CN115216183A - Storage-stable organic yellow pigment and preparation method thereof - Google Patents
Storage-stable organic yellow pigment and preparation method thereof Download PDFInfo
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- CN115216183A CN115216183A CN202211026376.0A CN202211026376A CN115216183A CN 115216183 A CN115216183 A CN 115216183A CN 202211026376 A CN202211026376 A CN 202211026376A CN 115216183 A CN115216183 A CN 115216183A
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- 239000001052 yellow pigment Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 239000000049 pigment Substances 0.000 claims abstract description 187
- 239000002002 slurry Substances 0.000 claims abstract description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 238000003756 stirring Methods 0.000 claims abstract description 33
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000003860 storage Methods 0.000 claims abstract description 18
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 16
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 claims abstract description 15
- 239000002270 dispersing agent Substances 0.000 claims abstract description 11
- 239000002562 thickening agent Substances 0.000 claims abstract description 11
- 239000000080 wetting agent Substances 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 7
- 230000010355 oscillation Effects 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims description 46
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 40
- 230000002209 hydrophobic effect Effects 0.000 claims description 24
- 239000004408 titanium dioxide Substances 0.000 claims description 20
- 239000008367 deionised water Substances 0.000 claims description 11
- 229910021641 deionized water Inorganic materials 0.000 claims description 11
- 230000005611 electricity Effects 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 239000002244 precipitate Substances 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 2
- 235000019270 ammonium chloride Nutrition 0.000 claims 1
- 239000003086 colorant Substances 0.000 abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 24
- 239000006185 dispersion Substances 0.000 description 15
- 230000000694 effects Effects 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000005028 tinplate Substances 0.000 description 8
- 239000002609 medium Substances 0.000 description 7
- 150000001768 cations Chemical class 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000001953 recrystallisation Methods 0.000 description 4
- 230000009471 action Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002612 dispersion medium Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 238000001338 self-assembly Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- RZVCEPSDYHAHLX-UHFFFAOYSA-N 3-iminoisoindol-1-amine Chemical compound C1=CC=C2C(N)=NC(=N)C2=C1 RZVCEPSDYHAHLX-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000000879 imine group Chemical group 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000005543 nano-size silicon particle Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000007785 strong electrolyte Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
Classifications
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/003—Pigment pastes, e.g. for mixing in paints containing an organic pigment
Abstract
The application relates to the technical field of coloring agents, and particularly discloses a storage-stable organic yellow pigment and a preparation method thereof. The raw material of the storage stable type organic yellow pigment comprises 5 to 12 parts of modified pigment yellow; 23-44 parts of an auxiliary agent; 55-75 parts of water; the auxiliary agent comprises the following raw materials in parts by weight: 10-20 parts of a thickening agent; 8-15 parts of a dispersing agent; 5-9 parts of a wetting agent; the preparation method comprises the following steps: s1: adding the modified pigment yellow into water, stirring, and adding acetic acid during stirring to obtain modified pigment yellow slurry A; s2: adding poly dimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the S1, carrying out ultrasonic oscillation, standing, adding ethylene oxide, and continuously stirring to obtain modified pigment yellow slurry B; s3: and (3) placing the modified pigment yellow paste B prepared in the step (S2) into a reaction kettle, maintaining the pressure, heating and reacting for a period of time, taking out, and standing to obtain the storage-stable yellow pigment. Which has the advantage of making the organic yellow pigment 139 more storage stable.
Description
Technical Field
The application relates to the technical field of coloring agents, in particular to a storage-stable organic yellow pigment and a preparation method thereof.
Background
Pigments are commonly dispersed in a wide variety of systems such as paints, plastics, inks, and rubbers, to change the appearance of the dispersion by selectively absorbing, interfering, or scattering light, and to maintain the crystalline or particulate properties throughout the coloring process. It has hiding power, tinting strength, is relatively stable to light, is commonly used in formulating coatings, inks, and pigmented plastics and rubbers, and may therefore also be referred to as a colorant.
The pigment yellow 139 is prepared by condensation reaction of diiminoisoindoline and barbituric acid, and the pigment yellow 139 is easy to form hydrogen bonds, and the types of the pigment yellow 139 are mainly two: one is formed by intramolecular amide groups and imine groups, and the other is formed by intermolecular two amide groups. The pigment yellow 139 forms a two-dimensional layered structure under the action of hydrogen bonds in a system, and is widely applied to industries such as coatings, plastics, rubber, printing ink, leather and the like.
