IP Library Granted Patent US 10,324,240
Granted Patent B2
US 10,324,240 · App. 15/454,521 · Granted Jun 18, 2019

Optical filter

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Quick Facts
Patent No.
US 10,324,240
App. No.
15/454,521
Granted
Jun 18, 2019
Kind
B2
Abstract

To provide an optical filter having shielding effects against near ultraviolet rays and near infrared rays. An optical filter comprising a transparent resin body having a single layer or multilayer structure, and containing a near ultraviolet absorbing dye (U) which is a compound represented by the following formula (U) and which has an absorption maximum at a wavelength of from 370 to 425 nm and has a molar absorptivity at the maximum absorption wavelength of at least 50,000 [L/(mol·cm)], and a near infrared absorbing dye (A) which has an absorption maximum at a wavelength of from 600 to 800 nm: In the formula (U), Y is an oxygen atom, a methylene group or a dimethylene group, R 1 is a monovalent hydrocarbon group which may have a substituent, or the like, R 2 to R 5 are a hydrogen atom, an alkyl group, an alkoxy group or the like, and X is a bivalent group represented by any one of the formulae (X1) to (X5) or the like.

Claims (83)

1. An optical filter comprising a transparent resin body having a single layer or multilayer structure,

wherein the transparent resin comprises a near ultraviolet absorbing dye (U) which is a compound represented by the following formula (U) and which has an absorption maximum at a wavelength of from 370 to 425 nm and has a molar absorptivity at the maximum absorption wavelength of at least 50,000 [L/(mol·cm)], and a near infrared absorbing dye (A) which has an absorption maximum at a wavelength of from 600 to 800 nm:

wherein Y is an oxygen atom, a methylene group, or a dimethylene group to which R 6 and R 7 are bonded,

R 1 is a C 1-16 monovalent hydrocarbon group which is optionally substituted,

R 2 to R 7 are each independently a hydrogen atom, a halogen atom, or a C 1-10 alkyl group or alkoxy group, and

X is a bivalent group represented by at least one of the following formulas (X1) to (X5), wherein R 8 and R 9 are each independently a C 1-12 monovalent hydrocarbon group which is optionally substituted, and R 10 to R 19 are each independently a hydrogen atom or a C 1-12 monovalent hydrocarbon group which is optionally substituted:

wherein the optical filter satisfies the following requirements (1) to (3):

(1) λ(UV70)-λ(UV15)<30 nm, wherein λ(UV15) is a wavelength at which the transmittance is 15%, and λ(UV70) is a wavelength at which the transmittance is 70% in a wavelength band of from 380 to 450 nm;

(2) λ(IR15)-λ(IR70)<60 nm, wherein λ(IR15) is a wavelength at which the transmittance is 15%, and λ(IR70) is a wavelength at which the transmittance is 70% in a wavelength band of from 600 to 720 nm; and

(3) a wavelength band, at which the transmittance is at most 1% in a wavelength band of from 650 to 800 nm, is at least 20 nm.

2. The optical filter according to claim 1 , wherein R 1 , R 8 and R 9 are each independently a C 1-6 alkyl group in which at least one hydrogen atom is optionally substituted by a cycloalkyl group or a phenyl group, and R 2 to R 7 and R 10 to R 19 are each independently a hydrogen atom or a C 1-6 alkyl group.

3. The optical filter according to claim 1 , wherein R 1 , R 8 and R 9 are each independently a C 1-6 alkyl group, and R 2 to R 7 and R 10 to R 19 are each independently a hydrogen atom or a C 1-6 alkyl group.

4. The optical filter according to claim 1 , wherein R 2 and R 3 are each independently a C 1-6 alkyl group.

5. The optical filter according to claim 1 , wherein Y is an oxygen atom, and X is (X1) or (X2).

6. The optical filter according to claim 1 , wherein the dye (U) is a dye having a molar absorptivity at the maximum absorption wavelength of at least 60,000 [L/(mol·cm)].

7. The optical filter according to claim 1 , wherein the dye (A) is at least one dye selected from the group consisting of a squarylium dye, a phthalocyanine dye and a cyanine dye.

8. The optical filter according to claim 7 , wherein the dye (A) is a squarylium dye (A1) represented by the following formula (A1):

wherein

Z is a dimethylene group, trimethylene group, oxymethylene group, 2-oxatrimethylene group or C 5-6 1,2-cycloalkylene group, in which at least one hydrogen atom is optionally substituted by at least one group selected from the group consisting of a C 1-12 alkyl group and an alkoxy group,

R 21 is a C 1-12 monovalent hydrocarbon group which is optionally substituted,

R 22 and R 23 are each independently a hydrogen atom, a halogen atom, a C 1-10 alkyl group, or an alkoxy group, and

R 24 is a C 1-25 monovalent hydrocarbon group which is optionally substituted.

