Light-emitting sheet, interlayer for laminated glass, and laminated glass

Abstract

The present invention aims to provide a luminescent sheet capable of displaying high-luminance images under irradiation with light and capable of controlling the adhesion to glass, and an interlayer film for a laminated glass and a laminated glass each including the luminescent sheet. Provided is a luminescent sheet including: a thermoplastic resin; a luminescent material; and a cyclic coordination metal compound having a five- or more-membered ring structure formed by coordinating an organic compound having in a molecule two or more atoms of at least one kind selected from oxygen, phosphor, nitrogen, and sulfur, to at least one metal selected from an alkali metal, an alkaline earth metal, and magnesium.

Claims

1. A luminescent sheet comprising a single layer comprising: a thermoplastic resin; a luminescent material; and a cyclic coordination metal compound having a six-membered ring structure formed by coordinating an organic compound having in a molecule two or more atoms of at least one member selected from the group consisting of oxygen, phosphor, nitrogen, and sulfur, to at least one metal selected from the group consisting of an alkali metal and an alkaline earth metal, wherein the cyclic coordination metal compound contains acetylacetone, and wherein an amount of the luminescent material in the luminescent sheet is 0.1 parts by weight or more relative to 100 parts by weight of the thermoplastic resin.

2. The luminescent sheet according to claim 1, further comprising a plasticizer.

3. The luminescent sheet according to claim 1, wherein the luminescent material is a compound having a terephthalic acid ester structure or a lanthanoid complex.

4. The luminescent sheet according to claim 1, wherein the cyclic coordination metal compound is acetylacetone magnesium.

5. An interlayer film for a laminated glass comprising the luminescent sheet according to claim 1.

6. A laminated glass comprising: a pair of glass plates; and the interlayer film for a laminated glass according to claim 5 interposed between the pair of glass plates.

Description

BRIEF DESCRIPTION OF DRAWINGS

(1) FIG. 1 illustrates a schematic view of an exemplary embodiment of the interlayer film for a laminated glass of the present invention having a wedge-shaped cross section.

(2) FIG. 2 illustrates a schematic view of an exemplary embodiment of the interlayer film for a laminated glass of the present invention having a wedge-shaped cross section.

(3) FIG. 3 illustrates a schematic view of an exemplary embodiment of the interlayer film for a laminated glass of the present invention having a wedge-shaped cross section.

DESCRIPTION OF EMBODIMENTS

(4) The present invention is more specifically described in the following with reference to, but not limited to, examples.

Example 1

(5) (1) Preparation of Eu(HFA).sub.3Phen

(6) Europium acetate (Eu(CH.sub.3COO).sub.3) in an amount of 4.11 g (12.5 mmol) was dissolved in 50 mL of distilled water. To the solution was added 7.00 g (33.6 mmol) of hexafluoroacetylacetone (HFA), and the mixture was stirred at room temperature for 3 hours. The precipitated solid was filtered, washed with water, and recrystallized using methanol and distilled water to give Eu(HFA).sub.3(H.sub.2O).sub.2. Then, 7.20 g of the resulting complex (Eu(HFA).sub.3(H.sub.2O).sub.2) and 2.5 g of 1,10-phenanthroline(phen) were dissolved in 100 mL of methanol, followed by heating under reflux for 12 hours. After 12 hours, methanol was distilled off under reduced pressure, thereby obtaining a white product. The white product powder was washed with toluene so that unreacted materials were removed by suction filtration. Subsequently, toluene was distilled off under reduced pressure, thereby preparing a powder. Through recrystallization using a solvent mixture of toluene and hexane, Eu(HFA).sub.3phen was obtained.

