CN104098472A - Method for producing safe and environment-friendly carbonic ester series mixed solvents - Google Patents
Method for producing safe and environment-friendly carbonic ester series mixed solvents Download PDFInfo
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- CN104098472A CN104098472A CN201310118198.9A CN201310118198A CN104098472A CN 104098472 A CN104098472 A CN 104098472A CN 201310118198 A CN201310118198 A CN 201310118198A CN 104098472 A CN104098472 A CN 104098472A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/06—Preparation of esters of carbonic or haloformic acids from organic carbonates
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
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Abstract
The invention relates to a method for producing safe and environment-friendly carbonic ester series mixed solvents. Raw materials of dimethyl carbonate and an initiator in the presence of a catalyst are subjected to a transesterification. The initiator comprises a first initiator, which is at least one selected from the group containing ethanol, isopropyl alcohol, isobutyl alcohol, n-butyl alcohol, glycol, diglycol and glycerol, and a second initiator, which is least one selected from the group consisting of ethyl acetate, isopropyl acetate, SEC-butyl acetate and isobutyl acetate. The catalyst comprises a first catalyst, which is at least one selected from the group consisting of sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, triethanolamine and polyethylene glycol, and a second catalyst, which is at least one selected from the group consisting of dibutyltin oxide, tetrabutyl titanate, rare earth salt and rare earth oxide. The through selection of catalyst and initiator, the invention uses an ester exchange method to obtain carbonic ester series solvents with different boiling points, which can be used as green and environment-friendly coating solvents.
Description
Technical field
The present invention relates to chemical field, more particularly, the present invention relates to a kind ofly prepare with the method for transesterify the method that carbonic ether is mixed solvent taking methylcarbonate as raw material.
Background technology
The boiling point of methylcarbonate (DMC) is 90 DEG C, between vinyl acetic monomer (73 DEG C) and toluene (110 DEG C); Regarded as innoxious solvent in 1993 by European Union; And the various kinds of resin such as itself and urethane, polyacrylic acid, nitro-cotton is compatible, dissolves each other again with benzene class, ketone, acetates, the multiple industrial solvent of ethers, starts to promote the use of on market in last century Mo as green solvent.
Methyl ethyl carbonate (EMC) boiling point is 108～109 DEG C, as a kind of asymmetric carbon ester compound, main as solvent and organic synthesis intermediate, in particular as in water-insoluble electrolytical solvent, compared with symmetrical carbonic ether, because it has methyl and ethyl simultaneously, therefore have the advantage of methylcarbonate and diethyl carbonate concurrently.The synthetic method of Methyl ethyl carbonate is mainly ester-interchange method three kinds of synthetic routes that methylcarbonate and diethyl carbonate, methylcarbonate and ethanol and diethyl carbonate and methyl alcohol are raw material.
Diethyl carbonate (DEC), fusing point-43 DEG C, 126.8 DEG C of boiling points, it is water insoluble, is dissolved in the organic solvent such as alcohol, ether, is important Organic Chemicals, mainly as solvent.CN1105822A discloses a kind of method of producing continuously diethyl carbonate in stable mode, and it,, taking methylcarbonate and ethanol as raw material, under the effect of catalyzer, prepares diethyl carbonate by reactive distillation.
Although disclose the transesterify preparation method of numerous preparation EMC and DEC in prior art, but the object of aforesaid method is all to obtain single component and highly purified EMC and DEC, and use mainly as the electrolyte solvent of lithium cell.
But in paint field, as known technology, paint solvent is generally formed by several solvent complexes of the different basic, normal, high boiling point of evaporation rate, all must have suitable evaporation rate in the different steps of coating film process, could form good rete.Methylcarbonate (DMC) can only replace solvents part component, can not substitute mid-boiling point and high boiling component, and thing is not high boiling solvent, forms the later stage can keep film levelling property at film.
The mixed solvent system that present inventor expects to obtain a kind of carbonic ether system for this reason solves its defect problem as paint solvent.But relatively costly as the carbonate solvent price of representative taking DMC, EMC and DEC in prior art, and in prior art, there is not to prepare the method that above-mentioned carbonic ether is mixed solvent yet.In addition, in prior art, in the time using ester exchange method to prepare EMC and DEC, easily there is catalyst deactivation phenomenon in strong alkali catalyst and carbonate catalyst.
