CN105111104B - Disperse dye monomer compound, disperse dye preparation and applications of disperse dye preparation - Google Patents
Disperse dye monomer compound, disperse dye preparation and applications of disperse dye preparation Download PDFInfo
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 36
- 239000000986 disperse dye Substances 0.000 title claims abstract description 31
- 239000000178 monomer Substances 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 25
- 238000004043 dyeing Methods 0.000 claims abstract description 20
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 13
- 239000000463 material Substances 0.000 claims abstract description 12
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 8
- 239000004753 textile Substances 0.000 claims abstract description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 7
- 238000007639 printing Methods 0.000 claims abstract description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 4
- 239000000975 dye Substances 0.000 claims description 55
- 239000006185 dispersion Substances 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 12
- 239000007859 condensation product Substances 0.000 claims description 9
- 239000002270 dispersing agent Substances 0.000 claims description 8
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 4
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 claims description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 3
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-UHFFFAOYSA-N 0.000 claims description 2
- 229920005610 lignin Polymers 0.000 claims 1
- 239000004744 fabric Substances 0.000 abstract description 11
- 238000000859 sublimation Methods 0.000 abstract description 7
- 230000008022 sublimation Effects 0.000 abstract description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000005859 coupling reaction Methods 0.000 description 10
- 229920000728 polyester Polymers 0.000 description 10
- 238000005406 washing Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 239000000835 fiber Substances 0.000 description 5
- 238000000967 suction filtration Methods 0.000 description 5
- 0 Cc(cc(cc1*)[N+]([O-])=O)c1N Chemical compound Cc(cc(cc1*)[N+]([O-])=O)c1N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 238000009941 weaving Methods 0.000 description 3
- KWMDHCLJYMVBNS-UHFFFAOYSA-N 2-bromo-4,6-dinitroaniline Chemical class NC1=C(Br)C=C([N+]([O-])=O)C=C1[N+]([O-])=O KWMDHCLJYMVBNS-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010017 direct printing Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 description 1
- CBCZQJLYYRPMRI-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid Chemical class C1=CC2=CC=CC=C2C(S(=O)(=O)O)=C1CC1=CC=CC=C1 CBCZQJLYYRPMRI-UHFFFAOYSA-N 0.000 description 1
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 1
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 229920004934 Dacron® Polymers 0.000 description 1
- 241001062009 Indigofera Species 0.000 description 1
- SWJZZIVUGZIVNC-UHFFFAOYSA-N NC1=C(OC)C=CC(C1)(N)C(C)=O Chemical class NC1=C(OC)C=CC(C1)(N)C(C)=O SWJZZIVUGZIVNC-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 210000004899 c-terminal region Anatomy 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010014 continuous dyeing Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- YDCHPLOFQATIDS-UHFFFAOYSA-N methyl 2-bromoacetate Chemical class COC(=O)CBr YDCHPLOFQATIDS-UHFFFAOYSA-N 0.000 description 1
- RTQPWAMKFSLHMT-UHFFFAOYSA-N n-bromo-4-nitroaniline Chemical class [O-][N+](=O)C1=CC=C(NBr)C=C1 RTQPWAMKFSLHMT-UHFFFAOYSA-N 0.000 description 1
- 238000005121 nitriding Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- VQTGUFBGYOIUFS-UHFFFAOYSA-N nitrosylsulfuric acid Chemical class OS(=O)(=O)ON=O VQTGUFBGYOIUFS-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Abstract
The present invention discloses a disperse dye monomer compound, a disperse dye preparation and applications of the disperse dye preparation, wherein the structure formula of the disperse dye monomer compound is represented by a formula (I), R1 is -NO2 or -CN, R2 and R3 are respectively and independently methyl or ethyl, R4 is C1-C4 alkyl, benzyl, or -CH2CH=CH2, R5 is C1-C4 alkyl, the disperse dye preparation comprises more than one disperse dye monomer compounds and an auxiliary agent, and a mass ratio of the disperse dye monomer compounds to the auxiliary agent is 1:0.2-5. According to the present invention, the disperse dye monomer compound and the disperse dye preparation can be used for printing and dyeing of hydrophobic textile materials, and the excellent green light blue dyed fabric with characteristics of uniform color, excellent washability, excellent sublimation resistance, high lifting force and high color fixing rate can be obtained. The formula I is defined in the specification.
