The method of obtaining dialkyldithiophosphoric phthalo - and 2,3-naphthalocyanine

 

(57) Abstract:

The invention relates to a method for dialkyldithiophosphoric phthalo - and naphthalocyanines that can be used as oxidation catalysts, optical and electronic materials. These compounds are obtained by processing the respective klimatisierung compounds by trialkylphosphates at 140-170^oC. the product Yield of 68.3-85,3%.

The invention relates to organic chemistry, namely the synthesis of new phthalo - and 2,3-naphthalocyanine that can be used as oxidation catalysts, optical and medical supplies.

Given the wide applicability of the dyes of this class is of great importance to the search for new effective ways of synthesis of derivatives of phthalo - and 2,3-naphthalocyanines with sufficient solubility in organic solvents and in aqueous solutions.

A known method of producing Tetra- (diethylphosphonate)phthalocyanine zinc (1), whereby 4-diethylphosphonoacetate heated with zinc acetate. The product received is not described and translated by hydrolysis in sodium salt ethylphosphonothiolothionate who I am. The method has the disadvantage that it gives a low yield of the target product and also requires chromatographic separation.

Object of the invention is to provide such a method of obtaining dialkyldithiophosphoric phthalo - and 2,3-naphthalocyanine, which would allow to obtain a sufficiently pure product with high yield.

To solve this problem, a method for obtaining dialkyldithiophosphoric phthalo - and 2,3-naphthalocyanine, namely, that corresponding klimatisierung phthalocyanine is treated with excess trialkylphosphine at 140-170^oC.

The proposed method proceeds according to the following scheme:

< / BR>
M=Al, Zn, Co, Ti, Si

R=CH₃C₂H₅C_mH_2m+1< / BR>
n=1-8

P_cthe rest of the phthalocyanine, N_c-2,3-naphthalocyanine.

As initial products were used chlorotoluene phthalo - and 2,3-naphthalocyanine obtained by analogy with the method [2]

Example 1. 0.7 g (to 0.72 mmol) of octachloronaphthalene aluminum chloride is heated with 2 ml of triethylphosphite at a temperature of 140-160^owithin 2 hours, the Excess reagent is removed in vacuo, the product periostat from benzene petroliana ether and dried. B15,5; 15,55.

Calculated C Of 47.37; H 6,07; N 6,13; P 15,4._max(H₂O) and 633 698 nm, the ratio of intensities 1:4,9, respectively.

Example 2. The synthesis was carried out as in example 1 of octachloronaphthalene cobalt. The output of Oct(diethylphosphonate)phthalocyanine cobalt 84%_max(H₂O) 620 and 685 nm, the ratio of intensities 1:3,8.

Found, Co 3,51; N 5,88; 5,9; P 13,1;

Calculated Co 3,26; N 6,32; P 13,7.

Example 3. The synthesis was carried out as in example 1 from octachloro-2,3-naphthalocyanine zinc. The output of Oct(diethylphosphonate)-2,3-naphthalocyanine zinc 79%_max(H₂O) 715 and 783 nm, the ratio of intensities 1:1,6.

Found, N 5,66; 5,69.

Calculated, N 5,41.

Example 4. In the same way as in example 1 of tetrachloroisophthalonitrile cobalt and triethylphosphite at 160-170^oC synthesized Tetra(diethylphosphonate)phthalocyanine cobalt exit 76%_max(H₂O) 610 and 683 nm, the ratio of intensities 1:3,9, respectively.

Example 5. According to the method of example 1 of octachloronaphthalene cobalt and tributylphosphite exit 79% of the synthesized Oct(dibutylphthalate)phthalocyanine cobalt._max(H₂O) 621 and 690 nm, the intensity ratio 1:4, sootvetstvocat purity and with high yield.

The method of obtaining dialkyldithiophosphoric phthalo - and 2,3-naphthalocyanine, characterized in that the respective chlorotoluene connection process trialkylphosphites at 140 170^oC.