Abstract
Silicon compounds are very important owing to their stability, non-toxicity, and high natural abundance of silica in earth crust. These materials have been studied for more than a century, and a vast literature on their synthesis and application is available. These are utilized in various forms in organometallics, polymers, material science, and microelectronics, and have immense potential for their application in organic and hybrid electronic devices. Thus, a comprehensive review on synthesis, processing, and potential applications of silicon-based materials was a need of the time. In this chapter, the synthesis of silane, methods of extracting elemental silicon, and their use in the growth of single crystals are discussed. In addition, synthesis strategies of various silicon compounds which include organosilane, silicone, polysilane, and silicene are described and their applications are discussed.
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References
Petrov BFMAD, Ponomarenko VA, Chernyshev EA (1964) Synthesis of organosilicon monomers. Consultants Bureau, New York
Semenov VV (2011) Preparation, properties and applications of oligomeric and polymeric organosilanes. Russ Chem Rev 80(4):313–339
Brook MA (1999) Silicon in organic, organometallic, and polymer chemistry. Wiley
O'Mara WC, Herring RB, Hunt LP (1990) Handbook of semiconductor silicon technology. Noyes Publications
Plueddemann EP (2013) Silane coupling agents. Springer, US
Moriguchi K, Utagawa S (2012) Silane: chemistry, applications and performance. Nova Publishers
Muzafarov AM (2010) Silicon polymers. Springer, Berlin Heidelberg
Robeyns C, Picard L, Ganachaud F (2018) Synthesis, characterization and modification of silicone resins: an “Augmented Review.” Prog Org Coat 125:287–315
Su TA, Li H, Klausen RS, Kim NT, Neupane M, Leighton JL, Steigerwald ML, Venkataraman L, Nuckolls C (2017) Silane and Germane Molecular Electronics. Acc Chem Res 50(4):1088–1095
Lee B, Chen Y, Duerr F, Mastrogiovanni D, Garfunkel E, Andrei EY, Podzorov V (2010) Modification of electronic properties of graphene with self-assembled monolayers. Nano Lett 10(7):2427–2432
Puniredd SR, Jayaraman S, Yeong SH, Troadec C, Srinivasan MP (2013) Stable organic monolayers on oxide-free silicon/germanium in a supercritical medium: a new route to molecular electronics. J Phys Chem Lett 4(9):1397–1403
Aswal DK, Lenfant S, Guerin D, Yakhmi JV, Vuillaume D (2006) Self assembled monolayers on silicon for molecular electronics. Anal Chim Acta 568(1):84–108
Rakshit T, Liang G-C, Ghosh AW, Datta S (2004) Silicon-based molecular electronics. Nano Lett 4(10):1803–1807
Guisinger NP, Greene ME, Basu R, Baluch AS, Hersam MC (2004) Room temperature negative differential resistance through individual organic molecules on silicon surfaces. Nano Lett 4(1):55–59
Okumoto H, Yatabe T, Richter A, Peng J, Shimomura M, Kaito A, Minami N (2003) A strong correlation between the hole mobility and silicon chain length in oligosilane self-organized thin films. Adv Mater 15(9):716–720
Surampudi S, Yeh ML, Siegler MA, Hardigree JFM, Kasl TA, Katz HE, Klausen RS (2015) Increased carrier mobility in end-functionalized oligosilanes. Chem Sci 6(3):1905–1909
Suzuki H, Meyer H, Simmerer J, Yang J, Haarer D (1993) Electroluminescent devices based on poly (methylphenylsilane). Adv Mater 5(10):743–746
