CN101037544A - Method for improving sunshine fastness of mulberry red pigment dyeing - Google Patents
Method for improving sunshine fastness of mulberry red pigment dyeing Download PDFInfo
- Publication number
- CN101037544A CN101037544A CN 200710039388 CN200710039388A CN101037544A CN 101037544 A CN101037544 A CN 101037544A CN 200710039388 CN200710039388 CN 200710039388 CN 200710039388 A CN200710039388 A CN 200710039388A CN 101037544 A CN101037544 A CN 101037544A
- Authority
- CN
- China
- Prior art keywords
- red pigment
- mulberry red
- mulberry
- modification
- dyeing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
The invention discloses a method of modifying natural dye mulberry red matter, which characterized in: employing acylating agent to modify the natural dye mulberry red matter, and dyeing textile with modified mulberry red matter. Fastness to sunlight of obtained textile is higher than textile not dyed by modified mulberry red matter, the acylating agent for modifying could be acid anhydride or acyl chloride capable of acidylating with mulberry red matter. Advantages of the method are: increasing stability of the mulberry red matter to light, effectively improving fastness to sunlight of the mulberry red matter dyed textile for achieving demand of textile for clothes, enlarging application region of the mulberry red matter, and enriching variety of natural dye for textile.
Description
Technical field
The present invention relates to a kind ofly the natural dyestuff mulberry red pigment is carried out modification handle,, belong to the textile dyeing and finishing technical field to improve the method for its dyeing light fastness.
Background technology
At present, the partial synthesis dyestuff is disabled owing to having toxicity and pollution problem, natural dyestuff then has and the raw material that the ecotope consistency is good, biodegradable, toxicity is lower and produce these dyestuffs characteristics such as can regenerate, thereby more and more being subjected to people's attention, natural dyestuff has been widely used in fields such as foodstuffs industry, household chemicals, textile dyeing.The natural dyestuff mulberry red pigment is the coloring matter that extracts from the fruit mulberry fruit of natural phant mulberry tree, and it is a kind of safe, nontoxic food dye, is widely used as additive in foodstuffs industry.Before the present invention makes, be entitled as " applied research of mulberry red pigment on silk fabric " [silkworm industry science, a kind of extracting method of mulberry red pigment 2004,30 (1): 59-62], is disclosed, and it is directly used in dyeing to silk fabric, analyzed the dyefastness of DYED FABRICS in the literary composition, the ultra-violet radiation resisting performance of the back silk fabric that dyes is tested, test-results shows, after mordant dyeing was handled, the washing fastness of DYED FABRICS and crock fastness can reach 2～3 grades." preliminary study of mulberry pigment extracting method and characteristic " [silkworm industry science, 2005,31 (2): 175] in the literary composition, at the research mulberry pigment result aspect illumination, temperature, Oxidizing and Reducing Agents etc. stable is shown, the light fastness of mulberry red pigment is relatively poor, mulberry pigment solution is after 3 all illumination are handled, the pigment rate of loss reaches 19.55%, therefore, when mulberry red pigment is used for textile dyeing, though its washing fastness and crock fastness can reach 2～3 grades, the light fastness of DYED FABRICS is relatively poor, can't satisfy the requirement of taking textiles.This is because natural dyestuff mulberry red pigment structure is:
Strong electron-donating group such as contained hydroxyl makes dyestuff that photoxidation take place easily in the molecule, and dye molecule issues biochemical reaction in illumination, changes degraded product into and fades, and therefore, mulberry red pigment dyeing fabric light fastness generally only can reach 1 grade.
In order to improve the dyeing behavior of natural dyestuff, usually, when natural dyestuff is used for textile dyeing, mainly adopts metal ion to carry out mordant dyeing and handle.Mainly contain the salt of aluminium, tin, copper, iron, chromium as the mordant of natural dye dying, and salt such as potassium bichromate, after the metal ion hydridization with dye molecule in hydroxyl, carbonyl etc. form complex compound.Handle the chemical stability that can improve dyestuff by mordant dyeing, strengthen the bonding force between dyestuff and the fiber simultaneously, therefore, the wet colour fastness and the light fastness that often can improve dyestuff handled in mordant dyeing, but only adopt mordant dyeing to handle, the raising degree of the textile dyeing light fastness of natural dyestuff is limited, still can not satisfy the needs of taking textiles.
