CN102643243A - Synthesis of triazine adipic acid diamide - Google Patents
Synthesis of triazine adipic acid diamide Download PDFInfo
- Publication number
- CN102643243A CN102643243A CN2012101084255A CN201210108425A CN102643243A CN 102643243 A CN102643243 A CN 102643243A CN 2012101084255 A CN2012101084255 A CN 2012101084255A CN 201210108425 A CN201210108425 A CN 201210108425A CN 102643243 A CN102643243 A CN 102643243A
- Authority
- CN
- China
- Prior art keywords
- triazine
- hexanodioic acid
- under
- react
- acid diamide
- 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.)
- Pending
Links
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention relates to synthesis of triazine adipic acid diamide. The synthesis is characterized in that the manufacturing cost is low; sources of raw materials are sufficient; triazine amide hexanoic acid is generated by substitution and condensation reaction among functional groups, namely reaction of melamine and adipic acid; the triazine amide hexanoic acid is reacted with alkanol amine to generate a triazine adipic acid diamide compound; and the compound has high rust resistance and hard water resistance, and particularly has excellent rust resistance to metals such as steel and cast iron.
Description
The present invention relates to the organic chemistry synthesis technical field, refer to the synthetic of a kind of triazine hexanodioic acid diamide especially.
?
Background technology
Development along with mechanical industry; The range of application of rust-inhibiting additive particularly to using the widest cutting fluid in the rust-inhibiting additive, requires increasingly high in continuous expansion; Mostly practical rust-inhibiting additive is by containing the organic cpds of reactive group that N, O, S, P etc. are prone to provide atom or the unsaturated link(age) of lone-pair electron; The size of its corrosion inhibition depends primarily on molecular structure, and molecular adsorption is played keying action in the metallic surface.
Trimeric cyanamide is a kind of Organic Chemicals sufficient, cheap, that have stable triazine chemical structure of originating; Utilize its amino active stronger characteristic; Wait reaction through functional group's displacement; Synthesize a kind of novel triazine hexanodioic acid diamide rust-inhibiting additive, do not see the data and the report of this aspect so far.
Summary of the invention
Synthesizing of a kind of triazine hexanodioic acid of the present invention diamide; It is characterized in that; Has cheap, sufficient raw; Synthesize through replacement between functional group and condensation reaction, and synthetics has good antirust and anti-performance of hard water, especially metals such as iron and steel, cast iron are had excellent rustless property.
To achieve these goals, technical solution of the present invention is: trimeric cyanamide and hexanodioic acid reaction, and the three carboxamide dihydrochloride caproic acids that its reaction generates react with alkanolamine again, generate triazine hexanodioic acid diamide compound, specifically comprise following steps:
1). trimeric cyanamide (I) and hexanodioic acid are suspended in the organic solvent, under the alkaline catalysts effect, under 110 ℃～160 ℃ temperature, react 3～4h; 80 ℃ of underpressure distillation; Remove organic solvent and unreacted reactant, isolate three carboxamide dihydrochloride caproic acid compounds (II), its main chemical reactions is:
Further be that described alkaline catalysts is one or more in sodium hydroxide, Pottasium Hydroxide, yellow soda ash and the salt of wormwood.
Described organic solvent is benzene,toluene,xylene, methyl chloride or chloric ethane, and its consumption is 1～5 times of hexanodioic acid consumption.
The mol ratio of described trimeric cyanamide and hexanodioic acid is 1 : 3～3.5.
2). three carboxamide dihydrochloride caproic acids, react with alkanolamine, under the alkaline catalysts effect again; Under 150 ℃～170 ℃ temperature, react 5～6h, slowly be cooled to 70 ℃, continue to stir 2～3 h; Generate triazine hexanodioic acid diamide compound (III), its main chemical reactions is:
Further be the R in the described alkanolamine chemical formula
1Be that H or carbonatoms are 2～4 hydroxyalkyl, R
2Be that carbonatoms is 2～4 hydroxyalkyl.
Described alkaline catalysts is one or more in sodium hydroxide, Pottasium Hydroxide, yellow soda ash and the salt of wormwood, and its consumption is 2%～8% of a hexanodioic acid consumption.
