Photo-activated self-healing bio-based polyurethanes

Chee Sien Wong, Nurul Izzati Hassan, Mohd Sukor Su'ait, M. Angels Pelach Serra, Jose Alberto Mendez Gonzalez, Luis Angel Granda, Khairiah Badri

Research output: Contribution to journalArticle

Abstract

A series of self-healing bio-based polyurethanes (SHPU) was synthesized by embedding coumarin derivatives into bio-based polyurethanes. The self-healing process of SHPU was activated by low energy UV light. UV–vis spectroscopy exhibited disappearance of a band at 340 nm. This band is corresponding to the photo-cycloaddition of 6,7-dihydroxycoumarin, which was six times faster than esculin upon irradiation. Higher dimerization rate of 6,7-dihydroxycoumarin (0.006 min−1) enhanced the healing efficiency of PU compared to esculin at 0.0009 min−1. FTIR spectroscopy analysis showed photodegradation of irradiated PUE with lower intensity of C[dbnd]O and C[dbnd]C peaks at 1707 cm−1 and 1530 cm−1 corresponding to breaking of urethane bond. Furthermore, cut wound in 6,7-dihydroxycoumarin in polyurethane (PUC) was positively healed compared to esculin embedded in polyurethane (PUE) as observed in the optical micrographs. SEM micrograph analysis provided further insight of the high efficiency of PUC in repairing the cut wound compared to PUE. Moreover, PUE experienced a large decrease in electrical conductivity compared to PUE due to its incapability in absorbing more photons that induced PUE encountered chain scissoring. This hindered the lithium ion hopping in PUE.

Original languageEnglish
Article number111613
JournalIndustrial Crops and Products
Volume140
DOIs
Publication statusPublished - 15 Nov 2019

Fingerprint

polyurethanes
spectroscopy
urethane
dimerization
lithium
coumarin
photolysis
electrical conductivity
ultraviolet radiation
irradiation
chemical derivatives
ions

Keywords

  • Coumarin
  • Dimerization
  • Esculin
  • Polyurethane
  • Self-healing

ASJC Scopus subject areas

  • Agronomy and Crop Science

Cite this

Wong, C. S., Hassan, N. I., Su'ait, M. S., Pelach Serra, M. A., Mendez Gonzalez, J. A., Granda, L. A., & Badri, K. (2019). Photo-activated self-healing bio-based polyurethanes. Industrial Crops and Products, 140, [111613]. https://doi.org/10.1016/j.indcrop.2019.111613

Photo-activated self-healing bio-based polyurethanes. / Wong, Chee Sien; Hassan, Nurul Izzati; Su'ait, Mohd Sukor; Pelach Serra, M. Angels; Mendez Gonzalez, Jose Alberto; Granda, Luis Angel; Badri, Khairiah.

In: Industrial Crops and Products, Vol. 140, 111613, 15.11.2019.

Research output: Contribution to journalArticle

Wong, CS, Hassan, NI, Su'ait, MS, Pelach Serra, MA, Mendez Gonzalez, JA, Granda, LA & Badri, K 2019, 'Photo-activated self-healing bio-based polyurethanes', Industrial Crops and Products, vol. 140, 111613. https://doi.org/10.1016/j.indcrop.2019.111613
Wong CS, Hassan NI, Su'ait MS, Pelach Serra MA, Mendez Gonzalez JA, Granda LA et al. Photo-activated self-healing bio-based polyurethanes. Industrial Crops and Products. 2019 Nov 15;140. 111613. https://doi.org/10.1016/j.indcrop.2019.111613
Wong, Chee Sien ; Hassan, Nurul Izzati ; Su'ait, Mohd Sukor ; Pelach Serra, M. Angels ; Mendez Gonzalez, Jose Alberto ; Granda, Luis Angel ; Badri, Khairiah. / Photo-activated self-healing bio-based polyurethanes. In: Industrial Crops and Products. 2019 ; Vol. 140.
@article{d211e6880f20411a86272a27e653bd10,
title = "Photo-activated self-healing bio-based polyurethanes",
abstract = "A series of self-healing bio-based polyurethanes (SHPU) was synthesized by embedding coumarin derivatives into bio-based polyurethanes. The self-healing process of SHPU was activated by low energy UV light. UV–vis spectroscopy exhibited disappearance of a band at 340 nm. This band is corresponding to the photo-cycloaddition of 6,7-dihydroxycoumarin, which was six times faster than esculin upon irradiation. Higher dimerization rate of 6,7-dihydroxycoumarin (0.006 min−1) enhanced the healing efficiency of PU compared to esculin at 0.0009 min−1. FTIR spectroscopy analysis showed photodegradation of irradiated PUE with lower intensity of C[dbnd]O and C[dbnd]C peaks at 1707 cm−1 and 1530 cm−1 corresponding to breaking of urethane bond. Furthermore, cut wound in 6,7-dihydroxycoumarin in polyurethane (PUC) was positively healed compared to esculin embedded in polyurethane (PUE) as observed in the optical micrographs. SEM micrograph analysis provided further insight of the high efficiency of PUC in repairing the cut wound compared to PUE. Moreover, PUE experienced a large decrease in electrical conductivity compared to PUE due to its incapability in absorbing more photons that induced PUE encountered chain scissoring. This hindered the lithium ion hopping in PUE.",
keywords = "Coumarin, Dimerization, Esculin, Polyurethane, Self-healing",
author = "Wong, {Chee Sien} and Hassan, {Nurul Izzati} and Su'ait, {Mohd Sukor} and {Pelach Serra}, {M. Angels} and {Mendez Gonzalez}, {Jose Alberto} and Granda, {Luis Angel} and Khairiah Badri",
year = "2019",
month = "11",
day = "15",
doi = "10.1016/j.indcrop.2019.111613",
language = "English",
volume = "140",
journal = "Industrial Crops and Products",
issn = "0926-6690",
publisher = "Elsevier",