Description
(1) technical field
The present invention relates to a kind of dispersion dyes monomer compound, disperse dyes preparation and its application, especially a kind of azo
Dispersion dyes monomer compound, disperse dyes preparation and its application in hydrophobic textile material printing and dyeing.
(2) background technology
In recent years, with the raising of people's quality of life, new type polyester fiber is continued to bring out, various to wash and wash blending, hand over
The characteristic fabric knitted comes out in a large number, and these high-grade clothing fabrics are put forward higher requirement to dyestuff color fastness.The dyeing of dyestuff
Fastness depends primarily on the adhesion between dyestuff and fiber, insecure if associative key between the two, great external force
Them cannot all firmly combined, color fastness 0.5 grade or so is improved into even with auxiliary agent or other accelerator, also Jing
The incessantly extraneous factor destruction such as flatiron, washing, friction.Therefore, the color fastness for making great efforts to improve product itself is even more important.Although existing
There are document CN101522816, GB909843, CN101289414 to provide a kind of new dye composition, in washing fastness and liter
Magnificent fastness aspect has preferably performance, in addition still there is the space of further improvement.
(3) content of the invention
It is an object of the invention to provide a kind of have high washing, resistance to distillation, high lifting force, high colour-fast rate and nontoxic without cause
Carcinous, safety and environmental protection dispersion dyes monomer compound, disperse dyes preparation and its answering in hydrophobic textile material printing and dyeing
With being especially suitable for polyester or its blend fabric, continuous dyeing and stamp engineering.
The technical solution used in the present invention is：
A kind of dispersion dyes monomer compound, shown in its structure such as formula (I)：
In formula (I)：
R1For-NO2Or-CN；
R2、R3Each stand alone as methyl or ethyl；
R4For C1~C4Alkyl, benzyl or-CH2CH=CH2, wherein C1~C4The preferred ethyl of alkyl；
R5For C1~C4Alkyl, preferred methyl or ethyl, more preferably methyl；
Preferably, the dispersion dyes monomer compound is one of following：
Disperse dye compound of the present invention, can be prepared using common diazotising, coupling reaction mode in industry,
Typical case is such as：
(1) by formula (II) compound in acid condition, diazotising, control weight are carried out with nitrosyl sulfuric acid or natrium nitrosum
Nitriding temperature is at -10 DEG C~10 DEG C；
(2) water and formula (III) compound stirring to pulp are added in coupling reactor；
(3) diazol obtained in step (1) is added to coupling reactor, control temperature is stirred to anti-at 0~10 DEG C
Terminal is answered, filtered, washed to neutrality, the dispersion dyes monomer compound is obtained；
In above formula (II) and formula (III), R1~R5The same formula of definition (I).
For those of ordinary skill in the art in industry, the compound of formula (II) and formula (III) is known, can be passed through
Perception method is prepared by known compound, and commercial goods may also be employed.
The invention further relates to application of the dispersion dyes monomer compound in hydrophobic textile material printing and dyeing, it should
Used time generally first makes disperse dyes preparation.
The invention provides a kind of disperse dyes preparation, the dispersion dyes monomer compound by shown in more than one formulas (I)
With auxiliary agent composition, dispersion dyes monomer compound is 1 with auxiliary agent mass ratio：0.2~5.Compound method is：Disperse dyes chemical combination
Thing carries out corpusculed in the presence of auxiliary agent, water with pulverizers such as sand mill or grinders.
