KR100369785B1 - Chemiluminescent composition comprising carbazole-containing compound or a mixture of carbazole-containing compound and fluorene-containing compound as fluorophores - Google Patents

Abstract

The present invention relates to a chemiluminescent composition comprising, as a light emitting material, a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound, wherein the carbazole-containing compound or a mixture of two or more thereof is selected. Dibutyl phthalate solution containing 0.1% to 1% by weight of the selected light emitting material, 8 to 20% by weight of oxalate ester, and dimethyl phthalate solution containing 12 to 25% by weight of peroxide and 0.01 to 0.1% by weight of salicylate as catalyst. Each is made by mixing 3: 1.

The chemiluminescent composition according to the present invention emits visible light as long as visible light is maintained for at least 12 hours, and is excellent in solubility in a solvent, thereby facilitating handling.

Description

Chemiluminescent composition comprising carbazole-containing compound or a mixture of carbazole-containing compound and fluorene-containing compound as fluorophores

The present invention relates to a chemiluminescent composition comprising a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound as a light emitting material.

Recent advances in the field of chemiluminescence (CL) have resulted from the discovery of chemiluminescence from the reaction of oxalate esters with peroxides and fluorophores (Chandross, EA Tetrahedron lett. 1963 , 19, 761). Rauhut, MM; Roberts, BG; Semsel, AM J. Am . Chem . Soc . 1966 , 88, 3604; Bollyky, LJ; Loy, M .; Roberts, BG; Whiteman, RH; Iannotta, A. V; Rallhut , MM; Semsel, AM J. Am. Chem. Soc. 1976 , 89, 6515; Bollyky, LJ; Roberts, BG; Rauhut, MM J. Am. Chem, Soc. 1967 , 89, 6523; Bollyky, LJ; Roberts , BG; Whiteman, RH; Lancaster, JE J. Org.Chem . 1969 , 34, 836; Maulding, DR; Clarke, RA; Roberts, BG; Rauhut, MM J. Org.Chem. 1968 , 33, 250; McCapra , F. Pure Appl.Chem . 1970 , 11, 611; McCapra, F. Prog.Org.Chem . 1973 , 8, 231; McCapra, F. Acc.Chem.Res . 1976 , 9, 201; McCapra, F. J. Chem. Soc. Chem. Commun. 1977 , 944, etc.). Recently, the emphasis has been placed on developing new light emitting materials having predetermined optical properties. Common chemiluminescent light emitting materials are perylene, rubrene, 9,10-diphenylanthracene and 9,10-bis (phenylethynyl) anthracene (9,10-). highly conjugated aromatic compounds such as bis (phenylethynyl) anthracene) derivatives (Mark, HF Encyclopedia of Chemical Technology ; John Wiley Sons: New York, 1979, vol. 5, p416). Certain types of light emitting materials of interest are pi-conjugated polymers, which are easy to handle, stable, and less toxic than other organic light emitting materials (Lee, CW; Jo, JH; Gong, MS Polymer (Korea) , 1998 , 22, 714; Lee, CW; Jo, JH; Kim, JK; Gong, MS Korea Pat., 98-38454 (1998 ).

Methods of causing chemiluminescence include the transfer of intermolecular chemical energy to the luminescent material. In particular, in the case of the polymeric luminescent material, 1,2-dioxetanedione and the luminelle were composed of a combination such as micelles in which the luminescent material portions are maintained at close intervals (Arthur, P. US Pat., 5004565 ( 1991) . The technique of applying the polymeric light emitting material to the chemiluminescence reaction through the energy transfer process is not disclosed in any literature.

The present inventors prepared a chemiluminescent composition comprising a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound as light emitting materials, and investigated their chemiluminescent properties to complete the present invention.

An object of the present invention is to provide a chemiluminescent composition comprising a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound as a light emitting material.

1 is a graph showing the ultraviolet-visible absorption spectrum of the chemiluminescent composition according to the present invention.

Figure 2 is a graph showing the photoluminescence and chemiluminescence spectrum of the chemiluminescent composition according to the present invention.

Figure 3 is a graph showing the chemiluminescence light attenuation over time of the chemiluminescent composition according to the present invention.

