CN102311338A - Method for high-efficiency synthesis of ethylene glycol mono stearate - Google Patents
Method for high-efficiency synthesis of ethylene glycol mono stearate Download PDFInfo
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Abstract
The invention discloses a method for high-efficiency synthesis of ethylene glycol mono stearate, comprising the following steps: (1) weighing and adding quantitative aliphatic acid, glycol, catalyst in a reactor; (2) heating the reactor, setting the initial heating temperature of 190 DEG C, and keeping warm for reaction for a certain time at the temperature of more than 190 DEG C; and (3) when the acid value of the sample is below 3 mg KOH/g, stopping the reaction, and filtering. Ethylene glycol mono stearate can be efficiently synthetized with the method of the present invention at constant pressure without solvent for shorter time, and the acid value minimum can be reached below 1.0. The invention has the advantages of simple and high efficiency process, convenient and feasible operation, safety, and environmental protection, and has good application value.
Description
Technical field
The present invention relates to a kind of method of efficient Synthesis of Glycol Stearic Acid Ester.
Background technology
Ethylene glycol stearate is a kind of nonionogenic tenside; Be the up-and-coming youngster of progressively commercial tensio-active agent kind; It not only has surfactivity height, characteristics such as nontoxic, non-stimulated, safe in utilization; Owing to its low foaming and high emulsibility, use always and do emulsifying agent, dispersion agent, solubilizing agent, lubricant, softening agent, skimmer, static inhibitor, pearling agent etc. again.In daily-use chemical industry, metal, fiber process and various emulsion class makeup, washing composition, drug manufacture, be used widely.
Present production technique both domestic and external is that raw material is produced ethylene glycol stearate with the sulphuric acid catalysis esterification process with Triple Pressed Stearic Acid or lipid acid and terepthaloyl moietie mostly.This method product color is easily dark partially, and equipment corrosion is serious, and the aftertreatment complicacy produces a large amount of waste liquor contamination environment simultaneously, thereby seeks new synthetic technology and receive publicity day by day and pay attention to.In recent years, along with to the ethylene glycol stearate progress of research, many new synthesis techniques and new catalyst have appearred; Such as, there is the tosic acid of employing to make catalyzer, toluene is made the band aqua; Reaction times 50min, resulting ethylene glycol monostearate yield can reach 96.34%; The agent of the tripolite loading of employing Catalyzed by p-Toluenesulfonic Acid is arranged, and toluene is made the band aqua, reaction times 150min, and the transformation efficiency of acid is 97.82%; It is carrier that the D72 of employing Zeo-karb is arranged, and immobilized silicotungstic acid is prepared into solid super-strong acid, and in order to the catalytically synthesizing glycol stearate, hexanaphthene is made the band aqua, and in 4.5 hours reaction times, the transformation efficiency of acid reaches more than 94%; It is catalyzer that the Sulphanilic Acid of employing is arranged, and the reaction times is 3 h, and the ester yield reaches 92. 6%; The agent of the silica gel load of employing Catalyzed by p-Toluenesulfonic Acid is arranged; Reaction times 3h, with this understanding, the Triple Pressed Stearic Acid transformation efficiency is up to 95%...... or the like; These methods respectively have the characteristics of himself; Their exploitation makes the ethylene glycol stearate synthetic technology obtain significant progress, lets this technology more trends towards simply, efficient, environmental protection.But also there is weak point in above-mentioned synthetic technology, and the reaction times is oversize, and the colourity of product is had influence in various degree; In addition, adopt organic solvents such as toluene, hexanaphthene to make the band aqua, environment is had disadvantageous effect, have certain environmental pollution and cost recovery problem.
Summary of the invention
Technical advance of the present invention is to provide a kind of not to be had band aqua, efficient building-up reactions of short period of time and prepares the method for glycol fatty acid ester, and to avoid the weak point of above-mentioned technology, more environmental protection is safer more efficient to make its building-up process.
For addressing the above problem, the present invention adopts following technical scheme:
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, at insulation reaction certain hour more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Described lipid acid is straight or branched lipid acid, includes but not limited to Triple Pressed Stearic Acid, LAURIC ACID 99 MIN, palmitinic acid, eicosanoic acid, mountain Yu acid etc.
Preferably, described lipid acid is Triple Pressed Stearic Acid.
