CN1515546A - Process for preparing mixed amide - Google Patents

Process for preparing mixed amide Download PDF

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Publication number
CN1515546A
CN1515546A CNA03118006XA CN03118006A CN1515546A CN 1515546 A CN1515546 A CN 1515546A CN A03118006X A CNA03118006X A CN A03118006XA CN 03118006 A CN03118006 A CN 03118006A CN 1515546 A CN1515546 A CN 1515546A
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China
Prior art keywords
acid
acid amides
amides
mixed
manufacturing process
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Granted
Application number
CNA03118006XA
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Chinese (zh)
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CN1303060C (en
Inventor
�Ф
肖国光
马国琪
余永富
徐建成
赖奕森
张国庆
施兵
路平
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Yueyang Changlian Xingchang Enterprise Group Co
Changsha Research Institute of Mining and Metallurgy Co Ltd
Original Assignee
Yueyang Changlian Xingchang Enterprise Group Co
Changsha Research Institute of Mining and Metallurgy Co Ltd
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Application filed by Yueyang Changlian Xingchang Enterprise Group Co, Changsha Research Institute of Mining and Metallurgy Co Ltd filed Critical Yueyang Changlian Xingchang Enterprise Group Co
Priority to CN03118006.XA priority Critical patent/CN1303060C/en
Publication of CN1515546A publication Critical patent/CN1515546A/en
Application granted granted Critical
Publication of CN1303060C publication Critical patent/CN1303060C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Lubricants (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Provides a process for the manufacture of mixed amides using C3~C30Natural or synthetic single or mixed fatty acid and naphthenic acid are mixed according to the mass ratio of 1-99: 99-1, and then react with organic amine for a certain time at normal pressure and a certain temperature to obtain series of mixed amides which can be used as a high-grade surfactant and the like to be applied to many fields.

Description

A kind of manufacturing process of mixing acid amides
Technical field: the present invention relates to tensio-active agent and make field, especially a kind of manufacturing process of mixing acid amides.
Background technology: the acid amides of lipid acid is the tensio-active agent of a class excellent property, in fields such as daily-use chemical industry, industry, agriculturals many application is arranged.The acid amides of naphthenic acid also is the novel tensio-active agent of a class, and they are expected as dispersion agent, emulsifying agent, inhibitor, sterilant etc.The report of foreign study, manufacturing cycloalkanes acid amides is more at present, but mostly be the reaction of naphthenic acid and ammonia or organic amine and make the cycloalkanes acid amides, and method is complicated, need pressure or longer reaction times, do not see that having lipid acid to mix with naphthenic acid is being relatively easy to the synthetic report that mixes acid amides under the condition with amine again.Domestic about the cycloalkanes acid amides research and the report of production still rare (Tang Xudong. Speciality Petrochemicals .1994 (4): 75~78), particularly also not seeing has single or mixed fatty acid to mix with naphthenic acid to make the production that mixes acid amides and the report of widespread use.
Summary of the invention: the object of the present invention is to provide a kind of C of utilization 3~C 30Natural and (or) synthetic single or mixed fatty acid mixes with naphthenic acid, reacts with amine again, produces the manufacturing process of the new mixing acid amides of a class.They mix the hydrophilic-lipophilic balance (HLB value) and the amine value of regulating product by the kind of regulating lipid acid with ratio with naphthenic acid, improve their surfactivity, thus can be widely used in daily-use chemical industry, industrial rust-preventive agent, sterilant, beneficiation reagent, plastics, rubber accelerator, lubricating oil and oil fuel energy-conservation, wear-resistant, peace and quiet, disperse, fall dirty environment protection additive.
The technical scheme that realizes the foregoing invention purpose is as follows:
Get C 3~C 30Natural and (or) synthetic straight chain, side chain, replace, cyclisation saturated and (or) unsaturated fatty acids 1~99 (mass ratio, as follows) (comprise acidifying acid with naphthenic acid, thick acid, smart acid) 99~1 parts of mixing, again with ammonia, quadrol, a 1.2 propylene diamine, diethylenetriamine, Triethylenetetramine (TETA), polyethylene polyamine, Monoethanolamine MEA BASF, diethanolamine etc. reacted 0.5~8 hour under 90~300 ℃ of temperature of normal pressure, obtain the mixing acid amides of different HLB values (3~18) and different amine value (10~300mg KOH/g), they are optionally as clean-out system, rust-preventive agent, lubricating oil and fuel oil (comprise gasoline, synthetic gasoline, diesel oil, heavy oil, residual oil) wear-resistant, energy-conservation, dirty environment protection additive falls, the boiler foam preventer, sterilant, asphalt emulsifier, assistant for drilling petroleum well, beneficiation reagent, senior clock and watch, equipment antirust, slip additive, plastics, rubber accelerator etc.
The invention has the advantages that: utilize different chain length (C 3~C 30) the single and mixed fatty acid of different structure (straight chain, side chain, cyclisation) different saturation (saturated and unsaturated) different sources (natural and synthetic) mixes with naphthenic acid, adopt different kinds and proportioning to react with amine again, obtain the mixing acid amides of different HLB values (3~18) and amine value (10~300mg KOH/g), they have different amphipathic properties and surfactivity, can be selectively used for above-mentioned many fields according to different needs, thereby provide a series of new kinds for the function surface promoting agent.
Embodiment: embodiment 1: take by weighing caproic acid 696kg, naphthenic acid 720kg, join in 2000 liters of enamel or the stainless reactor, stir, add Monoethanolamine MEA BASF 732kg again, constantly stir, open oil bath electrically heated and reflux condensation mode system and be warmed up to 150~180 ℃, reacted 2~6 hours, be cooled to below 60 ℃, promptly get caproic acid-naphthenic acid mixing alkylolamide.
Embodiment 2: take by weighing capric acid 86kg, naphthenic acid 498kg, join in 1000 liters of stainless steel cauldrons, open stirring, electrically heated and reflux condensation mode system, add diethanolamine 208kg, be warming up to 170~280 ℃, constantly stir, keep reaction 2~8 hours, stop heating and stir, be cooled to room temperature and get product.
Embodiment 3: take by weighing the synthetic mixed fatty acid 411kg of C6~C9, naphthenic acid 648kg, join in 2000 liters of enamel reaction stills, open electrically heated, reflux condensation mode system and stirring, add the 728kg Triethylenetetramine (TETA) again, heat up and kept about 260 ℃ 1~3 hour, stop heating and stir cooling, finished product.
Embodiment 4: take by weighing the natural mixed fatty acid 268.5kg of C7~C21, naphthenic acid 114kg joins in 1000 liters of enamel reaction stills, open oil bath electrically heated, reflux condensation mode system and stirring, add 1.2 1 propylene diamine 140kg again, heat up and keep 90~160 ℃ 1~4 hour, stopped reaction, cooling, finished product.

