CN105315760A - Application of dendritic pigment dispersing agent in paint - Google Patents
Application of dendritic pigment dispersing agent in paint Download PDFInfo
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- CN105315760A CN105315760A CN201510871152.3A CN201510871152A CN105315760A CN 105315760 A CN105315760 A CN 105315760A CN 201510871152 A CN201510871152 A CN 201510871152A CN 105315760 A CN105315760 A CN 105315760A
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- dispersing agent
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Abstract
The invention discloses application of a dendritic pigment dispersing agent in paint, and belongs to the technical field of paint dispersing agent. The dispersing agent is prepared by the following steps: adding one or more of ester end-group hyperbranched poly(amido amine)s or ester end-group dendritic polyamide-amine which serves as a dendritic pigment dispersing agent into toner according to an adding amount of 5-20 percent by mass; dispersing under the action of resin and solvent to obtain mill base which is used for preparing paint. The dendritic pigment dispersing agent and paint main matrix resin are excellently compatible, the system viscosity can be reduced, the pigment grain diameter can be reduced, the mill base is prevented from flocculation and pig shin, the grinding time is shortened, long-term stability of the dispersed mill base can be maintained, and defects of flooding, floating and the like can be effectively improved. The dendritic pigment dispersing agent has good active group anchoring effect, small usage and large-scale university, can be used in water-based and oil-based paint, and can be compatible with most resins, so that the addition amount can be reduced, and cost can be saved.
Description
Technical field
The invention belongs to the technical field of coating dispersant, refer to the application of a kind of dendroid pigment dispersing agent in coating especially.
Background technology
In coating manufacture craft, pigment grinding shearing force under with small even particulate dispersion in paint vehicle; Because pigment normally exists with the form such as aggregate, aggregate, and surface polarity is low, is difficult to wetted and dispersion.Especially when pigment is nano level, pigment ratio surface-area and surface energy sharply increase, and the tendency of cohesion automatically increases, and causes pigment to be difficult to be dispersed into nano-scale particle, limit it and use.Therefore, modification must be carried out to surface of pigments, make certain dispersion agent of pigment particles surface coverage, thus reach the polarity changing pigment, improve the consistency of pigment and solvent, expand its use range, strengthen the object of its application performance.
In paint field, dispersion agent is mainly divided into aq. type and solvent-borne type, and most dispersion agent can only have good consistency with a few resin system, is difficult to the consistency of accomplishing large width.In coating, colo(u)rant dispersion is a difficult problem all the time, and common application of dispersant scope is narrow, and the consistency appropriateness for resin system is wide not, and after dispersion, paint stability is poor, and common index result is poor, and consumption is many, causes process costs high.Existing high score subclass dispersion agent mostly is block type polymer dispersant, can solve the applied defect of lower molecular weight dispersion agent; But its application limitation is larger, be difficult to accomplish the general of large width, and active group anchoring effect is bad, dispersion paints is stable poor, is difficult to accomplish large-scale popularization.
Summary of the invention
The invention provides the application of a kind of dendroid pigment dispersing agent in coating, solve that the pigment dispersing agent scope of application in prior art is little, the problem of poor stability and suitability for industrialized production difficulty.
The application of a kind of dendroid pigment dispersing agent of the present invention in coating, it mainly realizes by the following technical programs so in addition: add in toner by dendroid pigment dispersing agent according to the addition that massfraction is 5-20%, under the effect of resin and solvent, dispersion, obtain mill base, gained mill base is for the preparation of coating; Described dendroid pigment dispersing agent is hold one or more in ester group ultrabranching polyamide-amine or end ester group dendritic interphase.
As the preferred embodiment of one, the preparation method of described end ester group ultrabranching polyamide-amine is: a) under ice bath, be added drop-wise in the methanol solution of amine monomers, obtain mixing solutions by the methanol solution of esters monomer; B) by step a) gained mixing solutions, under protection of inert gas, at room temperature, reaction 30-55h, and underpressure distillation is carried out at 55-65 DEG C, obtain thick product; C) by thick for step b) gained product, at 110-160 DEG C, reaction 2-7h, must hold ester group ultrabranching polyamide-amine product.
As the preferred embodiment of one, the mol ratio of described amine monomers and described esters monomer is 1:2-3.5, and amine monomers and esters monomer total mass account for the 10-60% of mixing solutions total mass; Described amine monomers is polyamino amine, and described polyamino amine is one or more in the diamines such as ammonia, quadrol, hexanediamine, diethylenetriamine; Described esters monomer is acrylate, and described acrylate is one or both in methyl acrylate, methyl methacrylate.
