Meta-Ester Aromatic Diamines for Low Dielectric Polyimides
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Solution Overview
Problem
Conventional polyimide resins have high dielectric constants, which lead to increased transmission loss in high-frequency applications, and existing aromatic diamines either impair workability or do not effectively lower the dielectric constant, while also posing challenges in synthesis and solubility.
Innovation Solution
Development of meta-type ester-containing aromatic diamines with three or more aromatic ring nuclei, which reduce imide group concentration and moisture absorbency, thereby lowering the dielectric constant and improving workability, along with a method for synthesizing these diamines under milder conditions.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Temperature
If conventional polyimide resins with imide group structure are used, then heat resistance is improved, but dielectric constant becomes high (exceeding 3.0)
Solution Approach 1:
The invention divides the aromatic ring structure into multiple separate nuclei (three or more) instead of using a single binuclear structure. This segmentation dilutes the concentration of imide groups throughout the polymer chain, reducing the overall dielectric constant while maintaining the heat resistance provided by individual imide groups.
Solution Approach 2:
The invention introduces ester groups at specific positions within the aromatic diamine structure (meta-type configuration). These local ester group modifications reduce moisture absorbency and contribute to lowering the dielectric constant, while the imide groups remain intact to provide heat resistance.
2Quantity of substance
If aromatic diamines with three or more nuclei are used to lower dielectric constant, then imide group concentration is reduced, but workability deteriorates
Solution Approach 1:
The invention changes the positional parameters of the aromatic diamine structure by using meta-type configuration instead of para-type. This parameter change in molecular geometry improves the solubility and processability of the resulting polyimide, enhancing workability while maintaining the low dielectric constant achieved through multi-nuclear structure.
3Ease of operation
If meta-type aromatic diamines are used to improve workability, then solubility and processability are enhanced, but dielectric constant is not effectively lowered
Solution Approach 1:
The invention merges multiple beneficial structural features into a single aromatic diamine molecule: meta-type configuration (for workability), three or more aromatic ring nuclei (for low dielectric constant), and ester groups (for reduced moisture absorbency and enhanced dielectric properties). This combination achieves both improved workability and lowered dielectric constant simultaneously.
Data Source
AI summary
[Problems] The purposes of the present invention are to provide a novel meta-type ester-containing aromatic diamines, a method for preparing the same, and a polyimide synthesis.[Solution] The present invention provides a compound represented by the following formula (1) and a method for preparing the same:In the formula (1), X is selected from the following structures (a), (b) and (c),wherein R1, R2, R3, and R4 in the formula (1) and R5, R6, R7, R8, R9 and R10 in (a), (b) and (c) are, independently of each other, a hydrogen atom, an optionally substituted alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 3 carbon atoms, provided that at least one of R7, R8, R9 and R10 is the alkyl group or the alkoxy group.