Yan Voon LCL, Guzmán-Verri GG (2014) Is silicene the next graphene?. MRS Bull 39(4):366–373
Molle A, Grazianetti C, Tao L, Taneja D, Alam MH, Akinwande D (2018) Silicene, silicene derivatives, and their device applications. Chem Soc Rev 47(16):6370–6387
Li X-G, Xiao W-D (2016) Silane pyrolysis to silicon rod in a bell-jar reactor at high temperature and pressure: modeling and simulation. Ind Eng Chem Res 55(17):4887–4896
Zhang P, Duan J, Chen G, Li J, Wang W (2018) Production of polycrystalline silicon from silane pyrolysis: a review of fines formation. Sol Energy 175:44–53
Shimura F (2017) Single-crystal silicon: growth and properties. In: Kasap S, Capper P (eds) Springer handbook of electronic and photonic materials. Springer International Publishing, Cham, pp 1–1
Hoshikawa K, Huang X, Taishi T, Kajigaya T, Iino T (1999) Jpn J Appl Phys 38(Part 2, No. 12A):L1369–L1371
Barker Jr TH (1986) Process for preparing chlorosilanes from silicon and hydrogen chloride using an oxygen promoter. Google Patents
Ingle WM, Darnell RD (1985) Oxidative purification of chlorosilane silicon source materials. J Electrochem Soc 132(5):1240–1243
Ingle WM, Peffley MS (1985) Kinetics of the hydrogenation of silicon tetrachloride. J Electrochem Soc 132(5):1236–1240
Alcántara-Avila JR, Sillas-Delgado HA, Segovia-Hernández JG, Gómez-Castro FI, Cervantes-Jauregui JA (2015) Optimization of a reactive distillation process with intermediate condensers for silane production. Comput Chem Eng 78:85–93
Filtvedt WO, Holt A, Ramachandran PA, Melaaen MC (2012) Chemical vapor deposition of silicon from silane: review of growth mechanisms and modeling/scaleup of fluidized bed reactors. Sol Energy Mater Sol Cells 107:188–200
Friedrich J, von Ammon W, Müller G (2015) 2 - Czochralski growth of silicon crystals. In: Rudolph P (ed) Handbook of crystal growth (Second Edition). Elsevier, Boston, pp 45–104
Uecker R (2014) The historical development of the Czochralski method. J Cryst Growth 401:7–24
West R, Barton TJ (1980) Organosilicon chemistry: part I. J Chem Educ 57(3):165
Deschler U, Kleinschmit P, Panster P (1986) 3-chloropropyltrialkoxysilanes—key intermediates for the commercial production of organofunctionalized silanes and polysiloxanes. Angew Chem Int Ed Engl 25(3):236–252
Sterman S, Marsden JG (1966) Silane coupling agents. Ind Eng Chem 58(3):33–37
Shorr LM (1955) Method of preparing alkoxysilicon compounds. Google Patents
Speier JJL (1950) Chlorination of organosilicon compositions. Google Patents
Speier JL, Roth CA, Ryan JW (1971) Syntheses of (3-aminoalkyl) silicon compounds. J Org Chem 36(21):3120–3126
Reichel S (1972) Process for preparing gamma-aminopropylalkoxy-silanes and gamma-aminopropylalkylalkoxysilanes. Google Patents
Sommer LH, Rockett J (1951) The polar effects of organosilicon substituents in aliphatic amines 1,2. J Am Chem Soc 73(11):5130–5134
Plueddemann EP (1969) Alkoxyalkarylsilanes and condensates thereof. Google Patents
Kricheldorf HR (1996) Chemical modification of polymers and surfaces. In: Kricheldorf HR (ed) Silicon in polymer synthesis. Springer, Berlin Heidelberg, pp 404–457
Zeng X, Xu G, Gao Y, An Y (2011) Surface wettability of (3-aminopropyl) triethoxysilane self-assembled monolayers. J Phys Chem B 115(3):450–454