(7) (2) Preparation of Polyvinyl Butyral

(8) To a 2 m.sup.3 reactor equipped with a stirrer were charged 1700 kg of a 7.5% by mass aqueous solution of PVA (degree of polymerization: 1,700, degree of saponification: 99 mol %), 74.6 kg of n-butyraldehyde, and 0.13 kg of 2,6-di-t-butyl-4-methyl phenol, and the entire mixture was cooled to 14 C. Subsequently, 99.44 L of 30% by mass nitric acid was added to the mixture to initiate the butyralization of PVA. Ten minutes after the end of the addition, the temperature was raised to 65 C. over 90 minutes, followed by further reaction for 120 minutes. Thereafter, the temperature was lowered to room temperature, and the precipitated solid was filtered. The solid was washed ten times with a 10-fold amount (by mass) of ion exchange water. The washed solid was sufficiently neutralized using a 0.3% by mass sodium hydrogen carbonate aqueous solution and was then washed ten times with a 10-fold amount (by mass) of ion exchange water. The resulting solid was dehydrated and dried, thereby obtaining polyvinyl butyral 1 (hereafter, also referred to as PVB1). The acetyl group content, degree of butyralization, and hydroxy group content of PVB1 were 0.9 mol %, 68.5 mol %, and 30.6 mol %, respectively.

(9) (3) Production of Interlayer Film for a Laminated Glass and Laminated Glass

(10) A luminous plasticizer solution was prepared by adding 0.2 parts by weight of the Eu(HFA).sub.3phen obtained above and 0.036 parts by weight of acetylacetone magnesium as an adhesion modifier to 40 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). To the entire amount of the plasticizer solution was added 100 parts by weight of the obtained PVB1, and the mixture was sufficiently kneaded using a mixing roll to prepare a resin composition.

(11) The obtained resin composition was extruded using an extruder to provide an interlayer film for a laminated glass (thickness: 760 m).

(12) The resulting interlayer film for a laminated glass was sandwiched between a pair of clear glass plates (thickness: 2.5 mm, 5 cm in length5 cm in width) to prepare a laminate. The laminate was pressed under vacuum at 90 C. for 30 minutes to be press-bonded using a vacuum laminator. The press-bonded laminate was subjected to further 20-minute press-bonding under 14 MPa at 140 C. using an autoclave, thereby obtaining a laminated glass.

Example 2

(13) (1) Preparation of Tb(HFA).sub.3Phen

(14) Terbium acetate (Tb(CH.sub.3COO).sub.3) in an amount of 4.20 g (12.5 mmol) was dissolved in 50 mL of distilled water. To the solution was added 7.00 g (33.6 mmol) of hexafluoroacetylacetone (HFA, CF.sub.3COCH.sub.2COCF.sub.3), and the mixture was stirred at room temperature for 3 hours. The precipitated solid was filtered, washed with water, and recrystallized using methanol and distilled water to give Tb(HFA).sub.3(H.sub.2O).sub.2. Then, 7.26 g of the obtained complex Tb(HFA).sub.3(H.sub.2O).sub.2 and 2.5 g of 1,10-phenanthroline(phen) were added to 100 mL of methanol, followed by heating under reflux for 12 hours. After 12 hours, methanol was distilled off under reduced pressure, thereby obtaining a white product. The white product powder was washed with toluene so that unreacted materials were removed by suction filtration. Subsequently, toluene was distilled off under reduced pressure, thereby preparing a powder. Through recrystallization using a solvent mixture of toluene and hexane, Tb(HFA).sub.3phen was obtained.

(15) (2) Production of Interlayer Film for a Laminated Glass and Laminated Glass

(16) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1, except that the obtained Tb(HFA).sub.3phen was used as luminescent particles.

Comparative Examples 1 and 2

(17) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1 or 2, except that 0.0245 parts by weight of magnesium acetate was added instead of 0.036 parts by weight of acetylacetone magnesium.

Comparative Examples 3 and 4

(18) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1 or 2, except that 0.0245 parts by weight of magnesium acetate was added instead of 0.036 parts by weight of acetylacetone magnesium and 0.034 parts by weight of acetylacetone was further added.

