CN108409907A - Copolymerized macromolecule grinding-aid dispersant and the preparation method and application thereof - Google Patents
Copolymerized macromolecule grinding-aid dispersant and the preparation method and application thereof Download PDFInfo
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- CN108409907A CN108409907A CN201810256172.3A CN201810256172A CN108409907A CN 108409907 A CN108409907 A CN 108409907A CN 201810256172 A CN201810256172 A CN 201810256172A CN 108409907 A CN108409907 A CN 108409907A
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- grinding
- aid
- preparation
- copolymerized macromolecule
- dispersant
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
- C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
Abstract
The invention discloses a kind of copolymerized macromolecule grinding-aid dispersants and the preparation method and application thereof.The copolymerized macromolecule grinding-aid dispersant of the present invention belongs to aqueous tenside, it is more friendly to environment, applied in the grinding aid and dispersion of ceramic pigment, it can be effectively reduced pigment granules size in a relatively short period of time, solve grinding and the scattering problem of ceramic pigment, and longer time can be stablized under conditions of standing, obtain the smaller mill base of viscosity, laid a good foundation for the preparation of ceramic ink.The present invention obtains the copolymerized macromolecule grinding-aid dispersant by copolyreaction, and preparation method technique is simple, single efficient, it is easy to accomplish, it is advantageously implemented large-scale industrial production.
Description
Technical field
The present invention relates to ceramic pigment grinding-aid dispersant fields, and in particular to copolymerized macromolecule grinding-aid dispersant and its preparation
Method and application.
Background technology
Development of the ceramic ink jet printing in current ceramic industry is quite rapid, and the demand for ceramic ink is also more next
It is bigger.Present ceramic ink is primarily present the defect on preparing, such as due to the grinding of ceramic pigment and dispersion effect are bad, with
Machine is caused to spray particle stabilized during pigment granules grain size is uneven and particle diameter distribution is wider or polished ink in ink
Property is also not good enough.These problems severely impact the application of ceramic ink.
Organic dispersing agent, which is one kind, having amphiphilic high-molecular compound, they include mainly anionic, cation
The dispersant of type, nonionic these types.The mainly anionic dispersing agent industrially applied now, in addition to steric hindrance
Repulsive interaction, it can also provide stronger electrical charge rejection ability.But other kinds of dispersant equally has and answers accordingly
With, especially non-ionic dispersing agent, such as polyethylene glycol, PVP etc., can wet granulate surface well, while also have compared with
Strong steric hindrance repulsive interaction.In the patent CN103936924A authorized, pass through the height of the acrylic compounds of hydroxyl modification
Molecule is a kind of slag grinding aid, can significantly reduce grain diameter.So in order to realize the performance of grinding aid and dispersion, it is right
Different types of macromolecule compounding, can also reach good effect.
Organic dispersing agent is generally used for two class of organic solvent and aqueous ceramic ink, is to make according to colorant in ceramic ink
Use which kind of decentralized medium as solvent.If being known as organic solvent base ink using organic solvent, if using water as solvent
Referred to as water-based ink.Solvent of the water as ceramic ink has the unique advantage of environmental protection, meanwhile, in process of production, water base pottery
The production equipment of ceramic ink water is also allowed for cleaning and be washed.Currently, the whole world only has several families such as ICI, Dupont, DEGO, BYK
Internationally recognizable major company produces this product, and production technology strictly controls, and product is sold with monopoly price.China is to aqueous
The research of polymeric dispersant is started late, and in recent years, China also develops some waterborne polymeric dispersant kinds, but effect
It is undesirable, product also non-seriation.Other than divergent function, waterborne polymeric dispersant also has during ultra-fine wet grinding
Grinding aid effect.Its grinding aid effect, which is mainly manifested in, is effectively reduced grain graininess, and improves the physico-chemical property of particle and reduction is ground
Electric mill consumes aspects.Currently, more common technology concentrates on small molecule grinding aid (such as triethanolamine, polyalcohol) both at home and abroad.
Also there is a small amount of disclosure about Mcromolecular grinding aid, the patent CN103936924A such as authorized, this is a kind of macromolecule of slag
Grinding aid.But for grinding aid and divergent function to be integrated into a high molecular polymer, this product is still more rare, because
This, the exploitation of the difunctional high molecular polymer for grinding and disperseing for aqueous ceramic colorant will become future products
One of direction of exploitation.
