CN102503819A - Preparation of isononyl isononanoate and application of isononyl isononanoate in cosmetic - Google Patents

Preparation of isononyl isononanoate and application of isononyl isononanoate in cosmetic Download PDF

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Publication number
CN102503819A
CN102503819A CN2011103054495A CN201110305449A CN102503819A CN 102503819 A CN102503819 A CN 102503819A CN 2011103054495 A CN2011103054495 A CN 2011103054495A CN 201110305449 A CN201110305449 A CN 201110305449A CN 102503819 A CN102503819 A CN 102503819A
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isononyl isononanoate
compound
isononyl
acid
preparation
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龚盛昭
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Guangdong Industry Technical College
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Guangdong Industry Technical College
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Priority to CN2011103054495A priority Critical patent/CN102503819A/en
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Abstract

The invention discloses preparation of isononyl isononanoate and application of isononyl isononanoate in cosmetic. Isononyl isononanoate is synthesized from isononyl acid and isononyl alcohol as main raw materials with paratoluenesulfonic acid (or amidosulfonic acid or sodium hydrogen sulfate) as a catalyst by an esterification reaction method. The isononyl isononanoate compound is prepared by neutralizing reaction products with NaHCO3 saturated solution (or sodium carbonate solution), washing with water, distilling the organic layer under reduced pressure, and collecting corresponding distillate. The obtained compound is light synthetic oil; when the compound is used for skin, the compound is not oily and has good spreading property; and by using the compound, the defect that natural oil is too oily is overcome and the shortcoming that mineral oil has poor air permeability. Therefore, the compound is ideal oil for cosmetic.

Description

The preparation of isononyl isononanoate and the application in makeup
Technical field
The present invention relates to the preparation of isononyl isononanoate, this compound has advantages of good skin and moistens function, can be used as cosmetic material and uses, and belongs to ester compound synthesis technical field in the organic synthesis.
Background technology
Grease can form hydrophobic film at skin surface, when giving skin softness, lubricated and glossiness, can also prevent the intrusion of outside objectionable impurities to a certain extent and resist the invasion and attack from the multiple factor of nature.According to the similar principle that mixes,, grease is used in the cleaning product of skin surface as major ingredients thereby can also dissolving the oil soluble dirt of skin surface.Grease can suppress the evaporation of moisture, prevents chapped skin, makes exsiccant skin and the hydration again of hardened stratum corneum, makes stratum corneum recover softness and elasticity.Make skin smooth, soft and moist, high resilience, make skin remain under the good state of health.
Grease still is the modifying agent of makeup spreadability, has determined the skin sense of skin care item to a great extent, for example spreadability, oilness, moist degree, moisture retention. ventilation property etc.Simultaneously, it all has very big influence to outward appearance, viscosity, emulsified particle size, product stability, effect and the pungency of lotion.
The grease that can be used in the makeup has natural fats and oils, mineral grease and Synthetic Oil.Wherein, Natural fats and oils has and advantages such as the skin affinity is good; But owing to have defectives such as foreign matter content is higher, iodine number is higher, color and luster is dark, greasy, occur variable color, problem such as spoiled when being used for makeup easily, thereby limited its application in makeup.Mineral grease has the advantage of stable performance, but too strong to the closure of skin, causes skin permeability property poor, feels too greasy, thereby has limited its application in the cosmetics of super quality.Synthetic Oil then combines the advantage of the good and mineral grease stable performance of natural fats and oils skin affinity; Both deficiencies have been overcome; Have stable in properties, safe in utilization, colourless, tasteless, advantage such as compatibleness is good, begun earlier the progressively natural and refined mineral oil of instead of part.
The isononyl isononanoate that the present invention proposes is to adopt different n-nonanoic acid and isononyl alcohol through esterification synthetic ester.This compound is a kind of lightweight grease, when being used for skin, and the sensation non-greasy, stretchability is good, and too oily is not enough to have overcome natural fats and oils, has overcome the not good shortcoming of MO ventilation property, is a kind of more satisfactory used for cosmetic grease.Can be applied to lipstick and colorant is made dispersion agent, be applied to lipstick as ester base oil and do glossy dose, be applied to hair care category product and skin-protection products such as emulsifiable paste, emulsion and give splendid ventilation property, ductility.But up to now, also nobody reported the preparation of the isononyl isononanoate that the present invention proposes.
Summary of the invention
The objective of the invention is to adopt different n-nonanoic acid and isononyl alcohol through esterification synthetic isononyl isononanoate.
The synthetic starting material of using of isononyl isononanoate of the present invention, in massfraction, form by following material:
Figure BSA00000588518700021
Figure BSA00000588518700031
Another object of the present invention be with isononyl isononanoate as the skin moisturizing agent, be used for makeup, design stable in properties, respond well cosmetic formulations.
Embodiment
Below come the present invention is further described through specific embodiment, but these embodiment are not limitations of the present invention just in order to explain.
One, the compound method of isononyl isononanoate
The preparation of embodiment 1 isononyl isononanoate (Catalyzed by p-Toluenesulfonic Acid method)
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add different n-nonanoic acid, isononyl alcohol, band aqua (use hexanaphthene, or YLENE being made the band aqua), tosic acid.Heating is stirred and is made the solid dissolving.After the solid dissolving, stirring remains a constant speed.When temperature reaches 90 ℃ of left and right sides, begin to reflux, keep the 1~5h that refluxes, generate to no longer including water, reaction finishes.Be cooled to room temperature then, add an amount of NaHCO 3Saturated solution (or sodium carbonate solution) leaves standstill and tells organic layer, and with after the washing, corresponding cut is collected in the organic layer underpressure distillation, is isononyl isononanoate compound of the present invention again.
The preparation of embodiment 2 isononyl isononanoates (catalyzed by amino sulfonic acid method)
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add different n-nonanoic acid, isononyl alcohol, band aqua (use hexanaphthene, or YLENE being made the band aqua), thionamic acid.Heating is stirred and is made the solid dissolving.After the solid dissolving, stirring remains a constant speed.When temperature reaches 90 ℃ of left and right sides, begin to reflux, keep the 1~5h that refluxes, generate to no longer including water, reaction finishes.Be cooled to room temperature then, add an amount of NaHCO 3Saturated solution (or sodium carbonate solution) leaves standstill and tells organic layer, and with after the washing, corresponding cut is collected in the organic layer underpressure distillation, is isononyl isononanoate compound of the present invention again.
The preparation of embodiment 3 isononyl isononanoates (sodium bisulfate catalysis method)
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add different n-nonanoic acid, isononyl alcohol, band aqua (use hexanaphthene, or YLENE being made the band aqua), sodium pyrosulfate.Heating is stirred and is made the solid dissolving.After the solid dissolving, stirring remains a constant speed.When temperature reaches 90 ℃ of left and right sides, begin to reflux, keep the 1~5h that refluxes, generate to no longer including water, reaction finishes.Be cooled to room temperature then, add an amount of NaHCO 3Saturated solution (or sodium carbonate solution) leaves standstill and tells organic layer, and with after the washing, corresponding cut is collected in the organic layer underpressure distillation, is isononyl isononanoate compound of the present invention again.
Two, contain the preparation of the makeup of isononyl isononanoate
The preparation of embodiment 1 skin cream
Table 1 provides and contains isononyl isononanoate skin cream prescription, and the consumption of each material is represented with massfraction.
Table 1
Figure BSA00000588518700041
Figure BSA00000588518700051
The preparation method of skin cream: the isononyl isononanoate in the formula table, dimethyl siloxane, Wickenol 111, sad caprin, 16 stearyl alcohol, mono-glycerides, VLTN 6 polyethers-20, Tegosept M, propylben are mixed; Be heated to 85 ℃; Fusing stirs, as oil phase; With 1 in the formula table, 2-Ucar 35, deionized water mix, and are heated to 85 ℃, and stirring and dissolving is even, as water.Oil phase and water are added in the emulsification pot, stir, the emulsification homogeneous stirred when being cooled to 50 ℃ after 7 minutes, added essence, stirred, and was cooled to 38 ℃, was skin cream.
The preparation of embodiment 2 lipsticks
Table 2 provides the lipstick prescription that contains isononyl isononanoate, and the consumption of each material is represented with massfraction.
Table 2
Figure BSA00000588518700052
Figure BSA00000588518700061
The preparation method of lipstick: with the mixing of materials of all except essence in the formula table, heat fused (about about 80 ℃) after stirring, adds essence, stirs fast.Immediately the material that mixes is injected the lipstick mould, be cooled to formed at normal temp, be lipstick.

