CN108129876A - A kind of environmental protection composite dye and preparation method thereof - Google Patents
A kind of environmental protection composite dye and preparation method thereof Download PDFInfo
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- CN108129876A CN108129876A CN201810028124.9A CN201810028124A CN108129876A CN 108129876 A CN108129876 A CN 108129876A CN 201810028124 A CN201810028124 A CN 201810028124A CN 108129876 A CN108129876 A CN 108129876A
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- 239000002131 composite material Substances 0.000 title claims abstract description 48
- 238000002360 preparation method Methods 0.000 title claims abstract description 29
- 230000007613 environmental effect Effects 0.000 title claims abstract description 28
- 239000000975 dye Substances 0.000 claims abstract description 77
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000012043 crude product Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 16
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 claims abstract description 12
- 229940012189 methyl orange Drugs 0.000 claims abstract description 12
- 229920000747 poly(lactic acid) Polymers 0.000 claims abstract description 12
- 239000004626 polylactic acid Substances 0.000 claims abstract description 12
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims abstract description 12
- 239000006185 dispersion Substances 0.000 claims abstract description 11
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 11
- AUIINJJXRXMPGT-UHFFFAOYSA-K trisodium 3-hydroxy-4-[(2-hydroxy-4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].Oc1cc(c2ccccc2c1N=Nc1c(O)c(cc2cc(ccc12)S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O AUIINJJXRXMPGT-UHFFFAOYSA-K 0.000 claims abstract description 11
- FHHFNHFFCVLLHX-MDWZMJQESA-N 2-(4-methylpiperazin-1-yl)-n-[(e)-(5-nitrofuran-2-yl)methylideneamino]acetamide Chemical compound C1CN(C)CCN1CC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 FHHFNHFFCVLLHX-MDWZMJQESA-N 0.000 claims abstract description 10
- 229960005320 nifurpipone Drugs 0.000 claims abstract description 10
- 238000003801 milling Methods 0.000 claims abstract description 9
- 239000000047 product Substances 0.000 claims abstract description 9
- 239000004576 sand Substances 0.000 claims abstract description 9
- -1 glycidyl dodecyl dimethyl quaternary ammonium salts Chemical class 0.000 claims abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002270 dispersing agent Substances 0.000 claims abstract description 6
- 239000011261 inert gas Substances 0.000 claims abstract description 5
- 239000012298 atmosphere Substances 0.000 claims abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 15
- 239000007859 condensation product Substances 0.000 claims description 6
- 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 claims description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 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 3
- 239000001307 helium Substances 0.000 claims description 3
- 229910052734 helium Inorganic materials 0.000 claims description 3
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims description 2
- 229910052754 neon Inorganic materials 0.000 claims description 2
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims 4
- 229920003023 plastic Polymers 0.000 claims 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical group C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 1
- 238000004043 dyeing Methods 0.000 abstract description 13
- 230000003595 spectral effect Effects 0.000 abstract description 6
- 230000002349 favourable effect Effects 0.000 abstract description 3
- 230000001681 protective effect Effects 0.000 abstract description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 12
- 229910052742 iron Inorganic materials 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 238000013329 compounding Methods 0.000 description 4
- 230000007547 defect Effects 0.000 description 4
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical group O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- MHXFWEJMQVIWDH-UHFFFAOYSA-N 1-amino-4-hydroxy-2-phenoxyanthracene-9,10-dione Chemical compound C1=C(O)C=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C1OC1=CC=CC=C1 MHXFWEJMQVIWDH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a kind of environmentally friendly composite dyes and preparation method thereof, including nifurpipone is dissolved in tetrahydrofuran, then 2 glycidyl dodecyl dimethyl quaternary ammonium salts are added in thereto, it flows back and is stirred to react 57 hours at 70 80 DEG C, then solvent is evaporated off in 60 DEG C of backspins, it is washed 58 times with ether again, solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；It is soluble in water that crude product, hydroxynaphthol blue, methyl orange, tetracarboxylic FePC, polylactic acid, dispersant that step 1) is prepared will be passed through, be stirred to react 40 60 hours under nitrogen or atmosphere of inert gases at 60 70 DEG C；Dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried and etc..The invention also discloses the environmentally friendly composite dyes that a kind of preparation method using the environmentally friendly composite dye is prepared.Environmental protection composite dye disclosed by the invention is cheap, and spectral range is wider, environmentally protective, dyeing colo r light favorable reproducibility, and compatibility is bad between effectively solving the problems, such as variety classes chromophoric group.
