CN103374029A - Preparation method of fatty alcohol polyoxyethylene phosphate ester potassium salt - Google Patents
Preparation method of fatty alcohol polyoxyethylene phosphate ester potassium salt Download PDFInfo
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- CN103374029A CN103374029A CN2013102268462A CN201310226846A CN103374029A CN 103374029 A CN103374029 A CN 103374029A CN 2013102268462 A CN2013102268462 A CN 2013102268462A CN 201310226846 A CN201310226846 A CN 201310226846A CN 103374029 A CN103374029 A CN 103374029A
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Abstract
The invention discloses a preparation method of fatty alcohol polyoxyethylene phosphate ester potassium salt, which comprises the following steps: (1) performing esterification reaction on fatty alcohol used as a raw material and phosphorus pentoxide; (2) adding deionized water, hydrolyzing to obtain a fatty alcohol phosphate ester mixture mainly containing phosphate monoester and phosphate diester, and directly performing condensation reaction with epoxyethane in the absence of a catalyst; and (3) neutralizing with a 60% potassium hydroxide water solution until the pH value is 6-8, thus preparing to obtain fatty alcohol polyoxyethylene ether phosphate ester potassium salt of which the solid content is 90% or above. In the above mode, in comparison with the fatty alcohol polyoxyethylene ether phosphate ester potassium salt, the fatty alcohol polyoxyethylene phosphate ester potassium salt synthesized by the invention has the advantages of high solid content and liquid flow, reduces the transportation cost, and facilitates storage and use by users, thus having better economic benefits.
Description
Technical field
The present invention relates to a kind of preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite, belong to the synthesis technical field of anion surfactant in the organic chemistry.
Background technology
In recent years, external phosphoric acid ester tensio-active agent development is very fast, and there are Japan this grease of pine company, flower Wang Shi alkali company, German BASF AG, U.S. Monsanto company in main production company.The average annual growth rate in nearly ten years of the U.S. is 5.8%.China then starts late to the development of this type of tensio-active agent, no matter from range of product, quality and quantity and abroad compare larger gap is all arranged, but development in recent years is very fast, and with annual 8%～10% speed increase, the application of this class tensio-active agent causes that more and more people extensively pay attention to.Aliphatic alcohol polyoxyvinethene phosphate sylvite is called for short the alcohol ether phosphate kalium salt, and being that alcohol ether type is nonionic modified is a kind of phosphate type anion surfactant, and this type of tensio-active agent is owing to the existence of phosphorus atom has some unique function.Better ionogen consistency, heat and alkaline stability, excellent antistatic property, oilness, resistance erosion property etc. are arranged, pretend and be special surface active agent, be widely used in the fields such as chemical fibre, weaving, leather, plastics, papermaking, makeup.At present, the aliphatic alcohol polyoxyvinethene phosphate sylvite outward appearance of selling on the market is lotion, and solid content mainly concentrates on 40～60%.Low owing to aliphatic alcohol polyoxyvinethene phosphate sylvite solid content, as to be paste characteristic has not only increased transportation cost, and has used also extremely inconvenient in transportation.The derivative of the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite of high solids content, liquid-flow shape has great development space.
Summary of the invention
Objects of the present invention provide the preparation method of the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite of a kind of high solids content, liquid-flow shape.
For solving the problems of the technologies described above, the technical scheme that the present invention adopts is: a kind of preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite is provided, may further comprise the steps: (one) carries out esterification take Fatty Alcohol(C12-C14 and C12-C18) as raw material with Vanadium Pentoxide in FLAKES; (2) add deionized water and be hydrolyzed, the fatty alcohol phosphate mixture as leading take phosphate monoester and phosphate diester that obtains, under the condition of catalyst-free, direct and oxyethane carries out condensation reaction; (3) with in 60% the potassium hydroxide aqueous solution and pH be 6～8, prepare solid content at the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ether-ester sylvite more than 90%; Main synthetic route is as follows:
Esterification:
Condensation reaction:
Neutralization reaction:
R is C in the reaction equation
12～14Perhaps C
18～16The alkyl of saturated side chain, m=a+b wherein.
