CN103951569A - Chloro-dialkyl/aryl dimethyl hydroxypropyl diamine and step-by-step preparation method thereof - Google Patents
Chloro-dialkyl/aryl dimethyl hydroxypropyl diamine and step-by-step preparation method thereof Download PDFInfo
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- CN103951569A CN103951569A CN201410150325.8A CN201410150325A CN103951569A CN 103951569 A CN103951569 A CN 103951569A CN 201410150325 A CN201410150325 A CN 201410150325A CN 103951569 A CN103951569 A CN 103951569A
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Abstract
The invention relates to a dialkyl Y-type cationic surfactant chloro-dialkyl/aryl dimethyl hydroxypropyl diamine and a step-by-step preparation method thereof. The step-by-step preparation method is implemented by reacting one or more of alkyl/aryl dimethyl tertiary amines as substrates with dropwise added epichlorohydrin and inorganic acid HCl in water or an organic solvent medium for about 2-10 hours at a temperature of 15-120 DEG C.
Description
Technical field the invention belongs to chemical and manufactures field, is specifically related to the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro and minute one step preparation method.
Background technology
It is quaternizing agent that the present invention adopts epoxy chloropropane, with the method for fractional steps, has synthesized gemini cationic surfactant.The present invention adopts the quaternized stepwise synthesis route of alkane/aryl dimethyl tertiary amine and epoxy chloropropane, easy control of reaction, without the three wastes, preparing dialkyl quaternary ammonium salt with single stage method reaction compares, purity is higher, side reaction is few, has evaded the side reaction that single stage method also makes one kettle way bring many, disadvantage that product purity is low.
Summary of the invention
Goal of the invention:
Problem to be solved by this invention is to provide a kind of superior product of cats product, and solve the low problem of product purity that single stage method is brought, the stepwise synthesis technology of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro, and in structure, introduce aryl, as the integral part of dialkyl quaternary ammonium salt, make product there is more excellent dispersing property;
The present invention realizes goal of the invention by following processing step:
(1) in reactor, add reaction medium;
(2) to adding 1mol alkane/aryl dimethyl tertiary amine in aforesaid reaction vessel, be reaction substrate;
(3) in aforesaid reaction vessel, at 15-60 ℃, first drip 1mol mineral acid HCl to pH value neutrality;
(4) in aforesaid reaction vessel, drip 1mol epoxy chloropropane, and at 15-120 ℃ of condition insulation 1-5 hour;
(5) in aforesaid reaction vessel, add alkane/aryl dimethyl tertiary amine 1mol, and be incubated 1-5 hour under 15-120 ℃ of condition;
(6) react complete, by above-mentioned (5) product commercialization;
Described reaction medium can be water or acetone;
Described alkane/aryl dimethyl tertiary amine refers to that alkyl carbon number is 1,2,3,4,5,6,7,8,9,10,11,12,13, the synthesizing inorganic raw material of described two alkane/aryl dimethyl hydroxypropyl diamines of chloro is: mineral acid HCl;
Two the synthetic of alkane/aryl dimethyl hydroxypropyl diamine of described chloro are to complete 15-120 ℃ of reaction;
Two alkane/aryl dimethyl hydroxypropyl the diamines of described chloro synthetic, its main raw material can be that benzyl dimethyl tertiary amine, alkyl C number are one or more and the epoxy chloropropane in 1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18 alkyl dimethyl tertiary amide series tertiary amine;
The input amount that tertiary amine described in the two alkane/aryl dimethyl hydroxypropyl diamines of described chloro synthetic is total and the mol ratio of epoxy chloropropane are 2: 1;
Synthesizing of the described two alkane/aryl dimethyl hydroxypropyl diamines of chloro;
Two alkane/aryl dimethyl hydroxypropyl diamine the finished products of described chloro, its commercialization technique refers to: when water is reaction medium, react complete, moisturizing is formulated to desired concn, is made into certain density liquid product; Take acetone during as reaction medium, react complete, etoh solvent or acetone underpressure distillation to be removed, finished product is dry solid materials, and commercialization finishes;
Effect of the present invention and benefit are:
(1) aspect synthetic technology: change one-step method production process, solved the low problem of product purity;
(2) aspect economic benefit: purity improves 30%, and introduces aryl in structure, has solved the problem of product dispersion efficiency, dispersedly improve 30%, make product in actual applications consumption obviously reduced by 30% left and right;