With respect to the related art among the above, the inventors consider that the following drawbacks exist: the pigment must be blended with a dispersion medium at the time of use so that the pigment particles are sufficiently dispersed in the dispersion medium and then used further. Pigment yellow 139 has a certain solubility in a using medium, so that recrystallization phenomenon occurs in use, pigment particles can be deposited at the bottom after standing for a period of time, the upper layer is a dispersion medium, and the lower layer is a pigment deposition phenomenon, namely, storage instability phenomenon.
Disclosure of Invention
In order to make the organic yellow pigment 139 more storage stable, the present application provides a storage stable organic yellow pigment and a method for preparing the same.
In a first aspect, the present application provides a storage-stable organic yellow pigment, which adopts the following technical scheme:
a storage-stable organic yellow pigment is prepared from the following raw materials in parts by weight:
5-12 parts of modified pigment yellow;
23-44 parts of an auxiliary agent;
55-75 parts of water;
the modified pigment yellow is prepared by coating nano hydrophobic titanium dioxide sol on the particle surface of pigment yellow.
By adopting the technical scheme, the nano hydrophobic titanium dioxide sol is a hydrophobic material, the phenomenon that the pigment is dissolved in aqueous solution can be overcome after the nano hydrophobic titanium dioxide sol is modified on the surface of pigment particles, and the dispersibility of the pigment in water can be enhanced, so that the dispersion stability of the pigment is improved, and the stability of the pigment in storage is further ensured. The pigment yellow is modified, so that the pigment yellow is insoluble in water as much as possible, recrystallization is reduced, the layering phenomenon of the pigment is avoided, and the stability of the pigment is improved. The modified pigment yellow can be stably dispersed in water after being mixed into pigment slurry by adding some auxiliary agents, so that the layering phenomenon formed by pigment deposition is further avoided, and the dispersion stability of the pigment is improved.
Preferably, the assistant is based on the storage-stable organic yellow pigment and comprises the following raw materials in parts by weight:
10-20 parts of a thickening agent;
8-15 parts of a dispersing agent;
5-9 parts of a wetting agent;
the thickening agent is ethylene oxide, the dispersing agent is poly dimethyl diallyl ammonium chloride, and the wetting agent is acetic acid.
By adopting the technical scheme, ethylene oxide is easy to polymerize in a heating environment, so that the consistency in water is increased, the phenomenon of sedimentation of dispersed modified pigment particles is avoided, the dispersant poly dimethyl diallyl ammonium chloride is also a strong cationic polyelectrolyte and can provide a large amount of cations for pigment slurry, the cations are attached to the surfaces of the pigment particles and repel each other in a medium, so that the dispersibility of the pigment in the medium is better, the acetic acid is used for reducing the surface tension of pigment yellow, the surfaces of the pigment yellow particles are wetted by water, the adhesive force of the pigment particles is improved, and the pigment particle sedimentation can be prevented in an assisted manner.
Preferably, the preparation method of the modified pigment yellow comprises the following steps:
s1: adding pigment yellow 139 into deionized water, stirring, and standing to obtain pigment slurry A with negative electricity;
s2: adding poly dimethyl diallyl ammonium chloride into the pigment slurry A, stirring, and standing to obtain pigment slurry B with positive electricity;
s3: adding the nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the step S2, stirring and standing;
s4: and (4) placing the slurry after standing in the step (S3) into a centrifugal machine for centrifugation, taking the precipitate, washing with deionized water, and repeating for three times to obtain the modified pigment.
By adopting the scheme, firstly, the pigment yellow 139 is added into water, the negative charge is more obvious by stirring and deionized water due to the characteristic that the surface of the pigment yellow 139 has negative charges, at the moment, a strong cationic electronic medium is added into the pigment slurry, a large amount of cations are reported in a self-assembly mode, so that the slurry shows positive charges, at the moment, the nano hydrophobic titanium dioxide sol is added, and the titanium dioxide sol also has negative charges, so that the nano hydrophobic titanium dioxide sol is coated on the surface of pigment particles after stirring, dispersing and standing through self-assembly to obtain the modified pigment yellow, and the pigment yellow 139 has a hydrophobic film after being coated with the nano titanium dioxide sol, so that the dispersibility in an aqueous phase medium is good, and the phenomenon of layering is avoided.
Preferably, the centrifugal speed of the centrifuge in the S4 is 5000r/min.
By adopting the technical scheme, the effect of separating the pigment from the medium at the centrifugal speed of 5000r/min is good, and the modification is not influenced.