Example 3

(19) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1, except that 0.069 parts by weight of hexafluoroacetylacetone magnesium was added instead of 0.036 parts by weight of acetylacetone magnesium.

Example 4

(20) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1, except that 0.052 parts by weight of trifluoroacetylacetone magnesium was added instead of 0.036 parts by weight of acetylacetone magnesium.

Example 5

(21) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 2, except that 0.069 parts by weight of hexafluoroacetylacetone magnesium was added instead of 0.036 parts by weight of acetylacetone magnesium.

Example 6

(22) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 2, except that 0.052 parts by weight of trifluoroacetylacetone magnesium was added instead of 0.036 parts by weight of acetylacetone magnesium.

Examples 7 to 10

(23) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1 or 2, except that the type and amount of the luminescent material were changed as shown in Table 1 or 2.

Comparative Example 5

(24) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Comparative Example 2, except that the amount of the magnesium acetate was changed as shown in Table 2.

Example 11

(25) (1) Preparation of Eu(TFA).sub.3Phen

(26) Europium acetate (Eu(CH.sub.3COO).sub.3) in an amount of 4.11 g (12.5 mmol) was dissolved in 50 mL of distilled water. To the solution was added 5.18 g (33.6 mmol) of trifluoroacetylacetone (TFA, CH.sub.3COCH.sub.2COCF.sub.3), and the mixture was stirred at room temperature for 3 hours. The precipitated solid was filtered, washed with water, and recrystallized using methanol and distilled water to give Eu(TFA).sub.3(H.sub.2O).sub.2. Then, 5.77 g of the resulting complex (Eu(TFA).sub.3(H.sub.2O).sub.2) and 2.5 g of 1,10-phenanthroline(phen) were dissolved in 100 mL of methanol, followed by heating under reflux for 12 hours. After 12 hours, methanol was distilled off under reduced pressure, thereby obtaining a white product. The white product powder was washed with toluene so that unreacted materials were removed by suction filtration. Subsequently, toluene was distilled off under reduced pressure, thereby preparing a powder. Through recrystallization using a solvent mixture of toluene and hexane, Eu(TFA).sub.3phen was obtained.

(27) (2) Production of Interlayer Film for a Laminated Glass and Laminated Glass

(28) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1, except that the obtained Eu(TFA).sub.3phen was used as luminescent particles.

Example 12

(29) (1) Preparation of Eu(TFA).sub.3Dpphen

(30) Eu(TFA).sub.3dpphen was obtained in the same manner as in Example 11, except that 4,7-diphenylphenanthroline was used instead of 1,10-phenanthroline.

(31) (2) Production of Interlayer Film for a Laminated Glass and Laminated Glass

(32) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1, except that Eu(TFA).sub.3dpphen was used as luminescent particles.

Example 13

(33) (1) Preparation of Tb(TFA).sub.3Phen

(34) Tb(TFA).sub.3phen was obtained in the same manner as in Example 2, except that trifluoroacetylacetone was used instead of hexafluoroacetylacetone.

(35) (2) Production of Interlayer Film for a Laminated Glass and Laminated Glass

(36) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 2, except that the obtained Tb(TFA).sub.3phen was used as luminescent particles.

Examples 14 to 16

(37) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 1 or 2, except that the type of the luminescent material, the type of the cyclic coordination metal compound, and the amount of the cyclic coordination metal compound were changed as shown in Table 3.

Comparative Example 6

(38) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Comparative Example 1, except that 0.0169 parts by weight of potassium acetate was used instead of 0.0245 parts by weight of magnesium acetate.

Comparative Example 7

(39) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Comparative Example 1, except that 0.0438 parts by weight of magnesium 2-ethylbutyrate was used instead of 0.0245 parts by weight of magnesium acetate.

Comparative Example 8

(40) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Comparative Example 1, except that 0.0266 parts by weight of potassium 2-ethylbutyrate was used instead of 0.0245 parts by weight of magnesium acetate.