Description
Technical field
The present invention relates to technical field of dye more particularly to a kind of environmentally friendly composite dye and preparation method thereof.
Background technology
With the increasingly raising of living standard in recent years, the environmental consciousness of people is also gradually increased, in dyeing, to dyestuff
Dyeability and environmental-protecting performance also provided higher requirement, do not require nothing more than its with good reproducibility, exhaustion rate,
Wet fastness and light fastness also require its migration property, level-dyeing property, crock fastness excellent, price economy, safety and environmental protection.
At present, commercially available many dyestuffs are compounding kind, because often there are depths and lifting force for the single kind of structure
The shortcomings that deficiency, fastness ability is poor, therefore compounded using different disperse dyes, it is to obtain particular color such as black disperse dye
Effective way can effectively improve the depth and color fixation fastness of dyestuff, and fabric is made to obtain better effect.It is but of the prior art
Compounding dyestuff easily occurs that dyeing defect, cylinder are poor, dyeing colo r light reproducibility is poor, and compatibility is bad, environmental pollution greatly, spectral range not
Extensively, expensive or performance does not reach requirement so that it is difficult to promote in downstream printing and dyeing market.
Therefore, there is an urgent need for exploitation a kind of environmental-friendly, reproducibility, exhaustion rate, wet fastness and light fastness, compatibilities in the industry
The environmentally friendly composite dye haveing excellent performance.
Invention content
The goal of the invention of the present invention is to provide a kind of environmentally friendly composite dye and preparation method thereof, and the preparation method is simply easy
Row, not high to equipment requirement, raw material is easy to get, and convenient post-treatment is cheap, is suitble to large-scale production；The environmental protection being prepared
Composite dye overcomes existing conventional dyes depth and lifting force is insufficient, and fastness ability is poor, and the problem of pollution environment, simultaneously
It overcomes compounding dyestuff of the prior art and easily occurs that dyeing defect, cylinder are poor, dyeing colo r light reproducibility is poor, compatibility is bad, environment
The problem of pollution is big, spectral range is not wide, and expensive or performance does not reach requirement, compared with dyestuff of the prior art, this
The environmentally friendly composite dye of disclosure of the invention is cheap, and spectral range is wider, environmentally protective, and dyeing colo r light favorable reproducibility can be effective
Compatibility is bad between solving the problems, such as variety classes chromophoric group.
To achieve the above object of the invention, the technical solution adopted by the present invention is：A kind of preparation method of environmental protection composite dye,
Include the following steps：
1) nifurpipone is dissolved in tetrahydrofuran, then adds in 2- glycidyl dodecyl dimethyl quaternary ammoniums thereto
Salt flows back at 70-80 DEG C and is stirred to react 5-7 hours, solvent then is evaporated off in 60 DEG C of backspins, then washed 5-8 times with ether,
Solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) will pass through step 1) be prepared crude product, hydroxynaphthol blue, methyl orange, tetracarboxylic FePC, polylactic acid,
Dispersant is soluble in water, is stirred to react 40-60 hours under nitrogen or atmosphere of inert gases at 60-70 DEG C；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
Wherein, nifurpipone described in step 1), tetrahydrofuran, 2- glycidyl dodecyl dimethyl quaternary ammonium salt qualities
Than for (1-1.2)：(8-15)：1；
Crude product described in step 2), hydroxynaphthol blue, methyl orange, tetracarboxylic FePC, polylactic acid, dispersant, water
Mass ratio is (3-5)：(3-7)：(5-7)：(1-2)：(0.5-1)：(0.02-0.05)：(30-50)；
The inert gas is selected from one or more of helium, neon, argon gas；
The dispersant is selected from naphthalene sulfonic acid-formaldehyde condensation product, condensation compound of methyl naphthalene sulfonic acid and formaldehyde or the contracting of benzyl naphthalenesulfonateformaldehyde formaldehyde
Close the one or several kinds in object.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Since above-mentioned technical proposal is used, the present invention has following advantages compared with prior art：
(1) environmentally friendly composite dye low in raw material price disclosed by the invention, at low cost, preparation method is simple and practicable, pair sets
It is standby of less demanding, it is suitble to large-scale production.
