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Siloxane
A siloxane is a functional group in organosilicon chemistry with the Si−O−Si linkage. The parent siloxanes include the oligomeric and polymeric hydrides with the formulae H(OSiH2)''n''OH and (OSiH2)n. Siloxanes also include branched compounds, the defining feature of which is that each pair of silicon centres is separated by one oxygen (O2-) atom. The siloxane functional group forms the backbone of silicones, the premier example of which is polydimethylsiloxane (PDMS). The functional group R3SiO− (where the three Rs may be different) is called siloxy. Siloxanes are manmade and have many commercial and industrial applications because of the compounds’ hydrophobicity, low thermal conductivity, and high flexibility. Structure Siloxanes generally adopt structures expected for linked tetrahedral ("''sp''3-like") centers. The Si−O bond length is 1.64 Å (vs Si–C distance of 1.92 Å) and the Si-O-Si angle is rather open at 142.5°. By contrast, the C−O ...
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Silicone
A silicone or polysiloxane is a polymer made up of siloxane (−R2Si−O−SiR2−, where R = organic group). They are typically colorless oils or rubber-like substances. Silicones are used in sealants, adhesives, lubricants, medicine, cooking utensils, thermal insulation, and electrical insulation. Some common forms include silicone oil, silicone grease, silicone rubber, silicone resin, and silicone caulk. Chemistry More precisely called polymerized siloxanes or polysiloxanes, silicones consist of an inorganic silicon–oxygen backbone chain (⋯−Si−O−Si−O−Si−O−⋯) with two organic groups attached to each silicon center. Commonly, the organic groups are methyl. The materials can be cyclic or polymeric. By varying the −Si−O− chain lengths, side groups, and crosslinking, silicones can be synthesized with a wide variety of properties and compositions. They can vary in consistency from liquid to gel to rubber to hard plastic. The most common si ...
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Silicone
A silicone or polysiloxane is a polymer made up of siloxane (−R2Si−O−SiR2−, where R = organic group). They are typically colorless oils or rubber-like substances. Silicones are used in sealants, adhesives, lubricants, medicine, cooking utensils, thermal insulation, and electrical insulation. Some common forms include silicone oil, silicone grease, silicone rubber, silicone resin, and silicone caulk. Chemistry More precisely called polymerized siloxanes or polysiloxanes, silicones consist of an inorganic silicon–oxygen backbone chain (⋯−Si−O−Si−O−Si−O−⋯) with two organic groups attached to each silicon center. Commonly, the organic groups are methyl. The materials can be cyclic or polymeric. By varying the −Si−O− chain lengths, side groups, and crosslinking, silicones can be synthesized with a wide variety of properties and compositions. They can vary in consistency from liquid to gel to rubber to hard plastic. The most common si ...
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Dimethicone
Polydimethylsiloxane (PDMS), also known as dimethylpolysiloxane or dimethicone, belongs to a group of polymeric organosilicon compounds that are commonly referred to as silicones. PDMS is the most widely used silicon-based organic polymer, as its versatility and properties lead to many applications. It is particularly known for its unusual rheological (or flow) properties. PDMS is optically clear and, in general, inert, non-toxic, and non-flammable. It is one of several types of silicone oil (polymerized siloxane). Its applications range from contact lenses and medical devices to elastomers; it is also present in shampoos (as it makes hair shiny and slippery), food ( antifoaming agent), caulk, lubricants and heat-resistant tiles. Structure The chemical formula of PDMS is , where ''n'' is the number of repeating monomer units.Mark, J. E.; Allcock, H. R.; West, R. “Inorganic Polymers” Prentice Hall, Englewood, NJ: 1992. . Industrial synthesis can begin from dimeth ...
