CN103877910B - 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant and preparation method thereof - Google Patents
1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant and preparation method thereof Download PDFInfo
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- CN103877910B CN103877910B CN201410092305.XA CN201410092305A CN103877910B CN 103877910 B CN103877910 B CN 103877910B CN 201410092305 A CN201410092305 A CN 201410092305A CN 103877910 B CN103877910 B CN 103877910B
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- 0 CCC(C)(CCOC(C)(C)CC1=*CC*1CCC*1C(CC(C)(CC)OCCC(C)(CC)ON)=*CC1)ON Chemical compound CCC(C)(CCOC(C)(C)CC1=*CC*1CCC*1C(CC(C)(CC)OCCC(C)(CC)ON)=*CC1)ON 0.000 description 2
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Abstract
The invention discloses a kind of 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant and preparation method thereof, the structural formula of this surfactant is
in formula, R represents C
8~ C
18alkyl, n is the integer of 10 ~ 20, it adopts alcohol ether carboxylate and triethylene tetramine to carry out amidation process in the mode of heating using microwave and cyclization dewaters, obtain symmetrical bi-imidazoline derivative, synthetic method is simple, reaction time is short, side reaction is few, the surfactant water-soluble be prepared into is good, can be applicable in acid medium and aqueous medium, suppress the auxiliary agent concertedness of metal erosion good with other, use little consumption just can reach extraordinary corrosion mitigating effect, greatly reduce pickling cost, save energy consumption.
Description
Technical field
The invention belongs to and wash metal material corrosion inhibiter technical field with acid solution, be specifically related to a kind of 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant that can be used as the heat power equipment pickling corrosion inhibiter such as boiler of power plant.
Background technology
Power industry is the important support of socio-economic development, is also the emphasis of energy-saving and emission-reduction.When the nervous situation of power supply and demand is obviously alleviated, how to consolidate energy-saving and emission-reduction achievement, increase economic efficiency, become the new problem that power industry faces.Along with thermal power generation commercial scale constantly expands, the energy resource consumption of himself and disposal of pollutants problem become increasingly conspicuous.
Pickling has very important effect for the operation of the heat power equipment of power plant.Expend this is because pickling can reduce the fuel brought because of dirt, reach energy-saving and cost-reducing object; Secondly can reduce exhaust combustion gases and atmosphere pollution, reach the requirement of environmental protection; Pickling can also prevent pipe explosion accident in addition, the service life of extension device, improves the security of boiler operatiopn.In acid cleaning process, in order to reduce the corrosion of pickle to equipment, also corrosion inhibiter must be used.Anticorrosion and the anticorrosion situation of other industrial circles from current heat power equipment, uses corrosion inhibiter to be a kind of anticorrosion means of effective, remarkable in economical benefits during pickling.But along with the development of high parameter, large sized unit, cause current existing corrosion inhibiter can not meet on-the-spot application performance, as poorly soluble, compatibility is bad, it is not obvious to act synergistically, unstable properties etc., thus according to the anticorrosion mechanism of corrosion inhibiter and the Study of operational conditions exploitation of pickling is efficient, environmental protection, environmentally friendly type corrosion inhibiter extremely urgent.
Corrosion inhibiter conventional at present mainly contains imidazolidine derivatives etc., although industrialized oleic imidazolinone derivative and naphthenic imidazoline derivative tool in anticorrosive metal have certain effect, but in inhibition efficiency, dissolubility etc., also there is certain defect, thus cause applying of this analog derivative to be subject to certain restrictions.
Summary of the invention
Technical problem to be solved by this invention is that providing a kind of can be used as 1 of the heat power equipment pickling corrosion inhibiter such as boiler of power plant, 2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant, this surfactant has good dissolubility, environmentally friendly, stable performance simultaneously, to the corrosion of acid solution, there is very strong suppression corrosive power, and time composite with other anti-corrosive aids, there is very strong synergy.
Solving the problems of the technologies described above adopted technical scheme is that the structural formula of this surfactant is as follows:
In formula, R represents C
8~ C
18alkyl, preferred C
8~ C
18alkyl, n is the integer of 10 ~ 20.
