Synthesis and evaluation of thermally-responsive coatings based upon Diels-Alder chemistry and renewable materials

被引：25

作者：

Amato, Dahlia N. ^{[1
]}

Strange, Gregory A. ^{[1
]}

Swanson, John P. ^{[1
]}

Chavez, Anton D. ^{[1
]}

Roy, Suzanne E. ^{[1
]}

Varney, Kim L. ^{[1
]}

Machado, Craig A. ^{[1
]}

Amato, Douglas V. ^{[1
]}

Costanzo, Philip J. ^{[1
]}

机构：

[1] Calif Polytech State Univ San Luis Obispo, Dept Chem & Biochem, San Luis Obispo, CA 93407 USA

来源：

POLYMER CHEMISTRY | 2014年 / 5卷 / 01期

基金：

美国国家科学基金会;

关键词：

SOYBEAN OIL;

D O I：

10.1039/c3py01024d

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

A soybean based coating with thermally responsive Diels-Alder linkages has been prepared following an automotive 2-component formulation. The resulting coatings displayed the capability to be healed following physical deformation by a thermal stimulus, and such a material has significant potential for end users. Various curing agents were employed, and resulted in variation of scratch resistance and re-healablity. Different thermally responsive soybean resins were synthesized to have varying amounts reversible and nonreversible linkages when incorporated into the coating. Additionally, different isocyanates were added at differing ratios of NCO : OH in search of the optimum coating. It was found through the analysis of rehealability, hardness, gloss, and adhesion that the optimal combination was an acetylated resin (no irreversible crosslinks) with 54% reversible Diels-Alder linkages at an NCO : OH ratio of 5 : 1 using isophorone diiscocyanate. Materials were evaluated via differential scanning calorimetry (DSC), scratch resistance, Koenig hardness, gloss measurements, and topographical analysis.

引用

页码：69 / 76

页数：8

共 27 条

[1] Linseed and soybean oil-based polyurethanes prepared via the non-isocyanate route and catalytic carbon dioxide conversion [J].

Baehr, Moritz ;

Muelhaupt, Rolf .

GREEN CHEMISTRY, 2012, 14 (02) :483-489

[2]

Carruthers W., 2013, Cycloaddition reactions in organic synthesis

[3] New thermally remendable highly cross-linked polymeric materials [J].

Chen, XX ;

Wudl, F ;

Mal, AK ;

Shen, HB ;

Nutt, SR .

MACROMOLECULES, 2003, 36 (06) :1802-1807

[4] Soybean Oil: Genetic Approaches for Modification of Functionality and Total Content [J].

Clemente, Tom E. ;

Cahoon, Edgar B. .

PLANT PHYSIOLOGY, 2009, 151 (03) :1030-1040

[5] Thermoresponsive, optically active films based on Diels-Alder chemistry [J].

Costanzo, Philip J. ;

Beyer, Frederick L. .

CHEMISTRY OF MATERIALS, 2007, 19 (25) :6168-6173

[6] Thermally driven assembly of nanoparticles in polymer matrices [J].

Costanzo, Philip J. ;

Beyer, Frederick L. .

MACROMOLECULES, 2007, 40 (11) :3996-4001

[7] Controlling dispersion and migration of particulate additives with block copolymers and Diels-Alder chemistry [J].

Costanzo, Philip J. ;

Demaree, J. Derek ;

Beyer, Frederick L. .

LANGMUIR, 2006, 22 (24) :10251-10257

[8] Controlling Surface Energy and Wetability with Diels-Alder Chemistry [J].

Dirlam, Philip T. ;

Strange, Gregory A. ;

Orlicki, Joshua A. ;

Wetzel, Eric D. ;

Costanzo, Philip J. .

LANGMUIR, 2010, 26 (06) :3942-3948

[9]

Fringuelli F., 1990, DIENES DIELS ALDER R

[10] Dynamic mechanical and thermal behavior of epoxy resins based on soybean oil [J].

Gerbase, AE ;

Petzhold, CL ;

Costa, APO .

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2002, 79 (08) :797-802

← 1 2 3 →