Comparative Example 9

(41) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 11, except that 0.0245 parts by weight of magnesium acetate was added instead of 0.036 parts by weight of acetylacetone magnesium.

Example 17

(42) (1) Resin Composition for Intermediate Layers

(43) To a 2 m.sup.3 reactor equipped with a stirrer were charged 1,700 kg of a 7.5% by mass aqueous solution of PVA (degree of polymerization: 2,400, degree of saponification: 88 mol %), 119.4 kg of n-butyraldehyde, and 0.13 kg of 2,6-di-t-butyl-4-methyl phenol, and the entire mixture was cooled to 14 C. Subsequently, 99.44 L of 30% by mass nitric acid was added to the mixture to initiate the butyralization of PVA. Ten minutes after the end of the addition, the temperature was raised to 65 C. over 90 minutes, followed by further reaction for 120 minutes. Thereafter, the temperature was lowered to room temperature, and the precipitated solid was filtered. The solid was washed ten times with a 10-fold amount (by mass) of ion exchange water (washing before neutralization). The washed solid was sufficiently neutralized using a 0.3% by mass sodium hydrogen carbonate aqueous solution and was then washed ten times with a 10-fold amount (by mass) of ion exchange water (washing after neutralization). The resulting solid was dehydrated and dried, thereby obtaining polyvinyl butyral 2 (hereafter, also referred to as PVB2). The acetyl group content, butyral group content, and hydroxy group content of PVB2 were 13 mol %, 65 mol %, and 22 mol %, respectively. A resin composition for intermediate layers was prepared by mixing and sufficiently kneading 60 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO) with 100 parts by weight of polyvinyl butyral 2 using a mixing roll.

(44) (2) Resin Composition for Surface Layers

(45) A plasticizer solution was prepared by adding 0.036 parts by weight of acetylacetone magnesium as an adhesion modifier and 0.2 parts by weight of Eu(HFA).sub.3phen obtained in Example 1 to 38.5 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). The entire amount of the plasticizer solution was mixed and sufficiently kneaded with 100 parts by weight of PVB1 obtained in Example 1 using a mixing roll to give a resin composition for surface layers.

(46) (3) Production of Interlayer Film for a Laminated Glass

(47) The resin composition for intermediate layers and the resin composition for surface layers were co-extruded using a coextruder to prepare an interlayer film for a laminated glass in which a surface layer, an intermediate layer, and a surface layer were stacked in the stated order. The intermediate layer had a thickness of 100 m, the surface layers each had a thickness of 350 m, and the interlayer film for a laminated glass had a thickness of 800 m.

(48) (4) Production of Laminated Glass

(49) The resulting interlayer film for a laminated glass was sandwiched between a pair of clear glass plates (thickness: 2.5 mm, 5 cm in length5 cm in width) to prepare a laminate. The laminate was pressed under vacuum at 90 C. for 30 minutes to be press-bonded using a vacuum laminator. The press-bonded laminate was subjected to further 20-minute press-bonding under 14 MPa at 140 C. using an autoclave, thereby obtaining a laminated glass.

Example 18

(50) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 17, except that Tb(HFA).sub.3phen was used instead of Eu(HFA).sub.3phen.

Example 19

(51) (1) Resin Composition for Intermediate Layers

(52) A plasticizer solution was prepared by adding 0.2 parts by weight of Eu(HFA).sub.3phen obtained in Example 1 to 60 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). The entire amount of the plasticizer solution was mixed and sufficiently kneaded with 100 parts by weight of PVB2 using a mixing roll to give a resin composition for intermediate layers.

(53) (2) Resin Composition for Surface Layers

(54) A plasticizer solution was prepared by adding 0.036 parts by weight of acetylacetone magnesium as an adhesion modifier to 38.5 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). The entire amount of the plasticizer solution was mixed and sufficiently kneaded with 100 parts by weight of PVB1 using a mixing roll to give a resin composition for surface layers.

