CN101235001A - Method for synthesizing aliphatic alcohol sulfate - Google Patents
Method for synthesizing aliphatic alcohol sulfate Download PDFInfo
- Publication number
- CN101235001A CN101235001A CNA200710164795XA CN200710164795A CN101235001A CN 101235001 A CN101235001 A CN 101235001A CN A200710164795X A CNA200710164795X A CN A200710164795XA CN 200710164795 A CN200710164795 A CN 200710164795A CN 101235001 A CN101235001 A CN 101235001A
- Authority
- CN
- China
- Prior art keywords
- fatty alcohol
- aliphatic alcohol
- synthetic method
- urea
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
A synthesis method of fatty alcohol sulfate belongs to the synthesis technical field of sulfate-type anion surface activator of organic chemistry. The invention uses fatty alcohol as raw material, which is characterized by using sulfamic acid as sulfation agent and using urea as catalyst to process sulfation reaction on fatty alaochol and sulfamic in the catalytic presence of urea and nitrogen gas protection, neutralizing with alkali solution, vacuuming to remove generated ammonia gas and dilutes by water to prepare fatty alcohol sulfate, wherein the fatty alcohol and sulfamic acid are present in a mol ratio of 1:1.0 to 2.0 and the mol ratio of fatty alcohol and catalyst urea is 1:0.2 to 1.0. The invention reasonably utilizes sulfamic as sulfation agent and urea as catalyst to process sulfation modification on fatty alcohol to synthesize fatty alcohol sulfate, which has simple process and less side reaction, requires mild reaction condition and simple equipment, thus is suitable for intermittent production with low equipment investment.
Description
Technical field
The present invention relates to a kind of synthetic method of aliphatic alcohol sulfate, belong to the synthesis technical field of sulfate type anion surfactant in the organic chemistry.
Background technology
Sulfation refers generally to introduce in the organic compound molecule sulfate group (SO
3H) reaction.The new key that reaction generates is the C-O-S key.In industrial production, sulfur acidizing reagent is used sulphur trioxide, sulfuric acid, oleum, chlorsulfonic acid etc. usually.
As sulfur acidizing reagent, side reaction is many with sulfuric acid, oleum, and product color is dark, of poor quality, equipment corrosion is serious; As sulfur acidizing reagent, though quality product is guaranteed, the required equipment complexity can't be produced with intermittent apparatus with sulphur trioxide; As sulfur acidizing reagent, obtain quality better products though can react with chlorsulfonic acid, produce a large amount of hydrogen chloride gas in the reaction process, equipment corrosion is very serious.
Summary of the invention
It is reasonable to the purpose of this invention is to provide a kind of technology, has the synthetic method of the aliphatic alcohol sulfate of better use properties.
The present invention is the synthetic method of aliphatic alcohol sulfate; with the Fatty Alcohol(C12-C14 and C12-C18) is raw material; it is characterized in that with the thionamic acid being sulfur acidizing reagent; urea is catalyzer, and under nitrogen protection, Fatty Alcohol(C12-C14 and C12-C18) and thionamic acid carry out sulfating reaction under the urea seeding effect; neutralize with alkaline solution again; vacuumize then and remove the ammonia that reaction generates, last thin up makes aliphatic alcohol sulfate.
The carbonatoms of described Fatty Alcohol(C12-C14 and C12-C18) can be 8～18.
The mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and thionamic acid can be 1: 1.0～and 2.0.
The mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and catalyzer urea can be 1: 0.2～and 1.0.
The temperature of reaction of described sulfating reaction can be 110～150 ℃.
The reaction times of described sulfating reaction can be 2～6 hours.
Described alkaline solution can be the aqueous solution of sodium hydroxide or the aqueous solution of potassium hydroxide.
The mass percent concentration of described alkaline solution can be 10%～50%.
Described vacuum tightness when removing ammonia should be not less than 0.090MPa.
