CN104530399A - Preparation method of zero-VOC high-performance alcoholic acid emulsion - Google Patents
Preparation method of zero-VOC high-performance alcoholic acid emulsion Download PDFInfo
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Abstract
The invention discloses a preparation method of a zero-VOC high-performance alcoholic acid emulsion. The preparation method comprises the following steps: firstly, performing alcoholysis on a drying oil or a semi-drying oil and a polyhydric alcohol under the action of a high temperature and an alcoholysis catalyst, and then performing an esterification reaction with polybasic acid to obtain an air-drying alkyd resin; next, moving the alkyd resin to a reaction kettle with a circulating water jacket, heating the circulating water in the jacket of the reaction kettle until an emulsification temperature, controlling the rotating speed to the range of 170rpm to 180rpm, adding a neutralizer to the reaction kettle and mixing thoroughly and evenly; keeping the temperature unchanged, and adding a proper amount of emulsifier to the reaction kettle, adjusting the rotating speed to the range of 250rpm to 270rpm, and stirring for 30 to 45 minutes; heating deionized water equivalent to the resin by mass until an emulsification temperature and slowly and dropwise adding the deionized water to the reaction kettle at a constant speed in about 3-5 hours; and furthermore, cooling in water bath under stirring until a room temperature, regulating the pH value of the emulsion by use of a pH regulator to the range of 5-7, and filtering to obtain the zero-VOC high-performance alcoholic acid emulsion. According to the preparation method, zero VOC emission is really realized in the production and application processes.
Description
Technical field
The present invention relates to a kind of preparation method of alkyd emulsion, particularly relate to a kind of preparation method of Diamond Search high-performance alcohol acid emulsion, belong to polymer chemistry and technical field of emulsion polymerization.
Background technology
The volatile organic compounds (VOC) that coating and paint industry are discharged, comprise and can cause atmospheric layer oxidation capacity and acidity change (causing acid rain), and produce the hydrocarbon polymer, Organohalogen compounds, organic sulfide etc. of photo-chemical smog.Being gradually improved of environmental regulation, the continuous enhancing of environmental consciousness, introduces nontoxic, cheap water in coating, can saving resource, and reduce costs, can reduce again the discharge of VOC, this makes water-borne coatings be able to fast development.
Synolac has that self-crosslinked oxidation, coating are plentiful, good decorative property, easy working feature, good combination property, and with vegetables oil---renewable resources is raw material, has Sustainable development and " green " characteristic, occupy very important status at coating industry, consumption is maximum.China's Synolac output more than 1,200,000 tons/year, mainly with 200# gasoline for solvent, traditional phthalic resin coating contains the hydrocarbon solvent of more than 40%, produces, construction approximately consumes the organic solvent of more than 1,000,000 tons/year, not only contaminate environment but also waste energy.Along with raising and the various countries various restriction VOC (volatile organic matter of people's environmental consciousness, Volatile Organic Compound) and HAPS (hazardous air pollutants, Hazardous Air Pollutants) appearance of regulation, the Water-borne modification of Synolac is significant.The aqueous alkide resin of development environment friendly not only can reduce the use of organic solvent, alleviates environmental pollution, and can bring huge economic benefit and social benefit.
Through the development of decades, aqueous alkide resin roughly has following several:
1, water dispersion alkyd emulsion: with temperature phase conversion method (phase inversion temperature, or Phase inversion emulsification point method (emulsion inversion point PIT), EIP) by emulsifying agent by alkyd emulsification, obtained water dispersive alkyd resin, adding in a large number of Phase inversion emulsification agent, make paint film water tolerance, film-forming properties and ornamental difference;
2, water-dilutable Synolac: non-ionic group (as hydroxyl, ether etc.) is introduced in alcohol acid molecule, then be scattered in the aqueous solution under the help of solubility promoter and form water-dilutable Synolac, the method has the shortcomings such as emulsion viscosity is high, paint film poor water resistance, organic solvent content are high;
3, water miscible Synolac: utilize salt forming method to prepare aqueous alkide resin, excessive carboxyl is introduced in the molecule of Synolac, and with amine or ammoniacal liquor by it and salify to obtain water miscible Synolac, there is the shortcomings such as emulsion solid content is low, poor storage stability, hardness of paint film are low in this method, simultaneously also containing a small amount of solubility promoter.
