摘要:
A process for the preparation of 2-cyanoacrylic acid from poly(alkyl 2-cyanoacrylates), comprises the steps of: a) subjecting oligomeric or polymeric cyanoacrylate material to catalysed pyrolysis in a reactor under polymerisation inhibiting conditions at a temperature greater than 200 DEG C and under conditions sufficient to vaporise the 2-cyanoacrylic acid formed; b) cooling the vapours which emerge from the reactor on completion of the pyrolysis; and c) collecting the 2-cyanoacrylic acid formed. The oligomeric cyanoacrylate or polymeric material can be selected from crude oligomer, purified oligomer, oligomer produced as a by-product in the conversion of crude oligomer to purified oligomer, oligomer produced as a by-product during the depolymerisation of purified oligomer, oligomer produced during the conversion of crude monomer to purified monomer and polymer produced during storage of purified monomer.
摘要:
A process for purification of non-enolisable esters, especially esters of 2-cyanoacrylic acid, from contaminating volatile acids, non-volatile acids and other substances which can decompose to generate strongly acidic impurities, comprises reacting a solution of the ester with a metallic reagent selected from a metal, metal oxide and a metal hydride or a mixture thereof in the form of a dispersion, emulsion or suspension. The metallic reagent is optionally supported on a solid, insoluble support. The process is especially suitable for the purification of liquid, non-distillable esters of 2-cyanoacrylic acid.
摘要:
A process for the preparation of 2-cyanoacryloyl chloride in pure form comprises reacting 2-cyanoacrylic acid with a chlorinating agent, said reaction being carried out under side-reaction and polymerisation inhibiting conditions. A preferred chlorinating agent is a volatile chlorinating agent which forms only volatile by-products during the course of the reaction. Suitable volatile chlorinating agents include oxalyl chloride, sulfur oxychloride, trifluoroacetyl chloride and phosgene. Various methods can be used to inhibit polymerisation initiating conditions such as the use of a catalyst which forms an intermediate complex with the chlorinating agent, thereby preventing the formation of a mixed anhydride. The 2-cyanoacryloyl chloride formed can be used to form esters useful in the manufacture of adhesives and which esters are free of contaminants which would otherwise affect the setting time of the adhesives.
摘要:
A process is provided for the reversible coupling of weak nucleophiles to the carbon-carbon double bond of 2-cyanoacrylic acid or an ester thereof so as to reversibly protect the bond. Examples of weak nucleophiles include alcohols (including diols and polyols), phenols, sulfur nucleophiles such as thiols and thio acids, phosphorus nucleophiles such as dialkyl or diarylphosphites and phosphines, and carbon nucleophiles such as active methylene compounds. The process involves reacting 2-cyanoacrylic acid or an ester thereof with the weak nucleophile in the presence of an inert solvent under polymerisation inhibiting conditions and in the presence of an acidic catalyst. The compounds produced can be used as intermediates for the preparation of poly(cyanoacrylates), following elimination of the nucleophile added to give a 2-cyanoacrylate monomer which then polymerizes. The poly(cyanoacrylates) thereby produced have many applications, for example, in the preparation of films such as single- or multi-layer Langmuir-Blodgett films.