CN101260179B - Method for preparing fluorine modifying water-base polyurethane emulsion, products and application thereof as industrial paint - Google Patents
Method for preparing fluorine modifying water-base polyurethane emulsion, products and application thereof as industrial paint Download PDFInfo
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- CN101260179B CN101260179B CN2008100939480A CN200810093948A CN101260179B CN 101260179 B CN101260179 B CN 101260179B CN 2008100939480 A CN2008100939480 A CN 2008100939480A CN 200810093948 A CN200810093948 A CN 200810093948A CN 101260179 B CN101260179 B CN 101260179B
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Abstract
The invention discloses a preparation method for fluorine modified water-based urethane resin. The invention is characterized in that the preparation method comprises the following steps: (1) polyurethane emulsified liquid is prepared; (2) fluorine modified polyurethane emulsified liquid is synthesized through adopting the following steps: (21) water and surface active agent are added in a reaction kettle and are stirred and heated to 70 to 90 DEG C; (22) when the solution is stirred evenly, initiator is added; (23) fluorine-containing monomer and the polyurethane emulsified liquid prepared in step (1) are dripped in during stirring; (24) after the dripping operation is finished, the heat preservation of the solution is carried out at 60 to 95 DEG C, and the solution is stirred 1 to 3 hours before the fluorine modified water-based polyurethane emulsified liquid is prepared. The invention also discloses an application method which adopts the product of the method as industrial coating material. The preparation method has the advantages that: because the method does not need solvent, the method can completely solve the problems of environmental protection and safety in production; moreover, the product provided by the invention keeps the excellent performance of the original urethane resin and has ideal stability, no volatilization and high solid content.
Description
Technical field
The present invention relates to urethane resin, be specifically related to a kind of good stability, do not have the preparation method, goods of the fluorine modified aqueous polyurethane resin of volatilization, high solids content and as the application of industrial coating.
Background technology
Urethane resin of the prior art is a kind of novel superpolymer with special performance and many-sided purposes, existing so far 50 years of development history.It is that the basic raw material addition polymerization forms with vulcabond and polyvalent alcohol, have excellent abrasion resistance, scuff resistance, weather resistance, solvent resistance, adhesiveproperties and good low-temperature performance, elasticity, sticking power, insulativity, gloss, gloss retention, and its application performance has adjustability more widely, can satisfy various requirement and use.It can make a series of products such as polyurethane coating, printing ink, tackiness agent, porous plastics, rubber, synthon, synthetic leather, water-proof grouting agent.Especially the coating that with the urethane resin is filmogen is polyurethane coating (also being polyurethane paint), at first begins suitability for industrialized production by Germany the forties in 20th century, and after the sixties in 20th century put into production in succession in various countries.Polyurethane coating is widely used in applications such as chemical industry equipment, marine ship, electromechanical equipment, timber, cement, leather, fabric, play important effect in modern society, and almost being penetrated into each department of national economy, its output and kind and year all increase.
China carries out scientific effort from the beginning of the sixties in last century in this field, and has progressively set up industrial production device.By the end of at present, most of urethane resins of producing and use in China, in particular for plastic cement spray paint, the footwear material sprays paint and the urethane resin goods of screen plate ink, basically all be the solvent type polyurethane resin that contains harmful volatile matter, and along with environment protection and requirement of safe production are more and more tighter, after particularly outlet on July 1st, 2006 electronic and electrical equipment was abroad carried out environmental protection instruction ROHS, the received possibility of solvent type polyurethane resin was more and more littler; Plastic cement sprays paint, the footwear material sprays paint and the aqueous polyurethane of screen plate ink and present China has being used for of producing now, theory, applied research and production technique also relatively lag behind, product properties is stable inadequately, under new environmental protection standard, realize having many weakness aspect the gordian technique such as suitability for industrialized production, prior art and goods do not satisfy the requirement of market to aspects such as its high-quality, big output, environmental protection far away.
So, how synthesizing a kind of stable performance, do not have the waterborne polyurethane resin that volatilizees and can keep original polyurethane premium properties, this new method and goods just become the focal issue of more and more being paid close attention to; But in the prior art document, do not find relevant record as yet.
Summary of the invention
One of purpose of the present invention is, a kind of preparation method who need not the fluorine modified aqueous polyurethane resin of solvent, compliance with environmental protection requirements is provided; Another object of the present invention is, a kind of goods that adopt aforementioned preparation method to make, can keep the premium properties of former polyurethane are provided; The present invention also aims to, utilize of the application of the fluorine modified aqueous polyurethane resin of preceding method preparation as industrial coating.