As the preferred embodiment of one, the mol ratio of described amine monomers and described esters monomer is 1:2.1.
As the preferred embodiment of one, described end ester group dendritic interphase be the 0.5th generation end ester group dendritic interphase, the 1.5th generation end ester group dendritic interphase, the 2.5th generation end ester group dendritic interphase, the 3.5th generation end ester group dendritic interphase, one or more in the 4.5th generation end ester group dendritic interphase.
As the preferred embodiment of one, described toner is the one in carbon powder, azo powder, quinacridone powder, phthalocyanine powder, pyrrolopyrrole powder, titanium dioxide; Described solvent is the one in water, ethyl acetate, butylacetate, butanone or dimethylbenzene.
As the preferred embodiment of one, the addition of described dendroid pigment dispersing agent in toner is 10-20%.
As the preferred embodiment of one, described dendroid pigment dispersing agent, toner, resin and solvent, at room temperature, mix in sand mill, and mixing time is 2-3h, and mixing velocity is 8000r/min.
Beneficial effect of the present invention: dendroid pigment dispersing agent of the present invention is a kind of amber transparent liquid, surface is containing a large amount of anchoring group, by space steric effect and electrostatic repulsion effect, pigment is disperseed, with coating matrix resin, there is good consistency, can abundant adsorption pigment particle, reduce the viscosity of system, reduce pigment particle size, prevent mill base from occurring flocculation, return slightly, shorten milling time, and the maintaining a long-term stability property of mill base after dispersion can be made, effectively improve the disadvantages such as floating; This dendroid pigment dispersing agent active group anchoring effect is good, and consumption is few, has the versatility of large width, can be used for water oil amphitypy coating, can with most of resin compatible, reduce addition, cost-saving, technique is simple, can carry out suitability for industrialized production, promotes easily.
Embodiment
Be clearly and completely described technical scheme of the present invention below in conjunction with specific embodiments of the invention, obviously, described embodiment is only a part of embodiment of the present invention, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
embodiment one
End ester group dendritic interphase type dendroid pigment dispersing agent is added in toner according to the addition that massfraction is 5%, this toner is permanent yellow (belonging to azo), under the effect of water-base resin and aqueous solvent, aqueous solvent is made up of water and DMF, dispersion, obtain mill base, gained mill base is for the preparation of coating.
embodiment two
Under ice bath, the 95.76Kg quadrol (EDA) being dissolved in 63.84Kg methyl alcohol is joined in 1 ton of reactor, 288.24Kg methyl acrylate is dissolved in 192.16Kg methyl alcohol, and adds in aforesaid reaction vessel, make it mix with quadrol methanol solution, obtain mixing solutions; Mixing solutions under nitrogen protection, at room temperature, reacts 40h; Then, at 60 DEG C, carry out underpressure distillation, obtain thick product; Thick product is warmed up to 130 DEG C, and reaction 5h, must hold ester group ultrabranching polyamide-amine product.
Certainly, also can change into as the quadrol of amine monomers is here the mixture of a kind of, multiple in the polyamino amine such as ammonia, hexanediamine, diethylenetriamine or itself and quadrol; Methyl acrylate as esters monomer also can be the acrylic ester compounds such as methyl methacrylate, or the mixture of methyl acrylate and methyl methacrylate; The mol ratio of amine monomers and esters monomer can be 1:2, can be also 1:3.5, or any ratio between 1:2-1:3.5; The ratio that amine monomers and esters monomer total mass account for mixing solutions total mass is any concentration between 10-60%; Reaction times at room temperature can also be other random time of 30-55h, and vacuum distillation temperature can also be the arbitrary temp of 55-65 DEG C; Temperature when thick product is purified can also be the arbitrary temp of 110-160 DEG C, and the purification time can also be the random time of 2-7h.
Add in toner by above-mentioned end ester group ultrabranching polyamide-amine according to the addition that massfraction is 10%, this toner is quinacridone red (belonging to quinacridine ketone); Under the effect of water-base resin and aqueous solvent, aqueous solvent is made up of water and DMF, and dispersion, obtain mill base, gained mill base is for the preparation of coating.
embodiment three
Ester group ultrabranching polyamide-amine method according to embodiment two prepared adds in toner according to the addition that massfraction is 20%, and this toner is phthalocyanine blue (belonging to the blue or green class of phthalein); Under water-base resin, the effect of aqueous solvent that is made up of water and DMF, dispersion, obtain mill base, gained mill base is for the preparation of coating.
