nitrogenous and printing and dyeing hydroxyl filamentary material, the printing and dyeing of concrete printing and dyeing, particularly cotton fabric as fabrics such as cotton, fiber crops, silk, leather, wools.
While adopting the above-mentioned filamentary material of active dye printing of the present invention, can carry out in accordance with known reactive dyes dyeing method, as reactive dyestuffs in exhaustion staining commonly used, pad dyeing staining and printing method, described exhaust dyeing be by textile impregnation in dye liquor, make dyestuff go up gradually the method for dyeing and weaving thing, usually need dyed-fixation-washing-soap boiling-washing-dehydration-operations such as oven dry.Described pad dyeing dyeing be first textile impregnation in dye liquor, then make fabric pass through roll, dye liquor evenly is rolled into to fabric, the dyeing process of processing through decatize or hot melt etc. again, usually need be through the operation such as pad dye liquor-oven dry-(padding fixation liquid)-decatize or bake-wash-soap-wash.Stamp is as imitative wax seal flower and automatization stamp, and imitative wax seal flower is to adopt the direct printing mode to obtain the wax seal style on fabric, usually needs stamp (oven dry)-decatize-open washing (oven dry)-tentering (starching)-operations such as calendering.
Beneficial effect of the present invention is mainly reflected in: compared to existing homochromy dyestuff, active scarlet dye of the present invention demonstrates good enhancing and moisture resistance properties, as good as washable, sun-resistant, rub resistance, perspiration resistance and the colour fastness of anti-the chlorine water, particularly calico staining fastness performance is outstanding, and do not contain the carcinogenic aromatic amine component, meet environmental requirement.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further; but protection scope of the present invention is not limited in this, (compound of describing as formula in embodiment is expressed as the form of its sodium salt, because it usually prepares and separate with the form of salt particular certain cancers or sylvite.):
Embodiment 1:
By the B component shown in the component A shown in 70 gram formulas (I-1), 30 gram formulas (II-1), 10 gram Sodium sulfate anhydrous.min(99), 5 gram sodium lignosulfonates carry out dry powder blend at tempering tank, or dry after common the dissolving, obtain reactive dyestuffs of the present invention, this dyestuff can offer the good large red tone of the every fastness ability of fabric.
Embodiment 2~13
According to the described method of embodiment 1, different is structure and the weight proportion of component A, B component in employing table 1, in addition, the add-on of Sodium sulfate anhydrous.min(99) is 25 grams, carry out Mixed Pinyin, can obtain reactive dyestuffs of the present invention equally, this dyestuff can offer the good large red tone of the every fastness ability of fabric.
Table 1
Embodiment Component A B component Weight (g) A: B
2 (I-1) (II-2) 90∶10
3 (I-1) (II-3) 95∶5
4 (I-2) (II-4) 85∶15
5 (I-3) (II-5) 80∶20
6 (I-4) (II-5)+(II-6) 75∶(10+15)
7 (I-5)+(I-6) (II-6) (35+35)∶30
8 (I-7) (II-3) 60∶40
9 (I-8) (II-3) 55∶45
10 (I-10) (II-5) 50∶50
11 (I-1)+(I-9) (II-4) (40+40)∶20
12 (I-11) (II-1)+(II-2) 70∶(15+15)
13 (I-1) (II-1) 82∶18
Embodiment 14: dyeing
At 60 ℃, 100 gram cotton fabrics are added in the dye bath of the reactive dyestuffs that obtain according to embodiment 1~13 containing 1500 gram 45g/L sodium-chlor and 2 grams.At this temperature, dyeing, after 45 minutes, adds the sodium carbonate solution of 20g/L, keeps this temperature to dye 45 minutes again.Then, rinse product dyed thereby, soap 15 minutes with nonionic detergent, post rinse is also dry.Test its colour fasteness to sunlight >=5~6 grade, water-fastness colour fastness >=4~5 grade, colour fastness to rubbing (wet rubbing) >=4 grades, colour fastness to perspiration >=4~5 grade by definite method in ISO 105-B02, ISO105-CO3, ISO 105 * 12 and ISO 105-E04 respectively.
Embodiment 16: stamp
By rapid stirring, the reactive dyestuffs that respectively 4 grams obtained according to embodiment 1~13 add in 100 grams (the sodium alginate thickening material that contains 50 grams 5%, 28 gram water, 20 gram urea, 1 gram this sodium sulfonate of m-nitro and 1 gram sodium carbonate) magma, the printing paste according to said method made carries out stamp to cotton fabric, dry, then use the saturated vapor decatize 3~10 minutes of 102~105 ℃, then rinsing, as needs can be soaped under boiling, rinsing dry again.Adopt testing method and grading standard in the international standard offices such as ISO 105-B02, ISO105-C03, ISO 105x12, ISO 105-E04 and ISO 105-E03, record large red reactive dyestuffs results of property of the present invention as follows:
Sunlight fastness: hernia lamp, >=5~6 grades
Washing fastness: fade >=4~5 grades, staining >=4~5 grade
Fastness to rubbing: unlubricated friction >=4~5 grade, wet rubbing >=4 grades
Fastness to perspiration: acidic conditions, fade >=4~5 grades, staining >=4~5 grade
Alkaline condition, fade >=4~5 grades, staining >=4~5 grade
Fastness to chlorinated water: 20ppm, 5 grades; 50ppm, >=4~5 grades.
From above-mentioned effect, large red reactive dyestuffs of the present invention, during for printed fabrics, colour fastness excellence, particularly calico staining fastness and the fastness properties of anti-the chlorine water are outstanding.