Preferably, described Triple Pressed Stearic Acid comprises technical grade Triple Pressed Stearic Acid and/or AG Triple Pressed Stearic Acid;
Preferably, described terepthaloyl moietie comprises technical grade terepthaloyl moietie and/or AG terepthaloyl moietie;
Preferably, the described catalyzer of step (1) is a solid acid catalyst, and its carrier is granularity≤100 purpose silica gel;
Preferably, the described catalyst levels of step (1) is: 0.1～1.0% (in fatty acid wt);
Preferably, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.0～1.5;
Preferably, the insulation reaction time described in the step (2) is 10 ~ 60 minutes;
Preferably, the reacting by heating temperature of charge described in the step (2) is at 190～260 ℃;
Preferably, the acid number described in the step (3) adopts the GB/T9104-2008 standard test;
Minimum PH≤1 that reaches of the acid number of described product, its sour transformation efficiency can reach more than 99%.
The present invention is when adopting above-mentioned parameter; Have multiple different combinations; Those skilled in the art can be combined into row filter to these according to above-mentioned steps and parameter, prepare described product and all can solve the technical problem that the present invention confirms, reach the corresponding techniques effect.
According to above-mentioned parameter and technology, preparation method of the present invention can be, but be not limited to following steps:
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.0～1.5,0.1～1.0% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, in insulation reaction more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 190～260 ℃ of insulation reaction 10 ~ 60 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.0～1.5: 0.1～1.0% (in fatty acid wt) catalyzer adds in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 190～260 ℃ of insulation reaction 10 ~ 60 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Preferred, the described catalyst levels of step (1) is: 0.3～0.8% (in fatty acid wt), and/or;
Preferred, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.2～1.4, and/or;
Preferred, the insulation reaction time described in the step (2) is 20 ~ 50 minutes, and/or;
Preferred, the reacting by heating temperature of charge described in the step (2) is at 190～255 ℃.
The sour transformation efficiency of product can reach more than 99%.
Catalyst consumption can be following arbitrary scope (in fatty acid wt): 0.31～0.79%; 0.32～0.78%; 0.33～0.77%; 0.34～0.76%; 0.35～0.74%; 0.36～0.73%; 0.37～0.72%; 0.38～0.71%.
Lipid acid and terepthaloyl moietie can be following arbitrary scopes according to mol ratio: 1:1.21～1.39; 1:1.22～1.38; 1:1.23～1.37; 1:1.24～1.36.
Insulation reaction time and temperature can be following arbitrary scopes: 191 ~ 254 ℃, and 21 ~ 49 minutes; 193 ~ 253 ℃, 22 ~ 48 minutes; 195 ~ 252 ℃, 23 ~ 47 minutes; 200 ~ 252 ℃, 25 ~ 45 minutes; 205 ~ 250 ℃, 26 ~ 45 minutes; 209 ~ 246 ℃, 29 ~ 46 minutes.
The contriver all can solve the technical problem that the present invention confirms according to arbitrary combination of above-mentioned processing parameter, reaches the corresponding techniques effect.
According to above-mentioned parameter and technology, preparation method of the present invention can be, but be not limited to following steps:
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.2～1.4,0.3～0.8% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, in insulation reaction more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 190～255 ℃ of insulation reaction 20 ~ 50 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.2～1.4,0.3～0.8% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 190～255 ℃ of insulation reaction 20 ~ 50 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Further preferred, the described catalyst levels of step (1) is: 0.4～0.7% (in fatty acid wt), and/or;
Further preferred, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.25～1.35, and/or;
Further preferred, the insulation reaction time described in the step (2) is 30 ~ 40 minutes, and/or;
Further preferred, the reacting by heating temperature of charge described in the step (2) is at 210～245 ℃.
The sour transformation efficiency of product can reach more than 99%.
Catalyst levels can be following arbitrary scope (in fatty acid wt): 0.41～0.69%; 0.42～0.68%; 0.43～0.66%; 0.44～0.65%; 0.45～0.63%; 0.45～0.61%; 0.46～0.60%; 0.46～0.59%; 0.46～0.58%; 0.46～0.56%; 0.46～0.55%; 0.46～0.54%; 0.47～0.53%; 0.48～0.52%; 0.49～0.51%.
