CN101220214A - Polymer type organic pigment and method for producing the same - Google Patents

Polymer type organic pigment and method for producing the same Download PDF

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Publication number
CN101220214A
CN101220214A CNA2008100544819A CN200810054481A CN101220214A CN 101220214 A CN101220214 A CN 101220214A CN A2008100544819 A CNA2008100544819 A CN A2008100544819A CN 200810054481 A CN200810054481 A CN 200810054481A CN 101220214 A CN101220214 A CN 101220214A
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reactive
polymer type
type organic
organic pigment
yellow
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CNA2008100544819A
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CN100567405C (en
Inventor
宋胜梅
卫艳丽
赵晓红
鞠东
董川
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HANGZHOU HONGYAN PIGMENT CHEMICAL CO., LTD.
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Shanxi University
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Abstract

The invention provides a preparation method of polymer type organic pigment, which dissolves water soluble high molecular material in water, then reactive dye is added to react with a catalyst under certain temperature, the polymer type organic pigment is obtained after reaction product is centrifugated, filtered, washed and dried. The polymer type organic pigment has no harm to human bodies and no pollution to environment and is easily degradable in natural environment. No organic solvent or harmful substance is used and no volatile organic compound is generated during the production technique process of the pigment. The synthesizing technique of the invention is simple without any special technique equipment and has low cost. The pigment of the invention has good tinctorial strength, color and brightness, thereby being used for fields of printing ink, coating material, paint and so on.

