CN104873410A - Methyl methacrylate cross-linked polymer microparticle loaded with lipid-soluble dye and preparation method of microparticle - Google Patents
Methyl methacrylate cross-linked polymer microparticle loaded with lipid-soluble dye and preparation method of microparticle Download PDFInfo
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- CN104873410A CN104873410A CN201510219979.6A CN201510219979A CN104873410A CN 104873410 A CN104873410 A CN 104873410A CN 201510219979 A CN201510219979 A CN 201510219979A CN 104873410 A CN104873410 A CN 104873410A
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Abstract
The invention discloses a methyl methacrylate cross-linked polymer microparticle loaded with a lipid-soluble dye and a preparation method of the microparticle. The methyl methacrylate cross-linked polymer microparticle loaded with the lipid-soluble dye is of a core-shell structure, wherein the lipid-soluble dye serves as a core and a methyl methacrylate cross-linked polymer functions as a shell; and at 25 DEG C, the microparticle is 191.6-968.1nm in granularity and is 5.64-14.57% in embedding rate. The preparation method comprises the following steps: dissolving a surfactant in de-ionized water at room temperature to obtain an aqueous phase; uniformly mixing the lipid-soluble dye with isopropyl myristate, methyl methacrylate and divinyl benzene so as to obtain an oily phase; mixing, homogenizing and emulsifying the oil phase and the aqueous phase, then adding an initiator and reacting at 30-75 DEG C for 4-8h so as to obtain a reaction liquid; and demulsifying, filtering, cleaning, suction-filtering and drying the reaction liquid so as to obtain the methyl methacrylate cross-linked polymer microparticle loaded with the lipid-soluble dye. The preparation method is simple in process and easy to achieve large-scale production.
Description
Technical field
The present invention relates to a kind of preparation method of particulate particles of load lipid-soluble dye, be specifically related to a kind of methyl methacrylate cross-linked polymer particle and preparation method of load lipid-soluble dye.
Background technology
Cosmetics are mixture of a kind of many components, and human body directly contacts with cosmetics, and contact with having plenty of chronicity ground seriality, therefore in cosmetics, the safety of adding ingredient is most important.Different types of dyestuff is all added with in the color make-ups such as the lipstick in cosmetics, eye shadow, kermes and hair dye.
Dyestuff is a large class of pigment, the discovery of dyestuff and use with a long history.Ancient times, people just learned to extract and application natural dye, and modern, along with the development of organic synthesis technology, increasing organic synthetic dye is invented and used.Partial synthesis dyestuff is proved to be toxic, and some dyestuffs added in cosmetics have also been proved to be to sensitivity, mutagenicity and carcinogenecity.The cosmetics regulation of European Union and China has all carried out the regulation of Limited use to the dyestuff added in cosmetics.
Dyestuff can be avoided directly to contact skin dye microcapsuleization, reduce the zest to skin and toxic action, and due to the good optical transparence of methyl methacrylate cross linked polymer, not affect chromatic effect.
Have not yet to see the relevant report of the methyl methacrylate cross-linked polymer particle of carried dye.
Summary of the invention
The object of the invention is to for dyestuff in cosmetics to the zest of skin and the shortcoming of toxic action, methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye and preparation method thereof is proposed, to reducing dyestuff to the zest of skin and toxic action, and do not affect chromatic effect.
Know-why of the present invention
With the methyl methacrylate cross linked polymer of good biocompatibility for a wall material, adopt the method for emulsion polymerisation, preparation containing the particulate particles of lipid-soluble dye, thus obtains the dyestuff particulate particles with high stability, high encapsulation rate, good biocompatibility.
