Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks

Xi Chu; John J. La Scala; Giuseppe R. Palmese

Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks

Xi Chu, John J. La Scala, Giuseppe R. Palmese

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

Abstract

The Michael addition reaction of (meth)acrylates with amines can be used for the preparation of thermosets for coating applications because its fast reaction kinetics allow for rapid curing at low temperatures. Furan-based building blocks have been investigated as alternatives to incumbent phenolic systems and were found to possess good mechanical and barrier properties. Multifunctional furan-based amine cross-linkers and isosorbide methacrylate (IM) were used to create thermosets utilizing the Michael addition reaction. The system can be cured at low temperatures in a relatively short period of time while yielding good thermal and mechanical properties due to high functionality of the amine cross-linkers and the high reactivity of IM. In this investigation, the new systems’ cure behavior of these new systems was investigated using spectroscopic techniques. The relative reactivity of primary and secondary amines was evaluated and formulations with IM conversion greater than 90% were obtained.

Original language	English (US)
Title of host publication	SAMPE Conference and Exhibition
Editors	Kevin Ahlstrom, Jacob Preston Anderson, Scott Beckwith, Andrew Craig Becnel, Paul Joseph Biermann, Matt Buchholz, Elizabeth Cates, Brian Gardner, Jim Harris, Michael J. Knight, German Reyes-Villanueva, Stephen E. Scarborough, Phil Sears, James Thomas, Erik T. Thostenson
Publisher	Soc. for the Advancement of Material and Process Engineering
ISBN (Electronic)	9781934551301
State	Published - 2019
Externally published	Yes
Event	SAMPE 2019 Conference and Exhibition - Charlotte, United States Duration: May 20 2019 → May 23 2019

Publication series

Name	International SAMPE Technical Conference
Volume	2019-May

Conference

Conference	SAMPE 2019 Conference and Exhibition
Country/Territory	United States
City	Charlotte
Period	5/20/19 → 5/23/19

All Science Journal Classification (ASJC) codes

General Materials Science
Mechanics of Materials
Mechanical Engineering

Cite this

Chu, X., La Scala, J. J., & Palmese, G. R. (2019). Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks. In K. Ahlstrom, J. P. Anderson, S. Beckwith, A. C. Becnel, P. J. Biermann, M. Buchholz, E. Cates, B. Gardner, J. Harris, M. J. Knight, G. Reyes-Villanueva, S. E. Scarborough, P. Sears, J. Thomas, & E. T. Thostenson (Eds.), SAMPE Conference and Exhibition (International SAMPE Technical Conference; Vol. 2019-May). Soc. for the Advancement of Material and Process Engineering.

Chu, Xi ; La Scala, John J. ; Palmese, Giuseppe R. / Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks. SAMPE Conference and Exhibition. editor / Kevin Ahlstrom ; Jacob Preston Anderson ; Scott Beckwith ; Andrew Craig Becnel ; Paul Joseph Biermann ; Matt Buchholz ; Elizabeth Cates ; Brian Gardner ; Jim Harris ; Michael J. Knight ; German Reyes-Villanueva ; Stephen E. Scarborough ; Phil Sears ; James Thomas ; Erik T. Thostenson. Soc. for the Advancement of Material and Process Engineering, 2019. (International SAMPE Technical Conference).

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title = "Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks",

abstract = "The Michael addition reaction of (meth)acrylates with amines can be used for the preparation of thermosets for coating applications because its fast reaction kinetics allow for rapid curing at low temperatures. Furan-based building blocks have been investigated as alternatives to incumbent phenolic systems and were found to possess good mechanical and barrier properties. Multifunctional furan-based amine cross-linkers and isosorbide methacrylate (IM) were used to create thermosets utilizing the Michael addition reaction. The system can be cured at low temperatures in a relatively short period of time while yielding good thermal and mechanical properties due to high functionality of the amine cross-linkers and the high reactivity of IM. In this investigation, the new systems{\textquoteright} cure behavior of these new systems was investigated using spectroscopic techniques. The relative reactivity of primary and secondary amines was evaluated and formulations with IM conversion greater than 90% were obtained.",

author = "Xi Chu and {La Scala}, {John J.} and Palmese, {Giuseppe R.}",

note = "Publisher Copyright: Copyright 2019. Used by the Society of the Advancement of Material and Process Engineering with permission.; SAMPE 2019 Conference and Exhibition ; Conference date: 20-05-2019 Through 23-05-2019",

year = "2019",

language = "English (US)",

series = "International SAMPE Technical Conference",

publisher = "Soc. for the Advancement of Material and Process Engineering",

editor = "Kevin Ahlstrom and Anderson, {Jacob Preston} and Scott Beckwith and Becnel, {Andrew Craig} and Biermann, {Paul Joseph} and Matt Buchholz and Elizabeth Cates and Brian Gardner and Jim Harris and Knight, {Michael J.} and German Reyes-Villanueva and Scarborough, {Stephen E.} and Phil Sears and James Thomas and Thostenson, {Erik T.}",

