CN106566280A - Coated pigment composition and production method thereof - Google Patents
Coated pigment composition and production method thereof Download PDFInfo
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- CN106566280A CN106566280A CN201510649679.1A CN201510649679A CN106566280A CN 106566280 A CN106566280 A CN 106566280A CN 201510649679 A CN201510649679 A CN 201510649679A CN 106566280 A CN106566280 A CN 106566280A
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- paratoneres
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0004—Coated particulate pigments or dyes
- C09B67/0008—Coated particulate pigments or dyes with organic coatings
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0079—Azoic dyestuff preparations
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B68/00—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology
- C09B68/40—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology characterised by the chemical nature of the attached groups
- C09B68/46—Aromatic cyclic groups
- C09B68/463—Substituted aromatic groups
-
- 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
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The present invention provides a coated pigment composition and a production method thereof, wherein the coated pigment composition is used as a red coloring material for gravure ink so as to provide the high coloring concentration and achieve sufficient re-solubility. According to the present invention, the coated pigment composition contains a C.I. pigment red 146 and a C.I. pigment red 57:1, wherein the C.I. pigment red 146 covers the C.I. pigment red 57:1; and with the application of the C.I. pigment red 57:1 coated with the C.I. pigment red 146 as the red coloring agent of the gravure ink for packaging, the coloring concentration is high and the re-solubility is high so as to inhibit the blocking during continuous printing so as to complete the technical scheme.
Description
Technical field
The present invention relates to re-dissolved is high when using packaging base gravure ink be coated to by C.I. pigment red 146s
C.I. paratoneres 57:1 coated pigment compositionss and the manufacture method of the coated pigment compositionss.
Background technology
Generally, as the red pigment used in base gravure ink, C.I. paratoneres 57:1 tone is excellent
Choosing, but because its structure causes re-dissolved and boiling resistance, boiling resistance poor, therefore, using there is costliness
C.I. pigment red 146s.But, in recent years, for the purpose of reduces cost, in the purposes of base gravure ink,
It is strongly desired cheap C.I. pigment used in boiling resistance, the snacks packaging applicationss of boiling resistance is not needed
Red 57:1.
But, C.I. paratoneres 57 so far:1, re-dissolved is low, even if therefore not needing resistant to cook
Also cannot use in boiling property, the purposes of the wrapping base gravure ink of snacks of boiling resistance.
In citation 1, it is proposed that the azo comprising AZOpigments and saturation or undersaturated aliphatic amine
Color compositions, in citation 2, as the pigment dispensing composition of jetted ink, it is proposed that include
The color compositions of alkali compoundss, polyisocyanate polyurethane resin and pigment.Further, citation 3
In, it is proposed that newtrex is added to into color compositions obtained by AZOpigments.In citation 4, carry
Go out obtained by the synthesis Composite of fuchsin 6B pigment and the insoluble monoazo pigment of naphthols AS systems is carried out
Composite monoazo pigment.But, the pigment or color compositions proposed in these citations is not obtained
Sufficient re-dissolved, in the alkali beyond with the addition of pigment, polymer, colour saturation is reduced.
Prior art literature
Patent documentation
Patent documentation 1：Japanese Unexamined Patent Publication 2001-049140 publications
Patent documentation 2：Japanese Unexamined Patent Publication 2011-202004 publications
Patent documentation 3：Japanese Unexamined Patent Publication 10-101958 publication
Patent documentation 4：Japanese Unexamined Patent Publication 2005-194493 publications
The content of the invention
Invent problem to be solved
Problem to be solved by this invention is to provide a kind of AZOpigments compositionss and the color compositions
Manufacture method, the AZOpigments compositionss are used as the red colored material of base gravure ink, and colour saturation is high,
It is obtained in that sufficient re-dissolved.
Method for solving problem
As a result the present inventor etc. are had found in view of above-mentioned practical situation has made intensive studies, by will be by C.I.
The coating C.I. paratoneres 57 of pigment red 146:1 red stain for being used as packaging base gravure ink, colour saturation
Height, re-dissolved is high, so as to complete the present invention.
That is, the present invention is a kind of coated pigment compositionss, it is characterised in that containing C.I. pigment red 146s and
C.I. paratonere 57:1, above-mentioned C.I. paratoneres 57:1 is coated to by above-mentioned C.I. pigment red 146s.