The chemiluminescent composition according to the present invention comprises 0.1% to 1% by weight of a light emitting material selected from the group consisting of a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound, and an oxalate ester of 8 to 20% Dibutylphthalate solution comprising% and dimethyl phthalate solution containing 12 to 25% by weight of peroxide and 0.01 to 0.1% by weight of salicylate as a catalyst.

The florene-containing compound may be a florene-containing distyryl arylene represented by Formula 1 or a florene-containing copolymer represented by Formula 2 below.

In the above formula, R or R 'may be hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl having 1 to 12 carbon atoms or alkoxy group having 1 to 12 carbon atoms.

In the above formula, R or R 'may be hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl having 1 to 12 carbon atoms or alkoxy group having 1 to 12 carbon atoms.

The carbazole-containing compound may be a carbazole-containing distyryl arylene represented by Formula 3 or a carbazole-containing copolymer represented by Formula 4 below.

In the above formula, R may be hydrogen, alkyl having 1 to 12 carbon atoms or alkenyl group having 1 to 12 carbon atoms.

In the above formula, R may be hydrogen, alkyl having 1 to 12 carbon atoms or alkenyl group having 1 to 12 carbon atoms.

Any one of R or R 'of the florene-containing compound or carbazole-containing compound as the light emitting material in the chemiluminescent composition is specified as an alkyl group, an alkenyl group or an alkoxy group, and the carbon number thereof is adjusted within the range of 1 to 12. The wavelength of the light emitted can be adjusted.

The chemiluminescent composition may be classified into a first solution including a light emitting material and an oxalate ester, and a second solution including a peroxide and salicylate.

In the chemiluminescent composition, the first solution and the second solution may be divided by physical means such as partition walls.

Hereinafter, exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings.

The chemiluminescent composition according to the present invention comprises 0.1% to 1% by weight of a light emitting material selected from the group consisting of a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound, and an oxalate ester of 8 to 20% Dibutyl phthalate solution containing%, and dimethyl phthalate solution containing 12 to 25% by weight of the peroxide and 0.01 to 0.1% by weight of salicylate as a catalyst.

The florene-containing compound may be a florene-containing distyryl arylene represented by Formula 1 or a florene-containing copolymer represented by Formula 2 below.

Formula 1

In the above formula, R or R 'may be hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl having 1 to 12 carbon atoms or alkoxy group having 1 to 12 carbon atoms.

Formula 2

In the above formula, R or R 'may be hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl having 1 to 12 carbon atoms or alkoxy group having 1 to 12 carbon atoms.

Among the florene-containing compounds, the florene-containing distyrylarylene of Formula 1 is subjected to a Heck reaction using 2,7-dibromo-9-florene in the presence of palladium (II) acetate. And styrene (see Heck, RF; Nolly, JP Jr. J. Org. Chem. 1972 , 37, 2320; Heck, RF Org. React. 1982 , 27, 345). Wherein 2,7-dibromo-9-florene is 2,7-dibromo-9-alkylfluorene, 2, by the kind of R or R 'substituted at the 9 position of the Derivatives such as 7-dibromo-9-alkenyl fluorene or 2,7-dibromo-9-alkoxy fluorene may be used, and the kind of substituents substituted at the 9-position of the fluorene, the number of carbon atoms, and the like. By the microscopic change of the emission wavelength is possible, as a whole emits blue light. In addition, the florene-containing copolymer of Chemical Formula 2 is a polymeric light emitting material including the same repeating units, similarly to the above, using a heck reaction in the presence of 2,7-dibromo in the presence of palladium (II) acetate. It can be prepared by the reaction between -9-florene and divinylbenzene, and also the microscopic change of the emission wavelength is possible according to the substituent at position 9 of the florene, and emits blue light as a whole. In the case of coalescence, the solubility increases with increasing carbon number, the glass transition temperature is increased, and the film forming ability is improved. Synthetic pathways for such florene-containing compounds are known from the literature (Heck, RF; Nolly, JP Jr. J. Org. Chem. 1972 , 37, 2320; Heck, RF Org. React. 1982 , 27, 345; Marttia, B .; Alexander, Z. Synlett. 1998 , 792), whereby all kinds of luminescent materials can be obtained in high yield. The carbazole-containing compound may be a carbazole-containing distyryl arylene represented by Formula 3 or a carbazole-containing copolymer represented by Formula 4 below.

