CN102493218A - Method for carrying out dyeing by structure-modified anthraquinone natural dye - Google Patents
Method for carrying out dyeing by structure-modified anthraquinone natural dye Download PDFInfo
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- CN102493218A CN102493218A CN201110379537XA CN201110379537A CN102493218A CN 102493218 A CN102493218 A CN 102493218A CN 201110379537X A CN201110379537X A CN 201110379537XA CN 201110379537 A CN201110379537 A CN 201110379537A CN 102493218 A CN102493218 A CN 102493218A
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Abstract
The invention relates to a method for carrying out dyeing by a structure-modified anthraquinone natural dye. The method provided by the invention comprises the following steps that 1), 1 part by weight of an anthraquinone natural dye, 50 to 80 parts by weight of acetic anhydride and 1 to 2 parts by weight of anhydrous sodium acetate are mixed; the mixture undergoes a reaction at a temperature of 50 to 80 DEG C for 1 to 3 hours; the reaction products are cooled to a room temperature and then are poured into an ice-water mixture; the mixture of the reaction products and the ice-water mixture is stirred until solids are precipitated fully and then is subjected to pumping filtration; and the obtained solids are washed by water until pH values of the solids are 7 and then are dried by an oven to form the structure-modified anthraquinone natural dye; and 2), the structure-modified anthraquinone natural dye is added into a weakly acidic aqueous solution; the mixed solution is stirred uniformly to form a dyeing solution; fabric is put into the dyeing solution and is dyed; and after dyeing, the dyed fabric is taken out and then is subjected to soaping, washing and drying. The method provided by the invention has simple processes, a low cost and high efficiency, and is suitable for large-scale production. The structure-modified anthraquinone natural dye provided by the invention widens a natural dye chromatogram range and has good color fastness.
Description
Technical field
The invention belongs to the natural dye dying field that utilizes, particularly a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye.
Background technology
Synthetic dyestuffs become the main coloring material of current textile dyeing with plurality of advantages such as complete, bright in colour, the washable sun-proof of its chromatogram, low prices.In recent years, China's synthetic dyestuffs annual production has broken through 700,000 t, accounts for more than 60% of Gross World Product, becomes synthetic dyestuffs big producing country.But because its base stock derives from non-renewable coal and oil; And the occupancy volume per person of the various resources of China is far below world average level; And dyeing waste-water causes many environmental problems; That part synthetic dyestuffs intermediate has is carcinogenic, aberration inducing, sensitization, so good biocompatibility, biodegradable, reproducible living beings natural dye cause people's very big concern again.
But then, natural dye also exist yield poorly, COLOR FASTNESS is poor, poor stability, chromatogram is incomplete and need to use the outstanding problem of the friendly mordant of non-ambient.For this reason, the researcher adopts biotechnology, genetic engineering and turns waste into wealth to improve dyestuff output; Develop natural mordant and plant color-fixing agent, fabric is carried out preliminary treatment etc. to improve the DYED FABRICS COLOR FASTNESS.But it is that parent carries out the report that the simple structure modification improves the DYED FABRICS COLOR FASTNESS simultaneously and widens its spectral range that Shang Weiyou relates to the natural dye.
Summary of the invention
Technical problem to be solved by this invention provides a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye, and this method is simple to operate, and cost is low, and efficient is high, is produced on a large scale; Modification anthraquinone ring natural dye of the present invention has been widened the spectral range of natural dye, and can obtain the good color fastness.
A kind of method of utilizing structurally-modified anthraquinone class natural dye to dye of the present invention comprises:
(1) anthraquinone ring natural dye, 50-80 weight portion acetic anhydride and the 1-2 weight portion anhydrous sodium acetate with 1 weight portion hydroxyl mixes; In 50-80 ℃ of stirring reaction 1-3h; Pour in the mixture of ice and water after being cooled to room temperature then, be stirred to solid and all separate out the back suction filtration, washing is to neutral; Oven dry obtains the modification dyestuff;
(2) above-mentioned modification dyestuff is joined in the slightly acidic water solution, stir; Again fabric is gone into to dye, take out the dyeing back, through soaping, wash, drying, gets final product.
The chemical constitution of the anthraquinone ring natural dye of the described hydroxyl of step (1) is following:
R
1-R
8In at least one is a hydroxyl, no more than one is carboxyl, all the other are hydrogen.
The temperature of the oven dry described in the step (1) is 50 ℃.
The pH value of the slightly acidic water solution described in the step (2) is 4-5.
Fabric described in the step (2) is wool fabric, acrylic fabric, dacron, nylon fabric or vinegar ester fabric.
Dyeing described in the step (2) is in 100-130 ℃ of dyeing 15-30min.
Modification dye dosage described in the step (2) is 2%owf, and dye bath ratio is 1: 30.