Purpose of the present invention is achieved through the following technical solutions:
A kind of preparation method of fluorine modified aqueous polyurethane resin, it comprises the steps:
(1) preparation polyurethane emulsion;
(2) synthetic fluorine modified polyurethane emulsion, it comprises the steps:
(21) water and tensio-active agent are joined in the reactor, be warmed up to 70～90 ℃ in the time of stirring;
(22) stir down and add initiator;
(23) stir the polyurethane emulsion that drips fluorochemical monomer and step () preparation down;
(24) be added dropwise to complete after, stirred 1～3 hour down in 60～95 ℃, make fluorine modifying water-base polyurethane emulsion.
Described step (one), it comprises the steps:
(11) macromolecular polyol is transported in the reactor, stirs under the vacuum, under 80～140 ℃ of conditions after the dehydration, be cooled to 50～90 ℃;
(12) under agitation adding contains hydrophilic group compound, isocyanic ester, reacts 1～6 hour down at 65～95 ℃;
(13) after reaction finishes, in reactor, add the solvent that is used for reducing viscosity, be cooled to 25～50 ℃ while stirring;
(14) add neutralizing agent, continue to stir, reacted 0.5～2 hour down at 25～50 ℃;
(15) add chainextender, continue to stir, reacted 0.5～2 hour down at 25～50 ℃;
(16) under high-speed stirring, add deionized water, emulsification 5～60 minutes,
(17) under vacuum, slough solvent, obtain polyurethane emulsion.
The described fluorochemical monomer of step (23) is a methacrylic acid perfluorinated esters compounds.
The described tensio-active agent of step (21) is anion surfactant or nonionogenic tenside or both mixtures.
The described initiator of step (22) is a persulphate.
Described step (12), it under agitation also can add small molecules polyvalent alcohol or small molecules polyamine or both mixtures again.
Macromolecular polyol in the described step (11) is polyether glycol or polyester polyol or both mixtures, and its polymerization degree is between 2～3, and molecular weight is between 500～5000; The hydrophilic group compound that contains in the described step (12) is dimethylol propionic acid or dimethylolpropionic acid or its mixture; The molecular weight of the small molecules polyvalent alcohol in the step (12) is less than 500, and the molecular weight of small molecules polyamine is less than 500.
The described neutralizing agent of step (14) is a monoamine compound; The described chainextender of step (15) is a molecular weight less than 500 small molecules polyamine or small molecules polyvalent alcohol or its mixture.
A kind of goods that adopt aforesaid fluorine modified aqueous polyurethane resin preparation method, its component and ratio are: 100 parts of polyurethane emulsions, 0.01～3 part in tensio-active agent, 0.01～1 part of initiator, 5～20 parts of fluorochemical monomers, 5～30 parts of deionized waters, described polyurethane emulsion, its component and mol ratio are as follows: macromolecular polyol 1: hydrophilic group compound 0.5～1.5: isocyanic ester 1～6: neutralizing agent 0.5～2: chainextender 0.3～2.5: water 4～52, wherein macromolecular polyol, hydrophilic group compound, isocyanic ester, the mixture that neutralizing agent and chainextender are formed and the weight ratio of water are 20～45: 55～80.
Said products can be used as industrial coating and uses.
The present invention has following advantage: method provided by the invention, adopt composite water soluble self-emulsifying system, do not need solvent, can thoroughly solve environmental protection problem and safety in production problem, and the used preparation facilities of this method is simple, and the reaction times is short, and process is controlled easily, the product favorable reproducibility, production cost is low; Goods provided by the invention, the premium properties that can keep former polyurethane, wet-rub resistance is good, contain oxygen fluorine segment by grafting on the urethane side chain, reduce interfacial tension, improve the moisture dispersibility energy of urethane to pigment, the coating that adopts this goods to mix is particularly suitable for that plastic cement sprays paint, the footwear material sprays paint and screen plate ink, materials such as PVC, PET, PU, rubber, ABS had excellent sticking power, odorlessness, snappiness is good, good luster, and anti-tortuosity, scrath resistance and pick resistance are good.
Below in conjunction with embodiment the present invention is described in further details.
