CN115216183B - Storage-stable organic yellow pigment and preparation method thereof - Google Patents
Storage-stable organic yellow pigment and preparation method thereof Download PDFInfo
- Publication number
- CN115216183B CN115216183B CN202211026376.0A CN202211026376A CN115216183B CN 115216183 B CN115216183 B CN 115216183B CN 202211026376 A CN202211026376 A CN 202211026376A CN 115216183 B CN115216183 B CN 115216183B
- Authority
- CN
- China
- Prior art keywords
- pigment
- yellow
- parts
- slurry
- stirring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000001052 yellow pigment Substances 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 239000000049 pigment Substances 0.000 claims abstract description 184
- 239000002002 slurry Substances 0.000 claims abstract description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 36
- 238000003756 stirring Methods 0.000 claims abstract description 32
- 238000003860 storage Methods 0.000 claims abstract description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 19
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 17
- PZNOBXVHZYGUEX-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine;hydrochloride Chemical compound Cl.C=CCNCC=C PZNOBXVHZYGUEX-UHFFFAOYSA-N 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
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 230000010355 oscillation Effects 0.000 claims abstract description 4
- 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 42
- 230000002209 hydrophobic effect Effects 0.000 claims description 24
- 239000004408 titanium dioxide Substances 0.000 claims description 18
- 239000008367 deionised water Substances 0.000 claims description 11
- 229910021641 deionized water Inorganic materials 0.000 claims description 11
- 239000002244 precipitate Substances 0.000 claims description 7
- 238000004140 cleaning Methods 0.000 claims description 5
- 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
- 238000000576 coating method Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 4
- 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 14
- 239000000523 sample Substances 0.000 description 13
- 230000000694 effects Effects 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 8
- 239000002609 medium Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 238000004062 sedimentation Methods 0.000 description 6
- 230000008021 deposition Effects 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 238000001953 recrystallisation Methods 0.000 description 4
- 239000005028 tinplate Substances 0.000 description 4
- 230000009471 action Effects 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000005562 fading Methods 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 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
- 239000002612 dispersion medium Substances 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
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000001338 self-assembly Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000725 suspension 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
- 244000137852 Petrea volubilis Species 0.000 description 1
- 238000010521 absorption reaction Methods 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
- 235000019270 ammonium chloride Nutrition 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 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
- 238000001035 drying Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 125000000879 imine group Chemical group 0.000 description 1
- 230000003993 interaction Effects 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
- 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
- 239000000123 paper Substances 0.000 description 1
- 239000011087 paperboard 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
- 229920000867 polyelectrolyte Polymers 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
- 239000012488 sample solution Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005507 spraying Methods 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 colorants, and particularly discloses a storage-stable organic yellow pigment and a preparation method thereof. The storage stable organic yellow pigment material includes modified pigment yellow 5-12 weight portions; 23-44 parts of auxiliary agent; 55-75 parts of water; the auxiliary agent comprises the following raw materials in parts by weight: 10-20 parts of thickening agent; 8-15 parts of 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 into the stirring to obtain modified pigment yellow slurry A; s2: adding polydimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the step 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 slurry B prepared in the step (S2) into a reaction kettle, maintaining the temperature under a certain pressure, heating and reacting for a period of time, and taking out and standing to obtain the storage-stable yellow pigment. This has the advantage of making the organic yellow pigment 139 more storage stable.
Description
Technical Field
The application relates to the technical field of colorants, 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 alter the appearance of the dispersion by selectively absorbing, interfering or scattering light, and to maintain the crystalline or particulate nature throughout the coloration process. It has hiding power, tinting strength, is relatively stable to light, is commonly used to formulate paints, inks, and pigmented plastics and rubbers, and therefore may also be referred to as a colorant.
Pigment yellow 139 is prepared by condensation reaction of diiminoisoindoline and barbituric acid, and pigment yellow 139 is easy to form hydrogen bonds, and the types mainly comprise two types: one is formed by intramolecular amide groups and imine groups, and the other is formed between intermolecular amide groups. Pigment yellow 139 forms a two-dimensional layered structure under the action of hydrogen bonds in the system, and is widely applied to industries such as paint, plastics, rubber, printing ink, leather and the like.