The present invention compared with prior art has following outstanding advantage and positively effect:
1, rationally selecting thionamic acid for use is sulfur acidizing reagent, and urea is catalyzer, and Fatty Alcohol(C12-C14 and C12-C18) is carried out the sulfation modification, the synthetic fat alcohol sulfate, and technology is simple, side reaction is few.
2, through optimization design and repetition test research, rationally determined processing parameter and conditions such as proportioning raw materials, catalyst levels, sulfating reaction temperature, time, the reaction conditions gentleness, institute's employing equipment is simple, is fit to batch production, and facility investment is few.
3, by synthetic aliphatic alcohol sulfate of the present invention, have lighter color, the excellent characteristics of quality, have performances such as favorable biological degradability, detersive power, whipability and emulsification, dispersion, infiltration, can be used as superior in quality sulfated surfactant and be applied to fields such as textile printing and dyeing, daily use chemicals washing.
Embodiment
Embodiment 1: add 10mol lauryl alcohol, 12mol thionamic acid, 5mol urea in reactor, feed nitrogen, be heated to 115～125 ℃, insulation reaction 1.5h.Be warmed up to 130～135 ℃ then, insulation reaction 2.0h.Insulation cools to 80～90 ℃ after finishing, and the potassium hydroxide solution of dropping 30% neutralizes.Neutralization finishes the back at 75～85 ℃, under vacuum tightness 〉=0.090MPa condition, and degassing 2.0h.The degassing finishes the back and adds the dilution of 169mol deionized water, stirs 2.0h in 75～85 ℃.Be cooled to 60～70 ℃ of blowings, obtain content and be 50% light yellow transparent liquid, be the lauryl alcohol vitriolate of tartar.
The chemical equation of sulfating reaction is in the above-mentioned enforcement:
(H
2N)
2CO
C
12H
25OH+H
2NSO
3+KOH→C
12H
25OSO
3K+NH
3+H
2O
Embodiment 2: add 10mol stearyl alcohol, 18mol thionamic acid, 8mol urea in reactor, feed nitrogen, be heated to 120～130 ℃, insulation reaction 1.5h.Be warmed up to 135～140 ℃ then, insulation reaction 2.0h.Insulation cools to 80～90 ℃ after finishing, and the sodium hydroxide solution of dropping 40% neutralizes.Neutralization finishes the back at 75～85 ℃, under vacuum tightness 〉=0.090MPa condition, and degassing 2.0h.The degassing finishes the back and adds the dilution of 482mol deionized water, stirs 2.0h in 75～85 ℃.Be cooled to 60～70 ℃ of blowings, obtain content and be 30% light yellow lotion, be stearyl alcohol sodium sulfate.
Embodiment 3: add 10mol octanol, 11mol thionamic acid, 3mol urea in reactor, feed nitrogen, be heated to 110～120 ℃, insulation reaction 1.5h.Be warmed up to 125～130 ℃ then, insulation reaction 2.0h.Insulation cools to 80～90 ℃ after finishing, and the potassium hydroxide solution of Dropwise 5 0% neutralizes.Neutralization finishes the back at 75～85 ℃, under vacuum tightness 〉=0.090MPa condition, and degassing 2.0h.The degassing finishes the back and adds the dilution of 59mol deionized water, stirs 2.0h in 75～85 ℃.Be cooled to 60～70 ℃ of blowings, obtain content and be 70% light yellow lotion, be the octanol vitriolate of tartar.
The present invention is not limited to the foregoing description, when practical application, can require and use occasion according to the different performance of aliphatic alcohol sulfate, select the different proportionings in the foregoing description, or the different proportionings except that the various embodiments described above, but all do not limit the scope of the invention in any form.