(55) (3) Production of Interlayer Film for a Laminated Glass

(56) The resin composition for intermediate layers and the resin composition for surface layers were co-extruded using a coextruder to prepare an interlayer film for a laminated glass in which a surface layer, an intermediate layer, and a surface layer were stacked in the stated order. The intermediate layer had a thickness of 100 m, the surface layers each had a thickness of 350 m, and the interlayer film for a laminated glass had a thickness of 800 m.

(57) (4) Production of Laminated Glass

(58) The resulting interlayer film for a laminated glass was sandwiched between a pair of clear glass plates (thickness: 2.5 mm, 5 cm in length5 cm in width) to prepare a laminate. The laminate was pressed under vacuum at 90 C. for 30 minutes to be press-bonded using a vacuum laminator. The press-bonded laminate was subjected to further 20-minute press-bonding under 14 MPa at 140 C. using an autoclave, thereby obtaining a laminated glass.

Example 20

(59) (1) Resin Composition for Intermediate Layers

(60) A plasticizer solution was prepared by adding 0.2 parts by weight of Eu(HFA).sub.3phen obtained in Example 1 to 60 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). The entire amount of the plasticizer solution was mixed and sufficiently kneaded with 100 parts by weight of PVB2 using a mixing roll to give a resin composition for intermediate layers.

(61) (2) Resin Composition for Surface Layers

(62) A plasticizer solution was prepared by adding 0.036 parts by weight of acetylacetone magnesium as an adhesion modifier and 0.2 parts by weight of Eu(HFA).sub.3phen obtained in Example 1 to 38.5 parts by weight of triethylene glycol di-2-ethylhexanoate (3GO). The entire amount of the plasticizer solution was mixed and sufficiently kneaded with 100 parts by weight of PVB1 using a mixing roll to give a resin composition for surface layers.

(63) (3) Production of Interlayer Film for a Laminated Glass

(64) The resin composition for intermediate layers and the resin composition for surface layers were co-extruded using a coextruder to prepare an interlayer film for a laminated glass in which a surface layer, an intermediate layer, and a surface layer were stacked in the stated order. The intermediate layer had a thickness of 100 m, the surface layers each had a thickness of 350 m, and the interlayer film for a laminated glass had a thickness of 800 m.

(65) (4) Production of Laminated Glass

(66) The resulting interlayer film for a laminated glass was sandwiched between a pair of clear glass plates (thickness: 2.5 mm, 5 cm in length5 cm in width) to prepare a laminate. The laminate was pressed under vacuum at 90 C. for 30 minutes to be press-bonded using a vacuum laminator. The press-bonded laminate was subjected to further 20-minute press-bonding under 14 MPa at 140 C. using an autoclave, thereby obtaining a laminated glass.

Comparative Example 10

(67) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 17, except that 0.0245 parts by weight of magnesium acetate was added instead of 0.036 parts by weight of acetylacetone magnesium.

Comparative Example 11

(68) An interlayer film for a laminated glass and a laminated glass were produced in the same manner as in Example 18, except that 0.0245 parts by weight of magnesium acetate was added instead of 0.036 parts by weight of acetylacetone magnesium.

(69) (Evaluation)

(70) The laminated glasses obtained in the examples and the comparative examples were evaluated by the following methods. Tables 1, 2, 3, or 4 show the results.

(71) (1) Evaluation of Luminance

(72) Each obtained laminated glass having a size of 5 cm in length5 cm in width was placed in a dark room, and the entire surface thereof was irradiated with light from a high power xenon light source (REX-250 available from Asahi Spectra Co., Ltd., irradiation wavelength: 405 nm) set at a position of 10 cm distant from the plane of the laminated glass in the vertical direction. The luminance was measured with a luminance meter (SR-3AR available from Topcon Technohouse Corporation) set at a position at an angle of 45 degrees relative to the plane of the irradiated laminated glass at a shortest distance of 35 cm from the plane of the laminated glass and on the side under irradiation with light.