Lipid acid and terepthaloyl moietie can be following arbitrary scopes according to mol ratio: 1:1.26～1.34; 1:1.27～1.33; 1:1.28～1.32; 1:1.29～1.31.
Insulation reaction time and temperature can be following arbitrary scopes: 211～245 ℃, and 31 ~ 39 minutes; 213～244 ℃, 32 ~ 38 minutes; 215～243 ℃, 33 ~ 37 minutes; 218～242 ℃, 34 ~ 36 minutes; 220～242 ℃, 31 ~ 40 minutes; 220～240 ℃, 34 ~ 40 minutes.
The contriver all can solve the technical problem that the present invention confirms according to arbitrary combination of above-mentioned processing parameter, reaches the corresponding techniques effect.
According to above-mentioned parameter and technology, preparation method of the present invention can be, but be not limited to following steps:
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.25～1.35,0.4～0.7% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, in insulation reaction more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 210～245 ℃ of insulation reaction 30 ~ 40 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.25～1.35,0.4～0.7% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 210～245 ℃ of insulation reaction 30 ~ 40 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Further preferred, the described catalyst levels of step (1) is: 0.5% (in fatty acid wt), and/or;
Further preferred, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.30, and/or;
Further preferred, the insulation reaction time described in the step (2) is 35 minutes, and/or;
Further preferred, the reacting by heating temperature of charge described in the step (2) is at 220～240 ℃.
The sour transformation efficiency of product can reach more than 99%.
Temperature can be following arbitrary scope: 221～239 ℃; 223～238 ℃; 224～236 ℃; 225～235 ℃; 227～234 ℃; 229～233 ℃; 230～232 ℃.
The contriver all can solve the technical problem that the present invention confirms according to arbitrary combination of above-mentioned processing parameter, reaches the corresponding techniques effect.
According to above-mentioned parameter and technology, preparation method of the present invention can be, but be not limited to following steps:
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.30,0.5% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, in insulation reaction more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 220～240 ℃ of insulation reaction 35 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
The sour transformation efficiency of product can reach more than 99%.
Or;
(1) take by weighing quantitative technical grade lipid acid and/or AG lipid acid, technical grade terepthaloyl moietie and/or AG terepthaloyl moietie, mol ratio 1:1.30,0.5% (in fatty acid wt) catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature was 190 ℃, 220～240 ℃ of insulation reaction 35 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The sour transformation efficiency of product can reach more than 99%.
The sour transformation efficiency method of calculation of product are:
Get the product sample, scales/electronic balance weighing according to its acid number of GB/T9104-2008 standard test (mgKOH/g), is calculated as follows its transformation efficiency (Q) and is:
Heating means of the present invention are: the reacting by heating that is rapidly heated material makes its temperature at 190～260 ℃; Be advisable to be no more than 260 ℃, otherwise be prone to cause material product color burn;
Reaction times of the present invention is: the reaction times is unsuitable oversize, should be controlled in 10 ~ 60 minutes scopes, otherwise long-time pyroreaction is prone to make the product color burn;
Catalyzer of the present invention is a solid acid catalyst, and its carrier is granularity≤100 purpose silica gel; Solid acid catalyst described in the present invention is the solid acid catalyst buied from open market (thinking leading company available from Lu, Sichuan skyization (group) is limited).
The acid number of the resulting product of this compound method of employing of the present invention is minimum can be reached below 1, and its sour transformation efficiency can reach more than 99%.
The present invention compared with prior art has the following advantages and effect:
1, need not to add the band aqua, avoided problems such as toxicity that organic solvent brings, environmental pollution, cost recovery, simplified technological process, make more convenient operation feasible;
2, employing silica gel load high-performance solid acid catalyst shortens the reaction times greatly, and the sour transformation efficiency of monoesters is high, can synthesize to obtain high-quality glycol fatty acid monoesters;
3, need not to vacuumize or logical nitrogen pressure reaction, do not increase the peroxide value of product, do not have sulphur and heavy metal contamination, running cost is low, do not have refining consumption, safety environment protecting energy saving;
4, synthesis technique of the present invention is simple, and starting material are the common stable chemical materials on the market, no starting material problem in short supply;
5, technology provided by the present invention has broad application prospects.
