http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-824520-A
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0efa077d881a96aeb1e29b21ef1bbb58 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-38 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-38 |
filingDate | 1957-12-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1959-12-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-824520-A |
titleOfInvention | Improvements in the production of acrylic acid esters |
abstract | Acrylic acid esters are obtained by reacting acetylene and carbon monoxide with an alcohol or phenol at elevated temperature and under increased pressure in the presence of a catalytic amount of a carbonylation catalyst containing (a) a carbonyl-forming metal, (b) halogen, and (c) a small amount of a heavy metal or compound thereof, in the absence of an organic solvent, but in the presence of a small amount of a compound which contains the grouping -C(O)OH. As components of the catalysts there are especially suitable the halides of carbonyl - forming metals, especially nickel halides, e.g. nickel chloride, bromide and iodide, nickel acetonyl acetonate, and a nickel bromidetriphenyl phosphine-alkyl bromide complex. There may also be used the carbonyl-forming metals themselves or their halogen-free compounds in admixture with halogen or halogen compounds and these compounds can be dissolved in small amounts of water before their addition to the alcohol or phenol. As component (c) copper halides and mercury halides are especially effective. Other heavy metal compounds specified are zinc, cadmium and lead iodides and chromium chloride. It is also often advantageous to add a hydrogen halide, e.g. HC1 or HBr in an amount of about 0.01 to 1% by weight of the alcohol or phenol to the reaction mixture. The alcohols may be monohydric or polyhydric, e.g. methanol, ethanol, propanol, n-butanol, isobutanol, ethylene glycol or glycerine. Aromatic alcohols and phenols, e.g. phenol itself, may also be used. Specified compounds containing the -C(O)OH grouping are monobasic and polybasic aliphatic or aromatic saturated or unsaturated carboxylic acids, e.g. formic, acetic, benzoic, phthalic, terephthalic, acrylic and salicylic acids. The carboxylic acid may be present in solid or liquid form and is preferably added in an amount of about 1 to 5% of the amount of alcohol or phenol introduced. Ion-exchange resins containing free carboxyl groups may also be used, and carbon dioxide, the partial pressure of which should amount to 2 to 4% of the autoclave pressure, also effects a good ester formation in the presence of a small amount of water, especially when mercury iodide is used at the same time. Acrylic acid is especially effective particularly when preparing the methyl ester in the presence of mercury iodide or zinc or cadmium iodide. Suitable reaction temperatures are about 100 DEG to 250 DEG C. and the partial pressure of acetylene is preferably between 10 and 80 atmospheres. Examples are given for the production of n-butyl acrylate, isobutyl acrylate, ethyl acrylate, methyl acrylate and phenyl acrylate. |
priorityDate | 1956-12-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 81.