The modification anthraquinone ring natural dye productive rate that adopts the inventive method to make reaches more than 88%.The modification dyestuff can dye to hair, acrylic fibers, terylene, polyamide fibre, vinegar ester fabric respectively; And color all changes to some extent; Widened its spectral range; And can obtain the good color fastness, wherein: grade (fastness to soaping is with reference to the standard test of GB/T 3921-2008 textile color stability test fastness to soaping for fastness to soaping＞4 grade, colour fastness to rubbing＞4 grade, level-dyeing property＞4; Colour fastness to rubbing is with reference to the standard test of GB/T 3920-2008 textile color stability test colour fastness to rubbing).
Beneficial effect
(1) method of the present invention is simple to operate, and cost is low, and efficient is high, is produced on a large scale;
(2) modification anthraquinone ring natural dye of the present invention has been widened the spectral range of natural dye, and can obtain the good color fastness.
Description of drawings
Fig. 1 is the chemical structure of general formula of the anthraquinone ring natural dye of hydroxyl, R
1-R
8In at least one be hydroxyl, no more than one for carboxyl, all the other are hydrogen;
Fig. 2 be under embodiment 1 condition reaction temperature to the influence of natural dye modified effect;
Fig. 3 is the influences of 2 following reaction time of condition of embodiment to the natural dye modified effect;
Fig. 4 be under embodiment 3 conditions acetic anhydride consumption to the influence of natural dye modified effect;
Fig. 5 be under embodiment 4 conditions anhydrous sodium acetate consumption to the influence of natural dye modified effect.
The specific embodiment
Below in conjunction with specific embodiment, further set forth the present invention.Should be understood that these embodiment only to be used to the present invention is described and be not used in the restriction scope of the present invention.Should be understood that in addition those skilled in the art can do various changes or modification to the present invention after the content of having read the present invention's instruction, these equivalent form of values fall within the application's appended claims institute restricted portion equally.
In the 65g acetic anhydride, add 1g alizarin class natural dye (1, the 2-dihydroxy anthraquinone) and 1.5g anhydrous sodium acetate, 50 ℃, 60 ℃, 70 ℃, 80 ℃ of stirring reaction 2h; Reactant liquor is poured in the mixture of ice and water after being cooled to room temperature, is stirred to solid and all separates out the back suction filtration, and washing is to neutrality, 50 ℃ of oven dry.
In the 65g acetic anhydride, add 1g alizarin class natural dye (1, the 2-dihydroxy anthraquinone) and 1.5g anhydrous sodium acetate, 60 ℃ of stirring reaction 1h, 1.5h, 2h, 2.5h, 3h; Reactant liquor is poured in the mixture of ice and water after being cooled to room temperature, is stirred to solid and all separates out the back suction filtration, and washing is to neutrality, 50 ℃ of oven dry.
Add 1g alizarin class natural dye (1, the 2-dihydroxy anthraquinone), 1.5g anhydrous sodium acetate and 50g, 60g, 70g, 80g acetic anhydride, 60 ℃ of stirring reaction 2h; Reactant liquor is poured in the mixture of ice and water after being cooled to room temperature, is stirred to solid and all separates out the back suction filtration, and washing is to neutrality, 50 ℃ of oven dry.
Embodiment 4
In the 65g acetic anhydride, add 1g alizarin class natural dye (1, the 2-dihydroxy anthraquinone) and 1g, 1.2g, 1.4g, 1.6g, 1.8g, 2g anhydrous sodium acetate, 60 ℃ of stirring reaction 2h; Reactant liquor is poured in the mixture of ice and water after being cooled to room temperature, is stirred to solid and all separates out the back suction filtration, and washing is to neutrality, 50 ℃ of oven dry.
Embodiment 5
The modification dyestuff that adopts high performance liquid chromatograph (Tianjin, island LC-20AT, Japan) that embodiment 1, embodiment 2, embodiment 3, embodiment 4 are made carries out content measuring, and the result sees Fig. 2 to Fig. 5.
Embodiment 6
(1) in the 65g acetic anhydride, adds 1g alizarin class natural dye (1, the 2-dihydroxy anthraquinone) and 1.5g anhydrous sodium acetate, 60 ℃ of stirring reaction 2h; Reactant liquor is poured in the mixture of ice and water after being cooled to room temperature, is stirred to solid and all separates out the back suction filtration, and washing is to neutrality, 50 ℃ of oven dry;
Measure through high performance liquid chromatograph (Tianjin, island LC-20AT, Japan), productive rate is 98%;
(2) dyestuff 2%owf, dye bath ratio 1: 30, pH 4-5 stirs; Respectively with wool fabric, acrylic fabric, nylon fabric, vinegar ester fabric goes into to dye, and behind 100 ℃ of dyeing 15min, takes out, through soap (2g/L soap flakes, 1g/L natrium carbonicum calcinatum, bath raio 1: 30), washing, oven dry; Dacron is gone into to dye, behind 130 ℃ of dyeing 30min, take out, through soap (2g/L soap flakes, 1g/L natrium carbonicum calcinatum, bath raio 1: 30), washing, oven dry.Color is seen table 1.