Siqueira Petri DF, Wenz G, Schunk P, Schimmel T (1999) An improved method for the assembly of amino-terminated monolayers on sio2 and the vapor deposition of gold layers. Langmuir 15(13):4520–4523
Omietanski G, Petty H (1974) Process for reacting weak acids with chloroalkyl substituted silicon compounds. Google Patents
Le Grow GE (1971) Method of preparing mercaptoalkyl alkoxy silanes. Google Patents
Xie Y, Hill CAS, Xiao Z, Militz H, Mai C (2010) Silane coupling agents used for natural fiber/polymer composites: a review. Compos A Appl Sci Manuf 41(7):806–819
Plueddemann EP (1983) Silane adhesion promoters in coatings. Prog Org Coat 11(3):297–308
Plueddemann EP (1983) Silane adhesion promoters for polymeric coatings. In: Mittal KL (ed) Adhesion aspects of polymeric coatings. Springer, US, Boston, MA, pp 363–377
Child TF, van Ooij WJ (1999) Application of silane technology to prevent corrosion of metals and improve paint adhesion. Transactions of the IMF 77(2):64–70
Klauk H (2006) Organic electronics: materials, manufacturing, and applications. Wiley
Wöll C (2009) Physical and chemical aspects of organic electronics: from fundamentals to functioning devices. Wiley
Lyshevski SE (2018) Nano and molecular electronics handbook, CRC Press
Aswal DK, Koiry SP, Jousselme B, Gupta SK, Palacin S, Yakhmi JV (2009) Hybrid molecule-on-silicon nanoelectronics: electrochemical processes for grafting and printing of monolayers. Phys E 41(3):325–344
Chauhan AK, Aswal DK, Koiry SP, Gupta SK, Yakhmi JV, Sürgers C, Guerin D, Lenfant S, Vuillaume D (2008) Self-assembly of the 3-aminopropyltrimethoxysilane multilayers on Si and hysteretic current–voltage characteristics. Appl Phys A 90(3):581–589
Koiry SP, Aswal DK, Saxena V, Padma N, Chauhan AK, Joshi N, Gupta SK, Yakhmi JV, Guerin D, Vuillaume D (2007) Electrochemical grafting of octyltrichlorosilane monolayer on Si. Appl Phys Lett 90(11):113118
Zheng K, Sun F, Zhu J, Ma Y, Li X, Tang D, Wang F, Wang X (2016) Enhancing the thermal conductance of polymer and sapphire interface via self-assembled monolayer. ACS Nano 10(8):7792–7798
Kim J (2011) Formation, structure, and reactivity of amino-terminated organic films on silicon substrates. In: Interfaces and Interphases in Analytical Chemistry. American Chemical Society, pp 141–165
Chauhan AK, Aswal DK, Koiry SP, Padma N, Saxena V, Gupta SK, Yakhmi JV (2008) Resistive memory effect in self‐assembled 3‐aminopropyltrimethoxysilane molecular multilayers. Phys Status Solidi A 205(2):373–377
Aswal DK, Lenfant S, Guerin D, Yakhmi JV, Vuillaume D (2005) A tunnel current in self-assembled monolayers of 3-Mercaptopropyltrimethoxysilane. Small 1(7):725–729
Zhao J, Uosaki K (2003) Dielectric properties of organic monolayers directly bonded on silicon probed by current sensing atomic force microscope. Appl Phys Lett 83(10):2034–2036
Diebold RM, Gordon MJ, Clarke DR (2014) Effect of silane coupling agent chemistry on electrical breakdown across hybrid organic–inorganic insulating films. ACS Appl Mater Interfaces 6(15):11932–11939
Sirringhaus H (2014) 25th anniversary article: organic field-effect transistors: the path beyond amorphous silicon. Adv Mater 26(9):1319–1335
Lei Y, Wu B, Chan W-KE, Zhu F, Ong BS (2015) Engineering gate dielectric surface properties for enhanced polymer field-effect transistor performance. J Mater Chem C 3(47):12267–12272
Liu D, Miao Q (2018) Recent progress in interface engineering of organic thin film transistors with self-assembled monolayers. Mater Chem Front 2(1):11–21
