# US 8,541,488 B2 · Formed resin article and polymer film

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- Number: US 8,541,488 B2
- Document ID: US8541488B2
- Status: Granted
- Kind: B2
- Application number: 12/934,094
- Filed: 2009-03-24
- Published: 2011-04-21
- Granted: 2013-09-24
- Earliest claimed: 2008-03-30
- Assignees: FUJIFILM Corporation
- Applicants: Ichiro Amasaki; Keizo Kimura; Youichiro Takeshima
- Inventors: Ichiro Amasaki; Keizo Kimura; Youichiro Takeshima
- Web page: https://patentgrep.com/patent/US8541488B2

## CPC

- C09K 15/30: containing heterocyclic ring with at least one nitrogen atom as ring member
- C08K 5/357: Six-membered rings
- C08K 5/45: Heterocyclic compounds having sulfur in the ring
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A formed resin article, containing a compound and a polymer substance, wherein the compound has a maximum absorption wavelength in a range of 400 nm or less, measured in a solution of the compound, wherein the compound is contained in the polymer substance in a quantity of 5 g/m2 or less, and wherein a light transmittance of the article at a wavelength of 410 nm is 5% or less.

## Claims

### Claim 1

A resin article, formed from a composition comprising a compound and a polymer substance,
wherein the compound has a maximum absorption wavelength in a range of 400 nm or less, measured in a solution of the compound,
wherein the compound is contained in the polymer substance in a quantity of 5 g/m2 or less, and
wherein a light transmittance of the article at a wavelength of 410 nm is 5% or less;
wherein the compound is represented by formula (3):
wherein Het3 represents a bivalent group selected from the group consisting of pyrrole, pyrazole, imidazole, 1,2,3-triazole, 1,2,4-triazole, pyridine, pyridazine, pyrimidine, pyrazine, 1,3,5-triazine, furan, thiophene, oxazole, isoxazole, thiazole, isothiazole, 1,2,3-oxadiazole, and 1,3,4-thiadiazole;
X3a, X3b,X3c, and X3d each independently represent a hetero atom selected from the group consisting of a nitrogen, an oxygen, and a sulfur atom; and
R3a, R3b, R3c, R3d, R3e, R3f, R3g, and R3h each independently represent a hydrogen atom or a monovalent substituent group selected from the group consisting of a halogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a carboxyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a substituted or unsubstituted carbamoyl group, an alkylcarbonyl group, an arylcarbonyl group, a nitro group, a substituted or unsubstituted amino group, an acylamino group, a sulfonamido group, an imido group, an imino group, a hydroxy group, an alkoxy group having 1 to 20 carbon atom, an aryloxy group, an acyloxy group, an alkylsulfonyloxy group, an arylsulfonyloxy group, a sulfo group, a substituted or unsubstituted sulfamoyl group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group, and a heterocyclic group having 6 to 20 carbon atoms,
wherein a light transmittance of the article at a wavelength of 440 nm is 80% or more, and
wherein a light transmittance of the article at a wavelength of 430 nm is 70% or more.

### Claim 2 (depends on 1)

The formed resin article according to claim 1, wherein the compound represented by formula (3) is a compound represented by formula (4):
wherein Het4 has the same meaning as Het3 in formula (3) above;
R4a, R4b, R4c,R4d, R4e, R4f, R4g, and R4h, each have the same meanings as R3a, R3b, R3c, R3d, R3e, R3f, Rg, and R3h in formula (3) above.

### Claim 3

A polymer film, comprising a compound and a polymer substance,
wherein the compound has a maximum absorption wavelength in a range of 400 nm or less, measured in a solution of the compound,
wherein the compound is contained in the polymer substance in a quantity of 5 g/m2 or less, and
wherein a light transmittance of the polymer film at a wavelength of 410 nm is 5% or less;
wherein the compound is represented by formula (3):
wherein Het3 represents a bivalent and five- or six-membered aromatic heterocyclic residue, and the aromatic heterocycles prepared by adding two hydrogen atoms to the bivalent aromatic heterocyclic residue include pyrrole, pyrazole, imidazole, 1,2,3-triazole, 1,2,4-triazole, pyridine, pyridazine, pyrimidine, pyrazine, 1,3,5-triazine, furan, thiophene, oxazole, isoxazole, thiazole, isothiazole, 1,2,3-oxadiazole, and 1,3,4-thiadiazole;
X3a, X3b, X3c, and X3d each independently represent a hetero atom selected from the group consisting of a nitrogen, an oxygen, and a sulfur atom; and
R3a,R3b, R3c, R3d, R3e, R3f, Rg, and R3h each independently represent a hydrogen atom or a monovalent substituent group selected from the group consisting of a halogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a carboxyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a substituted or unsubstituted carbamoyl group, an alkylcarbonyl group, an arylcarbonyl group, a nitro group, a substituted or unsubstituted amino group, an acylamino group, a sulfonamido group, an imido group, an imino group, a hydroxy group, an alkoxy group having 1 to 20 carbon atom, an aryloxy group, an aryloxy group, an alkylsulfonyloxy group, an arylsulfonyloxy group, a sulfo group, a substituted or unsubstituted sulfamoyl group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group, and a heterocyclic group having 6 to 20 carbon atoms.

### Claim 4 (depends on 3)

The polymer film according to claim 3, wherein a light transmittance at a wavelength of 440 nm is 80% or more.

### Claim 5 (depends on 3)

The polymer film according to claim 3, wherein a light transmittance at a wavelength of 430 nm is 70% or more.

### Claim 6 (depends on 3)

The polymer film according to claim 3, wherein the compound represented by formula (3) is a compound represented by formula (4):
wherein Het4 has the same meaning as Het3 in formula (3) above;
R4a, R4b, R4c, R4d, R4e, R4f, R4g, and R4h, each have the same meanings as R3a, R3b, R3c, R3d, R3e, R3f, R3g, and R3h in formula (3) above.

### Claim 7 (depends on 6)

The polymer film according to claim 6, wherein the compound represented by formula (4) is a compound represented by formula (5):
wherein R5a, R5b, R5c, R5d, R5e,R5f, R5g, and R5h each have the same meanings as R4a, R4b, R4c, R4d, R4e, R4f, R4g, and R4h in formula (4) above; R5i and R5j each independently represent a hydrogen atom or a monovalent substituent group.

### Claim 8 (depends on 3)

The polymer film according to claim 3, wherein the polymer substance is a polyester, a polycarbonate, or an acrylic resin.

### Claim 9 (depends on 3)

The polymer film according to claim 3, wherein the polymer substance is a polyethylene terephthalate, a polyethylene naphthalate, a polycarbonate, or a polymethylmethacrylate.

### Claim 10 (depends on 3)

A solar cell comprising the polymer film according to claim 3.

### Claim 11 (depends on 3)

An intermediate film comprising the polymer film according to claim 3.

### Claim 12 (depends on 1)

The formed resin article according to claim 1, wherein the compound is selected from the group consisting of
