CN101880474A - Orange red reactive dyestuff composition - Google Patents

Orange red reactive dyestuff composition Download PDF

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Publication number
CN101880474A
CN101880474A CN2010102125713A CN201010212571A CN101880474A CN 101880474 A CN101880474 A CN 101880474A CN 2010102125713 A CN2010102125713 A CN 2010102125713A CN 201010212571 A CN201010212571 A CN 201010212571A CN 101880474 A CN101880474 A CN 101880474A
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component
percentage composition
quality percentage
ingredients
reactive dye
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CN101880474B (en
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章建新
王晓红
邱雯
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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 orange red reactive dyestuff composition, which mainly consists of one or a plurality of ingredients A with the structure shown as a formula (1) and one or a plurality of ingredients B with the structure shown as a formula (II). On the basis of the ingredients A and the ingredients B, the mass percent of the ingredients A is between 1 and 99 percent, and the mass percent of the ingredients B is between 1 and 99 percent. The invention mainly has the advantages that compared with the existing similar color dyestuff, the orange red reactive dyestuff composition of the invention has good improvement and humidity resistance performance, such as good color fastness for washing resistance, sun resistance, friction resistance, sweat stain resistance and chlorine water resistance. Particularly, the invention has outstanding color transfer fastness performance on white cloth.

