CN106496238B - A kind of method that solvent-thermal method prepares metal phthalocyanine compound - Google Patents
A kind of method that solvent-thermal method prepares metal phthalocyanine compound Download PDFInfo
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- 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
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Abstract
A kind of method that solvent-thermal method prepares metal phthalocyanine compound, belongs to technical field of organic synthesis.The method that the solvent-thermal method prepares metal phthalocyanine compound, includes the following steps：By phthalonitrile (C8H4N2) and metallics add in autoclave in, add in solvent, obtain mixed material；Wherein, in molar ratio, C8H4N2: metallics=(4~8): 1, solvent adding amount accounts for the 2/3~4/5 of autoclave liner volume；By mixed material, at 160~190 DEG C, 2~5h of solvent thermal reaction is carried out, is cooled to room temperature, outwells clarified solution, it is dry, powdered or rodlike metal phthalocyanine compound is made, the purity of metal phthalocyanine compound is more than 98.5%.There are the problems such as growth cycle is long, synthesis purity is low, of high cost for the synthesis of the existing metal phthalocyanine compound crystal of this method solution, the method that a kind of solvent-thermal method provided prepares metal phthalocyanine compound, it is simple with method, it is easy to operate, and the advantages of green non-pollution.Raw material can prepare metal phthalocyanine compound using metal salt or solid metallic, the range bigger in raw material selection, and adaptability to raw materials is wide.
Description
Technical field
The invention belongs to technical field of organic synthesis, and in particular to a kind of solvent-thermal method prepares the side of metal phthalocyanine compound
Method.
Background technology
Phthalocyanine (Pc) class compound is the compound with four azepine Tetrabenzoporphyrin structures.From early 20th century find with
Come, development is quite rapid, has more than 5000 kinds of phthalocyanine-like compound in short decades and comes out, and purposes is also by initial organic
Pigment and dyestuff expand to other many fields.Phthalocyanine-like compound is used as photosensitizer very early, its chemical property is steady
It is fixed, there is very high absorption efficiency to sunlight, itself also shows semiconductor property, can be with by changing different metal ions
Obtain the phthalocyanine compound of different energy levels, all these raisings for being all conducive to photoelectric conversion efficiency, so phthalocyanine-like compound
It is well suited for in solar cell, to improve the photoelectric conversion efficiency of battery, and it to be derived from a wealth of sources, cheap, chemistry
Changeability is big, and structural stability is good, and conjugated degree is high.Just because of more than reason, phthalocyanines solar cell has obtained comparatively fast
Development.16 annulene conjugated structure features of phthalocyanine-like compound molecule, make it have the property of intrinsic conduction.In addition, phthalein
Cyanine compound has very strong absorption near infrared region (600-700nm), and with extensive spectral response range, so as to determine
Its superior photoelectric properties.
Phthalocyanine (Pc) and its derivative have received more and more attention, due to its unique physics, chemistry, biology and light
Spectral property.They are widely used in every field, as liquid crystal, electronic equipment, gas and chemical sensor, electrochromism,
Electroluminescent display, nonlinear optics, photoelectricity, semiconductor, catalysis and photodynamic therapy (PDT).Cobalt Phthalocyanine (CoPc) has
Good chemical stability, thermal stability, flame retardant property and light resistance, radiation hardness, electric conductivity, photoconduction, vapor sensitivity,
Electroluminescent, optical storage etc..A kind of multifunctional material is had developed into now, is made extensively in industry and daily life
With.Rare earth metal phthalocyanine complex clips the molecule of the sandwich structure of a rare earth atom for two phthalocyanine plane ligands.Because of tool
There is performance similar to natural porphyrin in excellent electrochromism, gas sensory, catalytic performance and structure and use extensively
In fields such as photoelectric conductor material, electrochromic material, gas sensory material and catalyst materials.Phthalocyanine lutetium Lu (Pc)2It is thin
Film is in NO2, Cl2, H2S and SO2The change application of conductivity is in conductivity sensor in the presence of gas.Phthalocyanine terbium (TbPc2) due to
The semiconductor property of itself, successfully applies in organic field effect tube (OFETS) as hole transport layer.It is double
There are strong magnetic exchange couplings between layer phthalocyanine rare earth compound Rare Earth Ion and phthalocyanine moieties.This causes phthalocyanine rare earth to have
There are the potentiality as molecular magnet.Phthalocyanine terbium (TbPc2) as single molecular magnets, it can be spinned by the use of single as storage cell
Manufacture high-density memory device.