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Polydimethylsiloxane
Polydimethylsiloxane (PDMS), also known as dimethylpolysiloxane or dimethicone, belongs to a group of polymeric organosilicon compounds that are commonly referred to as silicones. PDMS is the most widely used silicon-based organic polymer, as its versatility and properties lead to many applications. It is particularly known for its unusual rheological (or flow) properties. PDMS is optically clear and, in general, inert, non-toxic, and non-flammable. It is one of several types of silicone oil (polymerized siloxane). Its applications range from contact lenses and medical devices to elastomers; it is also present in shampoos (as it makes hair shiny and slippery), food (antifoaming agent), caulk, lubricants and heat-resistant tiles. Structure The chemical formula of PDMS is , where ''n'' is the number of repeating monomer units.Mark, J. E.; Allcock, H. R.; West, R. “Inorganic Polymers” Prentice Hall, Englewood, NJ: 1992. . Industrial synthesis can begin from dimethyldi ...
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Polyvinyl Siloxane
Polyvinyl siloxane (PVS), also called poly-vinyl siloxane, vinyl polysiloxane (VPS), or vinylpolysiloxane, is an addition-reaction silicone elastomer (an addition silicone). It is a viscous liquid that cures (solidifies) quickly into a rubber-like solid, taking the shape of whatever surface it was lying against while curing. As with two-part epoxy, its package keeps its two component liquids in separate tubes until the moment they are mixed and applied, because once mixed, they cure (harden) rapidly. Polyvinyl siloxane is widely used in dentistry as an impression material. It is also used in other contexts where an impression similar to a dental impression is needed, such as in audiology (to take ear impressions for fitting custom hearing protection or hearing aids) or in industrial applications (such as to aid in the inspection of interior features of machined parts, for example, internal grooves inside bores). Polyvinyl siloxane was commercially introduced in the 1970s. To create ...
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Organosilicon
Organosilicon compounds are organometallic compounds containing carbon–silicon bonds. Organosilicon chemistry is the corresponding science of their preparation and properties. Most organosilicon compounds are similar to the ordinary organic compounds, being colourless, flammable, hydrophobic, and stable to air. Silicon carbide is an '' inorganic'' compound. History In 1846 Von Ebelman's had synthesized Tetraethyl orthosilicate (Si(OC2H5)4). In 1863 Friedel and Crafts managed to make the first organosilieon compound with C-Si bonds which gone byound the syntheses of orthosilicic acid esters. The same year they also described a «polysilicic acid ether» in the preparation of ethyl- and methyl-o-silicic acid. The early extensive research in the field of organosilicon compounds was pioneerd in the beginning of 20th century by Frederic Kipping. He also had coined the term «silicone» (akin to ketones) in relation to these materials in 1904. In recognition of Kipping's ...
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Dichlorodimethylsilane
Dimethyldichlorosilane is a tetrahedral, organosilicon compound with the formula Si(CH3)2Cl2. At room temperature it is a colorless liquid that readily reacts with water to form both linear and cyclic Si-O chains. Dimethyldichlorosilane is made on an industrial scale as the principal precursor to dimethylsilicone and polysilane compounds. History The first organosilicon compounds were reported in 1863 by Charles Friedel and James Crafts who synthesized tetraethylsilane from diethylzinc and silicon tetrachloride.Silicon: Organosilicon Chemistry. Encyclopedia of Inorganic Chemistry Online, 2nd ed.; Wiley: New Jersey, 2005. However, major progress in organosilicon chemistry did not occur until Frederick Kipping and his students began experimenting with diorganodichlorosilanes (R2SiCl2) that were prepared by reacting silicon tetrachloride with Grignard reagents. Unfortunately, this method suffered from many experimental problems. In the 1930s, the demand for silicones increas ...
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Silicon–oxygen Bond
A silicon–oxygen bond ( bond) is a chemical bond between silicon and oxygen atoms that can be found in many inorganic and organic compounds. In a silicon–oxygen bond, electrons are shared unequally between the two atoms, with oxygen taking the larger share due to its greater electronegativity. This polarisation means Si–O bonds show characteristics of both covalent and ionic bonds. Compounds containing silicon–oxygen bonds include materials of major geological and industrial significance such as silica, silicate minerals and silicone polymers like polydimethylsiloxane. Bond polarity, length and strength On the Pauling electronegativity scale, silicon has an electronegativity of 1.90 and oxygen 3.44. The electronegativity difference between the elements is therefore 1.54. Because of this moderately large difference in electronegativities, the bond is polar but not fully ionic. Carbon has an electronegativity of 2.55 so carbon–oxygen bonds have an electronegati ...
