Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate
Reexamination Certificate
2002-10-08
2004-10-12
Truong, Duc (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From phenol, phenol ether, or inorganic phenolate
C528S205000, C528S207000, C528S208000, C528S211000, C525S132000, C525S149000, C525S152000, C525S168000, C525S177000
Reexamination Certificate
active
06803441
ABSTRACT:
FIELD OF THE INVENTION
The field of the invention is reduction of dielectric constants.
BACKGROUND OF THE INVENTION
As interconnectivity in integrated circuits increases and the size of functional elements decreases, the dielectric constant of insulator materials embedding the metallic conductor lines in integrated circuits becomes an increasingly important factor influencing the performance of the integrated circuit. Insulator materials having low dielectric constants (i.e., below 3.0) are especially desirable, because they typically allow faster signal propagation, reduce capacitive effects and cross talk between conductor lines, and lower voltages to drive integrated circuits.
Since air has a dielectric constant of about 1.0, a major goal is to reduce the dielectric constant of insulator materials down towards a theoretical limit of 1, and several methods are known in the art for including air into the insulator materials to reduce the dielectric constant of such materials. In some methods, air is introduced into the insulator material by generating nanosized voids in a composition comprising an adequately crosslinked thermostable matrix and a thermolabile (thermally decomposable) portion, which is either separately added to the thermostable matrix material (physical blending approach), or built-in into the matrix material (chemical grafting approach). In general, the matrix material is first crosslinked at a first temperature to obtain a three-dimensional matrix, then the temperature is raised to a second, higher temperature to thermolyze the thermolabile portion, and cured at a third, still higher temperature to anneal and stabilize the desired nanoporous material that has voids corresponding in size and position to the size and position of the thermolabile portion.
In both the physical blending approach and the chemical grafting approach, nanoporous materials with desirable dielectric constants of about 2.5 and below may be achieved. However, while there is typically only poor control over pore size and pore distribution in the physical blending approach, the chemical grafting approach frequently poses significant challenges in the synthesis of the polymers and prepolymers and inclusion of various reactive groups (e.g., to enable crosslinking, addition of thermolabile groups, etc.) into the polymers and prepolymers. Moreover, the chemical nature of both the thermolabile portion and thermostable matrix generally limits processing temperatures to relatively narrow windows which must distinguish the crosslinking (cure) temperature, thermolysis temperature and glass transition temperature, thereby significantly limiting the choice of available materials.
In other methods, air or other gas (i.e. voids) is introduced into the insulator material by incorporation of hollow, nanosized spheres in the matrix material, whereby the nanosized spheres acts as a “void carriers”, which may or may not be removed from the matrix material. For example, in U.S. Pat. No. 5,458,709 to Kamezaki et al., the inventors teach the use of hollow glass spheres in an insulator material. However, the distribution of the glass spheres is typically difficult to control, and with increasing concentration of the glass spheres, the dielectric material loses flexibility and other desirable physico-chemical properties. Furthermore, glass spheres are generally larger than 20 nm, and are therefore not suitable for nanoporous materials where pores smaller than 2 nm are desired.
To produce pores with a size substantially smaller than glass spheres, Rostoker et al. describe in U.S. Pat. No. 5,744,399 the use of fullerenes as void carriers. Fullerenes are a form of carbon containing from 32 atoms to about 960 atoms, which are believed to have the structure of a spherical geodesic dome, many of which are believed to occur naturally. The inventors mix a matrix material with fullerenes, and cure the mixture to fabricate a nanoporous dielectric, wherein the fullerenes may be removed from the cured matrix. Although the pores obtained in this manner are generally very uniform in size, homogeneous distribution of the void carriers still remains problematic. Moreover, both Rostoker's and Kamezaki's methods require addition or admixture of the void carriers to a polymeric material, thereby adding essential processing steps and cost in the fabrication of nanoporous materials.
Although various methods are known in the art to introduce nanosized voids into low dielectric constant material, all, or almost all of them have disadvantages. Thus, there is still a need to provide improved compositions and methods to introduce nanosized voids in dielectric material.
SUMMARY OF THE INVENTION
The present invention is directed to a method of producing a low dielectric constant polymer. In one step, a star-shaped thermosetting monomer having a core structure and a plurality of arms is provided, and in a subsequent step the thermosetting monomer is incorporated into a polymer, wherein the incorporation into the polymer-comprises a reaction of a triple bond that is located in at least one arm.
In one aspect of the inventive subject matter, the core structure is a cage compound or aryl, and preferred arms are aryl, branched aryl or arylene ether. It is also preferred that where the core structure is a cage compound, at least one of the arms has a triple bond. Where the core structure is an aryl compound, it is preferred that all of the arms have a triple bond. Especially contemplated core structures include adamantane, diamantane, a phenyl, and a sexiphenylene, and especially contemplated arms include a tolanyl, a phenylethynylphenylethynylphenyl, a p-tolanylphenyl, a 1,2-bis(phenylethynyl)phenyl, and a p-tolanylphenyl ether.
In another aspect of the inventive subject matter, the incorporation of the thermosetting monomer includes a reaction on more than one triple bond, preferably on three triple bonds located on three arms, and more preferably on all triple bonds located in all arms. In particularly preferred aspects of the inventive subject matter, the incorporation takes place without participation of an additional molecule and preferably comprises a cyclo-addition reaction.
While it is generally contemplated that the thermosetting monomer is incorporated in a backbone of a polymer, other positions including the termini and side chains are also appropriate. Preferred polymers include poly(arylene ethers) and polymers comprising, or consisting of contemplated thermosetting monomers. It is especially contemplated that by increasing the length of the arms of the thermosetting monomers, the monomers will define an increased void volume between the monomers after crosslinking, thereby decreasing the density of the crosslinked structure and decreasing the dielectric constant of the polymer.
Various objects, features, aspects and advantages of the present invention will become more apparent from the following detailed description of preferred embodiments of the invention, along with the accompanying drawing.
REFERENCES:
patent: 5347063 (1994-09-01), Shen et al.
patent: 5458709 (1995-10-01), Kamezaki et al.
patent: 5744399 (1998-04-01), Rostoker et al.
patent: 6423811 (2002-07-01), Lau et al.
patent: 6444715 (2002-09-01), Mukherjee et al.
patent: 6469123 (2002-10-01), Lau et al.
patent: 6509415 (2003-01-01), Liu et al.
patent: 6524657 (2003-02-01), Leonte et al.
Chen, et al., entitled “Diamond Derivatives for Pharmaceutical Use” dated 1993.
Reichert, et al., entitled “Highly Crosslinked Polymers Based on Acetylene Derivatives of Tetraphenyladamantana” dated 1994, Chem Abstract 121:256441.
Yao, et al., entitled “Facile Convergent Route to Molecular Caltrops” dated 1999, Chem Abstract 130L 267486.
Reichert, et al., entitled “Highly crosslinked polymers based on acetylene derivatives of tetraphenyladamantane”, Journal 1994. Chem Abstract 121:256441.
Morgenroth, et al. “Dendritic and hyperbranched polyphenylenes via a simple Diels-Alder route”, Journal 1997, Chem Abstract 127:346752.
Constable, et al. “Metallostars and metallodendrimers
Brouk Emma
Korolev Boris
Lau Kreisler
Liu Feng Quan
Nalewajek David
Bingham McCutchen
Honeywell International , Inc.
Thompson Sandra P.
Truong Duc
LandOfFree
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