Further, dye monomer is preferably one of (I -1) to (I -4) in the disperse dyes preparation.
Dispersant, diffusant, wetting agent or surfactant for commonly using when described auxiliary agent is compounded for disperse dyes etc., it is excellent
Select one of following or arbitrarily several mixture：Naphthalene sulfonic acid-formaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic acids
The anionic dispersing agents such as formaldehyde condensation products, lignosulfonates.Specifically, naphthalene sulfonic acid-formaldehyde condensation product such as dispersing agent NNO, alkyl
Naphthalene sulfonic acid-formaldehyde condensation product such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic acid-formaldehyde condensation product such as diffusant
CNF etc., lignosulfonates such as sodium lignin sulfonate (such as commercial dispersants Reax 83A, Reax 85A).
Dispersion dyes monomer compound of the present invention or disperse dyes preparation, can each other with arbitrary proportion compounding
After be applied to dyeing, also can with other dyestuffs such as the dyestuff such as disperse red, disperse orange, disperse violet, disperse yellow, disperse blue compound obtain
Splendid dark blue, black dye composition is applied to dyeing.
Disperse dyes preparation manufactured according to the present invention, can be dyeed using common dip method, pad-dyeing method, it can also be used to
Direct printing.Wherein, common dip method is such as pre-processed polyester textile, is put in dye vat and is contaminated, and dye finishes, and cold water is clear
Neutrality is washed till, is squeezed out, then carry out reduction cleaning, dried；Fabric is such as carried out dye pre-treatment by direct printing, drying, setting, in print
Disperse dyes mill base is printed on flower machine, then is evaporated, the dye fixing on fabric is made using decatize mode, finally washed, tentering
Sizing.
Using disperse dyes preparation obtained in the present invention, can be with the liquid after corpusculed, emulsifiable paste state or dry with spraying
Dry method etc. be dried after powdery, graininess supply dyeing.The dispersion dye prepared using dye monomer compound of the present invention
Material preparation is particularly well-suited to the printing and dyeing of hydrophobic textile material, including the weaving material of semi-synthetic or synthesis hydrophobic fibre blending
The dyeing of material and stamp, are particularly suited for polyester material dyeing, can obtain uniform hue, have excellent washability, splendid
The excellent greenish blue colour dyeing and weaving thing of resistance to sublimability, high lifting force and high colour-fast rate.
(4) specific embodiment
With reference to specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in
This：
Embodiment 1：
18.8g reduzates (2- amino -4- acetyl-anisidines) are put into in autoclave, 100g water, 200g acetaldehyde leads to
Enter hydrogen, be warmed up to 90 degree, 10h is incubated under 0.8MPa, lower the temperature, while 200g methyl alcohol is added, in 0-5 degree insulated and stirreds 12h,
Crystallization is filtered, and is washed with 50g methyl alcohol.Washed post-drying, obtains product a.
50.5g methyl bromoacetates are put into in 250ml containers, soda ash 11.6g, product a are warmed up to 80 DEG C, put into 5gKI,
Backflow insulation 12h.40 DEG C are cooled to, add water 100g, crystallization is filtered, and obtains crude product b, put into again in 250ml beakers, add 100g
Methyl alcohol, in 10 DEG C of insulated and stirreds 15h, crystallization is filtered, and obtains finished product b.
Finished product b is put into in 250ml containers, 100g water is put into, 13.5 grams of sodium hydroxide solution (30%) is put into, is heated up
To 100 DEG C, 20h is incubated, cools to 10 DEG C, add 200g methyl alcohol, in 0-5 degree 15h is crystallized, suction filtration is washed with 50g methyl alcohol, dried
Do to obtain finished product c.
