Polymer compound, composition for alignment film, alignment film, optical element, and optical information writing/reading device
View Patent ↗To provide a polymer compound capable of forming an alignment film which has a sufficient aligning performance to a liquid crystalline compound and which is excellent also in adhesion with an optical anisotropic film obtainable by polymerizing a liquid crystalline compound in an aligned state, and a composition containing it, as well as an alignment film obtainable by using such a composition, an optical element and an optical information writing/reading device. Provided is a polymer compound comprising polymerized units derived from a fumaric acid diester and polymerized units having a radical polymerizable group in a side chain. By using this polymer compound, an alignment film is prepared. An optical element having this alignment film and an optical anisotropic film is used as a retardation plate 4 having mechanical strength and heat resistance, and good reliability without peeling. An optical information writing/reading device is constituted by using it.
1. A polymer compound comprising polymerized units derived from a fumaric acid diester and polymerized units having a radical polvmerizable group in a side chain which is represented by the following formula (1):
wherein each of R 1 and R 2 which are independent of each other, is a C 1-12 linear, branched or cyclic alkyl group which may have an etheric oxygen atom between carbon-carbon atoms, and some or all of the hydrogen atoms may be substituted by fluorine atoms;
R 3 is a hydrogen atom, a methyl group or a fluorine atom;
each of Sp 1 and Sp 2 which are independent of each other, is a single bond or a C 1-12 hydrocarbon group which may have, between carbon-carbon atoms and at the terminal on the main chain side, an ether bond, a sulfide bond, an ester bond, an amido bond, a thioester bond, a thioamido bond, a dithiocarboxylate ester bond, a carbonate ester bond, a urethane bond, a urea bond, an amino group, —O—CH 2 —CH(OH)—CH 2 —OCO— or —COO—CH 2 —CH(OH)—CH 2 —O—, and some or all of the hydrogen atoms may be substituted by fluorine atoms;
R 4 is a monovalent organic group having a radical polymerizable group at its terminal;
R 5 is a hydroxy group, an amino group, a mercapto group, a carboxy group or a glycidyloxy group; and
l, m and n represent mol %, and l+m+n=100, 30≦l≦95, 5≦m≦70, and 0≦n≦30.
2. The polymer compound according to claim 1 , wherein in the formula (1), Sp 1 is represented by the following formula (2-1), Sp 2 is represented by the following formula (2-2), and R 4 is a group represented by a formula selected from the group consisting of the following formulae (3-1) to (3-6):
—W—R 11 —[Z—R 12 ] s — (2-1)
—W—R 11 — (2-2)
wherein W is a single bond, an ether bond, a sulfide bond, an ester bond, an amido bond, a thioester bond or an amino group;
each of R 11 and R 12 which are independent of each other, is a C 0-12 bivalent hydrocarbon group, of which some or all of the hydrogen atoms may be substituted by fluorine atoms, and which may have, between carbon-carbon atoms and at the terminal on the main chain side, a phenylene group or an etheric oxygen atom;
Z is a single bond, an ether bond, a sulfide bond, an ester bond, an amido bond, a thioester bond, a thioamido bond, a dithiocarboxylate ester bond, a carbonate ester bond, a urethane bond, a urea bond, an amino group, —O—CH 2 —CH(OH)—CH 2 —OCO— or —COO—CH 2 —CH(OH)—CH 2 —O—, and
s is an integer of from 0 to 6, and the sum of values obtained by the number of carbon atoms in R 11 and multiplying the number of carbon atoms in R 12 by s is from 0 to 12;
wherein X is a hydrogen atom, a fluorine atom or a methyl group, Y is an oxygen atom, a sulfur atom or an amino group (—NH—), and A is a hydrogen atom, a chlorine atom or a cyano group.
3. The polymer compound according to claim 2 , wherein W in the formulae (2-1) and (2-2) is a single bond, an ether bond or an ester bond, and Z in the formula (2-1) is a single bond, an ether bond, a sulfide bond, an ester bond, an amido bond, a thioester bond, a carbonate ester bond, a urethane bond, a urea bond, —O—CH 2 —CH(OH)—CH 2 —OCO— or —COO—CH 2 —CH(OH)—CH 2 —O—.
4. The polymer compound according to claim 1 , wherein in the formula (1), each of R 1 and R 2 which are independent of each other, is a C 3-12 branched or cyclic alkyl group which may have an etheric oxygen atom between carbon-carbon atoms, and some or all of the hydrogen atoms may be substituted by fluorine atoms.
5. The polymer compound according to claim 1 , wherein in the formula (1), R 4 is a group represented by the following formula (3-11), (3-21), (3-4), (3-51), (3-52) or (3-61):
wherein X is a hydrogen atom, a fluorine atom or a methyl group.
6. The polymer compound according to claim 1 , wherein in the formula (1), R 1 and R 2 are the same group.
7. The polymer compound according to claim 1 , wherein in the formula (1), R 4 is an acryloxy group or a methacryloxy group.
8. A composition for an alignment film containing the polymer compound as defined in claim 1 .
9. An alignment film obtained by subjecting a thin film formed by using the position for an alignment film as defined in claim 8 to alignment treatment.
10. An optical element having the alignment film as defined in claim 9 and an optical anisotropic film containing a polymer obtainable by polymerizing at least one polymerizable liquid crystalline compound in an aligned state.
11. The optical element according to claim 10 , wherein the polymer contains polymerized units of a polymerizable liquid crystalline compound having at least two polymerizable groups.
12. An optical information writing/reading device for writing information on an optical recording medium and/or reading information recorded on an optical recording medium, which has the optical element as defined in claim 10 .