CN102964875B - Red disperse dye composition - Google Patents

Red disperse dye composition Download PDF

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CN102964875B
CN102964875B CN201210542449.1A CN201210542449A CN102964875B CN 102964875 B CN102964875 B CN 102964875B CN 201210542449 A CN201210542449 A CN 201210542449A CN 102964875 B CN102964875 B CN 102964875B
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dyestuff
chemical formula
formula
massfraction
general formula
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CN102964875A (en
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朱亚伟
罗韬
郑冬松
姚雷
马红燕
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JIANGSU YABANG DYESTUFFS CO Ltd
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JIANGSU YABANG DYESTUFFS CO Ltd
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Abstract

The invention discloses a red disperse dye composition. The composition is composed of a dye disclosed as a chemical formula (I), any one or two dyes disclosed as a general formula (II), and a dispersant A, or formed by adding any one or two assistants disclosed as a general formula (III) on the basis of the previous composition. Compared with the dye disclosed as the chemical formula (I), the dye composition disclosed by the invention has obvious deeper and brighter dyeing effect, and widens the pH value adaptability of the dye.

Description

A kind of composition of red disperse dyes
Technical field
The present invention relates to fine chemistry industry, specifically relate to a kind of composition of red disperse dyes.
Background technology
Colour index number be the dispersed dye (chemical formula I as described below) of C.I. disperse red 60 because thering is special color and luster, be can not be substituted by other dispersive red dye at present.But this dyestuff adds and easily goes wrong at fabrics printing and dyeing man-hour, as more responsive to the metal ion in water quality, the soda acid adaptability of dyeing solution is poor, and dye utilization rate is lower.Therefore, effectively improve the application performance of C.I. disperse red 60, be the key technical problem of being badly in need of in the industry solution always.
The present invention is exactly the application performance deficiency for making up existing C.I. disperse red 60, and the technological improvement of a kind of commercialization of dyes carrying out.
Summary of the invention
The object of the invention is for improving the application performance of C.I. disperse red 60 commercial dye in textile printing and dyeing, and the red disperse dyes composition that a kind of dyestuff enhancing rate is high, the scope of application is wide, form and aspect are identical or close, more bright-coloured is provided, to improve the added value of dyestuff.
The technical scheme that the present invention realizes its object is: a kind of composition of red disperse dyes, and its:
1) component of described dye composite and content thereof be massfraction be 10～50% as the dyestuff of chemical formula (I), any one that what massfraction was 1～10% be selected from general formula (II) or two kinds of dyestuffs, surplus is dispersant A;
Or
2) component of described dye composite and content thereof be massfraction be 10～50% as the dyestuff of chemical formula (I), massfraction is 1～10% the mixture that is selected from any one or two kinds of dyestuffs in general formula (II), massfraction is the mixture B that is selected from any one or two kinds of auxiliary agents in general formula (III) of 0.6-12 %, and surplus is dispersant A;
Described chemical formula and general formula are:
Figure 511662DEST_PATH_IMAGE001
（I）
（II）
Figure 441758DEST_PATH_IMAGE003
（III）
Wherein, in formula (II), R 1for methyl, ethyl; R 2for ethyl, propyl group;
In formula (III), R 3for C 1-8saturated straight chain or branched-chain alkyl, 2n+m=18～35, n > 5.
In technique scheme, the present invention also advocates:
Described be selected from as the dyestuff of chemical formula (I) be 5～20: 1 with the mass ratio that is selected from any one or two kinds of dyestuffs in the dyestuff of general formula (II).
In technique scheme, the present invention also advocates, the massfraction of described agent mixture B is for being selected from chemical formula (I) dyestuff and being selected from 1～20% of general formula (II) dyestuff total amount.
