CN101862272A - Application of ferulic acid derivative in cosmetics and preparation method thereof - Google Patents

Application of ferulic acid derivative in cosmetics and preparation method thereof Download PDF

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Publication number
CN101862272A
CN101862272A CN201010221873A CN201010221873A CN101862272A CN 101862272 A CN101862272 A CN 101862272A CN 201010221873 A CN201010221873 A CN 201010221873A CN 201010221873 A CN201010221873 A CN 201010221873A CN 101862272 A CN101862272 A CN 101862272A
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ferulic acid
preferred
acid derivative
aqueous solution
cosmetic composition
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樊建文
黄正梅
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BEIJING ONLYSTAR TECHNOLOGY Co Ltd
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BEIJING ONLYSTAR TECHNOLOGY Co Ltd
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Abstract

The invention relates to a ferulic acid derivative, which belongs to the field of cosmetics, in particular to a ferulic acid derivative applied to the field of beauty products and a method for preparing the ferulic acid derivative. Compared with ferulic acid and alkali metal salts thereof, the product has greatly improved stability and solubility pH applicable range and simple production process, and is beneficial to being used in formulas in industries of beauty cosmetics and the like.

Description

Ferulic acid derivative application in cosmetics and preparation method thereof
Technical field
The present invention relates to be applied to the to improve looks ferulic acid derivative of novelty in sunscreen product field the present invention relates to the application of stable ferulic acid derivative in particular, and is special in the application of cosmetic field and the method for preparing this chemical compound.
Background technology
Ferulic acid is at medicine, food, and there is increasingly extensive purposes in fields such as cosmetics.Have antiinflammatory as medicine, pain relieving, antithrombotic forms, ultra-violet radiation resisting, the effect of free radical resisting and mediator's body immunity function, endocrine regulation, microcirculation improvement and antifatigue effect.Be used for treatment of diseases such as coronary heart disease, cerebrovascular, vasculitis, leukocyte and thrombocytopenia clinically.In cosmetics, then use, have the effect that absorbs ultraviolet and anti-oxidation mainly as antioxidant.Ferulic acid is the cosmetic factor that scientific circles generally acknowledge, can improve skin quality, makes its exquisiteness, gloss, high resilience.It can prevent from the mottle and the freckle that form because of Exposure to Sunlight from can also suppress the excessive generation of free radical, improves skin matter, and endocrine regulation makes the fine and smooth gloss of skin, high resilience.The mechanism of action:, reduce melanic formation and precipitation by suppressing chromatophorous tyrosine Enzyme (Tyrosinase) and copper ion reaction.
But ferulic acid has certain limitation on using, can only be applied to alkaline environment, and its heat stability is relatively poor simultaneously, variable color easily.Require it to be dissolved in wider pH range as cosmetic material, Heat stability is good.Ferulic acid directly applies to cosmetic field does not have superiority.
Unexpected, the present inventor is by discovering, the ferulic acid derivative of following ad hoc structure can solve the problems of the technologies described above, it has good heat stability, and in the pH value scope that compares money, can be convenient to use, it is easier of cosmetic field, and particularly skin care field is used.
Summary of the invention
The purpose of this invention is to provide a kind of ferulic acid derivative that overcomes the problems referred to above that prior art faced.
Ferulic acid derivative of the present invention, structure are that following general formula (I) is as follows:
Figure BSA00000179727100011
Formula (I)
Wherein n is 1~200 integer, and is preferred 2~100, more preferably 4~20.
This ferulic acid derivative is except having the ferulic acid general performance, and it also has good heat stability, and can use under the pH value scope widely, therefore the invention still further relates to the application of ferulic acid derivative at cosmetic field.
Therefore, the present invention relates to a kind of cosmetic composition, it contains the ferulic acid derivative of aforementioned formula (I) structure.According to the use position of cosmetics and the different requirements of function, the cosmetic composition of the application's the ferulic acid derivative that contains general formula (I) structure, it can be the form of surfactant, facial treatment milk, protective skin cream, facial treatment essence liquid, hand cream, bath gel.According to the different demands of outward appearance, cosmetic composition of the present invention can be: the form of cream frost, emulsion, water preparation, gel.
In order to obtain the ferulic acid derivative of general formula (I) structure, the invention still further relates to the preparation method of ferulic acid derivative.