Invention content
In view of the above-mentioned deficiencies in the prior art, it is an object of the present invention to provide a kind of copolymerized macromolecule grinding-aid dispersant.It should
Copolymerized macromolecule grinding-aid dispersant can help to improve the grinding efficiency of colorant, and pigment granules quilt is made in shorter milling time
Grinding reaches sub-micron grade, and has the effect of stablizing ceramic ink.
The present invention also aims to provide the method for preparing a kind of copolymerized macromolecule grinding-aid dispersant.
Another object of the present invention also resides in the application for providing a kind of copolymerized macromolecule grinding-aid dispersant, specifically answers
Grinding aid and dispersion for the aqueous ceramic colorant including praseodymium yellow, cobalt blue or cadmium-selenium red.
The purpose of the present invention is achieved through the following technical solutions.
A kind of copolymerized macromolecule grinding-aid dispersant, has the following structure formula：
Wherein, A isa：b：C=1：0.5~1：0.3~0.1；Number
Average molecular weight is 10000~30000.
The method for preparing a kind of copolymerized macromolecule grinding-aid dispersant, includes the following steps：
(1) acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids (AMPS) and monomer containing A are dissolved in the water, are obtained mixed
Close liquid；
(2) under nitrogen protection, initiator is added dropwise in the mixed liquor obtained to step (1)；After being added dropwise, constant temperature carries out
Reaction；
(3) after reaction, it is down to room temperature, is adjusted to neutrality reaction solution under condition of ice bath, obtains pink liquid, is used
Absolute ethyl alcohol coagulation obtains white shape sediment, after oven drying, obtains the copolymerized macromolecule grinding-aid dispersant.
Preferably, in step (1), the acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids and the monomer containing A
Molar ratio is 1:0.5~1:0.3~0.1, more preferably 1:1:0.3、1:0.5:0.15、1:1:0.2 or 1:0.5:0.1.
Preferably, in step (1), the monomer containing A is hydroxyethyl methacrylate (HEMA) or 2,3- dihydroxy first
Base acrylate (GMA).
Preferably, in step (2), the initiator is ammonium persulfate, and is added dropwise in the form of ammonium persulfate aqueous solution.
It is furthermore preferred that a concentration of 3wt%~5wt% of the ammonium persulfate aqueous solution.
It is furthermore preferred that the dripping quantity of the ammonium persulfate aqueous solution is acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids
With 2~4% of the monomer gross mass containing A, 10~20 minutes used times are added dropwise.
Preferably, in step (2), be added dropwise initiator after, acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids and
The gross mass of monomer containing A accounts for the 30%~40% of reaction solution gross mass, more preferably 30%.
Preferably, in step (2), the reaction is in 40~70 DEG C of isothermal reactions 2~5 hours.
Preferably, in step (3), the pH value of reaction solution is adjusted to neutrality using NaOH aqueous solutions, it more specifically will be anti-
It is 7~8 to answer the pH value of liquid to be adjusted to pH value.
A kind of application of copolymerized macromolecule grinding-aid dispersant includes the grinding aid applied to aqueous ceramic colorant and is divided
It dissipates, the copolymerized macromolecule grinding-aid dispersant is added in aqueous ceramic colorant, grind, obtain finely dispersed aqueous ceramic
Colorant.
Preferably, the addition of the copolymerized macromolecule grinding-aid dispersant is 2~5wt% of aqueous ceramic colorant.
Compared with prior art, the invention has the advantages that and advantageous effect：
(1) copolymerized macromolecule grinding-aid dispersant of the invention not only can be as the grinding grinding aid of colorant, but also can reach
The effect of stable dispersion pigment granules improves the grinding efficiency of colorant；
(2) copolymerized macromolecule grinding-aid dispersant of the invention belongs to aqueous tenside, more friendly to environment, is applied to
In the grinding aid and dispersion of ceramic pigment, it can be effectively reduced pigment granules size in a relatively short period of time, solve ceramic pigment
Grinding and scattering problem, and longer time can be stablized under conditions of standing, obtain the smaller mill base of viscosity, for ceramics
The preparation of ink is laid a good foundation；
(3) preparation method technique of the invention is simple, single efficient, it is easy to accomplish, it is advantageously implemented large-scale industrial production.