Bromacetone 100.5g is put into in 250ml containers, 2gKI, 11.6g soda ash, product c heats up 90 DEG C, and flow back 3h, drop
Temperature adds 150 methyl alcohol to 20 DEG C, cools to 0-5 DEG C, and stirred crystallization 20h, suction filtration obtains finished product coupling component d1。
Diazotising：98% concentrated sulfuric acid 80g is added in 250ml containers, 35g nitrosyl sulfuric acids (40%) solution is added, 0-5 is cooled to
DEG C, control 3-4h adds 26.5 grams of 2,4- dinitro -6- bromanilines, and 3h is incubated after adding.
Coupling：1000g water, the 50g concentrated sulfuric acids (98%), 33g coupling component d are put into in 2L containers1, it is beaten half an hour.
In coupling component beating liquid will be added drop-wise in above-mentioned diazonium 20min.Control temperature 0-5 DEG C.Fully reaction 5-6h.Tested with circle is oozed
Detection reaction, after terminal is arrived, by material 75 DEG C is warmed up to, and is incubated 3h, and suction filtration, washing to neutrality, drying obtains dyestuff intermediate
e1。
Cyaniding：DMF80g is added in 250ml containers, 10g cuprous cyanides are added, 100 DEG C, in the middle of input dyestuff are warmed up to
Body e1.Insulation 4h, cools to 30 DEG C, and suction filtration obtains thick dyestuff, and thick dyestuff is thrown back in 250ml flasks, adds 100g water, 100g
Ammoniacal liquor, at 20-30 DEG C 15h is stirred, and suction filtration can be prepared by the dyestuff filter-cakes (λ shown in formula (I -1)max[DMF]=625nm), then
Add auxiliary agent MF, water grinding uniformly, drying and dehydrating obtains final product commercial dye, wherein, MF is 1.6 with the weight ratio of dyestuff:1, the water yield
For 2 times of auxiliary agent MF and filter cake weight sum.
Using high temperature and high pressure method dyeing polyester fabric：Take 0.5 gram of above-mentioned commercial dye to be dispersed in 500 milliliters of water, draw
Water after 40 milliliters with 60 milliliters mixes, and it is 4.5-5 to adjust dye bath PH with acetic acid, 70 DEG C is warming up to, while be put into 2 grams of woven dacrons entering
Row dyeing, 130 DEG C were warmed up in 30 minutes by 70 DEG C, were incubated 40 minutes, and dyed fabric is taken out after cooling, soaped, wash, were dried in the air
It is dry, the bright-coloured green glow indigo plant dyeing and weaving thing of form and aspect can be obtained, according to GB/T3920, GB/T5718 test its fastness to washing (fade, wash be stained with,
Cotton is stained with) up to 5 grades, sublimation reliability (180 DEG C) is up to 5 grades.
Embodiment 2：
According to the preparation method described in embodiment 1, except for the difference that, second is replaced using benzyl chloride (with reduzate equimolar amounts)
Aldehyde carries out substitution reaction with reduzate, and dyestuff intermediate e is obtained Jing after with diazo liquid coupling reaction2, then by e2Cyaniding can be obtained formula
The dye composition of (I -2), λmax[DMF]=625nm, is in greenish blue colour using high temperature and high pressure method dyeing polyester fabric, according to
GB/T3920, GB/T5718 test its fastness to washing (fade, wash be stained with, cotton is stained with) up to 5 grades, sublimation reliability (180 DEG C) is up to 5 grades.
Embodiment 3：
According to the preparation method described in embodiment 1, except for the difference that, second is replaced using acrylonitrile (with reduzate equimolar amounts)
Aldehyde carries out substitution reaction with reduzate, and dyestuff intermediate e is obtained Jing after with diazo liquid coupling reaction3, then by e3Cyaniding can be obtained formula
The dye composition of (I -3), λmax[DMF]=630nm, is in greenish blue colour using high temperature and high pressure method dyeing polyester fabric, according to
GB/T3920, GB/T5718 test its fastness to washing (fade, wash be stained with, cotton is stained with) up to 5 grades, sublimation reliability (180 DEG C) is up to 5 grades.
