CN103214403A - Method for preparing nonylphenol polyoxylethylene ether sodium sulfate surface active agent by gaseous sulfur trioxide sulfation - Google Patents
Method for preparing nonylphenol polyoxylethylene ether sodium sulfate surface active agent by gaseous sulfur trioxide sulfation Download PDFInfo
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- CN103214403A CN103214403A CN2013101609991A CN201310160999A CN103214403A CN 103214403 A CN103214403 A CN 103214403A CN 2013101609991 A CN2013101609991 A CN 2013101609991A CN 201310160999 A CN201310160999 A CN 201310160999A CN 103214403 A CN103214403 A CN 103214403A
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- nonylphenol
- active agent
- polyoxyethylene
- sulfation
- sulphur trioxide
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Abstract
The invention discloses a method for preparing a nonylphenol polyoxylethylene ether sodium sulfate surface active agent by gaseous sulfur trioxide sulfation. The method comprises the following steps of: carrying out sulfation reaction on nonylphenol polyoxylethylene ether, gaseous sulfur trioxide and sodium hydroxide serving as main raw materials in a double-film falling-film reactor, after reaction lasts for a period of time, determining the neutralization value of a product of sulfation and comparing the neutralization value with a theoretical value to determine whether the reaction reaches the requirements by, and then neutralizing by using a sodium hydroxide solution, thus obtaining the nonylphenol polyoxylethylene ether sodium sulfate surface active agent. According to the method, no waste acids are generated, the environmental pollution is little, and the conversion rate of the raw materials can be up to 95.5%; and the nonylphenol polyoxylethylene ether sodium sulfate surface active agent is an ideal industrial sulfation method at present and can be used for large-scale industrialization production.
Description
Technical field
The present invention relates to the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent, adopt the preparation method of gas sulphur trioxide in particular as sulfur acidizing reagent.
Technical background
Polyoxyethylene nonylphenol ether is a kind of nonionogenic tenside, it is by nonyl phenol and oxyethane addition and make, have good emulsifying and wettability, be mainly used in production high-performance washing composition, but it is bigger to the pungency of skin, foaming power a little less than, biological degradability is poor, the application in daily necessities is very restricted.
Nonylphenol polyoxyethylene ether sulfate is a kind of anion surfactant, and because of containing the polyoxyethylene ehter bond in the molecule, the feature that has nonionogenic tenside again, have favorable biological degradability, detersive power, lyotropy, whipability and emulsifying property, pungency to skin also reduces greatly, and good anti-hard water is arranged.Thereby can be used in shampoo, makeup, family and the industrial detergent, industrial have a bigger demand.
At present, sulfur acidizing reagent commonly used has sulfuric acid, chlorsulfonic acid, thionamic acid, gas sulphur trioxide etc.Wherein, when making sulfur acidizing reagent, sulfuric acid can produce a large amount of spent acid, and big to equipment corrosion, also pollute the environment, so industrially generally do not re-use.Chlorsulfonic acid only can be used to produce the sulfate type anion surfactant on a small scale, though thionamic acid is the mild sulfur acidizing reagent, its transformation efficiency is lower, is unsuitable for suitability for industrialized production.The present invention adopts gas sulphur trioxide sulfation method, and this method can not produce spent acid, and environmental pollution is little, and feed stock conversion is very high, can be used for suitability for industrialized production on a large scale, is present ideal industrial sulphuric acid method.
Summary of the invention
The objective of the invention is, provide a kind of and be equipped with the nonylphenol polyoxyethylene ether sulfate tensio-active agent with gas sulphur trioxide sulfation legal system.
The present invention is a raw material with polyoxyethylene nonylphenol ether and gas sulphur trioxide, in two film falling film reactors, carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.0～1.05, the concentration of gas sulphur trioxide is 3%～4% (ratio of the volume between gas sulphur trioxide and the air), and the sulfation temperature is 35～45 ℃.Measure its neutralization value after reaction for some time, use sodium hydroxide solution neutralisation of sulphuric acid product polyoxyethylene nonylphenol ether sulfuric ester again after up to standard, final product nonylphenol polyoxyethylene ether sulfate.
The preparation method that the technology of the present invention adopted may further comprise the steps:
(1) be raw material with polyoxyethylene nonylphenol ether and gas sulphur trioxide, polyoxyethylene nonylphenol ether and gas sulphur trioxide fed in two film falling film reactors simultaneously carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.0～1.05, the concentration of gas sulphur trioxide is 3%～4% (ratio of the volume between gas sulphur trioxide and the air), and the sulfation temperature is 35～45 ℃.
Reaction equation is as follows:
In the formula: R is C
9H
19, n=10.
(2) after reaction for some time, the neutralization value of sampling and measuring gained sulfating product.
