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US 12,037,531 B2Granted
Photoresponsive high-molecular weight material, adhesive, toner, and image forming method
AssigneeKonica Minolta, Inc.
InventorsHaruo Horiguchi, Yukiko Kusano, Kouji Sugama, Seijiro Takahashi, Toyoko Shibata, Tomohiro Oshiyama
Life of this patent
Estimating the term…
Abstract
Provided is a polymer that includes a predetermined structural unit derived from an azomethine derivative having a polymerizable group and is reversibly fluidized and non-fluidized by being irradiated with light.
Claims21
A photoresponsive polymer comprising a structural unit represented by the following General Formula (1), the photoresponsive polymer being fluidized by being irradiated with light and reversibly non-fluidized:
- wherein in the General Formula (1), r1 represents a hydrogen atom or a methyl group;
- A represents a group having an azomethine structure represented by the following General Formula (2):
- in the General Formula (2), Z1 and Z2 each independently represent N or CH, while Z1≠Z2;
- each B1 independently represents a substituted or unsubstituted divalent aromatic hydrocarbon group or a substituted or unsubstituted divalent aromatic heterocyclic group;
- each B2 independently represents a substituted or unsubstituted monovalent aromatic hydrocarbon group or a substituted or unsubstituted monovalent aromatic heterocyclic group;
- each r2 independently represents an alkylene group having 1 to 18 carbon atoms;
- and
- an activation energy Ea represented by the following Formula (1) of a compound in which a hydrogen atom is bonded, instead of an oxygen atom, to A in the General Formula (1) is 60 kJ/mol or more:
- Ea (kJ/mol)=(Total energy of TS (kJ/mol))−(Total energy of cis-form (kJ/mol)) Formula (1):
- wherein in the Formula (1), TS represents a transition state represented by General Formula (3);
- and the cis-form represents an isomer represented by General Formula (4):
- wherein the polymer is represented by the following General Formula (5):
- wherein in the General Formula (5), α represents a polymer block including a structural unit represented by the General Formula (1);
- and β represents a polymer block that does not include an azomethine structure (B1—Z1═Z2—B2) in the General Formula (1).
11 more elements
A photoresponsive polymer comprising a structural unit represented by the following General Formula (1), the photoresponsive polymer being fluidized by being irradiated with light and reversibly non-fluidized:
- wherein in the General Formula (1), r1 represents a hydrogen atom or a methyl group;
- A represents a group having an azomethine structure represented by the following General Formula (2):
- in the General Formula (2), Z1 and Z2 each independently represent N or CH, while Z1≠Z2;
- each B1 independently represents a substituted or unsubstituted divalent aromatic hydrocarbon group or a substituted or unsubstituted divalent aromatic heterocyclic group;
- each r2 independently represents an alkylene group having 1 to 18 carbon atoms;
- and
- an activation energy Ea represented by the following Formula (1) of a compound in which a hydrogen atom is bonded, instead of an oxygen atom, to A in the General Formula (1) is 60 kJ/mol or more:
- Ea (kJ/mol)=(Total energy of TS (kJ/mol))−(Total energy of cis-form (kJ/mol)) Formula (1):
- wherein in the Formula (1), TS represents a transition state represented by General Formula (3);
- and the cis-form represents an isomer represented by General Formula (4):
- wherein each B1 independently represents a phenylene group that is bonded to an oxygen atom (in the case of (2-a) or (2-c)) or r2 (in the case of (2-b)) at the para-position with respect to Z1;
- and
- each B2 independently represents an aromatic heterocyclic group that is unsubstituted or is substituted with a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a dialkylamino group having 2 to 10 carbon atoms, an acyl group having 2 to 19 carbon atoms, or an alkoxycarbonyl group having 2 to 19 carbon atoms.
10 more elements
A photoresponsive polymer comprising a structural unit represented by the following General Formula (1), the photoresponsive polymer being fluidized by being irradiated with light and reversibly non-fluidized:
- wherein in the General Formula (1), r1 represents a hydrogen atom or a methyl group;
- A represents a group having an azomethine structure represented by the following General Formula (2):
- in the General Formula (2), Z1 and Z2 each independently represent N or CH, while Z1≠Z2;
- each B1 independently represents a substituted or unsubstituted divalent aromatic hydrocarbon group or a substituted or unsubstituted divalent aromatic heterocyclic group;
- each r2 independently represents an alkylene group having 1 to 18 carbon atoms;
- and
- an activation energy Ea represented by the following Formula (1) of a compound in which a hydrogen atom is bonded, instead of an oxygen atom, to A in the General Formula (1) is 60 kJ/mol or more:
- Ea (kJ/mol)=(Total energy of TS (kJ/mol))−(Total energy of cis-form (kJ/mol)) Formula (1):
- wherein in the Formula (1), TS represents a transition state represented by General Formula (3);
- and the cis-form represents an isomer represented by General Formula (4):
- wherein each B1 independently represents a substituted or unsubstituted divalent aromatic heterocyclic group and is bonded to an oxygen atom (in the case of (2-a) or (2-c)) or r2 (in the case of (2-b)) at a position that is not adjacent to the bonding position to Z1;
- and
- each B2 independently represents an aromatic heterocyclic group that is unsubstituted or is substituted with a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a dialkylamino group having 2 to 10 carbon atoms, an acyl group having 2 to 19 carbon atoms, or an alkoxycarbonyl group having 2 to 19 carbon atoms.
10 more elements
Dependencies are inferred from the claim text.