CN103613953A - Disperse blue dye composition, disperse dye, and preparation method and application of disperse dye - Google Patents

Disperse blue dye composition, disperse dye, and preparation method and application of disperse dye Download PDF

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CN103613953A
CN103613953A CN201310557910.5A CN201310557910A CN103613953A CN 103613953 A CN103613953 A CN 103613953A CN 201310557910 A CN201310557910 A CN 201310557910A CN 103613953 A CN103613953 A CN 103613953A
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dye
component
disperse
disperse dye
dye composition
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CN103613953B (en
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金永辉
阮国涛
阮建法
高国新
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ZHEJIANG CHANGZHENG CHEMICAL INDUSTRY Co Ltd
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ZHEJIANG CHANGZHENG CHEMICAL INDUSTRY Co Ltd
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Abstract

The invention discloses a disperse blue dye composition, mainly comprising a component A and a component B, wherein the component A is at least one of compounds shown by a formula (I), and the component B is a compound shown by a formula (II). The invention also discloses a disperse dye comprising the dye composition and a preparation method and an application of the disperse dye. The disperse dye disclosed by the invention has the advantages of bright color, good deep dyeing property, high strength, good lifting power, good sublimation fastness, excellent fastness to saliva and the like; in particular, the disperse dye has a good printing effect; the printed fabric is clear in outline, thick and bright in color, and better than an expensive C.I. disperse blue 60 dye finished product in dyeing intensity; as a result, the usage amount of the dye can be greatly saved and the dyeing cost also can be saved.

