CN102532937A - Blue active dye and preparation and application thereof - Google Patents
Blue active dye and preparation and application thereof Download PDFInfo
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- CN102532937A CN102532937A CN2011104222106A CN201110422210A CN102532937A CN 102532937 A CN102532937 A CN 102532937A CN 2011104222106 A CN2011104222106 A CN 2011104222106A CN 201110422210 A CN201110422210 A CN 201110422210A CN 102532937 A CN102532937 A CN 102532937A
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- 0 CC(c1cc(*(C)=C)c(*)cc1)=C Chemical compound CC(c1cc(*(C)=C)c(*)cc1)=C 0.000 description 2
- RCSUBYCXOZJKOT-KAMYIIQDSA-N CCc(c(C(/C(/C)=C\C=C)=C)c(C(C)C)c(S(O)(=O)=O)c1C(C)=C)c1N Chemical compound CCc(c(C(/C(/C)=C\C=C)=C)c(C(C)C)c(S(O)(=O)=O)c1C(C)=C)c1N RCSUBYCXOZJKOT-KAMYIIQDSA-N 0.000 description 1
- CDDUZYQNQSISPH-UHFFFAOYSA-N Cc(cc(c(C)c1C(c2ccccc22)=O)S(O)(=O)=O)c1C2=O Chemical compound Cc(cc(c(C)c1C(c2ccccc22)=O)S(O)(=O)=O)c1C2=O CDDUZYQNQSISPH-UHFFFAOYSA-N 0.000 description 1
- TYQHCTISVDSDPF-UHFFFAOYSA-N Cc1cc(C=C)c(C)c(C(c2c3cccc2)=O)c1C3=O Chemical compound Cc1cc(C=C)c(C)c(C(c2c3cccc2)=O)c1C3=O TYQHCTISVDSDPF-UHFFFAOYSA-N 0.000 description 1
Abstract
The invention discloses a blue active dye and preparation and an application thereof. The blue active dye is characterized by being a dye which is consistent with a general formula shown in the specifications. The dye disclosed by the invention can be applied to dyeing and printing hydroxyl-containing or nitrogen-containing fibers or be used for printing a hydroxyl-containing or nitrogen-containing fiber material in ink jet printing, has high dye uptake, high leveling property, high elevating power, high water washing property and high light resistance, and has high comprehensive firmness characteristics such as light ray resistance and dampness resistance.
Description
Technical field
The present invention relates to a kind of blue active dye and preparation thereof and application, belong to dye field.
Background technology
Recently, the economical efficiency and the environment protection of dyeing quality and dyeing process are proposed higher requirement with the practice of reactive dyestuffs, thereby still need have good properties, high dye uptake particularly has good character in its application facet.
Current dyeing requirement for reactive dyestuffs for example, should have sufficient substantivity, is prone to detergency, also good dye yield and hyperergy will be arranged in addition.Under many circumstances, especially with the dyeing of very dark pool the time, the composite behaviour of reactive dyestuffs often can not be satisfied the demand.
Therefore the urgent need exploitation is a kind of on the market can be at the dyestuff of dyeing and stamp hydroxyl or nitrogen-containing fiber; Also can in ink jet printing, be used to print the dyestuff of hydroxyl or nitrogenous fibre materials, this dyestuff should have high dye uptake, high level-dyeing property, high lifting force and easy washing property and good light fastness.
Summary of the invention
The present invention provides a kind of blue active dye and preparation and application, and dyestuff of the present invention is particularly suited for the dyeing and the stamp of fibrous material, and has above-mentioned high quality, and said dyestuff also has good fastness properties comprehensively, for example anti-light and moisture resistance.
The present invention accomplishes by following technical scheme.A kind of blue active dye of the present invention is characterized in that: it is the dyestuff that meets following general formula,
The compound that is defined as A by general formula is one of following formula:
The compound that is defined as B by general formula is one of following formula:
By general formula be defined as X for halogen is F or CL,
Above-mentioned general formula dyestuff can be one of following formula dyestuff,
Described dyestuff can be applicable to dye or stamp hydroxyl or the plain fibrous material of nitrogen-containing fiber, and in ink jet printing method, is used to print hydroxyl or the plain fibrous material of nitrogen-containing fiber.