Before, phthalocyanine-like compound is synthesized frequently with gas phase physical deposition methods and solution gradient falling temperature method, but it is prepared
Method shortcoming is relatively more, such as the shortcomings of growth cycle is long, success rate is low, synthesis purity is low, of high cost.And crystal growing process
In along with solution or current-carrying gas loss, influence the normal growth of crystal.So that phthalocyanine-like compound is in the industrial production
It is restricted.
Invention content
The present invention is to solve existing metal phthalocyanine compound (CuPc, FePC, Cobalt Phthalocyanine, Nickel Phthalocyanine, phthalocyanine
Zinc, phthalocyanine rare earth etc.) crystal synthesis there are the problems such as growth cycle is long, synthesis purity is low, of high cost, provide a kind of solvent
The method that hot method prepares metal phthalocyanine compound, this method is simple, easy to operate, and green non-pollution.Wherein, comprising metal salt
Class (acetate, chlorate, nitrate etc.) prepares metal phthalocyanine compound and solid metallic, and (purity is 99.999% copper
Piece, copper foil, alumina particles etc.) prepare high-purity metal phthalocyanine compound.
The present invention adopts the following technical scheme that realization：
A kind of method that solvent-thermal method prepares metal phthalocyanine compound, includes the following steps：
Step 1, batch mixing：
By phthalonitrile (C8H4N2) and metallics add in autoclave in, add in solvent, obtain mixed material；
Wherein, in molar ratio, C8H4N2: metallics=(4~8): 1, solvent adding amount account for autoclave liner volume 2/3~
4/5；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with mixed material is put into drying box, 160~190 DEG C, reacts 2~5h, be cooled to room
Temperature；
Step 3, it is dry：
The liner of autoclave is taken out, clarified solution is outwelled, is put into 50~70 DEG C of drying box, is more than drying for 24 hours；
Step 4,
The material of liner bottom is taken out, powdered or rodlike metal phthalocyanine compound is made, metal phthalocyanine compound
Purity is more than 98.5%.
Wherein,
In the step 1, the metallics is metal salt or metal simple-substance；
The metal salt is preferably late transition metal salt or rare-earth salts；The metal simple-substance is that purity is more than 99%
Solid metallic.
The late transition metal salt is magnetic metallic compound or common metal compound；The rear transition gold
It is preferably four water (C of cobalt acetate (II) to belong to salt4H6CoO4·4H2O), zinc acetate (C4H6O4Zn·2H2O), cobalt chloride, zinc chloride, nitre
One kind in sour cobalt or zinc nitrate.
The rare-earth salts is preferably acetic acid rare earth；The rare earth refers to rare earth metal scandium, yttrium or lanthanide series, excellent
The one kind being selected as in yttrium or terbium.
The solid metallic is preferably one kind in the copper sheet that purity is 99.999%, copper foil, aluminium, nickel, iron or zinc；
In the step 1, when the metal phthalocyanine compound of preparation is phthalocyanine rare earth, sodium hydrate solid need to be added in,
In, in mass ratio, rare-earth salts: sodium hydroxide=1: (4~6).
In the step 1, solvent is one or more of absolute methanol, absolute ethyl alcohol or ethylene glycol；Solvent is mixing
During solution, mixing ratio is arbitrary ratio.
In the step 1, autoclave liner is polytetrafluoroethyllining lining.
In the step 1, after adding in solvent, the liquid level of the material of gained is 5 with the lid distance of autoclave liner
After adding in solvent, the lid of autoclave is tightened by~10mm.
In the step 1, the addition of solvent presses the volume calculations of autoclave liner.
In the step 2, drying box is electric heating constant-temperature blowing drying box.
In the step 3, drying box is electric heating constant-temperature blowing drying box.
In the step 4, the metal phthalocyanine compound is late transition metal phthalocyanine compound or rare earth phthalocyanine compounds
One kind in object.
The chemical reaction mechanism of the late transition metal phthalocyanine compound of synthesis is as follows：
Wherein, M refers to one kind in Fe, Co, Ni, Cu or Zn of late transition metal.