Embodiment 4：
According to the preparation method described in embodiment 1, except for the difference that, using the bromo- 4- nitroanilines of 2, the 6- bis- of equimolar amounts
Replace 2,4- dinitro -6- bromanilines as diazo component, dyestuff intermediate e is obtained Jing after coupling reaction4, then by e4Cyaniding can make
Obtain the dye composition of formula (I -4), λmax[DMF]=630nm, is in greenish blue colour using high temperature and high pressure method dyeing polyester fabric, is pressed
According to GB/T3920, GB/T5718 test its fastness to washing (fade, wash be stained with, cotton is stained with) up to 5 grades, (180 DEG C) of sublimation reliability reaches 4-5
Level.
Comparative example 1：
According to the method described in above-described embodiment 1, the commercialization of dyestuff and upper dye polyester fiber are carried out, with prior art
Compare, by following formula (II -1) in the dye composition of immediate following formula in the present invention (I -1) and patent CN101522816 (i.e.
Embodiment 40) and CN101289414 in following formula (III -1) (i.e. embodiment 15) carry out staining versus respectively：Compared with (II -1),
, than being higher by 0.5 grade, dye-uptake improves 3%, and degree of fixation improves about 5% for its color fastness to washing and fastness to sublimation；With (III -1)
Compare, dye-uptake improves 3%, and degree of fixation improves 3%.
Comparative example 2：
According to the method described in above-described embodiment 1, the commercialization of dyestuff and upper dye polyester fiber are carried out, with prior art
Compare, by following formula (IV -1) in the dye composition of immediate following formula in the present invention (I -2) and patent CN102816453 (i.e.
Embodiment 5) staining versus are carried out, its degree of fixation improves about 3%.
The Disperse blue dye compound provided from above-mentioned staining versus, the present invention, washable and fastness to sublimation is excellent
It is different, and compared to existing dyestuff, its degree of fixation and dye-uptake have a more substantial increase, more economical environmental protection.
Claims (10)
1. a kind of dispersion dyes monomer compound, shown in its structure such as formula (I)：
In formula (I)：
R1For-NO2Or-CN；
R2、R3Each stand alone as methyl or ethyl；
R4For C1~C4Alkyl, benzyl or-CH2CH=CH2；
R5For C1~C4Alkyl.
2. dispersion dyes monomer compound as claimed in claim 1, it is characterised in that：R4For ethyl, benzyl or-CH2CH=
CH2, R5For methyl or ethyl.
3. dispersion dyes monomer compound as claimed in claim 2, it is characterised in that：R5For methyl.
4. dispersion dyes monomer compound as claimed in claim 3, it is characterised in that：The dispersion dyes monomer compound is
It is one of following：
5. application of the dispersion dyes monomer compound as claimed in claim 1 in hydrophobic textile material printing and dyeing.
6. a kind of disperse dyes preparation, by more than one dispersion dyes monomer compounds as claimed in claim 1 and auxiliary agent group
Into dispersion dyes monomer compound is 1 with auxiliary agent mass ratio：0.2~5.
7. disperse dyes preparation as claimed in claim 6, it is characterised in that：Described auxiliary agent is one of following or arbitrarily several
Mixture：Naphthalene sulfonic acid-formaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic acid-formaldehyde condensation product, sulfomethylated lignin
Hydrochlorate.
8. disperse dyes preparation as claimed in claim 7, it is characterised in that：Described auxiliary agent is one of following or arbitrarily several
Mixture：Dispersing agent NNO, Dispersant MF, dispersing agent CNF, sodium lignin sulfonate.
9. the disperse dyes preparation as described in one of claim 6~8, it is characterised in that：The dispersion dyes monomer compound
For one of following：
10. application of the disperse dyes preparation as claimed in claim 6 in hydrophobic textile material printing and dyeing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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