Claims (4)

1. a manufacturing process of mixing acid amides is characterized in that: use C 3~C 30Lipid acid and naphthenic acid are pressed mass ratio 1~99: 99~1 mixed, the organic amine with 0.1~10 mole of multiple amount reacted 0.5~8 hour under normal pressure and 90~300 ℃ of temperature again, obtained series and mixed acid amides.
2. according to the described mixing acid amides of claim 1, used C 3~C 30Lipid acid comprises that single and blended is saturated, unsaturated, straight chain, side chain and cyclisation is natural and synthetic fatty acid, preferred C 6~C 22Natural and synthetic fatty acid.
3. according to the manufacturing process of the described mixing acid amides of claim 1, used naphthenic acid comprises the thick acid of refining and the smart acid of various content from oil, and their acid number can be 70~350mg KOH/g.
4. according to the manufacturing process of the described mixing acid amides of claim 1, used amine comprises: Monoethanolamine MEA BASF, diethanolamine, quadrol, 1.2 1 propylene diamine, diethylenetriamine, Triethylenetetramine (TETA), polyethylene polyamine, ammonia.
CN03118006.XA 2003-01-06 2003-01-06 Process for preparing mixed amide Expired - Fee Related CN1303060C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN03118006.XA CN1303060C (en) 2003-01-06 2003-01-06 Process for preparing mixed amide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN03118006.XA CN1303060C (en) 2003-01-06 2003-01-06 Process for preparing mixed amide

Publications (2)

Publication Number Publication Date
CN1515546A true CN1515546A (en) 2004-07-28
CN1303060C CN1303060C (en) 2007-03-07

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101328443B (en) * 2007-06-20 2011-09-07 中国石油天然气股份有限公司 Gas pipeline drag reduction composition and preparation method thereof
CN103709764A (en) * 2013-11-01 2014-04-09 西安近代化学研究所 Method using high boiling point by-products in ethylenediamine production for preparation of asphalt emulsifier
CN106244126A (en) * 2016-07-03 2016-12-21 青岛大学 A kind of method preparing heavy crude thinner for raw material with aphthenic acids

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101328443B (en) * 2007-06-20 2011-09-07 中国石油天然气股份有限公司 Gas pipeline drag reduction composition and preparation method thereof
CN103709764A (en) * 2013-11-01 2014-04-09 西安近代化学研究所 Method using high boiling point by-products in ethylenediamine production for preparation of asphalt emulsifier
CN103709764B (en) * 2013-11-01 2015-12-09 西安近代化学研究所 The high boiling point by-products produced method preparing asphalt emulsifier in utilizing ethyleneamines to produce
CN106244126A (en) * 2016-07-03 2016-12-21 青岛大学 A kind of method preparing heavy crude thinner for raw material with aphthenic acids
CN106244126B (en) * 2016-07-03 2019-01-25 青岛大学 A method of heavy crude thinner is prepared by raw material of aphthenic acids

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Granted publication date: 20070307

Termination date: 20130106