Preferably, the pigment yellow has a particle size of 0.05 to 0.5. Mu.m.
By adopting the technical scheme, the general range of the pigment particles is 0.05-1 mm, the particle size range is large, the particle size range is controlled to be 0.05-0.5 μm, so that the range of the pigment particles is reduced, more particles have larger specific surface area, the particles are finer, the specific surface area is larger, adsorption, catalysis, physiological effects and the like can be accelerated due to the larger specific surface area of the fine particles, when the particle size of the pigment is smaller, the larger the specific surface area is, the better the coverage effect of the nano silicon dioxide on the pigment is, and the dispersibility of the pigment is better improved.
Preferably, a storage stable organic yellow pigment is prepared by the following steps: s1: adding the modified pigment yellow into water, stirring, and adding acetic acid during stirring to obtain modified pigment yellow slurry A; s2: adding poly dimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the S1, carrying out ultrasonic oscillation, standing, adding ethylene oxide, and continuously stirring to obtain modified pigment yellow slurry B; s3: and (3) placing the modified pigment yellow paste B prepared in the step (S2) into a reaction kettle, maintaining the pressure, heating and reacting for a period of time, taking out, and standing to obtain the storage-stable type yellow pigment.
According to the technical scheme, firstly, a wetting agent is added and stirred to enable modified pigment yellow particles to be in full contact with water, so that the surface wetting effect is achieved, the adhesion capacity of the pigment particles is improved, the pigment particles are assisted to improve the dispersibility, the particles are prevented from settling, the surfaces of the modified pigment particles are coated with negatively charged titanium dioxide sol, but the particles in eyes still generate an agglomeration phenomenon due to the compatibility of the sol, at the moment, poly dimethyl diallyl ammonium chloride is added and oscillated, the particles are placed still, the surfaces of the pigment particles are coated with a layer of positively charged strong electrolyte through self-assembly, the pigment particles mutually play a repulsion role, the sol does not agglomerate, the settling phenomenon is avoided, the dispersion stability is improved, finally, ethylene oxide is added and then heated in a reaction kettle, the reaction pressure and temperature are controlled in the heating process, the ethylene oxide is thickened and hydrolyzed in the acid environment to generate ethylene glycol, and the ethylene glycol is used as a film forming agent in the subsequent use process of the pigment slurry, so that the damage of the pigment caused by illumination is caused, and the light fastness of the pigment is improved.
Preferably, the stirring speed in S1 and S2 is 1000r/min.
By adopting the technical scheme, the stirring and mixing effect is the best at the rotating speed of 1000r/min.
Preferably, the S3 is heated to 80-120 ℃ and the pressure is 200-300 KPa.
By adopting the technical scheme, the heating temperature and the home range are controlled within the range, the decomposition effect of the ethylene oxide in the pigment system is the best, the existence amount of the ethylene oxide is ensured while the ethylene glycol is generated by hydrolysis, the influence of the ethylene oxide on thickening is not influenced, the content of the generated ethylene glycol is sufficient, and the effect of improving the light fastness of the pigment is achieved.
In summary, the present application has the following beneficial effects:
1. because the nano hydrophobic titanium dioxide sol is a hydrophobic material, the phenomenon that the pigment is dissolved in an aqueous solution can be overcome after the nano hydrophobic titanium dioxide sol is modified to the surface of pigment particles, and the dispersibility of the pigment in water can be enhanced, so that the dispersion stability of the pigment is improved, and the stability of the pigment in storage is further ensured. The pigment yellow is modified, so that the pigment yellow is insoluble in water as much as possible, recrystallization is reduced, the layering phenomenon of the pigment is avoided, and the stability of the pigment is improved. The modified pigment yellow can be stably dispersed in water after being mixed into pigment slurry by adding some auxiliary agents, so that the layering phenomenon formed by pigment deposition is further avoided, and the dispersion stability of the pigment is improved.
2. The nano hydrophobic titanium dioxide sol is preferably adopted as a hydrophobic material, the phenomenon that the pigment is dissolved in an aqueous solution can be overcome after the nano hydrophobic titanium dioxide sol is modified to the surface of pigment particles, and the dispersibility of the pigment in water can be enhanced, so that the dispersion stability of the pigment is improved, and the stability of the pigment in storage is further ensured. The pigment yellow is modified, so that the pigment yellow is insoluble in water as much as possible, recrystallization is reduced, the layering phenomenon of the pigment is avoided, and the stability of the pigment is improved. The modified pigment yellow can be stably dispersed in water after being mixed into pigment slurry by adding some auxiliary agents, so that the layering phenomenon formed by pigment deposition is further avoided, and the dispersion stability of the pigment is improved.