Lei Y, Deng P, Lin M, Zheng X, Zhu F, Ong BS (2016) Enhancing crystalline structural orders of polymer semiconductors for efficient charge transport via polymer-matrix-mediated molecular self-assembly. Adv Mater 28(31):6687–6694
Colas A (2005) Silicones: preparation, properties and performance. Dow corning, life sciences
Modjarrad K, Ebnesajjad S (2013) Handbook of polymer applications in medicine and medical devices. Elsevier Science
Kipping FS, Lloyd LL (1901) XLVII.—Organic derivatives of silicon. Triphenylsilicol and alkyloxysilicon chlorides. J Chem Soc Trans 79:449–459
Rochow EG, Gilliam WF (1941) Polymeric methyl silicon oxides1. J Am Chem Soc 63(3):798–800
Rochow EG (1941) Methyl silicones and related products. US
Noll W (2012) Chemistry and technology of silicones. Elsevier Science
Jones RG, Ando W, Chojnowski J (2013) Silicon-containing polymers: the science and technology of their synthesis and applications. Springer, Netherlands
Patnode W, Wilcock DF (1946) Methylpolysiloxanes1. J Am Chem Soc 68(3):358–363
Lane TH, Burns SA (1996) Silica, silicon and silicones...Unraveling the mystery. Springer, Berlin, Heidelberg
Bokerman GN, Freeburne SK, Schuelke LM, VanKoevering DG (1991) Anhydrous hydrogen chloride evolving one-step process for producing siloxanes. US
Burger C, Kreuzer F-H (1996) Polysiloxanes and polymers containing siloxane groups. In: Kricheldorf HR (ed) Silicon in polymer synthesis. Springer, Berlin, Heidelberg, pp 113–222
Panchenko BI, Gruber VN, Klebanskii AL (1969) Study of the hydrolytic polycondensation of dimethyldichlorosilane in concentrated hydrochloric acid. Polym Sci U.S.S.R. 11(2):496–501
Lambert JB, Kania L, Schulz Jr WJ (1993) Redistribution of cyclosiloxanes to favor formation of decamethylcyclopentasiloxane. J Polym Sci Part A: Polym Chem 31(7):1697–1700
Sandler SR, Karo W (eds) (1977) Chapter 4 - Silicone Resins (Polyorganosiloxanes or Silicones). In: Organic chemistry, Elsevier, pp 114–139
Cypryk M, Apeloig Y (2002) Mechanism of the acid-catalyzed Si−O bond cleavage in siloxanes and siloxanols. A theoretical study. Organometallics 21(11):2165–2175
Wicht MBJCCDWGGRKJLLLSRSRFSJSJWD (2003) Silicones. In: Encyclopedia of polymer science and technology, vol. 11, pp. 765–776
Andriot M, Chao S, Colas A, Cray S, DeBuyl F, DeGroot J, Dupont A, Easton T, Garaud J, Gerlach E (2007) Silicones in industrial applications. Inorg Polym 61–161
Cornwell PA (2018) A review of shampoo surfactant technology: consumer benefits, raw materials and recent developments. Int J Cosmet Sci 40(1):16–30
L'hostis J, Renauld F, Sawicki G (2003) Silicone foam control agent. US Patent
Sawicki GC (1988) Silicone polymers as foam control agents. J Am Oil Chem’ Soc 65(6):1013–1016
Waser R, Dittmann R, Staikov G, Szot K (2009) Redox-based resistive switching memories – nanoionic mechanisms, prospects, and challenges. Adv Mater 21(25–26):2632–2663
Sugiyama I, Shimizu R, Suzuki T, Yamamoto K, Kawasoko H, Shiraki S, Hitosugi T (2017) A nonvolatile memory device with very low power consumption based on the switching of a standard electrode potential. APL Mater. 5(4):046105
Valov I, Waser R, Jameson JR, Kozicki MN (2011) Electrochemical metallization memories—fundamentals, applications, prospects. Nanotechnology 22(25):254003
