Design of hydrophobic polydimethylsiloxane and polybenzoxazine hybrids for interlayer low k dielectrics

kumar, Ramachandran Sasi; Padmanathan, N.; Alagar, Muthukaruppan

doi:10.1039/c4nj02188f

Cited by 40 publications

(21 citation statements)

References 42 publications

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“…30,31 The earlier reports also support the low dielectric constant behavior of PDMS. Moreover, the less polar group of -Si-CH 3 present in the PDMS chain signicantly contributes to reduction in the value of the dielectric constant by enhancing the hydrophobic behavior of the resulting material.…”

Section: Dielectric Propertiesmentioning

confidence: 52%

Hybridization of PDMS based cyanate ester and DGEBA for radiation resistant and microelectronics applications

2015

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Cyanate ester terminated polydimethylsiloxane (PDMS-OCN) was synthesized and is copolymerized with DGEBA (1 : 1 and 2 : 1 ratios) through the formation of oxazoline ring to obtain a thermally stable and flexible hybrid PDMS-DGEBA polymer matrix. Subsequently, the radiation resistant behavior of PDMS-DGEBA is studied by a UV treatment process. UV irradiated PDMS-DGEBA films possess an excellent radiation resistance due to the formation of a passive silica layer on the surface of the sample, which effectively protects the materials from UV rays. The silica layer formation was confirmed by scanning electron microscopy (SEM) images. Moreover, X-ray photoelectron spectroscopy (XPS) analysis of PDMS-DGEBA also supports the increasing percentage of silica content after the irradiation of UV rays. Furthermore, the lower values of dielectric constant and dielectric loss, higher thermal stability and excellent radiation resistant properties of PDMS-DGEBA confirm that it can be used as an effective interlayer for low k dielectrics as an insulating material in ultra large scale integrated circuitry (ULSIC) devices. Scheme 1 Hydrosilylation of PDMS with eugenol. Scheme 2 Synthesis of PDMS-OCN cyanate ester monomer. Scheme 3 Synthesis of PDMS-DGEBA polymer. 63642 | RSC Adv., 2015, 5, 63641-63649 This journal is

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Section: Dielectric Propertiesmentioning

confidence: 52%

Hybridization of PDMS based cyanate ester and DGEBA for radiation resistant and microelectronics applications

2015

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“…The 1 H‐NMR spectra of imidazole diamine based benzoxazines (IDA‐E‐Bz, IDA‐C‐Bz, and IDA‐N‐Bz) are shown in Figure (a–c), respectively. The appearance of singlet signals at 4.6 (Ar‐CH 2 ‐N) and 5.7 (O‐CH 2 ‐N) ppm confirm the formation of benzoxazine ring . The multiplate signals appeared in the range of 6.4–8.0 ppm are assigned to the aromatic protons.…”

Section: Resultsmentioning

confidence: 87%

Studies on thermal behavior of imidazole diamine based benzoxazines

Kannan

Sumathy

Chavali

et al. 2018

J of Applied Polymer Sci

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The objective of the present work is to develop a novel type of structurally modified benzoxazines with improved performance characteristics using imidazole core based diamine with formaldehyde and different types of phenolic compounds in order to utilize them for high-performance applications. In this work, an attempt has been made to bring down the polymerization temperature of the benzoxazine monomers, which is one of the most deficient factor restrict the applications of benzoxazines, when used in the form of adhesives, sealants, encapsulants, and matrices with other substrates, though they possess numerous advantages and valuable properties than those of other available thermosets. In this context, in this study, two approaches have been adopted to bring down the polymerization temperature, viz., (i) the development of structurally modified benzoxazine monomers with imidazole core and (ii) an incorporation of varying nature of chemical compounds as catalysts, to lower the polymerization temperature and to enhance the thermal stability and char yield. Three types of benzoxazines were developed using imidazole core based diamine with monohydric phenols and formaldehyde, at appropriate conditions. The molecular structure of benzoxazines was confirmed from Fourier transform infrared spectroscopy and 1 H-nuclear magnetic resonance analysis. From data, it was observed that the imidazole diamine based benzoxazines prepared from 1-naphthol exhibits lower curing temperature of about 192 8C than that of other samples studied in this work. In addition, the influencing effect of catalysts viz., 4-hydroxy acetophenone, 4-hydroxy benzaldehyde, 4hydroxyphenyl maleimide, and thiodipropionic acid (TPA) on thermal properties of benzoxazines also was studied. Among the catalysts, it was found that the TPA is the most efficient catalyst. In the case of imidazole diamine based benzoxazines prepared from cyanophenol, the TPA reduces value of polymerization temperature (T p ) from 217 to 167 8C. The thermogravimetric analysis indicates that thermal stability of the benzoxazines are improved to a significant extent when 10 wt % catalysts were incorporated into the system.

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“…The aromatic protons, aliphatic protons, and phenolic protons of all polymeric microspheres were observed in the ranges 6.38‐7.80, 1.08‐3.40, and 10.19‐10.20 ppm, respectively. Furthermore, the peaks attributable to aromatic –CH 2 ‐N in all ligands were observed in the region 4.80‐4.85 ppm . The CH 3 group in 1c was also observed at 2.63 ppm …”

Section: Resultsmentioning

confidence: 98%

Novel polymeric microspheres: Synthesis, enzyme immobilization, antimutagenic activity, and antimicrobial evaluation against pathogenic microorganisms

Nartop

Demirel

Güleç

et al. 2019

J Biochem & Molecular Tox

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New polymeric microspheres containing azomethine (1a-1c and 2a-2c) were synthesized by condensation to compare the enzymatic properties of the enzyme glucose oxidase (GOx) and to investigate antimutagenic and antimicrobial activities.The polymeric microspheres were characterized by elemental analysis, infrared spectra (FT-IR), proton nuclear magnetic resonance spectra, thermal gravimetric analysis, and scanning electron microscopy analysis. The catalytic activity of the glucose oxidase enzyme follows Michaelis-Menten kinetics. Influence of temperature, reusability, and storage capacity of the free and immobilized glucose oxidase enzyme were investigated. It is determined that immobilized enzymes exhibit good storage stability and reusability. After immobilization of GOx in polymeric supports, the thermal stability of the enzyme increased and the maximum reaction rate (V max ) decreased. The activity of the immobilized enzymes was preserved even after 5 months. The antibacterial and antifungal activity of the polymeric microspheres were evaluated by well-diffusion method against some selected pathogenic microorganisms. The antimutagenic properties of all compounds were also examined against sodium azide in human lymphocyte cells by micronuclei and sister chromatid exchange tests. K E Y W O R D Santimicrobial property, antimutagenic effect, glucose oxidase, Polymeric microsphere, Pt 4+ -azomethine

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Design of hydrophobic polydimethylsiloxane and polybenzoxazine hybrids for interlayer low k dielectrics

Abstract: Graphical representation of layer-by-layer arrangement of polydimethylsiloxane based polybenzoxazine hybrids.

Cited by 40 publications

References 42 publications

Hybridization of PDMS based cyanate ester and DGEBA for radiation resistant and microelectronics applications

Hybridization of PDMS based cyanate ester and DGEBA for radiation resistant and microelectronics applications

Studies on thermal behavior of imidazole diamine based benzoxazines

Novel polymeric microspheres: Synthesis, enzyme immobilization, antimutagenic activity, and antimicrobial evaluation against pathogenic microorganisms

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