(2) environmentally friendly composite dye disclosed by the invention, overcomes existing conventional dyes depth and lifting force is insufficient, fastness
Poor performance, and pollute environment the problem of, while overcome it is of the prior art compounding dyestuff easily occur dyeing defect, cylinder it is poor, dye color
Light reproducibility is poor, and compatibility is bad, and environmental pollution is big, spectral range is not wide, and what expensive or performance did not reached requirement asks
Topic, compared with dyestuff of the prior art, environmental protection composite dye disclosed by the invention is cheap, and spectral range is wider, green
Environmental protection, dyeing colo r light favorable reproducibility, compatibility is bad between effectively solving the problems, such as variety classes chromophoric group.
(3) composite dye disclosed by the invention, by ion exchange by hydroxynaphthol blue, methyl orange, tetracarboxylic FePC,
The structure of polylactic acid introduces, on the one hand, is conducive to the dispersion between each component, improves the compatibility ability between different dyes, keep away
Exempt from composite dye and the technical issues of dyeing defect, cylinder are poor, dyeing colo r light reproducibility is poor easily occur；On the other hand, contain in dyestuff
Iron is conducive to the light degradation of discarded dyestuff, and the polylactic acid contained, furan structure are conducive to biodegradation, can effectively improve discarded dye
Expect biodegradability, it is environmentally protective so as to achieve the purpose that.
(4) composite dye disclosed by the invention, introduces cation group in dyestuff, can effectively improve the fixation of dyestuff
Rate and degree of exhaustion introduce organic salt by ion exchange, can improve dyestuff and promote metachromia energy and dyestuff substantivity, avoid because of sulphur
The problem of dyestuff substantivity reduces caused by acidic group quantity is more, is conducive to environmental protection.
Specific embodiment
With reference to embodiment, the invention will be further described, the 2- glycidyl dodecyl dimethyl quaternary ammonium salt
Preparation method referring to (synthesis [J] the chemistry of Feng Xiaojing etc., 2- glycidyl dodecyl dimethyl quaternary ammonium salt and biological work
Journey, 2009,26 (5), 23-25).
Embodiment 1
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) nifurpipone 10g is dissolved in tetrahydrofuran 80g, then adds in 2- glycidyl dimethyls thereto
Base quaternary ammonium villaumite 10g flows back at 70 DEG C and is stirred to react 5 hours, solvent then is evaporated off in 60 DEG C of backspins, then washed with ether
5 times, solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) crude product 15g, hydroxynaphthol blue 15g, methyl orange 25g, tetracarboxylic phthalocyanine that step 1) is prepared will be passed through
Iron 5g, polylactic acid 2.5g, naphthalene sulfonic acid-formaldehyde condensation product 0.08g are dissolved in water 150g, are stirred to react under nitrogen atmosphere at 60 DEG C
40 hours；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Embodiment 2
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) nifurpipone 11g is dissolved in tetrahydrofuran 90g, then adds in 2- glycidyl dimethyls thereto
Base quaternary ammonium villaumite 10g flows back at 73 DEG C and is stirred to react 6 hours, solvent then is evaporated off in 60 DEG C of backspins, then washed with ether
6 times, solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) crude product 14g, hydroxynaphthol blue 17g, methyl orange 23g, tetracarboxylic phthalocyanine that step 1) is prepared will be passed through
Iron 6g, polylactic acid 2.5g, condensation compound of methyl naphthalene sulfonic acid and formaldehyde 0.13g are dissolved in water 145g, are stirred under helium atmosphere at 64 DEG C
Reaction 46 hours；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Embodiment 3
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) nifurpipone 11.5g is dissolved in tetrahydrofuran 100g, then adds in 2- glycidyl dodecyls thereto
Dimethyl quaternary ammonium villaumite 10g flows back at 76 DEG C and is stirred to react 6.5 hours, then solvent is evaporated off, then use second in 60 DEG C of backspins