3. According to the method, firstly, the wetting agent is added for stirring so as to enable modified pigment yellow particles to be fully contacted with water, the effect of wetting the surface is achieved, the adhesion capacity of the pigment particles is improved, the pigment particles are assisted to improve the dispersibility and are prevented from settling, poly dimethyl diallyl ammonium chloride is added for oscillation and standing, the surface of the pigment particles is wrapped by a layer of positive charges, the pigment particles mutually repel each other, the settling phenomenon is avoided, the dispersion stability is improved, finally, ethylene oxide is added and heated in a reaction kettle, the reaction pressure and temperature are controlled in the heating process, hydrolysis is carried out in an acid environment while the ethylene oxide is thickened to generate ethylene glycol, the ethylene glycol is used as a film forming agent to generate a film on the surface of the pigment in the subsequent using process of pigment slurry, the damage of illumination to the pigment is weakened, and the light fastness of the pigment is improved, so that the scheme has the effect of improving the pigment dispersibility and improving the light fastness.
Detailed Description
The present application will be described in further detail with reference to examples.
The particle size of the monoazo pigment yellow is limited to 0.05-0.5 μm;
preparation of modified pigment yellow
Preparation example 1
S1: adding 8g of pigment yellow into 40g of deionized water, stirring for 30min at the rotating speed of 500r/min, and standing for 10min to obtain pigment slurry A with negative electricity
S2: adding 10g of poly dimethyl diallyl ammonium chloride into the pigment slurry A, adjusting the rotating speed to be 500r/min, stirring for 30min, and standing for 10min to obtain positively charged pigment slurry B;
s3: adding 13g of nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the S2, stirring at 1000r/min for 30min, and standing for 10min;
s4: and (4) putting the slurry after standing in the step (S3) into a centrifugal machine, centrifuging at the rotating speed of 5000r/min for 20min, taking the precipitate, washing with deionized water, and repeating for three times to obtain the modified pigment.
Preparation example 2
S1: adding 5g of pigment yellow into 30g of deionized water, stirring for 30min at the rotating speed of 500r/min, and standing for 10min to obtain pigment slurry A with negative electricity
S2: adding 8g of poly dimethyl diallyl ammonium chloride into the pigment slurry A, adjusting the rotating speed to be 500r/min, stirring for 30min, and standing for 10min to obtain pigment slurry B with positive electricity;
s3: adding 9g of nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the S2, stirring at 1000r/min for 30min, and standing for 10min;
s4: and (4) placing the slurry after standing in the step (S3) into a centrifuge, centrifuging at the rotating speed of 5000r/min for 20min, taking the precipitate, washing with deionized water, and repeating the steps for three times to obtain the modified pigment.
Preparation example 3
S1: adding 11g of pigment yellow into 50g of deionized water, stirring for 30min at the rotating speed of 500r/min, and standing for 10min to obtain pigment slurry A with negative electricity
S2: adding 12g of poly dimethyl diallyl ammonium chloride into the pigment slurry A, adjusting the rotating speed to be 500r/min, stirring for 30min, and standing for 10min to obtain pigment slurry B with positive electricity;
s3: adding 17g of nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the S2, stirring for 30min at the speed of 1000r/min, and standing for 10min;
s4: and (4) putting the slurry after standing in the step (S3) into a centrifugal machine, centrifuging at the rotating speed of 5000r/min for 20min, taking the precipitate, washing with deionized water, and repeating for three times to obtain the modified pigment.
Examples
Example 1
A preparation method of a storage-stable organic yellow pigment comprises the following steps:
s1: adding 9g of modified pigment yellow into 65g of water, stirring for 5min in a stirrer with the rotating speed of 1000r/min, and adding 7g of acetic acid during stirring to obtain modified pigment yellow slurry A; s2: adding 12g of poly dimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the S1, performing ultrasonic oscillation for 5min at the frequency of 20KHz, standing for 20min, adding 15g of ethylene oxide, and continuously stirring at the rotating speed of 1000r/min for 5min to obtain modified pigment yellow slurry B; s3: and (3) putting the modified pigment yellow slurry B prepared in the step (S2) into a reaction kettle, adjusting the pressure to 150Kpa and the temperature to 100 ℃, taking out after reacting for 20min, and standing for 1h to obtain the storage stable type yellow pigment.
