CN101017341B - Method for preparing electric charge regulating agent used for electrostatic image developing - Google Patents
Method for preparing electric charge regulating agent used for electrostatic image developing Download PDFInfo
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- CN101017341B CN101017341B CN2007100367345A CN200710036734A CN101017341B CN 101017341 B CN101017341 B CN 101017341B CN 2007100367345 A CN2007100367345 A CN 2007100367345A CN 200710036734 A CN200710036734 A CN 200710036734A CN 101017341 B CN101017341 B CN 101017341B
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- propyl gallate
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Abstract
This invention relates to one new static imaging development charge adjust agent and its process method, which comprises the following steps: using secondary stilled water or alcohol liquid to solve polyhydroxy carboxylic acids and its derivant with mole proportion as 1/2 to 3 to add the metal ion liquid and polyhydroxy carboxylic acids and its derivant liquid into reaction tar to adjust reactionliquid pH value for heating and mixing under 30 to 80 degrees for 3 to 10 hours to remove the transistor by ion water and drying the super powder to get metal match charge adjust agent. This inventiongenerates metal complex charge adjust agent with stable property without strong wet absorptive situation.
Description
Technical field
The invention belongs to electrostatic development charge adjusting agent (Charge Control Agent, CCA) technical field.Relate to a kind of electric charge regulator used for electrostatic image developing preparation method, be specifically related to utilize polyhydroxy fragrant acid and the synthetic metal complex of derivant thereof to use the charge control agent of toner as xerox and xeroprinting.
Background technology
Electric charge regulator used for electrostatic image developing is the charge control agent that toner is used in xerox and xeroprinting, can regulate the carried charge of toner, improves the adaptability of toner to environment, is the indispensable or necessary material of electronics developing system.Charge adjusting agent also is the topmost factor that influences the carbon dust performance, is to have high value-added product most in the carbon dust industry.Charge adjusting agent mainly contains aniline black byestuffs class, quaternary ammonium salts positive charge correctives, azo-type metal complex class, hydroxycarboxylic acid type metal complex class negative charge correctives.The development of charge adjusting agent has been experienced by the transition process of azo-type metal complex class to hydroxycarboxylic acid type metal complex class.Hydroxycarboxylic acid type metal complex class all is to form metal complex by the hydroxyl on the aromatic rings or carboxyl and metallic ion coordination.At present, because characteristics such as conversion ratio height, the central metal environmental pollution of salicylic acid series be relatively little, salicylic acid series charge regulator is in occupation of the principal market.But this kind charge adjusting agent is because the shortcoming of aspects such as color, carried charge, the speed that electrifies, environmental stability and environmental safety can not satisfy the requirement of high speed, colour, high-quality printing fully.Expansion along with color toner market, people wish to use light color or the colourless charge control agent that form and aspect is not had influence, these light colors or colourless charge control agent have metal complex (open the clear 55-42752 of communique number of the Jap.P. of salicyclic acid derivatives, open the clear 61-221756 of communique number of Jap.P., open the clear 9-124659 of communique number of Jap.P. etc.), fragrance bunch dicarboxylic acid metal salts compound (the open clear 57-111541 of communique of Jap.P.), the metal complex of anthranilic acid derivative (the open clear 62-94856 of communique of Jap.P.), organoboron compound (No. 4767688, United States Patent (USP), open the clear 1-306861 of communique number of Jap.P.).
But, these charge control agents are to the environmental problem of pay attention to day by day from now on, or for color toner, it is the compound that can not reach colourless fully or light color, and exist electric charge to give defectives such as the stability of contrary chargedization, dispersiveness and compound of DeGrain, toner is abundant inadequately, can not reach desirable effect as charge control agent.
Summary of the invention
The objective of the invention is to develop with charge adjusting agent and preparation method thereof, overcome that charge adjusting agent that prior art exists electrifies that speed is slow, thermal stability is bad, shortcoming and defect such as big or small inhomogeneous, the environmental stability of crystal habit and environmental safety difference for xerox and xeroprinting provide a kind of novel electrostatic picture.