Claims (9)
1, a kind of synthetic method of aliphatic alcohol sulfate; with the Fatty Alcohol(C12-C14 and C12-C18) is raw material; it is characterized in that with the thionamic acid being sulfur acidizing reagent; urea is catalyzer, and under nitrogen protection, Fatty Alcohol(C12-C14 and C12-C18) and thionamic acid carry out sulfating reaction under the urea seeding effect; neutralize with alkaline solution again; vacuumize then and remove the ammonia that reaction generates, last thin up makes aliphatic alcohol sulfate.
2, by the synthetic method of the described aliphatic alcohol sulfate of claim 1, the carbonatoms that it is characterized in that described Fatty Alcohol(C12-C14 and C12-C18) is 8～18.
3, by the synthetic method of claim 1 or 2 described aliphatic alcohol sulfates, the mol ratio that it is characterized in that described Fatty Alcohol(C12-C14 and C12-C18) and thionamic acid is 1: 1.0～2.0.
4, by the synthetic method of claim 1 or 2 described aliphatic alcohol sulfates, the mol ratio that it is characterized in that described Fatty Alcohol(C12-C14 and C12-C18) and catalyzer urea is 1: 0.2～1.0.
5, by the synthetic method of the described aliphatic alcohol sulfate of claim 1, the temperature of reaction that it is characterized in that described sulfating reaction is 110～150 ℃.
6, by the synthetic method of the described aliphatic alcohol sulfate of claim 1, the reaction times that it is characterized in that described sulfating reaction is 2～6 hours.
7, by the synthetic method of the described aliphatic alcohol sulfate of claim 1, it is characterized in that described alkaline solution is the aqueous solution of sodium hydroxide or the aqueous solution of potassium hydroxide.
8, by the synthetic method of claim 1 or 7 described aliphatic alcohol sulfates, the mass percent concentration that it is characterized in that described alkaline solution is 10%～50%.
9,, it is characterized in that described vacuum tightness when removing ammonia is not less than 0.090MPa by the synthetic method of the described aliphatic alcohol sulfate of claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200710164795XA CN101235001A (en) | 2007-12-21 | 2007-12-21 | Method for synthesizing aliphatic alcohol sulfate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA200710164795XA CN101235001A (en) | 2007-12-21 | 2007-12-21 | Method for synthesizing aliphatic alcohol sulfate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101235001A true CN101235001A (en) | 2008-08-06 |
Family
ID=39918941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA200710164795XA Pending CN101235001A (en) | 2007-12-21 | 2007-12-21 | Method for synthesizing aliphatic alcohol sulfate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101235001A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102746198A (en) * | 2012-06-29 | 2012-10-24 | 成都达威化工科技有限公司 | Method for preparing leather fat-liquoring agent |
| CN103058894A (en) * | 2013-01-07 | 2013-04-24 | 东明俱进化工有限公司 | Production method of high-purity sodium dodecyl sulfate |
| CN106977428A (en) * | 2017-03-17 | 2017-07-25 | 内蒙古工业大学 | Improve the method for preparing lauryl sodium sulfate |
| CN107602423A (en) * | 2017-08-29 | 2018-01-19 | 东明俱进化工有限公司 | A kind of production technology and its device of powdered bay alcohol sulfuric ester sylvite |
| CN114276281A (en) * | 2021-12-28 | 2022-04-05 | 常熟耐素生物材料科技有限公司 | Light-color cardanol polyoxyethylene ether ammonium sulfate anionic surfactant as well as preparation method and application thereof |
| CN114957048A (en) * | 2022-06-30 | 2022-08-30 | 浙江皇马科技股份有限公司 | General preparation method of polystyrylphenol polyoxyethylene ether ammonium sulfate |
| CN115387115A (en) * | 2021-12-29 | 2022-11-25 | 广东宏昊化工有限公司 | Environment-friendly high-alkali-resistance mercerizing penetrating agent, preparation method and application thereof |