Therefore study solid content high, without solubility promoter and the simple alkyd emulsion of production technique, to the application of aqueous alkide resin in industrial coating, reduce coating industry cost, reduce in VOC discharge and more have realistic meaning.
Summary of the invention
Based on above-mentioned technical problem, the invention provides a kind of preparation method of Diamond Search high-performance alcohol acid emulsion.
The technology used in the present invention solution is:
A preparation method for Diamond Search high-performance alcohol acid emulsion, comprises the following steps:
(1) Synolac preparation: by siccative oil or semi-drying oil and polyvalent alcohol alcoholysis under high temperature and alcoholysis catalysts effect, then carry out esterification with polyprotonic acid and obtain air-drying property Synolac;
(2) alkyd emulsion preparation: Synolac prepared by step (1) is transferred in the reactor of band recirculated water chuck, the chuck internal recycle water of reactor is heated to emulsifying temperature, and it is constant to control water temperature; Start agitator, control rotating speed is 170rpm ~ 180rpm, adds the neutralizing agent needed for neutralized alcohol acid resin 40% ~ 80% acid number in reactor, stirs 30min ~ 45min, fully mixes; Keep temperature-resistant, then add appropriate emulsifying agent in reactor, adjustment rotating speed, to 250rpm ~ 270rpm, stirs 30min ~ 45min; Continue to stir, the deionized water suitable with resin quality is heated to emulsifying temperature, slowly at the uniform velocity be added drop-wise in reactor, about 3 ~ 5h adds, and keeps temperature in the kettle, deionized water temperature and mixing speed constant in the process that adds water, and there will be phase reversion when water adds to 1/3 ~ 1/2 amount in still, viscosity degradation, after water injection, then stir 30min ~ 45min, stop heating; Under agitation water-bath cool to room temperature, regulates ph value of emulsion to 5-7 by pH value regulator, filters, packaging.
Preferably, described in step (1), the preparation process of Synolac is as follows:
(101) alcoholysis: treated drying oil or semi-drying oil and polyvalent alcohol are carried out alcoholysis reaction under 220 DEG C ~ 240 DEG C and alcoholysis catalysts effect, are (3 ~ 5) to sampling and measuring mass percent concentration 95% ethanol 25 DEG C of tolerances: 1 as end-point of alcoholysis;
(102) esterification: after step (101) completes, add phthalate anhydride and dimethylbenzene, at 200 DEG C of insulation 1h, then 215 ~ 220 DEG C of insulation 2h are warmed up to, survey acid number, viscosity (sampling method: reactant is taken out from reactor with suction pipe, 200# solvent and reactant in mass ratio 1:1 mix, stir with glass stick in glass beaker, then acid number and viscosity is surveyed), as acid number≤10mgKOH/g, and after being 7 ~ 8s at 25 DEG C with form pipe estimated viscosity, stop heating immediately, start cooling, temperature is down to 150 DEG C, decompression steams dimethylbenzene, then continue to be cooled to 80 DEG C, filter to obtain Synolac, for subsequent use.
Preferably, the mass ratio of described siccative oil or semi-drying oil and polyvalent alcohol is (3 ~ 4): 1; The add-on of phthalate anhydride, dimethylbenzene and the mass ratio of polyvalent alcohol are (1.5 ~ 2): (0.2 ~ 0.3): 1.
The preferred oleum lini of above-mentioned siccative oil, the preferred soya-bean oil of semi-drying oil, the preferred tetramethylolmethane of polyvalent alcohol or glycerine, the preferred lithium hydroxide of alcoholysis catalysts.
In step (2): the mass ratio of described Synolac, emulsifying agent and deionized water is preferably (45 ~ 55): (5 ~ 7): (40 ~ 50); Described neutralizing agent preferably accounts for 0.4% ~ 1% of Synolac quality.
