CN102199467A - Preparation method of Alpha-donamide aqueous antirust lubricant - Google Patents
Preparation method of Alpha-donamide aqueous antirust lubricant Download PDFInfo
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- CN102199467A CN102199467A CN2011100948034A CN201110094803A CN102199467A CN 102199467 A CN102199467 A CN 102199467A CN 2011100948034 A CN2011100948034 A CN 2011100948034A CN 201110094803 A CN201110094803 A CN 201110094803A CN 102199467 A CN102199467 A CN 102199467A
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Abstract
The invention relates to the technical field of organic chemical synthesis, in particular to a preparation method of Alpha-donamide aqueous antirust lubricant. The preparation method is low in cost and simple and convenient to synthesize; and the synthetic has favorable lubricating, cleaning and antirust performances. The preparation method of the Alpha-donamide aqueous antirust lubricant comprises the following steps of: 1, embedding a water-soluble carboxyl group between an alkyl group and a carboxyl group of the Alpha-donamide; 2, carrying out an amidation reaction on a polycarboxyl compound and introducing water-soluble carboxyl, wherein the step 2 specifically comprises the following steps of: (1) heating the Alpha-donamide and maleic anhydride according to the mole ratio of 1: 1 at 160-190 DEG C and reacting for 4-6h under the action of an acid catalyst, and embedding the water-soluble carboxyl group between the alkyl group and the carboxyl group of the Alpha-donamide to generate the polycarboxyl compound; and (2) heating the polycarboxyl compound and hydroxyalkyl amine according to the mole ratio of 1: 3 at 130-160 DEG C and reacting for 4-6h under the action of an inorganic base catalyst to generate the Alpha-donamide aqueous antirust lubricant compound.
Description
Technical field
The present invention relates to the organic chemistry synthesis technical field, refer to a kind of preparation method of α-Xi Suan acid amide type waterborne anti-rust lubricant especially.
Background technology
Metallic corrosion is got rusty and is brought about great losses to social economy; therefore it is antirust significant with protection; nowadays; along with developing rapidly of mechanical industry, particularly at a high speed, powerful, accurate mechanical workout demand, more and more higher to the requirement of cutting fluid; the waterborne anti-rust lubricant also just there have been requirements at the higher level; along with the development of society, the continuous reinforcement of people's ecotope consciousness has also just further had environmental requirement to cutting fluid to the waterborne anti-rust lubricant.
Mostly practical rust-inhibiting lubricant is the compound that is made of the active group molecule that contains atom that lone-pair electron easily are provided or unsaturated link(age); these contain the molecule of active group; be adsorbed on the metallic surface and form layer protecting film; slowed down the diffusion of cathodic reaction and metallic cation; and then hinder corrosive medium to corrosion of metal, and amide type compound has certain surfactant properties again.
Summary of the invention
The preparation method of a kind of α-Xi Suan acid amide type of the present invention waterborne anti-rust lubricant, it is low, synthetic easy to have cost, and synthetics has good lubricated, cleaning and rustless property, and described α-Xi Suan is the compound with formula (I),
Described α-Xi Suan acid amide type waterborne anti-rust lubricant is the multiamide compound with formula (II),
Wherein, R
1Or H or carbon number be a kind of in 1~14 alkyl and the thiazolinyl, R
2Or H or carbon number be a kind of in 1~4 alkyl, aryl and the thiazolinyl, R
3Or H or carbon number be 2~4 hydroxyalkyl, R
4Or H or carbon number are 2~4 hydroxyalkyl.
To achieve these goals, technical solution of the present invention is: the first step embeds water-soluble carboxyl group between the alkyl group of α-Xi Suan and carboxyl, and the amidate action of the second step multi-carboxy compound is also introduced water soluble hydroxy, specifically comprises following steps:
1). α-Xi Suan (I) with wait the mole cis-butenedioic anhydride under the acid catalyst effect, in 160 ℃~190 ℃ reacting by heating 4~6h, between the alkyl group of α-Xi Suan and carboxyl, embed water-soluble carboxyl group, generate multi-carboxy compound (III), its chemical reaction is:
Further be, in described α olefin(e) acid (I) and the multi-carboxy compound (III), R
1Or H or carbon number be a kind of in 1~14 alkyl and the thiazolinyl, R
2Or H or carbon number are a kind of in 1~4 alkyl, aryl and the thiazolinyl; It is 0.2%~0.8% of α-Xi Suan quality that described acid catalyst adopts one or more its consumptions in tosic acid, boric acid, polyphosphoric acid and the solid super-strong acid.
2). multi-carboxy compound (III) and three times of mole hydroxyalkyl amine are under the inorganic base catalyst effect, and reacting by heating 4~6h under 130 ℃~160 ℃ temperature generates α olefin(e) acid acid amide type waterborne anti-rust lubricant compound (II), and its main chemical reactions is:
Further be, in described hydroxyalkyl amine and the compound (II), R
3Or H or carbon number be 2~4 hydroxyalkyl, R
4Or H or carbon number are 2~4 hydroxyalkyl; Described inorganic base catalyst adopts one or more in sodium hydroxide, yellow soda ash, salt of wormwood and the potassium hydroxide, and its consumption is 1%~3% of a hydroxyalkyl amine quality.