In this example, the modified pigment yellow obtained in production example 1 was used as the modified pigment yellow.
Examples 2 to 3
A storage stable organic yellow pigment which is different from example 1 in that the raw material components and the corresponding parts by weight thereof are shown in table 2.
TABLE 2 materials and weights (g) thereof in examples 1-3
| Components | Example 1 | Example 2 | Example 3 |
| Modified pigment yellow | 9 | 5 | 12 |
| Thickening agent | 15 | 20 | 10 |
| Dispersing agent | 12 | 8 | 15 |
| Wetting agent | 7 | 9 | 5 |
| Water (W) | 65 | 55 | 75 |
Example 4
A storage-stable organic yellow pigment which is different from that in example 1 in that the modified pigment yellow prepared in preparation example 2 was used as a raw material.
Example 5
A storage-stable organic yellow pigment differs from example 1 in that the modified pigment yellow prepared in preparation example 3 is used as a starting material.
Example 6
A storage-stable organic yellow pigment differs from example 1 in that no wetting agent is added.
Example 7
A storage-stable organic yellow pigment differs from example 1 in that no dispersant is added.
Comparative example
Comparative example 1
A storage stable organic yellow pigment, which differs from example 1 in that the modified pigment yellow 74 is replaced with a conventional pigment yellow 74.
Comparative example 2
A storage-stable organic yellow pigment which differs from example 1 in that no thickener is added and the procedure in S3 is not carried out.
Comparative example 3
A storage-stable organic yellow pigment differing from example 1 in that the modified pigment yellow was replaced with ordinary pigment yellow 74 and no thickener was added and the procedure of S3 was not carried out.
Performance test
1. The detection method of the light resistance level comprises the following steps:
60g of coconut oil modified alkyd resin, 10g of pigment and 120 g of glass beads are put into a container, a proper amount of dimethylbenzene is added, the mixture is stirred uniformly and is sanded until the fineness is below 30 microns, then 30g of needed melamine formaldehyde resin and lead manganese drilling drier (about 0.2 percent of the weight of the resin) are added, the mixture is stirred uniformly, and the mixture is filtered by 100-mesh copper wire cloth and is adjusted to be suitable for the viscosity of a plate.
And (3) polishing the tin plate by using No. 0 abrasive paper, cleaning by using dimethylbenzene, and wiping dry silk cloth. And brushing or spraying the sample on a treated tin plate, placing the tin plate at a place without dust, leveling the tin plate for half an hour, placing the tin plate into an oven with the temperature adjusted to 100 ℃, drying the tin plate for half an hour, taking out the tin plate and cooling the tin plate to room temperature for later use.
And covering the prepared sample plate and the sample card of 'light fastness blue standard' by half with black thick card paper lining writing paper, putting the sample plate and the sample card into a solarization machine, taking the sample plate out when the sample plate is subjected to light until the grade 7 in the 'light fastness blue standard' fades to be equivalent to the grade 3 in the 'color fastness fading sample card', and grading the sample plate after the sample plate is put in a dark place for half an hour.
2. The detection method of the dispersion stability comprises the following steps:
the Dispersion stability of organic pigments in aqueous or organic solvents can be determined by dispersing a pigment sample (20 mg) of a certain fineness in (25 ml) of a different medium thoroughly and shaking to prepare a pigment suspension, placing the pigment suspension in a 50ml measuring cylinder, standing for different times (1, 2, 4, 8 hours, etc.), absorbing the upper colored suspension, diluting with the corresponding water or organic solution, measuring the light transmittance with a spectrophotometer (selecting the maximum absorption wavelength γ max of the pigment to be evaluated), and calculating the Dispersion ratio (DR, dispersion Rate) according to the following formula:
T S light transmittance of sample liquid
T O Transmittance of reference liquid
TABLE 3
It can be seen from the combination of example 1 and comparative example 6 and table 3 that the wetting agent plays a role in the pigment, not only wetting the pigment particles and improving the adhesion of the pigment, but also dispersing the pigment particles and preventing the pigment particles from settling.
As can be seen from the combination of examples 6 and 7 and comparative examples 1, 2 and 3, and table 3, the modified pigment has the greatest effect on the dispersion effect, and then the thickener, the dispersant and the wetting agent respectively, the hydrophobic layer coated on the surface of the modified pigment particles enables the pigment to be dispersed in the aqueous phase, the hydrophobic layer is covered with cations under the action of the dispersant, the cations between the pigment particles are repelled so that the pigment particles cannot be deposited together, the viscosity of the aqueous phase is increased under the action of the thickener, and the movement of the modified pigment particles is more inconvenient, thereby further improving the dispersibility.