Claims (7)

1. an active scarlet dye composition, it is main that by one or more structures, the component A as shown in formula I forms with the B component of one or more structures as shown in formula II, based on described component A and B component, the quality percentage composition of component A is 1~99%, and the quality percentage composition of B component is 1~99%;
In formula I:
R 1for H, SO 3m 3, Cl or-NO 2, R 2for H or C 1~C 4alkyl, R 3for H, C 1~C 4alkyl, C 1~C 4alkyl amido ,-NO 2or SO 3m 4, X 1for Cl or F, M 1~M 4independent separately is H, Na or K;
Perhaps, the formula I structural formula is as follows:
Figure FDA00003608294300013
Figure FDA00003608294300021
In formula II:
X 2for Cl or F, R 4for H or C 1~C 4alkyl, R 5for CH 2sO 3m 7,-COOM 8or-CONH 2; M 5~M 8independent separately is H, Na or K;
Perhaps, the formula II structural formula is:
Figure FDA00003608294300022
2. active scarlet dye composition as claimed in claim 1, it is characterized in that: based on described component A and B component, the quality percentage composition of component A is 40~99%, and the quality percentage composition of B component is 1~60%.
3. active scarlet dye composition as claimed in claim 2, it is characterized in that: based on described component A and B component, the quality percentage composition of component A is 50~99%, and the quality percentage composition of B component is 1~50%.
4. active scarlet dye composition as claimed in claim 1, it is characterized in that described active scarlet dye composition is comprised of component A, B component and auxiliary agent, described auxiliary agent is one of following or two or more mixture wherein: Dispersant MF, dispersing agent NNO, sulfonated lignin, pH buffer reagent, dust-proofing agent, thickening material, stablizer, mould inhibitor.
5. active scarlet dye composition as described as one of claim 1~4 is characterized in that component A is one of following or two or more mixture wherein:
Figure FDA00003608294300031
Figure FDA00003608294300033
Figure FDA00003608294300034
Figure FDA00003608294300035
Figure FDA00003608294300041
Figure FDA00003608294300042
Figure FDA00003608294300043
Figure FDA00003608294300044
Figure FDA00003608294300045
Figure FDA00003608294300051
6. active scarlet dye composition as described as one of claim 1~4 is characterized in that B component is one of following or two or more mixture wherein:
Figure FDA00003608294300052
Figure FDA00003608294300053
Figure FDA00003608294300054
Figure FDA00003608294300055
Figure FDA00003608294300061
7. active scarlet dye composition as claimed in claim 1, it is characterized in that: described component A is compound (I-1), B component is compound (II-1); Based on described component A and B component, the quality percentage composition of component A is 50~99%, and the quality percentage composition of B component is 1~50%;
Figure FDA00003608294300062
Figure FDA00003608294300063
CN2010102125728A 2010-06-29 2010-06-29 Active scarlet dye composition Expired - Fee Related CN101880475B (en)

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CN102031019B (en) * 2010-11-19 2013-05-15 无锡润新染料有限公司 Novel compound activity printing red dye and cleaning production process
CN102127308A (en) * 2010-12-29 2011-07-20 黄山普米特新材料有限公司 Read active dye and preparation method thereof
CN103554976A (en) * 2013-09-29 2014-02-05 天津德凯化工股份有限公司 Red reactive dye and preparation method thereof

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CN101565560A (en) * 2009-04-14 2009-10-28 丽源(湖北)科技有限公司 Red reactive dye mixture and preparation and application thereof
CN101624478A (en) * 2008-07-09 2010-01-13 上海雅运纺织化工有限公司 Red reactive dye composition and application thereof
CN101633795A (en) * 2009-08-17 2010-01-27 浙江劲光化工有限公司 Composite active red dye

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Publication number Priority date Publication date Assignee Title
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Patent Citations (4)

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Publication number Priority date Publication date Assignee Title
CN101463191A (en) * 2007-12-18 2009-06-24 上海雅运精细化工有限公司 Red reactive dye composition and application thereof
CN101624478A (en) * 2008-07-09 2010-01-13 上海雅运纺织化工有限公司 Red reactive dye composition and application thereof
CN101565560A (en) * 2009-04-14 2009-10-28 丽源(湖北)科技有限公司 Red reactive dye mixture and preparation and application thereof
CN101633795A (en) * 2009-08-17 2010-01-27 浙江劲光化工有限公司 Composite active red dye

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