CN103483228A - Preparation method of sodium hydroxyethyl sulfonate fatty acid ester - Google Patents
Preparation method of sodium hydroxyethyl sulfonate fatty acid ester Download PDFInfo
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- CN103483228A CN103483228A CN201310485811.0A CN201310485811A CN103483228A CN 103483228 A CN103483228 A CN 103483228A CN 201310485811 A CN201310485811 A CN 201310485811A CN 103483228 A CN103483228 A CN 103483228A
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Abstract
The invention relates to a preparation method for synthesizing esters from fatty acid and sodium hydroxyethyl sulfonate and particularly relates to a preparation method of sodium hydroxyethyl sulfonate fatty acid ester. According to the method, a finished product of sodium hydroxyethyl sulfonate fatty acid ester is prepared by adopting coconut oil acid, sodium hydroxyethyl sulfonate and zinc oxide as raw materials through performing preparation of the raw materials, esterification reaction, vacuum-pumping operation and other process steps. The preparation method provided by the invention has the advantages of simple process, rich sources of the raw materials, reproducibility, very low environmental pollution of a production process and no other wastes and byproducts, and is suitable for industrial mass production. The product is easy to be crushed into powder with the particle size of 200 meshes through a crushing machine and can be added into face washing powder, and experiments prove that the product has strong foamability and hard water resistance.
Description
Technical field
The present invention relates to the preparation method with lipid acid, sodium isethionate synthesizing ester, particularly relate to a kind of preparation method of ethoxyl sodium sulfonate fatty acid ester.
Background technology
Ethoxyl sodium sulfonate fatty acid ester (SCI), claim again the cocoyl sodium isethionate, is a kind of performance anion surfactant as mild as a dove, mainly is used as the additive of skin type bar detergent, liquid type bath article and clean face powder.The foam of its abundant exquisiteness, can remove dirt and unnecessary grease up hill and dale, regulates skin PH.There is the rich fat of good moisturizing, make skin health, the happy breathing, thoroughly reduce the salubrious transparent feel of skin.
Only have at present Jilin Yi Jiesi chemistry company limited (applicant company) to apply for patent of invention on January 13rd, 2011, name is called: the preparation method of ethoxyl sodium sulfonate fatty acid ester, and in Granted publication on April 3rd, 2013, the patent No.: ZL201110006393.3, this patented method can prepare the ethoxyl sodium sulfonate fatty acid ester (later being called for short SCI-75) of active matter content 67%-77%, and this product is more suitable for being applied in the skin type bar detergent.
It is not ideal enough that the applicant finds that SCI-75 that the foregoing invention method produces washes middle lathering property at liquid in practice, and the SCI-75 product is difficult for pulverizing simultaneously, more sticky during powder, easily stops up the powder machine, should not be added in clean face powder.
Summary of the invention
The object of the invention is to improve the foam performance of ethoxyl sodium sulfonate fatty acid ester in prior art (SCI-75), a kind of new lathering property ideal is provided, product is easily pulverized, and is not easy to stop up the preparation method of the ethoxyl sodium sulfonate fatty acid ester of powder machine.
The object of the present invention is achieved like this, and the method comprises the following steps:
1., raw material is prepared: take in proportion cocinic acid, sodium isethionate and zinc oxide (catalyzer), wherein cocinic acid melts in advance, the mol ratio of sodium isethionate and total fatty acids is 1.3-1.35, the 0.1-0.2% that zinc oxide is the raw material total mass, described total fatty acids refers to the total amount of cocinic acid and two kinds of raw materials of reuse lipid acid.
2., esterification: above-mentioned 1. Raw is joined successively in reactor and carries out Hybrid Heating, the control mixing speed is 325rpm, to the nitrogen that is filled with purity >=99.999% in reactor, protected and bubbling, progressively heat up, slough the water in reactant, when temperature of charge rises to 221 ℃, start to occur esterification, the short carbon chain lipid acid distilled out is back to after by condensation in reactor and continues to participate in reaction, control temperature after temperature of charge reaches 240 ℃ at 240 ± 2 ℃ and maintain 90 minutes, be warmed up to afterwards 245 ℃ and be maintained to esterification and finish, the total time of esterification is 120 minutes.