9. The optical filter according to claim 8 , wherein R 24 is a C 5-20 alkyl group, a cycloalkyl group, an aralkyl group, or an aryl group, which is optionally substituted.

10. The optical filter according to claim 1 , wherein the following formula is satisfied, where α (μm) is an average thickness of the transparent resin body, and β is a total mass of the dye (U) and the dye (A) based on 100 parts by mass of the transparent resin:

α×β≤20.

11. The optical filter according to claim 1 , wherein the transparent resin is at least one member selected from the group consisting of an acrylic resin, an epoxy resin, an enethiol resin, a polycarbonate resin, a polyether resin, a polyarylate resin, a polysulfone resin, a polyether sulfone resin, a polyparaphenylene resin, a polyarylene ether phosphine oxide resin, a polyimide resin, a polyamide imide resin, a polyolefin resin, a cyclic olefin resin and a polyester resin.

12. The optical filter according to claim 1 , wherein the transparent resin is composed of a polymer having polymerized units containing an aromatic ring or an aliphatic ring.

13. The optical filter according to claim 1 , wherein the transparent resin has a glass transition temperature Tg of from 200 to 360° C.

14. The optical filter according to claim 1 , wherein the transparent resin body is composed of a film or sheet having a single layer or multilayer structure, or a film having a single layer or multilayer structure on a transparent substrate.

15. The optical filter according to claim 14 , wherein the transparent substrate is an absorptive glass substrate.

16. The optical filter according to claim 1 , having a wavelength λ(U50), wherein λ(U50) is a wavelength at which the transmittance is 50% in a wavelength band of from 400 to 440 nm.

17. The optical filter according to claim 1 , which has a light reflecting layer which reflects light and the transparent resin body, and which satisfies the following requirements (4) to (8):

(4) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 430 to 620 nm is at least 80%,

(5) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 350 to 395 nm is at most 3%,

(6) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 710 to 1,100 nm is at most 2%,

(7) in spectral transmittance curves at an angle of incidence of 0° and at an angle of incidence of 30°, the average of absolute values of differences between the transmittance at an angle of incidence of 0° and the transmittance at an angle of incidence of 30° in a wavelength band of from 385 nm to 430 nm is at most 8%/nm, and

(8) in spectral transmittance curves at an angle of incidence of 0° and at an angle of incidence of 30°, the average of absolute values of differences between the transmittance at an angle of incidence of 0° and the transmittance at an angle of incidence of 30° in a wavelength band of from 600 nm to 700 nm is at most 8%/nm.

18. The optical filter according to claim 17 , wherein the light reflecting layer satisfies the following requirements (9) to (12):

(9) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 430 to 620 nm is at least 90%,

(10) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 710 to 1,100 nm is at most 10%,

(11) a wavelength at which the transmittance is 50% is in a wavelength band of from 380 to 430 nm, and

(12) a wavelength at which the transmittance is 50% is in a wavelength band of from 650 to 750 nm.

19. An optical filter comprising a transparent resin body having a single layer or multilayer structure,

wherein the transparent resin comprises a near ultraviolet absorbing dye (U) which is a compound represented by the following formula (U) and which has an absorption maximum at a wavelength of from 370 to 425 nm and has a molar absorptivity at the maximum absorption wavelength of at least 50,000 [L/(mol·cm)], and a near infrared absorbing dye (A) which has an absorption maximum at a wavelength of from 600 to 800 nm:

wherein Y is an oxygen atom, a methylene group, or a dimethylene group to which R 6 and R 7 are bonded,

R 1 is a C 1-16 monovalent hydrocarbon group which is optionally substituted,

R 2 to R 7 are each independently a hydrogen atom, a halogen atom, or a C 1-10 alkyl group or alkoxy group, and

X is a bivalent group represented by at least one of the following formulas (X1) to (X5), wherein R 8 and R 9 are each independently a C 1-12 monovalent hydrocarbon group which is optionally substituted, and R 19 to R 19 are each independently a hydrogen atom or a C 1-12 monovalent hydrocarbon group which is optionally substituted:

wherein the dye (A) is a squarylium dye (A1) represented by the following formula (A1):

wherein

Z is a dimethylene group, trimethylene group, oxymethylene group, 2-oxatrimethylene group or C 5-6 1,2-cycloalkylene group, in which at least one hydrogen atom is optionally substituted by at least one group selected from the group consisting of a C 1-12 alkyl group and an alkoxy group,

R 21 is a C 1-12 monovalent hydrocarbon group which is optionally substituted,

R 22 and R 23 are each independently a hydrogen atom, a halogen atom, a C 1-10 alkyl group, or an alkoxy group, and

R 24 is a C 1-25 monovalent hydrocarbon group which is optionally substituted.

20. The optical filter according to claim 19 , wherein R 1 , R 8 and R 9 are each independently a C 1-6 alkyl group in which at least one hydrogen atom is optionally substituted by a cycloalkyl group or a phenyl group, and R 2 to R 7 and R 10 to R 19 are each independently a hydrogen atom or a C 1-6 alkyl group.

