CN103173035B - Industrial production method of environment-friendly yellow color lake pigment 183 for plastics - Google Patents
Industrial production method of environment-friendly yellow color lake pigment 183 for plastics Download PDFInfo
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Abstract
The invention relates to an industrial production method of an environment-friendly yellow color lake pigment 183 for plastics and belongs to the technical field of pigment synthesis. The industrial production method comprises the following steps of: based on 2-amino-4, 5-dichlorobenzenesulfonic acid as a raw material, carrying out alkali dissolution-acidification salt forming reaction and diazo-reaction to obtain a diazotization emulsion, adding 1-(3'-sulfophenyl)-3-methyl-5-pyrazolone to the diazotization emulsion, and then carrying out coupling reaction, color lake reaction and pigmentation treatment to obtain the yellow color lake pigment 183. According to the industrial production method, a coating agent is added to carry out pigment surface treatment after the color lake reaction, so that the polarity on the crystal surface of the pigment is favorably reduced, the hydrophilicity of the pigment is reduced, and the manpower hour during unloading is shortened; and the yellow color lake pigment 183 has the advantages of bulky block, bright appearance, easiness for grinding and dispersing, high tinting strength and the like; and the obtained yellow color lake pigment 183 is good in application performance and has the heat resistant temperature of being more than 300 DEG C, the tinting strength of more than 100% close to the standard in PE (polyethylene) and PVC (polyvinyl chloride) media and the tinting strength of being 108% higher than the standard in a PVC sol medium.
Description
Technical field
The invention belongs to pigment synthesis technical field, be specifically related to a kind of with 2-amino-4,5-dichloro benzosulfonic acid is raw material, after alkali-soluble acid analysis salify, under acid, cold condition through diazotization reaction, with 1-(3 '-sulphenyl)-3-methyl-5-pyrazolone carries out coupled reaction, then carry out color lake reaction and coating processing, environment-friendly type toner yellow pigment 183 industrialized preparing process for synthetic plastic cement.
Background technology
2-amino-4,5-dichloro benzosulfonic acid (being called for short 6B acid) is a kind of important pigment dyestuff intermediate.It is ruddiness yellow as the synthetic C.I.P.Y.183 of diazo component (Pigment Yellow 73 183) toner, a monoazo color lake class, ruddiness yellow pigment, belong to pyrazolone pigment, because it can be used as the surrogate of P.Y.83 without p-diaminodiphenyl, due to its excellent thermotolerance and weather resistance, also can substitute medium chrome yellow medium yellow and be used in plastic cement field, be a kind of environmental protection pigment.
6B acid amino between, contraposition has electron-withdrawing group (chloro), contribute to strengthen the formation of C.I.P.Y.183 hydrogen bond, while therefore putting on market in recent years, although its tinting strength is slightly low, but the application performances such as its thermotolerance, photostabilization are all good, in high density polyethylene(HDPE) (HDPE) coloring process of 1/3 standard depth, its thermostability can reach 300 ℃, and there is not dimensional change, light fastness reaches 7～8 grades, is applicable to require the plastics (as engineering plastics ABS, HDPE etc.) processed at higher temperature painted.
The advantages such as C.I.P.Y.183 is environment-friendly type pigment dyestuff, is the substitute containing heavy metal mineral dyes such as cadmium, chromium, and resistance to migration is good.Can be widely used in PP, PE, PVC, RPVC(rigid polyvinyl chloride), PS, painted in the plastics such as ABS.Plastic cement blowing, injection moulding, Electric Wire Factory, sheet material, appliance shell, chemical fibre, engineering plastic raw material, take out the fields such as pellet, dyeing, coating factory, tannery, silicon rubber, fluorine moulding material.
The traditional industrialized preparing process of toner yellow pigment 183 is: after 6B acid, water, liquid caustic sodaization is clear, at low temperatures with hydrochloric acid acid out salify, add sodium nitrite in aqueous solution diazotization, its diazonium salt and coupling component 3SPMP carry out coupled reaction in weak acidic medium, with calcium chloride effect, be transformed into calcium salt color lake again, thermal treatment, filtration, washing, dry.In its manufacturing processed, press filtration filter cake is rare and sticky, so be not easy discharging, discharging needs more than 80 minutes, expend when a large amount of artificial, and the pigment material piece obtaining after drying is hard, bad dispersibility, pigment color development weak effect when grinding causes tinting strength on the low side, application difficult in plastic cement system.