Valov I, Linn E, Tappertzhofen S, Schmelzer S, van den Hurk J, Lentz F, Waser R (2013) Nanobatteries in redox-based resistive switches require extension of memristor theory. Nat Commun 4:1771
Koiry SP, Jha P, Putta V, Saxena V, Chauhan AK, Aswal DK, Gupta SK (2015) Memory and ferroelectric photovoltaic effects arising from quasi-reversible oxidation and reduction in porphyrin entrapped aminopropyl-silicate films. Org Electron 25:143–150
Chandra S, Sekhon SS, Srivastava R, Arora N (2002) Proton-conducting gel electrolyte. Solid State Ion 154–155:609–619
Valov I (2014) Redox-Based Resistive Switching Memories (ReRAMs): electrochemical systems at the atomic scale. Chem Electro Chem 1(1):26–36
Kamino BA, Bender TP (2013) The use of siloxanes, silsesquioxanes, and silicones in organic semiconducting materials. Chem Soc Rev 42(12):5119–5130
Mehwish N, Dou X, Zhao Y, Feng C-L (2019) Supramolecular fluorescent hydrogelators as bio-imaging probes. Mater Horizons 6(1):14–44
Kasprzyk W, Krzywda P, Bednarz S, Bogdał D (2015) Fluorescent citric acid-modified silicone materials. RSC Adv 5(110):90473–90477
Fs K (1923) J Chem Soc 125:2291
Kipping FS, Sands JE (1921) XCIII.—Organic derivatives of silicon. Part XXV. Saturated and unsaturated silicohydrocarbons, Si4Ph8. J Chem Soc Trans 119(0):830–847
Kipping FS (1924) CCCVIII.—Organic derivatives of silicon. Part XXX. Complex silicohydrocarbons [SiPh2]n. J Chem Soc Trans 125(0):2291–2297
Burkhard CA, J Am Chem Soc 71:963
West R, David LD, Djurovich PI, Stearley KL, Srinivasan KSV, Yu H (1981) Phenylmethylpolysilanes: formable silane copolymers with potential semiconducting properties. J Am Chem Soc 103(24):7352–7354
Yajima SH, Hayashi Y, Iimura MM (1978) J Mater Sci 13
West R (1986) The polysilane high polymers. J Organomet Chem 300(1):327–346
Naito M, Fujiki M (2008) Polysilanes on surfaces. Soft Matter 4(2):211–223
Semenov VV (2011) Preparation, properties and applications of oligomeric and polymeric organosilanes. Russ Chem Rev 80
Miller RD, Michl J (1989) Polysilane high polymers. Chem Rev 89(6):1359–1410
Jovanovic M, Michl J (2018) Understanding the Effect of Conformation on Hole Delocalization in Poly(dimethylsilane). J Am Chem Soc 140(36):11158–11160
Jones RG, Holder SJ (2006) High-yield controlled syntheses of polysilanes by the Wurtz-type reductive coupling reaction. Polym Int 55(7):711–718
Jones RG, Ando W, Chojnowski J (eds) (2013) Silicon-containing polymers: the science and technology of their synthesis and applications. Springer Netherlands, pp 365–375
Jones RG, Budnik U, Holder S, Wong WKC (1996) Reappraisal of the origins of the polymodal molecular mass distributions in the formation of poly(methylphenylsilylene) by the Wurtz reductive-coupling reaction, vol 29
Jones RG, Benfield RE, Cragg RH, Swain AC, Webb SJ (1993) Evaluation of the synthesis of polysilanes by the reductive-coupling of dihaloorganosilanes. Macromolecules 26(18):4878–4887
Robert RHC, Benfield E, Jones RG, Swain AC (1992) Alternative reducing agents for the Wurtz synthesis of polysilanes. J Chem Soc Chem Commun 1022–1024:1
Gray GM, Corey JY (2013) Silicon-containing polymers: the science and technology of their synthesis and applications. In (eds) Jones RG, Ando W, Chojnowski J. Springer, Netherlands, pp 402–416
