Application of butane-1,4-diyl bis(2-mercaptoacetate) as dithiol prepolymer for preparation of polythiourethane and clay-based nanocomposites

Abstract

In this work, we have synthesized butane-1,4-diyl bis(2-mercaptoacetate) (BBMA) as dithiol compound via esterification of 1,4-butanediol and thioglycolic acid. Fourier-transform infrared (FT-IR) and proton and carbon nuclear magnetic resonance (¹H NMR and ¹³C NMR) spectroscopies were used to prove the success of the synthesis process. BBMA as a prepolymer has been reacted with 4,4'-diphenylmethane diisocyanate (MDI) to prepare neat poly(thiourethane) (PTU). Moreover, Cloisite 30B (1–5 wt.%) has been used to prepare clay/poly(thiourethane) nanocomposites. Finally, the effect of Cloisite 30B content on structural, thermophysical, and thermal properties of nanocomposites has been investigated. Results showed that PTU0 as a neat polythiourethane had an amorphous structure with good thermal stability whereas its glass transition temperature was < 0°C. The incorporation of Cloisite 30B into PTU resulted in a significant improvement of thermal stability, whereas it elevated crystallinity and thermophysical properties up to 2 wt.%.

GRAPHICAL ABSTRACT

KEYWORDS:

• Dithiol prepolymer
• polythiourethane
• Cloisite 30B
• nanocomposite

Disclosure statement

No potential conflict of interest was reported by the author(s).

Data availability

The datasets generated and/or analyzed during the current study are not publicly available at this time as the data form part of an ongoing study. However, the datasets are available from the corresponding author (Mehdi Salami-Kalajahi, [email protected]) on reasonable request.

Supporting information: Materials; Instrumental Analysis; FT-IR spectra; ¹H NMR spectra; ¹³C NMR spectra

CRediT author statement

Amin Pirayesh: Validation, Formal Analysis, Investigation, Writing – Original Draft, Visualization. Nazanin Qolizade: Validation, Resources, Investigation. Saeid Talebi: Resources, Supervision, Writing – Review & Editing, Visualization. Mehdi Salami-Kalajahi: Validation, Resources, Visualization, Writing – Review & Editing, Supervision, Funding Acquisition.