Description

A kind of polymer type organic pigment and preparation method thereof
Technical field
The present invention relates to pigment, specifically belong to a kind of polymer type organic pigment and preparation method thereof.
Background technology
Pigment is widely used in every field such as coating, paint, printing ink, and people's life is had very big influence.Traditional pigment is divided into mineral dye and pigment dyestuff.Much contain heavy metal in the mineral dye, bigger to the harm of human body; Pigment dyestuff generally in process of production owing to an organic solvent production environment is produced pollution, causes certain harm to workers'health; Existing inorganic, generally very difficult degraded voluntarily in physical environment of pigment dyestuff causes secondary pollution easily.
The preparation method of Chinese patent application number a kind of polymer-type white pigment dyestuff for ZL200310112156.0 discloses, this method is with vinylbenzene, acrylic monomer or unsaturated monomer, with high acid value, low-molecular-weight acrylic resin is a dispersion resin, the tensio-active agent two-in-one with negatively charged ion and nonionic is emulsifying agent, with the persulphate is initiator, under 60-80 ℃ of condition, carry out 2 step seeded emulsion polymerizations, the synthetic latex grain is " nuclear/shell " double-deck emulsion, under comparatively high temps, make the emulsion particle swelling of emulsion more earlier with the organic solvent of a small amount of higher, make further swelling of emulsion particle and pore-forming with alkaline matter again, by certain optical effect, make polymer particle obtain whiteness preferably.When the polymer-type white pigment dyestuff that this preparation method makes is used for preparing water-borne coatings or water color ink, be easy to disperse, weather resisteant is good, not easy to change, good with other component compatibility in the product, can significantly improve the stability in storage and the viscosity stability of water-borne coatings or printing ink, and not have toxicity substantially.But the used raw material high polymer monomer of this pigment is vinylformic acid, vinylbenzene and other unsaturated monomer, and these monomers have pungency to skin and mucous membrane; This pigment is done initiator initiation reaction preparation, reaction process complexity with persulphate; And product has only single white.
Chinese patent application number is that 03128922.3 to disclose a kind of be the pigment dyestuff and preparation method thereof of nuclear with the hyperbranched polymer.React in organic solvent by hyperbranched polymer and dyestuff and to obtain, the weight ratio of hyperbranched polymer, dye well organic solvent is 1: 0.1-10: 10~100, temperature of reaction is 10-180 ℃, reaction times is 10 minutes-24 hours, through the precipitation agent precipitation, filters again, dry, the gained organic pigment particle is micron or nanoscale particle diameter, and good stability is applicable to fields such as coating, polymer composite, photoelectric functional materials.But this pigment is to react to make in organic solvent, and organic solvent can produce volatile organic matter (VOC), causes polluting; The polymer that is adopted is polyethers, polyester-polyurethane etc., and certain pungency is all arranged; The dyestuff that is adopted is general organic dye, can cause secondary environmental pollution; Used precipitation agent comprises organic solvent, has improved production cost.
Summary of the invention
The purpose of this invention is to provide a kind of polymer type organic pigment and preparation method thereof, this pigment is degraded easily in physical environment, in process of production not with an organic solvent.
The preparation method of a kind of polymer type organic pigment provided by the invention comprises the steps:
(1) by weight, water intaking soluble macromolecular material 1-30 part, join in the water of 30-180 part, 70-100 ℃ of dissolving down, add reactive dyestuffs 0.5-20 part again, stirring and dissolving adds catalyzer 1-15 part then, continuing to stir also, controlled temperature obtains reaction product 70-98 ℃ of reaction 1-20 hour;
(2) reaction product is centrifugal, to filter, be washed to filtrate be colourless, the water-insoluble product;
(3) with water-insoluble product drying, dispersion grinding obtains polymer type organic pigment.
Described water-soluble high-molecular material is selected from polyoxyethylene glycol, polyvinyl alcohol, Zulkovsky starch or carboxymethyl cellulose;
Described reactive dyestuffs are selected from Reactive Light Yellow X-6G, reactive yellow X-R, reactive brilliant yellow X-7G, active gorgeous yellow X-5G, reactive scarlet BES, reactive scarlet B-EF, reactive red-violet X-2R, Reactive blue X-R, reactive yellow K-RN, reactive golden yellow K-2RA, reactive brilliant orange K-R, active purple k-3r, reactive violet KN-4R, reactive brilliant yellow KM-7G, reactive dark blue KM-GR, reactive dark blue K-R, active navy blue BET, activity red engleri K-B 3 R, active green KE-4B, reactive dark green B-4BL, reactive violet B-5RV, reactive black VB, Reactive Black GR X, reactive black BES or reactive black BED.
Described catalyzer is one or more in sodium sulfate, sodium hydroxide, yellow soda ash and the sodium bicarbonate; The mode that adds catalyzer is disposable adding or adds in batches.
Compared with the prior art, advantage of the present invention and effect: the present invention is that main raw material is prepared from water-soluble high-molecular material and environmental protection dyestuff, and is harmless, degraded easily in physical environment, environmentally safe; The pigment production technological process is without organic solvent and objectionable impurities, and the non-volatility organism produces, and belongs to green production process; Synthesis technique of the present invention is easy, does not need special processing unit, and cost is lower; Pigment of the present invention has good tinting strength, color and luster and brightness, can be used for fields such as printing ink, coating, paint.
Embodiment
Embodiment 1
The preparation of red pigment: weighing polyvinyl alcohol 2g, heated and boiled is dissolved in 100ml water, adds 2g reactive scarlet B-EF, adds the 1g anhydrous sodium carbonate again, and 90 ℃ were reacted 2 hours, had red polymer to generate.With polymkeric substance centrifugal (3000r/min), washing, to filter, drying obtains red big block product.With this product dispersion grinding, obtain product.
Embodiment 2
The preparation of black pigment: take by weighing Zulkovsky starch 6g, heating is dissolved in 50ml water, adds 3g reactive black BED dyestuff, 3g sodium sulfate, and 85 ℃ were reacted 1 hour, added 2g sodium sulfate again, reacted 1.5 hours, had the black particle shaped polymer to generate.With the polymkeric substance washing, centrifugal (3000r/min), elimination solution, drying gets little block product.With this product dispersion grinding, obtain product.
Embodiment 3
The preparation of blue pigments: take by weighing carboxymethyl cellulose 6g, heating is dissolved in 50ml water, adds 3g reactive dark blue KM-GR, 5g yellow soda ash, and 2g sodium sulfate, 90 ℃ were reacted 2 hours 15 minutes, had blue particle shape material to generate.With the polymkeric substance washing, centrifugal (3000r/min), elimination solution, the rotary evaporation solvent, drying gets little bulk product.With this product dispersion grinding, can get product.
Embodiment 4
The preparation of yellow ultramarine: take by weighing starch 6g, heating is dissolved in 100ml water, and the active gorgeous yellow X-5G of adding 5g adds 3g sodium sulfate, and 85 ℃ were reacted 1 hour, added 2g yellow soda ash, and 90 ℃ were reacted 7 hours, had the yellow particle shaped polymer to generate.With the polymkeric substance washing, centrifugal (3000r/min), elimination solution, drying gets little block product.With this product dispersion grinding, obtain product.
Embodiment 5
The preparation of veridian: take by weighing polyoxyethylene glycol 25g, heating is dissolved in 150ml water, and the active green KE-4B of adding 17g adds 7g sodium sulfate, and 70 ℃ were reacted 2 hours, added the 2g sodium bicarbonate, 6g yellow soda ash, and 85 ℃ were reacted 4 hours, had the green particles shaped polymer to generate.With the polymkeric substance washing, centrifugal (3000r/min), elimination solution, drying gets block product.With this product dispersion grinding, obtain product.
The pigment that embodiment 1,2,3,4 and 5 is prepared, nontoxic, non-stimulated smell is placed six months color and luster no changes naturally in the laboratory.

