Hydrogen Bonding Interaction between Methyl Methacrylate and Alcohols

Abstract

FTIR Spectroscopy / Alcohols / Hydrogen BondingThe hydrogen bonding between methyl methacrylate and primary, secondary and tertiary alcohols has been studied by using FTIR spectroscopic method. The most likely association complex between alcohol and methyl methacrylate is 1 : 1 stoichiometric complex through the hydroxyl group of alcohol and the carbonyl group of methyl methacrylate. The formation constant of the 1 : 1 complexes has been calculated using Nash method. It appears that the primary alcohols have larger formation constant than the secondary and tertiary alcohols. The results show that the proton donating power of the alcohols decreases in the order primary > secondary > tertiary and the association constant increases with the increase in carbon chain of the alkyl group of alcohols.

FTIR and dielectric studies of molecular interaction between alkyl methacrylates and primary alcohols

“…The K and DG 0 values for 1-propanol with all the proton acceptors are found to be smaller than that for 1-butanol, 1-pentanol, 1-heptanol, 1-octanol and 1-decanol with the same acceptors, which reveal that the proton donating ability of 1-propanol is less than that of 1-butanol, 1-pentanol, 1-heptanol, 1-octanol and 1-decanol, or 1-decanol have the greater proton donating ability than that of all other alcohols studied [4,5]. This is because of steric hindrance, it is likely that 1-decanol will have a greater possibility of complex formation due to head-tail linkage, whereas for 1-propanol, the tendency is weakened due to switching mechanism prevalent in the system [4,5,11].…”

“…This observation indicates the formation of 1:1 complex between free hydroxyl group of alcohol and carbonyl group of acrylic ester (i.e.) (O-H Á Á Á Á OQC) [4][5][6][7][8][9][10][11][12].…”

Relaxation Study of N-Submitted Amides with Alcohol Mixtures by Time Domain Reflectometry

“…There are many studies of the dielectric behaviour of alcohol mixture with structure breaking and structure making [5][6][7][8][9][10][11] . Sivagurunathan et al [12][13][14][15][16] has investigated the complex formation of alkyl methacrylates with proton donors (primary alcohols) in non-polar solvents at 298 K using FTIR spectroscopic method. The complex formation has been interpreted in terms of the association equilibrium constant.…”

Dielectric relaxation study of ethyl acrylate-alcohol mixtures using time domain reflectometry

“…Chaudari and Mehrotra [8] reported the dielectric parameters for pyridine-alcohol mixtures using TDR. Recently, our research group [9][10][11][12][13][14][15][16][17][18] has investigated the complex formation of alkyl methacrylates with proton donors (primary alcohols) in non-polar solvents at 298 K using Fourier transform infrared (FTIR) spectroscopic method. The complex formation has been interpreted in terms of the association equilibrium constant.…”