CN111117286A - Disperse orange dye and preparation method thereof - Google Patents
Disperse orange dye and preparation method thereof Download PDFInfo
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- CN111117286A CN111117286A CN201811293574.7A CN201811293574A CN111117286A CN 111117286 A CN111117286 A CN 111117286A CN 201811293574 A CN201811293574 A CN 201811293574A CN 111117286 A CN111117286 A CN 111117286A
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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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
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Abstract
The invention discloses a disperse orange dye. The adhesive is characterized by comprising the following components in parts by weight: 130 portions of sulfuric acid 110-. The invention also discloses a preparation method of the disperse orange dye, which comprises a diazotization step, a yellow brown esterification solution dispersion step and a coupling step. The main innovation point of the invention is that environment-friendly raw materials, process and product structure are adopted, so that the disperse orange dye prepared by the preparation method has higher environment-friendly performance and meets the current requirement on environment protection.
Description
Technical Field
The invention belongs to the technical field of dyes, and particularly relates to a disperse orange dye and a preparation method thereof.
Background
The disperse dye is a nonionic dye for dyeing hydrophobic fibers in a dispersed state under the action of a dispersant in the initial stage of a dyeing process. The disperse dye has complete color spectrum, bright color, high color development strength and high economic performance. According to the statistics of the China Association for dye industry, the consumption of disperse dyes ranks the first of various dyes in China and is the main export country of disperse dyes all over the world. The orange disperse dye can be mutually matched with a disperse dark blue system, a disperse ruby system and disperse black, and has good applicability, while the existing disperse orange dye is mainly prepared by taking p-nitroaniline, o-aminoanisole and phenol as main raw materials through diazotization and coupling twice. The application and popularization of the product in the market are severely restricted due to the problem of harmful aromatic amine in the existing dispersed orange product and the preparation method.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a disperse orange dye and a preparation method thereof, which effectively improve the environmental protection performance of products and preparation processes.
One of the purposes of the invention is to provide a disperse orange dye aiming at the environmental protection problem of the existing disperse orange dye, which is characterized by comprising the following components in parts by weight: 130 parts of sulfuric acid 110-.
In a preferred embodiment of the present invention, the concentration of sulfuric acid is 98% by mass.
In a preferred embodiment of the present invention, the concentration of the imine is 40% by mass. .
In a preferred embodiment of the invention, 50-60% of the yellow brown esterified liquid.
The invention also aims to provide a preparation method of the disperse orange dye, which is characterized by comprising the following steps:
the method comprises the following steps: diazotization step
(1.1) pumping 110 and 130 parts of sulfuric acid and 160 and 163 parts of imine into an enamel kettle;
(1.2) starting stirring, opening a frozen brine inlet-outlet valve, and uniformly adding 145-155 parts of dibromo agent within 3.5-4 hours at the temperature of 22-25 ℃;
(1.3) after the materials are added, preserving the heat for 4 hours at the temperature of between 20 and 22 ℃, cooling to the temperature below 20 ℃ after the heat preservation is finished to obtain diazonium solution for coupling;
step two: dispersing step of yellow brown esterified liquid
(2.1) pumping 200 and 248 parts of yellow-brown esterified liquid and 2-7 parts of AEO-9 into the enamel kettle, and stirring at normal temperature for 30 minutes to obtain dispersed yellow-brown esterified liquid for later use;
step three: coupling step
(3.1) adding 1000-1100 parts of water into a coupling pot, adding 1200-1300 parts of ice into the coupling pot, controlling the temperature below 0 ℃, adding 2-5 parts of urea, and adding the diazo solution prepared in the step one for diluting within 40-60 minutes;
(3.2) after dilution, adding 2-7 parts of AEO-9, uniformly feeding the dispersed yellow-brown esterified liquid prepared in the step two at the temperature of below 3 ℃ for 4-4.5 hours, continuously detecting a terminal point when the dispersed yellow-brown esterified liquid is added to 90%, and immediately stopping feeding after the terminal point is confirmed to avoid excessive addition; and (3) end point control: spotting the sample by using filter paper, and performing micro-coloration on the diazo liquid;
(3.3) after the end point is reached, keeping the temperature for 4 hours; if the materials are thick, keeping the temperature for half an hour and then supplementing water in a proper amount;
(3.4) after the heat preservation is finished, adding a proper amount of water, heating to 60-65 ℃, preserving the heat for half an hour, pressing and filtering, washing with water until the PH value is 4.5, and blowing and discharging to obtain the product.
In a preferred embodiment of the present invention, the method for preparing a disperse orange dye is characterized in that, in the step (3.4), the water washing temperature is in the range of 50 ℃ to 60 ℃.
In a preferred embodiment of the present invention, the method for preparing a disperse orange dye is characterized in that 257 to 259 parts of the disperse orange dye is prepared, and the yield is 94 to 95%.
Because of adopting the technical scheme, the invention has the main innovation points that:
the environment-friendly raw materials, the environment-friendly process and the environment-friendly product structure are adopted, so that the disperse orange dye prepared by the preparation method has higher environment-friendly performance and meets the current requirement on environment protection.