A kind of preparation method of electric charge regulator used for electrostatic image developing is characterized in that: earlier chromium sulfate is made into the solution of concentration 10.0%, joins in the reaction vessel; Use the dissolved in distilled water n-propyl gallate, be adjusted to alkalescent with caustic soda; While stirring n-propyl gallate slowly is added drop-wise in the chromium sulfate solution for preparing, prevents to generate oxyhydroxide; The mol ratio of described chromium ion and n-propyl gallate is 1: 3; The pH that keeps reactant liquor with sulfuric acid and caustic soda in the course of reaction is about 5.5, and 30 ℃ are incubated 10.0 hours; Treat to separate out in the solution crystal, obtain described Metal Cr (III) complex charge adjusting agent with deionized water wash, drying.
Embodiment
Embodiment 1
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and n-propyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected trivalent chromic ion for use, and alcohol is selected ethylene glycol monomethyl ether for use, and the mol ratio of chromium ion and n-propyl gallate is 1/3.Spent glycol methyl ether dissolving n-propyl gallate joins in the reaction vessel, is adjusted to alkalescent; While stirring chromic formate slowly is added in the reaction vessel, course of reaction keeps reaction system pH about 6.0 with ethylenediamine, and 80 ℃ are incubated 3.0 hours; Generate a kind of jelly of black, filter, obtain green powder with salt acid treatment atrament, deionized water wash, drying obtain Metal Cr (III) complex charge adjusting agent.
The metal complex charge control agent of present embodiment production is a green powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, electrification by friction speed is fast, charged stable, frictional electrification amount-14.7 μ c/g, major component content 94.6%, pH are 6.0, loss on drying 0.6%, specific volume 2.3mL/g, 1.8%, 250 ℃ of thermal weight loss 4.0% of 150 ℃ of thermal weight losses.
Embodiment 2
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and octyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected trivalent chromic ion for use, and alcohol is selected ethanol for use, and the mol ratio of chromium ion and octyl gallate is 1/3.At first chromium sulfate being made into concentration is 25.0% solution, joins in the reaction vessel; Use the dissolve with ethanol octyl gallate, be adjusted to alkalescent; While stirring the alcoholic solution of octyl gallate slowly is added drop-wise in the chromium sulfate solution for preparing, the pH that keeps reaction system with sulfuric acid and caustic soda in the course of reaction notes preventing to generate oxyhydroxide about 6.5, and 60 ℃ are incubated 6.0 hours; Generate a kind of jelly of black, use the salt acid treatment, deionized water wash, drying obtain Metal Cr (III) complex charge adjusting agent.
The metal complex charge control agent of present embodiment production is a green powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, electrification by friction speed is fast, charged stable, frictional electrification amount-14.5 μ c/g, major component content 96.3.0%, pH are 6.0, loss on drying 0.54%, specific volume 2.3mL/g, 1.8%, 250 ℃ of thermal weight loss 3.7% of 150 ℃ of thermal weight losses.
Embodiment 3
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and n-propyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected trivalent chromic ion for use, and the mol ratio of chromium ion and n-propyl gallate is 1/3.At first chromium sulfate is made into the solution of concentration 10.0%, joins in the reaction vessel; Use the dissolved in distilled water n-propyl gallate, be adjusted to alkalescent with caustic soda; While stirring n-propyl gallate slowly is added drop-wise in the chromium sulfate solution for preparing, prevents to generate oxyhydroxide, the pH that keeps reactant liquor with sulfuric acid and caustic soda in the course of reaction is about 5.5, and 30 ℃ are incubated 10.0 hours.Treat to separate out in the solution crystal, deionized water wash, drying obtain Metal Cr (III) complex charge adjusting agent.
The metal complex charge control agent of present embodiment production is a green powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, electrification by friction speed is fast, charged stable, frictional electrification amount-14.3 μ c/g, major component content 96.5%, pH are 6.0, loss on drying 0.54%, specific volume 2.2mL/g, 1.8%, 250 ℃ of thermal weight loss 3.7% of 150 ℃ of thermal weight losses.