In a preferred embodiment of the present invention, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and Vanadium Pentoxide in FLAKES is 2.0～
4.0∶1。
In a preferred embodiment of the present invention, described esterification reaction temperature is that 50～95 ℃, reaction time of esterification are 3～8 hours.
In a preferred embodiment of the present invention, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and oxyethane is 1: 3～9.
In a preferred embodiment of the present invention, described setting-up point is that 50～130 ℃, condensation reaction time are 2～6 hours.
The invention has the beneficial effects as follows: the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite that the present invention synthesized with respect to aliphatic alcohol polyoxyvinethene phosphate sylvite, have high admittedly contain, the advantage of liquid-flow shape, reduced transportation cost, make things convenient for the client to store and use, have better economic benefit.
Embodiment
The below is described in detail preferred embodiment of the present invention, thereby so that advantages and features of the invention can be easier to be it will be appreciated by those skilled in the art that protection scope of the present invention is made more explicit defining.
The embodiment of the invention comprises:
A kind of preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite may further comprise the steps: (one) carries out esterification take Fatty Alcohol(C12-C14 and C12-C18) as raw material with Vanadium Pentoxide in FLAKES; (2) add deionized water and be hydrolyzed, the fatty alcohol phosphate mixture as leading take phosphate monoester and phosphate diester that obtains, under the condition of catalyst-free, direct and oxyethane carries out condensation reaction; (3) with in 60% the potassium hydroxide aqueous solution and pH be 6～8, prepare solid content at the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ether-ester sylvite more than 90%; Main synthetic route is as follows:
Esterification:
Condensation reaction:
Neutralization reaction:
R is C in the reaction equation
12～14Perhaps C
18～16The alkyl of saturated side chain, m=a+b wherein.
Preferably, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and Vanadium Pentoxide in FLAKES is 2.0～4.0: 1.
Preferably, described esterification reaction temperature is that 50～95 ℃, reaction time of esterification are 3～8 hours.
Preferably, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and oxyethane is 1: 3～9.
Preferably, described setting-up point is that 50～130 ℃, condensation reaction time are 2～6 hours.
Beneficial effect of the present invention:
(1) the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite that synthesizes with technology provided by the invention with respect to aliphatic alcohol polyoxyvinethene phosphate sylvite, have high admittedly contain, the advantage of liquid-flow shape, reduced transportation cost, make things convenient for the client to store and use, have better economic benefit.
(2) the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite that synthesizes of technology provided by the invention, condensation reaction need not to add catalyzer, and than traditional base catalysis, temperature of reaction is low, and does not need to have reduced energy consumption and production cost with the acetic acid neutralization.
(3) the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite that synthesizes of technology provided by the invention is not reported in Chinese and foreign documents, is the phosphoric acid ester product of a brand new, has enriched the kind of phosphoric acid ester product.
The preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite of the present invention.It comprises two main reactions:
One, esterification.Fatty Alcohol(C12-C14 and C12-C18) directly and Vanadium Pentoxide in FLAKES carry out esterification, then add deionized water and be hydrolyzed, obtain fatty alcohol phosphate.The mol ratio of Fatty Alcohol(C12-C14 and C12-C18) and Vanadium Pentoxide in FLAKES is 2.0～4.0: 1; Esterification reaction temperature is that 50～95 ℃, reaction time of esterification are 3～8 hours.
Two, condensation reaction.The fatty alcohol phosphate that obtains with esterification under the condition that catalyst-free exists, directly and oxyethane react, obtain Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester.The mol ratio of Fatty Alcohol(C12-C14 and C12-C18) and oxyethane is 1: 3～9; Setting-up point is that 50～130 ℃, condensation reaction time are 2～6 hours.