In step (2): described emulsifying agent is preferably the composite tensio-active agent of the moon/nonionic, in the moon/nonionic compound surfactant, the mass ratio of anion surfactant and nonionogenic tenside is preferably 1:1; Described neutralizing agent is preferably potassium hydroxide, lithium hydroxide or ammoniacal liquor.
The Maxemul 7203 of CRODA company of above-mentioned anion surfactant preferred Britain or Maxemul 7201, the Maxemul 7101 of CRODA company of nonionogenic tenside preferred Britain or Maxemul 7102.
In step (2): described emulsifying temperature should change according to the difference of resin viscosity, being generally preferably 70 ~ 80 DEG C, be heating in water bath, and added deionized water temperature is consistent with still internal emulsification temperature.
In step (2): described pH value regulator is preferably the 2-amino-2-methyl-1-propanol aqueous solution or the dimethylethanolamine of mass percent concentration 95%.
In step (2): the stirring rake of described agitator is preferably blade or the anchor shape leaf oar of propeller type, and when its diameter is preferably 90% ~ 94% of reactor internal diameter, emulsifying effectiveness is better.In addition, described reactor is chosen as the reactor of band recirculated water chuck, is convenient to heating in water bath and cooling, equilibrium temperature; Supporting power of motor want large, to deal with the high viscosity systems in technological process before phase reversion.
Advantageous Effects of the present invention is:
The technique that the present invention adopts temperature phase conversion method (PIT) to combine with Phase inversion emulsification point method (EIP) realizes the phase reversion of alkyd emulsification, obtain the alkide resin emulsion as milk, production technique is simple, only need stirring at low speed just can realize, energy consumption is low, repetition rate is high, constant product quality.Due to gained alkyd emulsion oxidation drying film forming, film process emulsion particle can well coalescent, merge and the phase mutual diffusion of segment, therefore do not need film coalescence aid or cosolvent, and good film-forming property, surface drying is fast, and glossiness is high, good combination property, in production and application process, really achieve Diamond Search discharge, economy, environmental protection, be with a wide range of applications.
Embodiment
Below in conjunction with specific embodiment, the invention will be further described:
Embodiment 1
In the four-hole boiling flask being configured with thermometer, agitator, backflow cold flow device, add refining soya-bean oil 320g, lithium hydroxide 0.09g, open agitator and water of condensation, be warming up to 240 DEG C, add 90g tetramethylolmethane, carry out alcoholysis reaction.To sampling and measuring 95% ethanol tolerance (25 DEG C) for 5:1 is as end-point of alcoholysis.Then phthalate anhydride 160g is added, dimethylbenzene 18g, at 200 DEG C of insulation 1h, be warmed up to 215 ~ 220 DEG C of insulation 2h again, with suction pipe, reactant is taken out from reactor, 200# solvent and reactant in mass ratio 1:1 mix, stir with glass stick in glass beaker, then acid number and viscosity is surveyed, when stopping heating immediately after acid number≤10mgKOH/g, viscosity 7 ~ 8s (measuring with form pipe at 25 DEG C), and start cooling, temperature is down to 150 DEG C, release the water in water-and-oil separator and backflow dimethylbenzene, reduce pressure the dimethylbenzene steamed in Synolac.Continue to be cooled to 80 DEG C, under nitrogen protection by resin filter in emulsion reactor, for subsequent use.
Control at 70 DEG C of constant temperature by the Synolac heating in water bath of above-mentioned filtration, start agitator, rotating speed controls at 175rpm, then add 2g potassium hydroxide powder, stirs 30min, fully mixes.Adding 15g anion surfactant Maxemul7201 and 15g nonionogenic tenside Maxemul 7101 (is solid under Maxemul 7101 normal temperature, before using first with heating in water bath to 50 ~ 60 DEG C until fusing), under the rotating speed of 250rpm, stir 30min.Continue to stir, the deionized water of 438g is heated to 70 DEG C, joins in reactor with the rate of addition of 1g/min with peristaltic pump, until all add.Keep temperature in the kettle, deionized water temperature and mixing speed constant in the process that adds water.There will be phase reversion, viscosity degradation in still when water adds to 1/3 ~ 1/2 amount, now water can suitably add quicker.After water injection, then stir 30min, stop heating, under agitation water-bath cool to room temperature, regulate ph value of emulsion to 5-7 with AMP-95, filter, packaging.