Summary of the invention
In order to solve the above-mentioned technical problem existing in prior art, the carbonic ether that the object of the present invention is to provide a kind of safety and environmental protection is the production method of mixed solvent.
In order to solve the problems of the technologies described above and realize above-mentioned purpose, the invention provides following technical scheme:
A kind of carbonic ether of safety and environmental protection is the production method of mixed solvent, taking methylcarbonate and initiator as raw material, under the condition existing at catalyzer, transesterification reaction occurs, described initiator comprises the first initiator that is selected from ethanol, Virahol, isopropylcarbinol, propyl carbinol, ethylene glycol, glycol ether and glycerine at least one; Be selected from vinyl acetic monomer, Iso Butyl Acetate, 2-butyl acetate and isobutyl acetate at least one the second initiator; Described catalyzer comprises the first catalyzer that is selected from sodium methylate, sodium ethylate, potassium methylate, potassium ethylate, trolamine and polyoxyethylene glycol at least one, and is selected from Dibutyltin oxide, tetrabutyl titanate, rare-earth salts and rare earth oxide the second catalyzer of at least one.
Wherein, the temperature of reaction of transesterification reaction is 75-140 DEG C, and reaction pressure is 0.02-0.3MPa.And as preferably, described transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 75-105 DEG C, and the temperature of reaction of subordinate phase is 105-140 DEG C.
Wherein, the mol ratio of methylcarbonate and initiator is 1: 0.5-2, is preferably 1: 0.75-1.5; And in raw material total amount, the add-on of catalyzer is 0.5-5wt%.
Wherein, the mass ratio of the first initiator and the second initiator is 2-3: 1; The mass ratio of the first catalyzer and the second catalyzer is 2-5: 1.
Low-boiling point material in product of transesterification reaction, such as methyl alcohol can separate by the method such as extractive distillation, pressure distillation with the azeotrope of trimethyl carbonate, and obtaining comprising that the carbonic ether such as Methyl ethyl carbonate and diethyl carbonate is mixed solvent, the boiling point of described mixed solvent is at 90-170 DEG C.
Compared with prior art, the present invention has following beneficial effect:
(1) the present invention, by the selection of catalyzer and initiator, utilizes the method for transesterify to obtain having the carbonic ether series solvent of different boiling, and the paint solvent that can be used as environmental protection uses.
(2) the present invention has abandoned strong basicity and carbonate catalyst, and high, the continuous use of activity of catalyzer is also difficult for inactivation, is conducive to reduce the cost of transesterification reaction.
Embodiment
Below with reference to embodiment, technical scheme of the present invention is described further.
Embodiment 1
In reactor, under condition of normal pressure, carry out transesterification reaction, raw material is methylcarbonate, ethanol and vinyl acetic monomer; Catalyzer is sodium methylate and Dibutyltin oxide; Wherein the mol ratio of methylcarbonate and ethanol, vinyl acetic monomer is 1: 0.75: 0.25; The consumption of catalyzer sodium methylate and Dibutyltin oxide is respectively 0.75wt% and the 0.25wt% of raw material total amount (methylcarbonate, ethanol and vinyl acetic monomer).Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 80 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 120 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 15.8wt%, the cut content of 108-110 DEG C is: 21.5wt%, the cut content of 126-128 DEG C is: 18.5wt%, more than 130 DEG C cut: 5.8wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-140 DEG C of boiling point component, such as toluene, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Embodiment 2
In reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and ethanol, isobutyl acetate is 1: 1: 0.5; The consumption of catalyzer sodium ethylate and lanthanum sesquioxide is respectively 1.0wt% and the 0.50wt% of raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 80 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 130 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 10.2wt%, the cut content of 108-110 DEG C is: 18.5wt%, the cut content of 126-128 DEG C is: 25.5wt%, more than 130 DEG C cut: 15.7wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-140 DEG C of boiling point component, such as toluene, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Embodiment 3
In reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and Virahol, isobutyl acetate is 1: 1: 0.5; Catalyzer is 0.5wt%, 0.5wt% and the 0.5wt% that the consumption of sodium ethylate, trolamine and tetrabutyl titanate is respectively raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 135 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 10.5wt%, the cut content of 108-110 DEG C is: 17.5wt%, the cut content of 126-128 DEG C is: 28.5wt%, more than 130 DEG C cut: 20.1wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-140 DEG C of boiling point component, such as toluene, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Embodiment 4
In reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and ethylene glycol, Iso Butyl Acetate is 1: 1.0: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of sodium ethylate, trolamine and lanthanum sesquioxide is respectively raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 135 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 12.5wt%, the cut content of 108-110 DEG C is: 19.5wt%, the cut content of 126-128 DEG C is: 21.5wt%, more than 135 DEG C cut: 15.8wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-140 DEG C of boiling point component, such as toluene, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Embodiment 5
In reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and glycol ether, isobutyl acetate is 1: 0.5: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of potassium methylate, trolamine and tetrabutyl titanate is respectively raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 140 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 13.5wt%, the cut content of 108-110 DEG C is: 21.5wt%, the cut content of 126-128 DEG C is: 18.5wt%, more than 140 DEG C cut: 21.8wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-150 DEG C of boiling point component, such as toluene, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Embodiment 6
In reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and glycol ether, isobutyl acetate is 1: 0.5: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of potassium ethylate, trolamine and tetrabutyl titanate is respectively raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 90 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 140 DEG C, and the reaction times is 30min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 18.5wt%, the cut content of 108-110 DEG C is: 19.8wt%, the cut content of 126-128 DEG C is: 21.5wt%, more than 150 DEG C cut: 17.2wt%.The carbonic ether that the present invention obtains is that mixed solvent can substitute the paint solvent that contains 90-160 DEG C of boiling point component, such as pimelinketone, dimethylbenzene series etc.; And described carbonic ether is that the toxicity of mixed solvent is well below conventional compo system.
Comparative example 1
In reactor, under the pressure condition of 0.1MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and ethanol is 1: 1.5; Catalyzer is 0.5wt% and the 0.5wt% that the consumption of salt of wormwood and PEG is respectively raw material total amount.Transesterification reaction temperature is 60 DEG C, and the reaction times is 50min.After low-boiling point material by fractionation by distillation methyl alcohol boiling point below 70 DEG C, the cut content of the 90-91 obtaining DEG C is: 4.8wt%, the cut content of 108-110 DEG C is: 15.8wt%, the cut content of 126-128 DEG C is: 6.2wt%, more than 135 DEG C cut: 1.2wt%.The DEC, the DMC content that after comparative example 1 transesterification reaction, obtain are low, and especially high boiling component is few, and the mixed solvent that is not suitable as coating uses.
The present invention has obtained having the mixed carbonate ester series solvent of multiple boiling point component by the selection to initiator, catalyzer and the reaction of two-part ester; And EMC, DEC, DMC and high boiling component content is wherein high; Can be as the mixed solvent of coating, the flow agent that high boiling component wherein can be used as in coating uses; Above-mentioned mixed carbonate ester series solvent substitutes traditional paint solvent and uses, and not only can obtain high-quality paint coatings, and described solvent toxicity is very low, has environment friendly.
Claims (10)
1. the carbonic ether of a safety and environmental protection is the production method of mixed solvent, taking methylcarbonate and initiator as raw material, under the condition existing at catalyzer, there is transesterification reaction, it is characterized in that: described initiator comprises the first initiator that is selected from ethanol, Virahol, isopropylcarbinol, propyl carbinol, ethylene glycol, glycol ether and glycerine at least one; Be selected from vinyl acetic monomer, Iso Butyl Acetate, 2-butyl acetate and isobutyl acetate at least one the second initiator; Described catalyzer comprises the first catalyzer that is selected from sodium methylate, sodium ethylate, potassium methylate, potassium ethylate, trolamine and polyoxyethylene glycol at least one, and is selected from Dibutyltin oxide, tetrabutyl titanate, rare-earth salts and rare earth oxide the second catalyzer of at least one.
2. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: the temperature of reaction of described transesterification reaction is 75-140 DEG C, and reaction pressure is 0.02-0.3MPa; Preferably, described transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 75-105 DEG C, and the temperature of reaction of subordinate phase is 105-140 DEG C.