Specific implementation mode
Technical scheme of the present invention is described in further detail below in conjunction with specific embodiment, but the protection of the present invention
Range and embodiment are without being limited thereto.
Embodiment 1
(structural formula is copolymerized macromolecule grinding-aid dispersant
Wherein, the structure of A isa：b：C=1：1：0.3；Number-average molecular weight is preparation 26902), tool
Steps are as follows for body：
By acrylic acid (3.6g, 1eq), 2- acrylamide-2-methylpro panesulfonic acids (10.3g, 1eq) and monomer HEMA (2g,
It 0.3eq) is added in 100ml round-bottomed flasks, distilled water (35ml) is added and dissolves, is then gradually dripped under conditions of nitrogen protection
Add ammonium persulfate aqueous solution (3wt%, 470mg), 15 minutes used times are added dropwise；After being kept for 1 hour under conditions of 45 DEG C, then again
It cools the temperature to 42 DEG C and keeps the temperature 3 hours, obtain thick liquid, use 10mol/L hydroxides under conditions of ice bath immediately
Sodium solution is neutralized, and pink liquid is obtained；2 grams of pink liquids 10ml absolute ethyl alcohol coagulations are taken out, white shape is obtained
Sediment obtains pure copolymerized macromolecule grinding-aid dispersant after oven drying, is denoted as H1, number-average molecular weight 26902.
Embodiment 2
(structural formula is copolymerized macromolecule grinding-aid dispersant
Wherein, the structure of A isa：b：C=1：1：0.15；Number-average molecular weight is preparation 19508), tool
Steps are as follows for body：
By acrylic acid (3.6g, 1eq), 2- acrylamide-2-methylpro panesulfonic acids (10.3g, 1eq) and monomer HEMA (1g,
It 0.15eq) is added in 100ml round-bottomed flasks, distilled water (30ml) is added and dissolves, then under conditions of nitrogen protection gradually
Ammonium persulfate aqueous solution (3wt%, 440mg) is added dropwise, 20 minutes used times are added dropwise；After being kept for 3 hours under conditions of 54 DEG C, obtain
Thick liquid and, obtains pink liquid in being carried out immediately with 10mol/L sodium hydroxide solutions under conditions of ice bath；
2 grams of pink liquids 10ml absolute ethyl alcohol coagulations are taken out, white shape sediment is obtained, after oven drying, obtains pure
Copolymerized macromolecule grinding-aid dispersant is denoted as H2, number-average molecular weight 19508.
Embodiment 3
(structural formula is copolymerized macromolecule grinding-aid dispersant
Wherein, the structure of A isa：b：C=1：1：0.3；Number-average molecular weight is system 28560)
It is standby, it is as follows：
(1) commercially available glycidyl methacrylate (4.95g) is added in the distilled water of 50ml, is 85 DEG C in temperature
Under conditions of flow back 9 hours after, obtain clear solution, it is freeze-dried, obtain white solid, as monomer 2,3- dihydroxy
Methacrylate (GMA)；
(2) by acrylic acid (3g, 1eq), 2- acrylamide-2-methylpro panesulfonic acids (8.6g, 1eq) and GMA (2g,
It 0.3eq) is added in 100ml round-bottomed flasks, distilled water (30ml) is added and dissolves, is then gradually dripped under conditions of nitrogen protection
Add ammonium persulfate aqueous solution (3wt%, 405mg), 25 minutes used times are added dropwise；After being kept for 4 hours under conditions of 52 DEG C, glued
The liquid of thick shape and, obtains pink liquid in being carried out immediately with 10mol/L sodium hydroxide solutions under conditions of ice bath；It takes
Go out 2 grams of pink liquid 10ml absolute ethyl alcohol coagulations, obtain white shape sediment, after oven drying, obtains pure be total to
Poly- macromolecule grinding-aid dispersant is denoted as H3, number-average molecular weight 28560.