Embodiment
The technician passes through experiment confirm; Adopt other lipid acid all can realize the object of the invention; But following examples only are example with the partial fatty acid to explain further details to the efficient synthetic technology of glycol fatty acid monoesters, and following examples are to explanation of the present invention and the present invention is not limited to following examples.
Instance 1
Take by weighing Triple Pressed Stearic Acid 142g, terepthaloyl moietie 31.1 g, catalyzer (available from Lu, Sichuan sky Group Co.,Ltd, down together) 1.4 g add in the reactor drum; Heat this reactor drum, 240 ℃ of insulation reaction 60 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.The average acid number 1.27 mgKOH/g products acid of product transformation efficiency 99.38 %.
Instance 2
Take by weighing Triple Pressed Stearic Acid 284g, terepthaloyl moietie 68.2 g, catalyzer 1.4 g add in the reactor drum; Heat this reactor drum, 220 ℃ of insulation reaction 60 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.The average acid number 1.18 mgKOH/g products acid of product transformation efficiency 99.42 %.
Instance 3
Take by weighing Triple Pressed Stearic Acid 284g, terepthaloyl moietie 68.2 g, catalyzer 1.4 g add in the reactor drum; Heat this reactor drum, 232 ℃ of insulation reaction 30 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.The average acid number 0.76 mgKOH/g product acid of product transformation efficiency 99.72 %.
Instance 4
Take by weighing Triple Pressed Stearic Acid 284g, terepthaloyl moietie 68.2 g, catalyzer 1.4 g add in the reactor drum; Heat this reactor drum, 242 ℃ of insulation reaction 10 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.Average acid number 1.18 mgKOH/g of product, product acid transformation efficiency 99.42 %.
Embodiment 5
Take by weighing quantitative Triple Pressed Stearic Acid and terepthaloyl moietie, mol ratio 1:1.2,0.5% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, 190 ℃ of insulation reaction 30 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.Average acid number 1.85 mgKOH/g of product, the sour transformation efficiency of product is 99.10%.
Embodiment 6
Take by weighing quantitative Triple Pressed Stearic Acid and terepthaloyl moietie, mol ratio 1:1.5,1.0% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, 230 ℃ of insulation reaction 20 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.Average acid number 1.49 mgKOH/g of product, the sour transformation efficiency of product is 99.28%.
Embodiment 7
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.20～1.40,0.8% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 200～255 ℃ of insulation reaction 50 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.58 mgKOH/g of product, the sour transformation efficiency of product is 99.23%.
Embodiment 8
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.2～1.4,0.6% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 210 ~ 250 ℃ of insulation reaction 50 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.89 mgKOH/g of product, the sour transformation efficiency of product is 99.11%.
Embodiment 9
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.35,0.4% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 210～250 ℃ of insulation reaction 60 minutes;
(3) when the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
Average acid number 2.05 mgKOH/g of product, sour transformation efficiency 99.00 % of product.
Embodiment 10
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.20,0.5% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, 220～245 ℃ of insulation reaction 40 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.65 mgKOH/g of product, sour transformation efficiency 99.20 % of product.
Embodiment 11
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.15,0.6% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 220～240 ℃ of insulation reaction 20 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.47 mgKOH/g of product, sour transformation efficiency 99.30 % of product.
Embodiment 12
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.11,0.5% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 230～232 ℃ of insulation reaction 30 minutes; When the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
Average acid number 1.25 mgKOH/g of product, sour transformation efficiency 99.39 % of product.
Embodiment 13
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.15,0.5% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 210～245 ℃ of insulation reaction 30 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.38 mgKOH/g of product, sour transformation efficiency 99.33 % of product.
Embodiment 14
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.10,0.5% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, insulation reaction more than 225～235 ℃ 10 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 2.85 mgKOH/g of product, sour transformation efficiency 99.12 % of product.
Embodiment 15
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.25,0.6% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 220～240 ℃ of insulation reaction 35 minutes; When the acid number of sample when 3mgKOH/g is following, stopped reaction filters, and promptly gets.
Average acid number 1.05 mgKOH/g of product, the sour transformation efficiency 99.28% of product.
Embodiment 16
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.35,0.7% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 210～245 ℃ of insulation reaction 30 ~ 40 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 0.85 mgKOH/g of product, sour transformation efficiency 99.59 % of product.
Embodiment 17
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.27～1.33,0.7% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 213～244 ℃ of insulation reaction 32 ~ 38 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 0.92 mgKOH/g of product, sour transformation efficiency 99.55 % of product.