With respect to the related art in the above, the inventors consider that there are the following drawbacks: the pigment must be used in combination with a dispersion medium so that the pigment particles are sufficiently dispersed in the dispersion medium for further use. Pigment yellow 139 has certain solubility in a using medium, so that recrystallization phenomenon exists in the using process, pigment particles are deposited at the bottom after a period of standing, an upper layer is formed as a dispersing medium, and a lower layer is formed as pigment deposition phenomenon, namely, storage instability phenomenon.
Disclosure of Invention
In order to make the storage of the organic yellow pigment 139 more 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 auxiliary agent;
55-75 parts of water;
the modified pigment yellow is prepared by coating nano hydrophobic titanium dioxide sol on the particle surfaces 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 the aqueous solution can be overcome after the nano hydrophobic titanium dioxide sol is modified to the surface of the 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 not dissolved in water as much as possible, recrystallization is reduced, layering 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 layering phenomenon formed by pigment deposition is further avoided, and the dispersion stability of the pigment is improved.
Preferably, the auxiliary agent comprises the following raw materials in parts by weight based on the storage stable organic yellow pigment:
10-20 parts of thickening agent;
8-15 parts of dispersing agent;
5-9 parts of a wetting agent;
the thickener is ethylene oxide, the dispersant is polydimethyl 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 concentration of the water is increased, the dispersed modified pigment particles are prevented from sedimentation, the dispersing agent, namely, polydimethyl diallyl ammonium chloride, is also a strong cationic polyelectrolyte, a large amount of cations can be provided for pigment slurry, the cations are attached to the surfaces of the pigment particles, and the cations in a medium repel each other, 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 soaked by water, the adhesive force of the pigment particles is improved, the pigment particles are prevented from sedimentation, when the medium is water, ethylene oxide is heated and pressurized to enable the ethylene oxide to generate hydrolysis reaction, and the ethylene glycol is used as a film forming agent to promote the pigment to generate a film in the use process, so that the light resistance is improved.
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 negatively charged pigment paste A;
s2: adding polydimethyl diallyl 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 (3) placing the slurry after standing in the step (S3) into a centrifugal machine for centrifugation, taking the precipitate, cleaning the precipitate with deionized water, and repeating the steps for three times to obtain the modified pigment.
By adopting the scheme, pigment yellow 139 is firstly 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 is provided with negative charges, a strong cationic electron medium is added into pigment paste at the moment, a large amount of cations are reported by a self-assembly mode, so that the paste presents positive charges, and nano hydrophobic titanium dioxide sol is added at the moment, and the titanium dioxide sol is also provided with negative charges, so that the nano hydrophobic titanium dioxide sol is coated on the surfaces of pigment particles after stirring, dispersing and standing to obtain modified pigment yellow 139, and the pigment yellow 139 is provided with a hydrophobic film after the surface of the pigment yellow is coated with the nano titanium dioxide sol, so that the dispersibility in an aqueous phase medium is good, and the layering phenomenon is avoided.
Preferably, the centrifugal speed of the centrifuge in the step S4 is 5000r/min.
By adopting the technical scheme, the effect of separating the pigment from the medium is good when the centrifugal speed is 5000r/min, and the modification cannot be 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 particles of the pigment is 0.05-1 mm, the particle size range is large, the particle size range is controlled to be 0.05-0.5 mu m, so that the range of the pigment particles is reduced, the specific surface area of more particles is increased, the finer the particles, the larger the specific surface area is, adsorption, catalysis, physiological effects and the like can be accelerated due to the large specific surface area of the fine particles, and when the particle size of the pigment is smaller, the larger the specific surface area is, the better the covering effect of the nano silicon dioxide on the pigment is, so that the dispersibility of the pigment is better promoted.