Embodiment 4
(structural formula is copolymerized macromolecule grinding-aid dispersant
Wherein, the structure of A isa：b：C=1：1：0.2；Number-average molecular weight is system 27950)
It is standby, it is as follows：
(1) commercially available glycidyl methacrylate (4.95g) is added in the distilled water of 50ml, is 85 DEG C in temperature
Under conditions of flow back 9 hours after, obtain clear solution, it is freeze-dried, obtain white solid, as monomer 2,3- dihydroxy
Methacrylate (GMA)；
(2) by acrylic acid (3g, 1eq), 2- acrylamide-2-methylpro panesulfonic acids (8.6g, 1eq) and GMA (1.4g,
It 0.2eq) is added in 100ml round-bottomed flasks, distilled water (30ml) is added and dissolves, is then gradually dripped under conditions of nitrogen protection
Add ammonium persulfate aqueous solution (3wt%, 390mg), 15 minutes used times are added dropwise；After being kept for 3 hours under conditions of 45 DEG C, glued
The liquid of thick shape and, obtains pink liquid in being carried out immediately with 10mol/L sodium hydroxide solutions under conditions of ice bath；It takes
Go out 2 grams of pink liquid 10ml absolute ethyl alcohol coagulations, obtain white shape sediment, after oven drying, obtains pure be total to
Poly- macromolecule grinding-aid dispersant is denoted as H4, number-average molecular weight 27950.
Embodiment 5
(structural formula is copolymerized macromolecule grinding-aid dispersant
Wherein, A isa：b：C=1：0.5：0.1；Number-average molecular weight is preparation 19050), tool
Steps are as follows for body：
(1) commercially available glycidyl methacrylate (4.95g) is added in the distilled water of 50ml, is 85 DEG C in temperature
Under conditions of flow back 9 hours after, obtain clear solution, it is freeze-dried, obtain white solid, as monomer 2,3- dihydroxy
Methacrylate (GMA)；
(2) by acrylic acid (3g, 1eq), 2- acrylamide-2-methylpro panesulfonic acids (4.3g, 0.5eq) and GMA (0.66g,
It 0.1eq) is added in 100ml round-bottomed flasks, distilled water (15ml) is added and dissolves, is then gradually dripped under conditions of nitrogen protection
Add ammonium persulfate aqueous solution (3wt%, 240mg), 10 minutes used times are added dropwise；After being kept for 2 hours under conditions of 40 DEG C, glued
The liquid of thick shape and, obtains pink liquid in being carried out immediately with 10mol/L sodium hydroxide solutions under conditions of ice bath；It takes
Go out 2 grams of pink liquid 10ml absolute ethyl alcohol coagulations, obtain white shape sediment, after oven drying, obtains pure be total to
Poly- macromolecule grinding-aid dispersant is denoted as H5, number-average molecular weight 19050.
Copolymerized macromolecule grinding-aid dispersant H1~H5 prepared by Examples 1 to 5 is added separately in praseodymium yellow ceramic pigment
Grinding, additive amount are the 2% of ceramic pigment quality；The process of lapping is used high-energy density horizontal sand mill to be stablized with yttrium and aoxidized
Zirconium pearl makees abrasive media, is ground 90 minutes under the conditions of 1995rpm, and the solid content of colorant is 35wt%.
Then the mill base after grinding is tested into its size distribution with laser particle analyzer, rotating cylinder viscometer measures viscosity, most
Mill base is fitted into the colorimetric cylinder of 20ml afterwards, stand observation mill base on day 1, the sedimentation situation of the 10th day and the 15th day, and
As a comparison with conventional dispersant lauryl sodium sulfate (SDS), the results are shown in Table 1, (wherein, D50 indicates average grain diameter；D90 tables
Show that cumulative particle sizes distribution number reaches grain size corresponding when 90%).
Grinding aids and stablizing effect of the 1 copolymerized macromolecule grinding-aid dispersant H1~H5 of table to colorant
As shown in Table 1, compared with conventional dispersant lauryl sodium sulfate (SDS), in the grinding aid to aqueous ceramic colorant
In dispersion, Examples 1 to 5 prepare copolymerized macromolecule grinding-aid dispersant H1~H5 have in terms of grinding aid and dispersion it is larger
Advantage.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, it is other it is any without departing from the spirit and principles of the present invention made by changes, modifications, substitutions, combinations, simplifications,
Equivalent substitute mode is should be, is included within the scope of the present invention.
