Cyclic carbonates as building blocks for non-isocyanate polyurethanes

Soilikki Kotanen; Tom Wirtanen; Riitta Mahlberg; Adina Anghelescu-Hakala; Tapani Harjunalanen; Pia Willberg-Keyrilainen; Timo Laaksonen; Essi Sarlin

doi:10.1002/app.53964

Cyclic carbonates as building blocks for non-isocyanate polyurethanes

Soilikki Kotanen^*
, Tom Wirtanen
, Riitta Mahlberg
, Adina Anghelescu-Hakala
, Tapani Harjunalanen
, Pia Willberg-Keyrilainen
, Timo Laaksonen
, Essi Sarlin

^*Tämän työn vastaava kirjoittaja

Tutkimustuotos: Artikkeli › Tieteellinen › vertaisarvioitu

14 Sitaatiot (Scopus)

60 Lataukset (Pure)

Abstrakti

Three different cyclic carbonates (ethylene, propylene, and butylene carbonate) that can be derived from CO₂ were successfully polymerized with hexamethylenediamine to form non-isocyanate polyurethanes (NIPUs) via self-polycondensation route without the use of harmful di-isocyanates. Three different catalysts were compared for their performance in self-polycondensation. Increasing the side chain length in cyclic carbonate increased the amount of urea side reaction and decreased the solubility of the final product. The increased amount of urea lead to a more thermoset behavior as the melting and decomposition took place simultaneously. Furthermore, the extent of urea side reaction and melting behavior were adjustable with the selection of the catalyst or polymerization parameters. With ethylene and propylene carbonate based precursors, it was possible to obtain promising melting temperatures and lap shear strength for the NIPUs when optimized polymerization parameters and catalyst were used.

Alkuperäiskieli	Englanti
Artikkeli	e53964
Julkaisu	Journal of Applied Polymer Science
Vuosikerta	140
Numero	24
DOI - pysyväislinkit	https://doi.org/10.1002/app.53964
Tila	Julkaistu - 2023
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Rahoitus

The authors would like to thank Päivi Jokinen from Kiilto Oy for her support with the experiments, Atte Mikkelson from VTT for SEC analysis and Riina Paalijärvi and Antti Pasanen from VTT for TGA analysis. The work was carried out in parallel with the BECCU research project coordinated by the VTT Technical Research Centre of Finland Ltd. with main funding from Business Finland (Funding decision number 3834/31/2019).

Julkaisufoorumi-taso

Jufo-taso 1

!!ASJC Scopus subject areas

Yleinen kemia
Surfaces, Coatings and Films
Polymers and Plastics
Materials Chemistry

Pääsy asiakirjaan

10.1002/app.53964

Revised Manuscript_Kotanen et al-TL
This publication is copyrighted. You may download, display and print it for Your own personal use. Commercial use is prohibited
Accepted author manuscript, 671 KBLisenssi: Unspecified

https://urn.fi/URN:NBN:fi:tuni-202308157594Lisenssi: Unspecified

Siteeraa tätä

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title = "Cyclic carbonates as building blocks for non-isocyanate polyurethanes",

abstract = "Three different cyclic carbonates (ethylene, propylene, and butylene carbonate) that can be derived from CO2 were successfully polymerized with hexamethylenediamine to form non-isocyanate polyurethanes (NIPUs) via self-polycondensation route without the use of harmful di-isocyanates. Three different catalysts were compared for their performance in self-polycondensation. Increasing the side chain length in cyclic carbonate increased the amount of urea side reaction and decreased the solubility of the final product. The increased amount of urea lead to a more thermoset behavior as the melting and decomposition took place simultaneously. Furthermore, the extent of urea side reaction and melting behavior were adjustable with the selection of the catalyst or polymerization parameters. With ethylene and propylene carbonate based precursors, it was possible to obtain promising melting temperatures and lap shear strength for the NIPUs when optimized polymerization parameters and catalyst were used.",

