CN1736361A - Nanometer grade liposome aluminium lactates addictive for daily used chemical product - Google Patents
Nanometer grade liposome aluminium lactates addictive for daily used chemical product Download PDFInfo
- Publication number
- CN1736361A CN1736361A CN 200510057203 CN200510057203A CN1736361A CN 1736361 A CN1736361 A CN 1736361A CN 200510057203 CN200510057203 CN 200510057203 CN 200510057203 A CN200510057203 A CN 200510057203A CN 1736361 A CN1736361 A CN 1736361A
- Authority
- CN
- China
- Prior art keywords
- aluctyl
- liposome
- nanometer
- additive
- liquor
- 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
Images
Abstract
The invention discloses a nano grade liposome aluminum lactate additive used for toothpaste, deodorant, emulsion, face cream, lipstick, hair jelly, shampoo and liquid cleaner. The core of the additive is aluminum lactate, and the main ingredients of the liposome include lecithin, cholesterin and vitamin E.
Description
Technical field
The invention belongs to the additive technology field in the fine chemicals, relate to a kind of aluctyl. additive, relate in particular to a kind of nanometer grade liposome aluctyl. additive that is used for cosmetics of everyday use.
Background technology
Aluctyl. (Aluminum Lactate), molecular formula Al[CH
3CH (OH) COO]
3, molecular weight 294.20, white or yellow powder shape solid, soluble in water.
In recent years, countries such as the U.S., Japan, Britain, Germany have carried out big quantity research to the application and development and the biological characteristics of aluctyl., test shows that aluctyl. is the novel interpolation reagent of cosmetics of everyday use determined of a kind of effect ([J] such as application/Xu Hong, the Gou Jing of aluctyl. in daily-use chemical industry, Chen Xin, " daily chemical industry ", 2001,5:64-65,68).Be applied in the toothpaste as aluctyl., can prevent and cure odontohyperesthesia; Aluctyl. makes an addition in the cosmeticses of everyday use such as the deodorizer of human body skin, the emulsion of going acne, skin protection facial cream, colorful lip pomade, hair jelly, anti-perspirant, shampoo, liquid cleaner, is a kind of active substance, plays effects such as stable, convergence, sterilization.In the prior art, problem such as aluctyl. is to add in the cosmetics of everyday use with the pressed powder state as additive, exists penetration not good enough, and biocompatibility is undesirable.
Nowadays, obtained good effect with nanometer grade liposome as the cosmetics of everyday use additive carrier, nanometer grade liposome is a kind of novel control delivery, it can overcome emulsion carrier and add the physical instability that occurs after traditional cosmetics of everyday use additive, and additive is easy to shortcomings such as leakage; Also can overcome macromolecular material, polymer particles and polymer nanoparticle (polymeric material commonly used has polylactic acid, lactic acid-ethanol copolymer, paracyanogen base alkyl acrylate etc.) shortcoming as carrier, if any cytotoxicity, accumulation easily in vivo, unfavorable to human body, some prices of raw and semifnished materials costliness etc.The major ingredient of nanometer grade liposome is made up of biocompatibility, the good material of toleration, because particle diameter is very little, liposome has similar adhesion characteristic, can form film on skin, the damaged adipose membrane on can repair of skin, good stability.Therefore, above-mentioned aluctyl. being prepared into nanometer grade liposome aluctyl. additive is used for cosmetics of everyday use and can produces the effect more excellent than aluctyl. undoubtedly.
But, at specific cosmetics of everyday use additive aluctyl., want the next level liposome of receiving of an obtained performance excellence aluctyl. additive, how to select the major ingredient of suitable nanometer grade liposome, need to adopt what kind of processing step, process conditions, these all are that prior art can't directly be instructed acquisition, also have many technical difficult problems.
Summary of the invention
The object of the present invention is to provide a kind of nanometer grade liposome aluctyl. additive that is used for cosmetics of everyday use, select the major ingredient of suitable nanometer grade liposome, by selecting specific processing step and process conditions, obtain nanometer grade liposome aluctyl. additive with higher envelop rate and preferable particle size range.