Formula 3

In the above formula, R may be hydrogen, alkyl having 1 to 12 carbon atoms or alkenyl group having 1 to 12 carbon atoms.

Formula 4

In the above formula, R may be hydrogen, alkyl having 1 to 12 carbon atoms or alkenyl group having 1 to 12 carbon atoms.

Among the carbazole-containing compounds, the carbazole-containing distyrylarylene of Formula 3 is subjected to Heck reaction using 2,7-dibromo-9-carbazole in the presence of palladium (II) acetate. And styrene (see Heck, RF; Nolly, JP Jr. J. Org. Chem. 1972 , 37, 2320; Heck, RF Org. React. 1982 , 27, 345). Wherein 2,7-dibromo-9-carbazole is 2,7-dibromo-9-alkylcarbazole, 2,7-di depending on the kind of R substituted at position 9 of the carbazole Derivatives such as bromo-9-alkenylcarbazole or 2,7-dibromo-9-alkoxycarbazole can be used, and light emission is caused by the kind of substituents substituted at the 9 position of the carbazole and the number of carbons thereof. Microscopic changes in the wavelength are possible and emit a blue light as a whole. In addition, the carbazole-containing copolymer of Chemical Formula 4 is a polymeric light emitting material including the same repeating units, similarly to the above, using a heck reaction in the presence of 2,7-dibromo in the presence of palladium (II) acetate It can be prepared by the reaction between -9-carbazole and divinylbenzene, and also the microscopic change of the emission wavelength is possible according to the substituent at position 9 of the carbazole, it emits blue light as a whole, especially air In the case of coalescence, the solubility increases with increasing carbon number, the glass transition temperature is increased, and the film forming ability is improved. Synthetic routes of the carbazole-containing compounds are also known from the literature (Heck, RF; Nolly, JP Jr. J. Org. Chem . 1972 , 37, 2320; Heck, RF Org. React. 1982 , 27, 345; Marttia, B .; Alexander, Z. Synlett. 1998 , 792), whereby all kinds of luminescent materials can be obtained in high yield.

The chemiluminescent composition may be classified into a first solution including a light emitting material and an oxalate ester, and a second solution including a peroxide and salicylate. Since the light emitting material and the oxalate ester in the first solution do not directly react with each other, and the peroxide and salicylate in the second solution do not directly react with each other, the chemiluminescent composition according to the present invention may be stored in an unreacted state for a long time. When the light emission is required, the first solution and the second solution may be mixed with each other to cause a chemiluminescence reaction.

In the chemiluminescent composition, the first solution and the second solution may be distinguished by physical means such as partition walls. The partition wall may be broken by physical pressure, such as a glass wall, and the first solution and the second solution are mixed with each other by the destruction of the partition wall to cause a chemiluminescence reaction. In the present invention, although only a physical means such as a partition wall is mentioned, the first solution and the second solution may be separated from each other and mixed with each other under a certain condition, such as opening and closing of a valve by a timer or chemical means such as microcapsules. Anything that is present can be used, and it will be understood by those skilled in the art that such modifications and the like can be achieved by using appropriate means as necessary.

Hereinafter, preferred embodiments and comparative examples of the present invention will be described.

The following examples are intended to illustrate the invention and should not be understood as limiting the scope of the invention.

Example 1

Preparation of Florene-containing Distyrylarylene

Into a 100 mL round bottom flask was charged 3.0 g of 2,7-dibromo-9-butylfluorene, 1.03 g of styrene and 0.018 g of palladium (II) acetate. 2,7-Dibromo-9-butylfluorene was obtained by a heck reaction as described above. Styrene (Aldrich Chemical Company, USA) was used after drying over calcium hydride and vacuum distillation under reduced pressure. Palladium (II) acetate (Aldrich Chemical Company, USA) was used as purchased. To the flask was added a solution of 50 ml of N, N-dimethylformamide, 0.49 g of tri-ortho-tolylphosphine and 0.27 g of tri-normal-butylamine, and the reaction mixture was raised to 100 ° C. and held for 17 hours. . The tri-ortho-tolylphosphine, tri-normal-butylamine and N, N-dimethylformamide were used as purchased from Aldrich Chemical Company, USA. The reaction mixture was then cooled and quenched with 5 mL 0.1N hydrochloric acid. The powdery product was recrystallized from nucleic acid / toluene (1/1) to give florene-containing distyrylarylene.