Summary of the invention
For the above-mentioned problems in the prior art, the object of the present invention is to provide by adding coating processing behind color lake, by coating function, change the polarity of granules of pigments, thereby reduce pigment wetting ability, adopt diaphragm pressing pressure filter to improve filter cake solid content simultaneously, make the press filtration discharging operating time shorten, expect the industrialized preparing process of a kind of plastic cement environment-friendly type toner yellow pigment 183 of the advantages such as piece is more bulk, outward appearance is vivid, easy grinding dispersion.
The industrialized preparing process of environment-friendly type toner yellow pigment 183 for described a kind of plastic cement, is characterized in that comprising the steps:
1) alkali-soluble acid analysis salt-forming reaction: by 2-amino-4,5-dichloro benzosulfonic acid, water and liquid caustic soda add in reactor, is warming up to 30～35 ℃, and stirring reaction 1 hour, obtains clear liquor; In this clear liquor, add ice cube, controlling temperature is 15 ± 1 ℃, adds concentrated hydrochloric acid in 30～40min, obtains white emulsion, then stirs 30min;
2) diazotization reaction: under acidic conditions, add sodium nitrite in aqueous solution in the white emulsion obtaining to step 1) at-10 ℃～5 ℃ temperature, carry out obtaining diazotization emulsion after diazotization reaction;
3) in coupled reaction still, add water, liquid caustic soda and sodium-acetate, after stirring to clarify, add 1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
4) coupled reaction: at 29-31 ℃ of temperature, by step 2) the diazotization emulsion that obtains adds in the coupled reaction still of step 3) and carries out coupled reaction, and reaction finishes rear stirring 1 hour;
5) color lakeization reaction: the reaction solution that step 4) is obtained adds in reactor, is warming up to 60 ℃, adds calcium chloride water, stirring reaction 10min in this reaction solution;
6) pigmenting processing: the coating aqueous solution is joined in step 5) reactor, after stirring reaction 10min, then this reaction solution is warming up to 89-91 ℃, insulation reaction 10min, then be cooled to room temperature, press filtration, at 80～100 ℃, dry, obtain toner yellow pigment 183.
Environment-friendly type toner yellow pigment 183 industrialized preparing process for described a kind of plastic cement, it is characterized in that 2-amino-4 described in step 3), 5-dichloro benzosulfonic acid and 1-(3 '-sulphenyl) weight ratio that feeds intake of-3-methyl-5-pyrazolone is 100:110～150.
Environment-friendly type toner yellow pigment 183 industrialized preparing process for described a kind of plastic cement, is characterized in that coupling temperature described in step 4) is at 29-31 ℃, and coupling pH value interval is 2～11.
Environment-friendly type toner yellow pigment 183 industrialized preparing process for described a kind of plastic cement, is characterized in that the coating described in step 6) comprises any one in octadecyl carboxylic acid sodium, modified rosin, trolamine list olein or low formaldehyde methyl-etherified melamine resin.
Environment-friendly type toner yellow pigment 183 industrialized preparing process for described a kind of plastic cement, is characterized in that 2-amino-4 described in step 6), and the weight ratio that feeds intake of 5-dichloro benzosulfonic acid and coating is 100:3～10.
Environment-friendly type toner yellow pigment 183 industrialized preparing process for described a kind of plastic cement, the press filtration mode described in step 6) that it is characterized in that adopts diaphragm pressing pressure filter to carry out filter operation.
The toner yellow pigment 183 that the present invention is synthetic, its reaction equation is as follows:
By adopting above-mentioned technology, compared with prior art, beneficial effect of the present invention is as follows:
1) after color lakeization reaction of the present invention, add appropriate coating and carried out surface of pigments processing, be conducive to reduce the polarity of pigment crystal surface, thereby reduce the wetting ability of pigment, pigment crystalline particle is more tiny, more easily dehydration during press filtration, shorten discharging when artificial, material piece is bulk, outward appearance is vivid, easy grinding disperses, tinting strength advantages of higher;
2) the present invention filters and adopts diaphragm pressing pressure filter, and after squeezing, filter cake solid content is high, and discharging is convenient, saves when artificial, reduces the energy consuming in drying course simultaneously;
3) the present invention is by adopting above-mentioned technology, toner yellow pigment 113 application performances that obtain are good, and its heat resisting temperature reaches more than 300 ℃, and it is more than 100% that the tinting strength in PE, PVC medium is near the mark, tinting strength in PVC sol medium is 108% higher than standard, is suitable for suitability for industrialized production.