The objective of the invention is to realize by the following method:
The nanometer grade liposome aluctyl. additive that is used for cosmetics of everyday use is to be the liposome major ingredient with lecithin, cholesterol, vitamin E, the liposome major ingredient is dissolved, seal aluctyl. behind the formation lipid film and obtain nanometer grade liposome aluctyl. additive suspension or solid, preparation process is as follows:
(a) liposome major ingredient dissolving: with mass ratio is that the volume ratio that 1.0: 0.5~1.0: 0.1~0.8 lecithin, cholesterol, vitamin E are dissolved in 10~20mL is in the mixed solvent of 0.5~1.5 absolute methanol/chloroform, and wherein lecithin content is 2.5~10mg/mL.
(b) lipid film forms: under 30~60 ℃ of conditions, remove fully with speed reduction vaporization to mixed solvent on Rotary Evaporators of 60~90r/min, the round-bottomed flask inwall forms one deck homogeneous film.
(c) adding of encapsulation object: (diameter 0.1~0.5mm) mode adds 15~20mL in the flask to (b) step, and to be dissolved with mass ratio be 0.5~2 the nonionic surfactant and the aqueous solution of aluctyl. with continual small fluid column.
(d) the nanometer liposome mixed liquor forms: under 500~1200r/min condition, and magnetic agitation 4~6h.Then, at room temperature ultrasonic 5~20min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..
(e) nanometer liposome turbid liquor forms: it is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, dialysis 24~48h in 0~4 ℃ PBS buffer solution (pH=7.4 ± 0.1), remove free non-encapsulated aluctyl., promptly get the nanometer liposome turbid liquor of sealing aluctyl., envelop rate is 70 ± 10%.
Further also the nanometer liposome turbid liquor of aluctyl. can be made the nanometer liposome solid: do lyophilized preparation with 50~200mg glucide, nanometer liposome turbid liquor is freezed to rapidly-60~-40 ℃, lyophilization 36~72h on the freezer dryer promptly gets the powder needle-like solid.The nanometer liposome solid can be stablized preservation 3 months under 0~4 ℃ of condition.
Nanometer liposome characterizes: this powder needle-like solid is water-soluble, be diluted to colourless transparent solution, and observation is spherical under transmission electron microscope, is evenly distributed, and particle size range is about 100~300nm.
Advantage of the present invention mainly shows the following aspects:
1, additive is an aluctyl., has good anti-dentin hypersensitiveness, skin contraction and bactericidal action;
2, additive has better biocompatibility with the carrier of liposome as aluctyl. with human body skin, and effect is continual and steady; The liposome major ingredient is selected for use to lecithin, cholesterol, vitamin E, and is safe, has no adverse effects.
3, liposome is the bimolecular hollow ball structure, loads water soluble ingredient aluctyl., envelop rate height in the middle of ball.
4, the particle diameter of additive is a nanoscale, because when corpuscle reaches nano-scale, some character of material will be undergone mutation, and many new kink characteristics occur, have characteristics such as quantum size effect, small-size effect, skin effect, macroscopic quantum effect as nano material.Therefore, strengthen the biological agent of additive, higher penetration has been arranged, helped bringing into play its biological effect, active high; Environmentally friendly, be a kind of ideal novel cosmetics of everyday use additive, can be widely used in the cosmeticses of everyday use such as toothpaste, deodorizer, emulsion, facial cream, lip pomade, hair jelly, anti-perspirant, shampoo, liquid cleaner.
5, obtain nanometer grade liposome aluctyl. additive by above-mentioned specific processing step and process conditions, can make the particle diameter of additive be controlled at 100~300nm scope, higher penetration is arranged; And preparation technology is simple, and easy to operate, cost is lower, good reproducibility, and the envelop rate height can be used as the foundation of scale-up.
Description of drawings
Fig. 1 is the aluctyl. nanometer liposome transmission electron microscope picture that obtains by embodiment 1;
Fig. 2 is the aluctyl. nanometer liposome transmission electron microscope picture that obtains by embodiment 2.
