Fluorine-containing polybenzoxazole

• US 6,291,635 B1
• Filed: 04/07/2000
• Issued: 09/18/2001
• Est. Priority Date: 04/09/1999
• Status: Expired due to Fees

• Current Assignee: Central Glass Company Limited
• Original Assignee: Central Glass Company Limited
• Inventors: Maeda, Kazuhiko, Tsutsumi, Kentaro, Moroi, Yoshihiro, Ishida, Michio
• Primary Examiner(s): Truong, Duc
• Application Number:
  US09/544,502
• Time in Patent Office: 529 Days
• Field of Search: 128/401, 128/397, 128/422, 128/332, 525/420, 428/401, 428/397, 428/422, 428/332
• US Class Current: 528/401
• CPC Class Codes: C08G 73/22 Polybenzoxazoles

Abstract

The invention relates to a fluorine-containing polybenzoxazole including a structural unit represented by the general formula (1):

where X is a tetravalent organic group containing an aromatic ring, and two sets of N and O are each bonded to the ortho positions of the aromatic ring of X such that two five-membered rings are formed next to the aromatic ring of X. This polybenzoxazole demonstrates low dielectric constant and low coefficient of thermal expansion while maintaining the properties of polybenzoxazole including mechanical strength and thermal stability.

Claims

1. A fluorine-containing polybenzoxazole comprising a structural unit represented by the general formula (1):

where X is a tetravalent organic group containing an aromatic ring, and two sets of N and O are each bonded to the ortho positions of said aromatic ring of X such that two five-membered rings are formed next to said aromatic ring of X.

2. A polybenzoxazole according to claim 1, wherein X is an organic group represented by the general formula (3):

where each Y is independently a single bond, —

O—

, —

S—

, —

SO₂—

, —

CO—

, —

CH₂—

, —

C(CH₃)₂—

, —

CF₂—

or —

C(CF₃)₂—

, m and n are respectively integers from 0 to 3, and a hydrogen atom of each benzene ring is optionally replaced with a lower alkyl group or a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine.

3. A polybenzoxazole according to claim 1, wherein X is an organic group represented by the general formula (4):

where a hydrogen atom of said benzene ring is optionally replaced with a lower alkyl group or a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine.

4. A polybenzoxazole according to claim 2, wherein X is an organic group represented by one of the general formulas (5) and (6):

where, in each of the general formulas (5) and (6), unfixed bond lines are located at the ortho position on each benzene ring, and a hydrogen atom of each aromatic ring is optionally replaced with a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine.

5. A polybenzoxazole according to claim 1, which is a polymer comprising 1-100 mol % of said structural unit.

6. A polybenzoxazole according to claim 1, which has a reduced viscosity of 0.01 dl/g or more, when a solution is prepared by dissolving said polybenzoxazole in dimethyl acetamide to have a concentration of 0.1 g/dl and when viscosity of said solution is measured with an Ostwald viscosimeter at 30°

C.