Claims (4)

1. the isononyl isononanoate compound method is a raw material with different n-nonanoic acid, isononyl alcohol, it is characterized in that under catalyst action, making the isononyl isononanoate bullion.Through after NaHCO3 saturated solution (or sodium carbonate solution) neutralization, the washing, corresponding cut is collected in the organic layer underpressure distillation, makes the isononyl isononanoate compound then.Described catalyzer is a tosic acid, or thionamic acid, or sodium pyrosulfate.
2. the preparation method of isononyl isononanoate according to claim 1 is characterized in that described different n-nonanoic acid accounts for 20%~65% (in massfraction) of total material consumption.
3. the preparation method of isononyl isononanoate according to claim 1 is characterized in that described isononyl alcohol accounts for 20%~65% (in massfraction) of total material consumption.
4. agent is used for makeup to isononyl isononanoate compound according to claim 1 as skin moisturizing.
CN2011103054495A 2011-10-10 2011-10-10 Preparation of isononyl isononanoate and application of isononyl isononanoate in cosmetic Pending CN102503819A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103006519A (en) * 2013-01-11 2013-04-03 广州市白云区新东方日用化工品厂 Natural plant sun-screening agent as well as preparation method and application of natural plant sun-screening agent
CN108003021A (en) * 2017-12-01 2018-05-08 广州市禾基生物科技有限公司 A kind of preparation method of low polarity grease
CN109106616A (en) * 2018-08-06 2019-01-01 广东雷邦高新材料有限公司 A kind of silicon gel and the preparation method and application thereof
CN114957001A (en) * 2022-06-24 2022-08-30 广东聚石科技研究有限公司 Preparation method and application of isononyl isononanoate

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103006519A (en) * 2013-01-11 2013-04-03 广州市白云区新东方日用化工品厂 Natural plant sun-screening agent as well as preparation method and application of natural plant sun-screening agent
CN103006519B (en) * 2013-01-11 2014-09-10 广州市白云区新东方日用化工品厂 Natural plant sun-screening agent as well as preparation method and application of natural plant sun-screening agent
CN108003021A (en) * 2017-12-01 2018-05-08 广州市禾基生物科技有限公司 A kind of preparation method of low polarity grease
CN109106616A (en) * 2018-08-06 2019-01-01 广东雷邦高新材料有限公司 A kind of silicon gel and the preparation method and application thereof
CN109106616B (en) * 2018-08-06 2022-06-14 广东雷邦高新材料有限公司 Organic silicon gel and preparation method and application thereof
CN114957001A (en) * 2022-06-24 2022-08-30 广东聚石科技研究有限公司 Preparation method and application of isononyl isononanoate
CN114957001B (en) * 2022-06-24 2024-06-07 广东聚石科技研究有限公司 Preparation method and application of isononyl isononanoate

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Application publication date: 20120620