Improve the textiles light fastness and also can use the method for light absorber, excited state quenchers or oxidation inhibitor.Light absorber and excited state quenchers absorb luminous energy directly or indirectly and are translated into heat energy and return ground state, as UV light absorber, can absorb the ultraviolet part of sunlight and fluorescence light source, itself does not change, can reduce the influence that the illumination dyestuff produces like this, improve the light fastness of dyestuff.And oxidation inhibitor can reduce the concentration of the free radical that is produced by optical excitation, has so just reduced the speed of the chain reaction that causes photoxidation, is that light fastness is improved.Though above method can improve the light fastness of dyestuff to a certain extent, but practical application effect is not very good, have certain application aspect the light fastness raising of synthetic dyestuff DYED FABRICS such as reactive dyestuffs, the application on the natural dye dying fabric is also few.
Summary of the invention
The objective of the invention is to overcome the deficiency that prior art exists, a kind of method that improves the natural dyestuff sunshine fastness of mulberry red pigment dyeing is provided.
In order to realize the object of the invention, the method that improves sunshine fastness of mulberry red pigment dyeing is: adopt acyl chlorides or acid anhydrides that mulberry red pigment is carried out acylation modification and handle; Described acyl chlorides is a kind of in Acetyl Chloride 98Min., propionyl chloride, butyryl chloride, the caproyl chloride; Described acid anhydrides is a kind of in MALEIC ANHYDRIDE, acetic anhydride, Succinic anhydried, the itaconic anhydride.
Described employing acyl chlorides carries out the method that acylation modification handles to mulberry red pigment, with mulberry red pigment with the acetic acid ethyl dissolution of 5～50 times of amounts in reaction vessel, lead to N
2Protection; stir slow down adding acyl chlorides and carry out acylation reaction; mulberry red pigment is 1: 1～1: 8 with the mass ratio that adds acyl chlorides; reaction times 30min～10h; 25～80 ℃ of temperature of reaction are removed ethyl acetate solvent, obtain the modification mulberry red pigment; or handle through hydrolysis, extracted with diethyl ether, cryodrying again, obtain spissated modification mulberry red pigment.
Described employing acid anhydrides to the method that mulberry red pigment carries out the acylation modification processing is; with mulberry red pigment with the acetic acid ethyl dissolution of 5～50 times of amounts in reaction vessel; add acid anhydrides and catalyzer; mulberry red pigment is 1: 1～1: 5 with the mass ratio that adds acid anhydrides; stir back flow reaction down; behind 1～30h; filtered while hot; with the 0.1%NaOH wash filtrate to water pH=6; wash pH=7 with pure water again, remove ethyl acetate solvent, obtain the modification mulberry red pigment; or handle through cryodrying again, obtain spissated modification mulberry red pigment.Described catalyzer is the vitriol oil, right-toluenesulphonic acids, highly acidic resin P-SO
3A kind of in H, the phase-transfer catalyst 1127.
Mulberry red pigment after the modification processing is used for textile dyeing, and its method is: with mordant fabric is carried out pre-matchmaker earlier and handle, and then the processing of dyeing.Pre-mordant dyeing condition is: mordant consumption 2～15% (heavy to fabric), 50～100 ℃ of mordant dyeing temperature, time 10～90min, bath raio 1: 10～1: 60; Dyeing condition is: modification mulberry red pigment consumption 1～10% (heavy) to fabric, regulate pH=3～6 with acetic acid, bath raio 1: 10～1: 60; 60～100 ℃ of dyeing temperatures, dyeing time 10～100min, the fabric after the dyeing is washed, drying.Mordant can be a kind of in the following compound or their mixture: ferrous sulfate, Tai-Ace S 150, zinc chloride, copper sulfate, sal epsom.
Compared with prior art, the present invention has the following advantages:
(1) the present invention adopts acylating agent that the natural dyestuff mulberry red pigment is carried out the acylation modification processing; acylating agent can with the mulberry red pigment molecule in cause the hydroxyl generation acylation reaction of photosensitization easily; thereby mulberry red pigment is improved to the stability of light; adopt the modification mulberry red pigment that textiles is dyeed; the light fastness of DYED FABRICS improves 1.0～2.0 grades than the light fastness of non-modified mulberry red pigment dyeing fabric; reach the requirement of taking textiles; make the Application Areas of mulberry red pigment obtain enlarging; simultaneously, enriched the kind of used for textiles natural dyestuff.
(2) mulberry red pigment acylation modification treating processes of the present invention and dyeing course do not produce free formaldehyde and other objectionable impurities, meet the ecological textile requirement.
Embodiment
Below in conjunction with embodiment the present invention is further described:
Embodiment 1:
The acylating agent of the mulberry red pigment modification processing method that present embodiment adopted is a caproyl chloride.