Preferably, a storage stable organic yellow pigment is prepared as follows: s1: adding the modified pigment yellow into water, stirring, and adding acetic acid into the stirring to obtain modified pigment yellow slurry A; s2: adding polydimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the step 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 slurry B prepared in the step (S2) into a reaction kettle, maintaining the temperature under a certain pressure, heating and reacting for a period of time, and taking out and standing to obtain the storage-stable yellow pigment.
Through adopting the technical scheme, firstly, the wetting agent is added and stirred to ensure that the modified pigment yellow particles fully contact with water, the effect of surface wetting is achieved, the adhesive capability of the pigment particles is improved, the pigment particles are assisted to improve the dispersibility, particle sedimentation is avoided, the surface of the modified pigment particles is coated with titanium dioxide sol with negative charges, but the pigment particles can generate agglomeration phenomenon due to the compatibility of the sol, at the moment, polydimethyl diallyl ammonium chloride is added and then oscillated, and the mixture stands, so that the surface of the pigment particles is coated with a layer of positively charged strong electrolyte through self-assembly, the pigment particles mutually repel each other, the sol can not agglomerate, the sedimentation phenomenon is avoided, the dispersion stability is improved, finally, the mixture is heated in a reaction kettle, the reaction pressure and temperature are controlled in the heating process, the ethylene oxide is thickened, and simultaneously the mixture is hydrolyzed in an acidic environment to generate ethylene glycol, the ethylene glycol is used as a film forming agent to generate a layer of film on the surface of the pigment in the subsequent pigment body, the pigment slurry is damaged by light, and the light fastness is weakened.
Preferably, the stirring rotation speed in the S1 and the S2 is 1000r/min.
By adopting the technical scheme, the stirring and mixing effect is best at the rotating speed of 1000r/min.
Preferably, the temperature in the step S3 is heated to 80-120 ℃ and the pressure is 200-300 KPa.
By adopting the technical scheme, the heating temperature and the pressure are controlled within the range to ensure that the decomposition effect of the ethylene oxide in the pigment system is best, the ethylene oxide is ensured to exist when the ethylene glycol is generated by hydrolysis, the influence of the ethylene oxide on thickening is not influenced, the generated ethylene glycol is enough, and the effect of improving the light fastness of the pigment is achieved.
In summary, the application has the following beneficial effects:
1. the application adopts the nano hydrophobic titanium dioxide sol as a hydrophobic material, can overcome the phenomenon that the pigment is dissolved in the aqueous solution after the nano hydrophobic titanium dioxide sol is modified to the surface of pigment particles, and can also enhance the dispersibility of the pigment in water, thereby improving the dispersion stability of the pigment and further ensuring the stability of the pigment during storage. The pigment yellow is modified, so that the pigment yellow is not dissolved in water as much as possible, recrystallization is reduced, layering 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 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 not dissolved in water as much as possible, recrystallization is reduced, layering 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 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 and stirred to enable the modified pigment yellow particles to fully contact with water, the effect of surface wetting is achieved, the adhesive capacity of the pigment particles is improved, the pigment particles are assisted to improve dispersibility, particle sedimentation is avoided, polydimethyl diallyl ammonium chloride is added and then is oscillated, standing is carried out, the surfaces of the pigment particles are wrapped with a layer of positive charges, mutual repulsive effect is achieved among the pigment particles, sedimentation is avoided, dispersion stability is improved, finally, ethylene oxide is added and then is heated in a reaction kettle, the reaction pressure and temperature are controlled in the heating process, ethylene glycol is generated in an acidic environment while the ethylene oxide is thickened, a layer of film is formed on the pigment surface as a film forming agent in the subsequent use process of pigment slurry, the damage of light to the pigment is weakened, and the light fastness of the pigment is improved.
Detailed Description
The present application will be described in further detail with reference to examples.
The particle diameter of monoazo pigment yellow is limited to 0.05-0.5 mu m;
preparation example of modified pigment yellow
Preparation example 1
S1: adding 8g pigment yellow into 40g deionized water, stirring at 500r/min for 30min, and standing for 10min to obtain negatively charged pigment paste A
S2: adding 10g of polydimethyl diallyl ammonium chloride into the pigment slurry A, stirring for 30min at the rotation speed of 500r/min, 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 step S2, stirring for 30min at 1000r/min, and standing for 10min;
s4: and (3) placing the slurry after standing in the step (S3) into a centrifuge, centrifuging for 20min at a rotation speed of 5000r/min, taking the precipitate, cleaning with deionized water, and repeating for three times to obtain the modified pigment.