Technical scheme of the present invention
A kind of methyl methacrylate cross-linked polymer particle of load lipid-soluble dye, for nucleocapsid structure, core is lipid-soluble dye, shell is methyl methacrylate cross linked polymer, the particle diameter of the methyl methacrylate cross-linked polymer particle of the load lipid-soluble dye described in when 25 DEG C is 191.6-968.1nm, envelop rate is 5.64-14.57%, and its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
Surfactant 12-21 part
Deionized water 80 parts
Lipid-soluble dye 0.03-0.06 part
Isopropyl myristate 3-6 part
Methyl methacrylate 3-6 part
Divinylbenzene 0.6 part
Initiator 0.4-3 part
The raw materials by weight portion that preferably its preparation process is used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.03-0.06 part
Isopropyl myristate 3-6 part
Methyl methacrylate 3-6 part
Divinylbenzene 0.6 part
Initiator 1 part;
Described surfactant is anionic;
Described lipid-soluble dye is CI61565 and solvent green 3 number, CI47000 and solvent yellow 33 number or CI26100 and solvent red 23 number;
Described initiator is water soluble starter, and described water soluble starter is the redox initiation system mixed by potassium peroxydisulfate and sodium sulfite, calculates in mass ratio, wherein potassium peroxydisulfate: sodium sulfite is 4:3;
It is as follows that its preparation process specifically comprises step:
(1), first, under room temperature by surfactant dissolves in deionized water, making it fully dissolve through stirring, obtaining aqueous phase;
(2), by lipid-soluble dye joining in isopropyl myristate and obtaining mass percent concentration is 0.1-1%, and be preferably the lipid-soluble dye isopropyl myristate solution of 1%, then add methyl methacrylate, divinylbenzene, mix homogeneously obtains oil phase;
(3) in homogenizer, control rotating speed is that the oil phase of step (2) gained carries out mixing homogenizing 2min with the aqueous phase of step (1) gained by 13000-25000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carry out emulsifying 15min, obtain emulsion;
(4), be under the condition of 350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then the Water Under bath control temperature continuing to stir is 30-75 DEG C and carries out reaction 4-8h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
Beneficial effect of the present invention
The methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, due to one deck methyl methacrylate cross linked polymer in lipid-soluble dye outer wrapping, thus avoid dyestuff and contact with the direct of skin, decrease dyestuff to the zest of skin and toxic action.
Further, the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, wall material has optically transparent characteristic, has certain scattering process to light, does not therefore affect the coloring effect of dyestuff.
Further, the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, owing to adopting methyl methacrylate cross linked polymer to be particle wall material in its preparation process, while there is excellent compatibility with skin, also have better heat stability, therefore the form of its particle, particle diameter temperature influence are little, not easily assemble, temperature in preparation of dyestuff emulsion process can be effectively avoided to raise coated dyestuff pattern, the impact of particle diameter.
Further, the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, because methyl methacrylate cross linked polymer wall material has higher melt in its preparation process, be not vulnerable to temperature impact and seepage and distortion occur, therefore there is high encapsulation rate.
Further, the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, because wall material methyl methacrylate cross linked polymer is nontoxic, non-biodegradation, therefore has good biocompatibility.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is explained in further detail, but does not limit the present invention.
The specification of lipid-soluble dye used in various embodiments of the present invention and the information of manufacturer as follows:
CI61565(solvent green 3 number): SENSIENT cosmetic technologies;
CI47000(solvent yellow 33 number): SENSIENT cosmetic technologies;
CI26100(solvent red 23 number): SENSIENT cosmetic technologies.
embodiment 1
A methyl methacrylate cross-linked polymer particle for load lipid-soluble dye, its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.03 part
Isopropyl myristate 3 parts
Methyl methacrylate 6 parts
Divinylbenzene 0.6 part
Initiator 1 part
Described surfactant is anionic;
Described lipid-soluble dye is CI61565, i.e. solvent green 3 number;
Described initiator is water soluble starter, and described water soluble starter is the redox initiation system mixed by potassium peroxydisulfate and sodium sulfite, calculates in mass ratio, wherein potassium peroxydisulfate: sodium sulfite is 4:3;
Its preparation process specifically to comprise step as follows:
(1), first, under room temperature by 18g surfactant dissolves in 80g deionized water, through stir make it fully dissolve, obtain aqueous phase;
(2), 1g lipid-soluble dye is joined in 99g isopropyl myristate obtain the lipid-soluble dye isopropyl myristate solution that mass percent concentration is 1%;
The mass percent concentration getting the above-mentioned gained of 3g is the lipid-soluble dye isopropyl myristate solution of 1%, and then add 6g methyl methacrylate, 0.6g divinylbenzene, mix homogeneously obtains oil phase;
(3), in homogenizer, control rotating speed be that the oil phase of step (2) gained carries out mixing homogenizing 2min with the aqueous phase of step (1) gained by 19000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carries out emulsifying 15min, obtain emulsion;
(4), be under the condition of 350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then the Water Under bath control temperature continuing to stir is 45 DEG C and carries out reaction 4 h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
When 25 DEG C, Zetasizer Nano ZS type Particle Size Analyzer (Malvern instrument company of Britain) the methyl methacrylate cross-linked polymer particle particle to the load lipid-soluble dye of above-mentioned gained is adopted to carry out particle size determination, result shows that the methyl methacrylate cross-linked polymer particle of the load lipid-soluble dye of above-mentioned gained is spherical in shape, its mean diameter is at 191.6nm, and average envelop rate is 5.64%.