The present invention relates to the preparation method of general formula dyestuff, this method comprises the following compound that uses about 1 molar equivalent under every kind of situation:
Its preparation method is: after formula (a) compound is pulled an oar in water, and adding formula (b) compound, and add catalyzer, Red copper oxide and oxidation inhibitor S-WAT; Intensification 50-70 ℃, transfer pH=7-9 with soda ash, carry out condensation reaction through 2-3 refining acid out, saltout; Up to reacting completely, obtain the blue dyes parent, after described blue dyes parent dissolving; Join in formula (c) compound of ice mill condensation reaction take place, control T=0-10 ℃,, pH=1-5; React completely the back to system adding formula (d) compound, and control T=40-45C, pH=5-7 carry out the condensation reaction second time, can obtain meeting the dyestuff of following general formula through aftertreatment:
Change the unit process order in synthesizing, can obtain the dyestuff of general molecular formula equally.
Specifically selecting for use of above-mentioned various compound:
The compound that is defined as (a) can be selected for use:
The compound that is defined as (b) can be selected for use:
The compound that is defined as formula (c) can be selected for use
The compound that is defined as (d) can be selected for use:
Described blue active dye can be following formula dyestuff:
The use of prepared dyestuff general molecular formula dyestuff can be to the dyeing or the stamp of the fibrous material of hydroxyl or nitrogenous, particularly cellulose, and in ink-jet printed method, is used to print hydroxyl or nitrogenous fibre materials.
Embodiment:
In the following example, part is meant 1 part of weight, and temperature is with a degree centigrade expression, the relation between weight part and the parts by volume and gram with cubic centimetre between relation identical.
Embodiment 1, the dyestuff preparation:
The making beating of 40.41 parts of bromamine acids (formula (a) compound) in an amount of water after 1 hour, added 23 part of 3.5 1 diamino-2.4.6 one tri-methyl p-toluenesulfonate (formula (b-1) compound), add 2.9 parts of cuprous chlorides and 4.6 parts of S-WATs again; Heat up 60 ℃; Transfer pH=8 with soda ash, condensation reaction 4 hours is made with extra care 2-3 time with zeyssatite; Acidifying again, saltouing, (sodium-chlor of per-cent adding by volume 15% is saltoutd; Add hydrochloric acid and regulate pH=1 (carrying out acid out), 2 hours after-filtration, filter cake add the suitable quantity of water dissolving; Obtain a kind of blue dyes mother solution, with 13.5 parts of cyanuric fluorides (formula (c-2) compound), be added drop-wise in this blue dyes mother solution condensation reaction takes place, below process control T=10 ℃; PH=3.5 adds and keeps reaction 1 hour, adds 2.5 parts of quadrols (formula (d-1) compound) at last and keeps T=42 ℃; Membrane filtration is received in pH=6.5 reaction 4 hours again, filters with plate-and-frame filter press earlier; Remove insoluble impurities, and then get into and to receive membrane filtration system, remove inorganic salt He Shui and few part by product; Can obtain the dyestuff formula (1) of general molecular formula, this dyestuff can be printed and dyed into bright-coloured blueness with filamentary material:
Embodiment 2: the dyestuff preparation
After 40.4 parts of bromamine acids (formula (a) compound) were pulled an oar 1 hour, add 23 part of 3.5 1 diamino-2.4.6 one tri-methyl p-toluenesulfonate (formula (b-1) compound) in an amount of water, add 2.9 cuprous chlorides and 4.6 parts of S-WATs; Heat up 60 ℃, transfer pH=8, condensation reaction 4 hours with soda ash; Refining 2-3 time, acidifying, saltout (by volume per-cent add 15% sodium-chlor saltout add hydrochloric acid adjusting pH=1 and carry out acid out); 2 hours after-filtration, filter cake add the suitable quantity of water dissolving and obtain a kind of blue dyes parent, this blue dyes mother solution was joined 18.45 parts of warps in 