The preparation method of surfactant of the present invention is: take dimethylbenzene as solvent, triethylene tetramine is mixed for 1:1.05 ~ 1:1.10 in molar ratio with alcohol ether carboxylate, in confined conditions, heating using microwave to 120 ~ 150 DEG C, back flow reaction 2 ~ 3 hours, then be warming up to 190 ~ 210 DEG C, back flow reaction 3 ~ 4 hours, then decompression distillation separation and purification product, obtains brown viscous liquid 2-alcohol ether methylene-N-diethylene diamine base imidazoline; Take dimethylbenzene as solvent, by 2-alcohol ether methylene-N-diethylene diamine base imidazoline with alcohol ether carboxylate in molar ratio for 1:1 mixes, in confined conditions, heating using microwave to 150 ~ 160 DEG C, back flow reaction 2 ~ 3 hours, be warming up to 200 ~ 220 DEG C again, back flow reaction 3 ~ 4 hours, decompression distillation separation and purification product, obtains brown viscous liquid 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane, its course of reaction is as follows:
In the structural formula of above-mentioned alcohol ether carboxylate, R represents C
8~ C
18alkyl, n is the integer of 10 ~ 20.
Compared with prior art, beneficial effect of the present invention is:
(1) of the present invention 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant is brown liquid, belong to cationic surfactant, compare with conventional chain alkyl imidazoline or benzylimidazoline, introduce active group-ol ether group in its structure, make water-soluble being very significantly improved, capability and performance is stablized, toxicity is low, easily biological-degradable.
(2) surfactant of the present invention not only can be applied in acid medium, and can be applied in aqueous medium, both can apply separately, also can with other imidazolidine derivatives composite usage, effectively can suppress metal erosion, lamination can not be produced or produce floccule.To different corrosion systems, surfactant of the present invention and other suppress the auxiliary agent concertedness of metal erosion good, use little consumption just can reach extraordinary corrosion mitigating effect, greatly reduce pickling cost, save energy consumption.
(3) surfactant of the present invention adopts microwave heating method preparation, and synthesis route simple possible, compared with conventional imidazoline preparation method, substantially reduces the reaction time, decrease the generation of side reaction.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described in more detail, but protection scope of the present invention is not limited only to these embodiments.
Embodiment 1
To prepare the following surfactant of structural formula, concrete grammar is:
By 62.6g(0.1mol) octanol ether acetic acid, 15.4g(0.105mol) triethylene tetramine and 60mL dimethylbenzene adds in 500mL dry reactor successively, stir after sealing, heating using microwave to 128 ~ 132 DEG C, back flow reaction 2.5 hours, continue heating using microwave and be warming up to 190 ~ 194 DEG C, back flow reaction is after 4 hours, and decompression distillation removing excess of solvent, obtains sec-n-octyl alcohol ether methylene-N-diethylene diamine base imidazoline.
By 73.6g(0.1mol) sec-n-octyl alcohol ether methylene-N-diethylene diamine base imidazoline, 62.6g(0.1mol) octanol ether acetic acid, 70mL dimethylbenzene adds in 500mL dry reactor, stir after sealing, heating using microwave to 156 ~ 160 DEG C, back flow reaction is after 3 hours, continue heating using microwave and be warming up to 198 ~ 202 DEG C, back flow reaction 3 hours, decompression distillation removing excess of solvent, obtain viscous brown shape liquid surfactant 1,2-bis-(sec-n-octyl alcohol ether methylene imidazolinyl) ethane.
The structural formula of the octanol ether acetic acid of the present embodiment is
Embodiment 2
To prepare the following surfactant of structural formula, concrete grammar is:
By 120.6g(0.1mol) octadecyl alcolol ether acetic acid, 16.1g(0.11mol) triethylene tetramine and 60mL dimethylbenzene adds in 500mL dry reactor successively, stir after sealing, heating using microwave to 146 ~ 150 DEG C, back flow reaction 2 hours, continue heating using microwave and be warming up to 206 ~ 210 DEG C, back flow reaction is after 3.5 hours, and decompression distillation removing excess of solvent, obtains 2-octadecyl alcolol ether methylene-N-diethylene diamine base imidazoline.
