Studies of multiple-chain alkylaminomethyl p-cyanophenol derivatives for Langmuir–Blodgett films

✍ Scribed by K. A. Longstaff; D. A. Leigh; R. W. Munn

• Book ID: 101276378
• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 233 KB
• Volume: 7
• Category: Article
• ISSN: 1616-301X
• DOI: 10.1002/(sici)1099-0712(199711/12)7:6<295::aid-amo318>3.0.co;2-w

✦ Synopsis

Langmuir films and Langmuir-Blodgett deposition have been studied for 2,6-dioctadecylaminomethyl-4-cyanophenol (CPR 2 R 2 ) and 2-dioctadecyl-aminomethyl-4-cyanophenol (CPR 2 ). Stable Langmuir films were obtainable for both compounds at high pH, but only for CPR 2 R 2 at low pH. Molecular modelling and semiempirical MNDO calculations suggest that high pH favours stability by disrupting intramolecular hydrogen bonding. X-ray diffraction on Y-type Langmuir-Blodgett films deposited on hydrophobic glass substrates gives layer spacings of about 56 A ˚for both compounds, indicating that the alkyl chains orient perpendicular to the substrate. Modelling and MNDO calculations suggest that analogous compounds with a single octadecyl chain on nitrogen could be stable at both low and high pH. *