Embodiment
Embodiment 1: a kind of preparation method of fluorine modified aqueous polyurethane resin, it comprises the steps:
(1) preparation polyurethane emulsion, it comprises the steps;
(11) macromolecular polyol is transported in the reactor, under agitation, after dehydration under vacuum, 80～140 ℃ of conditions, is cooled to 50～90 ℃;
(12) under agitation adding contains hydrophilic group compound, isocyanic ester, reacts 1～6 hour down at 65～95 ℃;
(13) under agitation be cooled to 25～50 ℃, and add the acetone that is used for reducing viscosity;
(14) continue to stir, add neutralizing agent, reacted 0.5～2 hour down at 25～50 ℃;
(15) continue to stir, add chainextender, reacted 0.5～2 hour down at 25～50 ℃;
(16) under high-speed stirring, add deionized water, restir, emulsification 5～60 minutes;
(17) under vacuum, slough acetone, obtain polyurethane emulsion.
(2) synthetic fluorine modified polyurethane emulsion, it comprises the steps:
(21) water and tensio-active agent are joined in the reactor, be warmed up to 70～90 ℃ in the time of stirring;
(22) stir down and add initiator;
(23) stir the polyurethane emulsion that drips fluorochemical monomer and step () preparation down;
(24) be added dropwise to complete after, stirred 1～3 hour down in 60～95 ℃, make fluorine modifying water-base polyurethane emulsion.
A kind of goods that adopt aforementioned fluorine modified aqueous polyurethane resin preparation method, each composition weight is as follows:
Polyurethane emulsion 100g;
Sodium lauryl sulphate 0.02g;
Ammonium persulphate 0.04g;
Perfluoroalkyl methacrylate 5g;
Deionized water 7g.
Described polyurethane emulsion, its molar constituent is:
Polycarbonate diol (molecular weight is 1000) 1mol;
Dimethylol propionic acid 0.65mol;
Isophorone diisocyanate 2.1mol;
Triethylamine 0.65mol;
Quadrol 0.3mol;
All the other are deionized water.
Wherein the weight ratio of the mixture of polycarbonate diol, dimethylol propionic acid, isophorone diisocyanate, triethylamine, quadrol and water is 40: 60.
Each main performance index of above-mentioned fluorine modified aqueous polyurethane resin:
1. solid content 41 ± 2%
2. tensile strength 〉=32MPa
3. elongation 〉=500%
4. viscosity :≤400mPa.S
5. moisture-proof wiping (dried lacquer mould) 〉=11 times
6. lacquer mould tack is good
7. the anti-after tackiness of lacquer mould is good
8. the feature of environmental protection is qualified
Embodiment 2: the preparation method of fluorine modified aqueous polyurethane resin is with embodiment 1, and different is as follows than difference by each set of dispense in the goods of above method preparation:
Polyurethane emulsion 100g;
Sodium dodecylbenzene sulfonate 0.4g;
Potassium Persulphate 0.1g;
Methacrylic acid perfluoroalkyl heptyl ester 12g;
Deionized water 20g.
Described polyurethane emulsion, its molar constituent is:
PTMG (molecular weight is 1000) 1mol;
Dimethylol propionic acid 0.5mol;
Tolylene diisocyanate 0.8mol;
Isophorone diisocyanate 1.6mol;
Triethylamine 0.5mol;
Quadrol 0.4mol;
All the other are deionized water.
Wherein the weight ratio of the mixture of PTMG, dimethylol propionic acid, tolylene diisocyanate, isophorone diisocyanate, triethylamine, quadrol and water is 40: 60.
Each main performance index of above-mentioned fluorine modified aqueous polyurethane resin:
1. solid content 39 ± 2%
2. tensile strength 〉=30MPa
3. elongation 〉=500%
4. viscosity :≤400mPa.S
5. moisture-proof wiping (dried lacquer mould) 〉=10 times
6. lacquer mould tack is good
7. the anti-after tackiness of lacquer mould is good
8. the feature of environmental protection is qualified
Embodiment 3: the preparation method of fluorine modified aqueous polyurethane resin is with embodiment 1, and different is as follows than difference by each set of dispense in the goods of above method preparation:
Polyurethane emulsion 100g;
Sodium dodecyl sulfide 0.6g;
Potassium Persulphate 0.2g;
Methacrylic acid perfluoroalkyl heptyl ester 18g;
Deionized water 28g.
Described polyurethane emulsion, its molar constituent is:
PTMG (molecular weight is 1000) 0.6mol;
Polypropylene glycol (molecular weight is 1000) 0.4mol;
Dimethylol propionic acid 1.3mol;
Isophorone diisocyanate 5.8mol;
Triethylamine 1.3mol;
Quadrol 2.3mol;
All the other are deionized water.
