The chemiluminescent composition and method for producing chemiluminescent radiation

 

(57) Abstract:

The chemiluminescent composition is intended for reaction with hydrogen peroxide to obtain chemiluminescent emission of red color. The composition includes carboalkoxylation, solvents and fluorescent connection specified in the description of formula 1, where X,Y is chlorine, bromine, OR1Z-phenoxy, possibly substituted lower alkyl, chlorine, bromine, fluorine, R possibly substituted as indicated above for phenoxy, R is a branched lower alkyl or lower alkyphenol, in which alkyl may be branched, in the amount of 0.0005 mole per liter of solution carboalkoxylation and solvent, in a ratio of carboalkoxylation and connections 1 20-40:1. The radiation produced by adding the specified song to the hydrogen peroxide solution. 2 S. and 2 C.p. f-crystals.

The invention relates to a composition and method for producing chemiluminescent light emission, in particular to the use of specific fluorescent agents for this purpose.

Know the use of 5,12-bis(phenylethyl)naphthacene, pentacene, and 6,13-bis(phenylethyl) pentacene as a fluorescent agent to obtain fluorescence with a wavelength of 578, 578 and 690 nm of the appropriate the and, to represent commercial interests [1]

Known method that includes the use of nekrasas chemiluminescent liquid glow which satisfies and brightness and duration for use in the container, the transparent walls of which are painted structure with a red fluorescent dye. The claimed liquid emits a wavelength less than the wavelength of the dye wall. Based on this principle, are industrially applicable on a large scale, however, there remains the disadvantage that they produce is not true red (signal red), and red-orange color wave radiation which should be approximately 625 nm.

The invention relates to a composition, which, reacting with hydrogen peroxide gives the chemiluminescent radiation. The composition includes a compound of General formula I

R-N-R where X,Y is chlorine, bromine or or';

Z is unsubstituted, phenoxy or phenoxy substituted Ci, Br, F, or lower alkyl;

R is a branched lower alkyl or lower alkylphenyl, in which alkyl may be branched;

R' is unsubstituted or substituted phenyl chlorine, bromine or fluorine, or lower alkyl.

To obtain chemiluminescent radiation, soy is actuarial or oxalate, which can be used to produce chemiluminescence. The solvent may be an ether, an aromatic derivative or chlorinated hydrocarbons. Preferably used phthalates, particularly dibutyl phthalate.

Oxalates can be used for carrying out a chemical reaction that causes the chemiluminescence when mixed with a fluorescent agent, with bis(2,4,5-trichloro-6-carbomethoxybiphenyl)OK salad is preferred.

Perylenebis fluorescent agent is used in an amount of from about of 0.0005 mol / liter solution of oxalate.

P R I m e R 1. To a liter of dibutyl phthalate, heated to 150aboutC. in the nitrogen atmosphere add 100 g bis(2,4,5-trichloro-6-carbomethoxybiphenyl) oxalate and 1 part of 1,6,7,12-tetradeoxy-N,N-bis-(2,6-diiso-propylphenyl)-3,4,9,10 - perylenediimide with constant stirring until dissolved.

Additionally, prepare a mixture of 80 parts by volume of dimethylphthalate and 20 parts of t-butanol, in which dissolve 50 g of hydrogen peroxide and 26 mg of sodium salicylate. This solution is considered an activator.

To obtain chemiluminescence mix 1 part by volume of activator and 3 parts of the colored solution in the vessel with transparent is sent to the steering cylinder "Calum red" production of American Cyanamid (which contains the chemiluminescent solution, emitting in the yellow region and the transparent walls of which are painted composition with red fluorescent dye). The cylinder is activated by breaking the glass ampoule, which is floating in colored fluid and filled with a solution of the activator.

Observe that in the case of products "Calum" initial intensity of illumination at the first stage higher than those obtained according to the invention. After about three hours the intensity equal, the system according to the invention gives a more intense light. During the whole time of the luminescence obtained according to the invention, compared with the desired red "alarm" light, not red-orange, which gives the mentioned industrial product.

P R I m e R s 2-10. Check the procedure of example 1 with the exception that instead of 1,6,7,12-tetradeoxy-N, N-bis-(2,6-diiso-propylphenyl)-3,4,9,10-pellenbarg C - diimide impose other perylenebis the link given General formula. In each case, received the red luminescence in the absence of any other fluorescent and mortar or on the walls of the vessel.

