CN103170281A - Preparation method of bisalkylamino-2-hydroxypropyl sulfonate surfactant - Google Patents
Preparation method of bisalkylamino-2-hydroxypropyl sulfonate surfactant Download PDFInfo
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- CN103170281A CN103170281A CN2011104288048A CN201110428804A CN103170281A CN 103170281 A CN103170281 A CN 103170281A CN 2011104288048 A CN2011104288048 A CN 2011104288048A CN 201110428804 A CN201110428804 A CN 201110428804A CN 103170281 A CN103170281 A CN 103170281A
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Abstract
The invention relates to a method for synthesizing a bisalkylamino-2-hydroxypropyl sulfonate surfactant. The method comprises the following steps: mixing 1mol of bisalkyl amine with 1-10mol of chloropropylene oxide; reacting at 30-100DEG C for 1-10h, and adding 1-10mol of an alkali after reaction ending, wherein the alkali is one selected from or a mixture comprising a plurality of sodium hydroxide, potassium hydroxide, sodium carbonate and potash; heating to 50-100DEG C; continuously reacting for 5-10h; and reacting with an aqueous solution of NaHSO3 at 30-100DEG C for 1-10h to obtain a yellow solid product.
Description
Technical field
The present invention relates to the method for a kind of synthetic two alkyl aminos-2-hydroxypropyl sodium sulfonate surfactant
Background technology
Oil field commonly used surfactant oil displacement type has anion surfactant and non-ionic surface active agent, and anion surfactant is few in the adsorbance of sandstone surface, and saline-alkaline tolerance is poor, and critical micelle concentration is also very high.Kind commonly used has: petroleum sulfonate, alkylbenzenesulfonate and lignosulfonates etc.; The non-ionic surface active agent saline-alkaline tolerance is strong, and critical micelle concentration is low, but general cloud point is lower, can not be applied to surpass the stratum of its cloud point.Cationic surfactant therefore reduce the ability of oil water interfacial tension, generally is not used in the displacement of reservoir oil because easily adsorbed by the stratum or produce precipitation.In tertiary oil recovery, generally be not used alone surfactant.Present existing surfactant can not satisfy the oil displacement efficiency under the alkali-free condition, seek cheap, oil displacement efficiency good, the surfactant of low toxicity is the main direction of studying of Surfactants Used for Oil field.
Sulfamate type amphoteric surfactant is because of premium properties such as its low toxicity, low irritant, good biological degradability, stronger anti-hard water, electrolyte-resistants, wide in aspect application markets such as daily-use chemical industry, pharmacy, metallurgy, environmental protection, enjoy people's favor.
Summary of the invention
The objective of the invention is in order to prepare the two alkyl aminos of the sulfamate type amphoteric surfactant with good oleophylic performance-2-hydroxypropyl sodium sulfonate, its molecular structural formula is as follows:
The carbon number of R=straight or branched is 8～16 alkyl
The method of two alkyl aminos-2-hydroxypropyl sodium sulfonate is carried out according to the following steps: at first two alkylamines of 1 mole epoxychloropropane with 1～10 mole is mixed, reacted under 30～100 ℃ 1～10 hour, after finishing, reaction adds the alkali of 1～10 mole, wherein alkali is one or more mixtures in NaOH, potassium hydroxide, sodium carbonate, potash, be warming up to 50～100 ℃, continue reaction 5～10 hours, then with NaHSO
3The aqueous solution obtains yellow solid product 30～100 ℃ of reactions 1～10 hour.
Description of drawings
Fig. 1 is the mass spectrogram of two dodecyl amino-2-hydroxypropyl sodium sulfonate in specific embodiment example 1, and Fig. 2 is two dodecyl amino-2-hydroxypropyl sodium sulfonate surface tension curve map in example 1.
The specific embodiment
Embodiment example 1: add the two lauryl amines of 2.324g, epoxychloropropane 10mL and a small amount of water in the 100mL there-necked flask, reacted 6 hours with magnetic stirrer under 40 ℃.Claim the 1.1255gNaOH solid, add 10mL water wiring solution-forming and join in there-necked flask, reaction is 9 hours under 40 ℃, after obtain brown thick solid after should finishing.Claim NaHSO
31.7g, adding that 10mL is water-soluble to add in above-mentioned reactant, 30 ℃ of reactions 4 hours. and reaction obtains yellow solid after finishing.
Accompanying drawing 2 is to adopt the two dodecyl amino of the around-France mensuration of Du Nouy-2-hydroxypropyl sodium sulfonate at the surface tension of the 25 ℃ of aqueous solution change curve with concentration, draws its cmc, γ by this curve
cmc, Γ
∞, be respectively 4.00 * 10
-5Mol/L, 29.5mN/m, 5.23 * 10
-10Mol/m
2
Embodiment example 2
Embodiment example 2: add the two lauryl amines of 2.324g, epoxychloropropane 10mL and a small amount of water in the 100mL there-necked flask, reacted 6 hours with magnetic stirrer under 50 ℃.Claim the 1.1gKOH solid, add 10mL water wiring solution-forming and join in there-necked flask, reaction is 9 hours under 40 ℃, after obtain brown thick solid after should finishing.Claim NaHSO
31.7g, adding that 10mL is water-soluble to add in above-mentioned reactant, 30 ℃ of reactions 6 hours. and reaction obtains yellow solid after finishing.