embodiment 2
A methyl methacrylate cross-linked polymer particle for load lipid-soluble dye, its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.045 part
Isopropyl myristate 4.5 parts
Methyl methacrylate 4.5 parts
Divinylbenzene 0.6 part
Initiator 1 part;
Described surfactant is anionic;
Described lipid-soluble dye is CI61565, i.e. solvent green 3 number;
Described initiator is water soluble starter, and described water soluble starter is the redox initiation system mixed by potassium peroxydisulfate and sodium sulfite, calculates in mass ratio, wherein potassium peroxydisulfate: sodium sulfite is 4:3;
Its preparation process specifically to comprise step as follows:
(1), first, under room temperature by 21g surfactant dissolves in 80g deionized water, through stir make it fully dissolve, obtain aqueous phase;
(2), 1g lipid-soluble dye is joined in 99g isopropyl myristate obtain the lipid-soluble dye isopropyl myristate solution that mass percent concentration is 1%;
The mass percent concentration getting the above-mentioned gained of 4.5g is the lipid-soluble dye isopropyl myristate solution of 1%, and then add 4.5g methyl methacrylate, 0.6g divinylbenzene, mix homogeneously obtains oil phase;
(3), in homogenizer, control rotating speed be that the oil phase of step (2) gained carries out mixing homogenizing 30min with the aqueous phase of step (1) gained by 19000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carries out emulsifying 15min, obtain emulsion;
(4), be under the condition of 350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then the Water Under bath control temperature continuing to stir is 45 DEG C and carries out reaction 4 h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
When 25 DEG C, Zetasizer Nano ZS type Particle Size Analyzer (Malvern instrument company of Britain) the methyl methacrylate cross-linked polymer particle particle to the load lipid-soluble dye of above-mentioned gained is adopted to carry out particle size determination, result shows that the mean diameter of the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of above-mentioned gained is 386.5nm, and average embedding rate is 10.06%.
embodiment 3
A methyl methacrylate cross-linked polymer particle for load lipid-soluble dye, its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.06 part
Isopropyl myristate 6 parts
Methyl methacrylate 3 parts
Divinylbenzene 0.6 part
Initiator 1 part
Described surfactant is anionic;
Described lipid-soluble dye is CI61565, i.e. solvent green 3 number;
Described initiator is water soluble starter, and described water soluble starter is the redox initiation system mixed by potassium peroxydisulfate and sodium sulfite, calculates in mass ratio, wherein potassium peroxydisulfate: sodium sulfite is 4:3;
Its preparation process specifically to comprise step as follows:
(1), first, under room temperature by 18g surfactant dissolves in 80g deionized water, through stir make it fully dissolve, obtain aqueous phase;
(2), 1g lipid-soluble dye is joined in 99g isopropyl myristate obtain the lipid-soluble dye isopropyl myristate solution that mass percent concentration is 1%;
The mass percent concentration getting the above-mentioned gained of 6g is the lipid-soluble dye isopropyl myristate solution of 1%, and then add 3g methyl methacrylate, 0.6g divinylbenzene, mix homogeneously obtains oil phase;
(3) in homogenizer, control rotating speed is that the oil phase of step (2) gained carries out mixing homogenizing 2min with the aqueous phase of step (1) gained by 13000-25000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carry out emulsifying 15min, obtain emulsion;
(4), be under the condition of 350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then the Water Under bath control temperature continuing to stir is 45 DEG C and carries out reaction 4h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
When 25 DEG C, Zetasizer Nano ZS type Particle Size Analyzer (Malvern instrument company of Britain) the methyl methacrylate cross-linked polymer particle particle to the load lipid-soluble dye of above-mentioned gained is adopted to carry out particle size determination, result shows that the mean diameter of the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of above-mentioned gained is 968.1nm, and average envelop rate is 14.57%.
In sum, the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye of the present invention, particle size range when 25 DEG C is between 191.6-968.1nm, and average envelop rate is 5.64-14.57%; Due to particulate particles evenly and be of moderate size, be easily attached on skin, without granular sensation be easy to use.At Surface coating one deck methyl methacrylate cross linked polymer of former lipid-soluble dye; thus avoid lipid-soluble dye and contact with the direct of skin; decrease lipid-soluble dye to the zest of skin and toxic action; and the preparation process of the methyl methacrylate cross-linked polymer particle of this load lipid-soluble dye is simple, easy large-scale production.
Foregoing be only the present invention conceive under basic explanation, and according to any equivalent transformation that technical scheme of the present invention is done, all should protection scope of the present invention be belonged to.