In the product that condensation reaction obtains, the pH that the potassium hydroxide aqueous solution of adding 60% is neutralized to product is 6～8, prepares at last Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ether-ester sylvite.
Present invention is described below by specific embodiment:
Embodiment 1C
12～14The preparation of alcohol phosphoric acid polyoxyethylene ether-ester sylvite
Esterification: in the 500mL four-hole boiling flask, add 0.75mol (144.8g) C
12～14Alcohol adds the 36.0g Vanadium Pentoxide in FLAKES in five batches, and reaction is 8.0 hours under 50～55 ℃ of temperature, then adds the 0.9g deionized water, and hydrolysis is 1.0 hours under 75～80 ℃ of temperature, and cooling gets esterification products C
12～14The alcohol phosphoric acid ester.
Condensation reaction and neutralization reaction: in the 2.5L pressure reaction still, add above-mentioned esterification products, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 125～130 ℃, begin to pass into 198.0g oxyethane, led in 2.5 hours, continue reaction 0.5 hour.React complete after, the cooling, release.The gained intermediate product is transferred in the 1000mL four-hole boiling flask, is warming up to 60～65 ℃, being neutralized to pH with the 80.2g60% potassium hydroxide aqueous solution is 7.0, insulation reaction 1.0 hours, and obtaining solid content is 92.2% colourless transparent liquid.
Embodiment 2C
18～16The preparation of alcohol phosphoric acid polyoxyethylene ether-ester sylvite
Esterification: in the 500mL four-hole boiling flask, add 1.0mol (263.0g) C
18～16Alcohol, minute two batches of adding 72.0g Vanadium Pentoxide in FLAKESs, reaction is 3.0 hours under 90～95 ℃ of temperature, then adds the 6.7g deionized water, and hydrolysis is 2.0 hours under 65～70 ℃ of temperature, and cooling gets esterification products C
18～16The alcohol phosphoric acid ester.
Condensation reaction and neutralization reaction: in the 2.5L pressure reaction still, add above-mentioned esterification products, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 50～55 ℃, begin to pass into 396.0g oxyethane, led in 5.5 hours, continue reaction 0.5 hour.React complete after, the cooling, release.The gained intermediate product is transferred in the 1000mL four-hole boiling flask, is warming up to 60～65 ℃, being neutralized to pH with the 184.5g60% potassium hydroxide aqueous solution is 8.0, insulation reaction 1.0 hours, and obtaining solid content is 91.3% colourless transparent liquid.
Embodiment 3C
12～14The preparation of alcohol phosphoric acid polyoxyethylene ether-ester sylvite
Esterification: in the 500mL four-hole boiling flask, add 1.25mol (214.3g) C
12～14Alcohol adds the 44.4g Vanadium Pentoxide in FLAKES in three batches, and reaction is 5.5 hours under 70～75 ℃ of temperature, then adds the 2.6g deionized water, and hydrolysis is 1.5 hours under 70～75 ℃ of temperature, and cooling gets esterification products C
12～14The alcohol phosphoric acid ester.
Condensation reaction and neutralization reaction: in the 2.5L pressure reaction still, add above-mentioned esterification products, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 90～95 ℃, begin to pass into 165.0g oxyethane, led in 1.5 hours, continue reaction 0.5 hour.React complete after, the cooling, release.The gained intermediate product is transferred in the 1000mL four-hole boiling flask, is warming up to 60～65 ℃, being neutralized to pH with the 84.7g60% potassium hydroxide aqueous solution is 6.0, insulation reaction 1.0 hours, and obtaining solid content is 90.1% colourless transparent liquid.
Embodiment 4C
18～16The preparation of alcohol phosphoric acid polyoxyethylene ether-ester sylvite
Esterification: in the 500mL four-hole boiling flask, add 0.5mol (131.5g) C
18～16Alcohol adds the 28.4g Vanadium Pentoxide in FLAKES in four batches, and reaction is 4.0 hours under 80～85 ℃ of temperature, then adds the 2.4g deionized water, and hydrolysis is 1.0 hours under 70～75 ℃ of temperature, and cooling gets esterification products C
18～16The alcohol phosphoric acid ester.