Preparation example 2
S1: adding 5g pigment yellow into 30g deionized water, stirring at 500r/min for 30min, and standing for 10min to obtain negatively charged pigment paste A
S2: adding 8g of polydimethyl diallyl ammonium chloride into the pigment slurry A, stirring for 30min at a rotation speed of 500r/min, and standing for 10min to obtain positively charged pigment slurry B;
s3: adding 9g of nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the step S2, stirring for 30min at 1000r/min, and standing for 10min;
s4: and (3) placing the slurry after standing in the step (S3) into a centrifuge, centrifuging for 20min at a rotation speed of 5000r/min, taking the precipitate, cleaning with deionized water, and repeating for three times to obtain the modified pigment.
Preparation example 3
S1: adding 11g pigment yellow into 50g deionized water, stirring at 500r/min for 30min, and standing for 10min to obtain negatively charged pigment paste A
S2: adding 12g of polydimethyl diallyl ammonium chloride into the pigment slurry A, stirring for 30min at a rotation speed of 500r/min, and standing for 10min to obtain positively charged pigment slurry B;
s3: adding 17g of nano hydrophobic titanium dioxide sol into the pigment slurry B prepared in the step S2, stirring for 30min at 1000r/min, and standing for 10min;
s4: and (3) placing the slurry after standing in the step (S3) into a centrifuge, centrifuging for 20min at a rotation speed of 5000r/min, taking the precipitate, cleaning with deionized water, and repeating for three times to obtain the modified pigment.
Examples
Example 1
A preparation method of storage stable organic yellow pigment, which 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 in the stirring process to obtain modified pigment yellow slurry A; s2: adding 12g of polydimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the step S1, carrying out ultrasonic oscillation at a frequency of 20KHz for 5min, standing for 20min, adding 15g of ethylene oxide, and continuously stirring at a rotating speed of 1000r/min for 5min to obtain a modified pigment yellow slurry B; s3: and (3) putting the modified pigment yellow slurry B prepared in the step (S2) into a reaction kettle, regulating the pressure to 150Kpa, regulating the temperature to 100 ℃, taking out after reacting for 20min, and standing for 1h to obtain the storage-stable yellow pigment.
In this example, the modified pigment yellow prepared in preparation example 1 was used.
Examples 2 to 3
A storage-stable organic yellow pigment differs from example 1 in that the raw material components and their corresponding parts by weight are shown in Table 2.
TABLE 2 weight (g) of the raw materials in examples 1-3
Component (A) | 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 and its preparation method | 65 | 55 | 75 |
Example 4
A storage-stable organic yellow pigment differs from example 1 in that the starting material is modified pigment yellow prepared in preparation example 2.
Example 5
A storage-stable organic yellow pigment differs from example 1 in that the starting material is modified pigment yellow prepared in preparation example 3.
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 differs from example 1 in that the modified pigment yellow 74 is replaced with a normal pigment yellow 74.
Comparative example 2
A storage stable organic yellow pigment is different from example 1 in that a thickener is not added and the operation in S3 is not performed.
Comparative example 3
A storage stable organic yellow pigment is different from example 1 in that the modified pigment yellow is replaced with a normal pigment yellow 74, and a thickener is not added, and the operation of S3 is not performed.
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 glass beads are taken, placed into a container, added with a proper amount of dimethylbenzene, stirred uniformly, sanded to fineness below 30 microns, added with 30g of melamine formaldehyde resin and a lead manganese drill drier (about 0.2% of the weight of the resin), stirred uniformly, filtered through 100-mesh copper wire cloth, and adjusted to proper plate viscosity by dimethylbenzene.