Sakurai H, Yoshida S (2013) Silicon-containing polymers: the science and technology of their synthesis and applications. In: Jones RG, Ando W, Chojnowski J (eds) Springer, Netherlands, pp 375–399
Kabeta K, Wakamatsu S, Imai T (1996) Preparation of substituted network polysilanes by a disproportionation reaction of alkoxydisilanes in the presence of alkoxysilanes. J Polym Sci Part A: Polym Chem 34(14):2991–2998
Roark DN, Peddle GJD (1972) Reactions of 7,8-disilabicyclo[2.2.2]octa-2,5-dienes. Evidence for the transient existence of a disilene. J Am Chem Soc 94(16):5837–5841
Kashimura S, Ishifune M, Yamashita N, Bu H-B, Takebayashi M, Kitajima S, Yoshiwara D, Kataoka Y, Nishida R, Kawasaki S-I, Murase H, Shono T (1999) Electroreductive synthesis of polysilanes, polygermanes, and related polymers with magnesium electrodes1. J Org Chem 64(18):6615–6621
Ishifune M, Kashimura S, Kogai Y, Fukuhara Y, Kato T, Bu H-B, Yamashita N, Murai Y, Murase H, Nishida R (2000) Electroreductive synthesis of oligosilanes and polysilanes with ordered sequences. J Organomet Chem 611(1):26–31
Nakagawa J, Oku T, Suzuki A, Akiyama T, Tokumitsu K, Yamada M, Nakamura M (2012) Fabrication and characterization of polysilane/C60thin film solar cells. J Phys Conf Ser 352:012019
Iwase M, Oku T, Suzuki A, Akiyama T, Tokumitsu K, Yamada M, Nakamura M (2012) Fabrication and characterization of poly[diphenylsilane]-based solar cells. J Phys Conf Ser 352:012018
Oku T, Nakagawa J, Iwase M, Kawashima A, Yoshida K, Suzuki A, Akiyama T, Tokumitsu K, Yamada M, Nakamura, M (2013) Microstructures and photovoltaic properties of polysilane-based solar cells. Jpn J Appl Phys 52(4S):04CR07
Acharya A, Seki S, Saeki A, Tagawa S (2006) Photoconductivity in fullerene-doped polysilane thin films. 156:293–297
Lew Yan Voon L, Guzmán-Verri GG (2014) Is silicene the next graphene?. 39
Kara A, Enriquez H, Seitsonen AP, Lew Yan Voon LC, Vizzini S, Aufray B, Oughaddou H (2012) A review on silicene — new candidate for electronics. Surf Sci Rep 67(1):1–18
Aufray B, Kara A, Vizzini S, Oughaddou H, Léandri C, Ealet B, Lay GL (2010) Graphene-like silicon nanoribbons on Ag(110): a possible formation of silicene. Appl Phys Lett 96(18):183102
Bernard Aufray BE, Jamgotchian H, Hichem Maradj J-YHAJ-PB (2016) Silicene: structure, properties and applications. In: Spencer M, Morishita T (eds) Springer International Publishing, Switzerland, pp 183–185
Paola De Padova BO, Quaresima C, Ottaviani AC. Silicene: structure, properties and applications. In: Spencer M, Morishita T, Springer International Publishing, pp 143–146
Houssa M, Dimoulas A, Molle A (2015) Silicene: a review of recent experimental and theoretical investigations. J Phys Condens Matter 27(25):253002
Nakano H, Ohashi M (2016) Silicene: structure, properties and applications. In: Spencer M, Morishita T (eds) Springer International Publishing, Switzerland
Hu P, Chen L, Lu J-E, Lee H-W, Chen S (2018) Silicene quantum dots: synthesis, spectroscopy, and electrochemical studies. Langmuir 34(8):2834–2840
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Koiry, S.P., Chauhan, A.K. (2021). Synthesis Strategies for Si-Based Advanced Materials and Their Applications. In: Tyagi, A.K., Ningthoujam, R.S. (eds) Handbook on Synthesis Strategies for Advanced Materials. Indian Institute of Metals Series. Springer, Singapore. https://doi.org/10.1007/978-981-16-1892-5_17
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