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Dimethylsilicon Dichloride
Dimethyldichlorosilane is a tetrahedral, organosilicon compound with the formula Si(CH3)2Cl2. At room temperature it is a colorless liquid that readily reacts with water to form both linear and cyclic Si-O chains. Dimethyldichlorosilane is made on an industrial scale as the principal precursor to dimethylsilicone and polysilane compounds. History The first organosilicon compounds were reported in 1863 by Charles Friedel and James Crafts who synthesized tetraethylsilane from diethylzinc and silicon tetrachloride.Silicon: Organosilicon Chemistry. Encyclopedia of Inorganic Chemistry Online, 2nd ed.; Wiley: New Jersey, 2005. However, major progress in organosilicon chemistry did not occur until Frederick Kipping and his students began experimenting with diorganodichlorosilanes (R2SiCl2) that were prepared by reacting silicon tetrachloride with Grignard reagents. Unfortunately, this method suffered from many experimental problems. In the 1930s, the demand for silicones increas ...
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Siloxide
Siloxides are chemical compounds with the formula R3SiOM, where R is usually an organic group and M is usually a metal cation. Also called silanoates, they are derived by deprotonation of silanols. They also arise by the degradation of siloxanes by base: :R3SiOSiR3 + 2 NaOH → 2 R3SiONa + H2O Cleavage of cyclic siloxanes affords siloxides: :(Me2SiO)3 + MeLi → Me3SiOSiMe2OSiMe2OLi These anions function as ligands for metal ions, forming complexes similar to metal alkoxides. Sodium trimethylsiloxide is useful for generating metal complexes by salt metathesis reactions. A very bulky siloxide is tert-butyl3SiO−, sometimes called silox. Siloxides are weaker net donors than alkoxides In chemistry, an alkoxide is the conjugate base of an alcohol and therefore consists of an organic group bonded to a negatively charged oxygen atom. They are written as , where R is the organic substituent. Alkoxides are strong bases and, w ... because pπ-d donation has to co ...
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Silanol
A silanol is a functional group in silicon chemistry with the connectivity Si–O–H. It is related to the hydroxy functional group (C–O–H) found in all alcohols. Silanols are often invoked as intermediates in organosilicon chemistry and silicate mineralogy. If a silanol contains one or more organic residue, it is an organosilanol. Preparation From alkoxysilanes The first isolated example of a silanol was , reported in 1871 by Albert Ladenburg. He prepared the “silicol” by hydrolysis of (Et = ). From silyl halides and related compounds Silanols are generally synthesized by hydrolysis of halosilanes, alkoxysilanes, or aminosilanes. Chlorosilanes are the most common reactants: :R3Si–Cl + H2O → R3Si–OH + HCl The hydrolysis of fluorosilanes requires more forcing reagents, i.e. alkali. The alkoxysilanes (silyl ethers) of the type are slow to hydrolyze. Compared to the silyl ethers, silyl acetates are faster to hydrolyze, with the adv ...
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Polymer
A polymer (; Greek '' poly-'', "many" + ''-mer'', "part") is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic and natural polymers play essential and ubiquitous roles in everyday life. Polymers range from familiar synthetic plastics such as polystyrene to natural biopolymers such as DNA and proteins that are fundamental to biological structure and function. Polymers, both natural and synthetic, are created via polymerization of many small molecules, known as monomers. Their consequently large molecular mass, relative to small molecule compounds, produces unique physical properties including toughness, high elasticity, viscoelasticity, and a tendency to form amorphous and semicrystalline structures rather than crystals. The term "polymer" derives from the Greek word πολύς (''polus'', meaning "many, much") and μέρος (''meros'' ...
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