By 135.2g(0.1mol) 2-octadecyl alcolol ether methylene-N-diethylene diamine base imidazoline, 120.6g(0.1mol) octadecyl alcolol ether acetic acid, 80mL dimethylbenzene adds in 500mL dry reactor, stir after sealing, heating using microwave to 150 ~ 154 DEG C, back flow reaction is after 2 hours, continue heating using microwave and be warming up to 216 ~ 220 DEG C, back flow reaction 4 hours, decompression distillation removing excess of solvent, obtain viscous brown shape liquid surfactant 1,2-bis-(2-octadecyl alcolol ether methylene imidazolinyl) ethane.
The structural formula of the octadecyl alcolol ether acetic acid of the present embodiment is
Embodiment 3
To prepare the following surfactant of structural formula, concrete grammar is:
By 78.4g(0.1mol) tridecanol ether acetic acid, 15.8g(0.108mol) triethylene tetramine and 50mL dimethylbenzene adds in 500mL dry reactor successively, stir after sealing, heating using microwave to 133 ~ 137 DEG C, back flow reaction 3 hours, continue heating using microwave and be warming up to 198 ~ 202 DEG C, back flow reaction, after 3 hours, rotates and steams excess of solvent, obtain 2-tridecanol ether methylene-N-diethylene diamine base imidazoline.
By 89.4g(0.1mol) 2-tridecanol ether methylene-N-diethylene diamine base imidazoline, 78.4g(0.1mol) tridecanol ether acetic acid and 70mL dimethylbenzene adds in 500mL dry reactor, stir after sealing, heating using microwave to 153 ~ 157 DEG C, back flow reaction is after 2.5 hours, continue heating using microwave and be warming up to 208 ~ 212 DEG C, back flow reaction 3 hours, rotate and steam unnecessary solvent, obtain viscous brown shape liquid surfactant 1,2-bis-(2-tridecanol ether methylene imidazolinyl) ethane.
The structural formula of the tridecanol ether acetic acid of the present embodiment is
Embodiment 4
To prepare the following surfactant of structural formula, concrete grammar is:
In embodiment 1, thus mole structural formula such as octanol ether acetic acid be
1-tetradecylene alcohol ether acetic acid replace, other steps are identical with embodiment 1, obtain viscous brown shape liquid surfactant 1,2-bis-(2-(1-tetradecene alcohol ether) methylene imidazolinyl) ethane.
Embodiment 5
To prepare the following surfactant of structural formula, concrete grammar is:
In embodiment 1, thus mole structural formula such as octanol ether acetic acid be
1-dodecyne alcohol acetic acid replace, other steps are identical with embodiment 1, obtain viscous brown shape liquid surfactant 1,2-bis-(2-(1-dodecyne alcohol ether) methylene imidazolinyl) ethane.
Embodiment 7
To prepare the following surfactant of structural formula, concrete grammar is:
In embodiment 1, thus mole structural formula such as octanol ether acetic acid be
phenethanol ethers acetic acid replace, other steps are identical with embodiment 1, obtain viscous brown shape liquid surfactant 1,2-bis-(2 phenylethyl alcohol ether methylene imidazolinyl) ethane.
In order to prove beneficial effect of the present invention, inventor is with reference to the requirement of 3.1.2 table 2 static experiment condition in DL/T523-2007 " Chemical cleaning corrosion inhibiter Performance Properties Evaluation index and test method ", have rated with embodiment 1 respectively, 2, the surfactants of 3 preparations and respectively with conventional oleic acid base amine ethyl imidazol(e) quinoline, oleic acid base hydroxyethyl imidazole quinoline is that (other assistant agents are propilolic alcohol for the composite corrosion inhibitor of host, dodecyl benzyl dimethyl ammonium chloride, APES OP-10, water) corrosion inhibition to 20# carbon steel, the quality proportioning of composite corrosion inhibitor is host: propilolic alcohol: dodecyl benzyl dimethyl ammonium chloride: APES OP-10: water=8:1.5:3.0:2.6:84.9, experimental result is in table 1.
