CN107987552B - A kind of preparation method and applications of water-soluble natural pigment microcapsule - Google Patents
A kind of preparation method and applications of water-soluble natural pigment microcapsule Download PDFInfo
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- CN107987552B CN107987552B CN201711268123.3A CN201711268123A CN107987552B CN 107987552 B CN107987552 B CN 107987552B CN 201711268123 A CN201711268123 A CN 201711268123A CN 107987552 B CN107987552 B CN 107987552B
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- water
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- pigment
- soluble natural
- microcapsule
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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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
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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
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
Abstract
The invention discloses a kind of preparation methods of water-soluble natural pigment microcapsule, the method of the present invention is using methyl methacrylate and acrylic acid or acrylamide as wall material, using water-soluble natural pigment as core material, emulsifier, initiator is added, by being prepared by mixing into lotion under certain condition, microcapsule product is obtained by polymerization.The method of the present invention preparation process is environmentally protective, and easy to operate, and microcapsules stabilization obtained, acid and alkali-resistance, light fastness are excellent, can be used as mill base for field of textiles.
Description
Technical field
The invention belongs to textile raw material technical fields, and in particular to a kind of preparation side of water-soluble natural pigment microcapsule
Method and its application.
Background technique
Natural pigment both generally is from animal, plant tissue, therefore, in general higher to the safety of human health.
Inherently a kind of nutrient of some natural pigments, has nutritive validity, and part also has certain pharmacological action.Natural pigment
The color of natural goods can also preferably be imitated, tone when coloring is more natural.But because being extracted from natural goods,
Therefore ingredient is coexisted by it sometimes to be influenced or itself just has peculiar smell, and pigment concentration is typically small, dieing activity is poor, certain natural
Edible coloring agent even occurs chemical reaction with raw-food material and changes colour, and fastness is poor, by pH value, oxidation, illumination, temperature
Etc. being affected.
Microcapsules, which refer to, coats core material (solid, liquid or gas) using natural or synthetic high molecular material,
The diameter of formation is from nanometer to several microns even several hundred microns of nucleocapsid structure small container.The core wall construction of microcapsules can be with
Core material is isolated with external environment, protects it from the influence of many factors such as extraneous oxygen, high temperature, ultraviolet light.Therefore, it utilizes
The higher weatherability of wall material, can the poor defect of more sufficient core material weatherability.
Natural pigment strong coloring force, it is safe and non-toxic, it can be used as colorant and be widely used by food service industry, be most to develop
The food additives of value have a variety of different physiological functions.Microcapsules, which refer to, utilizes core material (solid, liquid or gas)
Natural or synthetic high molecular material cladding is got up, and the diameter of formation is from nanometer to several microns even several hundred microns of core-shell structure copolymer knot
Structure small container.The core wall construction of microcapsules core material can be isolated with external environment, protect it from extraneous oxygen, high temperature,
The influence of many factors such as ultraviolet light.
It has been applied currently, microcapsules are made as core material in pigment in food service industry, and the later period is focused in part
Smell and lower lasting type microcapsules are required to quality of colour.But since part natural pigment Nature comparison is active, chemistry is anti-
Answering property is stronger, and light and heat can promote its oxygenolysis and lose coloration ability, has seriously affected the color fastness of coloring, and shows
There is micro capsule technology to be difficult to meet its needs toward other field large-scale promotions again, it would be highly desirable to solve.
Summary of the invention
In view of the above-mentioned problems, the present invention provides a kind of preparation method of natural pigment microcapsules, it will be water-soluble by polymerization
Natural pigment is wrapped in the high molecular polymer of methyl methacrylate, improves the resistance to photo-thermal and acid and alkali-resistance of natural pigment
Property, it can be used as mill base for field of textiles.
In order to solve the above technical problems, the application is achieved through the following technical solutions:
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps:
(a) by a certain amount of natural pigment, emulsifier and deionized water mix, and control mixing speed 400~1100 turns/
Point, while heating water bath is uniformly mixed to 50~80 DEG C and obtains natural pigment microemulsion；
(b) a certain amount of initiator is added, adds a certain amount of methyl methacrylate, after mixing, be warming up to 80
~90 DEG C, 1~3h of isothermal reaction；
(c) be slow added into a certain amount of second comonomer, while 80~90 DEG C of water-baths effects, continue revolving speed 400~
2~5h is reacted under 1100 revs/min (almost the same with step a revolving speed) to get water-soluble natural pigment microcapsule of the present invention is arrived.