The tinplate is polished by No. 0 sand paper, washed by dimethylbenzene and dried by silk cloth. And (3) brushing or spraying the sample on the treated tinplate, placing the tinplate at a dust-free position for leveling for half an hour, placing the tinplate into an oven with the temperature adjusted to 100 ℃ for baking for half an hour, taking out, and cooling to room temperature for standby.
Covering half of the prepared sample plate and sample card of the light fastness blue standard with black thick paperboard lining writing paper, putting the sample plate and sample card into a light-drying machine, taking out the sample plate and sample card when the sample card is dried to the 7-level color fading in the light fastness blue standard to the 3-level color fading sample card equivalent to the color fastness color fading sample card, and grading the sample card after the sample card is put in a dark place for half an hour.
2. The dispersion stability detection method comprises the following steps:
the Dispersion stability of organic pigment in aqueous or organic solvent can be prepared by dispersing and shaking pigment sample (20 mg) with certain fineness in (25 ml) different media fully, preparing pigment suspension, placing in 50ml measuring cylinder, placing for different time (1; 2;4;8;10 hours, etc.), respectively sucking upper colored suspension, diluting with corresponding water or organic solution, measuring light transmittance with spectrophotometer (under the maximum absorption wavelength gamma max of pigment selected to be evaluated), calculating Dispersion Rate (DR, dispersion Rate) according to the following formula:
T S light transmittance of sample solution
T O Reference liquid transmittance
TABLE 3 Table 3
It can be seen from the combination of example 1 and example 6 and the combination of table 3 that the wetting agent plays a role in not only wetting the pigment particles but also improving the adhesion of the pigment, and has a good role in dispersing the pigment particles and preventing the pigment particles from settling.
It can be seen from the combination of examples 6, 7 and comparative examples 1, 2, 3 and the combination of table 3 that the modified pigment has the greatest effect on the dispersing effect, and secondly, the thickener, the dispersant and the wetting agent, respectively, the surface-coated hydrophobic layer of the modified pigment particles causes the pigment to disperse in the aqueous phase, the hydrophobic layer is further covered with cations under the action of the dispersant, the repulsive interaction between cations among the pigment particles causes the pigment particles to be unable to deposit and aggregate together, the viscosity of the aqueous phase is further improved under the action of the thickener, and the movement of the modified pigment particles becomes 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 after the surface modification with the nano hydrophobic titania sol is significantly improved, the pigment particles can be sufficiently dispersed in the aqueous solution due to the hydrophobicity of the nano hydrophobic titania sol, and the pigment after the modification with the nano hydrophobic titania sol is improved in light resistance to some extent, because the titanium dioxide exists on the surface of the pigment, the influence of light irradiation and ultraviolet irradiation is small.
It can be seen from the combination of example 1, comparative example 2 and comparative example 3 and the combination of table 3 that in the case of the simultaneous presence of the thickener ethylene oxide and the dispersant polydimethyldiallyl ammonium chloride, ethylene glycol is generated after the reaction in the reaction kettle, and in the process of using the pigment, the adhesiveness between the photosensitive layer and the plate base and the photochemical reaction speed of the photosensitive layer can be improved, which are beneficial to the formation of a fixed film layer on the plate base by the photosensitive liquid, and the use of ethylene glycol as a film forming agent can greatly improve the light fastness of the pigment. And after heating, ethylene oxide becomes sticky, the viscosity of water is increased, and the polydimethyl diallyl ammonium chloride can lead the surface of the pigment to be attached with positive electricity, so that the deposition of pigment particles is avoided, and the dispersibility is improved.
The present embodiment is only for explanation of the present application and is not to be construed as limiting the present application, and modifications to the present embodiment, which may not creatively contribute to the present application as required by those skilled in the art after reading the present specification, are all protected by patent laws within the scope of claims of the present application.
