Investigation of Acrylated Alkyds

Four model alkyds were prepared to study the grafting mechanism of acrylic monomers, methyl methacrylate and butyl acrylate, onto alkyds. These model alkyds were prepared via a fatty acid process with stearic acid, oleic acid, linoleic acid or linolenic acid with phthalic anhydride and glycerol. Acrylated alkyds were synthesized by copolymerizing these model alkyds and acrylic monomers in the presence of benzoyl peroxide initiator. To elucidate the grafting sites, 2D gradient heteronuclear multiple quantum coherence Nuclear Magnetic Resonance (2D gHMQC NMR), 1H NMR, selective extraction, and gas chromatography were conducted to study each system. For the stearic alkyd model systems, evidence of grafting by hydrogen abstraction from glyceride unit was found. It was surmised that the acrylic macroradical combines with the glyceride radical to form the alkyd-acrylic copolymer. For the oleic alkyd model systems, the grafting site was primarily located at the double bond on the fatty acid chain. For the linoleic alkyd and linolenic alkyd model systems, the grafting reaction mainly occurs at the activated methylene groups on the fatty acid chain via hydrogen abstraction by primary radical attack. In this study, it was found that as long as there are non-conjugated double bonds available, the hydrogen abstraction from the diallylic group is the most favorable reaction. When diallylic hydrogens are not present, a preferred reaction pathway for a benzoyl peroxide radical is to add to a double bond. In a saturated alkyd model, the grafting will only occur at the glyceride unit via hydrogen abstraction.

Name thesis:degree_name

Master of Science

Level thesis:degree_level

masters

Discipline thesis:degree_discipline

Polymer Engineering

Grantor dc:publisher

University of Akron

Year dc:date

2013

Author dc:creator

• Wang, Qianhe

Contributors dc:contributor

• Soucek, Mark

• Polymers
• Chemical Engineering

Statement dc:rights

• unrestricted
• This thesis or dissertation is protected by copyright: all rights reserved. It may not be copied or redistributed beyond the terms of applicable copyright laws.

Language dc:language

English

Repository record dc:identifier

http://rave.ohiolink.edu/etdc/view?acc_num=akron1366047898

OAI identifier oai:identifier

oai:etd.ohiolink.edu:akron1366047898