Embodiment 4
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and n-propyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected divalent zinc ion for use, and alcohol is selected ethanol for use, and the mol ratio of zinc ion and n-propyl gallate is 1/2.At first to be made into concentration be 20.0% solution to zinc chloride, adjusts the pH of zinc ion solution with hydrochloric acid and caustic soda, until dissolving and do not produce precipitation, joins in the reaction vessel; Dissolve n-propyl gallate with alcohol solution, be adjusted to alkalescent; While stirring the alcohol solution of n-propyl gallate slowly is added drop-wise in the zinc metal ion solution for preparing, 50 ℃ are incubated 6.0 hours.The pH that keeps reactant liquor with hydrochloric acid and caustic soda in the course of reaction treats to separate out in the solution crystal about 6.0, deionized water wash, drying obtain metallic zinc complex charge adjusting agent.
The metal complex charge control agent of present embodiment production is yellow or coffee-like powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, frictional electrification amount-12.6 μ c/g, electrification by friction speed is fast, charged stable, major component content 95.1.0%, pH are 6.5, loss on drying 0.72%, specific volume 2.1mL/g, 1.9%, 250 ℃ of thermal weight loss 3.8% of 150 ℃ of thermal weight losses.
Embodiment 5
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and gallicin is selected in polyhydroxy fragrant acid for use, and metallic ion is selected the tetravalence zirconium ion for use, and alcohol is selected ethanol for use, and the mol ratio of zirconium ion and gallicin is 1/3.At first zirconium oxychloride being made into concentration is 15.0% solution, adjusts the pH of zirconium ion solution with hydrochloric acid and caustic soda, until the zirconium oxychloride dissolving and do not produce precipitation; Dissolve gallicin with alcohol solution, be adjusted to alkalescent; While stirring the alcohol solution of gallicin slowly is added drop-wise in the zirconium ion solution for preparing, 50 ℃ are incubated 8.0 hours.The pH that keeps reactant liquor with ammoniacal liquor in the course of reaction treats to separate out in the solution crystal in alkalescent, and deionized water wash, drying obtain metal zirconium complex charge adjusting agent.
The metal complex charge adjusting agent of present embodiment production is a white powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, 24h hydroscopicity 0.5% in the air, frictional electrification amount-15.1.0 μ c/g, electrification by friction speed is fast, and is charged stable, major component content 96.0%, pH is 6.5, loss on drying 0.56%, specific volume 2.4mL/g, 1.26%, 250 ℃ of thermal weight loss 3.9% of 150 ℃ of thermal weight losses.
Embodiment 6
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and n-propyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected the tetravalence zirconium ion for use, and the mol ratio of zirconium ion and n-propyl gallate is 1/3.At first zirconium oxychloride being made into concentration is 15.0% solution, adjusts the pH of zirconium ion solution with hydrochloric acid and caustic soda, until the zirconium oxychloride dissolving and do not produce precipitation; Use the dissolved in distilled water n-propyl gallate, be adjusted to alkalescent; While stirring the alcohol solution of n-propyl gallate slowly is added drop-wise in the zirconium ion solution for preparing, 50 ℃ are incubated 6.0 hours.The pH that keeps reactant liquor with hydrochloric acid and ammoniacal liquor in the course of reaction treats to separate out in the solution crystal in faintly acid, and deionized water wash, drying obtain metal zirconium complex charge adjusting agent.
The metal complex charge adjusting agent that present embodiment is produced, stable performance in air, not oxidation stain, the moisture absorption strongly not, 24h hydroscopicity 0.6% in the air, frictional electrification amount-14.6 μ c/g, electrification by friction speed is fast, and is charged stable, major component content 96.3%, pH is 7.3, loss on drying 0.6%, specific volume 2.4mL/g, 1.28%, 250 ℃ of thermal weight loss 3.9% of 150 ℃ of thermal weight losses.
Embodiment 7
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and octyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected trivalent aluminium ion for use, and the mol ratio of aluminium ion and octyl gallate is 1/3.At first aluminum chloride being joined concentration is 10.0% solution, adjusts the pH of aluminium ion solution with hydrochloric acid and caustic soda, until the aluminum chloride dissolving and do not produce precipitation; Use the dissolved in distilled water octyl gallate, be adjusted to alkalescent; While stirring the alcohol solution of octyl gallate slowly is added drop-wise in the aluminium ion solution for preparing, 60 ℃ are incubated 6.0 hours.The pH that keeps reactant liquor with hydrochloric acid and caustic soda in the course of reaction treats to separate out in the solution crystal in alkalescent, and deionized water wash, drying obtain metallic aluminium complex charge adjusting agent.