Claims (4)
1. The storage-stable organic yellow pigment is characterized by being prepared from the following raw materials in parts by weight:
9 parts of modified pigment yellow;
34 parts of auxiliary agent;
65 parts of water;
the modified pigment yellow is prepared by coating nano hydrophobic titanium dioxide sol on the particle surfaces of pigment yellow;
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 negatively charged pigment paste A; s2: adding polydimethyl diallyl 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: putting the slurry after standing in the step S3 into a centrifuge for centrifugation, taking the precipitate, cleaning the precipitate with deionized water, and repeating the steps for three times to obtain modified pigment;
the auxiliary agent takes the storage stable organic yellow pigment as a reference and comprises the following raw materials in parts by weight: 15 parts of a thickening agent; 12 parts of dispersing agent; 7 parts of a wetting agent; the thickener is ethylene oxide, the dispersing agent is polydimethyl diallyl ammonium chloride, and the wetting agent is acetic acid;
the preparation method of the storage stable organic yellow pigment comprises the following steps: s1: adding the modified pigment yellow into water, stirring, and adding acetic acid into the stirring to obtain modified pigment yellow slurry A; s2: adding polydimethyl diallyl ammonium chloride into the modified pigment yellow slurry A prepared in the step 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 slurry B prepared in the step (S2) into a reaction kettle, heating and reacting for a period of time under the pressure of 200-300 KPa, and taking out and standing to obtain the storage-stable yellow pigment.
2. A storage stable organic yellow pigment according to claim 1 wherein: and (4) the centrifugal speed of the centrifugal machine in the step (S4) is 5000r/min.
3. A storage stable organic yellow pigment according to claim 1 wherein: the particle size of the pigment yellow is 0.05-0.5 mu m.
4. A storage stable organic yellow pigment according to claim 1 wherein: the stirring rotating speed in the S1 and the S2 is 1000r/min.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211026376.0A CN115216183B (en) | 2022-08-25 | 2022-08-25 | Storage-stable organic yellow pigment and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211026376.0A CN115216183B (en) | 2022-08-25 | 2022-08-25 | Storage-stable organic yellow pigment and preparation method thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN115216183A CN115216183A (en) | 2022-10-21 |
CN115216183B true CN115216183B (en) | 2023-11-07 |
Family
ID=83617881
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202211026376.0A Active CN115216183B (en) | 2022-08-25 | 2022-08-25 | Storage-stable organic yellow pigment and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN115216183B (en) |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003213182A (en) * | 2002-01-28 | 2003-07-30 | Konica Corp | Aqueous colored fine particle dispersion, aqueous ink, and image formation method |
JP2004051687A (en) * | 2002-07-17 | 2004-02-19 | Sharp Corp | Aqueous pigment dispersion and ink composition |
US7273842B1 (en) * | 2002-06-14 | 2007-09-25 | Rohm And Haas Company | Colorants, dispersants and dispersions containing polymeric nanoparticles |
JP2011032468A (en) * | 2009-07-10 | 2011-02-17 | Dic Corp | Method for producing aqueous pigment dispersion liquid |
CN103881421A (en) * | 2014-03-07 | 2014-06-25 | 江苏双乐化工颜料有限公司 | Nanometer surface modifier and preparation method and using method thereof |
CN107502078A (en) * | 2017-07-20 | 2017-12-22 | 江苏荣鑫铝业科技有限公司 | Application aluminium weather resistant luminescent coating and its application method |
CN107793844A (en) * | 2016-09-06 | 2018-03-13 | 立邦涂料(中国)有限公司 | A kind of water-based organic pigment mill base and preparation method thereof |
KR102066190B1 (en) * | 2018-10-31 | 2020-01-14 | (주)경기색소 | Preparation method of yellow organic pigments for eco-friendly offset inks excellent in storage stability |
CN111484773A (en) * | 2020-05-07 | 2020-08-04 | 杭州华大海天科技有限公司 | Pigment yellow dispersion containing anionic dispersant and preparation method thereof |