Detailed Description Of The Invention
The present invention relates to a kind of cosmetic composition, it comprises the ferulic acid derivative of cosmetics acceptable carrier and general formula (I) structure
Figure BSA00000179727100021
Formula (I)
Wherein n is 1~200 integer, and is preferred 2~100, more preferably 4~20.
Its content is about 0.1 weight %-10 weight %, based on composition total weight.
Cosmetics carrier
This compositions is effective in all types of cosmetics carriers.The limiting examples of the cosmetics carrier that is fit to comprises, Emulsion, cream frost, astringent, solution (aqueous or water-alcohol), gel, and it is known to those of ordinary skills.
In some aspects, cosmetics carrier is selected from the form of surfactant, facial treatment milk, protective skin cream, facial treatment essence liquid, hand cream, bath gel.According to the different demands of outward appearance, cosmetic composition of the present invention can be: the form of cream frost, emulsion, water preparation, gel.
Compositions of the present invention can also be used for multiple cosmetics, comprises moisturiser, protective skin cream, astringent, softening agent, late frost, facial film or other known cosmetics or application.In addition, cosmetics can be formulated as retention type or rinse-off products.Compositions of the present invention most preferably is used for the skin nursing products of facial and other body parts.
The application's compositions can also contain known other components of other cosmetics.
These components be selected from but be not limited to wetting agent, emollient, sunscreen comprises organic or compositions such as inorganic sunscreen, surfactant, antioxidant, thickening agent or gel.
Wetting agent
The limiting examples that can be used for the wetting agent of the present composition comprises: aminoacid, saccharide for example: erythritol, fructose, glucose, maltose, mannitol, polyhydric alcohol is for example: glycerol, polyglycerine, propylene glycol, ethylene glycol, 1, the 3-butanediol, the material of natural origin, for example Mel, hyaluronic acid, hydrogenated honey, polymer wetting agent, for example Polyethylene Glycol, polyglyceryl Sorbitol, polypyrrole alkane keto carboxylic acid and salt thereof or its mixture.
Emollient
The emollient that can be used for the present composition comprises: plant origin, animal origin, mineral source and or synthetic oils and fats of originating, perhaps silicone compounds.The oils and fats in preferred plant source, mineral source or synthetic source or silicone compounds and composition thereof.
The oils and fats of plant origin of the present invention is selected from: Semen pruni armeniacae oil, rapeseed oil, fennel oil, olive oil, orange oil, Canola oil, the Flos Matricariae chamomillae caul-fat, Fructus Cucumidis sativi oil, the candlenut tree seed oil, Oleum Cinnamomi, Semen Maydis oil, the Fructus Arctii seed oil, Oleum sesami, Testa oryzae oil, rice embryo oil, camellia seeds oil, Semen Carthami oil, the Butyrospermum fatty oil, the Semen Coicis seed oil, Oleum menthae, soybean oil, tea-seed oil, camellia seeds oil, the Fructus Rosae fruit oil, almond oil, palm-kernel oil, Petiolus Trachycarpi oil, mixture of red seeds of flowering plants seed oil, mix Oleum helianthi, Oleum Arachidis hypogaeae semen, sunflower seed oil, Oleum Vitis viniferae, Jojoba oil, Hawaii drupe oil, Limnanthes Alba Seed Oil, Oleum Cocois, Eucalyptus oil, the Herba Rosmarini Officinalis leaf oil, Radix Oenotherae erythrosepalae oil and their mixture.
The oils and fats in synthetic source is selected from: different n-nonanoic acid tridecyl ester, the isostearyl isostearate ester, isostearic acid isocetyl ester, the isostearic acid isopropyl ester, different isodecyl pelargonate, Octanoic acid, hexadecyl ester, isononyl isononanoate, the myristic acid diisopropyl ester, myristic acid isocetyl ester, myristic acid isotridecyl ester, isopropyl myristate, Palmic acid isooctadecanol ester, Palmic acid isocetyl ester, Palmic acid isodecyl ester, isopropyl palmitate, octyl palmitate, caprylic/capric triglyceride, three-2 ethyl hexanoic acid glyceride, decanedioic acid two glyceride, two (2 ethyl hexanoic acid) DOPCP, the dimer acids diisopropyl ester, tocopherol, tocopherol acetas, Oleum Ricini, turtle oil, mink oil, elgen, Oleum Ricini, tricaprylin, three different tripalmitins, polyglyceryl-2-three isostearates, three isostearic acid trihydroxymethylpropanyl esters, isopropyl myristate and their mixture.