-
2007
- 2007-12-21 CN CNA200710164795XA patent/CN101235001A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102746198A (en) * | 2012-06-29 | 2012-10-24 | 成都达威化工科技有限公司 | Method for preparing leather fat-liquoring agent |
| CN103058894A (en) * | 2013-01-07 | 2013-04-24 | 东明俱进化工有限公司 | Production method of high-purity sodium dodecyl sulfate |
| WO2014106312A1 (en) * | 2013-01-07 | 2014-07-10 | 东明俱进化工有限公司 | Method for producing high-purity sodium dodecyl sulfate |
| CN106977428A (en) * | 2017-03-17 | 2017-07-25 | 内蒙古工业大学 | Improve the method for preparing lauryl sodium sulfate |
| CN107602423A (en) * | 2017-08-29 | 2018-01-19 | 东明俱进化工有限公司 | A kind of production technology and its device of powdered bay alcohol sulfuric ester sylvite |
| CN114276281A (en) * | 2021-12-28 | 2022-04-05 | 常熟耐素生物材料科技有限公司 | Light-color cardanol polyoxyethylene ether ammonium sulfate anionic surfactant as well as preparation method and application thereof |
| CN115387115A (en) * | 2021-12-29 | 2022-11-25 | 广东宏昊化工有限公司 | Environment-friendly high-alkali-resistance mercerizing penetrating agent, preparation method and application thereof |
| CN114957048A (en) * | 2022-06-30 | 2022-08-30 | 浙江皇马科技股份有限公司 | General preparation method of polystyrylphenol polyoxyethylene ether ammonium sulfate |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101235001A (en) | Method for synthesizing aliphatic alcohol sulfate | |
| CN105849085A (en) | Method for producing internal olefin sulfonate | |
| CN108473382A (en) | Method for oxidation for producing potassium thiosulfate | |
| CN102275947A (en) | Method for preparing potassium fluoborate by using mixed acid containing hydrogen fluoride | |
| CN101693678A (en) | Process for preparing alpha-sulfo fatty acid methyl ester sodium salt | |
| CN105293492B (en) | It is a kind of to heat-treat CO using graphene-based catalyst2The method for synthesizing CO | |
| US5446188A (en) | Process for the production of highly concentrated fatty alcohol sulfate pastes | |
| CN114316245A (en) | Method for improving content of dioxane in fatty alcohol polyoxyethylene ether sulfate | |
| CN103130196B (en) | Method for removing impurities from industrial sodium hydrosulfide | |
| CN113388102B (en) | Preparation method and product of high-content tristyrylphenol polyoxyethylene ether ammonium sulfate | |
| CN102070680A (en) | Preparation method of alkyl polyglucoside sulfate | |
| DE1493300C3 (en) | Process for sulfating aliphatic alcohols and ether alcohols | |
| CN106380428B (en) | The method of sulfonation of fatty alcohol | |
| CN105622518B (en) | A kind of preparation method of 1H- imidazoles -4- formic acid | |
| CN108997175B (en) | Method for preparing sodium m-nitrobenzenesulfonate and derivatives thereof by sulfonating chlorosulfonic acid | |
| CN101440050A (en) | Modified alkyl alcohol ether sulfate and preparation thereof | |
| CN101671303B (en) | Process for directly synthesizing caprolactam by using cyclohexanone | |
| CN111717901A (en) | Method for preparing bis (fluorosulfonyl) imide by using anhydride-water system | |
| CN106674062B (en) | A method of catalysis sulfonation prepares m-nitrobenzene sodium sulfonate | |
| CN101235002A (en) | Method for synthesizing glycerin polyoxyethylene oleic acid ester sodium sulfate | |
| JP4194695B2 (en) | Method for producing higher alcohol ethoxylate sulfate | |
| US20230008305A1 (en) | System and method thereof for efficient production of ammonia | |
| CN113214120B (en) | Preparation method of perfluorohexyl ethyl sulfonate | |
| CN101269309B (en) | Method for preparing anionic sulphur-containing Gemini surfactant | |
| JP4450936B2 (en) | Manufacturing method of sulfated neutralized product |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |
Open date: 20080806 |