Embodiment
Below in conjunction with specific embodiment, the present invention will be further described, but embodiment does not limit the scope of the invention.
Embodiment 1:
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds the liquid caustic soda (following examples liquid caustic soda concentration and the present embodiment are identical) of 2000Kg water and 140Kg concentration 30wt%, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 271Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again 7.4Kg octadecyl carboxylic acid sodium is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution is warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing, at 80～100 ℃, dry, obtain Pigment Yellow 73 183 output: 573Kg, pigment outward appearance is vivid, material piece is bulk, easy grinding disperses, and after press filtration, the discharging operating time is 25min.Pigment applications performance: heat-resisting 300 ℃, it is that tinting strength in 100%, PVC sol medium is 108% higher than standard that the tinting strength in PE, PVC medium is near the mark.
In the present invention, for coating, modified rosin, trolamine list olein or low formaldehyde methyl-etherified melamine resin replace octadecyl carboxylic acid sodium, all can obtain same technique effect.
Embodiment 2
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds 2000Kg water and 140Kg liquid caustic soda, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, more than stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 295Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again 12Kg octadecyl carboxylic acid sodium is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution is warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing, at 80～100 ℃, dry, obtain Pigment Yellow 73 183 output: 587Kg, pigment outward appearance is vivid, material piece is bulk, easy grinding disperses, and after press filtration, the discharging operating time is 25min.Pigment applications performance: heat-resisting 300 ℃, the tinting strength in PE, PVC medium is that tinting strength in 103%, PVC sol medium is 110% higher than standard higher than standard.
Embodiment 3
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds 2000Kg water and 140Kg liquid caustic soda, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, more than stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 396Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again 19.68Kg modified rosin is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution is warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing, at 80～100 ℃, dry, obtain Pigment Yellow 73 183 output: 585Kg, pigment outward appearance is vivid, material piece is bulk, easy grinding disperses, and after press filtration, the discharging operating time is 20min.Pigment applications performance: heat-resisting 300 ℃, it is that tinting strength in 103%, PVC sol medium is 110% higher than standard that the tinting strength in PE, PVC medium is near the mark.
Embodiment 4:
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds 2000Kg water and 140Kg liquid caustic soda, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, more than stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 320Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again 24.6Kg trolamine list olein is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution is warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing, at 80～100 ℃, dry, obtain Pigment Yellow 73 183 output: 581Kg, pigment outward appearance is vivid, material piece is bulk, easy grinding disperses, and after press filtration, the discharging operating time is 28min.Pigment applications performance: heat-resisting 300 ℃, it is that tinting strength in 105%, PVC sol medium is 108% higher than standard that the tinting strength in PE, PVC medium is near the mark.
Embodiment 5:
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds 2000Kg water and 140Kg liquid caustic soda, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, more than stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 396Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again low 14.76Kg formaldehyde methyl-etherified melamine resin is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution is warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing, at 80～100 ℃, dry, obtain Pigment Yellow 73 183 output: 579Kg, pigment outward appearance is vivid, material piece is bulk, easy grinding disperses, and after press filtration, the discharging operating time is 26min.Pigment applications performance: heat-resisting 300 ℃, it is that tinting strength in 105%, PVC sol medium is 112% higher than standard that the tinting strength in PE, PVC medium is near the mark.
Embodiment 6:
1) by 246Kg2-amino-4,5-dichloro benzosulfonic acid adds reactor, adds 2000Kg water and 140Kg liquid caustic soda, is warming up to 30～35 ℃, stirring reaction 1 hour; At 15 ± 1 ℃, slowly add concentrated hydrochloric acid, more than stirring reaction 30min; Then at 0 ℃, slowly add 30% sodium nitrite in aqueous solution 400Kg to carry out diazotization reaction and stir 1 hour, excessive Sodium Nitrite is removed and is obtained diazo liquid with thionamic acid;
2) in reactor, add 2000Kg water, 256Kg liquid caustic soda and 150Kg sodium-acetate, after stirringization is clear, add 295Kg1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
3) diazo liquid is injected at 30 ± 1 ℃ to this coupled reaction still and carry out coupled reaction, diazo liquid adds rear stirring 60min; This reaction solution is warming up to 60 ± 1 ℃, in this reaction solution, adds 30% calcium chloride water 1000Kg to carry out color lakeization reaction; Again low 24.6Kg formaldehyde methyl-etherified melamine resin is added 400Kg water heat up molten clear after, be added in this reaction solution, after stirring reaction 10min, then this reaction solution be warmed up to 90 ± 1 ℃, insulation 10min, cooling, press filtration, washing are dried at 80～100 ℃, obtain Pigment Yellow 73 183 output: 590Kg, productive rate: 103.95%, pigment outward appearance is vivid, material piece is bulk, and easy grinding disperses, and after press filtration, the discharging operating time is 20min.Pigment applications performance: heat-resisting 300 ℃, it is that tinting strength in 108%, PVC sol medium is 115% higher than standard that the tinting strength in PE, PVC medium is near the mark.