Preferably, the methyl methacrylate, second comonomer, emulsifier, deionized water, natural pigment and initiator it
Between mass ratio be 100:10~50:10~50:1500~2500:25~100:1~2.
The natural pigment be water-soluble natural pigment, preferably grape skin color, red sorghum pigment, Cochineal color,
The fluffy sweet tea haematochrome of gardenia blue pigment, alkali, water-soluble annatto pigment, radish red pigment, grape skin red pigment, purple sweetpotato color
Element, mulberry red pigment, haematochrome of red rice, indigo fruit pigment, Cacao pigment, chrysanthemum uranidin, water soluble tea marennin and tea
At least one of uranidin.
Preferably, composite emulsifier or span80 and tween60 that the emulsifier is span60 and tween80
Composite emulsifier, mass ratio of the HLB value between 3~10, Si Pan and tween can be calculated according to HLB formula.
Preferably, the initiator is at least one in benzoyl peroxide, dilauroyl peroxide and azodiisobutyronitrile
Kind.
Preferably, the second comonomer is at least one of acrylic acid and acrylamide.
The present invention has following positive beneficial effect:
(1) present invention makees reaction medium with water, and pigment source is abundant, and makees polymerization protective using cheap emulsifier
System, and easy to operate, simple process, it is environmentally friendly.
(2) present invention can control particle size at 0.1~8 μm by stirring rate, and it is controllable that the operation is more convenient, can
Product required for stable production, later period can preferably apply in industrial production.
(3) second comonomer used in the present invention is water-soluble, can preferably dissolve each other with water-soluble pigment, draw in oil-soluble
Methyl methacrylate can be reacted with acrylic acid or acrylamide under the action of sending out agent, generate polymer water colo(u)r is more preferable
Ground wraps up.
(4) core material used in the present invention is safe and non-toxic, and environmentally protective, wall material resistance to acid and alkali is good, transparency is high, can effectively protect
Natural pigment is protected, the microcapsules made have the advantages that bright-colored, good weatherability, are applied to original liquid coloring not only energy-saving ring
It protects and color fastness is high, meet the development trend of dyeing, there is vast potential for future development.
Detailed description of the invention
Fig. 1 is the confocal laser of the fluffy sweet tea haematochrome microcapsules of 2 gained alkali of embodiment away from microscopical direct view.
Specific embodiment
Invention is further described combined with specific embodiments below, certain following embodiment should not be construed as to this hair
The limitation of bright protection scope.
Embodiment 1
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps: in three mouthfuls of burnings that capacity is 250mL
90mL water, 1g gardenia blue pigment, 0.6g Span60,0.4g Tween80 are added in bottle, is warming up to 65 DEG C and is stirred in 400r/ min
It mixes 20min and obtains gardenia blue pigment microemulsion, methyl methacrylate 4g is added dropwise, benzoyl peroxide 0.05g, 80 DEG C of perseverances are added
Temperature reaction 2h.1g acrylamide is added dropwise again, it is micro- to obtain the gardenia blue pigment that average grain diameter is 6.331 μm by 80 DEG C of isothermal reaction 3h
Capsule.
Embodiment 2
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps: in three mouthfuls of burnings that capacity is 250mL
60mL water, the fluffy sweet tea haematochrome of 2g alkali, 0.3g Span60,0.2g Tween80 are added in bottle, is warming up to 70 DEG C in 500r/ min
Stirring 20min obtains the fluffy sweet tea haematochrome microemulsion of alkali, and methyl methacrylate 4g is added dropwise, and is added azodiisobutyronitrile 0.08g, and 85
DEG C isothermal reaction 3h.Acrylic acid 2g, 85 DEG C of isothermal reaction 3h are added dropwise, obtain the fluffy sweet tea haematochrome of alkali that average grain diameter is 2.562 μm
Microcapsules.
Embodiment 3
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps: in three mouthfuls of burnings that capacity is 250mL
80mL water, 1.5g chrysanthemum uranidin, 0.6 span80 and 0.4 tween60 are added in bottle, is warming up to 60 DEG C and is stirred in 600r/ min
It mixes 10min and obtains chrysanthemum uranidin microemulsion, methyl methacrylate 4g is added dropwise, benzoyl peroxide 0.07g, 80 DEG C of perseverances are added
Temperature reaction 2h.Acrylic acid 2g, 80 DEG C of isothermal reaction 2h are added dropwise, obtain the micro- glue of chrysanthemum uranidin that average grain diameter is 1.164 μm
Capsule.
