CN104326908A - Preparation method of sodium lauroyl lactate - Google Patents
Preparation method of sodium lauroyl lactate Download PDFInfo
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- CN104326908A CN104326908A CN201410569935.1A CN201410569935A CN104326908A CN 104326908 A CN104326908 A CN 104326908A CN 201410569935 A CN201410569935 A CN 201410569935A CN 104326908 A CN104326908 A CN 104326908A
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- sodium
- preparation
- sodium lauroyl
- sodium hydroxide
- lactate
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- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- LTNJYGRCMNQPFQ-UHFFFAOYSA-M sodium;2-dodecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)C([O-])=O LTNJYGRCMNQPFQ-UHFFFAOYSA-M 0.000 title abstract 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 65
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 18
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004310 lactic acid Substances 0.000 claims abstract description 9
- 235000014655 lactic acid Nutrition 0.000 claims abstract description 9
- 239000000463 material Substances 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000005639 Lauric acid Substances 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 239000008213 purified water Substances 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000007787 solid Substances 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 20
- NTYZDAJPNNBYED-UHFFFAOYSA-M sodium;2-(2-dodecanoyloxypropanoyloxy)propanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)C(=O)OC(C)C([O-])=O NTYZDAJPNNBYED-UHFFFAOYSA-M 0.000 claims description 17
- NGSFWBMYFKHRBD-UHFFFAOYSA-N sodium;2-hydroxypropanoic acid Chemical compound [Na+].CC(O)C(O)=O NGSFWBMYFKHRBD-UHFFFAOYSA-N 0.000 claims description 6
- 239000008156 Ringer's lactate solution Substances 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 abstract description 12
- 239000007788 liquid Substances 0.000 abstract description 6
- 229910001873 dinitrogen Inorganic materials 0.000 abstract description 2
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002778 food additive Substances 0.000 abstract 2
- 235000013373 food additive Nutrition 0.000 abstract 2
- 239000001540 sodium lactate Substances 0.000 abstract 2
- 229940005581 sodium lactate Drugs 0.000 abstract 2
- 235000011088 sodium lactate Nutrition 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000001514 detection method Methods 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 22
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 235000003084 food emulsifier Nutrition 0.000 description 4
- 230000001804 emulsifying effect Effects 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- -1 polyol esters Chemical class 0.000 description 3
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 208000034874 Product colour issue Diseases 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000002932 luster Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000008347 soybean phospholipid Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical group OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- ZZUUMCMLIPRDPI-UHFFFAOYSA-N 2-hydroxypropanoic acid;sodium Chemical compound [Na].CC(O)C(O)=O ZZUUMCMLIPRDPI-UHFFFAOYSA-N 0.000 description 1
- CODAYFPFZXWNLD-UHFFFAOYSA-N 2-hydroxypropanoyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(=O)C(C)O CODAYFPFZXWNLD-UHFFFAOYSA-N 0.000 description 1
- MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical group CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 1
- 229920000856 Amylose Polymers 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 235000019082 Osmanthus Nutrition 0.000 description 1
- 241000333181 Osmanthus Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005815 base catalysis Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 235000013736 caramel Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- DGMJZELBSFOPHH-KVTDHHQDSA-N mannite hexanitrate Chemical compound [O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)CO[N+]([O-])=O DGMJZELBSFOPHH-KVTDHHQDSA-N 0.000 description 1
- 229950003934 mannite hexanitrate Drugs 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of sodium lauroyl lactate, belonging to the fields of food additives and preparation methods of food additives. The preparation method of sodium lauroyl lactate comprises the following steps: dissolving sodium hydroxide with purified water to obtain a sodium hydroxide liquid; dropwise adding the sodium hydroxide liquid to lactic acid at room temperature while stirring so as to react to generate a sodium lactate liquid; heating the sodium lactate liquid to 80 DEG C, introducing nitrogen gas to a material interface and then continuing heating and controlling the temperature at 190-210 DEG C; adding lauric acid and a catalyst, reacting for 60min, vacuumizing, and reacting for another 20min; and cooling and drying to obtain white to pale yellow solid which is sodium lauroyl lactate. The preparation method disclosed by the invention has the advantages of simpleness in process, high operability, low cost and the like and is suitable for industrial product; and through detection, the yield of sodium lauroyl lactate is 75% and the final acid value of the product is between 35 and 55.
Description
Technical field
The present invention relates to a kind of preparation method of sodium lauroyl lactylate, belong to foodstuff additive and preparation method thereof field.
