CN1861698A - Dispersion blue dye composition - Google Patents

Dispersion blue dye composition Download PDF

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Publication number
CN1861698A
CN1861698A CN 200610051792 CN200610051792A CN1861698A CN 1861698 A CN1861698 A CN 1861698A CN 200610051792 CN200610051792 CN 200610051792 CN 200610051792 A CN200610051792 A CN 200610051792A CN 1861698 A CN1861698 A CN 1861698A
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Prior art keywords
dyestuff
grades
dye composition
formula
disperse dye
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CN 200610051792
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CN100415835C (en
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阮伟祥
张云保
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Zhejiang Longsheng Group Co Ltd
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Zhejiang Longsheng Group Co Ltd
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Abstract

A dispersed blue dyestuff compound is made up of the one or a few dyestuff A, one or few dyestuff B, one or a few dyestuff C and the assistant which the weight percent of the A is 30-90%, the B is 5-50%, the C is 1-40%. The Dacron fiber material dying by the dyestuff has the good pile-on properties, so the dying fabric has the good color, dispersibility and sun proof, wash resistance, sweat resistance.

Description

A kind of disperse dye composition
(1) technical field
The present invention relates to a kind of disperse dye composition, relate in particular to the disperse dye composition that a kind of dyeing polyester materials is used.
(2) background technology
C.I. Disperse Blue-56 is one of most important blue disperse dye admittedly in the world wide, and it can offer polyester and the extremely bright ruddiness blueness of polyester BLENDED FABRIC, and the sun-proof excellent property.But the anthraquinone dyes as representative is undesirable because of its tinctorial strength, and the dyeing cost improves when dying dark color thereby make, and polluting increases.In addition, aspect level-dyeing property, also be weak.Along with the fast development of the new fiber of polyester in recent years, the dyeing behavior that dispersed dye had is had higher requirement.Thereby people are in order to overcome the deficiency of C.I. Disperse Blue-56, attempt adding other class dispersed blue dye and piece together mixedly, improving dyeing behavioies such as lifting force, level-dyeing property, and reduce the dyeing cost.In Japanese Patent JP10-077425, JP11-158402, JP11-158403, disclose in succession and utilized azobenzene dyestuff and benzoquinones/anthraquinone dye compound, the composite dye that obtains all has raising in various degree at aspects such as lifting force, circulation ratio, level-dyeing properties, patent JP10-88049 also discloses the blue compound of multiple azoic dyestuff, but when above-mentioned composite dyestuff is applied to trevira dyeing, still can't satisfy the demands fully.
(3) summary of the invention
Problems such as the lifting force of existence, level-dyeing property deficiency when using for solving C.I. Disperse Blue-56 monochrome, the invention provides a kind of disperse dye composition, when dying Polyester Fibers, depth is good, and can obtain to have that coloured light is gorgeous, the dyeing and weaving thing of premium properties such as good dispersity, sun-proof, washable, perspiration resistance.
The technical solution adopted for the present invention to solve the technical problems is: a kind of disperse dye composition, basically by one or more suc as formula the dyestuff A shown in (I), one or more suc as formula the dyestuff B shown in (II), one or more form suc as formula dyestuff C and auxiliary agent shown in (III):
Figure A20061005179200081
Wherein, R 1For-OH, R 2, R 3Independently separately be-OH or-NH 2, R wherein 2Be preferably-NH 2, R 3Be preferably-OH;
R 4For-H, halogen, replaced or unsubstituted phenyl by hydroxyl, be preferably Br or
Figure A20061005179200082
