Abstract
The present work is attempting to synthesize and characterizations of a novel carbazole core containing cardanol based benzoxazine monomer from carbazole core containing aromatic diamine, cardanol and paraformaldehyde. In addition, carbazole core containing cardanol based benzoxazine polymer and various weight percentages of amine functionalized rice husk ash incorporated carbazole core containing cardanol based polybenzoxazine composites were prepared. The prepared polymer and its composites were characterized by FTIR, XRD, DSC, TGA and dielectric studies. The various studies confirm that the composites show increased Tg, higher char yield and better thermal stability compared to carbazole core containing cardanol based benzoxazine polymer. In addition to that the composites show significant decrease in the dielectric constant values than the neat cardanol based polybenzoxazine. The surface morphology and the distribution of rice husk ash in carbazole core containing cardanol based polybenzoxazine composites are confirmed by SEM and TEM analysis. Hence, the present study has attempted to prepared eco-friendly value added carbazole core containing cardanol based polybenzoxazine products for low dielectric constant applications by making use of biowaste for both matrix and reinforcement preparation to form biowaste based composites.
Graphical Abstract
Schematic representation for the preparation of carbazole core containing cardanol based benzoxazine monomer, polybenzoxazine and biobased polybenzoxazine composites
Similar content being viewed by others
References
Ree M (2006) High performance polyimide for applications in microelectronics and flat panel displays. Macromol Res 14:1–33
Xie SH, Zhu BK, Li JB, Wei XZ, Xu ZK (2004) Preparation and properties of polyimide/aluminum nitride composites. Polym Test 23:797–801
Wang J, Yi X-S (2003) Preparation and the properties of PMR-type polyimide- nitride. J Appl Polym Sci 89:3913–3917
Wong CP, Bollampally RS (1999) Comparative study of thermally conductive fillers for use in liquid encapsulants for electronic packaging. IEEE Trans Adv Packag 22:54–59
Su YC, Chang FC (2003) Synthesis and characterization of fluorinated polybenzoxazine material with low dielectric constant. Polymer 44:7989–7996
Su YC, Chen WC, Ou KL, Chang FC (2005) Study of the morphologies and dielectric constants of nanoporous materials derived from benzoxazine-terminated poly(ε-caprolactone)/polybenzoxazine copolymers. Polymer 46:3758–3766
Tseng MC, Liu Y (2010) Preparation, morphology, and ultra-low dielectric constants of benzoxazine-based polymers/polyhedral oligomeric silsesquioxane (POSS) nanocomposites. Polymer 51:5567–5575
Chen YW, Kang ET (2004) New approach to nanocomposites of polyimides containing polyhedral oligomeric silsesquioxane for dielectric applications. Mater Lett 58:3716–3729
Leu CM, Chang YT, Wei KH (2003) Polyimide-side-chain tethered polyhedral oligomeric silsesquioxane nanocomposites for low-dielectric film applications. Chem Mater 15:3721–3727
Kumar A, Mohanta K, Kumar D, Parkash O (2012) Properties and industrial applications of rice husk a review. Int J Emerg Technol Adv Eng 2:2250–2459
Adam F, Hello KM, Ben Aisha MR (2011) The synthesis of heterogeneous 7-amino-1-naphthalene sulfonic acid immobilized silica nano particles and its catalytic activity. J Taiwan Inst Chem Eng 42:843–851
Wang W et al (2011) Silica nanoparticles and frameworks from rice husk biomass. ACS Appl Mater Interfaces 4:977–981
Rattanasak U, Chindaprasirt P, Suwanvitaya P (2010) Development of high volume rice husk ash alumino silicate composites. Int J Miner Metall Mater 17:654–659
Zhang H, Zhao X, Ding X, Lei H, Chen X, An D, Li Y, Wang Z (2010) A study on the consecutive preparation of dxylose and pure superfine silica from rice husk. Bioresource Technol 101:1263–1267
Prasad DS, Krishna AR (2012) Tribological properties of A356. 2/RHA composites. J Mater Sci Technol 28:367–372
Fuad MA, Jamaludin M, Ishak ZAM, Omar AKM (1993) Rice husk ash as a fillers in polypropylene: a preliminary study. Intan J Polym Mater 19:75–92
Mandal A, Murty BS, Chakraborty M (2009) Sliding wear behaviour of T6 treated A356–TiB2 in-situ composites. Wear 266:865–872
Ramachandra M, Radhakrishna K (2007) Effect of reinforcement of flyash on sliding wear, slurry erosive wear and corrosive behavior of aluminium matrix composite. Wear 262:1450–1462
Surappa MK (2008) Synthesis of fly ash particle reinforced A356 Al composites and their characterization. Mater Sci Eng A 480:117–124