The acidylate treatment process: in reaction vessel, stir and slowly add a certain amount of acyl chlorides down and carry out acylation reaction by logical N2 protection with the acetic acid ethyl dissolution of 30 times of amounts for mulberry red pigment.Mulberry red pigment is 1: 2.5 with the amount ratio of acyl chlorides, reaction times 5h, 70 ℃ of temperature of reaction.Product is removed ethyl acetate with rotary evaporation.By hydrolysis, extracted with diethyl ether, obtain the modification mulberry red pigment by the cryoconcentration drying again.
Mulberry red pigment adopts following method that cotton fabric is dyeed after the modification: fabric is handled through pre-matchmaker earlier, and condition is: mordant water and addition of aluminum sulfate 8% (heavy to fabric), 90 ℃ of mordant dyeing temperature, time 45min, bath raio 1: 30; Dye with the modification mulberry red pigment then, dyeing condition is: modification mulberry red pigment consumption 7% (heavy) to fabric, regulate pH=4.5 with acetic acid, bath raio 1: 30; 95 ℃ of dyeing temperatures, dyeing time 60min, the fabric after the dyeing is washed, drying.
Embodiment 2:
The acylating agent of the mulberry red pigment modification processing method that present embodiment adopted is a maleic anhydride.
The acidylate treatment process: mulberry red pigment with the acetic acid ethyl dissolution of 35 times of amounts in reaction vessel, add a certain amount of maleic anhydride and catalyzer right-toluenesulphonic acids, stir back flow reaction down.Mulberry red pigment is 1: 3 with the amount ratio of acid anhydrides, reaction times 15h.After reaction finished, filtered while hot, was washed pH with pure water and is about 7 to water pH=6 with the 0.1%NaOH wash filtrate, and product removes with rotary evaporation and desolvates, and the cryoconcentration drying obtains the modification mulberry red pigment.
Mulberry red pigment adopts following method that real silk fabric is dyeed after the modification: fabric is handled through pre-matchmaker earlier, and condition is: mordant ferrous sulfate consumption 5% (heavy to fabric), 90 ℃ of mordant dyeing temperature, time 45min, bath raio 1: 30; Dye with the modification mulberry red pigment then, dyeing condition is: modification mulberry red pigment consumption 5% (heavy) to fabric, regulate pH=3.5 with acetic acid, bath raio 1: 30; 95 ℃ of dyeing temperatures, dyeing time 60min, the fabric after the dyeing is washed, drying.
With only adopting the mordant dyeing method result that fabric carries out mulberry red pigment dyeing is compared; earlier mulberry red pigment being carried out the acylation modification processing by embodiment of the invention technical scheme dyes again; the light fastness of its fabric is pressed the GB/T8426-1998 test; can improve 1～2 grade, reach the requirement of taking textiles.
Claims (4)
1. a method that improves sunshine fastness of mulberry red pigment dyeing is characterized in that: adopt acyl chlorides or acid anhydrides that mulberry red pigment is carried out acylation modification and handle; Described acyl chlorides is a kind of in Acetyl Chloride 98Min., propionyl chloride, butyryl chloride, the caproyl chloride; Described acid anhydrides is a kind of in MALEIC ANHYDRIDE, acetic anhydride, Succinic anhydried, the itaconic anhydride.
2. a kind of method that improves sunshine fastness of mulberry red pigment dyeing according to claim 1; it is characterized in that: described employing acyl chlorides to the method that mulberry red pigment carries out the acylation modification processing is; with mulberry red pigment with the acetic acid ethyl dissolution of 5～50 times of amounts in reaction vessel, logical N
2Protection; stir slow down adding acyl chlorides and carry out acylation reaction; mulberry red pigment is 1: 1～1: 8 with the mass ratio that adds acyl chlorides; reaction times 30min～10h; 25～80 ℃ of temperature of reaction are removed ethyl acetate solvent, obtain the modification mulberry red pigment; or handle through hydrolysis, extracted with diethyl ether, cryodrying again, obtain spissated modification mulberry red pigment.
3. a kind of method that improves sunshine fastness of mulberry red pigment dyeing according to claim 1; it is characterized in that: described employing acid anhydrides to the method that mulberry red pigment carries out the acylation modification processing is; with mulberry red pigment with the acetic acid ethyl dissolution of 5～50 times of amounts in reaction vessel; add acid anhydrides and catalyzer; mulberry red pigment is 1: 1～1: 5 with the mass ratio that adds acid anhydrides; stir back flow reaction down; behind 1～30h; filtered while hot to water pH=6, is washed pH=7 with pure water with the 0.1%NaOH wash filtrate again; remove ethyl acetate solvent; obtain the modification mulberry red pigment, or handle through cryodrying again, obtain spissated modification mulberry red pigment.