A kind of coated pigment compositionss, it is characterised in that in terms of mass conversion ratio, C.I. paratoneres 57:1/C.I.
Pigment red 146=10/90～90/10.
A kind of coated pigment compositionss, it is characterised in that in terms of mass conversion, relative to 100 parts of above-mentioned quilts
Color compositions are covered, further containing 1～30 part of Colophonium.
A kind of coated pigment compositionss, it is characterised in that the specific surface area of above-mentioned coated pigment compositionss is
10～55m2/g。
A kind of manufacture method of coated pigment compositionss, it is characterised in that it is above-mentioned coated pigment compositionss
Manufacture method, by following operations manufacture coated pigment：
[1] make and contain C.I paratoneres 57:The operation of 1 aqueous suspension,
[2] by coupling agent solution with above-mentioned containing C.I paratoneres 57:The operation of 1 aqueous suspension mixing,
The coupling agent solution is by N- (the chloro- 2,5- Dimethoxyphenyls of 4-) -3- hydroxyl -2- naphthalene first with alkaline aqueous solution
Amide dissolving is formed,
[3] and then, it is molten diazol obtained by diazotising is carried out to 3- amino-4-methoxyls benzanilide
The aqueous suspension of [2] is added in liquid.
There is provided a kind of liquid ink, it is characterised in that the coated pigment compositionss containing above-mentioned record.
The effect of invention
The coated pigment compositionss of the present invention are realized in the red stain as packaging base gravure ink
Colour saturation is high, the high such especially significant technique effect of re-dissolved.
Specific embodiment
The coated pigment compositionss of the present invention are with C.I. paratoneres 57:1 is coated to as spy by C.I. pigment red 146s
The coated pigment compositionss levied.
Can be described as the C.I. paratoneres 57 of the representative of AZOpigments:1 is to be commonly referred to as fuchsin 6B, lithol rubine,
In addition also referred to as double [2- (3- carboxyls -2 hydroxy naphthalene base azo) -5- toluene sulfonic acides] calcium (IUPAC names),
3- hydroxyl -4- [(4- methyl -2- sulfo group phenyl) azo] -2- naphthoic acids calcium salt (1:1) the red face of (CAS names)
Material, is mainly used for printing-ink.
Additionally, as C.I. paratoneres 57:1 common manufacture method, can be by being contained in water
The suspension of the diazol (hereinafter referred to as diazo component) of 4- aminotoluene-3-sulfonic acids with contain 2- hydroxyl -3-
The coupling reaction of the aqueous solution of the coupling agent composition of naphthoic acid and color lakeization are reacted and are obtained.To thus obtained
The aqueous suspension of pigment is filtered, washed, and obtains the pigment water paste of the moisture state of moisture content 60～80%
Deng.Pigment is supplied in the coloring for being colored medium with the moisture state (wet), or, further done
It is dry, it is supplied in the coloring that is colored medium as the pigment of drying regime (dry).
But, C.I. paratoneres 57:1 dispersibility itself is low, therefore, sometimes through to Colophonium, polymerism
Polymer, surfactant, pigment derivative, soda acid derivant etc. are processed to change dispersibility
It is good, colour saturation is improved.Further, from the point of view of architectural source, nor the so high pigment of fastness.
In addition, although be that cost shows excellent pigment, but when for packaging base gravure ink, ink is molten again
Solution property is low, therefore there are problems that occurring during continuous printing as stifled version.
Here, re-dissolved refers to dissolubility of the ink film in printing ink solvent, by the feelings of favorable solubility
Condition is judged to that re-dissolved is excellent.
On the other hand, pack the solvent used in base gravure ink etc. and be mainly toluene, methyl ethyl ketone, alcohol etc.
Mixed solvent.This is because, the boiling point of toluene is higher and solvability for polyurethane resin is high, suppression
The drying of the ink in the ink cell (cell) for not residuing in intaglio plate to plastics film transfer completely has been made, and then,
The effect for making to residue in the ink re-dissolved in ink cell is strong, is suitable thus for the stifled version of ink cell is prevented.