Description

Disperse dye composition, dispersed dye, preparation method and application
Technical field
The invention belongs to organic dye chemical technology field, specifically relate to a kind of disperse dye composition, dispersed dye, preparation method and application.
Background technology
Well-known C.I. Disperse Blue-60, gorgeous with its coloured light, every fastness is good dyestuff performance all, obtain the approval of printing and dyeing enterprise, but its price is higher, and depth is general, can only be with dying light color and luster, during stamp, color and luster is too shallow, substantially can not be for stamp.And along with increasing of dye dosage, every fastness synchronously declines, and how overcoming these weakness, improve the use range of overall performance and the expansion dyestuff of dyestuff, is an important research project as dye industry.
For solving the problems of the technologies described above, application number is that the patent documentation of CN 201110457474.5 discloses a kind of blue disperse dye, described blue disperse dye is mainly composed of the following components: the dye monomer A as shown in the formula (I) of 5-25 mass parts, the dye monomer B as shown in the formula (II) of 1-5 mass parts, the dye monomer C as shown in the formula (III) of 1-5 mass parts, 0.5-5 mass parts suc as formula the dye monomer D shown in (IV), can also add auxiliary agent.These dispersed dye are applicable to dye polyester material, dyeing and stamp, high temperature pad-dry-cure dyeing performance is splendid, fastness excellent property, as all good in sunlight fastness, fastness to sublimation, wash resistant fastness, also better than commercially available some performance of finished product dyestuff C.I. Disperse Blue-56.
Figure BDA0000411001590000021
But the sublimation fastness of above-mentioned dispersed dye, washing fastness and printing performance, still cannot meet customer requirement.
Summary of the invention
The invention provides that a kind of coloured light is gorgeous, depth good, the equal good and higher disperse dye composition of cost performance of every fastness, be mainly used in dyeing and the stamp of terylene and BLENDED FABRIC thereof, be specially adapted to the direct printing of terylene and BLENDED FABRIC thereof.
A disperse dye composition, mainly comprises component A and B component, and wherein, component A is at least one in compound shown in formula (I):
Figure BDA0000411001590000031
R in formula (1) is C 1-C 4alkyl or-C 3h 6oC 4h 9,-C 3h 6oC 2h 5,-C 3h 6oC 3h 7,-C 3h 6oCH 3.
For reducing costs, as preferably, the compound shown in described formula (I) is:
Figure BDA0000411001590000032
Figure BDA0000411001590000041
Described B component is the compound shown in following formula (II):
Figure BDA0000411001590000042
As preferably, in disperse dye composition of the present invention, the weight percent content of described component A is 70~99.5%, and the weight percent content of described B component is 0.5~30%; While selecting the dye composite of this composition, after dye printing and dyeing, clear-cut, beautiful in colour, depth good, and every dyestuff fastness is all better.As further preferred, the weight percent content of described component A is 85~99%, and the weight percent content of described B component is 1~15%, and while selecting the dye composite of this composition, the synchronism of dyestuff, compatibleness are more outstanding.
As preferably, described component A is C.I. Disperse Blue-60 (being compound (I-5)).Component A selects C.I. Disperse Blue-60, is common dyes, and synthesis technique is more ripe relatively, uses more convenient.When the weight percent content of described component A is 70~98%, staining power is up to more than 130%, far away higher than the staining power (100%) of monogenetic dyestuff C.I. Disperse Blue-60.
The present invention also provides a kind of dispersed blue dye, and it is comprised of disperse dye composition of the present invention and auxiliary material.
Disperse dye composition of the present invention, generally need to add auxiliary material during application, makes dispersed blue dye.Described auxiliary material comprises auxiliary agent and water etc.Auxiliary agent is dispersed dye conventional dispersion agent, diffusant, sodium sulfate and tensio-active agents thereof etc. when composite.Preferably include one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (xylogen 85A, 83A), Sodium sulfate anhydrous.min(99) etc.Conventionally, auxiliary agent is 0.3-6:1 with the ratio of the weight of dye composite.
Dispersed blue dye of the present invention can be prepared with following methods: dispersed blue dye of the present invention can be prepared with following methods: each wherein contained dye composition is prepared after dye composite according to the specified ratio, under the existence of auxiliary material, carry out abrasive particles, and it is dry to spray as required; Or each dye composition is carried out respectively to abrasive particles under the existence of auxiliary material, and then ratio is according to the rules mixed, and it is dry to spray as required.Above-mentioned dye composition all can adopt commercially available prod.
Dispersed blue dye of the present invention, can be aqueous, paste after corpusculed, after spraying is dry, can be powdery, particulate state.
The invention also discloses this dyestuff for the dyeing of fabric and the purposes of stamp aspect.Described fabric is preferably polyster fibre and BLENDED FABRIC thereof.Described fabric is preferably applicable to the direct printing of terylene and BLENDED FABRIC thereof.
The advantage such as dispersed dye of the present invention have that coloured light is gorgeous, depth good, intensity is high, lifting force, sublimation fastness, resistance to saliva fastness are good, particularly clear-cut during stamp, color and luster is dense and gorgeous; Compare with expensive C.I. Disperse Blue-60 dyestuff commodity, staining power is better, can greatly save dyestuff usage quantity, saves dyeing cost.
Embodiment
Below in conjunction with embodiment, the invention will be further described, but protection scope of the present invention is not limited to this.
In an embodiment, component A of the present invention, B component add after water blending by certain proportioning and condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (xylogen 85A, 83A), with sand milling, carry out grinding distribution and make slurry, or it is dry further to spray, and makes dye composite.
Formula (I), (II) compound are buied or are prepared by following methods on market.
The preparation method of structural formula (I-1): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with methylamine condensation.
The preparation method of structural formula (I-2): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with ethamine condensation.
The preparation method of structural formula (I-3): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with propylamine condensation.
The preparation method of structural formula (I-4): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with Isopropylamine condensation.
Structural formula (I-5) is C.I. Disperse Blue-60.
The preparation method of structural formula (I-6): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with the condensation of γ-ethoxy propylamine.
The preparation method of structural formula (I-7): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with the condensation of γ-propoxypropylamine.
The preparation method of structural formula (I-8): the chlorination of Isosorbide-5-Nitrae-diamino-anthraquinone, sulfonation, cyaniding, dehydration closed-loop, then with the condensation of γ-butoxy propyl amine.
Above-mentioned preparation method can be the patent documentation embodiment part that CN 201010142513.8, denomination of invention are " preparation method of a kind of Disperse Blue-60 and homologue thereof " referring to number of patent application.
Formula (II) is C.I. EX-SF DISPERSE BLUE EX-SF 300 354.
Embodiment 1-9
According to the component shown in table 1 and content, the dye composite making, auxiliary agent mixes with water, grinds, and spraying is dry, makes composite disperse dye.
Biao1(unit: gram)
Figure BDA0000411001590000071
Comparative example:
Comparative sample 1 is C.I. Disperse Blue-60 #.
Take prepared dispersed dye and comparative sample 1 in embodiment 1-9, the dispersed dye that preparation concentration is 100g/l, all the other add printing gum and water, making beating, stamp, oven dry, fixation, washing, sizing, make sealization textiles, according to GB/T6688-2008 standard, survey its relative intensity, detected result is as table 2:
Biao2(unit: gram)
Embodiment Intensity %
1 107.5
2 115.2
3 130.4
4 145.8
5 169.3
6 193.2
7 200.9
8 211.9
9 215.8
Comparative example 1 100
From the intensity data of table 2, can find out, the staining power of the dye composite that embodiment 1-9 prepares is than comparative sample 1 height, also illustrated under identical dye level simultaneously, the dye composite that embodiment 1-9 prepares can greatly reduce dye dosage, improves the cost performance of dispersed dye.
Embodiment 10-20
According to the component shown in table 3 and content, the dye composite making, auxiliary agent mixes with water, grinds, and spraying is dry, makes composite disperse dye.
Biao3(unit: gram)
Figure BDA0000411001590000081
Figure BDA0000411001590000091
Comparative sample 2: it is the component in CN201110457474.5 that compound in embodiment 1 is replaced to the patent No., and auxiliary agent is constant.
Take prepared dispersed dye and comparative sample 1 and comparative sample 2 in embodiment 10-20, the dispersed dye of configuration 50g/l, 100g/l, 150g/l, all the other add printing gum and water, making beating, stamp, oven dry, fixation, washing, sizing, make sealization textiles, according to GB/T2397-2012, GB/T5718-1997, GB/T18886-2002 standard, survey its lifting force, sublimation fastness, resistance to saliva fastness, detected result is as table 4:
Biao4(unit: level)
Embodiment Lifting force Sublimation fastness Resistance to saliva fastness Washing fastness Printing quality
10 B 3-4 5 5 Good
11 A-B 3-4 5 5 Good
12 A-B 3-4 5 5 Good
13 A 4 5 5 Good
14 A 4 5 5 Good
15 A 4 5 5 Good
16 A 4 5 5 Good
17 A 4 5 5 Good
18 A 4 5 5 Good
19 A 4 5 5 Good
20 A 4 5 5 Good
Comparative example 1 D 3-4 4-5 5 Poor
Comparative example 2 B 3 4-5 4 Generally
As shown in Table 4, the staining power of the dye composite being prepared by the inventive method, lifting force, sublimation fastness and resistance to saliva fastness are all better than C.I. Disperse Blue-60 # and comparative sample 2, and particularly printing quality is superior.