The method that the solvent-thermal method of the present invention prepares metal phthalocyanine compound, compared with the prior art, advantage is：
(1) method of the invention uses solvent-thermal method, and solvent is added in preparation process, and effect is dissolving reactant；
(2) solvent of the invention makes reactant contact with each other uniformly, while keep temperature constant state so that reaction is abundant；
(3) the defects of solvent-thermal method that the present invention uses overcomes material income rate and low purity, and this method
Simply, it is safe and pollution-free, it is possible to prepare the gold of high-purity (more than 98.5%), high yield (reaching as high as more than 75%)
Belong to phthalocyanine compound；
(4) growth time of monocrystalline is greatly reduced in the solvent-thermal method that the present invention uses, and is easily removed with solvent, equipment
Simply, the advantages that easy to operate, the reaction time is short, at low cost, and yield is high.
(5) present invention can prepare metal phthalocyanine compound using metal salt or solid metallic, the model in raw material selection
Bigger is enclosed, adaptability to raw materials is wide.
Description of the drawings
Fig. 1 is the scanning electron microscope diagram of Cobalt Phthalocyanine prepared by 1 solvent-thermal method of the embodiment of the present invention, wherein, (a) figure is
The microscopic appearance observed under 3000 times, (b) figure are 300 times and observe obtained microscopic appearance；
Fig. 2 is the crystal molecule space structure figure of Cobalt Phthalocyanine prepared by 1 solvent-thermal method of the embodiment of the present invention；
Fig. 3 is the X-ray polycrystalline diffracting spectrum of Cobalt Phthalocyanine prepared by 1 solvent-thermal method of the embodiment of the present invention；
Fig. 4 is the X-ray polycrystalline diffracting spectrum of phthalocyanine yttrium prepared by 2 solvent-thermal method of the embodiment of the present invention.
Specific embodiment
With reference to embodiment, the present invention is described in further detail.
In following embodiment, except specified otherwise, the raw material of use is purchased in market.
Embodiment 1
A kind of method that solvent-thermal method prepares Cobalt Phthalocyanine, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and four water (C of cobalt acetate (II)4H6CoO4·4H2O it is) raw material, by load weighted original
Expect in the autoclave of polytetrafluoroethyllining lining for being put into 100ml cleanings, add in absolute ethyl alcohol so that the lid of liquid level and liner
Son tightens autoclave lid there are the distance of 5mm；Wherein, in molar ratio, C8H4N2∶C4H6CoO4·4H2O=4: 1,
The addition of absolute ethyl alcohol is 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 3h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 55 DEG C
Middle drying is for 24 hours；
Step 4,
The Cobalt Phthalocyanine of the material, as purple powder state of liner bottom, purity 99.0% are taken out, yield is
75%.
To the Cobalt Phthalocyanine that the present embodiment obtains, crystal size, molecular structure and crystal form are characterized.Wherein, it is sharp
The characterization of pattern has been gone to phthalocyanine drilling with scanning electron microscope, as shown in Figure 1, it can be seen that obtained Cobalt Phthalocyanine is long stick
The crystal of shape, regular shape, no other impurities；The Cobalt Phthalocyanine crystal molecule space structure figure of the present embodiment synthesis, such as Fig. 2 institutes
Show, the molecular formula of Cobalt Phthalocyanine is C32H16CoN8, monocrystalline space group is P2 (1)/n, and parameter is：A=15.000, b=4.770, c=
20.200, α=90 °, β=90 °, γ=121.3 °, according to more than parameter decision, the crystal form belongs to β types；The present embodiment is synthesized
Cobalt Phthalocyanine carried out material phase analysis, obtained X-ray polycrystalline diffracting spectrum (see Fig. 3) is compared with standard card, determine
Obtained substance is Cobalt Phthalocyanine.
Embodiment 2
A kind of method that solvent-thermal method prepares phthalocyanine yttrium, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2), sodium hydroxide (NaOH) and yttrium acetate be raw material, load weighted raw material is put into
In the autoclave of the polytetrafluoroethyllining lining of 100ml cleanings, add in absolute ethyl alcohol so that the lid of liquid level and liner there are
The distance of 5mm tightens autoclave lid；Wherein, in molar ratio, yttrium acetate: NaOH: phthalonitrile=1: 4: 8, nothing
The addition of water-ethanol is 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 5h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, respectively with alcohol and water washing precipitate three times, be put into
It is dried for 24 hours in the electric heating constant-temperature blowing drying box that constant temperature is 70 DEG C；
Step 4,
Take out the phthalocyanine yttrium of the material, as dark green powder state of liner bottom, purity 98.5%.
