Synthesis and characterization of polyamides containing octadecanedioic acid: Nylon‐2,18, nylon‐3,18, nylon‐4,18, nylon‐6,18, nylon‐8,18, nylon‐9,18, and nylon‐12,18

Abstract

High-aliphatic-content linear nylons were produced with an 18-carbon diacid with diamines containing both odd and even methylene segments. The resulting polymers were characterized with viscosimetric, thermal, and spectroscopic techniques. Solid-state 15 N NMR was used to determine the nylon crystalline form present. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 936 -945, 2005

Unsaturated Polyamides from Bio‐Based Z‐octadec‐9‐enedioic Acid

“…This phenomenon has been described previously for several polyamides. [15,20,21] The crystallization temperatures recorded during heating (T C1 ) and cooling (T C2 ) processes are reported. The glass transition is characterized by large change in heat capacity (Dc p ) for polyamides containing rigid cyclic moieties while Dc p is much lower for aliphatic polyamides.…”

“…164 [13] 140 [13] Polyamide-6,18 47 [21] 197-199 [20,21] 178 [20] Polyamide-10,18 46 [21] 176 [21] Polyamide-DPX, 18 with respect to that of its saturated homolog (125 8C) [23] and assigned to the presence of a Z double bond, which induces a structural irregularity in the methylene chain of diacid unit. It is worth mentioning that the use of octadec-9-enedioic acid with E configuration would probably have induced an opposite effect by reducing chain flexibility, as can be extrapolated from the higher melting temperature of the polyamide obtained from 1,6-hexanediamine and E-oct-4-enedioic acid (259 8C) comparatively to that of the corresponding saturated polyamide, polyamide-6,8 (240 8C).…”

Synthesis of copolyamides containing octadecanedioic acid: An investigation of nylon 6/6,18 in various ratios

“…16 These nylons showed decreased moisture uptake and increased resistance to organic solvents compared with nylons with higher amide density. Similar behavior may develop in nylon 6 by incorporating nylon 6,18, and this report details the syntheses, solvent resistance, thermal properties, and both solution and solid-state nuclear magnetic resonance (NMR) spectroscopy of such copolymers.…”

Investigation of melting behaviors and crystallinity of linear polyamide with high‐aliphatic content

“…Amide density affects T m and, to some extent, T g . In the recent years, there have been several reports on nylons with low‐amide unit density 1–4. This is desirable to improve certain properties such as hydrophophobicity, solvent resistance, and processing conditions.…”

“…These long alkyl chain nylons have also been considered as compatibilizers between polyamides and polyolefins 5. Previous work by our group and others has emphasized synthesis and crystal structures of nylons with long alkyl chains 1, 6, 7. However, there have been no reports on the affect of crystallization conditions on melting behavior of long alkyl chain nylons.…”