P R I m m e R 2. 1,7-Dichloro-6,12-diphenoxy-N,N-bis-(2,6-diisopropylphenyl)-3,4,9,10-perience basidiome.

P R I m e R 3. 1,6,7,12-Tetra(p-bromophenoxy)-N,N-bi the,4,9,10-pericentromere - imide.

P R I m e R 5. 1,6,7,12-Tetra(p-1 butylphenoxy)-N,N-dineopentyl-3,4,9,10-perylene-carboxide imide.

P R I m e R 6. 1,6,7,12-Tetra(o-chlorophenoxy)-N,N-bis-(2,6-diisopropylphenyl)-3,4,9,10-peril carboxyvinyl.

P R I m e R 7. 1,6,7,12-Tetra(p-pertenece)-N,N-bis-(2,6-diisopropylphenyl)-3,4,9,10-peril carboxyvinyl.

P R I m e R 8. 1,6,7,12-Tetra(p-pertenece)-N,N-bis-(2,6-diisopropylphenyl)-3,4,9,10-peril carboxyvinyl.

P R I m e R 9. 1,6,7,12-Tetra(p-chlorophenoxy)-N,N-bis-(2,6-diisopropylphenyl)-3,4,9,10-peril carboxyvinyl.

P R I m e R 10. 1,6,7,12-Tetra(p-1 butylphenoxy)-N,N-dineopentyl-3,4,9,10-peri-incarnated aimed.

P R I m e R 11. 1,6,7,12-tetradeoxy-N,N-diethyl-3,4,9,10-pericentromere - imide.

P R I m e R 12. 1,6,7,12-tetradeoxy-N,N-bis-(2,6-diethylphenyl)-3,4,9,10-peri - incarnational.

P R I m e p 13. 1,6-dibromo-6,12-diphenoxy-N,N-bis-(2,6-isopropylphenyl)-3,4,9,10-periences cideine.

The purpose of the invention is to create a light more red compared to known systems. The advantage of the invention lies in the fact that excluded one of the components of the prototype system, i.e. fluorescent in the casing of the chemiluminescent device.

The results of the comparative test is 931 CE, Y 0,3422 0,2948 OVPS, W 32,1 90,5

The data show that the wavelength of the emitted light in a known way less than in the invention, therefore, the light will be orange-red, not a true red.

In addition, data for the chromaticity on the CIE 1931 indicate that the value of X (red) above in the invention compared with the known product, and the value of Y (yellow) below. Thus, the color emitted by the product of the invention, more red than in the known product.

Finally, the value of AVPS (the total amount of emitted light) for 8 h the existence of the product is only 32.1 W for known devices and 90,5 W for inventions.

The results clearly show the superiority of the invention.

1. Chemiluminescent composition intended for reaction with hydrogen peroxide to obtain chemiluminescent radiation, including fluorescent, carboalkoxylation and a solvent, characterized in that as fluorescent it contains a compound of General formula 1

< / BR>
where X, Y is chlorine, bromine or or';

Z is unsubstituted, phenoxy or phenoxy, substituted Cl, Br, F, or lower alkyl;

R is a branched lower alkyl or lower alkyle the torus or lower alkyl phenyl,

moreover, the amount of the compounds of formula I should provide visible light and is from 0.0005 mol per 1 l of a solution of carboalkoxylation and solvent, and the molar ratio of carboalkoxylation is in relation (20 40) 1 to the compound of formula I.

2. The composition according to p. 1, characterized in that as carboalkoxylation it contains bis(2,4,5-trichloro-6-carbomethoxybiphenyl)oxalate.

3. The composition according to p. 1, characterized in that the solvent it contains tert-butylphthalate.

4. The method of obtaining chemiluminescent radiation by adding a composition containing fluorescent, carboalkoxylation and solvent for solution of hydrogen peroxide, characterized in that the use of a composition containing as fluorescent compound of the formula I

< / BR>
where X, Y is chlorine, bromine or or1;

Z is unsubstituted, phenoxy or phenoxy, substituted Cl, Br, F, or lower alkyl;

R is a branched lower alkyl or lower alkylphenyl, in which alkyl may be branched;

R1unsubstituted or substituted by chlorine, bromine or fluorine, or lower alkyl phenyl,

moreover, the amount of the compounds of formula I should provide visible light and with whom sifedroksila is in the ratio (20 to 40) 1 to the compound of formula I.

 

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