CN100471551C - Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process - Google Patents
Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process Download PDFInfo
- Publication number
- CN100471551C CN100471551C CNB2006101616919A CN200610161691A CN100471551C CN 100471551 C CN100471551 C CN 100471551C CN B2006101616919 A CNB2006101616919 A CN B2006101616919A CN 200610161691 A CN200610161691 A CN 200610161691A CN 100471551 C CN100471551 C CN 100471551C
- Authority
- CN
- China
- Prior art keywords
- reaction
- temperature
- aeo
- sulfonating
- cis
- 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.)
- Expired - Fee Related
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a fatty alcohol polyvinyl ether (9) octyl sulfo succinic mixed diester sodium and relative preparation, comprising that processing monoester reaction between maleic anhydride and fatty alcohol polyvinyl ether (9), and processing diester reaction between the reaction product of monoester reaction and octanol, and processing conjugate addition reaction between the reaction product of diester reaction and sodium bisulfite to obtain final product. The invention has high-quality property and simple process.
Description
Technical field:
The present invention relates to a kind of surfactant.
Background technology:
Existing butanedioic acid dibasic acid esters sulfonate series of surfactants generally adopts alcohol excess to carry out esterification, again to the esterification products washing that neutralizes, adds the sulfonation phase transfer catalyst again after the dehydration depickling, carries out adding to depress in closed system.Complex procedures, properties of product are not very good yet.
Summary of the invention:
The object of the present invention is to provide that a kind of performance is good, the simple AEO of synthetic method (9) octyl sulfosuccinate sodium and preparation method.
Technical solution of the present invention is:
A kind of AEO (9) octyl sulfosuccinate sodium, it is characterized in that: structural formula is:
The preparation method of a kind of AEO (9) octyl sulfosuccinate sodium is characterized in that: comprise the following steps: successively
(1) maleic anhydride and AEO (9) are carried out single-esterification:
(2) above-mentioned single-esterification product and octanol are carried out double esterification reaction:
(3) above-mentioned double esterification reaction product and sodium hydrogensulfite are carried out conjugate addition reaction:
The preparation method of described AEO (9) octyl sulfosuccinate sodium, it is characterized in that: concrete steps are: in the four-hole boiling flask of being furnished with agitator, thermometer and reflux condenser by AEO (9): the amount of cis-butenedioic anhydride=1.00:1.20 adds AEO (9), cis-butenedioic anhydride after water treatment successively than (mol ratio), and adding accounts for the alkyl sulfonic acid catalyst of cis-butenedioic anhydride quality 1%, feed nitrogen, stir in 10～30 minutes and be warming up to 140 ℃ of temperature; Keep this temperature and timing, temperature retention time 120min, on same reaction unit, connect water knockout drum, and add octanol by the amount of octanol: cis-butenedioic anhydride=4.0:1.0 than (mol ratio) and carry out double esterification reaction, be heated 240 ℃ of temperature and timing, the insulation dehydration by the method for above-mentioned single-esterification, temperature retention time is 330min, cooling, neutralization are cooled to 20～60 ℃ of temperature, and the pH value that neutralizes is 7 ± 0.5; Above-mentioned neutralized reaction product is added the sulfonating agent sodium hydrogensulfite; the mol ratio of neutralized reaction product and the contained sulfur dioxide of sulfonating agent is 1.00:1.10; this sulfonating reaction is under the atmosphere protection that nitrogen is arranged; be warmed up to 103 ± 3 ℃; time 10～30min; sulfonating reaction finishes sulfonated tail gas SO through the 360min reaction under 100～110 ℃ of temperature
2Absorb with alkali lye, and return for sulfonating reaction, static layering under the maturation products room temperature obtains AEO (9) octyl sulfosuccinate sodium, and the waste water that is produced returns for sulfonating reaction and uses.
The present invention is owing to adopt the control esterification yield to determine raw material octanol consumption in the double esterification process, and consumption of raw material significantly reduces in the course of reaction; After reducing the octanol input amount, it is few to cross consumption, and esterification temperature reduces, and esterification time shortens, and it is few to enable depletion; Excessive octanol input amount has been saved esterification products washing, dehydration, dealcoholysis operation after reducing; Reduced reaction time and reduced reaction temperature, made esterification yield between 90～97%, the unreacted monoester salt that obtains through neutralization of monoesters has completely been avoided the influence of extra catalyst impurity as the non-phase transfer catalyst that adds, and has reduced the material consumption; Sulfonating reaction is carried out under normal pressure, and the nitrogen atmosphere that is aided with influences sulfonation process and product color to prevent the air oxidation aggravation, absorb by simple tail gas simultaneously, make the SO2 that escapes become aqueous solution of sodium bisulfite, use for sulfonating reaction, reduced requirement, solved tail gas pollution simultaneously equipment; Sulfonation waste water returns for sulfonating reaction and uses, and the reaction time is shortened, and raw material availability further improves, and pollution-free, and technology is very compact.Product AEO (9) octyl sulfosuccinate sodium is the mixing dibasic acid esters sulfosuccinic acid sodium salt that has anion and non-ionic surface active agent duplex surface chemical property concurrently that has hydroxyl and ethyoxyl simultaneously, when both having kept the preferable wetting and permeance property of butanedioic acid symmetric double sulfonated ester, has the surfactant of good anti-hard water, dispersion and emulsifiability of the pure polyethers monoesters sulfonate of butanedioic acid fat again.Be widely used in daily-use chemical industry, agricultural chemicals, coating, printing and dyeing, mine, papermaking, leather and sensitization industry etc., can be used as emulsifying agent, wetting agent, bleeding agent, dispersant and glass antidimmer.
