CN108912736A - The surface coated method of organic pigment - Google Patents
The surface coated method of organic pigment Download PDFInfo
- Publication number
- CN108912736A CN108912736A CN201810584817.6A CN201810584817A CN108912736A CN 108912736 A CN108912736 A CN 108912736A CN 201810584817 A CN201810584817 A CN 201810584817A CN 108912736 A CN108912736 A CN 108912736A
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- China
- Prior art keywords
- graphene oxide
- organic pigment
- electronation
- water solution
- water
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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
- C09B67/0007—Coated particulate pigments or dyes with inorganic coatings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/41—Organic pigments; Organic dyes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
A kind of surface coated method of organic pigment, it will come into full contact in the graphene oxide water solution organic pigment that perhaps addition of electronation graphene oxide water solution is dispersed in water to realize that organic pigment surface cladding obtains the product of graphene oxide or electronation graphene oxide clad organic pigment.The present invention is interacted using benzene ring structure contained in graphene oxide substrate hydrophobic part, that is, similar benzene ring structure and organic pigment by π-π, and by graphene oxide basal edge hydrophilic radical, make the organic pigment for coating graphene oxide that there is preferable dispersion performance and heat resistance in aqueous solvent, is with a wide range of applications.
Description
Technical field
It is specifically a kind of to be gone back using graphene oxide or chemistry the present invention relates to a kind of technology of chemical field
Former graphene oxide carries out surface coated method to organic pigment.
Background technique
Organic pigment has that numerous in variety, chromatography is extensive, bright-colored, tone is bright, nontoxic characteristic, in coating, oil
It is used widely in ink and plastics.Limitation with National Environmental Protection Agency to organic solvent and oil paint, aqueous solvent
Use will be more and more extensive.For the various performances such as hiding rare, tinctorial yield etc. for giving full play to pigment, in aqueous solvent
Monodisperse it is very important.Existing technology is mainly by carrying out inorganic matter coating modification to organic pigment surface or leading to
Coupling agent/surfactant is crossed to be handled.So, necessarily first have to solve the list of organic pigment by the process of inorganic coating
Dispersion problem, and coupling agent/surfactant typically cost is relatively high.
Summary of the invention
The present invention In view of the above shortcomings of the prior art, proposes a kind of surface coated method of organic pigment, utilizes
Graphene oxide substrate hydrophobic part, that is, similar benzene ring structure passes through π-π phase interaction with benzene ring structure contained in organic pigment
With, and by graphene oxide basal edge hydrophilic radical, there is the organic pigment for coating graphene oxide in aqueous solvent
Preferable dispersion performance.
The present invention is achieved by the following technical solutions：
The present invention will 1. graphene oxide water solution or 2. electronation graphene oxide water solution addition be scattered in water
In organic pigment in come into full contact with realize organic pigment surface coat, obtain graphene oxide or electronation oxidation stone
The product of black alkene clad organic pigment.
1. the graphene oxide water solution is made using chemical oxidation stripping method, and the chemical oxidation stripping method is specific
Refer to：Graphite aoxidizes to obtain graphite oxide by strong acid and strong oxidizer, is then washed using deionized water, is finally used
Mechanical ultrasonic or hot soarfing are from obtaining graphene oxide.
2. the electronation graphene oxide water solution is restored by reducing agent using graphene oxide and is made, tool
Body is realized by configuring graphene oxide water solution and sufficiently reaction being added after reducing agent.
The reducing agent is used but is not limited to：Ascorbic acid, hydrazine, oxyammonia and/or metal simple-substance.
The dispersion is dispersed using mechanical stirring, ultrasonic disperse, percussion flow dispersion or ball milling.
Described comes into full contact with to react at room temperature or heating reaction, preferably 0~99 DEG C of environment.
Described comes into full contact with, and graphene oxide water solution or electronation graphene oxide water solution preferably is being added
Mechanical stirring, ultrasound, ball milling or percussion flow are carried out afterwards.
Described comes into full contact with, preferably through obtaining graphene oxide or electronation work graphite oxide after filter and drying
Organic pigment particle under alkene cladding.
The present invention relates to the graphene oxides being prepared based on the above method or electronation graphene oxide to coat
Organic pigment particle becomes hydrophily from hydrophobicity, and the thermal stability of pigment is greatly improved.
The present invention relates to the applications based on above-mentioned graphene oxide or graphene coated organic pigment particle, are used for
In hydrophily system, such as in water-based ink, water paint field.