Claims (13)

1. a disperse dye composition, is characterized in that, mainly comprises component A and B component, and wherein, component A is at least one in compound shown in formula (I):
R in formula (1) is C 1-C 4alkyl ,-C 3h 6oC 4h 9,-C 3h 6oC 2h 5,-C 3h 6oC 3h 7,-C 3h 6oCH 3;
B component is the compound shown in following formula (II):
Figure FDA0000411001580000012
2. disperse dye composition according to claim 1, is characterized in that, the compound shown in described formula (I) is:
3. disperse dye composition according to claim 1 and 2, is characterized in that, the weight percent content of described component A is 70~99.5%, and the weight percent content of described B component is 0.5~30%.
4. disperse dye composition according to claim 1 and 2, is characterized in that, the weight percent content of described component A is 85~99%, and the weight percent content of described B component is 1~15%.
5. disperse dye composition according to claim 1 and 2, is characterized in that, described component A is C.I. Disperse Blue-60.
6. disperse dye composition according to claim 5, is characterized in that, the weight percent content of described component A is 70~98%.
7. a dispersed blue dye, is characterized in that, it is comprised of disperse dye composition claimed in claim 1 and auxiliary material.
8. dispersed blue dye according to claim 7, is characterized in that, described auxiliary material comprises auxiliary agent and water.
9. dispersed blue dye according to claim 8, is characterized in that, described auxiliary agent is 0.3~6:1 with the ratio of the weight of dye composite.
10. a preparation method for dispersed blue dye described in the arbitrary claim of claim 7~9, comprising: each dye component is prepared after composite dye composition according to the specified ratio, carried out abrasive particles under the existence of auxiliary material, optionally spray dry; Or each dye composition is carried out respectively to abrasive particles under the existence of auxiliary material, and then ratio is according to the rules mixed, optionally spray dry.
11. 1 kinds of disperse dye compositions are used for the dyeing of fabric and the application method of stamp aspect, it is characterized in that, described disperse dye composition is disperse dye composition claimed in claim 1.
12. disperse dye compositions according to claim 11 are used for the dyeing of fabric and the application method of stamp aspect, it is characterized in that, described fabric is polyster fibre and BLENDED FABRIC thereof.
13. disperse dye compositions according to claim 11 are used for the dyeing of fabric and the application method of stamp aspect, it is characterized in that, described application method is the direct printing for polyster fibre and BLENDED FABRIC thereof.
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Cited By (8)