In technique scheme, the present invention also advocates, described dispersant A is following a kind of or two kinds of above mixtures: (1) naphthalene sulfonic acidformaldehyde condensation product, (2) condensation compound of methyl naphthalene sulfonic acid and formaldehyde, (3) benzyl naphthalene sulfonic formaldehyde condensation compound, (4) sodium lignosulfonate.
Accompanying drawing explanation
Fig. 1 be existing as described in chemical formula I dyestuff and embodiment 1 the relatively schematic diagram of dyeing K/S value of the both compositions of red disperse dyes.
Embodiment
Embodiment 1
In sand mill, it is the dyestuff filter cake of (I) by 16Kg chemical formula, dyestuff filter cake and 82 Kg naphthalene sulfonic acidformaldehyde condensation products (dispersion agent) that 2 Kg chemical formulas are (II-a) join in the 500Kg aqueous solution, open sand mill, grind certain hour, when in mensuration dye solution, the particle diameter of solid particulate is between 0.5-3.5 μ m, stop grinding.Then the dye solution through grinding is dry on spraying type drying plant, make 100Kg and disperse deep red dry product combination dyestuff.
Figure 802332DEST_PATH_IMAGE001
（I）
Figure 518614DEST_PATH_IMAGE004
（II-a）
Embodiment 2
In sand mill, it is the dyestuff filter cake of (I) by 36Kg chemical formula, 1 Kg chemical formula is the dyestuff filter cake of (II-a), dyestuff filter cake and 61.5Kg naphthalene sulfonic acidformaldehyde condensation product dispersion agent that 1.5Kg chemical formula is (II-b) join in the 500Kg aqueous solution, open sand mill, grind certain hour, when the particle diameter of solid particulate is between 0.5-3.5 μ m in mensuration dye solution, stop grinding.Then the dye solution through grinding is dry on spraying type drying plant, make 100Kg and disperse deep red dry product combination dyestuff.
Figure 888415DEST_PATH_IMAGE001
（I）
Figure 779011DEST_PATH_IMAGE004
（II-a）
Figure 576065DEST_PATH_IMAGE005
（II-b）
Embodiment 3
In sand mill, it is the dyestuff filter cake of (I) by 16Kg chemical formula, the dyestuff filter cake that 2 Kg chemical formulas are (II-a), auxiliary agent B and the 81.1Kg naphthalene sulfonic acidformaldehyde condensation product dispersion agent that 0.9Kg chemical formula is (III-a) join in the 500Kg aqueous solution, open sand mill, grind certain hour, when in mensuration dye solution, the particle diameter of solid particulate is between 0.5-3.5 μ m, stop grinding.Then the dye solution through grinding is dry on spraying type drying plant, make 100Kg and disperse deep red dry product combination dyestuff.
Figure 247218DEST_PATH_IMAGE001
（I）
Figure 420711DEST_PATH_IMAGE004
（II-a）
Figure 431392DEST_PATH_IMAGE006
（III-a）
Embodiment 4
In sand mill, it is the dyestuff filter cake of (I) by 25Kg chemical formula, 1.5 Kg chemical formulas are the dyestuff filter cake of (II-a), 1.5Kg chemical formula is the dyestuff filter cake of (II-c), 1.2 Kg chemical formulas are the auxiliary agent of (III-a), auxiliary agent and 69.6Kg condensation compound of methyl naphthalene sulfonic acid and formaldehyde dispersion agent that 1.2 Kg chemical formulas are (III-b) join in the 500Kg aqueous solution, open sand mill, grind certain hour, when in mensuration dye solution, the particle diameter of solid particulate is between 0.5-3.5 μ m, stop grinding.Then the dye solution through grinding is dry on spraying type drying plant, make 100Kg and disperse deep red dry product combination dyestuff.
Figure 399348DEST_PATH_IMAGE001
（I）
Figure 308529DEST_PATH_IMAGE004
（II-a）
Figure 20133DEST_PATH_IMAGE007
（II-c）
Figure 885321DEST_PATH_IMAGE008
（III-a）
Figure 24178DEST_PATH_IMAGE009
（III-b）
Above-described chemical formula is chemical structural formula.
Performance test
Polyester piece good high temperature dyeing method is routinely carried out, for comparing with existing Disperse Red 3B dyestuff (C.I. disperse red 60 chemical formula (I)), dyeing condition unification is: dispersed dye 2% o.w.f, levelling agent 1g/L; bath raio 1: 60; 130 ℃ of dyeing temperatures, dyeing time 40 min, Value in Dyeing Process is that 4.5～9(acetic acid or soda ash regulate).
Disperse Red 3B dyestuff is produced by Jiangsu Yabang Dyestuffs Co., Ltd., and dye strength is 100%; For relatively unified, the dye strength of dye composite of the present invention is all adjusted into 100%.
Dyeing behavior is in the Ultrascan-XE computer colour matching instrument test of Hunter company of the U.S., and test condition is: light source is D65 light source, 10 ° of visual angles, and folding 4 layers of sample, test L*, a* and b*, get the mean value of 4 times.