After testing, gained alkyd emulsion solid content is 51.3%, and viscosity 14 seconds (being coated with-4 glasss/25 DEG C), emulsion particle diameter is lower than 200nm.By emulsion coating on a glass, normal temperature self-drying 1h, light, without opalescence, transparent paint film without mist shadow.Not adding film coalescence aid at 0 DEG C still can normal film forming.Emulsion 50 DEG C storage 30 days, not precipitation, demixing phenomenon, emulsion particle diameter is lower than 200nm.
Embodiment 2
In the four-hole boiling flask being configured with thermometer, agitator, backflow cold flow device, add refining soya-bean oil 350g, lithium hydroxide 0.09g, open agitator and water of condensation, be warming up to 220 DEG C, add 90g tetramethylolmethane, carry out alcoholysis reaction.To sampling and measuring 95% ethanol tolerance (25 DEG C) for 3:1 is as end-point of alcoholysis.Then phthalate anhydride 180g is added, dimethylbenzene 25g, at 200 DEG C of insulation 1h, be warmed up to 215 ~ 220 DEG C of insulation 2h again, survey acid number, viscosity, when stopping heating immediately after acid number≤10mgKOH/g, viscosity 7 ~ 8s (measuring with form pipe at 25 DEG C), with suction pipe, reactant is taken out from reactor, 200# solvent and reactant in mass ratio 1:1 mix, stir with glass stick in glass beaker, then survey acid number and viscosity, temperature is down to 150 DEG C, release the water in water-and-oil separator and backflow dimethylbenzene, reduce pressure the dimethylbenzene steamed in Synolac.Continue to be cooled to 80 DEG C, under nitrogen protection by resin filter in emulsion reactor, for subsequent use.
Control at 75 DEG C of constant temperature by the Synolac heating in water bath of above-mentioned filtration, start agitator, rotating speed controls at 175rpm, then add 2g potassium hydroxide powder, stirs 30min, fully mixes.Adding 15g anion surfactant Maxemul7201 and 15g nonionogenic tenside Maxemul 7101 (is solid under Maxemul 7101 normal temperature, before using first with heating in water bath to 50 ~ 60 DEG C until fusing), under the rotating speed of 250rpm, stir 30min.Continue to stir, the deionized water of 450g is heated to 70 DEG C, joins in reactor with the rate of addition of 1g/min with peristaltic pump, until all add.Keep temperature in the kettle, deionized water temperature and mixing speed constant in the process that adds water.There will be phase reversion, viscosity degradation in still when water adds to 1/3 ~ 1/2 amount, now water can suitably add quicker.After water injection, then stir 30min, stop heating, under agitation water-bath cool to room temperature, regulate ph value of emulsion to 5-7 with dimethylethanolamine, filter, packaging.
Embodiment 3
In the four-hole boiling flask being configured with thermometer, agitator, backflow cold flow device, add refining soya-bean oil 300g, lithium hydroxide 0.09g, open agitator and water of condensation, be warming up to 230 DEG C, add 90g tetramethylolmethane, carry out alcoholysis reaction.To sampling and measuring 95% ethanol tolerance (25 DEG C) for 4:1 is as end-point of alcoholysis.Then phthalate anhydride 140g is added, dimethylbenzene 16g, at 200 DEG C of insulation 1h, be warmed up to 215 ~ 220 DEG C of insulation 2h again, with suction pipe, reactant is taken out from reactor, 200# solvent and reactant in mass ratio 1:1 mix, stir with glass stick in glass beaker, then acid number and viscosity is surveyed, when acid number≤10mgKOH/g, viscosity 7 ~ 8s (measuring with form pipe at 25 DEG C) stop heating immediately, and start cooling, temperature is down to 150 DEG C, release the water in water-and-oil separator and backflow dimethylbenzene, reduce pressure the dimethylbenzene steamed in Synolac.Continue to be cooled to 80 DEG C, under nitrogen protection by resin filter in emulsion reactor, for subsequent use.