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Publication number Priority date Publication date Assignee Title
CN104119697A (en) * 2014-06-30 2014-10-29 浙江龙盛集团股份有限公司 Disperse sapphire blue dye composition, dye product and application of dye product
CN104212199A (en) * 2014-08-20 2014-12-17 张家港互益染整有限公司 Disperse environment-friendly dye
CN105131650A (en) * 2015-07-31 2015-12-09 杭州福莱蒽特精细化工有限公司 Dispersed sapphire blue dye composition with high dyeing degree
CN105647236A (en) * 2016-01-29 2016-06-08 浙江山川科技股份有限公司 Coloring agent for dyeing and printing of polyester fabric and production technology thereof
JP2018178039A (en) * 2017-04-20 2018-11-15 日本化薬株式会社 Blue dye composition
CN111718599A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718602A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718600A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product

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CN1483765A (en) * 2002-07-29 2004-03-24 ����־��˹���֯Ʒ��Ⱦ�����Ϲ�˾ Non-azo disperse dye mixture
CN102558908A (en) * 2011-12-31 2012-07-11 浙江博澳染料工业有限公司 Compound high-strength disperse dye

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JPH1053718A (en) * 1996-08-12 1998-02-24 Sumitomo Chem Co Ltd Disperse dye composition and method for coloring hydrophobic material therewith
CN1483765A (en) * 2002-07-29 2004-03-24 ����־��˹���֯Ʒ��Ⱦ�����Ϲ�˾ Non-azo disperse dye mixture
CN102558908A (en) * 2011-12-31 2012-07-11 浙江博澳染料工业有限公司 Compound high-strength disperse dye

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104119697A (en) * 2014-06-30 2014-10-29 浙江龙盛集团股份有限公司 Disperse sapphire blue dye composition, dye product and application of dye product
CN104119697B (en) * 2014-06-30 2017-01-04 浙江龙盛集团股份有限公司 The sapphire blue dye composite of a kind of dispersion, dye preparations and application thereof
CN104212199A (en) * 2014-08-20 2014-12-17 张家港互益染整有限公司 Disperse environment-friendly dye
CN104212199B (en) * 2014-08-20 2016-05-18 张家港互益染整有限公司 A kind of Disperse Green dyestuff
CN105131650A (en) * 2015-07-31 2015-12-09 杭州福莱蒽特精细化工有限公司 Dispersed sapphire blue dye composition with high dyeing degree
CN105647236A (en) * 2016-01-29 2016-06-08 浙江山川科技股份有限公司 Coloring agent for dyeing and printing of polyester fabric and production technology thereof
JP2018178039A (en) * 2017-04-20 2018-11-15 日本化薬株式会社 Blue dye composition
JP7084089B2 (en) 2017-04-20 2022-06-14 日本化薬株式会社 Blue dye composition
CN111718599A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718602A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718600A (en) * 2020-06-30 2020-09-29 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718600B (en) * 2020-06-30 2021-10-08 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718602B (en) * 2020-06-30 2021-10-08 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product
CN111718599B (en) * 2020-06-30 2021-10-08 浙江龙盛集团股份有限公司 Disperse turquoise blue dye composition and dye product

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