Take commercially available prod Disperse Red 3B 100% as Comparison of standards sample, calculate Δ L*, Δ a*, Δ b*, Δ C*, Δ H* and Δ Ecmc by following method.Method of calculation are referring to Xiao Gang, Wang Jingguo, dyestuffs industries technology [M], Beijing, Chemical Industry Press,, 458-463 in 2004.
Adopt CIELAB colour difference formula and CMC colour difference formula to calculate, see formula (1)～formula (6).
Luminosity equation △ L*=L* sample-L* standard specimen (1)
The poor △ a*=of chromaticity a* sample-a* standard specimen (2)
△ b*=b* sample-b* standard specimen (3)
The poor △ C*=[(a* of chroma sample) 2+ (b* sample) 2] 1/2-[(a* standard specimen) 2+ (b* standard specimen) 2] 1/2(4)
Tonal difference △ H*=[(△ E*) 2-(△ L*) 2-(△ C*) 2] 1/ 2(5)
CMC aberration △ Ecmc (2:1)=[( ) 2+ ( ) 2+ (
Figure 904913DEST_PATH_IMAGE012
) 2] 1/2(6)
In formula:
△E*= [(△L*) 2+(△a*) 2+(△b*) 2] 1/ 2 (7)
SL=0.040975 × L standard specimen */[1+0.01765 × L standard specimen *] (8)
SC=0.0638 × C standard specimen */[1+0.0131 × C standard specimen *]+0.638 (9)
SH= SC×（T×f+1-f） (10)
F=[(C standard specimen *) 4/ (C standard specimen *) 4+ 1900] 1/2(11)
T=0.36+|0.4 × cos (tan (b standard specimen */a standard specimen *))+35| (12)
Acid dyeing cloth specimen take Disperse Red 3B (chemical formula (I) dyestuff) in pH value under 4.5 is contrast sample, and the coloration result of the combination dyestuff of embodiment 1 under different pH value dyeing conditions is in table 1.As shown in Table 1, combination dyestuff of the present invention has good use properties, improve the dye stability under alkaline condition, and Dry Sack deepens that (Δ L* is negative value under alkaline condition, Δ Ecmc on the occasion of), vividness obviously increases (Δ C* on the occasion of), the dyeing behavior that is the combination dyestuff of embodiment 1 is obviously better than using separately chemical formula (I) dyestuff, has increasing clearly gorgeous and increase dark effect.
Be to adopt different dye strengths 4.5 times in pH value, the dyeing behavior of the combination dyestuff of embodiment 1 and Disperse Red 3B (chemical formula (I) dyestuff) is relatively shown in accompanying drawing 1, from accompanying drawing 1, the dyeing behavior of the combination dyestuff of embodiment 1 is obviously better than using separately chemical formula (I) dyestuff, has good dyeing improving performance.
Be to adopt different dye strengths 4.5 times in pH value, the dyeing behavior of the combination dyestuff of embodiment 3 and embodiment 4 and Disperse Red 3B (chemical formula (I) dyestuff) is relatively in table 2, as shown in Table 2, it is gorgeous and increase dark effect that the combination dyestuff of embodiment 3 and embodiment 4 has increasing clearly.
The dyed color eigenwert of table 1 embodiment 1
Performance Contrast sample (pH=4.5) pH=6 pH=7 pH=8 pH=9
L* 69.47 67.02 67.95 68.62 68.18
a* 40.17 42.34 42.15 43.03 43.14
b* -6.76 -7.06 -6.67 -6.46 -6.50
ΔL* -2.45 -1.52 -0.85 -1.29
Δa* 2.17 1.98 2.86 2.97
Δb* -0.3 0.09 0.3 0.26
ΔC* 2.190 1.940 2.777 2.892
ΔH* 0.063 0.408 0.745 0.724
ΔEcmc 1.342 1.049 1.308 1.402
The dyed color eigenwert of table 2 embodiment 3 and embodiment 4
Performance Contrast sample Embodiment 3 Embodiment 4
L* 69.47 67.93 69.00
a* 40.17 41.98 42.14
b* -6.76 -7.44 -6.66
ΔL* -1.54 -0.47
Δa* 1.81 1.97
Δb* -0.68 0.1
ΔC* 1.899 1.928
ΔH* 0.362 0.416
ΔEcmc 1.034 0.880
Dyeing behavior and measure of merit result by the composition of above provided embodiment goods red disperse dyes show, the present invention has good use properties, and pH value subject range is wide, improve the dye stability under alkaline condition, compared with the chemical formula I dyestuff of independent use, it is gorgeous and increase dark effect and good dyeing improving performance that the present invention has obvious increasing, thereby increased substantially existing chemical formula as the added value of formula I dyestuff, realized original intention of the present invention.
Above the composition of a kind of red disperse dyes provided by the present invention is described in detail, applied specific case herein principle of the present invention and embodiment are set forth, the explanation of above embodiment is just for helping to understand method of the present invention and core concept thereof.It should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention, can also carry out some improvement and modification to the present invention, these improvement and modification also fall in the protection domain of the claims in the present invention.