The corrosion inhibition of the composite corrosion inhibitor that table 1 is host with different surfaces activating agent
As shown in Table 1, respectively with surfactant 1 of the present invention, 2-bis-(2-alcohol ether methylene imidazolinyl) ethane is that the corrosion rate of the composite corrosion inhibitor of host is far smaller than index request, has good corrosion inhibition compared with the composite corrosion inhibitor being host with oleic acid base amine ethyl imidazol(e) quinoline or oleic acid base hydroxyethyl imidazole quinoline.
Claims (2)
1. one kind 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant, is characterized in that the structural formula of this surfactant is as follows:
In formula, R represents C
8~ C
18alkyl, n is the integer of 10 ~ 20.
2. a claim 11, the preparation method of 2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant, it is characterized in that: take dimethylbenzene as solvent, triethylene tetramine is mixed for 1:1.05 ~ 1:1.10 in molar ratio with alcohol ether carboxylate, in confined conditions, heating using microwave to 120 ~ 150 DEG C, back flow reaction 2 ~ 3 hours, be warming up to 190 ~ 210 DEG C again, back flow reaction 3 ~ 4 hours, then decompression distillation separation and purification product, obtains 2-alcohol ether methylene-N-diethylene diamine base imidazoline; Take dimethylbenzene as solvent, by 2-alcohol ether methylene-N-diethylene diamine base imidazoline with alcohol ether carboxylate in molar ratio for 1:1 mixes, in confined conditions, heating using microwave to 150 ~ 160 DEG C, back flow reaction 2 ~ 3 hours, then be warming up to 200 ~ 220 DEG C, back flow reaction 3 ~ 4 hours, then decompression distillation separation and purification product, obtains 1,2-bis-(2-alcohol ether methylene imidazolinyl) ethane surfactant;
The structural formula of above-mentioned alcohol ether carboxylate is
in formula, R represents C
8~ C
18alkyl, n is the integer of 10 ~ 20.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2647125A (en) * | 1949-01-07 | 1953-07-28 | Dearborn Chemicals Co | Acylated imidazolines and method for preparing the same |
| US4482724A (en) * | 1982-08-25 | 1984-11-13 | Hoechst Aktiengesellschaft | Bisimidazolines |
| CN102321463A (en) * | 2011-06-14 | 2012-01-18 | 北京科技大学 | Sulfur-containing bis-imidazoline type carbon dioxide corrosion inhibitor and preparation method thereof |
| CN103615516A (en) * | 2013-11-25 | 2014-03-05 | 中国科学院长春光学精密机械与物理研究所 | Worm gear and mounting and adjusting method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4848735B2 (en) * | 2005-10-18 | 2011-12-28 | 日油株式会社 | Polymers for electrochemical devices of polymerizable imidazole salts |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2647125A (en) * | 1949-01-07 | 1953-07-28 | Dearborn Chemicals Co | Acylated imidazolines and method for preparing the same |
| US4482724A (en) * | 1982-08-25 | 1984-11-13 | Hoechst Aktiengesellschaft | Bisimidazolines |
| CN102321463A (en) * | 2011-06-14 | 2012-01-18 | 北京科技大学 | Sulfur-containing bis-imidazoline type carbon dioxide corrosion inhibitor and preparation method thereof |
| CN103615516A (en) * | 2013-11-25 | 2014-03-05 | 中国科学院长春光学精密机械与物理研究所 | Worm gear and mounting and adjusting method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 双咪唑啉衍生物缓蚀剂的合成与缓蚀研究;李华金等;《化工时刊》;20090630;第23卷(第6期);第15-23页 * |
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Address after: No.61 Xiyan Road, Xi'an City, Shaanxi Province 710054 Patentee after: Shaanxi Chemical Research Institute Co.,Ltd. Address before: No.61 Xiyan Road, Xi'an City, Shaanxi Province 710054 Patentee before: SHAANXI RESEARCH DESIGN INSTITUTE OF PETROLEUM CHEMICAL INDUSTRY |
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