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Isophorone Diisocyanate
Isophorone diisocyanate (IPDI) is an organic compound in the class known as isocyanates. More specifically, it is an aliphatic diisocyanate. It is produced in relatively small quantities, accounting for (with hexamethylene diisocyanate) only 3.4% of the global diisocyanate market in the year 2000.{{cite book , first=David , last=Randall , author2=Lee, Steve , title=The Polyurethanes Book , publisher=Wiley , location=New York , year=2002 , isbn=0-470-85041-8 Aliphatic diisocyanates are used, not in the production of polyurethane foam, but in special applications, such as enamel coatings which are resistant to abrasion and degradation from ultraviolet light. These properties are particularly desirable in, for instance, the exterior paint applied to aircraft. Synthesis IPDI is obtained by phosgenation of isophorone diamine: Chemistry IPDI exists in two stereoisomers, cis and trans. Their reactivities are similar. Each stereoisomer is an unsymmetrical molecule, and thus has ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Isocyanate
In organic chemistry, isocyanate is the functional group with the formula . Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers. Isocyanates should not be confused with cyanate esters and isocyanides, very different families of compounds. The cyanate (cyanate ester) functional group () is arranged differently from the isocyanate group (). Isocyanides have the connectivity , lacking the oxygen of the cyanate groups. Structure and bonding In terms of bonding, isocyanates are closely related to carbon dioxide (CO2) and carbodiimides (C(NR)2). The C−N=C=O unit that defines isocyanates is planar, and the N=C=O linkage is nearly linear. In phenyl isocyanate, the C=N and C=O distances are respectively 1.195 and 1.173 Å. The C-N=C angle is 134.9° and the N=C=O angle is 173.1°. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexamethylene Diisocyanate
Hexamethylene diisocyanate (HDI) is the organic compound with the formula (CH2)6(NCO)2. It is classified as an diisocyanate. It is a colorless liquid. It has sometimes been called HMDI but this not usually done to avoid confusion with Hydrogenated MDI. Synthesis Compared to other commercial diisocyanates, HDI is produced in relatively small quantities, accounting for (with isophorone diisocyanate) only 3.4% of the global diisocyanate market in the year 2000. It is produced by phosgenation of hexamethylene diamine. Applications Aliphatic diisocyanates are used in specialty applications, such as enamel coatings which are resistant to abrasion and degradation by ultraviolet light. These properties are particularly desirable in, for instance, the exterior paint applied to aircraft and vessels. HDI is also sold oligomerized as the trimer or biuret which are used in automotive refinish coatings. Although more viscous in these forms, it reduces the volatility and toxicity. At least 3 c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aliphatic Compound
In organic chemistry, hydrocarbons ( compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (; G. ''aleiphar'', fat, oil). Aliphatic compounds can be saturated, like hexane, or unsaturated, like hexene and hexyne. Open-chain compounds, whether straight or branched, and which contain no rings of any type, are always aliphatic. Cyclic compounds can be aliphatic if they are not aromatic. Structure Aliphatic compounds can be saturated, joined by single bonds (alkanes), or unsaturated, with double bonds (alkenes) or triple bonds ( alkynes). If other elements (heteroatoms) are bound to the carbon chain, the most common being oxygen, nitrogen, sulfur, and chlorine, it is no longer a hydrocarbon, and therefore no longer an aliphatic compound. The least complex aliphatic compound is methane (CH4). Properties Most aliphatic compounds are flammable, allowing the use of hydrocarbons as fuel, such as methane in Bu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexamethylene Diisocyanate
Hexamethylene diisocyanate (HDI) is the organic compound with the formula (CH2)6(NCO)2. It is classified as an diisocyanate. It is a colorless liquid. It has sometimes been called HMDI but this not usually done to avoid confusion with Hydrogenated MDI. Synthesis Compared to other commercial diisocyanates, HDI is produced in relatively small quantities, accounting for (with isophorone diisocyanate) only 3.4% of the global diisocyanate market in the year 2000. It is produced by phosgenation of hexamethylene diamine. Applications Aliphatic diisocyanates are used in specialty applications, such as enamel coatings which are resistant to abrasion and degradation by ultraviolet light. These properties are particularly desirable in, for instance, the exterior paint applied to aircraft and vessels. HDI is also sold oligomerized as the trimer or biuret which are used in automotive refinish coatings. Although more viscous in these forms, it reduces the volatility and toxicity. At least 3 c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Polyurethane
Polyurethane (; often abbreviated PUR and PU) refers to a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane is produced from a wide range of starting materials. This chemical variety produces polyurethanes with different chemical structures leading to many List of polyurethane applications, different applications. These include rigid and flexible foams, varnishes and coatings, adhesives, Potting (electronics), electrical potting compounds, and fibers such as spandex and Polyurethane laminate, PUL. Foams are the largest application accounting for 67% of all polyurethane produced in 2016. A polyurethane is typically produced by reacting an isocyanate with a polyol. Since a polyurethane contains two types of monomers, which polymerize one after the other, they are classed as Copolymer#Alternating copolymers, alternating copolymers. Both the isocy ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosgenation
Phosgene is the organic chemical compound with the formula COCl2. It is a toxic, colorless gas; in low concentrations, its musty odor resembles that of freshly cut hay or grass. Phosgene is a valued and important industrial building block, especially for the production of precursors of polyurethanes and polycarbonate plastics. Phosgene is extremely poisonous and was used as a chemical weapon during World War I, where it was responsible for 85,000 deaths. It was a highly potent pulmonary irritant and quickly filled enemy trenches due to it being a heavy gas. It is classified as a Schedule 3 substance under the Chemical Weapons Convention. In addition to its industrial production, small amounts occur from the breakdown and the combustion of organochlorine compounds, such as chloroform. Structure and basic properties Phosgene is a planar molecule as predicted by VSEPR theory. The C=O distance is 1.18 Å, the C−Cl distance is 1.74 Å and the Cl−C−Cl angle is 111 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Isophorone Diamine
Isophorone diamine (usually shortened to IPDA) is a diamine with the formula (CH3)3C6H7(NH2)(CH2NH2). It is a colorless liquid. It is a precursor to polymers and coatings. Production It is usually produced as a mixture of the ''cis''- and ''trans''-isomers. It is produced by hydrocyanation of isophorone followed by reductive amination and hydrogenation of the nitrile. Uses IPDA is used as a precursor in the manufacture of isophorone diisocyanate by phosgenation. Like other diamines or amines in general, it is a curing agent for epoxy resins. When used in coatings applications the higher cost compared to other amines is justified by the enhanced UV stability and thus lower yellowing tendency. In the production of Advanced composite materials (engineering) its higher cost compared to other amines is less critical as performance is the key criteria. Cycloaliphatic amines such as IPDA also are known to have lower yellowing tendency than other amines and are thus used in coatings ap ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methylene Diphenyl Diisocyanate
Methylene diphenyl diisocyanate (MDI) is an aromatic diisocyanate. Three isomers are common, varying by the positions of the isocyanate groups around the rings: 2,2′-MDI, 2,4′-MDI, and 4,4′-MDI. The 4,4′ isomer is most widely used, and is also known as 4,4′-diphenylmethane diisocyanate. This isomer is also known as Pure MDI. MDI reacts with polyols in the manufacture of polyurethane. It is the most produced diisocyanate, accounting for 61.3% of the global market in the year 2000. Production Total world production of MDI and polymeric MDI is over 7.5 million tonnes per year (in 2017). As of 2019, the largest producer was Wanhua Chemical Group. Other major producers are Covestro, BASF, Dow, Huntsman, Tosoh, Kumho Mitsui Chemicals. All major producers of MDI are members of the International Isocyanate Institute, whose aim is the promotion of the safe handling of MDI and TDI in the workplace, community and environment. The first step of the production of MDI is the rea ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Toluene Diisocyanate
Toluene diisocyanate (TDI) is an organic compound with the formula CH3C6H3(NCO)2. Two of the six possible isomers are commercially important: 2,4-TDI (CAS: 584-84-9) and 2,6-TDI (CAS: 91-08-7). 2,4-TDI is produced in the pure state, but TDI is often marketed as 80/20 and 65/35 mixtures of the 2,4 and 2,6 isomers respectively. It is produced on a large scale, accounting for 34.1% of the global isocyanate market in 2000, second only to MDI. Approximately 1.4 billion kilograms were produced in 2000. All isomers of TDI are colorless, although commercial samples can appear yellow. Synthesis 2,4-TDI is prepared in three steps from toluene via dinitrotoluene and 2,4-diaminotoluene (TDA). Finally, the TDA is subjected to ''phosgenation'', i.e., treatment with phosgene to form TDI. This final step produces HCl as a byproduct and is a major source of industrial hydrochloric acid. : Distillation of the raw TDI mixture produces an 80:20 mixture of 2,4-TDI and 2,6-TDI, known as TDI (80/20) ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetramethylxylene Diisocyanate
Tetramethylxylylene diisocyanate (TMXDI) is an organic compound is an organic compound with the formula C6H4(CMe2NCO)2 (Me = CH3). The molecule features two isocyanate groups. It was introduced in the 1980s by American Cyanamid. TMXDI is generally classified as an aliphatic isocyanate. Aliphatic isocyanates generally exhibit enhanced UV stability compared to their aromatic counterparts. Production Many isocyanates are produced by phosgenation of amines, but TMXDI is not. It is produced by the reaction of diisopropenylbenzene with hydrogen chloride followed by isocyanic acid: :C6H4(C(Me)=CH2)2 + 2 HCl → C6H4(CMe2Cl)2 :C6H4(CMe2Cl)2 + 2 HNCO → C6H4(CMe2NCO)2 + 2 HCl Uses A key use for TMXDI is in manufacturing polyurethane prepolymers. It is also used to manufacture polyurethane dispersions (PUDs). These materials are then further used to manufacture coatings, adhesives, sealants and elastomers. TMXDI has been considered as a replacement for Isophorone diisocyana ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