Condensation reaction and neutralization reaction: in the 2.5L pressure reaction still, add above-mentioned esterification products, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 110～115 ℃, begin to pass into 154.0g oxyethane, led in 3.5 hours, continue reaction 0.5 hour.React complete after, the cooling, release.The gained intermediate product is transferred in the 1000mL four-hole boiling flask, is warming up to 60～65 ℃, being neutralized to pH with the 76.5g60% potassium hydroxide aqueous solution is 7.5, insulation reaction 1.0 hours, and obtaining solid content is 91.6% colourless transparent liquid.
Embodiment 5C
12～14The preparation of alcohol phosphoric acid polyoxyethylene ether-ester sylvite
Esterification: in the 500mL four-hole boiling flask, add 1.5mol (289.5g) C
12～14Alcohol adds the 60.9g Vanadium Pentoxide in FLAKES in six batches, and reaction is 7.0 hours under 65～70 ℃ of temperature, then adds the 1.8g deionized water, and hydrolysis is 2.0 hours under 65～70 ℃ of temperature, and cooling gets esterification products C
12～14The alcohol phosphoric acid ester.
Condensation reaction and neutralization reaction: in the 2.5L pressure reaction still, add above-mentioned esterification products, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 70～75 ℃, begin to pass into 264.0g oxyethane, led in 4.5 hours, continue reaction 0.5 hour.React complete after, the cooling, release.The gained intermediate product is transferred in the 1000mL four-hole boiling flask, is warming up to 60～65 ℃, being neutralized to pH with the 133.5g60% potassium hydroxide aqueous solution is 6.5, insulation reaction 1.0 hours, and obtaining solid content is 92.6% colourless transparent liquid.
In above-described embodiment 1～5 prepared Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite after tested, the following form of specific targets:
In the top form, EO is oxyethane.
The above only is embodiments of the invention; be not so limit claim of the present invention; every equivalent structure or equivalent flow process conversion that utilizes description of the present invention to do; or directly or indirectly be used in other relevant technical fields, all in like manner be included in the scope of patent protection of the present invention.
Claims (5)
1. the preparation method of a Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite is characterized in that, may further comprise the steps: (one) carries out esterification take Fatty Alcohol(C12-C14 and C12-C18) as raw material with Vanadium Pentoxide in FLAKES; (2) add deionized water and be hydrolyzed, the fatty alcohol phosphate mixture as leading take phosphate monoester and phosphate diester that obtains, under the condition of catalyst-free, direct and oxyethane carries out condensation reaction; (3) with in 60% the potassium hydroxide aqueous solution and pH be 6～8, prepare solid content at the Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ether-ester sylvite more than 90%; Main synthetic route is as follows:
Esterification:
Condensation reaction:
Neutralization reaction:
R is C in the reaction equation
12～14Perhaps C
18～16The alkyl of saturated side chain, m=a+b wherein.
2. the preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite according to claim 1 is characterized in that, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and Vanadium Pentoxide in FLAKES is 2.0～4.0: 1.
3. the preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite according to claim 1 is characterized in that, described esterification reaction temperature is that 50～95 ℃, reaction time of esterification are 3～8 hours.
4. the preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite according to claim 1 is characterized in that, the mol ratio of described Fatty Alcohol(C12-C14 and C12-C18) and oxyethane is 1: 3～9.
