CN104294672A - Polymer microsphere dyed by curcumin - Google Patents

Polymer microsphere dyed by curcumin Download PDF

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Publication number
CN104294672A
CN104294672A CN201410595825.2A CN201410595825A CN104294672A CN 104294672 A CN104294672 A CN 104294672A CN 201410595825 A CN201410595825 A CN 201410595825A CN 104294672 A CN104294672 A CN 104294672A
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China
Prior art keywords
curcumin
dyeing
polymer microballoon
microballoon
polymer
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CN201410595825.2A
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CN104294672B (en
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房宽峻
李宁
蔡玉青
夏效杰
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Yuyue Home Textile Co Ltd
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Qingdao University
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Abstract

The utility model discloses a polymer microsphere dyed by curcumin. The polymer microsphere uses a copolymer of styrene and acrylic acid monomers as a carrier and the curcumin as dye, and is obtained by being dyed in an aqueous solution. The polymer microsphere uses water as a medium, and the influences of an organic solvent on human bodies and the environment are avoided.

Description

A kind of polymer microballoon of curcumin dyeing
Technical field
The invention belongs to functional high polymer material field, relating to a kind of curcumin is chromogen bonded polymer microballoon prepared by pigment.
Background technology
Curcumin (Curcumin) is a kind of crocus polyphenols with diketone structure extracted from Zingiber turmeric (Curcuma L.) plant.Research in the past few decades shows, curcumin has the effect of anti-oxidant, anti-inflammatory, antitumor, anti-bacteria and anti-virus etc., can be used for the diseases such as treatment cardiovascular and cerebrovascular diseases, arthritis, senile dementia.Curcumin is also a kind of xanthein, is widely used in printing and dyeing and food industry.The World Health Organization and FAO (Food and Agriculture Organization of the United Nation) are all regarded as safe food additives.Although curcumin has above-mentioned advantage, its poorly water-soluble, the shortcoming responsive to alkali, temperature, light, metal ion, oxygen etc. limits its application.
For overcoming the shortcoming of curcumin self, researchers propose many methods.Patent CN201110231519.7 describes a kind of preparation method of curcumin nano micellar preparation.Curcumin and amphipathic nature block polymer mixed dissolution in organic solvent, through rotary evaporation, vacuumize removing organic solvent, then add aqueous phase, obtain micellar solution by ultrasonic disperse and constant temperature oscillation, finally by the centrifugal supernatant obtained containing curcumin nano micellar preparation.Patent CN201310755517.7 describes a kind of preparation method of curcumin carrier micelle monomer of pH sensitive.The curcumin of the MPEG-PLA and both-end phenolic hydroxyl group carbonylation that first the end after modifying are contained diazanyl dissolves under certain solvent by suitable rate of charge, makes it bonding reaction occurs, the final curcumin micella monomer forming pH sensitivity.This monomer self assembly can form micella in aqueous.The curcumin that glutaric anhydride is modified by patent CN201210013139.0 and the polyhydroxylated MPEG-PLA of end carry out bonding with ester bond form, form the curcumin micella monomer of high percent grafting, again the mixture of above-mentioned micella monomer or curcumin and micella monomer is dissolved in appropriate solvent, dialysis, centrifugal, freeze-drying obtains product.
Curcumin and cyclodextrin, phosphatide etc. being formed inclusion compound or compound is also a kind of effective means.Patent CN201310202135.1 provides the preparation method of a kind of curcumin and hybrid ring cyclodextrin inclusion compound.The mixture of alpha-cyclodextrin, beta-schardinger dextrin-, gamma-cyclodextrin and curcumin are carried out inclusion in the low-concentration ethanol aqueous solution, obtains curcumin inclusion complex in solution, spray-driedly afterwards obtain product.Patent CN201410271044.8 describes a kind of preparation method of curcumin hydroxypropyl cyclodextrin phosphatide nanoparticle.First curcumin, HP-β-CD, phosphatide are dissolved in absolute ethyl alcohol, after reaction a period of time, except desolventizing, obtain product.
In addition, also have some other method, patent CN200810159648.8 describes a kind of preparation method of curcumin glutin microsphere.The aqueous gelatin solution of curcumin is joined in the atoleine containing Span80, makes W/O emulsion under agitation, then lower the temperature, add glutaraldehyde solution, after through ice bath, solidification, dehydration, solvent wash.
