Optical composition, cured product, and optical element
AssigneeCanon Kabushiki Kaisha
InventorTerunobu Saitoh
Life of this patent
Estimating the term…
Abstract
Provided is a cured product having the following characteristics: the dispersion characteristic and secondary dispersion characteristic of refractive indices are high, the cured product hardy crystallizes, and a chromatic aberration-correcting function is high. The cured product contains at least a structure represented by the general formula (4) and a structure represented by the general formula (5), in which a content of the structure represented by the general formula (5) in the cured product is 0.01 or more and 0.10 or less in terms of a substance amount ratio with respect to the structure represented by the general formula (4).
Claims17
A cured product, comprising at least:
- a structure represented by the general formula (4);
- and
- a structure represented by the general formula (5),
- wherein a content of the structure represented by the general formula (5) in the cured product is 0.01 or more and 0.10 or less in terms of a substance amount ratio with respect to the structure represented by the general formula (4):
- in the general formula (4) and the general formula (5):
- X1, X2, Y1, and Y2 each represent O or S, and may be identical to or different from one another;
- R1 to R4 each represent one selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, and a 4-(meth)acryloyloxybutyl group, and may be identical to or different from one another;
- when the R1 to the R4 each represent an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, or a 4-(meth)acryloyloxybutyl group, the R1 to the R4 may each represent a structure having a bond formed with a cleaved double bond of the allyl group, the 2-(meth)acryloyloxyethyl group, the 3-(meth)acryloyloxypropyl group, or the 4-(meth)acryloyloxybutyl group;
- Z1, Z4, and Z6 may each represent a structure represented by the general formula (3) or a structure having a bond formed with a cleaved double bond of a structure represented by the general formula (3);
- Z2, Z3, Z5, and Z7 each represent one selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, a methoxy group, an ethoxy group, an isopropoxy group, a methylthio group, an ethylthio group, a propylthio group, a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, and a structure represented by the general formula (3), and may be identical to or different from one another;
- when the Z2, the Z3, the Z5, and the Z7 each represent a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, or a structure represented by the general formula (3), the Z2, the Z3, the Z5, and the Z7 may each represent a structure having a bond formed with a cleaved double bond of the 2-(meth)acryloyloxyethoxy group, the 3-(meth)acryloyloxypropoxy group, the 4-(meth)acryloyloxybutoxy group, or the structure represented by the general formula (3);
- at least two broken lines in the general formula (4) or the general formula (5) each represent the bond formed with the cleaved double bond;
- and
- Z8 represents V in a structure represented by the general formula (3);
- in the general formula (3), m represents 0 or 1, W represents a hydrogen atom or a methyl group, and V is selected from the group consisting of the following structures:
- *—O—**;
- *—S—**;
- *—O—CnH2n—O—**;
- *—S—CnH2n—O—**;
- *—O—CnH2n—S—**;
- and
- *—S—CnH2n—S—**;
- in each of the Z1 to the Z7, * represents a bonding hand with an alkylene moiety and ** represents a bonding hand with a (meth)acryloyl group, in the Z8, the V does not represent *—O—** and *—S—**, and both of * and ** each represent a bonding hand with an alkylene moiety, and a structure represented by CnH2n in the V may have a substituent on a carbon atom, and n represents an integer selected from the group consisting of 2 to 5.
A cured product, which is obtained by polymerizing an optical composition containing at least a compound represented by the general formula (1) and a compound represented by the general formula (2), wherein a content of the compound represented by the general formula (2) in the optical composition is 1.0 mass % or more and 10.0 mass % or less with respect to the compound represented by the general formula (1):
- in the general formula (1) and the general formula (2):
- X1, X2, Y1, and Y2 each represent O or S, and may be identical to or different from one another;
- R1 to R4 each represent one selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, and a 4-(meth)acryloyloxybutyl group, and may be identical to or different from one another;
- Z1, Z4, and Z6 each represent a structure represented by the general formula (3);
- Z2, Z3, Z5, and Z7 each represent one selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, a methoxy group, an ethoxy group, an isopropoxy group, a methylthio group, an ethylthio group, a propylthio group, a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, and a structure represented by the general formula (3), and may be identical to or different from one another;
- and
- Z8 represents V in a structure represented by the general formula (3);
- in the general formula (3), m represents 0 or 1, W represents a hydrogen atom or a methyl group, and V is selected from the group consisting of the following structures:
- *—O—**;
- *—S—**;
- *—O—CnH2n—O—**;
- *—S—CnH2n—O—**;
- *—O—CnH2n—S—**;
- and
- *—S—CnH2n—S—**;
- in each of the Z1 to the Z7, * of the structure represents a bonding hand with an alkylene moiety and ** of the structure represents a bonding hand with a (meth)acryloyl group, in the Z8, the V does not represent *—O—** and *—S—**, and both of * and ** each represent a bonding hand with an alkylene moiety, and a structure represented by CnH2n in the V may have a substituent on a carbon atom, and n represents an integer selected from the group consisting of 2 to 5.