Technical effect
Compared with prior art, the present invention utilizes graphene oxide substrate hydrophobic part, that is, similar benzene ring structure and organic pigment
Contained in benzene ring structure interacted by π-π, and by graphene oxide basal edge hydrophilic radical, aoxidize cladding
The organic pigment of graphene has preferable dispersion performance and heat resistance in aqueous solvent, is with a wide range of applications.
Detailed description of the invention
Fig. 1 graphene oxide coats P.R.179 scanning electron microscope (SEM) photograph；
The dispersion performance of the red P.R.170 pigment of Fig. 2 difference reducing degree electronation graphene oxide clad organic pigment.
Specific embodiment
Embodiment 1
The present embodiment specifically includes following steps：
The graphene oxide as made from chemical oxidation stripping means (GO) is configured to 100mL 1mg/mL's by step 1)
Aqueous solution；
The red P.R.170 dispersion of 10g organic pigment is added in the beaker of 100mL by step 2), is dispersed using mechanical stirring
And four beakers are placed in Vltrasonic device and are dispersed；
Step 3) is slowly added to the solution of step 1) into the solution of step 2), to solution under conditions of high-speed stirred
It is added dropwise, continues to keep high-speed stirred state, and keep the temperature at 40 DEG C.Fig. 1 is the electron microscopic picture of products therefrom；
Products therefrom is centrifuged by step 4), precipitation and separation, and with deionized water and ethyl alcohol, alternately washing precipitating is each three times, then will
It is placed at 60 DEG C and is dried in vacuo 12h, obtains the red P.R.170/GO nano-complex of organic pigment.
Embodiment 2
The graphene oxide as made from chemical oxidation stripping means is configured to the water-soluble of 100mL 1mg/mL by step 1)
Liquid；
The red P.R.170 dispersion of 10g organic pigment is added in the beaker of 100mL by step 2), is dispersed using mechanical stirring
And four beakers are placed in Vltrasonic device and are dispersed；
Step 3) carries out hydroxylamine reduction to graphene oxide water solution, the specific steps are：To the graphite oxide in step 1)
1.4mL ammonium hydroxide is sequentially added in alkene, 0.2g hydroxylamine hydrochloride is subsequently placed in 90 DEG C of waters bath with thermostatic control 30 minutes, obtains electronation
Graphene oxide water solution (rGO).
Step 4) is slowly added to electronation graphene oxide water into the solution of step 2) under conditions of high-speed stirred
Solution is added dropwise to solution, continues to keep high-speed stirred state, and keep the temperature at 40 DEG C；
Products therefrom is centrifuged by step 5), precipitation and separation, and with deionized water and ethyl alcohol, alternately washing precipitating is each three times, then will
It is placed at 60 DEG C and is dried in vacuo 12h, obtains the red P.R.170/rGO nano-complex of organic pigment.
Embodiment 3
The graphene oxide as made from chemical oxidation stripping means is configured to the water-soluble of 100mL 1mg/mL by step 1)
Liquid；
The dispersion of 10g azobenzene pigment is added in the beaker of four 100mL by step 2), carries out ball milling point using ball mill
It dissipates and four beakers is placed in Vltrasonic device and disperse；
Step 3) carries out hydroxylamine reduction to graphene oxide water solution, the specific steps are：To the graphite oxide in step 1)
1.4mL ammonium hydroxide is sequentially added in alkene, 0.2g hydroxylamine hydrochloride is subsequently placed in 90 DEG C of waters bath with thermostatic control 30 minutes, obtains electronation
Graphene oxide water solution (rGO).
Step 4) is slowly added to electronation graphene oxide water into the solution of step 2) under conditions of high-speed stirred
Solution is added dropwise to solution, continues to keep high-speed stirred state, and keep the temperature at 40 DEG C；
Products therefrom is centrifuged by step 5), precipitation and separation, and with deionized water and ethyl alcohol, alternately washing precipitating is each three times, then will
It is placed at 60 DEG C and is dried in vacuo 12h, obtains azobenzene/rGO nano-complex.Fig. 2 is graphene oxide cladding and chemistry
Redox graphene coats the dispersion performance comparison diagram of product in aqueous solution.
Above-mentioned specific implementation can by those skilled in the art under the premise of without departing substantially from the principle of the invention and objective with difference
Mode carry out local directed complete set to it, protection scope of the present invention is subject to claims and not by above-mentioned specific implementation institute
Limit, each implementation within its scope is by the constraint of the present invention.
Claims (9)
1. a kind of surface coated method of organic pigment, which is characterized in that will 1. graphene oxide water solution or 2. chemistry also
Former graphene oxide water solution, which is added in the organic pigment being dispersed in water, to be come into full contact with to realize that organic pigment surface coats, and is obtained
To graphene oxide or the product of electronation graphene oxide clad organic pigment.