Embodiment 18
Take by weighing quantitative LAURIC ACID 99 MIN, terepthaloyl moietie, mol ratio 1:1.28,0.7% (in LAURIC ACID 99 MIN weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 215 ℃ of insulation reaction 32 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.15 mgKOH/g of product, the sour transformation efficiency 99.58% of product.
Embodiment 19
Take by weighing quantitative palmitinic acid, terepthaloyl moietie, mol ratio 1:1.33,0.7% (in palmitinic acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 225 ℃ of insulation reaction 38 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.55 mgKOH/g of product, the sour transformation efficiency 99.28% of product.
Embodiment 20
Take by weighing quantitative eicosanoic acid, terepthaloyl moietie, mol ratio 1:1.30,0.7% (in eicosanoic acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 235 ℃ of insulation reaction 35 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 2.35 mgKOH/g of product, the sour transformation efficiency 99.09% of product.
Embodiment 21
Take by weighing quantitative mountain Yu acid, terepthaloyl moietie, mol ratio 1:1.27,0.7% (in mountain Yu acid weight) catalyzer adds in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 223 ℃ of insulation reaction 32 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The average acid number 2.95mgKOH/g of product, the sour transformation efficiency 99.21% of product.
Embodiment 22
Take by weighing quantitative Triple Pressed Stearic Acid, terepthaloyl moietie, mol ratio 1:1.27～1.33,0.7% (in Triple Pressed Stearic Acid weight) catalyzer add in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 220 ℃ of insulation reaction 32 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
Average acid number 1.68 mgKOH/g of product, the sour transformation efficiency 99.18% of product.
Embodiment 23
Take by weighing one of quantitative terepthaloyl moietie and LAURIC ACID 99 MIN, palmitinic acid, Triple Pressed Stearic Acid, eicosanoic acid, mountain Yu acid and terepthaloyl moietie and add according to mol ratio 1:1.0～1.5,0.1～1.0% catalyzer adds in the reactor drum; Heat this reactor drum, setting initial heating temperature was 190 ℃, 190～260 ℃ of insulation reaction 10 ~ 60 minutes; When the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
The average acid number of product≤3.0 mgKOH/g, sour transformation efficiency>=99.0% of product.
Claims (27)
1. the method for a synthesizing glycol fatty acid monoester comprises the steps:
(1) take by weighing quantitative lipid acid, terepthaloyl moietie, catalyzer add in the reactor drum;
(2) heat this reactor drum, setting initial heating temperature is 190 ℃, in insulation reaction more than 190 ℃;
(3) when the acid number of sample when 3mgKOH/g is following, get final product stopped reaction, filter, promptly get.
2. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, the described catalyzer of step (1) is a solid acid catalyst, and its carrier is silica gel granularity≤100 purpose silica gel.
3. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, the described catalyst levels of step (1) is 0.1～1.0% of a fatty acid wt.
4. the method for synthesizing glycol fatty acid monoester according to claim 3 is characterized in that, the described catalyst levels of step (1) is 0.3～0.8% of a fatty acid wt.
5. the method for synthesizing glycol fatty acid monoester according to claim 4 is characterized in that, it can be following arbitrary scope that catalyst consumption accounts for fatty acid wt: 0.31～0.79%; 0.32～0.78%; 0.33～0.77%; 0.34～0.76%; 0.35～0.74%; 0.36～0.73%; 0.37～0.72% or 0.38～0.71%.
6. the method for synthesizing glycol fatty acid monoester according to claim 4 is characterized in that, the described catalyst levels of step (1) is 0.4～0.7% of a fatty acid wt.
7. according to the method for the described synthesizing glycol fatty acid monoester of the arbitrary claim of claim 3-6, it is characterized in that it can be following arbitrary scope that catalyst levels accounts for fatty acid wt: 0.41～0.69%; 0.42～0.68%; 0.43～0.66%; 0.44～0.65%; 0.45～0.63%; 0.45～0.61%; 0.46～0.60%; 0.46～0.59%; 0.46～0.58%; 0.46～0.56%; 0.46～0.55%; 0.46～0.54%; 0.47～0.53%; 0.48～0.52% or 0.49～0.51%.