Ether washs 7 times, and solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) crude product 16g, hydroxynaphthol blue 23g, methyl orange 23g, tetracarboxylic phthalocyanine that step 1) is prepared will be passed through
Iron 6.5g, polylactic acid 3g, benzyl naphthalene sulfonic acid-formaldehyde condensation product 0.16g are dissolved in water 170g, are stirred under argon atmosphere at 66 DEG C
Reaction 50 hours；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Embodiment 4
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) nifurpipone 11.8g is dissolved in tetrahydrofuran 135g, then adds in 2- glycidyl dodecyls thereto
Dimethyl quaternary ammonium villaumite 10g flows back at 77 DEG C and is stirred to react 6.5 hours, then solvent is evaporated off, then use second in 60 DEG C of backspins
Ether washs 7 times, and solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) crude product 19g, hydroxynaphthol blue 26g, methyl orange 25g, tetracarboxylic phthalocyanine that step 1) is prepared will be passed through
Iron 7.5g, it polylactic acid 3.5g, benzyl naphthalene sulfonic acid-formaldehyde condensation product 0.18g, is dissolved in water 188g, is stirred under nitrogen atmosphere at 68 DEG C
Reaction 55 hours is mixed,；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Embodiment 5
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) nifurpipone 12g is dissolved in tetrahydrofuran 150g, then adds in 2- glycidyl dodecyl two thereto
Methyl quaternary ammonium villaumite 10g flows back at 80 DEG C and is stirred to react 7 hours, solvent then is evaporated off in 60 DEG C of backspins, then washed with ether
It washs 8 times, solvent finally is evaporated off in 50 DEG C of backspins, obtains crude product；
2) crude product 20g, hydroxynaphthol blue 28g, methyl orange 28g, tetracarboxylic phthalocyanine that step 1) is prepared will be passed through
Iron 8g, polylactic acid 4g, condensation compound of methyl naphthalene sulfonic acid and formaldehyde 0.2g are dissolved in water 200g, are stirred to react under nitrogen atmosphere at 70 DEG C
60 hours,；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Comparative example 1
A kind of preparation method of environmental protection composite dye, includes the following steps：
1) hydroxynaphthol blue 15g, methyl orange 25g, tetracarboxylic FePC 5g, naphthalene sulfonic acid-formaldehyde condensation product 0.08g are dissolved in
In water 150g, it is stirred to react under nitrogen atmosphere 40 hours at 60 DEG C；
2) dispersion of milling will be carried out with sand mill by the product that step 1) is prepared, be then spray-dried.
A kind of environmental protection composite dye is prepared using the preparation method of the environmentally friendly composite dye.
Comparative example 2
Commercially available common composite dye.
Composite dye environmentally friendly obtained by above-described embodiment 1-5 and comparative example 1-2 is tested, test result is shown in Table 1, surveys
Method for testing is as follows：
Composite dye made from respectively taking 0.5g embodiments 1-5 and comparative example 1-2, a concentration of 0.5g/ is configured to water respectively
The disperse dyes suspension of 500mL, the water for drawing 10mL and 90mL are mixed into 0.5% dye level, draw 20mL's and 80mL
Water is mixed into 1% dye level, and the water for drawing 40mL and 60mL is mixed into 2% dye level, and the water for drawing 60mL and 40mL mixes
3% dye level is combined into, the water for drawing 80mL and 20mL is mixed into 4% dye level, with acetic acid tune dye bath pH to 5, Ran Housheng
Temperature adds in 2g polyester fibers and is dyed to 60 DEG C, is warming up to 130 DEG C in 35min, keeps the temperature 60min, be cooled to 90 DEG C and take
Sample observes its color；With disperse red 60 colorant match, its compatibility with low temperature dyestuff is observed；Using national standard GB/T3291-1997,
GB/T3290-1997, its washing fastness, crock fastness are tested respectively, its coloured light and color depth K/S values are surveyed with colour photometer, according to
National standard YC263-2008 carries out VOC detections to dye paste.