Embodiment example 3
Embodiment example 3: add 2.324g double hexadecyl amine, epoxychloropropane 10mL and a small amount of water in the 100mL there-necked flask, reacted 10 hours with magnetic stirrer under 40 ℃.Claim 1.3g K
2CO
3Solid adds 10mL water wiring solution-forming and joins in there-necked flask, and reaction is 6 hours under 60 ℃, after obtain brown thick solid after should finishing.Claim NaHSO
31.7g, adding that 10mL is water-soluble to add in above-mentioned reactant, 30 ℃ of reactions 8 hours. and reaction obtains yellow solid after finishing.
Embodiment example 4
Embodiment example 4: add the two tetradecylamines of 2.324g, epoxychloropropane 10mL and a small amount of water in the 100mL there-necked flask, reacted 6 hours with magnetic stirrer under 40 ℃.Claim 1.5gNa
2CO
3Solid adds 10mL water wiring solution-forming and joins in there-necked flask, and reaction is 9 hours under 40 ℃, after obtain brown thick solid after should finishing.Claim NaHSO
31.7g, adding that 10mL is water-soluble to add in above-mentioned reactant, 30 ℃ of reactions 4 hours. and reaction obtains yellow solid after finishing.
Claims (5)
1. the preparation method of two alkyl aminos-2-hydroxypropyl sodium sulfonate surfactant, the method comprises following consecutive steps: at first two alkylamines of 1 mole epoxychloropropane with 1～10 mole is mixed, reacted under 30～100 ℃ 1～10 hour, after finishing, reaction adds the alkali of 1～10 mole, wherein alkali is one or more mixtures in NaOH, potassium hydroxide, sodium carbonate, potash, be warming up to 50～100 ℃, continue reaction 5～10 hours, then with NaHSO
3The aqueous solution obtains yellow solid product 30～100 ℃ of reactions 1～10 hour.
2. the alkyl in the according to claim 1 pair of alkylamine is that the carbon atom of straight or branched is 12～16 alkyl.
3. method according to claim 1 is characterized in that two alkylamines of 1 mole mix with the epoxychloropropane of 1～10 mole, reacts under 30～100 ℃ 1～10 hour.
4. method according to claim 1, is characterized in that alkali is one or more mixtures in NaOH, potassium hydroxide, sodium carbonate, potash, adds the alkali afterreaction to be warming up to 50～100 ℃, continues reaction 5～10 hours.
5. method according to claim 1, its feature add NaHSO after alkali reaction finishes again adding
3The aqueous solution obtains yellow solid product 30～100 ℃ of reactions 1～10 hour.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201110428804.8A CN103170281B (en) | 2011-12-20 | 2011-12-20 | The preparation method of two alkyl amino-2-hydroxypropyl sulfonate surfactant |
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| CN201110428804.8A CN103170281B (en) | 2011-12-20 | 2011-12-20 | The preparation method of two alkyl amino-2-hydroxypropyl sulfonate surfactant |
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| CN103170281A true CN103170281A (en) | 2013-06-26 |
| CN103170281B CN103170281B (en) | 2016-03-30 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112521624A (en) * | 2019-12-31 | 2021-03-19 | 济南圣泉集团股份有限公司 | Phenolated lignin, amphoteric lignin emulsifier, emulsified asphalt and preparation method |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4524023A (en) * | 1983-11-03 | 1985-06-18 | Texaco Inc. | Bicyclodecyl ether sulfonates and compositions containing the same |
| US6291406B1 (en) * | 1998-10-12 | 2001-09-18 | The Dow Chemical Company | Method for treating subterranean formations |
| CN1597666A (en) * | 2004-07-19 | 2005-03-23 | 南京大学 | Production method of 2-amino-alpha-naphthalenesulfonic acid |
| CN101549266A (en) * | 2009-04-13 | 2009-10-07 | 江南大学 | Preparation of surfactant of double long-chain alkyl lycine and applications thereof |
-
2011
- 2011-12-20 CN CN201110428804.8A patent/CN103170281B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4524023A (en) * | 1983-11-03 | 1985-06-18 | Texaco Inc. | Bicyclodecyl ether sulfonates and compositions containing the same |
| US6291406B1 (en) * | 1998-10-12 | 2001-09-18 | The Dow Chemical Company | Method for treating subterranean formations |
| CN1597666A (en) * | 2004-07-19 | 2005-03-23 | 南京大学 | Production method of 2-amino-alpha-naphthalenesulfonic acid |
| CN101549266A (en) * | 2009-04-13 | 2009-10-07 | 江南大学 | Preparation of surfactant of double long-chain alkyl lycine and applications thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112521624A (en) * | 2019-12-31 | 2021-03-19 | 济南圣泉集团股份有限公司 | Phenolated lignin, amphoteric lignin emulsifier, emulsified asphalt and preparation method |
| CN112521624B (en) * | 2019-12-31 | 2022-05-20 | 济南圣泉集团股份有限公司 | Phenolated lignin, amphoteric lignin emulsifier, emulsified asphalt and preparation method |
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| CN103170281B (en) | 2016-03-30 |
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