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author = "Soilikki Kotanen and Tom Wirtanen and Riitta Mahlberg and Adina Anghelescu-Hakala and Tapani Harjunalanen and Pia Willberg-Keyrilainen and Timo Laaksonen and Essi Sarlin",

note = "Funding Information: The authors would like to thank P{\"a}ivi Jokinen from Kiilto Oy for her support with the experiments, Atte Mikkelson from VTT for SEC analysis and Riina Paalij{\"a}rvi and Antti Pasanen from VTT for TGA analysis. The work was carried out in parallel with the BECCU research project coordinated by the VTT Technical Research Centre of Finland Ltd. with main funding from Business Finland (Funding decision number 3834/31/2019). Publisher Copyright: {\textcopyright} 2023 Wiley Periodicals LLC.",

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T1 - Cyclic carbonates as building blocks for non-isocyanate polyurethanes

AU - Kotanen, Soilikki

AU - Wirtanen, Tom

AU - Mahlberg, Riitta

AU - Anghelescu-Hakala, Adina

AU - Harjunalanen, Tapani

AU - Willberg-Keyrilainen, Pia

AU - Laaksonen, Timo

AU - Sarlin, Essi

N1 - Funding Information: The authors would like to thank Päivi Jokinen from Kiilto Oy for her support with the experiments, Atte Mikkelson from VTT for SEC analysis and Riina Paalijärvi and Antti Pasanen from VTT for TGA analysis. The work was carried out in parallel with the BECCU research project coordinated by the VTT Technical Research Centre of Finland Ltd. with main funding from Business Finland (Funding decision number 3834/31/2019). Publisher Copyright: © 2023 Wiley Periodicals LLC.

PY - 2023

Y1 - 2023

N2 - Three different cyclic carbonates (ethylene, propylene, and butylene carbonate) that can be derived from CO2 were successfully polymerized with hexamethylenediamine to form non-isocyanate polyurethanes (NIPUs) via self-polycondensation route without the use of harmful di-isocyanates. Three different catalysts were compared for their performance in self-polycondensation. Increasing the side chain length in cyclic carbonate increased the amount of urea side reaction and decreased the solubility of the final product. The increased amount of urea lead to a more thermoset behavior as the melting and decomposition took place simultaneously. Furthermore, the extent of urea side reaction and melting behavior were adjustable with the selection of the catalyst or polymerization parameters. With ethylene and propylene carbonate based precursors, it was possible to obtain promising melting temperatures and lap shear strength for the NIPUs when optimized polymerization parameters and catalyst were used.

AB - Three different cyclic carbonates (ethylene, propylene, and butylene carbonate) that can be derived from CO2 were successfully polymerized with hexamethylenediamine to form non-isocyanate polyurethanes (NIPUs) via self-polycondensation route without the use of harmful di-isocyanates. Three different catalysts were compared for their performance in self-polycondensation. Increasing the side chain length in cyclic carbonate increased the amount of urea side reaction and decreased the solubility of the final product. The increased amount of urea lead to a more thermoset behavior as the melting and decomposition took place simultaneously. Furthermore, the extent of urea side reaction and melting behavior were adjustable with the selection of the catalyst or polymerization parameters. With ethylene and propylene carbonate based precursors, it was possible to obtain promising melting temperatures and lap shear strength for the NIPUs when optimized polymerization parameters and catalyst were used.

KW - cyclic carbonate

KW - non-isocyanate polyurethane

KW - self-polycondensation

KW - urea

U2 - 10.1002/app.53964

DO - 10.1002/app.53964

M3 - Article

AN - SCOPUS:85153362263

SN - 0021-8995

VL - 140

JO - Journal of Applied Polymer Science

JF - Journal of Applied Polymer Science

IS - 24

M1 - e53964

ER -

Cyclic carbonates as building blocks for non-isocyanate polyurethanes

Abstrakti

Rahoitus

Julkaisufoorumi-taso

!!ASJC Scopus subject areas

Pääsy asiakirjaan

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