CN115364881A - Composite ammonium molybdate catalyst for synthesizing copper phthalocyanine - Google Patents
Composite ammonium molybdate catalyst for synthesizing copper phthalocyanine Download PDFInfo
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- CN115364881A CN115364881A CN202110532760.7A CN202110532760A CN115364881A CN 115364881 A CN115364881 A CN 115364881A CN 202110532760 A CN202110532760 A CN 202110532760A CN 115364881 A CN115364881 A CN 115364881A
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- ammonium
- copper phthalocyanine
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- ammonium molybdate
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
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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
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/06—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide
- C09B47/073—Preparation from isoindolenines, e.g. pyrrolenines
Abstract
The invention discloses a composite ammonium molybdate catalyst for synthesizing copper phthalocyanine, which is prepared by uniformly mixing ammonium tetramolybdate and ammonium dimolybdate which are relatively low in price and high in molybdenum content with a currently common ammonium heptamolybdate catalyst according to a certain proportion, wherein the weight ratio of the ammonium heptamolybdate catalyst is as follows: 20 to 60 percent of ammonium heptamolybdate, 30 to 70 percent of ammonium tetramolybdate and 0 to 20 percent of ammonium dimolybdate. The catalyst is simple to operate in the preparation process, and when the catalyst is applied to the copper phthalocyanine synthesis reaction, the production cost of the copper phthalocyanine can be greatly reduced while the yield is not reduced or increased, and the competitiveness of copper phthalocyanine pigment production enterprises is improved.
Description
Technical Field
The invention relates to an organic pigment synthesis catalyst, in particular to a composite ammonium molybdate catalyst for producing copper phthalocyanine.
Background
Copper phthalocyanine is a blue pigment with superior properties, has been an important position in the pigment industry since it was produced and commercialized as a pigment in the 30's of the 20 th century, and is the most commonly used blue organic pigment in the industries of coatings, paints, and printing inks.
At present, the phthalic anhydride-urea method is the method for producing copper phthalocyanine which is most applied at home and abroad, and the production raw materials are phthalic anhydride, urea, cuprous chloride and an ammonium molybdate catalyst. The ammonium molybdate catalyst is the most expensive raw material, mainly plays a role in catalyzing the decomposition of urea, generates isocyanic acid and ammonia gas to participate in subsequent reaction, and the input amount of the ammonium molybdate catalyst can obviously influence the yield and quality of copper phthalocyanine products. However, in this method, although ammonium molybdate which is charged for production is not consumed in the reaction, it generally enters waste solids and waste liquids in the subsequent treatment, and is difficult to recover. Ammonium molybdate is therefore an important and expensive consumable in the production of copper phthalocyanine by the phthalic anhydride-urea process.
An industrial product of ammonium molybdate is ammonium dimolybdate [ (NH) 4 ) 2 Mo 2 O 7 ]Ammonium tetramolybdate [ (NH) 4 ) 2 Mo 4 O 13 ·2H 2 O]Ammonium heptamolybdate [ (NH) 4 ) 6 Mo 7 O 24 ·4H 2 O]The ammonium molybdate catalyst used in the synthesis of copper phthalocyanine at present is generally ammonium heptamolybdate, which is relatively expensive, and ammonium tetramolybdate is the lowest in price.
Disclosure of Invention
The invention aims to provide a composite ammonium molybdate catalyst with relatively low price, and the cost of the catalyst in production is reduced under the condition that the yield of copper phthalocyanine is not reduced or increased.
The invention is realized by the following scheme:
a composite ammonium molybdate catalyst for synthesizing copper phthalocyanine is characterized in that: the catalyst is compounded by three ammonium molybdates, and the weight percentage of the mixed raw materials is as follows: 20 to 60 percent of ammonium heptamolybdate, 30 to 70 percent of ammonium tetramolybdate and 0 to 20 percent of ammonium dimolybdate.
The composite ammonium molybdate catalyst for synthesizing copper phthalocyanine is characterized in that: the weight percentage of the raw material mixture is 40% of ammonium heptamolybdate, 50% of ammonium tetramolybdate and 10% of ammonium dimolybdate.
The composite ammonium molybdate catalyst for synthesizing copper phthalocyanine is characterized in that: the catalyst can be prepared by only mixing ammonium heptamolybdate and ammonium tetramolybdate without adding ammonium dimolybdate.