Silicone compounds is selected from: as hexamethylene siloxanes, ring penta siloxanes, ring fourth siloxanes, dimethyl siloxane and these mixed platform thing.
Sunscreen
Be fit to sunscreen of the present invention and comprise benzophenone and derivant thereof, benzophenone for example, benzophenone-1, benzophenone-2, benzophenone-3, benzophenone-4, benzophenone-5, benzophenone-6, benzophenone-7, benzophenone-8, Benzophenone 9, benzophenone-10, benzophenone-11, benzophenone-12, salicylic acid is as benzyl salicylate, butyl PABA, cinnamate derivative is cinoxate for example, the DEA-Methoxycinnamate, cinnamic acid diisopropyl methyl ester, ethyl dihydroxypropyl PABA, diisopropyl cinnamic acid ethyl ester, the methoxy cinnamic acid ethyl ester, ethyl PABA, the urocanic acid ethyl ester, glycerol caprylate dimethoxy-cinnamic acid ester, glycerol PABA, glycol salicylate, heliophan, right-methoxy cinnamic acid isopentyl ester, PABA, the PABA ester, Parsol 1789, with salicylic acid isopropyl benzyl ester.
Surfactant
Surfactant of the present invention is meant to have hydrophilic and chemical compound hydrophobic part, and it comprises nonionic, cation, anion and zwitterionic surfactant.
Limiting examples comprise the ester of esters, polymers of carboxylic acid, glucose of esters, the anhydrosorbitol acid anhydride of fatty acid ester, the Sorbitol of fatty acid ester, the polypropylene glycol of esters, the Polyethylene Glycol of esters, the propylene glycol of glycerol and ethers, ethoxylation ethers, ethoxylation alcohols, alkyl acid phosphate esters, acyl lactylates class, soap class, and composition thereof.
Antioxidant
The limiting examples that can be used for the antioxidant of the present composition for example comprises ascorbic acid and derivant thereof: ascorbic acid polypeptide, ascorbyl dipalmitate, ascorbyl methyl silicane alcohol pectate, ascorbyl cetylate, ascorbyl stearate, Magnesium ascorbate, magnesium ascorbyl phosphate, methyl silicane alcohol acid ascorbyl ester, BHA, BHT, ferulic acid ethylester, ferulic acid, natural plant antioxidant, as green tea or Semen Vitis viniferae extract.
Thickening agent or gel
Thickening agent or gellant comprise the material that can increase composition viscosity or form gel form.Preferred thickening comprises the viscosity that can increase compositions, and thickening agent can increase the stability of the present composition.
The limiting examples that can be used for the present invention's thickening agent in full comprises carboxylic acid polyalcohol, crosslinked polyacrylate polymers, polyacrylamide polymers, polysaccharide and natural gum.
The example of carboxylic acid polyalcohol comprises acrylic polymer, the example of the carboxylic acid polyalcohol that is obtained commercially comprises the carbomer class, the limiting examples of crosslinked polyacrylate polymers comprises cation and non-ionic polymers, polyacrylamide polymers is selected from the segmented copolymer of polyacrylamide, isoparaffin and laureth, acrylamide.The limiting examples of polysaccharide comprises cellulose, carboxymethyl hydroxyethyl cellulose, hydroxyethyl-cellulose, hydroxyethyl ethylcellulose, hydroxypropyl cellulose, hydroxypropyl emthylcellulose, methyl hydroxyethylcellulose, microcrystalline Cellulose, the limiting examples that can be used for natural gum of the present invention comprises arabic gum, agar, algin, alginic acid, sodium alginate, amylopectin, calcium carrageenan, gelatin, the gelling carbohydrate gum, guar gum, melon that hydroxypropyl-trimethyl ammonium chloride, hydrated SiO 2, hydroxypropyl chitosan, hydroxypropyl guar gum, karaya, carob gum, xanthan gum and composition thereof.
The ferulic acid derivative of general formula of the present invention (I) can obtain by following method:
(1) ferulic acid is dissolved in the sodium hydrate aqueous solution under heating condition, and solution temperature is 40~90 ℃, and preferred 45~70 ℃, particularly 50~55 ℃, slowly add a certain amount of epoxychloropropane,
(2) reactant liquor is heated to about 50~90 ℃, preferred 55-60 ℃, drip a certain amount of sodium hydrate aqueous solution in proportion, reaction temperature is controlled at 60~90 ℃, particularly 70-85 ℃, dropwises preferred 2 hours in 1.5~5 hours.