booktitle = "SAMPE Conference and Exhibition",

address = "United States",

}

Chu, X, La Scala, JJ & Palmese, GR 2019, Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks. in K Ahlstrom, JP Anderson, S Beckwith, AC Becnel, PJ Biermann, M Buchholz, E Cates, B Gardner, J Harris, MJ Knight, G Reyes-Villanueva, SE Scarborough, P Sears, J Thomas & ET Thostenson (eds), SAMPE Conference and Exhibition. International SAMPE Technical Conference, vol. 2019-May, Soc. for the Advancement of Material and Process Engineering, SAMPE 2019 Conference and Exhibition, Charlotte, United States, 5/20/19.

Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks. / Chu, Xi; La Scala, John J.; Palmese, Giuseppe R.
SAMPE Conference and Exhibition. ed. / Kevin Ahlstrom; Jacob Preston Anderson; Scott Beckwith; Andrew Craig Becnel; Paul Joseph Biermann; Matt Buchholz; Elizabeth Cates; Brian Gardner; Jim Harris; Michael J. Knight; German Reyes-Villanueva; Stephen E. Scarborough; Phil Sears; James Thomas; Erik T. Thostenson. Soc. for the Advancement of Material and Process Engineering, 2019. (International SAMPE Technical Conference; Vol. 2019-May).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

TY - GEN

T1 - Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks

AU - Chu, Xi

AU - La Scala, John J.

AU - Palmese, Giuseppe R.

PY - 2019

Y1 - 2019

N2 - The Michael addition reaction of (meth)acrylates with amines can be used for the preparation of thermosets for coating applications because its fast reaction kinetics allow for rapid curing at low temperatures. Furan-based building blocks have been investigated as alternatives to incumbent phenolic systems and were found to possess good mechanical and barrier properties. Multifunctional furan-based amine cross-linkers and isosorbide methacrylate (IM) were used to create thermosets utilizing the Michael addition reaction. The system can be cured at low temperatures in a relatively short period of time while yielding good thermal and mechanical properties due to high functionality of the amine cross-linkers and the high reactivity of IM. In this investigation, the new systems’ cure behavior of these new systems was investigated using spectroscopic techniques. The relative reactivity of primary and secondary amines was evaluated and formulations with IM conversion greater than 90% were obtained.

AB - The Michael addition reaction of (meth)acrylates with amines can be used for the preparation of thermosets for coating applications because its fast reaction kinetics allow for rapid curing at low temperatures. Furan-based building blocks have been investigated as alternatives to incumbent phenolic systems and were found to possess good mechanical and barrier properties. Multifunctional furan-based amine cross-linkers and isosorbide methacrylate (IM) were used to create thermosets utilizing the Michael addition reaction. The system can be cured at low temperatures in a relatively short period of time while yielding good thermal and mechanical properties due to high functionality of the amine cross-linkers and the high reactivity of IM. In this investigation, the new systems’ cure behavior of these new systems was investigated using spectroscopic techniques. The relative reactivity of primary and secondary amines was evaluated and formulations with IM conversion greater than 90% were obtained.

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M3 - Conference contribution

AN - SCOPUS:85068800308

T3 - International SAMPE Technical Conference

BT - SAMPE Conference and Exhibition

A2 - Ahlstrom, Kevin

A2 - Anderson, Jacob Preston

A2 - Beckwith, Scott

A2 - Becnel, Andrew Craig

A2 - Biermann, Paul Joseph

A2 - Buchholz, Matt

A2 - Cates, Elizabeth

A2 - Gardner, Brian

A2 - Harris, Jim

A2 - Knight, Michael J.

A2 - Reyes-Villanueva, German

A2 - Scarborough, Stephen E.

A2 - Sears, Phil

A2 - Thomas, James

A2 - Thostenson, Erik T.

PB - Soc. for the Advancement of Material and Process Engineering

T2 - SAMPE 2019 Conference and Exhibition

Y2 - 20 May 2019 through 23 May 2019

ER -

Chu X, La Scala JJ, Palmese GR. Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks. In Ahlstrom K, Anderson JP, Beckwith S, Becnel AC, Biermann PJ, Buchholz M, Cates E, Gardner B, Harris J, Knight MJ, Reyes-Villanueva G, Scarborough SE, Sears P, Thomas J, Thostenson ET, editors, SAMPE Conference and Exhibition. Soc. for the Advancement of Material and Process Engineering. 2019. (International SAMPE Technical Conference).

Bio-based thermosets prepared using michael addition of furan and isosorbide building blocks

Abstract

Publication series

Conference

All Science Journal Classification (ASJC) codes

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