comparative example three
By the method for embodiment three, end ester group ultrabranching polyamide-amine prepared by the method repeating Example two adds in toner according to the addition that massfraction is 10%, and this toner is phthalocyanine blue (belonging to the blue or green class of phthalein); Under water-base resin, the effect of aqueous solvent that is made up of water and DMF, dispersion, obtain mill base, gained mill base is for the preparation of coating.
embodiment four
End ester group ultrabranching polyamide-amine prepared by the method according to embodiment two, the addition being 10% according to massfraction adds in toner, and this toner is permanent yellow (belonging to azo); At room temperature, toner, ultrabranching polyamide-amine mixt, oleoresin and organic solvent are mixed in sand mill, this organic solvent is ethyl acetate, mixing time is 2-3h, and mixing velocity is 8000r/min, dispersion, obtain mill base, gained mill base is for the preparation of coating.
embodiment five
Held ester group dendritic interphase to add in toner according to the addition that massfraction is 10% the 2.5th generation, this toner is quinacridone red (belonging to quinacridine ketone); Under the effect of oleoresin and organic solvent, this organic solvent is butylacetate, and dispersion, obtain mill base, gained mill base is for the preparation of coating.
embodiment six
By the 1.5th generation end ester group dendritic interphase, the 2.5th generation end ester group dendritic interphase and the 3.5th generation end ester group dendritic interphase composition mixture, the addition being 10% according to massfraction adds in toner, and this toner is phthalocyanine blue (belonging to the blue or green class of phthalein); Under the effect of oleoresin and organic solvent, this organic solvent is butanone, and certainly, organic solvent also can use dimethylbenzene; Dispersion, obtain mill base, gained mill base is for the preparation of coating.
The seven kinds of mill bases embodiment of the present invention one to embodiment six prepared and dispersion agent traditional are on the market respectively according to the toner that embodiment one to embodiment six is corresponding, solvent and resin contrast respectively at the mill base (control sample) that the addition of dispersion agent is 20% time preparation, measure its fineness, viscosity and resistance to settling/anti-dilution, Hegman grind gage is adopted to measure its fineness, rotational viscosimeter is adopted to measure its viscosity, the method of anti-dilution proportioning (namely get the placement of 1g mill base configuration 9g solvent cut and observe its anti-dilution/resistance to settling half an hour) is adopted to measure its dilution property/resistance to settling, experimental results is as shown in table 1.
The physicals of table 1 mill base/dendroid pigment dispersing agent
Formula | Addition (%) | Fineness (um) | Viscosity (mPas) | Resistance to settling |
Embodiment one | 5 | <10 | 4800 | Without precipitation |
Control sample one | 20 | <15 | 4980 | There is precipitation |
Embodiment two | 10 | <8 | 3980 | Without precipitation |
Control sample two | 20 | <13 | 6000 | Without precipitation |
Comparative example three | 10 | <6 | 4800 | Without precipitation |
Embodiment three | 20 | <8 | 7250 | Without precipitation |
Control sample three | 20 | <11 | 8300 | Without precipitation |
Embodiment four | 10 | <5 | 2100 | Do not return thick |
Control sample four | 20 | <11 | 3500 | Do not return thick |
Embodiment five | 10 | <8 | 2800 | Do not return thick |
Control sample five | 20 | <15 | 3840 | Slightly return thick |
Embodiment six | 10 | <7 | 4500 | Do not return thick |
Control sample six | 20 | <10 | 5000 | Do not return thick |
As can be seen from Table 1, respectively compared with traditional dispersion agent, when end ester group dendritic interphase of the present invention or end ester group ultrabranching polyamide-amine type pigment dispersing agent disperse the pigment in coating, no matter be quinacridone powder, Pigment Yellow 73, or phthalocyanine blue, the fineness of its gained mill base is all finer and smoother, and the viscosity of gained mill base all obviously reduces, the antisolvent precipitation performance of gained mill base all be improved significantly, all do not occur returning thick phenomenon; Meanwhile, the optimum addition of dendroid pigment dispersing agent of the present invention is only 50% of traditional dispersion agent addition, can reach cost-saving, improves the object of technological effect.Therefore, the more traditional dispersion agent in final judging quota viscosity and fineness and resistance to settling of the dendritic dispersant in the present invention all accounts for clear superiority, and overall advantage is given prominence to.