Background technology
Food emulsifier refers to the additive that immiscible liquid (water and oil) to be made in food processing process to form stabilized emulsion, mainly based on polyol esters of fatty acids and derivative product thereof and naturally occurring emulsifying agent soybean phospholipid and deep processed product.What consumption was maximum is monoglyceride, other also have sapn (Span), tween (Tween), propylene glycol ester, xylitol ester, Nitranitol, hard ester acyl lactylate and more than 20 kind such as calcium, soybean phospholipid, and output has exceeded 30,000 tons.Our times food emulsifier consumption is more than 400,000 tons.China's food emulsifier kind is also far less than abroad, and developing the emulsifying agent new variety of more excellent performance, is useful to the development of the food emulsifier of prosperity China.The fast development of China's foodstuffs industry in recent years, stimulates and has promoted the prodution and development of foodstuff additive, facilitating its production technology, the raising of Yield and quality and the adjustment of product structure.Thus huge market potential is contained in the foodstuff additive industry of China.Thus foodstuff additive industry has had good opportunity to develop.In the face of the opportunities and challenges in market, China's foodstuff additive should constantly develop new product, strengthen technological development dynamics, improve quality and the class of product, just can make to control oneself to be developed.
Sodium lauroyl lactylate is the series derivatives product of stearoyl lactate, from the structure of product, lauric acid is the lipid acid of carbochain in belonging to, thus its emulsifying property is better than stearic acid, product has more wetting ability, in oil-in-water or water in oil emulsion, it is the emulsifier production of an excellent performance.In wheaten food processing, there is very wide purposes especially, and can be widely used in various food-processing.Itself and other emulsifying agent is carried out composite, its wetting ability can be improved, make emulsifying property better.Middle carbonic acid is not only first-class at emulsifying property, and also has effect of its uniqueness in absorption of human body and in food antiseptic performance.
Therefore, study a kind of technique simple, workable, cost is low, is applicable to suitability for industrialized production and quality product is high, and the preparation method of the sodium lauroyl lactylate that synthetic ratio is high has a good application prospect.
Summary of the invention
It is simple, workable that the present invention aims to provide a kind of technique, and cost is low, is applicable to suitability for industrialized production and quality product is high, the preparation method of the sodium lauroyl lactylate that synthetic ratio is high.
The preparation method of sodium lauroyl lactylate of the present invention, comprises the following steps:
Sodium hydroxide solution is mixed with by after sodium hydroxide dissolved in purified water, progressively drop to when room mild stirring in lactic acid and carry out reaction generation sodium lactate solution, pass into nitrogen at material interface when sodium lactate solution being heated to 80 DEG C and continue computer heating control at 190-210 DEG C, add lauric acid and catalyzer, vacuumize after reaction 60min and react 20min again, cooling, whitely to light yellow solid and sodium lauroyl lactylate dry.
Preferably, the mol ratio of lactic acid of the present invention and sodium hydroxide is 1:1.03, and concentration of lye is 50%, and the method adopting alkali lye to drip is reacted.
Preferred, Sodium.alpha.-hydroxypropionate of the present invention and lauric mol ratio are 1:1.2.
Preferred further, catalyzer of the present invention is sodium hydroxide, and add-on is for reaction-ure mixture 0.35%.
In preparation method of the present invention, the first step reaction of sodium lauroyl lactylate is obtain lactic acid sodium, what select is sodium hydroxide, for reducing the generation of by product, in the reaction of second step, still select sodium hydroxide as catalyzer, the amount of adding is 0.35% of reaction-ure mixture, and adding will in the product with the composition of soap.
Producing of Sodium.alpha.-hydroxypropionate carries out when material cools reacting.After sodium hydroxide dissolved in purified water, progressively drop in lactic acid when stirring and react, the speed of response dripping alkali lye determines according to the temperature of material.General requirement reaction at normal temperatures (25 DEG C) is carried out, and controls the speed adding alkali lye well, prevents the local heating of reacting, causes product discoloration.For this reason in the reaction, the rate of addition of alkali lye should be worked good preferably with cooling material, and guarantee Sodium.alpha.-hydroxypropionate becomes colourless liquid.The temperature of second step esterification should control at 190-210 DEG C.Because of in Sodium.alpha.-hydroxypropionate containing more moisture content, there will be a large amount of water outlet phenomenon when reaction is warming up to 100 DEG C, at this moment heat up comparatively slow for this reason, 100-130 DEG C is relatively stable period.Once after moisture is evaporated, the temperature of material will rise quickly, at this moment wants the speed that attentional manipulation heats up well.The optimum temps of esterification at 190-210 DEG C, in order to ensure react carrying out, do not make product discoloration again, not easily temperature of reaction rise too high.Reaction should be maintained at 190-210 DEG C, until reacted.
Esterification is at high temperature reacted, in order to ensure the color and luster of product, reaction employing passes into nitrogen to get rid of and isolated air, in air, oxygen has oxygenizement to this reaction response thing, as bad in controlled, subdiaphanous reactant can be made to turn yellow rapidly, closely become tawny, affect outward appearance and the quality product of product.For this reason in the early stage of reaction, adopt and at high temperature protect with inert nitrogen gas, material nondiscoloration during to ensure to react.Adopt the method for vacuum in the later stage of reaction, except the moisture that dereaction produces, to make molecular balance carry out to positive dirction, ensure that reaction is carried out completely, making product acid number reach requirement.