Detailed Description
Example 1:
the method comprises the following steps: diazotization step
(1.1) pumping 1100kg of sulfuric acid and 1600kg of imine into a 5000L enamel kettle;
(1.2) starting stirring, opening a valve for feeding frozen brine into and out of the frozen brine, and uniformly adding 1450kg of dibromo agent within 3.5-4 hours at the temperature of 22-25 ℃;
(1.3) after the materials are added, preserving the heat for 4 hours at the temperature of between 20 and 22 ℃, cooling to the temperature below 20 ℃ after the heat preservation is finished to obtain diazonium solution for coupling;
step two: dispersing step of yellow brown esterified liquid
(2.1) pumping 2000kg of yellow-brown esterified liquid and 30kg of AEO-9 into the enamel kettle, and stirring for 30 minutes at normal temperature for later use;
step three: coupling step
(3.1) adding 11000kg of water at the bottom of a 73000L coupling pot, adding 13000kg of ice, controlling the temperature below 0 ℃, adding 30kg of ADWS40 urea, and putting the diazo liquid prepared in the step one in 40-60 minutes, wherein the discharging speed is controlled to be slow if yellow smoke does not exist in the pot during the diazo discharging.
(3.2) after dilution, adding 8kg BRWL11AEO-9, and uniformly feeding the dispersed yellow-brown esterified liquid prepared in the step two at the temperature of below 3 ℃ for 4-4.5 hours. When the dispersed ABWL09 yellow-brown esterification solution is added to 90%, continuously detecting the end point, and stopping feeding immediately after the end point is confirmed to avoid excessive addition; and (3) end point control: spotting the sample by using filter paper, and performing micro-coloration on the diazo liquid;
(3.3) after the end point is reached, keeping the temperature for 4 hours; if the materials are thick, keeping the temperature for half an hour and then supplementing water in a proper amount;
(3.4) after heat preservation, adding a proper amount of water, heating to 60-65 ℃, preserving heat for half an hour, pressing and filtering, controlling the water washing temperature of hot water (50-60 ℃) to wash until the PH value is 4.5, and blowing and discharging to obtain the product. 2570kg of disperse orange dye was obtained with a yield of 94.1%
The detection data of the disperse orange dye of this example are shown in Table 1.
Example 2:
the method comprises the following steps: diazotization step
(1.1) pumping 1300kg of sulfuric acid and 1630kg of imine into a 5000L enamel kettle;
(1.2) starting stirring, opening a valve for feeding frozen brine into and out of the frozen brine, and uniformly adding 1550kg dibromo solution within 3.5-4 hours at the temperature of 22-25 ℃;
(1.3) after the materials are added, preserving the heat for 4 hours at the temperature of between 20 and 22 ℃, cooling to the temperature below 20 ℃ after the heat preservation is finished to obtain diazonium solution for coupling;
step two: dispersing step of yellow brown esterified liquid
(2.1) pumping 2450kg of yellow-brown esterified liquid and 30kg of AEO-9 into the enamel kettle, and stirring for 30 minutes at normal temperature for later use;
step three: coupling step
(3.1) adding 11000kg of water at the bottom of a 73000L coupling pot, adding 13000kg of ice, controlling the temperature below 0 ℃, adding 30kg of ADWS40 urea, and putting the diazo liquid prepared in the step one in 40-60 minutes, wherein the discharging speed is controlled to be slow if yellow smoke does not exist in the pot during the diazo discharging.
(3.2) after dilution, adding 8kg BRWL11AEO-9, and uniformly feeding the dispersed yellow-brown esterified liquid prepared in the step two at the temperature of below 3 ℃ for 4-4.5 hours. When the dispersed ABWL09 yellow-brown esterification solution is added to 90%, continuously detecting the end point, and stopping feeding immediately after the end point is confirmed to avoid excessive addition; and (3) end point control: spotting the sample by using filter paper, and performing micro-coloration on the diazo liquid;
(3.3) after the end point is reached, keeping the temperature for 4 hours; if the materials are thick, keeping the temperature for half an hour and then supplementing water in a proper amount;
(3.4) after heat preservation, adding a proper amount of water, heating to 60-65 ℃, preserving heat for half an hour, pressing and filtering, controlling the water washing temperature of hot water (50-60 ℃) to wash until the PH value is 4.5, and blowing and discharging to obtain the product. 2590kg of disperse orange dye is obtained, and the yield is 94.84%
TABLE 1
As shown in table 1, the above detection data is the comparative detection data of the conventional orange 30 and the inventive orange 30:1 filter cake, and it is proved that the environmental protection data of the present orange 30:1 is much smaller than that of the conventional dispersed orange 30 filter cake, and the present orange 30:1 can meet the OEKO-TEX100 standard requirement.
Claims (7)
1. The disperse orange dye is characterized by comprising the following components in parts by weight: 130 portions of sulfuric acid 110-.
2. A disperse orange dye according to claim 1, wherein the concentration of sulfuric acid is 98% by weight.
3. A disperse orange dye according to claim 1, wherein the imine is present in a concentration of 40% by weight.
4. The disperse orange dye according to claim 1, wherein the concentration of the yellow brown esterified solution is 50-60% by mass.