30 minutes fully ice generation condensation reaction in the cyanuric chloride of mill (formula (c-1) compound); Control is below T=10 ℃, and pH=3.5 keeps reaction 4 hours; Add 2.5 parts of quadrols (formula (d-1) compound) to system at last and keep T=42 ℃, membrane filtration is received in pH=6.5 reaction 4 hours again; Filter earlier, remove insoluble impurities, and then get into and receive membrane filtration system with plate-and-frame filter press; Remove inorganic salt He Shui and lack the dyestuff formula (2) that the part by product can obtain general molecular formula, this dyestuff can be printed and dyed into bright-coloured blueness with filamentary material:
Embodiment 3: the dyestuff preparation
The making beating of 40.41 parts of bromamine acids (formula (a) compound) in an amount of water after 1 hour, added 23 part of 3.5 1 diamino-2.4.6 one tri-methyl p-toluenesulfonate (formula (b-1) compound), add 2.9 parts of cuprous chlorides and 4.6 parts of S-WATs again; Heat up 60 ℃; Transfer pH=8 with soda ash, condensation reaction 4 hours is made with extra care 2-3 time with zeyssatite; Acidifying again, saltouing, (sodium-chlor of per-cent adding by volume 15% is saltoutd; Add hydrochloric acid and regulate pH=1 (carrying out acid out), 2 hours after-filtration, filter cake add the suitable quantity of water dissolving; Obtain a kind of blue dyes mother solution, 13.5 parts of cyanuric chlorides (formula (c-1) compound) are added drop-wise in this blue dyes mother solution condensation reaction takes place, below process control T=10 ℃; PH=3.5 adds and keeps reaction 1 hour, adds 3 parts of tn (formula (d-3) compound) at last and keeps T=42 ℃; Membrane filtration is received in pH=6.5 reaction 4 hours again, filters with plate-and-frame filter press earlier; Remove insoluble impurities, and then get into and to receive membrane filtration system, remove inorganic salt He Shui and few part by product; Can obtain the dyestuff formula (3) of general molecular formula, this dyestuff can be printed and dyed into bright-coloured blueness with filamentary material:
Embodiment 4-24: dyestuff preparation
According to the mode of implementing 1-3, the compound of selecting for use the present invention to be defined as formula (a) and (b), (c), (d) also can synthesize the dyestuff of above-mentioned general molecular formula, and they can both print and dye into bright-coloured blueness with filamentary material, as:
Embodiment 25: dyeing
100 parts of cotton fabrics are incorporated under 60 ℃ temperature and contain 4.0 parts of formulas (1) dyestuff; Dying in the pond of 60 parts of sodium-chlor in 1000 parts of water after under 60 ℃ the temperature 45 minutes, adds 20 parts of soda ash; To dye the temperature in pond kept 45 minutes at 60 ℃ in addition; Then, painted fabric is rinsing and drying in a usual manner, obtains having the navy blue dyeing of good fastness.
Embodiment 26: dyeing
Use 4.0 parts of formulas (3) dyestuff, carry out the process among the embodiment 25, obtain having the navy blue dyeing of good fastness equally.
Embodiment 27: stamp
By quick stirring,, under stirring fast, join in 50 part 8% the sodium alginate paste 2.4 parts of dyestuffs (1); Add 27 parts of water; 20 parts of urea, 1 portion of anti-dyeing salt (m-nitrobenzene sodium sulfonate) and 2 parts of sodium bicarbonate are with this printing paste printed cotton fabric that makes; Decatize is 2 minutes in the jet recorded matter on fabric of dry institute form and the saturation steam under 103 ℃, then washing and dry PRINTED FABRIC.
Embodiment 28: stamp
Use 2.4 parts of dyestuffs (3), carry out the process among the embodiment 27, obtain having the navy blue dyeing of good color fastness equally.
Embodiment 29: ink jet printing
By quick stirring, with 2.4 parts of dyestuffs (1), under stirring fast, join in 30 the deionized water, make it abundant dissolving, process ink-jet printed required printing ink water, be used for ink jet printing and can obtain good fastness and bright-coloured navy blue pattern.