Islam MM, Kabir H, Gafur MA, Bhuiyan MMR, Kabir MA, Qadir MR, Ahmed F (2015) Study on physio-mechanical properties of rice husk ash polyester resin composite. Int Lett Chem Phys Astron 53:95–105
Ofem MI, Umar M, Ovat FA (2012) Mechanical properties of rice husk fiiled cashew nut shell liquid resin composites. J Mater Sci Res 1(4):89–97
Yang HS, Kim HJ, Son J, Park HJ, Lee BJ, Hwang TS (2004) Rice-husk flour filled polypropylene composites; mechanical and morphological study. Compos Struct 63:305–312
Ishida H, Lee YH (2001) Synergism observed in polybenzoxazine and poly(ε-caprolactone) blends by dynamic mechanical and thermogravimetric analysis. Polymer 42:6971–6979
Ru!igaj A, Ali B, Krajnc M, Ebenik U (2015) Curing of bisphenol A-aniline based benzoxazine using phenolic, amino and mercapto accelerators eXPRESS. Polym Lett 9:647–657
Grishchuk S, Mbhele Z, Schmitt S, Karger-Kocsis J (2011) Structure, thermal and fracture mechanical properties of benzoxazine-modified amine-cured DGEBA epoxy resins. Expr Polym Lett 5:273–282
Ishida H, Roedriguz Y (1995) Catalyzing the curing reaction of a new benzoxazine-based phenolic resin., J Appl Polym Sci 58:1751–1760
Ning X, Ishida HS (1994) Phenolic materials via ring-opening polymerization of benzoxazines – effect of molecular-structure on mechanical and dynamic-mechanical properties. Polym Sci B 32:921–927
Ishida H, Allen DJ (1996) Physical and mechanical characterization of near-zero shrinkage polybenzoxazine. J Polym Sci B 34:1019–1030
Ghosh NN, Kiskan B, Yagci Y (2007) Polybenzoxazines: new high performance thermosetting resins: synthesis and properties. Prog Polym Sci 32:1344–1391
Wirasate S, Dhumrongvaraporn S, Allen DJ, Ishida H (1998) Molecular origin of unusual physical and mechanical properties in novel phenolic materials based on benzoxazine chemistry. J Appl Polym Sci 70:1299–1306
Wang YX, Ishida H (2002) Development of low-viscosity benzoxazine resins and their polymers. J Appl Polym Sci 86:2953–2966
Calò E, Maffezzoli A, Mele G, Martina F, Mazzetto SE, Tarzia A, Stifani C (2007) Synthesis of a novel cardanol-based benzoxazine monomer and environmentally sustainable production of polymers and bio-composites. Green Chem 9:754–759
Lochab B, Varma IK, Bijwe J (2010) Thermal behaviour of cardanol-based benzoxazines. Monomers Polym J Therm Anal Calorim 102:769–774
Rao BS, Palanisamy A (2011) Monofunctional benzoxazine from cardanol for bio-composite applications. React Funct Polym 71:148–154
Radhika T, Sugunan S (2006) Influence of surface and acid properties of vanadia supported on ceria promoted with rice husk silica on cyclohexanol decomposition. J Mol Catal A 7:528–533
Liou G-S, Hsiao S-H, Chen H-W (2006) Novel high-Tg poly(amine-imide)s bearing pendent N-phenylcarbazole units: synthesis and photophysical, electrochemical and electrochromic properties. J Mater Chem 16:1831–1842
Mureseanu M, Reiss A, Stefanescu I, David E, Parvulescu V, Renard G, Hulea V (2008). Modified SBA-15 mesoporous silica for heavy metal ions remediation. Chemosphere 73:1499–1504
Selvaraj V, Jayanthi KP, Alagar M (2017) Synthesis and characterization of cardanol based fluorescent composite for optoelectronic and antimicrobial applications. Polymer 108:449–461
Zuniga C, Bonnaud L, Lligadas G, Ronda JC, Galià M, Cádiz V, Dubois P (2014) Convenient and solventless preparation of neat carbon nanotube/polybenzoxazine nanocomposites with low percolation threshold and improved thermal and fire properties. J Mater Chem A 2:6814–6822
Dizman C, Altinkok C, Tasdelen MA (2017) Synthesis of self-curable polysulfone containing pendant benzoxazine units via CuAAC click chemistry. Des Monomers Polym 20:293–299
Selvaraj V, Jayanthi KP, Lakshmikandhan T, Alagar M (2015) Development of polybenzoxazine/TSBA-15 composite from renewable resource cardanol for low k applications. RSC Adv 5:48898–48907
Wang CF, Su YC, Kuo SW, Huang CF, Sheen YC, Chang FC (2006) Low-surface-free-energy materials based on polybenzoxazines. Angew Chem Int Ed 45:2248–2251
Krishnadevi K, Selvaraj V (2015) Development of halogen-free flame retardant phosphazene and rice husk ash incorporated benzoxazine blended epoxy composites for microelectronic applications. New J Chem 39:6555–6567
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Selvaraj, V., Jayanthi, K.P. & Alagar, M. Development of Biocomposites from Agro Wastes for Low Dielectric Applications. J Polym Environ 26, 3655–3669 (2018). https://doi.org/10.1007/s10924-018-1211-x
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10924-018-1211-x