(73) (2) Determination of Pummel Value/Evaluation of Penetration Resistance (of Laminated Glass)

(74) Each obtained laminated glass was allowed to stand at a temperature of 18 C.0.6 C. for 16 hours, and the central portion (part of 150 mm in length150 mm in width) of the resulting laminated glass was hit with a hammer (head weight of 0.45 kg) until the shattered glass had a particle size of 6 mm or smaller. The degree of exposure of the film after the glass partially fell off was measured, and the pummel value was determined based on Table 5.

(75) A laminated glass having a pummel value within a range of 1 to 7 is considered to have practical penetration resistance.

(76) TABLE-US-00001 TABLE 1 Exam- Exam- Exam- Exam- Exam- Exam- Exam- Exam- ple 1 ple 2 ple 3 ple 4 ple 5 ple 6 ple 7 ple 8 Interlayer Thermoplastic resin PVB1 phr 100 100 100 100 100 100 100 100 film Plasticizer 3GO phr 40 40 40 40 40 40 40 40 Luminescent material Eu(hfa).sub.3phen phr 0.2 0.2 0.2 0.4 Tb(hfa).sub.3phen phr 0.2 0.2 0.2 0.4 Adhesion Cyclic Acetylacetone magnesium phr 0.036 0.036 0.036 0.036 modifier coordination Hexafluoroacetylacetone phr 0.069 0.069 metal magnesium compound Trifluoroacetylacetone phr 0.052 0.052 magnesium Compound Magnesium acetate phr other than Potassium acetate phr cyclic Magnesium 2-ethylbutyrate phr coordination Potassium 2-ethylbutyrate phr metal compound Others Acetylacetone phr Evaluation Luminance cd/m.sup.2 150 300 145 148 280 290 295 580 Pummel value 6 6 6 6 6 6 6 6

(77) TABLE-US-00002 TABLE 2 Com- Com- Com- Com- Example Comparative parative parative parative parative Example 9 10 Example 1 Example 2 Example 3 Example 4 Example 5 Interlayer Thermoplastic resin PVB1 phr 100 100 100 100 100 100 100 film Plasticizer 3GO phr 40 40 40 40 40 40 40 Luminescent material Eu(hfa).sub.3phen phr 0.05 0.2 0.2 Tb(hfa).sub.3phen phr 0.05 0.2 0.2 0.2 Adhesion Cyclic Acetylacetone phr 0.036 0.036 modifier coordination magnesium metal Hexafluoro- phr compound acetylacetone magnesium Trifluoroacetyl- phr acetone magnesium Compound Magnesium phr 0.0245 0.0245 0.0245 0.0245 0.0122 other than acetate cyclic Potassium acetate phr coordination Magnesium phr metal 2-ethylbutyrate compound Potassium phr 2-ethylbutyrate Others Acetylacetone phr 0.034 0.034 Evaluation Luminance cd/m.sup.2 50 90 2 3 2 3 7 Pummel value 6 6 6 6 5 5 5