Embodiment,
Embodiment 1
In reactor, add 21.5kg Ba Dousuan (trans alpha-butylene acid); be heated to about 130 ℃; fully logical nitrogen protection under the agitation condition; add 24.5kg cis-butenedioic anhydride and 0.15kg tosic acid again; continue to heat to about 170 ℃; insulation reaction 4h; reaction mixture in the reactor is cooled to 130 ℃; add 2 ' of 100kg-dihydroxyl dipropyl amine in batches; again behind 0.4kg sodium hydroxide of Jia Ruing and the 0.8kg yellow soda ash, in 140 ℃ of insulation reaction 5h, drain the steam that overflows after; be cooled to below 80 ℃, get final product product.
Embodiment 2
In reactor, add 108kg cis 11 carbon-α-Xi Suan (10-suitable-undecylenic acid); be heated to about 150 ℃; fully logical nitrogen protection under the agitation condition; add 48kg cis-butenedioic anhydride, 0.2kg tosic acid and 0.15kg tripolyphosphate again; continue to heat to about 180 ℃; insulation reaction 5h; after reaction mixture in the reactor is cooled to 150 ℃; add 152kg double hydroxyethyl amine in batches; after adding 1.7kg sodium hydroxide again, in 150 ℃ of insulation reaction 5h, drain the steam that overflows after; be cooled to below 80 ℃, get final product product.
Embodiment 3
In reactor, add 117kg cis 13 carbon-α-Xi Suan (12-suitable-tridecylenic acid); be heated to about 150 ℃; fully logical nitrogen protection under the agitation condition; add 54kg cis-butenedioic anhydride, 0.3kg solid super-strong acid and 0.1kg boric acid again; continue to heat to about 180 ℃; insulation reaction 5h; after reaction mixture in the reactor is cooled to 150 ℃; the 2-ethylol amine that adds 102kg; after adding 1.8kg potassium hydroxide again, in 160 ℃ of insulation reaction 5h, drain the steam that overflows after; be cooled to below 80 ℃, get final product product.
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 technology of the present invention; 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 (4)
1. the preparation method of a α-Xi Suan acid amide type waterborne anti-rust lubricant is characterized in that, this α-Xi Suan acid amide type waterborne anti-rust lubricant is the multiamide compound with formula,
Wherein, R
1Or H or carbon number be a kind of in 1~14 alkyl and the thiazolinyl, R
2Or H or carbon number be 1~4 alkyl~and thiazolinyl in a kind of, R
3Or H or carbon number be 2~4 hydroxyalkyl, R
4Or H or carbon number are 2~4 hydroxyalkyl.
2. the preparation method of a kind of α-Xi Suan acid amide type waterborne anti-rust lubricant according to claim 1, it is characterized in that, technical solution of the present invention is: the first step embeds water-soluble carboxyl group between the alkyl group of α-Xi Suan and carboxyl, the amidate action of the second step multi-carboxy compound is also introduced water soluble hydroxy, specifically comprises following steps:
1), α-Xi Suan and etc. the mole cis-butenedioic anhydride under the acid catalyst effect, in 160 ℃~190 ℃ reacting by heating 4~6h, between the alkyl group of α-Xi Suan and carboxyl, embed water-soluble carboxyl group, generate multi-carboxy compound;
2), multi-carboxy compound and three times of mole hydroxyalkyl amine under the inorganic base catalyst effect, reacting by heating 4~6h under 130 ℃~160 ℃ temperature generates α-Xi Suan acid amide type waterborne anti-rust lubricant compound.
3. acid catalyst according to claim 2 is characterized in that, this catalyzer adopts one or more in tosic acid, boric acid, polyphosphoric acid and the solid super-strong acid, and its consumption is 0.2%~0.8% of a α olefin(e) acid quality.
4. inorganic base catalyst according to claim 2 is characterized in that, this catalyzer adopts one or more in sodium hydroxide, yellow soda ash, salt of wormwood and the potassium hydroxide, and its consumption is 1%~3% of a hydroxyalkyl amine quality.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102633665A (en) * | 2012-04-14 | 2012-08-15 | 修建东 | Preparation method of hydroxyalkyl amide type hard water softening agent |
CN104672095A (en) * | 2013-11-26 | 2015-06-03 | 修建东 | A bis(polyhydroxyethyl ethylenediamine) dodecanedioic acid ester compound and a preparing method thereof |
CN109134278A (en) * | 2018-11-07 | 2019-01-04 | 南京科技职业学院 | The preparation method of polyhydric alcohol amine |
-
2011
- 2011-04-06 CN CN2011100948034A patent/CN102199467A/en active Pending
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102633665A (en) * | 2012-04-14 | 2012-08-15 | 修建东 | Preparation method of hydroxyalkyl amide type hard water softening agent |
CN104672095A (en) * | 2013-11-26 | 2015-06-03 | 修建东 | A bis(polyhydroxyethyl ethylenediamine) dodecanedioic acid ester compound and a preparing method thereof |
CN104672095B (en) * | 2013-11-26 | 2018-01-16 | 烟台恒鑫化工科技有限公司 | A kind of acid esters multi-hydroxy ethyl ethylene diamine compound of n-dodecane two and preparation method thereof |
CN109134278A (en) * | 2018-11-07 | 2019-01-04 | 南京科技职业学院 | The preparation method of polyhydric alcohol amine |
CN109134278B (en) * | 2018-11-07 | 2021-01-12 | 南京科技职业学院 | Preparation method of polyalcohol amine |
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Application publication date: 20110928 |