Vinyl Ether Carboxylic Acid
Vinyl allylic aryl benzylic n h h o h o oh nh2 o sh ch3 o oh h2 n oh oh o h o oh2 above 50 7 2 to 3 2 to 3 4 5 9 10 10 10 16 18 18 20 25.
Vinyl ether carboxylic acid. The other carboxylic acids and vinyl ethers were commercially avail able and they were used as received. Most of blocked carboxylic acids obtained were liquid. Mechanistic studies revealed the production of the adduct of the vinyl ether with. Tan 2 yl acetic acid 12 were prepared from the corre sponding ketones as previously reported 1 5.
The facile general acid catalyzed conversion of 2 ethoxy 1 cyclopentene 1 carboxylic acid to cyclopentanone. 1 2 4 trimellitic acid is rigid white crystal with high melting point and cannot be solved by organic solvent. 2 3 esteri cation of 3 hydroxy acids with vinyl ether the typical procedure is as follow s entry 11 in table 5. Polycarboxylic acids were esterified with alkyl vinyl ethers to obtain blocked carboxylic acids having the hemiacetal esters moieties.
Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed expired fee related application number us07 507 349 inventor walter r. Carboxylic acids without the need for derivatives or scavengers would be preferred for the synthesis of vinyl ether functional esters. 22 23 esterification of bis mpa with 2 chloroethyl vinyl ether followed by cyclization using ethyl chloroformate yielded cyclic carbonate monomer. Vinyl acetate undergoes transesterification giving access to vinyl ethers.
A vinyl ether functionalized cyclic carbonate monomer 5 methyl 5 2 vinyloxy ethyl oxycarbonyl 1 3 dioxan 2 one mvec 2 was synthesized by a well established two step procedure from bis mpa. This would for example allow for fatty acids or other carboxylic acids to be used which can make the vinyl ether monomers more bio based 14 15 in this work we present a novel method that can be used to. Vinyl ethers are attractive alternatives to meth acrylates due to low allergenic hazards low toxicity and fast polymerization. Table 1 shows the properties of polycarboxylic acids before and after blocking.
In the present study vinyl ether alcohols and functional carboxylic acids were used to synthesize bifunctional vinyl ether esters using the immobilized enzyme candida antarctica lipase b as a catalyst. The alkene also undergoes diels alder and 2 2 cycloadditions. Acetic acid adds in the presence of palladium catalysts to give ethylidene diacetate ch 3 ch oac 2. Acid vinyl ether poly carboxylic acid prior art date 1990 04 10 legal status the legal status is an assumption and is not a legal conclusion.
Protonated alcohol or ether pka 2 to 3 h2 35 3. Ammonium ion pka. It undergoes transesterification with a variety of carboxylic acids.