The metal complex charge adjusting agent of present embodiment production is a white powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, 24h hydroscopicity 2.3% in the air, frictional electrification amount-12.6 μ c/g, electrification by friction speed is fast, and is charged stable, major component content 95.3%, pH is 6.0, loss on drying 1.0%, specific volume 2.3mL/g, 1.24%, 250 ℃ of thermal weight loss 5.4% of 150 ℃ of thermal weight losses.
Embodiment 8
A kind of novel electrostatic picture develops with charge adjusting agent and preparation method thereof, and n-propyl gallate is selected in polyhydroxy fragrant acid for use, and metallic ion is selected ferric ion for use, and the mol ratio of ferric ion and n-propyl gallate is 1/3.At first iron chloride being joined concentration is 25.0% solution, while stirring n-propyl gallate slowly is added in the ferric ion solutions for preparing 30 ℃ of insulations 10.0 hours.The pH that keeps reactant liquor with hydrochloric acid and caustic soda in the course of reaction treats to separate out in the solution black crystals in faintly acid, and deionized water wash, drying obtain metallic aluminium complex charge adjusting agent.
The metal complex charge adjusting agent of present embodiment production is a black powder, stable performance in air, not oxidation stain, the moisture absorption strongly not, 24h hydroscopicity 0.86% in the air, frictional electrification amount-15.6 μ c/g, electrification by friction speed is fast, and is charged stable, major component content 97.1%, pH is 6.0, loss on drying 1.0%, specific volume 2.3mL/g, 1.04%, 250 ℃ of thermal weight loss 3.7% of 150 ℃ of thermal weight losses.
Claims (1)
1. the preparation method of an electric charge regulator used for electrostatic image developing is characterized in that: earlier chromium sulfate is made into the solution of concentration 10.0%, joins in the reaction vessel; Use the dissolved in distilled water n-propyl gallate, be adjusted to alkalescent with caustic soda; While stirring n-propyl gallate slowly is added drop-wise in the chromium sulfate solution for preparing, prevents to generate oxyhydroxide; The mol ratio of described chromium ion and n-propyl gallate is 1: 3; The pH that keeps reactant liquor with sulfuric acid and caustic soda in the course of reaction is about 5.5, and 30 ℃ are incubated 10.0 hours; Treat to separate out in the solution crystal, obtain described Metal Cr (III) complex charge adjusting agent with deionized water wash, drying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100367345A CN101017341B (en) | 2007-01-23 | 2007-01-23 | Method for preparing electric charge regulating agent used for electrostatic image developing |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100367345A CN101017341B (en) | 2007-01-23 | 2007-01-23 | Method for preparing electric charge regulating agent used for electrostatic image developing |
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| Publication Number | Publication Date |
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| CN101017341A CN101017341A (en) | 2007-08-15 |
| CN101017341B true CN101017341B (en) | 2010-04-14 |
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| CN2007100367345A Expired - Fee Related CN101017341B (en) | 2007-01-23 | 2007-01-23 | Method for preparing electric charge regulating agent used for electrostatic image developing |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1155103A (en) * | 1995-10-12 | 1997-07-23 | 佳能株式会社 | Toner for electrostatic image developing and electric-charge controlling agent thereof |
| CN1854911A (en) * | 2001-12-13 | 2006-11-01 | 东方化学工业株式会社 | Charge control resin particles and toner for developing electrostatic images |
-
2007
- 2007-01-23 CN CN2007100367345A patent/CN101017341B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1155103A (en) * | 1995-10-12 | 1997-07-23 | 佳能株式会社 | Toner for electrostatic image developing and electric-charge controlling agent thereof |
| CN1854911A (en) * | 2001-12-13 | 2006-11-01 | 东方化学工业株式会社 | Charge control resin particles and toner for developing electrostatic images |
Non-Patent Citations (1)
| Title |
|---|
| JP特开2006-113313A 2006.04.27 |
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Granted publication date: 20100414 Termination date: 20120123 |