Description

A kind of orange reactive dye compositions
(1) technical field
The present invention relates to a kind of orange reactive dye compositionss 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 for energy-saving and emission-reduction and improves security of products.Along with some traditional dyestuffs, for example directly, reduction and thioxine dyes use rapidly and reduce, reactive dyestuffs are used rapidly and are enlarged, and the kind of many dark colors and strong color also extensively adopts reactive dyeing.Because reactive dye color fixing mechanism and characteristics, use reactive dyeing and stamp commonly used in the past, when particularly printing and dyeing dark heavy colour kind, painted degree of fixation, enhancing and colour fastness are not high, not only bring dyeing efficient and cost problem, 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, and is more then 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 relatively 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 orange reactive dyestuffs, dyeing and stamp that it is applicable to nitrogenous or hydroxyl filamentary material are particularly useful for imitative wax seal flower and automatization printing technology.
The technical solution used in the present invention is:
A kind of orange reactive dye compositions, mainly form suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures, 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%;
Figure BDA0000022832150000021
In the formula (I):
X 1Be C 1~C 4Alkyl or C 1~C 4Alkoxyl group, X 2Be Cl or F; R 1, R 2Independently of one another is H or C 1~C 4Alkyl; M 1~M 3Independent separately is H, Na or K.
In the formula (II):
X 3Be Cl or F; R 3Be H or C 1~C 4Alkyl; R 4Be NH 2Or NHCN; M 4~M 6Independent separately is H, Na or K.
Preferably, based on described component A and B component, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 1~70%.
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), can free sulfonic acid or the form of sulfonate exist, preferably the form with sulfonate exists, described salt can be an alkali metal salt, is preferably sodium salt especially.The dyestuff of formula (I) and formula (II) is a known dye, maybe can be synthetic by mode well known to those skilled in the art, or with reference to method described in patent JP56103248, the CZ241899 or similarly method preparation.
Described orange reactive dye compositions also can be made up of component A, B component and auxiliary agent, and described auxiliary agent is one of following or wherein two or more mixture: 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 select according to general knowledge.
The orange reactive dyestuffs that utilize orange reactive dye compositions of the present invention to make, can exist by the form of this area usual manner with solid or liquid preparation, when existing with the solid preparation form, usually can comprise and be used for the particularly electrolytic salt of reactive dyestuffs of water-soluble dye, as sodium-chlor, Repone K and sodium sulfate, and can further comprise the auxiliary agent that is generally used in the commercially available dyestuff, as Dispersant MF, dispersing agent NNO, sulfonated lignin, pH buffer reagent such as sodium acetate, sodium bicarbonate, SODIUM PHOSPHATE, MONOBASIC, and dust-proofing agent etc.; When existing, can comprise thickening material commonly used, stablizer and mould inhibitor etc. with the liquid preparation form.Stating auxiliary can add separately, but also the multiple combination of arbitrary proportion is added, and auxiliary is the kind that is used for being added into reactive dyestuffs well-known to those skilled in the art.
In the solid preparation form, usually powder or the particle form to comprise electrolytic salt can comprise auxiliary agent, also can not comprise auxiliary agent and in use adds 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 wherein two or more mixtures:
Figure BDA0000022832150000031
Figure BDA0000022832150000041
Figure BDA0000022832150000051
B component is preferably one of following or wherein two or more mixtures:
Figure BDA0000022832150000052
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%;
Orange dye composite of the present invention, can prepare by conventional methods, for example will synthesize good liquid dyes monomer A, dye monomer B, perhaps liquid dyes monomer A, dye monomer B and auxiliary agent are allocated in proportion, mix to even and get aqueous goods, or further dry powdery or the granular product of getting; Or directly with solid-state as powdery or granular dye monomer A, dye monomer B, perhaps further add and carry out mechanically mixing according to said ratio behind the auxiliary agent 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 are approaching, level-dyeing property is good, be applicable to nitrogenous and the printing and dyeing hydroxyl filamentary material, the printing and dyeing of the printing and dyeing, particularly cotton fabric of fabrics such as concrete as cotton, fiber crops, silk, leather, wool.
When adopting the above-mentioned filamentary material of active dye printing of the present invention, can abide by the known reactive dyes dyeing process carries out, as reactive dyestuffs in exhaustion staining, pad dyeing staining and printing method commonly used, described exhaust dyeing be with textile impregnation in dye liquor, make dyestuff go up the method for dyeing and weaving thing gradually, need dyed-fixation-washing-soap boiling-washing-dehydration-operations such as oven dry usually.Described pad dyeing dyeing then be earlier textile impregnation in dye liquor, make fabric pass through roll then, dye liquor evenly is rolled into fabric, the dyeing process of handling through decatize or hot melt etc. again needs usually through 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, needs stamp (oven dry)-decatize-open washing (oven dry)-tentering (starching)-operations such as calendering usually.
Beneficial effect of the present invention is mainly reflected in: compared to existing homochromy dyestuff, orange reactive dye compositions of the present invention demonstrates good enhancing and moisture resistance properties, 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.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment; (compound of describing as formula among the embodiment is expressed as the form of its sodium salt, because of it prepares and separate with the form of salt particular certain cancers or sylvite usually but protection scope of the present invention is not limited in this.):
Embodiment 1:
With the B component shown in the component A shown in the 80 gram formulas (I-1), the 20 gram formulas (II-1), 10 gram Sodium sulfate anhydrous.min(99), 5 gram sodium lignosulfonates carry out dry powder blend at tempering tank, or dissolve after drying jointly, promptly get reactive dyestuffs of the present invention, this dyestuff can offer the good orange of the every fastness ability of fabric.
Figure BDA0000022832150000071
Embodiment 2~8:
According to embodiment 1 described method, different is the structure and the weight proportion of component A, B component in the employing table 1, in addition, the add-on of Sodium sulfate anhydrous.min(99) is 25 grams, mix assembly, can obtain reactive dyestuffs of the present invention equally, this dyestuff can offer the good orange 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) ??88∶12
??6 ??(I-4) ??(II-5)+(II-6) ??78∶(10+12)
??7 ??(I-5)+(I-6) ??(II-6) ??(35+35)∶30
??8 ??(I-7) ??(II-3) ??60∶40
??9 ??(I-8) ??(II-3) ??50∶50
??10 ??(I-9) ??(II-5) ??55∶45
??11 ??(I-1)+(I-9) ??(II-4) ??(40+40)∶20
??12 ??(I-1) ??(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 that contains the reactive dyestuffs that 1500 gram 45g/L sodium-chlor and 2 grams obtain according to embodiment 1~14.After 45 minutes, add the 20g/L sodium carbonate solution in dyeing under this temperature, keep this temperature to dye again 45 minutes.Then, the flushing product dyed thereby was soaped 15 minutes with nonionic detergent, and post rinse is also dry.Test its colour fasteness to sunlight, water-fast colour fastness, colour fastness to rubbing and the colour fastness to perspiration washed by the method for determining among ISO 105-B02, ISO105-CO3, ISO 105 * 12 and the ISO 105-E04 respectively, all reach more than 4 grades.
Embodiment 16: stamp
By quick stirring, the reactive dyestuffs that 4 grams are obtained according to embodiment 1~14 add in 100 grams (contain between the sodium alginate thickening material, 28 gram water, 20 gram urea, 1 gram of 50 grams 5%-this sodium sulfonate of nitro and the 1 gram yellow soda ash) magma respectively, the printing paste that according to said method makes carries out stamp to cotton fabric, dry, use 102~105 ℃ saturated vapor decatize 3~10 minutes then, rinsing then can be soaped under boiling as needs, once more rinsing and dry.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, it is as follows to record orange reactive dyestuffs results of property of the present invention:
Sun-resistant fastness: hernia lamp, 〉=5~6 grades
Washing fastness: fade 〉=4 grades staining 〉=4~5 grade
Fastness to rubbing: unlubricated friction 〉=4~5 grade, wet rubbing 〉=3~4 grades
Fastness to perspiration: acidic conditions, fade 〉=4 grades staining 〉=4~5 grade
Alkaline condition fades 〉=4 grades, staining 〉=4~5 grade
Fastness to chlorinated water: 20ppm, 〉=4~5 grades; 50ppm, 〉=4 grades.
By above-mentioned effect as can be known, orange reactive dye compositions of the present invention, when being used for printed fabrics, colour fastness excellence, particularly calico staining fastness and the colour fastness of anti-chlorine water performance are outstanding.

