CN101486646B - Method for synthesizing isooctanoic acid hexadecyl ester - Google Patents
Method for synthesizing isooctanoic acid hexadecyl ester Download PDFInfo
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- CN101486646B CN101486646B CN 200910037203 CN200910037203A CN101486646B CN 101486646 B CN101486646 B CN 101486646B CN 200910037203 CN200910037203 CN 200910037203 CN 200910037203 A CN200910037203 A CN 200910037203A CN 101486646 B CN101486646 B CN 101486646B
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Abstract
The invention discloses a synthesis method of cetyl iso-octoate, which comprises the following steps: according to the fact that the weight by parts of isocaprylic acid and cetanol is between 1 to 0.5 and 1 to 2, isocaprylic acid and cetanol are added into a reaction kettle and added with a catalyst and a color fixative; the temperature is adjusted to between 120 DEG C and 200 DEG C; under a vacuumizing condition, the reaction is carried out for 1h to 6h; and then the cetyl iso-octoate is obtained through vacuum deacidification, neutralization, water washing and vacuum dehydration. The synthesis method is simple and easy, and has low cost, mild reaction condition and high product yield; the cetyl iso-octoate prepared has no color or odor, is transparent, has good air permeability, spreadability and dispersity and can be stored for a long term.
Description
Technical field
The invention belongs to the ester compound synthesis technical field, be specifically related to a kind of synthetic method of isooctanoic acid hexadecyl ester.
Background technology
At present the general grease of makeup all is linear ester, wherein the ester bond facile hydrolysis, become sour and oxidation, shelf-lives is shorter.For addressing this problem, the inventor finds can shield ester bond at the other side chain that increases of carboxyl through molecular structure alteration repeatedly, makes ester bond stable.By this imagination, the inventor has synthesized isooctanoic acid hexadecyl ester, and it has side chain other the increasing of carboxyl.
Isooctanoic acid hexadecyl ester is commonly called as seabird feather oil, is the softener of a kind of high-effective water-proof, excellent performance, almost can dissolve each other with all used for cosmetic greases; And have the advantages such as good ventilation property, spreadability, dispersiveness and moistness, can give skin after the use and moisten joyful skinfeel soft, non-greasy, these characteristic conforms skin care product are salubrious, soft, moisten, moisturizing and the good requirement of texture, can be used as basic grease and be used for the moisturizing series products, such as moisturizer, sunscreen etc.; Also can be used as the bright lip agent of colorant dispersion agent, lipstick and the conditioning conditioner of lipstick, need to be specially adapted in the high-end skin care, hair care category product of good moisture retention, moistness.
Summary of the invention
Technical problem to be solved by this invention, just be to provide a kind of synthetic method of preparing the isooctanoic acid hexadecyl ester of colorless and odorless long shelf-life, namely pass through molecular structure alteration, at the other side chain shielding ester bond that increases of carboxyl, so that ester bond is stable, the simple cost of this synthetic method is low, and reaction conditions is gentle, the product yield is high.
For reaching above purpose, the synthetic method of isooctanoic acid hexadecyl ester provided by the invention may further comprise the steps:
Weight part ratio by isocaprylic acid and hexadecanol is 1: 0.5～2, getting isocaprylic acid and hexadecanol adds in the reactor, add simultaneously catalyzer and colour protecting agent, regulating temperature is 120～200 ℃, vacuumize under the condition, reaction 1～6h namely gets isooctanoic acid hexadecyl ester again after vacuum depickling, neutralization, washing and vacuum hydro-extraction.
Further, its concrete synthesis step is as follows:
(1) weight part ratio by isocaprylic acid and hexadecanol is 1: 0.5～2, gets isocaprylic acid and hexadecanol and adds in the reactor, adds simultaneously catalyzer and colour protecting agent, and regulating temperature is 120～200 ℃, vacuumizes under the condition reaction 1～6h;
(2) regulating temperature is 160～230 ℃, the vacuum depickling;
(3) be cooled to 50～100 ℃, neutralization;
(4) regulating temperature is 10～100 ℃, washing;
(5) regulating temperature is 60～150 ℃, namely gets isooctanoic acid hexadecyl ester after the vacuum hydro-extraction.
Described catalyzer is an acidic catalyst, and its consumption is 0.05～2% of isocaprylic acid and hexadecanol gross weight.
Described an acidic catalyst is sulfuric acid or phosphoric acid or sodium pyrosulfate or P-TOLUENE SULFO ACID 99 or trichoroacetic acid(TCA) or phospho-wolframic acid or silicotungstic acid.
Described colour protecting agent is reductive acid and its esters, and its consumption is 0.05～2% of isocaprylic acid and hexadecanol gross weight.
Described colour protecting agent is sulfurous acid or S-WAT or phosphorous acid or sodium phosphite.