The invention will be further described below in conjunction with embodiment.
The specific embodiment:
In the four-hole boiling flask of being furnished with agitator, thermometer and reflux condenser by AEO (9): the amount of cis-butenedioic anhydride=1.00:1.20 adds AEO (9), cis-butenedioic anhydride after water treatment successively than (mol ratio), and adding accounts for the alkyl sulfonic acid catalyst of cis-butenedioic anhydride quality 1%, feed nitrogen, stir in 10～30 minutes and be warming up to 140 ℃ of temperature; Keep this temperature and timing, temperature retention time 120min, on same reaction unit, connect water knockout drum, and add octanol by the amount of octanol: cis-butenedioic anhydride=4.0:1.0 than (mol ratio) and carry out double esterification reaction, be heated 240 ℃ of temperature and timing, the insulation dehydration by the method for above-mentioned single-esterification, temperature retention time is 330min, cooling, neutralization are cooled to 20～60 ℃ of temperature, and the pH value that neutralizes is 7 ± 0.5; Above-mentioned neutralized reaction product is added the sulfonating agent sodium hydrogensulfite; the mol ratio of neutralized reaction product and the contained sulfur dioxide of sulfonating agent is 1.00:1.10; this sulfonating reaction is under the atmosphere protection that nitrogen is arranged; be warmed up to 103 ± 3 ℃; time 10～30min; sulfonating reaction finishes sulfonated tail gas SO through the 360min reaction under 100～110 ℃ of temperature
2Absorb with alkali lye (NaOH or sodium carbonate), and return for sulfonating reaction, static layering under the maturation products room temperature obtains AEO (9) octyl sulfosuccinate sodium, and the waste water that is produced returns for sulfonating reaction and uses.
AEO (9) octyl sulfosuccinate sodium structural formula is:
The waste water that is produced returns for sulfonating reaction and uses.
The reaction equation of above-mentioned reaction is:
(1)
(2)
(3)
Products obtained therefrom gets physicochemical property and sees the following form:
| Solid content % | Critical capsule concentration/mol/L | Critical surface tension mN/m | Dispersibility is (right 50g reduces blue)Product quality mark 2% | Wettability/s | Degreasing power % | Emulsifiability (0.1%)/s |
| 59.6 | 1×10 -4 | 31.5 | 90.5 | 3.0 | 99.1 | 196 |
Claims (1)
1, the preparation method of AEO (9) octyl sulfosuccinate sodium, it is characterized in that: concrete steps are:
In the four-hole boiling flask of being furnished with agitator, thermometer and reflux condenser by AEO (9): the amount of cis-butenedioic anhydride=1.00:1.20 adds AEO (9), cis-butenedioic anhydride after water treatment successively than (mol ratio), and adding accounts for the alkyl sulfonic acid catalyst of cis-butenedioic anhydride quality 1%, feed nitrogen, stir in 10～30 minutes and be warming up to 140 ℃ of temperature; Keep this temperature and timing, temperature retention time 120min, on same reaction unit, connect water knockout drum, and add octanol by the amount of octanol: cis-butenedioic anhydride=4.0:1.0 than (mol ratio) and carry out double esterification reaction, be heated 240 ℃ of temperature and timing, the insulation dehydration by the method for above-mentioned single-esterification, temperature retention time is 330min, cooling, neutralization are cooled to 20～60 ℃ of temperature, and the pH value that neutralizes is 7 ± 0.5; Above-mentioned neutralized reaction product is added the sulfonating agent sodium hydrogensulfite; the mol ratio of neutralized reaction product and the contained sulfur dioxide of sulfonating agent is 1.00:1.10; this sulfonating reaction is under the atmosphere protection that nitrogen is arranged; be warmed up to 103 ± 3 ℃; time 10～30min; sulfonating reaction finishes sulfonated tail gas SO through the 360min reaction under 100～110 ℃ of temperature
2Absorb with alkali lye, and return for sulfonating reaction, static layering under the maturation products room temperature obtains AEO (9) octyl sulfosuccinate sodium, and the waste water that is produced returns for sulfonating reaction and uses.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101616919A CN100471551C (en) | 2006-12-25 | 2006-12-25 | Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101616919A CN100471551C (en) | 2006-12-25 | 2006-12-25 | Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101015778A CN101015778A (en) | 2007-08-15 |
| CN100471551C true CN100471551C (en) | 2009-03-25 |
Family