After temperature of reaction is determined, in the different reaction times, the final acid value of product and the final color and luster of product are had a great impact.Groped by a large amount of tests, finally determine the acid number of rational reaction times and product.In later stage of reaction in order to reduce the acid number of reactant, adopting vacuum hydro-extraction, making reaction can be more perfect, to the effect reducing product acid number and serve.
Preparation method of the present invention, have technique simple, workable, cost is low, is applicable to the features such as suitability for industrialized production, and after measured, sodium lauroyl lactylate yield is 75%, and the final acid number of product is 35-55.
Embodiment
Embodiment one:
The sodium hydroxide solution that concentration is 50% is mixed with by after the sodium hydroxide dissolved in purified water of 1.03 molal weights, progressively drop in the lactic acid of 1 molal weight when room mild stirring and react, the Sodium.alpha.-hydroxypropionate concentration generated is the solution of 60%, pass into nitrogen at material interface when sodium lactate solution being heated to 80 DEG C and continue computer heating control at 190-210 DEG C, add the lauric acid of 1.2 molal weights and the catalyzer sodium hydroxide of 0.011 molal weight again, vacuumize after reaction 60min and react 20min again, cooling, whitely to light yellow solid and sodium lauroyl lactylate dry, after measured, sodium lauroyl lactylate yield is 75%, the final acid number of product is 35-55.
Embodiment two: the physico-chemical property of osmanthus acyl lactylate and quality index
Product is that waxy, white is to light yellow solid material.Fusing point 73-77 DEG C.There is caramel smell.Dispersible and form gel in water and glycerine.Hydrophile-lipophile balance value (HLB) is 10-12, in aqueous in stable emulsion, is oil-in-water (O/W) type emulsifying agent.Have obvious water-absorbent, and have significantly water-disintegrable and thermo-sensitivity, under acid/base catalysis, hydrolysis generates lauric acid, lactic acid or corresponding salt.Under thermal load, acid number increases and can blackening.Strong interaction can be there is with protein, can also interact with amylose starch and form insoluble mixture, thus can age of starch be suppressed and keep the freshness of bake.
The quality index of sodium lauroyl lactylate:
Sodium content: 3.3-6.5%
Total lactic acid: 42.0-48.0%
Acid number: 35.0-55.0
Ester value: 180-220
Arsenic value :≤0.0003%
Heavy metal :≤0.0010%
Above index all meets by FAO/WHO specified requirement.
Claims (4)
1. the preparation method of sodium lauroyl lactylate, comprises the following steps:
Sodium hydroxide solution is mixed with by after sodium hydroxide dissolved in purified water, progressively drop to when room mild stirring in lactic acid and carry out reaction generation sodium lactate solution, pass into nitrogen at material interface when sodium lactate solution being heated to 80 DEG C and continue computer heating control at 190-210 DEG C, add lauric acid and catalyzer, vacuumize after reaction 60min and react 20min again, cooling, whitely to light yellow solid and sodium lauroyl lactylate dry.
2. the preparation method of sodium lauroyl lactylate as claimed in claim 1, it is characterized in that the mol ratio of described lactic acid and sodium hydroxide is 1:1.03, concentration of lye is 50%, and the method adopting alkali lye to drip is reacted.
3. the preparation method of sodium lauroyl lactylate as claimed in claim 1, is characterized in that described Sodium.alpha.-hydroxypropionate and lauric mol ratio are 1:1.2.
4. the preparation method of sodium lauroyl lactylate as claimed in claim 1, it is characterized in that described catalyzer is sodium hydroxide, add-on is for reaction-ure mixture 0.35%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410569935.1A CN104326908A (en) | 2014-10-23 | 2014-10-23 | Preparation method of sodium lauroyl lactate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410569935.1A CN104326908A (en) | 2014-10-23 | 2014-10-23 | Preparation method of sodium lauroyl lactate |
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| CN104326908A true CN104326908A (en) | 2015-02-04 |
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| CN201410569935.1A Pending CN104326908A (en) | 2014-10-23 | 2014-10-23 | Preparation method of sodium lauroyl lactate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111072471A (en) * | 2019-12-13 | 2020-04-28 | 中国日用化学研究院有限公司 | Preparation method of fatty acyl lactic acid or salt thereof |
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2014
- 2014-10-23 CN CN201410569935.1A patent/CN104326908A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111072471A (en) * | 2019-12-13 | 2020-04-28 | 中国日用化学研究院有限公司 | Preparation method of fatty acyl lactic acid or salt thereof |
| CN111072471B (en) * | 2019-12-13 | 2022-07-29 | 中国日用化学研究院有限公司 | Preparation method of fatty acyl lactic acid or salt thereof |
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Application publication date: 20150204 |