3., vacuum pumping: after esterification finishes; reactor is carried out to vacuum pumping; continuation is protected and bubbling to the nitrogen that is filled with purity >=99.999% in reactor; slowly carry out vacuum pumping, control the interior liquid level foaming of reactor steadily, evenly, if material in reactor bubbles acutely; maintain pressure; continue vacuum pumping after bubbling steadily again, make finally reach-0.097MPa of vacuum tightness in reactor, temperature of reaction kettle can not be lower than 232 ℃.After the short carbon chain lipid acid condensation distilled out, with the distillate withdrawing can, reclaimed, material surface non-foam in the observing response still, stop vacuum pumping, carry out the film-making operation after mending into malleation with nitrogen, obtain the ethoxyl sodium sulfonate fatty acid ester finished product, in the distillate withdrawing can, lipid acid is the raw material input of reuse lipid acid as next still.
Ethoxyl sodium sulfonate fatty acid ester prepared by aforesaid method, hereinafter to be referred as SCI-85.
The present invention has the following advantages and positively effect:
1, preparation method of the present invention is simple, and raw material sources are abundant, and renewable, the production technique environmental pollution is very little, only has a small amount of water generated in moisture in raw material and reaction to remove, and without other wastes and byproduct, is applicable to industrialized production.
2, product of the present invention easily is ground into granularity 200 order powder by pulverizer, can add in clean face powder.
3, product of the present invention proves that whipability and stability in hard water can be better than the product that the SCI-75(patent No. is 201110006393.3 by experiment).
The accompanying drawing explanation
Fig. 1 is SCI-85 of the present invention and SCI-75 foam height comparison diagram.
Fig. 2 is different manufacturers SCI-85 foam height comparison diagram.
Embodiment
Raw material is prepared: take in proportion cocinic acid, sodium isethionate and Zinc oxide catalytic, wherein cocinic acid melts in advance, and the mol ratio of sodium isethionate and lipid acid is 1.3-1.35, the 0.1-0.2% that zinc oxide is the raw material total mass.
During first production, total fatty acids is independent cocinic acid, the total amount that while producing continuously, total fatty acids is cocinic acid and reuse lipid acid.
Described cocinic acid is through hydrogenation, removes the cocinic acid that the part light constituent is processed, and its specific targets are:
| Project | Index |
| Fusing point | 23-29℃ |
| Acid number | 269-278mgKOH/g |
| Iodine number | ≤5gI 2/100 |
| C 8 | ≥6.5% |
| C 10 | ≥6% |
| C 12 | ≥46.5% |
| C 8-C 10The saturated acid total content | 13-15% |
| Moisture content | ≤0.2% |
Described sodium isethionate is 57% hydroxyethylsulfonic acid sodium water solution, and its specific targets are:
| Project | Index |
| Outward appearance | Under normal temperature, transparent liquid is without visible impurity |
| Active matter content % | 56-60 |
| Color (APHA) | ≤30 |
| pH | ≤11 |
| Sodium-chlor % | ≤0.3 |
| Ethylene glycol content % | ≤0.5 |
| Isethionic acid ester % | ≤0.75 |
| Water % | 40-44 |
Esterification: by the raw material in the above-mentioned raw materials preparation step according to sodium isethionate, lipid acid, the Zinc oxide catalytic order joins in reactor successively carries out Hybrid Heating, the control mixing speed is 325rpm, to the nitrogen that is filled with purity >=99.999% in reactor, protected and bubbling, progressively heat up, slough the water in reactant, the short carbon chain lipid acid distilled out is back in reactor after by condensation, when reactant is warmed up to 221 ℃, start to occur esterification, control temperature after temperature of charge reaches 240 ℃ at 240 ± 2 ℃ and maintain 90 minutes, be warmed up to afterwards 245 ℃ and be maintained to esterification and finish, the total time of esterification is 120 minutes.
Vacuum pumping: after esterification finishes, reactor is carried out to vacuum pumping, continuation is protected and bubbling to the nitrogen that is filled with purity >=99.999% in reactor, slowly carry out decompression operation, controlling liquid level in reactor bubbles steadily, evenly, make vacuum tightness in reactor reach-below 0.085MPa, temperature of reactor is not less than 232 ℃, the logical condensation of the lipid acid distilled out is reclaimed with the distillate withdrawing can, material surface non-foam in the observing response still, stop vacuum pumping, after mending into malleation with nitrogen, obtain the ethoxyl sodium sulfonate fatty acid ester finished product, in the distillate withdrawing can, lipid acid is the raw material input of reuse lipid acid as next still.
Product index: actives 83-88%; Free fatty acids 5-15%; PH5.0-6.5; Look number≤50.
Embodiment
Take raw material by proportional quantity, hydroxyethylsulfonic acid sodium water solution: 614.5kg, cocinic acid: 700kg melts in advance, zinc oxide: 2.0kg, drop in order intensification 100-160 ℃ of dehydration 90min in reactor, be warming up to 221 ℃ and start esterification, temperature of reaction is 240 ± 2 ℃, reaction times maintains 90 minutes, then temperature of reaction is risen to 245 ℃ of 120 minutes total times of reaction, the lipid acid distilled out during esterification by condensing reflux in reactor, esterification starts to carry out vacuum pumping after finishing, vacuumize and need to slowly carry out, control the material surface blistering steady, evenly.During vacuumizing, reactor must not vacuumize 1.5 hours lower than 232 ℃, and reactor pressure-0.095MPa, continue to vacuumize 3.5 hours, and material in reactor surface non-foam, reclaim lipid acid 152L in the distillate withdrawing can, finish reaction.In the gained target product, active matter content 83.16%, free fatty acid content 11.40%, pH6.2, look numbers 10.
It is below the testing data of three batches
Product SCI-85 of the present invention and SCI-75(ZL201110006393.3) the foam simultaneous test
Subjects: SCI-85, each three crowdes of SCI-75, test its foam height
Test apparatus: Roche Latherometer, thermostat water bath, 1000ml volumetric flask, 1000ml beaker, rubber pipette bulb, stopwatch.
Test conditions:
(1) prepare 0.25% aqueous solution, wherein water is 150ppm hard water.
(2) the Roche Latherometer is made a call to 40 ℃ of thermostat(t)ed waters, and thermostat water bath constant temperature is at 41.5 ℃.
Experimental data and result:
It is as follows that different batches SCI-75 measures the foam height data:
Different batches SCI-75 foam compares:
It is as follows that different batches SCI-85 measures the foam height data:
Different batches SCI-85 foam compares:
Three batches of SCI-85 samples of random choose and three batches of SCI-75 samples, tested its foam height, and accompanying drawing 1 is shown in SCI-85 and the contrast of SCI-75 foam height, by testing data table and accompanying drawing 1, can be found out:
(1) different batches SCI-85 foam height vertex all fluctuates at 200mm.Illustrate that its foam stability is fine, anti-hard water ability is strong, and is greater than SCI-75.
(2) different batches SCI-85 froth stability trend is basically identical, illustrates that froth stability is strong.
The same active matter content foam height of SCI-85 and other producers that adopts the inventive method to prepare is compared as follows:
Different manufacturers SCI-85 foam compares:
By testing data and accompanying drawing 2, can be found out:
(1) foam height: ②>commercially available prod, commercially available prod is ≈ SCI-85 1.
(2) froth stability: SCI-85>①>commercially available prod, commercially available prod 2.
Conclusion: on the SCI of same active quantities and market, the SCI of other producers foaming properties relatively: the foaming properties of SCI-85 in the middle of same concentration hard water that our company produces can compare favourably with the SCI of well-known manufacturer production on market, its foam performance is splendid, and anti-hard water ability is strong.And the froth stability in the middle of hard water all is better than the SCI-85 of other producers.
