Europium(3+);trichloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A sodium 2-thiophenecarboxylate aqueous solution was obtained by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and then under stirring, adding 5.25 g of 2-thiophenecarboxylic acid (purity 99%; conjugate number=3) in the resultant aqueous solution until thorough solution. Then, a europium chloride aqueous solution obtained by thoroughly dissolving 5.0 g of europium chloride (EuCl3.6H2O; purity 99.99%) in 50 ml of purified water was gradually added while under stirring to the aforementioned sodium 2-thiophenecarboxylate aqueous solution at room temperature. The resultant reaction solution was adjusted to pH 5.0 with 0.1 N hydrochloric acid and then stirred thoroughly. Subsequently, the aqueous solution was evaporated to afford europium 2-thiophenecarboxylate ##STR6## The europium 2-thiophenecarboxylate thus obtained was dried in vacuo at 80° to 100° C. for 20 to 24 hours. This salt had its maximum excitation wavelength at about 340 nm and strongly showed the red luminescence peculiar to europium at the main emission wavelength of about 616 nm. The luminescence efficiency was 31%. When it was tested for X-ray powder diffraction and DSC, it showed crystalline diffraction pattern and endothermic peaks. was gradually added while The resultant reaction solution Subsequently, the aqueous solution was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Europium cinnamate, [(C6H5CH=CHCOO)3Eu], was obtained by following the procedure of Comparative Example 4, except that the quantity of sodium hydroxide was changed from 1.698 g to 1.132 g, the quantity of cinnamic acid was changed from 6.289 g to 4.193 g and 5.0 g of lanthanum chloride was substituted by 3.456 g of europium chloride (EuCl3.6H2O; purity 99.9%). Then, the total quantity of lanthanum cinnamate obtained as described in Comparative Example 4 and the total quantity of europium cinnamate described above were placed in an agate mortar and thoroughly mixed until a homogeneous mixture was obtained. Consequently, there was obtained a physical mixture of 0.6 lanthanum cinnamate and 0.4 europium cinnamate;

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Then a sodium cinnamate aqueous solution obtained in advance by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and thereafter dissolving 6.06 g of cinnamic acid (purity 99.9%, conjugate number 4) thoroughly in the resultant solution was gradually added with continued stirring into the aforementioned aqueous europium chloride solution. Consequently, a white salt of europium cinnamate was produced in the form of a precipitate. Thereafter, the reaction solution was adjusted to pH 6.5 with a 0.1 N sodium hydroxide aqueous solution added under thorough stirring. was gradually added

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In 300 ml of purified water, 1.64 g of sodium hydroxide was dissolved. In the resultant aqueous solution, 6.06 g of cinnamic acid (purity 99.9%, conjugate number 4) was thoroughly dissolved under stirring, to produce a sodium cinnamate aqueous solution. The pH value of this aqueous solution was adjusted to 11.0 with a 0.1 N sodium hydroxide aqueous solution. Then, a europium chloride aqueous solution obtained in advance by thoroughly dissolving 5.0 g of europium chloride (EuCl3.6H2O; purity 99.99%) in 100 ml of purified water was gradually added with stirring into the aforementioned sodium cinnamate aqueous solution at room temperature. Consequently, a white salt of europium cinnamate, [(C6H5CH=CHCOO)3Eu], was obtained in the form of a precipitate. Subsequently, the reaction solution was adjusted to pH 5.0 with 0.1 N hydrochloric acid and then thoroughly stirred. The europium cinnamate thus produced was separated by means of a glass filter, thoroughly washed with 500 ml of purified water and dried in vacuo at 80° to 100° C. for 20 to 24 hours. was gradually added

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Fluorescent compound (v) synthesized in Example 4 was dissolved in dimethylformamide at a concentration of 5.0×10-5M, and thyroxine sodium salt was dissolved in ethanol at a concentration of 5.0×10-5M. The fluorescent compound (v) solution (100 μl) and the thyroxine sodium salt solution (100 μl) of ethanol were mixed and incubated for 30 minutes at room temperature with stirring. The resulting solution was subjected to a HPLC purification (column: AP-313, YMC Co., solvent: methanol: water=3:7(v:v) including 0.02% acetic acid) and the fluorescent compound (v)-labelled thyroxine was purified. The fluorescent compound (v)-labelled thyroxine was identified by measuring the thyroxine activity using an enzyme immunoassay (Boehringer Mannheim GmbH), and by measuring fluorescence intensity of the solution prepared by mixing equal volume of europium chloride (1×10-5M) and the fraction. The resulting solution was subjected to a HPLC purification (column: AP-313, YMC Co., solvent: methanol: water=3:7(v:v) was purified prepared

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Fluorescent compound (v) synthesized in Example 4 was dissolved in dimethylformamide at a concentration of 5.0×10-5M, and thyroxine sodium salt was dissolved in ethanol at a concentration of 5.0×10-5M. The fluorescent compound (v) solution (100 μl) and the thyroxine sodium salt solution (100 μl) of ethanol were mixed and incubated for 30 minutes at room temperature with stirring. The resulting solution was subjected to a HPLC purification (column: AP-313, YMC Co., solvent: methanol: water=3:7(v:v) including 0.02% acetic acid) and the fluorescent compound (v)-labelled thyroxine was purified. The fluorescent compound (v)-labelled thyroxine was identified by measuring the thyroxine activity using an enzyme immunoassay (Boehringer Mannheim GmbH), and by measuring fluorescence intensity of the solution prepared by mixing equal volume of europium chloride (1×10-5M) and the fraction. The resulting solution was subjected to a HPLC purification (column: AP-313, YMC Co., solvent: methanol: water=3:7(v:v) was purified prepared