CN112745696A (en) * | 2020-06-05 | 2021-05-04 | 鞍山七彩化学股份有限公司 | Nano-material coated organic composite pigment and preparation method thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102498178B (en) * | 2009-09-16 | 2014-06-25 | Dic株式会社 | Pigment dispersion, aqueous pigment dispersion, ink for ink-jet recording, and process for producing aqueous pigment dispersion |
-
2022
- 2022-08-25 CN CN202211026376.0A patent/CN115216183B/en active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003213182A (en) * | 2002-01-28 | 2003-07-30 | Konica Corp | Aqueous colored fine particle dispersion, aqueous ink, and image formation method |
US7273842B1 (en) * | 2002-06-14 | 2007-09-25 | Rohm And Haas Company | Colorants, dispersants and dispersions containing polymeric nanoparticles |
JP2004051687A (en) * | 2002-07-17 | 2004-02-19 | Sharp Corp | Aqueous pigment dispersion and ink composition |
JP2011032468A (en) * | 2009-07-10 | 2011-02-17 | Dic Corp | Method for producing aqueous pigment dispersion liquid |
CN103881421A (en) * | 2014-03-07 | 2014-06-25 | 江苏双乐化工颜料有限公司 | Nanometer surface modifier and preparation method and using method thereof |
CN107793844A (en) * | 2016-09-06 | 2018-03-13 | 立邦涂料(中国)有限公司 | A kind of water-based organic pigment mill base and preparation method thereof |
CN107502078A (en) * | 2017-07-20 | 2017-12-22 | 江苏荣鑫铝业科技有限公司 | Application aluminium weather resistant luminescent coating and its application method |
KR102066190B1 (en) * | 2018-10-31 | 2020-01-14 | (주)경기색소 | Preparation method of yellow organic pigments for eco-friendly offset inks excellent in storage stability |
CN111484773A (en) * | 2020-05-07 | 2020-08-04 | 杭州华大海天科技有限公司 | Pigment yellow dispersion containing anionic dispersant and preparation method thereof |
CN112745696A (en) * | 2020-06-05 | 2021-05-04 | 鞍山七彩化学股份有限公司 | Nano-material coated organic composite pigment and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
CN115216183A (en) | 2022-10-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6235566B2 (en) | Surface-modified pigment particles, preparation method thereof and use thereof | |
US4599114A (en) | Treatment of titanium dioxide and other pigments to improve dispersibility | |
CN110191918A (en) | Fluid group comprising pretreatment fluid and jetted ink | |
CN110191811B (en) | Capsules stabilized by cationic dispersing groups | |
US4741780A (en) | Treatment of titanium dioxide and other pigments to improve dispersibility | |
JP5806306B2 (en) | Printing ink having enhanced gloss and lower viscosity | |
CN1073694A (en) | Be used for to the synthetic tinting pigment of the painted monodispersity of printing-ink class medium, its manufacture method with and producing apparatus | |
EP0902061B1 (en) | Stir-in pigment compositions | |
MXPA05005681A (en) | Preparation and use of nanosize pigment compositions. | |
CN111386319A (en) | Aqueous pigmented inkjet inks | |
JP6031175B2 (en) | Titanium dioxide pigment, method for producing the same, and printing ink composition | |
CN101631835B (en) | Pigment preparation based on diketopyrrolopyrroles | |
CN115216183B (en) | Storage-stable organic yellow pigment and preparation method thereof | |
CN101263204A (en) | Colored composite micro-particle and method for producing colored composite micro-particle, rendering material and color filter and ink for inkjet | |
JP4489019B2 (en) | Method for producing powder coating | |
CN105985682A (en) | Water-based nanometer color paste, water-based thermal sublimation jet ink containing same, and method for preparing water-based thermal sublimation jet ink | |
US6231662B1 (en) | Surface treatments for titanium dioxide and other industrial pigments | |
CN1643082A (en) | Black pigment compositions | |
US5648408A (en) | Organic stir-in pigments | |
JPH0832837B2 (en) | Fine-grained transparent metal-free phthalocyanine of the X-modification and pigments containing said compound | |
JP2006152103A (en) | Method for producing watercolor pigment dispersion, and method for producing aqueous ink for inkjet recording | |
JP3625318B2 (en) | Organic stirring pigment | |
CN105623310A (en) | Nano thixotropic agent and preparation method thereof | |
CN105037837B (en) | It is applied to titanium white aqueous color paste of natural latex products coloring and preparation method thereof | |
CN102803397B (en) | Surface-modified pigment compositions |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |