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US 9,023,582 B2Granted
Photosensitive polymer, resist composition including the photosensitive polymer and method of preparing resist pattern using the resist composition
AssigneeSamsung Display Co., Ltd.
InventorSang-Jun Choi
Life of this patent
Estimating the term…
Abstract
A photosensitive polymer includes a repeating unit represented by Formula 1 and the photosensitive polymer has a weight average molecule weight of from about 3,000 to about 50,000:
Claims19
A photosensitive polymer, comprising:
- a repeating unit represented by Formula 1, the photosensitive polymer having a weight average molecule weight of from about 3,000 to about 50,000:
- wherein, in Formula 1,
- Ar1 is selected from among:
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group, and
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkyl group, a C2-C10 heterocycloalkenyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group;
- Ar2 is selected from among:
- —C(═O)—, —O—, a C1-C20 alkylene group, a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group, and
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkyl group, a C2-C10 heterocycloalkenyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group;
- a and b are each independently an integer from 1 to 5, provided that:
- when a is 2 or greater, the Ar1 in (Ar1)a are the same or different from each other, and
- when b is 2 or greater, the Ar2 in (Ar2)b are the same or different from each other;
- and
- R1 to R4 are each independently selected from among:
- a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, C1-C20 alkyl group, C1-C20 alkoxy group,
- a C1-C20 alkyl group and a C1-C20 alkoxy group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C6-C20 aryl group, and a C2-C20 heteroaryl group,
- a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, and a C2-C60 heteroaryl group, and
- a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, and a C2-C60 heteroaryl group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, and a C1-C20 alkoxy group.
14 more elements
A resist composition, comprising:
- a photosensitive polymer including a repeating unit represented by Formula 1 below, the photosensitive polymer having a weight average molecular weight of from about 3,000 to about 50,000;
- a photoacid generator;
- and
- a solvent:
- wherein, in Formula 1,
- Ar1 is selected from among:
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group, and
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkyl group, a C2-C10 heterocycloalkenyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group;
- Ar2 is selected from among:
- —C(═O)—, —O—, a C1-C20 alkylene group, a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20heteroarylene group, and
- a C3-C10 cycloalkylene group, a C3-C10 cycloalkenylene group, a C2-C10 heterocycloalkylene group, a C2-C10 heterocycloalkenylene group, a C6-C20 arylene group, and a C2-C20 heteroarylene group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkyl group, a C2-C10 heterocycloalkenyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group;
- a and b are each independently an integer from 1 to 5, provided that:
- when a is 2 or greater, the Ar1 in (Ar1)a are the same or different from each other, and
- when b is 2 or greater, the Ar2 in (Ar2)b are the same or different from each other;
- and
- R1 to R4 are each independently selected from among:
- a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, and a C1-C20 alkoxy group,
- a C1-C20 alkyl group and a C1-C20 alkoxy group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C6-C20 aryl group, and a C2-C20 heteroaryl group;
- a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, and a C2-C60 heteroaryl group, and
- a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, and a C2-C60 heteroaryl group that are substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, and a C1-C20 alkoxy group.
17 more elements
Dependencies are inferred from the claim text.