The alkaline matter of neutralization usefulness is sodium hydroxide or potassium hydroxide or thanomin or yellow soda ash or salt of wormwood, and its consumption is 0.05～2% of isocaprylic acid and hexadecanol gross weight.
The consumption of water is 5～200% of isocaprylic acid and hexadecanol gross weight in the washing.
The vacuum ranges of described vacuum reaction, vacuum depickling and vacuum hydro-extraction is-0.01～-0.098Mpa.
Temperature range is 160～230 ℃ during the vacuum depickling, and neutralization after being cooled to 50～100 ℃.
Temperature range is 10～100 ℃ during washing, and carries out vacuum hydro-extraction after being warming up to 60～150 ℃ again.
Beneficial effect of the present invention: synthetic method required equipment of the present invention is simple, and cost is low, and the yield of reaction conditions gentleness, product is more than 90%; Prepared isooctanoic acid hexadecyl ester colorless and odorless, as clear as crystal; Ventilation property, spreadability and dispersing property are good; Can long-term storage.
Specific embodiment
The present invention will be described below to enumerate specific embodiment; it is pointed out that following examples only for the invention will be further described, do not represent protection scope of the present invention; nonessential modification and adjustment that other people prompting according to the present invention is made still belong to protection scope of the present invention.
Embodiment 1
Get the 200g isocaprylic acid, the 100g hexadecanol, 0.3g sulfuric acid and 0.2g sulfurous acid, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 120 ℃, regulate vacuum tightness and vacuumize insulation reaction 1 hour for-0.010Mpa, regulating temperature is 160 ℃, in vacuum tightness be-during 0.01Mpa after the depickling, be cooled to 50 ℃, the neutralization of hydro-oxidation sodium, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 10 ℃, adds respectively 300g and 50g washing twice, and regulating temperature is 60 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.01Mpa.
Embodiment 2
Get the 200g isocaprylic acid, the 150g hexadecanol, 1.5g P-TOLUENE SULFO ACID 99 and 3.6g sodium phosphite, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 130 ℃, regulate vacuum tightness and vacuumize insulation reaction 5 hours for-0.030Mpa, regulating temperature is 190 ℃, in vacuum tightness be-during 0.098Mpa after the depickling, be cooled to 80 ℃, the neutralization of hydro-oxidation potassium, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 80 ℃, adds respectively 90g washing twice, and regulating temperature is 120 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.098Mpa.
Embodiment 3
Get the 200g isocaprylic acid, the 160g hexadecanol, 1.5g sulfuric acid and 3.6g sodium phosphite, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 140 ℃, regulate vacuum tightness and vacuumize insulation reaction 6 hours for-0.030Mpa, regulating temperature is 190 ℃, in vacuum tightness be-during 0.098Mpa after the depickling, be cooled to 80 ℃, add the thanomin neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 80 ℃, adds successively 90g washing twice, and regulating temperature is 120 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.098Mpa.
Embodiment 4
Get the 200g isocaprylic acid, the 160g hexadecanol, 3.6g sodium pyrosulfate and 3.6g phosphorous acid, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 140 ℃, regulate vacuum tightness and vacuumize insulation reaction 6 hours for-0.030Mpa, regulating temperature is 190 ℃, in vacuum tightness be-during 0.098Mpa after the depickling, be cooled to 80 ℃, add the alkali neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 80 ℃, adds successively 90g washing twice, and regulating temperature is 120 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.098Mpa.
Embodiment 5
Get the 200g isocaprylic acid, the 200g hexadecanol, 1.5g phosphoric acid and 3.6g S-WAT, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 140 ℃, regulate vacuum tightness and vacuumize insulation reaction 6 hours for-0.030Mpa, regulating temperature is 190 ℃, in vacuum tightness be-during 0.098Mpa after the depickling, be cooled to 80 ℃, add the thanomin neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 80 ℃, adds successively 90g washing twice, and regulating temperature is 120 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.040Mpa.
Embodiment 6
Get the 200g isocaprylic acid, the 250g hexadecanol, 5.0g P-TOLUENE SULFO ACID 99 and 5.0g sodium phosphite, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 160 ℃, regulate vacuum tightness and vacuumize insulation reaction 4 hours for-0.050Mpa, regulating temperature is 200 ℃, in vacuum tightness be-during 0.050Mpa after the depickling, be cooled to 80 ℃, add the yellow soda ash neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 50 ℃, adds respectively 500g and 90g washing twice, and regulating temperature is 100 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.050Mpa.
Embodiment 7
Get the 200g isocaprylic acid, the 300g hexadecanol, 7.0g to trichoroacetic acid(TCA) and 6.0g S-WAT, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 170 ℃, regulate vacuum tightness and vacuumize insulation reaction 5 hours for-0.060Mpa, regulating temperature is 210 ℃, in vacuum tightness be-during 0.060Mpa after the depickling, be cooled to 90 ℃, add the salt of wormwood neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 60 ℃, adds respectively 1000g and 200g washing twice, and regulating temperature is 100 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.060Mpa.
