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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- 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
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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| Application Number | Priority Date | Filing Date | Title |
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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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| 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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Application publication date: 20180608 |
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