21. The optical filter according to claim 19 , wherein R 1 , R 8 and R 9 are each independently a C 1-6 alkyl group, and R 2 to R 7 and R 10 to R 19 are each independently a hydrogen atom or a C 1-6 alkyl group.

22. The optical filter according to claim 19 , wherein R 2 and R 3 are each independently a C 1-6 alkyl group.

23. The optical filter according to claim 19 , wherein Y is an oxygen atom, and X is (X1) or (X2).

24. The optical filter according to claim 19 , wherein the dye (U) is a dye having a molar absorptivity at the maximum absorption wavelength of at least 60,000 [L/(mol·cm)].

25. The optical filter according to claim 19 , wherein R 24 is a C 5-20 alkyl group, a cycloalkyl group, an aralkyl group, or an aryl group, which is optionally substituted.

26. The optical filter according to claim 19 , wherein the following formula is satisfied, where α (μm) is an average thickness of the transparent resin body, and β is a total mass of the dye (U) and the dye (A) based on 100 parts by mass of the transparent resin:

α×β<20.

27. The optical filter according to claim 19 , wherein the transparent resin is at least one member selected from the group consisting of an acrylic resin, an epoxy resin, an enethiol resin, a polycarbonate resin, a polyether resin, a polyarylate resin, a polysulfone resin, a polyether sulfone resin, a polyparaphenylene resin, a polyarylene ether phosphine oxide resin, a polyimide resin, a polyamide imide resin, a polyolefin resin, a cyclic olefin resin and a polyester resin.

28. The optical filter according to claim 19 , wherein the transparent resin is composed of a polymer having polymerized units containing an aromatic ring or an aliphatic ring.

29. The optical filter according to claim 19 , wherein the transparent resin has a glass transition temperature Tg of from 200 to 360° C.

30. The optical filter according to claim 19 , wherein the transparent resin body is composed of a film or sheet having a single layer or multilayer structure, or a film having a single layer or multilayer structure on a transparent substrate.

31. The optical filter according to claim 30 , wherein the transparent substrate is an absorptive glass substrate.

32. The optical filter according to claim 19 , which satisfies the following requirements (1) to (3):

(1) λ(UV70)-λ(UV15)<30 nm, wherein λ(UV15) is a wavelength at which the transmittance is 15%, and λ(UV70) is a wavelength at which the transmittance is 70% in a wavelength band of from 380 to 450 nm;

(2) λ(IR15)-λ(IR70)<60 nm, wherein λ(IR15) is a wavelength at which the transmittance is 15%, and λ(IR70) is a wavelength at which the transmittance is 70% in a wavelength band of from 600 to 720 nm; and

(3) a wavelength band, at which the transmittance is at most 1% in a wavelength band of from 650 to 800 nm, is at least 20 nm.

33. The optical filter according to claim 32 , having a wavelength λ(U50), wherein λ(U50) is a wavelength at which the transmittance is 50% in a wavelength band of from 400 to 440 nm.

34. The optical filter according to claim 19 , which has a light reflecting layer which reflects light and the transparent resin body, and which satisfies the following requirements (4) to (8):

(4) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 430 to 620 nm is at least 80%,

(5) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 350 to 395 nm is at most 3%,

(6) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 710 to 1,100 nm is at most 2%,

(7) in spectral transmittance curves at an angle of incidence of 0° and at an angle of incidence of 30°, the average of absolute values of differences between the transmittance at an angle of incidence of 0° and the transmittance at an angle of incidence of 30° in a wavelength band of from 385 nm to 430 nm is at most 8%/nm, and

(8) in spectral transmittance curves at an angle of incidence of 0° and at an angle of incidence of 30°, the average of absolute values of differences between the transmittance at an angle of incidence of 0° and the transmittance at an angle of incidence of 30° in a wavelength band of from 600 nm to 700 nm is at most 8%/nm.

35. The optical filter according to claim 34 , wherein the light reflecting layer satisfies the following requirements (9) to (12):

(9) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 430 to 620 nm is at least 90%,

(10) in a spectral transmittance curve at an angle of incidence of 0°, the average transmittance in a wavelength band of from 710 to 1,100 nm is at most 10%,

(11) a wavelength at which the transmittance is 50% is in a wavelength band of from 380 to 430 nm, and

(12) a wavelength at which the transmittance is 50% is in a wavelength band of from 650 to 750 nm.

Assignments (2)
CHANGE OF NAME Recorded Aug 7, 2018
From: ASAHI GLASS COMPANY, LIMITED
To: AGC INC.
Reel/Frame 046730/0786 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2017
From: SHIONO, KAZUHIKO; YOSHIOKA, ASANA; SUZUKI, SHOKO; HOTAKA, HIROKI
To: ASAHI GLASS COMPANY, LIMITED
Reel/Frame 041530/0117 →