But, toluene evaporates in an atmosphere, disperse, is the reason for being formed oxidant by photochemical reaction thing
Matter, takes tight headed by the mobile registration system of environmental pollutants discharge (common name PRTR methods) to it
The laws and regulations of lattice.Additionally, with regard to the printed article of food packaging plastic foil, because the aromatic series such as toluene are molten
Agent is easily remained on printed article, so constantly increasing to the demand of the printing-ink of the dicyandiamide solution without toluene
Plus.
In the conventional printing-ink with polyurethane resin as binding agent, methyl second is used when not using toluene
When base ketone, ethyl acetate, isopropanol equal solvent, be susceptible to that the solid state component of ink piles up in version is stifled
Version, scraper blow the mist version that unnet ink is shifted to non-setting-out portion.This is, it can be said that due to unused toluene
The reduction for causing the re-dissolved of ink is one of its reason, and ink is piled up in version, there occurs stifled version.
The C.I. pigment red 146s of the coated process of the present invention are monoazo pigments, are by N- (4- chloro- 2,5-
Dimethoxyphenyl) -3- hydroxyl -2- naphthalenecarboxamides and 3- amino-4-methoxyl benzanilides coupling reaction
Obtained from pigment, be the high red pigment being mainly used in base gravure ink of re-dissolved.
The present invention is not simply by C.I. pigment red 146s and C.I. paratoneres 57:The 1 mixing face being obtained by mixing
Material, but in the coupling reaction of C.I. pigment red 146s, i.e., in the generation of C.I. pigment red 146s, with
C.I. paratonere 57:1 is core, by the Surface Creation C.I. pigment red 146s of the core and it is coating obtained from
Coated pigment.
C.I. paratonere 57:1 is coated to by C.I. pigment red 146s and can be judged by following result：Using Japan
Electronics JSM-7800F, SEM-EDS observations are carried out under conditions of accelerating potential 2kV to coated pigment
When, Cl is detected in a large number on MAP SAM spectrums (マ ッ プ サ system ス ペ Network ト Le).
The coated pigment of the present invention is constituted by C.I paratoneres 57:1 and C.I pigment red 146 is constituted, with quality
Substitution ratio meter, is C.I. paratoneres 57:The scope of 1/C.I. pigment red 146=10/90～90/10.In order in height
Re-dissolved on the basis of, obtain the also excellent image of high coloring power and gradually changeable and formed, further preferably
C.I. paratonere 57:The scope of 1/C.I. pigment red 146=60/40～80/20.
The coated pigment of the present invention is obtained by following operations, and by following operations coated pigment is manufactured：
[1] make and contain C.I paratoneres 57:The operation of 1 aqueous suspension,
[2] by coupling agent solution with above-mentioned containing C.I paratoneres 57:The operation of 1 aqueous suspension mixing,
The coupling agent solution is by N- (the chloro- 2,5- Dimethoxyphenyls of 4-) -3- hydroxyl -2- naphthalene first with alkaline aqueous solution
Amide dissolving is formed,
[3] and then, it is molten diazol obtained by diazotising is carried out to 3- amino-4-methoxyls benzanilide
The aqueous suspension of [2] is added in liquid so as to manufacture the operation of coated pigment.
First, in above-mentioned [1], C.I. paratoneres 57:1 one kind for referring to azo lake pigment, passes through
The suspension of the diazol containing 4- aminotoluene-3-sulfonic acids is carried out in water and contains 2- hydroxyl -3- naphthoic acids
Coupling agent composition aqueous solution coupling reaction and color lakeization reaction and obtain.
In the coupling reaction, the diazonium salt solution of 4- aminotoluene-3-sulfonic acids for example can be by making 4- amino
Toluene-3,4-dithiol-sulfonic acid, hydrochloric acid and sodium nitrite react and obtain.
On the other hand, the aqueous solution of the coupling agent composition containing 2- hydroxyl -3- naphthoic acids is generally made in the reaction
Use for alkaline aqueous solution.