Claims (7)
1. the methyl methacrylate cross-linked polymer particle of a load lipid-soluble dye, it is characterized in that the methyl methacrylate polymer microgranule of described load lipid-soluble dye is nucleocapsid structure, core is lipid-soluble dye, the particle diameter of the methyl methacrylate cross-linked polymer particle of the load lipid-soluble dye described in when 25 DEG C is between 191.6-968.1nm, envelop rate is between 5.64-14.57%, its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
Surfactant 12-21 part
Deionized water 80 parts
Lipid-soluble dye 0.003-0.06 part
Isopropyl myristate 3-6 part
Methyl methacrylate 3-6 part
Divinylbenzene 0.6 part
Initiator 0.4-3 part;
Described surfactant is anionic;
Described lipid-soluble dye is CI61565, CI47000 or CI26100;
Described initiator is water soluble starter, and described water soluble starter is the redox initiation system mixed by potassium peroxydisulfate and sodium sulfite, calculates in mass ratio, wherein potassium peroxydisulfate: sodium sulfite is 4:3;
It is as follows that its preparation process specifically comprises step:
(1), first, under room temperature by surfactant dissolves in deionized water, making it fully dissolve through stirring, obtaining aqueous phase;
(2), by lipid-soluble dye join in isopropyl myristate and obtain the lipid-soluble dye isopropyl myristate solution that mass percent concentration is 0.1-1%, then add methyl methacrylate, divinylbenzene, mix homogeneously obtains oil phase;
(3) in homogenizer, control rotating speed is that the oil phase of step (2) gained carries out mixing homogenizing 2min with the aqueous phase of step (1) gained by 13000-25000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carry out emulsifying 15min, obtain emulsion;
(4), be under the condition of 250-350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then the Water Under bath control temperature continuing to stir is 30-75 DEG C and carries out reaction 4-8h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
2. the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as claimed in claim 1, is characterized in that its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.03-0.06 part
Isopropyl myristate 3-6 part
Methyl methacrylate 3-6 part
Divinylbenzene 0.6 part
Initiator 1 part.
3. the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as claimed in claim 2, is characterized in that its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.03 part
Isopropyl myristate 3 parts
Methyl methacrylate 6 parts
Divinylbenzene 0.6 part
Initiator 1 part;
Described lipid-soluble dye is CI61565.
4. the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as claimed in claim 2, is characterized in that its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.045 part
Isopropyl myristate 4.5 parts
Methyl methacrylate 4.5 parts
Divinylbenzene 0.6 part
Initiator 1 part;
Described lipid-soluble dye is CI61565.
5. the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as claimed in claim 2, is characterized in that its preparation process raw materials by weight portion used calculates, its raw material composition and content as follows:
18 parts, surfactant
Deionized water 80 parts
Lipid-soluble dye 0.06 part
Isopropyl myristate 6 parts
Methyl methacrylate 3 parts
Divinylbenzene 0.6 part
Initiator 1 part;
Described lipid-soluble dye is CI61565.
6. the preparation method of the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as described in as arbitrary in claim 1-5, is characterized in that specifically comprising the steps:
(1), first, under room temperature by surfactant dissolves in deionized water, making it fully dissolve through stirring, obtaining aqueous phase;
(2), by lipid-soluble dye join in isopropyl myristate and obtain the lipid-soluble dye isopropyl myristate solution that mass percent concentration is 0.1-1%, then add methyl methacrylate, divinylbenzene, mix homogeneously obtains oil phase;
(3) in homogenizer, control rotating speed is that the oil phase of step (2) gained carries out mixing homogenizing 2min with the aqueous phase of step (1) gained by 13000-25000rpm, then at frequency 40KHZ, ultrasonicly under the condition of power 120W carry out emulsifying 15min, obtain emulsion;
(4), be under the condition of 250-350r/min at rotating speed by the emulsion of step (3) gained, initiator is joined wherein, then continue temperature controlled water baths under stirring condition to be 30-75 DEG C and to carry out reaction 4-8h, breakdown of emulsion under the NaCl aqueous solution that the reactant liquor of gained is 8% at mass percent concentration, then filter with under microporous filter membrane normal temperature and pressure, gained filter cake 1 carries out cleaning to constant weight with dehydrated alcohol, constant weight is washed till again with distilled water, then sucking filtration, filter cake 2 control temperature of gained is 40 DEG C and carries out drying, obtain the methyl methacrylate cross-linked polymer particle of load fat-soluble pigment.
7. the preparation method of the methyl methacrylate cross-linked polymer particle of a kind of load lipid-soluble dye as claimed in claim 6, is characterized in that the mass percent concentration of lipid-soluble dye isopropyl myristate solution in step (2) is 1%.
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| CN110387142A (en) * | 2019-08-14 | 2019-10-29 | 桂林理工大学 | It is a kind of to load the preparation method for having the peach gum polysaccharide nanosphere of fat-soluble pigment |
| CN111234809A (en) * | 2020-03-17 | 2020-06-05 | 哈尔滨工业大学(深圳)(哈尔滨工业大学深圳科技创新研究院) | Universal preparation method of water-soluble organic long-afterglow nano-aqueous solution |
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| CN111234809B (en) * | 2020-03-17 | 2023-08-08 | 哈尔滨工业大学(深圳)(哈尔滨工业大学深圳科技创新研究院) | Universal preparation method of water-soluble organic long-afterglow nano aqueous solution |
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Application publication date: 20150902 |