US 2025/0051638 A1Published application

Powdered fluorochrome composition, resin composition, molded article, and method for producing powdered fluorochrome composition

AssigneeDIC Corporation

InventorsYutaka Takezawa, Naoto Sakurai, Takuya Yoshida

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Abstract

A near-infrared fluorescent material that exhibits good dispersibility in a resin is provided, a resin composition containing the near-infrared fluorescent material is provided, and a molded article formed from the resin composition is provided. More specifically, a powdered fluorochrome composition is composed of a near-infrared fluorescent material composed of one or more compounds selected from the group consisting of compounds represented by any of general formulae (I1) to (I4), and a molded article is an article formed from the resin composition.

Claims20

Dependent claims

A powdered fluorochrome composition comprising a near-infrared fluorescent material, the near-infrared fluorescent material being one or more compounds selected from the group consisting of compounds represented by general formula (I1), compounds represented by general formula (I2), compounds represented by general formula (I3), and compounds represented by general formula (I4),

wherein
general formula (I1) is as follows:
where
Ra, Rb, a nitrogen atom to which Ra is attached, and a carbon atom to which Rb is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rc, Rd, a nitrogen atom to which Rc is attached, and a carbon atom to which Rd is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Re and Rf represent a halogen atom or an oxygen atom,
Rg represents a hydrogen atom or an electron-withdrawing group, and
in an instance where Re and Rf are each an oxygen atom, Re, a boron atom to which Re is attached, Ra, and the nitrogen atom to which Ra is attached may collectively form a ring, and Rf, a boron atom to which Rf is attached, Rc, and the nitrogen atom to which Rc is attached may collectively form a ring;
in an instance where Re is an oxygen atom and does not form a ring, Re is a substituted oxygen atom;
and in an instance where Rf is an oxygen atom and does not form a ring, Rf is a substituted oxygen atom,
general formula (I2) is as follows:
where Ra to Rf are as defined in formula (I1),
general formula (I3) is as follows:
where
Rh, Ri, a nitrogen atom to which Rh is attached, and a carbon atom to which Ri is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rj, Rk, a nitrogen atom to which Rj is attached, and a carbon atom to which Rk is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rl, Rm, Rn, and Ro each independently represent a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group,
Rp and Rq each independently represent a hydrogen atom, a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group, and
Rr and Rs each independently represent a hydrogen atom or an electron-withdrawing group, and
general formula (I4) is as follows:
where Rh to Rq are as defined in formula (I3), and
wherein the powdered fluorochrome composition has a reflection spectrum in which there is no peak having a peak top in a range of 520 to 560 nm or in which although there is a peak having a peak top in the range of 520 to 560 nm, a value obtained by subtracting an average of relative reflectances over a range of 300 to 400 nm from a maximum of relative reflectances over the range of 520 to 560 nm is 5% or less.

19 more elements

A method for producing a powdered fluorochrome composition, the powdered fluorochrome composition comprising a near-infrared fluorescent material, the method comprising:

a crystallization step in which the near-infrared fluorescent material is dissolved in a low-polarity solvent with heating and subsequently gradually cooled to be recrystallized;
and
a powdering step in which a crystal obtained in the crystallization step is powdered to produce the powdered fluorochrome composition,
wherein the powdered fluorochrome composition has a reflection spectrum in which there is no peak having a peak top in a range of 520 to 560 nm or in which although there is a peak having a peak top in the range of 520 to 560 nm, a value obtained by subtracting an average of relative reflectances over a range of 300 to 400 nm from a maximum of relative reflectances over the range of 520 to 560 nm is 5% or less, and
wherein
the near-infrared fluorescent material is one or more compounds selected from the group consisting of compounds represented by general formula (I1), compounds represented by general formula (I2), compounds represented by general formula (I3), and compounds represented by general formula (I4),
general formula (I1) is as follows:
where
Ra, Rb, a nitrogen atom to which Ra is attached, and a carbon atom to which Rb is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rc, Rd, a nitrogen atom to which Rc is attached, and a carbon atom to which Rd is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Re and Rf represent a halogen atom or an oxygen atom,
Rg represents a hydrogen atom or an electron-withdrawing group, and
in an instance where Re and Rf are each an oxygen atom, Re, a boron atom to which Re is attached, Ra, and the nitrogen atom to which Ra is attached may collectively form a ring, and Rf, a boron atom to which Rf is attached, Rc, and the nitrogen atom to which Rc is attached may collectively form a ring;
in an instance where Re is an oxygen atom and does not form a ring, Re is a substituted oxygen atom;
and in an instance where Rf is an oxygen atom and does not form a ring, Rf is a substituted oxygen atom,
general formula (I2) is as follows:
where Ra to Rf are as defined in formula (I1),
general formula (I3) is as follows:
where
Rh, Ri, a nitrogen atom to which Rh is attached, and a carbon atom to which Ri is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rl, Rk, a nitrogen atom to which Rl is attached, and a carbon atom to which Rk is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rl, Rm, Rn, and Ro each independently represent a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group,
Rp and Rq each independently represent a hydrogen atom, a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group, and
Rr and Rs each independently represent a hydrogen atom or an electron-withdrawing group, and
general formula (I4) is as follows:
where Rh to Rq are as defined in formula (I3).

23 more elements

Dependencies are inferred from the claim text.

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Abstract

wherein
general formula (I1) is as follows:
where
Ra, Rb, a nitrogen atom to which Ra is attached, and a carbon atom to which Rb is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rc, Rd, a nitrogen atom to which Rc is attached, and a carbon atom to which Rd is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Re and Rf represent a halogen atom or an oxygen atom,
Rg represents a hydrogen atom or an electron-withdrawing group, and
in an instance where Re and Rf are each an oxygen atom, Re, a boron atom to which Re is attached, Ra, and the nitrogen atom to which Ra is attached may collectively form a ring, and Rf, a boron atom to which Rf is attached, Rc, and the nitrogen atom to which Rc is attached may collectively form a ring;
in an instance where Re is an oxygen atom and does not form a ring, Re is a substituted oxygen atom;
and in an instance where Rf is an oxygen atom and does not form a ring, Rf is a substituted oxygen atom,
general formula (I2) is as follows:
where Ra to Rf are as defined in formula (I1),
general formula (I3) is as follows:
where
Rh, Ri, a nitrogen atom to which Rh is attached, and a carbon atom to which Ri is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rj, Rk, a nitrogen atom to which Rj is attached, and a carbon atom to which Rk is attached, collectively form a 5-membered aromatic ring, a 6-membered aromatic ring, or a fused aromatic ring containing two or three rings fused together, the two or three rings being rings selected from 5-membered rings and 6-membered rings,
Rl, Rm, Rn, and Ro each independently represent a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group,
Rp and Rq each independently represent a hydrogen atom, a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group, and
Rr and Rs each independently represent a hydrogen atom or an electron-withdrawing group, and
general formula (I4) is as follows:
where Rh to Rq are as defined in formula (I3), and
wherein the powdered fluorochrome composition has a reflection spectrum in which there is no peak having a peak top in a range of 520 to 560 nm or in which although there is a peak having a peak top in the range of 520 to 560 nm, a value obtained by subtracting an average of relative reflectances over a range of 300 to 400 nm from a maximum of relative reflectances over the range of 520 to 560 nm is 5% or less.

19 more elements