The aqueous suspension of thus obtained pigment is filtered, washed, the wet of moisture content 60～80% is obtained
The pigment water paste of profit state.By the way that the pigment water paste is dispersed in water, it is for about 10% to obtain pigment composition
C.I. paratoneres 57:1 aqueous suspension.It is not particularly limited as the equipment for now using, can enumerates
For example using coating vibrator, ball mill, attritor, basket-type grinder, sand milling, the sand milling of medium
Machine, wear promise grinder (Dyno-mill), DISPERMAT dispersion machines, SC grinders, spike mill, stir
Ultrasonic homogenizer, nanometer emulsified machine, dissolvers, disperser, the high speed for mix grinder, not using medium
Impeller dispersion machine etc..
Next, in above-mentioned [2], can be by adding N- (4- in the alkaline aqueous solution for being heated
Chloro- 2,5- Dimethoxyphenyls) -3- hydroxyl -2- naphthalenecarboxamides to be modulating coupling agent solution.Heating-up temperature needs big
Body is at 50 DEG C～95 DEG C or so.As alkali, as long as water can be dissolved in and N- (chloro- 2, the 5- dimethoxies of 4- are made
Base phenyl) dissolving of -3- hydroxyl -2- naphthalenecarboxamides alkali, any alkali can, from cost, coupling agent composition
The aspects such as solvability, liquid waste processing are set out, and preferably use sodium hydroxide or potassium hydroxide.
The C.I. paratoneres 57 obtained in by mixing above-mentioned [1] in coupling agent solution obtained above:1
Aqueous suspension, it is possible to obtain containing C.I paratoneres 57:1 N- (the chloro- 2,5- Dimethoxyphenyls of 4-) -3- hydroxyls
The coupling agent solution of -2- naphthalenecarboxamides.
In above-mentioned [3], the diazonium salt solution of 3- amino-4-methoxyl benzanilides for example can pass through
Make the reaction of 3- amino-4-methoxyl benzanilides, hydrochloric acid and sodium nitrite and obtain.In the present invention
Coated pigment can make suitable pigment by following methods：According to known usual coupling method, make
State the coupling agent solution obtained in the diazonium salt solution of 3- amino-4-methoxyl benzanilides and above-mentioned [2]
Carry out coupling reaction, obtain rough pigment, with set point of temperature and regulation pH under heat ageing.
The coupling reaction can pass through the coupling agent solution obtained in above-mentioned diazonium salt solution and above-mentioned [2]
Combination, adds in an aqueous solution another kind of aqueous solution to carry out coupling reaction, wherein, preferably in diazol
Deca coupling agent solution carries out the inverse coupling of coupling reaction in aqueous solution.
Additionally, in the present invention, the time for adding to the above-mentioned coupling agent aqueous solution of diazonium salt solution Deca does not have
Especially limit, be preferably regulated as Jing 1～6 hour, particularly Jing and terminate for 1～3 hour.
Further, in the coupling reaction, the temperature of water, pH are not particularly limited, 0～70 DEG C of preferable temperature,
The scope of pH4～9.
In above-mentioned diazonium salt solution during the above-mentioned coupling agent solution of Deca, expect exist for making pH certain
PH buffer.
PH buffer used in the present invention can suitably be selected according to pH during coupling reaction, its
Species is not particularly limited, for example can be using acetic acid-sodium acetate, citrate-phosphate disodium hydrogen etc. as buffering
Agent is used.
When manufacturing this pigment, various Colophonium can also be as needed used.As the example of Colophonium, can make
Known Colophonium is used, is not particularly limited.As an example, gum rosin, rosin modified phenolic tree can be enumerated
Fat, disproportionated rosin, hydrogenated rosin, rosin ester etc..They can be used alone, it is also possible to combine various making
With.Additionally, relative to the gross weight of color compositions, these Colophonium can 0.1～50 part, preferably 1～30
The scope of part is used.
For the specific surface area of the coated pigment compositionss of the present invention, in order to give full play to as packaging
The high colour saturation of base gravure ink and re-dissolved, preferably in the BET specific surface area based on nitrogen adsorption method
For 60m2/ below g, more preferably 10～55m2/g.Here so-called BET specific surface area is according to Japan
The defined of annex 2 of industrial standard JIS Z8830-1990 " determines the side of gas absorption amount by 1 method
The specific surface area of dried pigment when method " is measured.