Embodiment 8
Get the 200g isocaprylic acid, the 350g hexadecanol, 5.5g phospho-wolframic acid and 5.5g sodium phosphite, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 180 ℃, regulate vacuum tightness and vacuumize insulation reaction 6 hours for-0.070Mpa, regulating temperature is 220 ℃, in vacuum tightness be-during 0.070Mpa after the depickling, be cooled to 100 ℃, add the salt of wormwood neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, regulating temperature is 70 ℃, adds respectively 500g and 100g washing twice, and regulating temperature is 110 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.070Mpa.
Embodiment 9
Get the 200g isocaprylic acid, the 400g hexadecanol, 12g phospho-wolframic acid and 12g sodium phosphite, add in the there-necked flask, connect prolong, the oil bath heating, after material temperature rises to 200 ℃, regulate vacuum tightness and vacuumize insulation reaction 3 hours for-0.098Mpa, regulating temperature is 230 ℃, in vacuum tightness be-during 0.098Mpa after the depickling, be cooled to 100 ℃, add the yellow soda ash neutralization, and to make its consumption be 0.05～2% of isocaprylic acid and hexadecanol gross weight, keeping temperature is 100 ℃, adds respectively 1200g and 100g washing twice, and regulating temperature is 150 ℃, vacuum tightness is carried out vacuum hydro-extraction, can be obtained the isooctanoic acid hexadecyl ester product for-0.098Mpa.
Claims (8)
1. the synthetic method of an isooctanoic acid hexadecyl ester, it is characterized in that, may further comprise the steps: the weight part ratio by isocaprylic acid and hexadecanol is 1: 0.5～2, get isocaprylic acid and hexadecanol and add in the reactor, add simultaneously catalyzer and colour protecting agent, regulating temperature is 120～200 ℃, vacuumize under the condition, reaction 1～6h namely gets isooctanoic acid hexadecyl ester again after vacuum depickling, neutralization, washing and vacuum hydro-extraction, described colour protecting agent is sulfurous acid or S-WAT or phosphorous acid or sodium phosphite.
2. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that described catalyzer is an acidic catalyst, and its consumption is 0.05～2% of isocaprylic acid and hexadecanol gross weight.
3. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 2 is characterized in that described an acidic catalyst is sulfuric acid or phosphoric acid or sodium pyrosulfate or P-TOLUENE SULFO ACID 99 or trichoroacetic acid(TCA) or phospho-wolframic acid or silicotungstic acid.
4. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that, the alkaline matter of neutralization usefulness is sodium hydroxide or potassium hydroxide or thanomin or yellow soda ash or salt of wormwood, and its consumption is 0.05～2% of isocaprylic acid and hexadecanol gross weight.
5. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that the consumption of water is 5～200% of isocaprylic acid and hexadecanol gross weight in the washing.
6. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that, the vacuum ranges of described vacuum reaction, vacuum depickling and vacuum hydro-extraction is-0.01～-0.098Mpa.
7. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that temperature range is 160～230 ℃ during the vacuum depickling, and neutralization after being cooled to 50～100 ℃.
8. the synthetic method of described isooctanoic acid hexadecyl ester according to claim 1 is characterized in that temperature range is 10～100 ℃ during washing, and carries out vacuum hydro-extraction after being warming up to 60～150 ℃ again.
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| CN101914014B (en) * | 2010-09-03 | 2013-09-25 | 北京康泰隆科技发展有限公司 | Method for synthesizing and purifying synthetic ester oil for cosmetics and synthetic ester oil for cosmetics obtained by same |
| CN108003021B (en) * | 2017-12-01 | 2019-08-06 | 广东省禾基生物科技有限公司 | A kind of preparation method of low polarity grease |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009005032A1 (en) * | 2007-07-02 | 2009-01-08 | The Nisshin Oillio Group, Ltd. | W/o/w emulsion composition |
| CN101353303A (en) * | 2007-07-26 | 2009-01-28 | 上海华谊集团上硫化工有限公司 | Preparation of isotridecanol stearate |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009005032A1 (en) * | 2007-07-02 | 2009-01-08 | The Nisshin Oillio Group, Ltd. | W/o/w emulsion composition |
| CN101353303A (en) * | 2007-07-26 | 2009-01-28 | 上海华谊集团上硫化工有限公司 | Preparation of isotridecanol stearate |
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Address after: 511356, Guangzhou economic and Technological Development Zone in Guangdong province Yonghe Economic Zone two 7 Road, one to eight Applicant after: Guangzhou Startec Science and Technology Co., Ltd. Address before: 510660, room 808, block A, commercial building, No. 282, Zhongshan Avenue, Tianhe District, Guangdong, Dongpu, Guangzhou Applicant before: Guangzhou Startec Science & Technology Co., Ltd. |
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