The mol ratio of described three carboxamide dihydrochloride caproic acid compounds and alkanolamine is 1 : 3～4.
Embodiment
Embodiment 1
In the four-hole bottle that whipping appts, reflux condensate device and TM are housed; Add 350 gram toluene, the 40 gram trimeric cyanamides and 150 fully the mix diacid of restraining oneself; Under 6 gram sodium carbonate catalyst effects, behind reaction 4h under 130 ℃～150 ℃ temperature, 80 ℃ of underpressure distillation; Remove organic solvent and unreacted reactant, isolate three carboxamide dihydrochloride caproic acid compounds; Three carboxamide dihydrochloride caproic acids react with 150 gram HSDB 338s again, under 3 gram sodium carbonate catalyst effects, under 160 ℃～170 ℃ temperature, react 5h, slowly are cooled to 70 ℃, continue to stir 2～3 h, make triazine hexanodioic acid diamide compound.
Embodiment 2
In the four-hole bottle that whipping appts, reflux condensate device and TM are housed; Add 300 gram benzene, the 55 gram trimeric cyanamides and 200 fully the mix diacid of restraining oneself; Under 8 gram salt of wormwood catalyst actions, behind 120 ℃～130 ℃ temperature refluxed reaction 3h, 80 ℃ of underpressure distillation; Remove organic solvent and unreacted reactant, isolate three carboxamide dihydrochloride caproic acid compounds; Three carboxamide dihydrochloride caproic acids react with 160 gram diethylolamine again, under 5 gram salt of wormwood catalyst actions, under 150 ℃～160 ℃ temperature, react 6h, slowly are cooled to 70 ℃, continue to stir 2～3 h, make triazine hexanodioic acid diamide compound.
The above; Embodiment only is that preferred implementation of the present invention is described; Be not that scope of the present invention is limited; Under the prerequisite of the spirit that does not break away from the present invention's technology, various distortion and improvement that this area engineering technical personnel make technical scheme of the present invention all should fall in the definite protection domain of claims of the present invention.
Claims (2)
1. a kind of triazine hexanodioic acid of the present invention diamide is synthetic, it is characterized in that: trimeric cyanamide and hexanodioic acid reaction, and the three carboxamide dihydrochloride caproic acids that its reaction generates react with alkanolamine again, generate triazine hexanodioic acid diamide compound, specifically comprise following steps:
1), trimeric cyanamide and hexanodioic acid be suspended in the organic solvent, under the alkaline catalysts effect, under 110 ℃～160 ℃ temperature, reacts 3～4h, organic solvent and unreacted reactant are removed in 80 ℃ of underpressure distillation, isolate three carboxamide dihydrochloride caproic acid compounds;
2), three carboxamide dihydrochloride caproic acids, react with alkanolamine again, under the alkaline catalysts effect, under 150 ℃～170 ℃ temperature, react 5～6h, slowly be cooled to 70 ℃, continue to stir 2～3 h, generate triazine hexanodioic acid diamide compound.