The coated pigment of the present invention can be not only used for base gravure ink, coloring agent is also used as, as lithographic plate
Ink, plastics, ink-jet, powdered ink, the purposes of color filter are preferably suitable used in base gravure ink.
In the use of base gravure ink, base gravure ink includes resin, solvent, coloring agent and auxiliary agent, common to match somebody with somebody
Composition and division in a proportion rate is as described below.Resin 15～25%, solvent 40～70%, coloring agent 5～50%, auxiliary agent 1～5%,
The material that resin is dissolved in solvent is referred to as into vehicle.
(resin used in base gravure ink)
Resin plays following effects：Solvent is dissolved in, coloring agent is moved to into printed thing and as envelope from version
Set.Species, the various resins of resistance to Sexual behavior mode according to printed thing.As the resin commonly used in base gravure ink,
Can enumerate vinyl chloroacetate resin, chlorinated rubber, chlorinated polypropylene, acrylic resin, polyamide,
Polyurethane resin, nitrocotton resin (celluloid) etc..According to purposes be possible with polyamide with
The hybrid resin of nitrocotton resin etc..From snacks with using to steaming and decocting, as lamination general ink, amino first are used
Acid esters system resin be most frequently with.In the present invention, as an example, use in packaging intaglio plate
The polyurethane resin being usually used in ink.
(solvent used in base gravure ink)
Solvent can be printed for dissolving resin, and it determines the drying property of ink.In printing-ink
The primary solvent for using is toluene, MEK, ethyl acetate, IPA.In general, for small toxicity, fast
Rapid-curing cutback is dry, using low-boiling solvent, but striped or cannot be fine occurs when there is the too fast and printed article of drying
During the obstacles such as ground printing, the solvent high by mixing boiling point, even thin word also can clearly print.
But, residual solvent, the danger of blocking also increase.For each resin, will be eutectic molten
Agent is referred to as true solvent, will be referred to as cosolvent, diluent for the solvent for improving performance, dilute.Polyurethane series
In the case of, true solvent is MEK, and cosolvent is ethyl acetate, and diluent is toluene and IPA.There is root
The dedicated solvent of various solvents is combined with according to the species of each ink, has prepared the different solvent of rate of drying.
As main solvent, toluene, the dimethylbenzene as hydrocarbon system can be used；Ethyl acetate, second as ester system
Acid butyl ester；Isopropanol, butanol as alcohol system；Methyl ethyl ketone, methyl iso-butyl ketone (MIBK) as ketone system etc..
(auxiliary agent used in base gravure ink)
Auxiliary agent is the additive for improving physical stability, chemical stability, printability.Have plasticizer,
Ultraviolet screening agent, antioxidant, antistatic additive etc..
In being combined with the base gravure ink of the coated pigment compositionss of the present invention, as needed can appropriate coordinating example
As barium sulfate, brium carbonate, Calcium Carbonate, Gypsum Fibrosum, hydrated alumina, clay, silicon dioxide, white carbon,
The extender pigments such as Talcum, calcium silicates, precipitability magnesium carbonate.
(base gravure ink manufacture method)
The manufacture of vehicle is only that resin is dissolved in into solvent, very simply, but will form micron-sized uniform grain
The operation (mixing, dispersion) that the coloring agent of son is scattered in vehicle needs technology and takes time.It is mixed
Refine, disperse the printability and keeping quality of insufficient ink poor.Mixing uses special special grinder.
Add auxiliary agent in the substrate made by by this way, as last finishing step, carry out color, viscous
The adjustment of degree.
(performance required by packaging base gravure ink)
Especially, in the case of for the pigment for solvent based gravure ink, in order to obtain regulation water
The printed article of the flat above, it is desirable to re-dissolved, water suction rotten (souring) property, dispersibility, flowing
The printing characteristics such as property, stability.Especially increasing for demand in recent years containing polyurethane resin as load color
In the case of the base gravure ink of agent composition, the characteristic such as re-dissolved, dispersibility, stability is extremely important.
Embodiment
By the following examples in detail the present invention will be described, certainly, the invention is not restricted to these enforcements
The scope of example.Additionally, such as indicating without special, then " part " and " % " is quality criteria.