It can be seen from the combination of example 1 and comparative example 1 and the combination of table 3 that the dispersion rate of the pigment surface-modified by the nano hydrophobic titanium dioxide sol is significantly improved, the pigment particles can be sufficiently dispersed in the aqueous solution due to the hydrophobicity of the nano hydrophobic titanium dioxide sol, and the light resistance of the pigment modified by the nano hydrophobic titanium dioxide sol is improved to a certain extent, because the surface of the pigment has silica, the influence of light and ultraviolet radiation is reduced.
It can be seen from the combination of example 1 and comparative example 2, and comparative example 3, and from table 3 that, in the presence of both ethylene oxide as a thickener and poly dimethyl diallyl ammonium chloride as a dispersant, ethylene glycol is generated through reaction in a reaction vessel, and during the use of the pigment, the adhesion between the photosensitive layer and the substrate and the photochemical reaction speed of the photosensitive layer can be improved, which are beneficial to forming a fixed film layer on the substrate by the photosensitive solution, and the use of ethylene glycol as a film forming agent can greatly improve the light resistance of the pigment. And after the pigment is heated, the ethylene oxide becomes viscous, the viscosity of water is increased, and the pigment surface is attached with positive electricity by the poly dimethyl diallyl ammonium chloride, so that the deposition of pigment particles is avoided, and the dispersibility is improved.
The specific embodiments are only for explaining the present application and are not limiting to the present application, and those skilled in the art can make modifications to the embodiments without inventive contribution as required after reading the present specification, but all the embodiments are protected by patent law within the scope of the claims of the present application.
Claims (8)
1. The storage-stable organic yellow pigment is characterized by being prepared from the following raw materials in parts by weight:
5-12 parts of modified pigment yellow;
23-44 parts of an auxiliary agent;
55-75 parts of water;
the modified pigment yellow is prepared by coating nano hydrophobic titanium dioxide sol on the particle surface of pigment yellow.
2. A storage stable organic yellow pigment according to claim 1, wherein: the assistant takes the storage-stable organic yellow pigment as a reference and comprises the following raw materials in parts by weight: 10-20 parts of a thickening agent; 8-15 parts of a dispersing agent; 5-9 parts of a wetting agent; the thickening agent is ethylene oxide, the dispersing agent is poly dimethyl diallyl ammonium chloride, and the wetting agent is acetic acid.
3. A storage stable organic yellow pigment according to claim 1, wherein: the preparation method of the modified pigment yellow comprises the following steps: s1: adding pigment yellow 139 into deionized water, stirring, and standing to obtain pigment slurry A with negative electricity; s2: adding polydimethyldiallyl ammonium chloride into the pigment slurry A, stirring, and standing to obtain positively charged pigment slurry B; s3: adding the nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the step S2, stirring and standing; s4: and (4) placing the slurry after standing in the step (S3) into a centrifuge for centrifugation, taking the precipitate, washing with deionized water, and repeating the steps for three times to obtain the modified pigment.
4. A storage stable organic yellow pigment according to claim 3, wherein: and the centrifugal rotating speed of the centrifugal machine in the S4 is 5000r/min.
5. A storage stable organic yellow pigment according to claim 3, wherein: the particle size of the pigment yellow is 0.05-0.5 mu m.
6. A preparation method of a storage-stable organic yellow pigment is characterized by comprising the following steps: the preparation steps are as follows: s1: adding the modified pigment yellow into water, stirring, and adding acetic acid during stirring to obtain modified pigment yellow slurry A; s2: adding poly dimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the S1, carrying out ultrasonic oscillation, standing, adding ethylene oxide, and continuously stirring to obtain modified pigment yellow slurry B; s3: and (3) placing the modified pigment yellow paste B prepared in the step (S2) into a reaction kettle, maintaining the pressure, heating and reacting for a period of time, taking out, and standing to obtain the storage-stable type yellow pigment.
7. The method of claim 6, wherein the storage stable organic yellow pigment is prepared by: and heating the S3 to 80-120 ℃ and the pressure of 200-300 KPa.
8. The method of claim 6, wherein the storage stable organic yellow pigment is prepared by: and the stirring speed in the S1 and the S2 is 1000r/min.
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