Control at 75 DEG C of constant temperature by the Synolac heating in water bath of above-mentioned filtration, start agitator, rotating speed controls at 175rpm, then adds 3.5g ammoniacal liquor, stirs 30min, fully mixes.Adding 15g anion surfactant Maxemul 7201 and 15g nonionogenic tenside Maxemul 7101 (is solid under Maxemul 7101 normal temperature, before using first with heating in water bath to 50 ~ 60 DEG C until fusing), under the rotating speed of 250rpm, stir 30min.Continue to stir, the deionized water of 420g is heated to 70 DEG C, joins in reactor with the rate of addition of 1g/min with peristaltic pump, until all add.Keep temperature in the kettle, deionized water temperature and mixing speed constant in the process that adds water.There will be phase reversion, viscosity degradation in still when water adds to 1/3 ~ 1/2 amount, now water can suitably add quicker.After water injection, then stir 30min, stop heating, under agitation water-bath cool to room temperature, regulate ph value of emulsion to 5-7 with AMP-95, filter, packaging.
Claims (10)
1. a preparation method for Diamond Search high-performance alcohol acid emulsion, is characterized in that comprising the following steps:
(1) Synolac preparation: by siccative oil or semi-drying oil and polyvalent alcohol alcoholysis under high temperature and alcoholysis catalysts effect, then carry out esterification with polyprotonic acid and obtain air-drying property Synolac;
(2) alkyd emulsion preparation: Synolac prepared by step (1) is transferred in the reactor of band recirculated water chuck, the chuck internal recycle water of reactor is heated to emulsifying temperature, and it is constant to control water temperature; Start agitator, control rotating speed is 170rpm ~ 180rpm, adds the neutralizing agent needed for neutralized alcohol acid resin 40% ~ 80% acid number in reactor, stirs 30min ~ 45min, fully mixes; Keep temperature-resistant, then add appropriate emulsifying agent in reactor, adjustment rotating speed, to 250rpm ~ 270rpm, stirs 30min ~ 45min; Continue to stir, the deionized water suitable with resin quality is heated to emulsifying temperature, slowly at the uniform velocity be added drop-wise in reactor, 3 ~ 5h adds, and keeps temperature in the kettle, deionized water temperature and mixing speed constant in the process that adds water, and there will be phase reversion when water adds to 1/3 ~ 1/2 amount in still, viscosity degradation, after water injection, then stir 30min ~ 45min, stop heating; Under agitation water-bath cool to room temperature, regulates ph value of emulsion to 5-7 by pH value regulator, filters, packaging.
2. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, described in step (1), the preparation process of Synolac is as follows:
(101) alcoholysis: treated drying oil or semi-drying oil and polyvalent alcohol are carried out alcoholysis reaction under 220 DEG C ~ 240 DEG C and alcoholysis catalysts effect, are (3 ~ 5) to sampling and measuring mass percent concentration 95% ethanol 25 DEG C of tolerances: 1 as end-point of alcoholysis;
(102) esterification: after step (101) completes, add phthalate anhydride and dimethylbenzene, at 200 DEG C of insulation 1h, then be warmed up to 215 ~ 220 DEG C of insulation 2h, survey acid number, viscosity, as acid number≤10mgKOH/g, and after being 7 ~ 8s at 25 DEG C with form pipe estimated viscosity, stop heating immediately, start cooling, temperature is down to 150 DEG C, decompression steams dimethylbenzene, then continue to be cooled to 80 DEG C, filter to obtain Synolac, for subsequent use.
3. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 2, is characterized in that: the mass ratio of described siccative oil or semi-drying oil and polyvalent alcohol is (3 ~ 4): 1; The add-on of phthalate anhydride, dimethylbenzene and the mass ratio of polyvalent alcohol are (1.5 ~ 2): (0.2 ~ 0.3): 1.
4. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, in step (1): described siccative oil is oleum lini, semi-drying oil is soya-bean oil, polyvalent alcohol is tetramethylolmethane or glycerine, and alcoholysis catalysts is lithium hydroxide.
5. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, in step (2): the mass ratio of described Synolac, emulsifying agent and deionized water is (45 ~ 55): (5 ~ 7): (40 ~ 50); Described neutralizing agent accounts for 0.4% ~ 1% of Synolac quality.
6. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, in step (2): described emulsifying agent is the composite tensio-active agent of the moon/nonionic, and in the moon/nonionic compound surfactant, the mass ratio of anion surfactant and nonionogenic tenside is 1:1; Described neutralizing agent is potassium hydroxide, lithium hydroxide or ammoniacal liquor.
7. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 6, it is characterized in that: described anion surfactant is Maxemul 7203 or the Maxemul 7201 of CRODA company of Britain, nonionogenic tenside is Maxemul 7101 or the Maxemul 7102 of CRODA company of Britain.
8. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, is characterized in that, in step (2): described emulsifying temperature is 70 ~ 80 DEG C.
9. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, in step (2): described pH value regulator is the 2-amino-2-methyl-1-propanol aqueous solution or the dimethylethanolamine of mass percent concentration 95%.
10. the preparation method of a kind of Diamond Search high-performance alcohol acid emulsion according to claim 1, it is characterized in that, in step (2): the stirring rake of described agitator is blade or the anchor shape leaf oar of propeller type, and its diameter is 90% ~ 94% of reactor internal diameter.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104829849A (en) * | 2015-05-22 | 2015-08-12 | 山东奔腾漆业股份有限公司 | Alcohol acid phase-inverted emulsion as well as preparation method and application of alcohol acid phase-inverted emulsion |
| CN105349006A (en) * | 2015-09-02 | 2016-02-24 | 铜陵翔宇商贸有限公司 | Preparation method of alkyd resin coating |
| CN106221529A (en) * | 2016-08-26 | 2016-12-14 | 江苏华夏制漆科技有限公司 | A kind of Water-based alkyd anti-corrosive paint fatty acid alkyd resin emulsion and preparation method thereof |
| CN106280935A (en) * | 2016-08-26 | 2017-01-04 | 江苏华夏制漆科技有限公司 | A kind of inorganic hybridization fatty acid alkyd emulsion and preparation method thereof |
| CN108752601A (en) * | 2018-05-28 | 2018-11-06 | 安徽汇利涂料科技有限公司 | A kind of preparation method of phase inversion waterborne polyester lotion |
| CN110862522A (en) * | 2019-11-27 | 2020-03-06 | 广东珠江化工涂料有限公司 | Full-bio-based waterborne alkyd resin and preparation method thereof |
| US11905438B2 (en) | 2018-06-22 | 2024-02-20 | 3M Innovative Properties Company | Process of manufacturing a pressure sensitive adhesive having a low VOC characteristics |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104829849A (en) * | 2015-05-22 | 2015-08-12 | 山东奔腾漆业股份有限公司 | Alcohol acid phase-inverted emulsion as well as preparation method and application of alcohol acid phase-inverted emulsion |
| CN105349006A (en) * | 2015-09-02 | 2016-02-24 | 铜陵翔宇商贸有限公司 | Preparation method of alkyd resin coating |
| CN106221529A (en) * | 2016-08-26 | 2016-12-14 | 江苏华夏制漆科技有限公司 | A kind of Water-based alkyd anti-corrosive paint fatty acid alkyd resin emulsion and preparation method thereof |
| CN106280935A (en) * | 2016-08-26 | 2017-01-04 | 江苏华夏制漆科技有限公司 | A kind of inorganic hybridization fatty acid alkyd emulsion and preparation method thereof |
| CN108752601A (en) * | 2018-05-28 | 2018-11-06 | 安徽汇利涂料科技有限公司 | A kind of preparation method of phase inversion waterborne polyester lotion |
| US11905438B2 (en) | 2018-06-22 | 2024-02-20 | 3M Innovative Properties Company | Process of manufacturing a pressure sensitive adhesive having a low VOC characteristics |
| CN110862522A (en) * | 2019-11-27 | 2020-03-06 | 广东珠江化工涂料有限公司 | Full-bio-based waterborne alkyd resin and preparation method thereof |
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| Publication number | Publication date |
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| CN104530399B (en) | 2016-08-31 |
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