Identification and luminescence experiment of the obtained product was used the following method.

FT-IR spectra were measured with a MyDoc Model M-1200 spectrometer and proton NMR spectra were measured with a Verion Gemini-2000 analyzer. Elemental analysis was used for Yanako MT-3 CHN analyzer, the results are shown in Table 1 below.

Melting points were measured with a melting point meter (Aldrich, Mel-Temp II) using a capillary tube, without correction. The intrinsic viscosity was measured using a Cannon-Fenske viscometer manufactured by Cannon, Japan, and the intrinsic viscosity (η _inh ) was measured at a concentration of 0.5 g / ㎗ and 25 ° C. Waters high performance liquid chromatography (Waters HPLC) was used, and the columns used were measured using 3, 4 and 5 mm columns, and the results are shown in Table 2 together with the molecular weight distribution and the yield.

Ultraviolet spectra were obtained using Shimadzu model UV-2100S at concentrations of 10 ⁻⁴ to 10 ⁻⁵ mol / l. Photoluminescence was measured with an optical spectra multichannel analyzer (OSMA-1000, photodiode 1024) in solution of chloroform, and the intensity of light emitted from chemiluminescence was measured with Minolta Chromameter CS-100 in dibutyl phthalate solution. It was. In addition, the light intensity ratio in chemiluminescence was determined by measuring the relative intensity after 5 minutes and 30 minutes, the results are shown in Table 3 below. In the case of luminescence experiments, the chemiluminescence solution was prepared as follows. 0.6 g of the above-obtained product and 13.54 g of bis (2,4,6-trichlorophenyl) oxalate (TCPO) as light emitting materials were dissolved in 200 ml of dibutyl phthalate in a nitrogen atmosphere at 80 DEG C to prepare a first solution. It was. Meanwhile, 13.6 g of 75% hydrogen peroxide (1.5 equivalents of TCPO) and 0.4 g of sodium salicylate were dissolved in 200 ml of a mixed solution of dimethylphthalate / pinacol (3/2) to prepare a second solution. Bis (2,4,6-trichlorophenyl) oxalate (TCPO) is described in Mohan, AG; Turro, NJ J. Chem. Edu. Prepared according to the method described in 1974 , 51, 528. Sodium salicylate, pinacol, dibutyl phthalate (yakuri company) and dimethyl phthalate (quasi-chemical company) were used without further purification. Hydrogen peroxide (35%) was concentrated using anhydrous magnesium sulfate before use. 0.3 ml of the first solution was added, and the glass capillary sealed with molten polyethylene and 0.1 ml of the second solution were filled in a cylindrical polyethylene tube (diameter, 3 mm; length, 35 mm). The sample was bent to break the glass capillary and placed in the constant temperature sample block of the chemiluminescence-measuring luminometer. The shutter was opened to begin measuring the signal. The chemiluminescence attenuation was generally recorded for at least 12 hours.

Example 2

Preparation of Florene-containing Copolymer

Into a 100 mL round bottom flask was charged 3.0 g of 2,7-dibromo-9-butylfluorene, 1.03 g of divinylbenzene and 0.018 g of palladium (II) acetate. Divinylbenzene (Aldrich Chemical Company, USA) was used after drying over calcium hydride and vacuum distillation under reduced pressure. A 0.49 g solution of tri-ortho-tolylphosphine 50 ml of N, N-dimethylformamide and 0.27 g of tri-normal-butylamine were added and the reaction mixture was raised to 100 ° C. and maintained for 17 hours. After adding bromobenzene, the reaction mixture was subsequently cooled and quenched with 5 ml of 0.1 N hydrochloric acid. The reaction mixture was precipitated in methanol and the powdery product was filtered off. The results were also performed in the same manner as in Example 1, shown in Table 1, Table 2 and Table 3, respectively.

Example 3

The same procedure as in Example 1 was conducted except that 3,6-dibromo-9-butylcarbazole was used instead of 2,7-dibromo-9-butylfluorene, and the results were also described above. Performed in the same manner as in Example 1 shown in Table 1, Table 2 and Table 3, respectively.