The realization of existing invention technology mostly be unable to do without organic solvent.Organic solvent has harm to a certain degree to health and environment.The present invention take water as medium, can obtaining pure curcumin polymer microballoon, avoiding the harm because with an organic solvent producing.
Summary of the invention
For above-mentioned prior art, the invention provides the polymer microballoon of a kind of curcumin dyeing.It is that medium prepares with water.Concrete steps are as follows:
Be dyestuff with curcumin, under certain condition polymer microballoon dyeed in aqueous, obtain the yellow polymer microballoon that surface is curcumin.
Described curcumin is the extract of plant turmeric, can be sterling, also can be technical grade product.
Described polymer microballoon is the copolymer of styrene and acrylic monomer.Its particle diameter is between 30 ~ 1000nm, and microsphere surface is with carboxylic group.
The dyeing condition adopted is pH 3 ~ 6, temperature 75 DEG C ~ 100 DEG C, time 60min ~ 140min, and the weight ratio of curcumin/microballoon is 1% ~ 5%.
Described yellow polymer microballoon need obtain through following steps: processed by the dye liquor 4mol/L HCl solution after dyeing, then through centrifugal, 0.1mol/L HCl solution washing, finally will precipitate fully washing, drying with distilled water.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is elaborated.Following examples for illustration of the present invention, but are not used in and limit the scope of the invention.
Embodiment 1
125mL distilled water is added in the reactor with agitating device, condenser pipe, nitrogen access equipment, logical nitrogen is to remove wherein air, stir speed (S.S.) 250rpm, in reactor, 18.4g styrene is added after 15min, start after 2h to heat up, the aqueous solution and the 1.6g metering system slow acid that after being warming up to 70 DEG C, 25mL are contained ammonium persulfate 0.336g are added drop-wise in reactor, after dropwising, and isothermal reaction 5h.Be cooled to room temperature discharging after completion of the reaction.
Embodiment 2
In Example 1, the microballoon 0.1g of synthesis is in conical flask, and use 49mL distilled water diluting, stirring shakes up, and regulates this pH of suspension to desirable value (pH is respectively 4.0,4.5,5.0,5.5,6.0); The curcumin (i.e. 0.002g) taken microballoon is heavily 2% joins in conical flask, ultrasonic auxiliary under curcumin is dispersed in system.
Under room temperature, conical flask is put into shaking bath pot, start to heat up after 5min, constant temperature dyeing 60min after being warming up to 95 DEG C, dyeing terminates, and takes out.
Embodiment 3
In Example 1, the microballoon 0.1g of synthesis is in conical flask, and use 49mL distilled water diluting, stirring shakes up, and regulates this pH of suspension to 5.0; The curcumin (i.e. 0.002g) taken microballoon is heavily 2% joins in conical flask, ultrasonic auxiliary under curcumin is dispersed in system.
Under room temperature, conical flask is put into shaking water bath pot, start after 5min to heat up, be warming up to temperature required (temperature is respectively 80 DEG C, 90 DEG C, 95 DEG C) constant temperature dyeing 60min afterwards, dyeing terminates, and takes out.
Embodiment 4
In Example 1, the microballoon 0.1g of synthesis is in conical flask, and use 49mL distilled water diluting, stirring shakes up, and regulates this pH of suspension to 5.0; Take microballoon be heavily 2% curcumin (i.e. 0.002g), join in conical flask, ultrasonic auxiliary under curcumin is dispersed in system.
Under room temperature, conical flask is put into shaking water bath pot, start to heat up after 5min, difference constant temperature dyeing 60min, 120min, 130min, 140min after being warming up to 95 DEG C, dyeing terminates, and takes out.
Embodiment 5
In Example 1, the microballoon 0.1g of synthesis is in conical flask, and use 49mL distilled water diluting, stirring shakes up, and regulates this pH of suspension to 5.0; Take respectively microballoon be heavily 1%, 2%, 3% curcumin (i.e. 0.001g, 0.002g, 0.003g), join in conical flask, ultrasonic auxiliary under curcumin is dispersed in system.
Under room temperature, conical flask is put into shaking water bath pot, start to heat up after 5min, constant temperature dyeing 60min after being warming up to 95 DEG C, dyeing terminates, and takes out.
Embodiment 6
Dye liquor 4mol/L HCl solution after dyeing is processed, then through centrifugal, 0.1mol/L HCl solution washing, finally with distilled water, precipitation fully washing, drying is obtained the polymer microballoon that pure curcumin dyes.

