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Siloxane
In organosilicon chemistry, a siloxane is an organic compound containing a functional group of two silicon atoms bound to an oxygen atom: . The parent siloxanes include the oligomeric and polymeric hydrides with the formulae and . Siloxanes also include branched compounds, the defining feature of which is that each pair of silicon centres is separated by one oxygen atom. The siloxane functional group forms the backbone of silicones , the premier example of which is polydimethylsiloxane (PDMS). The functional group (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 ...
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Polydimethylsiloxane
Polydimethylsiloxane (PDMS), also known as dimethylpolysiloxane or dimethicone, is a silicone polymer with a wide variety of uses, from cosmetics to industrial lubrication and passive daytime radiative cooling. PDMS is particularly known for its unusual rheological (or flow) properties. It is optically clear and, in general, inert, non-toxic, and non-flammable. It is one of several types of silicone oil (polymerized siloxane). The applications of PDMS 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. Industrial synthesis can begin from dimethyldichlorosilane and water by the following net reaction: : + (''n''+1) The polymerization reaction evolves hydrochloric acid. For medical and domestic applications, a process wa ...
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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 silanolates, they are derived by deprotonation of Silanol, silanols. They also arise by the degradation of Siloxane, 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 because pπ-d donation has to compete with Back bonding, backbonding from the oxygen atom into the low-lying Si-C σ* orbitals.{{cite journal , last1=Krempner , first1=Clemens , title=Role of Siloxides in Transition Metal Chemistry and Homogeneous Catalysis , journal ...
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Dichlorodimethylsilane
Dimethyldichlorosilane is a tetrahedral organosilicon compound with the formula . 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 () 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 increased due to the need fo ...
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Silicone
In Organosilicon chemistry, organosilicon and polymer chemistry, a silicone or polysiloxane is a polymer composed of repeating units of siloxane (, where R = Organyl group, organic group). They are typically colorless oils or elastomer, 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, grease, silicone rubber, rubber, silicone resin, resin, and Caulking, caulk. Silicone is often confused with one of its constituent elements, silicon, but they are distinct substances. Silicon is a chemical element, a hard dark-grey semiconductor, semiconducting metalloid, which in its crystalline form is used to make integrated circuits ("electronic chips") and solar cells. Silicones are compounds that contain silicon, carbon, hydrogen, oxygen, and perhaps other kinds of atoms as well, and have many very different physical and chemical ...
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Polymer Backbone
In polymer science, the polymer chain or simply backbone of a polymer is the main chain of a polymer. Polymers are often classified according to the elements in the main chains. The character of the backbone, i.e. its flexibility, determines the properties of the polymer (such as the glass transition temperature). For example, in polysiloxanes (silicone), the backbone chain is very flexible, which results in a very low glass transition temperature of . The polymers with rigid backbones are prone to crystallization (e.g. polythiophenes) in thin films and in solution. Crystallization in its turn affects the optical properties of the polymers, its optical band gap and electronic levels. Organic polymers : Common synthetic polymers have main chains composed of carbon, i.e. C-C-C-C.... Examples include polyolefins such as polyethylene ((CH2CH2)n) and many substituted derivative ((CH2CH(R))n) such as polystyrene (R = C6H5), polypropylene (R = CH3), and acrylates (R = CO2R'). Other m ...
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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 electronegativit ...
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Hexamethylcyclotrisiloxane
Hexamethylcyclotrisiloxane, also known as D3 and D3, is the organosilicon compound with the formula . It is a colorless or white volatile solid. It finds limited use in organic chemistry. The larger tetrameric and pentameric siloxanes, respectively octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, are of significant industrial interest, whereas 1,000–10,000 tonnes per year of the trimer is manufactured and/or imported in the European Economic Area. Structure and reactions Hexamethylcyclotrisiloxane adopts a planar structure and is considered strained. It reacts with organolithium reagents to give, after hydrolysis, dimethylsilanols: : : Safety and environmental considerations The LD50 for the related pentamer (D5) is >50 g/kg in rats. See also * Octamethylcyclotetrasiloxane (D4) * Decamethylcyclopentasiloxane Decamethylcyclopentasiloxane, also known as D5 and D5, is an organosilicon compound with the formula . It is a colorless and odorless liquid that is sli ...
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Dimethylsilicon Dichloride
Dimethyldichlorosilane is a tetrahedral organosilicon compound with the formula . 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 () 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 increased due to the need fo ...
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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 residues, 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 th ...
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Silicon Chloride
Silicon tetrachloride or tetrachlorosilane is the inorganic compound with the formula SiCl4. It is a colorless volatile liquid that fumes in air. It is used to produce high purity silicon and silica for commercial applications. It is a part of the chlorosilane family. Preparation Silicon tetrachloride is prepared by the chlorination of various silicon compounds such as ferrosilicon, silicon carbide, or mixtures of silicon dioxide and carbon. The ferrosilicon route is most common. In the laboratory, can be prepared by treating silicon with chlorine at : : It was first prepared by Jöns Jakob Berzelius in 1823. Brine can be contaminated with silica when the production of chlorine is a byproduct of a metal refining process from metal chloride ore. In rare occurrences, the silicon dioxide in silica is converted to silicon tetrachloride when the contaminated brine is electrolyzed. Reactions Hydrolysis and related reactions Like other chlorosilanes or silanes, silicon tetrachlorid ...
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Bond Length
In molecular geometry, bond length or bond distance is defined as the average distance between Atomic nucleus, nuclei of two chemical bond, bonded atoms in a molecule. It is a Transferability (chemistry), transferable property of a bond between atoms of fixed types, relatively independent of the rest of the molecule. Explanation Bond length is related to bond order: when more electrons participate in bond formation the bond is shorter. Bond length is also inversely related to bond strength and the bond dissociation energy: all other factors being equal, a stronger bond will be shorter. In a bond between two identical atoms, half the bond distance is equal to the covalent radius. Bond lengths are measured in the solid phase by means of X-ray diffraction, or approximated in the gas phase by microwave spectroscopy. A bond between a given pair of atoms may vary between different molecules. For example, the carbon to hydrogen bonds in methane are different from those in methyl chlori ...
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Glass Transition Temperature
The glass–liquid transition, or glass transition, is the gradual and reversible transition in amorphous materials (or in amorphous regions within semicrystalline materials) from a hard and relatively brittle "glassy" state into a viscous or rubbery state as the temperature is increased. ISO 11357-2: Plastics – Differential scanning calorimetry – Part 2: Determination of glass transition temperature (1999). An amorphous solid that exhibits a glass transition is called a glass. The reverse transition, achieved by supercooling a viscous liquid into the glass state, is called vitrification. The glass-transition temperature ''T''g of a material characterizes the range of temperatures over which this glass transition occurs (as an experimental definition, typically marked as 100 s of relaxation time). It is always lower than the melting temperature, ''T''m, of the crystalline state of the material, if one exists, because the glass is a higher energy state (or enthalpy at const ...
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