(3) dropwise afterreaction liquid pH value and be controlled at 9~10, insulation reaction 2~4 hours,
(4) reactant liquor is cooled to room temperature, adding the hydrochloric acid acid for adjusting pH value is 5~6, and distilling under reduced pressure removes anhydrates and a small amount of unreacted raw material, obtains heavy-gravity liquid, separates out solid, and solids is removed, and promptly obtains the ferulic acid derivative of general formula (I).
Wherein
The mass concentration of the sodium hydrate aqueous solution in the step (1) is 10-50%, preferred 15-40%, more preferably 20-30%.
In the step (1), sodium hydroxide active quantities ratio is in ferulic acid and the sodium hydrate aqueous solution: 1: 0.2-1: 40, preferred 1: 0.4-1: 20, more preferably 1: 0.8-1: 4.
The mass concentration of the sodium hydrate aqueous solution in the step (2) is 10-50%, preferred 15-40%, more preferably 20-30%.
Ferulic acid and epoxychloropropane mol ratio are 1: 1-1: 200, preferred 1: 2-1: 100, more preferably 1: 4-1: 20.
Beneficial effect: the inventor finds to make product according to this method, is greatly improved really on the performance.Originally get ferulic acid and can only be applied to alkaline environment, its heat stability is relatively poor simultaneously, variable color easily.Require it to be dissolved in wider pH range as cosmetic material, Heat stability is good.The present invention has well solved the problems referred to above, the dissolving pH value scope of product big (3~10), and heat stability improves greatly.Help using in the prescription of industries such as cosmetics and skincare product.
The specific embodiment
Following examples are to be used to prove some non-limiting aspect of the present invention.The disclosed technology among the embodiment of it will be appreciated by those skilled in the art that is an optimized technical scheme in this present invention's the practice.Yet those skilled in the art are to be understood that according to present disclosure certain aspects can have multiple variation, and described variation is not deviate from the spirit and scope of the present invention.
Preparation embodiment 1
10% sodium hydrate aqueous solution that in the there-necked flask of 1000mL, adds 200mL water and 20g ferulic acid and 50g, the agitating heating dissolving, slowly adding the 80g epoxychloropropane after dissolving finishes makes temperature stabilization at 55 ℃, begin to drip 10% sodium hydrate aqueous solution of 380g then, temperature is 80 ℃ in the dropping process, dropwise afterreaction liquid and clarify gradually, reacting liquid pH value is 9, dropwises the back insulation reaction 2 hours.
Reactant liquor is cooled to room temperature, removes by filter a small amount of insoluble matter, revolve to steam to remove and anhydrate and a small amount of unreacted raw material, obtain heavy-gravity liquid and have a large amount of sodium chloride to separate out, cooled and filtered is removed sodium chloride, after obtain yellow thick liquid 89.2g, be target product.
Preparation embodiment 2
20% sodium hydrate aqueous solution that in the there-necked flask of 1000mL, adds 200mL water and 40g ferulic acid and 50g, the agitating heating dissolving, slowly adding the 80g epoxychloropropane after dissolving finishes makes temperature stabilization at 55 ℃, begin to drip 20% sodium hydrate aqueous solution of 165g then, temperature is 80 ℃ in the dropping process, dropwise afterreaction liquid and clarify gradually, reacting liquid pH value is 9, dropwises the back insulation reaction 2 hours.
Reactant liquor is cooled to room temperature, removes by filter a small amount of insoluble matter, revolve to steam to remove and anhydrate and a small amount of unreacted raw material, obtain heavy-gravity liquid and have a large amount of sodium chloride to separate out, cooled and filtered is removed sodium chloride, after obtain yellow thick liquid 110.3g, be target product.
Preparation embodiment 3
40% sodium hydrate aqueous solution that in the there-necked flask of 1000mL, adds 400mL water and 40g ferulic acid and 28g, the agitating heating dissolving, slowly adding the 160g epoxychloropropane after dissolving finishes makes temperature stabilization at 55 ℃, begin to drip 40% sodium hydrate aqueous solution of 185g then, temperature is 80 ℃ in the dropping process, dropwise afterreaction liquid and clarify gradually, reacting liquid pH value is 9, dropwises the back insulation reaction 2 hours.