The specific embodiment
The present invention will be further described below in conjunction with embodiment:
Embodiment 1
Accurately weighing 50mg lecithin, 50mg cholesterol, 25mg vitamin E add in the 50mL round-bottomed flask, and adding 20mL volume ratio is 1 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 30 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 75r/min and form one deck homogeneous film.Adding 18mL in continual small fluid column (diameter 0.2mm) mode in flask is dissolved with the general youth Buddhist nun of 20mg and restrains F
68(Pluronic F
68) and the aqueous solution of 40mg aluctyl., under the 1000r/min condition, magnetic agitation 4h.Then, at room temperature ultrasonic 10min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 24h removes non-encapsulated aluctyl. in 4 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 74.3%.Do lyophilized preparation with the 60mg trehalose, nanometer liposome turbid liquor is freezed to rapidly-60 ℃, lyophilization 48h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 4 ℃ of conditions.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, under transmission electron microscope, observe (see figure 1) and be spherical, be evenly distributed, mean diameter is 132.6nm.
Embodiment 2
Accurately weighing 100mg lecithin, 80mg cholesterol, 40mg vitamin E add in the 50mL round-bottomed flask, and adding 20mL volume ratio is 0.5 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 40 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 65r/min and form one deck homogeneous film.In flask, add the aqueous solution that 20mL is dissolved with 80mg Tween-60 and 40mg aluctyl. in continual small fluid column (diameter 0.3mm) mode, under the 1200r/min condition, magnetic agitation 6h.Then, at room temperature ultrasonic 10min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 24h removes the aluctyl. that seal at the end in 4 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 76.6%.Do lyophilized preparation with 200mg sucrose, nanometer liposome turbid liquor is freezed to rapidly-40 ℃, lyophilization 60h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 4 ℃ of conditions.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, under transmission electron microscope, observe (see figure 2) and be spherical, be evenly distributed, mean diameter is 184.3nm.
Embodiment 3
Accurately weighing 100mg lecithin, 50mg cholesterol, 10mg vitamin E add in the 50mL round-bottomed flask, and adding 10mL volume ratio is 1.5 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 60 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 85r/min and form one deck homogeneous film.In flask, add the aqueous solution that 15mL is dissolved with 40mg Tween-80 and 40mg aluctyl. in continual small fluid column (diameter 0.4mm) mode, under the 500r/min condition, magnetic agitation 5h.Then, at room temperature ultrasonic 20min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 48h removes non-encapsulated aluctyl. in 0 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 72.6%.Do lyophilized preparation with the 200mg glucose, nanometer liposome turbid liquor is freezed to rapidly-50 ℃, lyophilization 72h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 0 ℃ of condition.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, observation is spherical under transmission electron microscope, is evenly distributed, and mean diameter is 196nm.
Embodiment 4
Accurately weighing 50mg lecithin, 50mg cholesterol, 40mg vitamin E add in the 50mL round-bottomed flask, and adding 15mL volume ratio is 1 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 30 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 62r/min and form one deck homogeneous film.Adding 15mL in continual small fluid column (diameter 0.5mm) mode in flask is dissolved with the general youth Buddhist nun of 40mg and restrains F
68(Pluronic F
68) and the aqueous solution of 40mg aluctyl., under the 1200r/min condition, magnetic agitation 4h.Then, at room temperature ultrasonic 5min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 48h removes non-encapsulated aluctyl. in 0 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 75.4%.Do lyophilized preparation with the 200mg glucose, nanometer liposome turbid liquor is freezed to rapidly-40 ℃, lyophilization 60h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 0 ℃ of condition.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, observation is spherical under transmission electron microscope, is evenly distributed, and mean diameter is 185.3nm.
Embodiment 5
Accurately weighing 100mg lecithin, 50mg cholesterol, 25mg vitamin E add in the 50mL round-bottomed flask, and adding 15mL volume ratio is 1 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 40 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 87r/min and form one deck homogeneous film.In flask, add the aqueous solution that 15mL is dissolved with 40mg Arlacel-80 and 40mg aluctyl. in continual small fluid column (diameter 0.1mm) mode, under the 800r/min condition, magnetic agitation 6h.Then, at room temperature ultrasonic 10min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 24h removes non-encapsulated aluctyl. in 4 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 63.4%.Do lyophilized preparation with the 100mg trehalose, nanometer liposome turbid liquor is freezed to rapidly-60 ℃, lyophilization 72h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 4 ℃ of conditions.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, observation is spherical under transmission electron microscope, is evenly distributed, and mean diameter is 178.3nm.