(3) record neutralization value after, with sodium hydroxide solution neutralisation of sulphuric acid product, pH is controlled at 9～10, final product.
Reaction equation is as follows:
In the formula: R is C
9H
19, n=10.
The present invention is by in two film falling film reactors, polyoxyethylene nonylphenol ether carries out sulfating reaction with the gas sulphur trioxide, measure the neutralization value of sulfating product after reaction for some time, judge by neutralization value whether reaction meets the requirements, constantly regulate the concentration of the feeding intake of raw material, temperature of reaction and gas sulphur trioxide, make the neutralization value that reaches certain, resampling carries out neutralization reaction with sodium hydroxide solution, makes pH value of solution remain on 9～10 in the N-process.
Description of drawings
Fig. 1 is the infrared spectrogram of raw material polyoxyethylene nonylphenol ether of the present invention (TX-10)
Fig. 2 is the infrared spectrogram of product nonylphenol polyoxyethylene ether sulfate of the present invention
Embodiment
The nonylphenol polyoxyethylene ether sulfate Surfactant Chemistry structural formula of the present invention's preparation is:
In the formula: R is C
9H
19, n=10.
Further specify as follows below by several specific embodiments to preparation method of the present invention:
Embodiment 1
Polyoxyethylene nonylphenol ether (TX-10) and gas sulphur trioxide fed in two film falling film reactors simultaneously carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.02, gas sulphur trioxide concentration is 3%, temperature of reaction is 45 ℃, after reaction half an hour after the sampling and measuring sulfation neutralization value of product be 64.64, after 10 minutes once more after the sampling and measuring sulfation neutralization value of product be 65.16, neutralization value changes little, reaction reaches stable, sampling neutralizes with sodium hydroxide solution, pH value of solution remains on 9～10, gets the product nonylphenol polyoxyethylene ether sulfate after the neutralization.Carry out diphasic titration with 1622 pairs of products of hamming again, the sulfation rate that records polyoxyethylene nonylphenol ether (TX-10) is 78.58%.
Embodiment 2
Polyoxyethylene nonylphenol ether (TX-10) and gas sulphur trioxide fed in two film falling film reactors simultaneously carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.05, gas sulphur trioxide concentration is 3%, temperature of reaction is 45 ℃, after reaction half an hour after the sampling and measuring sulfation neutralization value of product be 73.78, after 10 minutes once more after the sampling and measuring sulfation neutralization value of product be 73.26, neutralization value changes little, reaction reaches stable, sampling neutralizes with sodium hydroxide solution, pH value of solution remains on 9～10, gets the product nonylphenol polyoxyethylene ether sulfate after the neutralization.Carry out diphasic titration with 1622 pairs of products of hamming again, the sulfation rate that records polyoxyethylene nonylphenol ether (TX-10) is 92.75%.
Embodiment 3
Polyoxyethylene nonylphenol ether (TX-10) and gas sulphur trioxide fed in two film falling film reactors simultaneously carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.08, gas sulphur trioxide concentration is 3%, temperature of reaction is 45 ℃, after reaction half an hour after the sampling and measuring sulfation neutralization value of product be 76.88, after 10 minutes once more after the sampling and measuring sulfation neutralization value of product be 78.18, neutralization value changes little, reaction reaches stable, sampling neutralizes with sodium hydroxide solution, pH value of solution remains on 9～10, gets the product nonylphenol polyoxyethylene ether sulfate after the neutralization.Carry out diphasic titration with 1622 pairs of products of hamming again, the sulfation rate that records polyoxyethylene nonylphenol ether (TX-10) is 95.5%.
Accompanying drawing is analyzed:
IR (cm
-1, liquid-film method): Fig. 1 is the infrared spectrogram of raw material polyoxyethylene nonylphenol ether of the present invention (TX-10), 3422cm
-1The absorption peak of place's broad is-stretching vibration peak of OH 2943cm
-1, 2872cm
-1, 1446cm
-1, 1364cm
-1The absorption peak at place is saturated alkane-CH
2-and-CH
3Stretching vibration and flexural vibration peak, 1598cm
-1, 1516cm
-1Place's absorption peak is the phenyl ring vibration peak, 1247cm
-1Place's absorption peak is an aryl oxide C-O-C stretching vibration peak, 1107cm
-1Place's absorption peak is a C-O-C stretching vibration peak in the Soxylat A 25-7,943cm
-1Place's absorption peak is the symmetrical stretching vibration of Soxylat A 25-7,827cm
-1The place is the para-orientation absorption peak of phenyl ring.