1 embodiment of table and comparative example environmental protection composite dye performance
As can be seen from the above table, environmentally friendly composite dye disclosed by the embodiments of the present invention, compatibility is good, dyes K/S values
26.22-27.05,5 grades of washing fastness, 5 grades, dye-uptake ＞ 99.0 of crock fastness, and common composite dye compatibility is poor, dye
Color K/S values 22.14,3-4 grades of washing fastness, 3-4 grades of crock fastness, dye-uptake 90, it is seen then that environmental protection disclosed by the embodiments of the present invention
Composite dye dyed fabric tinctorial yield higher, compatibility is more preferable, and washing fastness and crock fastness are more excellent, dye-uptake higher,
And dye-uptake, washing and crock fastness can be effectively improved by introducing ionic group and organic salt in the present invention.
Claims (6)
1. a kind of preparation method of environmental protection composite dye, which is characterized in that include the following steps：
1) nifurpipone is dissolved in tetrahydrofuran, then adds in 2- glycidyl dodecyl dimethyl quaternary ammonium salts thereto,
It flows back and is stirred to react 5-7 hours at 70-80 DEG C, solvent then is evaporated off in 60 DEG C of backspins, then washed 5-8 times with ether, most
Solvent is evaporated off in 50 DEG C of backspins afterwards, obtains crude product；
2) will pass through step 1) be prepared crude product, hydroxynaphthol blue, methyl orange, tetracarboxylic FePC, polylactic acid, dispersion
Agent is soluble in water, is stirred to react 40-60 hours under nitrogen or atmosphere of inert gases at 60-70 DEG C；
3) dispersion of milling will be carried out with sand mill by the product that step 2) is prepared, be then spray-dried.
2. the preparation method of environmentally-friendly plastic according to claim 1, which is characterized in that nifurpipone described in step 1),
Tetrahydrofuran, 2- glycidyl dodecyl dimethyl quaternary ammonium salts mass ratio are (1-1.2)：(8-15)：1.
3. the preparation method of environmentally-friendly plastic according to claim 1, which is characterized in that crude product described in step 2), hydroxyl
Base naphthol blue, methyl orange, tetracarboxylic FePC, polylactic acid, dispersant, water mass ratio be (3-5)：(3-7)：(5-7)：(1-
2)：(0.5-1)：(0.02-0.05)：(30-50).
4. the preparation method of environmentally-friendly plastic according to claim 1, which is characterized in that the inert gas be selected from helium,
One or more of neon, argon gas.
5. the preparation method of environmentally-friendly plastic according to claim 1, which is characterized in that the dispersant is selected from naphthalene sulfonic acids first
One or several kinds in aldehyde condensate, condensation compound of methyl naphthalene sulfonic acid and formaldehyde or benzyl naphthalene sulfonic acid-formaldehyde condensation product.
6. a kind of environmental protection composite dye, which is characterized in that using the system of claim 1-5 any one of them environmental protection composite dyes
Preparation Method is prepared.
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| CN201810028124.9A CN108129876A (en) | 2018-01-11 | 2018-01-11 | A kind of environmental protection composite dye and preparation method thereof |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101330905A (en) * | 2005-11-18 | 2008-12-24 | 赛多斯有限责任公司 | Lyophilization process and products obtained thereby |
| CN105820598A (en) * | 2016-05-18 | 2016-08-03 | 新世嘉纺织品（南通）有限公司 | Antibacterial textile plant dye and preparation method thereof |
-
2018
- 2018-01-11 CN CN201810028124.9A patent/CN108129876A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101330905A (en) * | 2005-11-18 | 2008-12-24 | 赛多斯有限责任公司 | Lyophilization process and products obtained thereby |
| CN105820598A (en) * | 2016-05-18 | 2016-08-03 | 新世嘉纺织品（南通）有限公司 | Antibacterial textile plant dye and preparation method thereof |
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