Material phase analysis has been carried out to the phthalocyanine yttrium of the present embodiment synthesis, obtained X-ray polycrystalline diffracting spectrum (see Fig. 4)
It is compared with standard card, the substance determined is phthalocyanine yttrium.
Embodiment 3
A kind of method that solvent-thermal method prepares Phthalocyanine Zinc, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and zinc chloride (ZnCl2) it is raw material, load weighted raw material is put into 100ml cleanings
Polytetrafluoroethyllining lining autoclave in, add in absolute ethyl alcohol so that the lid of liquid level and liner there are 5mm away from
From autoclave lid is tightened；Wherein, in molar ratio, C8H4N2: zinc chloride (ZnCl2)=8: 1, the addition of absolute ethyl alcohol
It measures as 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 170 DEG C of constant temperature, reacts 3h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 55 DEG C
Middle drying is for 24 hours；
Step 4,
The material of liner bottom, the as rodlike Phthalocyanine Zinc of purple are taken out, purity 98.5%, yield reaches 63%.
Embodiment 4
A kind of method that solvent-thermal method prepares CuPc, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and purity 99.999% copper sheet for raw material, load weighted raw material is put into 100ml
In the autoclave of clean polytetrafluoroethyllining lining, absolute ethyl alcohol is added in so that there are 5mm's for the lid of liquid level and liner
Distance tightens autoclave lid；Wherein, in molar ratio, C8H4N2: Cu=4: 1；Copper sheet with fine sandpaper before use, first beaten
Mill is immersed in ultrasound 10 minutes in alcohol, takes out drying, weigh excessive Cu pieces (0.5g) and be put into liner, weigh 16mmol's
Phthalonitrile is put into liner, and the addition of absolute ethyl alcohol is 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 3h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 55 DEG C
Middle drying is for 24 hours；
Step 4,
The CuPc of the dusty material, as blue powder of liner bottom, purity 99% are taken out, yield is
45%；By the complete copper sheet recycling of unreacted.
Embodiment 5
A kind of method that solvent-thermal method prepares phthalocyanine terbium, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2), sodium hydroxide (NaOH) and acetic acid terbium be raw material, load weighted raw material is put into
In the autoclave of the polytetrafluoroethyllining lining of 100ml cleanings, add in absolute ethyl alcohol so that the lid of liquid level and liner there are
The distance of 5mm tightens autoclave lid；Wherein, in molar ratio, acetic acid terbium: NaOH: phthalonitrile=1: 6: 8, nothing
The addition of water-ethanol is 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 5h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, being put into constant temperature with alcohol and water washing precipitate respectively is
It is dried for 24 hours in 70 DEG C of electric heating constant-temperature blowing drying box；
Step 4,
Take out the phthalocyanine terbium of the material, as dark green powder state of liner bottom, purity 98.5%.
Embodiment 6
A kind of method that solvent-thermal method prepares Phthalocyanine Zinc, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and zinc acetate be raw material, load weighted raw material is put into the polytetrafluoros of 100ml cleanings
In the autoclave of ethylene liner, add in absolute ethyl alcohol so that the lid of liquid level and liner there are 10mm distance, by high pressure
Reaction kettle lid is tightened；Wherein, in molar ratio, C8H4N2: zinc acetate=4: 1, the addition of absolute ethyl alcohol is 67ml, accounts for high pressure
The 2/3 of inner liner of reaction kettle volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 160 DEG C of constant temperature, reacts 3h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 55 DEG C
Middle drying is for 24 hours；
Step 4,
Take out the Phthalocyanine Zinc of the material, as purple powder state of liner bottom, purity 98.5%.
Embodiment 7
A kind of method that solvent-thermal method prepares Cobalt Phthalocyanine, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and cobalt nitrate (Co (NO3)2·6H2O it is) raw material, load weighted raw material is put into
In the autoclave of the polytetrafluoroethyllining lining of 100ml cleanings, the mixed liquor of ethylene glycol and absolute methanol, the body of the two are added in
Product is than being 1: 1 so that there are the distances of 10mm for the lid of liquid level and liner, and autoclave lid is tightened；Wherein, by mole
Than C8H4N2∶Co(NO3)2·6H2O=4: 1, the addition of the mixed liquor of ethylene glycol and absolute methanol is 80ml, accounts for reaction under high pressure
The 4/5 of kettle liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 2h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 50 DEG C
Middle drying is for 24 hours；
Step 4,
The Cobalt Phthalocyanine of the material, as purple powder state of liner bottom, purity 98.6% are taken out, yield is
76%.