Embodiment 4
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps: in three mouthfuls of burnings that capacity is 250mL
70mL water, 3g mulberry red pigment, 0.3 span80 and 0.2 tween60 are added in bottle, is warming up to 70 DEG C and is stirred in 700r/ min
30min obtains mulberry red pigment microemulsion, and methyl methacrylate 4g is added dropwise, and azodiisobutyronitrile 0.08g, 85 DEG C of perseverances are added
Temperature reaction 1h.Acrylamide 1.5g, 85 DEG C of isothermal reaction 2h are added dropwise, it is micro- to obtain the mulberry red pigment that average grain diameter is 0.635 μm
Capsule.
Embodiment 5
A kind of preparation method of water-soluble natural pigment microcapsule, comprising the following steps: in three mouthfuls of burnings that capacity is 250mL
80mL water, 1.5g haematochrome of red rice, 0.6 span80 and 0.4 tween60 are added in bottle, is warming up to 60 DEG C in 1000r/ min
Stirring 30min obtains haematochrome of red rice microemulsion, and methyl methacrylate 4g is added dropwise, and is added benzoyl peroxide 0.06g, and 80 DEG C
Isothermal reaction 2h.Acrylic acid 2g, 80 DEG C of isothermal reaction 2h are added dropwise, obtain the micro- glue of haematochrome of red rice that average grain diameter is 0.526 μm
Capsule.
Comparative example 1
The fluffy sweet tea haematochrome microcapsules of alkali are prepared with reference to CN106173818A specification embodiment 4.
The fluffy sweet tea haematochrome of former alkali, embodiment 2 and the fluffy sweet tea haematochrome microcapsules of 1 gained alkali of comparative example are subjected to application test:
(1) the fluffy sweet tea haematochrome of former alkali, comparative example 1 and the fluffy sweet tea haematochrome microcapsules 0.05g of 2 gained alkali of embodiment are taken respectively,
Each that the dissolution of 10ml dehydrated alcohol is added, then plus distilled water is settled to 100ml, using 10% ethanol solution as blank control, surveys
Determine the fluffy sweet tea haematochrome of original alkali, comparative example 1 and the fluffy sweet tea haematochrome microcapsules of 2 gained alkali of the embodiment absorbance at wavelength 535nm, point
Two kinds of solution of 20ml are not taken, use H2SO4(1mol/L) and the pH for NaOH(1mol/L) adjusting solution are respectively 1,14, in this process
In it is noted that being protected from light.After 1h, using 10% ethanol solution as blank control, its absorbance is tested respectively at wavelength 535nm,
The loss late for calculating the fluffy sweet tea haematochrome of alkali, studies influence of the different pH to the fluffy sweet tea haematochrome of different disposal alkali, the results are shown in Table 1:
The loss late of the fluffy sweet tea haematochrome of alkali and microcapsule product under the different pH value of table 1
| pH | 1 | 14 |
| The former fluffy sweet tea haematochrome (%) of alkali | 60.2 | 70.5 |
| Comparative example 1(%) | 15.3 | 17.2 |
| Embodiment 2(%) | 3.1 | 5.3 |
As it can be seen that by the fluffy sweet tea haematochrome of alkali of microencapsulation of the present invention almost without pigment loss, resistance to acid and alkali is significant
It improves.
(2) the fluffy sweet tea haematochrome of former alkali, comparative example 1 and the fluffy sweet tea haematochrome microcapsules 0.05g of 2 gained alkali of embodiment are taken respectively,
Each that the dissolution of 10ml dehydrated alcohol is added, then plus distilled water is settled to 100ml, using 10% ethanol solution as blank control, surveys
Determine the fluffy sweet tea haematochrome of original alkali, comparative example 1 and the fluffy sweet tea haematochrome microcapsules of 2 gained alkali of the embodiment absorbance at wavelength 535nm, point
Two kinds of solution of 20ml are not taken, are placed under sunlight and are irradiated 0h, 2h, 8h, 12h, for 24 hours respectively, using 10% ethanol solution as blank
Its absorbance is tested in control respectively at wavelength 535nm, is calculated the loss late of the fluffy sweet tea haematochrome of alkali, is studied different light application times
Influence to the fluffy sweet tea haematochrome of different disposal alkali, the results are shown in Table 2:
The loss late of the fluffy sweet tea haematochrome of alkali and microcapsule product under the different light application times of table 2
| Light application time (h) | 0 | 2 | 8 | 12 | 24 |
| The former fluffy sweet tea haematochrome (%) of alkali | 0 | 4.6 | 48.6 | 60.7 | 71.2 |
| Comparative example 1(%) | 0 | 2.8 | 28.3 | 39.7 | 45.9 |
| Embodiment 2(%) | 0 | 1.3 | 11.5 | 13.5 | 16.7 |
As it can be seen that microencapsulation is handled the fluffy sweet tea haematochrome of alkali through the invention, the stability to light is significantly improved.