The ＞ of ＜ Production Examples 1
38.5 parts of 2- amino -5- toluene sulfonic acides are scattered in after 500 parts of water, 25 part of 35% hydrochloric acid is added,
0 DEG C is held in while 36.8 part of 40% sodium nitrite in aqueous solution of Deca, obtains diazonium salt solution.Connect down
Come, 40.1 parts of 2- hydroxyl -3- naphthoic acids are scattered in after 200 parts 50 DEG C of warm water, add 86.7 part 25%
Sodium hydrate aqueous solution, obtains coupling agent solution.Coupling agent solution is cooled to into 10 DEG C, then, on one side
The above-mentioned diazonium salt solution of stirring one side Deca.Stir 60 minutes at 10 DEG C, terminate coupling reaction, obtain
Dyestuff suspension.Then, the Na salt of 77 part 10% of gum rosin is added in the dyestuff suspension for obtaining
Solution (is calculated as 7.7 parts) with gum rosin.After stirring 30 minutes, add 37.4 part of 72% calcium chloride is molten
Solution is stirred 60 minutes in the liquid of 40 parts of water, terminates color lake.After color lake reaction terminates,
25 DEG C are heated 90 minutes and are stirred, and obtain calcium laked azo pigment (C.I. paratoneres 57:1) it is suspended in water
Liquid.After the suspension is heated to into 85 DEG C, stir 90 minutes, then filter, wash, obtain 375 parts
Comprising C.I. paratoneres 57:The wet cake (yield 97%, pigment composition 32%) of the wet pigment 1 of 1 pigment.
The ＞ of ＜ Production Examples 2
By the C.I. paratoneres 57 obtained in Production Example 1:A part for the wet pigment 1 of 1 pigment is dried, crushes,
Obtain comprising C.I. paratoneres 57:The powder pigments 1 (30 parts) of 1 pigment.
The ＞ of ＜ Production Examples 3
The wet pigment 1 obtained in Production Example 1 is measured, is allowed to be calculated as 30 parts with dry weight, to become 10wt%
Mode be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water.Next, by 12.5 parts
Naphthols AS-LC (compound group into:N- (the chloro- 2,5- Dimethoxyphenyls of 4-) -3- hydroxyl -2- naphthalenecarboxamides, three
Star chemical industry Co. Ltd. system) after 200 parts 50 DEG C of warm water of input, add 0.6 part of turkey red oil,
16 part of 25% sodium hydrate aqueous solution, obtains coupling agent solution.By the coupling agent solution with 400 parts of ice
After water cooling, above-mentioned C.I. paratoneres 57 are added to:In 1 water in suspension, C.I. paratoneres 57 are obtained:1
Mixing coupling agent solution.Next, 8.0 parts of 3- amino-4-methoxyl benzanilides are scattered in into 100
After part water, 10 part of 35% hydrochloric acid is added, be held in 0 DEG C while 6 part of 40% sodium nitrite water of Deca
Solution, obtains diazonium salt solution.Add in the diazonium salt solution after coupling agent solution, add 68 part 10%
Gum rosin Na saline solution (being calculated as 6.8 parts with gum rosin), obtain C.I. paratoneres 57:1 and C.I. face
Expect mixing suspension in red 146 water.After the suspension is heated to into 85 DEG C, stirring 60 minutes, then,
Through filtration, washing, dry, pulverizing process, obtain comprising C.I. paratoneres 57:1 pigment 60%, C.I.
The coated pigment 1 of pigment red 146 pigment 40%.Colophonium amount in the coated pigment is 13.6 parts.
The ＞ of ＜ Production Examples 4
In Production Example 3, the wet pigment 1 obtained in Production Example 1 is measured, be allowed to be calculated as 80 with dry weight
Part, to become 10wt% in the way of be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water,
In addition, similarly operated, obtained comprising C.I. paratoneres 57:1 pigment 80%, C.I. paratoneres
The coated pigment 2 of 146 pigment 20%.Colophonium amount in the coated pigment is 9.0 parts.
The ＞ of ＜ Production Examples 5
In Production Example 3, the wet pigment 1 obtained in Production Example 1 is measured, be allowed to be calculated as 180 with dry weight
Part, to become 10wt% in the way of be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water,
In addition, similarly operated, obtain including C.I. paratoneres 57 by quality ratio:1 pigment 90%,
C.I. the coated pigment 3 of pigment red 146 pigment 10%.Colophonium amount in the coated pigment is 6.5 parts.