Wherein the weight ratio of the mixture of PTMG, polypropylene glycol, dimethylol propionic acid, isophorone diisocyanate, triethylamine, quadrol and water is 38: 62.
Each main performance index of above-mentioned fluorine modified aqueous polyurethane resin:
1. solid content 38 ± 2%
2. tensile strength 〉=30MPa
3. elongation 〉=550%
4. viscosity :≤400mPa.S
5. moisture-proof wiping (dried lacquer mould) 〉=10 times
6. lacquer mould tack is good
7. the anti-after tackiness of lacquer mould is good
8. the feature of environmental protection is qualified
According to the above embodiment of the present invention; adopt and the same or analogous method of the embodiment of the invention; perhaps adopt and the same or analogous component of the embodiment of the invention, and the preparation method and the goods of other fluorine modifying water-base polyurethane emulsions that obtain, all in protection domain of the present invention.
Claims (7)
1. the preparation method of a fluorine modified aqueous polyurethane resin is characterized in that, it comprises the steps:
(1) preparation polyurethane emulsion, it comprises the steps:
(11) macromolecular polyol is transported in the reactor, stirs under the vacuum, under 80～140 ℃ of conditions after the dehydration, be cooled to 50～90 ℃; Described macromolecular polyol is polyether glycol or polyester polyol or both mixtures, and its polymerization degree is between 2～3, and molecular weight is between 500～5000;
(12) under agitation adding contains hydrophilic group compound, isocyanic ester, reacts 1～6 hour down at 65～95 ℃; The described hydrophilic group compound that contains is dimethylol propionic acid or dimethylolpropionic acid or its mixture;
(13) after reaction finishes, in reactor, add the solvent that is used for reducing viscosity, be cooled to 25～50 ℃ while stirring;
(14) add neutralizing agent, continue to stir, reacted 0.5～2 hour down at 25～50 ℃;
(15) add chainextender, continue to stir, reacted 0.5～2 hour down at 25～50 ℃;
(16) under high-speed stirring, add deionized water, emulsification 5～60 minutes,
(17) under vacuum, slough solvent, obtain polyurethane emulsion;
(2) synthetic fluorine modified polyurethane emulsion, it comprises the steps:
(21) water and tensio-active agent are joined in the reactor, be warmed up to 70～90 ℃ in the time of stirring;
(22) stir down and add initiator;
(23) stir the polyurethane emulsion that drips fluorochemical monomer and step () preparation down, described fluorochemical monomer is a methacrylic acid perfluorinated esters compounds;
(24) be added dropwise to complete after, stirred 1～3 hour down in 60～95 ℃, make fluorine modifying water-base polyurethane emulsion.
2. the preparation method of urethane resin according to claim 1, it is characterized in that: the described tensio-active agent of step (21) is anion surfactant or nonionogenic tenside or both mixtures.
3. the preparation method of urethane resin according to claim 1, it is characterized in that: the described initiator of step (22) is a persulphate.
4. the preparation method of urethane resin according to claim 1 is characterized in that: described step (12), and it under agitation adds small molecules polyvalent alcohol or small molecules polyamine or both mixtures again; The molecular weight of described small molecules polyvalent alcohol is less than 500, and the molecular weight of small molecules polyamine is less than 500.
5. the preparation method of urethane resin according to claim 1, it is characterized in that: the described neutralizing agent of step (14) is a monoamine compound; The described chainextender of step (15) is a molecular weight less than 500 small molecules polyamine or small molecules polyvalent alcohol or its mixture.
6. fluorine modified aqueous polyurethane resin that adopts the preparation of the described method of claim 1, it is characterized in that: its feed composition and ratio are: 100 parts of polyurethane emulsions, 0.01～3 part in tensio-active agent, 0.01～1 part of initiator, 5～20 parts of fluorochemical monomers, 5～30 parts of deionized waters; Described polyurethane emulsion, its feed composition and mol ratio are as follows: macromolecular polyol 1: hydrophilic group compound 0.5～1.5: isocyanic ester 1～6: neutralizing agent 0.5～2: chainextender 0.3～2.5: water 4～52, wherein macromolecular polyol, hydrophilic group compound, isocyanic ester, neutralizing agent and the mixture of chainextender composition and the weight ratio of water are 20～45: 55～80.
7. the described fluorine modified aqueous polyurethane resin of claim 6 is as the application of industrial coating.
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