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A sodium 2-thiophenecarboxylate aqueous solution was obtained by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and then under stirring, adding 5.25 g of 2-thiophenecarboxylic acid (purity 99%; conjugate number=3) in the resultant aqueous solution until thorough solution. Then, a europium chloride aqueous solution obtained by thoroughly dissolving 5.0 g of europium chloride (EuCl3.6H2O; purity 99.99%) in 50 ml of purified water was gradually added while under stirring to the aforementioned sodium 2-thiophenecarboxylate aqueous solution at room temperature. The resultant reaction solution was adjusted to pH 5.0 with 0.1 N hydrochloric acid and then stirred thoroughly. Subsequently, the aqueous solution was evaporated to afford europium 2-thiophenecarboxylate ##STR6## The europium 2-thiophenecarboxylate thus obtained was dried in vacuo at 80° to 100° C. for 20 to 24 hours. This salt had its maximum excitation wavelength at about 340 nm and strongly showed the red luminescence peculiar to europium at the main emission wavelength of about 616 nm. The luminescence efficiency was 31%. When it was tested for X-ray powder diffraction and DSC, it showed crystalline diffraction pattern and endothermic peaks. was gradually added while The resultant reaction solution Subsequently, the aqueous solution was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A sodium 2-thiophenecarboxylate aqueous solution was obtained by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and then under stirring, adding 5.25 g of 2-thiophenecarboxylic acid (purity 99%; conjugate number=3) in the resultant aqueous solution until thorough solution. Then, a europium chloride aqueous solution obtained by thoroughly dissolving 5.0 g of europium chloride (EuCl3.6H2O; purity 99.99%) in 50 ml of purified water was gradually added while under stirring to the aforementioned sodium 2-thiophenecarboxylate aqueous solution at room temperature. The resultant reaction solution was adjusted to pH 5.0 with 0.1 N hydrochloric acid and then stirred thoroughly. Subsequently, the aqueous solution was evaporated to afford europium 2-thiophenecarboxylate ##STR6## The europium 2-thiophenecarboxylate thus obtained was dried in vacuo at 80° to 100° C. for 20 to 24 hours. This salt had its maximum excitation wavelength at about 340 nm and strongly showed the red luminescence peculiar to europium at the main emission wavelength of about 616 nm. The luminescence efficiency was 31%. When it was tested for X-ray powder diffraction and DSC, it showed crystalline diffraction pattern and endothermic peaks. was gradually added while The resultant reaction solution Subsequently, the aqueous solution was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Europium cinnamate, [(C6H5CH=CHCOO)3Eu], was obtained by following the procedure of Comparative Example 4, except that the quantity of sodium hydroxide was changed from 1.698 g to 1.132 g, the quantity of cinnamic acid was changed from 6.289 g to 4.193 g and 5.0 g of lanthanum chloride was substituted by 3.456 g of europium chloride (EuCl3.6H2O; purity 99.9%). Then, the total quantity of lanthanum cinnamate obtained as described in Comparative Example 4 and the total quantity of europium cinnamate described above were placed in an agate mortar and thoroughly mixed until a homogeneous mixture was obtained. Consequently, there was obtained a physical mixture of 0.6 lanthanum cinnamate and 0.4 europium cinnamate;

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Europium cinnamate, [(C6H5CH=CHCOO)3Eu], was obtained by following the procedure of Comparative Example 4, except that the quantity of sodium hydroxide was changed from 1.698 g to 1.132 g, the quantity of cinnamic acid was changed from 6.289 g to 4.193 g and 5.0 g of lanthanum chloride was substituted by 3.456 g of europium chloride (EuCl3.6H2O; purity 99.9%). Then, the total quantity of lanthanum cinnamate obtained as described in Comparative Example 4 and the total quantity of europium cinnamate described above were placed in an agate mortar and thoroughly mixed until a homogeneous mixture was obtained. Consequently, there was obtained a physical mixture of 0.6 lanthanum cinnamate and 0.4 europium cinnamate;

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Then a sodium cinnamate aqueous solution obtained in advance by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and thereafter dissolving 6.06 g of cinnamic acid (purity 99.9%, conjugate number 4) thoroughly in the resultant solution was gradually added with continued stirring into the aforementioned aqueous europium chloride solution. Consequently, a white salt of europium cinnamate was produced in the form of a precipitate. Thereafter, the reaction solution was adjusted to pH 6.5 with a 0.1 N sodium hydroxide aqueous solution added under thorough stirring. was gradually added

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Then a sodium cinnamate aqueous solution obtained in advance by dissolving 1.64 g of sodium hydroxide in 300 ml of purified water and thereafter dissolving 6.06 g of cinnamic acid (purity 99.9%, conjugate number 4) thoroughly in the resultant solution was gradually added with continued stirring into the aforementioned aqueous europium chloride solution. Consequently, a white salt of europium cinnamate was produced in the form of a precipitate. Thereafter, the reaction solution was adjusted to pH 6.5 with a 0.1 N sodium hydroxide aqueous solution added under thorough stirring. was gradually added