Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings

An aqueous biopolymer dispersion coating system was synthesized utilizing softwood kraft lignin and a long chain organic acid. The chemical treatment of lignin was a two-step procedure, which first consisted of hydroxyethylation of the phenolic groups on lignin utilizing ethylene carbonate and an al...

Full description

Bibliographic Details
Main Authors: Qi Hua, Li-Yang Liu, Muzaffer A Karaaslan, Scott Renneckar
Format: Article
Language:English
Published: Frontiers Media S.A. 2019-07-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2019.00515/full
_version_ 1818439412773552128
author Qi Hua
Li-Yang Liu
Muzaffer A Karaaslan
Scott Renneckar
author_facet Qi Hua
Li-Yang Liu
Muzaffer A Karaaslan
Scott Renneckar
author_sort Qi Hua
collection DOAJ
description An aqueous biopolymer dispersion coating system was synthesized utilizing softwood kraft lignin and a long chain organic acid. The chemical treatment of lignin was a two-step procedure, which first consisted of hydroxyethylation of the phenolic groups on lignin utilizing ethylene carbonate and an alkaline catalyst. This first step resulted in the lignin containing more than 80% aliphatic hydroxyl functionality (1H NMR). Following this step, oleic acid was reacted with hydoxyethyl lignin in order to form ester derivatives. With nearly a total reduction in absorbance in the hydroxyl stretching region, FT-IR analysis showed the majority of the hydroxyl groups was esterified forming an ethyl oleate derivative. Semi-quantitative 13C NMR analysis of the lignin revealed 88% substitution of the lignin hydroxyl groups. This derivative was soluble in organic solvent such as toluene and tetrahydrofuran. Solutions of lignin derivatives were slowly precipitated through dialysis, resulting in a stable dispersion of lignin microparticles in distilled water. The 1–2 μm average diameter size of the precipitated particles was found with dynamic light scattering of the suspensions. Spray and spin coating were used to apply the lignin derivative dispersion to different surfaces. For both coating methods, the lignin-based particles enhanced the hydrophobicity of all the substrates tested, resulting in increased water contact angles for glass, kraft pulp sheets and solid wood. Benign reagents involved in the coating synthesis utilized natural compounds that are known to repel water in nature. Combined with the avoidance of volatile organic solvents during application, this process provided a low environmental footprint solution for synthesis of hydrophobic coatings.
first_indexed 2024-12-14T17:56:03Z
format Article
id doaj.art-745b2c87a5fa48f98d1f6655a74a0430
institution Directory Open Access Journal
issn 2296-2646
language English
last_indexed 2024-12-14T17:56:03Z
publishDate 2019-07-01
publisher Frontiers Media S.A.
record_format Article
series Frontiers in Chemistry
spelling doaj.art-745b2c87a5fa48f98d1f6655a74a04302022-12-21T22:52:32ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-07-01710.3389/fchem.2019.00515467139Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic CoatingsQi HuaLi-Yang LiuMuzaffer A KaraaslanScott RenneckarAn aqueous biopolymer dispersion coating system was synthesized utilizing softwood kraft lignin and a long chain organic acid. The chemical treatment of lignin was a two-step procedure, which first consisted of hydroxyethylation of the phenolic groups on lignin utilizing ethylene carbonate and an alkaline catalyst. This first step resulted in the lignin containing more than 80% aliphatic hydroxyl functionality (1H NMR). Following this step, oleic acid was reacted with hydoxyethyl lignin in order to form ester derivatives. With nearly a total reduction in absorbance in the hydroxyl stretching region, FT-IR analysis showed the majority of the hydroxyl groups was esterified forming an ethyl oleate derivative. Semi-quantitative 13C NMR analysis of the lignin revealed 88% substitution of the lignin hydroxyl groups. This derivative was soluble in organic solvent such as toluene and tetrahydrofuran. Solutions of lignin derivatives were slowly precipitated through dialysis, resulting in a stable dispersion of lignin microparticles in distilled water. The 1–2 μm average diameter size of the precipitated particles was found with dynamic light scattering of the suspensions. Spray and spin coating were used to apply the lignin derivative dispersion to different surfaces. For both coating methods, the lignin-based particles enhanced the hydrophobicity of all the substrates tested, resulting in increased water contact angles for glass, kraft pulp sheets and solid wood. Benign reagents involved in the coating synthesis utilized natural compounds that are known to repel water in nature. Combined with the avoidance of volatile organic solvents during application, this process provided a low environmental footprint solution for synthesis of hydrophobic coatings.https://www.frontiersin.org/article/10.3389/fchem.2019.00515/fullhydrophobic materialslignincoatingorganic acidsustainablemicroparticles
spellingShingle Qi Hua
Li-Yang Liu
Muzaffer A Karaaslan
Scott Renneckar
Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
Frontiers in Chemistry
hydrophobic materials
lignin
coating
organic acid
sustainable
microparticles
title Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
title_full Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
title_fullStr Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
title_full_unstemmed Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
title_short Aqueous Dispersions of Esterified Lignin Particles for Hydrophobic Coatings
title_sort aqueous dispersions of esterified lignin particles for hydrophobic coatings
topic hydrophobic materials
lignin
coating
organic acid
sustainable
microparticles
url https://www.frontiersin.org/article/10.3389/fchem.2019.00515/full
work_keys_str_mv AT qihua aqueousdispersionsofesterifiedligninparticlesforhydrophobiccoatings
AT liyangliu aqueousdispersionsofesterifiedligninparticlesforhydrophobiccoatings
AT muzafferakaraaslan aqueousdispersionsofesterifiedligninparticlesforhydrophobiccoatings
AT scottrenneckar aqueousdispersionsofesterifiedligninparticlesforhydrophobiccoatings