(78) TABLE-US-00003 TABLE 3 Example 11 Example 12 Example 13 Example 14 Example 15 Interlayer Thermoplastic resin PVB1 phr 100 100 100 100 100 film Plasticizer 3GO phr 40 40 40 40 40 Luminescent material Eu(hfa).sub.3phen phr Tb(hfa).sub.3phen phr Eu(tfa).sub.3phen phr 0.2 0.2 Eu(tfa).sub.3dpphen phr 0.2 0.2 Tb(tfa).sub.3phen phr 0.2 Adhesion Cyclic Acetylacetone magnesium phr 0.036 0.036 0.036 modifier coordination Hexafluoroacetylacetone phr 0.052 0.052 metal compound magnesium Trifluoroacetylacetone phr magnesium Compound Magnesium acetate phr other than Potassium acetate phr cyclic Magnesium 2-ethylbutyrate phr coordination Potassium 2-ethylbutyrate phr metal compound Others Acetylacetone phr Evaluation Luminance cd/m.sup.2 140 160 290 140 155 Pummel value 6 6 6 6 6 Comparative Comparative Comparative Comparative Example 16 Example 6 Example 7 Example 8 Example 9 Interlayer Thermoplastic resin PVB1 phr 100 100 100 100 100 film Plasticizer 3GO phr 40 40 40 40 40 Luminescent material Eu(hfa).sub.3phen phr 0.2 0.2 0.2 Tb(hfa).sub.3phen phr Eu(tfa).sub.3phen phr 0.2 Eu(tfa).sub.3dpphen phr Tb(tfa).sub.3phen phr 0.2 Adhesion Cyclic Acetylacetone magnesium phr modifier coordination Hexafluoroacetylacetone phr 0.052 metal compound magnesium Trifluoroacetylacetone phr magnesium Compound Magnesium acetate phr 0.0245 other than Potassium acetate phr 0.0169 cyclic Magnesium 2-ethylbutyrate phr 0.0438 coordination Potassium 2-ethylbutyrate phr 0.0266 metal compound Others Acetylacetone phr Evaluation Luminance cd/m.sup.2 295 2 2 2 2 Pummel value 6 6 6 6 6

(79) TABLE-US-00004 TABLE 4 Comparative Comparative Example 17 Example 18 Example 19 Example 20 Example 10 Example 11 Surface layer Thermoplastic resin PVB1 phr 100 100 100 100 100 100 Plasticizer 3GO phr 38.5 38.5 38.5 38.5 38.5 38.5 Luminescent Eu(hfa).sub.3phen phr 0.2 0.2 0.2 material Tb(hfa).sub.3phen phr 0.2 0.2 Adhesion modifier Acetylacetone phr 0.036 0.036 0.036 0.036 magnesium Magnesium acetate phr 0.0245 0.0245 Layer thickness m 350 350 350 350 350 350 Intermediate Thermoplastic resin PVB2 phr 100 100 100 100 100 100 layer Plasticizer 3GO phr 60 60 60 60 60 60 Luminescent Eu(hfa).sub.3phen phr 0.2 0.2 material Tb(hfa).sub.3phen phr Layer thickness m 100 100 100 100 100 100 Surface layer Thermoplastic resin PVB1 phr 100 100 100 100 100 100 Plasticizer 3GO phr 38.5 38.5 38.5 38.5 38.5 38.5 Luminescent Eu(hfa).sub.3phen phr 0.2 0.2 0.2 material Tb(hfa).sub.3phen phr 0.2 0.2 Adhesion modifier Acetylacetone phr 0.036 0.036 0.036 0.036 magnesium Magnesium acetate phr 0.0245 0.0245 Layer thickness m 350 350 350 350 350 350 Evaluation Luminance cd/m.sup.2 150 300 30 170 2 3 Pummel value 6 6 6 6 6 6

(80) TABLE-US-00005 TABLE 5 Degree of exposure of interlayer film (area %) Pummel value 90 < Degree of exposure 100 0 85 < Degree of exposure 90 1 60 < Degree of exposure 85 2 40 < Degree of exposure 60 3 20 < Degree of exposure 40 4 10 < Degree of exposure 20 5 5 < Degree of exposure 10 6 2 < Degree of exposure 5 7 Degree of exposure 2 8

INDUSTRIAL APPLICABILITY

(81) The present invention can provide a luminescent sheet capable of displaying high-luminance images under irradiation with light and capable of controlling the adhesion to glass, and an interlayer film for a laminated glass and a laminated glass each including the luminescent sheet.

REFERENCE SIGNS LIST

(82) 1 Interlayer film for a laminated glass 11 Luminescent layer 12 Shape-adjusting layer 2 Interlayer film for a laminated glass 21 Luminescent layer 22 Shape-adjusting layer 23 Shape-adjusting layer 3 Interlayer film for a laminated glass 31 Luminescent layer 32 Shape-adjusting layer 33 Shape-adjusting layer