The ＞ of ＜ Production Examples 6
In Production Example 3, the wet pigment 1 obtained in Production Example 1 is measured, be allowed to be calculated as 13.5 with dry weight
Part, to become 10wt% in the way of be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water,
In addition, similarly operated, obtained comprising C.I. paratoneres 57:1 pigment 40%, C.I. paratoneres
The coated pigment 4 of 146 pigment 60%.Colophonium amount in the coated pigment is 17.6 parts.
The ＞ of ＜ Production Examples 7
In Production Example 3, the wet pigment 1 obtained in Production Example 1 is measured, be allowed to be calculated as 5 with dry weight
Part, to become 10wt% in the way of be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water,
In addition, similarly operated, obtained comprising C.I. paratoneres 57:1 pigment 20%, C.I. paratoneres
The coated pigment 5 of 146 pigment 80%.Colophonium amount in the coated pigment is 21.2 parts.
The ＞ of ＜ Production Examples 8
In Production Example 3, the wet pigment 1 obtained in Production Example 1 is measured, be allowed to be calculated as 2.3 with dry weight
Part, to become 10wt% in the way of be dispersed in water, obtain C.I. paratoneres 57:Suspension in 1 water,
In addition, similarly operated, obtained comprising C.I. paratoneres 57:1 pigment 10%, C.I. paratoneres
The coated pigment 6 of 146 pigment 90%.Colophonium amount in the coated pigment is 22.7 parts.
[embodiment 1]
The coated pigment 1,14.0 obtained in 9.0 parts of Production Examples 3 is weighed in plastic bottle (capacity 250ml)
Part includes without toluene polyurethane resin (Sanprene IB-501, Sanyo's chemical conversion industry (strain) system), 1.5 parts
The vinyl chloroacetate resin of vinyl chloride vinyl acetate copolymer, 3 parts of methyl ethyl ketones, 3 parts of ethyl acetate,
14 parts of propyl acetates, 2 parts of isopropanols, 180 parts of 3mm φ steel balls, with paint regulator (Toyo Seiki strain
Formula commercial firm system) disperse 60 minutes, obtain dispersible pigment dispersion.16 are further added in the dispersible pigment dispersion
Part is without toluene polyurethane resin (Sanprene IB-501, Sanyo's chemical conversion industry (strain) system), 33 parts of acetic acid
After propyl ester, 4.5 parts of isopropanols, disperseed 5 minutes with paint regulator, obtain base gravure ink 1.
[embodiment 2]
In the operation of embodiment 1, coated pigment 1 is changed to into coated pigment 2, in addition, is carried out
Operation similarly to Example 1, obtains base gravure ink 2.
[embodiment 3]
In the operation of embodiment 1, coated pigment 1 is changed to into coated pigment 3, in addition, is carried out
Operation similarly to Example 1, obtains base gravure ink 3.
[embodiment 4]
In the operation of embodiment 1, coated pigment 1 is changed to into coated pigment 4, in addition, is carried out
Operation similarly to Example 1, obtains base gravure ink 4.
[embodiment 5]
In the operation of embodiment 1, coated pigment 1 is changed to into coated pigment 5, in addition, is carried out
Operation similarly to Example 1, obtains base gravure ink 5.
[embodiment 6]
In the operation of embodiment 1, coated pigment 1 is changed to into coated pigment 6, in addition, is carried out
Operation similarly to Example 1, obtains base gravure ink 6.
(comparative example 1)
In embodiment 1, coated pigment 1 is changed into into powder pigments 1, in addition, is similarly grasped
Make, obtain base gravure ink 7.
(comparative example 2)
In embodiment 1, coated pigment 1 is changed into 5.4 parts of powder pigments 1 and 3.6 parts of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 8.
(comparative example 3)
In embodiment 1, coated pigment 1 is changed into 7.2 parts of powder pigments 1 and 1.8 parts of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 9.
(comparative example 4)
In embodiment 1, coated pigment 1 is changed into 8.1 parts of powder pigments 1 and 0.9 part of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 10.