Embodiment 8
A kind of method that solvent-thermal method prepares aluminum phthalocyanine, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and purity 99% alumina particles for raw material, it is clean that load weighted raw material is put into 100ml
In the autoclave of net polytetrafluoroethyllining lining, add in absolute methanol so that the lid of liquid level and liner there are 5mm away from
From autoclave lid is tightened；Wherein, in molar ratio, C8H4N2: Al=4: 1；The addition of absolute methanol is 80ml, is accounted for
The 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 2h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 50 DEG C
Middle drying is for 24 hours；
Step 4,
Take out the atropurpureus dusty material of liner bottom, as aluminum phthalocyanine, purity 98.5%, yield 77%.
Embodiment 9
A kind of method that solvent-thermal method prepares FePC, includes the following steps：
Step 1, batch mixing：
With phthalonitrile (C8H4N2) and purity 99% iron plate for raw material, load weighted raw material is put into 100ml cleanings
Polytetrafluoroethyllining lining autoclave in, add in absolute ethyl alcohol so that the lid of liquid level and liner there are 5mm away from
From autoclave lid is tightened；Wherein, in molar ratio, C8H4N2: Fe=4: 1；Iron plate with fine sandpaper before use, first beaten
Mill is immersed in ultrasound 15 minutes in alcohol, takes out drying, weigh excessive iron plate (0.56g) and be put into liner, weigh 20mmol's
Phthalonitrile is put into liner, and the addition of absolute ethyl alcohol is 80ml, accounts for the 4/5 of autoclave liner volume；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with raw material and solvent is put into electric heating constant-temperature blowing drying box, electric heating constant temperature forced air drying
Box temperature degree is 190 DEG C of constant temperature, reacts 5h, is cooled to room temperature；
Step 3, it is dry：
Autoclave is opened, liner is taken out, outwells clarified solution, is put into the electric heating constant-temperature blowing drying box that constant temperature is 55 DEG C
Middle drying is for 24 hours；
Step 4,
Take out the ferrous phthalocyanine of the dusty material, as red powder of liner bottom, purity 98.9%；It will be not anti-
Complete iron plate is answered to recycle.
Claims (5)
1. a kind of method that solvent-thermal method prepares metal phthalocyanine compound, which is characterized in that include the following steps：
Step 1, batch mixing：
By phthalonitrile (C8H4N2), sodium hydroxide and metallics add in autoclave, add in solvent, mixed
Material；Wherein, in molar ratio, C8H4N2：Metallics=(4 ~ 8):1, in mass ratio, metallics：Sodium hydroxide=1：(4~6)；
Solvent adding amount accounts for the 2/3 ~ 4/5 of autoclave liner volume；
The metallics is acetic acid rare earth；
Step 2, solvent-thermal method is reacted：
Autoclave equipped with mixed material is put into drying box, 160 ~ 190 DEG C, reacts 2 ~ 5h, be cooled to room temperature；
Step 3, it is dry：
The liner of autoclave is taken out, clarified solution is outwelled, is put into 50 ~ 70 DEG C of drying box, is more than drying for 24 hours；
Step 4,
The material of liner bottom is taken out, powdered or rodlike rare earth phthalocyanine compound, the purity of rare earth phthalocyanine compound is made
It is more than 98.5%.
2. the method that solvent-thermal method as described in claim 1 prepares metal phthalocyanine compound, which is characterized in that the rare earth
Refer to one kind in rare earth metal scandium, yttrium or lanthanide series.
3. the method that solvent-thermal method as described in claim 1 prepares metal phthalocyanine compound, which is characterized in that the step 1
In, solvent is one or more of absolute methanol, absolute ethyl alcohol or ethylene glycol；When solvent is mixed solution, mixing ratio is appoints
Meaning ratio.
4. the method that solvent-thermal method as described in claim 1 prepares metal phthalocyanine compound, which is characterized in that the step 1
In, autoclave liner is polytetrafluoroethyllining lining.
5. the method that solvent-thermal method as described in claim 1 prepares metal phthalocyanine compound, which is characterized in that the step 2
With in step 3, the drying box is electric heating constant-temperature blowing drying box.
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