http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-757812-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_653f5c196338bcb4c8f94debd09cdaad |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-21 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-74 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C47-21 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C45-74 |
filingDate | 1954-02-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1956-09-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-757812-A |
titleOfInvention | Improvements in production of alpha, beta-unsaturated aldehydes |
abstract | Straight - chain a ,b - unsaturated aldehydes having 4, 6 or 8 carbon atoms are prepared by the condensation of acetaldehyde or a mixture of acetaldehyde and crotonaldehyde at a temperature within the range from 20 DEG C. to 185 DEG C. in the presence of a non-alkaline condensation catalyst and a mutual solvent for the acetaldehyde, or mixture of acetaldehyde and crotonaldehyde, and catalyst, the catalyst comprising a mixture of or a reaction product of (1) a primary or secondary amine or ammonia; and (2) phosphoric or phosphorous acid, characterized in that the catalyst contains from 0.2 mol. to 2 mols. of the amine or ammonia per mol. of the acid present therein, and in that the catalyst is miscible in the mutual solvent to form a solution having a pH of not more than 7. A catalyst concentration of 0.4 per cent to 2.5 per cent by weight based on the acetaldehyde is suitable. Amines suitable for making the catalysts are primary and secondary amines such as ethylamine, butylamine, diethylamine, di-isopropylamine, di-(2-ethylhexyl)amine, N-isopropylbutylamine, dicyclohexylamine, and dibenzylamine; aminoalkanols such as diethanolamine, di - isopropanolamine and 2-aminoethylethanolamine, heterocyclic mono-and di-amines, such as morpholine, 2,5-dimethylmorpholine, piperidine, 2 - methyl - 5 - ethylpiperidine, pyrrolidine, piperazine, and 2,5-dimethylpiperazine; and alkylenediamines such as dibutyl ethylenediamine and N,N-bis(a -methylbenzyl)-ethylenediamine. The catalyst may be pre-formed by mixing the amine and phosphoric or phosphorus acid or the components may be added separately. The said mutual solvent may be water, in an amount of from 7-40 per cent by weight of the acetaldehyde, or a lower alkanol. The reaction may take place under atmospheric pressure or under superatmospheric pressures of up to 500 pounds p.s.i.g. The time of reaction may range from less than 10 minutes at 150 DEG C. up to 24 hours at 20 DEG C. Detailed examples are given of the condensation of acetaldehyde, or acetaldehyde and crotonaldehyde in the presence of aminephosphoric acid catalysts to yield predominantly crotonaldehyde and sorbaldehyde with minor amounts of C8 and C10 aldehydes.ALSO:Catalysts used for aldehyde condensation comprise a mixture or reaction product of (1) a primary or secondary amine or ammonia and (2) phosphoric or phosphorus acid in proportions ranging from 0.2 mol to 2 mols of the amine or ammonia per mol of the acid present therein, which is miscible with a solvent for the reactants to form a solution having a pH of not more than 7. Suitable primary and secondary amines, aminoalkanols, heterocyclic mono and diamines and alkylene-diamines are mentioned. The catalyst may be preformed as a mixture of the amine and phosphoric or phosphorus acid, or the amine and acid may be fed separately into the reactor. Many examples of the catalysts are given. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-100344598-C |
priorityDate | 1953-03-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 67.