Example 4

The same procedure as in Example 2 was conducted except that 3,6-dibromo-9-butylcarbazole was used instead of 2,7-dibromo-9-butylfluorene, and the results were also described above. Performed in the same manner as in Example 1 shown in Table 1, Table 2 and Table 3, respectively.

As a result of the synthesis of the above embodiments, the luminescent materials were specified by the results of proton-NMR spectroscopy, IR spectroscopy, and CHN analyzers. The carbon, hydrogen and nitrogen results of the elemental analyzer were in good agreement with those calculated from the expected chemical structure. The weight average molecular weights (Mw) of Example 2 and Example 4 were 5100 and 7200, and it was confirmed that they have molecular weight distribution of 1.6 and 1.7, respectively. These two polymers were found to dissolve well in common organic solvents such as chloroform, tetrahydrofuran and dibutyl phthalate. In terms of their optical properties, ultraviolet-visible light absorption spectra of the florene-containing distyrylarylene (Example 1) and the florene-containing copolymer (Example 2) are shown in FIG. 1. The characteristic maximum absorption peak of 1 coming from the florene unit was found around 371 nm. The ultraviolet-visible absorption spectrum of the carbazole-containing distyrylarylene (Example 3) and the carbazole-containing copolymer (Example 4) appeared somewhat different from that of the florene-containing compound. The peak absorption peaks were blue shifted and appeared at 326 and 315 nm. The shoulder in the ultraviolet-visible spectrum of the carbazole-containing compound is considered to be due to the formation of excimers. The shapes of the spectra obtained from different concentrations are somewhat different from each other. Results of the photoluminescence irradiation of the light emitting materials according to the present invention are shown in FIG. 2. The spectra of the florene-containing copolymer and the carbazole-containing copolymer are similar to the spectra of the florene-containing distyrylarylene and the carbazole-containing distyrylarylene. The photoluminescence spectrum of the carbazole-containing copolymer showed a maximum absorption peak at 477.3 nm, which is typical of blue.

Particularly, in chemiluminescence, the experiment was conducted by adding a fraction of hydrogen peroxide and sodium salicylate by bending and breaking a glass capillary containing a light emitting material solution at 25 ° C., and the light emitting materials according to the present invention are light emitting materials having high efficiency, and It has been found that it dissolves very well in the solvent system of the luminescence reaction. As soon as these two components were mixed, the emission spectrum was immediately investigated. The results of the chemiluminescence spectra obtained were similar to the conventional photoluminescence spectra excited at 366 nm of ultraviolet light. 2 shows chemiluminescence emission spectra of 1, 2 and 4 centered at 439.1, 481.3 and 489.1 nm respectively. The typical blue light emission from the chemiluminescence of the luminescent material was observed since the wavelength of the emitted light depends on the conjugate length of the luminescent material and this shortening is indicated by a blue shift in the luminescence of the luminescent material, which is described in Kraft, A .; Grimsdale, AC; Holmes, AB Angew. Chem. Int. Ed ., 1998 , 37, 403. Thus, one method of obtaining a blue-emitting polymer is to block conjugated bonds of the polymer with non-conjugated fragments. In contrast, substituents such as alkyl, alkoxy and halogen groups allow the polymer to emit light at long wavelengths in the visible range. In the previous papers, polydistyrylarylene separated by alkyl spacers showed blue emission (λ _max = 470-495 nm) (Lee, CW; Jo, JH; Gong, MS Polymer (Korea) , 1998 , 22, 714; Lee, CW; Jo, JH; Kim, JK; Gong, MS Korea Pat., 98-38454 (1998 ). In the present invention, the florene-containing and carbazole-containing distyrylarylene polymers were transformed into blue-emitting luminescent materials without any spacer groups and substituents. In peroxyoxalate chemiluminescence, the initial product did not emit any light, but it reacts with the luminescent dye, and then the luminescent material is excited to emit light. One of the most important examples of the reaction sequence raised in the reaction of peroxyoxalate, which is bis (2,4,6-trichlorophenyl) oxalate (TCPO), is shown in Formula 5 below. It contains a fuel (TCPO) and an oxidizing agent (hydrogen peroxide), which are believed to react to form intermediates designated 1,2-dioxetanedione. The light emitting materials according to the present invention are reaction paths due to the loss in each step of the reaction represented by Chemical Formula 5, that is, the initial oxidation step, the reaction step between the intermediate and the light emitting material, and the reaction steps in which the excited light emitting material emits light. You can escape from

It is required that the luminescent material dye be stable in the presence of hydrogen peroxide. The 1,2-diaryl-substituted ethylene (steelbene) units are stable to peroxide oxidation, so that the conjugated luminescent material emits blue light without changing wavelength during the chemiluminescent reaction. The intensity of chemiluminescence for the model light emitting material and the polymeric light emitting material is shown in FIG. 3.