(comparative example 5)
In embodiment 1, coated pigment 1 is changed into 3.6 parts of powder pigments 1 and 5.4 parts of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 11.
(comparative example 6)
In embodiment 1, coated pigment 1 is changed into 1.8 parts of powder pigments 1 and 7.2 parts of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 12.
(comparative example 7)
In embodiment 1, coated pigment 1 is changed into 0.9 part of powder pigments 1 and 8.1 parts of C.I. pigment
The mixing that red 146 (Clariant Corporation, Permanent Carmine FBB02 (trade name)) are obtained by mixing
Thing, in addition, is similarly operated, and obtains base gravure ink 13.
[re-dissolved test]
For the base gravure ink obtained in above-described embodiment, comparative example, with No.6 bar coaters in PET film
Upper color development, by the color development film immersion in propyl acetate and the mixed solvent of isopropanol, by range estimation to ink film
Re-dissolved observed.
More than 80% dissolving of ◎ ink films
The 60% of zero ink film～be less than 80% re-dissolved.
The 40% of △ ink films～be less than 60% re-dissolved.
The 0% of × ink film～be less than 40% re-dissolved.
By the re-dissolved of the carbamate ink made using the pigment obtained in embodiment, comparative example
Evaluation result is shown in following.
The evaluation of re-dissolved：By ◎>○>△>× order re-dissolved be deteriorated.
[table 1]
As can be known from the results of Table 1, by making with the coating C.I. paratoneres 57 of C.I. pigment red 146s:1 forms
Coated pigment, it is possible to obtain with C.I. paratoneres 57:1 and by C.I. paratoneres 57:1 with C.I. pigment
Red 146 pigment carries out being compared when powder coordinates, the especially good pigment of re-dissolved.
Claims (6)
1. a kind of coated pigment compositionss, it is characterised in that containing C.I. pigment red 146s and C.I. paratoneres
57:1, the C.I. paratoneres 57:1 is coated to by the C.I. pigment red 146s.
2. coated pigment compositionss according to claim 1, it is characterised in that with mass conversion ratio
Meter, C.I. paratoneres 57:1/C.I. pigment red 146=10/90～90/10.
3. coated pigment compositionss according to claim 1 and 2, it is characterised in that changed with quality
Calculate, relative to 100 parts of coated pigment compositionss, further containing 1～30 part of Colophonium.
4. coated pigment compositionss according to any one of claims 1 to 3, it is characterised in that institute
The specific surface area for stating coated pigment compositionss is 10～55m2/g。
5. the manufacture method of the coated pigment compositionss any one of Claims 1 to 4, its feature exists
In the manufacture method of the coated pigment compositionss manufactures coated pigment by following operations：
[1] make and contain C.I paratoneres 57:The operation of 1 aqueous suspension,
[2] by coupling agent solution with described containing C.I paratoneres 57:The operation of 1 aqueous suspension mixing,
The coupling agent solution is by N- (the chloro- 2,5- Dimethoxyphenyls of 4-) -3- hydroxyl -2- naphthalene first with alkaline aqueous solution
Amide dissolving is formed,
[3] and then, it is molten diazol obtained by diazotising is carried out to 3- amino-4-methoxyls benzanilide
The aqueous suspension of [2] is added in liquid.
6. a kind of liquid ink, it is characterised in that containing coating any one of Claims 1 to 4
Color compositions.
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| CN201510649679.1A CN106566280A (en) | 2015-10-09 | 2015-10-09 | Coated pigment composition and production method thereof |
| JP2015241880A JP2017071743A (en) | 2015-10-09 | 2015-12-11 | Coated pigment composition and production method of the same |
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| CN201510649679.1A CN106566280A (en) | 2015-10-09 | 2015-10-09 | Coated pigment composition and production method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111607247A (en) * | 2020-06-16 | 2020-09-01 | 杭州百合科莱恩颜料有限公司 | Mixed crystal type naphthol AS organic pigment and preparation method thereof |
| CN112703452A (en) * | 2018-09-28 | 2021-04-23 | 日本瑞翁株式会社 | Magenta toner and method for producing same |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7263754B2 (en) * | 2018-12-13 | 2023-04-25 | Dic株式会社 | coated azo lake pigment |
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| JP2017071743A (en) | 2017-04-13 |
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