Synthesis and Thermal Property of Linear Chloromethylated Polystyrene

Abstract

Polystyrene (PS) was synthesized by emulsion polymerization. 1,4-bis(chloromethoxy)butane (BCMB) was synthesized using 1,4-butanediol, formaldehyde and phosphorus trichloride as raw material. The linear poly(p-chloromethyl styrene) (PS-Meyl-Cl) was prepared high effectively using BCMB and anhydrous aluminium trichloride as the chloromethylation reagent and catalyst, respectively. In this method, carcinogenic compound (chloromethyl ether etc.) was avoided. The resultant polymers were characterized by gel permeation chromatography (GPC), Fourier transform infrared spectrometer (FTIR) and thermogravimetric analyzer. The results show that the molecular weight (Mw) of PS is big. BCMB has been prepared because of the strong absorption band observed at 1130cm-1 (due to C-O-C bond stretching vibration) and two new bands at 640 and 1315cm-1 (due to the bending vibration of C-Cl bond and stretching vibration of C-H bond in -CH2Cl, respectively). Chloromethyl groups were introduced into benzene ring of PS because of the appearance of the absorption peaks at 676 and 1419cm-1 (due to the bending vibration of C-Cl bond and stretching vibration of C-H bond in -CH2Cl, respectively) in the FTIR spectra. The thermal stability of PS-Meyl-Cl was decreased with increasing chloromethyl group. Moreover, there are two decomposing stages. The reaction condition is gentle and the operation is safe, simple and economical.

Thermal properties of novel polymers based on poly(hydantoin-methyl-p-styrene) and their substrates

“…Thermal degradation of chloromethylated PS (7), used as reference, occurs in two stages, which is in accordance to other data published by Zhao et al [21]. These authors found also two steps of thermal decomposition for this polymer; moreover, they proved that its thermal stability decreased with increasing content of chloromethyl groups.…”

“…It was found that in the case of other para-substituted polystyrenes also monomer is usually the main degradation product, however, the composition of other minor formed compounds is very complex [21][22][23][24][25]. The course of thermal degradation is dependent on the kind and amount of substituents.…”

Effect of Functional Group Density of Anion Exchange Resins on Removal of p-Toluene Sulfonic Acid from Aqueous Solution

“…Figure 2 represents the FT-IR spectra of the prepared resins and CMPS. In the CMPS spectra, the strong absorption peak at 673 cm −1 indicated that the CMPS contained quite a few C-Cl groups [31]. However, after amination reaction, this band gradually weakened or disappeared with the increase of the functional group densities of resins, which suggested that the chlorine methyl was involved in Figure 2 represents the FT-IR spectra of the prepared resins and CMPS.…”

“…However, after amination reaction, this band gradually weakened or disappeared with the increase of the functional group densities of resins, which suggested that the chlorine methyl was involved in Figure 2 represents the FT-IR spectra of the prepared resins and CMPS. In the CMPS spectra, the strong absorption peak at 673 cm −1 indicated that the CMPS contained quite a few C-Cl groups [31]. However, after amination reaction, this band gradually weakened or disappeared with the increase of the functional group densities of resins, which suggested that the chlorine methyl was involved in the reaction.…”