Claims (7)

1. orange reactive dye compositions, mainly form suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures, 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%;
Figure FDA0000022832140000011
In the formula (I):
X 1Be C 1~C 4Alkyl or C 1~C 4Alkoxyl group, X 2Be Cl or F; R 1, R 2Independent separately is H or C 1~C 4Alkyl; M 1~M 3Independent separately is H, Na or K;
In the formula (II):
X 3Be Cl or F; R 3Be H or C 1~C 4Alkyl; R 4Be NH 2Or NHCN; M 4~M 6Independent separately is H, Na or K.
2. orange reactive dye compositions as claimed in claim 1 is characterized in that: based on described component A and B component, the quality percentage composition of component A is 30~99%, and the quality percentage composition of B component is 1~70%.
3. orange reactive dye compositions as claimed in claim 2 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. orange reactive dye compositions as claimed in claim 1, it is characterized in that described orange reactive dye compositions is made up of component A, B component and auxiliary agent, described auxiliary agent is one of following or wherein two or more mixture: Dispersant MF, dispersing agent NNO, sulfonated lignin, pH buffer reagent, dust-proofing agent, thickening material, stablizer, mould inhibitor.
5. as the described orange reactive dye compositions of one of claim 1~4, it is characterized in that component A is one of following or wherein two or more mixture:
Figure FDA0000022832140000021
6. as the described orange reactive dye compositions of one of claim 1~4, it is characterized in that B component is one of following or wherein two or more mixture:
Figure FDA0000022832140000032
7. orange reactive dye compositions as claimed in claim 1 is characterized in that: 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%;
CN2010102125713A 2010-06-29 2010-06-29 Orange red reactive dyestuff composition Expired - Fee Related CN101880474B (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
CN108148446A (en) * 2016-12-05 2018-06-12 湖北丽源科技股份有限公司 A kind of red reactive dye mixture and its application
CN109953050A (en) * 2017-12-26 2019-07-02 天津胜达瑞泰科技发展有限公司 A kind of Traditional Chinese medicine bacteriostatic composition and its application in leather dye
CN110205841A (en) * 2019-05-16 2019-09-06 中山市沃尔化工有限公司 Textile auxiliary agent Huolisu HLS formula and preparation method thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59192783A (en) * 1983-04-13 1984-11-01 住友化学工業株式会社 Cold pad batch dyeing method of cellulose fiber
CN1254735A (en) * 1998-11-11 2000-05-31 德意志戴斯达纺织品及染料两合公司 Dye mixture and its preparing process and application
CN1274734A (en) * 1999-05-19 2000-11-29 德意志戴斯达纺织品及染料两合公司 Orange and deep red mixture of reactive dyes
CN1807518A (en) * 2006-01-26 2006-07-26 浙江龙盛集团股份有限公司 Composite reactive red and its formualtion
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

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59192783A (en) * 1983-04-13 1984-11-01 住友化学工業株式会社 Cold pad batch dyeing method of cellulose fiber
CN1254735A (en) * 1998-11-11 2000-05-31 德意志戴斯达纺织品及染料两合公司 Dye mixture and its preparing process and application
CN1274734A (en) * 1999-05-19 2000-11-29 德意志戴斯达纺织品及染料两合公司 Orange and deep red mixture of reactive dyes
CN1807518A (en) * 2006-01-26 2006-07-26 浙江龙盛集团股份有限公司 Composite reactive red and its formualtion
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

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
CN108148446A (en) * 2016-12-05 2018-06-12 湖北丽源科技股份有限公司 A kind of red reactive dye mixture and its application
CN109953050A (en) * 2017-12-26 2019-07-02 天津胜达瑞泰科技发展有限公司 A kind of Traditional Chinese medicine bacteriostatic composition and its application in leather dye
CN110205841A (en) * 2019-05-16 2019-09-06 中山市沃尔化工有限公司 Textile auxiliary agent Huolisu HLS formula and preparation method thereof

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