When the copper phthalocyanine is synthesized, phthalic anhydride, urea, cuprous chloride and the composite ammonium molybdate catalyst are mixed and heated in a reactor, urea decomposition reaction is firstly carried out in the reactor after the reaction temperature is reached, phthalimide and 2-iminophthalimide are sequentially generated with phthalic anhydride, then 1, 3-diiminoisoindoline is obtained, 1, 3-diiminoisoindoline and cuprous chloride are condensed to obtain a crude copper phthalocyanine product, and the crude copper phthalocyanine product is subjected to rake drying, acid boiling, washing, drying and other steps to obtain a fine copper phthalocyanine product, and the fine copper phthalocyanine product is subjected to pigmentation treatment to obtain a copper phthalocyanine pigment product.
The invention mixes ammonium tetramolybdate and ammonium dimolybdate which are low in price and high in molybdenum content with an industrial common ammonium heptamolybdate catalyst according to a certain proportion to prepare the composite ammonium molybdate catalyst. The catalyst is simple to operate in the preparation process, and when the catalyst is applied to copper phthalocyanine synthesis reaction, the production cost of copper phthalocyanine can be greatly reduced while the yield is not reduced or increased, and the competitiveness of copper phthalocyanine pigment production enterprises is improved.
Detailed Description
The present invention will be further described with reference to the following embodiments. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention.
Example 1
200.0g of phthalic anhydride, 33.6g of cuprous chloride, 320g of urea, 360g of alkylbenzene solvent and 0.1g of composite ammonium molybdate catalyst (the mixture ratio is 40% of ammonium heptamolybdate, 50% of ammonium tetramolybdate and 10% of ammonium dimolybdate, and the mass fraction of molybdenum in the composite catalyst is 55.4%) are added into a 1L glass reaction kettle and reacted for 8 hours at the temperature of 180-200 ℃.
Evaporating the solvent in the product obtained by the reaction to dryness, adding dilute sulfuric acid into the obtained dry material, pulping, heating to 90 ℃, boiling for two hours, filtering, washing a filter cake, and drying to obtain 179.2g of a copper phthalocyanine product, wherein the yield is 92.1 percent based on phthalic anhydride.
Example 2
The operation was carried out in the same manner as in example 1, except that the composition of the composite ammonium molybdate catalyst was 40% ammonium heptamolybdate and 60% ammonium tetramolybdate, the mass fraction of molybdenum in the composite catalyst was 55.4%, which was identical to the molybdenum content of the catalyst used in example 1, and the charge amount was also 0.1g. After acid cooking, washing and drying, 177.1g of copper phthalocyanine product is obtained with a yield of 91.0% based on phthalic anhydride.
Comparative example
The operation was carried out in the same manner as in example 1 except that the catalyst was not a complex ammonium molybdate catalyst, but was 0.1018g of ammonium heptamolybdate, the molybdenum content of the ammonium heptamolybdate was 54.37%, and the molybdenum content of the 0.1018g of ammonium heptamolybdate was the same as that of example 1. Acid cooking, washing and drying gave 176.7g of copper phthalocyanine product in a yield of 90.8% based on phthalic anhydride.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, improvement and the like made on the basis of the present invention shall be included in the protection scope of the present invention.
Claims (3)
1. A composite ammonium molybdate catalyst for synthesizing copper phthalocyanine is characterized in that: the catalyst is compounded by three ammonium molybdates, and the weight percentage of the mixed raw materials is as follows: 20 to 60 percent of ammonium heptamolybdate, 30 to 70 percent of ammonium tetramolybdate and 0 to 20 percent of ammonium dimolybdate.
2. The ammonium molybdate complex catalyst for synthesizing copper phthalocyanine according to claim 1, wherein: the raw materials are mixed by weight percentage of 40 percent of ammonium heptamolybdate, 50 percent of ammonium tetramolybdate and 10 percent of ammonium dimolybdate.
3. The ammonium molybdate complex catalyst for synthesizing copper phthalocyanine according to claim 1, wherein: the catalyst can be prepared by only mixing ammonium heptamolybdate and ammonium tetramolybdate without adding ammonium dimolybdate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110532760.7A CN115364881A (en) | 2021-05-17 | 2021-05-17 | Composite ammonium molybdate catalyst for synthesizing copper phthalocyanine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110532760.7A CN115364881A (en) | 2021-05-17 | 2021-05-17 | Composite ammonium molybdate catalyst for synthesizing copper phthalocyanine |
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| Publication Number | Publication Date |
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| CN115364881A true CN115364881A (en) | 2022-11-22 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202110532760.7A Pending CN115364881A (en) | 2021-05-17 | 2021-05-17 | Composite ammonium molybdate catalyst for synthesizing copper phthalocyanine |
Country Status (1)
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| CN (1) | CN115364881A (en) |
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2021
- 2021-05-17 CN CN202110532760.7A patent/CN115364881A/en active Pending
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