Claims (5)

1. the preparation method of a polymer type organic pigment is characterized in that, comprises the steps:
(1) by weight, water intaking soluble macromolecular material 1-30 part, join in the water of 30-180 part, 70-100 ℃ of dissolving down, add reactive dyestuffs 0.5-20 part again, stirring and dissolving adds catalyzer 1-15 part then, continuing to stir also, controlled temperature obtains reaction product 70-98 ℃ of reaction 1-20 hour;
(2) reaction product is centrifugal, to filter, be washed to filtrate be colourless, the water-insoluble product;
(3) with water-insoluble product drying, dispersion grinding obtains polymer type organic pigment.
2. the preparation method of polymer type organic pigment according to claim 1 is characterized in that described water-soluble high-molecular material is selected from polyoxyethylene glycol, polyvinyl alcohol, Zulkovsky starch or carboxymethyl cellulose.
3. the preparation method of polymer type organic pigment according to claim 1 is characterized in that described reactive dyestuffs are selected from Reactive Light Yellow X-6G, reactive yellow X-R, reactive brilliant yellow X-7G, active gorgeous yellow X-5G, reactive scarlet BES, reactive scarlet B-EF, reactive red-violet X-2R, Reactive blue X-R, reactive yellow K-RN, reactive golden yellow K-2RA, reactive brilliant orange K-R, active purple k-3r, reactive violet KN-4R, reactive brilliant yellow KM-7G, reactive dark blue KM-GR, reactive dark blue K-R, active navy blue BET, activity red engleri K-B 3 R, active green KE-4B, reactive dark green B-4BL, reactive violet B-5RV, reactive black VB, Reactive Black GR X, reactive black BES or reactive black BED.
4. the preparation method of polymer type organic pigment according to claim 1 is characterized in that described catalyzer is one or more in sodium sulfate, sodium hydroxide, yellow soda ash and the sodium bicarbonate; The mode that adds catalyzer is disposable adding or adds in batches.
5. the product that makes of polymer type organic pigment preparation method according to claim 1.
CNB2008100544819A 2008-01-25 2008-01-25 A kind of polymer type organic pigment and preparation method thereof Active CN100567405C (en)

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Application Number Priority Date Filing Date Title
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CN101220214A true CN101220214A (en) 2008-07-16
CN100567405C CN100567405C (en) 2009-12-09

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102220047A (en) * 2011-05-12 2011-10-19 商丘师范学院 Fadable printing ink and preparation method thereof
CN104312204A (en) * 2014-08-29 2015-01-28 安徽锦绣经纬编有限公司 Processing technology of water-soluble macromolecular carpet dye
CN106905715A (en) * 2017-03-01 2017-06-30 山西大学 Faded pigment of one organic molecular species modification and preparation method thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102220047A (en) * 2011-05-12 2011-10-19 商丘师范学院 Fadable printing ink and preparation method thereof
CN104312204A (en) * 2014-08-29 2015-01-28 安徽锦绣经纬编有限公司 Processing technology of water-soluble macromolecular carpet dye
CN106905715A (en) * 2017-03-01 2017-06-30 山西大学 Faded pigment of one organic molecular species modification and preparation method thereof
CN106905715B (en) * 2017-03-01 2018-07-24 山西大学 The pigment and preparation method thereof that fades of one organic molecular species modification

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Assignee: HANGZHOU HONGYAN PIGMENT CHEMICAL CO., LTD.

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Denomination of invention: Polymer type organic pigment and method for producing the same

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Patentee before: Shanxi Univeristy