An optical element, which is obtained by molding a cured product containing at least a structure represented by the general formula (4) and a structure represented by the general formula (5), wherein a content of the structure represented by the general formula (5) in the cured product is 0.01 or more and 0.10 or less in terms of a substance amount ratio with respect to the structure represented by the general formula (4):
- in the general formula (4) and the general formula (5):
- X1, X2, Y1, and Y2 each represent O or S, and may be identical to or different from one another;
- R1 to R4 each represent one selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, and a 4-(meth)acryloyloxybutyl group, and may be identical to or different from one another;
- when the R1 to the R4 each represent an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, or a 4-(meth)acryloyloxybutyl group, the R1 to the R4 may each represent a structure having a bond formed with a cleaved double bond of the allyl group, the 2-(meth)acryloyloxyethyl group, the 3-(meth)acryloyloxypropyl group, or the 4-(meth)acryloyloxybutyl group;
- Z1, Z4, and Z6 may each represent a structure represented by the general formula (3) or a structure having a bond formed with a cleaved double bond of a structure represented by the general formula (3);
- Z2, Z3, Z5, and Z7 each represent one selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, a methoxy group, an ethoxy group, an isopropoxy group, a methylthio group, an ethylthio group, a propylthio group, a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, and a structure represented by the general formula (3), and may be identical to or different from one another;
- when the Z2, the Z3, the Z5, and the Z7 each represent a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, or a structure represented by the general formula (3), the Z2, the Z3, the Z5, and the Z7 may each represent a structure having a bond formed with a cleaved double bond of the 2-(meth)acryloyloxyethoxy group, the 3-(meth)acryloyloxypropoxy group, the 4-(meth)acryloyloxybutoxy group, or the structure represented by the general formula (3);
- at least two broken lines in the general formula (4) or the general formula (5) each represent the bond formed with the cleaved double bond;
- and
- Z8 represents V in a structure represented by the general formula (3);
- in the general formula (3), m represents 0 or 1, W represents a hydrogen atom or a methyl group, and V is selected from the group consisting of the following structures:
- *—O—**;
- *—S—**;
- *—O—CnH2n—O—**;
- *—S—CnH2n—O—**;
- *—O—CnH2n—S—**;
- and
- *—S—CnH2n—S—**;
- in each of the Z1 to the Z7, * represents a bonding hand with an alkylene moiety and ** represents a bonding hand with a (meth)acryloyl group, in the Z8, the V does not represent *—O—** and *—S—**, and both of * and ** each represent a bonding hand with an alkylene moiety, and a structure represented by CnH2n in the V may have a substituent on a carbon atom, and n represents an integer selected from the group consisting of 2 to 5.
An optical composition, comprising at least:
- a compound represented by the general formula (1);
- and
- a compound represented by the general formula (2),
- wherein a content of the compound represented by the general formula (2) in the optical composition is 1.0 mass % or more and 10.0 mass % or less with respect to the compound represented by the general formula (1):
- in the general formula (1) and the general formula (2):
- X1, X2, Y1, and Y2 each represent O or S, and may be identical to or different from one another;
- R1 to R4 each represent one selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, and a 4-(meth)acryloyloxybutyl group, and may be identical to or different from one another;
- Z1, Z4, and Z6 each represent a structure represented by the general formula (3);
- Z2, Z3, Z5, and Z7 each represent one selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, a methoxy group, an ethoxy group, an isopropoxy group, a methylthio group, an ethylthio group, a propylthio group, a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, and a structure represented by the general formula (3), and may be identical to or different from one another;
- and
- Z8 represents V in a structure represented by the general formula (3);
- in the general formula (3), m represents 0 or 1, W represents a hydrogen atom or a methyl group, and V is selected from the group consisting of the following structures:
- *—O—**;
- *—S—**;
- *—O—CnH2n—O—**;
- *—S—CnH2n—O—**;
- *—O—CnH2n—S—**;
- and
- *—S—CnH2n—S—**;
- in each of the Z1 to the Z7, * of the structure represents a bonding hand with an alkylene moiety and ** of the structure represents a bonding hand with a (meth)acryloyl group, in the Z8, the V does not represent *—O—** and *—S—**, and both of * and ** each represent a bonding hand with an alkylene moiety, and a structure represented by CnH2n in the V may have a substituent on a carbon atom, and n represents an integer selected from the group consisting of 2 to 5.
A method of producing a cured product, comprising:
- preparing an optical composition containing at least a compound represented by the general formula (1) and a compound represented by the general formula (2), a content of the compound represented by the general formula (2) in the optical composition being 1.0 mass % or more and 10.0 mass % or less with respect to the compound represented by the general formula (1);
- and
- polymerizing the optical composition to cure the composition:
- in the general formula (1) and the general formula (2):
- X1, X2, Y1, and Y2 each represent O or S, and may be identical to or different from one another;
- R1 to R4 each represent one selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, an allyl group, a 2-(meth)acryloyloxyethyl group, a 3-(meth)acryloyloxypropyl group, and a 4-(meth)acryloyloxybutyl group, and may be identical to or different from one another;
- Z1, Z4, and Z6 each represent a structure represented by the general formula (3);
- Z2, Z3, Z5, and Z7 each represent one selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, an isopropyl group, a methoxy group, an ethoxy group, an isopropoxy group, a methylthio group, an ethylthio group, a propylthio group, a 2-(meth)acryloyloxyethoxy group, a 3-(meth)acryloyloxypropoxy group, a 4-(meth)acryloyloxybutoxy group, and a structure represented by the general formula (3), and may be identical to or different from one another;
- and
- Z8 represents V in a structure represented by the general formula (3);
- in the general formula (3), m represents 0 or 1, W represents a hydrogen atom or a methyl group, and V is selected from the group consisting of the following structures:
- *—O—**;
- —S—**;
- *—O—CnH2n—O—**;
- *—S—CnH2n—O—**;
- *—O—CnH2n—S—**;
- and
- *—S—CnH2n—S—**;
- in each of the Z1 to the Z7, * of the structure represents a bonding hand with an alkylene moiety and ** thereof represents a bonding hand with a (meth)acryloyl group, in the Z8, the V does not represent *—O—** and *—S—**, and both of * and ** each represent a bonding hand with an alkylene moiety, and a structure represented by CnH2n in the V may have a substituent on a carbon atom, and n represents an integer selected from the group consisting of 2 to 5.
Dependencies are inferred from the claim text.