5. A method for preparing a disperse orange dye according to any one of claims 1 to 4, comprising the steps of:
the method comprises the following steps: diazotization step
(1.1) pumping 110 and 130 parts of sulfuric acid and 160 and 163 parts of imine into an enamel kettle;
(1.2) starting stirring, opening a frozen brine inlet-outlet valve, and uniformly adding 145-155 parts of dibromo agent within 3.5-4 hours at the temperature of 22-25 ℃;
(1.3) after the materials are added, preserving the heat for 4 hours at the temperature of between 20 and 22 ℃, cooling to the temperature below 20 ℃ after the heat preservation is finished to obtain diazonium solution for coupling;
step two: dispersing step of yellow brown esterified liquid
(2.1) pumping 200 and 248 parts of yellow-brown esterified liquid and 2-7 parts of AEO-9 into the enamel kettle, and stirring at normal temperature for 30 minutes to obtain dispersed yellow-brown esterified liquid for later use;
step three: coupling step
(3.1) adding 1000-1100 parts of water into a coupling pot, adding 1200-1300 parts of ice into the coupling pot, controlling the temperature below 0 ℃, adding 2-5 parts of urea, and adding the diazo solution prepared in the step one for diluting within 40-60 minutes;
(3.2) after dilution, adding 2-7 parts of AEO-9, uniformly feeding the dispersed yellow-brown esterified liquid prepared in the step two at the temperature of below 3 ℃ for 4-4.5 hours, continuously detecting a terminal point when the dispersed yellow-brown esterified liquid is added to 90%, and immediately stopping feeding after the terminal point is confirmed to avoid excessive addition; and (3) end point control: spotting the sample by using filter paper, and performing micro-coloration on the diazo liquid;
(3.3) after the end point is reached, keeping the temperature for 4 hours; if the materials are thick, keeping the temperature for half an hour and then supplementing water in a proper amount;
(3.4) after the heat preservation is finished, adding a proper amount of water, heating to 60-65 ℃, preserving the heat for half an hour, pressing and filtering, washing with water until the PH value is 4.5, and blowing and discharging to obtain the product.
6. The method of claim 5, wherein in step (3.4), the water washing temperature is in the range of 50 ℃ to 60 ℃.
7. The method of claim 5, wherein 257-259 parts of disperse orange dye is prepared with a yield of 94-95%.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811293574.7A CN111117286A (en) | 2018-11-01 | 2018-11-01 | Disperse orange dye and preparation method thereof |
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| CN201811293574.7A CN111117286A (en) | 2018-11-01 | 2018-11-01 | Disperse orange dye and preparation method thereof |
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| CN111117286A true CN111117286A (en) | 2020-05-08 |
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Citations (6)
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|---|---|---|---|---|
| CN1754920A (en) * | 2004-09-29 | 2006-04-05 | 浙江龙盛集团股份有限公司 | Production process of azoic disperse dye |
| CN101117446A (en) * | 2007-07-24 | 2008-02-06 | 上虞市金冠化工有限公司 | Process for synthesizing azo dispersion dyes monomer compound |
| CN103073910A (en) * | 2013-01-31 | 2013-05-01 | 江苏远征化工有限公司 | Preparation method for producing disperse orange by salt-free diazotization method and high-temperature coupling method |
| CN104371371A (en) * | 2014-10-16 | 2015-02-25 | 杭州宇田科技有限公司 | Manufacturing process of disperse orange composition |
| CN104403347A (en) * | 2014-11-18 | 2015-03-11 | 浙江花蝶化学股份有限公司 | Preparation method for disperse red 343:1 dye |
| CN106117073A (en) * | 2016-05-17 | 2016-11-16 | 浙江龙盛化工研究有限公司 | A kind of synthetic method of dyestuff intermediate esterifying liquid |
-
2018
- 2018-11-01 CN CN201811293574.7A patent/CN111117286A/en not_active Withdrawn
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1754920A (en) * | 2004-09-29 | 2006-04-05 | 浙江龙盛集团股份有限公司 | Production process of azoic disperse dye |
| CN101117446A (en) * | 2007-07-24 | 2008-02-06 | 上虞市金冠化工有限公司 | Process for synthesizing azo dispersion dyes monomer compound |
| CN103073910A (en) * | 2013-01-31 | 2013-05-01 | 江苏远征化工有限公司 | Preparation method for producing disperse orange by salt-free diazotization method and high-temperature coupling method |
| CN104371371A (en) * | 2014-10-16 | 2015-02-25 | 杭州宇田科技有限公司 | Manufacturing process of disperse orange composition |
| CN104403347A (en) * | 2014-11-18 | 2015-03-11 | 浙江花蝶化学股份有限公司 | Preparation method for disperse red 343:1 dye |
| CN106117073A (en) * | 2016-05-17 | 2016-11-16 | 浙江龙盛化工研究有限公司 | A kind of synthetic method of dyestuff intermediate esterifying liquid |
Non-Patent Citations (1)
| Title |
|---|
| 尹钻等: "含邻苯二甲酰亚胺分散染料的合成及应用性能研究 ", 《染料与染色》 * |
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