Claims (10)
1. a kind of copolymerized macromolecule grinding-aid dispersant, which is characterized in that have the following structure formula：
Wherein, A isa：b：C=1：0.5~1：0.3~0.1；Number is divided equally
Son amount is 10000~30000.
2. the method for preparing a kind of copolymerized macromolecule grinding-aid dispersant described in claim 1, which is characterized in that including walking as follows
Suddenly：
(1) acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids and monomer containing A are dissolved in the water, obtain mixed liquor；
(2) under nitrogen protection, initiator is added dropwise in the mixed liquor obtained to step (1)；After being added dropwise, constant temperature carries out anti-
It answers；
(3) after reaction, it is down to room temperature, is adjusted to neutrality reaction solution under condition of ice bath, obtains pink liquid, use is anhydrous
Ethyl alcohol coagulation obtains white shape sediment, after oven drying, obtains the copolymerized macromolecule grinding-aid dispersant.
3. preparation method according to claim 2, in step (1), the acrylic acid, 2- acrylamido -2- methyl-props
The molar ratio of sulfonic acid and monomer containing A is 1:0.5~1:0.3~0.1.
4. preparation method according to claim 2, in step (1), the monomer containing A be hydroxyethyl methacrylate or
2,3- bishydroxymethyl acrylate.
5. preparation method according to claim 2, in step (2), the initiator is ammonium persulfate, and with ammonium persulfate
The form of aqueous solution is added dropwise；A concentration of 3wt%~5wt% of the ammonium persulfate aqueous solution；The ammonium persulfate aqueous solution
Dripping quantity be acrylic acid, 2- acrylamide-2-methylpro panesulfonic acids and the monomer gross mass containing A 2~4%, be added dropwise the used time 10
~20 minutes.
6. preparation method according to claim 2, in step (2), after initiator is added dropwise, acrylic acid, 2- acryloyls
The gross mass of amido -2- methyl propane sulfonic acids and monomer containing A accounts for the 30%~40% of reaction solution gross mass.
7. preparation method according to claim 2, in step (2), the reaction is in 40~70 DEG C of isothermal reactions 2~5
Hour.
8. preparation method according to claim 2, in step (3), the pH value of reaction solution is adjusted using NaOH aqueous solutions
To neutrality.
9. a kind of application of copolymerized macromolecule grinding-aid dispersant described in claim 1, which is characterized in that be applied to aqueous ceramic
The copolymerized macromolecule grinding-aid dispersant is added in aqueous ceramic colorant by the grinding aid and dispersion of colorant, and grinding is disperseed
Uniform aqueous ceramic colorant.
10. application according to claim 9, which is characterized in that the addition of the copolymerized macromolecule grinding-aid dispersant is
2~5wt% of aqueous ceramic colorant.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110305270A (en) * | 2019-06-13 | 2019-10-08 | 清远市简一陶瓷有限公司 | A kind of water solubility AB type block polymer, preparation method and application |
| CN112457717A (en) * | 2021-02-01 | 2021-03-09 | 佛山市三水区康立泰无机合成材料有限公司 | Water-based ceramic ink for ink-jet printing and preparation method and application thereof |
| CN114316768A (en) * | 2021-12-29 | 2022-04-12 | 亚士创能科技(上海)股份有限公司 | Water-based fluorocarbon coating and preparation method and application thereof |
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| CN110305270A (en) * | 2019-06-13 | 2019-10-08 | 清远市简一陶瓷有限公司 | A kind of water solubility AB type block polymer, preparation method and application |
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| CN112457717A (en) * | 2021-02-01 | 2021-03-09 | 佛山市三水区康立泰无机合成材料有限公司 | Water-based ceramic ink for ink-jet printing and preparation method and application thereof |
| CN114316768A (en) * | 2021-12-29 | 2022-04-12 | 亚士创能科技(上海)股份有限公司 | Water-based fluorocarbon coating and preparation method and application thereof |
| CN114316768B (en) * | 2021-12-29 | 2023-03-14 | 亚士创能科技(上海)股份有限公司 | Water-based fluorocarbon coating and preparation method and application thereof |
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Application publication date: 20180817 |