(3) to product demand and urgency: this product has outstanding behaviours aspect sterilization, as: in oil field reinjection water, exist a large amount of microorganisms, as: sulphate reducing bacteria (SRB), iron bacteria, saprophytic microorganism etc.These microorganisms are in growth, metabolism, reproductive process, can cause the heavy corrosion of drilling-production equipment, waterflood-transmission line and other metallic substance, and blocking pipe, infringement oil reservoir, cause the decline of water injection rate, oil production rate and oil gas quality, also, for crude oil processing brings difficulty, cause great financial loss, current, for controlling the major way of return water bacterium, remain and add sterilant.And domestic conventional sterilant only have dioxide peroxide, aldehyde, quaternary ammonium salt etc. a few, more or less there is again the defects such as some are as large in consumption, toxicity is large, seriously polluted in these sterilant.Although the sterilization effect of quaternary ammonium salt is pretty good, life-time service can make SRB develop immunity to drugs, and causes consumption rising, processing costs day by day to increase.Thereby the effective sterilant of development of new becomes particularly urgent.As one of Typical Representative in new type bactericide family, bi-quaternary ammonium salt is with its low toxicity, excellent property and paid close attention to widely.Compare with 1227 (dodecyl benzyl dimethyl ammonium chlorides), bi-quaternary ammonium salt has higher sterilization effect, and other medicament is used alternatingly, and can not only suppress SRB and develop immunity to drugs, and can also reduce processing cost.Meanwhile, bi-quaternary ammonium salt has fabulous water-soluble, and carbon steel is had to good corrosion inhibition.
Embodiment
Below by embodiment, further illustrate the present invention, this embodiment is only the present invention is described and never limits the present invention
Embodiment 1
In reactor, add 350 grams, reaction medium water, add approximately 213 grams of C12 alkyl dimethyl tertiary amide, temperature control is at 15-60 ℃, and drips mineral acid HCl simultaneously and keep PH 7, drips approximately 92 grams of epoxy chloropropane, finish reaction and survey terminal after 1-3 hour, after terminal arrives, and then slowly add approximately 135 grams of benzyl dimethyl tertiary amines, reinforced complete 60 degree insulation 5 hours, be warming up to 60-120 insulation 0.5 hour, obtain approximately 900 grams of chlorinated dodecane base benzyl dimethyl hydroxypropyl diamine liquid end products.Finished product content approximately 50%;
Embodiment 2
In reactor, add 400 grams, reaction medium water, add approximately 213 grams of C12 alkyl dimethyl tertiary amide, temperature control is at 15-60 ℃, and drips mineral acid HCl simultaneously and keep PH 7, drips approximately 92 grams of epoxy chloropropane, finish reaction and survey terminal after 1-3 hour, after terminal arrives, and then slowly add approximately 213 grams of C12 alkyl dimethyl tertiary amide, reinforced complete 60 degree insulation 5 hours, be warming up to 60-120 insulation 0.5 hour, obtain approximately 950 grams of the two dodecyl dimethyl hydroxypropyl diamine liquid end products of chloro.Finished product content approximately 50%;
Embodiment 3
In reactor, add 270 grams, reaction medium water, add approximately 141 grams of C8 alkyl dimethyl tertiary amide, temperature control is at 15-60 ℃, and drip mineral acid HCl maintenance PH 7 simultaneously, and drip approximately 92 grams of epoxy chloropropane, finish reaction and survey terminal after 1-3 hour, after terminal arrives, and then slowly add approximately 141 grams of C8 alkyl dimethyl tertiary amide, and reinforced complete 60 degree insulation 5 hours, be warming up to 60-120 insulation 0.5 hour.Obtain approximately 800 grams of the two octyl dimethyl hydroxypropyl diamine liquid end products of chloro.Finished product content approximately 50%;
Embodiment 4
In reactor, add 1450 grams, reaction medium water, add approximately 285 grams of C18 alkyl dimethyl tertiary amide, temperature control is at 15-60 ℃, and drips mineral acid HCl simultaneously and keep PH 7, drips approximately 92 grams of epoxy chloropropane, finish reaction and survey terminal after 1-3 hour, after terminal arrives, and then slowly add approximately 285 grams of C18 alkyl dimethyl tertiary amide, reinforced complete at 60 degree insulation 1-5 hour, be warming up to 60-120 insulation 0.5 hour, obtain approximately 2210 grams of the two octadecyl dimethyl hydroxypropyl diamine liquid end products of chloro.Content approximately 30%.