8. the method for synthesizing glycol fatty acid monoester according to claim 6 is characterized in that, the described catalyst levels of step (1) is 0.5% of a fatty acid wt.
9. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.0～1.5.
10. the method for synthesizing glycol fatty acid monoester according to claim 9 is characterized in that, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.2～1.4.
11. the method for synthesizing glycol fatty acid monoester according to claim 10 is characterized in that, lipid acid and terepthaloyl moietie can be following arbitrary scopes according to mol ratio: 1:1.21～1.39; 1:1.22～1.38; 1:1.23～1.37 or 1:1.24～1.36.
12. the method for synthesizing glycol fatty acid monoester according to claim 10 is characterized in that, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.25～1.35.
13. the method according to the described synthesizing glycol stearate monoesters of the arbitrary claim of claim 9-12 is characterized in that, lipid acid and terepthaloyl moietie can be following arbitrary scopes according to mol ratio: 1:1.26～1.34; 1:1.27～1.33; 1:1.28～1.32 or 1:1.29～1.31.
14. the method for synthesizing glycol fatty acid monoester according to claim 12 is characterized in that, described lipid acid of step (1) and terepthaloyl moietie add according to mol ratio 1:1.30.
15. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, the insulation reaction time described in the step (2) is 10 ~ 60 minutes.
16. the method for synthesizing glycol fatty acid monoester according to claim 15 is characterized in that, the insulation reaction time described in the step (2) is 20 ~ 50 minutes.
17. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, the reacting by heating temperature of charge described in the step (2) is at 190～260 ℃.
18. the method for synthesizing glycol fatty acid monoester according to claim 17 is characterized in that, the reacting by heating temperature of charge described in the step (2) is at 190～255 ℃.
19. the method according to claim 16 or 17 described synthesizing glycol fatty acid monoesters is characterized in that, insulation reaction time and temperature can be following arbitrary scopes: 191 ~ 254 ℃, and 21 ~ 49 minutes; 193 ~ 253 ℃, 22 ~ 48 minutes; 195 ~ 252 ℃, 23 ~ 47 minutes; 200 ~ 252 ℃, 25 ~ 45 minutes; 205 ~ 250 ℃, 26 ~ 45 minutes or 209 ~ 246 ℃, 29 ~ 46 minutes.
20. the method for synthesizing glycol fatty acid monoester according to claim 16 is characterized in that, the insulation reaction time described in the step (2) is 30 ~ 40 minutes.
21. the method for synthesizing glycol fatty acid monoester according to claim 18 is characterized in that, the reacting by heating temperature of charge described in the step (2) is at 210～245 ℃.
22. the method according to claim 20 or 21 described synthesizing glycol fatty acid monoesters is characterized in that, insulation reaction time and temperature can be following arbitrary scopes: 211～245 ℃, and 31 ~ 39 minutes; 213～244 ℃, 32 ~ 38 minutes; 215～243 ℃, 33 ~ 37 minutes; 218～242 ℃, 34 ~ 36 minutes; 220～242 ℃, 31 ~ 40 minutes or 220～240 ℃, 34 ~ 40 minutes.
23. the method for synthesizing glycol fatty acid monoester according to claim 1 is characterized in that, the insulation reaction time described in the step (2) is 35 minutes.
24. the method for synthesizing glycol fatty acid monoester according to claim 21 is characterized in that, the reacting by heating temperature of charge described in the step (2) is at 220～240 ℃.
25. the method for synthesizing glycol fatty acid monoester according to claim 24 is characterized in that, temperature can be following arbitrary scope: 221～239 ℃; 223～238 ℃; 224～236 ℃; 225～235 ℃; 227～234 ℃; 229～233 ℃ or 230～232 ℃.
26. the method according to the described synthesizing glycol fatty acid monoester of the arbitrary claim of claim 1-25 is characterized in that, described lipid acid comprises Triple Pressed Stearic Acid, LAURIC ACID 99 MIN, palmitinic acid, eicosanoic acid or mountain Yu acid.
27. the method for synthesizing glycol fatty acid monoester according to claim 26 is characterized in that, described lipid acid is Triple Pressed Stearic Acid.
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| CN105294432A (en) * | 2015-09-18 | 2016-02-03 | 四川泸天化股份有限公司 | Method for synthesizing ethylene glycol distearate in absence of solvent at ordinary pressure |
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