Embodiment 6
Accurately weighing 50mg lecithin, 50mg cholesterol, 25mg vitamin E add in the 50mL round-bottomed flask, and adding 10mL volume ratio is 1 absolute methanol and chloroform mixed solvent, the jolting dissolving.Under 60 ℃ of conditions, remove mixed solvent to round-bottomed flask inwall with speed reduction vaporization on Rotary Evaporators of 85r/min and form one deck homogeneous film.In flask, add the aqueous solution that 15mL is dissolved with 60mgOP-10 and 40mg aluctyl. in continual small fluid column (diameter 0.4mm) mode, under the 500r/min condition, magnetic agitation 4h.Then, at room temperature ultrasonic 5min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl..It is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, and dialysis 24h removes non-encapsulated aluctyl. in 4 ℃ PBS buffer solution (pH=7.4), promptly gets the nanometer liposome turbid liquor of sealing aluctyl..Envelop rate is 67.3%.Do lyophilized preparation with the 50mg glucose, nanometer liposome turbid liquor is freezed to rapidly-40 ℃, lyophilization 36h on the freezer dryer promptly gets the powder needle-like solid.The stable preservation 3 months under 4 ℃ of conditions.This powder needle-like solid is water-soluble, be diluted to colourless transparent solution, observation is spherical under transmission electron microscope, is evenly distributed, and mean diameter is 291.3nm.
Claims (2)
1, a kind of nanometer grade liposome aluctyl. additive that is used for cosmetics of everyday use, it is characterized in that: the core of described additive is an aluctyl., it is the liposome major ingredient with lecithin, cholesterol, vitamin E, the liposome major ingredient is dissolved, seal aluctyl. behind the formation lipid film and obtain nanometer grade liposome aluctyl. additive suspension or solid, preparation process is as follows:
(a) liposome major ingredient dissolving: with mass ratio is that the volume ratio that 1.0: 0.5~1.0: 0.1~0.8 lecithin, cholesterol, vitamin E are dissolved in 10~20mL is in the mixed solvent of 0.5~1.5 absolute methanol/chloroform, and lecithin content is 2.5~10mg/mL;
(b) lipid film forms: under 30~60 ℃ of conditions, remove fully with speed reduction vaporization to mixed solvent on Rotary Evaporators of 60~90r/min, the round-bottomed flask inwall forms one deck homogeneous film;
(c) adding of encapsulation object: be that the fluid column mode of 0.1~0.5mm adds 15~20mL to be dissolved with mass ratio be 0.5~2 the nonionic surfactant and the aqueous solution of aluctyl. with continual diameter in (b) step flask;
(d) the nanometer liposome mixed liquor forms: under 500~1200r/min condition, and magnetic agitation 4~6h; Then, at room temperature ultrasonic 5~20min in ultrasonic generator promptly gets the nanometer liposome mixed liquor that wraps up aluctyl.;
(e) nanometer liposome turbid liquor forms: it is 8000~12000 bag filter that this mixed liquor is placed the molecular weight that dams, 24~48h dialyses in 0~4 ℃ PBS buffer solution, the pH=7.4 of PBS buffer solution ± 0.1, remove non-encapsulated aluctyl., promptly get the nanometer liposome turbid liquor of sealing aluctyl., envelop rate is 70 ± 10%.