4. a kind of method that improves sunshine fastness of mulberry red pigment dyeing according to claim 3 is characterized in that: described catalyzer is the vitriol oil, right-toluenesulphonic acids, highly acidic resin P-SO
3A kind of in H, the phase-transfer catalyst 1127.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007100393886A CN100549103C (en) | 2007-04-12 | 2007-04-12 | Improve the method for sunshine fastness of mulberry red pigment dyeing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007100393886A CN100549103C (en) | 2007-04-12 | 2007-04-12 | Improve the method for sunshine fastness of mulberry red pigment dyeing |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101037544A true CN101037544A (en) | 2007-09-19 |
| CN100549103C CN100549103C (en) | 2009-10-14 |
Family
ID=38888730
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2007100393886A Expired - Fee Related CN100549103C (en) | 2007-04-12 | 2007-04-12 | Improve the method for sunshine fastness of mulberry red pigment dyeing |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100549103C (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101824761A (en) * | 2010-03-29 | 2010-09-08 | 河南工程学院 | Dyeing method |
| CN101851868A (en) * | 2010-03-09 | 2010-10-06 | 常州耀春格瑞纺织品有限公司 | Ecological dyeing method for dyeing cotton fabric with mulberry red natural dye |
| CN102383321A (en) * | 2011-09-07 | 2012-03-21 | 浙江理工大学 | Method for improving light fastness of natural dye stuff dyed fabrics |
| CN103044955A (en) * | 2012-12-10 | 2013-04-17 | 桐乡市丰同裕蓝印布艺有限公司 | Method for preparing mulberry plant dye and application on dyeing |
| CN105421099A (en) * | 2015-11-30 | 2016-03-23 | 浙江辰鸿纺织品科技有限公司 | Method for dyeing dacron fabric through natural dye |
| CN112323513A (en) * | 2020-10-13 | 2021-02-05 | 武汉纺织大学 | Blue Lyocell fabric prepared by dyeing plant dye hyacinth and preparation method thereof |
| CN112411203A (en) * | 2020-10-13 | 2021-02-26 | 武汉纺织大学 | Red Lyocell fabric prepared by dyeing with plant dye hippeastrum and preparation method thereof |
| CN112411202A (en) * | 2020-10-13 | 2021-02-26 | 武汉纺织大学 | Black lyocell fabric prepared by dyeing plant dye black fig and preparation method thereof |
| CN112501925A (en) * | 2020-10-13 | 2021-03-16 | 武汉纺织大学 | Brown Lyocell fabric prepared by dyeing chestnut peels with vegetable dye and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101652731B1 (en) * | 2014-06-26 | 2016-09-01 | 홍익대학교세종캠퍼스산학협력단 | Method of manufacturing acylated natural dye, acylated natural dye manufactured by the same and hair dye containing the same |
-
2007
- 2007-04-12 CN CNB2007100393886A patent/CN100549103C/en not_active Expired - Fee Related
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101851868A (en) * | 2010-03-09 | 2010-10-06 | 常州耀春格瑞纺织品有限公司 | Ecological dyeing method for dyeing cotton fabric with mulberry red natural dye |
| CN101851868B (en) * | 2010-03-09 | 2011-11-09 | 常州耀春格瑞纺织品有限公司 | Ecological dyeing method for dyeing cotton fabric with mulberry red natural dye |
| CN101824761A (en) * | 2010-03-29 | 2010-09-08 | 河南工程学院 | Dyeing method |
| CN101824761B (en) * | 2010-03-29 | 2012-02-08 | 河南工程学院 | Dyeing method |
| CN102383321A (en) * | 2011-09-07 | 2012-03-21 | 浙江理工大学 | Method for improving light fastness of natural dye stuff dyed fabrics |
| CN103044955A (en) * | 2012-12-10 | 2013-04-17 | 桐乡市丰同裕蓝印布艺有限公司 | Method for preparing mulberry plant dye and application on dyeing |
| CN105421099A (en) * | 2015-11-30 | 2016-03-23 | 浙江辰鸿纺织品科技有限公司 | Method for dyeing dacron fabric through natural dye |
| CN105421099B (en) * | 2015-11-30 | 2018-05-25 | 浙江辰鸿纺织品科技有限公司 | A kind of natural dye is to the colouring method of dacron |
| CN112323513A (en) * | 2020-10-13 | 2021-02-05 | 武汉纺织大学 | Blue Lyocell fabric prepared by dyeing plant dye hyacinth and preparation method thereof |
| CN112411203A (en) * | 2020-10-13 | 2021-02-26 | 武汉纺织大学 | Red Lyocell fabric prepared by dyeing with plant dye hippeastrum and preparation method thereof |