2. according to the method described in claim 1, it is characterized in that, the 1. graphene oxide water solution using chemical oxidation shell
From method be made, in particular to：Graphite aoxidizes to obtain graphite oxide by strong acid and strong oxidizer, is then carried out using deionized water
Washing, finally using mechanical ultrasonic or hot soarfing from obtaining graphene oxide；
2. the electronation graphene oxide water solution is restored by reducing agent using graphene oxide and is made, especially by
Simultaneously sufficiently reaction realization is added after reducing agent in configuration graphene oxide water solution.
3. according to the method described in claim 2, it is characterized in that, the reducing agent uses：Ascorbic acid, hydrazine, oxyammonia and/or
Metal simple-substance.
4. according to the method described in claim 1, it is characterized in that, the dispersion use mechanical stirring, ultrasonic disperse, percussion flow
Dispersion or ball milling are dispersed.
5. according to the method described in claim 1, it is characterized in that, it is described to come into full contact with to react at room temperature or heating reaction, be 0
~99 DEG C of environment.
6. method according to claim 1 or 5, characterized in that described comes into full contact with, and being added, graphene oxide is water-soluble
Mechanical stirring, ultrasound, ball milling or percussion flow are carried out after liquid or electronation graphene oxide water solution.
7. method according to claim 1 or 5, characterized in that described comes into full contact with, and obtains oxygen after filtering and drying
Organic pigment particle under graphite alkene or electronation work graphene oxide cladding.
8. a kind of graphene oxide being prepared based on any of the above-described claim the method or electronation aoxidize stone
Black alkene clad organic pigment particle, which is characterized in that there is hydrophily and higher thermal stability.
9. the application of a kind of graphene oxide according to any of the above-described claim or graphene coated organic pigment particle,
It is used for preparing water-based ink, water paint.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810584817.6A CN108912736A (en) | 2018-06-06 | 2018-06-06 | The surface coated method of organic pigment |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810584817.6A CN108912736A (en) | 2018-06-06 | 2018-06-06 | The surface coated method of organic pigment |
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| CN108912736A true CN108912736A (en) | 2018-11-30 |
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| CN201810584817.6A Pending CN108912736A (en) | 2018-06-06 | 2018-06-06 | The surface coated method of organic pigment |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109867994A (en) * | 2019-01-25 | 2019-06-11 | 北方工业大学 | A kind of flake metal powder material and preparation method thereof of the grease cladding of interspersed graphite |
| CN110205843A (en) * | 2019-06-17 | 2019-09-06 | 浙江海印数码科技有限公司 | A kind of preparation method for the graphene oxide ink-jet ink that Hyperbranched polysilane is modified |
| CN111334085A (en) * | 2020-04-08 | 2020-06-26 | 德州学院 | Graphene modification method of phthalocyanine blue pigment |
| CN112812615A (en) * | 2021-01-27 | 2021-05-18 | 宇虹颜料股份有限公司 | Preparation method of graphene-containing easily-dispersible pigment |
Citations (2)
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| CN103723709A (en) * | 2013-11-22 | 2014-04-16 | 盐城纳新天地新材料科技有限公司 | Preparation method of aqueous single-layer graphene solution |
| CN104392767A (en) * | 2014-09-30 | 2015-03-04 | 中国科学院上海硅酸盐研究所 | Graphene-based conductive pearlescent pigment and preparation method thereof |
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2018
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103723709A (en) * | 2013-11-22 | 2014-04-16 | 盐城纳新天地新材料科技有限公司 | Preparation method of aqueous single-layer graphene solution |
| CN104392767A (en) * | 2014-09-30 | 2015-03-04 | 中国科学院上海硅酸盐研究所 | Graphene-based conductive pearlescent pigment and preparation method thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109867994A (en) * | 2019-01-25 | 2019-06-11 | 北方工业大学 | A kind of flake metal powder material and preparation method thereof of the grease cladding of interspersed graphite |
| CN110205843A (en) * | 2019-06-17 | 2019-09-06 | 浙江海印数码科技有限公司 | A kind of preparation method for the graphene oxide ink-jet ink that Hyperbranched polysilane is modified |
| CN111334085A (en) * | 2020-04-08 | 2020-06-26 | 德州学院 | Graphene modification method of phthalocyanine blue pigment |
| CN111334085B (en) * | 2020-04-08 | 2021-07-23 | 德州学院 | Graphene modification method of phthalocyanine blue pigment |
| CN112812615A (en) * | 2021-01-27 | 2021-05-18 | 宇虹颜料股份有限公司 | Preparation method of graphene-containing easily-dispersible pigment |
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