Comparative Examples 1
Unmodified alizarin class natural dye (1, the 2-dihydroxy anthraquinone) 2%owf, dye bath ratio 1: 30, pH 4-5 stirs; Respectively with wool fabric, acrylic fabric, nylon fabric, vinegar ester fabric goes into to dye, and behind 100 ℃ of dyeing 15min, takes out, through soap (2g/L soap flakes, 1g/L natrium carbonicum calcinatum, bath raio 1: 30), washing, oven dry; Dacron is gone into to dye, behind 130 ℃ of dyeing 30min, take out, through soap (2g/L soap flakes, 1g/L natrium carbonicum calcinatum, bath raio 1: 30), washing, oven dry.
Table 1 compares with the different textile dyeing effects that Comparative Examples 1 is obtained for embodiment 6.
Claims (7)
1. method of utilizing structurally-modified anthraquinone class natural dye to dye comprises:
(1) anthraquinone ring natural dye, 50-80 weight portion acetic anhydride and the 1-2 weight portion anhydrous sodium acetate with 1 weight portion hydroxyl mixes; In 50-80 ℃ of stirring reaction 1-3h; Pour in the mixture of ice and water after being cooled to room temperature then, be stirred to solid and all separate out the back suction filtration, washing is to neutral; Oven dry obtains the modification dyestuff;
(2) preparation of staining solution: above-mentioned modification dyestuff is joined in the slightly acidic water solution, stir; Again fabric is gone into to dye, take out the dyeing back, through soaping, wash, drying, gets final product.
2. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1, it is characterized in that: the chemical constitution of the anthraquinone ring natural dye of the described hydroxyl of step (1) is following:
R
1-R
8In at least one is a hydroxyl, no more than one is carboxyl, all the other are hydrogen.
3. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1, it is characterized in that: the temperature of the oven dry described in the step (1) is 50 ℃.
4. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1 is characterized in that: the pH value of the slightly acidic water solution described in the step (2) is 4-5.
5. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1 is characterized in that: the fabric described in the step (2) is wool fabric, acrylic fabric, dacron, nylon fabric or vinegar ester fabric.
6. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1 is characterized in that: the dyeing described in the step (2) is in 100-130 ℃ of dyeing 15-30min.
7. a kind of method of utilizing structurally-modified anthraquinone class natural dye to dye according to claim 1, it is characterized in that: the consumption of the modification dyestuff described in the step (2) is 2%owf, dye bath ratio is 1: 30.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109914125A (en) * | 2019-02-22 | 2019-06-21 | 东华大学 | A kind of normal pressure exhaust process of biology base PTT series polyester textile |
| CN115404705A (en) * | 2022-08-23 | 2022-11-29 | 山东中康国创先进印染技术研究院有限公司 | Method for improving dyeing fastness of natural dye |
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| CN1519222A (en) * | 2002-12-21 | 2004-08-11 | 吕特哥斯化学股份公司 | Process for prepn. of carboxylic acid esters of 9, 10-dihydroxy |
| CN101426506A (en) * | 2004-05-11 | 2009-05-06 | 密执安州大学 | Novel anthraquinones and process for the preparation and method of use thereof |
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- 2011-11-24 CN CN201110379537XA patent/CN102493218A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1519222A (en) * | 2002-12-21 | 2004-08-11 | 吕特哥斯化学股份公司 | Process for prepn. of carboxylic acid esters of 9, 10-dihydroxy |
| CN101426506A (en) * | 2004-05-11 | 2009-05-06 | 密执安州大学 | Novel anthraquinones and process for the preparation and method of use thereof |
Non-Patent Citations (1)
| Title |
|---|
| 戚益等: "生物质茜素类染料结构改性及其无助剂染色", 《应用化学》, vol. 28, 31 October 2011 (2011-10-31), pages 68 - 73 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109914125A (en) * | 2019-02-22 | 2019-06-21 | 东华大学 | A kind of normal pressure exhaust process of biology base PTT series polyester textile |
| CN109914125B (en) * | 2019-02-22 | 2021-07-20 | 东华大学 | Normal-pressure dip dyeing process of bio-based PTT series polyester fabric |
| CN115404705A (en) * | 2022-08-23 | 2022-11-29 | 山东中康国创先进印染技术研究院有限公司 | Method for improving dyeing fastness of natural dye |
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Inventor after: Luo Yan Inventor after: Qi Yi Inventor after: Gu Yu Inventor after: Zhong Yi Inventor after: Du Juan Inventor after: An Dong Inventor after: Xu Qianqian Inventor after: Zhou Xiaoya Inventor before: Luo Yan Inventor before: Qi Yi Inventor before: Zhong Yi Inventor before: Du Juan Inventor before: An Dong Inventor before: Xu Qianqian Inventor before: Zhou Xiaoya |
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Free format text: CORRECT: INVENTOR; FROM: LUO YAN QI YI ZHONG YI DU JUAN AN DONG XU QIANQIAN ZHOU XIAOYA TO: LUO YANQI YI GU YU ZHONG YI DU JUAN AN DONG XU QIANQIAN ZHOU XIAOYA |
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Application publication date: 20120613 |