Claims (4)
1. an industrialized preparing process for environment-friendly type toner yellow pigment 183 for plastic cement, is characterized in that comprising the steps:
1) alkali-soluble acid analysis salt-forming reaction: by 2-amino-4,5-dichloro benzosulfonic acid, water and liquid caustic soda add in reactor, is warming up to 30～35 ℃, and stirring reaction 1 hour, obtains clear liquor; In this clear liquor, add ice cube, controlling temperature is 15 ± 1 ℃, adds concentrated hydrochloric acid in 30～40min, obtains white emulsion, then stirs 30min;
2) diazotization reaction: under acidic conditions, add sodium nitrite in aqueous solution in the white emulsion obtaining to step 1) at-10 ℃～5 ℃ temperature, carry out obtaining diazotization emulsion after diazotization reaction;
3) in coupled reaction still, add water, liquid caustic soda and sodium-acetate, after stirring to clarify, add 1-(3 '-sulphenyl)-3-methyl-5-pyrazolone, at 30～35 ℃ of temperature, stir, obtain clear liquor;
4) coupled reaction: at 29-31 ℃ of temperature, by step 2) the diazotization emulsion that obtains adds in the coupled reaction still of step 3) and carries out coupled reaction, and reaction finishes rear stirring 1 hour;
5) color lakeization reaction: the reaction solution that step 4) is obtained adds in reactor, is warming up to 60 ℃, adds calcium chloride water, stirring reaction 10min in this reaction solution;
6) pigmenting processing: the coating aqueous solution is joined in step 5) reactor, after stirring reaction 10min, again this reaction solution is warming up to 89-91 ℃, insulation reaction 10min, be cooled to again room temperature, press filtration, at 80～100 ℃, dry, obtain toner yellow pigment 183, described coating comprises any one in octadecyl carboxylic acid sodium, modified rosin, triethanolamine monooleate ester or low formaldehyde methyl-etherified melamine resin, and described press filtration mode adopts diaphragm pressing pressure filter to carry out filter operation.
2. environment-friendly type toner yellow pigment 183 industrialized preparing process for a kind of plastic cement according to claim 1, it is characterized in that the 1-(3 '-sulphenyl described in step 3)) 2-amino-4 described in-3-methyl-5-pyrazolone and step 1), the weight ratio that feeds intake of 5-dichloro benzosulfonic acid is 100:110～150.
3. environment-friendly type toner yellow pigment 183 industrialized preparing process for a kind of plastic cement according to claim 1, is characterized in that coupling temperature described in step 4) is at 29-31 ℃, and coupling pH value interval is 2～11.
4. environment-friendly type toner yellow pigment 183 industrialized preparing process for a kind of plastic cement according to claim 1, is characterized in that 2-amino-4 described in the coating described in step 6) and step 1), and the weight ratio that feeds intake of 5-dichloro benzosulfonic acid is 100:3～10.
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Address after: The new road bridge Nanhu District town of Jiaxing City, Zhejiang province 314004 No. 268 Patentee after: CROWN COLOR TECHNOLOGY CO.,LTD. Address before: The new road bridge Nanhu District town of Jiaxing city of Zhejiang Province in 314004 Patentee before: CROWN CHEMICAL Co.,Ltd. |
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Denomination of invention: An industrial production method of environment-friendly lake yellow pigment 183 for plastics Effective date of registration: 20230223 Granted publication date: 20140507 Pledgee: Agricultural Bank of China Limited by Share Ltd. South Lake branch Pledgor: CROWN COLOR TECHNOLOGY CO.,LTD. Registration number: Y2023980033346 |