Claims (2)

1. a composition for red disperse dyes, is characterized in that:
1) component of described dye composite and content thereof be massfraction be 10～50% as the dyestuff of chemical formula (I), any one that what massfraction was 1～10% be selected from general formula (II) or two kinds of dyestuffs, surplus is dispersion agent;
Or
2) component of described dye composite and content thereof be massfraction be 10～50% as the dyestuff of chemical formula (I), massfraction is 1～10% the mixture that is selected from any one or two kinds of dyestuffs in general formula (II), massfraction is the mixture that is selected from any one or two kinds of auxiliary agents in general formula (III) of 0.6-12 %, and surplus is dispersion agent;
Described chemical formula and general formula are:
Figure 541271DEST_PATH_IMAGE001
（I）
Figure 2012105424491100001DEST_PATH_IMAGE002
（II）
Figure DEST_PATH_IMAGE003
（III）
Wherein, in formula (II), R 1for methyl, ethyl; R 2for ethyl, propyl group;
In formula (III), R 3for C 1-8saturated straight chain or branched-chain alkyl, 2n+m=25～35, n > 5;
3) described be selected from as the dyestuff of chemical formula (I) be 5～20: 1 with the mass ratio that is selected from any one or two kinds of dyestuffs in the dyestuff of general formula (II);
4) massfraction of described agent mixture is for being selected from chemical formula (I) dyestuff and being selected from 1～20% of general formula (II) dyestuff total amount.
2. the composition of a kind of red disperse dyes as claimed in claim 1, it is characterized in that described dispersion agent is following a kind of or two kinds of above mixtures: (1) naphthalene sulfonic acidformaldehyde condensation product, (2) condensation compound of methyl naphthalene sulfonic acid and formaldehyde, (3) benzyl naphthalene sulfonic formaldehyde condensation compound, (4) sodium lignosulfonate.
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CN104945953A (en) * 2014-10-16 2015-09-30 杭州宇田科技有限公司 Alkali-resistant fast-dyeing disperse dye and preparation method thereof
CN108530947B (en) * 2018-05-29 2020-03-06 绍兴金绿洲新材料科技有限公司 Environment-friendly economical disperse red dye mixture
CN111040469A (en) * 2019-12-30 2020-04-21 浙江博澳染料工业有限公司 Disperse red dye and application thereof

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DE3819563A1 (en) * 1988-06-09 1989-12-14 Hoechst Ag MULTICOMPONENT MIXTURES OF BLUE DISPERSION AZO-PURPOSES FOR THE ADVERTISING OF SYNTHETIC FIBERS
DE3844067A1 (en) * 1988-12-28 1990-07-05 Bayer Ag MIXTURES OF DISPERSION AZO DYES
JPH05124364A (en) * 1991-10-30 1993-05-21 Dainippon Printing Co Ltd Thermal transfer sheet
JPH0762260A (en) * 1993-08-31 1995-03-07 Sumitomo Chem Co Ltd Coloring composition for hydrophobic material and coloring of hydrophobic material using the composition
TW283725B (en) * 1994-05-23 1996-08-21 Hoechst Pharm Ind Ltd
JPH09124966A (en) * 1995-10-30 1997-05-13 Daisutaa Japan Kk Blue disperse dye mixture

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