Blue active dye of the present invention is implemented dyeing, stamp and ink-jet printed performance index to filamentary material and is detected as follows:
Claims (4)
1. blue active dye, it is characterized in that: it is the dyestuff that meets following general formula,
The compound that is defined as A by general formula is one of following formula:
The compound that is defined as B by general formula is one of following formula:
By general formula be defined as X for halogen be F or CL.
2. blue active dye according to claim 1 is characterized in that: it is one of following formula dyestuff,
3. the preparation method of blue active dye according to claim 1 is characterized in that may further comprise the steps: after bromamine acid is pulled an oar, add formula A compound in water; And the adding catalyzer, Red copper oxide and oxidation inhibitor S-WAT, intensification 50-70 ℃; Transfer pH=7-9 with soda ash, carry out condensation reaction and make with extra care acid out, saltout, up to reacting completely through 2-3; Obtain the blue dyes parent, after the dissolving of described blue dyes parent, join in the cyanuric chloride of ice mill or cyanuric fluoride condensation reaction takes place; Control T=0-10 ℃, pH=1-5; The back that reacts completely adds formula B compound to system, controls T=40-45 ℃, pH=5-7 and carries out the condensation reaction second time, promptly obtains the dyestuff of general molecular formula.
4. according to the application of the described blue active dye of claims 1-3; It is characterized in that: described dyestuff is applied to dye or stamp hydroxyl or the plain fibrous material of nitrogen-containing fiber, and in ink jet printing method, is used to print hydroxyl or the plain fibrous material of nitrogen-containing fiber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011104222106A CN102532937A (en) | 2011-12-15 | 2011-12-15 | Blue active dye and preparation and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011104222106A CN102532937A (en) | 2011-12-15 | 2011-12-15 | Blue active dye and preparation and application thereof |
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| CN102532937A true CN102532937A (en) | 2012-07-04 |
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| CN2011104222106A Pending CN102532937A (en) | 2011-12-15 | 2011-12-15 | Blue active dye and preparation and application thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102977633A (en) * | 2012-11-30 | 2013-03-20 | 丽源(湖北)科技有限公司 | Purple reactive dye mixture and usage thereof |
| CN109012670A (en) * | 2018-09-05 | 2018-12-18 | 杭州下沙恒升化工有限公司 | Cu2Application method of the O in bromamine acid and aromatic amine compounds synthetic reaction |
| CN112778172A (en) * | 2020-12-31 | 2021-05-11 | 湖北丽源科技股份有限公司 | Novel brilliant blue dye intermediate, reactive brilliant blue dye and preparation method and application thereof |
| CN114892428A (en) * | 2022-05-30 | 2022-08-12 | 浙江亿得新材料股份有限公司 | Method for reducing dye loss and improving dye dyeing effect in reactive dye spray drying process |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1104662A (en) * | 1993-05-17 | 1995-07-05 | 希巴-盖吉股份公司 | Reactive dyes, processes for their preparation and their use |
| CN1170737A (en) * | 1997-06-18 | 1998-01-21 | 大连理工大学 | Anthraquinone type bright blue active dye containing double active base |
-
2011
- 2011-12-15 CN CN2011104222106A patent/CN102532937A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1104662A (en) * | 1993-05-17 | 1995-07-05 | 希巴-盖吉股份公司 | Reactive dyes, processes for their preparation and their use |
| CN1170737A (en) * | 1997-06-18 | 1998-01-21 | 大连理工大学 | Anthraquinone type bright blue active dye containing double active base |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102977633A (en) * | 2012-11-30 | 2013-03-20 | 丽源(湖北)科技有限公司 | Purple reactive dye mixture and usage thereof |
| CN109012670A (en) * | 2018-09-05 | 2018-12-18 | 杭州下沙恒升化工有限公司 | Cu2Application method of the O in bromamine acid and aromatic amine compounds synthetic reaction |
| CN112778172A (en) * | 2020-12-31 | 2021-05-11 | 湖北丽源科技股份有限公司 | Novel brilliant blue dye intermediate, reactive brilliant blue dye and preparation method and application thereof |
| CN114892428A (en) * | 2022-05-30 | 2022-08-12 | 浙江亿得新材料股份有限公司 | Method for reducing dye loss and improving dye dyeing effect in reactive dye spray drying process |
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