Claims (1)
1. the preparation method of an ethoxyl sodium sulfonate fatty acid ester, it is characterized in that: the method comprises the following steps:
1., raw material is prepared: take in proportion cocinic acid, sodium isethionate and zinc oxide, wherein cocinic acid melts in advance, the mol ratio of sodium isethionate and total fatty acids is 1.3-1.35, the 0.1-0.2% that zinc oxide is the raw material total mass, described total fatty acids refers to the total amount of cocinic acid and two kinds of raw materials of reuse lipid acid;
2., esterification: above-mentioned 1. Raw is joined successively in reactor and carries out Hybrid Heating, the control mixing speed is 325rpm, to the nitrogen that is filled with purity >=99.999% in reactor, protected and bubbling, progressively heat up, slough the water in reactant, when temperature of charge rises to 221 ℃, start to occur esterification, the short carbon chain lipid acid distilled out is back to after by condensation in reactor and continues to participate in reaction, control temperature after temperature of charge reaches 240 ℃ at 240 ± 2 ℃ and maintain 90 minutes, be warmed up to afterwards 245 ℃ and be maintained to esterification and finish, the total time of esterification is 120 minutes,
3., vacuum pumping: after esterification finishes, reactor is carried out to vacuum pumping, continuation is protected and bubbling to the nitrogen that is filled with purity >=99.999% in reactor, slowly carry out vacuum pumping, controlling liquid level in reactor bubbles steadily, evenly, if material in reactor bubbles violent, maintain pressure, continue again vacuum pumping after bubbling steadily, make finally reach-0.097MPa of vacuum tightness in reactor, temperature of reaction kettle can not be lower than 232 ℃, after the short carbon chain lipid acid condensation distilled out, with the distillate withdrawing can, reclaimed, material surface non-foam in the observing response still, stop vacuum pumping, carry out the film-making operation after mending into malleation with nitrogen, obtain the ethoxyl sodium sulfonate fatty acid ester finished product, in the distillate withdrawing can, lipid acid is the raw material input of reuse lipid acid as next still.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105687054A (en) * | 2016-03-22 | 2016-06-22 | 吉林伊捷思化学有限公司 | Addition-free facial cleansing powder and preparation method thereof |
| CN110819430A (en) * | 2019-11-26 | 2020-02-21 | 韶关学院 | Environment-friendly total-synthesis metal cutting fluid and preparation method thereof |
| CN111233717A (en) * | 2020-02-05 | 2020-06-05 | 东华理工大学 | Method for efficiently separating useful components from taurine crystallization mother liquor |
| CN111995550A (en) * | 2019-05-27 | 2020-11-27 | 万华化学集团股份有限公司 | Preparation method of sodium cocoyl isethionate |
| CN112824377A (en) * | 2019-11-20 | 2021-05-21 | 万华化学集团股份有限公司 | Method for preparing sodium cocoyl isethionate |
| CN114262489A (en) * | 2021-11-05 | 2022-04-01 | 漯河市罗弗文具制造有限公司 | Perspective eraser and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101157643A (en) * | 2007-01-17 | 2008-04-09 | 北京工商大学 | Method for preparing Igepon A series anionic surfactant |
| CN102584642A (en) * | 2011-01-13 | 2012-07-18 | 吉林伊捷思化学有限公司 | Preparation method for ethoxyl sodium sulfonate fatty acid ester |
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2013
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101157643A (en) * | 2007-01-17 | 2008-04-09 | 北京工商大学 | Method for preparing Igepon A series anionic surfactant |
| CN102584642A (en) * | 2011-01-13 | 2012-07-18 | 吉林伊捷思化学有限公司 | Preparation method for ethoxyl sodium sulfonate fatty acid ester |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105687054A (en) * | 2016-03-22 | 2016-06-22 | 吉林伊捷思化学有限公司 | Addition-free facial cleansing powder and preparation method thereof |
| CN105687054B (en) * | 2016-03-22 | 2019-03-01 | 吉林伊捷思化学有限公司 | No added clean face powder of one kind and preparation method thereof |
| CN111995550A (en) * | 2019-05-27 | 2020-11-27 | 万华化学集团股份有限公司 | Preparation method of sodium cocoyl isethionate |
| CN111995550B (en) * | 2019-05-27 | 2022-09-20 | 万华化学集团股份有限公司 | Preparation method of sodium cocoyl isethionate |
| CN112824377A (en) * | 2019-11-20 | 2021-05-21 | 万华化学集团股份有限公司 | Method for preparing sodium cocoyl isethionate |
| CN112824377B (en) * | 2019-11-20 | 2023-01-13 | 万华化学集团股份有限公司 | Method for preparing sodium cocoyl isethionate |
| CN110819430A (en) * | 2019-11-26 | 2020-02-21 | 韶关学院 | Environment-friendly total-synthesis metal cutting fluid and preparation method thereof |
| CN111233717A (en) * | 2020-02-05 | 2020-06-05 | 东华理工大学 | Method for efficiently separating useful components from taurine crystallization mother liquor |
| CN111233717B (en) * | 2020-02-05 | 2022-05-31 | 东华理工大学 | Method for separating useful components in taurine crystallization mother liquor |
| CN114262489A (en) * | 2021-11-05 | 2022-04-01 | 漯河市罗弗文具制造有限公司 | Perspective eraser and preparation method thereof |
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| CN103483228B (en) | 2015-03-04 |
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