5. the preparation method of Fatty Alcohol(C12-C14 and C12-C18) phosphoric acid polyoxyethylene ester sylvite according to claim 1 is characterized in that, described setting-up point is that 50～130 ℃, condensation reaction time are 2～6 hours.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103741465A (en) * | 2013-12-11 | 2014-04-23 | 江阴市尼美达助剂有限公司 | Preparation method of antistatic agent |
| CN104829823A (en) * | 2015-05-26 | 2015-08-12 | 济南大学 | Preparation method and application of flame-retardant polyol |
| CN104829825A (en) * | 2015-05-26 | 2015-08-12 | 济南大学 | Preparation method and application of phosphorus cycle flame-retardant polyhydric alcohols |
| CN106478715A (en) * | 2016-08-30 | 2017-03-08 | 四川花语精细化工有限公司 | A kind of method of synthesizing colourless emtrol polyoxyvinethene phosphate |
| CN107446124A (en) * | 2017-07-26 | 2017-12-08 | 浙江皇马科技股份有限公司 | The preparation method of fatty alcohol phosphate polyethenoxy ether |
| CN112159426A (en) * | 2020-09-29 | 2021-01-01 | 浙江皇马科技股份有限公司 | Preparation method of nonylphenol polyoxyethylene ether phosphate with high esterification rate |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1098315A (en) * | 1963-10-02 | 1968-01-10 | Courtaulds Ltd | Blending agent for lubricants |
| US4092378A (en) * | 1976-03-10 | 1978-05-30 | Damiani Robert A | Method of refining phosphate-ester fluids |
| US5117033A (en) * | 1985-05-23 | 1992-05-26 | Akzo America Inc. | Phosphate-containing and phosphonate-containing phosphate esters |
| CN1247192A (en) * | 1999-08-08 | 2000-03-15 | 浙江皇马化工集团有限公司 | Process for synthesizing isomerol (isoether) phosphate |
| CN101111503A (en) * | 2005-01-31 | 2008-01-23 | 花王株式会社 | Method for producing phosphoric acid ester |
-
2013
- 2013-06-04 CN CN2013102268462A patent/CN103374029A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1098315A (en) * | 1963-10-02 | 1968-01-10 | Courtaulds Ltd | Blending agent for lubricants |
| US4092378A (en) * | 1976-03-10 | 1978-05-30 | Damiani Robert A | Method of refining phosphate-ester fluids |
| US5117033A (en) * | 1985-05-23 | 1992-05-26 | Akzo America Inc. | Phosphate-containing and phosphonate-containing phosphate esters |
| CN1247192A (en) * | 1999-08-08 | 2000-03-15 | 浙江皇马化工集团有限公司 | Process for synthesizing isomerol (isoether) phosphate |
| CN101111503A (en) * | 2005-01-31 | 2008-01-23 | 花王株式会社 | Method for producing phosphoric acid ester |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103741465A (en) * | 2013-12-11 | 2014-04-23 | 江阴市尼美达助剂有限公司 | Preparation method of antistatic agent |
| CN103741465B (en) * | 2013-12-11 | 2016-06-22 | 江阴市尼美达助剂有限公司 | The preparation method of antistatic additive |
| CN104829823A (en) * | 2015-05-26 | 2015-08-12 | 济南大学 | Preparation method and application of flame-retardant polyol |
| CN104829825A (en) * | 2015-05-26 | 2015-08-12 | 济南大学 | Preparation method and application of phosphorus cycle flame-retardant polyhydric alcohols |
| CN106478715A (en) * | 2016-08-30 | 2017-03-08 | 四川花语精细化工有限公司 | A kind of method of synthesizing colourless emtrol polyoxyvinethene phosphate |
| CN107446124A (en) * | 2017-07-26 | 2017-12-08 | 浙江皇马科技股份有限公司 | The preparation method of fatty alcohol phosphate polyethenoxy ether |
| CN112159426A (en) * | 2020-09-29 | 2021-01-01 | 浙江皇马科技股份有限公司 | Preparation method of nonylphenol polyoxyethylene ether phosphate with high esterification rate |
| CN112159426B (en) * | 2020-09-29 | 2023-05-05 | 浙江皇马科技股份有限公司 | Preparation method of nonylphenol polyoxyethylene ether phosphate with high esterification rate |
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Application publication date: 20131030 |