Reactant liquor is cooled to room temperature, removes by filter a small amount of insoluble matter, revolve to steam to remove and anhydrate and a small amount of unreacted raw material, obtain heavy-gravity liquid and have a large amount of sodium chloride to separate out, cooled and filtered is removed sodium chloride, after obtain yellow thick liquid 174.2g, be target product.
Preparation embodiment 4
20% sodium hydrate aqueous solution that in the there-necked flask of 1000mL, adds 100mL water and 5g ferulic acid and 15g, the agitating heating dissolving, slowly adding the 120g epoxychloropropane after dissolving finishes makes temperature stabilization at 55 ℃, begin to drip 20% sodium hydrate aqueous solution of 305g then, temperature is 80 ℃ in the dropping process, dropwise afterreaction liquid and clarify gradually, pH value is 9.2, dropwises the back insulation reaction 2 hours.
Reactant liquor is cooled to room temperature, remove by filter a small amount of insoluble matter, revolve to steam to remove and anhydrate and a small amount of unreacted raw material, obtain heavy-gravity liquid and have a large amount of sodium chloride to separate out, cooled and filtered obtains yellow thick liquid 105.8g after removing sodium chloride, is target product.
Preparation embodiment 5
25% sodium hydrate aqueous solution that in the there-necked flask of 1000mL, adds 100mL water and 2g ferulic acid and 5g, the agitating heating dissolving, slowly adding the 120g epoxychloropropane after dissolving finishes makes temperature stabilization at 55 ℃, begin to drip 25% sodium hydrate aqueous solution of 252g then, temperature is 70 ℃ in the dropping process, dropwise afterreaction liquid and clarify gradually, pH value is 9.4, dropwises the back insulation reaction 2 hours.
Reactant liquor is cooled to room temperature, remove by filter a small amount of insoluble matter, revolve to steam and remove 700mL water and a small amount of unreacted raw material, obtain heavy-gravity liquid and have a large amount of sodium chloride to separate out, cooled and filtered obtains yellow thick liquid 100.5g after removing sodium chloride, is target product.
The report of ferulic acid stability test: (ferulic acid derivative stability test sample is ferulic acid derivative 20% aqueous solution, and the regulator solution pH value is neutral.)
Time Room temperature Illumination (naturalness) Heat-resisting (+48 ℃) Cold-resistant (15 ℃)
0 day Normally Normally Normally Normally
10 days Normally Normally Normally Normally
20 days Normally Normally Normally Normally
30 days Normally Normally Normally Normally
40 days Normally Normally Normally Normally
50 days Normally Normally Normally Normally
60 days Normally Normally Normally Normally
70 days Normally Normally Normally Normally
80 days Normally Normally Normally Normally
90 days Normally Normally Normally Normally
The project that detects: outward appearance, abnormal smells from the patient, color
The contrast of dissolubility in water under the different PH condition of polyglyceryl ether ferulic acid and ferulic acid
??PH ??3.0 ??4.0 ??5.0 ??6.0 ??7.0 ??8.0 ??9.0
Ferulic acid derivative Yi Rong Yi Rong Yi Rong Yi Rong Yi Rong Yi Rong Yi Rong
Ferulic acid Insoluble Insoluble Insoluble Insoluble Slightly soluble Slightly soluble Dissolving
The result shows that the application's ferulic acid derivative has good stable, and can be in the pH of broad scope temperature, thereby can be applicable in the cosmetic composition widely.
Embodiment 1: whitening lotion
Figure BSA00000179727100081
Embodiment 2: the whitening skin and preserving moisture frost
Figure BSA00000179727100091
Embodiment 3: the whitening sun protection frost
Figure BSA00000179727100092
As the result who conscientiously studies, the inventor carries out stability test to above prescription, test result such as following table:
Prescription Room temperature Illumination (naturalness) Heat-resisting (+42 ℃) Cold-resistant (15 ℃)
Whitening lotion Normally Normally Normally Normally
The whitening skin and preserving moisture frost Normally Normally Normally Normally
The whitening sun protection frost Normally Normally Normally Normally
Detection time: the project that detected in 24 hours: outward appearance, abnormal smells from the patient, color

Claims (10)

1. cosmetic composition, it comprises the ferulic acid derivative of cosmetics acceptable carrier and general formula (I):
Figure FSA00000179727000011
Formula (I)
Wherein n is 1~200 integer, and is preferred 2~100, more preferably 4~20.