2. synthesizing of a kind of triazine hexanodioic acid diamide according to claim 1, it is characterized in that: described alkaline catalysts is one or more in sodium hydroxide, Pottasium Hydroxide, yellow soda ash and the salt of wormwood, and its consumption is 2%～8% of a hexanodioic acid consumption.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101084255A CN102643243A (en) | 2012-04-14 | 2012-04-14 | Synthesis of triazine adipic acid diamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101084255A CN102643243A (en) | 2012-04-14 | 2012-04-14 | Synthesis of triazine adipic acid diamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102643243A true CN102643243A (en) | 2012-08-22 |
Family
ID=46656353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012101084255A Pending CN102643243A (en) | 2012-04-14 | 2012-04-14 | Synthesis of triazine adipic acid diamide |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102643243A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104649989A (en) * | 2013-11-25 | 2015-05-27 | 刘现梅 | Tri(aspartic acid amido)-s-triazine and preparation method thereof |
| CN104649990A (en) * | 2013-11-26 | 2015-05-27 | 修建东 | Triazinyl triamine ethanol glutarate and preparation method thereof |
| CN104649988A (en) * | 2013-11-26 | 2015-05-27 | 刘现梅 | Tris(mercaptosuccinic acid amide)-s-triazine and preparation method thereof |
| CN104610735B (en) * | 2015-01-29 | 2016-08-10 | 北京科方创业科技企业孵化器有限公司 | A kind of preparation method of intumescent non-reinforcing halogen-free flame-retardant nylon 6 |
-
2012
- 2012-04-14 CN CN2012101084255A patent/CN102643243A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104649989A (en) * | 2013-11-25 | 2015-05-27 | 刘现梅 | Tri(aspartic acid amido)-s-triazine and preparation method thereof |
| CN104649990A (en) * | 2013-11-26 | 2015-05-27 | 修建东 | Triazinyl triamine ethanol glutarate and preparation method thereof |
| CN104649988A (en) * | 2013-11-26 | 2015-05-27 | 刘现梅 | Tris(mercaptosuccinic acid amide)-s-triazine and preparation method thereof |
| CN104649990B (en) * | 2013-11-26 | 2018-01-16 | 烟台恒鑫化工科技有限公司 | A kind of triazine triamido glutaric acid alcohol amine salt and preparation method thereof |
| CN104610735B (en) * | 2015-01-29 | 2016-08-10 | 北京科方创业科技企业孵化器有限公司 | A kind of preparation method of intumescent non-reinforcing halogen-free flame-retardant nylon 6 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102643243A (en) | Synthesis of triazine adipic acid diamide | |
| JP2008120825A5 (en) | ||
| ES2590146T3 (en) | Alkoxylated polyalkylene polyamines | |
| CN102250029B (en) | Preparation method of triazine hydroxyethyl ethylenediamine polycarboxylic acid | |
| CN102250027B (en) | A kind of preparation method of 2,4,6-tri-(caproyl aminomethyl sulfo)-s-triazine | |
| WO2015019777A1 (en) | Benzoguanamine compound having aminomethyl group or salt thereof, and method for producing same | |
| CN102219799B (en) | A kind of preparation method of organic boric acid ester containing azacycle | |
| US20100063316A1 (en) | Reactive phosphonates | |
| CN102503855A (en) | Synthetic method of 4-cyanobiphenyl | |
| CN105439871B (en) | A kind of preparation method of aminobiphenyl compounds | |
| CN103951579A (en) | Synthetic method of n-dodecanoyl di(ammonium aspartate) | |
| CN102633737A (en) | Synthesis of triazine amide organic acid | |
| CN102633665B (en) | A kind of preparation method of hydroxyalkyl amide type water softening agent | |
| CN102199467A (en) | Preparation method of Alpha-donamide aqueous antirust lubricant | |
| CN101701003B (en) | Diclofenac sodium synthetic method | |
| CN104649990B (en) | A kind of triazine triamido glutaric acid alcohol amine salt and preparation method thereof | |
| CN101475493B (en) | Preparation method of organic cation-anion pair | |
| CN104649988A (en) | Tris(mercaptosuccinic acid amide)-s-triazine and preparation method thereof | |
| CN102643242A (en) | Synthesis of nitrogen heterocyclic ring amino pentanoic acid | |
| CN103965072B (en) | A kind of synthetic method of sebacoyl glutamic acid | |
| CN102659701A (en) | Synthesis of azacyclo-containing aminohexanoic acid | |
| CN103951581B (en) | A kind of synthesis of positive 11 carbon diacyl two aspartic acids-bis--glycol ether amine salt | |
| CN104530478B (en) | A kind of modified melamine cyanurate fire retardant and preparation method thereof | |
| WO2018181001A1 (en) | Phenyl imidazoline compound having aminomethyl group or salt thereof, or phenyl tetrahydropyrimidine compound having aminomethyl group or salt thereof, and production method of said compounds or salts thereof | |
| HUP0200187A2 (en) | A process for the preparation of 1,4,7,10-tetraazacyclododecane |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20120822 |