Claims (7)
1. the two alkane/aryl dimethyl hydroxypropyl diamines of a chloro and minute one step preparation method, its principal character is implemented in two step charging reaction modes, be specially: the first step, alkane/aryl dimethyl tertiary amine of take is reaction substrate, add epichlorohydrin reaction, second step, adding the mode of alkane/aryl dimethyl tertiary amine prepares again, its alkane/aryl dimethyl tertiary amine refers to that alkyl carbon number is 1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18 alkyl dimethyl tertiary amide, and alkyl is normal chain alkyl or isomery alkyl; Aryl refers to benzyl, and reaction is that benzyl dimethyl tertiary amine, alkyl C number are one or more and the reacting of epoxy chloropropane in 1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18 alkyl dimethyl tertiary amide series tertiary amine.
2. minute one step preparation method of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 1, bag following steps and processing condition:
In reactor, add reaction medium;
To adding 1mol alkane/aryl dimethyl tertiary amine in aforesaid reaction vessel, it is reaction substrate;
In aforesaid reaction vessel, at 15-60 ℃, first drip 1mol mineral acid HCl to pH value neutrality;
In aforesaid reaction vessel, drip 1mol epoxy chloropropane, and at 15-120 ℃ of condition insulation 1-5 hour;
In aforesaid reaction vessel, add alkane/aryl dimethyl tertiary amine 1mol, and be incubated 1-5 hour under 15-120 ℃ of condition;
React complete, by above-mentioned (5) product commercialization.
3. a minute one step preparation method for the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 2 is characterized in that: described reaction medium can be water or acetone.
4. minute one step preparation method of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 2, inorganic raw material is: mineral acid HCl.
5. minute one step preparation method of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 2, is characterized in that: 15-120 ℃ of reaction, complete.
6. minute one step preparation method of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 2, the input amount that described tertiary amine is total and the mol ratio of epoxy chloropropane are 2: 1.
7. minute one step preparation method of the two alkane/aryl dimethyl hydroxypropyl diamines of a kind of chloro according to claim 2, it is characterized in that: described commercialization technique refers to: when water is reaction medium, react complete, moisturizing is formulated to desired concn, is made into certain density liquid product; Take acetone during as reaction medium, react complete, etoh solvent or acetone underpressure distillation to be removed, finished product is dry solid materials, and commercialization finishes.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108715755A (en) * | 2018-06-27 | 2018-10-30 | 长江大学 | A kind of Swelling-resistant shrinking and swelling agent and preparation method thereof |
| CN112010766A (en) * | 2020-07-13 | 2020-12-01 | 天津市职业大学 | Circulating cooling water bactericide and synthetic method thereof |
| CN115232016A (en) * | 2022-09-23 | 2022-10-25 | 江苏富淼科技股份有限公司 | Clay anti-swelling agent solution and preparation method thereof |
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| CN103288659A (en) * | 2013-06-13 | 2013-09-11 | 杨锌荣 | Chloro-dialkyl/aryl dimethyldimethylhydroxypropyldiamine and preparation method thereof |
| CN104107665A (en) * | 2013-04-19 | 2014-10-22 | 浙江大清水务有限公司 | Chloro dialkyl/aromatic-group dimethyl hydroxypropyl diamide and preparation method thereof |
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2014
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| CN104107665A (en) * | 2013-04-19 | 2014-10-22 | 浙江大清水务有限公司 | Chloro dialkyl/aromatic-group dimethyl hydroxypropyl diamide and preparation method thereof |
| CN103288659A (en) * | 2013-06-13 | 2013-09-11 | 杨锌荣 | Chloro-dialkyl/aryl dimethyldimethylhydroxypropyldiamine and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108715755A (en) * | 2018-06-27 | 2018-10-30 | 长江大学 | A kind of Swelling-resistant shrinking and swelling agent and preparation method thereof |
| CN112010766A (en) * | 2020-07-13 | 2020-12-01 | 天津市职业大学 | Circulating cooling water bactericide and synthetic method thereof |
| CN115232016A (en) * | 2022-09-23 | 2022-10-25 | 江苏富淼科技股份有限公司 | Clay anti-swelling agent solution and preparation method thereof |
| CN115232016B (en) * | 2022-09-23 | 2022-12-20 | 江苏富淼科技股份有限公司 | Clay anti-swelling agent solution and preparation method thereof |
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Application publication date: 20140730 |