2. cosmetic composition as claimed in claim 1 is characterized in that the content of the ferulic acid derivative of general formula (I) is 0.1-10% weight, based on composition total weight.
3. as any described cosmetic composition of claim 1-2, it is characterized in that carrier is Emulsion, cream frost, astringent, aqueous solution or water-alcohol solution, gel.
4. as any described cosmetic composition of claim 1-3, it is characterized in that form with moisturiser, protective skin cream, astringent, softening agent, late frost, facial film.
5. as any described cosmetic composition of claim 1-4, it also comprises one or more components that is selected from wetting agent, emollient, sunscreen, surfactant, antioxidant, thickening agent or gel and composition thereof.
6. a ferulic acid derivative is characterized in that it has the structure of general formula as claimed in claim 1 (I).
7. as the preparation method of claim 1 or 6 any described ferulic acid derivatives, comprise the steps:
(1) ferulic acid is dissolved in the sodium hydrate aqueous solution under heating condition, and solution temperature is 40~90 ℃, and preferred 45~70 ℃, particularly 50~55 ℃, slowly add a certain amount of epoxychloropropane,
(2) reactant liquor is heated to 50~90 ℃, preferred 55-60 ℃, drip a certain amount of sodium hydrate aqueous solution in proportion, reaction temperature is controlled at 60~90 ℃, and particularly 70-85 ℃, dropwised in 1.5~5 hours, preferred 2 hours,
(3) dropwise afterreaction liquid pH value and be controlled at 9~10, insulation reaction 2~4 hours,
(4) reactant liquor is cooled to room temperature, adding the hydrochloric acid acid for adjusting pH value is 5~6, and distilling under reduced pressure removes anhydrates and a small amount of unreacted raw material, obtains heavy-gravity liquid, separates out solid, and solids is removed, and promptly obtains the ferulic acid derivative of general formula (I).
8. method as claimed in claim 7, wherein in the step (1), sodium hydroxide active quantities ratio is in ferulic acid and the sodium hydrate aqueous solution: 1: 0.2-1: 40, preferred 1: 0.4-1: 20, more preferably 1: 0.8-1: 4.
9. method as claimed in claim 7, wherein the mass concentration of the sodium hydrate aqueous solution in step (1), (2) is 10-50%, preferred 15-40%, more preferably 20-30%.
10. method as claimed in claim 7, wherein ferulic acid and epoxychloropropane mol ratio are 1: 1-1: 200, preferred 1: 2-1: 100, more preferably 1: 4-1: 20.
CN201010221873A 2010-07-09 2010-07-09 Application of ferulic acid derivative in cosmetics and preparation method thereof Pending CN101862272A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102353572A (en) * 2011-06-30 2012-02-15 上海相宜本草化妆品股份有限公司 Preparation method of standard material for detecting ferulic acid in cosmetics
CN106137935A (en) * 2016-08-27 2016-11-23 钱玉连 A kind of hydrogel facial film controlling oil pore cleanser effect
CN114479034A (en) * 2021-12-23 2022-05-13 江苏金隆新材料有限公司 High-temperature-resistant ferulic acid-based unsaturated resin and preparation method thereof
CN114786782A (en) * 2019-12-16 2022-07-22 莱雅公司 Stable composition comprising cinnamic acid derivatives in combination with specific ingredients
CN115089508A (en) * 2022-07-08 2022-09-23 西安惠普生物科技有限公司 Skin whitening essence containing holothurin and preparation method thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102353572A (en) * 2011-06-30 2012-02-15 上海相宜本草化妆品股份有限公司 Preparation method of standard material for detecting ferulic acid in cosmetics
CN106137935A (en) * 2016-08-27 2016-11-23 钱玉连 A kind of hydrogel facial film controlling oil pore cleanser effect
CN106137935B (en) * 2016-08-27 2018-09-18 广东密尚生物科技有限公司 A kind of hydrogel facial mask of oil-control pore cleanser effect
CN114786782A (en) * 2019-12-16 2022-07-22 莱雅公司 Stable composition comprising cinnamic acid derivatives in combination with specific ingredients
CN114479034A (en) * 2021-12-23 2022-05-13 江苏金隆新材料有限公司 High-temperature-resistant ferulic acid-based unsaturated resin and preparation method thereof
CN115089508A (en) * 2022-07-08 2022-09-23 西安惠普生物科技有限公司 Skin whitening essence containing holothurin and preparation method thereof

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