R 5Be C 1~C 4Alkyl, be preferably-CH 3Or-C 2H 5
R 6, R 7Independent separately is H or C 1~C 4Alkyl, R 6, R 7Preferably be-C 2H 5
R 8, R 9Independent separately is C 1~C 4Alkyl, preferred, R 8, R 9Independently be-CH separately 3Or-C 2H 5
R 10, R 11Independent separately is C 1~C 4Alkyl, C 1~C 4Alkoxyalkyl, preferred R 10, R 11Independently be-C separately 2H 4OCH 3Or-C 2H 4OC 2H 5
X 1For halogen or-CN, be preferably Cl or Br or-CN;
X 2Be halogen, be preferably Cl or Br.
Disperse dye composition of the present invention, based on dyestuff A, dyestuff B and dyestuff C, the weight percentage of dyestuff A is 30~90%, is preferably 40~85%; The weight percentage of dyestuff B is 5~50%, is preferably 5~45%; The weight percentage of dyestuff C is 1~40%, is preferably 5~35%.
When preparing disperse dye composition of the present invention, employed dyestuff A, dyestuff B and dyestuff C can make easily by industry technique known such as patent JP32-9089B/JP60-8245A/EP324404.With dyestuff A, dyestuff B, when dyestuff C mixes assembly, generally need to add auxiliary agent and disperse.For example that structural formula (I), (II) and structural formula (III) is represented former dyestuff carries out corpusculed with pulverizers such as sand mill or shredders after mixing by above-mentioned proportioning in the presence of auxiliary agent, water or other wetting agent; Former dyestuff that also can structural formula (I), (II) and structural formula (III) is represented carries out mixing with above-mentioned ratio after corpusculed is handled with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other wetting agent in addition.Usually, auxiliary agent is 0.8~5: 1 with the ratio of former dyestuff weight.
Described disperse dye composition, form by dyestuff A, dyestuff B, dyestuff C and auxiliary agent, based on dyestuff A, dyestuff B and dyestuff C, the weight percentage of described dyestuff A is 40~85%, the weight percentage of described dyestuff B is 5~45%, the weight percentage of described dyestuff C is 5~35%, and described auxiliary agent is 0.8~5: 1 with the ratio of dyestuff A, dyestuff B, dyestuff C weight sum.Here reach foregoing based on dyestuff A, dyestuff B and dyestuff C, the implication of the weight percentage of described dyestuff A, B, C is meant: the weight percentage of dyestuff A or B or C is that total amount with respect to dyestuff A and dyestuff B and dyestuff C is 100%, and the amount of auxiliary agent is disregarded interior.
Described auxiliary agent is dispersed dye dispersion agent, diffusants commonly used when composite, as anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly, naphthalene sulfonic acidformaldehyde condensation product such as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound such as dispersing agent CNF, sulfonated lignin such as sodium lignosulfonate (as commercial dispersants Reax 83A, Reax 85A) etc.
Further, described dyestuff A is preferably from suc as formula in the compound shown in (Ia), (Ib) one or both:
Figure A20061005179200101
Described dyestuff B is preferably from suc as formula in the compound shown in (IIa), (IIb), (IIc) one or more:
Figure A20061005179200102
Described dyestuff C is preferably from suc as formula in the compound shown in (IIIa), (IIIb), (IIIc) one or more:
Figure A20061005179200112
Disperse dye composition of the present invention particularly preferably is the combination of formula (Ia), formula (IIb), formula (IIIa).
Disperse dye composition of the present invention, the liquid state after can corpusculed, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.When dying Polyester Fibers with compound dispersed blue dye of the present invention, depth is good, and can obtain to have that coloured light is gorgeous, the dyeing and weaving thing of premium properties such as good dispersity, sun-proof, washable, perspiration resistance.
(4) embodiment
The invention will be further described below in conjunction with embodiment, but protection scope of the present invention is not limited to this.
Embodiment 1