2, nanometer grade liposome aluctyl. additive according to claim 1, behind the nanometer liposome turbid liquor that obtains aluctyl., also can form the nanometer liposome solid: do lyophilized preparation with 50~200mg glucide, nanometer liposome turbid liquor is freezed to rapidly-60~-40 ℃, lyophilization 36~72h on the freezer dryer, promptly get the powder needle-like solid, particle size range is 100~300nm.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200510057203 CN1305458C (en) | 2005-08-03 | 2005-08-03 | Nanometer grade liposome aluminium lactates addictive for daily used chemical product |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200510057203 CN1305458C (en) | 2005-08-03 | 2005-08-03 | Nanometer grade liposome aluminium lactates addictive for daily used chemical product |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1736361A true CN1736361A (en) | 2006-02-22 |
CN1305458C CN1305458C (en) | 2007-03-21 |
Family
ID=36079435
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200510057203 Expired - Fee Related CN1305458C (en) | 2005-08-03 | 2005-08-03 | Nanometer grade liposome aluminium lactates addictive for daily used chemical product |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1305458C (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102973425A (en) * | 2011-09-05 | 2013-03-20 | 张弘 | Whitening anti-aging nanoscale skin-care agent |
CN106456477A (en) * | 2014-05-26 | 2017-02-22 | 戴博Ip有限公司 | Aluminium lactate as a skin protection component |
CN109852494A (en) * | 2018-10-26 | 2019-06-07 | 蔡曼仪 | A kind of amber soap and preparation method thereof that mild whitening is moist |
-
2005
- 2005-08-03 CN CN 200510057203 patent/CN1305458C/en not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102973425A (en) * | 2011-09-05 | 2013-03-20 | 张弘 | Whitening anti-aging nanoscale skin-care agent |
CN102973425B (en) * | 2011-09-05 | 2015-09-16 | 张弘 | A kind of whitening anti-aging nanoscale skin-care agent |
CN106456477A (en) * | 2014-05-26 | 2017-02-22 | 戴博Ip有限公司 | Aluminium lactate as a skin protection component |
CN109852494A (en) * | 2018-10-26 | 2019-06-07 | 蔡曼仪 | A kind of amber soap and preparation method thereof that mild whitening is moist |
CN109852494B (en) * | 2018-10-26 | 2021-08-13 | 广州极男化妆品有限公司 | Mild whitening and moisturizing amber soap and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
CN1305458C (en) | 2007-03-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100463167B1 (en) | Percutaneous Controlled Releasing Material Using Nano-sized Polymeric Particles and External Application Agent Containing the Same | |
Ayumi et al. | Polymeric nanoparticles for topical delivery of alpha and beta arbutin: preparation and characterization | |
US9918912B2 (en) | Stable three-phased emulsions | |
KR101123137B1 (en) | manufacturing method of Composition of 2-layer | |
JP5563723B2 (en) | W / O / W emulsion having stability over time and method for producing the same | |
KR102555803B1 (en) | Hydrogel Capsule, Preparation Method Thereof and Cosmetic Composition Comprising The Same | |
WO2012169518A1 (en) | Liquid composition, and cosmetic and hair growth agent each comprising same | |
JP2004131502A (en) | Submicron-liposome containing triterpenoid at high concentration and method for preparing the same | |
CN113367997B (en) | Preparation method of oil-in-water Pickering emulsion containing ethanol, product and application thereof | |
CN1305458C (en) | Nanometer grade liposome aluminium lactates addictive for daily used chemical product | |
KR101507883B1 (en) | Skin moisture cosmetic composition having crystal appearance by ceramide liquid crystal and manufacturing method thereof | |
CN109350551A (en) | A kind of preparation method of tetrahydro curcumin proliposome | |
JP2013508359A (en) | Method for wetting powders containing benzoyl peroxide | |
CN108670945A (en) | A kind of nanogel preparation and preparation method thereof with double slow releasing functions | |
JP2010275250A (en) | Cosmetic | |
KR100551989B1 (en) | Self-assembled polymeric nanoparticles containing ginsenosides and cosmetic compositions containing the nanoparticles | |
CN114452227A (en) | Method for preparing alcohol-in-water-in-oil-in-water multiple pickering emulsion by anti-solvent recrystallization method | |
KR100967113B1 (en) | Self-assembled polymeric nanoparticles containing coenzyme Q10 and skin-care compositions for exteral application, containing the nanoparticles | |
JP3834563B2 (en) | Method for producing stable nano-emulsified particles using arbutin and cosmetic composition containing nano-emulsified particles | |
KR102458630B1 (en) | Cubosome composition containing retinal and covalent organic framework, and cosmetic composition comprising thereof | |
KR100539111B1 (en) | Cosmetic composition comprising paramagnetic gold nanoparticles | |
KR102048710B1 (en) | Biodegradable fructose 1,6-bisphosphate stabilizing capsule, the method for preparing the same, and the cosmetic composition containing the same | |
KR100493449B1 (en) | A surface coating method of nanoparticle for cosmetic material | |
US11040000B2 (en) | Process for manufacturing omniphobic cosmetic pigments | |
KR101062772B1 (en) | Poly ion complex, cosmetic composition using the same and method of manufacturing the same |
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 | ||
C17 | Cessation of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070321 Termination date: 20130803 |