Beneficial effect of the present invention: dendroid pigment dispersing agent of the present invention is a kind of amber transparent liquid, surface is containing a large amount of anchoring group, by space steric effect and electrostatic repulsion effect, pigment is disperseed, with coating matrix resin, there is good consistency, can abundant adsorption pigment particle, reduce the viscosity of system, reduce pigment particle size, prevent mill base from occurring flocculation, return slightly, shorten milling time, and the maintaining a long-term stability property of mill base after dispersion can be made, effectively improve the disadvantages such as floating; This dendroid pigment dispersing agent active group anchoring effect is good, and consumption is few, has the versatility of large width, can be used for water oil amphitypy coating, can with most of resin compatible, reduce addition, cost-saving, technique is simple, can carry out suitability for industrialized production, promotes easily.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (8)
1. the application of dendroid pigment dispersing agent in coating, is characterized in that:
Dendroid pigment dispersing agent is added in toner according to the addition that massfraction is 5-20%, under the effect of resin and solvent, dispersion, obtain mill base, gained mill base is for the preparation of coating;
Described dendroid pigment dispersing agent is hold one or more in ester group ultrabranching polyamide-amine or end ester group dendritic interphase.
2. the application of dendroid pigment dispersing agent according to claim 1 in coating, is characterized in that, the preparation method of described end ester group ultrabranching polyamide-amine is:
A) under ice bath, the methanol solution of esters monomer is added drop-wise in the methanol solution of amine monomers, obtains mixing solutions;
B) by step a) gained mixing solutions, under protection of inert gas, at room temperature, reaction 30-55h, and underpressure distillation is carried out at 55-65 DEG C, obtain thick product;
C) by thick for step b) gained product, at 110-160 DEG C, reaction 2-7h, must hold ester group ultrabranching polyamide-amine product.
3. the application of dendroid pigment dispersing agent according to claim 2 in coating, is characterized in that:
The mol ratio of described amine monomers and described esters monomer is 1:2-3.5, and amine monomers and esters monomer total mass account for the 10-60% of mixing solutions total mass;
Described amine monomers is polyamino amine, and described polyamino amine is one or more in the diamines such as ammonia, quadrol, hexanediamine, diethylenetriamine;
Described esters monomer is acrylate, and described acrylate is one or both in methyl acrylate, methyl methacrylate.
4. the application of dendroid pigment dispersing agent according to claim 3 in coating, is characterized in that:
The mol ratio of described amine monomers and described esters monomer is 1:2.1.
5. the application of dendroid pigment dispersing agent in coating according to any one in claim 1-4, is characterized in that:
Described end ester group dendritic interphase be the 0.5th generation end ester group dendritic interphase, the 1.5th generation end ester group dendritic interphase, the 2.5th generation end ester group dendritic interphase, the 3.5th generation end ester group dendritic interphase, one or more in the 4.5th generation end ester group dendritic interphase.
6. the application of dendroid pigment dispersing agent according to claim 5 in coating, is characterized in that:
Described toner is the one in carbon powder, azo powder, quinacridone powder, phthalocyanine powder, pyrrolopyrrole powder, titanium dioxide;
Described solvent is the one in water, ethyl acetate, butylacetate, butanone or dimethylbenzene.
7. the application of dendroid pigment dispersing agent according to claim 1 in coating, is characterized in that:
The addition of described dendroid pigment dispersing agent in toner is 10-20%.
8. the application of dendroid pigment dispersing agent according to claim 1 in coating, is characterized in that:
Described dendroid pigment dispersing agent, toner, resin and solvent, at room temperature, mix in sand mill, and mixing time is 2-3h, and mixing velocity is 8000r/min.
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CN110776828A (en) * | 2019-11-29 | 2020-02-11 | 福州大学 | Dendritic polyamide-amine modified raw lacquer coating and preparation method thereof |
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EP4101874A1 (en) | 2021-06-08 | 2022-12-14 | Evonik Operations GmbH | Polyamidoamine dispersants |
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CN106752268A (en) * | 2016-12-29 | 2017-05-31 | 威海晨源分子新材料有限公司 | Modified ultra-branching gathers(Esteramides)Application of the dispersant in coating |
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CN110776828A (en) * | 2019-11-29 | 2020-02-11 | 福州大学 | Dendritic polyamide-amine modified raw lacquer coating and preparation method thereof |
CN110776828B (en) * | 2019-11-29 | 2021-11-02 | 福州大学 | Dendritic polyamide-amine modified raw lacquer coating and preparation method thereof |
EP3943526A1 (en) | 2020-07-23 | 2022-01-26 | Evonik Operations GmbH | Polyamidoamine dispersants |
EP4101874A1 (en) | 2021-06-08 | 2022-12-14 | Evonik Operations GmbH | Polyamidoamine dispersants |
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