Dyestuff A, dyestuff B, the dyestuff C of 24 gram formulas (IIIa) of 16 gram formulas (IIb), 195 sodium lignosulfonates that restrain with 60 gram formulas (Ia), after adding water and piece together mixing, grind with shredder and to disperse spraying drying, get product, this dyestuff can offer the bright-coloured blueness of fabric.
Figure A20061005179200121
Embodiment 2~14
According to the preparation method of embodiment 1, the structure of the defined dyestuff A of each substituting group, dyestuff B, dyestuff C is as shown in table 1, and described composite dye is pieced together dyestuff A, dyestuff B, dyestuff C mixed by the continuous data shown in the table 2.
Table 1
Figure A20061005179200131
C2 Br CH 3 CH 3 C 2H 4OC 2H 5 C 2H 4OC 2H 5
C3 Br C 2H 5 C 2H 5 C 2H 4OCH 3 C 2H 4OCH 3
C4 Cl CH 3 C 3H 7 C 2H 4OC 2H 5 C 2H 4OC 2H 5
C5 Cl CH 3 CH 3 C 2H 4OCH 3 C 2H 4OCH 3
C6 Cl C 2H 5 CH 3 C 2H 4OC 3H 7 C 2H 4OC 3H 7
C7 Br C 3H 7 CH 3 C 2H 5 C 2H 5
C8 Cl C 4H 9 C 2H 5 CH 3 C 3H 7
C9 Cl C 3H 7 C 3H 7 C 2H 5 C 3H 6OC 2H 5
C10 Br CH 3 CH 3 C 3H 7 CH 2OC 3H 7
Table 2
The embodiment title Each composition weight of dyestuff (gram) Auxiliary agent (gram) Pure water (gram)
Embodiment 2 A1∶B1∶C1=26∶17∶7 NNO 120 220
Embodiment 3 A2∶B2∶C3=40∶5∶5 120 220
Embodiment 4 A2∶B3∶C4=35∶10∶5 120 220
Embodiment 5 A3∶B1∶C2=30∶10∶10 MF 120 220
Embodiment 6 A3∶B3∶C5=25∶10∶15 120 220
Embodiment 7 A4∶B4∶C5=20∶15∶15 CNF 120 220
Embodiment 8 A5∶B1∶C6=28∶20∶2 120 220
Embodiment 9 A5∶B7∶C7=28∶18∶4 Reax 85A 120 220
Embodiment 10 A5∶B5∶C8=15∶25∶10 NNO 40 200
Embodiment 11 A4∶B6∶C9=40∶2.5∶7.5 MF 250 250
Embodiment 12 A3∶B8∶C10=20∶10∶20 CNF 200 280
Embodiment 13 A1∶A3∶B5∶C6=15∶15∶15∶5 Reax 83A 120 220
Embodiment 14 A4∶B1∶B3∶C5=25∶6∶18∶1 MF 160 250
Embodiment 15
Respectively getting 0.5 dispersed dye that make of gram embodiment 1~14 is dispersed in 500 ml waters, mix with 60 milliliters water after drawing 20 milliliters, transferring dye bath PH with acetic acid is 5, be warming up to 70 ℃ put into simultaneously 2 the gram trevira dye, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated 30 minutes, begin sampling when being cooled to 90 ℃.Observe sample cloth coloured light, adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, the results are shown in Table 3.
Comparative Examples 1
Get 0.5 gram C.I. Disperse Blue-56 dyestuff and repeat embodiment 11.Test result sees Table 3.
Comparative Examples 2
Get 0.5 gram C.I. Red-1 200,83 dyestuffs and repeat embodiment 11.Test result sees Table 3.
Comparative Examples 3
Get 0.5 gram C.I. Disperse Red, 301 dyestuffs and repeat embodiment 11.Test result sees Table 3.
Table 3
The embodiment title Fastness to washing (60 ℃) Fastness to rubbing Fastness to perspiration Sun-resistant fastness
Variable color Nylon staining Do Wet Acid Alkali
Embodiment 1 5 grades 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 7 grades
Embodiment 2 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 3 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 4 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 5 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 6 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 7 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 8 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 9 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 10 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 11 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 12 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 13 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 14 5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Comparative Examples 1 4~5 grades 3~4 grades 4~5 grades 4~5 grades 4 grades 4 grades 6~7 grades
Comparative Examples 2 4 grades 3~4 grades 4~5 grades 3~4 grades 4 grades 4 grades 5~6 grades
Comparative Examples 3 4~5 grades 4 grades 4~5 grades 4 grades 4 grades 4 grades 5~6 grades
Test result shows: the every fastness excellent property of dispersed blue dye mixture provided by the invention, composite effect is remarkable.