}

TY - JOUR

T1 - Photo-activated self-healing bio-based polyurethanes

AU - Wong, Chee Sien

AU - Hassan, Nurul Izzati

AU - Su'ait, Mohd Sukor

AU - Pelach Serra, M. Angels

AU - Mendez Gonzalez, Jose Alberto

AU - Granda, Luis Angel

AU - Badri, Khairiah

PY - 2019/11/15

Y1 - 2019/11/15

N2 - A series of self-healing bio-based polyurethanes (SHPU) was synthesized by embedding coumarin derivatives into bio-based polyurethanes. The self-healing process of SHPU was activated by low energy UV light. UV–vis spectroscopy exhibited disappearance of a band at 340 nm. This band is corresponding to the photo-cycloaddition of 6,7-dihydroxycoumarin, which was six times faster than esculin upon irradiation. Higher dimerization rate of 6,7-dihydroxycoumarin (0.006 min−1) enhanced the healing efficiency of PU compared to esculin at 0.0009 min−1. FTIR spectroscopy analysis showed photodegradation of irradiated PUE with lower intensity of C[dbnd]O and C[dbnd]C peaks at 1707 cm−1 and 1530 cm−1 corresponding to breaking of urethane bond. Furthermore, cut wound in 6,7-dihydroxycoumarin in polyurethane (PUC) was positively healed compared to esculin embedded in polyurethane (PUE) as observed in the optical micrographs. SEM micrograph analysis provided further insight of the high efficiency of PUC in repairing the cut wound compared to PUE. Moreover, PUE experienced a large decrease in electrical conductivity compared to PUE due to its incapability in absorbing more photons that induced PUE encountered chain scissoring. This hindered the lithium ion hopping in PUE.

AB - A series of self-healing bio-based polyurethanes (SHPU) was synthesized by embedding coumarin derivatives into bio-based polyurethanes. The self-healing process of SHPU was activated by low energy UV light. UV–vis spectroscopy exhibited disappearance of a band at 340 nm. This band is corresponding to the photo-cycloaddition of 6,7-dihydroxycoumarin, which was six times faster than esculin upon irradiation. Higher dimerization rate of 6,7-dihydroxycoumarin (0.006 min−1) enhanced the healing efficiency of PU compared to esculin at 0.0009 min−1. FTIR spectroscopy analysis showed photodegradation of irradiated PUE with lower intensity of C[dbnd]O and C[dbnd]C peaks at 1707 cm−1 and 1530 cm−1 corresponding to breaking of urethane bond. Furthermore, cut wound in 6,7-dihydroxycoumarin in polyurethane (PUC) was positively healed compared to esculin embedded in polyurethane (PUE) as observed in the optical micrographs. SEM micrograph analysis provided further insight of the high efficiency of PUC in repairing the cut wound compared to PUE. Moreover, PUE experienced a large decrease in electrical conductivity compared to PUE due to its incapability in absorbing more photons that induced PUE encountered chain scissoring. This hindered the lithium ion hopping in PUE.

KW - Coumarin

KW - Dimerization

KW - Esculin

KW - Polyurethane

KW - Self-healing

UR - http://www.scopus.com/inward/record.url?scp=85069957599&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85069957599&partnerID=8YFLogxK

U2 - 10.1016/j.indcrop.2019.111613

DO - 10.1016/j.indcrop.2019.111613

M3 - Article

AN - SCOPUS:85069957599

VL - 140

JO - Industrial Crops and Products

JF - Industrial Crops and Products

SN - 0926-6690

M1 - 111613

ER -