ID=38725097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006101616919A Expired - Fee Related CN100471551C (en) | 2006-12-25 | 2006-12-25 | Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100471551C (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101256134B (en) * | 2008-04-17 | 2010-06-02 | 电子科技大学 | Method for measurement of printed circuit gold-plating layer porosity |
| CN103073459A (en) * | 2013-01-22 | 2013-05-01 | 南通大学 | Preparation method for laurinol polyoxyethylene ether (7) isooctyl sulfosuccinate mixed sodium diester |
| CN103086928A (en) * | 2013-02-04 | 2013-05-08 | 南通大学 | Sodium 1,4-butanediol bissulfosuccinate laurylpolyoxyethene (3) isooctyl sulfonate and its preparation method |
| CN105503669A (en) * | 2016-02-17 | 2016-04-20 | 南通大学 | Preparation method for 1,4-butanediol polyoxyethylene ether (7) sec-sodium bi-sulfosuccinic diester surfactant |
| CN109354677A (en) * | 2018-10-25 | 2019-02-19 | 江苏凯元科技有限公司 | A kind of agricultural wetting dispersing agent and preparation method thereof |
| CN109517161A (en) * | 2018-12-18 | 2019-03-26 | 郝昌德 | IA/AEO-20 dibasic acid esters and its preparation and application |
| CN111747871A (en) * | 2020-07-31 | 2020-10-09 | 潍坊市埃里特化学有限公司 | Production process of surfactant dioctyl sodium sulfosuccinate |
| CN111995551A (en) * | 2020-09-01 | 2020-11-27 | 吉林大学 | Surface active material for efficiently solubilizing chlorinated hydrocarbon pollutants in underground water and synthetic method thereof |
| CN115583901A (en) * | 2022-11-07 | 2023-01-10 | 四川瀚洲化工科技有限公司 | Aliphatic diol sulfonate compound and preparation method thereof |
-
2006
- 2006-12-25 CN CNB2006101616919A patent/CN100471551C/en not_active Expired - Fee Related
Non-Patent Citations (4)
| Title |
|---|
| 琥珀酸脂肪醇聚氧乙烯醚（9）己基磺酸钠的研究. 华平.应用化工，第32卷第5期. 2003 |
| 琥珀酸脂肪醇聚氧乙烯醚（9）己基磺酸钠的研究. 华平.精细化工，第32卷第5期. 2003 |
| 琥珀酸脂肪醇聚氧乙烯醚（9）己基磺酸钠的研究. 华平.应用化工，第32卷第5期. 2003 * |
| 琥珀酸脂肪醇聚氧乙烯醚（9）己基磺酸钠的研究. 华平.精细化工，第32卷第5期. 2003 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101015778A (en) | 2007-08-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100471551C (en) | Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process | |
| CN101285107B (en) | Composite sulfited vegetable oil leather fat-liquoring agent and method for preparing same | |
| US4865774A (en) | Surface-active hydroxysulfonates | |
| CN105002755B (en) | A kind of quick alkali-resistant penetrant and preparation method thereof | |
| CN101760570B (en) | Composite leather greasing agent and preparation method thereof | |
| CA1269993A (en) | AQUEOUS CONCENTRATES OF SALTS OF .alpha.-SULFONATED FATTY ACID ALKYL ESTERS | |
| CN103073459A (en) | Preparation method for laurinol polyoxyethylene ether (7) isooctyl sulfosuccinate mixed sodium diester | |
| CN101759612B (en) | Method for producing sodium fatty acid methyl ester sulfonate | |
| JPH0471440B2 (en) | ||
| CN100471552C (en) | Sodium lauryl polyoxyethylene (7) octyl sulfosuccinate and its preparing process | |
| CN104803888A (en) | Isomeric alcohol derivative sulphate and preparation method thereof | |
| CN111139144A (en) | Low-temperature easy-rinsing super-concentrated liquid detergent and preparation method thereof | |
| US5446188A (en) | Process for the production of highly concentrated fatty alcohol sulfate pastes | |
| CN103352365B (en) | Environmentally-friendly alkali resistant scouring agent and preparation method thereof | |
| CN107915837B (en) | A kind of production technology of fatty alcohol polyoxyethylene ether sulfate | |
| CN104313205A (en) | Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof | |
| CN101830834A (en) | Preparation method of sulfited fatty acid ester leather fatliquoring agent | |
| US5514368A (en) | Process for the production of hydrophilicized triglycerides | |
| CN102995468A (en) | Polyester fabric dyeing degreaser and preparation method thereof | |
| CN106676891A (en) | Preparation method of alkali-resistant rapid penetrating agent for textiles | |
| CN102786557B (en) | Preparation method of tetradecyl glucopyranoside | |
| CN107442173A (en) | Fatty acid methyl ester ethoxylation catalyst | |
| CN102786559A (en) | Preparation method of octyl glucopyranoside | |
| CN109537273A (en) | Alkaline-resisting low bubble environment-friendly type silkete penetrating agent of one kind and preparation method thereof | |
| CN101338514A (en) | High performance cold rolling stack scouring agent and preparation method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090325 Termination date: 20151225 |
|
| EXPY | Termination of patent right or utility model |