3. the carbonic ether of safety and environmental protection according to claim 1 and 2 is the production method of mixed solvent, it is characterized in that: the mol ratio of methylcarbonate and initiator is 1: 0.5-2, is preferably 1: 0.75-1.5; And in raw material total amount, the add-on of catalyzer is 0.5-5wt%.
4. the carbonic ether of safety and environmental protection according to claim 3 is the production method of mixed solvent, it is characterized in that: the mass ratio of the first initiator and the second initiator is 2-3: 1; The mass ratio of the first catalyzer and the second catalyzer is 2-5: 1.
5. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under condition of normal pressure, carry out transesterification reaction, wherein the mol ratio of material carbon dimethyl phthalate and ethanol, vinyl acetic monomer is 1: 0.75: 0.25; The consumption of catalyzer sodium methylate and Dibutyltin oxide is respectively 0.75wt% and the 0.25wt% of raw material total amount; Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 80 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 120 DEG C, and the reaction times is 30min.
6. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and ethanol, isobutyl acetate is 1: 1: 0.5; The consumption of catalyzer sodium ethylate and lanthanum sesquioxide is respectively 1.0wt% and the 0.50wt% of raw material total amount; Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 80 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 130 DEG C, and the reaction times is 30min.
7. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and Virahol, isobutyl acetate is 1: 1: 0.5; Catalyzer is 0.5wt%, 0.5wt% and the 0.5wt% that the consumption of sodium ethylate, trolamine and tetrabutyl titanate is respectively raw material total amount; Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 135 DEG C, and the reaction times is 30min.
8. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and ethylene glycol, Iso Butyl Acetate is 1: 1.0: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of sodium ethylate, trolamine and lanthanum sesquioxide is respectively raw material total amount; Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 135 DEG C, and the reaction times is 30min.
9. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and glycol ether, isobutyl acetate is 1: 0.5: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of potassium methylate, trolamine and tetrabutyl titanate is respectively raw material total amount; Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 85 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 140 DEG C, and the reaction times is 30min.
10. the carbonic ether of safety and environmental protection according to claim 1 is the production method of mixed solvent, it is characterized in that: in reactor, under the pressure condition of 0.2MPa, carry out transesterification reaction, the mol ratio of material carbon dimethyl phthalate and glycol ether, isobutyl acetate is 1: 0.5: 0.5; Catalyzer is 0.5wt%, 1.0wt% and the 0.5wt% that the consumption of potassium ethylate, trolamine and tetrabutyl titanate is respectively raw material total amount.Transesterification reaction is divided into two sections carries out, and the temperature of reaction of first stage is 90 DEG C, and the reaction times is 20min; The temperature of reaction of subordinate phase is 140 DEG C, and the reaction times is 30min.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112980234A (en) * | 2019-12-17 | 2021-06-18 | 山东海科创新研究院有限公司 | Dimethyl carbonate azeotropic solvent composition, preparation method thereof, automobile low-temperature baking varnish formula and application |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0219346A (en) * | 1988-07-06 | 1990-01-23 | Daicel Chem Ind Ltd | Production of carbonic acid ester |
| CN101056841A (en) * | 2004-11-16 | 2007-10-17 | Sk化学股份有限公司 | Method for preparing asymmetric linear carbonate |
| CN101100424A (en) * | 2006-07-06 | 2008-01-09 | 深圳市飞扬实业有限公司 | Method for preparing mixed alkyl carbonate |
-
2013
- 2013-04-08 CN CN201310118198.9A patent/CN104098472B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0219346A (en) * | 1988-07-06 | 1990-01-23 | Daicel Chem Ind Ltd | Production of carbonic acid ester |
| CN101056841A (en) * | 2004-11-16 | 2007-10-17 | Sk化学股份有限公司 | Method for preparing asymmetric linear carbonate |
| CN101100424A (en) * | 2006-07-06 | 2008-01-09 | 深圳市飞扬实业有限公司 | Method for preparing mixed alkyl carbonate |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112980234A (en) * | 2019-12-17 | 2021-06-18 | 山东海科创新研究院有限公司 | Dimethyl carbonate azeotropic solvent composition, preparation method thereof, automobile low-temperature baking varnish formula and application |
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