Thus, it has been found that the light emitting materials according to the invention generally emit light with good efficiency in the blue region. The chemiluminescence emission lasted more than 12 hours and was visible to the naked eye. The florene-containing copolymer and carbazole-containing copolymers exhibited a light intensity similar to that of the model light emitting material as shown in Table 2. Energy transfer from the high energy level of the less conjugated portion to the low energy level of the more conjugated portion occurred in the polymeric luminescent material. The maximum brightness of chemiluminescence is 5000 to 5500 mcd / m ² after 30 minutes and 200 to 300 mcd / m ² after 1 hour, respectively. In the peroxalate chemiluminescent system, the decay rate and the maximum light intensity efficiency depend on the concentration of hydrogen peroxide, and embodiments of the invention used 1.5 equivalents of hydrogen peroxide for TCPO. In conclusion, the florene-containing and carbazole-containing distyrylarylene model light emitting materials and the polymeric light emitting materials were stable under peroxide oxidative conditions. The light emitting materials show typical blue light of 440 to 489 nm, and may be applied to blue light emitting materials for chemiluminescence.

Accordingly, the present invention provides a chemiluminescent composition comprising a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound as a light emitting material, the chemiluminescent composition lasting at least 12 hours. It emits visible light to the extent that it can be seen with the naked eye, and has an excellent solubility in a solvent, thereby making it easy to handle.

Although the present invention has been described in detail only with respect to the described embodiments, it will be apparent to those skilled in the art that various modifications and variations are possible within the technical scope of the present invention, and such modifications and modifications are within the scope of the appended claims.

Claims (6)

A dibutylphthalate solution comprising 0.1% to 1% by weight of a luminescent material selected from the group consisting of a carbazole-containing compound or a mixture of a florene-containing compound and a carbazole-containing compound, and 8 to 20% by weight of an oxalate ester; , A chemiluminescent composition comprising 12 to 25% by weight of a peroxide and 0.01 to 0.1% by weight of a salicylate as a catalyst. The method of claim 1, Wherein the florene-containing compound is a florene-containing distyryl arylene of Formula 1 or a florene-containing copolymer of Formula 2, Formula 1 Wherein R or R 'may be hydrogen, alkyl of 1 to 12 carbon atoms, alkenyl of 1 to 12 carbon atoms or alkoxy group of 1 to 12 carbon atoms, Formula 2 Wherein R or R 'may be hydrogen, alkyl of 1 to 12 carbon atoms, alkenyl of 1 to 12 carbon atoms or alkoxy group of 1 to 12 carbon atoms. The method of claim 1, Wherein the carbazole-containing compound is a carbazole-containing distyryl arylene of formula 3 or a carbazole-containing copolymer of formula 4, Formula 3 Wherein R may be hydrogen, alkyl having 1 to 12 carbon atoms or alkenyl group having 1 to 12 carbon atoms, Formula 4 Wherein R can be hydrogen, alkyl of 1 to 12 carbon atoms or alkenyl group of 1 to 12 carbon atoms. The method of claim 1, Any one of R or R 'of the florene-containing compound or carbazole-containing compound as the light emitting material in the chemiluminescent composition is specified as an alkyl group, an alkenyl group or an alkoxy group, and the carbon number thereof is adjusted within the range of 1 to 12. The chemiluminescent composition, characterized in that for adjusting the wavelength of the light emitted. The method of claim 1, The chemiluminescent composition is characterized in that the chemiluminescent composition is divided into a first solution containing a light emitting material and an oxalate ester and a second solution containing a peroxide and salicylate. The method of claim 1, The chemiluminescent composition of claim 1, wherein the separation of the first solution and the second solution in the chemiluminescent composition is characterized by a physical means such as a partition wall.