The present invention is described in detail above in conjunction with embodiment, still, person of ordinary skill in the field can
Understand, without departing from the purpose of the present invention, each design parameter in above-described embodiment can also be changed, shape
At multiple specific embodiments, it is common variation range of the invention, is no longer described in detail one by one herein.
Claims (4)
1. a kind of preparation method of water-soluble natural pigment microcapsule, which comprises the following steps:
(a) a certain amount of natural pigment, emulsifier and deionized water are mixed, controls certain mixing speed, while heating water bath is extremely
It 50~80 DEG C, is uniformly mixed and obtains natural pigment microemulsion；
(b) a certain amount of initiator is added, adds a certain amount of methyl methacrylate, after mixing, be warming up to 80~90
DEG C, 1~3h of isothermal reaction；
(c) it is slow added into a certain amount of second comonomer, while 80~90 DEG C of water-baths act on, controls certain mixing speed reaction 2
~5h to get arrive water-soluble natural pigment microcapsule；
Mass ratio between the methyl methacrylate, second comonomer, emulsifier, deionized water, natural pigment and initiator
For 100:10~50:10~50:1500~2500:25~100:1~2；
The water-soluble natural pigment is that gardenia blue pigment, the fluffy sweet tea haematochrome of alkali, chrysanthemum uranidin, mulberry red pigment, red rice are red
One of pigment；
The emulsifier be span60 and tween80 composite emulsifier or span80 and tween60 composite emulsifier,
Its HLB value is 3~10；
The initiator is one of benzoyl peroxide, azodiisobutyronitrile；
The second comonomer is one of acrylic acid and acrylamide.
2. the preparation method of water-soluble natural pigment microcapsule according to claim 1, it is characterised in that: step a and step c
Middle mixing speed keeps almost the same, and upper and lower difference is no more than 50 revs/min, and controls in 400~1100 revs/min.
3. the water-soluble natural pigment microcapsule that any one of claim 1~2 is prepared.
4. application of the water-soluble natural pigment microcapsule in textile coloration described in claim 3.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102719145A (en) * | 2012-06-29 | 2012-10-10 | 广州大学 | Disperse dye nanocapsule for thermal sublimation digital printing ink-jet ink and preparation method of disperse dye nanocapsule |
| CN102847497A (en) * | 2012-07-05 | 2013-01-02 | 天津大学 | Preparation method and application of nanometer pigment microcapsule |
| CN103509527A (en) * | 2012-06-21 | 2014-01-15 | 南京工业大学 | Phase change energy storage microcapsule material and its preparation method |
| CN103725106A (en) * | 2013-12-18 | 2014-04-16 | 天津大学 | Preparation method of carbon black water-based color paste for ballpoint pen |
| CN106173818A (en) * | 2016-07-12 | 2016-12-07 | 淮海工学院 | The preparation method of a kind of Herba suadeae glaucae sweet red pigment microcapsule and stability |
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- 2017-12-05 CN CN201711268123.3A patent/CN107987552B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103509527A (en) * | 2012-06-21 | 2014-01-15 | 南京工业大学 | Phase change energy storage microcapsule material and its preparation method |
| CN102719145A (en) * | 2012-06-29 | 2012-10-10 | 广州大学 | Disperse dye nanocapsule for thermal sublimation digital printing ink-jet ink and preparation method of disperse dye nanocapsule |
| CN102847497A (en) * | 2012-07-05 | 2013-01-02 | 天津大学 | Preparation method and application of nanometer pigment microcapsule |
| CN103725106A (en) * | 2013-12-18 | 2014-04-16 | 天津大学 | Preparation method of carbon black water-based color paste for ballpoint pen |
| CN106173818A (en) * | 2016-07-12 | 2016-12-07 | 淮海工学院 | The preparation method of a kind of Herba suadeae glaucae sweet red pigment microcapsule and stability |
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