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Synthesis and characterization of novel biobased polyester-imides from natural amino acids, as precursors of polyester-imide urethane coatings

Donk, Frank, van der (2021) Synthesis and characterization of novel biobased polyester-imides from natural amino acids, as precursors of polyester-imide urethane coatings. Master's Thesis / Essay, Chemical Engineering.

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Abstract

This thesis aims to show a way of synthesising a polyester-imide, which then is crosslinked with polyisocyanate in order to make polyester-imide urethane coatings, using amino acids and citric acid as a starting material for an imide-containing diethyl ester and using 1,3-propanediol as diol. This goal was achieved, as a properly crosslinked bio-based polyester-imide urethane coating was created using glycine and citric acid as a starting material. Based on previously published work, different amino acids were converted into cyclic di-acid imides, by reacting the amino acids with citric acid. After the imide formation the cyclic di-acid imides were esterified, as the cyclic imide will not survive the harsh reaction conditions of esterification condensation polymerization. The cyclic imide is polymerized via transesterification polymerization with 1,3-propanediol, which provided a low molecular weight polyester. In order to improve the molecular weight the polymerization was optimized. This significantly increased the molecular weight and precipitation yield. After the polymerization, the polyester-imide was crosslinked using a trifunctional isocyanate. Different crosslinking tests showed a properly crosslinked polyester-imide urethane, as the crosslinker reacted with the primary hydroxyl end-groups and probably also with the tertiary hydroxyl groups of the repeating units. The polyester-imide urethane coating, showed a poor chemical and scratch resistance.

Item Type: Thesis (Master's Thesis / Essay)
Supervisor name: Raffa, P. and Koning, C.E.
Degree programme: Chemical Engineering
Thesis type: Master's Thesis / Essay
Language: English
Date Deposited: 10 Jun 2021 14:41
Last Modified: 10 Jun 2021 14:41
URI: https://fse.studenttheses.ub.rug.nl/id/eprint/24530

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