Claims (10)

1. disperse dye composition, basically by one or more suc as formula the dyestuff A shown in (I), one or more suc as formula the dyestuff B shown in (II), one or more form suc as formula dyestuff C and auxiliary agent shown in (III), based on dyestuff A, dyestuff B and dyestuff C, the weight percentage of described dyestuff A is 30~90%, the weight percentage of dyestuff B is 5~50%, and the weight percentage of dyestuff C is 1~40%:
Figure A2006100517920002C1
Wherein, R 1For-OH, R 2, R 3Independently separately be-OH or-NH 2
R 4For-H, halogen, replaced or unsubstituted phenyl by hydroxyl;
R 5Be C 1~C 4Alkyl;
R 6, R 7Independent separately is H or C 1~C 4Alkyl;
R 8, R 9Independent separately is C 1~C 4Alkyl;
R 10, R 11Independent separately is C 1~C 4Alkyl or C 1~C 4Alkoxyalkyl;
X 1For halogen or-CN;
X 2Be halogen.
2. disperse dye composition as claimed in claim 1, it is characterized in that described composition is made up of dyestuff A, dyestuff B, dyestuff C and auxiliary agent, based on dyestuff A, dyestuff B and dyestuff C, the weight percentage of described dyestuff A is 40~85%, the weight percentage of described dyestuff B is 5~45%, the weight percentage of described dyestuff C is 5~35%, and described auxiliary agent is 0.8~5: 1 with the ratio of dyestuff A, dyestuff B, dyestuff C weight sum.
3. disperse dye composition as claimed in claim 2 is characterized in that described auxiliary agent is one of following: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
4. disperse dye composition as claimed in claim 3 is characterized in that: described naphthalenesulfonateformaldehyde formaldehyde condensation is a dispersing agent NNO; Described alkyl naphthalene sulfonic acid formaldehyde condensation products is a Dispersant MF; Described benzyl naphthalene sulfonic formaldehyde condensation compound is a dispersing agent CNF; Described sulfonated lignin are sodium lignosulfonate.
5. as the described disperse dye composition of one of claim 1~4, it is characterized in that: described R 2For-NH 2, described R 3For-OH, described R 4For Br or
Figure A2006100517920003C1
6. as the described disperse dye composition of one of claim 1~4, it is characterized in that: described X 1For Cl or Br or-CN, R 5For-CH 3Or-C 2H 5, R 6, R 7Be-C 2H 5
7. as the described disperse dye composition of one of claim 1~4, it is characterized in that: described X 2Be Cl or Br, R 8, R 9Independently be-CH separately 3Or-C 2H 5, R 10, R 11Independently be-C separately 2H 4OCH 3Or-C 2H 4OC 2H 5
8. disperse dye composition as claimed in claim 7 is characterized in that: described dyestuff A is selected from suc as formula in the compound shown in (Ia), (Ib) one or both:
Described dyestuff B is selected from suc as formula in the compound shown in (IIa), (IIb), (IIc) one or more:
Figure A2006100517920004C2
Described dyestuff C is selected from suc as formula in the compound shown in (IIIa), (IIIb), (IIIc) one or more:
Figure A2006100517920005C2
9. the disperse dye composition shown in claim 8, it is characterized in that: described dyestuff A is that the compound shown in the formula (Ia), described dyestuff B are that the compound shown in the formula (IIb), described dyestuff C are the compound shown in the formula (IIIa).
10. the disperse dye composition shown in claim 8, it is characterized in that: described composition is by dyestuff A, dyestuff B, dyestuff C and auxiliary agent are formed, based on dyestuff A, dyestuff B and dyestuff C, the weight percentage of dyestuff A is 40~85%, the weight percentage of dyestuff B is 5~45%, the weight percentage of dyestuff C is 5~35%, described auxiliary agent and dyestuff A, dyestuff B, the ratio of the weight sum of dyestuff C is 0.8~5: 1, and described auxiliary agent is one of following or their arbitrary combination: dispersing agent NNO, Dispersant MF, dispersing agent CNF, sodium lignosulfonate.
CNB2006100517920A 2006-06-02 2006-06-02 Dispersion blue dye composition Expired - Fee Related CN100415835C (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127315A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 Blue disperse dye composition with high light fastness and application thereof
CN104804471A (en) * 2015-03-19 2015-07-29 江苏亚邦染料股份有限公司 Black disperse dye composition, black disperse dye and application of black disperse dye
CN106046855A (en) * 2016-06-16 2016-10-26 浙江山峪染料化工有限公司 Disperse blue dye composition
CN106084890A (en) * 2016-06-20 2016-11-09 浙江工业大学上虞研究院有限公司 A kind of azo dye composition and application thereof
CN108264780A (en) * 2017-12-31 2018-07-10 浙江龙盛化工研究有限公司 A kind of disperse dye composition and dye preparations
CN108264778A (en) * 2017-12-31 2018-07-10 浙江龙盛化工研究有限公司 A kind of disperse dye composition and dye preparations

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2901666A1 (en) * 1979-01-17 1980-07-24 Bayer Ag COLORING PROCEDURE
CN1312227C (en) * 2004-12-16 2007-04-25 浙江龙盛集团股份有限公司 Dispersed blue dye composition

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127315A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 Blue disperse dye composition with high light fastness and application thereof
CN104804471A (en) * 2015-03-19 2015-07-29 江苏亚邦染料股份有限公司 Black disperse dye composition, black disperse dye and application of black disperse dye
CN106046855A (en) * 2016-06-16 2016-10-26 浙江山峪染料化工有限公司 Disperse blue dye composition
CN106084890A (en) * 2016-06-20 2016-11-09 浙江工业大学上虞研究院有限公司 A kind of azo dye composition and application thereof
CN108264780A (en) * 2017-12-31 2018-07-10 浙江龙盛化工研究有限公司 A kind of disperse dye composition and dye preparations
CN108264778A (en) * 2017-12-31 2018-07-10 浙江龙盛化工研究有限公司 A kind of disperse dye composition and dye preparations
CN108264778B (en) * 2017-12-31 2019-11-05 浙江龙盛化工研究有限公司 A kind of disperse dye composition and dye preparations

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