Fig. 2 is the infrared spectrogram of product nonylphenol polyoxyethylene ether sulfate of the present invention, 2942cm
-1, 2858cm
-1, 1452cm
-1, 1344cm
-1The absorption peak at place is saturated alkane-CH
2-and-CH
3Stretching vibration and flexural vibration peak, 1605cm
-1, 1511cm
-1Place's absorption peak is the phenyl ring vibration peak, 1228cm
-1, 625cm
-1The place is respectively the S=O and the S-O stretching vibration absorption peak of sulfate group, 1110cm
-1Place's absorption peak is a C-O-C stretching vibration peak in the Soxylat A 25-7,943cm
-1Place's absorption peak is the symmetrical stretching vibration of Soxylat A 25-7,873cm
-1The place is the para-orientation absorption peak of phenyl ring.
Certainly, just the present invention will be further described for the foregoing description, and its main purpose is in order to understand content of the present invention better, and embodiment does not limit the protection domain of this patent.
Claims (6)
1. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent, the sulfating reaction that comprises polyoxyethylene nonylphenol ether and sulphur trioxide, measure the neutralization value of sulfating reaction product polyoxyethylene nonylphenol ether sulfuric ester, the neutralization reaction of sulfating reaction product and sodium hydroxide, it is characterized in that: adopting gas sulphur trioxide, polyoxyethylene nonylphenol ether and sodium hydroxide is main raw material, and its preparation process that adopts is:
(1) polyoxyethylene nonylphenol ether and gas sulphur trioxide feed intake simultaneously, in two film falling film reactors, carry out sulfating reaction, n (polyoxyethylene nonylphenol ether): n (gas sulphur trioxide)=1: 1.0～1.05 wherein, the concentration of gas sulphur trioxide is 3%～4% (ratio of the volume between gas sulphur trioxide and the air), and the sulfation temperature is 35～45 ℃.
(2) sulfation by measuring the neutralization value of product, is compared with theoretical neutralization value after for some time again, determines whether reaction meets the requirements.
(3) the above-mentioned polyoxyethylene nonylphenol ether sulfuric ester that obtains is neutralized with sodium hydroxide solution again, pH is 9～10 in control, obtains the product nonylphenol polyoxyethylene ether sulfate.
2. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent according to claim 1 is characterized in that described sulfating agent is the gas sulphur trioxide.
3. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent according to claim 1 is characterized in that its reactor is two film falling film reactors.
4. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent according to claim 1, the polymerization degree that it is characterized in that ethylene oxide in the polyoxyethylene nonylphenol ether is n=10.
5. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent according to claim 1, it is characterized in that sulfation after, determine by measuring its neutralization value whether reaction meets the requirements.
6. the preparation method of nonylphenol polyoxyethylene ether sulfate tensio-active agent according to claim 1 is characterized in that in the N-process, pH is controlled at 9～10.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104341323A (en) * | 2014-10-30 | 2015-02-11 | 中国日用化学工业研究院 | Process for producing nonylphenol polyoxyethylene ether sulfate surfactant |
| CN109574883A (en) * | 2018-11-29 | 2019-04-05 | 四川金桐精细化学有限公司 | A kind of preparation method of ethoxylated alkyl sulfate |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4528105A (en) * | 1982-09-07 | 1985-07-09 | Teikoku Oil Co., Ltd. | Micelle solution compositions for recovering crude oil |
| JP2001151746A (en) * | 1999-11-30 | 2001-06-05 | Kao Corp | Method of manufacturing polyoxyethylene alkyl ether sulfate salt |
| JP2001187776A (en) * | 1999-12-28 | 2001-07-10 | Lion Corp | Method for producing polyoxyethylene alkyl ether sulfate |
| CN101328141A (en) * | 2007-06-19 | 2008-12-24 | 浙江工商大学 | Preparation of alkyl phenol polyethenoxy ether sodium sulfate |
-
2013
- 2013-05-06 CN CN2013101609991A patent/CN103214403A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4528105A (en) * | 1982-09-07 | 1985-07-09 | Teikoku Oil Co., Ltd. | Micelle solution compositions for recovering crude oil |
| JP2001151746A (en) * | 1999-11-30 | 2001-06-05 | Kao Corp | Method of manufacturing polyoxyethylene alkyl ether sulfate salt |
| JP2001187776A (en) * | 1999-12-28 | 2001-07-10 | Lion Corp | Method for producing polyoxyethylene alkyl ether sulfate |
| CN101328141A (en) * | 2007-06-19 | 2008-12-24 | 浙江工商大学 | Preparation of alkyl phenol polyethenoxy ether sodium sulfate |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104341323A (en) * | 2014-10-30 | 2015-02-11 | 中国日用化学工业研究院 | Process for producing nonylphenol polyoxyethylene ether sulfate surfactant |
| CN109574883A (en) * | 2018-11-29 | 2019-04-05 | 四川金桐精细化学有限公司 | A kind of preparation method of ethoxylated alkyl sulfate |
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Application publication date: 20130724 |