| CN112411202A (en) * | 2020-10-13 | 2021-02-26 | 武汉纺织大学 | Black lyocell fabric prepared by dyeing plant dye black fig and preparation method thereof |
| CN112501925A (en) * | 2020-10-13 | 2021-03-16 | 武汉纺织大学 | Brown Lyocell fabric prepared by dyeing chestnut peels with vegetable dye and preparation method thereof |
| CN112501925B (en) * | 2020-10-13 | 2022-09-09 | 江苏苏美达轻纺科技产业有限公司 | Brown Lyocell fabric prepared by dyeing chestnut peels with vegetable dye and preparation method thereof |
| CN112411203B (en) * | 2020-10-13 | 2022-11-29 | 武汉纺织大学 | Red Lyocell fabric prepared by dyeing with plant dye hippeastrum and preparation method thereof |
| CN112411202B (en) * | 2020-10-13 | 2023-02-28 | 武汉纺织大学 | Black Lyocell fabric prepared by dyeing plant dye black cone and preparation method thereof |
| CN112323513B (en) * | 2020-10-13 | 2023-02-28 | 武汉纺织大学 | Blue Lyocell fabric prepared by dyeing plant dye hyacinth and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100549103C (en) | 2009-10-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100549103C (en) | Improve the method for sunshine fastness of mulberry red pigment dyeing | |
| Bhattacharya et al. | Metal ion effect on dyeing of wool fabric with catechu | |
| CN102660146B (en) | Oxidation-resistant disperse dye composition and preparation and application thereof | |
| US5509941A (en) | Mordant composition for natural dye processes | |
| CN105696386A (en) | Scouring, bleaching and dyeing process for polyester fabric | |
| CN102182077A (en) | Coating-dye composite staining method for ribbon product | |
| CN101503852A (en) | Novel dyeing and finishing technique for PTT shape memory fabric | |
| CN110004738A (en) | Silk/viscose glue intertexture One Bath Dyeing Process is blended in PLA/PHBV | |
| Sun et al. | Application of liquid organic salt to cotton dyeing process with reactive dyes | |
| CN104562793B (en) | The method of the modified pigment dyeing of a kind of ramie fabric | |
| CN1285799C (en) | Soybean fiber loose-stock dyeing and processing method | |
| CN103334317A (en) | Natural dyeing process of double fabric | |
| Paul et al. | Effect of alkali concentration on dyeing cotton knitted fabrics with reactive dyes | |
| CN107142751A (en) | A kind of high all cotton fabric dyeing of solid color | |
| CN102888129B (en) | Disperse dye composition and applications thereof | |
| Vankar et al. | Sonicator dyeing of natural polymers with Symplocos spicata by metal chelation | |
| Kantouch et al. | Utilization of ionic liquids for low temperature dyeing of proteinic fabrics | |
| CN111321612A (en) | One-bath dyeing process of disperse/neutral dye for polyester/viscose fabric | |
| CN108930178B (en) | Fabric dyeing process with one-bath pretreatment and dyeing | |
| CN110055773A (en) | Silk/tencel interwoven object two-bath process technique is blended in PLA/PHBV | |
| CN110629568B (en) | Polyester yarn dyeing process | |
| CN109810541A (en) | A kind of acid dye composition and its dye preparations | |
| Ali et al. | Green strategy for dyeing wool fibers by madder natural dye | |
| Sheikh et al. | Effect of acid modification on dyeing properties of Rajshahi silk fabric with different dye classes | |
| CN1397681A (en) | Method for dyeing bulk cotton fibres by indigo dye |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Assignee: Zhongshan overseas textile Co., Ltd. Assignor: Soochow University Contract record no.: 2010440001057 Denomination of invention: Method for improving sunshine fastness of mulberry red pigment dyeing Granted publication date: 20091014 License type: Exclusive License Open date: 20070919 Record date: 20100805 |
|
| EC01 | Cancellation of recordation of patent licensing contract |
Assignee: Zhongshan overseas textile Co., Ltd. Assignor: Soochow University Contract record no.: 2010440001057 Date of cancellation: 20111212 |
|
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20091014 Termination date: 20120412 |