Claims (5)

1. with a polymer microballoon for curcumin dyeing, it is characterized in that with curcumin being dyestuff, polymer microballoon is dyeed in aqueous, obtain the yellow polymer microballoon of surface for curcumin.
2. the polymer microballoon of a kind of curcumin dyeing according to claim 1, it is characterized in that curcumin used is the extract of plant turmeric, can be sterling, also can be technical grade product.
3. the polymer microballoon of a kind of curcumin dyeing according to claim 1, it is characterized in that the microballoon dyeed is the copolymer of styrene and acrylic monomer, its particle diameter is between 30 ~ 1000nm, and microsphere surface is with carboxylic group.
4. the polymer microballoon of a kind of curcumin dyeing according to claim 1, it is characterized in that condition when dyeing is pH 3 ~ 6, temperature 75 DEG C ~ 100 DEG C, time 60min ~ 140min, the weight ratio of curcumin/microballoon is 1% ~ 5%.
5. the polymer microballoon of a kind of curcumin dyeing according to claim 1, after it is characterized in that dyeing terminates, with hydrochloric acid solution, dye liquor is processed, after centrifugal and 0.1mol/L hydrochloric acid solution wash, precipitation distilled water is washed, finally by drying the polymer microballoon powder that can obtain pure curcumin dyeing.
CN201410595825.2A 2014-10-30 2014-10-30 Method for preparing polymer microsphere through curcumin dyeing Active CN104294672B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106758364A (en) * 2016-12-01 2017-05-31 西南大学 The method of curcumin dyed cotton fabric

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101349020A (en) * 2008-08-28 2009-01-21 大连工业大学 Method for dyeing modified cellulose fiber fabric on rhubarb and curcuma longa dyes
CN101696553A (en) * 2009-10-30 2010-04-21 五邑大学 Method for dying fabrics by color combination of vegetable dyes

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101349020A (en) * 2008-08-28 2009-01-21 大连工业大学 Method for dyeing modified cellulose fiber fabric on rhubarb and curcuma longa dyes
CN101696553A (en) * 2009-10-30 2010-04-21 五邑大学 Method for dying fabrics by color combination of vegetable dyes

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
任斌: "彩色聚合物微球的制备及其性能研究", 《中国优秀硕士学位论文全文数据库•工程科技Ⅰ辑》 *
王嘉伟: "天然染料对聚酯纤维染色性能的研究", 《中国优秀硕士学位论文全文数据库•工程科技Ⅰ辑》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106758364A (en) * 2016-12-01 2017-05-31 西南大学 The method of curcumin dyed cotton fabric

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Effective date of registration: 20210913

Address after: 256623 No.1, XINER Road, Binzhou hi tech Industrial Development Zone, Shandong Province

Patentee after: YUYUE HOME TEXTILE Co.,Ltd.

Address before: 266071 Shandong city of Qingdao province Ningxia City Road No. 308

Patentee before: QINGDAO University