ISSN:
0449-296X
Keywords:
Physics
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
cis- and trans-1-Ethoxy-1,3-butadienes were polymerized by a variety of cationic agents in various solvents at -78°C. The trans ether, which is the more stable isomer, was found to have greater polymerizability than the cis ether. The trans monomer gave polymers predominantly of the trans-1,4 type, whereas the cis monomer showed a tendency toward the formation of polymers having the microstructure of the 1,2 type. It was concluded that, in the cis ether, the carbon atom which is the most vulnerable to the attack of carbonium ions is the one at the 2-position, whereas, in the case of the trans isomer, the terminal 4-carbon is the most reactive center. The conclusion was confirmed from the results of acetal addition reaction catalyzed by boron trifluoride etherate. The marked contrast in the mode of reaction of the two isomeric ethers toward carbonium ions was interpreted in terms of the difference in the degree of bonding in the transition state.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pol.1971.150090115
